#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:03:56 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179229 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/49/4314904.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_4314904
loop_
_publ_author_name
'Fabrice Pointillart'
'Thomas Cauchy'
'Yann Le Gal'
'Stéphane Golhen'
'Olivier Cador'
'Lahcène Ouahab'
_publ_contact_author_address
;Organométalliques et Matériaux Moléculaires
UMR 6226 CNRS-UR1 Sciences Chimiques de Rennes
Université de Rennes 1
35042, Rennes Cedex
France
;
_publ_contact_author_email       lacene.ouahab@univ-rennes1.fr
_publ_contact_author_fax         '+33(0)2 23 23 68 40'
_publ_contact_author_name        Ouahab
_publ_contact_author_phone       '+33(0)2 23 23 56 59'
_publ_section_title
;
 Experimental and Theoretical Studies on Photophysical Properties: Tuning
 Redox-Active Amido-Tetrathiafulvalene Derivatives in Paramagnetic
 Coordination Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1947
_journal_page_last               1960
_journal_paper_doi               10.1021/ic9023426
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C34 H18 F12 N4 O8 S8 Zn'
_chemical_formula_weight         1160.37
_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                 104.175(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   11.2437(2)
_cell_length_b                   11.1538(3)
_cell_length_c                   18.3042(5)
_cell_measurement_reflns_used    5338
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      0.998
_cell_volume                     2225.64(10)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR97 (Altomare al, 1999)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 9
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  kappaCCD
_diffrn_measurement_method       CCD
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0394
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9884
_diffrn_reflns_theta_full        27.47
_diffrn_reflns_theta_max         27.47
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    1.031
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.732
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1160
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.275
_refine_diff_density_min         -0.458
_refine_diff_density_rms         0.058
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     360
_refine_ls_number_reflns         5102
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.017
_refine_ls_R_factor_all          0.0673
_refine_ls_R_factor_gt           0.0384
_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)+(0.0606P)²+0.0589P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0932
_refine_ls_wR_factor_ref         0.1085
_reflns_number_gt                3526
_reflns_number_total             5102
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic9023426_si_002_1.cif
_cod_data_source_block           12
_cod_original_cell_volume        2225.64(9)
_cod_database_code               4314904
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
C1 C 0.0296(3) 0.0486(3) -0.31884(19) 0.0796(10) Uani 1 1 d . . .
H1 H -0.0400 0.0862 -0.3476 0.095 Uiso 1 1 calc R . .
C2 C 0.0721(3) -0.0503(3) -0.34272(19) 0.0802(10) Uani 1 1 d . . .
H2 H 0.0335 -0.0846 -0.3887 0.096 Uiso 1 1 calc R . .
C3 C 0.2298(2) 0.0059(2) -0.22122(14) 0.0482(6) Uani 1 1 d . . .
C4 C 0.3356(2) 0.0178(2) -0.16867(13) 0.0459(5) Uani 1 1 d . . .
C5 C 0.5635(2) 0.0052(2) -0.10024(14) 0.0511(6) Uani 1 1 d . . .
H5 H 0.6463 -0.0147 -0.0867 0.061 Uiso 1 1 calc R . .
C6 C 0.5219(2) 0.1026(2) -0.07171(13) 0.0448(5) Uani 1 1 d . . .
C7 C 0.5923(2) 0.1900(2) -0.01681(13) 0.0460(5) Uani 1 1 d . . .
C8 C 0.79215(19) 0.2155(2) 0.07344(13) 0.0435(5) Uani 1 1 d . . .
C9 C 0.7850(2) 0.3326(2) 0.09747(15) 0.0541(6) Uani 1 1 d . . .
H9 H 0.7157 0.3789 0.0781 0.065 Uiso 1 1 calc R . .
C10 C 0.8830(3) 0.3790(3) 0.15069(16) 0.0624(7) Uani 1 1 d . . .
H10 H 0.8803 0.4579 0.1666 0.075 Uiso 1 1 calc R . .
C11 C 0.9847(2) 0.3100(3) 0.18041(16) 0.0670(8) Uani 1 1 d . . .
H11 H 1.0498 0.3414 0.2169 0.080 Uiso 1 1 calc R . .
C12 C 0.9892(2) 0.1950(3) 0.15592(15) 0.0584(7) Uani 1 1 d . . .
H12 H 1.0571 0.1473 0.1763 0.070 Uiso 1 1 calc R . .
C13 C 0.8258(3) 0.2719(4) -0.1633(2) 0.0838(10) Uani 1 1 d . . .
C14 C 0.9187(2) 0.2148(3) -0.09667(15) 0.0560(6) Uani 1 1 d . A .
C15 C 1.0193(3) 0.2823(3) -0.06195(18) 0.0684(8) Uani 1 1 d . . .
H15 H 1.0273 0.3586 -0.0806 0.082 Uiso 1 1 calc R A .
C16 C 1.1094(2) 0.2426(2) -0.00064(16) 0.0535(6) Uani 1 1 d . A .
C17 C 1.2123(3) 0.3311(3) 0.0347(2) 0.0743(9) Uani 1 1 d . . .
N1 N 0.70670(16) 0.15239(19) 0.02105(11) 0.0465(5) Uani 1 1 d . . .
H1N H 0.7274 0.0813 0.0109 0.056 Uiso 1 1 calc R . .
N2 N 0.89516(16) 0.15006(19) 0.10211(10) 0.0450(5) Uani 1 1 d . . .
O1 O 0.54946(16) 0.28684(18) -0.00631(11) 0.0630(5) Uani 1 1 d . . .
O2 O 0.89956(14) 0.03752(16) 0.07762(10) 0.0497(4) Uani 1 1 d . . .
O3 O 0.88922(14) 0.11190(16) -0.08046(10) 0.0536(4) Uani 1 1 d . . .
O4 O 1.11865(15) 0.14362(17) 0.03171(10) 0.0543(4) Uani 1 1 d . . .
F1 F 0.7990(8) 0.1979(6) -0.2213(3) 0.139(3) Uani 0.816(15) 1 d P A 1
F2 F 0.8627(5) 0.3725(6) -0.1865(4) 0.139(3) Uani 0.816(15) 1 d P A 1
F3 F 0.7230(5) 0.2944(8) -0.1476(4) 0.128(3) Uani 0.816(15) 1 d P A 1
F1A F 0.861(2) 0.260(4) -0.2244(9) 0.147(19) Uani 0.184(15) 1 d P A 2
F2A F 0.812(5) 0.384(2) -0.155(3) 0.33(3) Uani 0.184(15) 1 d P A 2
F3A F 0.7198(19) 0.225(3) -0.174(2) 0.139(16) Uani 0.184(15) 1 d P A 2
F4 F 1.2507(8) 0.3949(8) -0.0148(5) 0.123(4) Uani 0.626(15) 1 d P A 3
F5 F 1.1861(8) 0.3971(10) 0.0824(7) 0.128(4) Uani 0.626(15) 1 d P A 3
F6 F 1.3181(5) 0.2715(4) 0.0669(6) 0.098(3) Uani 0.626(15) 1 d P A 3
F4A F 1.2803(17) 0.353(2) -0.0022(14) 0.189(11) Uani 0.374(15) 1 d P A 4
F5A F 1.1547(15) 0.4450(12) 0.0375(13) 0.165(7) Uani 0.374(15) 1 d P A 4
F6A F 1.251(2) 0.3152(19) 0.1058(7) 0.152(10) Uani 0.374(15) 1 d P A 4
S1 S 0.10724(6) 0.10693(7) -0.23206(4) 0.0637(2) Uani 1 1 d . . .
S2 S 0.20201(6) -0.11391(7) -0.28535(4) 0.05902(19) Uani 1 1 d . . .
S3 S 0.45966(6) -0.08248(6) -0.16272(4) 0.05569(18) Uani 1 1 d . . .
S4 S 0.36344(5) 0.13101(6) -0.10013(4) 0.05158(17) Uani 1 1 d . . .
Zn01 Zn 1.0000 0.0000 0.0000 0.04535(13) Uani 1 2 d S . .
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'
N N 0.0061 0.0033 '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'
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
C2 C1 S1 118.3(2) . . ?
C1 C2 S2 117.6(2) . . ?
C4 C3 S1 123.5(2) . . ?
C4 C3 S2 122.4(2) . . ?
S1 C3 S2 114.06(13) . . ?
C3 C4 S4 123.77(19) . . ?
C3 C4 S3 121.9(2) . . ?
S4 C4 S3 114.30(13) . . ?
C6 C5 S3 118.32(18) . . ?
C5 C6 C7 128.2(2) . . ?
C5 C6 S4 117.17(18) . . ?
C7 C6 S4 114.59(17) . . ?
O1 C7 N1 123.4(2) . . ?
O1 C7 C6 121.6(2) . . ?
N1 C7 C6 114.9(2) . . ?
N2 C8 N1 112.2(2) . . ?
N2 C8 C9 119.5(2) . . ?
N1 C8 C9 128.2(2) . . ?
C10 C9 C8 118.6(2) . . ?
C11 C10 C9 120.8(3) . . ?
C12 C11 C10 119.4(3) . . ?
N2 C12 C11 120.2(3) . . ?
F3A C13 F2A 107(2) . . ?
F3A C13 F3 41.9(19) . . ?
F2A C13 F3 69(3) . . ?
F3A C13 F1A 107.4(19) . . ?
F2A C13 F1A 106(3) . . ?
F3 C13 F1A 134.8(10) . . ?
F3A C13 F2 131.6(9) . . ?
F2A C13 F2 41(4) . . ?
F3 C13 F2 106.3(5) . . ?
F1A C13 F2 67(2) . . ?
F3A C13 F1 66(2) . . ?
F2A C13 F1 134(2) . . ?
F3 C13 F1 105.2(5) . . ?
F1A C13 F1 45(2) . . ?
F2 C13 F1 107.7(5) . . ?
F3A C13 C14 112.5(10) . . ?
F2A C13 C14 113.0(14) . . ?
F3 C13 C14 112.3(4) . . ?
F1A C13 C14 110.7(10) . . ?
F2 C13 C14 114.1(4) . . ?
F1 C13 C14 110.9(4) . . ?
O3 C14 C15 128.9(3) . . ?
O3 C14 C13 113.6(3) . . ?
C15 C14 C13 117.5(3) . . ?
C14 C15 C16 123.5(3) . . ?
O4 C16 C15 128.9(2) . . ?
O4 C16 C17 113.7(3) . . ?
C15 C16 C17 117.4(3) . . ?
F4A C17 F5 126.5(8) . . ?
F4A C17 F6A 120.8(11) . . ?
F5 C17 F6A 56.2(9) . . ?
F4A C17 F4 26.9(15) . . ?
F5 C17 F4 110.1(6) . . ?
F6A C17 F4 133.9(7) . . ?
F4A C17 F6 74.0(13) . . ?
F5 C17 F6 108.7(6) . . ?
F6A C17 F6 56.6(11) . . ?
F4 C17 F6 99.4(5) . . ?
F4A C17 F5A 101.9(12) . . ?
F5 C17 F5A 41.9(7) . . ?
F6A C17 F5A 97.5(10) . . ?
F4 C17 F5A 76.7(9) . . ?
F6 C17 F5A 140.4(6) . . ?
F4A C17 C16 114.9(8) . . ?
F5 C17 C16 113.3(4) . . ?
F6A C17 C16 111.9(5) . . ?
F4 C17 C16 113.6(5) . . ?
F6 C17 C16 110.8(3) . . ?
F5A C17 C16 106.5(7) . . ?
C7 N1 C8 127.3(2) . . ?
O2 N2 C12 120.4(2) . . ?
O2 N2 C8 118.14(19) . . ?
C12 N2 C8 121.4(2) . . ?
N2 O2 Zn01 119.51(13) . . ?
C14 O3 Zn01 124.60(16) . . ?
C16 O4 Zn01 125.34(16) . . ?
C1 S1 C3 93.87(15) . . ?
C2 S2 C3 94.55(15) . . ?
C5 S3 C4 94.46(12) . . ?
C4 S4 C6 94.13(11) . . ?
O2 Zn01 O2 180.00(7) 3_755 . ?
O2 Zn01 O4 85.78(7) 3_755 . ?
O2 Zn01 O4 94.22(7) . . ?
O2 Zn01 O4 94.22(7) 3_755 3_755 ?
O2 Zn01 O4 85.78(7) . 3_755 ?
O4 Zn01 O4 180.00(7) . 3_755 ?
O2 Zn01 O3 91.82(7) 3_755 3_755 ?
O2 Zn01 O3 88.18(7) . 3_755 ?
O4 Zn01 O3 91.86(7) . 3_755 ?
O4 Zn01 O3 88.14(7) 3_755 3_755 ?
O2 Zn01 O3 88.18(7) 3_755 . ?
O2 Zn01 O3 91.82(7) . . ?
O4 Zn01 O3 88.14(7) . . ?
O4 Zn01 O3 91.86(7) 3_755 . ?
O3 Zn01 O3 180.00(15) 3_755 . ?
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
C1 C2 1.318(5) . ?
C1 S1 1.740(3) . ?
C2 S2 1.729(3) . ?
C3 C4 1.341(3) . ?
C3 S1 1.753(3) . ?
C3 S2 1.755(3) . ?
C4 S4 1.753(2) . ?
C4 S3 1.770(2) . ?
C5 C6 1.339(3) . ?
C5 S3 1.724(3) . ?
C6 C7 1.482(3) . ?
C6 S4 1.758(2) . ?
C7 O1 1.217(3) . ?
C7 N1 1.369(3) . ?
C8 N2 1.361(3) . ?
C8 N1 1.374(3) . ?
C8 C9 1.387(4) . ?
C9 C10 1.381(4) . ?
C10 C11 1.375(4) . ?
C11 C12 1.363(4) . ?
C12 N2 1.352(3) . ?
C13 F3A 1.272(19) . ?
C13 F2A 1.277(18) . ?
C13 F3 1.282(6) . ?
C13 F1A 1.284(17) . ?
C13 F2 1.304(5) . ?
C13 F1 1.321(6) . ?
C13 C14 1.536(4) . ?
C14 O3 1.250(3) . ?
C14 C15 1.378(4) . ?
C15 C16 1.387(4) . ?
C16 O4 1.245(3) . ?
C16 C17 1.539(4) . ?
C17 F4A 1.162(13) . ?
C17 F5 1.231(6) . ?
C17 F6A 1.280(10) . ?
C17 F4 1.306(7) . ?
C17 F6 1.363(6) . ?
C17 F5A 1.433(14) . ?
N2 O2 1.338(3) . ?
O2 Zn01 2.0628(17) . ?
O3 Zn01 2.0928(17) . ?
O4 Zn01 2.0745(17) . ?
Zn01 O2 2.0628(17) 3_755 ?
Zn01 O4 2.0745(17) 3_755 ?
Zn01 O3 2.0928(17) 3_755 ?
