#------------------------------------------------------------------------------
#$Date: 2021-10-16 05:10:36 +0300 (Sat, 16 Oct 2021) $
#$Revision: 269978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/49/1564945.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_1564945
loop_
_publ_author_name
'Tchoń, D.'
'Makal, A.'
_publ_section_title
;
 Maximizing completeness in single-crystal high-pressure diffraction
 experiments: phase transitions in 2{^i̧rc}AP
;
_journal_issue                   6
_journal_name_full               IUCrJ
_journal_page_first
;
;
_journal_paper_doi               10.1107/S2052252521009532
_journal_volume                  8
_journal_year                    2021
_chemical_formula_moiety         'C20 H14 O2'
_chemical_formula_sum            'C20 H14 O2'
_chemical_formula_weight         286.333
_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_Hall           '-P 2ac 2n'
_space_group_name_H-M_alt        'P n m a'
_symmetry_Int_Tables_number      62
_audit_creation_date             2021-06-15
_audit_creation_method
;
Olex2 1.5-alpha
(compiled 2021.06.11 svn.re2ff6fc for OlexSys, GUI svn.r6348)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.0642(11)
_cell_length_b                   16.220(2)
_cell_length_c                   11.165(2)
_cell_measurement_reflns_used    3574
_cell_measurement_temperature    289(10)
_cell_measurement_theta_max      27.5690
_cell_measurement_theta_min      3.4050
_cell_volume                     1279.3(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5-alpha (Dolomanov et al., 2009)'
_computing_structure_refinement
'olex2.refine 1.5-alpha (Bourhis et al., 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_environment      'Diamond Anvil Cell filled with parabar oil'
_diffrn_ambient_pressure         782500
_diffrn_ambient_temperature      289(10)
_diffrn_crystal_treatment
'Pressurized slowly in parabar oil as a hydrostatic medium.'
_diffrn_detector_area_resol_mean 5.2195
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9046
_diffrn_measured_fraction_theta_max 0.8359
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
--------------------------------------------------------------------------
  1  ω    -11.00  24.00   1.00   80.00    --    6.97  81.00 151.00   35
  2  ω    -37.00 -11.00   1.00   80.00    --    6.97 -53.00  17.00   26
  3  ω    -30.00  10.00   1.00   80.00    --    6.97  19.00-180.00   40
  4  ω    -37.00 -10.00   1.00   80.00    --    6.97 -53.00-162.00   27
  5  ω     10.00  38.00   1.00   80.00    --    6.97 -77.00-120.00   28
  6  ω     -7.00  33.00   1.00   80.00    --    6.97 -53.00  17.00   40
  7  ω    -17.00  59.00   1.00   80.00    --    6.97 -13.00   3.00   76
  8  ω    -10.00  24.00   1.00   80.00    --    6.97  81.00 -29.00   34
  9  ω     -9.00  33.00   1.00   80.00    --    6.97 -53.00-162.00   42
 10  ω    -35.00 -12.00   1.00   80.00    --   -8.77  57.00  30.00   23
 11  ω    -33.00  -8.00   1.00   80.00    --   -8.77 -13.00-176.00   25
 12  ω    -19.00  16.00   1.00   80.00    --   -8.77 -97.00-143.00   35
 13  ω     -1.00  33.00   1.00   80.00    --   -8.77 -13.00-176.00   34
 14  ω    -35.00 -12.00   1.00   80.00    --   -8.77  57.00 120.00   23
 15  ω    -35.00 -12.00   1.00   80.00    --   -8.77  57.00-150.00   23
 16  ω    -19.00  18.00   1.00   80.00    --   -8.77 -97.00  35.00   37
 17  ω    -39.00  49.00   1.00   80.00    --   -8.77   0.00   0.00   88
 18  ω    -57.00 -14.00   1.00   80.00    --   -8.77 114.00 -45.00   43
 19  ω    -47.00 -15.00   1.00   80.00    --   -8.77  97.00 143.00   32
 20  ω    -35.00 -12.00   1.00   80.00    --   -8.77  57.00 -60.00   23
 21  ω    -35.00 -12.00   1.00   80.00    --   -8.77  57.00 150.00   23
 22  ω    -64.00 -38.00   1.00  320.00    --   -8.77 135.00 123.00   26
 23  ω    -24.00   7.00   1.00  320.00    --   -8.77  53.00 -17.00   31
 24  ω     10.00  36.00   1.00  320.00    --   -8.77  53.00 -17.00   26
 25  ω     -6.00  39.00   1.00  320.00    --   -8.77-114.00-135.00   45
 26  ω    -24.00  14.00   1.00  320.00    --   -8.77 -39.00  12.00   38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at home/near, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support
'Diamond Anvil Cell, effective opening angle of 55 degrees'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.1095
_diffrn_reflns_av_unetI/netI     0.0971
_diffrn_reflns_Laue_measured_fraction_full 0.9046
_diffrn_reflns_Laue_measured_fraction_max 0.8359
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            1445
_diffrn_reflns_point_group_measured_fraction_full 0.9046
_diffrn_reflns_point_group_measured_fraction_max 0.8359
_diffrn_reflns_theta_full        25.2417
_diffrn_reflns_theta_max         28.73
_diffrn_reflns_theta_min         2.21
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.07503
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear yellow'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.487
_exptl_crystal_description       block
_exptl_crystal_F_000             600.297
_exptl_crystal_preparation
'Mounted in a Diamond-Anvil Cell using parabar oil as pressure medium.'
_exptl_crystal_pressure_history
'Pressurized to 0.8 GPa and left to stabilize over 24 hours.'
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.5899
_refine_diff_density_min         -0.5589
_refine_diff_density_rms         0.1343
_refine_ls_d_res_high            0.7392
_refine_ls_d_res_low             9.1971
_refine_ls_extinction_coef       0.024(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0348
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    8
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1436
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.0348
_refine_ls_R_factor_all          0.1350
_refine_ls_R_factor_gt           0.0561
_refine_ls_shift/su_max          0.0007
_refine_ls_shift/su_mean         0.0001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0698P)²+0.0273P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1229
_refine_ls_wR_factor_ref         0.1529
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              9
_reflns_limit_h_min              -9
_reflns_limit_k_max              21
_reflns_limit_k_min              -21
_reflns_limit_l_max              12
_reflns_limit_l_min              -13
_reflns_number_gt                804
_reflns_number_total             1436
_reflns_threshold_expression     I>=2u(I)
_cod_data_source_file            fc5056.cif
_cod_data_source_block           2oAPal_8kbar
_cod_original_cell_volume        1279.4(4)
_cod_database_code               1564945
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 x+1/2,-y+1/2,-z+1/2
3 -x,y+1/2,-z
4 -x+1/2,-y,z+1/2
5 -x,-y,-z
6 -x-1/2,y-1/2,z-1/2
7 x,-y-1/2,z
8 x-1/2,y,-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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
O1 O 0.4858(2) 0.53665(8) 0.77767(16) 0.0523(6) Uani 1.000000 1 . . .
C1 C 0.5843(3) 0.67442(9) 0.7437(2) 0.0280(6) Uani 1.000000 1 . . .
C2 C 0.6090(2) 0.67322(10) 0.6186(2) 0.0266(6) Uani 1.000000 1 . . .
C3 C 0.6256(3) 0.59795(11) 0.5511(2) 0.0320(6) Uani 1.000000 1 . . .
H3 H 0.621(2) 0.5428(12) 0.594(2) 0.0384(7) Uiso 1.000000 1 R . .
C4 C 0.6516(3) 0.59936(12) 0.4315(2) 0.0367(6) Uani 1.000000 1 . . .
H4 H 0.662(3) 0.5474(13) 0.390(2) 0.0441(8) Uiso 1.000000 1 R . .
C5 C 0.6683(3) 0.67468(11) 0.3665(2) 0.0308(6) Uani 1.000000 1 . . .
C6 C 0.6954(3) 0.67600(12) 0.2435(3) 0.0407(6) Uani 1.000000 1 . . .
H6 H 0.701(3) 0.6231(14) 0.202(2) 0.0488(8) Uiso 1.000000 1 R . .
C7 C 0.7099(5) 0.75 0.1813(3) 0.0442(9) Uani 1.000000 2 S T P
H7 H 0.726(4) 0.75 0.086(3) 0.0530(11) Uiso 1.000000 2 RS T P
C14 C 0.5777(4) 0.75 0.8031(3) 0.0299(8) Uani 1.000000 2 S T P
H14 H 0.561(4) 0.75 0.898(3) 0.0359(9) Uiso 1.000000 2 RS T P
C15 C 0.6247(3) 0.75 0.5565(3) 0.0250(7) Uani 1.000000 2 S T P
C16 C 0.6546(3) 0.75 0.4310(3) 0.0279(7) Uani 1.000000 2 S T P
C17 C 0.5587(3) 0.59859(11) 0.8184(2) 0.0330(6) Uani 1.000000 1 . . .
C18 C 0.6189(4) 0.60148(14) 0.9468(3) 0.0408(7) Uani 1.000000 1 . . .
H18a H 0.525(3) 0.6392(13) 0.999(2) 0.0611(10) Uiso 1.000000 1 R . .
H18b H 0.616(3) 0.5458(16) 0.984(2) 0.0611(10) Uiso 1.000000 1 R . .
H18c H 0.742(3) 0.6330(12) 0.962(2) 0.0611(10) Uiso 1.000000 1 R . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
_atom_type_scat_dispersion_source
C 0.00347 0.00161 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
H 0.00000 0.00000 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 'NoSpherA2: Chem.Sci. 2021, DOI:10.1039/D0SC05526C'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 1 0 0.0396
0 -1 1 0.0525
-10 7 0 0.0974
0 -1 -1 0.0592
8 13 1 0.0916
0 -2 -1 0.0425
-1 0 -2 0.0580
9 10 -2 0.0881
0 -1 0 0.0781
0 1 1 0.0708
0 1 -1 0.0674
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
C14 C1 C2 119.19(19) . . ?
C17 C1 C2 123.81(16) . . ?
C17 C1 C14 117.0(2) . . ?
C3 C2 C1 122.77(17) . . ?
C15 C2 C1 118.62(18) . . ?
C15 C2 C3 118.6(2) . . ?
H3 C3 C2 120.0(13) . . ?
C4 C3 C2 121.0(2) . . ?
C4 C3 H3 119.0(13) . . ?
H4 C4 C3 118.1(15) . . ?
C5 C4 C3 122.01(19) . . ?
C5 C4 H4 119.8(15) . . ?
C6 C5 C4 121.93(18) . . ?
C16 C5 C4 118.2(2) . . ?
C16 C5 C6 119.9(2) . . ?
H6 C6 C5 117.6(14) . . ?
C7 C6 C5 121.2(2) . . ?
C7 C6 H6 121.2(14) . . ?
C6 C7 C6 119.4(4) 7_575 . ?
H7 C7 C6 120.30(19) . 7_575 ?
H7 C7 C6 120.30(19) . . ?
C1 C14 C1 123.1(3) 7_575 . ?
H14 C14 C1 118.42(16) . 7_575 ?
H14 C14 C1 118.42(16) . . ?
C2 C15 C2 121.1(3) 7_575 . ?
C16 C15 C2 119.43(14) . . ?
C16 C15 C2 119.43(14) . 7_575 ?
C5 C16 C5 118.5(3) 7_575 . ?
C15 C16 C5 120.75(15) . . ?
C15 C16 C5 120.75(15) . 7_575 ?
C1 C17 O1 121.4(2) . . ?
C18 C17 O1 120.30(19) . . ?
C18 C17 C1 118.28(18) . . ?
H18a C18 C17 111.4(14) . . ?
H18b C18 C17 111.3(15) . . ?
H18b C18 H18a 106(2) . . ?
H18c C18 C17 114.4(15) . . ?
H18c C18 H18a 98.7(17) . . ?
H18c C18 H18b 113.8(17) . . ?
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
O1 C17 1.218(2) . ?
C1 C2 1.408(3) . ?
C1 C14 1.394(2) . ?
C1 C17 1.497(3) . ?
C2 C3 1.439(3) . ?
C2 C15 1.430(2) . ?
C3 H3 1.01(2) . ?
C3 C4 1.348(3) . ?
C4 H4 0.96(2) . ?
C4 C5 1.426(3) . ?
C5 C6 1.386(3) . ?
C5 C16 1.422(3) . ?
C6 H6 0.98(2) . ?
C6 C7 1.391(3) . ?
C7 H7 1.07(4) . ?
C14 H14 1.06(3) . ?
C15 C16 1.417(4) . ?
C17 C18 1.496(3) . ?
C18 H18a 1.07(2) . ?
C18 H18b 0.99(3) . ?
C18 H18c 1.02(2) . ?
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
_geom_torsion_publ_flag
O1 C17 C1 C2 -29.1(2) . . . . ?
O1 C17 C1 C14 149.1(2) . . . . ?
C1 C2 C3 C4 -179.12(19) . . . . ?
C1 C2 C15 C2 -2.25(13) . . . 7_575 ?
C1 C2 C15 C16 178.3(2) . . . . ?
C1 C14 C1 C2 -3.5(3) . . 7_575 7_575 ?
C1 C14 C1 C17 174.8(3) . . 7_575 7_575 ?
C2 C3 C4 C5 1.5(2) . . . . ?
C2 C15 C2 C3 -179.9(2) . . 7_575 7_575 ?
C2 C15 C16 C5 0.3(2) . . . . ?
C2 C15 C16 C5 179.2(2) . . . 7_575 ?
C3 C4 C5 C6 179.9(2) . . . . ?
C3 C4 C5 C16 -0.7(2) . . . . ?
C4 C5 C6 C7 179.5(2) . . . . ?
C4 C5 C16 C5 -179.1(2) . . . 7_575 ?
C4 C5 C16 C15 -0.1(2) . . . . ?
C5 C6 C7 C6 -0.48(14) . . . 7_575 ?
C5 C16 C5 C6 -0.3(3) . . 7_575 7_575 ?
