Synthesis, Spectroscopic Properties, and Photoconductivity of Black Absorbers Consisting of Pt(Bipyridine)(Dithiolate) Charge Transfer Complexes in the Presence and Absence of Nitrofluorenone Acceptors.
Browning, Charles; Hudson, Joshua M.; Reinheimer, Eric W.; Kuo, Fang-Ling; McDougald, Jr, Roy N; Rabaâ, Hassan; Pan, Hongjun; Bacsa, John; Wang, Xiaoping; Dunbar, Kim R.; Shepherd, Nigel D.; Omary, Mohammad A.; Journal of the American Chemical Society  (2014) 141107065104007–; doi:10.1021/ja506583k

data_4122896
_publ_section_title
;
 Synthesis, Spectroscopic Properties, and Photoconductivity of Black
 Absorbers Consisting of Pt(Bipyridine)(Dithiolate) Charge Transfer
 Complexes in the Presence and Absence of Nitrofluorenone Acceptors.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              141107065104007
_journal_paper_doi               10.1021/ja506583k
_journal_year                    2014
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C25 H30 N2 Pt S2, C6 H6, C13 H5 N3 O7'
_chemical_formula_sum            'C44 H41 N5 O7 Pt S2'
_chemical_formula_weight         1011.03
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           43
_space_group_name_Hall           'F 2 -2d'
_space_group_name_H-M_alt        'F d d 2'
_symmetry_space_group_name_Hall  'F 2 -2d'
_symmetry_space_group_name_H-M   'F d d 2'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2014-06-27
_audit_creation_method
;
Olex2 1.2-beta
(compiled 2014.06.27 svn.r2953 for OlexSys, GUI svn.r4855)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   52.430(6)
_cell_length_b                   48.844(6)
_cell_length_c                   6.7985(8)
_cell_measurement_reflns_used    4917
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      52.230
_cell_measurement_theta_min      2.473
_cell_volume                     17410(4)
_computing_cell_refinement       'SAINT v6.28A (Bruker, 2002)'
_computing_data_collection       'APEX2 v2011.2-4 (Bruker, 2011)'
_computing_data_reduction        'SAINT v6.28A (Bruker, 2002)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'MWPC area detector'
_diffrn_detector_area_resol_mean 512
_diffrn_measured_fraction_theta_full 0.794
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'Bruker HiStar-GADDS with a D8 goniometer'
_diffrn_measurement_method       '\w scans with a narrow frame width'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54108
_diffrn_reflns_av_R_equivalents  0.0806
_diffrn_reflns_av_unetI/netI     0.0796
_diffrn_reflns_Laue_measured_fraction_full 0.794
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       58
_diffrn_reflns_limit_h_min       -54
_diffrn_reflns_limit_k_max       54
_diffrn_reflns_limit_k_min       -54
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_number            25034
_diffrn_reflns_point_group_measured_fraction_full 0.735
_diffrn_reflns_point_group_measured_fraction_max 0.907
_diffrn_reflns_theta_full        67.615
_diffrn_reflns_theta_max         59.456
_diffrn_reflns_theta_min         3.370
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    7.381
_exptl_absorpt_correction_T_max  0.7516
_exptl_absorpt_correction_T_min  0.4655
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'SADABS-2012/1 (Bruker,2012) was used for absorption correction. wR2(int) was 0.1130 before and 0.0743 after correction. The Ratio of minimum to maximum transmission is 0.6193. The \l/2 correction factor is Not present.'
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.543
_exptl_crystal_description       needle
_exptl_crystal_F_000             8096
_exptl_crystal_recrystallization_method
'The material was recrystallised from --- by slow evaporation'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.03
_refine_diff_density_max         1.813
_refine_diff_density_min         -1.032
_refine_diff_density_rms         0.164
_refine_ls_abs_structure_details
;
 Flack x determined using 1622 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.020(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     539
_refine_ls_number_reflns         5787
_refine_ls_number_restraints     451
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.0701
_refine_ls_R_factor_gt           0.0556
_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^)+(0.0910P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1371
_refine_ls_wR_factor_ref         0.1438
_reflns_Friedel_coverage         0.695
_reflns_Friedel_fraction_full    0.664
_reflns_Friedel_fraction_max     0.825
_reflns_number_gt                4708
_reflns_number_total             5787
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja506583k_si_001.cif
_cod_data_source_block           compound2
_cod_database_code               4122896
_shelxl_version_number           2013-4
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(N2) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C19) \\sim Ueq, Uanis(C24) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C22)
\\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(C20) \\sim Ueq: with sigma of 0.02 and
sigma for terminal atoms of 0.02
Uanis(C30) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.01
Uanis(C37) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.005
Uanis(C33) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.01
3. Rigid body (RIGU) restrains
 Pt1, N2
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 N2, C10, C9, C8, C7, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 N1, C5, C4, C3, C2, C1, Pt1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C11, C3, C13, C12, C14
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C17, C16, C15, C18
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 S2, Pt1, S1, C19, C24, C23, C22, C21, C20, C25
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C3S, C2S, C1S, C6S, C5S, C4S
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C28, N3, O2, O3
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C27, C28, C29, C30, C31, C26
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C26, C38, C37, O1
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C32, C37
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C32, C33, C34, C35, C36, C37
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C35, N5, O7, O6
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
 C33, N4, O4, O5
 with sigma for 1-2 distances of 0.002 and sigma for 1-3 distances of 0.002
4.a Aromatic/amide H refined with riding coordinates:
 C3S(H3S), C2S(H2S), C24(H24), C10(H10), C7(H7), C9(H9), C4S(H4S), C23(H23),
 C4(H4), C21(H21), C1S(H1S), C5S(H5S), C6S(H6S), C36(H36), C29(H29), C34(H34),
 C27(H27), C30(H30), C1(H1), C2(H2)
4.b Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C), C13(H13A,H13B,H13C), C14(H14A,H14B,
 H14C), C12(H12A,H12B,H12C), C16(H16A,H16B,H16C), C25(H25A,H25B,H25C)
;
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method
'The crystal was mounted on a loop with paratone oil'
_olex2_submission_original_sample_id er019
_olex2_submission_special_instructions 'No special instructions were received'