Acceleration of the thermal back-reaction and the finding of a non-photochromic isomer for a negative photochromic binaphthyl-bridged imidazole dimer.
Mutoh, Katsuya; Moriyama, Natsuho; Abe, Jiro; Chemical communications (Cambridge, England) 59 (2023) 2962–2965; doi:10.1039/d2cc06942c

data_7131306
_publ_section_title
;
 Acceleration of the thermal back-reaction and the finding of a
 non-photochromic isomer for a negative photochromic binaphthyl-bridged
 imidazole dimer.
;
_journal_issue                   20
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              2962
_journal_page_last               2965
_journal_paper_doi               10.1039/d2cc06942c
_journal_volume                  59
_journal_year                    2023
_chemical_formula_moiety         'C52 H36 N4, 2(C6 H6)'
_chemical_formula_sum            'C64 H48 N4'
_chemical_formula_weight         873.06
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2022-08-12
_audit_creation_method
;
Olex2 1.2-ac4
(compiled 2018.05.17 svn.r3504 for Rigaku Oxford Diffraction, GUI svn.r5492)
;
_audit_update_record
;
2022-10-24 deposited with the CCDC.	2023-02-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.5892(3)
_cell_length_b                   17.5461(4)
_cell_length_c                   19.4886(4)
_cell_measurement_reflns_used    11003
_cell_measurement_temperature    105(8)
_cell_measurement_theta_max      30.3550
_cell_measurement_theta_min      2.1680
_cell_volume                     4646.81(18)
_computing_cell_refinement       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_collection       'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53a (Rigaku OD, 2019)'
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      105(8)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.961
_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     85.00 110.00   0.50  150.98    --   20.00  54.00-150.00   50
  2  \w      3.00  50.00   0.50  150.98    --   20.00  54.00 -90.00   94
  3  \w    -63.00 -36.00   0.50  150.98    --   20.00  54.00  90.00   54
  4  \w     21.00 110.00   0.50  150.98    --   20.00  54.00  90.00  178
  5  \w    -73.00  35.00   0.50  150.98    --   20.00  54.00-120.00  216
  6  \w     74.00  99.00   0.50  150.98    --   20.00  54.00-120.00   50
  7  \w    -62.00  44.00   0.50  150.98    --   20.00  54.00-150.00  212
;
_diffrn_measurement_device       'two-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Mini II'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0187793000
_diffrn_orient_matrix_UB_12      -0.0315626000
_diffrn_orient_matrix_UB_13      0.0185506000
_diffrn_orient_matrix_UB_21      0.0035039000
_diffrn_orient_matrix_UB_22      -0.0229394000
_diffrn_orient_matrix_UB_23      -0.0298892000
_diffrn_orient_matrix_UB_31      0.0485773000
_diffrn_orient_matrix_UB_32      -0.0105199000
_diffrn_orient_matrix_UB_33      0.0093755000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0391
_diffrn_reflns_av_unetI/netI     0.0784
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            35777
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.928
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.668
_diffrn_reflns_theta_min         2.165
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.073
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.95068
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.53a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_description       block
_exptl_crystal_F_000             1840
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.03
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.052
_refine_ls_abs_structure_details
;
 Flack x determined using 3175 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.7(10)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     615
_refine_ls_number_reflns         13363
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.012
_refine_ls_R_factor_all          0.0931
_refine_ls_R_factor_gt           0.0552
_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^)+(0.0536P)^2^+0.3238P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1024
_refine_ls_wR_factor_ref         0.1144
_reflns_Friedel_coverage         0.770
_reflns_Friedel_fraction_full    0.991
_reflns_Friedel_fraction_max     0.890
_reflns_number_gt                9597
_reflns_number_total             13363
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d2cc06942c3.cif
_cod_data_source_block           220808_byproduct_mutoh
_cod_depositor_comments
'Adding full bibliography for 7131304--7131306.cif.'
_cod_database_code               7131306
_shelx_shelxl_version_number     2018/3
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.986
_diffrn_oxdiff_digest_frames
;
011a871325e09e55cfc2028939193e4aac0085467c5
;
_diffrn_oxdiff_digest_hkl
;
01782d57af580f42bc3964852cddb621ff2ebd
;
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_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
2.a Aromatic/amide H refined with riding coordinates:
 C39(H39), C41(H41), C2(H2), C26(H26), C3(H3), C52(H52), C44(H44), C54(H54),
 C33(H33), C42(H42), C25(H25), C37(H37), C43(H43), C29(H29), C24(H24), C35(H35),
  C38(H38), C31(H31), C56(H56), C36(H36), C60(H60), C32(H32), C55(H55),
 C45(H45), C30(H30), C53(H53), C61(H61), C58(H58), C62(H62), C14(H14), C13(H13),
  C48(H48), C59(H59), C46(H46), C57(H57), C66(H66), C65(H65), C64(H64),
 C47(H47), C63(H63), C67(H67), C68(H68)
2.b Idealised Me refined as rotating group:
 C50(H50A,H50B,H50C), C27(H27A,H27B,H27C)
;
_shelx_res_checksum              45854
_shelx_hkl_checksum              8468
_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 1.060
_oxdiff_exptl_absorpt_empirical_full_min 0.951