Photoliquefaction and phase transition of m-bisazobenzenes give molecular solar thermal fuels with a high energy density
Morikawa, Masa-aki; Yamanaka, Yuta; Ho Hui, Joseph Ka; Kimizuka, Nobuo; RSC Advances 13 (2023) 24031–24037; doi:10.1039/D3RA04595A

data_7247183
_publ_section_title
;
 Photoliquefaction and phase transition of m-bisazobenzenes give molecular
 solar thermal fuels with a high energy density
;
_journal_issue                   34
_journal_name_full               'RSC Advances'
_journal_page_first              24031
_journal_page_last               24037
_journal_paper_doi               10.1039/D3RA04595A
_journal_volume                  13
_journal_year                    2023
_chemical_formula_moiety         'C20 H18 N4 O2'
_chemical_formula_sum            'C20 H18 N4 O2'
_chemical_formula_weight         346.38
_chemical_name_common            dimethoxy-m-bisazobenzene
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-01-28
_audit_creation_method
;
Olex2 1.2-ac3
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_audit_update_record
;
2023-07-09 deposited with the CCDC.	2023-08-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.723(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.3875(2)
_cell_length_b                   5.35880(10)
_cell_length_c                   34.5503(7)
_cell_measurement_reflns_used    25068
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.1810
_cell_measurement_theta_min      2.7090
_cell_volume                     1736.12(6)
_computing_cell_refinement       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.43c (Rigaku OD, 2018)'
_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_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.913
_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    -95.00  83.00   0.50   48.00    --   -5.90  45.00  18.32  356
  2  \w    -95.00  83.00   0.50   48.00    --   -5.90  45.00  90.00  356
  3  \w    -84.00  94.00   0.50   48.00    --    5.00  45.00  60.00  356
  4  \w    -84.00  45.00   0.50   48.00    --    5.00  45.00 -18.78  258
  5  \w    -84.00  94.00   0.50   48.00    --    5.00  45.00 120.00  356
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC10 (RCD3): fixed-chi single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0747922000
_diffrn_orient_matrix_UB_12      0.0026056000
_diffrn_orient_matrix_UB_13      -0.0020868000
_diffrn_orient_matrix_UB_21      0.0113420000
_diffrn_orient_matrix_UB_22      -0.0246927000
_diffrn_orient_matrix_UB_23      0.0200831000
_diffrn_orient_matrix_UB_31      -0.0005499000
_diffrn_orient_matrix_UB_32      -0.1299527000
_diffrn_orient_matrix_UB_33      -0.0038779000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0324
_diffrn_reflns_av_unetI/netI     0.0226
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       48
_diffrn_reflns_limit_l_min       -46
_diffrn_reflns_number            50440
_diffrn_reflns_point_group_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.840
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.371
_diffrn_reflns_theta_min         2.521
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.089
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82777
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.43c (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_F_000             728
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_refine_diff_density_max         0.255
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details
;
 Flack x determined using 3133 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.125
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     473
_refine_ls_number_reflns         8824
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.125
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0360
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0492P)^2^+0.3574P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0983
_refine_ls_wR_factor_ref         0.0998
_reflns_Friedel_coverage         0.675
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.751
_reflns_number_gt                8258
_reflns_number_total             8824
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ra04595a2.cif
_cod_data_source_block           exp_266
_cod_depositor_comments
;

2024-09-02
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C40 H36 N8 O4'
_cod_original_formula_weight         692.77
_cod_original_formula_moiety         '2(C20 H18 N4 O2)'
_cod_original_formula_units_Z            2
_cod_database_code               7247183
_shelx_shelxl_version_number     2017/1
_chemical_oxdiff_formula         'C20 H18 N4 O2'
_reflns_odcompleteness_completeness 99.80
_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:
 C6(H6), C49(H49), C10(H10), C23(H23), C50(H50), C20(H20), C30(H30), C21(H21),
 C32(H32), C13(H13), C3(H3), C36(H36), C37(H37), C4(H4), C14(H14), C39(H39),
 C46(H46), C47(H47), C2(H2), C11(H11), C24(H24), C40(H40), C29(H29), C28(H28)
2.b Idealised Me refined as rotating group:
 C42(H42A,H42B,H42C), C26(H26A,H26B,H26C), C16(H16A,H16B,H16C), C52(H52A,H52B,
 H52C)
;
_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 1.398
_oxdiff_exptl_absorpt_empirical_full_min 0.734