#------------------------------------------------------------------------------ #$Date: 2011-09-17 21:27:16 +0100 (Sat, 17 Sep 2011) $ #$Revision: 26029 $ #$URL: svn://www.crystallography.net/cod/cif/2/2012270.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_2012270 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2001 _journal_volume 57 _journal_page_first 1207 _journal_page_last 1208 _publ_section_title ; Hydrogen bonding in C-methylated nitroanilines: a room-temperature monoclinic polymorph of 4-methyl-3-nitroaniline with Z' = 2 ; _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 'Zakaria, Choudhury M.' 'Low, John N.' 'Skakle, Janet M. S.' 'McWilliam, Susan A.' 'Wardell, James L.' 'Glidewell, Christopher' _chemical_formula_moiety 'C7 H8 N2 O2' _chemical_formula_sum 'C7 H8 N2 O2' _chemical_formula_iupac 'C7 H8 N2 O2' _chemical_formula_weight 152.16 _symmetry_cell_setting monoclinic loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' 'x+1/2, -y+1/2, z+1/2' '-x, -y, -z' '-x-1/2, y-1/2, -z-1/2' _cell_length_a 8.2473(7) _cell_length_b 7.5676(7) _cell_length_c 23.7798(16) _cell_angle_alpha 90 _cell_angle_beta 91.717(5) _cell_angle_gamma 90 _cell_volume 1483.5(2) _cell_formula_units_Z 8 _cell_measurement_temperature 295(2) _exptl_crystal_density_diffrn 1.363 _diffrn_ambient_temperature 295(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 C11 .7363(3) .1807(4) .02890(10) .0718(7) Uani d . 1 . . C N11 .8565(4) .2392(5) -.00532(13) .1207(12) Uani d . 1 . . N C12 .5764(3) .2283(4) .01893(9) .0683(7) Uani d . 1 . . C C13 .4595(3) .1742(3) .05494(10) .0663(6) Uani d . 1 . . C N13 .2933(3) .2317(4) .04011(11) .0855(7) Uani d . 1 . . N O11 .1829(4) .1746(7) .06640(19) .1696(16) Uani d . 1 . . O O12 .2714(3) .3355(4) .00279(10) .1187(9) Uani d . 1 . . O C14 .4913(3) .0696(3) .10266(10) .0695(7) Uani d . 1 . . C C17 .3714(5) .0100(5) .14474(14) .0988(10) Uani d . 1 . . C C15 .6533(4) .0225(4) .11058(10) .0717(7) Uani d . 1 . . C C16 .7720(3) .0732(4) .07528(10) .0713(7) Uani d . 1 . . C C21 .6440(3) .0732(3) .35279(9) .0629(6) Uani d . 1 . . C N21 .5306(3) .0434(4) .39292(9) .0874(7) Uani d . 1 . . N C22 .8069(3) .0431(3) .36392(9) .0601(6) Uani d . 1 . . C C23 .9181(3) .0699(3) .32240(9) .0586(6) Uani d . 1 . . C N23 1.0872(3) .0316(3) .33856(10) .0749(6) Uani d . 1 . . N O21 1.1323(3) .0552(3) .38727(9) .0985(8) Uani d . 1 . . O O22 1.1771(3) -.0229(5) .30290(11) .1264(10) Uani d . 1 . . O C24 .8766(3) .1309(3) .26819(9) .0618(6) Uani d . 1 . . C C27 .9930(4) .1617(4) .22176(11) .0860(8) Uani d . 1 . . C C25 .7130(3) .1659(4) .25962(9) .0695(7) Uani d . 1 . . C C26 .5993(3) .1387(4) .29952(10) .0712(7) Uani d . 1 . . C H11A .8327 .3066 -.0335 .145 Uiso calc R 1 . . H H11B .9556 .2084 .0014 .145 Uiso calc R 1 . . H H12 .5480 .2972 -.0122 .082 Uiso calc R 1 . . H H17A .4275 -.0486 .1754 .148 Uiso calc R 1 . . H H17B .2955 -.0703 .1271 .148 Uiso calc R 1 . . H H17C .3143 .1106 .1587 .148 Uiso calc R 1 . . H H15 .6822 -.0471 .1415 .086 Uiso calc R 1 . . H H16 .8781 .0357 .0822 .086 Uiso calc R 1 . . H H21A .5607 .0053 .4257 .105 Uiso calc R 1 . . H H21B .4296 .0628 .3853 .105 Uiso calc R 1 . . H H22 .8419 .0048 .3994 .072 Uiso calc R 1 . . H H27A 1.0824 .2320 .2357 .129 Uiso calc R 1 . . H H27B .9384 .2226 .1913 .129 Uiso calc R 1 . . H H27C 1.0327 .0503 .2087 .129 Uiso calc R 1 . . H H25 .6784 .2104 .2248 .083 Uiso calc R 1 . . H H26 .4909 .1640 .2911 .085 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 C11 .0582(16) .0864(18) .0708(14) -.0048(13) .0011(10) -.0005(11) N11 .0735(19) .176(3) .1136(19) -.0034(19) .0154(14) .0478(19) C12 .0623(16) .0749(16) .0671(13) -.0019(12) -.0089(10) .0024(10) C13 .0550(14) .0624(14) .0810(14) .0011(11) -.0075(10) -.0090(10) N13 .0580(15) .0864(17) .1112(17) .0025(12) -.0121(12) -.0093(13) O11 .0513(16) .192(4) .266(4) .0012(18) .0152(19) .091(3) O12 .0852(17) .153(2) .1165(17) .0308(16) -.0253(12) .0201(15) C14 .0701(17) .0589(14) .0796(15) -.0008(12) .0062(11) -.0056(10) C17 .098(3) .092(2) .109(2) -.0017(19) .0340(17) .0098(16) C15 .0768(19) .0673(15) .0708(14) .0067(12) -.0015(11) .0048(10) C16 .0565(15) .0779(16) .0792(15) .0090(12) -.0045(11) -.0002(11) C21 .0527(14) .0694(15) .0666(13) -.0009(11) .0012(9) -.0056(10) N21 .0549(14) .126(2) .0811(14) -.0001(13) .0065(10) -.0016(11) C22 .0506(13) .0678(14) .0617(12) -.0002(10) -.0033(9) .0028(9) C23 .0471(12) .0585(12) .0701(13) .0000(10) -.0013(9) .0010(9) N23 .0513(13) .0806(15) .0929(15) .0007(10) .0032(11) .0125(10) O21 .0611(13) .132(2) .1012(14) -.0076(12) -.0230(10) .0174(11) O22 .0718(17) .182(3) .1263(18) .0433(17) .0202(13) .0067(16) C24 .0659(16) .0559(13) .0636(12) -.0003(11) .0038(9) .0010(9) C27 .093(2) .0890(19) .0770(16) -.0054(16) .0202(13) .0101(12) C25 .0707(17) .0734(15) .0637(13) .0039(12) -.0100(11) .0060(10) C26 .0545(15) .0789(17) .0793(15) .0086(12) -.0123(11) -.0037(11) 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 C11 C12 . 1.381(4) y C12 C13 . 1.371(4) y C13 C14 . 1.402(4) y C14 C15 . 1.390(4) y C15 C16 . 1.364(4) y C16 C11 . 1.395(4) y C11 N11 . 1.374(4) y C13 N13 . 1.471(4) y N13 O11 . 1.201(4) y N13 O12 . 1.195(4) y C14 C17 . 1.497(4) y N11 H11A . .8600 no N11 H11B . .8600 no C12 H12 . .9300 no C15 H15 . .9300 no C16 H16 . .9300 no C17 H17A . .9600 no C17 H17B . .9600 no C17 H17C . .9600 no C21 C22 . 1.380(4) y C22 C23 . 1.383(4) y C23 C24 . 1.402(3) y C24 C25 . 1.384(4) y C25 C26 . 1.370(4) y C26 C21 . 1.399(3) y C21 N21 . 1.374(4) y C23 N23 . 1.465(3) y N23 O21 . 1.219(3) y N23 O22 . 1.215(3) y C24 C27 . 1.503(4) y N21 H21A . .8600 no N21 H21B . .8600 no C22 H22 . .9300 no C25 H25 . .9300 no C26 H26 . .9300 no C27 H27A . .9600 no C27 H27B . .9600 no C27 H27C . .9600 no _cod_database_code 2012270