#------------------------------------------------------------------------------
#$Date: 2017-10-13 09:09:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201973 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/03/2200321.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
'Xu Deng'
'Ya-Mei Guo'
'Miao Du'
'Ya-Yin Fang'
_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_paper_doi               10.1107/S1600536801006328
_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       ω
_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      ?
_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/[σ²(Fo²)+(0.0528P)²+0.0223P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         .1551
_reflns_number_gt                1219
_reflns_number_total             2818
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ob6034.cif
_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_enum 1527 2010-12-29 10:47:43Z saulius 

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 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        799.5(4)
_cod_database_code               2200321
_cod_database_fobs_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_disorder_assembly
_atom_site_disorder_group
_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_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_site_symmetry_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)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 15584852
