#------------------------------------------------------------------------------
#$Date: 2022-11-25 10:30:28 +0200 (Fri, 25 Nov 2022) $
#$Revision: 279554 $
#$URL: file:///home/coder/svn-repositories/cod/cif/8/10/62/8106248.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_8106248
loop_
_publ_author_name
'Bao-Xi, Miao'
'Xin-Xue, Tang'
'Li-Fang, Zhang'
_publ_section_title
;
 Crystal structure of pyrene-2-carbaldehyde, C17H10O
;
_journal_issue                   4
_journal_name_full
'Zeitschrift für Kristallographie - New Crystal Structures'
_journal_page_first              655
_journal_page_last               657
_journal_paper_doi               10.1515/ncrs-2017-0423
_journal_volume                  233
_journal_year                    2018
_chemical_formula_moiety         'C17 H10 O'
_chemical_formula_sum            'C17 H10 O'
_chemical_formula_weight         230.25
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_cell_angle_alpha                90
_cell_angle_beta                 92.47(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.1312(16)
_cell_length_b                   7.8252(16)
_cell_length_c                   17.231(3)
_cell_measurement_reflns_used    2658
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.76
_cell_measurement_theta_min      3.01
_cell_volume                     1095.4(4)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'publCIF (Westrip, 2010)'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'Bruker APEX II CCD area-detector'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0563
_diffrn_reflns_av_unetI/netI     0.0651
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            7793
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.992
_diffrn_reflns_theta_min         3.373
_diffrn_source                   'Rotating Anode'
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.987
_exptl_absorpt_correction_T_min  0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'CrystalClear (Rigaku Inc., 2008)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.396
_exptl_crystal_description       Block
_exptl_crystal_F_000             480
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.398
_refine_diff_density_min         -0.168
_refine_diff_density_rms         0.046
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.013
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2121
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1034
_refine_ls_R_factor_gt           0.0517
_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)+(0.0557P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1114
_refine_ls_wR_factor_ref         0.1281
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1133
_reflns_number_total             2121
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            suppl_ncrs-2017-0423_suppl.cif
_cod_data_source_block           1
_cod_original_cell_volume        1095.3(4)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               8106248
_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.
;
loop_
_space_group_symop_operation_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_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 0.9439(2) 0.2050(2) -0.10678(9) 0.0507(5) Uani 1 1 d . . . . .
C1 C 0.5362(3) 0.2907(2) -0.04617(12) 0.0326(6) Uani 1 1 d . . . . .
H1 H 0.5026 0.3529 -0.0900 0.039 Uiso 1 1 calc R U . . .
C2 C 0.6942(3) 0.2235(2) -0.04090(12) 0.0292(5) Uani 1 1 d . U . . .
C3 C 0.7474(3) 0.1309(2) 0.02406(12) 0.0315(6) Uani 1 1 d . . . . .
H3 H 0.8537 0.0869 0.0269 0.038 Uiso 1 1 calc R U . . .
C4 C 0.6443(3) 0.1027(2) 0.08490(11) 0.0268(5) Uani 1 1 d . . . . .
C5 C 0.6931(3) 0.0038(2) 0.15243(12) 0.0288(5) Uani 1 1 d . . . . .
H5 H 0.7988 -0.0418 0.1566 0.035 Uiso 1 1 calc R U . . .
C6 C 0.5892(3) -0.0239(3) 0.20932(12) 0.0326(6) Uani 1 1 d . . . . .
H6 H 0.6252 -0.0880 0.2522 0.039 Uiso 1 1 calc R U . . .
C7 C 0.4241(3) 0.0420(2) 0.20639(11) 0.0300(5) Uani 1 1 d . . . . .
C8 C 0.3144(3) 0.0129(3) 0.26496(13) 0.0384(6) Uani 1 1 d . . . . .
H8 H 0.3470 -0.0537 0.3076 0.046 Uiso 1 1 calc R U . . .
C9 C 0.1562(3) 0.0824(3) 0.26035(14) 0.0438(6) Uani 1 1 d . . . . .
H9 H 0.0848 0.0638 0.3002 0.053 Uiso 1 1 calc R U . . .
C10 C 0.1054(3) 0.1797(3) 0.19605(13) 0.0406(6) Uani 1 1 d . . . . .
H10 H -0.0002 0.2257 0.1936 0.049 Uiso 1 1 calc R U . . .
C11 C 0.2095(3) 0.2094(2) 0.13542(13) 0.0325(6) Uani 1 1 d . . . . .
C12 C 0.1593(3) 0.3056(3) 0.06735(14) 0.0388(6) Uani 1 1 d . . . . .
H12 H 0.0533 0.3503 0.0631 0.047 Uiso 1 1 calc R U . . .
C13 C 0.2631(3) 0.3320(3) 0.00954(13) 0.0345(6) Uani 1 1 d . . . . .
H13 H 0.2268 0.3947 -0.0338 0.041 Uiso 1 1 calc R U . . .
C14 C 0.4269(3) 0.2667(2) 0.01291(12) 0.0286(5) Uani 1 1 d . . . . .
C15 C 0.4810(3) 0.1715(2) 0.07997(12) 0.0257(5) Uani 1 1 d . . . . .
C16 C 0.3715(3) 0.1419(2) 0.14055(11) 0.0263(5) Uani 1 1 d . . . . .
C17 C 0.8042(3) 0.2533(3) -0.10544(14) 0.0403(6) Uani 1 1 d . U . . .
H17 H 0.7620 0.3140 -0.1482 0.048 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
C2 C1 C14 121.3(2) . .
C2 C1 H1 119.4 . .
C14 C1 H1 119.4 . .
C3 C2 C1 120.4(2) . .
C3 C2 C17 120.8(2) . .
C1 C2 C17 118.7(2) . .
C2 C3 C4 121.0(2) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C3 C4 C15 118.95(19) . .
C3 C4 C5 122.8(2) . .
C15 C4 C5 118.2(2) . .
C6 C5 C4 121.2(2) . .
C6 C5 H5 119.4 . .
C4 C5 H5 119.4 . .
C5 C6 C7 122.3(2) . .
C5 C6 H6 118.9 . .
C7 C6 H6 118.9 . .
C8 C7 C16 119.1(2) . .
C8 C7 C6 122.8(2) . .
C16 C7 C6 118.1(2) . .
C7 C8 C9 120.8(2) . .
C7 C8 H8 119.6 . .
C9 C8 H8 119.6 . .
C10 C9 C8 120.0(2) . .
C10 C9 H9 120.0 . .
C8 C9 H9 120.0 . .
C9 C10 C11 121.3(2) . .
C9 C10 H10 119.4 . .
C11 C10 H10 119.4 . .
C10 C11 C16 119.0(2) . .
C10 C11 C12 122.6(2) . .
C16 C11 C12 118.4(2) . .
C13 C12 C11 121.2(2) . .
C13 C12 H12 119.4 . .
C11 C12 H12 119.4 . .
C12 C13 C14 121.9(2) . .
C12 C13 H13 119.1 . .
C14 C13 H13 119.1 . .
C1 C14 C13 123.1(2) . .
C1 C14 C15 118.5(2) . .
C13 C14 C15 118.3(2) . .
C16 C15 C14 119.9(2) . .
C16 C15 C4 120.28(18) . .
C14 C15 C4 119.8(2) . .
C11 C16 C15 120.23(19) . .
C11 C16 C7 119.9(2) . .
C15 C16 C7 119.9(2) . .
O1 C17 C2 124.8(2) . .
O1 C17 H17 117.6 . .
C2 C17 H17 117.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C17 1.198(3) .
C1 C2 1.387(3) .
C1 C14 1.393(3) .
C1 H1 0.9300 .
C2 C3 1.387(3) .
C2 C17 1.476(3) .
C3 C4 1.388(3) .
C3 H3 0.9300 .
C4 C15 1.432(3) .
C4 C5 1.439(3) .
C5 C6 1.339(3) .
C5 H5 0.9300 .
C6 C7 1.437(3) .
C6 H6 0.9300 .
C7 C8 1.394(3) .
C7 C16 1.428(3) .
C8 C9 1.395(3) .
C8 H8 0.9300 .
C9 C10 1.392(3) .
C9 H9 0.9300 .
C10 C11 1.392(3) .
C10 H10 0.9300 .
C11 C16 1.419(3) .
C11 C12 1.438(3) .
C12 C13 1.349(3) .
C12 H12 0.9300 .
C13 C14 1.425(3) .
C13 H13 0.9300 .
C14 C15 1.428(3) .
C15 C16 1.420(3) .
C17 H17 0.9300 .
