#------------------------------------------------------------------------------
#$Date: 2017-01-09 05:02:18 +0200 (Mon, 09 Jan 2017) $
#$Revision: 190063 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/22/69/7226917.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_7226917
loop_
_publ_author_name
'Bąkowicz, J.'
'Turowska-Tyrk, I.'
_publ_section_title
;
 Structural transformations in crystals induced by radiation and pressure.
 Part 4. The complex influence of high pressure on the path and kinetics
 of the [2 + 2] photodimerization
;
_journal_issue                   46
_journal_name_full               CrystEngComm
_journal_page_first              8898
_journal_paper_doi               10.1039/C6CE01650B
_journal_volume                  18
_journal_year                    2016
_chemical_formula_sum            'C19 H18 O'
_chemical_formula_weight         262.33
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_Hall           '-P 2ac 2ab'
_space_group_name_H-M_alt        'P b c a'
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     isomor
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-07-26 deposited with the CCDC.
2016-10-25 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   30.83(3)
_cell_length_b                   10.5572(11)
_cell_length_c                   8.5066(9)
_cell_measurement_pressure       500000
_cell_measurement_reflns_used    1468
_cell_measurement_temperature    299(2)
_cell_measurement_theta_max      22.99
_cell_measurement_theta_min      6.59
_cell_volume                     2769(3)
_computing_cell_refinement       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_collection       'CrysAlisPro (Agilent Technologies, 2014)'
_computing_data_reduction        'CrysAlisPro (Agilent Technologies, 2014)'
_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)'
_computing_structure_solution    'SHELXS-2013/1 (Sheldrick, 2008)'
_diffrn_ambient_pressure         500000
_diffrn_ambient_temperature      299(2)
_diffrn_detector_area_resol_mean 15.9718
_diffrn_measured_fraction_theta_full 0.332
_diffrn_measured_fraction_theta_max 0.332
_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  0.1604
_diffrn_reflns_av_unetI/netI     0.0831
_diffrn_reflns_Laue_measured_fraction_full 0.332
_diffrn_reflns_Laue_measured_fraction_max 0.332
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_number            11251
_diffrn_reflns_point_group_measured_fraction_full 0.332
_diffrn_reflns_point_group_measured_fraction_max 0.332
_diffrn_reflns_theta_full        24.417
_diffrn_reflns_theta_max         24.417
_diffrn_reflns_theta_min         6.707
_exptl_absorpt_coefficient_mu    0.076
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.09187
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SCALE3 ABSPACK (Agilent Technologies, 2014).
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.259
_exptl_crystal_description       block
_exptl_crystal_F_000             1120
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.155
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.036
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     92
_refine_ls_number_reflns         757
_refine_ls_number_restraints     110
_refine_ls_restrained_S_all      1.019
_refine_ls_R_factor_all          0.1812
_refine_ls_R_factor_gt           0.1032
_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)+(0.1415P)²+6.0651P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2518
_refine_ls_wR_factor_ref         0.3041
_reflns_Friedel_coverage         0.000
_reflns_number_gt                429
_reflns_number_total             757
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6ce01650b2.cif
_cod_data_source_block           100%P_0.5GPa
_cod_depositor_comments
'Adding full bibliography for 7226912--7226923.cif.'
_cod_database_code               7226917
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
O1D O 0.4507(5) 0.7366(5) 0.0205(6) 0.083(11) Uani 1 1 d . .
C1D C 0.4496(8) 0.6420(7) 0.1014(9) 0.045(2) Uiso 1 1 d . .
C2D C 0.4172(10) 0.6182(8) 0.2187(12) 0.068(3) Uiso 1 1 d . .
H2D H 0.4192 0.6861 0.2970 0.082 Uiso 1 1 calc R U
C3D C 0.4291(11) 0.4950(8) 0.3005(12) 0.061(4) Uiso 1 1 d . .
H3D1 H 0.4150 0.4229 0.2517 0.073 Uiso 1 1 calc R U
H3D2 H 0.4218 0.4973 0.4113 0.073 Uiso 1 1 calc R U
C4D C 0.4782(11) 0.4917(8) 0.2755(10) 0.054(3) Uiso 1 1 d . .
H4D1 H 0.4896 0.4068 0.2880 0.065 Uiso 1 1 calc R U
H4D2 H 0.4930 0.5486 0.3471 0.065 Uiso 1 1 calc R U
C5D C 0.4818(7) 0.5372(7) 0.1046(9) 0.048(2) Uiso 1 1 d . .
C6D C 0.3686(11) 0.6218(10) 0.1460(13) 0.081(4) Uiso 1 1 d . .
H6D1 H 0.3632 0.7060 0.1045 0.097 Uiso 1 1 calc R U
H6D2 H 0.3671 0.5628 0.0588 0.097 Uiso 1 1 calc R U
C7D C 0.3353(5) 0.5915(7) 0.2547(9) 0.075(3) Uiso 1 1 d G .
C8D C 0.3172(5) 0.4690(6) 0.2516(10) 0.092(4) Uiso 1 1 d G U
H8D H 0.3288 0.4074 0.1814 0.110 Uiso 1 1 d G U
C9D C 0.2831(5) 0.4346(8) 0.3469(13) 0.116(8) Uani 1 1 d G U
H9D H 0.2719 0.3502 0.3430 0.139 Uiso 1 1 d G U
C10D C 0.2653(5) 0.5242(12) 0.4486(12) 0.123(8) Uani 1 1 d G U
H10D H 0.2417 0.5010 0.5140 0.147 Uiso 1 1 d G U
C11D C 0.2821(6) 0.6497(10) 0.4552(11) 0.112(8) Uani 1 1 d G U
H11D H 0.2698 0.7113 0.5239 0.134 Uiso 1 1 d G U
C12D C 0.3173(6) 0.6816(6) 0.3585(11) 0.093(4) Uiso 1 1 d G U
H12D H 0.3292 0.7652 0.3634 0.111 Uiso 1 1 d G U
C13D C 0.5262(8) 0.5713(7) 0.0228(9) 0.045(2) Uiso 1 1 d . .
H13D H 0.5217 0.6521 -0.0315 0.054 Uiso 1 1 calc R U
C14D C 0.5674(4) 0.5829(6) 0.1076(7) 0.050(2) Uiso 1 1 d G .
C15D C 0.5814(5) 0.4946(5) 0.2230(8) 0.068(3) Uiso 1 1 d G U
H15D H 0.5624 0.4290 0.2572 0.081 Uiso 1 1 d G U
C16D C 0.6233(5) 0.5031(7) 0.2876(7) 0.076(7) Uani 1 1 d G U
H16D H 0.6325 0.4431 0.3643 0.091 Uiso 1 1 d G U
C17D C 0.6513(4) 0.6000(9) 0.2380(10) 0.091(7) Uani 1 1 d G U
H17D H 0.6793 0.6071 0.2826 0.110 Uiso 1 1 d G U
C18D C 0.6380(4) 0.6865(7) 0.1230(10) 0.082(7) Uani 1 1 d G U
H18D H 0.6569 0.7522 0.0892 0.098 Uiso 1 1 d G U
C19D C 0.5968(5) 0.6763(5) 0.0576(7) 0.070(4) Uiso 1 1 d G U
H19D H 0.5884 0.7342 -0.0227 0.084 Uiso 1 1 d G 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
O1D C1D C2D 123.9(15) . .
O1D C1D C5D 127.2(16) . .
C2D C1D C5D 108.8(10) . .
C1D C2D C3D 107(2) . .
C1D C2D C6D 112.0(10) . .
C3D C2D C6D 114.8(19) . .
C1D C2D H2D 107.4 . .
C3D C2D H2D 107.4 . .
C6D C2D H2D 107.4 . .
C2D C3D C4D 101.3(18) . .
C2D C3D H3D1 111.5 . .
C4D C3D H3D1 111.5 . .
C2D C3D H3D2 111.5 . .
C4D C3D H3D2 111.5 . .
H3D1 C3D H3D2 109.3 . .
C3D C4D C5D 101.3(18) . .
C3D C4D H4D1 111.5 . .
C5D C4D H4D1 111.5 . .
C3D C4D H4D2 111.5 . .
C5D C4D H4D2 111.5 . .
H4D1 C4D H4D2 109.3 . .
C1D C5D C4D 101.6(13) . .
C1D C5D C13D 113.7(10) . .
C4D C5D C13D 123.4(19) . .
C1D C5D C13D 114.8(14) . 5_665
C4D C5D C13D 114.0(8) . 5_665
C13D C5D C13D 89.9(12) . 5_665
C7D C6D C2D 114.5(10) . .
C7D C6D H6D1 108.6 . .
C2D C6D H6D1 108.6 . .
C7D C6D H6D2 108.6 . .
C2D C6D H6D2 108.6 . .
H6D1 C6D H6D2 107.6 . .
C8D C7D C12D 118.3 . .
C8D C7D C6D 118.8(8) . .
C12D C7D C6D 122.7(8) . .
C9D C8D C7D 122.3 . .
C9D C8D H8D 118.4 . .
C7D C8D H8D 119.3 . .
C8D C9D C10D 119.2 . .
C8D C9D H9D 120.1 . .
C10D C9D H9D 120.7 . .
C9D C10D C11D 120.8 . .
C9D C10D H10D 119.4 . .
C11D C10D H10D 119.8 . .
C12D C11D C10D 118.8 . .
C12D C11D H11D 120.2 . .
C10D C11D H11D 121.0 . .
C11D C12D C7D 120.6 . .
C11D C12D H12D 119.4 . .
C7D C12D H12D 120.0 . .
C14D C13D C5D 123.7(8) . .
C14D C13D C5D 121.9(14) . 5_665
C5D C13D C5D 90.1(12) . 5_665
C14D C13D H13D 106.4 . .
C5D C13D H13D 106.4 . .
C5D C13D H13D 106.4 5_665 .
C19D C14D C15D 118.3 . .
C19D C14D C13D 117.9(7) . .
C15D C14D C13D 123.3(7) . .
C16D C15D C14D 120.5 . .
C16D C15D H15D 119.4 . .
C14D C15D H15D 120.1 . .
C17D C16D C15D 119.5 . .
C17D C16D H16D 120.7 . .
C15D C16D H16D 119.8 . .
C18D C17D C16D 120.4 . .
C18D C17D H17D 119.8 . .
C16D C17D H17D 119.8 . .
C19D C18D C17D 119.8 . .
C19D C18D H18D 119.7 . .
C17D C18D H18D 120.5 . .
C18D C19D C14D 121.5 . .
C18D C19D H19D 119.0 . .
C14D C19D H19D 119.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1D C1D 1.213(9) .
C1D C2D 1.43(3) .
C1D C5D 1.49(2) .
C2D C3D 1.520(17) .
C2D C6D 1.62(4) .
C2D H2D 0.9800 .
C3D C4D 1.53(4) .
C3D H3D1 0.9700 .
C3D H3D2 0.9700 .
C4D C5D 1.536(13) .
C4D H4D1 0.9700 .
C4D H4D2 0.9700 .
C5D C13D 1.58(3) .
C5D C13D 1.596(12) 5_665
C6D C7D 1.42(3) .
C6D H6D1 0.9700 .
C6D H6D2 0.9700 .
C7D C8D 1.4102 .
C7D C12D 1.4109 .
C8D C9D 1.3757 .
C8D H8D 0.9527 .
C9D C10D 1.3948 .
C9D H9D 0.9569 .
C10D C11D 1.4240 .
C10D H10D 0.9476 .
C11D C12D 1.4045 .
C11D H11D 0.9525 .
C12D H12D 0.9560 .
C13D C14D 1.46(2) .
C13D C5D 1.596(12) 5_665
C13D H13D 0.9800 .
C14D C19D 1.4051 .
C14D C15D 1.4214 .
C15D C16D 1.4074 .
C15D H15D 0.9526 .
C16D C17D 1.4029 .
C16D H16D 0.9518 .
C17D C18D 1.3993 .
C17D H17D 0.9459 .
C18D C19D 1.3905 .
C18D H18D 0.9509 .
C19D H19D 0.9514 .
