#------------------------------------------------------------------------------
#$Date: 2016-03-25 11:37:32 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179799 $
#$URL: svn://www.crystallography.net/cod/cif/7/00/95/7009514.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_7009514
loop_
_publ_author_name
'Friebe, Matthias'
'Spies, Hartmut'
'Seichter, Wilhelm'
'Leibnitz, Peter'
'Johannsen, Bernd'
_publ_section_title
;
 Neutral '3 + 1' mixed-ligand oxorhenium(V) complexes
 with tridentate [S,N,S] chelates and aminoalkanethiols: synthesis,
 characterization and structure determination ‡
;
_journal_issue                   14
_journal_name_full
'Journal of the Chemical Society, Dalton Transactions'
_journal_page_first              2471
_journal_paper_doi               10.1039/b001600o
_journal_year                    2000
_chemical_formula_sum            'C14 H27 N2 O2 Re S3'
_chemical_formula_weight         537.76
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yab'
_symmetry_space_group_name_H-M   'P 1 21/a 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 114.680(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   12.630(4)
_cell_length_b                   12.017(2)
_cell_length_c                   14.817(4)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      17.568
_cell_measurement_theta_min      13.434
_cell_volume                     2043.4(9)
_computing_cell_refinement       Enraf-Nonius
_computing_data_collection       Enraf-Nonius
_computing_data_reduction        Helena
_computing_molecular_graphics    PLATON
_computing_publication_material  PLATON
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      298(2)
_diffrn_measurement_device       CAD4
_diffrn_measurement_method       'omega-2theta scan'
_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  0.0250
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            5120
_diffrn_reflns_theta_max         27.96
_diffrn_reflns_theta_min         1.51
_diffrn_standards_interval_count 250
_diffrn_standards_interval_time  3600
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    6.260
_exptl_crystal_colour            'dark green  '
_exptl_crystal_density_diffrn    1.748
_exptl_crystal_F_000             1056
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         6.642
_refine_diff_density_min         -3.225
_refine_diff_density_rms         0.361
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.071
_refine_ls_goodness_of_fit_obs   1.110
_refine_ls_matrix_type           full
_refine_ls_number_parameters     199
_refine_ls_number_reflns         4899
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.075
_refine_ls_restrained_S_obs      1.110
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_obs          0.0695
_refine_ls_shift/esd_max         0.043
_refine_ls_shift/esd_mean        0.003
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.1377P)²+1.1747P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1853
_refine_ls_wR_factor_obs         0.1714
_reflns_number_observed          3959
_reflns_number_total             4900
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            b001600o.txt
_cod_data_source_block           frie3g
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' tag value 'monoclinc' was replaced with
'monoclinic' value.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.1377P)^2^+1.1747P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.1377P)^2^+1.1747P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P21/a
_cod_database_code               7009514
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Re1 Re 0.23142(2) 0.08568(3) 0.14010(2) 0.0413(2) Uani 1 d . .
N1 N 0.1162(6) 0.2199(6) 0.1495(6) 0.048(2) Uani 1 d . .
N2 N 0.5095(11) -0.1916(10) 0.3780(7) 0.085(3) Uani 1 d . .
O1 O 0.3565(5) 0.1602(6) 0.1945(5) 0.060(2) Uani 1 d . .
O2 O 0.6211(22) -0.4040(12) 0.6061(10) 0.192(9) Uani 1 d . .
S1 S 0.1680(2) -0.0068(2) 0.2418(2) 0.0570(5) Uani 1 d . .
S2 S 0.1220(2) 0.1019(2) -0.0265(2) 0.0559(5) Uani 1 d . .
S3 S 0.2879(2) -0.0816(2) 0.0979(2) 0.0537(5) Uani 1 d . .
C1 C 0.0701(10) 0.0932(8) 0.2615(9) 0.064(3) Uani 1 d . .
H1A H -0.0098(10) 0.0770(8) 0.2162(9) 0.077 Uiso 1 calc R .
H1B H 0.0766(10) 0.0863(8) 0.3288(9) 0.077 Uiso 1 calc R .
C2 C 0.1000(8) 0.2088(8) 0.2445(7) 0.053(2) Uani 1 d . .
H2A H 0.1712(8) 0.2313(8) 0.3000(7) 0.064 Uiso 1 calc R .
H2B H 0.0384(8) 0.2587(8) 0.2419(7) 0.064 Uiso 1 calc R .
C3 C 0.0015(7) 0.2122(8) 0.0608(7) 0.055(2) Uani 1 d . .
H3A H -0.0467(7) 0.2753(8) 0.0603(7) 0.066 Uiso 1 calc R .
H3B H -0.0385(7) 0.1450(8) 0.0653(7) 0.066 Uiso 1 calc R .
C4 C 0.0179(8) 0.2107(8) -0.0350(7) 0.056(2) Uani 1 d . .
H4A H 0.0467(8) 0.2823(8) -0.0452(7) 0.067 Uiso 1 calc R .
H4B H -0.0560(8) 0.1964(8) -0.0909(7) 0.067 Uiso 1 calc R .
C5 C 0.1727(8) 0.3298(7) 0.1499(7) 0.049(2) Uani 1 d . .
H5A H 0.1898(8) 0.3324(7) 0.0919(7) 0.059 Uiso 1 calc R .
H5B H 0.2467(8) 0.3318(7) 0.2078(7) 0.059 Uiso 1 calc R .
C6 C 0.1064(10) 0.4345(8) 0.1504(11) 0.068(3) Uani 1 d . .
H6A H 0.0354(10) 0.4385(8) 0.0897(11) 0.082 Uiso 1 calc R .
H6B H 0.0850(10) 0.4327(8) 0.2061(11) 0.082 Uiso 1 calc R .
C7 C 0.1783(12) 0.5322(9) 0.1581(11) 0.086(4) Uani 1 d . .
H7A H 0.1354(12) 0.5982(9) 0.1577(11) 0.128 Uiso 1 calc R .
H7B H 0.1990(12) 0.5339(9) 0.1027(11) 0.128 Uiso 1 calc R .
H7C H 0.2477(12) 0.5287(9) 0.2188(11) 0.128 Uiso 1 calc R .
C8 C 0.3444(9) -0.1733(8) 0.2059(7) 0.057(2) Uani 1 d . .
H8A H 0.2860(9) -0.1821(8) 0.2319(7) 0.069 Uiso 1 calc R .
H8B H 0.3600(9) -0.2461(8) 0.1859(7) 0.069 Uiso 1 calc R .
C9 C 0.4566(10) -0.1268(10) 0.2876(9) 0.071(3) Uani 1 d . .
H9A H 0.5135(10) -0.1180(10) 0.2601(9) 0.085 Uiso 1 calc R .
H9B H 0.4398(10) -0.0532(10) 0.3052(9) 0.085 Uiso 1 calc R .
C10 C 0.4621(20) -0.1840(18) 0.4410(12) 0.151(10) Uani 1 d . .
H10A H 0.3879(20) -0.2227(18) 0.4137(12) 0.181 Uiso 1 calc R .
H10B H 0.4464(20) -0.1062(18) 0.4481(12) 0.181 Uiso 1 calc R .
C11 C 0.5377(20) -0.2324(19) 0.5460(11) 0.139(8) Uani 1 d . .
H11A H 0.5969(20) -0.1783(19) 0.5832(11) 0.166 Uiso 1 calc R .
H11B H 0.4886(20) -0.2436(19) 0.5810(11) 0.166 Uiso 1 calc R .
C12 C 0.5942(16) -0.3367(16) 0.5440(10) 0.112(5) Uani 1 d . .
C13 C 0.6283(33) -0.3510(27) 0.4630(16) 0.239(20) Uani 1 d . .
H13A H 0.6300(33) -0.4300(27) 0.4505(16) 0.287 Uiso 1 calc R .
H13B H 0.7071(33) -0.3230(27) 0.4841(16) 0.287 Uiso 1 calc R .
C14 C 0.5513(17) -0.2944(15) 0.3659(10) 0.113(6) Uani 1 d . .
H14A H 0.5955(17) -0.2850(15) 0.3263(10) 0.136 Uiso 1 calc R .
H14B H 0.4857(17) -0.3425(15) 0.3292(10) 0.136 Uiso 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'
O O 0.0106 0.0060 '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'
Re Re -1.0185 7.2310 '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
O1 Re1 N1 95.2(3) . . ?
O1 Re1 S1 117.4(3) . . ?
N1 Re1 S1 83.8(2) . . ?
O1 Re1 S2 119.5(3) . . ?
N1 Re1 S2 83.6(2) . . ?
S1 Re1 S2 122.55(10) . . ?
O1 Re1 S3 104.9(2) . . ?
N1 Re1 S3 159.7(2) . . ?
S1 Re1 S3 89.33(9) . . ?
S2 Re1 S3 84.10(9) . . ?
C3 N1 C5 110.0(7) . . ?
C3 N1 C2 110.7(7) . . ?
C5 N1 C2 108.9(7) . . ?
C3 N1 Re1 108.7(5) . . ?
C5 N1 Re1 108.5(5) . . ?
C2 N1 Re1 110.0(5) . . ?
C10 N2 C14 118.0(16) . . ?
C10 N2 C9 116.8(12) . . ?
C14 N2 C9 114.4(11) . . ?
C1 S1 Re1 103.5(3) . . ?
C4 S2 Re1 103.3(3) . . ?
C8 S3 Re1 109.9(3) . . ?
C2 C1 S1 110.5(7) . . ?
C1 C2 N1 112.5(8) . . ?
N1 C3 C4 111.1(7) . . ?
C3 C4 S2 108.7(6) . . ?
N1 C5 C6 117.9(7) . . ?
C7 C6 C5 110.0(9) . . ?
C9 C8 S3 111.5(7) . . ?
N2 C9 C8 116.8(11) . . ?
N2 C10 C11 114.5(14) . . ?
C12 C11 C10 113.9(13) . . ?
O2 C12 C13 119.0(21) . . ?
O2 C12 C11 124.6(19) . . ?
C13 C12 C11 116.1(16) . . ?
C12 C13 C14 116.0(19) . . ?
N2 C14 C13 113.8(14) . . ?
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
Re1 O1 1.698(6) . ?
Re1 N1 2.216(7) . ?
Re1 S1 2.270(2) . ?
Re1 S2 2.279(3) . ?
Re1 S3 2.305(2) . ?
N1 C3 1.498(11) . ?
N1 C5 1.500(11) . ?
N1 C2 1.511(11) . ?
N2 C10 1.31(2) . ?
N2 C14 1.38(2) . ?
N2 C9 1.448(14) . ?
O2 C12 1.16(2) . ?
S1 C1 1.833(10) . ?
S2 C4 1.820(10) . ?
S3 C8 1.825(9) . ?
C1 C2 1.489(13) . ?
C3 C4 1.519(13) . ?
C5 C6 1.514(12) . ?
C6 C7 1.46(2) . ?
C8 C9 1.53(2) . ?
C10 C11 1.56(2) . ?
C11 C12 1.45(2) . ?
C12 C13 1.44(3) . ?
C13 C14 1.52(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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 Re1 N1 C3 146.5(6) . . . . ?
S1 Re1 N1 C3 -96.5(5) . . . . ?
S2 Re1 N1 C3 27.4(5) . . . . ?
S3 Re1 N1 C3 -25.6(9) . . . . ?
O1 Re1 N1 C5 26.9(6) . . . . ?
S1 Re1 N1 C5 143.9(5) . . . . ?
S2 Re1 N1 C5 -92.2(5) . . . . ?
S3 Re1 N1 C5 -145.2(5) . . . . ?
O1 Re1 N1 C2 -92.1(6) . . . . ?
S1 Re1 N1 C2 24.9(5) . . . . ?
S2 Re1 N1 C2 148.8(6) . . . . ?
S3 Re1 N1 C2 95.8(8) . . . . ?
O1 Re1 S1 C1 91.8(5) . . . . ?
N1 Re1 S1 C1 -0.9(5) . . . . ?
S2 Re1 S1 C1 -79.2(4) . . . . ?
S3 Re1 S1 C1 -161.8(4) . . . . ?
O1 Re1 S2 C4 -92.9(4) . . . . ?
N1 Re1 S2 C4 -0.4(4) . . . . ?
S1 Re1 S2 C4 78.0(3) . . . . ?
S3 Re1 S2 C4 163.4(3) . . . . ?
O1 Re1 S3 C8 81.8(5) . . . . ?
N1 Re1 S3 C8 -106.3(7) . . . . ?
S1 Re1 S3 C8 -36.4(4) . . . . ?
S2 Re1 S3 C8 -159.2(4) . . . . ?
Re1 S1 C1 C2 -23.5(9) . . . . ?
S1 C1 C2 N1 47.3(10) . . . . ?
C3 N1 C2 C1 72.1(10) . . . . ?
C5 N1 C2 C1 -166.8(8) . . . . ?
Re1 N1 C2 C1 -48.0(9) . . . . ?
C5 N1 C3 C4 65.7(9) . . . . ?
C2 N1 C3 C4 -173.9(8) . . . . ?
Re1 N1 C3 C4 -52.9(8) . . . . ?
N1 C3 C4 S2 52.5(9) . . . . ?
Re1 S2 C4 C3 -26.1(7) . . . . ?
C3 N1 C5 C6 58.0(11) . . . . ?
C2 N1 C5 C6 -63.5(10) . . . . ?
Re1 N1 C5 C6 176.8(8) . . . . ?
N1 C5 C6 C7 175.9(10) . . . . ?
Re1 S3 C8 C9 -65.1(8) . . . . ?
C10 N2 C9 C8 -78.3(20) . . . . ?
C14 N2 C9 C8 65.5(19) . . . . ?
S3 C8 C9 N2 179.4(9) . . . . ?
C14 N2 C10 C11 51.0(28) . . . . ?
C9 N2 C10 C11 -166.6(17) . . . . ?
N2 C10 C11 C12 -41.9(31) . . . . ?
C10 C11 C12 O2 -153.5(23) . . . . ?
C10 C11 C12 C13 32.6(33) . . . . ?
O2 C12 C13 C14 154.0(26) . . . . ?
C11 C12 C13 C14 -31.7(40) . . . . ?
C10 N2 C14 C13 -48.8(31) . . . . ?
C9 N2 C14 C13 167.9(20) . . . . ?
C12 C13 C14 N2 37.3(40) . . . . ?
