#------------------------------------------------------------------------------ #$Date: 2010-01-30 13:59:17 +0000 (Sat, 30 Jan 2010) $ #$Revision: 966 $ #$URL: svn://www.crystallography.net/cod/cif/2/2011232.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_2011232 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first 01 _journal_page_last 01 _publ_section_title ; [2-(1-Hydroxycyclohexyl)-2-(4-methoxyphenyl)ethyl]dimethylammonium chloride (venlafaxine hydrochloride) ; loop_ _publ_author_name "Vega, Daniel" "Fern\'andez, Daniel" "Echeverr\'ia, Gustavo" _chemical_name_common 'VENLAFAXINE HYDROCHLORIDE' _chemical_formula_moiety 'C17 H28 N O2 + , Cl - ' _chemical_formula_sum 'C17 H28 Cl N O2' _chemical_formula_weight 313.85 _symmetry_cell_setting Orthorhombic _symmetry_space_group_name_H-M 'P c a 21' _symmetry_space_group_name_Hall 'P 2c -2ac' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, z+1/2' 'x+1/2, -y, z' '-x+1/2, y, z+1/2' _cell_length_a 26.230(5) _cell_length_b 5.8810(12) _cell_length_c 11.448(2) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1766.0(6) _cell_formula_units_Z 4 _cell_measurement_temperature 293(2) _exptl_crystal_density_diffrn 1.180 _diffrn_ambient_temperature 293(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 Cl1 .47903(5) .33859(19) .10142(10) .0590(3) Uani d . 1 . . Cl C1 .37670(15) .9127(6) .4310(3) .0394(8) Uani d . 1 . . C C2 .34982(17) 1.1020(7) .4664(4) .0438(9) Uani d . 1 . . C H2A .3455 1.2247 .4120 .080 Uiso d R 1 . . H C3 .32937(17) 1.1220(7) .5796(4) .0470(10) Uani d . 1 . . C H3A .3097 1.2530 .6010 .080 Uiso d R 1 . . H C4 .33739(17) .9482(7) .6590(4) .0449(9) Uani d . 1 . . C C5 .36319(17) .7541(7) .6232(4) .0469(10) Uani d . 1 . . C H5A .3678 .6307 .6771 .080 Uiso d R 1 . . H C6 .38266(16) .7372(7) .5123(4) .0440(9) Uani d . 1 . . C H6A .4015 .6033 .4914 .080 Uiso d R 1 . . H C7 .39775(14) .8977(6) .3085(3) .0353(7) Uani d . 1 . . C H7A .3946 1.0462 .2744 .080 Uiso d R 1 . . H C8 .36839(15) .7271(6) .2283(3) .0365(8) Uani d . 1 . . C C9 .31125(16) .7343(8) .2521(4) .0508(10) Uani d . 1 . . C H9A .2998 .8879 .2413 .080 Uiso d R 1 . . H H9B .3039 .6921 .3313 .080 Uiso d R 1 . . H C10 .28122(19) .5832(9) .1685(5) .0618(13) Uani d . 1 . . C H10A .2455 .5953 .1854 .080 Uiso d R 1 . . H H10B .2913 .4281 .1812 .080 Uiso d R 1 . . H C11 .2923(2) .6423(11) .0410(5) .0713(16) Uani d . 1 . . C H11A .2800 .7932 .0254 .080 Uiso d R 1 . . H H11B .2747 .5393 -.0101 .080 Uiso d R 1 . . H C12 .3489(2) .6303(9) .0156(4) .0616(13) Uani d . 1 . . C H12A .3605 .4761 .0226 .080 Uiso d R 1 . . H H12B .3555 .6806 -.0627 .080 Uiso d R 1 . . H C13 .37860(17) .7823(7) .0994(4) .0470(9) Uani d . 1 . . C H15A .4144 .7612 .0855 .080 Uiso d R 1 . . H H15B .3707 .9391 .0849 .080 Uiso d R 1 . . H C14 .45509(14) .8337(6) .3085(4) .0406(8) Uani d . 1 . . C H14A .4621 .7534 .2373 .080 Uiso d R 1 . . H H14B .4619 .7317 .3721 .080 Uiso d R 1 . . H C15 .54460(18) .9497(9) .3079(5) .0661(13) Uani d . 1 . . C H15C .5675 1.0771 .3100 .080 Uiso d R 1 . . H H15D .5519 .8499 .3721 .080 Uiso d R 1 . . H H15E .5489 .8689 .2357 .080 Uiso d R 1 . . H C16 .48347(19) 1.1784(7) .4197(5) .0547(11) Uani d . 1 . . C H16B .5076 1.3011 .4193 .080 Uiso d R 1 . . H H16C .4495 1.2390 .4200 .080 Uiso d R 1 . . H H16D .4885 1.0873 .4883 .080 Uiso d R 1 . . H C17 .3028(2) 1.1515(9) .8207(5) .0702(15) Uani d . 1 . . C H17A .2937 1.1284 .9010 .080 Uiso d R 1 . . H H17B .3286 1.2670 .8156 .080 Uiso d R 1 . . H H17C .2733 1.1986 .7774 .080 Uiso d R 1 . . H N1 .49066(13) 1.0339(6) .3150(3) .0447(8) Uani d . 1 . . N H1A .4843 1.1224 .2515 .080 Uiso d R 1 . . H O1 .32147(14) .9488(5) .7727(3) .0619(9) Uani d . 1 . . O O2 .38455(10) .5002(4) .2546(3) .0416(6) Uani d . 1 . . O H2B .4098 .4569 .2136 .080 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 Cl1 .0681(7) .0567(5) .0522(5) .0171(5) .0173(6) .0082(6) C1 .037(2) .0394(17) .0417(19) -.0046(15) .0010(17) .0015(16) C2 .045(3) .0421(19) .0438(19) .0057(17) .0059(17) .0023(16) C3 .046(3) .0435(19) .052(3) .0076(17) .0072(19) .0016(18) C4 .042(3) .051(2) .0421(19) -.0039(18) .0028(18) -.0042(18) C5 .049(3) .0432(19) .048(2) .0014(18) -.0011(18) .0061(17) C6 .042(2) .0400(18) .050(2) .0070(17) -.0023(18) .0004(17) C7 .0265(19) .0340(15) .0455(19) .0003(13) .0039(16) .0025(15) C8 .034(2) .0363(16) .0390(18) .0006(15) .0012(15) .0010(15) C9 .032(2) .057(2) .064(3) .0007(19) -.001(2) -.005(2) C10 .039(3) .065(3) .081(4) -.006(2) -.003(3) -.010(3) C11 .061(4) .081(4) .071(4) .002(3) -.023(3) -.008(3) C12 .067(3) .074(3) .044(2) .003(3) -.012(2) -.002(2) C13 .051(3) .048(2) .0422(19) .0013(17) .000(2) .010(2) C14 .028(2) .0411(17) .053(2) .0022(15) .0010(17) -.0025(18) C15 .039(3) .083(3) .076(3) .000(2) .001(3) .012(3) C16 .048(3) .053(2) .063(3) -.012(2) -.008(2) -.005(2) C17 .091(4) .068(3) .051(3) .007(3) .017(3) -.008(2) N1 .034(2) .0521(19) .0480(18) -.0096(14) -.0017(15) .0061(16) O1 .081(3) .0593(18) .0458(17) .0014(17) .0130(16) -.0014(15) O2 .0390(15) .0365(11) .0494(15) -.0012(11) .0012(12) .0044(12) 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 C2 . 1.378(5) N C1 C6 . 1.398(6) N C1 C7 . 1.510(5) N C2 C3 . 1.407(6) N C2 H2A . .9600 N C3 C4 . 1.384(6) N C3 H3A . .9600 N C4 O1 . 1.367(5) Y C4 C5 . 1.389(6) N C5 C6 . 1.372(6) N C5 H5A . .9600 N C6 H6A . .9597 N C7 C14 . 1.550(5) N C7 C8 . 1.563(5) N C7 H7A . .9600 N C8 O2 . 1.432(4) Y C8 C9 . 1.524(6) N C8 C13 . 1.535(6) N C9 C10 . 1.525(7) N C9 H9A . .9600 N C9 H9B . .9600 N C10 C11 . 1.528(8) N C10 H10A . .9601 N C10 H10B . .9599 N C11 C12 . 1.515(8) N C11 H11A . .9600 N C11 H11B . .9600 N C12 C13 . 1.525(7) N C12 H12A . .9600 N C12 H12B . .9600 N C13 H15A . .9599 N C13 H15B . .9600 N C14 N1 . 1.504(5) Y C14 H14A . .9600 N C14 H14B . .9600 N C15 N1 . 1.501(6) Y C15 H15C . .9599 N C15 H15D . .9600 N C15 H15E . .9600 N C16 N1 . 1.482(6) Y C16 H16B . .9599 N C16 H16C . .9604 N C16 H16D . .9600 N C17 O1 . 1.401(6) Y C17 H17A . .9601 N C17 H17B . .9599 N C17 H17C . .9601 N N1 H1A . .9100 N O2 H2B . .8502 N _cod_database_code 2011232