Computational Design and Synthesis of a Deeply Red-Shifted and Bistable Azobenzene
Konrad, David B.; Savasci, Gökcen; Allmendinger, Lars; Trauner, Dirk; Ochsenfeld, Christian; Ali, Ahmed M.; Journal of the American Chemical Society  (2020) –; doi:10.1021/jacs.9b10430

data_4134540
_publ_section_title
;
 Computational Design and Synthesis of a Deeply Red-Shifted and Bistable
 Azobenzene
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.9b10430
_journal_year                    2020
_chemical_formula_moiety         'C12 H6 Cl4 N2'
_chemical_formula_sum            'C12 H6 Cl4 N2'
_chemical_formula_weight         319.99
_chemical_name_common            621
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_block_code                C12H6Cl4N2_uv093_trauner
_audit_creation_date
;
'Tue Aug 30 07:57:05 2016'
;
_audit_creation_method           SHELXL-2014
_audit_update_record             30-Aug-16
_cell_angle_alpha                94.3451(16)
_cell_angle_beta                 92.6148(17)
_cell_angle_gamma                118.514(2)
_cell_formula_units_Z            6
_cell_length_a                   8.14609(18)
_cell_length_b                   8.27819(16)
_cell_length_c                   32.9320(6)
_cell_measurement_reflns_used    4524
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.1880
_cell_measurement_theta_min      4.4190
_cell_volume                     1937.28(8)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction
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CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_structure_refinement
;
Sheldrick, G. M. (2008).
<i>Acta Cryst.</i> A<b>64</b>, 112--122.
;
_computing_structure_solution
;
A. Altomare, M. C. Burla, M. Camalli, G. L. Cascarano, C. Giacovazzo, A.
Guagliardi, A. G. G. Moliterni, G. Polidori, R. Spagna: SIR97: a new tool for
crystal structure determination and refinement; J. Appl. Crystallogr. 1999,
32, 115-119.
;
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details
;
  1 omega  -64.00   52.00   0.5000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -24.9988   77.0000 -150.0000 232

  2 omega  -64.00   53.00   0.5000   22.5000
omega____ theta____ kappa____ phi______ frames
    -      -24.9988   77.0000   90.0000 234

  3 omega  -13.00  104.00   0.5000   22.5000
omega____ theta____ kappa____ phi______ frames
    -       26.0925   77.0000  -30.0000 234

;
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0245825000
_diffrn_orient_matrix_UB_12      0.0730674000
_diffrn_orient_matrix_UB_13      0.0157753000
_diffrn_orient_matrix_UB_21      0.0227401000
_diffrn_orient_matrix_UB_22      0.0635746000
_diffrn_orient_matrix_UB_23      -0.0148067000
_diffrn_orient_matrix_UB_31      -0.0937240000
_diffrn_orient_matrix_UB_32      -0.0157066000
_diffrn_orient_matrix_UB_33      -0.0016054000
_diffrn_radiation_collimation    '0.5 mm collimator'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0127
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            10570
_diffrn_reflns_point_group_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         26.370
_diffrn_reflns_theta_min         4.363
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_current           40_mA
_diffrn_source_power             2.00_kW
_diffrn_source_type              'Spellman generator'
_diffrn_source_voltage           50_kV
_exptl_absorpt_coefficient_mu    0.896
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.87995
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.646
_exptl_crystal_description       block
_exptl_crystal_F_000             960
_exptl_crystal_size_max          0.454
_exptl_crystal_size_mid          0.303
_exptl_crystal_size_min          0.161
_refine_diff_density_max         0.563
_refine_diff_density_min         -0.405
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     487
_refine_ls_number_reflns         7833
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_R_factor_all          0.0372
_refine_ls_R_factor_gt           0.0318
_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^)+(0.0299P)^2^+0.7877P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0717
_refine_ls_wR_factor_ref         0.0754
_reflns_Friedel_coverage         0.000
_reflns_number_gt                6902
_reflns_number_total             7833
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b10430_si_003.cif
_cod_data_source_block           uo093
_cod_database_code               4134540
_shelxl_version_number           2014-3
_shelx_res_checksum              71856
_shelx_hkl_checksum              40185