#------------------------------------------------------------------------------ #$Date: 2011-09-10 04:16:28 +0100 (Sat, 10 Sep 2011) $ #$Revision: 25271 $ #$URL: svn://www.crystallography.net/cod/cif/2/2200321.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_2200321 loop_ _publ_author_name 'Deng, Xu' 'Guo, Ya-Mei' 'Du, Miao' 'Fang, Ya-Yin' _publ_section_title ; 2-tert-Butyl-4-methyl-6-(4-piperidylmethyl)phenol ; _journal_issue 6 _journal_name_full 'Acta Crystallographica Section E' _journal_page_first o488 _journal_page_last o489 _journal_volume 57 _journal_year 2001 _chemical_formula_iupac 'C17 H27 N O' _chemical_formula_moiety 'C17 H27 N O' _chemical_formula_sum 'C17 H27 N O' _chemical_formula_weight 261.40 _chemical_name_systematic ; 2-tert-Butyl-4-methyl-6-(4-piperidylmethyl)phenol ; _space_group_IT_number 2 _symmetry_cell_setting triclinic _symmetry_space_group_name_Hall '-P 1' _symmetry_space_group_name_H-M 'P -1' _cell_angle_alpha 97.391(6) _cell_angle_beta 97.498(6) _cell_angle_gamma 100.559(7) _cell_formula_units_Z 2 _cell_length_a 6.2854(19) _cell_length_b 8.626(3) _cell_length_c 15.318(5) _cell_measurement_reflns_used 3312 _cell_measurement_temperature 293(2) _cell_measurement_theta_max 25.03 _cell_measurement_theta_min 1.36 _cell_volume 799.5(5) _diffrn_measured_fraction_theta_full 1.0 _diffrn_measured_fraction_theta_max .99 _diffrn_measurement_device 'Bruker SMART 1000' _diffrn_measurement_method \w _diffrn_radiation_type MoK\a _diffrn_radiation_wavelength .71073 _diffrn_reflns_av_R_equivalents .0401 _diffrn_reflns_limit_h_max 7 _diffrn_reflns_limit_h_min -6 _diffrn_reflns_limit_k_max 10 _diffrn_reflns_limit_k_min -7 _diffrn_reflns_limit_l_max 18 _diffrn_reflns_limit_l_min -18 _diffrn_reflns_number 3376 _diffrn_reflns_theta_full 23.67 _diffrn_reflns_theta_max 25.03 _diffrn_standards_decay_% 0 _diffrn_standards_interval_count none _diffrn_standards_number 0 _exptl_absorpt_coefficient_mu .066 _exptl_absorpt_correction_T_max .9869 _exptl_absorpt_correction_T_min .9837 _exptl_absorpt_correction_type multi-scan _exptl_absorpt_process_details '[SAINT (Bruker 1998) and SADABS (Sheldrick, 1997)]' _exptl_crystal_colour colorless _exptl_crystal_density_diffrn 1.086 _exptl_crystal_density_meas 'not measured' _exptl_crystal_description prism _exptl_crystal_F_000 288 _exptl_crystal_size_max .25 _exptl_crystal_size_mid .20 _exptl_crystal_size_min .20 _refine_diff_density_max .157 _refine_diff_density_min -.181 _refine_ls_extinction_method none _refine_ls_goodness_of_fit_ref .993 _refine_ls_hydrogen_treatment constr _refine_ls_number_parameters 172 _refine_ls_number_reflns 2818 _refine_ls_restrained_S_all .993 _refine_ls_R_factor_all .1533 _refine_ls_R_factor_gt .0584 _refine_ls_shift/su_max .022 _refine_ls_shift/su_mean .003 _refine_ls_structure_factor_coef Fsqd _refine_ls_weighting_details 'calc w = 1/[\s^2^(Fo^2^)+(0.0528P)^2^+0.0223P] where P = (Fo^2^+2Fc^2^)/3' _refine_ls_weighting_scheme calc _refine_ls_wR_factor_ref .1551 _reflns_number_gt 1219 _reflns_number_total 2818 _reflns_threshold_expression I>2\s(I) _[local]_cod_data_source_file ob6034.cif _[local]_cod_data_source_block I _cod_depositor_comments ; The following automatic conversions were performed: '_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic' according to /home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29. Automatic conversion script Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana ; _cod_original_cell_volume 799.5(4) _cod_database_code 2200321 loop_ _symmetry_equiv_pos_as_xyz 'x, y, z' '-x, -y, -z' 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_type_symbol N1 -.0386(4) .3200(3) .16721(17) .0448(7) Uani d . 1 N O1 .2393(3) .5997(2) .21525(14) .0541(7) Uani d . 1 O H1A .1197 .5412 .1958 .081 Uiso calc R 1 H C1 .0702(5) .2173(4) .1130(2) .0519(9) Uani d . 1 C H1B .0198 .1071 .1202 .062 Uiso calc R 1 H H1C .2270 .2456 .1333 .062 Uiso calc R 1 H C2 .0232(5) .2334(4) .0156(2) .0619(10) Uani d . 1 C H2A .0923 .1605 -.0191 .074 Uiso calc R 1 H H2B .0857 .3412 .0078 .074 Uiso calc R 1 H C3 -.2215(5) .1971(5) -.0183(2) .0692(11) Uani d . 1 C H3A -.2479 .2208 -.0785 .083 Uiso calc R 1 H H3B -.2809 .0847 -.0195 .083 Uiso calc R 1 H C4 -.3338(5) .2974(5) .0424(2) .0692(11) Uani d . 1 C H4A -.2904 .4088 .0361 .083 Uiso calc R 1 H H4B -.4913 .2658 .0243 .083 Uiso calc R 1 H C5 -.2765(5) .2791(4) .1390(2) .0589(10) Uani d . 1 C H5A -.3457 .3485 .1761 .071 Uiso calc R 1 H H5B -.3316 .1699 .1466 .071 Uiso calc R 1 H C6 .0165(5) .3119(4) .2623(2) .0502(9) Uani d . 1 C H6A -.0109 .2009 .2707 .060 Uiso calc R 1 H H6B -.0792 .3650 .2949 .060 Uiso calc R 1 H C7 .2521(5) .3879(4) .3008(2) .0400(8) Uani d . 1 C C8 .3497(5) .5335(4) .2794(2) .0412(8) Uani d . 1 C C9 .5594(5) .6144(4) .32101(19) .0410(8) Uani d . 1 C C10 .6646(5) .5395(4) .3834(2) .0448(9) Uani d . 1 C H10A .8031 .5914 .4129 .054 Uiso calc R 1 H C11 .5767(5) .3919(4) .40477(19) .0424(8) Uani d . 1 C C12 .3690(5) .3189(4) .3625(2) .0470(9) Uani d . 1 C H12A .3054 .2204 .3758 .056 Uiso calc R 1 H C13 .7032(5) .3160(4) .4718(2) .0651(11) Uani d . 1 C H13A .6169 .2151 .4779 .098 Uiso calc R 1 H H13B .7364 .3848 .5283 .098 Uiso calc R 1 H H13C .8372 .2996 .4518 .098 Uiso calc R 1 H C14 .6678(5) .7764(4) .2997(2) .0471(9) Uani d . 1 C C15 .8877(6) .8454(4) .3604(2) .0823(13) Uani d . 1 C H15A .9841 .7717 .3540 .123 Uiso calc R 1 H H15B .8642 .8628 .4213 .123 Uiso calc R 1 H H15C .9525 .9450 .3440 .123 Uiso calc R 1 H C16 .7130(5) .7574(4) .2037(2) .0677(11) Uani d . 1 C H16A .5778 .7155 .1638 .102 Uiso calc R 1 H H16B .8113 .6852 .1967 .102 Uiso calc R 1 H H16C .7783 .8595 .1904 .102 Uiso calc R 1 H C17 .5191(5) .8979(4) .3124(2) .0701(11) Uani d . 1 C H17A .3806 .8586 .2743 .105 Uiso calc R 1 H H17B .5876 .9978 .2974 .105 Uiso calc R 1 H H17C .4962 .9132 .3734 .105 Uiso calc 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 N1 .0307(16) .0490(18) .0523(18) .0066(13) .0065(12) .0013(13) O1 .0441(14) .0503(15) .0651(16) .0051(12) -.0010(11) .0152(12) C1 .044(2) .061(2) .050(2) .0112(19) .0068(16) .0048(18) C2 .050(2) .075(3) .057(2) .008(2) .0091(18) .0027(19) C3 .053(2) .092(3) .055(2) .004(2) -.0031(19) .013(2) C4 .043(2) .081(3) .082(3) .012(2) .000(2) .017(2) C5 .038(2) .071(3) .065(3) .0091(19) .0048(17) .009(2) C6 .049(2) .056(2) .043(2) .0032(18) .0107(16) .0027(17) C7 .041(2) .036(2) .040(2) .0015(17) .0099(16) .0009(16) C8 .042(2) .044(2) .038(2) .0163(18) .0016(16) .0060(16) C9 .042(2) .039(2) .039(2) .0054(17) .0051(16) .0008(16) C10 .041(2) .050(2) .040(2) .0076(18) .0016(16) .0017(17) C11 .049(2) .043(2) .0346(19) .0128(18) .0046(16) .0027(16) C12 .060(2) .040(2) .043(2) .0096(19) .0145(18) .0077(17) C13 .078(3) .071(3) .050(2) .025(2) .0013(19) .018(2) C14 .043(2) .043(2) .054(2) .0051(18) .0054(17) .0107(17) C15 .069(3) .063(3) .096(3) -.017(2) -.014(2) .017(2) C16 .062(2) .069(3) .077(3) .011(2) .018(2) .029(2) C17 .076(3) .043(2) .092(3) .011(2) .019(2) .008(2) loop_ _atom_type_symbol _atom_type_description _atom_type_scat_dispersion_real _atom_type_scat_dispersion_imag _atom_type_scat_source C C .0033 .0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' H H .0000 .0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' N N .0061 .0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' O O .0106 .0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' loop_ _geom_angle_atom_site_label_1 _geom_angle_atom_site_label_2 _geom_angle_atom_site_label_3 _geom_angle _geom_angle_publ_flag C1 N1 C5 110.9(2) yes C1 N1 C6 111.4(2) yes C5 N1 C6 110.5(2) yes C8 O1 H1A 109.5 ? N1 C1 C2 111.1(3) ? N1 C1 H1B 109.4 ? C2 C1 H1B 109.4 ? N1 C1 H1C 109.4 ? C2 C1 H1C 109.4 ? H1B C1 H1C 108.0 ? C1 C2 C3 111.4(3) ? C1 C2 H2A 109.4 ? C3 C2 H2A 109.4 ? C1 C2 H2B 109.4 ? C3 C2 H2B 109.4 ? H2A C2 H2B 108.0 ? C4 C3 C2 109.5(3) ? C4 C3 H3A 109.8 ? C2 C3 H3A 109.8 ? C4 C3 H3B 109.8 ? C2 C3 H3B 109.8 ? H3A C3 H3B 108.2 ? C5 C4 C3 111.9(3) ? C5 C4 H4A 109.2 ? C3 C4 H4A 109.2 ? C5 C4 H4B 109.2 ? C3 C4 H4B 109.2 ? H4A C4 H4B 107.9 ? N1 C5 C4 110.5(3) ? N1 C5 H5A 109.6 ? C4 C5 H5A 109.6 ? N1 C5 H5B 109.6 ? C4 C5 H5B 109.6 ? H5A C5 H5B 108.1 ? N1 C6 C7 113.4(2) ? N1 C6 H6A 108.9 ? C7 C6 H6A 108.9 ? N1 C6 H6B 108.9 ? C7 C6 H6B 108.9 ? H6A C6 H6B 107.7 ? C12 C7 C8 119.0(3) ? C12 C7 C6 120.3(3) ? C8 C7 C6 120.6(3) ? O1 C8 C7 119.5(3) yes O1 C8 C9 118.7(3) yes C7 C8 C9 121.7(3) yes C10 C9 C8 116.0(3) ? C10 C9 C14 121.5(3) ? C8 C9 C14 122.5(3) ? C9 C10 C11 124.3(3) ? C9 C10 H10A 117.9 ? C11 C10 H10A 117.9 ? C12 C11 C10 117.1(3) ? C12 C11 C13 121.6(3) ? C10 C11 C13 121.3(3) ? C11 C12 C7 121.9(3) ? C11 C12 H12A 119.1 ? C7 C12 H12A 119.1 ? C11 C13 H13A 109.5 ? C11 C13 H13B 109.5 ? H13A C13 H13B 109.5 ? C11 C13 H13C 109.5 ? H13A C13 H13C 109.5 ? H13B C13 H13C 109.5 ? C16 C14 C9 109.8(3) ? C16 C14 C15 107.4(3) ? C9 C14 C15 111.9(3) ? C16 C14 C17 109.6(3) ? C9 C14 C17 110.5(3) ? C15 C14 C17 107.6(3) ? C14 C15 H15A 109.5 ? C14 C15 H15B 109.5 ? H15A C15 H15B 109.5 ? C14 C15 H15C 109.5 ? H15A C15 H15C 109.5 ? H15B C15 H15C 109.5 ? C14 C16 H16A 109.5 ? C14 C16 H16B 109.5 ? H16A C16 H16B 109.5 ? C14 C16 H16C 109.5 ? H16A C16 H16C 109.5 ? H16B C16 H16C 109.5 ? C14 C17 H17A 109.5 ? C14 C17 H17B 109.5 ? H17A C17 H17B 109.5 ? C14 C17 H17C 109.5 ? H17A C17 H17C 109.5 ? H17B C17 H17C 109.5 ? loop_ _geom_bond_atom_site_label_1 _geom_bond_atom_site_label_2 _geom_bond_distance _geom_bond_publ_flag N1 C1 1.457(4) yes N1 C5 1.464(3) yes N1 C6 1.466(4) yes O1 C8 1.372(3) yes O1 H1A .8200 yes C1 C2 1.512(4) no C1 H1B .9700 no C1 H1C .9700 no C2 C3 1.519(4) no C2 H2A .9700 no C2 H2B .9700 no C3 C4 1.516(5) no C3 H3A .9700 no C3 H3B .9700 no C4 C5 1.513(4) no C4 H4A .9700 no C4 H4B .9700 no C5 H5A .9700 no C5 H5B .9700 no C6 C7 1.513(4) no C6 H6A .9700 no C6 H6B .9700 no C7 C12 1.382(4) no C7 C8 1.392(4) no C8 C9 1.400(4) no C9 C10 1.385(4) no C9 C14 1.532(4) no C10 C11 1.389(4) no C10 H10A .9300 no C11 C12 1.376(4) no C11 C13 1.505(4) no C12 H12A .9300 no C13 H13A .9600 no C13 H13B .9600 no C13 H13C .9600 no C14 C16 1.527(4) no C14 C15 1.533(4) no C14 C17 1.538(4) no C15 H15A .9600 no C15 H15B .9600 no C15 H15C .9600 no C16 H16A .9600 no C16 H16B .9600 no C16 H16C .9600 no C17 H17A .9600 no C17 H17B .9600 no C17 H17C .9600 no loop_ _geom_hbond_atom_site_label_D _geom_hbond_atom_site_label_H _geom_hbond_atom_site_label_A _geom_hbond_distance_DH _geom_hbond_distance_HA _geom_hbond_distance_DA _geom_hbond_angle_DHA _geom_hbond_publ_flag O1 H1a N1 .820 1.948 2.660(3) 144.68 yes loop_ _geom_torsion_atom_site_label_1 _geom_torsion_atom_site_label_2 _geom_torsion_atom_site_label_3 _geom_torsion_atom_site_label_4 _geom_torsion C5 N1 C1 C2 59.8(3) C6 N1 C1 C2 -176.7(3) N1 C1 C2 C3 -56.6(4) C1 C2 C3 C4 52.5(4) C2 C3 C4 C5 -52.9(4) C1 N1 C5 C4 -59.5(4) C6 N1 C5 C4 176.5(3) C3 C4 C5 N1 56.6(4) C1 N1 C6 C7 69.3(3) C5 N1 C6 C7 -166.9(3) N1 C6 C7 C12 -141.2(3) N1 C6 C7 C8 43.1(4) C12 C7 C8 O1 177.0(3) C6 C7 C8 O1 -7.2(4) C12 C7 C8 C9 -2.4(4) C6 C7 C8 C9 173.3(3) O1 C8 C9 C10 -178.4(3) C7 C8 C9 C10 1.1(4) O1 C8 C9 C14 1.8(4) C7 C8 C9 C14 -178.7(3) C8 C9 C10 C11 1.1(4) C14 C9 C10 C11 -179.1(3) C9 C10 C11 C12 -1.9(5) C9 C10 C11 C13 178.5(3) C10 C11 C12 C7 .5(4) C13 C11 C12 C7 -179.9(3) C8 C7 C12 C11 1.6(4) C6 C7 C12 C11 -174.2(3) C10 C9 C14 C16 114.1(3) C8 C9 C14 C16 -66.0(4) C10 C9 C14 C15 -5.0(4) C8 C9 C14 C15 174.9(3) C10 C9 C14 C17 -124.8(3) C8 C9 C14 C17 55.0(4)