#------------------------------------------------------------------------------
#$Date: 2020-02-04 22:11:02 +0200 (Tue, 04 Feb 2020) $
#$Revision: 247623 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/12/54/7125442.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_7125442
loop_
_publ_author_name
'Inaba, Yuya'
'Yoneda, Tomoki'
'Kitagawa, Yuichi'
'Miyata, Kiyoshi'
'Hasegawa, Yasuchika'
'Inokuma, Yasuhide'
_publ_section_title
;
 Splitting and reorientation of π-conjugation by an unprecedented
 photo-rearrangement reaction.
;
_journal_issue                   3
_journal_name_full
'Chemical communications (Cambridge, England)'
_journal_page_first              348
_journal_page_last               351
_journal_paper_doi               10.1039/c9cc09062b
_journal_volume                  56
_journal_year                    2020
_chemical_formula_moiety         'C28 H34 O4'
_chemical_formula_sum            'C28 H34 O4'
_chemical_formula_weight         434.55
_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
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2019-09-20 deposited with the CCDC.	2019-11-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 99.837(5)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.6894(4)
_cell_length_b                   5.8144(3)
_cell_length_c                   23.4264(12)
_cell_measurement_reflns_used    7677
_cell_measurement_temperature    123(2)
_cell_measurement_theta_max      29.0110
_cell_measurement_theta_min      2.6640
_cell_volume                     1166.19(10)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43a (Rigaku OD, 2018)'
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      123(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC11 (RCD3): quarter-chi single'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0561
_diffrn_reflns_av_unetI/netI     0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            15983
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         2.647
_diffrn_source                   'Rotating-anode X-ray tube (dual wavelength)'
_diffrn_source_type              'Rigaku (Mo) X-ray DW Source'
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.69741
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.238
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             468
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.29
_exptl_crystal_size_min          0.06
_refine_diff_density_max         0.553
_refine_diff_density_min         -0.370
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         2775
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.078
_refine_ls_R_factor_all          0.0850
_refine_ls_R_factor_gt           0.0760
_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)+(0.1242P)²+2.1589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2267
_refine_ls_wR_factor_ref         0.2395
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2397
_reflns_number_total             2775
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c9cc09062b2.cif
_cod_data_source_block           Compound_5
_cod_depositor_comments
'Adding full bibliography for 7125441--7125444.cif.'
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               7125442
_shelx_shelxl_version_number     2018/3
_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
C1 C 0.2798(3) 0.6942(5) 0.39103(13) 0.0184(6) Uani 1 1 d . .
C2 C 0.2430(3) 0.5176(5) 0.34075(12) 0.0186(6) Uani 1 1 d . .
C3 C 0.4037(3) 0.4535(5) 0.32782(12) 0.0185(6) Uani 1 1 d . .
C4 C 0.5136(3) 0.5812(5) 0.36077(12) 0.0170(6) Uani 1 1 d . .
C5 C 0.6836(3) 0.6239(5) 0.36855(12) 0.0175(6) Uani 1 1 d . .
C6 C 0.7211(3) 0.8052(5) 0.41743(12) 0.0177(6) Uani 1 1 d . .
C7 C 0.5614(3) 0.8669(5) 0.43181(12) 0.0170(6) Uani 1 1 d . .
C8 C 0.4510(3) 0.7356(5) 0.39991(12) 0.0171(6) Uani 1 1 d . .
C9 C 0.1532(4) 0.3117(5) 0.35976(14) 0.0241(7) Uani 1 1 d . .
H1 H 0.128165 0.203431 0.327438 0.036 Uiso 1 1 calc R U
H2 H 0.056354 0.365787 0.371407 0.036 Uiso 1 1 calc R U
H3 H 0.217845 0.234366 0.392565 0.036 Uiso 1 1 calc R U
C10 C 0.1436(4) 0.6390(6) 0.28858(14) 0.0252(7) Uani 1 1 d . .
H4 H 0.199879 0.774113 0.277892 0.038 Uiso 1 1 calc R U
H5 H 0.044017 0.687516 0.298999 0.038 Uiso 1 1 calc R U
H6 H 0.123823 0.532629 0.255702 0.038 Uiso 1 1 calc R U
C11 C 0.4263(4) 0.2754(6) 0.28443(14) 0.0271(7) Uani 1 1 d . .
H7 H 0.534443 0.280173 0.277655 0.041 Uiso 1 1 calc R U
H8 H 0.355173 0.305571 0.248009 0.041 Uiso 1 1 calc R U
H9 H 0.404094 0.123197 0.299048 0.041 Uiso 1 1 calc R U
C12 C 0.8045(4) 1.0114(5) 0.39565(14) 0.0232(6) Uani 1 1 d . .
H10 H 0.737610 1.078989 0.361894 0.035 Uiso 1 1 calc R U
H11 H 0.902874 0.960344 0.384676 0.035 Uiso 1 1 calc R U
H12 H 0.826278 1.126822 0.426467 0.035 Uiso 1 1 calc R U
C13 C 0.8266(4) 0.6943(6) 0.46951(13) 0.0249(7) Uani 1 1 d . .
H13 H 0.845855 0.804774 0.501529 0.037 Uiso 1 1 calc R U
H14 H 0.926114 0.649739 0.458390 0.037 Uiso 1 1 calc R U
H15 H 0.774930 0.557594 0.481836 0.037 Uiso 1 1 calc R U
C14 C 0.5417(4) 1.0457(5) 0.47606(12) 0.0207(6) Uani 1 1 d . .
H16 H 0.481262 1.176208 0.456466 0.025 Uiso 1 1 calc R U
H17 H 0.645900 1.104386 0.493811 0.025 Uiso 1 1 calc R U
O1 O 0.1836(2) 0.7765(4) 0.41697(10) 0.0244(5) Uani 1 1 d . .
O2 O 0.7780(2) 0.5419(4) 0.34154(9) 0.0238(5) Uani 1 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
O1 C1 C8 128.7(3) . .
O1 C1 C2 124.8(3) . .
C8 C1 C2 106.5(2) . .
C3 C2 C9 113.3(2) . .
C3 C2 C10 111.2(2) . .
C9 C2 C10 110.1(2) . .
C3 C2 C1 103.6(2) . .
C9 C2 C1 110.1(2) . .
C10 C2 C1 108.2(2) . .
C4 C3 C11 127.8(3) . .
C4 C3 C2 109.6(2) . .
C11 C3 C2 122.6(3) . .
C3 C4 C8 113.5(2) . .
C3 C4 C5 139.5(3) . .
C8 C4 C5 107.0(2) . .
O2 C5 C4 128.2(3) . .
O2 C5 C6 125.2(3) . .
C4 C5 C6 106.6(2) . .
C7 C6 C12 112.9(2) . .
C7 C6 C13 111.4(2) . .
C12 C6 C13 109.9(2) . .
C7 C6 C5 103.8(2) . .
C12 C6 C5 109.8(2) . .
C13 C6 C5 108.8(2) . .
C8 C7 C14 128.4(3) . .
C8 C7 C6 109.4(2) . .
C14 C7 C6 122.1(2) . .
C7 C8 C4 113.1(2) . .
C7 C8 C1 140.4(3) . .
C4 C8 C1 106.5(2) . .
C2 C9 H1 109.5 . .
C2 C9 H2 109.5 . .
H1 C9 H2 109.5 . .
C2 C9 H3 109.5 . .
H1 C9 H3 109.5 . .
H2 C9 H3 109.5 . .
C2 C10 H4 109.5 . .
C2 C10 H5 109.5 . .
H4 C10 H5 109.5 . .
C2 C10 H6 109.5 . .
H4 C10 H6 109.5 . .
H5 C10 H6 109.5 . .
C3 C11 H7 109.5 . .
C3 C11 H8 109.5 . .
H7 C11 H8 109.5 . .
C3 C11 H9 109.5 . .
H7 C11 H9 109.5 . .
H8 C11 H9 109.5 . .
C6 C12 H10 109.5 . .
C6 C12 H11 109.5 . .
H10 C12 H11 109.5 . .
C6 C12 H12 109.5 . .
H10 C12 H12 109.5 . .
H11 C12 H12 109.5 . .
C6 C13 H13 109.5 . .
C6 C13 H14 109.5 . .
H13 C13 H14 109.5 . .
C6 C13 H15 109.5 . .
H13 C13 H15 109.5 . .
H14 C13 H15 109.5 . .
C7 C14 C14 113.0(3) . 3_676
C7 C14 H16 109.0 . .
C14 C14 H16 109.0 3_676 .
C7 C14 H17 109.0 . .
C14 C14 H17 109.0 3_676 .
H16 C14 H17 107.8 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.213(4) .
C1 C8 1.486(4) .
C1 C2 1.554(4) .
C2 C3 1.525(4) .
C2 C9 1.536(4) .
C2 C10 1.542(4) .
C3 C4 1.344(4) .
C3 C11 1.487(4) .
C4 C8 1.453(4) .
C4 C5 1.478(4) .
C5 O2 1.216(4) .
C5 C6 1.549(4) .
C6 C7 1.525(4) .
C6 C12 1.533(4) .
C6 C13 1.537(4) .
C7 C8 1.348(4) .
C7 C14 1.498(4) .
C9 H1 0.9800 .
C9 H2 0.9800 .
C9 H3 0.9800 .
C10 H4 0.9800 .
C10 H5 0.9800 .
C10 H6 0.9800 .
C11 H7 0.9800 .
C11 H8 0.9800 .
C11 H9 0.9800 .
C12 H10 0.9800 .
C12 H11 0.9800 .
C12 H12 0.9800 .
C13 H13 0.9800 .
C13 H14 0.9800 .
C13 H15 0.9800 .
C14 C14 1.531(6) 3_676
C14 H16 0.9900 .
C14 H17 0.9900 .
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_4
O1 C1 C2 C3 -174.7(3) .
C8 C1 C2 C3 4.9(3) .
O1 C1 C2 C9 -53.2(4) .
C8 C1 C2 C9 126.4(3) .
O1 C1 C2 C10 67.2(4) .
C8 C1 C2 C10 -113.3(3) .
C9 C2 C3 C4 -123.5(3) .
C10 C2 C3 C4 111.9(3) .
C1 C2 C3 C4 -4.2(3) .
C9 C2 C3 C11 56.8(4) .
C10 C2 C3 C11 -67.8(4) .
C1 C2 C3 C11 176.1(3) .
C11 C3 C4 C8 -178.5(3) .
C2 C3 C4 C8 1.8(4) .
C11 C3 C4 C5 5.1(6) .
C2 C3 C4 C5 -174.6(3) .
C3 C4 C5 O2 1.7(6) .
C8 C4 C5 O2 -174.8(3) .
C3 C4 C5 C6 179.5(4) .
C8 C4 C5 C6 3.0(3) .
O2 C5 C6 C7 174.2(3) .
C4 C5 C6 C7 -3.7(3) .
O2 C5 C6 C12 53.2(4) .
C4 C5 C6 C12 -124.7(2) .
O2 C5 C6 C13 -67.1(4) .
C4 C5 C6 C13 115.0(3) .
C12 C6 C7 C8 122.1(3) .
C13 C6 C7 C8 -113.7(3) .
C5 C6 C7 C8 3.3(3) .
C12 C6 C7 C14 -58.9(4) .
C13 C6 C7 C14 65.3(4) .
C5 C6 C7 C14 -177.7(2) .
C14 C7 C8 C4 179.5(3) .
C6 C7 C8 C4 -1.6(3) .
C14 C7 C8 C1 -0.5(6) .
C6 C7 C8 C1 178.4(3) .
C3 C4 C8 C7 -178.5(3) .
C5 C4 C8 C7 -1.0(3) .
C3 C4 C8 C1 1.5(3) .
C5 C4 C8 C1 179.1(2) .
O1 C1 C8 C7 -4.5(6) .
C2 C1 C8 C7 176.0(4) .
O1 C1 C8 C4 175.5(3) .
C2 C1 C8 C4 -4.0(3) .
C8 C7 C14 C14 54.9(5) 3_676
C6 C7 C14 C14 -123.9(3) 3_676
