#------------------------------------------------------------------------------ #$Date: 2008-01-13 22:15:36 +0000 (Sun, 13 Jan 2008) $ #$Revision: 14 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200759.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_2200759 _journal_name_full 'Acta Crystallographica, Section E' _journal_year 2001 _journal_volume 57 _journal_page_first o983 _journal_page_last o984 _publ_section_title ; 12-Benzoyl-2,3,5,6,9,10,11,12-octahydro-8H-1,4,7,12- benzotrioxaazacyclotetradecine ; loop_ _publ_author_name 'Fallon, Gary D.' 'Ventrice, Tina' 'Jackson, W. Roy' 'Campi, Eva M.' 'Patti, Antonio F.' _chemical_formula_moiety 'C21 H25 N1 O4' _chemical_formula_sum 'C21 H25 N1 O4' _chemical_formula_iupac 'C21 H25 N1 O4' _chemical_formula_weight 355.42 _symmetry_cell_setting monoclinic _symmetry_space_group_name_H-M 'P 21/c' _symmetry_space_group_name_Hall '-P 2ybc' 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' _cell_length_a 16.8250(10) _cell_length_b 13.5500(10) _cell_length_c 8.1730(10) _cell_angle_alpha 90 _cell_angle_beta 95.020(10) _cell_angle_gamma 90 _cell_volume 1856.1(3) _cell_formula_units_Z 4 _cell_measurement_temperature 123(2) _exptl_crystal_density_diffrn 1.272 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 C1 .33270(8) -.03036(10) .06246(16) .0273(3) Uani d . 1 . . C C2 .41424(8) -.04709(10) .14610(17) .0280(3) Uani d . 1 . . C C3 .52608(8) .03753(11) .27160(17) .0308(3) Uani d . 1 . . C C4 .55638(8) .13789(12) .32476(17) .0348(4) Uani d . 1 . . C C5 .44193(8) .22314(10) .41630(17) .0293(3) Uani d . 1 . . C C6 .37354(8) .16489(9) .47678(16) .0237(3) Uani d . 1 . . C C7 .29531(8) .21973(9) .43657(16) .0250(3) Uani d . 1 . . C C8 .22182(8) .17255(9) .50053(16) .0241(3) Uani d . 1 . . C C9 .16537(8) .08104(9) .25157(15) .0197(3) Uani d . 1 . . C C10 .08929(8) .11721(9) .20970(16) .0246(3) Uani d . 1 . . C C11 .05658(8) .11546(10) .04824(17) .0282(3) Uani d . 1 . . C C12 .10080(8) .07750(10) -.07209(16) .0275(3) Uani d . 1 . . C C13 .17758(8) .04255(9) -.03383(15) .0237(3) Uani d . 1 . . C C14 .21060(8) .04539(9) .12799(15) .0200(3) Uani d . 1 . . C C15 .22114(8) -.00879(9) .49285(15) .0205(3) Uani d . 1 . . C C16 .18803(8) -.10093(9) .41167(15) .0214(3) Uani d . 1 . . C C17 .10606(8) -.11350(10) .38082(16) .0260(3) Uani d . 1 . . C C18 .07552(9) -.20174(10) .31630(17) .0322(3) Uani d . 1 . . C C19 .12668(9) -.27634(10) .27956(17) .0336(4) Uani d . 1 . . C C20 .20844(9) -.26434(10) .30790(16) .0304(3) Uani d . 1 . . C C21 .23918(8) -.17713(10) .37636(15) .0247(3) Uani d . 1 . . C N1 .19814(6) .07855(7) .41986(12) .0197(2) Uani d . 1 . . N O1 .28600(5) .01530(6) .17972(10) .0230(2) Uani d . 1 . . O O2 .45117(5) .04608(7) .17720(11) .0270(2) Uani d . 1 . . O O3 .51846(6) .17873(8) .45874(12) .0338(3) Uani d . 1 . . O O4 .26358(6) -.01290(7) .62335(11) .0258(2) Uani d . 1 . . O H1A .3357 .013 -.0343 .033 Uiso calc R 1 . . H H1B .3084 -.0939 .025 .033 Uiso calc R 1 . . H H2A .4104 -.0829 .2507 .034 Uiso calc R 1 . . H H2B .4464 -.0874 .0752 .034 Uiso calc R 1 . . H H3A .565 .0051 .2051 .037 Uiso calc R 1 . . H H3B .5201 -.0039 .3695 .037 Uiso calc R 1 . . H H4A .6144 .1333 .3564 .042 Uiso calc R 1 . . H H4B .5486 .1835 .2301 .042 Uiso calc R 1 . . H H5A .4335 .2295 .2954 .035 Uiso calc R 1 . . H H5B .4418 .2904 .4636 .035 Uiso calc R 1 . . H H6A .3827 .1552 .597 .028 Uiso calc R 1 . . H H6B .3706 .0991 .4238 .028 Uiso calc R 1 . . H H7A .286 .2259 .3157 .03 Uiso calc R 1 . . H H7B .3011 .2873 .4822 .03 Uiso calc R 1 . . H H8A .2326 .1609 .62 .029 Uiso calc R 1 . . H H8B .1767 .2194 .4847 .029 Uiso calc R 1 . . H H10 .0592 .1435 .2927 .03 Uiso calc R 1 . . H H11 .0043 .1401 .0204 .034 Uiso calc R 1 . . H H12 .0782 .0754 -.1827 .033 Uiso calc R 1 . . H H13 .2074 .0168 -.1176 .028 Uiso calc R 1 . . H H17 .0709 -.0615 .404 .031 Uiso calc R 1 . . H H18 .0195 -.2107 .2975 .039 Uiso calc R 1 . . H H19 .1057 -.3365 .2344 .04 Uiso calc R 1 . . H H20 .2434 -.3157 .2806 .036 Uiso calc R 1 . . H H21 .2952 -.1695 .3991 .03 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 C1 .0283(8) .0298(7) .0246(7) .0050(6) .0070(6) -.0057(6) C2 .0288(8) .0281(7) .0279(7) .0072(6) .0067(6) -.0005(6) C3 .0207(7) .0475(9) .0243(7) .0099(6) .0032(6) .0080(6) C4 .0199(7) .0554(10) .0291(8) -.0003(7) .0018(6) .0074(7) C5 .0265(8) .0305(7) .0302(7) .0000(6) -.0016(6) .0042(6) C6 .0266(7) .0214(7) .0226(6) -.0014(5) -.0006(5) .0004(5) C7 .0292(8) .0187(6) .0265(7) .0000(5) -.0004(6) -.0005(5) C8 .0275(7) .0203(7) .0244(6) .0029(5) .0019(5) -.0056(5) C9 .0234(7) .0162(6) .0192(6) -.0012(5) .0010(5) .0002(5) C10 .0245(7) .0225(7) .0270(7) .0022(5) .0036(5) -.0001(5) C11 .0230(7) .0290(7) .0319(7) .0037(6) -.0019(6) .0019(6) C12 .0317(8) .0272(7) .0221(7) -.0004(6) -.0050(6) .0012(6) C13 .0285(8) .0237(7) .0193(6) -.0016(5) .0030(5) -.0013(5) C14 .0203(7) .0179(6) .0217(6) -.0013(5) .0012(5) .0014(5) C15 .0207(7) .0232(7) .0181(6) .0003(5) .0050(5) -.0003(5) C16 .0283(7) .0205(6) .0154(6) -.0011(5) .0015(5) .0025(5) C17 .0272(7) .0243(7) .0264(7) -.0014(6) .0011(6) .0037(6) C18 .0336(8) .0290(8) .0324(8) -.0086(6) -.0063(6) .0053(6) C19 .0493(10) .0232(7) .0267(7) -.0092(7) -.0057(7) .0003(6) C20 .0473(9) .0217(7) .0221(7) .0040(6) .0031(6) .0007(6) C21 .0289(8) .0249(7) .0202(6) .0014(5) .0014(5) .0011(5) N1 .0231(6) .0181(5) .0180(5) .0012(4) .0016(4) -.0019(4) O1 .0206(5) .0293(5) .0194(4) .0031(4) .0029(4) -.0030(4) O2 .0220(5) .0322(5) .0265(5) .0042(4) .0004(4) .0051(4) O3 .0245(6) .0494(7) .0268(5) .0005(4) -.0024(4) .0017(5) O4 .0300(6) .0270(5) .0197(5) -.0001(4) -.0014(4) -.0001(4) 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 C1 O1 . 1.4320(15) ? C1 C2 . 1.4956(19) ? C2 O2 . 1.4201(17) ? C3 O2 . 1.4237(16) ? C3 C4 . 1.503(2) ? C4 O3 . 1.4265(18) ? C5 O3 . 1.4360(16) ? C5 C6 . 1.5135(18) ? C6 C7 . 1.5222(18) ? C7 C8 . 1.5244(19) ? C8 N1 . 1.4731(16) ? C9 C10 . 1.3852(18) no C9 C14 . 1.4026(18) ? C9 N1 . 1.4367(16) ? C10 C11 . 1.3848(18) no C11 C12 . 1.383(2) no C12 C13 . 1.3856(19) no C13 C14 . 1.3894(17) no C14 O1 . 1.3640(15) ? C15 O4 . 1.2318(15) ? C15 N1 . 1.3659(16) ? C15 C16 . 1.4982(18) ? C16 C21 . 1.3905(18) no C16 C17 . 1.3906(18) no C17 C18 . 1.3871(19) no C18 C19 . 1.378(2) no C19 C20 . 1.384(2) no C20 C21 . 1.3880(19) no C1 H1A . .99 no C1 H1B . .99 no C2 H2A . .99 no C2 H2B . .99 no C3 H3A . .99 no C3 H3B . .99 no C4 H4A . .99 no C4 H4B . .99 no C5 H5A . .99 no C5 H5B . .99 no C6 H6A . .99 no C6 H6B . .99 no C7 H7A . .99 no C7 H7B . .99 no C8 H8A . .99 no C8 H8B . .99 no C10 H10 . .95 no C11 H11 . .95 no C12 H12 . .95 no C13 H13 . .95 no C17 H17 . .95 no C18 H18 . .95 no C19 H19 . .95 no C20 H20 . .95 no C21 H21 . .95 no