#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:36:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178398 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/20/4022005.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_4022005
loop_
_publ_author_name
'Hyuma Masu'
'Ikuko Mizutani'
'Takako Kato'
'Isao Azumaya'
'Kentaro Yamaguchi'
'Keiki Kishikawa'
'Shigeo Kohmoto'
_publ_contact_author_address
;Department of Applied Chemistry and Biotechnology, 
Faculty of Engineering, Chiba University, 1-33, 
Yayoi-cho, Inage-ku, Chiba 263-8522, Japan
;
_publ_contact_author_email       kohmoto@faculty.chiba-u.jp
_publ_contact_author_fax         +81-43-290-3422
_publ_contact_author_name        'Shigeo Kohmoto'
_publ_contact_author_phone       +81-43-290-3420
_publ_section_title
;
 Naphthalene- and Anthracene-Based Aromatic Foldamers with
 Iminodicarbonyl Linkers: Their Stabilities and Application to a Chiral
 Photochromic System Using Retro [4 + 4] Cycloaddition
;
_journal_name_full               'Journal of Organic Chemistry'
_journal_page_first              8037
_journal_page_last               8044
_journal_paper_doi               10.1021/jo0611317
_journal_volume                  71
_journal_year                    2006
_chemical_formula_sum            'C52 H36 N2 O4'
_chemical_formula_weight         752.83
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_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                87.530(2)
_cell_angle_beta                 85.689(2)
_cell_angle_gamma                70.442(2)
_cell_formula_units_Z            1
_cell_length_a                   9.0732(10)
_cell_length_b                   10.0821(11)
_cell_length_c                   10.6590(12)
_cell_measurement_reflns_used    1298
_cell_measurement_temperature    150
_cell_measurement_theta_max      26.459
_cell_measurement_theta_min      2.625
_cell_volume                     916.03(18)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Bruker Smart1000 CCD'
_diffrn_measurement_method       'ω scans'
_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  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0554
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            5562
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         27.51
_diffrn_reflns_theta_min         1.92
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_T_max  0.9914
_exptl_absorpt_correction_T_min  0.9663
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS Sheldrick 1996'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.365
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             394
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.303
_refine_diff_density_min         -0.193
_refine_diff_density_rms         0.047
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         4018
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.061
_refine_ls_R_factor_all          0.0738
_refine_ls_R_factor_gt           0.0454
_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)+(0.0550P)²+0.0861P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1105
_refine_ls_wR_factor_ref         0.1221
_reflns_number_gt                2751
_reflns_number_total             4018
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0611317si20060602_071636.cif
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4022005
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
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
O2 O 0.61065(13) 0.27830(11) 0.00220(10) 0.0273(3) Uani 1 1 d .
O1 O 0.87514(14) 0.35387(12) 0.31929(12) 0.0336(3) Uani 1 1 d .
N1 N 0.72440(15) 0.31259(13) 0.17408(12) 0.0222(3) Uani 1 1 d .
C21 C 0.85365(18) -0.02003(16) 0.03139(13) 0.0195(3) Uani 1 1 d .
C26 C 0.99144(18) -0.13815(16) 0.00177(14) 0.0197(3) Uani 1 1 d .
C22 C 0.70890(18) -0.04530(17) 0.06139(14) 0.0228(4) Uani 1 1 d .
H22 H 0.6161 0.0323 0.0786 0.027 Uiso 1 1 calc R
C20 C 0.86566(17) 0.11497(16) 0.03275(13) 0.0190(3) Uani 1 1 d .
C13 C 0.45671(18) 0.44100(16) 0.26165(15) 0.0226(4) Uani 1 1 d .
C25 C 0.97810(19) -0.27542(16) 0.01110(15) 0.0240(4) Uani 1 1 d .
H25 H 1.0689 -0.3553 -0.0050 0.029 Uiso 1 1 calc R
C11 C 0.83848(18) 0.26738(17) 0.26476(15) 0.0231(4) Uani 1 1 d .
C19 C 0.72189(18) 0.23853(16) 0.06726(14) 0.0208(3) Uani 1 1 d .
C12 C 0.60201(18) 0.45273(16) 0.19095(15) 0.0231(4) Uani 1 1 d .
H12A H 0.5748 0.4974 0.1074 0.028 Uiso 1 1 calc R
H12B H 0.6438 0.5137 0.2377 0.028 Uiso 1 1 calc R
C24 C 0.8389(2) -0.29429(17) 0.04235(15) 0.0275(4) Uani 1 1 d .
H24 H 0.8337 -0.3869 0.0486 0.033 Uiso 1 1 calc R
C1 C 0.89474(19) 0.11453(16) 0.29869(14) 0.0225(4) Uani 1 1 d .
C10 C 1.05761(19) 0.03841(17) 0.30833(14) 0.0243(4) Uani 1 1 d .
C23 C 0.70101(19) -0.17760(17) 0.06579(15) 0.0260(4) Uani 1 1 d .
H23 H 0.6033 -0.1918 0.0845 0.031 Uiso 1 1 calc R
C9 C 1.17730(19) 0.09628(19) 0.27626(15) 0.0291(4) Uani 1 1 d .
H9 H 1.1505 0.1918 0.2486 0.035 Uiso 1 1 calc R
C2 C 0.7841(2) 0.05194(18) 0.33290(15) 0.0277(4) Uani 1 1 d .
H2 H 0.6762 0.1042 0.3263 0.033 Uiso 1 1 calc R
C16 C 0.1877(2) 0.42073(19) 0.39344(17) 0.0339(4) Uani 1 1 d .
H16 H 0.0961 0.4135 0.4383 0.041 Uiso 1 1 calc R
C14 C 0.31767(19) 0.47133(18) 0.20319(16) 0.0288(4) Uani 1 1 d .
H14 H 0.3141 0.4995 0.1169 0.035 Uiso 1 1 calc R
C18 C 0.4590(2) 0.40044(18) 0.38804(16) 0.0303(4) Uani 1 1 d .
H18 H 0.5532 0.3793 0.4300 0.036 Uiso 1 1 calc R
C5 C 1.1005(2) -0.10559(18) 0.34917(15) 0.0312(4) Uani 1 1 d .
C6 C 1.2617(2) -0.1846(2) 0.35456(17) 0.0423(5) Uani 1 1 d .
H6 H 1.2919 -0.2808 0.3805 0.051 Uiso 1 1 calc R
C17 C 0.3251(2) 0.39068(19) 0.45320(16) 0.0348(4) Uani 1 1 d .
H17 H 0.3279 0.3631 0.5396 0.042 Uiso 1 1 calc R
C4 C 0.9826(3) -0.16460(19) 0.38396(17) 0.0384(5) Uani 1 1 d .
H4 H 1.0114 -0.2599 0.4126 0.046 Uiso 1 1 calc R
C8 C 1.3313(2) 0.0167(2) 0.28448(17) 0.0412(5) Uani 1 1 d .
H8 H 1.4105 0.0577 0.2637 0.049 Uiso 1 1 calc R
C15 C 0.1841(2) 0.46137(19) 0.26817(18) 0.0345(4) Uani 1 1 d .
H15 H 0.0897 0.4825 0.2266 0.041 Uiso 1 1 calc R
C3 C 0.8280(2) -0.08782(19) 0.37734(16) 0.0367(5) Uani 1 1 d .
H3 H 0.7501 -0.1289 0.4028 0.044 Uiso 1 1 calc R
C7 C 1.3735(2) -0.1255(2) 0.32350(18) 0.0494(6) Uani 1 1 d .
H7 H 1.4810 -0.1803 0.3280 0.059 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
C19 N1 C11 125.16(13) . .
C19 N1 C12 117.27(12) . .
C11 N1 C12 117.51(12) . .
C20 C21 C22 122.35(14) . .
C20 C21 C26 119.28(14) . .
C22 C21 C26 118.35(14) . .
C20 C26 C25 122.76(14) 2_755 .
C20 C26 C21 119.26(13) 2_755 .
C25 C26 C21 117.97(14) . .
C23 C22 C21 121.54(15) . .
C23 C22 H22 119.2 . .
C21 C22 H22 119.2 . .
C21 C20 C26 121.35(14) . 2_755
C21 C20 C19 119.31(13) . .
C26 C20 C19 119.30(13) 2_755 .
C14 C13 C18 118.40(15) . .
C14 C13 C12 121.07(14) . .
C18 C13 C12 120.53(15) . .
C24 C25 C26 121.45(15) . .
C24 C25 H25 119.3 . .
C26 C25 H25 119.3 . .
O1 C11 N1 119.73(14) . .
O1 C11 C1 122.79(15) . .
N1 C11 C1 117.11(13) . .
O2 C19 N1 120.29(14) . .
O2 C19 C20 122.24(14) . .
N1 C19 C20 117.36(13) . .
N1 C12 C13 111.44(12) . .
N1 C12 H12A 109.3 . .
C13 C12 H12A 109.3 . .
N1 C12 H12B 109.3 . .
C13 C12 H12B 109.3 . .
H12A C12 H12B 108.0 . .
C25 C24 C23 120.79(15) . .
C25 C24 H24 119.6 . .
C23 C24 H24 119.6 . .
C2 C1 C10 120.56(15) . .
C2 C1 C11 117.80(15) . .
C10 C1 C11 121.32(14) . .
C9 C10 C1 123.65(15) . .
C9 C10 C5 118.69(16) . .
C1 C10 C5 117.64(16) . .
C22 C23 C24 119.79(15) . .
C22 C23 H23 120.1 . .
C24 C23 H23 120.1 . .
C8 C9 C10 120.80(18) . .
C8 C9 H9 119.6 . .
C10 C9 H9 119.6 . .
C1 C2 C3 121.02(17) . .
C1 C2 H2 119.5 . .
C3 C2 H2 119.5 . .
C17 C16 C15 119.60(17) . .
C17 C16 H16 120.2 . .
C15 C16 H16 120.2 . .
C15 C14 C13 121.11(16) . .
C15 C14 H14 119.4 . .
C13 C14 H14 119.4 . .
C17 C18 C13 120.50(16) . .
C17 C18 H18 119.7 . .
C13 C18 H18 119.7 . .
C4 C5 C6 121.90(17) . .
C4 C5 C10 119.55(16) . .
C6 C5 C10 118.55(18) . .
C7 C6 C5 121.19(19) . .
C7 C6 H6 119.4 . .
C5 C6 H6 119.4 . .
C16 C17 C18 120.37(16) . .
C16 C17 H17 119.8 . .
C18 C17 H17 119.8 . .
C3 C4 C5 121.32(17) . .
C3 C4 H4 119.3 . .
C5 C4 H4 119.3 . .
C9 C8 C7 120.5(2) . .
C9 C8 H8 119.8 . .
C7 C8 H8 119.8 . .
C16 C15 C14 120.01(17) . .
C16 C15 H15 120.0 . .
C14 C15 H15 120.0 . .
C4 C3 C2 119.84(18) . .
C4 C3 H3 120.1 . .
C2 C3 H3 120.1 . .
C6 C7 C8 120.29(18) . .
C6 C7 H7 119.9 . .
C8 C7 H7 119.9 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C19 1.2128(18) .
O1 C11 1.2149(18) .
N1 C19 1.3939(19) .
N1 C11 1.4177(19) .
N1 C12 1.4843(19) .
C21 C20 1.402(2) .
C21 C22 1.430(2) .
C21 C26 1.434(2) .
C26 C20 1.412(2) 2_755
C26 C25 1.428(2) .
C22 C23 1.358(2) .
C22 H22 0.9500 .
C20 C26 1.412(2) 2_755
C20 C19 1.506(2) .
C13 C14 1.384(2) .
C13 C18 1.391(2) .
C13 C12 1.506(2) .
C25 C24 1.354(2) .
C25 H25 0.9500 .
C11 C1 1.490(2) .
C12 H12A 0.9900 .
C12 H12B 0.9900 .
C24 C23 1.416(2) .
C24 H24 0.9500 .
C1 C2 1.374(2) .
C1 C10 1.428(2) .
C10 C9 1.410(2) .
C10 C5 1.429(2) .
C23 H23 0.9500 .
C9 C8 1.366(2) .
C9 H9 0.9500 .
C2 C3 1.401(2) .
C2 H2 0.9500 .
C16 C17 1.379(2) .
C16 C15 1.379(3) .
C16 H16 0.9500 .
C14 C15 1.381(2) .
C14 H14 0.9500 .
C18 C17 1.384(2) .
C18 H18 0.9500 .
C5 C4 1.409(3) .
C5 C6 1.416(3) .
C6 C7 1.352(3) .
C6 H6 0.9500 .
C17 H17 0.9500 .
C4 C3 1.362(3) .
C4 H4 0.9500 .
C8 C7 1.408(3) .
C8 H8 0.9500 .
C15 H15 0.9500 .
C3 H3 0.9500 .
C7 H7 0.9500 .
