Magic-Angle Stacking and Strong Intermolecular π-π Interaction in a Perylene Bisimide Crystal: An Approach for Efficient Near-Infrared (NIR) Emission and High Electron Mobility.
Zhou, Jiadong; Zhang, Wenqiang; Jiang, Xiao-Fang; Wang, Cong; Zhou, Xuehong; Xu, Biao; Liu, Linlin; Xie, Zengqi; Ma, Yuguang; The journal of physical chemistry letters  (2018) 596–600; doi:10.1021/acs.jpclett.7b03251

data_8000265
_publ_section_title
;
 Magic-Angle Stacking and Strong Intermolecular \p-\p Interaction in a
 Perylene Bisimide Crystal: An Approach for Efficient Near-Infrared (NIR)
 Emission and High Electron Mobility.
;
_journal_name_full               'The journal of physical chemistry letters'
_journal_page_first              596
_journal_page_last               600
_journal_paper_doi               10.1021/acs.jpclett.7b03251
_journal_year                    2018
_chemical_formula_moiety         '2(C20 H13 N O3)'
_chemical_formula_sum            'C40 H26 N2 O6'
_chemical_formula_weight         630.63
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2017-09-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_cell_angle_alpha                96.309(4)
_cell_angle_beta                 92.989(4)
_cell_angle_gamma                90.443(4)
_cell_formula_units_Z            2
_cell_length_a                   4.5671(2)
_cell_length_b                   17.5924(9)
_cell_length_c                   18.2091(9)
_cell_measurement_reflns_used    2630
_cell_measurement_temperature    300.5(5)
_cell_measurement_theta_max      71.9950
_cell_measurement_theta_min      5.0820
_cell_volume                     1452.06(12)
_computing_cell_refinement       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.39.20a (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.20a (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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      300.5(5)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.979
_diffrn_measured_fraction_theta_max 0.979
_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     56.00  82.00   0.50    2.00    --    0.00  38.00 -30.00   52
  2  \w    -33.00  13.00   0.50    2.00    --    0.00 -72.00 120.00   92
  3  \w    -12.00  45.00   0.50    2.00    --    0.00  38.00 -30.00  114
  4  \w    -87.00  -7.00   0.50    2.00    --    0.00 -38.00   0.00  160
  5  \w    -85.00 -60.00   0.50    2.00    --    0.00 -72.00 120.00   50
  6  \w   -112.00 -12.00   0.50    8.00    --  -98.80  57.00  30.00  200
  7  \w    -35.00 -10.00   0.50    8.00    --  -98.80  72.00-180.00   50
  8  \w   -108.00 -65.00   0.50    8.00    --  -98.80  38.00-180.00   86
  9  \w   -101.00 -60.00   0.50    8.00    --  -98.80  72.00  90.00   82
 10  \w   -113.00 -38.00   0.50    8.00    --  -98.80  72.00 150.00  150
 11  \w   -109.00 -56.00   0.50    8.00    --  -98.80  57.00 -90.00  106
 12  \w    -50.00 -12.00   0.50    8.00    --  -98.80  57.00 -90.00   76
 13  \w   -187.00 -85.00   0.50    8.00    --  -98.80 -19.00  30.00  204
 14  \w    -89.00 -54.00   0.50    8.00    --  -98.80  72.00 120.00   70
 15  \w   -107.00 -43.00   0.50    8.00    --  -98.80  72.00 -90.00  128
 16  \w   -188.00-128.00   0.50    8.00    --  -98.80 -19.00  90.00  120
 17  \w   -150.00-124.00   0.50    8.00    --  -98.80 -19.00 150.00   52
 18  \w   -188.00-162.00   0.50    8.00    --  -98.80 -19.00 150.00   52
 19  \w    -95.00 -69.00   0.50    8.00    --  -98.80  72.00  30.00   52
 20  \w    -58.00 -11.00   0.50    8.00    --  -98.80  38.00-180.00   94
 21  \w    -52.00 -27.00   0.50    8.00    --  -98.80  72.00 -30.00   50
 22  \w    -34.00  -9.00   0.50    8.00    --  -98.80  72.00  90.00   50
 23  \w   -188.00 -90.00   0.50    8.00    --  -98.80 -19.00 -30.00  196
 24  \w    -95.00 -40.00   0.50    8.00    --  -98.80  72.00   0.00  110
 25  \w    -97.00 -45.00   0.50    8.00    --  -98.80  72.00  60.00  104
 26  \w   -108.00 -72.00   0.50    8.00    --  -98.80  72.00-120.00   72
 27  \w   -105.00 -79.00   0.50    8.00    --  -98.80  72.00 -30.00   52
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RCD3): Kappa single'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0925571000
_diffrn_orient_matrix_UB_12      0.0765817000
_diffrn_orient_matrix_UB_13      0.0410675000
_diffrn_orient_matrix_UB_21      0.1119083000
_diffrn_orient_matrix_UB_22      0.0426552000
_diffrn_orient_matrix_UB_23      -0.0627494000
_diffrn_orient_matrix_UB_31      -0.3049956000
_diffrn_orient_matrix_UB_32      -0.0089124000
_diffrn_orient_matrix_UB_33      -0.0405209000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0393
_diffrn_reflns_av_unetI/netI     0.0603
_diffrn_reflns_Laue_measured_fraction_full 0.979
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            12421
_diffrn_reflns_point_group_measured_fraction_full 0.979
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        67.078
_diffrn_reflns_theta_max         67.078
_diffrn_reflns_theta_min         2.445
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    0.797
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.81446
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.20a (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.442
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       ribbon
_exptl_crystal_F_000             656
_exptl_crystal_size_max          0.8
_exptl_crystal_size_mid          0.7
_exptl_crystal_size_min          0.4
_refine_diff_density_max         0.154
_refine_diff_density_min         -0.160
_refine_diff_density_rms         0.038
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     435
_refine_ls_number_reflns         5104
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.048
_refine_ls_R_factor_all          0.0903
_refine_ls_R_factor_gt           0.0484
_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^)+(0.0679P)^2^+0.0949P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1524
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3014
_reflns_number_total             5104
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            jz7b03251_si_002.cif
_cod_data_source_block           po
_cod_database_code               8000265
_shelx_shelxl_version_number     2016/6
_reflns_odcompleteness_completeness 97.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00T(H00A,H00B), C017(H01D,H01E)
2.b Aromatic/amide H refined with riding coordinates:
 C00G(H00G), C00H(H00H), C00J(H00J), C00K(H00K), C00S(H00S), C00W(H00W),
 C00X(H00X), C010(H010), C012(H012), C013(H013), C014(H014), C015(H015),
 C016(H016), C018(H018), C019(H019), C01A(H01F)
2.c Idealised Me refined as rotating group:
 C01B(H01G,H01H,H01I), C01C(H01A,H01B,H01C)
;
_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 1.628
_oxdiff_exptl_absorpt_empirical_full_min 0.693