#------------------------------------------------------------------------------
#$Date: 2016-02-14 06:40:26 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176432 $
#$URL: svn://www.crystallography.net/cod/cif/2/22/64/2226424.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_2226424
loop_
_publ_author_name
'Rouchal, Michal'
'Nečas, Marek'
'Vícha, Robert'
_publ_section_title
;
 1-(2-Phenylethyl)adamantane
;
_journal_coeditor_code           EZ2215
_journal_issue                   7
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o1736
_journal_paper_doi               10.1107/S1600536810023251
_journal_volume                  66
_journal_year                    2010
_chemical_formula_iupac          'C18 H24'
_chemical_formula_moiety         'C18 H24'
_chemical_formula_sum            'C18 H24'
_chemical_formula_weight         240.37
_chemical_melting_point          321
_chemical_name_systematic
;
1-(2-Phenylethyl)adamantane
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0
_cell_angle_beta                 90.0
_cell_angle_gamma                90.0
_cell_formula_units_Z            4
_cell_length_a                   6.4844(5)
_cell_length_b                   7.5109(5)
_cell_length_c                   28.5305(19)
_cell_measurement_reflns_used    5446
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      27.1782
_cell_measurement_theta_min      3.0594
_cell_volume                     1389.54(17)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction, 2009)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction, 2009)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and Mercury (Macrae et al.,  2008)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      120(2)
_diffrn_detector_area_resol_mean '0.06 mm'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Kuma KM-4-CCD'
_diffrn_measurement_method       'ω scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0333
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_number            11994
_diffrn_reflns_theta_full        24.99
_diffrn_reflns_theta_max         24.99
_diffrn_reflns_theta_min         3.07
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.064
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.92395
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrysAlis RED; Oxford Diffraction, 2009)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.149
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             528
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.239
_refine_diff_density_min         -0.149
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.295
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         1452
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.295
_refine_ls_R_factor_all          0.0478
_refine_ls_R_factor_gt           0.0419
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0705P)²+0.0787P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1254
_refine_ls_wR_factor_ref         0.1273
_reflns_number_gt                1277
_reflns_number_total             1452
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ez2215.cif
_cod_data_source_block           I
_cod_original_cell_volume        1389.55(17)
_cod_original_sg_symbol_Hall     P_2ac_2ab
_cod_database_code               2226424
_cod_database_fobs_code          2226424
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'
loop_
_atom_site_type_symbol
_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
C C1 0.8116(4) 0.4428(3) 0.14870(8) 0.0172(6) Uani d . 1 . .
C C2 0.6166(4) 0.4772(3) 0.17845(9) 0.0207(6) Uani d . 1 . .
H H2A 0.6402 0.5812 0.1991 0.025 Uiso calc R 1 . .
H H2B 0.4993 0.5052 0.1575 0.025 Uiso calc R 1 . .
C C3 0.5633(4) 0.3148(3) 0.20840(8) 0.0206(6) Uani d . 1 . .
H H3 0.4366 0.3400 0.2272 0.025 Uiso calc R 1 . .
C C4 0.5236(4) 0.1543(3) 0.17589(9) 0.0232(6) Uani d . 1 . .
H H4A 0.4887 0.0482 0.1949 0.028 Uiso calc R 1 . .
H H4B 0.4059 0.1803 0.1549 0.028 Uiso calc R 1 . .
C C5 0.7167(4) 0.1176(3) 0.14680(8) 0.0212(6) Uani d . 1 . .
H H5 0.6913 0.0137 0.1257 0.025 Uiso calc R 1 . .
C C6 0.8974(4) 0.0749(3) 0.17999(9) 0.0222(6) Uani d . 1 . .
H H6A 0.8640 -0.0316 0.1990 0.027 Uiso calc R 1 . .
H H6B 1.0230 0.0490 0.1615 0.027 Uiso calc R 1 . .
C C7 0.9363(4) 0.2344(3) 0.21230(8) 0.0195(6) Uani d . 1 . .
H H7 1.0545 0.2072 0.2337 0.023 Uiso calc R 1 . .
C C8 0.9892(4) 0.3977(3) 0.18208(8) 0.0182(6) Uani d . 1 . .
H H8A 1.0171 0.5010 0.2027 0.022 Uiso calc R 1 . .
H H8B 1.1154 0.3731 0.1637 0.022 Uiso calc R 1 . .
C C9 0.7437(4) 0.2729(4) 0.24146(8) 0.0217(6) Uani d . 1 . .
H H9A 0.7693 0.3756 0.2624 0.026 Uiso calc R 1 . .
H H9B 0.7097 0.1683 0.2611 0.026 Uiso calc R 1 . .
C C10 0.7703(4) 0.2808(3) 0.11744(9) 0.0208(6) Uani d . 1 . .
H H10A 0.6548 0.3076 0.0959 0.025 Uiso calc R 1 . .
H H10B 0.8941 0.2554 0.0983 0.025 Uiso calc R 1 . .
C C11 0.8577(4) 0.6112(3) 0.12008(8) 0.0219(6) Uani d . 1 . .
H H11A 0.7359 0.6377 0.1004 0.026 Uiso calc R 1 . .
H H11B 0.8750 0.7118 0.1421 0.026 Uiso calc R 1 . .
C C12 1.0478(5) 0.6040(4) 0.08826(9) 0.0283(7) Uani d . 1 . .
H H12A 1.1701 0.5727 0.1073 0.034 Uiso calc R 1 . .
H H12B 1.0284 0.5092 0.0646 0.034 Uiso calc R 1 . .
C C13 1.0866(5) 0.7775(4) 0.06375(8) 0.0234(6) Uani d . 1 . .
C C14 1.2499(5) 0.8876(4) 0.07581(8) 0.0302(7) Uani d . 1 . .
H H14 1.3389 0.8539 0.1007 0.036 Uiso calc R 1 . .
C C15 1.2855(5) 1.0453(4) 0.05228(9) 0.0349(8) Uani d . 1 . .
H H15 1.3969 1.1197 0.0615 0.042 Uiso calc R 1 . .
C C16 1.1596(5) 1.0957(4) 0.01530(9) 0.0317(7) Uani d . 1 . .
H H16 1.1860 1.2027 -0.0014 0.038 Uiso calc R 1 . .
C C17 0.9961(5) 0.9891(4) 0.00311(9) 0.0285(7) Uani d . 1 . .
H H17 0.9071 1.0238 -0.0217 0.034 Uiso calc R 1 . .
C C18 0.9604(5) 0.8312(4) 0.02684(9) 0.0275(7) Uani d . 1 . .
H H18 0.8477 0.7581 0.0178 0.033 Uiso calc R 1 . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C10 C1 C8 . . 108.5(2) ?
C10 C1 C11 . . 112.24(18) ?
C8 C1 C11 . . 111.5(2) ?
C10 C1 C2 . . 108.1(2) ?
C8 C1 C2 . . 108.09(18) ?
C11 C1 C2 . . 108.3(2) ?
C3 C2 C1 . . 111.0(2) ?
C3 C2 H2A . . 109.4 ?
C1 C2 H2A . . 109.4 ?
C3 C2 H2B . . 109.4 ?
C1 C2 H2B . . 109.4 ?
H2A C2 H2B . . 108.0 ?
C2 C3 C9 . . 109.5(2) ?
C2 C3 C4 . . 108.97(18) ?
C9 C3 C4 . . 109.7(2) ?
C2 C3 H3 . . 109.6 ?
C9 C3 H3 . . 109.6 ?
C4 C3 H3 . . 109.6 ?
C5 C4 C3 . . 109.3(2) ?
C5 C4 H4A . . 109.8 ?
C3 C4 H4A . . 109.8 ?
C5 C4 H4B . . 109.8 ?
C3 C4 H4B . . 109.8 ?
H4A C4 H4B . . 108.3 ?
C10 C5 C4 . . 109.9(2) ?
C10 C5 C6 . . 109.4(2) ?
C4 C5 C6 . . 109.09(18) ?
C10 C5 H5 . . 109.5 ?
C4 C5 H5 . . 109.5 ?
C6 C5 H5 . . 109.5 ?
C7 C6 C5 . . 109.4(2) ?
C7 C6 H6A . . 109.8 ?
C5 C6 H6A . . 109.8 ?
C7 C6 H6B . . 109.8 ?
C5 C6 H6B . . 109.8 ?
H6A C6 H6B . . 108.2 ?
C9 C7 C6 . . 109.9(2) ?
C9 C7 C8 . . 109.7(2) ?
C6 C7 C8 . . 108.84(18) ?
C9 C7 H7 . . 109.5 ?
C6 C7 H7 . . 109.5 ?
C8 C7 H7 . . 109.5 ?
C1 C8 C7 . . 110.9(2) ?
C1 C8 H8A . . 109.5 ?
C7 C8 H8A . . 109.5 ?
C1 C8 H8B . . 109.5 ?
C7 C8 H8B . . 109.5 ?
H8A C8 H8B . . 108.0 ?
C7 C9 C3 . . 109.08(18) ?
C7 C9 H9A . . 109.9 ?
C3 C9 H9A . . 109.9 ?
C7 C9 H9B . . 109.9 ?
C3 C9 H9B . . 109.9 ?
H9A C9 H9B . . 108.3 ?
C5 C10 C1 . . 110.99(19) ?
C5 C10 H10A . . 109.4 ?
C1 C10 H10A . . 109.4 ?
C5 C10 H10B . . 109.4 ?
C1 C10 H10B . . 109.4 ?
H10A C10 H10B . . 108.0 ?
C12 C11 C1 . . 116.3(2) ?
C12 C11 H11A . . 108.2 ?
C1 C11 H11A . . 108.2 ?
C12 C11 H11B . . 108.2 ?
C1 C11 H11B . . 108.2 ?
H11A C11 H11B . . 107.4 ?
C13 C12 C11 . . 112.4(2) ?
C13 C12 H12A . . 109.1 ?
C11 C12 H12A . . 109.1 ?
C13 C12 H12B . . 109.1 ?
C11 C12 H12B . . 109.1 ?
H12A C12 H12B . . 107.9 ?
C14 C13 C18 . . 117.6(2) ?
C14 C13 C12 . . 122.0(2) ?
C18 C13 C12 . . 120.4(3) ?
C15 C14 C13 . . 121.2(3) ?
C15 C14 H14 . . 119.4 ?
C13 C14 H14 . . 119.4 ?
C14 C15 C16 . . 120.4(3) ?
C14 C15 H15 . . 119.8 ?
C16 C15 H15 . . 119.8 ?
C17 C16 C15 . . 119.2(3) ?
C17 C16 H16 . . 120.4 ?
C15 C16 H16 . . 120.4 ?
C16 C17 C18 . . 120.3(3) ?
C16 C17 H17 . . 119.9 ?
C18 C17 H17 . . 119.9 ?
C17 C18 C13 . . 121.3(3) ?
C17 C18 H18 . . 119.4 ?
C13 C18 H18 . . 119.4 ?
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 C10 . 1.532(3) ?
C1 C8 . 1.532(3) ?
C1 C11 . 1.535(3) ?
C1 C2 . 1.544(3) ?
C2 C3 . 1.529(3) ?
C2 H2A . 0.9900 ?
C2 H2B . 0.9900 ?
C3 C9 . 1.535(4) ?
C3 C4 . 1.542(3) ?
C3 H3 . 1.0000 ?
C4 C5 . 1.527(4) ?
C4 H4A . 0.9900 ?
C4 H4B . 0.9900 ?
C5 C10 . 1.525(3) ?
C5 C6 . 1.540(4) ?
C5 H5 . 1.0000 ?
C6 C7 . 1.533(3) ?
C6 H6A . 0.9900 ?
C6 H6B . 0.9900 ?
C7 C9 . 1.528(4) ?
C7 C8 . 1.538(3) ?
C7 H7 . 1.0000 ?
C8 H8A . 0.9900 ?
C8 H8B . 0.9900 ?
C9 H9A . 0.9900 ?
C9 H9B . 0.9900 ?
C10 H10A . 0.9900 ?
C10 H10B . 0.9900 ?
C11 C12 . 1.532(4) ?
C11 H11A . 0.9900 ?
C11 H11B . 0.9900 ?
C12 C13 . 1.500(4) ?
C12 H12A . 0.9900 ?
C12 H12B . 0.9900 ?
C13 C14 . 1.387(4) ?
C13 C18 . 1.393(4) ?
C14 C15 . 1.381(4) ?
C14 H14 . 0.9500 ?
C15 C16 . 1.387(4) ?
C15 H15 . 0.9500 ?
C16 C17 . 1.373(4) ?
C16 H16 . 0.9500 ?
C17 C18 . 1.385(4) ?
C17 H17 . 0.9500 ?
C18 H18 . 0.9500 ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
C18 H18 Cg1 4_465 0.95 2.64 3.529(3) 156.3
