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#$Date: 2022-03-18 04:54:17 +0200 (Fri, 18 Mar 2022) $
#$Revision: 273774 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/10/89/2108952.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_2108952
loop_
_publ_author_name
'Bakowicz, Julia'
'Turowska-Tyrk, Ilona'
_publ_section_title
;
 The role of free space in photochemical reactions in crystals at high
 pressure -- the case of 9-methylanthracene
;
_journal_issue                   2
_journal_name_full               'Acta Crystallographica Section B'
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052520622001810
_journal_volume                  78
_journal_year                    2022
_chemical_formula_sum            'C15 H12'
_chemical_formula_weight         192.25
_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
_atom_sites_solution_primary     isomor
_audit_creation_method           SHELXL-2014/7
_cell_angle_alpha                90
_cell_angle_beta                 96.26(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.785(7)
_cell_length_b                   14.1121(10)
_cell_length_c                   7.9525(6)
_cell_measurement_pressure       400000
_cell_measurement_reflns_used    882
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.93
_cell_measurement_theta_min      5.59
_cell_volume                     980.0(8)
_computing_cell_refinement       'CrysAlisPro (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_reduction        'CrysAlisPro (Rigaku OD, 2015)'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2015)'
_diffrn_ambient_pressure         400000
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 15.9718
_diffrn_measured_fraction_theta_full 0.340
_diffrn_measured_fraction_theta_max 0.333
_diffrn_measurement_device_type  'KM4 with Eos CCD'
_diffrn_measurement_method       'φ- and ω scans'
_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  0.0823
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_Laue_measured_fraction_full 0.340
_diffrn_reflns_Laue_measured_fraction_max 0.333
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            4727
_diffrn_reflns_point_group_measured_fraction_full 0.340
_diffrn_reflns_point_group_measured_fraction_max 0.333
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.469
_diffrn_reflns_theta_min         5.616
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00
_exptl_absorpt_correction_T_min  0.19
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SCALE3 ABSPACK (Rigaku Oxford Diffraction, 2015).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.303
_exptl_crystal_description       block
_exptl_crystal_F_000             408
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.050
_refine_diff_density_max         0.116
_refine_diff_density_min         -0.106
_refine_diff_density_rms         0.030
_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     66
_refine_ls_number_reflns         605
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.1366
_refine_ls_R_factor_gt           0.0621
_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)+(0.0696P)²+0.5459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1412
_refine_ls_wR_factor_ref         0.1744
_reflns_Friedel_coverage         0.000
_reflns_number_gt                322
_reflns_number_total             605
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            xk5091sup1.cif
_cod_data_source_block           0.4GPa_15minUV
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2108952
_shelx_shelxl_version_number     2014/7
_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.
;
_shelx_estimated_absorpt_t_min   0.984
_shelx_estimated_absorpt_t_max   0.996
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
C1 C 0.101(2) 0.5798(4) 0.3079(8) 0.0463(19) Uiso 1 1 d . . . . .
H1 H 0.0480 0.5514 0.3895 0.056 Uiso 1 1 calc R U . . .
C2 C 0.253(2) 0.5987(4) 0.3424(8) 0.053(2) Uiso 1 1 d . . . . .
H2 H 0.3026 0.5823 0.4477 0.064 Uiso 1 1 calc R U . . .
C3 C 0.3366(18) 0.6421(4) 0.2233(7) 0.0614(19) Uiso 1 1 d . . . . .
H3 H 0.4402 0.6549 0.2500 0.074 Uiso 1 1 calc R U . . .
C4 C 0.266(2) 0.6651(4) 0.0712(8) 0.0513(19) Uiso 1 1 d . . . . .
H4 H 0.3225 0.6945 -0.0065 0.062 Uiso 1 1 calc R U . . .
C5 C -0.1906(19) 0.6795(3) -0.3383(7) 0.0434(19) Uiso 1 1 d . . . . .
H5 H -0.1326 0.7033 -0.4198 0.052 Uiso 1 1 calc R U . . .
C6 C -0.346(2) 0.6690(4) -0.3713(8) 0.050(2) Uiso 1 1 d . . . . .
H6 H -0.3936 0.6880 -0.4762 0.059 Uiso 1 1 calc R U . . .
C7 C -0.4369(17) 0.6309(3) -0.2538(7) 0.0557(18) Uiso 1 1 d . . . . .
H7 H -0.5422 0.6250 -0.2804 0.067 Uiso 1 1 calc R U . . .
C8 C -0.369(2) 0.6028(4) -0.1003(8) 0.0484(18) Uiso 1 1 d . . . . .
H8 H -0.4295 0.5767 -0.0233 0.058 Uiso 1 1 calc R U . . .
C9 C -0.1345(19) 0.5861(4) 0.1090(7) 0.0384(17) Uiso 1 1 d . . . . .
C10 C 0.037(2) 0.6691(4) -0.1348(7) 0.0455(18) Uiso 1 1 d . . . . .
H10 H 0.0929 0.6955 -0.2158 0.055 Uiso 1 1 calc R U . . .
C11 C 0.0223(19) 0.6035(3) 0.1456(7) 0.0342(15) Uiso 1 1 d . . . . .
C12 C 0.1100(18) 0.6462(3) 0.0245(7) 0.0384(16) Uiso 1 1 d . . . . .
C13 C -0.1200(19) 0.6526(3) -0.1739(7) 0.0351(16) Uiso 1 1 d . . . . .
C14 C -0.2089(19) 0.6117(3) -0.0529(7) 0.0365(16) Uiso 1 1 d . . . . .
C15 C -0.2282(17) 0.5439(4) 0.2387(6) 0.059(10) Uani 1 1 d . . . . .
H15A H -0.3327 0.5373 0.1904 0.089 Uiso 1 1 calc R U . . .
H15B H -0.1878 0.4827 0.2724 0.089 Uiso 1 1 calc R U . . .
H15C H -0.2236 0.5847 0.3356 0.089 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'
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
C2 C1 C11 120.1(12) . . ?
C2 C1 H1 119.9 . . ?
C11 C1 H1 119.9 . . ?
C1 C2 C3 121.7(8) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 119.5(13) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C12 122.3(12) . . ?
C3 C4 H4 118.9 . . ?
C12 C4 H4 118.9 . . ?
C6 C5 C13 117.9(12) . . ?
C6 C5 H5 121.0 . . ?
C13 C5 H5 121.0 . . ?
C5 C6 C7 122.8(8) . . ?
C5 C6 H6 118.6 . . ?
C7 C6 H6 118.6 . . ?
C8 C7 C6 119.1(13) . . ?
C8 C7 H7 120.5 . . ?
C6 C7 H7 120.5 . . ?
C7 C8 C14 122.5(11) . . ?
C7 C8 H8 118.7 . . ?
C14 C8 H8 118.7 . . ?
C11 C9 C14 119.2(11) . . ?
C11 C9 C15 121.7(7) . . ?
C14 C9 C15 119.1(13) . . ?
C12 C10 C13 120.6(11) . . ?
C12 C10 H10 119.7 . . ?
C13 C10 H10 119.7 . . ?
C9 C11 C12 121.6(7) . . ?
C9 C11 C1 120.8(11) . . ?
C12 C11 C1 117.5(13) . . ?
C10 C12 C4 122.3(11) . . ?
C10 C12 C11 118.8(13) . . ?
C4 C12 C11 118.9(7) . . ?
C10 C13 C14 121.1(8) . . ?
C10 C13 C5 118.4(11) . . ?
C14 C13 C5 120.5(13) . . ?
C8 C14 C9 124.1(12) . . ?
C8 C14 C13 117.1(7) . . ?
C9 C14 C13 118.8(13) . . ?
C9 C15 H15A 109.5 . . ?
C9 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C9 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
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
C1 C2 1.36(2) . ?
C1 C11 1.436(11) . ?
C1 H1 0.9300 . ?
C2 C3 1.402(15) . ?
C2 H2 0.9300 . ?
C3 C4 1.337(9) . ?
C3 H3 0.9300 . ?
C4 C12 1.41(2) . ?
C4 H4 0.9300 . ?
C5 C6 1.37(2) . ?
C5 C13 1.436(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.399(16) . ?
C6 H6 0.9300 . ?
C7 C8 1.359(9) . ?
C7 H7 0.9300 . ?
C8 C14 1.42(2) . ?
C8 H8 0.9300 . ?
C9 C11 1.40(2) . ?
C9 C14 1.425(10) . ?
C9 C15 1.510(15) . ?
C10 C12 1.394(9) . ?
C10 C13 1.40(2) . ?
C10 H10 0.9300 . ?
C11 C12 1.430(15) . ?
C13 C14 1.426(16) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?

_cod_database_fobs_code 2108952
