Thienopyrrole and Selenophenopyrrole Donor Fused with Benzotriazole Acceptor: Microwave Assisted Synthesis and Electrochemical Polymerization
Ghosh, Sirina; Bedi, Anjan; Zade, Sanjio S.; RSC Adv.  (2014) –; doi:10.1039/C4RA14850A

data_7219019
_publ_section_title
;
 Thienopyrrole and Selenophenopyrrole Donor Fused with Benzotriazole
 Acceptor: Microwave Assisted Synthesis and Electrochemical Polymerization
;
_journal_name_full               'RSC Adv.'
_journal_paper_doi               10.1039/C4RA14850A
_journal_year                    2014
_chemical_formula_moiety         'C20 H19 N5 Se2, C4 H8 O2'
_chemical_formula_sum            'C24 H27 N5 O2 Se2'
_chemical_formula_weight         575.43
_chemical_name_systematic        selenopyrrole
_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
_atom_sites_solution_secondary   difmap
_audit_creation_date             2014-07-29
_audit_creation_method
;
  Olex2 1.2-ac2
  (compiled 2012.03.27 svn.r2268, GUI svn.r4156)
;
_audit_update_record
;
2014-08-27 deposited with the CCDC.
2014-12-04 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 95.932(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.2332(3)
_cell_length_b                   15.9927(6)
_cell_length_c                   21.3756(8)
_cell_measurement_reflns_used    5530
_cell_measurement_temperature    100.03(10)
_cell_measurement_theta_max      66.3150
_cell_measurement_theta_min      3.4550
_cell_volume                     2459.45(17)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
;
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
SHELXL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
SHELXS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.03(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 7.9580
_diffrn_detector_type            Eos
_diffrn_measured_fraction_theta_full 0.9604
_diffrn_measured_fraction_theta_max 0.9604
_diffrn_measurement_details
;
  1 omega    0.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9359   57.0000  -60.0000 85

  2 omega  101.00  144.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000    0.0000 43

  3 omega  104.00  150.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000   60.0000 46

  4 omega  133.00  159.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000    0.0000 26

  5 omega  118.00  145.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  -60.0000 27

  6 omega  101.00  138.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000  -60.0000 37

  7 omega  103.00  132.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  104.0000  -90.0000 29

  8 omega  118.00  177.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   54.0000 -150.0000 59

  9 omega   95.00  135.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000  -30.0000 40

 10 omega  100.00  125.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000   90.0000 25

 11 omega  113.00  143.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680  111.0000  150.0000 30

 12 omega  104.00  130.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   54.0000   90.0000 26

 13 omega   65.00   95.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -43.0000  -30.0000 30

 14 omega   80.00  143.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -65.0000   60.0000 63

 15 omega   64.00   90.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -54.0000   60.0000 26

 16 omega   50.00   76.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -65.0000   60.0000 26

 17 omega   51.00   96.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -43.0000   30.0000 45

 18 omega   62.00  111.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000  -30.0000 49

 19 omega   40.00   73.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -32.0000   60.0000 33

 20 omega   35.00  139.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680   30.0000  120.0000 104

 21 omega   46.00   82.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   32.0000  -30.0000 36

 22 omega   28.00   93.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -43.0000  -60.0000 65

 23 omega   43.00   75.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000 -104.0000 -120.0000 32

 24 omega   62.00  112.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -89.0000 -180.0000 50

 25 omega   26.00   69.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -32.0000  -60.0000 43

 26 omega   22.00  133.00   1.0000   10.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -88.0000  -28.0358 111

 27 omega   57.00  113.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680 -111.0000  150.0000 56

 28 omega   17.00   47.00   1.0000    5.0000
omega____ theta____ kappa____ phi______ frames
    -       67.4680 -111.0000  150.0000 30

 29 omega   -9.00   72.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9359   57.0000  120.0000 81

 30 omega  -11.00   27.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       26.9359   57.0000 -150.0000 38
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Eos'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0375315000
_diffrn_orient_matrix_UB_12      0.0455728000
_diffrn_orient_matrix_UB_13      0.0635233000
_diffrn_orient_matrix_UB_21      0.0536216000
_diffrn_orient_matrix_UB_22      0.0796459000
_diffrn_orient_matrix_UB_23      -0.0344612000
_diffrn_orient_matrix_UB_31      -0.2038998000
_diffrn_orient_matrix_UB_32      0.0292824000
_diffrn_orient_matrix_UB_33      -0.0051760000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0308
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            9009
_diffrn_reflns_theta_full        66.62
_diffrn_reflns_theta_max         66.62
_diffrn_reflns_theta_min         3.46
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    4.009
_exptl_absorpt_correction_T_max  0.885
_exptl_absorpt_correction_T_min  0.667
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33c (release 11-04-2014 CrysAlis171 .NET)
(compiled Apr 11 2014,15:12:41)
Numerical absorption correction based on gaussian integration over
            a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1160
_exptl_crystal_preparation       Luminescent
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: hexane-ethylacetae'
_exptl_crystal_size_max          0.4129
_exptl_crystal_size_mid          0.0931
_exptl_crystal_size_min          0.0701
_refine_diff_density_max         1.423
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.115
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.104
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     301
_refine_ls_number_reflns         4232
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.104
_refine_ls_R_factor_all          0.0439
_refine_ls_R_factor_gt           0.0418
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0734P)^2^+0.7391P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1060
_refine_ls_wR_factor_ref         0.1082
_reflns_number_gt                4015
_reflns_number_total             4232
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c4ra14850a2.cif
_cod_data_source_block           ssz_sg_setr
_cod_original_cell_volume        2459.45(15)
_cod_database_code               7219019
_chemical_oxdiff_formula         C20H19N5Se2
_reflns_odcompleteness_completeness 96.04
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97