Solution-Processed Photovoltaics with a 3,6-Bis(diarylamino)fluoren-9-ylidene Malononitrile.
Karak, Supravat; Homnick, Paul J.; Renna, Lawrence A.; Venkataraman, D.; Mague, Joel T.; Lahti, Paul M.; ACS applied materials & interfaces 6 (2014) 16476–16480; doi:10.1021/am504993j

data_4512026
_publ_section_title
;
 Solution-Processed Photovoltaics with a
 3,6-Bis(diarylamino)fluoren-9-ylidene Malononitrile.
;
_journal_issue                   19
_journal_name_full               'ACS applied materials &amp; interfaces'
_journal_page_first              16476
_journal_page_last               16480
_journal_paper_doi               10.1021/am504993j
_journal_volume                  6
_journal_year                    2014
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C44 H34 N4 O4'
_chemical_formula_sum            'C44 H34 N4 O4'
_chemical_formula_weight         682.75
_chemical_melting_point          179.0(10)
_chemical_name_common
;
3,6-bis(N,N-dianisylamino)-fluoren-9-ylidene malononitrile 
;
_chemical_name_systematic
;
3,6-bis-(N,N-di-(4-methoxyphenyl)amino)-fluoren-9-ylidene 
malononitrile 
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           29
_space_group_name_Hall           'P 2c -2ac'
_space_group_name_H-M_alt        'P c a 21'
_symmetry_space_group_name_Hall  'P 2c -2ac'
_symmetry_space_group_name_H-M   'P c a 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   6.7450(2)
_cell_length_b                   33.3782(9)
_cell_length_c                   33.0577(11)
_cell_measurement_reflns_used    9865
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      61.3135
_cell_measurement_theta_min      2.9834
_cell_volume                     7442.5(4)
_computing_cell_refinement       '<i>SAINT</i> (Bruker, 2013)'
_computing_data_collection       '<i>APEX2</i> (Bruker, 2013)'
_computing_data_reduction        '<i>SAINT</i>  (Bruker, 2013)'
_computing_molecular_graphics    '<i>DIAMOND</i> (Brandenburg & Putz, 2012)'
_computing_publication_material  '<i>SHELXTL</i> (Bruker, 2013)'
_computing_structure_refinement  '<i>SHELXL</i> (Sheldrick, 2008)'
_computing_structure_solution    '<i>SHELXT</i> (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4167
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker D8 VENTURE PHOTON 100 CMOS'
_diffrn_measurement_method       '\w scans'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.1885
_diffrn_reflns_av_unetI/netI     0.1350
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       37
_diffrn_reflns_limit_k_min       -37
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -37
_diffrn_reflns_number            44427
_diffrn_reflns_theta_full        61.350
_diffrn_reflns_theta_max         61.356
_diffrn_reflns_theta_min         2.673
_diffrn_source                   'INCOATEC I\mS micro--focus source'
_exptl_absorpt_coefficient_mu    0.633
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_correction_T_min  0.74
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '<i>SADABS</i> (Bruker, 2013)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       'thin column'
_exptl_crystal_F_000             2864
_exptl_crystal_size_max          0.149
_exptl_crystal_size_mid          0.059
_exptl_crystal_size_min          0.023
_exptl_transmission_factor_max   0.864
_exptl_transmission_factor_min   0.648
_refine_diff_density_max         0.798
_refine_diff_density_min         -0.479
_refine_diff_density_rms         0.108
_refine_ls_abs_structure_details
;
 The absolute structure could not be determined with certainty.
;
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.049
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     945
_refine_ls_number_reflns         10158
_refine_ls_number_restraints     625
_refine_ls_restrained_S_all      1.041
_refine_ls_R_factor_all          0.1541
_refine_ls_R_factor_gt           0.1149
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1550P)^2^+28.0282P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2794
_refine_ls_wR_factor_ref         0.3070
_reflns_Friedel_coverage         0.738
_reflns_Friedel_fraction_full    0.767
_reflns_Friedel_fraction_max     0.766
_reflns_number_gt                7184
_reflns_number_total             10158
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            am504993j_si_002.cif
_cod_data_source_block           pml035a_0m_a_sq_s
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '178-180' was changed to '179.0(10)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4512026.cif.
;
_cod_database_code               4512026
_shelx_estimated_absorpt_t_min   0.912
_shelx_estimated_absorpt_t_max   0.986
_shelxl_version_number           2014-3
_shelx_res_checksum              92158
_shelx_hkl_checksum              86673
_shelx_fab_checksum              50379