#------------------------------------------------------------------------------
#$Date: 2025-08-19 13:43:10 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301803 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/20/46/2204678.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_2204678
loop_
_publ_author_name
'Karban, James W.'
'Morgan, Jennifer L.'
'Dees, Johnna M.'
'Klausmeyer, Kevin K.'
_publ_section_title
;
 2-(4-tert-Butylbenzyl)-3-phenylinden-1-one
;
_journal_issue                   12
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              o2304
_journal_page_last               o2305
_journal_paper_doi               10.1107/S1600536804028399
_journal_volume                  60
_journal_year                    2004
_chemical_formula_iupac          'C26 H24 O'
_chemical_formula_moiety         'C26 H24 O'
_chemical_formula_sum            'C26 H24 O'
_chemical_formula_weight         352.45
_chemical_name_systematic
;
2-(4-tert-Butylbenzyl)-3-phenylinden-1-one
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.931(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.0255(3)
_cell_length_b                   10.1273(4)
_cell_length_c                   19.4485(6)
_cell_measurement_reflns_used    5432
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.89
_cell_measurement_theta_min      2.27
_cell_volume                     1973.51(12)
_computing_cell_refinement       APEX-2
_computing_data_collection       'APEX-2 (Bruker, 2003)'
_computing_data_reduction        'SAINT-Plus (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2000)'
_computing_publication_material  SHELXTL
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-2 CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_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  0.0314
_diffrn_reflns_av_sigmaI/netI    0.0262
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            22372
_diffrn_reflns_theta_full        26.40
_diffrn_reflns_theta_max         26.40
_diffrn_reflns_theta_min         2.03
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9943
_exptl_absorpt_correction_T_min  0.9884
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.186
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             752
_exptl_crystal_size_max          0.17
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.164
_refine_diff_density_min         -0.223
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         4039
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0470
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w = 1/[σ²(Fo²)+(0.0687P)²+0.3278P] where P = (Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1252
_refine_ls_wR_factor_ref         0.1370
_reflns_number_gt                2905
_reflns_number_total             4039
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            er6005.cif
_cod_data_source_block           I
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2204678
_cod_database_fobs_code          2204678
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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_type_symbol
O1 0.62151(15) 0.43468(14) 0.13671(6) 0.0766(4) Uani d . 1 O
C1 0.56771(18) 0.37745(16) 0.08807(8) 0.0521(4) Uani d . 1 C
C2 0.63423(16) 0.28853(15) 0.03839(7) 0.0453(4) Uani d . 1 C
C3 0.54249(15) 0.25109(14) -0.01026(7) 0.0419(4) Uani d . 1 C
C4 0.40927(16) 0.30780(15) 0.00593(7) 0.0447(4) Uani d . 1 C
C5 0.28500(17) 0.29094(18) -0.02518(9) 0.0563(4) Uani d . 1 C
H5 0.2737 0.2386 -0.0642 0.068 Uiso calc R 1 H
C6 0.17663(19) 0.3544(2) 0.00341(10) 0.0677(5) Uani d . 1 C
H6 0.0921 0.3445 -0.0172 0.081 Uiso calc R 1 H
C7 0.1919(2) 0.4313(2) 0.06122(11) 0.0727(6) Uani d . 1 C
H7 0.1181 0.4735 0.0789 0.087 Uiso calc R 1 H
C8 0.3167(2) 0.44679(18) 0.09351(10) 0.0658(5) Uani d . 1 C
H8 0.3273 0.4977 0.1331 0.079 Uiso calc R 1 H
C9 0.42432(17) 0.38480(15) 0.06538(8) 0.0506(4) Uani d . 1 C
C10 0.56421(15) 0.17044(15) -0.07192(7) 0.0439(4) Uani d . 1 C
C11 0.62615(16) 0.04757(16) -0.06745(9) 0.0515(4) Uani d . 1 C
H11 0.6541 0.0147 -0.0247 0.062 Uiso calc R 1 H
C12 0.64650(18) -0.02597(19) -0.12611(10) 0.0634(5) Uani d . 1 C
H12 0.6866 -0.1086 -0.1225 0.076 Uiso calc R 1 H
C13 0.60745(18) 0.0228(2) -0.18992(9) 0.0646(5) Uani d . 1 C
H13 0.6220 -0.0264 -0.2293 0.077 Uiso calc R 1 H
C14 0.54696(18) 0.1443(2) -0.19496(9) 0.0613(5) Uani d . 1 C
H14 0.5215 0.1774 -0.2380 0.074 Uiso calc R 1 H
C15 0.52361(16) 0.21762(18) -0.13684(8) 0.0518(4) Uani d . 1 C
H15 0.4807 0.2988 -0.1409 0.062 Uiso calc R 1 H
C16 0.78045(16) 0.25958(16) 0.04320(8) 0.0513(4) Uani d . 1 C
H16A 0.8258 0.3362 0.0627 0.062 Uiso calc R 1 H
H16B 0.8118 0.2479 -0.0031 0.062 Uiso calc R 1 H
C17 0.82187(15) 0.13909(15) 0.08555(7) 0.0417(4) Uani d . 1 C
C18 0.74383(16) 0.08544(17) 0.13556(8) 0.0522(4) Uani d . 1 C
H18 0.6602 0.1214 0.1430 0.063 Uiso calc R 1 H
C19 0.78783(15) -0.02098(16) 0.17496(8) 0.0511(4) Uani d . 1 C
H19 0.7328 -0.0538 0.2085 0.061 Uiso calc R 1 H
C20 0.91039(14) -0.08012(14) 0.16625(7) 0.0414(3) Uani d . 1 C
C21 0.98740(17) -0.02604(18) 0.11557(9) 0.0587(5) Uani d . 1 C
H21 1.0705 -0.0627 0.1075 0.070 Uiso calc R 1 H
C22 0.94389(17) 0.08149(18) 0.07649(9) 0.0573(4) Uani d . 1 C
H22 0.9990 0.1154 0.0433 0.069 Uiso calc R 1 H
C23 0.96019(17) -0.19608(16) 0.21079(8) 0.0503(4) Uani d U 1 C
C24 0.8456(2) -0.2823(3) 0.23279(17) 0.1180(11) Uani d U 1 C
H24A 0.8802 -0.3569 0.2581 0.177 Uiso calc R 1 H
H24B 0.7958 -0.3125 0.1928 0.177 Uiso calc R 1 H
H24C 0.7882 -0.2321 0.2615 0.177 Uiso calc R 1 H
C25 1.0586(3) -0.2816(2) 0.17362(13) 0.0973(8) Uani d U 1 C
H25A 1.1324 -0.2285 0.1599 0.146 Uiso calc R 1 H
H25B 1.0152 -0.3199 0.1337 0.146 Uiso calc R 1 H
H25C 1.0905 -0.3505 0.2038 0.146 Uiso calc R 1 H
C26 1.0341(4) -0.1425(2) 0.27403(13) 0.1187(11) Uani d U 1 C
H26A 1.1050 -0.0857 0.2602 0.178 Uiso calc R 1 H
H26B 1.0707 -0.2145 0.3007 0.178 Uiso calc R 1 H
H26C 0.9734 -0.0933 0.3013 0.178 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 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'
O O 0.0106 0.0060 '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
O1 C1 C9 127.05(16)
O1 C1 C2 126.34(17)
C9 C1 C2 106.59(13)
C3 C2 C1 108.28(14)
C3 C2 C16 129.17(15)
C1 C2 C16 122.40(14)
C2 C3 C10 127.56(14)
C2 C3 C4 109.64(13)
C10 C3 C4 122.77(13)
C5 C4 C9 120.21(15)
C5 C4 C3 131.32(14)
C9 C4 C3 108.40(14)
C4 C5 C6 118.24(17)
C4 C5 H5 120.9
C6 C5 H5 120.9
C7 C6 C5 121.45(19)
C7 C6 H6 119.3
C5 C6 H6 119.3
C6 C7 C8 120.53(17)
C6 C7 H7 119.7
C8 C7 H7 119.7
C9 C8 C7 118.34(18)
C9 C8 H8 120.8
C7 C8 H8 120.8
C8 C9 C4 121.21(17)
C8 C9 C1 131.72(16)
C4 C9 C1 107.03(14)
C11 C10 C15 118.54(14)
C11 C10 C3 121.50(14)
C15 C10 C3 119.96(14)
C12 C11 C10 120.50(16)
C12 C11 H11 119.7
C10 C11 H11 119.7
C13 C12 C11 120.26(17)
C13 C12 H12 119.9
C11 C12 H12 119.9
C14 C13 C12 119.71(16)
C14 C13 H13 120.1
C12 C13 H13 120.1
C13 C14 C15 120.71(17)
C13 C14 H14 119.6
C15 C14 H14 119.6
C14 C15 C10 120.26(17)
C14 C15 H15 119.9
C10 C15 H15 119.9
C2 C16 C17 116.12(13)
C2 C16 H16A 108.3
C17 C16 H16A 108.3
C2 C16 H16B 108.3
C17 C16 H16B 108.3
H16A C16 H16B 107.4
C22 C17 C18 116.89(14)
C22 C17 C16 119.97(13)
C18 C17 C16 123.11(14)
C17 C18 C19 121.23(15)
C17 C18 H18 119.4
C19 C18 H18 119.4
C20 C19 C18 122.46(14)
C20 C19 H19 118.8
C18 C19 H19 118.8
C19 C20 C21 115.78(14)
C19 C20 C23 122.45(13)
C21 C20 C23 121.76(14)
C20 C21 C22 121.79(15)
C20 C21 H21 119.1
C22 C21 H21 119.1
C17 C22 C21 121.85(14)
C17 C22 H22 119.1
C21 C22 H22 119.1
C25 C23 C26 106.5(2)
C25 C23 C24 108.51(18)
C26 C23 C24 109.4(2)
C25 C23 C20 111.91(14)
C26 C23 C20 108.98(14)
C24 C23 C20 111.42(15)
C23 C24 H24A 109.5
C23 C24 H24B 109.5
H24A C24 H24B 109.5
C23 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C23 C25 H25A 109.5
C23 C25 H25B 109.5
H25A C25 H25B 109.5
C23 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
C23 C26 H26A 109.5
C23 C26 H26B 109.5
H26A C26 H26B 109.5
C23 C26 H26C 109.5
H26A C26 H26C 109.5
H26B C26 H26C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 1.219(2) y
C1 C9 1.491(3) y
C1 C2 1.494(2) y
C2 C3 1.351(2) y
C2 C16 1.495(2) ?
C3 C10 1.473(2) ?
C3 C4 1.497(2) y
C4 C5 1.377(2) ?
C4 C9 1.399(2) ?
C5 C6 1.394(2) ?
C5 H5 0.9300 ?
C6 C7 1.372(3) ?
C6 H6 0.9300 ?
C7 C8 1.390(3) ?
C7 H7 0.9300 ?
C8 C9 1.378(2) ?
C8 H8 0.9300 ?
C10 C11 1.392(2) ?
C10 C15 1.398(2) ?
C11 C12 1.383(2) ?
C11 H11 0.9300 ?
C12 C13 1.380(3) ?
C12 H12 0.9300 ?
C13 C14 1.374(3) ?
C13 H13 0.9300 ?
C14 C15 1.379(2) ?
C14 H14 0.9300 ?
C15 H15 0.9300 ?
C16 C17 1.522(2) ?
C16 H16A 0.9700 ?
C16 H16B 0.9700 ?
C17 C22 1.372(2) ?
C17 C18 1.380(2) ?
C18 C19 1.386(2) ?
C18 H18 0.9300 ?
C19 C20 1.383(2) ?
C19 H19 0.9300 ?
C20 C21 1.385(2) ?
C20 C23 1.533(2) ?
C21 C22 1.390(2) ?
C21 H21 0.9300 ?
C22 H22 0.9300 ?
C23 C25 1.514(3) ?
C23 C26 1.515(3) ?
C23 C24 1.516(3) ?
C24 H24A 0.9600 ?
C24 H24B 0.9600 ?
C24 H24C 0.9600 ?
C25 H25A 0.9600 ?
C25 H25B 0.9600 ?
C25 H25C 0.9600 ?
C26 H26A 0.9600 ?
C26 H26B 0.9600 ?
C26 H26C 0.9600 ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21130209
2 PubChem 71406722
