#------------------------------------------------------------------------------
#$Date: 2016-03-26 00:27:55 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180080 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/26/7052687.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_7052687
loop_
_publ_author_name
'Wang, Yu'
'Li, Bo'
'Huang, Guolong'
'Zhang, Jing-Ping'
'Zhang, Yan'
_publ_section_title
;
 An asymmetric TTF derivative bearing a phenyl β-diketone group as an
 efficient ligand towards functional materials
;
_journal_issue                   7
_journal_name_full               'New Journal of Chemistry'
_journal_page_first              1472
_journal_paper_doi               10.1039/c1nj20167k
_journal_volume                  35
_journal_year                    2011
_chemical_formula_sum            'C34 H24 F6 O6 S8 Zn'
_chemical_formula_weight         964.38
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_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                 90.726(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   5.2175(5)
_cell_length_b                   10.5765(10)
_cell_length_c                   34.092(3)
_cell_measurement_temperature    298(2)
_cell_volume                     1881.1(3)
_computing_cell_refinement       CrysAlis
_computing_data_collection       'CrysAlis (Oxford Diffraction, 2006)'
_computing_data_reduction        CrysAlis
_computing_molecular_graphics    'Mercury (Macrae at al., 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_detector_area_resol_mean 10.0
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Oxford Diffraction Gemini R Ultra'
_diffrn_measurement_method       'ω scan'
_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  0.0401
_diffrn_reflns_av_sigmaI/netI    0.0501
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       40
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            9748
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         2.02
_exptl_absorpt_coefficient_mu    1.172
_exptl_absorpt_correction_T_max  0.889
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
CrysAlis (Oxford Diffraction, 2006)
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.703
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             976
_exptl_crystal_size_max          0.49
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.743
_refine_diff_density_min         -0.571
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.048
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     262
_refine_ls_number_reflns         3437
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.049
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0559
_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)+(0.0716P)²+1.4586P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1412
_reflns_number_gt                2527
_reflns_number_total             3437
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c1nj20167k.txt
_cod_data_source_block           735297
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               7052687
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Zn Zn 0.5000 0.0000 0.0000 0.0280(2) Uani 1 2 d S . .
S1 S -0.6904(3) -0.12095(12) 0.25107(4) 0.0442(3) Uani 1 1 d . . .
S2 S -0.3334(3) 0.09622(13) 0.24832(4) 0.0467(4) Uani 1 1 d . . .
S3 S -0.5261(3) 0.18935(14) 0.33302(4) 0.0493(4) Uani 1 1 d . . .
S4 S -0.8971(3) -0.02193(12) 0.33581(4) 0.0497(4) Uani 1 1 d . . .
O1 O 0.7335(5) 0.1488(3) 0.01878(8) 0.0295(7) Uani 1 1 d . . .
O2 O 0.3438(6) -0.0064(3) 0.05387(8) 0.0306(7) Uani 1 1 d . . .
F1 F 0.6454(11) 0.4361(4) 0.0387(3) 0.091(2) Uani 0.70 1 d P . .
F1' F 0.767(3) 0.4045(11) 0.0117(4) 0.060(3) Uani 0.30 1 d P . .
F2 F 1.0276(8) 0.3460(3) 0.03759(16) 0.1120(18) Uani 1 1 d . . .
F3 F 0.8286(11) 0.3914(4) 0.08470(13) 0.130(2) Uani 1 1 d . . .
C1 C 0.7973(10) 0.3471(4) 0.04885(16) 0.0449(13) Uani 1 1 d . . .
C2 C 0.6642(8) 0.2182(4) 0.04728(13) 0.0311(10) Uani 1 1 d . . .
C3 C 0.4878(9) 0.1946(4) 0.07608(13) 0.0355(11) Uani 1 1 d . . .
H3 H 0.4654 0.2561 0.0952 0.043 Uiso 1 1 calc R . .
C4 C 0.3381(8) 0.0831(4) 0.07858(12) 0.0290(10) Uani 1 1 d . . .
C5 C 0.1650(8) 0.0670(4) 0.11222(12) 0.0297(10) Uani 1 1 d . . .
C6 C -0.0427(9) -0.0162(4) 0.10790(13) 0.0341(11) Uani 1 1 d . . .
H6 H -0.0710 -0.0568 0.0840 0.041 Uiso 1 1 calc R . .
C7 C -0.2054(9) -0.0384(4) 0.13871(13) 0.0351(11) Uani 1 1 d . . .
H7 H -0.3435 -0.0930 0.1352 0.042 Uiso 1 1 calc R . .
C8 C -0.1664(8) 0.0196(4) 0.17509(12) 0.0299(10) Uani 1 1 d . . .
C9 C 0.0347(9) 0.1053(4) 0.17881(13) 0.0378(11) Uani 1 1 d . . .
H9 H 0.0609 0.1472 0.2025 0.045 Uiso 1 1 calc R . .
C10 C 0.1960(9) 0.1289(4) 0.14783(13) 0.0372(11) Uani 1 1 d . . .
H10 H 0.3278 0.1874 0.1509 0.045 Uiso 1 1 calc R . .
C11 C -0.3330(9) -0.0085(4) 0.20809(13) 0.0326(10) Uani 1 1 d . . .
C12 C -0.4952(9) -0.1060(4) 0.21067(13) 0.0384(11) Uani 1 1 d . . .
H12 H -0.5031 -0.1659 0.1907 0.046 Uiso 1 1 calc R . .
C13 C -0.5696(9) 0.0150(4) 0.27475(14) 0.0375(11) Uani 1 1 d . . .
C14 C -0.6517(9) 0.0534(5) 0.30981(13) 0.0374(11) Uani 1 1 d . . .
C15 C -0.7334(11) 0.1830(5) 0.37237(14) 0.0494(13) Uani 1 1 d . . .
H15 H -0.7276 0.2439 0.3920 0.059 Uiso 1 1 calc R . .
C16 C -0.8977(12) 0.0901(5) 0.37349(15) 0.0577(15) Uani 1 1 d . . .
H16 H -1.0130 0.0835 0.3940 0.069 Uiso 1 1 calc R . .
C17 C 0.7249(10) -0.2512(4) 0.03810(15) 0.0434(12) Uani 1 1 d . . .
H17A H 0.8792 -0.2984 0.0430 0.065 Uiso 1 1 calc R . .
H17B H 0.6087 -0.3011 0.0224 0.065 Uiso 1 1 calc R . .
H17C H 0.6461 -0.2307 0.0626 0.065 Uiso 1 1 calc R . .
O3 O 0.7853(6) -0.1374(3) 0.01764(9) 0.0313(7) Uani 1 1 d D . .
H18 H 0.939(5) -0.153(5) 0.0055(12) 0.047 Uiso 1 1 d 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'
F F 0.0171 0.0103 '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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Zn Zn 0.2839 1.4301 '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
_geom_angle_publ_flag
O2 Zn O2 180 3_655 . ?
O2 Zn O1 90.74(11) 3_655 . ?
O2 Zn O1 89.26(11) . . ?
O2 Zn O1 89.26(11) 3_655 3_655 ?
O2 Zn O1 90.74(11) . 3_655 ?
O1 Zn O1 180 . 3_655 ?
O2 Zn O3 90.50(11) 3_655 3_655 ?
O2 Zn O3 89.50(11) . 3_655 ?
O1 Zn O3 88.61(11) . 3_655 ?
O1 Zn O3 91.39(11) 3_655 3_655 ?
O2 Zn O3 89.50(11) 3_655 . ?
O2 Zn O3 90.50(11) . . ?
O1 Zn O3 91.39(11) . . ?
O1 Zn O3 88.61(11) 3_655 . ?
O3 Zn O3 180 3_655 . ?
C12 S1 C13 94.6(2) . . ?
C13 S2 C11 95.7(2) . . ?
C15 S3 C14 94.8(2) . . ?
C16 S4 C14 94.1(3) . . ?
C2 O1 Zn 119.9(3) . . ?
C4 O2 Zn 126.3(3) . . ?
F2 C1 F1 120.9(6) . . ?
F2 C1 F3 100.2(5) . . ?
F1 C1 F3 93.4(5) . . ?
F2 C1 F1' 80.1(7) . . ?
F1 C1 F1' 51.4(6) . . ?
F3 C1 F1' 133.7(7) . . ?
F2 C1 C2 114.4(4) . . ?
F1 C1 C2 111.6(5) . . ?
F3 C1 C2 113.6(4) . . ?
F1' C1 C2 107.8(6) . . ?
O1 C2 C3 129.7(4) . . ?
O1 C2 C1 114.0(4) . . ?
C3 C2 C1 116.3(4) . . ?
C2 C3 C4 124.6(4) . . ?
O2 C4 C3 124.3(4) . . ?
O2 C4 C5 116.7(4) . . ?
C3 C4 C5 119.0(4) . . ?
C10 C5 C6 118.0(4) . . ?
C10 C5 C4 124.0(4) . . ?
C6 C5 C4 118.0(4) . . ?
C7 C6 C5 120.6(4) . . ?
C6 C7 C8 121.2(4) . . ?
C9 C8 C7 117.9(4) . . ?
C9 C8 C11 121.2(4) . . ?
C7 C8 C11 120.9(4) . . ?
C10 C9 C8 121.0(4) . . ?
C9 C10 C5 121.2(4) . . ?
C12 C11 C8 126.2(4) . . ?
C12 C11 S2 115.2(3) . . ?
C8 C11 S2 118.5(3) . . ?
C11 C12 S1 120.1(4) . . ?
C14 C13 S2 122.9(4) . . ?
C14 C13 S1 122.8(4) . . ?
S2 C13 S1 114.4(3) . . ?
C13 C14 S4 123.8(4) . . ?
C13 C14 S3 121.8(4) . . ?
S4 C14 S3 114.3(3) . . ?
C16 C15 S3 117.9(4) . . ?
C15 C16 S4 118.8(4) . . ?
C17 O3 Zn 123.2(3) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Zn O2 2.020(3) 3_655 ?
Zn O2 2.020(3) . ?
Zn O1 2.086(3) . ?
Zn O1 2.086(3) 3_655 ?
Zn O3 2.160(3) 3_655 ?
Zn O3 2.160(3) . ?
S1 C12 1.730(4) . ?
S1 C13 1.761(5) . ?
S2 C13 1.760(5) . ?
S2 C11 1.763(4) . ?
S3 C15 1.735(5) . ?
S3 C14 1.763(5) . ?
S4 C16 1.747(5) . ?
S4 C14 1.758(5) . ?
O1 C2 1.274(5) . ?
O2 C4 1.268(5) . ?
F1 C1 1.276(7) . ?
F1' C1 1.411(12) . ?
F2 C1 1.266(6) . ?
F3 C1 1.317(6) . ?
C1 C2 1.531(6) . ?
C2 C3 1.377(6) . ?
C3 C4 1.418(6) . ?
C4 C5 1.478(6) . ?
C5 C10 1.387(6) . ?
C5 C6 1.402(6) . ?
C6 C7 1.379(6) . ?
C7 C8 1.396(6) . ?
C8 C9 1.390(6) . ?
C8 C11 1.461(6) . ?
C9 C10 1.382(6) . ?
C11 C12 1.338(6) . ?
C13 C14 1.338(6) . ?
C15 C16 1.305(7) . ?
C17 O3 1.429(5) . ?
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_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 Zn O1 C2 155.6(3) 3_655 . . . ?
O2 Zn O1 C2 -24.4(3) . . . . ?
O1 Zn O1 C2 -75(100) 3_655 . . . ?
O3 Zn O1 C2 65.1(3) 3_655 . . . ?
O3 Zn O1 C2 -114.9(3) . . . . ?
O2 Zn O2 C4 -168(100) 3_655 . . . ?
O1 Zn O2 C4 23.1(4) . . . . ?
O1 Zn O2 C4 -156.9(4) 3_655 . . . ?
O3 Zn O2 C4 -65.5(3) 3_655 . . . ?
O3 Zn O2 C4 114.5(3) . . . . ?
Zn O1 C2 C3 19.5(6) . . . . ?
Zn O1 C2 C1 -159.7(3) . . . . ?
F2 C1 C2 O1 -34.7(7) . . . . ?
F1 C1 C2 O1 107.1(6) . . . . ?
F3 C1 C2 O1 -148.9(5) . . . . ?
F1' C1 C2 O1 52.3(8) . . . . ?
F2 C1 C2 C3 146.0(5) . . . . ?
F1 C1 C2 C3 -72.3(7) . . . . ?
F3 C1 C2 C3 31.8(7) . . . . ?
F1' C1 C2 C3 -127.1(8) . . . . ?
O1 C2 C3 C4 -1.9(8) . . . . ?
C1 C2 C3 C4 177.3(5) . . . . ?
Zn O2 C4 C3 -14.2(6) . . . . ?
Zn O2 C4 C5 166.7(3) . . . . ?
C2 C3 C4 O2 -2.2(7) . . . . ?
C2 C3 C4 C5 176.9(4) . . . . ?
O2 C4 C5 C10 156.5(4) . . . . ?
C3 C4 C5 C10 -22.7(7) . . . . ?
O2 C4 C5 C6 -23.3(6) . . . . ?
C3 C4 C5 C6 157.6(4) . . . . ?
C10 C5 C6 C7 -2.1(7) . . . . ?
C4 C5 C6 C7 177.7(4) . . . . ?
C5 C6 C7 C8 -0.9(7) . . . . ?
C6 C7 C8 C9 3.0(7) . . . . ?
C6 C7 C8 C11 -177.3(4) . . . . ?
C7 C8 C9 C10 -2.1(7) . . . . ?
C11 C8 C9 C10 178.2(4) . . . . ?
C8 C9 C10 C5 -0.8(7) . . . . ?
C6 C5 C10 C9 2.9(7) . . . . ?
C4 C5 C10 C9 -176.8(4) . . . . ?
C9 C8 C11 C12 -165.2(5) . . . . ?
C7 C8 C11 C12 15.1(7) . . . . ?
C9 C8 C11 S2 16.8(6) . . . . ?
C7 C8 C11 S2 -162.8(4) . . . . ?
C13 S2 C11 C12 -0.3(4) . . . . ?
C13 S2 C11 C8 177.9(4) . . . . ?
C8 C11 C12 S1 -176.9(4) . . . . ?
S2 C11 C12 S1 1.1(5) . . . . ?
C13 S1 C12 C11 -1.3(4) . . . . ?
C11 S2 C13 C14 179.7(4) . . . . ?
C11 S2 C13 S1 -0.5(3) . . . . ?
C12 S1 C13 C14 -179.3(5) . . . . ?
C12 S1 C13 S2 1.0(3) . . . . ?
S2 C13 C14 S4 177.1(3) . . . . ?
S1 C13 C14 S4 -2.6(7) . . . . ?
S2 C13 C14 S3 -0.7(6) . . . . ?
S1 C13 C14 S3 179.6(3) . . . . ?
C16 S4 C14 C13 -175.6(5) . . . . ?
C16 S4 C14 S3 2.3(3) . . . . ?
C15 S3 C14 C13 175.8(5) . . . . ?
C15 S3 C14 S4 -2.1(3) . . . . ?
C14 S3 C15 C16 1.0(5) . . . . ?
S3 C15 C16 S4 0.5(7) . . . . ?
C14 S4 C16 C15 -1.7(5) . . . . ?
O2 Zn O3 C17 -133.0(3) 3_655 . . . ?
O2 Zn O3 C17 47.0(3) . . . . ?
O1 Zn O3 C17 136.3(3) . . . . ?
O1 Zn O3 C17 -43.7(3) 3_655 . . . ?
O3 Zn O3 C17 -25(100) 3_655 . . . ?
