#------------------------------------------------------------------------------
#$Date: 2016-03-23 22:03:40 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179465 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/62/4336281.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_4336281
loop_
_publ_author_name
'Axel Schulz'
'Alexander Villinger'
'Andrea Westenkirchner'
_publ_contact_author_address
;
Universität Rostock
Institut für Chemie
Abteilung für Anorganische Chemie
Albert-Einstein-Strasse 3a 
18059 Rostock
Bundesrepublik Deutschland
;
_publ_contact_author_email
;
axel.schulz@uni-rostock.de, alexander.villinger@uni-rostock.de'
;
_publ_contact_author_fax         '+49 (0)381/498-6382'
_publ_contact_author_name        'Axel Schulz'
_publ_contact_author_phone       '+49 (0)381/498-6400'
_publ_section_title
;
 Synthesis of 1,3-Dichloro-cyclo-1,3-diphosphadiazanes from Silylated
 Amino(dichloro)phosphanes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              11457
_journal_page_last               11468
_journal_paper_doi               10.1021/ic4017728
_journal_volume                  52
_journal_year                    2013
_chemical_formula_moiety         'C24 H20 Cl4 N4 P4'
_chemical_formula_sum            'C24 H20 Cl4 N4 P4'
_chemical_formula_weight         630.12
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_Int_Tables_number      2
_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_author_name               'Villinger, A.'
_audit_creation_method           SHELXL-97
_cell_angle_alpha                105.682(2)
_cell_angle_beta                 102.272(2)
_cell_angle_gamma                90.335(2)
_cell_formula_units_Z            2
_cell_length_a                   9.3256(4)
_cell_length_b                   9.3338(4)
_cell_length_c                   17.1117(7)
_cell_measurement_reflns_used    3895
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      48.999
_cell_measurement_theta_min      5.072
_cell_volume                     1398.07(10)
_computing_cell_refinement       'Bruker Apex V7.51A'
_computing_data_collection       'Bruker Apex V7.51A'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3v2.01 (Farrugia, 1997)'
_computing_publication_material  SHELXL-97
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker Apex Kappa II-CCD-diffractometer'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0728
_diffrn_reflns_av_sigmaI/netI    0.0894
_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       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            30997
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         1.27
_exptl_absorpt_coefficient_mu    0.675
_exptl_absorpt_correction_T_max  0.9735
_exptl_absorpt_correction_T_min  0.9294
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_description       block
_exptl_crystal_F_000             640
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.04
_refine_diff_density_max         0.439
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.988
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     325
_refine_ls_number_reflns         6090
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.988
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.0482
_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)+(0.0377P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0840
_refine_ls_wR_factor_ref         0.0962
_reflns_number_gt                3646
_reflns_number_total             6090
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic4017728_si_001_01.cif
_cod_data_source_block           av_aw151a_(PhNP(NPhPCl2))2
_cod_database_code               4336281
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
P1 P 0.14078(7) 1.00211(8) 0.53318(4) 0.02360(19) Uani 1 1 d .
P2 P 0.37495(8) 0.80948(9) 0.51926(5) 0.0305(2) Uani 1 1 d .
Cl1 Cl 0.34901(8) 0.60391(9) 0.53966(5) 0.0426(2) Uani 1 1 d .
Cl2 Cl 0.46248(8) 0.73905(11) 0.41563(5) 0.0480(2) Uani 1 1 d .
N1 N 0.0261(2) 1.0555(2) 0.45533(13) 0.0224(5) Uani 1 1 d .
N2 N 0.2020(2) 0.8396(2) 0.47705(13) 0.0243(6) Uani 1 1 d .
C1 C 0.0600(3) 1.1242(3) 0.39702(17) 0.0238(7) Uani 1 1 d .
C2 C 0.1901(3) 1.2142(3) 0.41702(18) 0.0307(7) Uani 1 1 d .
H2 H 0.2540 1.2311 0.4703 0.037 Uiso 1 1 calc R
C3 C 0.2256(3) 1.2785(4) 0.3593(2) 0.0372(8) Uani 1 1 d .
H3 H 0.3154 1.3377 0.3728 0.045 Uiso 1 1 calc R
C4 C 0.1327(3) 1.2582(3) 0.28201(19) 0.0368(8) Uani 1 1 d .
H4 H 0.1573 1.3030 0.2425 0.044 Uiso 1 1 calc R
C5 C 0.0037(3) 1.1713(4) 0.26378(19) 0.0392(8) Uani 1 1 d .
H5 H -0.0616 1.1574 0.2111 0.047 Uiso 1 1 calc R
C6 C -0.0332(3) 1.1041(3) 0.31985(18) 0.0315(7) Uani 1 1 d .
H6 H -0.1225 1.0440 0.3055 0.038 Uiso 1 1 calc R
C7 C 0.1056(3) 0.7387(3) 0.40507(17) 0.0244(7) Uani 1 1 d .
C8 C 0.1069(3) 0.7506(3) 0.32649(18) 0.0327(8) Uani 1 1 d .
H8 H 0.1744 0.8195 0.3189 0.039 Uiso 1 1 calc R
C9 C 0.0066(3) 0.6590(3) 0.25848(18) 0.0381(8) Uani 1 1 d .
H9 H 0.0061 0.6654 0.2040 0.046 Uiso 1 1 calc R
C10 C -0.0912(3) 0.5600(4) 0.2695(2) 0.0424(9) Uani 1 1 d .
H10 H -0.1592 0.4987 0.2227 0.051 Uiso 1 1 calc R
C11 C -0.0915(3) 0.5488(3) 0.3483(2) 0.0389(8) Uani 1 1 d .
H11 H -0.1595 0.4801 0.3556 0.047 Uiso 1 1 calc R
C12 C 0.0071(3) 0.6376(3) 0.41636(18) 0.0316(7) Uani 1 1 d .
H12 H 0.0076 0.6297 0.4706 0.038 Uiso 1 1 calc R
P3 P 0.64169(7) 0.52463(8) 0.03266(4) 0.02352(19) Uani 1 1 d .
P4 P 0.88128(8) 0.70553(9) 0.02404(5) 0.0322(2) Uani 1 1 d .
N3 N 0.4788(2) 0.5983(2) 0.04765(13) 0.0233(6) Uani 1 1 d .
N4 N 0.7076(2) 0.6376(2) -0.01915(13) 0.0240(6) Uani 1 1 d .
Cl3 Cl 0.97561(8) 0.66604(10) -0.07762(5) 0.0438(2) Uani 1 1 d .
Cl4 Cl 0.86350(9) 0.93099(10) 0.04103(6) 0.0594(3) Uani 1 1 d .
C13 C 0.4510(3) 0.7173(3) 0.11221(17) 0.0234(7) Uani 1 1 d .
C14 C 0.5552(3) 0.7677(3) 0.18697(17) 0.0308(7) Uani 1 1 d .
H14 H 0.6463 0.7226 0.1944 0.037 Uiso 1 1 calc R
C15 C 0.5261(3) 0.8824(3) 0.24992(19) 0.0378(8) Uani 1 1 d .
H15 H 0.5980 0.9170 0.3005 0.045 Uiso 1 1 calc R
C16 C 0.3940(3) 0.9477(4) 0.2405(2) 0.0412(8) Uani 1 1 d .
H16 H 0.3738 1.0252 0.2850 0.049 Uiso 1 1 calc R
C17 C 0.2917(3) 0.9007(4) 0.1668(2) 0.0443(9) Uani 1 1 d .
H17 H 0.2009 0.9465 0.1600 0.053 Uiso 1 1 calc R
C18 C 0.3200(3) 0.7865(3) 0.10211(19) 0.0362(8) Uani 1 1 d .
H18 H 0.2495 0.7556 0.0508 0.043 Uiso 1 1 calc R
C19 C 0.6121(3) 0.6756(3) -0.08858(17) 0.0249(7) Uani 1 1 d .
C20 C 0.5224(3) 0.7929(3) -0.07366(18) 0.0315(8) Uani 1 1 d .
H20 H 0.5264 0.8516 -0.0184 0.038 Uiso 1 1 calc R
C21 C 0.4272(3) 0.8238(4) -0.1398(2) 0.0383(8) Uani 1 1 d .
H21 H 0.3657 0.9045 -0.1300 0.046 Uiso 1 1 calc R
C22 C 0.4210(3) 0.7376(4) -0.2203(2) 0.0381(8) Uani 1 1 d .
H22 H 0.3557 0.7593 -0.2658 0.046 Uiso 1 1 calc R
C23 C 0.5098(3) 0.6203(3) -0.23436(18) 0.0331(8) Uani 1 1 d .
H23 H 0.5050 0.5606 -0.2896 0.040 Uiso 1 1 calc R
C24 C 0.6055(3) 0.5889(3) -0.16871(17) 0.0279(7) Uani 1 1 d .
H24 H 0.6666 0.5079 -0.1786 0.033 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'
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
N1 P1 N1 79.75(12) 2_576 .
N1 P1 N2 103.13(11) 2_576 .
N1 P1 N2 101.11(11) . .
N1 P1 P1 39.88(7) 2_576 2_576
N1 P1 P1 39.88(8) . 2_576
N2 P1 P1 105.88(8) . 2_576
N2 P2 Cl2 101.76(9) . .
N2 P2 Cl1 102.27(9) . .
Cl2 P2 Cl1 97.53(5) . .
C1 N1 P1 130.00(17) . 2_576
C1 N1 P1 129.74(17) . .
P1 N1 P1 100.25(12) 2_576 .
C7 N2 P2 125.54(18) . .
C7 N2 P1 121.42(16) . .
P2 N2 P1 112.89(12) . .
C6 C1 C2 119.1(3) . .
C6 C1 N1 121.2(2) . .
C2 C1 N1 119.8(2) . .
C3 C2 C1 119.9(3) . .
C3 C2 H2 120.0 . .
C1 C2 H2 120.0 . .
C2 C3 C4 121.0(3) . .
C2 C3 H3 119.5 . .
C4 C3 H3 119.5 . .
C5 C4 C3 118.3(3) . .
C5 C4 H4 120.8 . .
C3 C4 H4 120.8 . .
C4 C5 C6 121.7(3) . .
C4 C5 H5 119.1 . .
C6 C5 H5 119.1 . .
C5 C6 C1 119.9(3) . .
C5 C6 H6 120.1 . .
C1 C6 H6 120.1 . .
C8 C7 C12 120.9(3) . .
C8 C7 N2 119.4(3) . .
C12 C7 N2 119.6(3) . .
C7 C8 C9 118.4(3) . .
C7 C8 H8 120.8 . .
C9 C8 H8 120.8 . .
C10 C9 C8 120.8(3) . .
C10 C9 H9 119.6 . .
C8 C9 H9 119.6 . .
C9 C10 C11 120.3(3) . .
C9 C10 H10 119.9 . .
C11 C10 H10 119.9 . .
C12 C11 C10 120.0(3) . .
C12 C11 H11 120.0 . .
C10 C11 H11 120.0 . .
C11 C12 C7 119.6(3) . .
C11 C12 H12 120.2 . .
C7 C12 H12 120.2 . .
N3 P3 N3 79.97(11) . 2_665
N3 P3 N4 102.80(11) . .
N3 P3 N4 101.39(11) 2_665 .
N3 P3 P3 40.04(7) . 2_665
N3 P3 P3 39.92(7) 2_665 2_665
N4 P3 P3 105.86(8) . 2_665
N4 P4 Cl4 102.03(9) . .
N4 P4 Cl3 102.37(9) . .
Cl4 P4 Cl3 97.26(5) . .
C13 N3 P3 129.72(17) . .
C13 N3 P3 130.00(18) . 2_665
P3 N3 P3 100.03(11) . 2_665
C19 N4 P4 125.57(18) . .
C19 N4 P3 120.93(16) . .
P4 N4 P3 113.30(12) . .
C18 C13 C14 119.0(3) . .
C18 C13 N3 120.4(2) . .
C14 C13 N3 120.5(2) . .
C15 C14 C13 120.0(3) . .
C15 C14 H14 120.0 . .
C13 C14 H14 120.0 . .
C14 C15 C16 120.7(3) . .
C14 C15 H15 119.6 . .
C16 C15 H15 119.6 . .
C17 C16 C15 119.8(3) . .
C17 C16 H16 120.1 . .
C15 C16 H16 120.1 . .
C16 C17 C18 120.3(3) . .
C16 C17 H17 119.8 . .
C18 C17 H17 119.8 . .
C17 C18 C13 120.1(3) . .
C17 C18 H18 120.0 . .
C13 C18 H18 120.0 . .
C24 C19 C20 120.4(3) . .
C24 C19 N4 119.6(3) . .
C20 C19 N4 119.9(2) . .
C21 C20 C19 119.5(3) . .
C21 C20 H20 120.3 . .
C19 C20 H20 120.3 . .
C20 C21 C22 120.2(3) . .
C20 C21 H21 119.9 . .
C22 C21 H21 119.9 . .
C23 C22 C21 119.8(3) . .
C23 C22 H22 120.1 . .
C21 C22 H22 120.1 . .
C22 C23 C24 120.3(3) . .
C22 C23 H23 119.8 . .
C24 C23 H23 119.8 . .
C23 C24 C19 119.7(3) . .
C23 C24 H24 120.1 . .
C19 C24 H24 120.1 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
P1 N1 1.710(2) 2_576
P1 N1 1.711(2) .
P1 N2 1.734(2) .
P1 P1 2.6254(13) 2_576
P2 N2 1.680(2) .
P2 Cl2 2.0577(12) .
P2 Cl1 2.0627(12) .
N1 C1 1.409(3) .
N1 P1 1.710(2) 2_576
N2 C7 1.450(3) .
C1 C6 1.382(4) .
C1 C2 1.396(4) .
C2 C3 1.381(4) .
C2 H2 0.9500 .
C3 C4 1.382(4) .
C3 H3 0.9500 .
C4 C5 1.376(4) .
C4 H4 0.9500 .
C5 C6 1.377(4) .
C5 H5 0.9500 .
C6 H6 0.9500 .
C7 C8 1.381(4) .
C7 C12 1.391(4) .
C8 C9 1.397(4) .
C8 H8 0.9500 .
C9 C10 1.371(4) .
C9 H9 0.9500 .
C10 C11 1.380(4) .
C10 H10 0.9500 .
C11 C12 1.379(4) .
C11 H11 0.9500 .
C12 H12 0.9500 .
P3 N3 1.712(2) .
P3 N3 1.716(2) 2_665
P3 N4 1.733(2) .
P3 P3 2.6262(13) 2_665
P4 N4 1.672(2) .
P4 Cl4 2.0577(13) .
P4 Cl3 2.0599(12) .
N3 C13 1.408(3) .
N3 P3 1.716(2) 2_665
N4 C19 1.453(3) .
C13 C18 1.386(4) .
C13 C14 1.394(3) .
C14 C15 1.373(4) .
C14 H14 0.9500 .
C15 C16 1.376(4) .
C15 H15 0.9500 .
C16 C17 1.371(4) .
C16 H16 0.9500 .
C17 C18 1.386(4) .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 C24 1.379(4) .
C19 C20 1.383(4) .
C20 C21 1.380(4) .
C20 H20 0.9500 .
C21 C22 1.384(4) .
C21 H21 0.9500 .
C22 C23 1.377(4) .
C22 H22 0.9500 .
C23 C24 1.378(4) .
C23 H23 0.9500 .
C24 H24 0.9500 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
N1 P1 N1 C1 -178.7(3) 2_576 .
N2 P1 N1 C1 -77.1(2) . .
P1 P1 N1 C1 -178.7(3) 2_576 .
N1 P1 N1 P1 0.0 2_576 2_576
N2 P1 N1 P1 101.52(12) . 2_576
Cl2 P2 N2 C7 46.7(2) . .
Cl1 P2 N2 C7 -53.8(2) . .
Cl2 P2 N2 P1 -137.62(11) . .
Cl1 P2 N2 P1 121.88(12) . .
N1 P1 N2 C7 45.5(2) 2_576 .
N1 P1 N2 C7 -36.4(2) . .
P1 P1 N2 C7 4.3(2) 2_576 .
N1 P1 N2 P2 -130.36(13) 2_576 .
N1 P1 N2 P2 147.71(13) . .
P1 P1 N2 P2 -171.52(10) 2_576 .
P1 N1 C1 C6 -25.9(4) 2_576 .
P1 N1 C1 C6 152.4(2) . .
P1 N1 C1 C2 154.2(2) 2_576 .
P1 N1 C1 C2 -27.5(4) . .
C6 C1 C2 C3 -1.6(4) . .
N1 C1 C2 C3 178.3(3) . .
C1 C2 C3 C4 1.5(5) . .
C2 C3 C4 C5 -0.3(5) . .
C3 C4 C5 C6 -0.7(5) . .
C4 C5 C6 C1 0.5(5) . .
C2 C1 C6 C5 0.6(4) . .
N1 C1 C6 C5 -179.3(3) . .
P2 N2 C7 C8 -89.6(3) . .
P1 N2 C7 C8 95.1(3) . .
P2 N2 C7 C12 94.4(3) . .
P1 N2 C7 C12 -80.9(3) . .
C12 C7 C8 C9 0.2(4) . .
N2 C7 C8 C9 -175.9(2) . .
C7 C8 C9 C10 0.2(4) . .
C8 C9 C10 C11 -0.3(5) . .
C9 C10 C11 C12 0.0(5) . .
C10 C11 C12 C7 0.4(4) . .
C8 C7 C12 C11 -0.5(4) . .
N2 C7 C12 C11 175.5(2) . .
N3 P3 N3 C13 174.6(3) 2_665 .
N4 P3 N3 C13 -85.8(3) . .
P3 P3 N3 C13 174.6(3) 2_665 .
N3 P3 N3 P3 0.0 2_665 2_665
N4 P3 N3 P3 99.52(12) . 2_665
Cl4 P4 N4 C19 48.3(2) . .
Cl3 P4 N4 C19 -52.0(2) . .
Cl4 P4 N4 P3 -126.60(11) . .
Cl3 P4 N4 P3 133.08(11) . .
N3 P3 N4 C19 -46.1(2) . .
N3 P3 N4 C19 36.1(2) 2_665 .
P3 P3 N4 C19 -4.8(2) 2_665 .
N3 P3 N4 P4 129.06(13) . .
N3 P3 N4 P4 -148.79(13) 2_665 .
P3 P3 N4 P4 170.33(10) 2_665 .
P3 N3 C13 C18 162.2(2) . .
P3 N3 C13 C18 -24.7(4) 2_665 .
P3 N3 C13 C14 -17.4(4) . .
P3 N3 C13 C14 155.7(2) 2_665 .
C18 C13 C14 C15 1.3(4) . .
N3 C13 C14 C15 -179.1(3) . .
C13 C14 C15 C16 0.7(5) . .
C14 C15 C16 C17 -1.7(5) . .
C15 C16 C17 C18 0.8(5) . .
C16 C17 C18 C13 1.2(5) . .
C14 C13 C18 C17 -2.2(5) . .
N3 C13 C18 C17 178.2(3) . .
P4 N4 C19 C24 92.7(3) . .
P3 N4 C19 C24 -92.8(3) . .
P4 N4 C19 C20 -91.0(3) . .
P3 N4 C19 C20 83.6(3) . .
C24 C19 C20 C21 -0.8(4) . .
N4 C19 C20 C21 -177.0(2) . .
C19 C20 C21 C22 0.4(4) . .
C20 C21 C22 C23 0.3(5) . .
C21 C22 C23 C24 -0.5(5) . .
C22 C23 C24 C19 0.0(4) . .
C20 C19 C24 C23 0.6(4) . .
N4 C19 C24 C23 176.9(2) . .
