Assembly of Supramolecular Nanotubes from Molecular Triangles and 1,2-Dihalohydrocarbons.
Liu, Zhichang; Liu, Guoliang; Wu, Yilei; Cao, Dennis; Sun, Junling; Schneebeli, Severin T.; Nassar, Majed S.; Mirkin, Chad A.; Stoddart, J. Fraser; Journal of the American Chemical Society  (2014) 141114095931006–; doi:10.1021/ja509480u

data_4122939
_publ_section_title
;
 Assembly of Supramolecular Nanotubes from Molecular Triangles and
 1,2-Dihalohydrocarbons.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              141114095931006
_journal_paper_doi               10.1021/ja509480u
_journal_year                    2014
_chemical_formula_moiety         '3(C2 H4 Br2), C60 H42 N6 O12'
_chemical_formula_sum            'C66 H54 Br6 N6 O12'
_chemical_formula_weight         1602.61
_space_group_crystal_system      triclinic
_space_group_IT_number           1
_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     direct
_audit_creation_date             2013-09-10
_audit_creation_method
;
  Olex2 1.2
  (compiled Apr 23 2013 17:59:47, GUI svn.r4466)
;
_cell_angle_alpha                119.442(4)
_cell_angle_beta                 100.225(3)
_cell_angle_gamma                92.957(4)
_cell_formula_units_Z            2
_cell_length_a                   15.7472(10)
_cell_length_b                   16.1193(13)
_cell_length_c                   16.2046(12)
_cell_measurement_reflns_used    3922
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      64.47
_cell_measurement_theta_min      3.18
_cell_volume                     3478.6(5)
_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
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.839
_diffrn_measured_fraction_theta_max 0.989
_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     0.0726
_diffrn_reflns_Laue_measured_fraction_full 0.839
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            10617
_diffrn_reflns_point_group_measured_fraction_full 0.420
_diffrn_reflns_point_group_measured_fraction_max 0.494
_diffrn_reflns_theta_full        67.679
_diffrn_reflns_theta_max         61.162
_diffrn_reflns_theta_min         2.890
_diffrn_source                   microsource
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    4.683
_exptl_absorpt_correction_T_max  0.752587
_exptl_absorpt_correction_T_min  0.396489
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
 TWINABS-2012/1 (Bruker,2012) was used for absorption correction.
 
For component 1:
 wR2(int) was 0.1393 before and 0.1020 after correction.
 The Ratio of minimum to maximum transmission is 0.53.
 The \l/2 correction factor is Not present

Final HKLF 4 output contains 29710 reflections, Rint = 0.0676
 (11049 with I > 3sig(I), Rint = 0.0573)
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.530
_exptl_crystal_description       needle
_exptl_crystal_F_000             1596
_exptl_crystal_size_max          0.245
_exptl_crystal_size_mid          0.076
_exptl_crystal_size_min          0.038
_refine_diff_density_max         1.370
_refine_diff_density_min         -0.862
_refine_diff_density_rms         0.196
_refine_ls_abs_structure_details
;
No quotients, so Flack parameter determined by classical intensity fit
;
_refine_ls_abs_structure_Flack   0.15(3)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1641
_refine_ls_number_reflns         10617
_refine_ls_number_restraints     1584
_refine_ls_restrained_S_all      1.196
_refine_ls_R_factor_all          0.1084
_refine_ls_R_factor_gt           0.0968
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.2000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2768
_refine_ls_wR_factor_ref         0.2928
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    0.000
_reflns_Friedel_fraction_max     0.000
_reflns_number_gt                8891
_reflns_number_total             10617
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            ja509480u_si_004.cif
_cod_data_source_block           n2880_b_sq_s
_cod_database_code               4122939
_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
 Br11-C131 \\sim Br2A-C32A \\sim Br12-C132
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C49) \\sim Ueq, Uanis(C21) \\sim Ueq, Uanis(O24) \\sim Ueq: with sigma 
of 0.005 and sigma for terminal atoms of 0.01
4. Others
 Sof(Br2A)=Sof(C32A)=Sof(H32A)=Sof(H32B)=Sof(H13C)=Sof(H13D)=1-FVAR(1)
 Sof(Br12)=Sof(H13A)=Sof(H13B)=Sof(C132)=Sof(H13E)=Sof(H13F)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C15(H15), C20(H20), C35(H35), C40(H40), C55(H55), C60(H60), C75(H75),
 C80(H80), C94(H94), C99(H99), C114(H114), C119(H119)
5.b Secondary CH2 refined with riding coordinates:
 C121(H12A,H12B), C122(H12C,H12D), C32A(H32A,H32B), C131(H13C,H13D), C131(H13A,
 H13B), C132(H13E,H13F), C123(H12E,H12F), C124(H12G,H12H), C125(H12I,H12J),
 C126(H12K,H12L), C127(H12M,H12N), C128(H12O,H12P), C129(H12Q,H12R), C130(H13G,
 H13H), C16(H16A,H16B), C17(H17A,H17B), C18(H18A,H18B), C19(H19A,H19B),
 C36(H36A,H36B), C37(H37A,H37B), C38(H38A,H38B), C39(H39A,H39B), C56(H56A,H56B),
  C57(H57A,H57B), C58(H58A,H58B), C59(H59A,H59B), C76(H76A,H76B), C77(H77A,
 H77B), C78(H78A,H78B), C79(H79A,H79B), C95(H95A,H95B), C96(H96A,H96B),
 C97(H97A,H97B), C98(H98A,H98B), C115(H11A,H11B), C116(H11C,H11D), C117(H11E,
 H11F), C118(H11G,H11H)
5.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C9(H9), C10(H10), C23(H23), C24(H24), C29(H29), C30(H30),
 C43(H43), C44(H44), C49(H49), C50(H50), C63(H63), C64(H64), C69(H69), C70(H70),
  C83(H83), C84(H84), C89(H89), C90(H90), C102(H102), C103(H103), C108(H108),
 C109(H109)
;
_shelx_estimated_absorpt_t_max   0.842
_shelx_estimated_absorpt_t_min   0.393
_shelx_fab_checksum              58671
_shelxl_version_number           2013-3