#------------------------------------------------------------------------------
#$Date: 2016-03-23 20:48:37 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179425 $
#$URL: svn://www.crystallography.net/cod/cif/4/33/22/4332208.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4332208
loop_
_publ_author_name
'Wechsler, Dominik'
'Myers, Anne'
'McDonald, Robert'
'Ferguson, Michael J.'
'Stradiotto, Mark'
_publ_contact_author
; 
      Mark Stradiotto
    Assistant Professor
    Dalhousie University
    Department of Chemistry
    Halifax, Nova Scotia
    Canada
    B3H 4J3
;
_publ_section_title
;
 Rh(I) and Ir(I) Derivatives of a P(S),N-Substituted Indene
 Ligand:  Synthetic, Structural, and Catalytic Alkene
 Hydrosilylation Studies
;
_journal_issue                   11
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4562
_journal_page_last               4570
_journal_paper_doi               10.1021/ic060127a
_journal_volume                  45
_journal_year                    2006
_chemical_formula_sum            'C17 H26 N P S'
_chemical_formula_weight         307.42
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   17.3157(19)
_cell_length_b                   10.8344(12)
_cell_length_c                   17.787(2)
_cell_measurement_reflns_used    4392
_cell_measurement_temperature    193(2)
_cell_measurement_theta_max      26.35
_cell_measurement_theta_min      2.29
_cell_volume                     3336.9(6)
_computing_cell_refinement       'Bruker SAINT (Bruker, 1997)'
_computing_data_collection       'Bruker SMART (Bruker, 1997)'
_computing_data_reduction        'Bruker SAINT (Bruker, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL (Bruker, 1997)'
_computing_publication_material  'Bruker SHELXTL (Bruker, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      193(2)
_diffrn_detector_area_resol_mean 8.192
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type
'Bruker PLATFORM diffractometer/SMART 1000 CCD area detector'
_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  0.0440
_diffrn_reflns_av_sigmaI/netI    0.0256
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            22338
_diffrn_reflns_theta_full        26.42
_diffrn_reflns_theta_max         26.42
_diffrn_reflns_theta_min         2.29
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.281
_exptl_absorpt_correction_T_max  0.9670
_exptl_absorpt_correction_T_min  0.8698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_density_meas      0
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1328
_exptl_crystal_size_max          0.51
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.433
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3424
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.064
_refine_ls_R_factor_all          0.0441
_refine_ls_R_factor_gt           0.0338
_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)+(0.0415P)²+1.3507P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0825
_refine_ls_wR_factor_ref         0.0887
_reflns_number_gt                2883
_reflns_number_total             3424
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic060127asup1.cif
_cod_data_source_block           PSNHC1isomer
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        3337.0(6)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4332208
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, 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
P P 0.01997(2) 0.28897(3) 0.10468(2) 0.02134(11) Uani 1 1 d .
S S -0.05663(2) 0.41442(4) 0.13340(3) 0.03408(13) Uani 1 1 d .
N N 0.17391(7) 0.18671(12) -0.00144(7) 0.0264(3) Uani 1 1 d .
C1 C 0.11556(8) 0.35876(13) 0.07984(8) 0.0219(3) Uani 1 1 d .
H1 H 0.1089 0.4190 0.0377 0.026 Uiso 1 1 calc R
C2 C 0.17926(8) 0.26611(14) 0.05988(8) 0.0239(3) Uani 1 1 d .
C3 C 0.23575(9) 0.26916(15) 0.11225(9) 0.0274(3) Uani 1 1 d .
H3 H 0.2797 0.2166 0.1130 0.033 Uiso 1 1 calc R
C3A C 0.21944(9) 0.36460(15) 0.16718(9) 0.0263(3) Uani 1 1 d .
C4 C 0.26157(10) 0.40317(16) 0.22964(9) 0.0334(4) Uani 1 1 d .
H4 H 0.3076 0.3617 0.2439 0.040 Uiso 1 1 calc R
C5 C 0.23484(10) 0.50327(18) 0.27041(9) 0.0375(4) Uani 1 1 d .
H5 H 0.2631 0.5307 0.3130 0.045 Uiso 1 1 calc R
C6 C 0.16770(10) 0.56414(16) 0.25023(10) 0.0355(4) Uani 1 1 d .
H6 H 0.1511 0.6336 0.2785 0.043 Uiso 1 1 calc R
C7 C 0.12402(9) 0.52452(15) 0.18862(9) 0.0293(4) Uani 1 1 d .
H7 H 0.0776 0.5656 0.1751 0.035 Uiso 1 1 calc R
C7A C 0.15012(9) 0.42388(14) 0.14776(8) 0.0246(3) Uani 1 1 d .
C8 C 0.23396(9) 0.09221(16) -0.00513(10) 0.0337(4) Uani 1 1 d .
H8A H 0.2352 0.0462 0.0423 0.040 Uiso 1 1 calc R
H8B H 0.2842 0.1316 -0.0136 0.040 Uiso 1 1 calc R
H8C H 0.2228 0.0354 -0.0466 0.040 Uiso 1 1 calc R
C9 C 0.16266(11) 0.24473(19) -0.07476(9) 0.0388(4) Uani 1 1 d .
H9A H 0.1251 0.3120 -0.0701 0.047 Uiso 1 1 calc R
H9B H 0.1434 0.1833 -0.1106 0.047 Uiso 1 1 calc R
H9C H 0.2120 0.2779 -0.0928 0.047 Uiso 1 1 calc R
C10 C -0.01352(9) 0.20292(14) 0.02204(8) 0.0255(3) Uani 1 1 d .
H10 H 0.0295 0.1493 0.0036 0.031 Uiso 1 1 calc R
C11 C -0.08265(10) 0.12073(17) 0.04288(10) 0.0356(4) Uani 1 1 d .
H11A H -0.1042 0.0838 -0.0028 0.043 Uiso 1 1 calc R
H11B H -0.1223 0.1708 0.0677 0.043 Uiso 1 1 calc R
H11C H -0.0655 0.0552 0.0770 0.043 Uiso 1 1 calc R
C12 C -0.03730(10) 0.29090(17) -0.04104(9) 0.0338(4) Uani 1 1 d .
H12A H -0.0486 0.2434 -0.0866 0.041 Uiso 1 1 calc R
H12B H 0.0049 0.3488 -0.0512 0.041 Uiso 1 1 calc R
H12C H -0.0834 0.3369 -0.0258 0.041 Uiso 1 1 calc R
C13 C 0.03153(9) 0.17378(15) 0.17944(9) 0.0291(3) Uani 1 1 d .
H13 H -0.0218 0.1420 0.1892 0.035 Uiso 1 1 calc R
C14 C 0.07885(11) 0.05986(17) 0.15831(11) 0.0425(5) Uani 1 1 d .
H14A H 0.0725 -0.0036 0.1971 0.051 Uiso 1 1 calc R
H14B H 0.1335 0.0825 0.1544 0.051 Uiso 1 1 calc R
H14C H 0.0609 0.0277 0.1099 0.051 Uiso 1 1 calc R
C15 C 0.05807(12) 0.22850(19) 0.25434(10) 0.0448(5) Uani 1 1 d .
H15A H 0.0512 0.1672 0.2943 0.054 Uiso 1 1 calc R
H15B H 0.0273 0.3020 0.2658 0.054 Uiso 1 1 calc R
H15C H 0.1127 0.2514 0.2509 0.054 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'
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
C13 P C10 105.64(7)
C13 P C1 110.44(7)
C10 P C1 107.19(7)
C13 P S 110.82(6)
C10 P S 110.25(5)
C1 P S 112.23(5)
C2 N C8 114.89(13)
C2 N C9 116.26(13)
C8 N C9 110.88(13)
C7A C1 C2 101.80(12)
C7A C1 P 110.33(10)
C2 C1 P 115.23(10)
C3 C2 N 127.11(14)
C3 C2 C1 110.20(13)
N C2 C1 122.55(13)
C2 C3 C3A 109.93(14)
C4 C3A C7A 120.42(15)
C4 C3A C3 130.47(15)
C7A C3A C3 109.07(13)
C5 C4 C3A 118.54(16)
C6 C5 C4 121.22(16)
C5 C6 C7 120.74(16)
C7A C7 C6 118.41(16)
C7 C7A C3A 120.63(15)
C7 C7A C1 130.75(15)
C3A C7A C1 108.62(13)
C12 C10 C11 109.18(13)
C12 C10 P 110.88(11)
C11 C10 P 110.32(11)
C14 C13 C15 111.49(15)
C14 C13 P 115.44(12)
C15 C13 P 113.62(12)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
P C13 1.8346(16)
P C10 1.8347(15)
P C1 1.8728(15)
P S 1.9665(6)
N C2 1.392(2)
N C8 1.461(2)
N C9 1.461(2)
C1 C7A 1.522(2)
C1 C2 1.533(2)
C2 C3 1.351(2)
C3 C3A 1.450(2)
C3A C4 1.393(2)
C3A C7A 1.405(2)
C4 C5 1.384(3)
C5 C6 1.384(3)
C6 C7 1.399(2)
C7 C7A 1.386(2)
C10 C12 1.529(2)
C10 C11 1.537(2)
C13 C14 1.528(2)
C13 C15 1.529(2)
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
C13 P C1 C7A -61.12(12)
C10 P C1 C7A -175.73(10)
S P C1 C7A 63.08(11)
C13 P C1 C2 53.44(13)
C10 P C1 C2 -61.17(12)
S P C1 C2 177.64(9)
C8 N C2 C3 4.4(2)
C9 N C2 C3 -127.42(17)
C8 N C2 C1 -170.92(13)
C9 N C2 C1 57.24(19)
C7A C1 C2 C3 5.79(16)
P C1 C2 C3 -113.61(13)
C7A C1 C2 N -178.17(13)
P C1 C2 N 62.44(17)
N C2 C3 C3A -179.41(14)
C1 C2 C3 C3A -3.58(17)
C2 C3 C3A C4 -178.41(16)
C2 C3 C3A C7A -0.42(18)
C7A C3A C4 C5 -2.0(2)
C3 C3A C4 C5 175.77(16)
C3A C4 C5 C6 0.2(2)
C4 C5 C6 C7 1.2(3)
C5 C6 C7 C7A -0.8(2)
C6 C7 C7A C3A -1.0(2)
C6 C7 C7A C1 178.99(15)
C4 C3A C7A C7 2.5(2)
C3 C3A C7A C7 -175.76(13)
C4 C3A C7A C1 -177.54(14)
C3 C3A C7A C1 4.23(16)
C2 C1 C7A C7 174.08(15)
P C1 C7A C7 -63.12(19)
C2 C1 C7A C3A -5.91(15)
P C1 C7A C3A 116.89(12)
C13 P C10 C12 171.32(11)
C1 P C10 C12 -70.89(12)
S P C10 C12 51.54(12)
C13 P C10 C11 50.25(13)
C1 P C10 C11 168.04(11)
S P C10 C11 -69.54(12)
C10 P C13 C14 50.45(14)
C1 P C13 C14 -65.13(14)
S P C13 C14 169.86(11)
C10 P C13 C15 -178.96(13)
C1 P C13 C15 65.46(14)
S P C13 C15 -59.55(14)
