#------------------------------------------------------------------------------
#$Date: 2016-03-26 15:25:50 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180298 $
#$URL: svn://www.crystallography.net/cod/cif/7/15/12/7151252.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7151252
loop_
_publ_author_name
'Skene, W. G.'
'Berl, Volker'
'Risler, Hélène'
'Khoury, Richard'
'Lehn, Jean-Marie'
_publ_section_title
;
 Selective product amplification of thymine photodimer by
 recognition-directed supramolecular assistance.
;
_journal_issue                   19
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              3652
_journal_page_last               3663
_journal_paper_doi               10.1039/b605658j
_journal_volume                  4
_journal_year                    2006
_chemical_formula_moiety         'C24 H18 N6 O'
_chemical_formula_sum            'C24 H18 N6 O'
_chemical_formula_weight         406.154
_chemical_name_common            'furan recepter'
_chemical_name_systematic
;
?
;
_space_group_IT_number           60
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2n 2ab'
_symmetry_space_group_name_H-M   'P b c n'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.111(3)
_cell_length_b                   10.123(2)
_cell_length_c                   14.928(3)
_cell_measurement_reflns_used    4374
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.46
_cell_measurement_theta_min      2.01
_cell_volume                     1981.3(7)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor, 1997)'
_computing_data_collection
'Data collection software (Nonius B.V., 1998)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'XP-97, Semiens'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       CCD
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0217
_diffrn_reflns_av_sigmaI/netI    0.0396
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            4066
_diffrn_reflns_theta_full        27.46
_diffrn_reflns_theta_max         27.46
_diffrn_reflns_theta_min         2.54
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.363
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.634
_refine_diff_density_min         -0.339
_refine_diff_density_rms         0.055
_refine_ls_extinction_coef       0.009(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.128
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2265
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.128
_refine_ls_R_factor_all          0.0844
_refine_ls_R_factor_gt           0.0682
_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/[σ²(Fo²)+(0.0865P)²+1.4023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1854
_refine_ls_wR_factor_ref         0.1946
_reflns_number_gt                1844
_reflns_number_total             2265
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b605658j.txt
_cod_data_source_block           dibenzo
_cod_original_sg_symbol_H-M      Pbcn
_cod_database_code               7151252
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'-x-1/2, y-1/2, z'
'x, -y, z-1/2'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.5000 0.4238(2) -0.2500 0.0327(5) Uani 1 2 d S . .
N1 N 0.62120(15) 0.2711(2) -0.01340(13) 0.0395(5) Uani 1 1 d . . .
N2 N 0.60140(17) 0.1400(2) 0.00210(13) 0.0417(5) Uani 1 1 d . . .
H2B H 0.5699 0.0921 -0.0385 0.050 Uiso 1 1 d R . .
N3 N 0.59128(16) -0.0331(2) 0.10314(13) 0.0423(5) Uani 1 1 d . . .
C1 C 0.53962(16) 0.5075(2) -0.18444(14) 0.0327(5) Uani 1 1 d . . .
C2 C 0.52776(18) 0.6407(2) -0.20715(15) 0.0364(6) Uani 1 1 d . . .
C3 C 0.56919(19) 0.7356(2) -0.14998(17) 0.0422(6) Uani 1 1 d . . .
H3B H 0.5631 0.8271 -0.1632 0.051 Uiso 1 1 calc R . .
C4 C 0.61955(19) 0.6935(3) -0.07337(17) 0.0446(6) Uani 1 1 d . . .
H4B H 0.6503 0.7574 -0.0353 0.053 Uiso 1 1 calc R . .
C5 C 0.62639(18) 0.5600(3) -0.05050(16) 0.0414(6) Uani 1 1 d . . .
H5B H 0.6596 0.5354 0.0036 0.050 Uiso 1 1 calc R . .
C6 C 0.58509(17) 0.4610(2) -0.10588(14) 0.0341(5) Uani 1 1 d . . .
C7 C 0.58077(17) 0.3205(2) -0.08393(14) 0.0362(5) Uani 1 1 d . . .
H7A H 0.5462 0.2629 -0.1240 0.043 Uiso 1 1 calc R . .
C8 C 0.63173(18) 0.0839(2) 0.08293(15) 0.0366(5) Uani 1 1 d . . .
C9 C 0.70135(19) 0.1492(3) 0.13828(16) 0.0412(6) Uani 1 1 d . . .
H9A H 0.7275 0.2336 0.1226 0.049 Uiso 1 1 calc R . .
C10 C 0.73072(19) 0.0879(2) 0.21575(16) 0.0418(6) Uani 1 1 d . . .
H10A H 0.7784 0.1300 0.2542 0.050 Uiso 1 1 calc R . .
C11 C 0.6919(2) -0.0345(2) 0.23886(17) 0.0428(6) Uani 1 1 d . . .
H11A H 0.7122 -0.0781 0.2923 0.051 Uiso 1 1 calc R . .
C12 C 0.6220(2) -0.0908(3) 0.18050(18) 0.0448(6) Uani 1 1 d . . .
H12A H 0.5942 -0.1745 0.1956 0.054 Uiso 1 1 calc R . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 O1 C1 105.1(2) . 4_654 ?
C7 N1 N2 116.0(2) . . ?
N1 N2 C8 119.2(2) . . ?
N1 N2 H2B 120.4 . . ?
C8 N2 H2B 120.4 . . ?
C8 N3 C12 117.2(2) . . ?
O1 C1 C6 122.9(2) . . ?
O1 C1 C2 112.0(2) . . ?
C6 C1 C2 125.1(2) . . ?
C3 C2 C1 118.2(2) . . ?
C3 C2 C2 136.41(15) . 4_654 ?
C1 C2 C2 105.40(13) . 4_654 ?
C4 C3 C2 118.6(2) . . ?
C4 C3 H3B 120.7 . . ?
C2 C3 H3B 120.7 . . ?
C3 C4 C5 121.9(2) . . ?
C3 C4 H4B 119.0 . . ?
C5 C4 H4B 119.0 . . ?
C4 C5 C6 121.4(2) . . ?
C4 C5 H5B 119.3 . . ?
C6 C5 H5B 119.3 . . ?
C1 C6 C5 114.7(2) . . ?
C1 C6 C7 120.0(2) . . ?
C5 C6 C7 125.2(2) . . ?
N1 C7 C6 123.3(2) . . ?
N1 C7 H7A 118.3 . . ?
C6 C7 H7A 118.3 . . ?
N3 C8 N2 116.5(2) . . ?
N3 C8 C9 123.1(2) . . ?
N2 C8 C9 120.4(2) . . ?
C10 C9 C8 118.0(2) . . ?
C10 C9 H9A 121.0 . . ?
C8 C9 H9A 121.0 . . ?
C9 C10 C11 120.9(2) . . ?
C9 C10 H10A 119.5 . . ?
C11 C10 H10A 119.5 . . ?
C10 C11 C12 117.0(2) . . ?
C10 C11 H11A 121.5 . . ?
C12 C11 H11A 121.5 . . ?
N3 C12 C11 123.7(2) . . ?
N3 C12 H12A 118.1 . . ?
C11 C12 H12A 118.1 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.395(3) . ?
O1 C1 1.395(3) 4_654 ?
N1 C7 1.281(3) . ?
N1 N2 1.371(3) . ?
N2 C8 1.392(3) . ?
N2 H2B 0.8796 . ?
N3 C8 1.332(3) . ?
N3 C12 1.355(3) . ?
C1 C6 1.397(3) . ?
C1 C2 1.399(3) . ?
C2 C3 1.395(3) . ?
C2 C2 1.472(5) 4_654 ?
C3 C4 1.388(4) . ?
C3 H3B 0.9500 . ?
C4 C5 1.398(4) . ?
C4 H4B 0.9500 . ?
C5 C6 1.407(3) . ?
C5 H5B 0.9500 . ?
C6 C7 1.460(3) . ?
C7 H7A 0.9500 . ?
C8 C9 1.397(3) . ?
C9 C10 1.368(3) . ?
C9 H9A 0.9500 . ?
C10 C11 1.384(4) . ?
C10 H10A 0.9500 . ?
C11 C12 1.386(3) . ?
C11 H11A 0.9500 . ?
C12 H12A 0.9500 . ?
