#------------------------------------------------------------------------------ #$Date: 2011-09-28 15:24:46 +0100 (Wed, 28 Sep 2011) $ #$Revision: 26848 $ #$URL: svn://www.crystallography.net/cod/cif/2/01/16/2011614.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/ # # All data on this site have been placed in the public domain by the # contributors. # data_2011614 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 1455 _journal_page_last 1456 _publ_section_title ; 2-Hydroxyphenyl 2-methylpyrazolo[1,5-a]pyrimidin-6-yl ketone ; _space_group_IT_number 14 _symmetry_space_group_name_Hall '-P 2yn' _symmetry_space_group_name_H-M 'P 1 21/n 1' _[local]_cod_cif_authors_sg_H-M 'P 21/n' loop_ _publ_author_name 'Quiroga, Jairo' 'Insuasty, Braulio' 'Abonia, Rodrigo' "Mej\'ia, Diana" 'Nogueras, Manuel' "S\'anchez, Adolfo" 'Cobo, Justo' 'Low, John Nicolson' _chemical_formula_moiety 'C14 H11 N3 O2' _chemical_formula_sum 'C14 H11 N3 O2' _chemical_formula_weight 253.26 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '1/2-x, 1/2+y, 1/2-z' '-x, -y, -z' '1/2+x, 1/2-y, 1/2+z' _cell_length_a 5.6004(2) _cell_length_b 11.8172(5) _cell_length_c 17.865(7) _cell_angle_alpha 90.00 _cell_angle_beta 98.71(16) _cell_angle_gamma 90.00 _cell_volume 1168.67(8) _cell_formula_units_Z 4 _cell_measurement_temperature 150(2) _exptl_crystal_density_diffrn 1.439 _diffrn_ambient_temperature 150(2) 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 N1 .1100(3) .17904(14) .57168(9) .0311(4) Uani d . 1 . . N C2 -.1011(3) .19732(17) .52727(10) .0305(5) Uani d . 1 . . C C21 -.1395(4) .3051(2) .48346(12) .0425(6) Uani d . 1 . . C C3 -.2660(3) .10919(18) .52987(11) .0325(5) Uani d . 1 . . C C3a -.1491(3) .03148(17) .57953(10) .0273(4) Uani d . 1 . . C N4 -.2130(3) -.07073(14) .60574(9) .0306(4) Uani d . 1 . . N C5 -.0481(3) -.12267(18) .65346(10) .0292(5) Uani d . 1 . . C C6 .1862(3) -.07906(16) .68062(10) .0268(4) Uani d . 1 . . C C7 .2486(3) .02342(17) .65371(10) .0270(4) Uani d . 1 . . C N8 .0800(3) .07713(13) .60410(8) .0267(4) Uani d . 1 . . N C9 .3563(3) -.15406(17) .72926(10) .0284(5) Uani d . 1 . . C O9 .3277(3) -.25768(12) .72083(8) .0386(4) Uani d . 1 . . O C11 .5575(3) -.10958(16) .78422(10) .0256(4) Uani d . 1 . . C C12 .5663(3) .00237(17) .81077(11) .0307(5) Uani d . 1 . . C C13 .7652(4) .04235(18) .85895(11) .0331(5) Uani d . 1 . . C C14 .9587(3) -.03014(18) .88131(11) .0348(5) Uani d . 1 . . C C15 .9530(3) -.14124(18) .85838(11) .0325(5) Uani d . 1 . . C C16 .7520(3) -.18242(17) .81126(10) .0265(4) Uani d . 1 . . C O16 .7557(2) -.29223(11) .79074(7) .0331(4) Uani d . 1 . . O H21A -.2643 .3500 .5026 .064 Uiso calc R 1 . . H H21B -.1913 .2878 .4298 .064 Uiso calc R 1 . . H H21C .0118 .3481 .4892 .064 Uiso calc R 1 . . H H3 -.4254 .1041 .5029 .039 Uiso calc R 1 . . H H5 -.0879 -.1949 .6713 .035 Uiso calc R 1 . . H H7 .4038 .0555 .6692 .032 Uiso calc R 1 . . H H12 .4336 .0515 .7954 .037 Uiso calc R 1 . . H H13 .7696 .1183 .8765 .040 Uiso calc R 1 . . H H14 1.0977 -.0022 .9131 .042 Uiso calc R 1 . . H H15 1.0861 -.1897 .8747 .039 Uiso calc R 1 . . H H16 .6027 -.3122 .7636 .040 Uiso d 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 N1 .0330(9) .0262(10) .0329(9) .0001(7) .0006(7) .0034(7) C2 .0337(11) .0309(12) .0261(10) .0048(9) .0017(8) -.0014(8) C21 .0513(13) .0384(14) .0365(12) .0067(10) .0026(10) .0074(10) C3 .0273(10) .0360(13) .0317(10) .0021(9) -.0035(8) -.0034(9) C3a .0235(9) .0297(11) .0279(10) -.0005(8) .0014(8) -.0052(8) N4 .0275(9) .0329(10) .0304(9) -.0037(7) .0012(7) -.0018(7) C5 .0312(10) .0276(11) .0284(10) -.0025(8) .0033(8) -.0007(8) C6 .0253(10) .0271(11) .0275(10) -.0001(8) .0024(8) -.0023(8) C7 .0223(9) .0290(11) .0279(10) .0031(8) -.0016(7) -.0030(8) N8 .0251(8) .0243(9) .0295(8) -.0007(6) .0009(6) -.0008(7) C9 .0292(10) .0247(11) .0314(10) .0000(8) .0047(8) -.0001(8) O9 .0423(9) .0246(9) .0460(9) -.0004(6) -.0029(7) -.0005(6) C11 .0281(10) .0230(11) .0258(9) .0004(8) .0039(7) .0005(8) C12 .0305(10) .0267(11) .0337(10) .0048(8) .0010(8) .0031(9) C13 .0399(11) .0245(12) .0332(11) .0017(9) .0000(9) -.0011(8) C14 .0327(11) .0336(13) .0351(11) -.0032(9) -.0045(9) -.0002(9) C15 .0304(10) .0327(12) .0326(10) .0062(9) -.0012(8) .0005(9) C16 .0317(10) .0230(11) .0254(9) .0036(8) .0064(8) .0031(8) O16 .0390(8) .0237(8) .0351(8) .0051(6) .0001(6) -.0018(6) 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 N1 C2 . 1.338(2) yes N1 N8 . 1.358(2) yes C2 C3 . 1.397(3) no C2 C21 . 1.493(3) no C21 H21A . .9800 no C21 H21B . .9800 no C21 H21C . .9800 no C3 C3a . 1.372(3) no C3 H3 . .9500 no C3a N4 . 1.363(2) yes C3a N8 . 1.400(2) yes N4 C5 . 1.310(2) yes C5 C6 . 1.425(3) no C5 H5 . .9500 no C6 C7 . 1.368(3) no C6 C9 . 1.482(3) no C7 N8 . 1.352(2) no C7 H7 . .9500 no C9 O9 . 1.241(2) yes C9 C11 . 1.474(3) no C11 C12 . 1.404(3) no C11 C16 . 1.415(3) no C12 C13 . 1.384(3) no C12 H12 . .9500 no C13 C14 . 1.392(3) no C13 H13 . .9500 no C14 C15 . 1.374(3) no C14 H14 . .9500 no C15 C16 . 1.388(3) no C15 H15 . .9500 no C16 O16 . 1.349(2) yes O16 H16 . .9483 no _cod_database_code 2011614