Reactivity of Solid Rubrene with Potassium: Competition between Intercalation and Molecular Decomposition.
Zhang, Jiliang; Whitehead, George F. S.; Manning, Troy D.; Stewart, David; Hiley, Craig I.; Pitcher, Michael J.; Jansat, Susanna; Prassides, Kosmas; Rosseinsky, Matthew J.; Journal of the American Chemical Society 140 (2018) 18162–18172; doi:10.1021/jacs.8b11231

data_4133572
_publ_section_title
;
 Reactivity of Solid Rubrene with Potassium: Competition between
 Intercalation and Molecular Decomposition.
;
_journal_issue                   51
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              18162
_journal_page_last               18172
_journal_paper_doi               10.1021/jacs.8b11231
_journal_volume                  140
_journal_year                    2018
_chemical_formula_moiety         'C42 H26.16'
_chemical_formula_sum            'C42 H26.16'
_chemical_formula_weight         530.79
_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
_atom_sites_solution_primary     direct
_audit_creation_date             2017-03-22
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_cell_angle_alpha                90
_cell_angle_beta                 108.991(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   13.0398(4)
_cell_length_b                   11.6254(3)
_cell_length_c                   18.7191(6)
_cell_measurement_reflns_used    14327
_cell_measurement_temperature    100
_cell_measurement_theta_max      29.6030
_cell_measurement_theta_min      2.0890
_cell_volume                     2683.23(15)
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (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      100
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_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   -110.00  15.00   1.00   15.00    --  -20.00 -68.00   0.00  125
  2  \w   -110.00  15.00   1.00   15.00    --  -20.00 -68.00 120.00  125
  3  \w   -110.00  15.00   1.00   15.00    --  -20.00 -68.00 240.00  125
  4  \w   -110.00  15.00   1.00   15.00    --  -20.00 -30.00  90.00  125
  5  \w    -90.00  90.00   1.00    4.00    --    0.00   0.00   0.00  180
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'dtrek-CrysAlisPro-abstract goniometer imported rigaku-d*trek images'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0277790000
_diffrn_orient_matrix_UB_12      0.0140311000
_diffrn_orient_matrix_UB_13      0.0383072000
_diffrn_orient_matrix_UB_21      -0.0495876000
_diffrn_orient_matrix_UB_22      -0.0026203000
_diffrn_orient_matrix_UB_23      0.0079021000
_diffrn_orient_matrix_UB_31      0.0087530000
_diffrn_orient_matrix_UB_32      -0.0593223000
_diffrn_orient_matrix_UB_33      0.0087259000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0955
_diffrn_reflns_av_unetI/netI     0.0464
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            42034
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         1.652
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.074
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_description       block
_exptl_crystal_F_000             1113
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.049
_refine_ls_extinction_coef       0.0065(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     405
_refine_ls_number_reflns         5501
_refine_ls_number_restraints     110
_refine_ls_restrained_S_all      1.036
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0558
_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^)+(0.0593P)^2^+1.3308P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1265
_refine_ls_wR_factor_ref         0.1394
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4176
_reflns_number_total             5501
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja8b11231_si_003.cif
_cod_data_source_block           c1_01_100k
_cod_original_cell_volume        2683.24(15)
_cod_database_code               4133572
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     29.51
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2. Restrained distances
 C3-C5AA
 1.54 with sigma of 0.02
 C29-C7
 1.54 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C5AA) \\sim Ueq, Uanis(C0AA) \\sim Ueq, Uanis(C1AA) \\sim Ueq,
Uanis(C2AA) \\sim Ueq, Uanis(C3AA) \\sim Ueq, Uanis(C4AA) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C1BA) \\sim Ueq, Uanis(C7AA) \\sim Ueq, Uanis(C8AA) \\sim Ueq,
Uanis(C0BA) \\sim Ueq, Uanis(C9AA) \\sim Ueq, Uanis(C6AA) \\sim Ueq: with sigma
of 0.01 and sigma for terminal atoms of 0.02
Uanis(C38) \\sim Ueq, Uanis(C42) \\sim Ueq, Uanis(C39) \\sim Ueq, Uanis(C41)
\\sim Ueq, Uanis(C40) \\sim Ueq, Uanis(C29) \\sim Ueq: with sigma of 0.01 and
sigma for terminal atoms of 0.02
Uanis(C5AA) = Uanis(C0AA) = Uanis(C1AA) = Uanis(C2AA) = Uanis(C3AA) =
Uanis(C4AA)
Uanis(C38) = Uanis(C42) = Uanis(C39) = Uanis(C41) = Uanis(C40) = Uanis(C29)
4. Others
 Sof(H7)=Sof(C29)=Sof(C40)=Sof(H40)=Sof(C41)=Sof(H41)=Sof(C39)=Sof(H39)=
 Sof(C42)=Sof(H42)=Sof(C38)=Sof(H38)=Sof(C0AA)=Sof(H0AA)=Sof(C1AA)=Sof(H1AA)=
 Sof(C3AA)=Sof(H3AA)=Sof(C4AA)=Sof(H4AA)=Sof(C2AA)=Sof(H2AA)=Sof(C5AA)=1-FVAR(1)
 Sof(C15)=Sof(C30)=Sof(H30)=Sof(C32)=Sof(H32)=Sof(C33)=Sof(C34)=Sof(H34)=
 Sof(C37)=Sof(H37)=Sof(C1BA)=Sof(C7AA)=Sof(H7AA)=Sof(C8AA)=Sof(H8AA)=Sof(C0BA)=
 Sof(H0BA)=Sof(C9AA)=Sof(H9AA)=Sof(C6AA)=Sof(H6AA)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C7(H7)
5.b Aromatic/amide H refined with riding coordinates:
 C12(H12), C13(H13), C14(H14), C17(H17), C18(H18), C19(H19), C21(H21),
 C22(H22), C23(H23), C24(H24), C25(H25), C26(H26), C27(H27), C28(H28), C40(H40),
  C41(H41), C39(H39), C42(H42), C38(H38), C30(H30), C31(H31), C32(H32),
 C34(H34), C35(H35), C36(H36), C37(H37), C0AA(H0AA), C1AA(H1AA), C3AA(H3AA),
 C4AA(H4AA), C2AA(H2AA), C7AA(H7AA), C8AA(H8AA), C0BA(H0BA), C9AA(H9AA),
 C6AA(H6AA)
5.c Fitted hexagon refined as free rotating group:
 C29(C40,C41,C39,C42,C38), C1BA(C7AA,C8AA,C0BA,C9AA,C6AA)
;
_shelx_res_checksum              73602
_shelx_hkl_checksum              95173
_olex2_submission_special_instructions 'No special instructions were received'