Strain, switching and fluorescence behavior of a nine-membered cyclic azobenzene
Saha, Monochura; Ghosh, Sanjib; Bandyopadhyay, Subhajit; New Journal of Chemistry 42 (2018) 10784–; doi:10.1039/C8NJ01643G

data_7057448
_publ_section_title
;
 Strain, switching and fluorescence behavior of a nine-membered cyclic
 azobenzene
;
_journal_issue                   13
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              10784
_journal_paper_doi               10.1039/C8NJ01643G
_journal_volume                  42
_journal_year                    2018
_chemical_formula_moiety         'C22 H28 N2 S'
_chemical_formula_sum            'C22 H28 N2 S'
_chemical_formula_weight         352.55
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2016-04-27
_audit_creation_method
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_audit_update_record
;
2017-08-21 deposited with the CCDC.
2018-05-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 105.104(13)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.6876(12)
_cell_length_b                   16.245(2)
_cell_length_c                   13.2988(18)
_cell_measurement_reflns_used    2914
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.7130
_cell_measurement_theta_min      2.4690
_cell_volume                     2020.6(5)
_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    'ShelXS (Sheldrick, 2008)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_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    -57.00  71.00   1.00   50.00    --   27.86 -77.00 -30.00  128
  2  \w    -20.00  83.00   1.00   50.00    --   27.86 -99.00 120.00  103
  3  \w    -48.00  66.00   1.00   50.00    --   27.86 -57.00-120.00  114
  4  \w    -10.00  35.00   1.00   50.00    --   27.86  57.00-120.00   45
  5  \w    -10.00 104.00   1.00   50.00    --   27.86  57.00   0.00  114
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0616149000
_diffrn_orient_matrix_UB_12      0.0132713000
_diffrn_orient_matrix_UB_13      -0.0148097000
_diffrn_orient_matrix_UB_21      0.0150663000
_diffrn_orient_matrix_UB_22      0.0286657000
_diffrn_orient_matrix_UB_23      0.0417600000
_diffrn_orient_matrix_UB_31      0.0415321000
_diffrn_orient_matrix_UB_32      -0.0300965000
_diffrn_orient_matrix_UB_33      0.0330750000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0700
_diffrn_reflns_av_unetI/netI     0.0735
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15775
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_theta_full        24.913
_diffrn_reflns_theta_max         24.813
_diffrn_reflns_theta_min         2.022
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.165
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.62330
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.159
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.3458
_exptl_crystal_size_mid          0.3259
_exptl_crystal_size_min          0.2356
_refine_diff_density_max         1.100
_refine_diff_density_min         -0.812
_refine_diff_density_rms         0.147
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.768
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     184
_refine_ls_number_reflns         3414
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.2016
_refine_ls_R_factor_gt           0.0701
_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^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1429
_refine_ls_wR_factor_ref         0.1842
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2282
_reflns_number_total             3414
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c8nj01643g2.cif
_cod_data_source_block           azo96
_cod_depositor_comments          'Adding full bibliography for 7057448.cif.'
_cod_database_code               7057448
_chemical_oxdiff_formula         'C H N S'
_reflns_odcompleteness_completeness 99.68
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.57
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, {H20A,H20B,H20C} of C20, {H3A,H3B,H3C} of C3, All C(H,H)
  groups
 At 1.5 times of:
  {H21A,H21B,H21C} of C21, {H2A,H2B,H2C} of C2, {H1A,H1B,H1C} of C1, {H22A,
  H22B,H22C} of C22
2. Uiso/Uaniso restraints and constraints
Uanis(C19) = Uanis(C21) = Uanis(C22) = Uanis(C20)
Uanis(C4) = Uanis(C3) = Uanis(C2) = Uanis(C1)
3.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C12(H12A,H12B)
3.b Aromatic/amide H refined with riding coordinates:
 C6(H6), C7(H7), C10(H10), C15(H15), C17(H17), C18(H18)
3.c Fitted hexagon refined as free rotating group:
 C5(C6,C7,C8,C9,C10)
3.d Idealised Me refined as rotating group:
 C1(H1A,H1B,H1C), C2(H2A,H2B,H2C), C3(H3A,H3B,H3C), C20(H20A,H20B,H20C),
 C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_shelx_shelxl_version_number     2014/7
_olex2_date_sample_data_collection 2016-04-26
_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 1.452
_oxdiff_exptl_absorpt_empirical_full_min 0.640