#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:00:00 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178928 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/57/4115747.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_4115747
loop_
_publ_author_name
'Byung Hee Hong'
'Jin Yong Lee'
'Chi-Wan Lee'
'Jong Chan Kim'
'Sung Chul Bae'
'Kwang S. Kim'
_publ_section_title
;
 Self-Assembled Arrays of Organic Nanotubes with Infinitely Long
 One-Dimensional H-Bond Chains
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              10748
_journal_page_last               10749
_journal_paper_doi               10.1021/ja016526g
_journal_volume                  123
_journal_year                    2001
_chemical_formula_sum            'C28 H32 O12'
_chemical_formula_weight         560.54
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           65
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-C 2 2'
_symmetry_space_group_name_H-M   'C m m m'
_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            8
_cell_length_a                   23.3007(5)
_cell_length_b                   25.03560(10)
_cell_length_c                   11.6313(2)
_cell_measurement_temperature    223(2)
_cell_volume                     6785.08(19)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_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      223(2)
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  '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  0.0351
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            13849
_diffrn_reflns_theta_full        24.17
_diffrn_reflns_theta_max         24.17
_diffrn_reflns_theta_min         2.12
_exptl_absorpt_coefficient_mu    0.086
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            brown
_exptl_crystal_density_diffrn    1.097
_exptl_crystal_description       tetragonal
_exptl_crystal_F_000             2368
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.70
_refine_diff_density_max         0.566
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.087
_refine_ls_extinction_coef       0.0016(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.206
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         2988
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.206
_refine_ls_R_factor_all          0.1104
_refine_ls_R_factor_gt           0.0866
_refine_ls_shift/su_max          0.016
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1698P)²+11.1341P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2891
_refine_ls_wR_factor_ref         0.3146
_reflns_number_gt                2209
_reflns_number_total             2988
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja016526g_s1.cif
_cod_data_source_block           xc593
_cod_database_code               4115747
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'-x, y, -z'
'x, -y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x, y, -z'
'x, -y, z'
'-x, y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, y+1/2, -z'
'x+1/2, -y+1/2, z'
'-x+1/2, y+1/2, 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 0.14844(17) 0.29777(15) 0.3100(3) 0.0838(12) Uani 1 1 d .
O2' O 0.05734(11) 0.11538(10) 0.1134(2) 0.0453(8) Uani 1 1 d .
C1' C 0.1248(2) 0.25339(17) 0.2585(4) 0.0544(11) Uani 1 1 d .
C2' C 0.07732(17) 0.22924(15) 0.3069(3) 0.0472(10) Uani 1 1 d .
H2'A H 0.0607 0.2440 0.3733 0.057 Uiso 1 1 calc R
C3' C 0.05366(16) 0.18329(14) 0.2588(3) 0.0393(9) Uani 1 1 d .
C4' C 0.07954(15) 0.16262(14) 0.1603(3) 0.0385(9) Uani 1 1 d .
C5' C 0.12705(15) 0.18638(15) 0.1092(3) 0.0412(9) Uani 1 1 d .
C6' C 0.14950(17) 0.23204(17) 0.1600(4) 0.0513(11) Uani 1 1 d .
H6'A H 0.1818 0.2487 0.1274 0.062 Uiso 1 1 calc R
C7' C 0.0000 0.1594(2) 0.3101(4) 0.0430(13) Uani 1 2 d S
H7'A H 0.0000 0.1207 0.2968 0.052 Uiso 1 2 calc SR
H7'B H 0.0000 0.1654 0.3934 0.052 Uiso 1 2 calc SR
C8' C 0.1540(2) 0.1641(2) 0.0000 0.0456(14) Uani 1 2 d S
H8'A H 0.1951 0.1723 0.0000 0.055 Uiso 1 2 calc SR
H8'B H 0.1499 0.1251 0.0000 0.055 Uiso 1 2 calc SR
O1 O 0.28595(16) 0.13765(15) 0.1874(3) 0.0830(12) Uani 1 1 d .
O2 O 0.09008(11) 0.05351(11) 0.3861(2) 0.0507(8) Uani 1 1 d .
C1 C 0.23830(19) 0.11599(17) 0.2406(3) 0.0534(11) Uani 1 1 d .
C2 C 0.21641(19) 0.13861(16) 0.3395(4) 0.0524(11) Uani 1 1 d .
H2A H 0.2348 0.1683 0.3726 0.063 Uiso 1 1 calc R
C3 C 0.16702(17) 0.11774(14) 0.3908(3) 0.0430(10) Uani 1 1 d .
C4 C 0.14081(15) 0.07382(15) 0.3395(3) 0.0406(9) Uani 1 1 d .
C5 C 0.16307(16) 0.04981(14) 0.2407(3) 0.0413(10) Uani 1 1 d .
C6 C 0.21219(17) 0.07153(15) 0.1917(3) 0.0464(10) Uani 1 1 d .
H6A H 0.2279 0.0561 0.1251 0.056 Uiso 1 1 calc R
C7 C 0.1438(3) 0.1427(2) 0.5000 0.0492(14) Uani 1 2 d S
H7A H 0.1532 0.1809 0.5000 0.059 Uiso 1 2 calc SR
H7B H 0.1019 0.1395 0.5000 0.059 Uiso 1 2 calc SR
C8 C 0.1367(2) 0.0000 0.1891(4) 0.0440(13) Uani 1 2 d S
H8A H 0.0952 0.0000 0.2034 0.053 Uiso 1 2 calc SR
H8B H 0.1428 0.0000 0.1058 0.053 Uiso 1 2 calc SR
O1W O 0.0000 0.4017(10) 0.5000 0.157(10) Uani 0.50 4 d SP
O2W O 0.3989(9) 0.0000 0.0000 0.152(10) Uani 0.50 4 d SP
O3W O 0.0000 0.2747(8) 0.0000 0.122(7) Uani 0.50 4 d SP
O3' O 0.0000 0.3373(13) 0.067(9) 0.40(9) Uani 0.25 2 d SP
O3'' O 0.0562(12) 0.3530(13) 0.0000 0.20(2) Uani 0.25 2 d SP
O4W O 0.2646(8) 0.0000 0.5000 0.117(6) Uani 0.50 4 d SP
O4' O 0.3307(12) 0.0000 0.575(8) 0.40(9) Uani 0.25 2 d SP
O4'' O 0.3453(14) 0.0521(16) 0.5000 0.21(2) Uani 0.25 2 d SP
O5W O 0.1036(3) 0.3412(3) 0.5000 0.116(2) Uani 1 2 d S
O6W O 0.3334(3) 0.0953(3) 0.0000 0.117(2) Uani 1 2 d S
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'
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
O1' C1' C2' 119.8(4) . .
O1' C1' C6' 120.2(4) . .
C2' C1' C6' 120.0(4) . .
C1' C2' C3' 121.0(4) . .
C2' C3' C4' 117.7(3) . .
C2' C3' C7' 119.8(4) . .
C4' C3' C7' 122.4(4) . .
C5' C4' C3' 122.5(3) . .
C5' C4' O2' 119.3(3) . .
C3' C4' O2' 118.2(3) . .
C6' C5' C4' 118.0(4) . .
C6' C5' C8' 120.1(4) . .
C4' C5' C8' 121.8(4) . .
C1' C6' C5' 120.8(4) . .
C3' C7' C3' 111.9(4) 12 .
C5' C8' C5' 113.0(4) 10 .
C2 C1 O1 120.6(4) . .
C2 C1 C6 120.5(4) . .
O1 C1 C6 118.8(4) . .
C1 C2 C3 120.5(4) . .
C4 C3 C2 118.3(4) . .
C4 C3 C7 121.9(4) . .
C2 C3 C7 119.8(4) . .
C3 C4 O2 119.5(3) . .
C3 C4 C5 122.0(4) . .
O2 C4 C5 118.5(3) . .
C6 C5 C4 118.4(4) . .
C6 C5 C8 119.6(4) . .
C4 C5 C8 122.0(4) . .
C5 C6 C1 120.4(4) . .
C3 C7 C3 113.8(4) 10_556 .
C5 C8 C5 110.9(4) 11 .
O3' O3W O3' 53(6) . 10
O3' O3' O3'' 60(3) 10 .
O3' O3' O3'' 60(3) 10 3
O3'' O3' O3'' 113(6) . 3
O3' O3' O3W 64(3) 10 .
O3'' O3' O3W 90(4) . .
O3'' O3' O3W 90(4) 3 .
O3' O3'' O3' 59(7) 10 .
O4' O4W O4' 59(5) 10_556 .
O4'' O4' O4'' 108(5) . 11
O4'' O4' O4' 57(3) . 10_556
O4'' O4' O4' 57(3) 11 10_556
O4'' O4' O4W 85(4) . .
O4'' O4' O4W 85(4) 11 .
O4' O4' O4W 60(3) 10_556 .
O4' O4'' O4' 66(6) . 10_556
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1' C1' 1.377(5) .
O2' C4' 1.401(4) .
C1' C2' 1.381(6) .
C1' C6' 1.389(6) .
C2' C3' 1.393(5) .
C3' C4' 1.395(5) .
C3' C7' 1.509(5) .
C4' C5' 1.390(5) .
C5' C6' 1.389(6) .
C5' C8' 1.522(5) .
C7' C3' 1.509(5) 12
C8' C5' 1.522(5) 10
O1 C1 1.382(5) .
O2 C4 1.396(4) .
C1 C2 1.380(6) .
C1 C6 1.390(6) .
C2 C3 1.398(6) .
C3 C4 1.392(5) .
C3 C7 1.515(5) .
C4 C5 1.397(5) .
C5 C6 1.390(5) .
C5 C8 1.514(5) .
C7 C3 1.515(5) 10_556
C8 C5 1.514(5) 11
O3W O3' 1.75(7) .
O3W O3' 1.75(7) 10
O3' O3' 1.6(2) 10
O3' O3'' 1.57(5) .
O3' O3'' 1.57(5) 3
O3'' O3' 1.57(5) 10
O4W O4' 1.77(6) 10_556
O4W O4' 1.77(6) .
O4' O4'' 1.61(6) .
O4' O4'' 1.61(6) 11
O4' O4' 1.75(19) 10_556
O4'' O4' 1.61(6) 10_556
