#------------------------------------------------------------------------------ #$Date: 2012-02-28 12:14:52 +0000 (Tue, 28 Feb 2012) $ #$Revision: 35911 $ #$URL: svn://www.crystallography.net/cod/cif/8/10/15/8101586.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_8101586 _journal_name_full 'Zeitschrift fur Kristallographie - NCS' _journal_year 1999 _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 'Koch, Oliver' 'Lork, Enno' 'Kleemeier, Malte' 'Schr\"oer, Wolffram' _chemical_name_common ; 1,1'-diethyl-2,2'-cyanine nitrate monohydrate ; _chemical_formula_sum 'C23 H25 N3 O4' _chemical_formula_weight 407.46 _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 13.404(2) _cell_length_b 10.516(2) _cell_length_c 14.634(3) _cell_angle_alpha 90.00 _cell_angle_beta 92.47(2) _cell_angle_gamma 90.00 _cell_volume 2060.8(7) _cell_formula_units_Z 4 _cell_measurement_temperature 173(2) _exptl_crystal_density_diffrn 1.313 _diffrn_ambient_temperature 173(2) _refine_ls_R_factor_obs 0.0582 _refine_ls_wR_factor_obs 0.1391 loop_ _atom_site_label _atom_site_type_symbol _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_calc_flag _atom_site_refinement_flags _atom_site_disorder_assembly _atom_site_disorder_group C1 C 0.45391(14) 0.31603(19) 0.16152(14) 0.0329(5) Uani 1 d . . . C2 C 0.53702(15) 0.2370(2) 0.18749(16) 0.0373(5) Uani 1 d . . . H2 H 0.5599 0.2344 0.2498 0.0485(19) Uiso 1 calc R . . C3 C 0.58372(15) 0.1658(2) 0.12569(16) 0.0399(5) Uani 1 d . . . H3 H 0.6381 0.1132 0.1453 0.0485(19) Uiso 1 calc R . . C4 C 0.55281(15) 0.1685(2) 0.03198(15) 0.0354(5) Uani 1 d . . . C5 C 0.60358(17) 0.1007(2) -0.03498(18) 0.0451(6) Uani 1 d . . . H5 H 0.6599 0.0503 -0.0172 0.0485(19) Uiso 1 calc R . . C6 C 0.57276(19) 0.1066(2) -0.12522(18) 0.0490(6) Uani 1 d . . . H6 H 0.6077 0.0611 -0.1699 0.0485(19) Uiso 1 calc R . . C7 C 0.48960(19) 0.1798(2) -0.15096(17) 0.0482(6) Uani 1 d . . . H7 H 0.4678 0.1827 -0.2136 0.0485(19) Uiso 1 calc R . . C8 C 0.43832(17) 0.2478(2) -0.08811(16) 0.0407(5) Uani 1 d . . . H8 H 0.3820 0.2974 -0.1073 0.0485(19) Uiso 1 calc R . . C9 C 0.46953(14) 0.24359(19) 0.00477(15) 0.0339(5) Uani 1 d . . . N1 N 0.42061(11) 0.31260(16) 0.07165(12) 0.0322(4) Uani 1 d . . . C10 C 0.32964(14) 0.3857(2) 0.04365(15) 0.0353(5) Uani 1 d . . . H10A H 0.2858 0.3917 0.0962 0.035(3) Uiso 1 calc R . . H10B H 0.2926 0.3392 -0.0059 0.035(3) Uiso 1 calc R . . C11 C 0.35293(17) 0.5191(2) 0.01054(17) 0.0438(6) Uani 1 d . . . H11A H 0.3919 0.5646 0.0584 0.055(3) Uiso 1 calc R . . H11B H 0.2904 0.5648 -0.0034 0.055(3) Uiso 1 calc R . . H11C H 0.3915 0.5138 -0.0447 0.055(3) Uiso 1 calc R . . C12 C 0.41043(15) 0.4008(2) 0.22296(15) 0.0357(5) Uani 1 d . . . H12 H 0.3795 0.4749 0.1975 0.0485(19) Uiso 1 calc R . . C13 C 0.40855(14) 0.38604(19) 0.31810(15) 0.0327(5) Uani 1 d . . . C14 C 0.41605(15) 0.26480(19) 0.36215(15) 0.0350(5) Uani 1 d . . . H14 H 0.4300 0.1918 0.3267 0.0485(19) Uiso 1 calc R . . C15 C 0.40394(15) 0.2513(2) 0.45248(16) 0.0373(5) Uani 1 d . . . H15 H 0.4100 0.1694 0.4796 0.0485(19) Uiso 1 calc R . . C16 C 0.38205(14) 0.3584(2) 0.50801(15) 0.0356(5) Uani 1 d . . . C17 C 0.36419(16) 0.3467(2) 0.60150(16) 0.0444(6) Uani 1 d . . . H17 H 0.3682 0.2654 0.6296 0.0485(19) Uiso 1 calc R . . C18 C 0.34098(17) 0.4508(3) 0.65285(18) 0.0512(6) Uani 1 d . . . H18 H 0.3298 0.4421 0.7162 0.0485(19) Uiso 1 calc R . . C19 C 0.33408(17) 0.5695(3) 0.61097(17) 0.0494(6) Uani 1 d . . . H19 H 0.3175 0.6416 0.6464 0.0485(19) Uiso 1 calc R . . C20 C 0.35072(16) 0.5848(2) 0.51985(17) 0.0427(6) Uani 1 d . . . H20 H 0.3458 0.6669 0.4930 0.0485(19) Uiso 1 calc R . . C21 C 0.37513(14) 0.4794(2) 0.46581(15) 0.0340(5) Uani 1 d . . . N2 N 0.39146(12) 0.48974(16) 0.37256(12) 0.0325(4) Uani 1 d . . . C22 C 0.38666(16) 0.61736(19) 0.32961(17) 0.0385(5) Uani 1 d . . . H22A H 0.4313 0.6193 0.2775 0.035(3) Uiso 1 calc R . . H22B H 0.4110 0.6816 0.3747 0.035(3) Uiso 1 calc R . . C23 C 0.28148(17) 0.6518(2) 0.29582(18) 0.0479(6) Uani 1 d . . . H23A H 0.2579 0.5900 0.2496 0.055(3) Uiso 1 calc R . . H23B H 0.2815 0.7370 0.2687 0.055(3) Uiso 1 calc R . . H23C H 0.2371 0.6507 0.3473 0.055(3) Uiso 1 calc R . . N10 N 0.14678(18) 0.4530(2) 0.86392(16) 0.0546(6) Uani 1 d . . . O10 O 0.21165(14) 0.37723(19) 0.84257(13) 0.0626(5) Uani 1 d . . . O11 O 0.10927(19) 0.4407(4) 0.9394(2) 0.1324(13) Uani 1 d . . . O12 O 0.1595(9) 0.5493(8) 0.8032(5) 0.157(4) Uani 0.50 d P . . O12A O 0.0954(4) 0.5254(7) 0.8255(6) 0.090(2) Uani 0.50 d P . . O100 O 0.40400(18) 0.9259(2) 0.3715(2) 0.0963(10) Uani 1 d . . . H100 H 0.402(3) 0.912(4) 0.439(3) 0.116 Uiso 1 d . . . H101 H 0.463(3) 0.948(4) 0.362(3) 0.116 Uiso 1 d . . . loop_ _atom_site_aniso_label _atom_site_aniso_U_11 _atom_site_aniso_U_22 _atom_site_aniso_U_33 _atom_site_aniso_U_23 _atom_site_aniso_U_13 _atom_site_aniso_U_12 C1 0.0257(10) 0.0324(11) 0.0403(12) 0.0038(9) -0.0039(8) -0.0030(8) C2 0.0263(10) 0.0420(12) 0.0429(12) 0.0030(10) -0.0067(9) 0.0035(9) C3 0.0257(10) 0.0398(12) 0.0538(14) 0.0040(10) -0.0029(9) 0.0037(9) C4 0.0278(10) 0.0330(11) 0.0453(13) 0.0022(9) 0.0005(9) -0.0027(8) C5 0.0365(12) 0.0401(13) 0.0592(16) -0.0018(11) 0.0066(11) 0.0007(10) C6 0.0512(14) 0.0464(14) 0.0502(15) -0.0083(11) 0.0126(12) -0.0028(11) C7 0.0537(15) 0.0505(14) 0.0401(13) -0.0020(11) 0.0005(11) -0.0083(12) C8 0.0364(11) 0.0418(12) 0.0435(13) 0.0008(10) -0.0029(10) -0.0046(9) C9 0.0258(10) 0.0321(10) 0.0439(12) 0.0016(9) 0.0007(9) -0.0072(8) N1 0.0225(8) 0.0349(9) 0.0388(10) 0.0033(8) -0.0037(7) -0.0010(7) C10 0.0231(9) 0.0362(11) 0.0460(13) 0.0070(10) -0.0064(8) 0.0006(8) C11 0.0374(12) 0.0391(12) 0.0541(15) 0.0095(11) -0.0065(10) -0.0013(9) C12 0.0289(10) 0.0330(11) 0.0446(12) 0.0034(9) -0.0039(9) 0.0038(8) C13 0.0229(9) 0.0303(10) 0.0444(12) 0.0002(9) -0.0045(8) 0.0006(8) C14 0.0317(10) 0.0286(10) 0.0441(13) -0.0003(9) -0.0041(9) 0.0014(8) C15 0.0307(10) 0.0326(11) 0.0479(13) 0.0058(9) -0.0069(9) -0.0001(8) C16 0.0234(10) 0.0375(11) 0.0455(13) 0.0014(9) -0.0045(8) -0.0027(8) C17 0.0328(11) 0.0548(15) 0.0451(14) 0.0023(11) -0.0045(10) -0.0068(10) C18 0.0348(12) 0.0739(18) 0.0445(14) -0.0080(13) -0.0006(10) -0.0057(12) C19 0.0326(12) 0.0632(17) 0.0518(15) -0.0200(13) -0.0041(10) -0.0006(11) C20 0.0301(11) 0.0403(12) 0.0570(15) -0.0115(11) -0.0047(10) 0.0008(9) C21 0.0215(9) 0.0369(11) 0.0429(12) -0.0026(9) -0.0054(8) -0.0026(8) N2 0.0258(8) 0.0274(9) 0.0439(11) 0.0010(7) -0.0039(7) 0.0001(6) C22 0.0350(11) 0.0268(10) 0.0532(14) 0.0036(9) -0.0053(10) 0.0014(8) C23 0.0429(13) 0.0359(12) 0.0641(16) 0.0028(11) -0.0080(11) 0.0112(10) N10 0.0597(14) 0.0529(13) 0.0483(13) -0.0212(11) -0.0301(11) 0.0152(11) O10 0.0562(11) 0.0690(13) 0.0616(12) -0.0141(10) -0.0103(9) 0.0166(10) O11 0.0605(16) 0.204(4) 0.135(3) -0.060(3) 0.0312(17) -0.0187(18) O12 0.280(12) 0.113(7) 0.076(4) -0.007(4) -0.026(7) 0.119(8) O12A 0.075(3) 0.082(4) 0.114(5) 0.039(3) 0.000(3) 0.037(3) O100 0.0545(13) 0.0635(15) 0.170(3) -0.0358(17) -0.0064(17) -0.0092(11) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_site_symmetry_2 _geom_bond_publ_flag C1 N1 1.371(3) . ? C1 C12 1.410(3) . ? C1 C2 1.428(3) . ? C2 C3 1.348(3) . ? C3 C4 1.416(3) . ? C4 C5 1.410(3) . ? C4 C9 1.411(3) . ? C5 C6 1.368(4) . ? C6 C7 1.393(4) . ? C7 C8 1.372(3) . ? C8 C9 1.406(3) . ? C9 N1 1.403(3) . ? N1 C10 1.484(2) . ? C10 C11 1.521(3) . ? C12 C13 1.402(3) . ? C13 N2 1.376(3) . ? C13 C14 1.430(3) . ? C14 C15 1.346(3) . ? C15 C16 1.427(3) . ? C16 C17 1.404(3) . ? C16 C21 1.415(3) . ? C17 C18 1.371(4) . ? C18 C19 1.391(4) . ? C19 C20 1.371(3) . ? C20 C21 1.408(3) . ? C21 N2 1.396(3) . ? N2 C22 1.482(3) . ? C22 C23 1.518(3) . ? N10 O12A 1.156(7) . ? N10 O10 1.230(3) . ? N10 O11 1.240(4) . ? N10 O12 1.363(9) . ? O12 O12A 0.964(12) . ? _cod_database_code 8101586