Photochromic Coenzyme Q Derivatives: Switching Redox Potentials with Light
Simeth, Nadja; Kneuttinger, Andrea; Sterner, Reinhard; Koenig, Burkhard; Chem. Sci.  (2017) –; doi:10.1039/C7SC00781G

data_1546563
_publ_section_title
;
 Photochromic Coenzyme Q Derivatives: Switching Redox Potentials with
 Light
;
_journal_name_full               'Chem. Sci.'
_journal_paper_doi               10.1039/C7SC00781G
_journal_year                    2017
_chemical_formula_moiety         'C8 H6 Br2 O4'
_chemical_formula_sum            'C8 H6 Br2 O4'
_chemical_formula_weight         325.95
_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'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2015-10-05
_audit_creation_method
;
Olex2 1.2-alpha
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_audit_update_record
;
2017-02-18 deposited with the CCDC.
2017-07-20 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 94.8033(7)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.56023(6)
_cell_length_b                   16.31960(16)
_cell_length_c                   6.91885(5)
_cell_measurement_reflns_used    11290
_cell_measurement_temperature    123.01(10)
_cell_measurement_theta_max      73.3800
_cell_measurement_theta_min      5.1720
_cell_volume                     963.166(14)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      123.01(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.2047
_diffrn_detector_type            TitanS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -28.00  69.00   1.00    1.00    --   44.10 -37.00-120.00   97
  2  \w     13.00 118.00   1.00    1.00    --   44.10  77.00-150.00  105
  3  \w     35.00 131.00   1.00    1.00    --  104.50 -61.00 -60.00   96
  4  \w     21.00 109.00   1.00    1.00    --  104.50 -94.00 -60.00   88
  5  \w     78.00 174.00   1.00    1.00    --  104.50  61.00-180.00   96
  6  \w     31.00 121.00   1.00    1.00    --  104.50-125.00  60.00   90
  7  \w     80.00 175.00   1.00    1.00    --  104.50  45.00-180.00   95
  8  \w     34.00 129.00   1.00    1.00    --  104.50 -45.00  30.00   95
  9  \w     13.00 118.00   1.00    1.00    --   44.10  77.00   0.00  105
 10  \w     19.00 114.00   1.00    1.00    --   44.10  57.00 120.00   95
 11  \w     78.00 174.00   1.00    1.00    --  104.50  61.00   0.00   96
 12  \w     80.00 175.00   1.00    1.00    --  104.50  45.00 -90.00   95
 13  \w     21.00 109.00   1.00    1.00    --  104.50 -94.00-180.00   88
 14  \w     80.00 175.00   1.00    1.00    --  104.50  45.00  90.00   95
 15  \w    -26.00  70.00   1.00    1.00    --   44.10 -57.00  90.00   96
 16  \w     19.00 114.00   1.00    1.00    --   44.10  57.00 -60.00   95
 17  \w     80.00 175.00   1.00    1.00    --  104.50  45.00 -30.00   95
 18  \w     78.00 174.00   1.00    1.00    --  104.50  61.00 120.00   96
 19  \w     73.00 178.00   1.00    1.00    --  104.50  77.00-150.00  105
 20  \w     78.00 174.00   1.00    1.00    --  104.50  61.00  30.00   96
 21  \w     73.00 118.00   1.00    1.00    --   44.10 125.00 150.00   45
 22  \w     73.00 118.00   1.00    1.00    --   44.10 125.00 -30.00   45
 23  \w     73.00 178.00   1.00    1.00    --  104.50  77.00 -90.00  105
 24  \w     21.00  94.00   1.00    1.00    --  104.50 -94.00  90.00   73
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'GV1000, TitanS2'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.1735411000
_diffrn_orient_matrix_UB_12      0.0010051000
_diffrn_orient_matrix_UB_13      -0.0796528000
_diffrn_orient_matrix_UB_21      -0.0486074000
_diffrn_orient_matrix_UB_22      -0.0258111000
_diffrn_orient_matrix_UB_23      0.2005938000
_diffrn_orient_matrix_UB_31      -0.0118503000
_diffrn_orient_matrix_UB_32      0.0908044000
_diffrn_orient_matrix_UB_33      0.0577574000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0288
_diffrn_reflns_av_unetI/netI     0.0129
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13822
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        66.500
_diffrn_reflns_theta_max         73.474
_diffrn_reflns_theta_min         5.185
_diffrn_source                   'gradient vaccum rotating-anode X-ray tube'
_diffrn_source_type              'GV1000 (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    10.606
_exptl_absorpt_correction_T_max  0.800
_exptl_absorpt_correction_T_min  0.634
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Analytical numeric absorption correction using a multifaceted crystal
            model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light red'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    2.248
_exptl_crystal_description       block
_exptl_crystal_F_000             624
_exptl_crystal_size_max          0.251
_exptl_crystal_size_mid          0.178
_exptl_crystal_size_min          0.103
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.959
_refine_diff_density_rms         0.116
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.191
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     129
_refine_ls_number_reflns         1927
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.191
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0271
_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/[\s^2^(Fo^2^)+(0.0342P)^2^+1.5180P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0685
_refine_ls_wR_factor_ref         0.0688
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1907
_reflns_number_total             1927
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c7sc00781g2.cif
_cod_data_source_block           o076
_cod_original_cell_volume        963.165(14)
_cod_database_code               1546563
_chemical_oxdiff_formula         'C8 H6 Br2 O4'
_chemical_oxdiff_usercomment     'Koenig, Simeth'
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C008(H00A,H00B,H00C), C00C(H00D,H00E,H00F)
;
_shelx_res_checksum              94515
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2015-10-02
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.629
_oxdiff_exptl_absorpt_empirical_full_min 0.764