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#$Date: 2022-03-22 11:24:56 +0200 (Tue, 22 Mar 2022) $
#$Revision: 273891 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/48/8104828.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_8104828
loop_
_publ_author_name
'Hosten, Eric C.'
'Betz, Richard'
_publ_section_title
;
 Redetermination of the crystal structure of 3,3,3-triphenylpropanoic
 acid, C21H18O2 -- Deposition of hydrogen atomic coordinates
;
_journal_issue                   2
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              349
_journal_page_last               351
_journal_paper_doi               10.1515/ncrs-2020-0570
_journal_volume                  236
_journal_year                    2021
_chemical_formula_moiety         'C21 H18 O2'
_chemical_formula_sum            'C21 H18 O2'
_chemical_formula_weight         302.35
_chemical_name_common            '3,3,3-triphenylpropionic acid'
_chemical_name_systematic        '3,3,3-triphenylpropionic acid'
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     SHELXS
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                65.510(2)
_cell_angle_beta                 63.539(2)
_cell_angle_gamma                84.842(2)
_cell_formula_units_Z            2
_cell_length_a                   9.8213(6)
_cell_length_b                   9.9212(6)
_cell_length_c                   10.0400(6)
_cell_measurement_reflns_used    6212
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      28.22
_cell_measurement_theta_min      2.33
_cell_volume                     791.59(9)
_computing_cell_refinement       'SAINT [1]'
_computing_data_collection       'APEX2 [1]'
_computing_data_reduction        'SAINT [1]'
_computing_molecular_graphics    'ORTEP3 [3], Mercury [4]'
_computing_publication_material  'SHELXL-97 [2], PLATON [5]'
_computing_structure_refinement  'SHELXL-97 [2]'
_computing_structure_solution    'SHELXS-97 [2]'
_diffrn_ambient_temperature      200(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0225
_diffrn_reflns_av_sigmaI/netI    0.0207
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            22458
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.383
_diffrn_reflns_theta_min         2.271
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.9394
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
;                                                              
SADABS [6]                                         
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.269
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.419
_exptl_crystal_size_mid          0.207
_exptl_crystal_size_min          0.119
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.182
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     209
_refine_ls_number_reflns         3952
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0463
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0349P)²+0.3671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0981
_refine_ls_wR_factor_ref         0.1101
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3109
_reflns_number_total             3952
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_j_ncrs-2020-0570_suppl.cif
_cod_data_source_block           g
_cod_original_cell_volume        791.59(8)
_cod_database_code               8104828
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_iucr_geom_bonds_special_details
;                                                              
Cg(1) is the centroid of carbon atoms C31--C36.    
Cg(2) is the centroid of carbon atoms C11--C16.
Cg(3) is the centroid of carbon atoms C21--C26.            
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.81381(13) 0.95368(14) 0.18355(15) 0.0454(3) Uani 1 1 d . . . . .
H1 H 0.900134 1.003734 0.132579 0.068 Uiso 1 1 calc R U . . .
O2 O 0.91625(12) 0.87683(14) -0.01574(15) 0.0456(3) Uani 1 1 d . . . . .
C1 C 0.80645(16) 0.88018(16) 0.10321(18) 0.0305(3) Uani 1 1 d . . . . .
C2 C 0.64473(15) 0.80895(17) 0.17788(18) 0.0310(3) Uani 1 1 d . . . . .
H2A H 0.579379 0.890711 0.164930 0.037 Uiso 1 1 calc R U . . .
H2B H 0.610978 0.751898 0.297020 0.037 Uiso 1 1 calc R U . . .
C3 C 0.60741(14) 0.70288(15) 0.11586(16) 0.0233(3) Uani 1 1 d . . . . .
C11 C 0.43200(14) 0.69591(14) 0.17481(16) 0.0235(3) Uani 1 1 d . . . . .
C12 C 0.33224(16) 0.66003(16) 0.33964(17) 0.0300(3) Uani 1 1 d . . . . .
H12 H 0.372971 0.640437 0.414901 0.036 Uiso 1 1 calc R U . . .
C13 C 0.17508(16) 0.65255(18) 0.39514(19) 0.0361(3) Uani 1 1 d . . . . .
H13 H 0.109402 0.628144 0.507641 0.043 Uiso 1 1 calc R U . . .
C14 C 0.11298(16) 0.68042(18) 0.2877(2) 0.0360(3) Uani 1 1 d . . . . .
H14 H 0.005196 0.676079 0.325815 0.043 Uiso 1 1 calc R U . . .
C15 C 0.20923(16) 0.71448(17) 0.1251(2) 0.0334(3) Uani 1 1 d . . . . .
H15 H 0.167468 0.732618 0.050963 0.040 Uiso 1 1 calc R U . . .
C16 C 0.36747(15) 0.72250(15) 0.06865(17) 0.0278(3) Uani 1 1 d . . . . .
H16 H 0.432408 0.746449 -0.043904 0.033 Uiso 1 1 calc R U . . .
C21 C 0.65180(15) 0.54540(15) 0.19076(16) 0.0261(3) Uani 1 1 d . . . . .
C22 C 0.80182(17) 0.52637(19) 0.16792(19) 0.0378(4) Uani 1 1 d . . . . .
H22 H 0.874139 0.611566 0.115692 0.045 Uiso 1 1 calc R U . . .
C23 C 0.8473(2) 0.3852(2) 0.2201(2) 0.0470(4) Uani 1 1 d . . . . .
H23 H 0.950141 0.374804 0.203098 0.056 Uiso 1 1 calc R U . . .
C24 C 0.7445(2) 0.2600(2) 0.2965(2) 0.0481(5) Uani 1 1 d . . . . .
H24 H 0.776344 0.163443 0.330873 0.058 Uiso 1 1 calc R U . . .
C25 C 0.5952(2) 0.27615(19) 0.3225(2) 0.0451(4) Uani 1 1 d . . . . .
H25 H 0.523155 0.190391 0.376629 0.054 Uiso 1 1 calc R U . . .
C26 C 0.54960(18) 0.41780(17) 0.26968(19) 0.0352(3) Uani 1 1 d . . . . .
H26 H 0.446309 0.427323 0.288051 0.042 Uiso 1 1 calc R U . . .
C31 C 0.68874(14) 0.76403(14) -0.07229(16) 0.0234(3) Uani 1 1 d . . . . .
C32 C 0.70684(17) 0.91619(16) -0.17119(19) 0.0337(3) Uani 1 1 d . . . . .
H32 H 0.673764 0.984383 -0.121934 0.040 Uiso 1 1 calc R U . . .
C33 C 0.7721(2) 0.96903(18) -0.3394(2) 0.0450(4) Uani 1 1 d . . . . .
H33 H 0.784257 1.073210 -0.404599 0.054 Uiso 1 1 calc R U . . .
C34 C 0.82012(19) 0.87222(19) -0.41482(19) 0.0418(4) Uani 1 1 d . . . . .
H34 H 0.865532 0.909320 -0.530847 0.050 Uiso 1 1 calc R U . . .
C35 C 0.80099(16) 0.72135(17) -0.31882(18) 0.0315(3) Uani 1 1 d . . . . .
H35 H 0.832393 0.653567 -0.368712 0.038 Uiso 1 1 calc R U . . .
C36 C 0.73593(15) 0.66801(15) -0.14932(17) 0.0259(3) Uani 1 1 d . . . . .
H36 H 0.723429 0.563687 -0.084657 0.031 Uiso 1 1 calc R U . . .
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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
C1 O1 H1 109.5 . .
O2 C1 O1 122.67(13) . .
O2 C1 C2 127.03(13) . .
O1 C1 C2 110.28(12) . .
C1 C2 C3 120.67(11) . .
C1 C2 H2A 107.2 . .
C3 C2 H2A 107.2 . .
C1 C2 H2B 107.2 . .
C3 C2 H2B 107.2 . .
H2A C2 H2B 106.8 . .
C31 C3 C21 109.53(10) . .
C31 C3 C11 108.88(10) . .
C21 C3 C11 110.16(10) . .
C31 C3 C2 112.06(11) . .
C21 C3 C2 110.77(11) . .
C11 C3 C2 105.36(10) . .
C16 C11 C12 117.60(12) . .
C16 C11 C3 122.20(12) . .
C12 C11 C3 120.20(12) . .
C13 C12 C11 121.17(13) . .
C13 C12 H12 119.4 . .
C11 C12 H12 119.4 . .
C12 C13 C14 120.46(14) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
C15 C14 C13 119.29(13) . .
C15 C14 H14 120.4 . .
C13 C14 H14 120.4 . .
C14 C15 C16 120.44(14) . .
C14 C15 H15 119.8 . .
C16 C15 H15 119.8 . .
C15 C16 C11 121.04(13) . .
C15 C16 H16 119.5 . .
C11 C16 H16 119.5 . .
C26 C21 C22 117.42(14) . .
C26 C21 C3 121.99(12) . .
C22 C21 C3 120.35(13) . .
C23 C22 C21 121.13(16) . .
C23 C22 H22 119.4 . .
C21 C22 H22 119.4 . .
C24 C23 C22 120.54(16) . .
C24 C23 H23 119.7 . .
C22 C23 H23 119.7 . .
C25 C24 C23 119.32(16) . .
C25 C24 H24 120.3 . .
C23 C24 H24 120.3 . .
C24 C25 C26 120.18(17) . .
C24 C25 H25 119.9 . .
C26 C25 H25 119.9 . .
C21 C26 C25 121.39(15) . .
C21 C26 H26 119.3 . .
C25 C26 H26 119.3 . .
C36 C31 C32 117.61(13) . .
C36 C31 C3 120.83(12) . .
C32 C31 C3 121.37(12) . .
C33 C32 C31 120.92(14) . .
C33 C32 H32 119.5 . .
C31 C32 H32 119.5 . .
C32 C33 C34 120.89(15) . .
C32 C33 H33 119.6 . .
C34 C33 H33 119.6 . .
C35 C34 C33 118.95(15) . .
C35 C34 H34 120.5 . .
C33 C34 H34 120.5 . .
C34 C35 C36 120.21(14) . .
C34 C35 H35 119.9 . .
C36 C35 H35 119.9 . .
C35 C36 C31 121.40(13) . .
C35 C36 H36 119.3 . .
C31 C36 H36 119.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.3179(17) .
O1 H1 0.8400 .
O2 C1 1.2120(18) .
C1 C2 1.5118(19) .
C2 C3 1.5639(18) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C31 1.5384(18) .
C3 C21 1.5467(18) .
C3 C11 1.5497(17) .
C11 C16 1.3950(19) .
C11 C12 1.3981(19) .
C12 C13 1.385(2) .
C12 H12 0.9500 .
C13 C14 1.386(2) .
C13 H13 0.9500 .
C14 C15 1.378(2) .
C14 H14 0.9500 .
C15 C16 1.3938(19) .
C15 H15 0.9500 .
C16 H16 0.9500 .
C21 C26 1.388(2) .
C21 C22 1.3942(19) .
C22 C23 1.387(2) .
C22 H22 0.9500 .
C23 C24 1.377(3) .
C23 H23 0.9500 .
C24 C25 1.377(3) .
C24 H24 0.9500 .
C25 C26 1.392(2) .
C25 H25 0.9500 .
C26 H26 0.9500 .
C31 C36 1.3901(18) .
C31 C32 1.3945(19) .
C32 C33 1.379(2) .
C32 H32 0.9500 .
C33 C34 1.386(2) .
C33 H33 0.9500 .
C34 C35 1.378(2) .
C34 H34 0.9500 .
C35 C36 1.389(2) .
C35 H35 0.9500 .
C36 H36 0.9500 .
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_site_symmetry_A
O1 H1 O2 0.84 1.84 2.6771(15) 176.5 2_775
C16 H16 <i>C<i>~g~(1) 0.95 2.84 3.5688(17) 134 1_555
C26 H26 <i>C<i>~g~(2) 0.95 2.97 3.680(2) 133 1_555
C32 H32 <i>C<i>~g~(2) 0.95 2.98 3.7302(19) 136 2_675
C36 H36 <i>C<i>~g~(3) 0.95 2.92 3.6009(16) 130 1_555
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O2 C1 C2 C3 7.6(2) . . . .
O1 C1 C2 C3 -174.34(13) . . . .
C1 C2 C3 C31 -43.21(18) . . . .
C1 C2 C3 C21 79.43(16) . . . .
C1 C2 C3 C11 -161.47(13) . . . .
C31 C3 C11 C16 8.15(16) . . . .
C21 C3 C11 C16 -111.97(13) . . . .
C2 C3 C11 C16 128.52(13) . . . .
C31 C3 C11 C12 -172.77(12) . . . .
C21 C3 C11 C12 67.11(15) . . . .
C2 C3 C11 C12 -52.39(16) . . . .
C16 C11 C12 C13 -0.6(2) . . . .
C3 C11 C12 C13 -179.72(13) . . . .
C11 C12 C13 C14 0.1(2) . . . .
C12 C13 C14 C15 0.5(2) . . . .
C13 C14 C15 C16 -0.7(2) . . . .
C14 C15 C16 C11 0.2(2) . . . .
C12 C11 C16 C15 0.4(2) . . . .
C3 C11 C16 C15 179.54(12) . . . .
C31 C3 C21 C26 -107.62(14) . . . .
C11 C3 C21 C26 12.10(17) . . . .
C2 C3 C21 C26 128.27(13) . . . .
C31 C3 C21 C22 66.60(15) . . . .
C11 C3 C21 C22 -173.68(12) . . . .
C2 C3 C21 C22 -57.51(16) . . . .
C26 C21 C22 C23 0.9(2) . . . .
C3 C21 C22 C23 -173.59(13) . . . .
C21 C22 C23 C24 -0.2(2) . . . .
C22 C23 C24 C25 -0.8(3) . . . .
C23 C24 C25 C26 1.0(3) . . . .
C22 C21 C26 C25 -0.7(2) . . . .
C3 C21 C26 C25 173.69(14) . . . .
C24 C25 C26 C21 -0.2(2) . . . .
C21 C3 C31 C36 24.47(16) . . . .
C11 C3 C31 C36 -96.04(14) . . . .
C2 C3 C31 C36 147.82(12) . . . .
C21 C3 C31 C32 -160.68(12) . . . .
C11 C3 C31 C32 78.81(15) . . . .
C2 C3 C31 C32 -37.33(17) . . . .
C36 C31 C32 C33 -1.3(2) . . . .
C3 C31 C32 C33 -176.27(14) . . . .
C31 C32 C33 C34 0.6(3) . . . .
C32 C33 C34 C35 0.4(3) . . . .
C33 C34 C35 C36 -0.7(2) . . . .
C34 C35 C36 C31 0.0(2) . . . .
C32 C31 C36 C35 0.96(19) . . . .
C3 C31 C36 C35 176.00(12) . . . .
