#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:29:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179248 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/68/4316847.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_4316847
loop_
_publ_author_name
'Alexander N. Kornev'
'Natalia V. Belina'
'Vyacheslav V. Sushev'
'Julia S. Panova'
'Olga V. Lukoyanova'
'Sergey Y. Ketkov'
'Georgy K. Fukin'
'Mikhail A. Lopatin'
'Gleb A. Abakumov'
_publ_section_title
;
 Chemistry of the Phosphorus-Nitrogen Ligands. Multiple Isomeric
 Transformations of the Diphosphinohydrazine Bearing 8-Quinolyl
 Substituent: P\\rightarrowC, P\\rightarrowN, and P\\rightarrowP
 Migrations Caused by Different Factors
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              9677
_journal_page_last               9682
_journal_paper_doi               10.1021/ic101410u
_journal_volume                  49
_journal_year                    2010
_chemical_formula_sum            'C76 H72 I2 N6 O P4 Zn2'
_chemical_formula_weight         1593.82
_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                107.3020(10)
_cell_angle_beta                 114.3250(10)
_cell_angle_gamma                94.7250(10)
_cell_formula_units_Z            1
_cell_length_a                   12.3881(5)
_cell_length_b                   12.4416(5)
_cell_length_c                   12.9177(5)
_cell_measurement_reflns_used    900
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30
_cell_measurement_theta_min      2
_cell_volume                     1683.42(12)
_computing_cell_refinement       'Bruker SMART'
_computing_data_collection       'Bruker SMART'
_computing_data_reduction        'Bruker SHELXTL'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_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  0.0241
_diffrn_reflns_av_sigmaI/netI    0.0348
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14341
_diffrn_reflns_theta_full        26.00
_diffrn_reflns_theta_max         26.00
_diffrn_reflns_theta_min         2.45
_exptl_absorpt_coefficient_mu    1.775
_exptl_absorpt_correction_T_max  0.8710
_exptl_absorpt_correction_T_min  0.8152
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 2008)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.572
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             804
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         1.433
_refine_diff_density_min         -1.053
_refine_diff_density_rms         0.129
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     394
_refine_ls_number_reflns         6547
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      1.068
_refine_ls_R_factor_all          0.0535
_refine_ls_R_factor_gt           0.0419
_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)+(0.0743P)²+0.7881P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1099
_refine_ls_wR_factor_ref         0.1154
_reflns_number_gt                5433
_reflns_number_total             6547
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic101410u_si_002_3.cif
_cod_data_source_block           znim
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_original_cell_volume        1683.41(12)
_cod_database_code               4316847
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
Zn1 Zn 0.10339(3) 0.31660(3) 0.41032(3) 0.01780(7) Uani 1 1 d . . .
I1 I 0.293102(16) 0.240561(16) 0.414193(16) 0.02651(5) Uani 1 1 d . . .
P1 P 0.01846(6) 0.40516(6) 0.26481(6) 0.01744(15) Uani 1 1 d . . .
N1 N 0.0917(2) 0.35162(19) 0.56528(19) 0.0181(5) Uani 1 1 d . . .
C1 C 0.0194(2) 0.2585(2) 0.5645(2) 0.0202(6) Uani 1 1 d . . .
P2 P -0.16811(6) 0.53446(6) 0.30804(6) 0.01704(15) Uani 1 1 d . . .
N2 N -0.0224(2) 0.16460(19) 0.3560(2) 0.0205(5) Uani 1 1 d . . .
C2 C -0.0030(2) 0.2532(2) 0.6594(2) 0.0225(7) Uani 1 1 d . . .
H2A H 0.0329 0.3181 0.7339 0.027 Uiso 1 1 calc R . .
N3 N -0.0963(2) 0.4622(2) 0.2503(2) 0.0220(6) Uani 1 1 d . . .
C3 C -0.0771(3) 0.1550(3) 0.6493(3) 0.0278(7) Uani 1 1 d . . .
H3B H -0.0881 0.1545 0.7177 0.033 Uiso 1 1 calc R . .
C4 C -0.1341(3) 0.0596(3) 0.5424(3) 0.0283(7) Uani 1 1 d . . .
H4A H -0.1839 -0.0062 0.5369 0.034 Uiso 1 1 calc R . .
C5 C -0.1171(3) 0.0611(2) 0.4413(3) 0.0235(7) Uani 1 1 d . . .
C6 C -0.1737(3) -0.0316(3) 0.3264(3) 0.0300(8) Uani 1 1 d . . .
H6A H -0.2259 -0.0991 0.3150 0.036 Uiso 1 1 calc R . .
C7 C -0.1535(3) -0.0243(2) 0.2332(3) 0.0302(8) Uani 1 1 d . . .
H7A H -0.1915 -0.0863 0.1563 0.036 Uiso 1 1 calc R . .
C8 C -0.0755(3) 0.0759(2) 0.2509(2) 0.0240(7) Uani 1 1 d . . .
H8A H -0.0606 0.0798 0.1854 0.029 Uiso 1 1 calc R . .
C9 C -0.0410(2) 0.1598(2) 0.4522(2) 0.0194(6) Uani 1 1 d . . .
C10 C -0.0388(3) 0.2817(2) 0.1217(2) 0.0217(6) Uani 1 1 d . . .
C11 C -0.1626(3) 0.2316(2) 0.0533(3) 0.0266(7) Uani 1 1 d . . .
H11A H -0.2194 0.2634 0.0773 0.032 Uiso 1 1 calc R . .
C12 C -0.2025(3) 0.1312(3) -0.0539(3) 0.0377(9) Uani 1 1 d . . .
H12A H -0.2871 0.0956 -0.1012 0.045 Uiso 1 1 calc RD . .
C13 C -0.1237(4) 0.0856(3) -0.0895(3) 0.0410(9) Uani 1 1 d . . .
H13A H -0.1525 0.0189 -0.1617 0.049 Uiso 1 1 calc R . .
C14 C -0.0011(3) 0.1357(3) -0.0216(3) 0.0399(9) Uani 1 1 d . . .
H14A H 0.0547 0.1030 -0.0468 0.048 Uiso 1 1 calc R . .
C15 C 0.0420(3) 0.2335(3) 0.0835(3) 0.0290(7) Uani 1 1 d . . .
H15A H 0.1269 0.2677 0.1295 0.035 Uiso 1 1 calc R . .
C16 C 0.1306(2) 0.4988(2) 0.2529(2) 0.0210(6) Uani 1 1 d . . .
C17 C 0.2532(3) 0.5218(2) 0.3277(3) 0.0258(7) Uani 1 1 d . . .
H17A H 0.2815 0.4890 0.3889 0.031 Uiso 1 1 calc R . .
C18 C 0.3370(3) 0.5923(3) 0.3157(3) 0.0337(8) Uani 1 1 d . . .
H18A H 0.4219 0.6070 0.3676 0.040 Uiso 1 1 calc R . .
C19 C 0.2951(3) 0.6405(3) 0.2273(3) 0.0336(8) Uani 1 1 d . . .
H19A H 0.3515 0.6888 0.2183 0.040 Uiso 1 1 calc R . .
C20 C 0.1721(3) 0.6191(3) 0.1519(3) 0.0298(7) Uani 1 1 d . . .
H20A H 0.1442 0.6532 0.0918 0.036 Uiso 1 1 calc R . .
C21 C 0.0891(3) 0.5482(2) 0.1633(2) 0.0236(7) Uani 1 1 d . . .
H21A H 0.0043 0.5331 0.1108 0.028 Uiso 1 1 calc R . .
C22 C -0.2716(2) 0.5833(2) 0.1930(2) 0.0208(6) Uani 1 1 d . . .
C23 C -0.2883(3) 0.5388(3) 0.0736(2) 0.0253(7) Uani 1 1 d . . .
H23A H -0.2471 0.4818 0.0516 0.030 Uiso 1 1 calc R . .
C24 C -0.3654(3) 0.5780(3) -0.0134(3) 0.0313(8) Uani 1 1 d . . .
H24A H -0.3759 0.5487 -0.0946 0.038 Uiso 1 1 calc R . .
C25 C -0.4270(3) 0.6596(3) 0.0180(3) 0.0335(8) Uani 1 1 d . . .
H25A H -0.4803 0.6855 -0.0421 0.040 Uiso 1 1 calc R . .
C26 C -0.4112(3) 0.7041(3) 0.1372(3) 0.0282(8) Uani 1 1 d . . .
H26A H -0.4540 0.7596 0.1586 0.034 Uiso 1 1 calc R . .
C27 C -0.3317(2) 0.6664(2) 0.2248(3) 0.0229(7) Uani 1 1 d . . .
H27A H -0.3188 0.6978 0.3067 0.027 Uiso 1 1 calc R . .
C28 C -0.2632(2) 0.4452(2) 0.3403(2) 0.0198(6) Uani 1 1 d . . .
C29 C -0.3831(3) 0.4499(2) 0.3138(2) 0.0243(7) Uani 1 1 d . . .
H29A H -0.4157 0.5068 0.2833 0.029 Uiso 1 1 calc R . .
C30 C -0.4560(3) 0.3732(3) 0.3309(3) 0.0270(7) Uani 1 1 d . . .
H30A H -0.5377 0.3778 0.3122 0.032 Uiso 1 1 calc R . .
C31 C -0.4091(3) 0.2899(3) 0.3755(3) 0.0298(7) Uani 1 1 d . . .
H31A H -0.4593 0.2358 0.3854 0.036 Uiso 1 1 calc R . .
C32 C -0.2892(3) 0.2858(3) 0.4056(3) 0.0376(8) Uani 1 1 d . . .
H32A H -0.2566 0.2302 0.4385 0.045 Uiso 1 1 calc R . .
C33 C -0.2156(3) 0.3621(3) 0.3883(3) 0.0298(7) Uani 1 1 d . . .
H33A H -0.1335 0.3582 0.4087 0.036 Uiso 1 1 calc R . .
O1S O -0.5577(5) -0.0409(7) -0.5083(3) 0.1041(13) Uani 0.50 1 d PD . .
C4S C -0.5801(4) 0.0145(9) -0.4062(5) 0.1041(13) Uani 0.50 1 d PD . .
H4SA H -0.6136 -0.0357 -0.3800 0.125 Uiso 0.50 1 d P . .
H4SB H -0.6276 0.0731 -0.4186 0.125 Uiso 0.50 1 d P . .
C5S C -0.4505(4) 0.0741(6) -0.3201(5) 0.1041(13) Uani 1 1 d D . .
H5SA H -0.4473 0.1567 -0.2812 0.125 Uiso 1 1 calc R . .
H5SB H -0.4235 0.0415 -0.2549 0.125 Uiso 1 1 calc R . .
C6S C -0.6326(9) -0.0700(11) -0.6366(5) 0.1041(13) Uani 0.50 1 d PD . .
H6SA H -0.6770 -0.0100 -0.6465 0.125 Uiso 0.50 1 d P . .
H6SB H -0.6898 -0.1412 -0.6648 0.125 Uiso 0.50 1 d P . .
C1S C -0.5190(4) -0.0303(3) -0.1341(4) 0.0967(11) Uani 1 1 d D . .
H1SA H -0.4481 -0.0593 -0.1378 0.116 Uiso 1 1 calc R . .
H1SB H -0.5797 -0.0406 -0.2176 0.116 Uiso 1 1 calc R . .
C2S C -0.4800(3) 0.0947(3) -0.0512(3) 0.0967(11) Uani 1 1 d D . .
H2SA H -0.5509 0.1304 -0.0669 0.116 Uiso 1 1 calc R . .
H2SB H -0.4191 0.1388 -0.0637 0.116 Uiso 1 1 calc RD . .
C3S C -0.4251(4) 0.0937(4) 0.0768(4) 0.0967(11) Uani 1 1 d D . .
H3SA H -0.3996 0.1762 0.1309 0.116 Uiso 1 1 calc R . .
H3SB H -0.3487 0.0680 0.0884 0.116 Uiso 1 1 calc 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'
P P 0.1023 0.0942 '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'
I I -0.4742 1.8119 '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'
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
N1 Zn1 N2 83.19(9) . . ?
N1 Zn1 P1 125.42(7) . . ?
N2 Zn1 P1 107.50(7) . . ?
N1 Zn1 I1 114.37(7) . . ?
N2 Zn1 I1 102.01(7) . . ?
P1 Zn1 I1 115.05(2) . . ?
N3 P1 C16 108.90(13) . . ?
N3 P1 C10 103.94(12) . . ?
C16 P1 C10 101.48(13) . . ?
N3 P1 Zn1 123.27(10) . . ?
C16 P1 Zn1 114.48(9) . . ?
C10 P1 Zn1 101.41(10) . . ?
C1 N1 P2 119.52(19) . 2_566 ?
C1 N1 Zn1 112.25(16) . . ?
P2 N1 Zn1 127.75(14) 2_566 . ?
C2 C1 N1 126.7(2) . . ?
C2 C1 C9 116.6(3) . . ?
N1 C1 C9 116.6(3) . . ?
N3 P2 N1 119.00(12) . 2_566 ?
N3 P2 C28 111.13(13) . . ?
N1 P2 C28 105.35(12) 2_566 . ?
N3 P2 C22 106.96(14) . . ?
N1 P2 C22 107.64(12) 2_566 . ?
C28 P2 C22 106.04(13) . . ?
C8 N2 C9 119.9(2) . . ?
C8 N2 Zn1 130.0(2) . . ?
C9 N2 Zn1 109.99(15) . . ?
C1 C2 C3 122.2(2) . . ?
P2 N3 P1 150.35(16) . . ?
C4 C3 C2 121.5(3) . . ?
C3 C4 C5 118.9(3) . . ?
C4 C5 C9 119.5(2) . . ?
C4 C5 C6 123.3(3) . . ?
C9 C5 C6 117.1(3) . . ?
C7 C6 C5 120.2(3) . . ?
C6 C7 C8 119.6(3) . . ?
N2 C8 C7 121.9(3) . . ?
N2 C9 C5 121.2(2) . . ?
N2 C9 C1 117.5(2) . . ?
C5 C9 C1 121.3(3) . . ?
C11 C10 C15 119.4(2) . . ?
C11 C10 P1 120.3(2) . . ?
C15 C10 P1 120.3(2) . . ?
C10 C11 C12 118.4(3) . . ?
C13 C12 C11 121.6(3) . . ?
C12 C13 C14 119.8(3) . . ?
C13 C14 C15 120.6(4) . . ?
C14 C15 C10 120.2(3) . . ?
C17 C16 C21 119.2(3) . . ?
C17 C16 P1 122.4(2) . . ?
C21 C16 P1 118.4(2) . . ?
C16 C17 C18 121.3(3) . . ?
C19 C18 C17 119.0(3) . . ?
C20 C19 C18 120.5(3) . . ?
C19 C20 C21 120.4(3) . . ?
C20 C21 C16 119.6(3) . . ?
C27 C22 C23 120.0(3) . . ?
C27 C22 P2 120.0(2) . . ?
C23 C22 P2 120.0(2) . . ?
C24 C23 C22 119.8(3) . . ?
C25 C24 C23 120.2(3) . . ?
C24 C25 C26 120.3(3) . . ?
C25 C26 C27 119.3(3) . . ?
C22 C27 C26 120.4(3) . . ?
C29 C28 C33 118.3(3) . . ?
C29 C28 P2 123.4(2) . . ?
C33 C28 P2 118.1(2) . . ?
C30 C29 C28 121.5(3) . . ?
C29 C30 C31 119.7(3) . . ?
C32 C31 C30 119.8(3) . . ?
C31 C32 C33 120.8(3) . . ?
C32 C33 C28 119.9(3) . . ?
C6S O1S C4S 130.2(7) . . ?
C6S O1S O1S 98.8(7) . 2_454 ?
C4S O1S O1S 107.0(6) . 2_454 ?
O1S C4S C5S 95.1(4) . . ?
C6S C5S C4S 119.0(6) 2_454 . ?
C5S C6S O1S 102.5(7) 2_454 . ?
C2S C1S C3S 104.7(4) . 2_455 ?
C1S C2S C3S 105.3(4) . . ?
C2S C3S C1S 129.3(4) . 2_455 ?
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
Zn1 N1 1.987(2) . ?
Zn1 N2 2.079(2) . ?
Zn1 P1 2.3765(8) . ?
Zn1 I1 2.5920(4) . ?
P1 N3 1.609(3) . ?
P1 C16 1.824(3) . ?
P1 C10 1.825(3) . ?
N1 C1 1.400(4) . ?
N1 P2 1.645(2) 2_566 ?
C1 C2 1.381(4) . ?
C1 C9 1.438(3) . ?
P2 N3 1.560(3) . ?
P2 N1 1.645(2) 2_566 ?
P2 C28 1.805(3) . ?
P2 C22 1.822(3) . ?
N2 C8 1.322(3) . ?
N2 C9 1.371(4) . ?
C2 C3 1.405(4) . ?
C3 C4 1.378(4) . ?
C4 C5 1.411(5) . ?
C5 C9 1.419(4) . ?
C5 C6 1.420(4) . ?
C6 C7 1.354(5) . ?
C7 C8 1.411(4) . ?
C10 C11 1.386(4) . ?
C10 C15 1.391(5) . ?
C11 C12 1.424(4) . ?
C12 C13 1.339(5) . ?
C13 C14 1.373(5) . ?
C14 C15 1.386(4) . ?
C16 C17 1.370(4) . ?
C16 C21 1.403(4) . ?
C17 C18 1.391(5) . ?
C18 C19 1.380(5) . ?
C19 C20 1.377(4) . ?
C20 C21 1.382(4) . ?
C22 C27 1.385(4) . ?
C22 C23 1.392(4) . ?
C23 C24 1.390(4) . ?
C24 C25 1.384(5) . ?
C25 C26 1.394(5) . ?
C26 C27 1.394(4) . ?
C28 C29 1.391(4) . ?
C28 C33 1.407(4) . ?
C29 C30 1.386(4) . ?
C30 C31 1.387(5) . ?
C31 C32 1.382(5) . ?
C32 C33 1.391(5) . ?
O1S C6S 1.436(4) . ?
O1S C4S 1.444(5) . ?
O1S O1S 1.581(13) 2_454 ?
C4S C5S 1.486(4) . ?
C5S C6S 1.356(13) 2_454 ?
C6S C5S 1.356(13) 2_454 ?
C1S C2S 1.503(4) . ?
C1S C3S 1.526(3) 2_455 ?
C2S C3S 1.512(4) . ?
C3S C1S 1.526(3) 2_455 ?
