#------------------------------------------------------------------------------
#$Date: 2016-02-18 17:37:37 +0200 (Thu, 18 Feb 2016) $
#$Revision: 176729 $
#$URL: svn://www.crystallography.net/cod/cif/1/10/07/1100743.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_1100743
loop_
_publ_author_name
'Stéphane A. Baudron'
'Narcis Avarvari'
'Patrick Batail'
_publ_contact_author
; Dr Patrick Batail 

  Laboratoire Chimie Ingénierie Moléculaires et

  Matériaux d'Angers,

  UMR 6200 CNRS-Université d'Angers,

  Bat. K, 2, Boulevard Lavoisier, Angers, France 

;
_publ_contact_author_email       patrick.batail@univ-angers.fr
_publ_contact_author_fax         '33 2 41 73 50 11'
_publ_contact_author_phone       '33 2 41 73 52 64'
_publ_section_title
;

A Straightforward Synthesis of Diverse Nickel Dithiolene Complexes Appended

with Hydrogen-Bond Donor/Acceptor Groups

;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              3380
_journal_page_last               3382
_journal_paper_doi               10.1021/ic050174n
_journal_volume                  44
_journal_year                    2005
_chemical_formula_sum            'C32 H24 N4 Ni O5 P S4'
_chemical_formula_weight         762.47
_chemical_name_common            (PPh4)[Ni(madt)2](H2O)
_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                114.341(15)
_cell_angle_beta                 94.651(16)
_cell_angle_gamma                101.106(17)
_cell_formula_units_Z            2
_cell_length_a                   10.3180(14)
_cell_length_b                   13.0706(19)
_cell_length_c                   15.399(2)
_cell_measurement_reflns_used    8000
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.6
_cell_measurement_theta_min      2.1
_cell_volume                     1826.6(5)
_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 0.929
_diffrn_measured_fraction_theta_max 0.929
_diffrn_measurement_device_type  STOE-IPDS
_diffrn_measurement_method       'Rotation, Phi. incr. = 1.5'
_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  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0613
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            6595
_diffrn_reflns_theta_full        25.89
_diffrn_reflns_theta_max         25.89
_diffrn_reflns_theta_min         2.04
_exptl_absorpt_coefficient_mu    0.847
_exptl_absorpt_correction_T_max  0.8960
_exptl_absorpt_correction_T_min  0.7774
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   'FACEIT, STOE-IPDS'
_exptl_crystal_colour            black
_exptl_crystal_density_diffrn    1.386
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       prism
_exptl_crystal_F_000             782
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.15
_refine_diff_density_max         1.507
_refine_diff_density_min         -0.558
_refine_diff_density_rms         0.124
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.993
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     416
_refine_ls_number_reflns         6595
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.993
_refine_ls_R_factor_all          0.0803
_refine_ls_R_factor_gt           0.0549
_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)+(0.1276P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1789
_refine_ls_wR_factor_ref         0.1938
_reflns_number_gt                4416
_reflns_number_total             6595
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic050174nsi20050201_114526.cif
_cod_data_source_block           sb658e
_cod_original_cell_volume        1826.5(4)
_cod_database_code               1100743
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni Ni 0.24112(6) 0.00835(4) 0.01236(4) 0.0327(2) Uani 1 1 d . . .
S3 S 0.22068(13) -0.12485(9) 0.06109(9) 0.0420(3) Uani 1 1 d . . .
S1 S 0.41266(14) 0.10623(10) 0.12638(9) 0.0429(3) Uani 1 1 d . . .
S2 S 0.25988(12) 0.14376(9) -0.03411(9) 0.0367(3) Uani 1 1 d . . .
S4 S 0.07840(13) -0.09553(9) -0.10753(9) 0.0370(3) Uani 1 1 d . . .
C5 C 0.0527(5) -0.3463(4) -0.0117(4) 0.0367(11) Uani 1 1 d . . .
C4 C 0.4451(5) 0.3562(3) 0.0292(3) 0.0300(10) Uani 1 1 d . . .
C6 C 0.0923(5) -0.2376(4) -0.0243(3) 0.0333(10) Uani 1 1 d . . .
C3 C 0.4010(4) 0.2481(3) 0.0428(3) 0.0282(9) Uani 1 1 d . . .
C1 C 0.5833(5) 0.3206(4) 0.1887(4) 0.0375(11) Uani 1 1 d . . .
C7 C 0.0315(5) -0.2243(3) -0.0991(3) 0.0318(10) Uani 1 1 d . . .
C2 C 0.4680(4) 0.2313(3) 0.1132(3) 0.0298(10) Uani 1 1 d . . .
C8 C -0.0625(5) -0.3233(4) -0.1856(4) 0.0434(12) Uani 1 1 d . . .
C24A C 0.8528(8) -0.0175(6) 0.6714(5) 0.0709(19) Uani 1 1 d . . .
H24A H 0.9165 0.0459 0.7188 0.085 Uiso 1 1 calc R . .
O2 O 0.5659(3) 0.4008(3) 0.0385(3) 0.0425(8) Uani 1 1 d . . .
N2 N 0.3488(4) 0.3991(3) 0.0061(3) 0.0401(10) Uani 1 1 d . . .
H2A H 0.3690 0.4604 -0.0031 0.048 Uiso 1 1 calc R . .
H2B H 0.2660 0.3657 0.0003 0.048 Uiso 1 1 calc R . .
N1 N 0.7021(4) 0.2982(4) 0.1804(4) 0.0544(12) Uani 1 1 d . . .
H1A H 0.7719 0.3457 0.2220 0.065 Uiso 1 1 calc R . .
H1B H 0.7098 0.2360 0.1333 0.065 Uiso 1 1 calc R . .
N4 N -0.1842(5) -0.3128(4) -0.2042(4) 0.0559(12) Uani 1 1 d . . .
H4A H -0.2394 -0.3654 -0.2547 0.067 Uiso 1 1 calc R . .
H4B H -0.2088 -0.2534 -0.1658 0.067 Uiso 1 1 calc R . .
O1 O 0.5648(5) 0.4074(3) 0.2538(3) 0.0713(13) Uani 1 1 d . . .
O4 O -0.0207(5) -0.4058(4) -0.2372(4) 0.0856(16) Uani 1 1 d . . .
O3 O -0.0666(3) -0.3999(3) -0.0317(3) 0.0526(10) Uani 1 1 d . . .
N3 N 0.1499(4) -0.3791(3) 0.0229(4) 0.0503(12) Uani 1 1 d . . .
H3A H 0.1315 -0.4402 0.0325 0.060 Uiso 1 1 calc R . .
H3B H 0.2316 -0.3393 0.0359 0.060 Uiso 1 1 calc R . .
P1 P 0.79199(14) 0.13460(11) 0.60204(9) 0.0390(3) Uani 1 1 d . . .
C1A C 0.7558(5) 0.1174(5) 0.4801(4) 0.0426(12) Uani 1 1 d . . .
C13A C 0.6792(6) 0.2038(4) 0.6744(4) 0.0453(12) Uani 1 1 d . . .
C19A C 0.7758(5) -0.0057(4) 0.5979(4) 0.0441(12) Uani 1 1 d . . .
C7A C 0.9568(6) 0.2271(5) 0.6576(4) 0.0493(13) Uani 1 1 d . . .
C16A C 0.5180(9) 0.3184(8) 0.7920(5) 0.087(2) Uani 1 1 d . . .
H16A H 0.4612 0.3568 0.8301 0.105 Uiso 1 1 calc R . .
C11A C 1.1682(8) 0.3386(7) 0.6530(6) 0.090(2) Uani 1 1 d . . .
H11A H 1.2279 0.3596 0.6176 0.108 Uiso 1 1 calc R . .
C23A C 0.8323(10) -0.1245(7) 0.6721(6) 0.094(3) Uani 1 1 d . . .
H23A H 0.8839 -0.1330 0.7199 0.112 Uiso 1 1 calc R . .
C2A C 0.6713(7) 0.1761(6) 0.4555(4) 0.0598(16) Uani 1 1 d . . .
H2A H 0.6307 0.2244 0.5021 0.072 Uiso 1 1 calc R . .
C21A C 0.6628(7) -0.2078(6) 0.5309(6) 0.080(2) Uani 1 1 d . . .
H21A H 0.5997 -0.2718 0.4836 0.096 Uiso 1 1 calc R . .
C14A C 0.5889(6) 0.1440(5) 0.7108(4) 0.0593(15) Uani 1 1 d . . .
H14A H 0.5825 0.0664 0.6956 0.071 Uiso 1 1 calc R . .
C10A C 1.2000(8) 0.3868(6) 0.7524(6) 0.079(2) Uani 1 1 d . . .
H10A H 1.2820 0.4399 0.7846 0.095 Uiso 1 1 calc R . .
C4A C 0.7057(7) 0.0915(7) 0.2918(5) 0.0719(19) Uani 1 1 d . . .
H4A H 0.6913 0.0860 0.2295 0.086 Uiso 1 1 calc R . .
C6A C 0.8111(7) 0.0419(6) 0.4080(4) 0.0652(17) Uani 1 1 d . . .
H6A H 0.8657 0.0007 0.4234 0.078 Uiso 1 1 calc R . .
C15A C 0.5086(7) 0.2056(7) 0.7709(5) 0.082(2) Uani 1 1 d . . .
H15A H 0.4480 0.1686 0.7967 0.098 Uiso 1 1 calc R . .
C8A C 0.9915(9) 0.2786(7) 0.7572(5) 0.095(3) Uani 1 1 d . . .
H8A H 0.9327 0.2602 0.7943 0.114 Uiso 1 1 calc R . .
C20A C 0.6823(7) -0.1007(5) 0.5285(5) 0.0625(16) Uani 1 1 d . . .
H20A H 0.6318 -0.0934 0.4795 0.075 Uiso 1 1 calc R . .
C3A C 0.6489(7) 0.1619(6) 0.3619(5) 0.0707(19) Uani 1 1 d . . .
H3A H 0.5930 0.2017 0.3457 0.085 Uiso 1 1 calc R . .
C9A C 1.1138(9) 0.3572(7) 0.8015(6) 0.100(3) Uani 1 1 d . . .
H9A H 1.1362 0.3908 0.8687 0.120 Uiso 1 1 calc R . .
C22A C 0.7373(8) -0.2186(7) 0.6037(7) 0.083(2) Uani 1 1 d . . .
H22A H 0.7232 -0.2896 0.6065 0.100 Uiso 1 1 calc R . .
C12A C 1.0462(7) 0.2582(6) 0.6060(5) 0.074(2) Uani 1 1 d . . .
H12A H 1.0247 0.2250 0.5387 0.088 Uiso 1 1 calc R . .
C5A C 0.7848(7) 0.0282(7) 0.3133(4) 0.0720(19) Uani 1 1 d . . .
H5A H 0.8202 -0.0232 0.2649 0.086 Uiso 1 1 calc R . .
C18A C 0.6870(9) 0.3201(6) 0.6996(5) 0.083(2) Uani 1 1 d . . .
H18A H 0.7474 0.3591 0.6751 0.100 Uiso 1 1 calc R . .
C17A C 0.6106(8) 0.3776(6) 0.7579(5) 0.103(3) Uani 1 1 d . . .
H17A H 0.6193 0.4561 0.7754 0.123 Uiso 1 1 calc R . .
O5 O 0.4026(8) 0.4958(6) 0.3838(5) 0.249(5) Uiso 1 1 d R . .
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'
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
_geom_angle_publ_flag
S3 Ni S2 178.87(6) . . ?
S3 Ni S4 91.49(5) . . ?
S2 Ni S4 88.83(5) . . ?
S3 Ni S1 88.15(5) . . ?
S2 Ni S1 91.60(5) . . ?
S4 Ni S1 176.15(6) . . ?
C6 S3 Ni 104.36(15) . . ?
C2 S1 Ni 104.37(16) . . ?
C3 S2 Ni 104.07(14) . . ?
C7 S4 Ni 104.46(17) . . ?
O3 C5 N3 123.0(4) . . ?
O3 C5 C6 120.1(4) . . ?
N3 C5 C6 116.8(4) . . ?
O2 C4 N2 122.7(4) . . ?
O2 C4 C3 120.8(4) . . ?
N2 C4 C3 116.5(4) . . ?
C7 C6 C5 122.5(4) . . ?
C7 C6 S3 119.4(3) . . ?
C5 C6 S3 118.1(4) . . ?
C2 C3 C4 121.7(4) . . ?
C2 C3 S2 120.0(3) . . ?
C4 C3 S2 118.3(3) . . ?
O1 C1 N1 123.6(5) . . ?
O1 C1 C2 120.7(5) . . ?
N1 C1 C2 115.7(4) . . ?
C6 C7 C8 123.0(4) . . ?
C6 C7 S4 120.2(3) . . ?
C8 C7 S4 116.1(3) . . ?
C3 C2 C1 123.9(4) . . ?
C3 C2 S1 120.0(3) . . ?
C1 C2 S1 115.9(3) . . ?
O4 C8 N4 123.4(5) . . ?
O4 C8 C7 119.5(5) . . ?
N4 C8 C7 117.0(5) . . ?
C23A C24A C19A 119.0(7) . . ?
C19A P1 C13A 109.1(2) . . ?
C19A P1 C7A 112.4(3) . . ?
C13A P1 C7A 106.4(3) . . ?
C19A P1 C1A 108.2(3) . . ?
C13A P1 C1A 111.7(2) . . ?
C7A P1 C1A 109.1(3) . . ?
C2A C1A C6A 119.3(5) . . ?
C2A C1A P1 121.2(4) . . ?
C6A C1A P1 119.5(4) . . ?
C18A C13A C14A 119.7(5) . . ?
C18A C13A P1 119.6(5) . . ?
C14A C13A P1 120.6(4) . . ?
C20A C19A C24A 119.5(5) . . ?
C20A C19A P1 121.1(4) . . ?
C24A C19A P1 119.2(4) . . ?
C12A C7A C8A 118.1(6) . . ?
C12A C7A P1 122.7(5) . . ?
C8A C7A P1 118.9(5) . . ?
C15A C16A C17A 121.2(7) . . ?
C10A C11A C12A 119.4(7) . . ?
C22A C23A C24A 121.4(7) . . ?
C3A C2A C1A 119.0(6) . . ?
C22A C21A C20A 119.7(7) . . ?
C13A C14A C15A 117.4(6) . . ?
C9A C10A C11A 119.5(7) . . ?
C3A C4A C5A 119.9(6) . . ?
C5A C6A C1A 120.2(6) . . ?
C16A C15A C14A 120.8(7) . . ?
C9A C8A C7A 119.6(7) . . ?
C19A C20A C21A 120.6(6) . . ?
C4A C3A C2A 122.2(6) . . ?
C10A C9A C8A 122.5(8) . . ?
C23A C22A C21A 119.9(7) . . ?
C7A C12A C11A 120.8(7) . . ?
C4A C5A C6A 119.4(6) . . ?
C17A C18A C13A 122.0(7) . . ?
C18A C17A C16A 118.8(7) . . ?
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
Ni S3 2.1446(12) . ?
Ni S2 2.1487(12) . ?
Ni S4 2.1503(14) . ?
Ni S1 2.1504(15) . ?
S3 C6 1.739(5) . ?
S1 C2 1.723(4) . ?
S2 C3 1.734(4) . ?
S4 C7 1.720(4) . ?
C5 O3 1.236(6) . ?
C5 N3 1.319(6) . ?
C5 C6 1.497(6) . ?
C4 O2 1.239(5) . ?
C4 N2 1.323(6) . ?
C4 C3 1.502(5) . ?
C6 C7 1.357(7) . ?
C3 C2 1.355(6) . ?
C1 O1 1.227(6) . ?
C1 N1 1.318(6) . ?
C1 C2 1.501(6) . ?
C7 C8 1.509(7) . ?
C8 O4 1.227(6) . ?
C8 N4 1.311(7) . ?
C24A C23A 1.378(9) . ?
C24A C19A 1.408(8) . ?
P1 C19A 1.782(5) . ?
P1 C13A 1.789(5) . ?
P1 C7A 1.790(6) . ?
P1 C1A 1.795(5) . ?
C1A C2A 1.391(8) . ?
C1A C6A 1.395(8) . ?
C13A C18A 1.389(8) . ?
C13A C14A 1.399(8) . ?
C19A C20A 1.376(8) . ?
C7A C12A 1.374(8) . ?
C7A C8A 1.379(9) . ?
C16A C15A 1.354(11) . ?
C16A C17A 1.385(11) . ?
C11A C10A 1.375(11) . ?
C11A C12A 1.389(10) . ?
C23A C22A 1.373(11) . ?
C2A C3A 1.370(8) . ?
C21A C22A 1.379(10) . ?
C21A C20A 1.391(9) . ?
C14A C15A 1.400(9) . ?
C10A C9A 1.316(11) . ?
C4A C3A 1.359(9) . ?
C4A C5A 1.379(9) . ?
C6A C5A 1.391(8) . ?
C8A C9A 1.377(10) . ?
C18A C17A 1.334(9) . ?
