Energy Flow Dynamics within Cofacial and Slip-Stacked Perylene-3,4-dicarboximide Dimer Models of π-Aggregates.
Lindquist, Rebecca J.; Lefler, Kelly M.; Brown, Kristen E.; Dyar, Scott M.; Margulies, Eric A.; Young, Ryan M.; Wasielewski, Michael R.; Journal of the American Chemical Society 136 (2014) 14912–14923; doi:10.1021/ja507653p

data_4122795
_publ_section_title
;
 Energy Flow Dynamics within Cofacial and Slip-Stacked
 Perylene-3,4-dicarboximide Dimer Models of \p-Aggregates.
;
_journal_issue                   42
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14912
_journal_page_last               14923
_journal_paper_doi               10.1021/ja507653p
_journal_volume                  136
_journal_year                    2014
_chemical_formula_moiety         '1.38(C H Cl3), C79 H56 N2 O5, 0.5(C H4 O)'
_chemical_formula_sum            'C80.88 H59.38 Cl4.12 N2 O5.5'
_chemical_formula_weight         1293.41
_chemical_name_systematic
;
 ?
;
_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
_audit_creation_date             2014-09-12
_audit_creation_method
;
Olex2 1.2
(compiled 2014.08.28 svn.r2986 for OlexSys, GUI svn.r4874)
;
_cell_angle_alpha                73.849(5)
_cell_angle_beta                 71.103(5)
_cell_angle_gamma                69.341(5)
_cell_formula_units_Z            4
_cell_length_a                   17.3715(12)
_cell_length_b                   21.0110(15)
_cell_length_c                   21.0234(14)
_cell_measurement_reflns_used    4652
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      63.61
_cell_measurement_theta_min      2.90
_cell_volume                     6675.5(8)
_computing_cell_refinement       'SAINT V7.23A (Bruker, 2005)'
_computing_data_collection       'APEX2 V2.1-4 (Bruker, 2007)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_diffrn_ambient_temperature      99.97
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.580
_diffrn_measured_fraction_theta_max 0.943
_diffrn_measurement_device_type  'Bruker Kappa APEX CCD area detector'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_radiation_monochromator  'MX optics'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_unetI/netI     0.1460
_diffrn_reflns_Laue_measured_fraction_full 0.580
_diffrn_reflns_Laue_measured_fraction_max 0.943
_diffrn_reflns_point_group_measured_fraction_full 0.580
_diffrn_reflns_point_group_measured_fraction_max 0.943
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         51.870
_diffrn_reflns_theta_min         2.903
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.101
_exptl_absorpt_correction_T_max  0.7524
_exptl_absorpt_correction_T_min  0.5248
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2012/1 (Bruker,2012) was used for absorption correction.
wR2(int) was 0.0898 before and 0.0621 after correction.
The Ratio of minimum to maximum transmission is 0.6975.
The \l/2 correction factor is 0.0015.
;
_exptl_crystal_colour            'clear red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_description       plate
_exptl_crystal_F_000             2691
_exptl_crystal_recrystallization_method
'Crystals grown by slow diffusion of methanol vapor into a solution of the compound in chloroform.'
_exptl_crystal_size_max          0.364
_exptl_crystal_size_mid          0.104
_exptl_crystal_size_min          0.032
_refine_diff_density_max         0.582
_refine_diff_density_min         -0.443
_refine_diff_density_rms         0.082
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1700
_refine_ls_number_reflns         14008
_refine_ls_number_restraints     18
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.1568
_refine_ls_R_factor_gt           0.0963
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1469P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2415
_refine_ls_wR_factor_ref         0.2686
_reflns_Friedel_coverage         0.000
_reflns_number_gt                7363
_reflns_number_total             14008
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja507653p_si_003.cif
_cod_data_source_block           pmidimer5_x2
_cod_depositor_comments
'Adding full bibliography for 4122794--4122795.cif.'
_cod_original_cell_volume        6675.5(9)
_cod_original_formula_sum        'C80.88 H59.38 Cl4.12 N2 O5.50'
_cod_database_code               4122795
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.936
_shelx_estimated_absorpt_t_min   0.515
_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, All O(H) groups
2. Rigid bond restraints
 Cl3, Cl1, C5, Cl2
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 C5
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3. Uiso/Uaniso restraints and constraints
Cl3 \\sim Cl1 \\sim C5 \\sim Cl2: within 1.7A with sigma of 0.04 and sigma for
terminal atoms of 0.08
Uanis(C5) \\sim Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
Uanis(C139) = Uanis(C142)
Uanis(C140) = Uanis(C137)
Uanis(C138) = Uanis(C141)
4. Others
 Sof(C137)=Sof(H13P)=Sof(H13Q)=Sof(H13R)=Sof(C139)=Sof(H13V)=Sof(H13W)=
 Sof(H13X)=Sof(C141)=Sof(H14D)=Sof(H14E)=Sof(H14F)=1-FVAR(1)
 Sof(C138)=Sof(H13S)=Sof(H13T)=Sof(H13U)=Sof(C140)=Sof(H14A)=Sof(H14B)=
 Sof(H14C)=Sof(C142)=Sof(H14G)=Sof(H14H)=Sof(H14I)=FVAR(1)
 Fixed Sof: Cl1(0.75) Cl2(0.75) Cl3(0.75) C5(0.75) H5(0.75)
5.a Ternary CH refined with riding coordinates:
 C5(H5), C4(H4), C3(H3)
5.b Me refined with riding coordinates:
 C137(H13P,H13Q,H13R), C138(H13S,H13T,H13U), C139(H13V,H13W,H13X), C140(H14A,
 H14B,H14C), C141(H14D,H14E,H14F), C142(H14G,H14H,H14I)
5.c Aromatic/amide H refined with riding coordinates:
 C84(H84), C85(H85), C87(H87), C88(H88), C89(H89), C93(H93), C97(H97),
 C98(H98), C102(H102), C103(H103), C107(H107), C108(H108), C110(H110),
 C111(H111), C113(H113), C114(H114), C116(H116), C117(H117), C119(H119),
 C121(H121), C126(H126), C128(H128), C146(H146), C147(H147), C150(H150),
 C151(H151), C152(H152), C154(H154), C155(H155), C156(H156), C161(H161),
 C162(H162), C1(H1), C6(H6), C8(H8), C9(H9), C10(H10), C14(H14), C17(H17),
 C18(H18), C22(H22), C23(H23), C28(H28), C29(H29), C30(H30), C32(H32), C34(H34),
  C35(H35), C37(H37), C38(H38), C42(H42), C44(H44), C47(H47), C49(H49),
 C65(H65), C66(H66), C69(H69), C70(H70), C71(H71), C73(H73), C74(H74), C75(H75),
  C80(H80), C81(H81)
5.d Idealised Me refined as rotating group:
 C132(H13A,H13B,H13C), C133(H13D,H13E,H13F), C134(H13G,H13H,H13I), C135(H13J,
 H13K,H13L), C136(H13M,H13N,H13O), C53(H53A,H53B,H53C), C54(H54A,H54B,H54C),
 C55(H55A,H55B,H55C), C56(H56A,H56B,H56C), C57(H57A,H57B,H57C), C59(H59A,H59B,
 H59C), C60(H60A,H60B,H60C), C61(H61A,H61B,H61C), C2(H2A,H2B,H2C)
5.e Idealised tetrahedral OH refined as rotating group:
 O11(H11)
;
_shelx_res_checksum              34178
_shelx_hkl_checksum              64452
_olex2_submission_special_instructions 'No special instructions were received'