Self-Assembled Phenylethynylene Bis-urea Macrocycles Facilitate the Selective Photodimerization of Coumarin
Sandipan Dawn; Mahender B. Dewal; David Sobransingh; Monissa C. Paderes; Arief C. Wibowo; Mark D. Smith; Jeanette A. Krause; Perry J. Pellechia; Linda S. Shimizu; Journal of the American Chemical Society 133 (2011) 7025–7032; doi:10.1021/ja110779h

data_4106085
_publ_section_title
;
 Self-Assembled Phenylethynylene Bis-urea Macrocycles Facilitate the
 Selective Photodimerization of Coumarin
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              7025
_journal_page_last               7032
_journal_paper_doi               10.1021/ja110779h
_journal_volume                  133
_journal_year                    2011
_chemical_formula_moiety         'C50 H36 N4 O2, 0.94(C6 H5 N O2)'
_chemical_formula_sum            'C55.64 H40.71 N4.94 O3.88'
_chemical_formula_weight         840.62
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 97.887(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   15.948(2)
_cell_length_b                   4.6845(7)
_cell_length_c                   30.670(4)
_cell_measurement_reflns_used    3171
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.764
_cell_measurement_theta_min      4.094
_cell_volume                     2269.6(5)
_computing_cell_refinement       'Bruker SAINT v7.56A'
_computing_data_collection       'Bruker APEX2 v2008.5.0'
_computing_data_reduction        'Bruker SAINT v7.56A'
_computing_molecular_graphics    various
_computing_publication_material  'SHELXTL Version 6.14 (Bruker, 2000)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEXII'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  'Si-<111> channel cut crystal'
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.77490
_diffrn_reflns_av_R_equivalents  0.0523
_diffrn_reflns_av_sigmaI/netI    0.0371
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_limit_l_min       -34
_diffrn_reflns_number            18870
_diffrn_reflns_theta_full        26.24
_diffrn_reflns_theta_max         26.24
_diffrn_reflns_theta_min         4.09
_exptl_absorpt_coefficient_mu    0.093
_exptl_absorpt_correction_T_max  0.7458
_exptl_absorpt_correction_T_min  0.6471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS Version 2.05 (Bruker, 2001)'
_exptl_crystal_colour            'pale yellow'
_exptl_crystal_density_diffrn    1.230
_exptl_crystal_description       needle
_exptl_crystal_F_000             880
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.703
_refine_diff_density_min         -0.477
_refine_diff_density_rms         0.064
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.116
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     330
_refine_ls_number_reflns         3524
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0905
_refine_ls_R_factor_gt           0.0715
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.1391P)^2^+1.1859P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2127
_refine_ls_wR_factor_ref         0.2266
_reflns_number_gt                2685
_reflns_number_total             3524
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja110779h_si_002.cif
_cod_data_source_block           usca004
_cod_original_cell_volume        2269.6(6)
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4106085