data_2011465 _journal_name_full 'Acta Crystallographica, Section C' _journal_year 2000 _journal_volume 56 _journal_page_first e467 _journal_page_last e468 _publ_section_title ; (-)-(S)-2-(Fluorodiphenylmethyl)pyrrolidinium chloride ; loop_ _publ_author_name 'Batsanov, Andrei S.' 'Howard, Judith A. K.' _chemical_formula_moiety 'C17 H19 F N 1+, Cl 1-' _chemical_formula_sum 'C17 H19 Cl F N' _chemical_formula_iupac 'C17 H19 F N 1+, Cl 1-' _chemical_formula_weight 291.78 _symmetry_cell_setting orthorhombic _symmetry_space_group_name_H-M 'P 21 21 21' loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x+1/2, -y, z+1/2' '-x, y+1/2, -z+1/2' 'x+1/2, -y+1/2, -z' _cell_length_a 7.415(3) _cell_length_b 8.353(4) _cell_length_c 24.406(10) _cell_angle_alpha 90.00 _cell_angle_beta 90.00 _cell_angle_gamma 90.00 _cell_volume 1511.6(11) _cell_formula_units_Z 4 _cell_measurement_temperature 120(2) _exptl_crystal_density_diffrn 1.282 _diffrn_ambient_temperature 120(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 Cl .27784(4) .92920(3) .517928(12) .02246(7) Uani d . 1 . . Cl F .09308(9) .41100(9) .38753(3) .02327(15) Uani d . 1 . . F N .19167(13) .58321(12) .48509(4) .01781(17) Uani d . 1 . . N H1N .215(2) .688(2) .4873(7) .028(4) Uiso d . 1 . . H H2N .078(2) .572(2) .4751(7) .027(4) Uiso d . 1 . . H C1 .25370(15) .50414(14) .38787(4) .0178(2) Uani d . 1 . . C C2 .32369(15) .50221(14) .44705(4) .0169(2) Uani d . 1 . . C H2 .4333(19) .5598(17) .4501(5) .014(3) Uiso d . 1 . . H C3 .35215(18) .33836(14) .47338(5) .0216(2) Uani d . 1 . . C H31 .461(2) .291(2) .4624(7) .034(4) Uiso d . 1 . . H H32 .252(2) .2678(18) .4651(6) .020(3) Uiso d . 1 . . H C4 .35491(18) .37784(15) .53500(5) .0231(2) Uani d . 1 . . C H41 .474(2) .4165(19) .5458(6) .023(4) Uiso d . 1 . . H H42 .333(2) .288(2) .5586(7) .031(4) Uiso d . 1 . . H C5 .21312(18) .50914(14) .54142(4) .0216(2) Uani d . 1 . . C H51 .249(2) .588(2) .5665(7) .034(4) Uiso d . 1 . . H H52 .097(2) .472(2) .5522(6) .029(4) Uiso d . 1 . . H C11 .38492(16) .42449(15) .34784(4) .0203(2) Uani d . 1 . . C C12 .56983(17) .41412(17) .35809(5) .0249(2) Uani d . 1 . . C H12 .621(2) .4567(18) .3914(6) .023(4) Uiso d . 1 . . H C13 .68421(18) .33778(18) .32065(5) .0293(3) Uani d . 1 . . C H13 .815(3) .328(2) .3287(7) .034(4) Uiso d . 1 . . H C14 .6141(2) .27055(17) .27289(5) .0304(3) Uani d . 1 . . C H14 .688(2) .212(2) .2487(7) .030(4) Uiso d . 1 . . H C15 .4310(2) .28317(18) .26219(5) .0308(3) Uani d . 1 . . C H15 .378(2) .239(2) .2276(7) .035(4) Uiso d . 1 . . H C16 .31605(18) .36049(15) .29898(5) .0248(2) Uani d . 1 . . C H16 .190(2) .3690(18) .2907(6) .022(4) Uiso d . 1 . . H C21 .20488(17) .67430(13) .36953(4) .0196(2) Uani d . 1 . . C C22 .33566(17) .79428(15) .37116(5) .0235(2) Uani d . 1 . . C H22 .462(2) .768(2) .3830(7) .032(4) Uiso d . 1 . . H C23 .2929(2) .95081(15) .35549(5) .0298(3) Uani d . 1 . . C H23 .376(3) 1.034(2) .3570(8) .041(5) Uiso d . 1 . . H C24 .1195(2) .98682(17) .33770(5) .0313(3) Uani d . 1 . . C H24 .082(3) 1.093(3) .3267(8) .047(5) Uiso d . 1 . . H C25 -.0101(2) .86835(18) .33570(6) .0311(3) Uani d . 1 . . C H25 -.138(3) .891(2) .3237(7) .039(5) Uiso d . 1 . . H C26 .03071(18) .71145(16) .35168(5) .0261(2) Uani d . 1 . . C H26 -.060(2) .6283(19) .3521(7) .027(4) Uiso d . 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 Cl .01711(12) .01938(12) .03091(13) .00004(10) .00256(10) -.00270(11) F .0205(3) .0238(4) .0255(3) -.0042(3) -.0017(3) -.0005(3) N .0170(4) .0169(4) .0195(4) .0007(4) .0006(3) .0002(4) C1 .0173(5) .0171(5) .0191(4) -.0034(4) -.0007(4) .0001(4) C2 .0152(5) .0177(5) .0177(4) -.0002(4) .0007(4) -.0001(4) C3 .0245(6) .0174(5) .0228(5) .0035(4) .0011(4) .0015(4) C4 .0244(6) .0234(6) .0216(5) .0019(5) .0000(4) .0046(4) C5 .0244(6) .0232(5) .0174(4) .0000(5) .0022(4) .0012(4) C11 .0257(5) .0171(5) .0180(5) -.0007(5) .0014(4) .0002(4) C12 .0260(6) .0286(6) .0201(5) -.0018(5) .0019(4) -.0045(5) C13 .0264(7) .0352(7) .0261(6) .0021(5) .0042(5) -.0031(5) C14 .0393(7) .0282(6) .0237(6) .0039(6) .0075(5) -.0034(5) C15 .0427(8) .0305(6) .0191(5) -.0010(6) -.0006(5) -.0046(5) C16 .0291(7) .0244(6) .0208(5) -.0008(5) -.0024(4) -.0011(4) C21 .0235(5) .0193(5) .0161(5) .0005(4) .0005(4) .0006(4) C22 .0253(6) .0225(6) .0227(5) -.0032(5) -.0033(4) .0024(4) C23 .0404(7) .0208(6) .0281(6) -.0057(6) -.0027(5) .0030(4) C24 .0425(8) .0227(6) .0287(6) .0057(6) .0010(6) .0056(5) C25 .0297(7) .0325(7) .0311(6) .0083(6) -.0007(5) .0065(5) C26 .0229(6) .0277(6) .0277(6) .0015(5) -.0006(5) .0031(5) 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 F C1 . 1.4226(13) yes N C2 . 1.5093(15) yes N C5 . 1.5159(15) yes N H1N . .897(18) ? N H2N . .886(17) ? C1 C11 . 1.5310(16) yes C1 C21 . 1.5335(17) yes C1 C2 . 1.5349(15) yes C2 C3 . 1.5267(17) yes C2 H2 . .948(14) ? C3 C4 . 1.5398(18) yes C3 H31 . .936(18) ? C3 H32 . .972(15) ? C4 C5 . 1.5274(18) yes C4 H41 . .975(16) ? C4 H42 . .956(17) ? C5 H51 . .940(18) ? C5 H52 . .951(18) ? C11 C12 . 1.3964(18) ? C11 C16 . 1.4031(17) ? C12 C13 . 1.4003(18) ? C12 H12 . .965(16) ? C13 C14 . 1.394(2) ? C13 H13 . .993(19) ? C14 C15 . 1.387(2) ? C14 H14 . .942(17) ? C15 C16 . 1.3964(19) ? C15 H15 . 1.000(18) ? C16 H16 . .956(16) ? C21 C22 . 1.3951(17) ? C21 C26 . 1.3979(18) ? C22 C23 . 1.3987(19) ? C22 H22 . 1.004(17) ? C23 C24 . 1.390(2) ? C23 H23 . .93(2) ? C24 C25 . 1.380(2) ? C24 H24 . .97(2) ? C25 C26 . 1.4005(19) ? C25 H25 . 1.008(19) ? C26 H26 . .969(17) ?