#------------------------------------------------------------------------------ #$Date: 2008-11-20 19:58:43 +0000 (Thu, 20 Nov 2008) $ #$Revision: 481 $ #$URL: svn://www.crystallography.net/cod/cif/2/2008318.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_2008318 _journal_name_full 'Acta Crystallographica Section C' _journal_year 1999 _journal_volume 55 _journal_page_first 618 _journal_page_last 620 _publ_section_title ; 1,2-Bis[2-(pyridin-2-yloxy)ethoxy]benzene ; loop_ _publ_author_name 'Bryan, Jeffrey C.' 'Delmau, Laetitia H.' 'Sachleben, Richard A.' 'Moyer, Bruce A.' _chemical_name_common '1,2-bis(2-pyridinooxyethoxy)benzene' _chemical_formula_moiety 'C20 H20 N2 O4' _chemical_formula_sum 'C20 H20 N2 O4' _chemical_formula_weight 352.38 _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,1/2+y,1/2-z -x,-y,-z x,1/2-y,1/2+z _cell_length_a 10.8956(9) _cell_length_b 8.2532(5) _cell_length_c 20.2050(12) _cell_angle_alpha 90 _cell_angle_beta 98.411(6) _cell_angle_gamma 90 _cell_volume 1797.4(2) _cell_formula_units_Z 4 _cell_measurement_temperature 295 _exptl_crystal_density_diffrn 1.30 _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_thermal_displace_type _atom_site_occupancy _atom_site_type_symbol O1 0.29376(12) 1.61283(15) 0.26817(6) 0.0659(5) Uani 1.000 O O2 0.47787(11) 1.44302(14) 0.20761(5) 0.0553(4) Uani 1.000 O O3 0.44179(11) 1.28983(14) 0.09345(5) 0.0579(4) Uani 1.000 O O4 0.34279(11) 0.96593(15) 0.06897(6) 0.0615(5) Uani 1.000 O N1 0.16815(15) 1.55703(19) 0.34763(8) 0.0663(6) Uani 1.000 N N2 0.14388(14) 0.8694(2) 0.04076(8) 0.0661(6) Uani 1.000 N C1 0.0585(2) 1.5838(3) 0.36908(11) 0.0794(9) Uani 1.000 C C2 -0.0321(2) 1.6807(3) 0.33741(12) 0.0841(9) Uani 1.000 C C3 -0.0103(2) 1.7596(3) 0.28025(11) 0.0805(9) Uani 1.000 C C4 0.1001(2) 1.7374(2) 0.25731(10) 0.0715(8) Uani 1.000 C C5 0.18575(18) 1.6339(2) 0.29289(9) 0.0568(7) Uani 1.000 C C6 0.38419(17) 1.5067(2) 0.30324(8) 0.0598(7) Uani 1.000 C C7 0.49866(18) 1.5208(2) 0.27152(8) 0.0615(7) Uani 1.000 C C8 0.56979(16) 1.4591(2) 0.16821(8) 0.0498(6) Uani 1.000 C C9 0.67763(17) 1.5459(2) 0.18523(10) 0.0644(7) Uani 1.000 C C10 0.76375(19) 1.5577(3) 0.14136(12) 0.0780(9) Uani 1.000 C C11 0.7428(2) 1.4813(3) 0.08106(11) 0.0767(9) Uani 1.000 C C12 0.63591(18) 1.3927(2) 0.06338(10) 0.0646(7) Uani 1.000 C C13 0.54874(16) 1.3789(2) 0.10627(8) 0.0506(6) Uani 1.000 C C14 0.42008(17) 1.2090(2) 0.03036(8) 0.0609(7) Uani 1.000 C C15 0.30742(17) 1.1054(2) 0.02803(9) 0.0625(7) Uani 1.000 C C16 0.25710(16) 0.8468(2) 0.07103(8) 0.0517(6) Uani 1.000 C C17 0.29838(17) 0.7072(2) 0.10506(8) 0.0609(7) Uani 1.000 C C18 0.2158(2) 0.5838(3) 0.10764(10) 0.0678(7) Uani 1.000 C C19 0.0967(2) 0.6025(3) 0.07638(11) 0.0766(9) Uani 1.000 C C20 0.06520(19) 0.7448(3) 0.04425(11) 0.0825(9) Uani 1.000 C H1 0.04390 1.53240 0.40810 0.0950 Uiso 1.000 H H2 -0.10690 1.69360 0.35390 0.1010 Uiso 1.000 H H3 -0.07030 1.82750 0.25750 0.0970 Uiso 1.000 H H4 0.11740 1.78990 0.21900 0.0860 Uiso 1.000 H H6A 0.35410 1.39600 0.30040 0.0720 Uiso 1.000 H H6B 0.40130 1.53720 0.35010 0.0720 Uiso 1.000 H H7A 0.51880 1.63410 0.26620 0.0740 Uiso 1.000 H H7B 0.56770 1.46980 0.29960 0.0740 Uiso 1.000 H H9 0.69280 1.59710 0.22660 0.0770 Uiso 1.000 H H10 0.83590 1.61770 0.15310 0.0940 Uiso 1.000 H H11 0.80080 1.48900 0.05170 0.0920 Uiso 1.000 H H12 0.62230 1.34150 0.02200 0.0780 Uiso 1.000 H H14A 0.49120 1.14260 0.02460 0.0730 Uiso 1.000 H H14B 0.40800 1.28800 -0.00550 0.0730 Uiso 1.000 H H15A 0.24170 1.16450 0.04510 0.0750 Uiso 1.000 H H15B 0.27780 1.07260 -0.01760 0.0750 Uiso 1.000 H H17 0.38020 0.69760 0.12560 0.0730 Uiso 1.000 H H18 0.24020 0.48850 0.13030 0.0810 Uiso 1.000 H H19 0.03860 0.52010 0.07700 0.0920 Uiso 1.000 H H20 -0.01610 0.75670 0.02330 0.0990 Uiso 1.000 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 0.0814(9) 0.0667(8) 0.0511(7) 0.0148(7) 0.0151(7) 0.0064(6) O2 0.0647(7) 0.0507(7) 0.0507(7) 0.0014(6) 0.0088(6) -0.0106(6) O3 0.0649(8) 0.0559(7) 0.0540(7) -0.0019(6) 0.0124(6) -0.0132(6) O4 0.0582(8) 0.0609(8) 0.0611(8) -0.0004(7) -0.0056(6) 0.0068(6) N1 0.0837(12) 0.0616(10) 0.0551(10) -0.0021(9) 0.0155(8) 0.0015(8) N2 0.0508(9) 0.0713(11) 0.0718(10) 0.0040(9) -0.0054(8) -0.0109(9) C1 0.0894(16) 0.0812(16) 0.0716(14) -0.0069(13) 0.0253(12) 0.0048(12) C2 0.0756(15) 0.0937(18) 0.0853(16) 0.0001(13) 0.0199(12) -0.0094(14) C3 0.0861(16) 0.0719(15) 0.0806(15) 0.0141(12) 0.0022(12) -0.0061(12) C4 0.0899(15) 0.0652(14) 0.0593(12) 0.0098(12) 0.0109(11) 0.0015(10) C5 0.0755(13) 0.0478(11) 0.0466(10) -0.0001(10) 0.0077(9) -0.0076(9) C6 0.0824(13) 0.0511(11) 0.0447(10) 0.0043(10) 0.0056(9) -0.0018(9) C7 0.0788(13) 0.0559(12) 0.0475(10) 0.0018(10) 0.0019(9) -0.0078(9) C8 0.0554(11) 0.0402(10) 0.0537(10) 0.0092(8) 0.0078(8) 0.0026(8) C9 0.0644(13) 0.0570(12) 0.0697(12) 0.0000(10) 0.0024(10) -0.0038(10) C10 0.0609(13) 0.0755(15) 0.0970(17) -0.0084(11) 0.0098(12) 0.0048(13) C11 0.0676(14) 0.0844(16) 0.0821(15) 0.0019(12) 0.0241(11) 0.0078(13) C12 0.0699(13) 0.0630(13) 0.0635(12) 0.0065(10) 0.0187(10) -0.0007(10) C13 0.0568(11) 0.0410(10) 0.0543(10) 0.0078(9) 0.0091(8) 0.0019(8) C14 0.0819(14) 0.0554(11) 0.0450(10) 0.0050(10) 0.0082(9) -0.0036(9) C15 0.0697(12) 0.0610(12) 0.0528(11) 0.0084(10) -0.0043(9) -0.0001(9) C16 0.0515(11) 0.0607(12) 0.0423(9) 0.0006(10) 0.0047(8) -0.0094(9) C17 0.0581(11) 0.0704(13) 0.0517(11) 0.0035(11) -0.0004(9) 0.0019(10) C18 0.0775(14) 0.0674(13) 0.0589(11) -0.0076(12) 0.0114(10) -0.0027(10) C19 0.0724(15) 0.0766(16) 0.0810(15) -0.0114(12) 0.0123(12) -0.0138(12) C20 0.0503(13) 0.0917(18) 0.1000(17) -0.0002(13) -0.0074(11) -0.0176(14) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_site_symmetry_1 _geom_bond_site_symmetry_2 _geom_bond_distance _geom_bond_publ_flag O1 C5 . . 1.355(2) yes O1 C6 . . 1.427(2) yes O2 C7 . . 1.430(2) yes O2 C8 . . 1.374(2) yes O3 C13 . . 1.370(2) yes O3 C14 . . 1.428(2) yes O4 C15 . . 1.437(2) yes O4 C16 . . 1.361(2) yes N1 C1 . . 1.347(3) yes N1 C5 . . 1.313(2) yes N2 C16 . . 1.308(2) yes N2 C20 . . 1.347(3) yes C1 C2 . . 1.356(3) no C2 C3 . . 1.376(3) no C3 C4 . . 1.363(3) no C4 C5 . . 1.386(3) no C6 C7 . . 1.488(3) no C8 C9 . . 1.376(3) no C8 C13 . . 1.405(2) no C9 C10 . . 1.385(3) no C10 C11 . . 1.361(3) no C11 C12 . . 1.377(3) no C12 C13 . . 1.381(3) no C14 C15 . . 1.491(3) no C16 C17 . . 1.383(2) no C17 C18 . . 1.365(3) no C18 C19 . . 1.366(3) no C19 C20 . . 1.361(3) no C1 H1 . . 0.9 no C2 H2 . . 0.9 no C3 H3 . . 0.9 no C4 H4 . . 0.9 no C6 H6A . . 1.0 no C6 H6B . . 1.0 no C7 H7A . . 1.0 no C7 H7B . . 1.0 no C9 H9 . . 0.9 no C10 H10 . . 0.9 no C11 H11 . . 0.9 no C12 H12 . . 0.9 no C14 H14A . . 1.0 no C14 H14B . . 1.0 no C15 H15A . . 1.0 no C15 H15B . . 1.0 no C17 H17 . . 0.9 no C18 H18 . . 0.9 no C19 H19 . . 0.9 no C20 H20 . . 0.9 no