#------------------------------------------------------------------------------
#$Date: 2016-03-21 07:46:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178581 $
#$URL: svn://www.crystallography.net/cod/cif/4/06/92/4069253.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_4069253
loop_
_publ_author_name
'Danila, Ion'
'Biaso, Frédéric'
'Sidorenkova, Helena'
'Geoffroy, Michel'
'Fourmigué, Marc'
'Levillain, E.'
'Avarvari, Narcis'
_publ_section_title
;
 Rigid Bis(tetrathiafulvalenes) Doubly Bridged by Phosphino Groups and
 Derivatives: Synthesis and Intramolecular Mixed Valence State
;
_journal_issue                   13
_journal_name_full               Organometallics
_journal_page_first              3691
_journal_paper_doi               10.1021/om900107y
_journal_volume                  28
_journal_year                    2009
_chemical_formula_moiety         C39H23ClO10P2S8W2
_chemical_formula_sum            'C39 H23 Cl O10 P2 S8 W2'
_chemical_formula_weight         1373.14
_chemical_name_common            'cis-(o-DMTTF)2{[W(CO)5]PPh}2, 1/2(CH2Cl2)'
_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                106.82(3)
_cell_angle_beta                 105.47(3)
_cell_angle_gamma                92.66(3)
_cell_formula_units_Z            2
_cell_length_a                   12.237(2)
_cell_length_b                   13.939(3)
_cell_length_c                   14.864(3)
_cell_measurement_reflns_used    7998
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      1.65
_cell_volume                     2317.9(10)
_computing_cell_refinement       'SELECT, CELL [STOE-IPDS]'
_computing_data_collection       'EXPOSE [STOE-IPDS]'
_computing_data_reduction        'INTEGRATE [STOE-IPDS]'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 6.66
_diffrn_measured_fraction_theta_full 0.925
_diffrn_measured_fraction_theta_max 0.925
_diffrn_measurement_device_type  STOE-IPDS
_diffrn_measurement_method       'Oscillation, Phi. incr. = 1.6'
_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  0.0855
_diffrn_reflns_av_sigmaI/netI    0.1426
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            22590
_diffrn_reflns_theta_full        25.91
_diffrn_reflns_theta_max         25.91
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    5.499
_exptl_absorpt_correction_T_max  0.9608
_exptl_absorpt_correction_T_min  0.7386
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   faceit
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.967
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1320
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.039
_exptl_crystal_size_min          0.008
_refine_diff_density_max         1.033
_refine_diff_density_min         -0.684
_refine_diff_density_rms         0.148
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.727
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     563
_refine_ls_number_reflns         8359
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.727
_refine_ls_R_factor_all          0.0889
_refine_ls_R_factor_gt           0.0371
_refine_ls_shift/su_max          0.018
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0480
_refine_ls_wR_factor_ref         0.0560
_reflns_number_gt                4885
_reflns_number_total             8359
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om900107y_si_002.cif
_cod_data_source_block           cis-4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Numerical' changed to
'numerical' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

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        2318.2(8)
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4069253
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
W1 W 0.19429(3) 0.52131(3) 0.32509(3) 0.02316(10) Uani 1 1 d .
W2 W 0.52799(3) 0.18861(3) 0.29339(3) 0.02394(10) Uani 1 1 d .
S1 S 0.20578(18) 0.35840(17) -0.15627(15) 0.0311(5) Uani 1 1 d .
S2 S 0.35401(19) 0.19808(17) -0.15833(16) 0.0329(6) Uani 1 1 d .
S3 S 0.14928(17) 0.32443(15) 0.03973(14) 0.0245(5) Uani 1 1 d .
S4 S 0.28551(18) 0.15385(15) 0.02134(14) 0.0287(5) Uani 1 1 d .
S5 S 0.11422(17) 0.28631(15) 0.42140(14) 0.0259(5) Uani 1 1 d .
S6 S 0.27437(17) 0.13413(16) 0.41108(15) 0.0262(5) Uani 1 1 d .
S7 S 0.02373(18) 0.20353(16) 0.57527(15) 0.0298(5) Uani 1 1 d .
S8 S 0.18635(18) 0.05499(16) 0.56862(16) 0.0299(5) Uani 1 1 d .
P1 P 0.12987(16) 0.33726(15) 0.24182(15) 0.0176(5) Uani 1 1 d .
P2 P 0.31782(17) 0.14348(15) 0.22518(15) 0.0175(5) Uani 1 1 d .
O1 O 0.3176(5) 0.5045(5) 0.5369(5) 0.0532(19) Uani 1 1 d .
O2 O -0.0245(6) 0.5377(5) 0.4053(5) 0.0547(19) Uani 1 1 d .
O3 O 0.2820(6) 0.7544(5) 0.4201(5) 0.062(2) Uani 1 1 d .
O4 O 0.4304(6) 0.4993(6) 0.2756(7) 0.082(3) Uani 1 1 d .
O5 O 0.0803(6) 0.5787(5) 0.1322(5) 0.0538(19) Uani 1 1 d .
O6 O 0.5635(6) 0.0168(5) 0.1129(5) 0.0533(19) Uani 1 1 d .
O7 O 0.5244(6) 0.3388(5) 0.1663(5) 0.060(2) Uani 1 1 d .
O8 O 0.7929(5) 0.2679(5) 0.3828(5) 0.058(2) Uani 1 1 d .
O9 O 0.5538(5) 0.0398(5) 0.4242(5) 0.0518(18) Uani 1 1 d .
O10 O 0.4812(6) 0.3581(5) 0.4708(5) 0.056(2) Uani 1 1 d .
C1 C 0.2833(7) 0.4149(7) -0.2947(6) 0.037(2) Uani 1 1 d .
H1A H 0.3219 0.3926 -0.3440 0.056 Uiso 1 1 calc R
H1B H 0.3166 0.4823 -0.2534 0.056 Uiso 1 1 calc R
H1C H 0.2037 0.4145 -0.3259 0.056 Uiso 1 1 calc R
C2 C 0.4416(7) 0.2439(7) -0.2973(6) 0.039(2) Uani 1 1 d .
H2A H 0.4239 0.2730 -0.3498 0.059 Uiso 1 1 calc R
H2B H 0.4331 0.1716 -0.3242 0.059 Uiso 1 1 calc R
H2C H 0.5190 0.2686 -0.2571 0.059 Uiso 1 1 calc R
C3 C 0.2956(7) 0.3452(6) -0.2336(6) 0.028(2) Uani 1 1 d .
C4 C 0.3611(7) 0.2731(6) -0.2355(6) 0.029(2) Uani 1 1 d .
C5 C 0.2610(6) 0.2686(6) -0.1015(5) 0.0220(18) Uani 1 1 d .
C6 C 0.2369(6) 0.2533(6) -0.0232(6) 0.0248(19) Uani 1 1 d .
C7 C 0.1869(6) 0.2765(6) 0.1399(5) 0.0166(16) Uani 1 1 d .
C8 C 0.2513(6) 0.2014(5) 0.1327(5) 0.0184(17) Uani 1 1 d .
C9 C 0.1692(6) 0.2572(5) 0.3194(5) 0.0160(16) Uani 1 1 d .
C10 C 0.2409(6) 0.1867(6) 0.3148(5) 0.0168(17) Uani 1 1 d .
C11 C 0.1665(6) 0.1860(6) 0.4610(6) 0.0263(19) Uani 1 1 d .
C12 C 0.1304(6) 0.1516(6) 0.5252(5) 0.0218(18) Uani 1 1 d .
C13 C 0.0223(7) 0.1210(6) 0.6444(6) 0.028(2) Uani 1 1 d .
C14 C 0.0941(7) 0.0545(6) 0.6424(6) 0.029(2) Uani 1 1 d .
C15 C -0.0646(9) 0.1354(8) 0.7009(7) 0.053(3) Uani 1 1 d .
H15A H -0.0590 0.0882 0.7373 0.080 Uiso 1 1 calc R
H15B H -0.1401 0.1240 0.6558 0.080 Uiso 1 1 calc R
H15C H -0.0502 0.2031 0.7454 0.080 Uiso 1 1 calc R
C16 C 0.1117(8) -0.0214(7) 0.6975(6) 0.043(2) Uani 1 1 d .
H16A H 0.0714 -0.0067 0.7462 0.064 Uiso 1 1 calc R
H16B H 0.1918 -0.0177 0.7292 0.064 Uiso 1 1 calc R
H16C H 0.0831 -0.0881 0.6524 0.064 Uiso 1 1 calc R
C17 C -0.0237(6) 0.2962(6) 0.1876(5) 0.0150(18) Uani 1 1 d .
C18 C -0.0981(7) 0.3591(7) 0.1594(6) 0.031(2) Uani 1 1 d .
H18 H -0.0702 0.4259 0.1700 0.038 Uiso 1 1 calc R
C19 C -0.2142(8) 0.3265(8) 0.1153(7) 0.040(2) Uani 1 1 d .
H19 H -0.2629 0.3708 0.0958 0.048 Uiso 1 1 calc R
C20 C -0.2570(7) 0.2279(8) 0.1005(7) 0.035(2) Uani 1 1 d .
H20 H -0.3348 0.2056 0.0722 0.042 Uiso 1 1 calc R
C21 C -0.1848(7) 0.1642(7) 0.1274(6) 0.030(2) Uani 1 1 d .
H21 H -0.2139 0.0977 0.1164 0.036 Uiso 1 1 calc R
C22 C -0.0684(7) 0.1949(7) 0.1710(6) 0.029(2) Uani 1 1 d .
H22 H -0.0204 0.1497 0.1891 0.035 Uiso 1 1 calc R
C23 C 0.2532(6) 0.0117(6) 0.1682(5) 0.0175(18) Uani 1 1 d .
C24 C 0.1369(7) -0.0113(6) 0.1125(6) 0.025(2) Uani 1 1 d .
H24 H 0.0945 0.0401 0.1015 0.030 Uiso 1 1 calc R
C25 C 0.0862(7) -0.1117(7) 0.0741(6) 0.028(2) Uani 1 1 d .
H25 H 0.0101 -0.1274 0.0358 0.034 Uiso 1 1 calc R
C26 C 0.1462(8) -0.1864(7) 0.0918(6) 0.029(2) Uani 1 1 d .
H26 H 0.1107 -0.2529 0.0681 0.035 Uiso 1 1 calc R
C27 C 0.2587(9) -0.1640(7) 0.1443(7) 0.037(2) Uani 1 1 d .
H27 H 0.3004 -0.2157 0.1552 0.044 Uiso 1 1 calc R
C28 C 0.3129(7) -0.0630(6) 0.1824(6) 0.027(2) Uani 1 1 d .
H28 H 0.3902 -0.0486 0.2173 0.032 Uiso 1 1 calc R
C29 C 0.2733(7) 0.5057(6) 0.4600(7) 0.028(2) Uani 1 1 d .
C30 C 0.0519(7) 0.5327(6) 0.3733(6) 0.0270(19) Uani 1 1 d .
C31 C 0.2488(8) 0.6682(7) 0.3868(7) 0.038(2) Uani 1 1 d .
C32 C 0.3440(8) 0.5055(7) 0.2916(7) 0.043(2) Uani 1 1 d .
C33 C 0.1206(8) 0.5553(7) 0.2010(7) 0.037(2) Uani 1 1 d .
C34 C 0.5521(6) 0.0787(7) 0.1784(7) 0.028(2) Uani 1 1 d .
C35 C 0.5239(6) 0.2858(7) 0.2122(7) 0.034(2) Uani 1 1 d .
C36 C 0.6968(8) 0.2372(7) 0.3498(7) 0.039(2) Uani 1 1 d .
C37 C 0.5431(7) 0.0934(7) 0.3766(7) 0.036(2) Uani 1 1 d .
C38 C 0.4975(7) 0.2977(7) 0.4068(7) 0.035(2) Uani 1 1 d .
Cl1 Cl 0.3666(11) 0.5678(8) 0.0717(7) 0.165(5) Uani 0.50 1 d P
Cl2 Cl 0.4849(9) 0.4860(8) 0.0364(6) 0.155(5) Uani 0.50 1 d P
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'
P P 0.1023 0.0942 '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'
W W -0.8490 6.8722 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 '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
C31 W1 C33 86.2(4) .
C31 W1 C32 88.0(3) .
C33 W1 C32 92.2(3) .
C31 W1 C30 92.6(3) .
C33 W1 C30 94.6(3) .
C32 W1 C30 173.3(4) .
C31 W1 C29 86.8(3) .
C33 W1 C29 172.9(3) .
C32 W1 C29 88.7(3) .
C30 W1 C29 84.6(3) .
C31 W1 P1 177.5(2) .
C33 W1 P1 92.2(3) .
C32 W1 P1 90.0(3) .
C30 W1 P1 89.5(2) .
C29 W1 P1 94.8(2) .
C36 W2 C34 92.0(3) .
C36 W2 C37 90.0(3) .
C34 W2 C37 91.6(3) .
C36 W2 C38 90.1(3) .
C34 W2 C38 178.0(3) .
C37 W2 C38 88.6(3) .
C36 W2 C35 86.4(3) .
C34 W2 C35 87.8(3) .
C37 W2 C35 176.4(3) .
C38 W2 C35 92.1(3) .
C36 W2 P2 175.3(3) .
C34 W2 P2 91.0(2) .
C37 W2 P2 93.5(2) .
C38 W2 P2 86.9(2) .
C35 W2 P2 90.0(2) .
C5 S1 C3 95.5(4) .
C5 S2 C4 95.2(3) .
C6 S3 C7 94.5(3) .
C6 S4 C8 94.2(3) .
C11 S5 C9 94.3(3) .
C10 S6 C11 94.0(3) .
C13 S7 C12 95.2(4) .
C12 S8 C14 95.5(3) .
C9 P1 C17 101.6(3) .
C9 P1 C7 101.0(3) .
C17 P1 C7 102.4(3) .
C9 P1 W1 115.3(2) .
C17 P1 W1 117.7(3) .
C7 P1 W1 116.4(2) .
C10 P2 C8 101.4(3) .
C10 P2 C23 100.9(3) .
C8 P2 C23 102.5(3) .
C10 P2 W2 113.9(3) .
C8 P2 W2 114.6(2) .
C23 P2 W2 120.9(3) .
C4 C3 C1 126.8(7) .
C4 C3 S1 117.6(6) .
C1 C3 S1 115.6(6) .
C3 C4 C2 128.0(7) .
C3 C4 S2 117.1(5) .
C2 C4 S2 114.9(6) .
C6 C5 S1 124.5(6) .
C6 C5 S2 121.8(6) .
S1 C5 S2 113.7(3) .
C5 C6 S3 124.0(6) .
C5 C6 S4 121.9(6) .
S3 C6 S4 114.0(4) .
C8 C7 S3 117.3(5) .
C8 C7 P1 128.2(5) .
S3 C7 P1 114.5(4) .
C7 C8 S4 117.4(5) .
C7 C8 P2 129.1(5) .
S4 C8 P2 113.5(4) .
C10 C9 S5 116.6(5) .
C10 C9 P1 129.3(5) .
S5 C9 P1 113.8(4) .
C9 C10 S6 117.6(5) .
C9 C10 P2 128.4(5) .
S6 C10 P2 113.8(4) .
C12 C11 S5 123.8(6) .
C12 C11 S6 122.0(6) .
S5 C11 S6 114.2(4) .
C11 C12 S8 123.9(6) .
C11 C12 S7 122.0(6) .
S8 C12 S7 114.0(3) .
C14 C13 C15 126.7(7) .
C14 C13 S7 118.5(6) .
C15 C13 S7 114.8(6) .
C13 C14 C16 128.3(7) .
C13 C14 S8 116.6(6) .
C16 C14 S8 115.0(6) .
C18 C17 C22 117.9(7) .
C18 C17 P1 122.3(6) .
C22 C17 P1 119.8(6) .
C17 C18 C19 122.0(8) .
C20 C19 C18 119.5(8) .
C21 C20 C19 119.4(8) .
C20 C21 C22 122.0(9) .
C21 C22 C17 119.1(8) .
C28 C23 C24 119.6(7) .
C28 C23 P2 120.9(6) .
C24 C23 P2 119.5(6) .
C25 C24 C23 119.3(8) .
C26 C25 C24 120.8(9) .
C25 C26 C27 119.7(9) .
C26 C27 C28 120.7(8) .
C23 C28 C27 119.9(8) .
O1 C29 W1 175.1(8) .
O2 C30 W1 175.9(7) .
O3 C31 W1 177.6(8) .
O4 C32 W1 177.6(9) .
O5 C33 W1 177.3(8) .
O6 C34 W2 178.7(8) .
O7 C35 W2 178.0(7) .
O8 C36 W2 178.0(9) .
O9 C37 W2 178.7(7) .
O10 C38 W2 179.3(9) .
Cl2 Cl2 Cl1 107.6(12) 2_665
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
W1 C31 1.985(10) .
W1 C33 2.024(10) .
W1 C32 2.028(10) .
W1 C30 2.050(8) .
W1 C29 2.059(9) .
W1 P1 2.488(2) .
W2 C36 2.012(10) .
W2 C34 2.038(9) .
W2 C37 2.044(10) .
W2 C38 2.049(10) .
W2 C35 2.053(9) .
W2 P2 2.476(2) .
S1 C5 1.749(7) .
S1 C3 1.770(7) .
S2 C5 1.764(7) .
S2 C4 1.777(7) .
S3 C6 1.762(7) .
S3 C7 1.765(7) .
S4 C6 1.764(7) .
S4 C8 1.764(7) .
S5 C11 1.752(8) .
S5 C9 1.768(6) .
S6 C10 1.754(7) .
S6 C11 1.766(7) .
S7 C13 1.753(7) .
S7 C12 1.754(7) .
S8 C12 1.747(7) .
S8 C14 1.773(7) .
P1 C9 1.818(7) .
P1 C17 1.827(8) .
P1 C7 1.838(7) .
P2 C10 1.811(7) .
P2 C8 1.820(7) .
P2 C23 1.823(8) .
O1 C29 1.132(9) .
O2 C30 1.152(8) .
O3 C31 1.166(10) .
O4 C32 1.146(10) .
O5 C33 1.155(9) .
O6 C34 1.143(9) .
O7 C35 1.142(9) .
O8 C36 1.153(10) .
O9 C37 1.158(9) .
O10 C38 1.143(10) .
C1 C3 1.497(10) .
C2 C4 1.511(9) .
C3 C4 1.312(11) .
C5 C6 1.345(9) .
C7 C8 1.336(9) .
C9 C10 1.347(9) .
C11 C12 1.343(9) .
C13 C14 1.306(10) .
C13 C15 1.508(10) .
C14 C16 1.505(10) .
C17 C18 1.363(11) .
C17 C22 1.417(11) .
C18 C19 1.387(12) .
C19 C20 1.382(12) .
C20 C21 1.348(11) .
C21 C22 1.386(11) .
C23 C28 1.333(10) .
C23 C24 1.411(11) .
C24 C25 1.392(11) .
C25 C26 1.349(12) .
C26 C27 1.359(12) .
C27 C28 1.413(11) .
Cl1 Cl2 1.970(16) .
Cl2 Cl2 1.380(16) 2_665
