#------------------------------------------------------------------------------
#$Date: 2019-11-23 20:40:27 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234898 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/95/4349581.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_4349581
loop_
_publ_author_name
'Andrade, Marta M.'
'Silva, Rafaela A. L.'
'Santos, Isabel C.'
'Lopes, Elsa B.'
'Rabaça, Sandra'
'Pereira, Laura C. J.'
'Coutinho, Joana T.'
'Telo, João P.'
'Rovira, Concepció'
'Almeida, Manuel'
'Belo, Dulce'
_publ_section_title
;
 Gold and nickel alkyl substituted bis-thiophenedithiolene complexes:
 anionic and neutral forms
;
_journal_issue                   2
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              270
_journal_paper_doi               10.1039/C6QI00447D
_journal_volume                  4
_journal_year                    2017
_chemical_formula_moiety         'C16 H20 Ni S6, C24 H20 P'
_chemical_formula_sum            'C40 H40 Ni P S6'
_chemical_formula_weight         802.76
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2016-09-21 deposited with the CCDC.
2016-11-29 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 108.4950(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   20.4780(4)
_cell_length_b                   18.0224(4)
_cell_length_c                   11.1559(2)
_cell_measurement_reflns_used    5096
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.29
_cell_measurement_theta_min      2.71
_cell_volume                     3904.58(14)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    ORTEP3(Farrugia,1997)
_computing_publication_material  'WinGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0364
_diffrn_reflns_av_sigmaI/netI    0.0352
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            15253
_diffrn_reflns_theta_full        26.36
_diffrn_reflns_theta_max         26.36
_diffrn_reflns_theta_min         2.71
_exptl_absorpt_coefficient_mu    0.887
_exptl_absorpt_correction_T_max  0.8711
_exptl_absorpt_correction_T_min  0.6182
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.366
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1676
_exptl_crystal_size_max          0.60
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.16
_refine_diff_density_max         0.319
_refine_diff_density_min         -0.260
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     241
_refine_ls_number_reflns         3979
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.066
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0468P)²+0.8985P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0861
_refine_ls_wR_factor_ref         0.0917
_reflns_number_gt                3164
_reflns_number_total             3979
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c6qi00447d2.cif
_cod_data_source_block           compound_2
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               4349581
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
Ni1 Ni 0.2500 0.2500 0.5000 0.03377(12) Uani 1 2 d S . .
S1 S 0.16771(3) 0.17377(3) 0.41103(5) 0.04292(16) Uani 1 1 d . . .
S2 S 0.28774(3) 0.25065(3) 0.33972(6) 0.04418(16) Uani 1 1 d . A .
P1 P 0.5000 0.08280(4) 0.2500 0.02230(16) Uani 1 2 d S . .
C1 C 0.23059(11) 0.19250(13) 0.2349(2) 0.0413(5) Uani 1 1 d . . .
C2 C 0.17863(11) 0.15815(12) 0.2651(2) 0.0409(5) Uani 1 1 d . A .
C4 C 0.16208(10) 0.11889(12) 0.0541(2) 0.0356(5) Uani 1 1 d . . .
C5 C 0.13217(11) 0.08777(14) -0.0779(2) 0.0452(6) Uani 1 1 d . A .
C6 C 0.08047(15) 0.02649(17) -0.0794(3) 0.0708(8) Uani 1 1 d . . .
H6A H 0.1038 -0.0138 -0.0230 0.106 Uiso 1 1 calc R A .
H6B H 0.0609 0.0073 -0.1656 0.106 Uiso 1 1 calc R . .
H6C H 0.0435 0.0466 -0.0507 0.106 Uiso 1 1 calc R . .
C7 C 0.09619(12) 0.15102(16) -0.1672(2) 0.0559(7) Uani 1 1 d . . .
H7A H 0.0584 0.1708 -0.1404 0.084 Uiso 1 1 calc R A .
H7B H 0.0778 0.1319 -0.2537 0.084 Uiso 1 1 calc R . .
H7C H 0.1295 0.1906 -0.1644 0.084 Uiso 1 1 calc R . .
C8 C 0.18965(13) 0.05680(19) -0.1243(2) 0.0711(9) Uani 1 1 d . . .
H8A H 0.2237 0.0957 -0.1200 0.107 Uiso 1 1 calc R A .
H8B H 0.1700 0.0399 -0.2119 0.107 Uiso 1 1 calc R . .
H8C H 0.2120 0.0150 -0.0708 0.107 Uiso 1 1 calc R . .
C10 C 0.42596(9) 0.02484(11) 0.22779(17) 0.0266(4) Uani 1 1 d . . .
C11 C 0.41779(10) -0.03666(12) 0.14868(19) 0.0368(5) Uani 1 1 d . . .
H11 H 0.4538 -0.0508 0.1166 0.044 Uiso 1 1 calc R . .
C12 C 0.35750(11) -0.07699(13) 0.1170(2) 0.0446(6) Uani 1 1 d . . .
H12 H 0.3518 -0.1190 0.0633 0.054 Uiso 1 1 calc R . .
C13 C 0.30519(10) -0.05583(13) 0.1639(2) 0.0442(6) Uani 1 1 d . . .
H13 H 0.2634 -0.0831 0.1411 0.053 Uiso 1 1 calc R . .
C14 C 0.31337(10) 0.00433(13) 0.2430(2) 0.0423(5) Uani 1 1 d . . .
H14 H 0.2774 0.0181 0.2752 0.051 Uiso 1 1 calc R . .
C15 C 0.37350(9) 0.04466(12) 0.27583(19) 0.0320(4) Uani 1 1 d . . .
H15 H 0.3792 0.0859 0.3312 0.038 Uiso 1 1 calc R . .
C20 C 0.51660(8) 0.14085(10) 0.38752(16) 0.0242(4) Uani 1 1 d . . .
C21 C 0.46828(9) 0.19458(11) 0.39105(19) 0.0311(4) Uani 1 1 d . . .
H21 H 0.4280 0.2014 0.3205 0.037 Uiso 1 1 calc R . .
C22 C 0.47948(11) 0.23778(12) 0.4981(2) 0.0409(5) Uani 1 1 d . . .
H22 H 0.4462 0.2737 0.5017 0.049 Uiso 1 1 calc R . .
C23 C 0.53862(11) 0.22909(13) 0.5998(2) 0.0407(5) Uani 1 1 d . . .
H23 H 0.5454 0.2584 0.6736 0.049 Uiso 1 1 calc R . .
C24 C 0.58756(11) 0.17831(13) 0.59465(19) 0.0395(5) Uani 1 1 d . . .
H24 H 0.6291 0.1742 0.6634 0.047 Uiso 1 1 calc R . .
C25 C 0.57685(9) 0.13290(12) 0.48981(18) 0.0329(5) Uani 1 1 d . . .
H25 H 0.6102 0.0967 0.4876 0.039 Uiso 1 1 calc R . .
S3 S 0.23497(6) 0.17492(6) 0.08322(11) 0.0401(3) Uani 0.685(3) 1 d P A 1
C3 C 0.1408(3) 0.1165(3) 0.1576(5) 0.0377(12) Uani 0.685(3) 1 d P A 1
H3 H 0.1019 0.0879 0.1579 0.045 Uiso 0.685(3) 1 calc PR A 1
S3A S 0.11667(16) 0.09893(18) 0.1584(3) 0.0374(8) Uani 0.315(3) 1 d P A 2
C3A C 0.2135(6) 0.1653(6) 0.1110(9) 0.053(3) Uani 0.315(3) 1 d P A 2
H3A H 0.2413 0.1816 0.0624 0.063 Uiso 0.315(3) 1 calc PR A 2
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'
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'
Ni Ni 0.3393 1.1124 '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
S1 Ni1 S1 180.00(3) . 7_556
S1 Ni1 S2 86.85(2) . 7_556
S1 Ni1 S2 93.15(2) 7_556 7_556
S1 Ni1 S2 93.15(2) . .
S1 Ni1 S2 86.85(2) 7_556 .
S2 Ni1 S2 180.0 7_556 .
C2 S1 Ni1 102.75(8) . .
C1 S2 Ni1 102.36(8) . .
C10 P1 C10 108.71(13) . 2_655
C10 P1 C20 112.31(8) . .
C10 P1 C20 107.37(8) 2_655 .
C10 P1 C20 107.37(8) . 2_655
C10 P1 C20 112.31(8) 2_655 2_655
C20 P1 C20 108.83(12) . 2_655
C2 C1 C3A 96.6(6) . .
C2 C1 S2 121.61(18) . .
C3A C1 S2 141.8(5) . .
C2 C1 S3 116.12(19) . .
C3A C1 S3 19.6(5) . .
S2 C1 S3 122.27(14) . .
C1 C2 C3 106.9(3) . .
C1 C2 S1 120.11(18) . .
C3 C2 S1 133.0(3) . .
C1 C2 S3A 123.4(2) . .
C3 C2 S3A 16.5(2) . .
S1 C2 S3A 116.46(16) . .
C3A C4 C3 91.9(4) . .
C3A C4 C5 135.2(4) . .
C3 C4 C5 132.6(3) . .
C3A C4 S3A 108.6(4) . .
C3 C4 S3A 16.7(2) . .
C5 C4 S3A 115.89(19) . .
C3A C4 S3 18.5(4) . .
C3 C4 S3 110.3(3) . .
C5 C4 S3 117.02(15) . .
S3A C4 S3 126.99(16) . .
C4 C5 C6 110.19(19) . .
C4 C5 C8 110.30(19) . .
C6 C5 C8 109.7(2) . .
C4 C5 C7 108.6(2) . .
C6 C5 C7 109.9(2) . .
C8 C5 C7 108.1(2) . .
C5 C6 H6A 109.5 . .
C5 C6 H6B 109.5 . .
H6A C6 H6B 109.5 . .
C5 C6 H6C 109.5 . .
H6A C6 H6C 109.5 . .
H6B C6 H6C 109.5 . .
C5 C7 H7A 109.5 . .
C5 C7 H7B 109.5 . .
H7A C7 H7B 109.5 . .
C5 C7 H7C 109.5 . .
H7A C7 H7C 109.5 . .
H7B C7 H7C 109.5 . .
C5 C8 H8A 109.5 . .
C5 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C5 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C15 C10 C11 119.74(17) . .
C15 C10 P1 121.33(15) . .
C11 C10 P1 118.52(13) . .
C12 C11 C10 119.98(19) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C11 C12 C13 119.6(2) . .
C11 C12 H12 120.2 . .
C13 C12 H12 120.2 . .
C14 C13 C12 120.54(19) . .
C14 C13 H13 119.7 . .
C12 C13 H13 119.7 . .
C13 C14 C15 120.26(19) . .
C13 C14 H14 119.9 . .
C15 C14 H14 119.9 . .
C14 C15 C10 119.8(2) . .
C14 C15 H15 120.1 . .
C10 C15 H15 120.1 . .
C21 C20 C25 119.94(17) . .
C21 C20 P1 118.98(14) . .
C25 C20 P1 121.07(14) . .
C22 C21 C20 119.40(19) . .
C22 C21 H21 120.3 . .
C20 C21 H21 120.3 . .
C23 C22 C21 120.5(2) . .
C23 C22 H22 119.7 . .
C21 C22 H22 119.7 . .
C24 C23 C22 120.2(2) . .
C24 C23 H23 119.9 . .
C22 C23 H23 119.9 . .
C23 C24 C25 120.46(19) . .
C23 C24 H24 119.8 . .
C25 C24 H24 119.8 . .
C24 C25 C20 119.39(18) . .
C24 C25 H25 120.3 . .
C20 C25 H25 120.3 . .
C4 S3 C1 88.94(12) . .
C4 C3 C2 117.8(4) . .
C4 C3 H3 121.1 . .
C2 C3 H3 121.1 . .
C4 S3A C2 84.57(16) . .
C4 C3A C1 126.9(9) . .
C4 C3A H3A 116.6 . .
C1 C3A H3A 116.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 S1 2.1566(6) .
Ni1 S1 2.1566(6) 7_556
Ni1 S2 2.1613(5) 7_556
Ni1 S2 2.1613(5) .
S1 C2 1.735(2) .
S2 C1 1.723(2) .
P1 C10 1.7925(18) .
P1 C10 1.7925(18) 2_655
P1 C20 1.7981(18) .
P1 C20 1.7981(18) 2_655
C1 C2 1.363(3) .
C1 C3A 1.402(10) .
C1 S3 1.752(2) .
C2 C3 1.419(6) .
C2 S3A 1.791(4) .
C4 C3A 1.337(12) .
C4 C3 1.357(6) .
C4 C5 1.512(3) .
C4 S3A 1.742(3) .
C4 S3 1.745(2) .
C5 C6 1.526(4) .
C5 C8 1.534(3) .
C5 C7 1.539(3) .
C6 H6A 0.9800 .
C6 H6B 0.9800 .
C6 H6C 0.9800 .
C7 H7A 0.9800 .
C7 H7B 0.9800 .
C7 H7C 0.9800 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C10 C15 1.391(2) .
C10 C11 1.393(3) .
C11 C12 1.379(3) .
C11 H11 0.9500 .
C12 C13 1.387(3) .
C12 H12 0.9500 .
C13 C14 1.375(3) .
C13 H13 0.9500 .
C14 C15 1.376(3) .
C14 H14 0.9500 .
C15 H15 0.9500 .
C20 C21 1.394(2) .
C20 C25 1.397(2) .
C21 C22 1.382(3) .
C21 H21 0.9500 .
C22 C23 1.381(3) .
C22 H22 0.9500 .
C23 C24 1.372(3) .
C23 H23 0.9500 .
C24 C25 1.387(3) .
C24 H24 0.9500 .
C25 H25 0.9500 .
C3 H3 0.9500 .
C3A H3A 0.9500 .
