#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/32/38/4323873.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_4323873
loop_
_publ_author_name
'John K. Hsu'
'Cecilia J. Bonangelino'
'Sharada P. Kaiwar'
'Christine M. Boggs'
'James C. Fettinger'
'Robert S. Pilato'
_publ_section_title
;
 Direct Conversion of α-Substituted Ketones to Metallo-1,2-enedithiolates
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4743
_journal_page_last               4751
_journal_paper_doi               10.1021/ic9602052
_journal_volume                  35
_journal_year                    1996
_chemical_formula_sum            'C20.5 H17 Cl Mo N2 S2'
_chemical_formula_weight         486.87
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 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                 107.440(7)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.4514(15)
_cell_length_b                   15.474(2)
_cell_length_c                   12.2201(13)
_cell_measurement_reflns_used    25
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      13.8
_cell_measurement_theta_min      8.8
_cell_volume                     3869.9(7)
_computing_cell_refinement       'Enraf-Nonius EXPRESS'
_computing_data_collection       'Enraf-Nonius EXPRESS'
_computing_molecular_graphics    'ORTEP NRCVAX '
_computing_publication_material  'XCIF, SHELXL-93 (Sheldrick, 1993)'
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measurement_device       'Enraf-Nonius CAD4 '
_diffrn_measurement_method       'omega:2theta 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  0.0148
_diffrn_reflns_av_sigmaI/netI    0.0227
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            2702
_diffrn_reflns_theta_max         22.58
_diffrn_reflns_theta_min         1.65
_diffrn_standards_decay_%        0
_diffrn_standards_interval_time  60
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    1.039
_exptl_absorpt_correction_T_max  0.9952
_exptl_absorpt_correction_T_min  0.8514
_exptl_absorpt_correction_type   psi-scans
_exptl_crystal_density_diffrn    1.671
_exptl_crystal_description       parallelepiped
_exptl_crystal_F_000             1960
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.502
_refine_diff_density_min         -0.357
_refine_diff_density_rms         0.059
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_all   1.020
_refine_ls_goodness_of_fit_obs   1.076
_refine_ls_matrix_type           full
_refine_ls_number_parameters     313
_refine_ls_number_reflns         2556
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.020
_refine_ls_restrained_S_obs      1.076
_refine_ls_R_factor_all          0.0364
_refine_ls_R_factor_obs          0.0275
_refine_ls_shift/esd_max         -0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0422P)²+3.8650P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0698
_refine_ls_wR_factor_obs         0.0668
_reflns_number_observed          2157
_reflns_number_total             2556
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            ic9602052_2.cif
_cod_data_source_block           Complex7
_cod_depositor_comments
;
The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0422P)^2^+3.8650P] 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^)+(0.0422P)^2^+3.8650P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        3869.8(7)
_cod_original_formula_sum        'C20.50 H17 Cl Mo N2 S2'
_cod_database_code               4323873
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
Mo1 Mo 0.302028(15) 0.38557(2) 0.17575(2) 0.02979(13) Uani 1 d . .
S1 S 0.25699(6) 0.24968(6) 0.22004(8) 0.0467(3) Uani 1 d . .
S2 S 0.34635(5) 0.39296(6) 0.38435(7) 0.0354(2) Uani 1 d . .
C1 C 0.2898(2) 0.2356(3) 0.3660(3) 0.0449(10) Uani 1 d . .
C2 C 0.3281(2) 0.2930(2) 0.4378(3) 0.0353(9) Uani 1 d . .
C3 C 0.3585(2) 0.2751(2) 0.5598(3) 0.0359(9) Uani 1 d . .
C4 C 0.3674(2) 0.1879(3) 0.6000(4) 0.0484(11) Uani 1 d . .
N1 N 0.3995(2) 0.1664(2) 0.7049(3) 0.0512(9) Uani 1 d . .
C5 C 0.4241(2) 0.2330(3) 0.7782(3) 0.0432(10) Uani 1 d . .
C6 C 0.4614(2) 0.2147(4) 0.8924(4) 0.0534(12) Uani 1 d . .
C7 C 0.4871(2) 0.2805(4) 0.9655(4) 0.0589(13) Uani 1 d . .
C8 C 0.4760(2) 0.3659(4) 0.9304(4) 0.0559(12) Uani 1 d . .
C9 C 0.4397(2) 0.3852(3) 0.8215(4) 0.0504(11) Uani 1 d . .
C10 C 0.4138(2) 0.3195(3) 0.7423(3) 0.0393(9) Uani 1 d . .
N2 N 0.38044(15) 0.3395(2) 0.6307(2) 0.0384(7) Uani 1 d . .
C11 C 0.2629(2) 0.5202(3) 0.1911(4) 0.0443(10) Uani 1 d . .
C12 C 0.2579(2) 0.5076(3) 0.0746(3) 0.0424(10) Uani 1 d . .
C13 C 0.2123(2) 0.4418(3) 0.0323(4) 0.0482(11) Uani 1 d . .
C14 C 0.1877(2) 0.4157(3) 0.1184(4) 0.0549(12) Uani 1 d . .
C15 C 0.2183(2) 0.4625(3) 0.2160(4) 0.0536(12) Uani 1 d . .
C16 C 0.3880(2) 0.4312(3) 0.1064(4) 0.0470(11) Uani 1 d . .
C17 C 0.3462(2) 0.3789(3) 0.0234(4) 0.0474(11) Uani 1 d . .
C18 C 0.3461(3) 0.2970(3) 0.0678(4) 0.0546(12) Uani 1 d . .
C19 C 0.3884(2) 0.2974(3) 0.1805(4) 0.0545(12) Uani 1 d . .
C20 C 0.4149(2) 0.3807(3) 0.2021(4) 0.0494(11) Uani 1 d . .
H1 H 0.2790(20) 0.1772(27) 0.3909(36) 0.062(13) Uiso 1 d . .
H4 H 0.3508(20) 0.1416(28) 0.5508(36) 0.053(13) Uiso 1 d . .
H6 H 0.4684(22) 0.1621(30) 0.9033(40) 0.060(15) Uiso 1 d . .
H7 H 0.5125(20) 0.2736(28) 1.0360(39) 0.056(13) Uiso 1 d . .
H8 H 0.4941(20) 0.4146(28) 0.9866(38) 0.060(13) Uiso 1 d . .
H9 H 0.4312(21) 0.4400(30) 0.8017(38) 0.058(14) Uiso 1 d . .
H11 H 0.2851(18) 0.5638(26) 0.2310(33) 0.041(11) Uiso 1 d . .
H12 H 0.2832(20) 0.5392(27) 0.0390(35) 0.053(12) Uiso 1 d . .
H14 H 0.1572(23) 0.3710(30) 0.1129(40) 0.072(15) Uiso 1 d . .
H15 H 0.2123(19) 0.4554(27) 0.2832(38) 0.053(13) Uiso 1 d . .
H16 H 0.3953(19) 0.4823(27) 0.1027(34) 0.039(12) Uiso 1 d . .
H17 H 0.3231(20) 0.3982(26) -0.0511(39) 0.059(13) Uiso 1 d . .
H18 H 0.3214(21) 0.2559(28) 0.0368(37) 0.054(14) Uiso 1 d . .
H19 H 0.3936(19) 0.2557(27) 0.2273(35) 0.046(12) Uiso 1 d . .
H20 H 0.4454(21) 0.3991(27) 0.2697(39) 0.060(14) Uiso 1 d . .
H13 H 0.2015(20) 0.4261(28) -0.0315(37) 0.049(14) Uiso 1 d . .
C21 C 0.5000 0.0142(8) 0.2500 0.186(7) Uani 1 d S .
H21A H 0.4653 -0.0229(8) 0.2588 0.223 Uiso 0.50 calc PR .
H21B H 0.5347 -0.0229(8) 0.2412 0.223 Uiso 0.50 calc PR .
Cl1 Cl 0.5502(5) 0.0705(5) 0.1668(9) 0.260(4) Uani 0.50 d P .
Cl2 Cl 0.4730(5) 0.0683(7) 0.1386(7) 0.294(5) Uani 0.50 d P .
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'
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'
Mo Mo -1.6832 0.6857 '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
C11 Mo1 C19 149.3(2) . . ?
C11 Mo1 C18 145.2(2) . . ?
C19 Mo1 C18 35.7(2) . . ?
C11 Mo1 C12 35.86(14) . . ?
C19 Mo1 C12 134.7(2) . . ?
C18 Mo1 C12 110.9(2) . . ?
C11 Mo1 C15 35.6(2) . . ?
C19 Mo1 C15 166.0(2) . . ?
C18 Mo1 C15 154.8(2) . . ?
C12 Mo1 C15 58.3(2) . . ?
C11 Mo1 C17 110.8(2) . . ?
C19 Mo1 C17 58.3(2) . . ?
C18 Mo1 C17 34.7(2) . . ?
C12 Mo1 C17 78.89(15) . . ?
C15 Mo1 C17 135.7(2) . . ?
C11 Mo1 C20 114.1(2) . . ?
C19 Mo1 C20 35.2(2) . . ?
C18 Mo1 C20 58.3(2) . . ?
C12 Mo1 C20 110.0(2) . . ?
C15 Mo1 C20 144.9(2) . . ?
C17 Mo1 C20 57.2(2) . . ?
C11 Mo1 C13 58.8(2) . . ?
C19 Mo1 C13 135.8(2) . . ?
C18 Mo1 C13 100.3(2) . . ?
C12 Mo1 C13 35.01(15) . . ?
C15 Mo1 C13 57.1(2) . . ?
C17 Mo1 C13 81.8(2) . . ?
C20 Mo1 C13 134.1(2) . . ?
C11 Mo1 C16 95.9(2) . . ?
C19 Mo1 C16 58.2(2) . . ?
C18 Mo1 C16 58.0(2) . . ?
C12 Mo1 C16 78.5(2) . . ?
C15 Mo1 C16 131.3(2) . . ?
C17 Mo1 C16 34.6(2) . . ?
C20 Mo1 C16 34.2(2) . . ?
C13 Mo1 C16 100.1(2) . . ?
C11 Mo1 C14 58.2(2) . . ?
C19 Mo1 C14 151.3(2) . . ?
C18 Mo1 C14 120.8(2) . . ?
C12 Mo1 C14 57.3(2) . . ?
C15 Mo1 C14 34.1(2) . . ?
C17 Mo1 C14 113.7(2) . . ?
C20 Mo1 C14 167.0(2) . . ?
C13 Mo1 C14 33.7(2) . . ?
C16 Mo1 C14 133.0(2) . . ?
C11 Mo1 S2 84.77(11) . . ?
C19 Mo1 S2 86.71(12) . . ?
C18 Mo1 S2 122.00(13) . . ?
C12 Mo1 S2 119.43(11) . . ?
C15 Mo1 S2 80.74(12) . . ?
C17 Mo1 S2 135.39(11) . . ?
C20 Mo1 S2 78.18(11) . . ?
C13 Mo1 S2 137.53(12) . . ?
C16 Mo1 S2 105.05(11) . . ?
C14 Mo1 S2 109.99(12) . . ?
C11 Mo1 S1 126.18(12) . . ?
C19 Mo1 S1 81.50(14) . . ?
C18 Mo1 S1 82.60(13) . . ?
C12 Mo1 S1 134.41(11) . . ?
C15 Mo1 S1 90.67(13) . . ?
C17 Mo1 S1 114.94(12) . . ?
C20 Mo1 S1 113.74(13) . . ?
C13 Mo1 S1 101.23(12) . . ?
C16 Mo1 S1 137.90(13) . . ?
C14 Mo1 S1 78.08(12) . . ?
S2 Mo1 S1 82.24(3) . . ?
C1 S1 Mo1 105.79(14) . . ?
C2 S2 Mo1 106.55(12) . . ?
C2 C1 S1 125.0(3) . . ?
C1 C2 C3 122.7(3) . . ?
C1 C2 S2 119.8(3) . . ?
C3 C2 S2 117.5(3) . . ?
N2 C3 C4 120.3(4) . . ?
N2 C3 C2 119.5(3) . . ?
C4 C3 C2 120.1(4) . . ?
N1 C4 C3 123.8(4) . . ?
C4 N1 C5 116.0(4) . . ?
N1 C5 C10 121.4(3) . . ?
N1 C5 C6 119.4(4) . . ?
C10 C5 C6 119.2(4) . . ?
C7 C6 C5 119.9(5) . . ?
C6 C7 C8 120.8(4) . . ?
C9 C8 C7 120.4(5) . . ?
C8 C9 C10 120.7(5) . . ?
N2 C10 C9 120.3(4) . . ?
N2 C10 C5 120.7(4) . . ?
C9 C10 C5 119.0(4) . . ?
C3 N2 C10 117.6(3) . . ?
C12 C11 C15 106.2(4) . . ?
C12 C11 Mo1 73.1(2) . . ?
C15 C11 Mo1 74.2(3) . . ?
C13 C12 C11 107.9(4) . . ?
C13 C12 Mo1 74.3(2) . . ?
C11 C12 Mo1 71.1(2) . . ?
C14 C13 C12 108.6(4) . . ?
C14 C13 Mo1 74.7(3) . . ?
C12 C13 Mo1 70.7(2) . . ?
C13 C14 C15 108.4(4) . . ?
C13 C14 Mo1 71.6(3) . . ?
C15 C14 Mo1 70.6(2) . . ?
C14 C15 C11 108.9(4) . . ?
C14 C15 Mo1 75.3(3) . . ?
C11 C15 Mo1 70.1(2) . . ?
C20 C16 C17 107.6(4) . . ?
C20 C16 Mo1 72.4(2) . . ?
C17 C16 Mo1 71.6(2) . . ?
C18 C17 C16 108.9(4) . . ?
C18 C17 Mo1 71.2(2) . . ?
C16 C17 Mo1 73.8(2) . . ?
C17 C18 C19 107.7(4) . . ?
C17 C18 Mo1 74.1(2) . . ?
C19 C18 Mo1 71.9(2) . . ?
C20 C19 C18 107.2(4) . . ?
C20 C19 Mo1 74.7(3) . . ?
C18 C19 Mo1 72.4(3) . . ?
C16 C20 C19 108.5(4) . . ?
C16 C20 Mo1 73.4(2) . . ?
C19 C20 Mo1 70.2(2) . . ?
Cl2 C21 Cl2 114.8(12) 2_655 . ?
Cl2 C21 Cl1 53.6(4) 2_655 2_655 ?
Cl2 C21 Cl1 95.7(6) . 2_655 ?
Cl2 C21 Cl1 95.7(6) 2_655 . ?
Cl2 C21 Cl1 53.6(4) . . ?
Cl1 C21 Cl1 125.4(8) 2_655 . ?
Cl2 Cl1 C21 52.0(4) . . ?
C21 Cl2 Cl1 74.4(5) . . ?
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
Mo1 C11 2.274(4) . ?
Mo1 C19 2.288(4) . ?
Mo1 C18 2.293(4) . ?
Mo1 C12 2.300(4) . ?
Mo1 C15 2.327(4) . ?
Mo1 C17 2.330(4) . ?
Mo1 C20 2.345(4) . ?
Mo1 C13 2.347(4) . ?
Mo1 C16 2.358(4) . ?
Mo1 C14 2.387(4) . ?
Mo1 S2 2.4417(9) . ?
Mo1 S1 2.4416(11) . ?
S1 C1 1.724(4) . ?
S2 C2 1.768(4) . ?
C1 C2 1.342(5) . ?
C2 C3 1.463(5) . ?
C3 N2 1.312(5) . ?
C3 C4 1.429(6) . ?
C4 N1 1.303(5) . ?
N1 C5 1.364(5) . ?
C5 C10 1.405(5) . ?
C5 C6 1.414(6) . ?
C6 C7 1.357(7) . ?
C7 C8 1.388(7) . ?
C8 C9 1.359(6) . ?
C9 C10 1.399(6) . ?
C10 N2 1.372(5) . ?
C11 C12 1.408(6) . ?
C11 C15 1.408(6) . ?
C12 C13 1.398(6) . ?
C13 C14 1.372(6) . ?
C14 C15 1.381(7) . ?
C16 C20 1.381(6) . ?
C16 C17 1.394(6) . ?
C17 C18 1.379(6) . ?
C18 C19 1.404(7) . ?
C19 C20 1.401(7) . ?
C21 Cl2 1.554(9) 2_655 ?
C21 Cl2 1.554(9) . ?
C21 Cl1 1.901(10) 2_655 ?
C21 Cl1 1.901(10) . ?
Cl1 Cl2 1.588(10) . ?
