Squaraine Rotaxanes with Boat Conformation Macrocycles
Na Fu; Jeffrey M. Baumes; Easwaran Arunkumar; Bruce C. Noll; Bradley D. Smith; Journal of Organic Chemistry 74 (2009) 6462–6468; doi:10.1021/jo901298n

data_4024827
_publ_section_title
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Squaraine Rotaxanes with Boat Conformation Macrocycles
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              6462
_journal_page_last               6468
_journal_paper_doi               10.1021/jo901298n
_journal_volume                  74
_journal_year                    2009
_chemical_formula_moiety         'C48 H44 N2 O2, C30 H26 N6 O4, 1.75(C H Cl3)'
_chemical_formula_sum            'C79.75 H71.75 Cl5.25 N8 O6'
_chemical_formula_weight         1424.31
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                89.207(2)
_cell_angle_beta                 82.158(2)
_cell_angle_gamma                77.832(2)
_cell_formula_units_Z            2
_cell_length_a                   13.3345(3)
_cell_length_b                   16.0184(4)
_cell_length_c                   18.1152(4)
_cell_measurement_reflns_used    9960
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.2301
_cell_measurement_theta_min      2.2462
_cell_volume                     3746.61(15)
_computing_cell_refinement       'APEX2/SAINT (Bruker AXS, 2006)'
_computing_data_collection       'APEX2 (Bruker AXS, 2006)'
_computing_data_reduction        'SAINT/XPREP (Sheldrick, 2005)'
_computing_molecular_graphics    'XP (Sheldrick, 1998)'
_computing_publication_material  'XCIF (Sheldrick, 2001)/enCIFer (CCDC, 2004)'
_computing_structure_refinement  'XS (Sheldrick, 2001)'
_computing_structure_solution    'XL (Sheldrick, 2001)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 83.33
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker d8-Apex II CCD diffractometer'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0309
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            87806
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.13
_diffrn_source                   'fine-focus sealed tube'
_diffrn_source_type              'Siemens KFFMO2K-90'
_exptl_absorpt_coefficient_mu    0.260
_exptl_absorpt_correction_T_max  0.9815
_exptl_absorpt_correction_T_min  0.8897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'Sheldrick, G. M. (2006) SADABS. University of G\"ottingen, Germany.'
_exptl_crystal_colour            'dark green'
_exptl_crystal_density_diffrn    1.263
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             1487
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.37
_exptl_crystal_size_min          0.07
_platon_squeeze_details
;
A volume of badly disordered solvent was observed during the 
structure refinement. SQUEEZE (Spek, 2007) was used to model this 
region. Details of the SQUEEZE modeling are presented above. The result 
was modeled as 0.75 CHCl~3~ per asymmetric unit, which was included in
the chemical formula and dependent results.
;
_refine_diff_density_max         1.102
_refine_diff_density_min         -1.322
_refine_diff_density_rms         0.057
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.103
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     886
_refine_ls_number_reflns         17151
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.103
_refine_ls_R_factor_all          0.0802
_refine_ls_R_factor_gt           0.0625
_refine_ls_shift/su_max          0.022
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0859P)^2^+2.0908P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1705
_refine_ls_wR_factor_ref         0.1811
_reflns_number_gt                12791
_reflns_number_total             17151
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo901298n_si_004.cif
_cod_data_source_block           bcn331sq
_cod_database_code               4024827