#------------------------------------------------------------------------------
#$Date: 2016-03-23 00:17:52 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179103 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/65/4306558.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_4306558
loop_
_publ_author_name
'Stuart D. Robertson'
'Tristram Chivers'
'Heikki M. Tuononen'
_publ_contact_author_address
;
Department of Chemistry
University of Calgary, Calgary, Alberta 
T2N 1N4, Canada
;
_publ_contact_author_name        'Prof. T. Chivers'
_publ_section_title
;
Experimental and Theoretical Investigations of the Redox Behavior of the
Heterodichalcogenido Ligands [(EPiPr2)(TePiPr2)N]-(E = S, Se): Cyclic
Cations and Acyclic Dichalcogenide Dimers
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              10634
_journal_page_last               10643
_journal_paper_doi               10.1021/ic801384c
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C12 H28 I N P2 Se Te'
_chemical_formula_sum            'C12 H28 I N P2 Se Te'
_chemical_formula_weight         581.75
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_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                 112.2059(13)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3513(2)
_cell_length_b                   15.5319(3)
_cell_length_c                   13.3861(3)
_cell_measurement_temperature    173(2)
_cell_volume                     1992.53(7)
_computing_cell_refinement       'Nonius DENZO'
_computing_data_collection       'Nonius COLLECT'
_computing_data_reduction        'Nonius DENZO'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.982
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phiω 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  0.0551
_diffrn_reflns_av_sigmaI/netI    0.0258
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            33864
_diffrn_reflns_theta_full        27.68
_diffrn_reflns_theta_max         27.68
_diffrn_reflns_theta_min         2.14
_exptl_absorpt_coefficient_mu    5.018
_exptl_absorpt_correction_T_max  0.672
_exptl_absorpt_correction_T_min  0.513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
multi-scan from symmetry-related measurements 
 Sortav (Blessing 1995) 
;
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.939
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1104
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_refine_diff_density_max         0.703
_refine_diff_density_min         -1.294
_refine_diff_density_rms         0.262
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.080
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     171
_refine_ls_number_reflns         4579
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.080
_refine_ls_R_factor_all          0.0330
_refine_ls_R_factor_gt           0.0249
_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)+(0.0296P)²+1.6349P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0569
_refine_ls_wR_factor_ref         0.0629
_reflns_number_gt                4040
_reflns_number_total             4579
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic801384c_si_001_2.cif
_cod_data_source_block           2b
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4306558
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
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.23576(2) 0.090146(14) 0.280911(18) 0.03845(7) Uani 1 1 d . . .
Te1 Te 0.011036(19) 0.197452(12) 0.310081(14) 0.02810(6) Uani 1 1 d . . .
Se1 Se -0.19914(3) 0.29557(2) 0.32914(2) 0.03145(8) Uani 1 1 d . . .
P1 P -0.13115(7) 0.20350(4) 0.11238(5) 0.02176(14) Uani 1 1 d . . .
P2 P -0.35695(7) 0.24016(4) 0.18182(5) 0.02152(14) Uani 1 1 d . . .
N1 N -0.2911(2) 0.21882(15) 0.09388(18) 0.0243(5) Uani 1 1 d . . .
C10 C -0.0678(3) 0.29033(18) 0.0501(2) 0.0312(6) Uani 1 1 d . . .
H10A H -0.1407 0.2993 -0.0236 0.037 Uiso 1 1 calc R . .
C11 C 0.0674(4) 0.2687(2) 0.0348(3) 0.0470(9) Uani 1 1 d . . .
H11A H 0.0961 0.3181 0.0025 0.071 Uiso 1 1 calc R . .
H11B H 0.0522 0.2187 -0.0130 0.071 Uiso 1 1 calc R . .
H11C H 0.1406 0.2555 0.1049 0.071 Uiso 1 1 calc R . .
C12 C -0.0556(5) 0.3754(2) 0.1112(3) 0.0512(10) Uani 1 1 d . . .
H12A H -0.0441 0.4230 0.0671 0.077 Uiso 1 1 calc R . .
H12B H 0.0254 0.3731 0.1794 0.077 Uiso 1 1 calc R . .
H12C H -0.1404 0.3846 0.1260 0.077 Uiso 1 1 calc R . .
C20 C -0.1135(3) 0.10379(17) 0.0460(2) 0.0270(6) Uani 1 1 d . . .
H20A H -0.0137 0.0982 0.0542 0.032 Uiso 1 1 calc R . .
C21 C -0.1520(3) 0.02386(19) 0.0952(3) 0.0352(7) Uani 1 1 d . . .
H21A H -0.1359 -0.0277 0.0593 0.053 Uiso 1 1 calc R . .
H21B H -0.2506 0.0268 0.0854 0.053 Uiso 1 1 calc R . .
H21C H -0.0941 0.0212 0.1724 0.053 Uiso 1 1 calc R . .
C22 C -0.2031(4) 0.1105(2) -0.0750(2) 0.0378(7) Uani 1 1 d . . .
H22A H -0.1893 0.0591 -0.1121 0.057 Uiso 1 1 calc R . .
H22B H -0.1756 0.1617 -0.1049 0.057 Uiso 1 1 calc R . .
H22C H -0.3017 0.1151 -0.0851 0.057 Uiso 1 1 calc R . .
C30 C -0.4396(3) 0.14609(18) 0.2144(2) 0.0290(6) Uani 1 1 d . . .
H30A H -0.4991 0.1674 0.2531 0.035 Uiso 1 1 calc R . .
C31 C -0.3363(4) 0.0822(2) 0.2887(3) 0.0426(8) Uani 1 1 d . . .
H31A H -0.3872 0.0369 0.3095 0.064 Uiso 1 1 calc R . .
H31B H -0.2742 0.1122 0.3535 0.064 Uiso 1 1 calc R . .
H31C H -0.2809 0.0564 0.2511 0.064 Uiso 1 1 calc R . .
C32 C -0.5373(4) 0.1028(2) 0.1098(3) 0.0403(8) Uani 1 1 d . . .
H32A H -0.5778 0.0508 0.1276 0.061 Uiso 1 1 calc R . .
H32B H -0.4842 0.0872 0.0654 0.061 Uiso 1 1 calc R . .
H32C H -0.6122 0.1428 0.0697 0.061 Uiso 1 1 calc R . .
C40 C -0.4957(3) 0.31961(18) 0.1269(2) 0.0292(6) Uani 1 1 d . . .
H40A H -0.5682 0.2940 0.0609 0.035 Uiso 1 1 calc R . .
C41 C -0.5659(3) 0.3400(2) 0.2066(3) 0.0383(7) Uani 1 1 d . . .
H41A H -0.6360 0.3852 0.1764 0.058 Uiso 1 1 calc R . .
H41B H -0.4954 0.3598 0.2749 0.058 Uiso 1 1 calc R . .
H41C H -0.6112 0.2880 0.2192 0.058 Uiso 1 1 calc R . .
C42 C -0.4433(4) 0.4023(2) 0.0926(3) 0.0441(8) Uani 1 1 d . . .
H42A H -0.5222 0.4412 0.0579 0.066 Uiso 1 1 calc R . .
H42B H -0.3990 0.3882 0.0416 0.066 Uiso 1 1 calc R . .
H42C H -0.3752 0.4304 0.1563 0.066 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'
Se Se -0.0929 2.2259 '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'
I I -0.4742 1.8119 '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
P1 Te1 Se1 84.68(3) . . ?
P1 Te1 I1 93.34(3) . . ?
Se1 Te1 I1 178.022(10) . . ?
P2 Se1 Te1 92.60(3) . . ?
N1 P1 C20 109.83(13) . . ?
N1 P1 C10 110.38(14) . . ?
C20 P1 C10 106.48(13) . . ?
N1 P1 Te1 109.35(9) . . ?
C20 P1 Te1 110.85(10) . . ?
C10 P1 Te1 109.92(10) . . ?
N1 P2 C40 109.42(13) . . ?
N1 P2 C30 112.17(13) . . ?
C40 P2 C30 105.61(13) . . ?
N1 P2 Se1 111.15(9) . . ?
C40 P2 Se1 107.50(10) . . ?
C30 P2 Se1 110.75(10) . . ?
P1 N1 P2 128.40(15) . . ?
C11 C10 C12 111.5(3) . . ?
C11 C10 P1 113.8(2) . . ?
C12 C10 P1 111.3(2) . . ?
C21 C20 C22 111.0(2) . . ?
C21 C20 P1 112.9(2) . . ?
C22 C20 P1 108.8(2) . . ?
C31 C30 C32 111.6(3) . . ?
C31 C30 P2 113.6(2) . . ?
C32 C30 P2 109.8(2) . . ?
C42 C40 C41 110.5(3) . . ?
C42 C40 P2 112.0(2) . . ?
C41 C40 P2 111.5(2) . . ?
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
I1 Te1 3.0047(5) . ?
Te1 P1 2.4969(11) . ?
Te1 Se1 2.7460(5) . ?
Se1 P2 2.2053(11) . ?
P1 N1 1.597(2) . ?
P1 C20 1.829(3) . ?
P1 C10 1.832(3) . ?
P2 N1 1.602(2) . ?
P2 C40 1.824(3) . ?
P2 C30 1.827(3) . ?
C10 C11 1.527(5) . ?
C10 C12 1.534(4) . ?
C20 C21 1.527(4) . ?
C20 C22 1.536(4) . ?
C30 C31 1.521(4) . ?
C30 C32 1.538(4) . ?
C40 C42 1.530(4) . ?
C40 C41 1.534(4) . ?
