#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/51/1505125.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_1505125
loop_
_publ_author_name
'Woody, Kathy B.'
'Bullock, Joseph E.'
'Parkin, Sean R.'
'Watson, Mark D.'
_publ_section_title
;
 Alternating Arene−Perfluoroarene Poly(phenylene ethynylenes)
;
_journal_issue                   13
_journal_name_full               Macromolecules
_journal_page_first              4470
_journal_paper_doi               10.1021/ma062667x
_journal_volume                  40
_journal_year                    2007
_chemical_formula_sum            'C46 H62 O4'
_chemical_formula_weight         678.96
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_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                 101.2140(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   18.0411(4)
_cell_length_b                   4.31330(10)
_cell_length_c                   26.4740(6)
_cell_measurement_temperature    90(2)
_cell_volume                     2020.79(8)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.959
_diffrn_measured_fraction_theta_max 0.959
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54178
_diffrn_reflns_av_R_equivalents  0.0348
_diffrn_reflns_av_sigmaI/netI    0.0313
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            12827
_diffrn_reflns_theta_full        67.32
_diffrn_reflns_theta_max         67.32
_diffrn_reflns_theta_min         2.73
_exptl_absorpt_coefficient_mu    0.534
_exptl_crystal_density_diffrn    1.116
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             740
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.171
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       0.0021(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3473
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.035
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0533P)²+0.5445P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0960
_refine_ls_wR_factor_ref         0.1004
_reflns_number_gt                3074
_reflns_number_total             3473
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ma062667xsi20061120_093618.cif
_cod_data_source_block           x04040_0m
_cod_database_code               1505125
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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 0.59453(4) 0.48876(19) 0.09611(3) 0.0191(2) Uani 1 1 d .
O2 O 0.65088(4) 0.66287(19) 0.00826(3) 0.0196(2) Uani 1 1 d .
C1 C 0.54829(6) 0.4949(3) 0.04815(4) 0.0184(3) Uani 1 1 d .
C2 C 0.57633(6) 0.5789(3) 0.00471(4) 0.0180(3) Uani 1 1 d .
C3 C 0.52824(6) 0.5872(3) -0.04385(4) 0.0188(3) Uani 1 1 d .
C4 C 0.55652(6) 0.6837(3) -0.08818(4) 0.0196(3) Uani 1 1 d .
C5 C 0.57924(6) 0.7790(3) -0.12507(4) 0.0210(3) Uani 1 1 d .
C6 C 0.60681(6) 0.9064(3) -0.16786(4) 0.0206(3) Uani 1 1 d .
C7 C 0.57258(7) 0.8382(3) -0.21852(4) 0.0260(3) Uani 1 1 d .
H7 H 0.5299(7) 0.698(2) -0.22522(12) 0.031 Uiso 1 1 calc R
C8 C 0.59922(7) 0.9693(3) -0.25933(5) 0.0297(3) Uani 1 1 d .
H8 H 0.5746(4) 0.9217(8) -0.2944(6) 0.036 Uiso 1 1 calc R
C9 C 0.66065(8) 1.1674(3) -0.25035(5) 0.0295(3) Uani 1 1 d .
H9 H 0.6789(3) 1.2593(15) -0.2788(5) 0.035 Uiso 1 1 calc R
C10 C 0.69579(8) 1.2330(3) -0.20011(5) 0.0315(3) Uani 1 1 d .
H10 H 0.7392(7) 1.368(2) -0.19367(12) 0.038 Uiso 1 1 calc R
C11 C 0.66899(7) 1.1059(3) -0.15914(5) 0.0266(3) Uani 1 1 d .
H11 H 0.6944(4) 1.1573(8) -0.1229(5) 0.032 Uiso 1 1 calc R
C12 C 0.61289(7) 0.7965(3) 0.11643(4) 0.0207(3) Uani 1 1 d .
H12A H 0.5656(5) 0.9195(12) 0.11530(4) 0.025 Uiso 1 1 calc R
H12B H 0.6450(3) 0.9065(11) 0.0953(2) 0.025 Uiso 1 1 calc R
C13 C 0.65502(7) 0.7649(3) 0.17138(4) 0.0217(3) Uani 1 1 d .
H13A H 0.6754(2) 0.972(2) 0.18382(13) 0.026 Uiso 1 1 calc R
H13B H 0.6988(5) 0.6234(14) 0.17207(4) 0.026 Uiso 1 1 calc R
C14 C 0.60687(6) 0.6409(3) 0.20825(4) 0.0218(3) Uani 1 1 d .
H14A H 0.58969(19) 0.426(2) 0.19759(12) 0.026 Uiso 1 1 calc R
H14B H 0.5610(5) 0.7738(14) 0.20599(5) 0.026 Uiso 1 1 calc R
C15 C 0.64998(7) 0.6346(3) 0.26397(4) 0.0263(3) Uani 1 1 d .
H15A H 0.6949(5) 0.4969(15) 0.26609(5) 0.032 Uiso 1 1 calc R
H15B H 0.6688(2) 0.848(2) 0.27385(11) 0.032 Uiso 1 1 calc R
C16 C 0.60357(7) 0.5225(4) 0.30265(5) 0.0296(3) Uani 1 1 d .
H16A H 0.58784(19) 0.303(2) 0.29457(10) 0.036 Uiso 1 1 calc R
H16B H 0.5568(5) 0.6511(14) 0.29920(6) 0.036 Uiso 1 1 calc R
C17 C 0.64724(8) 0.5411(4) 0.35811(5) 0.0431(4) Uani 1 1 d .
H17A H 0.6937(6) 0.410(3) 0.36192(13) 0.065 Uiso 1 1 calc R
H17B H 0.6147(4) 0.464(3) 0.3820(3) 0.065 Uiso 1 1 calc R
H17C H 0.6619(6) 0.761(2) 0.36673(18) 0.065 Uiso 1 1 calc R
C18 C 0.70328(7) 0.4074(3) 0.01950(5) 0.0267(3) Uani 1 1 d .
H18A H 0.68797(18) 0.2341(19) -0.0060(3) 0.032 Uiso 1 1 calc R
H18B H 0.70338(7) 0.3249(10) 0.0552(4) 0.032 Uiso 1 1 calc R
C19 C 0.78107(7) 0.5254(3) 0.01596(4) 0.0250(3) Uani 1 1 d .
H19A H 0.8189(4) 0.3651(17) 0.03015(16) 0.030 Uiso 1 1 calc R
H19B H 0.79206(14) 0.713(2) 0.0379(2) 0.030 Uiso 1 1 calc R
C20 C 0.79051(7) 0.6054(3) -0.03829(4) 0.0247(3) Uani 1 1 d .
H20A H 0.7534(4) 0.7680(17) -0.05230(16) 0.030 Uiso 1 1 calc R
H20B H 0.77894(15) 0.419(2) -0.0603(2) 0.030 Uiso 1 1 calc R
C21 C 0.86945(7) 0.7190(3) -0.04124(5) 0.0272(3) Uani 1 1 d .
H21A H 0.9071(4) 0.5587(17) -0.02566(18) 0.033 Uiso 1 1 calc R
H21B H 0.88024(14) 0.912(2) -0.0202(2) 0.033 Uiso 1 1 calc R
C22 C 0.87993(8) 0.7860(4) -0.09590(5) 0.0359(3) Uani 1 1 d .
H22A H 0.8430(4) 0.9495(19) -0.11128(19) 0.043 Uiso 1 1 calc R
H22B H 0.86825(17) 0.594(2) -0.1171(3) 0.043 Uiso 1 1 calc R
C23 C 0.95955(9) 0.8939(4) -0.09854(6) 0.0454(4) Uani 1 1 d .
H23A H 0.9714(3) 1.087(3) -0.0778(4) 0.068 Uiso 1 1 calc R
H23B H 0.9627(2) 0.936(3) -0.1351(4) 0.068 Uiso 1 1 calc R
H23C H 0.9966(4) 0.729(2) -0.0844(5) 0.068 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 0.0181 0.0091 '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 0.0492 0.0322 '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
C1 O1 C12 112.28(8) . .
C2 O2 C18 113.85(9) . .
O1 C1 C2 120.97(10) . .
O1 C1 C3 118.58(10) . 3_665
C2 C1 C3 120.45(10) . 3_665
O2 C2 C1 121.26(10) . .
O2 C2 C3 118.45(10) . .
C1 C2 C3 120.27(10) . .
C2 C3 C1 119.27(10) . 3_665
C2 C3 C4 120.22(10) . .
C1 C3 C4 120.50(10) 3_665 .
C5 C4 C3 176.90(13) . .
C4 C5 C6 177.29(13) . .
C7 C6 C11 118.71(11) . .
C7 C6 C5 121.50(11) . .
C11 C6 C5 119.79(10) . .
C8 C7 C6 120.52(12) . .
C9 C8 C7 120.40(12) . .
C8 C9 C10 119.51(12) . .
C11 C10 C9 120.44(13) . .
C10 C11 C6 120.42(12) . .
O1 C12 C13 108.14(9) . .
C12 C13 C14 113.93(9) . .
C13 C14 C15 112.20(10) . .
C16 C15 C14 114.31(10) . .
C15 C16 C17 112.43(11) . .
O2 C18 C19 107.97(10) . .
C18 C19 C20 114.27(10) . .
C19 C20 C21 113.56(10) . .
C20 C21 C22 113.58(11) . .
C21 C22 C23 113.19(12) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C1 1.3771(13) .
O1 C12 1.4463(15) .
O2 C2 1.3784(13) .
O2 C18 1.4446(15) .
C1 C2 1.3914(15) .
C1 C3 1.4083(16) 3_665
C2 C3 1.4045(16) .
C3 C1 1.4083(16) 3_665
C3 C4 1.4299(16) .
C4 C5 1.2025(17) .
C5 C6 1.4326(16) .
C6 C7 1.3944(17) .
C6 C11 1.3968(17) .
C7 C8 1.3856(17) .
C8 C9 1.383(2) .
C9 C10 1.387(2) .
C10 C11 1.3838(18) .
C12 C13 1.5109(16) .
C13 C14 1.5243(16) .
C14 C15 1.5281(15) .
C15 C16 1.5223(17) .
C16 C17 1.5273(17) .
C18 C19 1.5129(17) .
C19 C20 1.5185(16) .
C20 C21 1.5225(17) .
C21 C22 1.5229(18) .
C22 C23 1.525(2) .
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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C12 O1 C1 C2 73.88(13) . .
C12 O1 C1 C3 -106.42(12) . 3_665
C18 O2 C2 C1 71.34(14) . .
C18 O2 C2 C3 -110.27(12) . .
O1 C1 C2 O2 -0.95(17) . .
C3 C1 C2 O2 179.36(11) 3_665 .
O1 C1 C2 C3 -179.31(10) . .
C3 C1 C2 C3 1.00(19) 3_665 .
O2 C2 C3 C1 -179.40(10) . 3_665
C1 C2 C3 C1 -0.99(19) . 3_665
O2 C2 C3 C4 -0.55(17) . .
C1 C2 C3 C4 177.86(11) . .
C2 C3 C4 C5 -93(2) . .
C1 C3 C4 C5 86(2) 3_665 .
C3 C4 C5 C6 27(4) . .
C4 C5 C6 C7 -138(3) . .
C4 C5 C6 C11 42(3) . .
C11 C6 C7 C8 -0.85(19) . .
C5 C6 C7 C8 178.64(12) . .
C6 C7 C8 C9 0.6(2) . .
C7 C8 C9 C10 0.4(2) . .
C8 C9 C10 C11 -1.1(2) . .
C9 C10 C11 C6 0.9(2) . .
C7 C6 C11 C10 0.10(19) . .
C5 C6 C11 C10 -179.39(12) . .
C1 O1 C12 C13 172.85(9) . .
O1 C12 C13 C14 -67.81(13) . .
C12 C13 C14 C15 -175.88(11) . .
C13 C14 C15 C16 178.08(11) . .
C14 C15 C16 C17 -176.08(12) . .
C2 O2 C18 C19 173.36(9) . .
O2 C18 C19 C20 -69.36(14) . .
C18 C19 C20 C21 -179.13(11) . .
C19 C20 C21 C22 177.51(12) . .
C20 C21 C22 C23 -178.93(13) . .
