#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/42/4314253.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_4314253
loop_
_publ_author_name
'Vadapalli Chandrasekhar'
'Ramachandran Azhakar'
'Gurusamy Thanagavelu Senthil Andavan'
'Venkatasubbaiah Krishnan'
'Stefano Zacchini'
'Jamie F. Bickley'
'Alexander Steiner'
'Raymond J. Butcher'
'Paul Kögerler'
_publ_section_title
;
 A Phosphorus Supported Multisite Coordinating Tris Hydrazone
 P(S)[N(Me)NCHC6H4-o-OH]3 as an Efficient Ligand for the Assembly of
 Trinuclear Metal Complexes: Synthesis, Structure, and Magnetism
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5989
_journal_page_last               5998
_journal_paper_doi               10.1021/ic034434h
_journal_volume                  42
_journal_year                    2003
_chemical_formula_sum            'C25 H28 Cl3 N6 O3 P S'
_chemical_formula_weight         629.92
_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                96.83(3)
_cell_angle_beta                 107.19(3)
_cell_angle_gamma                100.30(3)
_cell_formula_units_Z            2
_cell_length_a                   10.184(2)
_cell_length_b                   10.895(2)
_cell_length_c                   14.143(3)
_cell_measurement_temperature    153(2)
_cell_volume                     1450.1(6)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      213(2)
_diffrn_measured_fraction_theta_full 0.891
_diffrn_measured_fraction_theta_max 0.891
_diffrn_measurement_device_type  'Stoe IPDS'
_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  0.0655
_diffrn_reflns_av_sigmaI/netI    0.0729
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            5900
_diffrn_reflns_theta_full        22.86
_diffrn_reflns_theta_max         22.86
_diffrn_reflns_theta_min         1.93
_exptl_absorpt_coefficient_mu    0.482
_exptl_absorpt_correction_type   'not applied'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.443
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.346
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.097
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.000
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     358
_refine_ls_number_reflns         3536
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.000
_refine_ls_R_factor_all          0.0724
_refine_ls_R_factor_gt           0.0503
_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)+(0.0994P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1374
_refine_ls_wR_factor_ref         0.1515
_reflns_number_gt                2494
_reflns_number_total             3536
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic034434hsi20030714_033817_1.cif
_cod_data_source_block           Compound_2
_cod_original_cell_volume        1450.1(5)
_cod_database_code               4314253
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
C1 C 0.4570(5) 0.2634(5) 0.9006(3) 0.0366(11) Uani 1 1 d . . .
H1A H 0.4431 0.3504 0.9051 0.055 Uiso 1 1 calc R . .
H1B H 0.4252 0.2221 0.8298 0.055 Uiso 1 1 calc R . .
H1C H 0.5573 0.2653 0.9312 0.055 Uiso 1 1 calc R . .
C2 C 0.5020(4) 0.3242(4) 1.1087(3) 0.0292(10) Uani 1 1 d . . .
H2 H 0.5597 0.3715 1.0775 0.035 Uiso 1 1 calc R . .
C3 C 0.5287(4) 0.3591(4) 1.2170(3) 0.0289(10) Uani 1 1 d . . .
C4 C 0.4455(4) 0.2961(4) 1.2669(3) 0.0320(11) Uani 1 1 d . . .
C5 C 0.4741(5) 0.3327(5) 1.3699(4) 0.0439(13) Uani 1 1 d . . .
H5 H 0.4157 0.2894 1.4025 0.053 Uiso 1 1 calc R . .
C6 C 0.5859(5) 0.4307(5) 1.4248(4) 0.0445(13) Uani 1 1 d . . .
H6 H 0.6046 0.4546 1.4952 0.053 Uiso 1 1 calc R . .
C7 C 0.6713(5) 0.4948(5) 1.3781(4) 0.0449(13) Uani 1 1 d . . .
H7 H 0.7493 0.5623 1.4157 0.054 Uiso 1 1 calc R . .
C8 C 0.6404(5) 0.4580(5) 1.2748(4) 0.0399(12) Uani 1 1 d . . .
H8 H 0.6983 0.5026 1.2424 0.048 Uiso 1 1 calc R . .
C9 C 0.3279(6) -0.0660(5) 0.7546(4) 0.0476(14) Uani 1 1 d . . .
H9A H 0.2673 -0.1276 0.6945 0.071 Uiso 1 1 calc R . .
H9B H 0.3652 -0.1110 0.8090 0.071 Uiso 1 1 calc R . .
H9C H 0.4063 -0.0157 0.7392 0.071 Uiso 1 1 calc R . .
C10 C 0.1828(5) 0.0827(5) 0.6303(3) 0.0366(12) Uani 1 1 d . . .
H10 H 0.2315 0.0245 0.6082 0.044 Uiso 1 1 calc R . .
C11 C 0.1156(5) 0.1574(5) 0.5598(3) 0.0360(11) Uani 1 1 d . . .
C12 C 0.0279(5) 0.2349(5) 0.5785(3) 0.0378(12) Uani 1 1 d . . .
C13 C -0.0321(5) 0.3044(5) 0.5083(4) 0.0480(13) Uani 1 1 d . . .
H13 H -0.0936 0.3548 0.5222 0.058 Uiso 1 1 calc R . .
C14 C -0.0041(6) 0.3019(6) 0.4185(4) 0.0537(15) Uani 1 1 d . . .
H14 H -0.0448 0.3508 0.3713 0.064 Uiso 1 1 calc R . .
C15 C 0.0842(6) 0.2269(6) 0.3981(4) 0.0554(15) Uani 1 1 d . . .
H15 H 0.1057 0.2248 0.3371 0.067 Uiso 1 1 calc R . .
C16 C 0.1401(6) 0.1557(5) 0.4667(4) 0.0478(14) Uani 1 1 d . . .
H16 H 0.1981 0.1028 0.4507 0.057 Uiso 1 1 calc R . .
C17 C -0.0203(5) -0.0066(4) 0.8732(4) 0.0384(11) Uani 1 1 d . . .
H17A H -0.0788 0.0076 0.9156 0.058 Uiso 1 1 calc R . .
H17B H 0.0049 -0.0888 0.8784 0.058 Uiso 1 1 calc R . .
H17C H -0.0730 -0.0062 0.8030 0.058 Uiso 1 1 calc R . .
C18 C -0.0184(5) 0.2506(4) 0.8916(3) 0.0284(10) Uani 1 1 d . . .
H18 H -0.0973 0.1897 0.8924 0.034 Uiso 1 1 calc R . .
C19 C -0.0327(5) 0.3793(4) 0.8805(3) 0.0309(11) Uani 1 1 d . . .
C20 C 0.0768(5) 0.4744(4) 0.8809(3) 0.0349(11) Uani 1 1 d . . .
C21 C 0.0541(7) 0.5927(5) 0.8633(4) 0.0523(14) Uani 1 1 d . . .
H21 H 0.1304 0.6577 0.8639 0.063 Uiso 1 1 calc R . .
C22 C -0.0774(7) 0.6159(5) 0.8450(4) 0.0553(16) Uani 1 1 d . . .
H22 H -0.0928 0.6965 0.8319 0.066 Uiso 1 1 calc R . .
C23 C -0.1869(6) 0.5238(5) 0.8456(4) 0.0518(14) Uani 1 1 d . . .
H23 H -0.2784 0.5404 0.8337 0.062 Uiso 1 1 calc R . .
C24 C -0.1641(5) 0.4068(5) 0.8635(4) 0.0400(12) Uani 1 1 d . . .
H24 H -0.2408 0.3432 0.8643 0.048 Uiso 1 1 calc R . .
C25 C 0.3375(5) 0.8133(5) 0.3657(4) 0.0460(13) Uani 1 1 d . . .
H25 H 0.2447 0.7513 0.3337 0.055 Uiso 1 1 calc R . .
Cl1 Cl 0.33914(14) 0.94107(16) 0.29887(11) 0.0630(4) Uani 1 1 d . . .
Cl2 Cl 0.47032(15) 0.73560(16) 0.36118(11) 0.0635(5) Uani 1 1 d . . .
Cl3 Cl 0.35369(16) 0.86860(15) 0.49140(10) 0.0611(4) Uani 1 1 d . . .
N1 N 0.3763(4) 0.1933(4) 0.9534(3) 0.0304(9) Uani 1 1 d . . .
N2 N 0.4018(4) 0.2308(3) 1.0555(3) 0.0296(9) Uani 1 1 d . . .
N3 N 0.2459(4) 0.0177(4) 0.7861(3) 0.0321(9) Uani 1 1 d . . .
N4 N 0.1797(4) 0.0914(4) 0.7222(3) 0.0317(9) Uani 1 1 d . . .
N5 N 0.1080(4) 0.0941(3) 0.9069(3) 0.0278(8) Uani 1 1 d . . .
N6 N 0.0979(4) 0.2187(3) 0.9001(2) 0.0267(8) Uani 1 1 d . . .
O1 O 0.3350(3) 0.1972(3) 1.2168(2) 0.0449(9) Uani 1 1 d . . .
H1 H 0.3272 0.1847 1.1555 0.067 Uiso 1 1 calc R . .
O2 O -0.0014(4) 0.2426(4) 0.6674(3) 0.0513(10) Uani 1 1 d . . .
H2A H 0.0395 0.1949 0.7025 0.077 Uiso 1 1 calc R . .
O3 O 0.2092(4) 0.4559(3) 0.9005(3) 0.0475(9) Uani 1 1 d . . .
H3 H 0.2109 0.3835 0.9151 0.071 Uiso 1 1 calc R . .
P1 P 0.25773(11) 0.05552(11) 0.90773(8) 0.0272(3) Uani 1 1 d . . .
S1 S 0.29372(13) -0.07947(12) 0.98265(9) 0.0388(4) Uani 1 1 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'
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'
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
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C2 C3 120.6(4) . . ?
C8 C3 C4 117.0(4) . . ?
C8 C3 C2 120.3(4) . . ?
C4 C3 C2 122.6(4) . . ?
O1 C4 C5 118.0(4) . . ?
O1 C4 C3 121.2(4) . . ?
C5 C4 C3 120.8(4) . . ?
C6 C5 C4 120.6(4) . . ?
C5 C6 C7 120.2(4) . . ?
C6 C7 C8 118.5(5) . . ?
C3 C8 C7 122.8(4) . . ?
N4 C10 C11 123.4(4) . . ?
C12 C11 C16 116.0(5) . . ?
C12 C11 C10 124.1(4) . . ?
C16 C11 C10 119.9(4) . . ?
O2 C12 C13 118.8(4) . . ?
O2 C12 C11 120.0(4) . . ?
C13 C12 C11 121.2(4) . . ?
C14 C13 C12 121.1(5) . . ?
C13 C14 C15 119.1(5) . . ?
C16 C15 C14 119.4(5) . . ?
C15 C16 C11 123.1(5) . . ?
N6 C18 C19 121.0(4) . . ?
C20 C19 C24 117.7(4) . . ?
C20 C19 C18 123.5(4) . . ?
C24 C19 C18 118.8(4) . . ?
O3 C20 C19 121.0(4) . . ?
O3 C20 C21 118.4(4) . . ?
C19 C20 C21 120.6(5) . . ?
C22 C21 C20 120.2(5) . . ?
C21 C22 C23 120.3(5) . . ?
C22 C23 C24 119.5(5) . . ?
C23 C24 C19 121.8(5) . . ?
Cl2 C25 Cl3 110.1(3) . . ?
Cl2 C25 Cl1 111.7(3) . . ?
Cl3 C25 Cl1 110.1(3) . . ?
N2 N1 C1 121.2(3) . . ?
N2 N1 P1 111.5(3) . . ?
C1 N1 P1 127.1(3) . . ?
C2 N2 N1 122.0(4) . . ?
N4 N3 C9 121.2(3) . . ?
N4 N3 P1 115.8(3) . . ?
C9 N3 P1 121.5(3) . . ?
C10 N4 N3 120.8(4) . . ?
N6 N5 C17 119.4(3) . . ?
N6 N5 P1 117.8(3) . . ?
C17 N5 P1 118.2(3) . . ?
C18 N6 N5 120.1(3) . . ?
N5 P1 N1 103.28(18) . . ?
N5 P1 N3 105.95(18) . . ?
N1 P1 N3 106.07(18) . . ?
N5 P1 S1 111.95(14) . . ?
N1 P1 S1 115.37(15) . . ?
N3 P1 S1 113.29(14) . . ?
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 N1 1.446(6) . ?
C2 N2 1.279(6) . ?
C2 C3 1.465(6) . ?
C3 C8 1.388(7) . ?
C3 C4 1.396(6) . ?
C4 O1 1.358(6) . ?
C4 C5 1.391(6) . ?
C5 C6 1.373(7) . ?
C6 C7 1.383(7) . ?
C7 C8 1.393(7) . ?
C9 N3 1.456(5) . ?
C10 N4 1.302(6) . ?
C10 C11 1.454(7) . ?
C11 C12 1.391(7) . ?
C11 C16 1.410(6) . ?
C12 O2 1.372(5) . ?
C12 C13 1.385(7) . ?
C13 C14 1.379(7) . ?
C14 C15 1.385(8) . ?
C15 C16 1.369(8) . ?
C17 N5 1.461(6) . ?
C18 N6 1.269(5) . ?
C18 C19 1.457(6) . ?
C19 C20 1.379(7) . ?
C19 C24 1.382(6) . ?
C20 O3 1.350(6) . ?
C20 C21 1.389(7) . ?
C21 C22 1.361(8) . ?
C22 C23 1.363(8) . ?
C23 C24 1.375(7) . ?
C25 Cl2 1.732(5) . ?
C25 Cl3 1.757(5) . ?
C25 Cl1 1.773(6) . ?
N1 N2 1.386(5) . ?
N1 P1 1.670(4) . ?
N3 N4 1.386(5) . ?
N3 P1 1.684(4) . ?
N5 N6 1.392(5) . ?
N5 P1 1.650(3) . ?
P1 S1 1.9375(17) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 30660939
