#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:15:05 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178943 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/72/4117252.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_4117252
loop_
_publ_author_name
'Te-Jung Hsu'
'Frank W. Fowler'
'Joseph W. Lauher'
_publ_contact_author_address
;Joseph W. Lauher
Department of Chemistry
State University of New York
Stony Brook, NY 11720
;
_publ_contact_author_email       joseph.lauher@stonybrook.edu
_publ_contact_author_name        'Joseph W. Lauher'
_publ_contact_author_phone       631-632-7925
_publ_section_title
;
 Preparation and Structure of a Tubular Addition Polymer: A True Synthetic
 Nanotube
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              142
_journal_page_last               145
_journal_paper_doi               10.1021/ja209792f
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         'C36 H24 O4'
_chemical_formula_sum            'C36 H24 O4'
_chemical_formula_weight         520.55
_chemical_name_common            polymer
_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_date
; 
'Thu Jun 11 09:34:52 2009' 
;
_audit_creation_method
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) 
(compiled Feb 27 2009,15:38:38) 
;
_cell_angle_alpha                84.99(7)
_cell_angle_beta                 88.02(8)
_cell_angle_gamma                80.37(7)
_cell_formula_units_Z            1
_cell_length_a                   4.889(5)
_cell_length_b                   9.035(9)
_cell_length_c                   15.995(10)
_cell_measurement_reflns_used    392
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      19.4513
_cell_measurement_theta_min      4.8788
_cell_volume                     693.8(11)
_computing_cell_refinement
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) 
(compiled Feb 27 2009,15:38:38) 
;
_computing_data_collection
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) 
(compiled Feb 27 2009,15:38:38) 
;
_computing_data_reduction
; 
CrysAlisPro, Oxford Diffraction Ltd., 
Version 1.171.33.34d (release 27-02-2009 CrysAlis171 .NET) 
(compiled Feb 27 2009,15:38:38) 
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 10.4962
_diffrn_measured_fraction_theta_full 0.928
_diffrn_measured_fraction_theta_max 0.928
_diffrn_measurement_device_type
'Goniometer Xcalibur, detector:Atlas(Gemini Cu)'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.3330
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            432
_diffrn_reflns_theta_full        19.45
_diffrn_reflns_theta_max         19.0
_diffrn_reflns_theta_min         2.27
_exptl_absorpt_coefficient_mu    0.080
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29524
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
'Thu Jun 11 09:34:52 2009' 
;
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.254
_exptl_crystal_description       needle
_exptl_crystal_F_000             272
_exptl_crystal_size_max          1.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.231
_refine_diff_density_min         -0.246
_refine_diff_density_rms         0.050
_refine_ls_goodness_of_fit_ref   0.869
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     181
_refine_ls_number_reflns         1116
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.869
_refine_ls_R_factor_all          0.2438
_refine_ls_R_factor_gt           0.1008
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.1182P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2184
_refine_ls_wR_factor_ref         0.2726
_reflns_number_gt                474
_reflns_number_total             1116
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja209792f_si_004.cif
_cod_data_source_block           triclinic_polymer
_cod_original_cell_volume        693.7(11)
_cod_database_code               4117252
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 0.1700(11) 0.2206(5) 0.8436(4) 0.232(3) Uani 1 1 d .
C10 C 0.6957(11) 0.7191(5) 0.8004(3) 0.241(5) Uani 1 1 d G
H10 H 0.6758 0.6669 0.7540 0.289 Uiso 1 1 calc R
C11 C 0.5581(8) 0.6864(4) 0.8755(4) 0.196(5) Uani 1 1 d G
C12 C 0.5879(10) 0.7644(6) 0.9449(3) 0.241(5) Uani 1 1 d G
H12 H 0.4958 0.7425 0.9952 0.289 Uiso 1 1 calc R
C13 C 0.7552(13) 0.8752(5) 0.9392(3) 0.238(5) Uani 1 1 d G
H13 H 0.7752 0.9274 0.9856 0.286 Uiso 1 1 calc R
C14 C 0.8929(9) 0.9079(4) 0.8641(4) 0.196(4) Uani 1 1 d G
H14 H 1.0049 0.9820 0.8603 0.235 Uiso 1 1 calc R
C15 C 0.8631(8) 0.8299(6) 0.7947(3) 0.0812(19) Uani 1 1 d G
C16 C 1.0011(16) 0.8466(8) 0.7180(5) 0.193(4) Uani 1 1 d .
C9 C 0.3785(15) 0.5544(9) 0.8657(5) 0.199(3) Uani 1 1 d .
C17 C 1.1460(13) 0.8546(6) 0.6536(5) 0.158(3) Uani 1 1 d .
C8 C 0.252(2) 0.4529(11) 0.8588(9) 0.388(8) Uani 1 1 d .
C7 C 0.0243(12) 0.3700(7) 0.8689(6) 0.307(6) Uani 1 1 d .
H7A H -0.1270 0.4128 0.8319 0.368 Uiso 1 1 calc R
H7B H -0.0445 0.3635 0.9265 0.368 Uiso 1 1 calc R
C18 C 1.3513(18) 0.8840(8) 0.5746(4) 0.287(5) Uani 1 1 d .
H18A H 1.2536 0.9451 0.5285 0.345 Uiso 1 1 calc R
H18B H 1.5053 0.9302 0.5903 0.345 Uiso 1 1 calc R
C2 C 0.438(3) 0.263(2) 0.5943(11) 0.421(12) Uani 1 1 d .
C5 C 0.233(3) 0.2654(9) 0.6943(7) 0.219(6) Uani 1 1 d .
C6 C 0.3562(14) 0.1961(11) 0.7664(7) 0.298(7) Uani 1 1 d .
H6A H 0.5266 0.2346 0.7740 0.358 Uiso 1 1 calc R
H6B H 0.4045 0.0888 0.7606 0.358 Uiso 1 1 calc R
C1 C 0.479(5) 0.3234(15) 0.5062(14) 0.42(2) Uani 1 1 d .
H1A H 0.2969 0.3793 0.4920 0.506 Uiso 1 1 calc R
H1B H 0.5936 0.3996 0.5121 0.506 Uiso 1 1 calc R
C4 C -0.013(6) 0.2664(13) 0.6576(9) 0.346(13) Uani 1 1 d .
C3 C -0.241(6) 0.2644(13) 0.6131(17) 0.57(2) Uani 1 1 d .
O1 O 0.5562(19) 0.2771(13) 0.4459(10) 0.354(9) Uani 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'
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
C7 O2 C6 125.7(6) . .
C11 C10 C15 120.0 . .
C11 C10 H10 120.0 . .
C15 C10 H10 120.0 . .
C10 C11 C12 120.0 . .
C10 C11 C9 110.3(5) . .
C12 C11 C9 129.7(5) . .
C11 C12 C13 120.0 . .
C11 C12 H12 120.0 . .
C13 C12 H12 120.0 . .
C12 C13 C14 120.0 . .
C12 C13 H13 120.0 . .
C14 C13 H13 120.0 . .
C15 C14 C13 120.0 . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C14 C15 C10 120.0 . .
C14 C15 C16 125.3(6) . .
C10 C15 C16 114.6(6) . .
C17 C16 C15 174.0(9) . .
C8 C9 C11 178.0(8) . .
C16 C17 C18 172.1(8) . .
C9 C8 C7 157.6(14) . .
C8 C7 O2 99.1(7) . .
C8 C7 H7A 112.0 . .
O2 C7 H7A 111.9 . .
C8 C7 H7B 111.9 . .
O2 C7 H7B 112.0 . .
H7A C7 H7B 109.7 . .
O1 C18 C17 98.9(7) 2_766 .
O1 C18 H18A 112.0 2_766 .
C17 C18 H18A 112.1 . .
O1 C18 H18B 112.0 2_766 .
C17 C18 H18B 111.9 . .
H18A C18 H18B 109.7 . .
C1 C2 C3 90.6(14) . 1_655
C1 C2 C5 150.5(18) . .
C3 C2 C5 109.7(17) 1_655 .
C4 C5 C6 134.6(13) . .
C4 C5 C2 95.0(12) . .
C6 C5 C2 119.2(12) . .
C5 C6 O2 112.6(9) . .
C5 C6 H6A 109.1 . .
O2 C6 H6A 109.1 . .
C5 C6 H6B 109.1 . .
O2 C6 H6B 109.0 . .
H6A C6 H6B 107.8 . .
O1 C1 C2 136.9(18) . .
O1 C1 H1A 103.3 . .
C2 C1 H1A 103.1 . .
O1 C1 H1B 102.8 . .
C2 C1 H1B 102.5 . .
H1A C1 H1B 105.0 . .
C3 C4 C5 174(2) . .
C4 C3 C2 159(3) . 1_455
C1 O1 C18 130.2(16) . 2_766
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O2 C7 1.499(6) .
O2 C6 1.518(8) .
C10 C11 1.3900 .
C10 C15 1.3900 .
C10 H10 0.9300 .
C11 C12 1.3900 .
C11 C9 1.616(9) .
C12 C13 1.3900 .
C12 H12 0.9300 .
C13 C14 1.3900 .
C13 H13 0.9300 .
C14 C15 1.3900 .
C14 H14 0.9300 .
C15 C16 1.388(6) .
C16 C17 1.234(6) .
C9 C8 1.202(9) .
C17 C18 1.618(8) .
C8 C7 1.440(8) .
C7 H7A 0.9700 .
C7 H7B 0.9700 .
C18 O1 1.511(11) 2_766
C18 H18A 0.9700 .
C18 H18B 0.9700 .
C2 C1 1.48(2) .
C2 C3 1.61(2) 1_655
C2 C5 1.857(16) .
C5 C4 1.356(18) .
C5 C6 1.371(11) .
C6 H6A 0.9700 .
C6 H6B 0.9700 .
C1 O1 1.11(3) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C4 C3 1.347(16) .
C3 C2 1.61(2) 1_455
O1 C18 1.510(11) 2_766
