#------------------------------------------------------------------------------
#$Date: 2016-03-22 11:00:39 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178881 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/10/4111034.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_4111034
loop_
_publ_author_name
'Jye-Shane Yang'
'Jyu-Lun Yan'
'Chung-Yu Hwang'
'Shih-Yi Chiou'
'Kang-Ling Liau'
'Hui-Hsu Gavin Tsai'
'Gene-Hsiang Lee'
'Shie-Ming Peng'
_publ_section_title
;
 Probing the Intrachain and Interchain Effects on the Fluorescence
 Behavior of Pentiptycene-Derived Oligo(p-phenyleneethynylene)s
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14109
_journal_page_last               14119
_journal_paper_doi               10.1021/ja0640389
_journal_volume                  128
_journal_year                    2006
_chemical_formula_sum            'C66 H62 O2'
_chemical_formula_weight         887.16
_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                104.682(2)
_cell_angle_beta                 94.383(2)
_cell_angle_gamma                109.870(2)
_cell_formula_units_Z            1
_cell_length_a                   10.9408(8)
_cell_length_b                   11.0503(8)
_cell_length_c                   11.3483(8)
_cell_measurement_reflns_used    1940
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      26.37
_cell_measurement_theta_min      1.89
_cell_volume                     1228.10(16)
_computing_cell_refinement       'Bruker SAINT'
_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(1)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker SMART 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  0.0415
_diffrn_reflns_av_sigmaI/netI    0.0916
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            9295
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         1.89
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    0.070
_exptl_absorpt_correction_T_max  0.9703
_exptl_absorpt_correction_T_min  0.8608
_exptl_absorpt_correction_type   'empirical used sadabs'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_density_meas      ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             474
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.05
_refine_diff_density_max         0.518
_refine_diff_density_min         -0.252
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0038(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     308
_refine_ls_number_reflns         5016
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.001
_refine_ls_R_factor_all          0.1201
_refine_ls_R_factor_gt           0.0539
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0400P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0966
_refine_ls_wR_factor_ref         0.1092
_reflns_number_gt                2682
_reflns_number_total             5016
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja0640389si20060622_042149_2.cif
_cod_data_source_block           compound5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not_measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_cell_volume        1228.10(15)
_cod_database_code               4111034
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 0.31578(14) 0.11560(13) 0.77385(13) 0.0311(4) Uani 1 1 d .
C1 C 1.01635(19) 0.88729(18) 1.01833(17) 0.0192(5) Uani 1 1 d .
C2 C 1.0525(2) 0.77182(19) 1.04069(18) 0.0228(5) Uani 1 1 d .
H2A H 0.9736 0.6881 1.0297 0.027 Uiso 1 1 calc R
C3 C 1.1359(2) 0.82647(19) 1.17025(19) 0.0239(5) Uani 1 1 d .
C4 C 1.1112(2) 0.7724(2) 1.2673(2) 0.0294(5) Uani 1 1 d .
H4A H 1.0362 0.6928 1.2569 0.035 Uiso 1 1 calc R
C5 C 1.1974(2) 0.8358(2) 1.3805(2) 0.0342(6) Uani 1 1 d .
H5A H 1.1812 0.7991 1.4475 0.041 Uiso 1 1 calc R
C6 C 1.3063(2) 0.9517(2) 1.3960(2) 0.0351(6) Uani 1 1 d .
H6A H 1.3645 0.9944 1.4736 0.042 Uiso 1 1 calc R
C7 C 1.3314(2) 1.0063(2) 1.29836(19) 0.0285(5) Uani 1 1 d .
H7A H 1.4062 1.0861 1.3090 0.034 Uiso 1 1 calc R
C8 C 1.2466(2) 0.9437(2) 1.18656(19) 0.0229(5) Uani 1 1 d .
C9 C 1.25674(19) 0.98969(19) 1.06976(17) 0.0221(5) Uani 1 1 d .
H9A H 1.3355 1.0736 1.0805 0.026 Uiso 1 1 calc R
C10 C 1.25512(19) 0.8690(2) 0.96573(19) 0.0225(5) Uani 1 1 d .
C11 C 1.3466(2) 0.8697(2) 0.88745(19) 0.0263(5) Uani 1 1 d .
H11A H 1.4208 0.9496 0.8964 0.032 Uiso 1 1 calc R
C12 C 1.2181(2) 0.6356(2) 0.7801(2) 0.0345(6) Uani 1 1 d .
H12A H 1.2055 0.5560 0.7158 0.041 Uiso 1 1 calc R
C13 C 1.3275(2) 0.7509(2) 0.7953(2) 0.0325(6) Uani 1 1 d .
H13A H 1.3905 0.7492 0.7423 0.039 Uiso 1 1 calc R
C14 C 1.1262(2) 0.6349(2) 0.85811(19) 0.0291(5) Uani 1 1 d .
H14A H 1.0514 0.5552 0.8479 0.035 Uiso 1 1 calc R
C15 C 1.1449(2) 0.7518(2) 0.95099(18) 0.0230(5) Uani 1 1 d .
C16 C 1.12615(18) 1.00496(19) 1.03688(17) 0.0188(5) Uani 1 1 d .
C17 C 0.88805(19) 0.87788(19) 0.97860(17) 0.0193(5) Uani 1 1 d .
C18 C 0.77876(19) 0.7517(2) 0.94913(18) 0.0209(5) Uani 1 1 d .
C19 C 0.6953(2) 0.6409(2) 0.91720(19) 0.0231(5) Uani 1 1 d .
C20 C 0.5959(2) 0.50657(19) 0.87765(18) 0.0224(5) Uani 1 1 d .
C21 C 0.6240(2) 0.3987(2) 0.8999(2) 0.0292(5) Uani 1 1 d .
H21A H 0.7094 0.4140 0.9406 0.035 Uiso 1 1 calc R
C22 C 0.5285(2) 0.2708(2) 0.8628(2) 0.0286(5) Uani 1 1 d .
H22A H 0.5489 0.1985 0.8780 0.034 Uiso 1 1 calc R
C23 C 0.4035(2) 0.2461(2) 0.80396(19) 0.0245(5) Uani 1 1 d .
C24 C 0.3740(2) 0.3518(2) 0.78043(19) 0.0272(5) Uani 1 1 d .
H24A H 0.2886 0.3357 0.7391 0.033 Uiso 1 1 calc R
C25 C 0.4700(2) 0.4803(2) 0.81766(19) 0.0276(5) Uani 1 1 d .
H25A H 0.4493 0.5522 0.8019 0.033 Uiso 1 1 calc R
C26 C 0.1857(2) 0.0839(2) 0.7090(2) 0.0284(5) Uani 1 1 d .
H26A H 0.1905 0.0974 0.6262 0.034 Uiso 1 1 calc R
H26B H 0.1445 0.1437 0.7557 0.034 Uiso 1 1 calc R
C27 C 0.1044(2) -0.0614(2) 0.69597(19) 0.0282(5) Uani 1 1 d .
H27A H 0.0952 -0.0726 0.7791 0.034 Uiso 1 1 calc R
H27B H 0.1502 -0.1197 0.6556 0.034 Uiso 1 1 calc R
C28 C -0.0323(2) -0.1045(2) 0.6190(2) 0.0340(6) Uani 1 1 d .
H28A H -0.0232 -0.1125 0.5315 0.041 Uiso 1 1 calc R
H28B H -0.0680 -0.0332 0.6478 0.041 Uiso 1 1 calc R
C29 C -0.1321(2) -0.2393(2) 0.6256(2) 0.0434(7) Uani 1 1 d .
H29A H -0.1342 -0.2350 0.7136 0.052 Uiso 1 1 calc R
H29B H -0.2213 -0.2517 0.5866 0.052 Uiso 1 1 calc R
C30 C -0.1005(2) -0.3580(2) 0.5635(2) 0.0462(7) Uani 1 1 d .
H30A H -0.0082 -0.3418 0.5972 0.055 Uiso 1 1 calc R
H30B H -0.1065 -0.3673 0.4740 0.055 Uiso 1 1 calc R
C31 C -0.1935(2) -0.4920(2) 0.5804(2) 0.0438(7) Uani 1 1 d .
H31A H -0.1670 -0.5659 0.5360 0.053 Uiso 1 1 calc R
H31B H -0.1806 -0.4853 0.6694 0.053 Uiso 1 1 calc R
C32 C -0.3393(2) -0.5290(2) 0.5344(2) 0.0346(6) Uani 1 1 d .
H32A H -0.3512 -0.5218 0.4495 0.042 Uiso 1 1 calc R
H32B H -0.3703 -0.4639 0.5882 0.042 Uiso 1 1 calc R
C33 C -0.4233(2) -0.6714(2) 0.5337(2) 0.0370(6) Uani 1 1 d .
H33A H -0.5163 -0.6902 0.5040 0.056 Uiso 1 1 calc R
H33B H -0.4129 -0.6787 0.6178 0.056 Uiso 1 1 calc R
H33C H -0.3947 -0.7365 0.4788 0.056 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'
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
C23 O1 C26 117.86(16) . .
C16 C1 C17 122.04(18) . .
C16 C1 C2 112.91(18) . .
C17 C1 C2 125.01(17) . .
C15 C2 C3 106.36(16) . .
C15 C2 C1 104.66(15) . .
C3 C2 C1 106.22(15) . .
C4 C3 C8 119.9(2) . .
C4 C3 C2 126.66(19) . .
C8 C3 C2 113.43(18) . .
C3 C4 C5 119.3(2) . .
C6 C5 C4 120.5(2) . .
C5 C6 C7 120.3(2) . .
C8 C7 C6 119.3(2) . .
C7 C8 C3 120.7(2) . .
C7 C8 C9 126.73(18) . .
C3 C8 C9 112.53(18) . .
C16 C9 C8 105.51(15) . .
C16 C9 C10 105.14(15) . .
C8 C9 C10 106.03(16) . .
C11 C10 C15 120.54(19) . .
C11 C10 C9 126.44(18) . .
C15 C10 C9 112.97(18) . .
C10 C11 C13 118.7(2) . .
C13 C12 C14 120.6(2) . .
C12 C13 C11 120.8(2) . .
C15 C14 C12 119.2(2) . .
C14 C15 C10 120.2(2) . .
C14 C15 C2 126.62(19) . .
C10 C15 C2 113.12(17) . .
C1 C16 C17 120.95(18) . 2_777
C1 C16 C9 113.37(17) . .
C17 C16 C9 125.65(17) 2_777 .
C1 C17 C16 116.96(17) . 2_777
C1 C17 C18 120.55(18) . .
C16 C17 C18 122.41(18) 2_777 .
C19 C18 C17 173.2(2) . .
C18 C19 C20 179.2(2) . .
C25 C20 C21 118.22(19) . .
C25 C20 C19 121.28(19) . .
C21 C20 C19 120.50(19) . .
C22 C21 C20 120.3(2) . .
C21 C22 C23 120.9(2) . .
O1 C23 C22 115.73(19) . .
O1 C23 C24 124.68(19) . .
C22 C23 C24 119.59(19) . .
C25 C24 C23 119.5(2) . .
C24 C25 C20 121.5(2) . .
O1 C26 C27 108.13(17) . .
C26 C27 C28 110.68(18) . .
C27 C28 C29 114.01(19) . .
C30 C29 C28 113.33(19) . .
C29 C30 C31 113.3(2) . .
C32 C31 C30 114.9(2) . .
C31 C32 C33 112.5(2) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O1 C23 1.370(2) .
O1 C26 1.436(2) .
C1 C16 1.392(3) .
C1 C17 1.402(3) .
C1 C2 1.530(3) .
C2 C15 1.517(3) .
C2 C3 1.526(3) .
C3 C4 1.383(3) .
C3 C8 1.399(3) .
C4 C5 1.393(3) .
C5 C6 1.381(3) .
C6 C7 1.393(3) .
C7 C8 1.374(3) .
C8 C9 1.534(3) .
C9 C16 1.524(3) .
C9 C10 1.535(3) .
C10 C11 1.387(3) .
C10 C15 1.399(3) .
C11 C13 1.395(3) .
C12 C13 1.381(3) .
C12 C14 1.388(3) .
C14 C15 1.386(3) .
C16 C17 1.407(3) 2_777
C17 C16 1.407(3) 2_777
C17 C18 1.434(3) .
C18 C19 1.195(3) .
C19 C20 1.442(3) .
C20 C25 1.389(3) .
C20 C21 1.403(3) .
C21 C22 1.376(3) .
C22 C23 1.381(3) .
C23 C24 1.392(3) .
C24 C25 1.383(3) .
C26 C27 1.510(3) .
C27 C28 1.527(3) .
C28 C29 1.542(3) .
C29 C30 1.488(3) .
C30 C31 1.554(3) .
C31 C32 1.518(3) .
C32 C33 1.526(3) .
