#------------------------------------------------------------------------------
#$Date: 2017-07-25 03:02:59 +0300 (Tue, 25 Jul 2017) $
#$Revision: 198966 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/12/62/4126299.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_4126299
loop_
_publ_author_name
'Sharber, Seth A.'
'Baral, Rom Nath'
'Frausto, Fanny'
'Haas, Terry E.'
'Müller, Peter'
'Thomas Iii, Samuel W.'
_publ_section_title
;
 Substituent Effects That Control Conjugated Oligomer Conformation through
 Non-covalent Interactions.
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_paper_doi               10.1021/jacs.7b00878
_journal_year                    2017
_chemical_formula_sum            'C42 H20 F10 O8'
_chemical_formula_weight         842.58
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-11-15 # Formatted by publCIF

;
_cell_angle_alpha                90
_cell_angle_beta                 107.343(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.0758(13)
_cell_length_b                   7.8387(6)
_cell_length_c                   15.6727(13)
_cell_measurement_reflns_used    9660
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      41.13
_cell_measurement_theta_min      2.67
_cell_volume                     1767.9(3)
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'phi, omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -27
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_number            65188
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         41.455
_diffrn_reflns_theta_min         1.415
_exptl_absorpt_coefficient_mu    0.144
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS-2014/5
_exptl_crystal_colour            Colorless
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_description       Prism
_exptl_crystal_F_000             852
_exptl_crystal_size_max          1.000
_exptl_crystal_size_mid          0.500
_exptl_crystal_size_min          0.500
_exptl_transmission_factor_max   0.9320
_exptl_transmission_factor_min   0.8700
_refine_diff_density_max         0.737
_refine_diff_density_min         -0.368
_refine_diff_density_rms         0.102
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     272
_refine_ls_number_reflns         11748
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.052
_refine_ls_R_factor_all          0.0625
_refine_ls_R_factor_gt           0.0488
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0782P)²+0.3689P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1305
_refine_ls_wR_factor_ref         0.1452
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9442
_reflns_number_total             11748
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ja7b00878_si_008.cif
_cod_data_source_block           CO2Me-F5_Violet
_cod_database_code               4126299
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.870
_shelx_estimated_absorpt_t_max   0.932
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
F001 F 0.64526(4) 0.97703(7) 0.41297(4) 0.02775(10) Uani 1 1 d . .
F002 F 0.76108(4) 0.86401(9) 0.56864(3) 0.03191(12) Uani 1 1 d . .
F003 F 0.94529(4) 0.59428(8) 0.41256(5) 0.03397(12) Uani 1 1 d . .
F004 F 0.82693(4) 0.70247(8) 0.25664(4) 0.03240(12) Uani 1 1 d . .
F005 F 0.91252(4) 0.67515(8) 0.56970(4) 0.03480(13) Uani 1 1 d . .
O006 O 0.61921(4) 0.76854(7) 0.19341(3) 0.02224(10) Uani 1 1 d . .
O007 O 0.59222(5) 0.92612(7) 0.06895(4) 0.02737(12) Uani 1 1 d . .
O008 O 0.93884(4) 0.09819(8) 0.61048(4) 0.02448(11) Uani 1 1 d . .
O009 O 0.86249(5) 0.28572(10) 0.67155(4) 0.02979(13) Uani 1 1 d . .
C00A C 0.54149(4) 0.63661(7) 0.05522(4) 0.01355(8) Uani 1 1 d . .
C00B C 0.55841(4) 0.46828(7) 0.08791(4) 0.01395(9) Uani 1 1 d . .
C00C C 0.48383(4) 0.66617(7) -0.03103(4) 0.01499(9) Uani 1 1 d . .
H00C H 0.4727 0.7802 -0.0520 0.018 Uiso 1 1 calc R U
C00D C 0.82232(4) 0.26454(8) 0.51292(4) 0.01629(9) Uani 1 1 d . .
C00E C 0.58606(4) 0.79224(7) 0.10537(4) 0.01547(9) Uani 1 1 d . .
C00F C 0.85417(4) 0.22177(9) 0.44087(4) 0.01739(10) Uani 1 1 d . .
H00F H 0.9119 0.1643 0.4509 0.021 Uiso 1 1 calc R U
C00G C 0.73773(5) 0.34956(9) 0.49857(4) 0.01967(11) Uani 1 1 d . .
H00G H 0.7168 0.3802 0.5480 0.024 Uiso 1 1 calc R U
C00H C 0.61495(5) 0.42572(8) 0.17580(4) 0.01763(10) Uani 1 1 d . .
C00I C 0.73234(5) 0.84205(8) 0.32999(4) 0.01795(10) Uani 1 1 d . .
C00J C 0.80159(5) 0.26311(9) 0.35447(4) 0.01823(10) Uani 1 1 d . .
H00J H 0.8238 0.2356 0.3054 0.022 Uiso 1 1 calc R U
C00K C 0.71563(5) 0.34550(8) 0.33949(4) 0.01736(10) Uani 1 1 d . .
C00L C 0.68423(5) 0.38946(9) 0.41227(4) 0.02028(11) Uani 1 1 d . .
H00L H 0.6264 0.4464 0.4025 0.024 Uiso 1 1 calc R U
C00M C 0.80988(5) 0.74355(9) 0.33318(5) 0.02085(11) Uani 1 1 d . .
C00N C 0.66088(5) 0.38528(8) 0.25032(4) 0.01988(11) Uani 1 1 d . .
C00O C 0.71728(5) 0.87947(9) 0.41106(4) 0.01811(10) Uani 1 1 d . .
C00P C 0.77692(5) 0.82358(10) 0.49169(4) 0.02061(11) Uani 1 1 d . .
C00Q C 0.87555(5) 0.22027(9) 0.60640(4) 0.01914(11) Uani 1 1 d . .
C00R C 0.87105(5) 0.68733(10) 0.41271(5) 0.02234(12) Uani 1 1 d . .
C00S C 0.85438(5) 0.72801(10) 0.49235(5) 0.02211(12) Uani 1 1 d . .
C00T C 0.67157(6) 0.91092(9) 0.24308(5) 0.02450(14) Uani 1 1 d . .
H00A H 0.6288 0.9983 0.2540 0.029 Uiso 1 1 calc R U
H00B H 0.7099 0.9642 0.2089 0.029 Uiso 1 1 calc R U
C00U C 0.98963(6) 0.04165(13) 0.69939(5) 0.03208(18) Uani 1 1 d . .
H00D H 1.0246 0.1376 0.7334 0.048 Uiso 1 1 calc R U
H00E H 1.0328 -0.0494 0.6954 0.048 Uiso 1 1 calc R U
H00H H 0.9459 -0.0016 0.7297 0.048 Uiso 1 1 calc R U
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'
F F 0.0171 0.0103 '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
C00E O006 C00T 115.09(5) . .
C00Q O008 C00U 115.49(7) . .
C00C C00A C00B 120.10(5) . .
C00C C00A C00E 115.27(5) . .
C00B C00A C00E 124.54(5) . .
C00C C00B C00A 118.20(5) 3_665 .
C00C C00B C00H 117.70(5) 3_665 .
C00A C00B C00H 124.10(5) . .
C00A C00C C00B 121.70(5) . 3_665
C00A C00C H00C 119.1 . .
C00B C00C H00C 119.1 3_665 .
C00F C00D C00G 120.21(5) . .
C00F C00D C00Q 121.83(6) . .
C00G C00D C00Q 117.95(6) . .
O007 C00E O006 123.42(6) . .
O007 C00E C00A 122.95(5) . .
O006 C00E C00A 113.63(5) . .
C00J C00F C00D 119.99(6) . .
C00J C00F H00F 120.0 . .
C00D C00F H00F 120.0 . .
C00L C00G C00D 120.12(6) . .
C00L C00G H00G 119.9 . .
C00D C00G H00G 119.9 . .
C00N C00H C00B 177.84(7) . .
C00O C00I C00M 116.75(6) . .
C00O C00I C00T 122.29(7) . .
C00M C00I C00T 120.88(6) . .
C00F C00J C00K 120.06(6) . .
C00F C00J H00J 120.0 . .
C00K C00J H00J 120.0 . .
C00L C00K C00J 119.72(5) . .
C00L C00K C00N 120.34(6) . .
C00J C00K C00N 119.94(6) . .
C00G C00L C00K 119.88(6) . .
C00G C00L H00L 120.1 . .
C00K C00L H00L 120.1 . .
F004 C00M C00R 118.45(7) . .
F004 C00M C00I 119.05(7) . .
C00R C00M C00I 122.50(6) . .
C00H C00N C00K 177.39(7) . .
F001 C00O C00P 118.13(6) . .
F001 C00O C00I 119.85(6) . .
C00P C00O C00I 121.99(7) . .
F002 C00P C00S 119.94(6) . .
F002 C00P C00O 120.43(7) . .
C00S C00P C00O 119.63(6) . .
O009 C00Q O008 123.73(6) . .
O009 C00Q C00D 123.84(7) . .
O008 C00Q C00D 112.42(6) . .
F003 C00R C00S 120.36(7) . .
F003 C00R C00M 120.40(7) . .
C00S C00R C00M 119.25(7) . .
F005 C00S C00R 120.16(7) . .
F005 C00S C00P 119.97(7) . .
C00R C00S C00P 119.87(6) . .
O006 C00T C00I 107.34(5) . .
O006 C00T H00A 110.2 . .
C00I C00T H00A 110.2 . .
O006 C00T H00B 110.2 . .
C00I C00T H00B 110.2 . .
H00A C00T H00B 108.5 . .
O008 C00U H00D 109.5 . .
O008 C00U H00E 109.5 . .
H00D C00U H00E 109.5 . .
O008 C00U H00H 109.5 . .
H00D C00U H00H 109.5 . .
H00E C00U H00H 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
F001 C00O 1.3358(9) .
F002 C00P 1.3355(8) .
F003 C00R 1.3366(9) .
F004 C00M 1.3389(8) .
F005 C00S 1.3327(8) .
O006 C00E 1.3330(8) .
O006 C00T 1.4520(8) .
O007 C00E 1.2113(8) .
O008 C00Q 1.3394(10) .
O008 C00U 1.4451(9) .
O009 C00Q 1.2102(9) .
C00A C00C 1.3914(8) .
C00A C00B 1.4109(8) .
C00A C00E 1.4975(8) .
C00B C00C 1.4045(8) 3_665
C00B C00H 1.4267(8) .
C00C C00B 1.4045(8) 3_665
C00C H00C 0.9500 .
C00D C00F 1.3932(9) .
C00D C00G 1.3965(10) .
C00D C00Q 1.4866(8) .
C00F C00J 1.3882(8) .
C00F H00F 0.9500 .
C00G C00L 1.3883(9) .
C00G H00G 0.9500 .
C00H C00N 1.2091(8) .
C00I C00O 1.3872(9) .
C00I C00M 1.3894(10) .
C00I C00T 1.4974(9) .
C00J C00K 1.4036(10) .
C00J H00J 0.9500 .
C00K C00L 1.4021(10) .
C00K C00N 1.4296(8) .
C00L H00L 0.9500 .
C00M C00R 1.3831(11) .
C00O C00P 1.3856(9) .
C00P C00S 1.3848(11) .
C00R C00S 1.3819(11) .
C00T H00A 0.9900 .
C00T H00B 0.9900 .
C00U H00D 0.9800 .
C00U H00E 0.9800 .
C00U H00H 0.9800 .
