Chiral Redox-Active Isosceles Triangles.
Nalluri, Siva Krishna Mohan; Liu, Zhichang; Wu, Yilei; Hermann, Keith R.; Samanta, Avik; Kim, Dong Jun; Krzyaniak, Matthew D.; Wasielewski, Michael R.; Stoddart, J. Fraser; Journal of the American Chemical Society 138 (2016) 5968–5977; doi:10.1021/jacs.6b02086

data_4125046
_publ_section_title
;
 Chiral Redox-Active Isosceles Triangles.
;
_journal_issue                   18
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5968
_journal_page_last               5977
_journal_paper_doi               10.1021/jacs.6b02086
_journal_volume                  138
_journal_year                    2016
_chemical_absolute_configuration syn
_chemical_formula_moiety         'C56 H40 N6 O12, 4(C2 H4 Br2)'
_chemical_formula_sum            'C64 H56 Br8 N6 O12'
_chemical_formula_weight         1740.42
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2015-04-08
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.2311(4)
_cell_length_b                   18.4418(7)
_cell_length_c                   37.1578(14)
_cell_measurement_reflns_used    9150
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      66.673
_cell_measurement_theta_min      3.377
_cell_volume                     6325.7(4)
_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)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.972
_diffrn_measured_fraction_theta_max 0.993
_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_R_equivalents  0.0720
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_Laue_measured_fraction_full 0.972
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_number            90253
_diffrn_reflns_point_group_measured_fraction_full 0.971
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         66.668
_diffrn_reflns_theta_min         2.675
_diffrn_source                   microsource
_exptl_absorpt_coefficient_mu    6.632
_exptl_absorpt_correction_T_max  0.7528
_exptl_absorpt_correction_T_min  0.5117
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1539 before and 0.0997 after correction.
The Ratio of minimum to maximum transmission is 0.6797.
The \l/2 correction factor is 0.00150.
;
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.828
_exptl_crystal_description       plate
_exptl_crystal_F_000             3432
_exptl_crystal_size_max          0.254
_exptl_crystal_size_mid          0.251
_exptl_crystal_size_min          0.02
_refine_diff_density_max         3.371
_refine_diff_density_min         -1.925
_refine_diff_density_rms         0.218
_refine_ls_abs_structure_details
;
 Flack x determined using 4761 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   0.14(4)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.108
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     831
_refine_ls_number_reflns         11099
_refine_ls_number_restraints     875
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.1038
_refine_ls_R_factor_gt           0.1034
_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^)+(0.1250P)^2^+131.4533P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2685
_refine_ls_wR_factor_ref         0.2688
_reflns_Friedel_coverage         0.792
_reflns_Friedel_fraction_full    0.970
_reflns_Friedel_fraction_max     0.992
_reflns_number_gt                10997
_reflns_number_total             11099
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja6b02086_si_003.cif
_cod_data_source_block           cx0386
_cod_depositor_comments
'Adding full bibliography for 4125045--4125046.cif.'
_cod_database_code               4125046
_shelxl_version_number           2013-4
_shelx_estimated_absorpt_t_max   0.879
_shelx_estimated_absorpt_t_min   0.284
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 Br4-C60 \\sim Br3-C59 \\sim Br5_$1-C61_$1 \\sim Br6_$1-C62_$1 \\sim
Br8_$2-C64_$2 \\sim Br7_$2-
 C63_$2 \\sim Br1-C57 \\sim Br2-C58 \\sim Br2A-C58 \\sim Br8A_$2-C64_$2
 with sigma of 0.01
 C60-C59 \\sim C62_$1-C61_$1 \\sim C64_$2-C63_$2 \\sim C58-C57
 with sigma of 0.01
3. Rigid bond restraints
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1.7A with sigma of 0.01 and sigma
for terminal atoms of 0.02
Uanis(C40) \\sim Ueq: with sigma of 0.005 and sigma for terminal atoms of 0.02
5. Others
 Sof(H58C)=Sof(H58D)=Sof(Br2A)=1-FVAR(1)
 Sof(Br2)=Sof(H58A)=Sof(H58B)=FVAR(1)
 Sof(H64C)=Sof(H64D)=Sof(Br8A)=1-FVAR(2)
 Sof(Br8)=Sof(H64A)=Sof(H64B)=FVAR(2)
6.a Ternary CH refined with riding coordinates:
 C11(H11), C16(H16), C31(H31), C36(H36), C51(H51), C56(H56)
6.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B), C13(H13A,H13B), C14(H14A,H14B), C15(H15A,H15B), C32(H32A,
 H32B), C33(H33A,H33B), C34(H34A,H34B), C35(H35A,H35B), C52(H52A,H52B),
 C53(H53A,H53B), C54(H54A,H54B), C55(H55A,H55B), C61(H61A,H61B), C62(H62A,H62B),
  C57(H57A,H57B), C58(H58A,H58B), C58(H58C,H58D), C59(H59A,H59B), C60(H60A,
 H60B), C63(H63A,H63B), C64(H64A,H64B), C64(H64C,H64D)
6.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C8(H8), C19(H19), C20(H20), C25(H25), C26(H26), C39(H39), C40(H40),
 C45(H45), C46(H46)
;
_shelx_res_checksum              997
_shelx_hkl_checksum              59913
_olex2_date_sample_data_collection 2015-04-07
_olex2_date_sample_submission    2015-04-06
_olex2_submission_original_sample_id cx0386
_olex2_submission_special_instructions 'No special instructions were received'