#------------------------------------------------------------------------------
#$Date: 2025-08-22 14:50:14 +0200 (Fri 22 de Aug de 2025) $
#$Revision: 301863 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/38/7203823.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_7203823
loop_
_publ_author_name
'Pedro D. Vaz'
'Mariela Nolasco'
'Nelson Fonseca'
'Ana M. Amado'
'António M. Amorim da Costa'
'Vitor Félix'
'Michael G. B. Drew'
'Brian J. Goodfellow'
'Paulo J. A. Ribeiro-Claro'
_publ_section_title
;
 C-H...O hydrogen bonding in 4-phenyl-benzaldehyde: a comprehensive
 crystallographic, spectroscopic and computational study.
;
_journal_issue                   16
_journal_name_full               'Physical chemistry chemical physics : PCCP'
_journal_page_first              3027
_journal_page_last               3034
_journal_paper_doi               10.1039/b506834g
_journal_volume                  7
_journal_year                    2005
_chemical_formula_sum            'C26 H20 O2'
_chemical_formula_weight         364.42
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 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                 114.32(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.848(16)
_cell_length_b                   9.052(12)
_cell_length_c                   17.146(21)
_cell_measurement_reflns_used    50
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.06
_cell_measurement_theta_min      2.76
_cell_volume                     1959(4)
_computing_data_reduction        'W. Kabsch, J. Appl. Crystallogr. 21,916,1983'
_computing_molecular_graphics    'PLATON (Spek, 1999)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.915
_diffrn_measured_fraction_theta_max 0.915
_diffrn_measurement_device_type  'MAR research image plate system'
_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  0.1176
_diffrn_reflns_av_sigmaI/netI    0.1099
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            6649
_diffrn_reflns_theta_full        26.06
_diffrn_reflns_theta_max         26.06
_diffrn_reflns_theta_min         2.76
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   'not absorption correction'
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_density_diffrn    1.236
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'irregular prism'
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.253
_refine_diff_density_min         -0.285
_refine_diff_density_rms         0.056
_refine_ls_extinction_coef       0.029(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     254
_refine_ls_number_reflns         3772
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.070
_refine_ls_R_factor_all          0.2263
_refine_ls_R_factor_gt           0.1055
_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)+(0.1558P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2608
_refine_ls_wR_factor_ref         0.3264
_reflns_number_gt                1677
_reflns_number_total             3772
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b506834g.txt
_cod_data_source_block           compound4-phenyl-benzaldehyde
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1558P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1558P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               7203823
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x-1/2, -y-1/2, 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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O71A O 1.2607(3) 0.8517(5) 1.1654(3) 0.1071(14) Uani 1 d . . .
C7A C 1.1993(4) 0.7647(7) 1.1703(3) 0.0869(17) Uani 1 d . . .
H7A H 1.2219 0.7104 1.2208 0.104 Uiso 1 calc R . .
C1A C 1.0929(3) 0.7330(6) 1.1068(3) 0.0686(13) Uani 1 d . . .
C2A C 1.0515(4) 0.8028(6) 1.0284(3) 0.0794(15) Uani 1 d . . .
H2A H 1.0929 0.8697 1.0145 0.095 Uiso 1 calc R . .
C3A C 0.9505(4) 0.7747(6) 0.9711(3) 0.0763(14) Uani 1 d . . .
H3A H 0.9246 0.8231 0.9186 0.092 Uiso 1 calc R . .
C4A C 0.8844(3) 0.6762(5) 0.9882(3) 0.0619(12) Uani 1 d . . .
C5A C 0.9262(4) 0.6032(6) 1.0659(3) 0.0743(14) Uani 1 d . . .
H5A H 0.8850 0.5352 1.0793 0.089 Uiso 1 calc R . .
C6A C 1.0287(4) 0.6311(6) 1.1234(3) 0.0749(14) Uani 1 d . . .
H6A H 1.0558 0.5800 1.1751 0.090 Uiso 1 calc R . .
C8A C 0.7727(3) 0.6527(6) 0.9270(3) 0.0653(13) Uani 1 d . . .
C9A C 0.7134(4) 0.7620(6) 0.8734(3) 0.0722(14) Uani 1 d . . .
H9A H 0.7445 0.8535 0.8746 0.087 Uiso 1 calc R . .
C10A C 0.6077(4) 0.7399(7) 0.8170(3) 0.0882(17) Uani 1 d . . .
H10A H 0.5685 0.8172 0.7829 0.106 Uiso 1 calc R . .
C11A C 0.5621(4) 0.6049(7) 0.8122(3) 0.0841(16) Uani 1 d . . .
H11A H 0.4925 0.5883 0.7735 0.101 Uiso 1 calc R . .
C12A C 0.6201(4) 0.4937(6) 0.8653(3) 0.0780(15) Uani 1 d . . .
H12A H 0.5888 0.4020 0.8632 0.094 Uiso 1 calc R . .
C13A C 0.7245(4) 0.5159(6) 0.9220(3) 0.0707(13) Uani 1 d . . .
H13A H 0.7627 0.4389 0.9571 0.085 Uiso 1 calc R . .
C13B C 0.8063(3) 0.9939(6) 0.5775(3) 0.0701(13) Uani 1 d . . .
H13B H 0.8120 1.0704 0.5434 0.084 Uiso 1 calc R . .
C12B C 0.7586(4) 1.0188(7) 0.6339(3) 0.0803(15) Uani 1 d . . .
H12B H 0.7341 1.1129 0.6379 0.096 Uiso 1 calc R . .
C11B C 0.7474(4) 0.9072(7) 0.6836(3) 0.0830(15) Uani 1 d . . .
H11B H 0.7150 0.9252 0.7206 0.100 Uiso 1 calc R . .
C10B C 0.7847(4) 0.7680(6) 0.6782(3) 0.0798(15) Uani 1 d . . .
H10B H 0.7770 0.6915 0.7114 0.096 Uiso 1 calc R . .
C9B C 0.8337(3) 0.7415(6) 0.6230(3) 0.0714(13) Uani 1 d . . .
H9B H 0.8590 0.6474 0.6202 0.086 Uiso 1 calc R . .
C8B C 0.8455(3) 0.8532(5) 0.5723(3) 0.0636(12) Uani 1 d . . .
C4B C 0.8967(3) 0.8253(5) 0.5126(3) 0.0615(12) Uani 1 d . . .
C3B C 0.9773(4) 0.7204(6) 0.5323(3) 0.0739(14) Uani 1 d . . .
H3B H 1.0015 0.6719 0.5847 0.089 Uiso 1 calc R . .
C2B C 1.0216(4) 0.6872(6) 0.4759(3) 0.0725(14) Uani 1 d . . .
H2B H 1.0753 0.6171 0.4906 0.087 Uiso 1 calc R . .
C1B C 0.9869(3) 0.7574(5) 0.3975(3) 0.0680(13) Uani 1 d . . .
C6B C 0.9114(4) 0.8668(6) 0.3791(3) 0.0718(14) Uani 1 d . . .
H6B H 0.8900 0.9183 0.3278 0.086 Uiso 1 calc R . .
C5B C 0.8666(3) 0.9013(5) 0.4367(3) 0.0694(13) Uani 1 d . . .
H5B H 0.8163 0.9761 0.4236 0.083 Uiso 1 calc R . .
C7B C 1.0282(4) 0.7151(7) 0.3328(3) 0.0793(15) Uani 1 d . . .
H7B H 1.0037 0.7683 0.2818 0.095 Uiso 1 calc R . .
O71B O 1.0897(3) 0.6193(5) 0.3414(2) 0.1067(14) Uani 1 d . . .
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
_geom_angle_publ_flag
O71A C7A C1A 127.7(6) . . ?
C2A C1A C6A 117.4(4) . . ?
C2A C1A C7A 121.7(5) . . ?
C6A C1A C7A 120.9(5) . . ?
C3A C2A C1A 120.6(5) . . ?
C2A C3A C4A 122.4(5) . . ?
C5A C4A C3A 117.3(4) . . ?
C5A C4A C8A 120.9(4) . . ?
C3A C4A C8A 121.8(4) . . ?
C6A C5A C4A 120.1(5) . . ?
C5A C6A C1A 122.1(5) . . ?
C9A C8A C13A 117.5(4) . . ?
C9A C8A C4A 122.2(5) . . ?
C13A C8A C4A 120.3(4) . . ?
C8A C9A C10A 121.9(5) . . ?
C11A C10A C9A 119.8(5) . . ?
C10A C11A C12A 119.2(5) . . ?
C11A C12A C13A 121.0(5) . . ?
C12A C13A C8A 120.5(5) . . ?
C12B C13B C8B 119.7(5) . . ?
C11B C12B C13B 121.3(5) . . ?
C12B C11B C10B 119.3(5) . . ?
C11B C10B C9B 120.2(5) . . ?
C8B C9B C10B 121.1(5) . . ?
C9B C8B C13B 118.4(4) . . ?
C9B C8B C4B 121.4(4) . . ?
C13B C8B C4B 120.3(4) . . ?
C5B C4B C3B 118.0(4) . . ?
C5B C4B C8B 121.4(4) . . ?
C3B C4B C8B 120.6(4) . . ?
C2B C3B C4B 121.4(4) . . ?
C3B C2B C1B 120.4(5) . . ?
C6B C1B C2B 118.7(4) . . ?
C6B C1B C7B 120.0(4) . . ?
C2B C1B C7B 121.3(5) . . ?
C1B C6B C5B 120.9(4) . . ?
C4B C5B C6B 120.4(5) . . ?
O71B C7B C1B 124.9(5) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O71A C7A 1.187(6) . ?
C7A C1A 1.455(7) . ?
C1A C2A 1.380(7) . ?
C1A C6A 1.390(7) . ?
C2A C3A 1.362(6) . ?
C3A C4A 1.393(6) . ?
C4A C5A 1.382(6) . ?
C4A C8A 1.484(6) . ?
C5A C6A 1.378(6) . ?
C8A C9A 1.369(6) . ?
C8A C13A 1.393(7) . ?
C9A C10A 1.398(7) . ?
C10A C11A 1.362(8) . ?
C11A C12A 1.373(7) . ?
C12A C13A 1.385(6) . ?
C13B C12B 1.396(7) . ?
C13B C8B 1.401(7) . ?
C12B C11B 1.370(7) . ?
C11B C10B 1.379(7) . ?
C10B C9B 1.393(7) . ?
C9B C8B 1.386(6) . ?
C8B C4B 1.488(6) . ?
C4B C5B 1.376(6) . ?
C4B C3B 1.396(6) . ?
C3B C2B 1.376(6) . ?
C2B C1B 1.381(6) . ?
C1B C6B 1.379(6) . ?
C1B C7B 1.493(7) . ?
C6B C5B 1.400(6) . ?
C7B O71B 1.182(6) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 16443689
2 PubChem 17961136
