#------------------------------------------------------------------------------
#$Date: 2016-03-21 02:36:20 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178398 $
#$URL: svn://www.crystallography.net/cod/cif/4/02/20/4022006.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_4022006
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            'C54 H42 N2 O4'
_chemical_formula_weight         782.90
_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                103.9160(10)
_cell_angle_beta                 97.8330(10)
_cell_angle_gamma                110.0190(10)
_cell_formula_units_Z            1
_cell_length_a                   9.0414(7)
_cell_length_b                   9.4957(7)
_cell_length_c                   13.2099(10)
_cell_measurement_reflns_used    2831
_cell_measurement_temperature    150
_cell_measurement_theta_max      25.49
_cell_measurement_theta_min      2.40
_cell_volume                     1004.17(13)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_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_detector_area_resol_mean 8.333
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker ApexII CCD area detector'
_diffrn_measurement_method       'phi and omega 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  0.0237
_diffrn_reflns_av_sigmaI/netI    0.0315
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            10605
_diffrn_reflns_theta_full        26.34
_diffrn_reflns_theta_max         26.34
_diffrn_reflns_theta_min         1.64
_exptl_absorpt_coefficient_mu    0.081
_exptl_absorpt_correction_T_max  0.9959
_exptl_absorpt_correction_T_min  0.9919
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS SHeldrick 1996'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.295
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             412
_exptl_crystal_size_max          0.10
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.857
_refine_diff_density_min         -0.348
_refine_diff_density_rms         0.053
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         4057
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.050
_refine_ls_R_factor_all          0.0776
_refine_ls_R_factor_gt           0.0585
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0716P)²+0.7336P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1486
_refine_ls_wR_factor_ref         0.1621
_reflns_number_gt                3057
_reflns_number_total             4057
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            jo0611317si20060602_071659.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               4022006
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
O1 O 0.34655(18) 0.77934(17) 0.15087(12) 0.0308(4) Uani 1 1 d .
O2 O 0.7002(2) 0.6935(2) 0.37793(13) 0.0404(4) Uani 1 1 d .
N1 N 0.4928(2) 0.7197(2) 0.27521(13) 0.0252(4) Uani 1 1 d .
C4 C 0.7558(2) 0.7802(2) 0.14075(17) 0.0264(5) Uani 1 1 d .
H4 H 0.7332 0.8524 0.1935 0.032 Uiso 1 1 calc R
C3 C 0.6260(2) 0.6388(2) 0.07277(15) 0.0213(4) Uani 1 1 d .
C2 C 0.4643(2) 0.5989(2) 0.08192(15) 0.0215(4) Uani 1 1 d .
C7 C 0.8281(2) 0.5749(2) -0.01552(17) 0.0258(5) Uani 1 1 d .
H7 H 0.8544 0.5066 -0.0687 0.031 Uiso 1 1 calc R
C8 C 0.6628(2) 0.5352(2) -0.00917(15) 0.0214(4) Uani 1 1 d .
C9 C 0.5815(3) 0.6314(3) 0.30388(17) 0.0274(5) Uani 1 1 d .
C1 C 0.4258(2) 0.7039(2) 0.17020(16) 0.0235(4) Uani 1 1 d .
C19 C 0.6137(3) 0.3772(3) 0.21486(17) 0.0275(5) Uani 1 1 d .
C10 C 0.5119(3) 0.4594(3) 0.24544(16) 0.0263(5) Uani 1 1 d .
C21 C 0.3494(3) 0.8233(3) 0.40495(17) 0.0334(5) Uani 1 1 d .
C6 C 0.9483(3) 0.7086(3) 0.05305(18) 0.0301(5) Uani 1 1 d .
H6 H 1.0575 0.7318 0.0484 0.036 Uiso 1 1 calc R
C18 C 0.7838(3) 0.4536(3) 0.23082(19) 0.0337(5) Uani 1 1 d .
H18 H 0.8360 0.5643 0.2640 0.040 Uiso 1 1 calc R
C5 C 0.9111(3) 0.8133(3) 0.13124(18) 0.0306(5) Uani 1 1 d .
H5 H 0.9955 0.9079 0.1777 0.037 Uiso 1 1 calc R
C11 C 0.3483(3) 0.3776(3) 0.22938(19) 0.0325(5) Uani 1 1 d .
H11 H 0.2824 0.4331 0.2512 0.039 Uiso 1 1 calc R
C20 C 0.4983(3) 0.8569(3) 0.36086(17) 0.0293(5) Uani 1 1 d .
H20A H 0.5115 0.9459 0.3315 0.035 Uiso 1 1 calc R
H20B H 0.5945 0.8899 0.4203 0.035 Uiso 1 1 calc R
C14 C 0.5383(3) 0.2113(3) 0.16513(19) 0.0341(5) Uani 1 1 d .
C15 C 0.6365(4) 0.1274(3) 0.1331(2) 0.0441(6) Uani 1 1 d .
H15 H 0.5875 0.0165 0.1001 0.053 Uiso 1 1 calc R
C13 C 0.3692(3) 0.1328(3) 0.1492(2) 0.0422(6) Uani 1 1 d .
H13 H 0.3193 0.0220 0.1156 0.051 Uiso 1 1 calc R
C17 C 0.8728(3) 0.3676(3) 0.1983(2) 0.0432(6) Uani 1 1 d .
H17 H 0.9867 0.4197 0.2093 0.052 Uiso 1 1 calc R
C12 C 0.2767(3) 0.2140(3) 0.1814(2) 0.0437(6) Uani 1 1 d .
H12 H 0.1633 0.1595 0.1712 0.052 Uiso 1 1 calc R
C16 C 0.7983(4) 0.2031(3) 0.1490(2) 0.0488(7) Uani 1 1 d .
H16 H 0.8621 0.1455 0.1268 0.059 Uiso 1 1 calc R
C26 C 0.2379(3) 0.8890(4) 0.3753(2) 0.0509(7) Uani 1 1 d .
H26 H 0.2578 0.9482 0.3264 0.061 Uiso 1 1 calc R
C22 C 0.3222(4) 0.7392(4) 0.4764(2) 0.0510(7) Uani 1 1 d .
C24 C 0.0776(4) 0.7887(4) 0.4841(2) 0.0624(9) Uani 1 1 d .
H24 H -0.0160 0.7764 0.5119 0.075 Uiso 1 1 calc R
C23 C 0.1780(4) 0.7221(4) 0.5174(2) 0.0654(9) Uani 1 1 d .
H23 H 0.1543 0.6649 0.5671 0.078 Uiso 1 1 calc R
C25 C 0.1026(4) 0.8704(4) 0.4145(3) 0.0649(9) Uani 1 1 d .
H25 H 0.0284 0.9144 0.3929 0.078 Uiso 1 1 calc R
C27 C 0.4328(5) 0.6732(5) 0.5169(3) 0.0805(12) Uani 1 1 d .
H27A H 0.4161 0.5739 0.4636 0.121 Uiso 1 1 calc R
H27B H 0.4119 0.6534 0.5841 0.121 Uiso 1 1 calc R
H27C H 0.5449 0.7478 0.5301 0.121 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
C1 N1 C9 123.97(17) .
C1 N1 C20 117.25(16) .
C9 N1 C20 117.76(17) .
C5 C4 C3 121.17(19) .
C5 C4 H4 119.4 .
C3 C4 H4 119.4 .
C2 C3 C4 122.72(18) .
C2 C3 C8 119.15(18) .
C4 C3 C8 118.12(18) .
C8 C2 C3 121.55(18) 2_665
C8 C2 C1 119.01(17) 2_665
C3 C2 C1 119.42(17) .
C6 C7 C8 121.24(19) .
C6 C7 H7 119.4 .
C8 C7 H7 119.4 .
C2 C8 C7 122.28(18) 2_665
C2 C8 C3 119.20(18) 2_665
C7 C8 C3 118.50(18) .
O2 C9 N1 120.2(2) .
O2 C9 C10 122.9(2) .
N1 C9 C10 116.70(18) .
O1 C1 N1 120.88(18) .
O1 C1 C2 121.52(18) .
N1 C1 C2 117.47(17) .
C18 C19 C14 119.0(2) .
C18 C19 C10 123.2(2) .
C14 C19 C10 117.8(2) .
C11 C10 C19 120.2(2) .
C11 C10 C9 118.20(19) .
C19 C10 C9 121.38(19) .
C22 C21 C26 119.1(2) .
C22 C21 C20 122.8(2) .
C26 C21 C20 118.0(2) .
C7 C6 C5 120.20(19) .
C7 C6 H6 119.9 .
C5 C6 H6 119.9 .
C17 C18 C19 119.9(2) .
C17 C18 H18 120.1 .
C19 C18 H18 120.1 .
C4 C5 C6 120.7(2) .
C4 C5 H5 119.6 .
C6 C5 H5 119.6 .
C10 C11 C12 121.1(2) .
C10 C11 H11 119.4 .
C12 C11 H11 119.4 .
N1 C20 C21 113.43(18) .
N1 C20 H20A 108.9 .
C21 C20 H20A 108.9 .
N1 C20 H20B 108.9 .
C21 C20 H20B 108.9 .
H20A C20 H20B 107.7 .
C13 C14 C19 119.9(2) .
C13 C14 C15 121.3(2) .
C19 C14 C15 118.8(2) .
C16 C15 C14 121.0(2) .
C16 C15 H15 119.5 .
C14 C15 H15 119.5 .
C12 C13 C14 120.8(2) .
C12 C13 H13 119.6 .
C14 C13 H13 119.6 .
C18 C17 C16 121.2(2) .
C18 C17 H17 119.4 .
C16 C17 H17 119.4 .
C13 C12 C11 120.2(2) .
C13 C12 H12 119.9 .
C11 C12 H12 119.9 .
C15 C16 C17 120.1(2) .
C15 C16 H16 120.0 .
C17 C16 H16 120.0 .
C25 C26 C21 122.3(3) .
C25 C26 H26 118.8 .
C21 C26 H26 118.8 .
C21 C22 C23 117.4(3) .
C21 C22 C27 123.8(3) .
C23 C22 C27 118.6(3) .
C25 C24 C23 123.8(3) .
C25 C24 H24 118.1 .
C23 C24 H24 118.1 .
C24 C23 C22 119.3(3) .
C24 C23 H23 120.3 .
C22 C23 H23 120.3 .
C24 C25 C26 118.0(3) .
C24 C25 H25 121.0 .
C26 C25 H25 121.0 .
C22 C27 H27A 109.5 .
C22 C27 H27B 109.5 .
H27A C27 H27B 109.5 .
C22 C27 H27C 109.5 .
H27A C27 H27C 109.5 .
H27B C27 H27C 109.5 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.217(2) .
O2 C9 1.208(3) .
N1 C1 1.387(3) .
N1 C9 1.422(3) .
N1 C20 1.487(3) .
C4 C5 1.361(3) .
C4 C3 1.428(3) .
C4 H4 0.9500 .
C3 C2 1.410(3) .
C3 C8 1.435(3) .
C2 C8 1.405(3) 2_665
C2 C1 1.505(3) .
C7 C6 1.359(3) .
C7 C8 1.431(3) .
C7 H7 0.9500 .
C8 C2 1.405(3) 2_665
C9 C10 1.489(3) .
C19 C18 1.418(3) .
C19 C14 1.422(3) .
C19 C10 1.435(3) .
C10 C11 1.373(3) .
C21 C22 1.371(4) .
C21 C26 1.414(4) .
C21 C20 1.504(3) .
C6 C5 1.413(3) .
C6 H6 0.9500 .
C18 C17 1.368(3) .
C18 H18 0.9500 .
C5 H5 0.9500 .
C11 C12 1.400(3) .
C11 H11 0.9500 .
C20 H20A 0.9900 .
C20 H20B 0.9900 .
C14 C13 1.412(3) .
C14 C15 1.424(3) .
C15 C16 1.351(4) .
C15 H15 0.9500 .
C13 C12 1.362(4) .
C13 H13 0.9500 .
C17 C16 1.410(4) .
C17 H17 0.9500 .
C12 H12 0.9500 .
C16 H16 0.9500 .
C26 C25 1.366(4) .
C26 H26 0.9500 .
C22 C23 1.452(4) .
C22 C27 1.458(4) .
C24 C25 1.333(5) .
C24 C23 1.354(5) .
C24 H24 0.9500 .
C23 H23 0.9500 .
C25 H25 0.9500 .
C27 H27A 0.9800 .
C27 H27B 0.9800 .
C27 H27C 0.9800 .
