#------------------------------------------------------------------------------
#$Date: 2019-11-25 02:21:01 +0200 (Mon, 25 Nov 2019) $
#$Revision: 239954 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/35/05/4350591.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_4350591
loop_
_publ_author_name
'Konu, Jari'
'Chivers, Tristram'
'Tuononen, Heikki M.'
_publ_contact_author             'Professor Tristram Chivers'
_publ_section_title
;
 Synthesis, spectroscopic, and structural investigation of the cyclic
 [N(PR2E)2]+ cations (E = Se, Te; R = iPr, Ph): the effect of anion and
 R-group exchange.
;
_journal_issue                   26
_journal_name_full               'Inorganic chemistry'
_journal_page_first              10678
_journal_page_last               10687
_journal_paper_doi               10.1021/ic061545i
_journal_volume                  45
_journal_year                    2006
_chemical_formula_moiety         'C12 H28 N P2 Te2, F6 Sb'
_chemical_formula_sum            'C12 H28 F6 N P2 Sb Te2'
_chemical_formula_weight         739.24
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 90.24(3)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   9.996(2)
_cell_length_b                   8.9599(18)
_cell_length_c                   25.778(5)
_cell_measurement_reflns_used    7775
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      25.03
_cell_measurement_theta_min      3.15
_cell_volume                     2308.7(8)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Nonius BV, 1997-2000)'
_computing_data_reduction        DENZO-SMN
_computing_molecular_graphics    'DIAMOND (Brandenburg & Berndt, 1999)'
_computing_publication_material  'WinGX v1.70-01 (L. J. Farrugia)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'KappaCCD (Nonius, FR540C)'
_diffrn_measurement_method       'phiω scans'
_diffrn_radiation_monochromator  'horizonally mounted graphite crystal'
_diffrn_radiation_source         'Enraf Nonius FR590D, fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0417
_diffrn_reflns_av_sigmaI/netI    0.0551
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            7775
_diffrn_reflns_theta_full        25.03
_diffrn_reflns_theta_max         25.03
_diffrn_reflns_theta_min         3.15
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    3.854
_exptl_absorpt_correction_T_max  0.7480
_exptl_absorpt_correction_T_min  0.5776
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'SADABS (SHELXTL-NT v5.1, Bruker)'
_exptl_crystal_colour            purple-blue
_exptl_crystal_density_diffrn    2.127
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1384
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.915
_refine_diff_density_min         -0.863
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.021
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         4062
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.021
_refine_ls_R_factor_all          0.0595
_refine_ls_R_factor_gt           0.0345
_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)+(0.0259P)²+2.5097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0644
_refine_ls_wR_factor_ref         0.0725
_reflns_number_gt                3028
_reflns_number_total             4062
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic061545isi20060815_104303.cif
_cod_data_source_block           compound_7
_cod_original_sg_symbol_H-M      'P 21/n'
_cod_database_code               4350591
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
Sb1 Sb 0.15981(4) 0.79914(4) 0.121734(14) 0.03026(12) Uani 1 1 d .
Te1 Te 0.41596(5) 0.43991(5) 0.083543(14) 0.04429(14) Uani 1 1 d .
Te2 Te 0.54206(4) 0.23527(4) 0.023308(13) 0.03512(12) Uani 1 1 d .
P1 P 0.52145(16) 0.32105(15) 0.16121(5) 0.0271(4) Uani 1 1 d .
P2 P 0.72285(16) 0.21737(15) 0.08944(5) 0.0260(3) Uani 1 1 d .
F1 F 0.2160(4) 0.6196(4) 0.15207(13) 0.0568(11) Uani 1 1 d .
F2 F 0.3372(4) 0.8459(4) 0.10698(14) 0.0547(10) Uani 1 1 d .
F3 F 0.1063(4) 0.9800(4) 0.09231(13) 0.0551(10) Uani 1 1 d .
F4 F -0.0179(4) 0.7520(4) 0.13653(14) 0.0564(10) Uani 1 1 d .
F5 F 0.1445(4) 0.7038(4) 0.05732(12) 0.0582(11) Uani 1 1 d .
F6 F 0.1740(4) 0.8922(4) 0.18632(12) 0.0541(11) Uani 1 1 d .
N1 N 0.6650(5) 0.2618(5) 0.14496(16) 0.0287(11) Uani 1 1 d .
C10 C 0.4080(6) 0.1734(6) 0.1827(2) 0.0311(14) Uani 1 1 d .
H10 H 0.3947 0.1054 0.1524 0.037 Uiso 1 1 calc R
C11 C 0.4679(7) 0.0783(6) 0.2263(2) 0.0429(17) Uani 1 1 d .
H11A H 0.4678 0.1355 0.2587 0.064 Uiso 1 1 calc R
H11B H 0.5600 0.0510 0.2175 0.064 Uiso 1 1 calc R
H11C H 0.4144 -0.0124 0.2306 0.064 Uiso 1 1 calc R
C12 C 0.2695(6) 0.2372(6) 0.1961(2) 0.0435(16) Uani 1 1 d .
H12A H 0.2059 0.1551 0.2007 0.065 Uiso 1 1 calc R
H12B H 0.2386 0.3019 0.1678 0.065 Uiso 1 1 calc R
H12C H 0.2757 0.2954 0.2282 0.065 Uiso 1 1 calc R
C13 C 0.5374(7) 0.4616(6) 0.2119(2) 0.0366(15) Uani 1 1 d .
H13 H 0.4490 0.4686 0.2298 0.044 Uiso 1 1 calc R
C14 C 0.6398(8) 0.4149(8) 0.2521(2) 0.062(2) Uani 1 1 d .
H14A H 0.7287 0.4129 0.2363 0.093 Uiso 1 1 calc R
H14B H 0.6176 0.3152 0.2651 0.093 Uiso 1 1 calc R
H14C H 0.6394 0.4863 0.2809 0.093 Uiso 1 1 calc R
C15 C 0.5705(9) 0.6160(7) 0.1912(3) 0.068(2) Uani 1 1 d .
H15A H 0.5688 0.6882 0.2198 0.102 Uiso 1 1 calc R
H15B H 0.5044 0.6446 0.1649 0.102 Uiso 1 1 calc R
H15C H 0.6598 0.6147 0.1757 0.102 Uiso 1 1 calc R
C20 C 0.8636(6) 0.3344(6) 0.0719(2) 0.0367(15) Uani 1 1 d .
H20 H 0.9046 0.2915 0.0399 0.044 Uiso 1 1 calc R
C21 C 0.8218(7) 0.4952(7) 0.0598(3) 0.0527(19) Uani 1 1 d .
H21A H 0.7826 0.5407 0.0908 0.079 Uiso 1 1 calc R
H21B H 0.7555 0.4951 0.0316 0.079 Uiso 1 1 calc R
H21C H 0.9004 0.5527 0.0491 0.079 Uiso 1 1 calc R
C22 C 0.9703(7) 0.3313(7) 0.1151(3) 0.060(2) Uani 1 1 d .
H22A H 1.0469 0.3925 0.1048 0.090 Uiso 1 1 calc R
H22B H 0.9998 0.2282 0.1208 0.090 Uiso 1 1 calc R
H22C H 0.9322 0.3711 0.1472 0.090 Uiso 1 1 calc R
C23 C 0.7774(6) 0.0233(6) 0.0865(2) 0.0299(14) Uani 1 1 d .
H23 H 0.8599 0.0149 0.1084 0.036 Uiso 1 1 calc R
C24 C 0.6733(6) -0.0821(6) 0.1096(2) 0.0410(16) Uani 1 1 d .
H24A H 0.5889 -0.0722 0.0905 0.062 Uiso 1 1 calc R
H24B H 0.6589 -0.0566 0.1462 0.062 Uiso 1 1 calc R
H24C H 0.7053 -0.1852 0.1071 0.062 Uiso 1 1 calc R
C25 C 0.8162(7) -0.0224(6) 0.0311(2) 0.0400(16) Uani 1 1 d .
H25A H 0.8528 -0.1239 0.0315 0.060 Uiso 1 1 calc R
H25B H 0.8837 0.0468 0.0178 0.060 Uiso 1 1 calc R
H25C H 0.7368 -0.0194 0.0087 0.060 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'
F F 0.0171 0.0103 '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'
Sb Sb -0.5866 1.5461 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Te Te -0.5308 1.6751 '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
F2 Sb1 F3 89.61(17)
F2 Sb1 F6 90.75(17)
F3 Sb1 F6 89.73(16)
F2 Sb1 F4 179.90(19)
F3 Sb1 F4 90.48(17)
F6 Sb1 F4 89.29(17)
F2 Sb1 F5 89.76(17)
F3 Sb1 F5 90.78(16)
F6 Sb1 F5 179.29(16)
F4 Sb1 F5 90.20(17)
F2 Sb1 F1 89.67(17)
F3 Sb1 F1 178.86(18)
F6 Sb1 F1 89.41(15)
F4 Sb1 F1 90.24(17)
F5 Sb1 F1 90.10(16)
P1 Te1 Te2 88.57(4)
P2 Te2 Te1 89.38(4)
N1 P1 C13 110.1(3)
N1 P1 C10 113.6(3)
C13 P1 C10 109.6(3)
N1 P1 Te1 108.07(16)
C13 P1 Te1 108.4(2)
C10 P1 Te1 106.90(19)
N1 P2 C20 111.3(3)
N1 P2 C23 112.6(2)
C20 P2 C23 108.0(3)
N1 P2 Te2 109.52(19)
C20 P2 Te2 110.8(2)
C23 P2 Te2 104.48(19)
P1 N1 P2 130.6(3)
C11 C10 C12 113.1(5)
C11 C10 P1 112.5(4)
C12 C10 P1 111.0(4)
C11 C10 H10 106.6
C12 C10 H10 106.6
P1 C10 H10 106.6
C10 C11 H11A 109.5
C10 C11 H11B 109.5
H11A C11 H11B 109.5
C10 C11 H11C 109.5
H11A C11 H11C 109.5
H11B C11 H11C 109.5
C10 C12 H12A 109.5
C10 C12 H12B 109.5
H12A C12 H12B 109.5
C10 C12 H12C 109.5
H12A C12 H12C 109.5
H12B C12 H12C 109.5
C14 C13 C15 110.1(6)
C14 C13 P1 110.9(4)
C15 C13 P1 113.3(4)
C14 C13 H13 107.4
C15 C13 H13 107.4
P1 C13 H13 107.4
C13 C14 H14A 109.5
C13 C14 H14B 109.5
H14A C14 H14B 109.5
C13 C14 H14C 109.5
H14A C14 H14C 109.5
H14B C14 H14C 109.5
C13 C15 H15A 109.5
C13 C15 H15B 109.5
H15A C15 H15B 109.5
C13 C15 H15C 109.5
H15A C15 H15C 109.5
H15B C15 H15C 109.5
C21 C20 C22 110.7(5)
C21 C20 P2 112.5(5)
C22 C20 P2 110.2(4)
C21 C20 H20 107.7
C22 C20 H20 107.7
P2 C20 H20 107.7
C20 C21 H21A 109.5
C20 C21 H21B 109.5
H21A C21 H21B 109.5
C20 C21 H21C 109.5
H21A C21 H21C 109.5
H21B C21 H21C 109.5
C20 C22 H22A 109.5
C20 C22 H22B 109.5
H22A C22 H22B 109.5
C20 C22 H22C 109.5
H22A C22 H22C 109.5
H22B C22 H22C 109.5
C24 C23 C25 111.8(5)
C24 C23 P2 111.6(4)
C25 C23 P2 111.7(4)
C24 C23 H23 107.1
C25 C23 H23 107.1
P2 C23 H23 107.1
C23 C24 H24A 109.5
C23 C24 H24B 109.5
H24A C24 H24B 109.5
C23 C24 H24C 109.5
H24A C24 H24C 109.5
H24B C24 H24C 109.5
C23 C25 H25A 109.5
C23 C25 H25B 109.5
H25A C25 H25B 109.5
C23 C25 H25C 109.5
H25A C25 H25C 109.5
H25B C25 H25C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Sb1 F2 1.862(4)
Sb1 F3 1.867(3)
Sb1 F6 1.867(3)
Sb1 F4 1.867(4)
Sb1 F5 1.873(3)
Sb1 F1 1.874(3)
Te1 P1 2.4973(16)
Te1 Te2 2.7162(7)
Te2 P2 2.4845(17)
P1 N1 1.588(5)
P1 C13 1.822(5)
P1 C10 1.830(6)
P2 N1 1.596(4)
P2 C20 1.813(6)
P2 C23 1.824(5)
C10 C11 1.531(7)
C10 C12 1.538(8)
C10 H10 1.0000
C11 H11A 0.9800
C11 H11B 0.9800
C11 H11C 0.9800
C12 H12A 0.9800
C12 H12B 0.9800
C12 H12C 0.9800
C13 C14 1.512(9)
C13 C15 1.519(8)
C13 H13 1.0000
C14 H14A 0.9800
C14 H14B 0.9800
C14 H14C 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C15 H15C 0.9800
C20 C21 1.532(8)
C20 C22 1.538(9)
C20 H20 1.0000
C21 H21A 0.9800
C21 H21B 0.9800
C21 H21C 0.9800
C22 H22A 0.9800
C22 H22B 0.9800
C22 H22C 0.9800
C23 C24 1.529(7)
C23 C25 1.537(7)
C23 H23 1.0000
C24 H24A 0.9800
C24 H24B 0.9800
C24 H24C 0.9800
C25 H25A 0.9800
C25 H25B 0.9800
C25 H25C 0.9800
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
P1 Te1 Te2 P2 -28.15(5)
Te2 Te1 P1 N1 33.69(18)
Te2 Te1 P1 C13 153.0(2)
Te2 Te1 P1 C10 -88.93(19)
Te1 Te2 P2 N1 25.89(18)
Te1 Te2 P2 C20 -97.3(2)
Te1 Te2 P2 C23 146.73(18)
C13 P1 N1 P2 -141.9(4)
C10 P1 N1 P2 94.8(4)
Te1 P1 N1 P2 -23.6(4)
C20 P2 N1 P1 118.6(4)
C23 P2 N1 P1 -120.0(4)
Te2 P2 N1 P1 -4.2(4)
N1 P1 C10 C11 54.0(5)
C13 P1 C10 C11 -69.6(5)
Te1 P1 C10 C11 173.1(3)
N1 P1 C10 C12 -178.1(4)
C13 P1 C10 C12 58.3(5)
Te1 P1 C10 C12 -59.0(4)
N1 P1 C13 C14 -42.7(5)
C10 P1 C13 C14 83.0(5)
Te1 P1 C13 C14 -160.7(4)
N1 P1 C13 C15 81.8(6)
C10 P1 C13 C15 -152.6(5)
Te1 P1 C13 C15 -36.3(6)
N1 P2 C20 C21 -70.4(5)
C23 P2 C20 C21 165.6(4)
Te2 P2 C20 C21 51.8(5)
N1 P2 C20 C22 53.7(5)
C23 P2 C20 C22 -70.3(5)
Te2 P2 C20 C22 175.9(4)
N1 P2 C23 C24 46.8(5)
C20 P2 C23 C24 170.1(4)
Te2 P2 C23 C24 -71.9(4)
N1 P2 C23 C25 172.9(4)
C20 P2 C23 C25 -63.9(5)
Te2 P2 C23 C25 54.1(4)
