#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:58:37 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178732 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/43/4084392.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_4084392
loop_
_publ_author_name
'Mutoh, Yuichiro'
'Sakigawara, Masahiro'
'Niiyama, Ippei'
'Saito, Shinichi'
'Ishii, Youichi'
_publ_section_title
;
 Synthesis of Rhodium--Primary Thioamide Complexes and Their
 Desulfurization Leading to Rhodium Sulfido Cubane-Type Clusters and
 Nitriles
;
_journal_issue                   19
_journal_name_full               Organometallics
_journal_page_first              5414
_journal_paper_doi               10.1021/om500714c
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C17 H21 Cl2 N2 O2 Rh S'
_chemical_formula_weight         491.23
_chemical_name_systematic
;
 ?
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           110
_space_group_name_Hall           'I 4bw -2c'
_space_group_name_H-M_alt        'I 41 c d'
_symmetry_space_group_name_Hall  'I 4bw -2c'
_symmetry_space_group_name_H-M   'I 41 c d'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2014
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   22.526(5)
_cell_length_b                   22.526(5)
_cell_length_c                   16.114(4)
_cell_measurement_temperature    123(2)
_cell_volume                     8177(3)
_computing_cell_refinement       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_collection       'CrystalClear (Rigaku Inc., 2008)'
_computing_data_reduction        'CrystalClear (Rigaku Inc., 2008)'
_computing_molecular_graphics
'Yadokari-XG 2009 (Wakita Nemoto et al., 2009)'
_computing_publication_material
'Yadokari-XG 2009 (Wakita,Nemoto et al., 2009)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_diffrn_ambient_temperature      123(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.997
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_R_equivalents  0.1473
_diffrn_reflns_av_unetI/netI     0.1105
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            30335
_diffrn_reflns_point_group_measured_fraction_full 0.841
_diffrn_reflns_point_group_measured_fraction_max 0.819
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.493
_diffrn_reflns_theta_min         3.109
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.5316
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'REQAB (Rigaku, 1998)'
_exptl_crystal_density_diffrn    1.596
_exptl_crystal_F_000             3968
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.160
_exptl_crystal_size_min          0.070
_refine_diff_density_max         0.816
_refine_diff_density_min         -0.756
_refine_diff_density_rms         0.134
_refine_ls_abs_structure_details
;
 Flack x determined using 791 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.107
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     231
_refine_ls_number_reflns         3845
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.106
_refine_ls_R_factor_all          0.0841
_refine_ls_R_factor_gt           0.0654
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0274P)²+48.9459P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1250
_refine_ls_wR_factor_ref         0.1332
_reflns_Friedel_coverage         0.585
_reflns_Friedel_fraction_full    0.674
_reflns_Friedel_fraction_max     0.628
_reflns_number_gt                3243
_reflns_number_total             3845
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            om500714c_si_002.cif
_cod_data_source_block           2f
_cod_depositor_comments
'Adding full bibliography for 4084388--4084398.cif.'
_cod_original_cell_volume        8177(4)
_cod_database_code               4084392
#BEGIN Tags that were not found in dictionaries:
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.720
_shelx_estimated_absorpt_t_max   0.920
_shelxl_version_number           2014-3
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'-y, x+1/2, z+1/4'
'y, -x+1/2, z+1/4'
'-x, y, z+1/2'
'x, -y, z+1/2'
'y+1/2, x, z+1/4'
'-y+1/2, -x, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'-y+1/2, x+1, z+3/4'
'y+1/2, -x+1, z+3/4'
'-x+1/2, y+1/2, z+1'
'x+1/2, -y+1/2, z+1'
'y+1, x+1/2, z+3/4'
'-y+1, -x+1/2, z+3/4'
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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Rh1 Rh 0.07172(3) 0.22702(3) 0.14105(5) 0.01876(19) Uani 1 1 d . .
S1 S 0.15388(13) 0.17217(12) 0.19141(18) 0.0244(6) Uani 1 1 d . .
C1 C 0.2082(5) 0.2146(6) 0.2327(7) 0.026(3) Uani 1 1 d . .
C2 C 0.2666(5) 0.1839(4) 0.2505(7) 0.018(2) Uani 1 1 d . .
C3 C 0.2877(5) 0.1411(5) 0.1966(7) 0.024(2) Uani 1 1 d . .
H3 H 0.2663 0.1315 0.1477 0.029 Uiso 1 1 calc R U
C4 C 0.3405(5) 0.1123(5) 0.2147(7) 0.027(3) Uani 1 1 d . .
H4 H 0.3558 0.0831 0.1780 0.032 Uiso 1 1 calc R U
C5 C 0.3707(5) 0.1265(4) 0.2870(7) 0.021(2) Uani 1 1 d . .
C6 C 0.3499(5) 0.1693(5) 0.3402(7) 0.027(3) Uani 1 1 d . .
H6 H 0.3713 0.1788 0.3891 0.032 Uiso 1 1 calc R U
C7 C 0.2977(5) 0.1982(5) 0.3218(7) 0.022(2) Uani 1 1 d . .
H7 H 0.2830 0.2280 0.3581 0.027 Uiso 1 1 calc R U
N1 N 0.2035(4) 0.2705(4) 0.2523(6) 0.025(2) Uani 1 1 d . .
H2 H 0.2337 0.2891 0.2751 0.030 Uiso 1 1 calc R U
H1 H 0.1701 0.2895 0.2427 0.030 Uiso 1 1 calc R U
N2 N 0.4261(4) 0.0952(5) 0.3081(7) 0.034(3) Uani 1 1 d . .
O1 O 0.4475(4) 0.0634(4) 0.2526(6) 0.042(2) Uani 1 1 d . .
O2 O 0.4460(4) 0.1009(4) 0.3766(6) 0.043(2) Uani 1 1 d . .
Cl1 Cl 0.06460(12) 0.29038(13) 0.26310(17) 0.0258(6) Uani 1 1 d . .
Cl2 Cl 0.13709(12) 0.29794(12) 0.07162(16) 0.0235(6) Uani 1 1 d . .
C8 C -0.0087(5) 0.1782(5) 0.1646(7) 0.025(3) Uani 1 1 d . .
C9 C 0.0284(5) 0.1446(5) 0.1118(7) 0.022(2) Uani 1 1 d . .
C10 C 0.0396(5) 0.1770(5) 0.0370(7) 0.022(2) Uani 1 1 d . .
C11 C 0.0062(4) 0.2317(5) 0.0418(7) 0.021(2) Uani 1 1 d . .
C12 C -0.0235(4) 0.2322(5) 0.1214(7) 0.024(3) Uani 1 1 d . .
C13 C -0.0326(6) 0.1626(6) 0.2465(8) 0.039(3) Uani 1 1 d . .
H13 H -0.0734 0.1480 0.2404 0.059 Uiso 1 1 calc R U
H13A H -0.0325 0.1978 0.2822 0.059 Uiso 1 1 calc R U
H13B H -0.0080 0.1316 0.2716 0.059 Uiso 1 1 calc R U
C14 C 0.0527(5) 0.0835(5) 0.1289(8) 0.033(3) Uani 1 1 d . .
H14 H 0.0930 0.0805 0.1067 0.049 Uiso 1 1 calc R U
H14A H 0.0273 0.0537 0.1023 0.049 Uiso 1 1 calc R U
H14B H 0.0534 0.0765 0.1889 0.049 Uiso 1 1 calc R U
C15 C 0.0747(6) 0.1582(6) -0.0371(7) 0.037(3) Uani 1 1 d . .
H15 H 0.1099 0.1361 -0.0190 0.056 Uiso 1 1 calc R U
H15A H 0.0871 0.1934 -0.0684 0.056 Uiso 1 1 calc R U
H15B H 0.0501 0.1328 -0.0726 0.056 Uiso 1 1 calc R U
C16 C 0.0033(6) 0.2781(5) -0.0249(7) 0.035(3) Uani 1 1 d . .
H16 H -0.0198 0.2629 -0.0719 0.052 Uiso 1 1 calc R U
H16A H 0.0436 0.2877 -0.0435 0.052 Uiso 1 1 calc R U
H16B H -0.0157 0.3139 -0.0030 0.052 Uiso 1 1 calc R U
C17 C -0.0635(5) 0.2788(6) 0.1524(9) 0.041(3) Uani 1 1 d . .
H17 H -0.0626 0.2792 0.2132 0.062 Uiso 1 1 calc R U
H17A H -0.1041 0.2707 0.1335 0.062 Uiso 1 1 calc R U
H17B H -0.0506 0.3175 0.1313 0.062 Uiso 1 1 calc R U
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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Rh Rh -1.1178 0.9187 '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
C10 Rh1 C9 38.9(4)
C10 Rh1 C8 65.5(4)
C9 Rh1 C8 38.3(4)
C10 Rh1 C12 65.2(4)
C9 Rh1 C12 64.2(4)
C8 Rh1 C12 38.9(4)
C10 Rh1 C11 39.1(4)
C9 Rh1 C11 64.7(4)
C8 Rh1 C11 65.4(4)
C12 Rh1 C11 38.8(4)
C10 Rh1 S1 104.9(3)
C9 Rh1 S1 88.8(3)
C8 Rh1 S1 109.3(3)
C12 Rh1 S1 148.2(3)
C11 Rh1 S1 143.7(3)
C10 Rh1 Cl1 156.5(3)
C9 Rh1 Cl1 130.8(3)
C8 Rh1 Cl1 95.8(3)
C12 Rh1 Cl1 91.2(3)
C11 Rh1 Cl1 121.3(3)
S1 Rh1 Cl1 94.62(10)
C10 Rh1 Cl2 100.9(3)
C9 Rh1 Cl2 137.6(3)
C8 Rh1 Cl2 157.2(3)
C12 Rh1 Cl2 119.6(3)
C11 Rh1 Cl2 92.3(3)
S1 Rh1 Cl2 91.56(10)
Cl1 Rh1 Cl2 91.51(9)
C1 S1 Rh1 114.0(4)
N1 C1 C2 117.9(10)
N1 C1 S1 125.6(9)
C2 C1 S1 116.5(9)
C3 C2 C7 120.7(10)
C3 C2 C1 120.0(10)
C7 C2 C1 119.3(10)
C2 C3 C4 119.3(11)
C2 C3 H3 120.4
C4 C3 H3 120.4
C3 C4 C5 119.4(10)
C3 C4 H4 120.3
C5 C4 H4 120.3
C6 C5 C4 121.3(10)
C6 C5 N2 118.8(11)
C4 C5 N2 119.9(11)
C5 C6 C7 119.3(11)
C5 C6 H6 120.3
C7 C6 H6 120.3
C6 C7 C2 120.0(10)
C6 C7 H7 120.0
C2 C7 H7 120.0
C1 N1 H2 120.0
C1 N1 H1 120.0
H2 N1 H1 120.0
O2 N2 O1 125.3(10)
O2 N2 C5 118.6(11)
O1 N2 C5 116.0(11)
C9 C8 C12 107.3(10)
C9 C8 C13 129.1(11)
C12 C8 C13 123.5(11)
C9 C8 Rh1 70.7(6)
C12 C8 Rh1 71.2(6)
C13 C8 Rh1 126.1(8)
C8 C9 C10 109.9(10)
C8 C9 C14 126.4(11)
C10 C9 C14 123.7(11)
C8 C9 Rh1 71.0(6)
C10 C9 Rh1 70.4(6)
C14 C9 Rh1 125.7(7)
C9 C10 C11 107.2(10)
C9 C10 C15 128.6(11)
C11 C10 C15 124.0(11)
C9 C10 Rh1 70.6(6)
C11 C10 Rh1 71.7(6)
C15 C10 Rh1 126.6(8)
C12 C11 C10 107.1(10)
C12 C11 C16 127.6(10)
C10 C11 C16 125.3(11)
C12 C11 Rh1 70.2(6)
C10 C11 Rh1 69.2(6)
C16 C11 Rh1 126.1(8)
C8 C12 C11 108.4(9)
C8 C12 C17 125.4(11)
C11 C12 C17 126.1(11)
C8 C12 Rh1 69.9(6)
C11 C12 Rh1 70.9(6)
C17 C12 Rh1 126.4(8)
C8 C13 H13 109.5
C8 C13 H13A 109.5
H13 C13 H13A 109.5
C8 C13 H13B 109.5
H13 C13 H13B 109.5
H13A C13 H13B 109.5
C9 C14 H14 109.5
C9 C14 H14A 109.5
H14 C14 H14A 109.5
C9 C14 H14B 109.5
H14 C14 H14B 109.5
H14A C14 H14B 109.5
C10 C15 H15 109.5
C10 C15 H15A 109.5
H15 C15 H15A 109.5
C10 C15 H15B 109.5
H15 C15 H15B 109.5
H15A C15 H15B 109.5
C11 C16 H16 109.5
C11 C16 H16A 109.5
H16 C16 H16A 109.5
C11 C16 H16B 109.5
H16 C16 H16B 109.5
H16A C16 H16B 109.5
C12 C17 H17 109.5
C12 C17 H17A 109.5
H17 C17 H17A 109.5
C12 C17 H17B 109.5
H17 C17 H17B 109.5
H17A C17 H17B 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Rh1 C10 2.146(10)
Rh1 C9 2.149(10)
Rh1 C8 2.154(10)
Rh1 C12 2.170(10)
Rh1 C11 2.179(10)
Rh1 S1 2.369(3)
Rh1 Cl1 2.435(3)
Rh1 Cl2 2.444(3)
S1 C1 1.690(12)
C1 N1 1.302(15)
C1 C2 1.513(15)
C2 C3 1.382(14)
C2 C7 1.384(15)
C3 C4 1.384(15)
C3 H3 0.9500
C4 C5 1.386(16)
C4 H4 0.9500
C5 C6 1.371(16)
C5 N2 1.473(14)
C6 C7 1.378(15)
C6 H6 0.9500
C7 H7 0.9500
N1 H2 0.8800
N1 H1 0.8800
N2 O2 1.199(14)
N2 O1 1.245(13)
C8 C9 1.411(15)
C8 C12 1.441(16)
C8 C13 1.468(16)
C9 C10 1.432(15)
C9 C14 1.507(15)
C10 C11 1.447(15)
C10 C15 1.493(16)
C11 C12 1.446(15)
C11 C16 1.500(15)
C12 C17 1.472(14)
C13 H13 0.9800
C13 H13A 0.9800
C13 H13B 0.9800
C14 H14 0.9800
C14 H14A 0.9800
C14 H14B 0.9800
C15 H15 0.9800
C15 H15A 0.9800
C15 H15B 0.9800
C16 H16 0.9800
C16 H16A 0.9800
C16 H16B 0.9800
C17 H17 0.9800
C17 H17A 0.9800
C17 H17B 0.9800
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H2 Cl2 0.88 2.33 3.180(10) 163.0 4
N1 H1 Cl1 0.88 2.40 3.165(10) 145.8 .
N1 H1 Cl2 0.88 2.86 3.331(9) 115.0 .
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
Rh1 S1 C1 N1 13.5(11)
Rh1 S1 C1 C2 -168.4(7)
N1 C1 C2 C3 -144.2(11)
S1 C1 C2 C3 37.5(13)
N1 C1 C2 C7 37.2(15)
S1 C1 C2 C7 -141.1(9)
C7 C2 C3 C4 0.1(17)
C1 C2 C3 C4 -178.4(10)
C2 C3 C4 C5 0.8(17)
C3 C4 C5 C6 -1.2(16)
C3 C4 C5 N2 178.4(10)
C4 C5 C6 C7 0.7(17)
N2 C5 C6 C7 -179.0(9)
C5 C6 C7 C2 0.2(17)
C3 C2 C7 C6 -0.7(17)
C1 C2 C7 C6 177.9(10)
C6 C5 N2 O2 11.9(15)
C4 C5 N2 O2 -167.7(11)
C6 C5 N2 O1 -169.8(10)
C4 C5 N2 O1 10.5(15)
C12 C8 C9 C10 2.2(12)
C13 C8 C9 C10 178.8(11)
Rh1 C8 C9 C10 -59.9(7)
C12 C8 C9 C14 -176.9(10)
C13 C8 C9 C14 -0.3(18)
Rh1 C8 C9 C14 120.9(11)
C12 C8 C9 Rh1 62.1(7)
C13 C8 C9 Rh1 -121.3(12)
C8 C9 C10 C11 -2.5(12)
C14 C9 C10 C11 176.7(9)
Rh1 C9 C10 C11 -62.8(7)
C8 C9 C10 C15 -177.8(11)
C14 C9 C10 C15 1.3(17)
Rh1 C9 C10 C15 121.8(12)
C8 C9 C10 Rh1 60.3(7)
C14 C9 C10 Rh1 -120.5(10)
C9 C10 C11 C12 1.7(11)
C15 C10 C11 C12 177.4(10)
Rh1 C10 C11 C12 -60.3(7)
C9 C10 C11 C16 -177.7(10)
C15 C10 C11 C16 -2.0(17)
Rh1 C10 C11 C16 120.2(10)
C9 C10 C11 Rh1 62.1(7)
C15 C10 C11 Rh1 -122.3(11)
C9 C8 C12 C11 -1.0(12)
C13 C8 C12 C11 -177.9(10)
Rh1 C8 C12 C11 60.7(7)
C9 C8 C12 C17 177.1(10)
C13 C8 C12 C17 0.3(18)
Rh1 C8 C12 C17 -121.1(11)
C9 C8 C12 Rh1 -61.8(7)
C13 C8 C12 Rh1 121.3(11)
C10 C11 C12 C8 -0.4(11)
C16 C11 C12 C8 179.0(10)
Rh1 C11 C12 C8 -60.1(7)
C10 C11 C12 C17 -178.6(10)
C16 C11 C12 C17 0.8(18)
Rh1 C11 C12 C17 121.7(11)
C10 C11 C12 Rh1 59.7(7)
C16 C11 C12 Rh1 -120.9(11)
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.500 0.080 89 15 ' '
2 0.500 1.000 0.080 89 15 ' '
3 0.000 0.000 0.330 89 15 ' '
4 0.500 0.500 0.330 89 15 ' '
5 0.000 0.500 0.580 89 15 ' '
6 0.500 0.000 0.580 89 15 ' '
7 0.000 0.000 0.830 89 15 ' '
8 0.500 0.500 0.830 89 15 ' '
