#------------------------------------------------------------------------------
#$Date: 2019-11-25 11:38:42 +0200 (Mon, 25 Nov 2019) $
#$Revision: 240779 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/13/02/4130291.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_4130291
loop_
_publ_author_name
'Suzuki, Mitsuharu'
'Kotyk, Juliet F Khosrowabadi'
'Khan, Saeed I.'
'Rubin, Yves'
_publ_section_title
;
 Directing the Crystallization of Dehydro[24]annulenes into Supramolecular
 Nanotubular Scaffolds.
;
_journal_issue                   18
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              5939
_journal_page_last               5956
_journal_paper_doi               10.1021/jacs.6b01939
_journal_volume                  138
_journal_year                    2016
_chemical_formula_moiety         'C56 H28 I4 O8'
_chemical_formula_sum            'C56 H28 I4 O8'
_chemical_formula_weight         1336.38
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_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                103.213(2)
_cell_angle_beta                 104.214(2)
_cell_angle_gamma                112.564(2)
_cell_formula_units_Z            1
_cell_length_a                   9.2751(14)
_cell_length_b                   11.8804(18)
_cell_length_c                   13.115(2)
_cell_measurement_reflns_used    7462
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      3.73
_cell_volume                     1206.7(3)
_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      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.976
_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  0.0205
_diffrn_reflns_av_sigmaI/netI    0.0245
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            15239
_diffrn_reflns_theta_full        26.50
_diffrn_reflns_theta_max         28.33
_diffrn_reflns_theta_min         3.73
_exptl_absorpt_coefficient_mu    2.639
_exptl_absorpt_correction_T_max  0.9018
_exptl_absorpt_correction_T_min  0.6204
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs (Bruker)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.839
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.780
_refine_diff_density_min         -0.392
_refine_diff_density_rms         0.083
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         5867
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.026
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0232
_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)+(0.0268P)²+0.8177P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0542
_refine_ls_wR_factor_ref         0.0570
_reflns_number_gt                5092
_reflns_number_total             5867
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja6b01939_si_002.cif
_cod_data_source_block           1f
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Triclinic' was changed to
'triclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/ACS/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_cell_volume        1206.6(3)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4130291
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
I1 I -0.500524(18) 0.729351(16) 1.401788(14) 0.02783(5) Uani 1 1 d .
I2 I 0.76056(2) 0.108478(15) 0.474507(14) 0.02971(5) Uani 1 1 d .
O1 O 0.09554(19) 0.83971(14) 1.19198(14) 0.0212(3) Uani 1 1 d .
O2 O 0.0329(2) 0.99237(16) 1.27540(16) 0.0282(4) Uani 1 1 d .
O3 O 1.10758(18) 0.62453(14) 0.74778(13) 0.0191(3) Uani 1 1 d .
O4 O 1.3593(2) 0.72439(16) 0.73458(16) 0.0282(4) Uani 1 1 d .
C1 C 0.8535(3) 0.4977(2) 0.88944(19) 0.0182(4) Uani 1 1 d .
C2 C 0.9217(3) 0.6052(2) 0.88650(18) 0.0174(4) Uani 1 1 d .
C3 C 1.0060(2) 0.7247(2) 0.87191(19) 0.0168(4) Uani 1 1 d .
C4 C 0.9634(3) 0.8218(2) 0.89001(19) 0.0194(4) Uani 1 1 d .
H4 H 1.0208 0.8945 0.8709 0.023 Uiso 1 1 calc R
C5 C 0.8402(3) 0.8249(2) 0.9352(2) 0.0202(4) Uani 1 1 d .
C6 C 0.7453(3) 0.8414(2) 0.9771(2) 0.0199(4) Uani 1 1 d .
C7 C 0.6457(3) 0.8708(2) 1.0291(2) 0.0194(4) Uani 1 1 d .
C8 C 0.5656(3) 0.9048(2) 1.0770(2) 0.0188(4) Uani 1 1 d .
C9 C 0.4745(3) 0.9530(2) 1.12940(19) 0.0183(4) Uani 1 1 d .
H9 H 0.5080 1.0439 1.1505 0.022 Uiso 1 1 calc R
C10 C 0.3429(3) 0.8785(2) 1.15143(19) 0.0165(4) Uani 1 1 d .
C11 C 0.2832(3) 0.7421(2) 1.12644(19) 0.0176(4) Uani 1 1 d .
C12 C 0.2208(3) 0.6287(2) 1.11443(19) 0.0185(4) Uani 1 1 d .
C13 C 0.2569(3) 0.9416(2) 1.2097(2) 0.0228(5) Uani 1 1 d .
H13B H 0.3251 0.9872 1.2914 0.027 Uiso 1 1 calc R
H13A H 0.2426 1.0063 1.1778 0.027 Uiso 1 1 calc R
C14 C -0.0026(3) 0.8792(2) 1.23428(19) 0.0196(4) Uani 1 1 d .
C15 C -0.1561(3) 0.7663(2) 1.22526(19) 0.0189(4) Uani 1 1 d .
C16 C -0.2379(3) 0.7919(2) 1.2966(2) 0.0210(4) Uani 1 1 d .
H16 H -0.194(3) 0.878(3) 1.348(2) 0.024(7) Uiso 1 1 d .
C17 C -0.3790(3) 0.6891(2) 1.2928(2) 0.0226(5) Uani 1 1 d .
C18 C -0.4409(3) 0.5632(2) 1.2186(2) 0.0240(5) Uani 1 1 d .
H18 H -0.534(4) 0.495(3) 1.218(2) 0.034(8) Uiso 1 1 d .
C19 C -0.3591(3) 0.5392(2) 1.1469(2) 0.0239(5) Uani 1 1 d .
H19 H -0.401(3) 0.455(2) 1.095(2) 0.012(6) Uiso 1 1 d .
C20 C -0.2154(3) 0.6400(2) 1.1506(2) 0.0211(4) Uani 1 1 d .
H20 H -0.162(3) 0.622(2) 1.104(2) 0.021(6) Uiso 1 1 d .
C21 C 1.1541(3) 0.7432(2) 0.8371(2) 0.0204(4) Uani 1 1 d .
H21B H 1.1846 0.8175 0.8104 0.024 Uiso 1 1 calc R
H21A H 1.2523 0.7621 0.9020 0.024 Uiso 1 1 calc R
C22 C 1.2244(3) 0.6290(2) 0.7024(2) 0.0195(4) Uani 1 1 d .
C23 C 1.1666(3) 0.5050(2) 0.60980(19) 0.0189(4) Uani 1 1 d .
C24 C 1.2624(3) 0.5022(2) 0.5435(2) 0.0233(5) Uani 1 1 d .
H24 H 1.365(3) 0.585(2) 0.562(2) 0.019(6) Uiso 1 1 d .
C25 C 1.2127(3) 0.3874(3) 0.4569(2) 0.0279(5) Uani 1 1 d .
H25 H 1.272(4) 0.380(3) 0.413(2) 0.031(7) Uiso 1 1 d .
C26 C 1.0702(3) 0.2749(3) 0.4370(2) 0.0269(5) Uani 1 1 d .
H26 H 1.042(3) 0.206(3) 0.385(2) 0.022(7) Uiso 1 1 d .
C27 C 0.9754(3) 0.2796(2) 0.5031(2) 0.0229(5) Uani 1 1 d .
C28 C 1.0204(3) 0.3930(2) 0.5896(2) 0.0198(4) Uani 1 1 d .
H28 H 0.956(3) 0.394(3) 0.631(2) 0.022(7) Uiso 1 1 d .
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'
I I -0.4742 1.8119 '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_3
C14 O1 C13 115.77(17) .
C22 O3 C21 114.99(16) .
C2 C1 C12 175.3(2) 2_667
C1 C2 C3 173.0(2) .
C4 C3 C2 123.76(19) .
C4 C3 C21 119.18(19) .
C2 C3 C21 117.03(19) .
C3 C4 C5 125.57(19) .
C3 C4 H4 117.2 .
C5 C4 H4 117.2 .
C6 C5 C4 173.2(2) .
C5 C6 C7 175.4(2) .
C8 C7 C6 175.8(2) .
C7 C8 C9 175.3(2) .
C10 C9 C8 124.3(2) .
C10 C9 H9 117.9 .
C8 C9 H9 117.9 .
C9 C10 C11 123.26(19) .
C9 C10 C13 119.50(19) .
C11 C10 C13 117.20(18) .
C12 C11 C10 171.2(2) .
C11 C12 C1 174.2(2) 2_667
O1 C13 C10 107.58(17) .
O1 C13 H13B 110.2 .
C10 C13 H13B 110.2 .
O1 C13 H13A 110.2 .
C10 C13 H13A 110.2 .
H13B C13 H13A 108.5 .
O2 C14 O1 123.24(19) .
O2 C14 C15 125.2(2) .
O1 C14 C15 111.60(18) .
C16 C15 C20 120.8(2) .
C16 C15 C14 116.9(2) .
C20 C15 C14 122.33(19) .
C17 C16 C15 118.8(2) .
C17 C16 H16 121.6(16) .
C15 C16 H16 119.5(17) .
C18 C17 C16 121.3(2) .
C18 C17 I1 120.39(16) .
C16 C17 I1 118.29(18) .
C17 C18 C19 119.3(2) .
C17 C18 H18 120.3(18) .
C19 C18 H18 120.4(19) .
C20 C19 C18 120.5(2) .
C20 C19 H19 119.3(15) .
C18 C19 H19 120.1(15) .
C19 C20 C15 119.2(2) .
C19 C20 H20 119.4(17) .
C15 C20 H20 121.4(17) .
O3 C21 C3 108.01(16) .
O3 C21 H21B 110.1 .
C3 C21 H21B 110.1 .
O3 C21 H21A 110.1 .
C3 C21 H21A 110.1 .
H21B C21 H21A 108.4 .
O4 C22 O3 122.9(2) .
O4 C22 C23 125.1(2) .
O3 C22 C23 111.96(18) .
C24 C23 C28 120.6(2) .
C24 C23 C22 118.2(2) .
C28 C23 C22 121.16(19) .
C25 C24 C23 119.6(2) .
C25 C24 H24 123.3(14) .
C23 C24 H24 117.0(14) .
C26 C25 C24 120.5(2) .
C26 C25 H25 116.6(19) .
C24 C25 H25 122.8(19) .
C25 C26 C27 119.1(2) .
C25 C26 H26 119.5(18) .
C27 C26 H26 121.3(18) .
C28 C27 C26 121.9(2) .
C28 C27 I2 118.86(17) .
C26 C27 I2 119.24(18) .
C27 C28 C23 118.2(2) .
C27 C28 H28 120.0(17) .
C23 C28 H28 121.8(17) .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
I1 C17 2.106(2) .
I2 C27 2.102(2) .
O1 C14 1.347(3) .
O1 C13 1.438(2) .
O2 C14 1.203(3) .
O3 C22 1.349(2) .
O3 C21 1.441(3) .
O4 C22 1.209(3) .
C1 C2 1.204(3) .
C1 C12 1.373(3) 2_667
C2 C3 1.417(3) .
C3 C4 1.347(3) .
C3 C21 1.505(3) .
C4 C5 1.419(3) .
C4 H4 0.9500 .
C5 C6 1.199(3) .
C6 C7 1.373(3) .
C7 C8 1.206(3) .
C8 C9 1.411(3) .
C9 C10 1.348(3) .
C9 H9 0.9500 .
C10 C11 1.421(3) .
C10 C13 1.510(3) .
C11 C12 1.198(3) .
C12 C1 1.373(3) 2_667
C13 H13B 0.9900 .
C13 H13A 0.9900 .
C14 C15 1.490(3) .
C15 C16 1.392(3) .
C15 C20 1.394(3) .
C16 C17 1.386(3) .
C16 H16 0.94(3) .
C17 C18 1.384(3) .
C18 C19 1.390(3) .
C18 H18 0.92(3) .
C19 C20 1.389(3) .
C19 H19 0.93(2) .
C20 H20 0.91(3) .
C21 H21B 0.9900 .
C21 H21A 0.9900 .
C22 C23 1.479(3) .
C23 C24 1.392(3) .
C23 C28 1.399(3) .
C24 C25 1.384(4) .
C24 H24 0.99(2) .
C25 C26 1.384(4) .
C25 H25 0.89(3) .
C26 C27 1.384(3) .
C26 H26 0.84(3) .
C27 C28 1.384(3) .
C28 H28 0.90(3) .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
C2 C3 C4 C5 5.9(4)
C21 C3 C4 C5 -172.4(2)
C8 C9 C10 C11 1.5(4)
C8 C9 C10 C13 179.0(2)
C14 O1 C13 C10 -177.17(19)
C9 C10 C13 O1 162.7(2)
C11 C10 C13 O1 -19.6(3)
C13 O1 C14 O2 6.6(3)
C13 O1 C14 C15 -172.40(19)
O2 C14 C15 C16 -19.5(4)
O1 C14 C15 C16 159.5(2)
O2 C14 C15 C20 161.4(2)
O1 C14 C15 C20 -19.6(3)
C20 C15 C16 C17 0.5(3)
C14 C15 C16 C17 -178.6(2)
C15 C16 C17 C18 -1.1(4)
C15 C16 C17 I1 179.71(17)
C16 C17 C18 C19 0.5(4)
I1 C17 C18 C19 179.61(17)
C17 C18 C19 C20 0.8(4)
C18 C19 C20 C15 -1.4(4)
C16 C15 C20 C19 0.7(3)
C14 C15 C20 C19 179.8(2)
C22 O3 C21 C3 175.91(18)
C4 C3 C21 O3 -136.4(2)
C2 C3 C21 O3 45.2(3)
C21 O3 C22 O4 0.8(3)
C21 O3 C22 C23 -178.74(18)
O4 C22 C23 C24 -9.6(3)
O3 C22 C23 C24 170.0(2)
O4 C22 C23 C28 169.8(2)
O3 C22 C23 C28 -10.6(3)
C28 C23 C24 C25 -0.1(3)
C22 C23 C24 C25 179.3(2)
C23 C24 C25 C26 -1.1(4)
C24 C25 C26 C27 1.6(4)
C25 C26 C27 C28 -1.0(4)
C25 C26 C27 I2 -179.21(18)
C26 C27 C28 C23 -0.2(3)
I2 C27 C28 C23 178.05(16)
C24 C23 C28 C27 0.7(3)
C22 C23 C28 C27 -178.7(2)
