#------------------------------------------------------------------------------
#$Date: 2017-10-13 14:42:48 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201982 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/31/76/4317642.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_4317642
loop_
_publ_author_name
'Dana C. Haagenson'
'Daniel F. Moser'
'Lothar Stahl'
'Richard J. Staples'
_publ_section_title
;
 Syntheses and Structures of P-Anilino-P-chalcogeno- and
 P-Anilino-P-iminodiazasilaphosphetidines and Their Group 12 and 13 Metal
 Compounds
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              1245
_journal_page_last               1253
_journal_paper_doi               10.1021/ic010973f
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C16 H30 N3 P S Si'
_chemical_formula_weight         355.55
_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                 93.964(18)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.3241(19)
_cell_length_b                   13.803(2)
_cell_length_c                   14.806(4)
_cell_measurement_reflns_used    41
_cell_measurement_temperature    294(2)
_cell_measurement_theta_max      12.66
_cell_measurement_theta_min      2.77
_cell_volume                     2104.9(8)
_computing_cell_refinement       'Bruker XSCANS'
_computing_data_collection       'Bruker XSCANS'
_computing_data_reduction        'Bruker SHELXTL'
_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      294(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker P4'
_diffrn_measurement_method       'ω 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  0.0475
_diffrn_reflns_av_sigmaI/netI    0.0935
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -1
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -1
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            3606
_diffrn_reflns_theta_full        22.49
_diffrn_reflns_theta_max         22.49
_diffrn_reflns_theta_min         2.02
_diffrn_standards_interval_count 97
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.288
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.122
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             768
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.235
_refine_diff_density_rms         0.048
_refine_ls_extinction_coef       0.0010(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.014
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     212
_refine_ls_number_reflns         2742
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.014
_refine_ls_R_factor_all          0.1367
_refine_ls_R_factor_gt           0.0613
_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)+(0.0737P)²+0.5754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1361
_refine_ls_wR_factor_ref         0.1671
_reflns_number_gt                1470
_reflns_number_total             2742
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic010973f_2.cif
_cod_data_source_block           4
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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        2105.0(7)
_cod_database_code               4317642
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
P1 P 0.99170(13) 0.63030(11) 0.85372(9) 0.0537(5) Uani 1 1 d . . .
Si1 Si 0.99116(17) 0.76794(12) 0.74363(12) 0.0736(6) Uani 1 1 d . . .
S1 S 1.14010(14) 0.56922(14) 0.91780(12) 0.0939(7) Uani 1 1 d . . .
N1 N 0.9900(4) 0.6418(3) 0.7425(3) 0.0546(12) Uani 1 1 d . . .
N2 N 0.9750(4) 0.7492(3) 0.8579(3) 0.0619(13) Uani 1 1 d . . .
N3 N 0.8615(5) 0.5748(4) 0.8855(4) 0.0716(17) Uani 1 1 d . . .
C1 C 0.8521(7) 0.8292(5) 0.6802(5) 0.116(3) Uani 1 1 d . . .
H1A H 0.7723 0.8086 0.7038 0.174 Uiso 1 1 calc R . .
H1B H 0.8514 0.8123 0.6173 0.174 Uiso 1 1 calc R . .
H1C H 0.8610 0.8981 0.6869 0.174 Uiso 1 1 calc R . .
C2 C 1.1449(7) 0.8241(5) 0.7141(6) 0.139(3) Uani 1 1 d . . .
H2A H 1.1399 0.8930 0.7219 0.209 Uiso 1 1 calc R . .
H2B H 1.1595 0.8097 0.6522 0.209 Uiso 1 1 calc R . .
H2C H 1.2153 0.7988 0.7529 0.209 Uiso 1 1 calc R . .
C10 C 1.0170(7) 0.5703(6) 0.6725(4) 0.092(2) Uani 1 1 d . . .
C11 C 0.9634(8) 0.4736(6) 0.6985(6) 0.165(4) Uani 1 1 d . . .
H11A H 1.0042 0.4536 0.7557 0.248 Uiso 1 1 calc R . .
H11B H 0.9805 0.4265 0.6531 0.248 Uiso 1 1 calc R . .
H11C H 0.8715 0.4789 0.7032 0.248 Uiso 1 1 calc R . .
C12 C 0.9488(10) 0.6062(8) 0.5845(5) 0.195(5) Uani 1 1 d . . .
H12A H 0.8566 0.6049 0.5893 0.293 Uiso 1 1 calc R . .
H12B H 0.9709 0.5650 0.5356 0.293 Uiso 1 1 calc R . .
H12C H 0.9760 0.6713 0.5730 0.293 Uiso 1 1 calc R . .
C13 C 1.1621(7) 0.5605(6) 0.6640(5) 0.131(3) Uani 1 1 d . . .
H13A H 1.1973 0.6221 0.6483 0.197 Uiso 1 1 calc R . .
H13B H 1.1776 0.5141 0.6177 0.197 Uiso 1 1 calc R . .
H13C H 1.2031 0.5390 0.7207 0.197 Uiso 1 1 calc R . .
C20 C 0.9757(8) 0.8135(6) 0.9382(6) 0.105(2) Uani 1 1 d . . .
C21 C 0.9059(12) 0.9024(8) 0.9119(8) 0.266(9) Uani 1 1 d . . .
H21A H 0.9515 0.9361 0.8670 0.399 Uiso 1 1 calc R . .
H21B H 0.9002 0.9431 0.9640 0.399 Uiso 1 1 calc R . .
H21C H 0.8200 0.8864 0.8873 0.399 Uiso 1 1 calc R . .
C22 C 1.1136(8) 0.8359(6) 0.9713(6) 0.156(4) Uani 1 1 d . . .
H22A H 1.1552 0.8712 0.9256 0.234 Uiso 1 1 calc R . .
H22B H 1.1596 0.7765 0.9842 0.234 Uiso 1 1 calc R . .
H22C H 1.1138 0.8743 1.0254 0.234 Uiso 1 1 calc R . .
C23 C 0.9090(10) 0.7633(9) 1.0137(7) 0.198(5) Uani 1 1 d . . .
H23A H 0.9039 0.8070 1.0638 0.297 Uiso 1 1 calc R . .
H23B H 0.9579 0.7070 1.0331 0.297 Uiso 1 1 calc R . .
H23C H 0.8230 0.7442 0.9919 0.297 Uiso 1 1 calc R . .
C30 C 0.7292(5) 0.6009(4) 0.8692(4) 0.0562(14) Uani 1 1 d . . .
C31 C 0.6452(5) 0.5874(4) 0.9370(4) 0.0686(16) Uani 1 1 d . . .
H31 H 0.6767 0.5623 0.9925 0.082 Uiso 1 1 calc R . .
C32 C 0.5160(6) 0.6106(5) 0.9232(5) 0.087(2) Uani 1 1 d . . .
H32 H 0.4601 0.6001 0.9688 0.104 Uiso 1 1 calc R . .
C33 C 0.4702(6) 0.6488(5) 0.8430(5) 0.098(2) Uani 1 1 d . . .
H33 H 0.3827 0.6645 0.8335 0.117 Uiso 1 1 calc R . .
C34 C 0.5518(7) 0.6643(6) 0.7766(5) 0.117(3) Uani 1 1 d . . .
H34 H 0.5211 0.6937 0.7227 0.140 Uiso 1 1 calc R . .
C35 C 0.6800(6) 0.6367(5) 0.7886(4) 0.091(2) Uani 1 1 d . . .
H35 H 0.7335 0.6427 0.7409 0.109 Uiso 1 1 calc R . .
H1 H 0.878(4) 0.535(3) 0.918(3) 0.036(16) Uiso 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'
Si Si 0.0817 0.0704 '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'
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
N3 P1 N2 111.3(3) . . ?
N3 P1 N1 112.1(3) . . ?
N2 P1 N1 87.0(2) . . ?
N3 P1 S1 106.9(2) . . ?
N2 P1 S1 119.66(17) . . ?
N1 P1 S1 118.90(16) . . ?
N3 P1 Si1 125.1(2) . . ?
N2 P1 Si1 43.50(16) . . ?
N1 P1 Si1 43.85(15) . . ?
S1 P1 Si1 127.95(9) . . ?
N2 Si1 N1 81.9(2) . . ?
N2 Si1 C2 115.9(3) . . ?
N1 Si1 C2 115.0(3) . . ?
N2 Si1 C1 115.9(3) . . ?
N1 Si1 C1 116.4(3) . . ?
C2 Si1 C1 109.6(3) . . ?
N2 Si1 P1 41.09(14) . . ?
N1 Si1 P1 41.13(14) . . ?
C2 Si1 P1 120.6(3) . . ?
C1 Si1 P1 129.8(2) . . ?
C10 N1 P1 130.3(4) . . ?
C10 N1 Si1 132.5(4) . . ?
P1 N1 Si1 95.0(2) . . ?
C20 N2 P1 129.0(5) . . ?
C20 N2 Si1 134.3(5) . . ?
P1 N2 Si1 95.4(2) . . ?
C30 N3 P1 129.1(4) . . ?
N1 C10 C11 108.9(6) . . ?
N1 C10 C13 110.8(6) . . ?
C11 C10 C13 108.9(6) . . ?
N1 C10 C12 106.6(5) . . ?
C11 C10 C12 110.6(7) . . ?
C13 C10 C12 111.0(7) . . ?
C21 C20 N2 108.3(6) . . ?
C21 C20 C22 110.7(8) . . ?
N2 C20 C22 109.7(6) . . ?
C21 C20 C23 109.8(9) . . ?
N2 C20 C23 109.8(6) . . ?
C22 C20 C23 108.7(7) . . ?
C35 C30 C31 118.1(5) . . ?
C35 C30 N3 122.7(5) . . ?
C31 C30 N3 119.2(5) . . ?
C32 C31 C30 120.8(5) . . ?
C33 C32 C31 119.8(6) . . ?
C32 C33 C34 120.0(6) . . ?
C33 C34 C35 120.2(6) . . ?
C30 C35 C34 120.8(6) . . ?
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
P1 N3 1.644(5) . ?
P1 N2 1.652(4) . ?
P1 N1 1.653(4) . ?
P1 S1 1.938(2) . ?
P1 Si1 2.503(2) . ?
Si1 N2 1.731(5) . ?
Si1 N1 1.741(4) . ?
Si1 C2 1.846(7) . ?
Si1 C1 1.863(6) . ?
N1 C10 1.472(7) . ?
N2 C20 1.483(8) . ?
N3 C30 1.417(7) . ?
C10 C11 1.505(10) . ?
C10 C13 1.518(8) . ?
C10 C12 1.521(9) . ?
C20 C21 1.462(11) . ?
C20 C22 1.505(9) . ?
C20 C23 1.521(12) . ?
C30 C35 1.357(7) . ?
C30 C31 1.383(7) . ?
C31 C32 1.373(7) . ?
C32 C33 1.354(8) . ?
C33 C34 1.355(9) . ?
C34 C35 1.377(8) . ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 4051621
