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_4134541
_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-cis
_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_block_code                C12H6Cl4N2_wo055_trauner
_audit_creation_date             2018-07-04
_audit_creation_method           SHELXL-2014
_audit_update_record             05-Jul-18
_cell_angle_alpha                90
_cell_angle_beta                 107.709(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   10.9223(6)
_cell_length_b                   7.4039(4)
_cell_length_c                   16.2847(9)
_cell_measurement_reflns_used    2032
_cell_measurement_temperature    143(2)
_cell_measurement_theta_max      28.1130
_cell_measurement_theta_min      4.6170
_cell_volume                     1254.50(13)
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_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      143(2)
_diffrn_detector_area_resol_mean 15.9809
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.898
_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    -12.00  93.00   1.00    8.00    --   21.54  77.00-150.00  105
  2  \w    -12.00  94.00   1.00    8.00    --   21.54  77.00  90.00  106
  3  \w    -11.00  94.00   1.00    8.00    --   21.54  77.00 -30.00  105
;
_diffrn_measurement_device       'CCD camera on \k-goniostat'
_diffrn_measurement_device_type  'Oxford XCalibur'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      -0.0592420000
_diffrn_orient_matrix_UB_12      0.0261185000
_diffrn_orient_matrix_UB_13      0.0058835000
_diffrn_orient_matrix_UB_21      0.0210342000
_diffrn_orient_matrix_UB_22      -0.0338207000
_diffrn_orient_matrix_UB_23      0.0427763000
_diffrn_orient_matrix_UB_31      0.0263358000
_diffrn_orient_matrix_UB_32      0.0857454000
_diffrn_orient_matrix_UB_33      0.0150540000
_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  0.0325
_diffrn_reflns_av_unetI/netI     0.0457
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.898
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            7186
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.898
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         28.718
_diffrn_reflns_theta_min         4.632
_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    0.922
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.98411
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.694
_exptl_crystal_description       rod
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.458
_exptl_crystal_size_mid          0.159
_exptl_crystal_size_min          0.096
_refine_diff_density_max         0.399
_refine_diff_density_min         -0.310
_refine_diff_density_rms         0.072
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     163
_refine_ls_number_reflns         2908
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.071
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0379
_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^)+(0.0335P)^2^+0.4113P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0810
_refine_ls_wR_factor_ref         0.0913
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2293
_reflns_number_total             2908
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja9b10430_si_003.cif
_cod_data_source_block           wo055
_cod_original_cell_volume        1254.50(12)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               4134541
_shelxl_version_number           2014-3
_shelx_res_checksum              84113
_shelx_hkl_checksum              17833