#------------------------------------------------------------------------------ #$Date: 2025-08-19 11:01:59 +0100 (Tue, 19 Aug 2025) $ #$Revision: 301802 $ #$URL: svn://www.crystallography.net/cod/cif/2/10/13/2101353.cif $ #------------------------------------------------------------------------------ # # This file is available in the Crystallography Open Database (COD), # http://www.crystallography.net/. The original data for this entry # were provided by IUCr Journals, http://journals.iucr.org/. # # The file may be used within the scientific community so long as # proper attribution is given to the journal article from which the # data were obtained. # data_2101353 loop_ _publ_author_name 'Sheikh-Ali, B. M.' 'Rapta, M.' 'Jameson, G. B.' 'Weiss, R. G.' _publ_section_title ; Molecular conformations and crystal packing properties of five 4-alkyl-N-(4-cyanophenyl)piperidines by X-ray diffraction: a surprising dependence upon alkyl chain length ; _journal_issue 5 _journal_name_full 'Acta Crystallographica Section B' _journal_page_first 823 _journal_page_last 835 _journal_paper_doi 10.1107/S0108768194013054 _journal_volume 51 _journal_year 1995 _chemical_formula_sum 'C17 H24 N2' _chemical_formula_weight 256.43 _symmetry_cell_setting monoclinic _symmetry_space_group_name_Hall '-P 2ybc' _symmetry_space_group_name_H-M 'P 1 21/c 1' _cell_angle_alpha 90.0 _cell_angle_beta 97.10(3) _cell_angle_gamma 90.0 _cell_formula_units_Z 8 _cell_length_a 9.065(2) _cell_length_b 9.750(2) _cell_length_c 35.191(7) _cell_volume 3086.5(11) _diffrn_radiation_type Mo _diffrn_radiation_wavelength 0.71073 _exptl_absorpt_coefficient_mu 0.060 _exptl_crystal_density_diffrn 1.103 _exptl_crystal_F_000 1120 _cod_data_source_file gr0375.cif _cod_data_source_block gr0375b _cod_database_code 2101353 loop_ _atom_site_label _atom_site_fract_x _atom_site_fract_y _atom_site_fract_z _atom_site_U_iso_or_equiv N(1A) -.2003(2) .0527(2) .32330(10) .0580(10) C(2A) -.2644(12) .0352(2) .29340(10) .0420(10) C(3A) -.3445(2) .0135(2) .25610(10) .0360(10) C(4A) -.3797(2) .1217(2) .23090(10) .0390(10) C(5A) -.4562(2) .1008(2) .19530(10) .0370(10) C(6A) -.5051(2) -.0309(2) .18250(10) .0320(10) C(7A) -.4659(2) -.1396(2) .20830(10) .0370(10) C(8A) -.3897(2) -.1180(2) .24400(10) .0380(10) N(9A) -.5885(2) -.0522(2) .14760(10) .0340(10) C(10A) -.6137(2) .0631(2) .12060(10) .0380(10) C(11A) -.7404(2) .0366(2) .08910(10) .0380(10) C(12A) -.7244(2) -.0978(2) .06810(10) .0350(10) C(13A) -.7107(2) -.2109(2) .09810(10) .0410(10) C(14A) -.5827(3) -.1872(2) .12900(10) .0430(10) C(15A) -.8516(2) -.1201(2) .03620(10) .0400(10) C(16A) -.8405(2) -.2492(2) .01230(10) .0410(10) C(17A) -.9634(2) -.2635(2) -.02080(10) .0410(10) C(18A) -.9471(3) -.3875(3) -.04590(10) .0490(10) C(19A) -1.0718(3) -.4034(3) -.07850(10) .0670(10) N(1B) .4445(2) .2906(2) .51830(10) .0610(10) C(2B) .3769(2) .3141(3) .48920(10) .0460(10) C(3B) .2933(2) .3460(2) .45280(10) .0380(10) C(4B) .2816(2) .4802(2) .44000(10) .0420(10) C(5B) .2034(2) .5119(2) .40500(10) .0390(10) C(6B) .1313(2) .4102(2) .38140(10) .0320(10) C(7B) .1446(2) .2739(2) .39480(10) .0390(10) C(8B) .2231(2) .2433(2) .42980(10) .0420(10) N(9B) .0451(2) .4409(2) .34680(10) .0320(10) C(10B) .0396(2) .5837(2) .33370(10) .0380(10) C(11B) -.0851(2) .6081(2) .30180(10) .0370(10) C(12B) -.0794(2) .5115(2) .26790(10) .0330(10) C(13B) -.0786(2) .3658(2) .28360(10) .0380(10) C(14B) .0470(2) .3420(2) .31540(10) .0410(10) C(15B) -.2059(2) .5376(2) .23600(10) .0350(10) C(16B) -.1977(2) .4592(2) .19870(10) .0370(10) C(17B) -.3282(2) .4878(2) .16870(10) .0400(10) C(18B) -.3255(3) .4100(2) .13140(10) .0460(10) C(19B) -.4600(3) .4362(3) .10240(10) .0660(10) H(4AA) -.3481(2) .2124(2) .23880(10) .047 H(5AA) -.4830(2) .1788(2) .17920(10) .044 H(7AA) -.4975(2) -.2306(2) .20080(10) .045 H(8AA) -.3642(2) -.1952(2) .26040(10) .046 H(10A) -.5243(2) .0793(2) .10920(10) .045 H(10B) -.6350(2) .1447(2) .13420(10) .045 H(11C) -.8325(2) .0341(2) .09990(10) .046 H(11D) -.7454(2) .1109(2) .07110(10) .046 H(12A) -.6329(2) -.0938(2) .05700(10) .042 H(13A) -.6955(2) -.2971(2) .08600(10) .050 H(13B) -.8021(2) -.2165(2) .10920(10) .050 H(14A) -.5837(3) -.2564(2) .14840(10) .051 H(14B) -.4906(3) -.1953(2) .11830(10) .051 H(15C) -.8586(2) -.0408(2) .01990(10) .048 H(15D) -.9422(2) -.1255(2) .04760(10) .048 H(16A) -.8387(2) -.3294(2) .02820(10) .049 H(16B) -.7485(2) -.2463(2) .00150(10) .049 H(17A) -.9670(2) -.1824(2) -.03630(10) .050 H(17B) -1.0554(2) -.2691(2) -.00990(10) .050 H(18C) -.9429(3) -.4687(3) -.03040(10) .059 H(18E) -.8557(3) -.3816(3) -.05700(10) .059 H(19A) -1.0590(3) -.4875(3) -.09190(10) .083 H(19B) -1.0701(3) -.3276(3) -.09580(10) .083 H(19C) -1.1654(3) -.4051(3) -.06840(10) .083 H(4BA) .3365(2) .5515(2) .45430(10) .051 H(5BA) .1803(2) .6056(2) .39830(10) .046 H(7BA) .0926(2) .2025(2) .37990(10) .047 H(8BA) .2384(2) .1487(2) .43680(10) .050 H(10C) .1324(2) .6046(2) .32450(10) .045 H(10D) .0286(2) .6447(2) .35460(10) .045 H(11A) -.1782(2) .5949(2) .31160(10) .044 H(11B) -.0812(2) .7015(2) .29330(10) .044 H(12B) .0128(2) .5263(2) .25770(10) .040 H(13C) -.0690(2) .3025(2) .26310(10) .045 H(13D) -.1727(2) .3492(2) .29260(10) .045 H(14C) .0358(2) .2516(2) .32540(10) .049 H(14D) .1410(2) .3458(2) .30550(10) .049 H(15A) -.2133(2) .6339(2) .23050(10) .042 H(15B) -.2967(2) .5099(2) .24530(10) .042 H(16C) -.1891(2) .3628(2) .20410(10) .045 H(16D) -.1086(2) .4883(2) .18890(10) .045 H(17C) -.3352(2) .5844(2) .16350(10) .048 H(17D) -.4168(2) .4611(2) .17910(10) .048 H(18A) -.3159(3) .3135(2) .13650(10) .055 H(18B) -.2390(3) .4389(2) .12030(10) .055 H(19D) -.4522(3) .3830(3) .07970(10) .093 H(19E) -.4647(3) .5318(3) .09590(10) .093 H(19F) -.5484(3) .4103(3) .11300(10) .093 loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle N(1A) C(2A) C(3A) 179.9(2) C(4A) C(3A) C(8A) 117.9(2) C(4A) C(3A) C(2A) 121.5(2) C(8A) C(3A) C(2A) 120.7(2) C(5A) C(4A) C(3A) 121.4(2) C(4A) C(5A) C(6A) 121.9(2) N(9A) C(6A) C(7A) 121.9(2) N(9A) C(6A) C(5A) 122.4(2) C(7A) C(6A) C(5A) 115.7(2) C(8A) C(7A) C(6A) 122.2(2) C(7A) C(8A) C(3A) 121.0(2) C(6A) N(9A) C(10A) 119.1(2) C(6A) N(9A) C(14A) 119.1(2) C(10A) N(9A) C(14A) 113.9(2) C(11A) C(12A) C(15A) 112.0(2) C(11A) C(12A) C(13A) 106.9(2) C(15A) C(12A) C(13A) 113.4(2) C(14A) C(13A) C(12A) 112.3(2) N(9A) C(14A) C(13A) 113.0(2) C(12A) C(15A) C(16A) 115.4(2) C(17A) C(16A) C(15A) 114.0(2) C(16A) C(17A) C(18A) 114.0(2) C(19A) C(18A) C(17A) 113.9(2) N(1B) C(2B) C(3B) 178.9(3) C(4B) C(3B) C(8B) 118.6(2) C(4B) C(3B) C(2B) 120.3(2) C(8B) C(3B) C(2B) 121.1(2) C(5B) C(4B) C(3B) 120.9(2) C(4B) C(5B) C(6B) 121.5(2) N(9B) C(6B) C(5B) 122.3(2) N(9B) C(6B) C(7B) 120.7(2) C(5B) C(6B) C(7B) 116.9(2) C(8B) C(7B) C(6B) 121.2(2) C(7B) C(8B) C(3B) 120.9(2) C(6B) N(9B) C(10B) 118.2(2) C(6B) N(9B) C(14B) 117.3(2) C(10B) N(9B) C(14B) 113.0(2) N(9B) C(10B) C(11B) 112.1(2) C(10B) C(11B) C(12B) 112.9(2) C(15B) C(12B) C(13B) 113.1(2) C(15B) C(12B) C(11B) 112.1(2) C(13B) C(12B) C(11B) 106.9(3) C(14B) C(13B) C(12B) 112.4(2) N(9B) C(14B) C(13B) 112.2(2) C(12B) C(15B) C(16B) 115.9(2) C(17B) C(16B) C(15B) 113.1(2) C(16B) C(17B) C(18B) 114.7(2) C(19B) C(18B) C(17B) 113.7(2) loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance N(1A) C(2A) 1.150(3) C(2A) C(3A) 1.437(3) C(3A) C(4A) 1.389(3) C(3A) C(8A) 1.397(3) C(4A) C(5A) 1.372(3) C(5A) C(6A) 1.413(3) C(6A) N(9A) 1.376(2) C(6A) C(7A) 1.412(3) C(7A) C(8A) 1.371(3) N(9A) C(10A) 1.472(2) N(9A) C(14A) 1.475(3) C(10A) C(11A) 1.515(3) C(11A) C(12A) 1.521(3) C(12A) C(15A) 1.522(3) C(12A) C(13A) 1.522(3) C(13A) C(14A) 1.506(3) C(15A) C(16A) 1.523(3) C(16A) C(17A) 1.515(3) C(17A) C(18A) 1.517(3) C(18A) C(19A) 1.515(3) N(1B) C(2B) 1.148(3) C(2B) C(3B) 1.438(3) C(3B) C(4B) 1.384(3) C(3B) C(8B) 1.393(3) C(4B) C(5B) 1.379(3) C(5B) C(6B) 1.403(3) C(6B) N(9B) 1.394(2) C(6B) C(7B) 1.411(3) C(7B) C(8B) 1.375(3) N(9B) C(10B) 1.465(3) N(9B) C(14B) 1.469(2) C(10B) C(11B) 1.512(3) C(11B) C(12B) 1.525(3) C(12B) C(15B) 1.523(3) C(12B) C(13B) 1.524(3) C(13B) C(14B) 1.512(3) C(15B) C(16B) 1.529(3) C(16B) C(17B) 1.512(3) C(17B) C(18B) 1.518(3) C(18B) C(19B) 1.513(3) loop_ _cod_related_entry_id _cod_related_entry_database _cod_related_entry_code 1 PubChem 139063241