#------------------------------------------------------------------------------
#$Date: 2016-03-21 14:42:33 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178720 $
#$URL: svn://www.crystallography.net/cod/cif/4/08/31/4083198.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_4083198
loop_
_publ_author_name
'Wang, Zhe'
'Ng, Sin Wee Benny'
'Jiang, Lu'
'Leong, Wen Jin'
'Zhao, Jin'
'Hor, T. S. Andy'
_publ_section_title
;
 Cyclopentadienyl Molybdenum(II) N,C-Chelating Benzothiazole-Carbene
 Complexes: Synthesis, Structure, and Application in Cyclooctene
 Epoxidation Catalysis
;
_journal_issue                   10
_journal_name_full               Organometallics
_journal_page_first              2457
_journal_paper_doi               10.1021/om401128z
_journal_volume                  33
_journal_year                    2014
_chemical_formula_sum            'C24 H18 Ag Br2 Mo N3 O2 S'
_chemical_formula_weight         776.10
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.535(2)
_cell_angle_beta                 107.422(2)
_cell_angle_gamma                111.7790(10)
_cell_formula_units_Z            2
_cell_length_a                   9.2723(10)
_cell_length_b                   11.9265(13)
_cell_length_c                   12.6157(14)
_cell_measurement_reflns_used    7943
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      28.30
_cell_measurement_theta_min      2.35
_cell_volume                     1224.6(2)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and 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  0.0273
_diffrn_reflns_av_sigmaI/netI    0.0310
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16013
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         1.71
_exptl_absorpt_coefficient_mu    4.688
_exptl_absorpt_correction_T_max  0.6514
_exptl_absorpt_correction_T_min  0.4541
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sadabs, (Sheldrick 2008)'
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    2.105
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             748
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.10
_refine_diff_density_max         2.189
_refine_diff_density_min         -3.640
_refine_diff_density_rms         0.227
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     307
_refine_ls_number_reflns         5613
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.032
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0503
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0916P)²+11.6757P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1536
_refine_ls_wR_factor_ref         0.1561
_reflns_number_gt                5140
_reflns_number_total             5613
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            om401128z_si_001.cif
_cod_data_source_block           c042
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_exptl_absorpt_correction_type' value 'Multi-scan'
changed to 'multi-scan' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 4083195--4083202.cif.

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'Not Measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4083198
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
Mo1 Mo -0.09336(5) 0.67976(4) 0.60179(4) 0.01166(13) Uani 1 1 d .
Ag1 Ag 0.45613(6) 0.02251(5) 0.87489(4) 0.02486(15) Uani 1 1 d .
Br1 Br 0.37632(9) 0.07229(7) 0.68030(6) 0.03258(19) Uani 1 1 d .
Br2 Br 0.26313(8) -0.01095(7) 0.99817(6) 0.03095(18) Uani 1 1 d .
S1 S 0.36401(16) 0.84068(12) 0.48165(11) 0.0147(3) Uani 1 1 d .
O1 O -0.2747(6) 0.4930(4) 0.3814(4) 0.0276(10) Uani 1 1 d .
O2 O -0.1510(7) 0.4264(4) 0.6841(5) 0.0346(12) Uani 1 1 d .
N1 N 0.0768(6) 0.7604(4) 0.5082(4) 0.0129(9) Uani 1 1 d .
N2 N 0.2748(6) 0.7570(4) 0.6651(4) 0.0129(9) Uani 1 1 d .
N3 N 0.2242(6) 0.6973(4) 0.8149(4) 0.0167(9) Uani 1 1 d .
C1 C 0.2327(7) 0.7831(5) 0.5570(5) 0.0135(10) Uani 1 1 d .
C2 C 0.1957(7) 0.8409(5) 0.3716(5) 0.0147(10) Uani 1 1 d .
C3 C 0.1946(7) 0.8789(5) 0.2679(5) 0.0183(11) Uani 1 1 d .
H3 H 0.2923 0.9095 0.2486 0.022 Uiso 1 1 calc R
C4 C 0.0439(7) 0.8706(6) 0.1930(5) 0.0188(11) Uani 1 1 d .
H4 H 0.0388 0.8948 0.1209 0.023 Uiso 1 1 calc R
C5 C -0.0981(8) 0.8273(6) 0.2223(5) 0.0195(11) Uani 1 1 d .
H5 H -0.1984 0.8243 0.1706 0.023 Uiso 1 1 calc R
C6 C -0.0962(7) 0.7885(5) 0.3256(5) 0.0159(10) Uani 1 1 d .
H6 H -0.1938 0.7585 0.3451 0.019 Uiso 1 1 calc R
C7 C 0.0523(7) 0.7946(5) 0.4002(5) 0.0137(10) Uani 1 1 d .
C8 C 0.1486(6) 0.7056(5) 0.7076(5) 0.0132(10) Uani 1 1 d .
C9 C 0.4269(7) 0.7822(5) 0.7456(5) 0.0169(11) Uani 1 1 d .
H9 H 0.5318 0.8183 0.7364 0.020 Uiso 1 1 calc R
C10 C 0.3945(7) 0.7449(5) 0.8388(5) 0.0171(11) Uani 1 1 d .
H10 H 0.4735 0.7499 0.9090 0.021 Uiso 1 1 calc R
C11 C 0.1430(8) 0.6554(6) 0.8998(5) 0.0201(12) Uani 1 1 d .
H11A H 0.0274 0.5992 0.8620 0.024 Uiso 1 1 calc R
H11B H 0.1429 0.7263 0.9412 0.024 Uiso 1 1 calc R
C12 C 0.2294(7) 0.5911(5) 0.9813(5) 0.0172(11) Uani 1 1 d .
C13 C 0.2160(8) 0.4744(6) 0.9494(5) 0.0233(12) Uani 1 1 d .
H13 H 0.1467 0.4330 0.8766 0.028 Uiso 1 1 calc R
C14 C 0.3031(9) 0.4186(6) 1.0232(6) 0.0275(14) Uani 1 1 d .
H14 H 0.2939 0.3393 1.0009 0.033 Uiso 1 1 calc R
C15 C 0.4035(8) 0.4786(6) 1.1298(5) 0.0233(12) Uani 1 1 d .
H15 H 0.4642 0.4406 1.1798 0.028 Uiso 1 1 calc R
C16 C 0.4160(8) 0.5938(6) 1.1637(5) 0.0259(13) Uani 1 1 d .
H16 H 0.4848 0.6348 1.2367 0.031 Uiso 1 1 calc R
C17 C 0.3263(8) 0.6487(6) 1.0893(5) 0.0218(12) Uani 1 1 d .
H17 H 0.3317 0.7265 1.1128 0.026 Uiso 1 1 calc R
C18 C -0.1328(8) 0.8660(6) 0.6010(6) 0.0235(13) Uani 1 1 d .
H18 H -0.0818 0.9367 0.5638 0.028 Uiso 1 1 calc R
C19 C -0.2855(8) 0.7689(6) 0.5518(5) 0.0236(13) Uani 1 1 d .
H19 H -0.3636 0.7604 0.4749 0.028 Uiso 1 1 calc R
C20 C -0.3161(7) 0.6911(6) 0.6341(5) 0.0207(12) Uani 1 1 d .
H20 H -0.4213 0.6208 0.6266 0.025 Uiso 1 1 calc R
C21 C -0.1800(8) 0.7422(6) 0.7341(5) 0.0213(12) Uani 1 1 d .
H21 H -0.1727 0.7130 0.8089 0.026 Uiso 1 1 calc R
C22 C -0.0668(8) 0.8500(6) 0.7135(6) 0.0242(13) Uani 1 1 d .
H22 H 0.0368 0.9082 0.7701 0.029 Uiso 1 1 calc R
C23 C -0.2066(7) 0.5619(5) 0.4612(5) 0.0197(11) Uani 1 1 d .
C24 C -0.1301(8) 0.5197(6) 0.6538(5) 0.0214(12) Uani 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'
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'
Br Br -0.2901 2.4595 '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'
Ag Ag -0.8971 1.1015 '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
C24 Mo1 C23 75.8(3) . .
C24 Mo1 C8 78.1(2) . .
C23 Mo1 C8 121.5(2) . .
C24 Mo1 N1 123.3(2) . .
C23 Mo1 N1 80.1(2) . .
C8 Mo1 N1 72.26(19) . .
C24 Mo1 C20 93.6(2) . .
C23 Mo1 C20 99.3(2) . .
C8 Mo1 C20 133.9(2) . .
N1 Mo1 C20 141.0(2) . .
C24 Mo1 C21 92.2(2) . .
C23 Mo1 C21 134.0(2) . .
C8 Mo1 C21 98.1(2) . .
N1 Mo1 C21 138.4(2) . .
C20 Mo1 C21 36.3(2) . .
C24 Mo1 C19 126.0(3) . .
C23 Mo1 C19 91.9(2) . .
C8 Mo1 C19 144.4(2) . .
N1 Mo1 C19 105.2(2) . .
C20 Mo1 C19 35.9(2) . .
C21 Mo1 C19 59.5(2) . .
C24 Mo1 C22 122.6(3) . .
C23 Mo1 C22 150.2(2) . .
C8 Mo1 C22 87.0(2) . .
N1 Mo1 C22 103.1(2) . .
C20 Mo1 C22 59.5(2) . .
C21 Mo1 C22 35.4(2) . .
C19 Mo1 C22 58.5(2) . .
C24 Mo1 C18 149.7(2) . .
C23 Mo1 C18 117.8(2) . .
C8 Mo1 C18 111.0(2) . .
N1 Mo1 C18 86.69(19) . .
C20 Mo1 C18 58.8(2) . .
C21 Mo1 C18 58.5(2) . .
C19 Mo1 C18 34.7(2) . .
C22 Mo1 C18 34.7(2) . .
Br1 Ag1 Br2 121.62(3) . .
Br1 Ag1 Br2 130.26(3) . 2_657
Br2 Ag1 Br2 107.93(3) . 2_657
Br1 Ag1 Ag1 174.64(3) . 2_657
Br2 Ag1 Ag1 54.54(2) . 2_657
Br2 Ag1 Ag1 53.39(2) 2_657 2_657
Ag1 Br2 Ag1 72.07(3) . 2_657
C1 S1 C2 87.9(3) . .
C1 N1 C7 109.7(5) . .
C1 N1 Mo1 118.2(4) . .
C7 N1 Mo1 132.1(4) . .
C8 N2 C1 116.5(5) . .
C8 N2 C9 111.7(5) . .
C1 N2 C9 131.5(5) . .
C8 N3 C10 110.5(5) . .
C8 N3 C11 125.7(5) . .
C10 N3 C11 123.5(5) . .
N1 C1 N2 115.8(5) . .
N1 C1 S1 118.0(4) . .
N2 C1 S1 126.2(4) . .
C3 C2 C7 121.6(5) . .
C3 C2 S1 127.7(5) . .
C7 C2 S1 110.6(4) . .
C2 C3 C4 117.4(5) . .
C5 C4 C3 121.0(5) . .
C6 C5 C4 121.1(5) . .
C5 C6 C7 118.4(5) . .
C6 C7 C2 120.3(5) . .
C6 C7 N1 126.0(5) . .
C2 C7 N1 113.7(5) . .
N3 C8 N2 104.1(5) . .
N3 C8 Mo1 138.3(4) . .
N2 C8 Mo1 117.2(4) . .
C10 C9 N2 105.6(5) . .
C9 C10 N3 108.1(5) . .
N3 C11 C12 111.2(5) . .
C17 C12 C13 119.1(5) . .
C17 C12 C11 120.0(5) . .
C13 C12 C11 120.9(5) . .
C14 C13 C12 120.4(6) . .
C15 C14 C13 120.0(6) . .
C14 C15 C16 120.4(6) . .
C15 C16 C17 119.2(6) . .
C12 C17 C16 120.8(6) . .
C19 C18 C22 108.6(6) . .
C19 C18 Mo1 70.8(3) . .
C22 C18 Mo1 71.5(3) . .
C18 C19 C20 108.0(6) . .
C18 C19 Mo1 74.5(3) . .
C20 C19 Mo1 69.7(3) . .
C19 C20 C21 107.4(6) . .
C19 C20 Mo1 74.4(3) . .
C21 C20 Mo1 72.3(3) . .
C22 C21 C20 108.3(6) . .
C22 C21 Mo1 75.0(4) . .
C20 C21 Mo1 71.4(3) . .
C21 C22 C18 107.7(6) . .
C21 C22 Mo1 69.6(3) . .
C18 C22 Mo1 73.7(4) . .
O1 C23 Mo1 178.3(5) . .
O2 C24 Mo1 179.8(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Mo1 C24 1.966(6) .
Mo1 C23 1.991(6) .
Mo1 C8 2.143(5) .
Mo1 N1 2.195(5) .
Mo1 C20 2.271(6) .
Mo1 C21 2.283(6) .
Mo1 C19 2.334(6) .
Mo1 C22 2.353(6) .
Mo1 C18 2.381(6) .
Ag1 Br1 2.4884(9) .
Ag1 Br2 2.6323(9) .
Ag1 Br2 2.6709(9) 2_657
Ag1 Ag1 3.1198(10) 2_657
Br2 Ag1 2.6710(9) 2_657
S1 C1 1.715(6) .
S1 C2 1.752(6) .
O1 C23 1.143(8) .
O2 C24 1.146(8) .
N1 C1 1.310(7) .
N1 C7 1.403(7) .
N2 C8 1.372(7) .
N2 C1 1.374(7) .
N2 C9 1.390(7) .
N3 C8 1.350(7) .
N3 C10 1.398(7) .
N3 C11 1.476(7) .
C2 C3 1.386(8) .
C2 C7 1.397(8) .
C3 C4 1.400(8) .
C4 C5 1.389(9) .
C5 C6 1.384(8) .
C6 C7 1.391(8) .
C9 C10 1.339(9) .
C11 C12 1.504(8) .
C12 C17 1.388(8) .
C12 C13 1.395(9) .
C13 C14 1.387(9) .
C14 C15 1.387(10) .
C15 C16 1.387(10) .
C16 C17 1.397(9) .
C18 C19 1.405(10) .
C18 C22 1.413(9) .
C19 C20 1.420(9) .
C20 C21 1.420(9) .
C21 C22 1.410(9) .
