#------------------------------------------------------------------------------
#$Date: 2016-03-25 13:25:42 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179843 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/39/7013988.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_7013988
loop_
_publ_author_name
'Raubenheimer, Helgard G.'
'du Toit, Aletta'
'du Toit, Maria'
'An, Jin'
'van Niekerk, Lizette'
'Cronje, Stephanie'
'Esterhuysen, Catharine'
'Crouch, Andrew M.'
_publ_section_title
;
 Anionic Fischer-type carbene complexes as bidentate (N,O) ligands.
;
_journal_issue                   8
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              1173
_journal_page_last               1180
_journal_paper_doi               10.1039/b316998g
_journal_year                    2004
_chemical_formula_moiety         'C10 H4 Cr N O6 S, C4 H12 N'
_chemical_formula_sum            'C14 H16 Cr N2 O6 S'
_chemical_formula_weight         392.35
_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                96.489(1)
_cell_angle_beta                 94.082(1)
_cell_angle_gamma                105.554(1)
_cell_formula_units_Z            2
_cell_length_a                   8.4678(1)
_cell_length_b                   10.0587(2)
_cell_length_c                   11.1857(2)
_cell_measurement_reflns_used    4308
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.88
_cell_measurement_theta_min      1.02
_cell_volume                     906.83(3)
_computing_cell_refinement       'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Nonius, 1998)'
_computing_data_reduction        'DENZO-SMN (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'ORTEP-III for Windows (Farrugia,1997)'
_computing_publication_material  'WINGX (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Nonius Kappa CCD'
_diffrn_measurement_method       'φ and ω scans to fill Ewald sphere'
_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  0.0269
_diffrn_reflns_av_sigmaI/netI    0.0419
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            7587
_diffrn_reflns_theta_full        27.00
_diffrn_reflns_theta_max         27.00
_diffrn_reflns_theta_min         2.80
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.437
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             404
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.07
_refine_diff_density_max         0.201
_refine_diff_density_min         -0.343
_refine_diff_density_rms         0.051
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     222
_refine_ls_number_reflns         3932
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0490
_refine_ls_R_factor_gt           0.0315
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0341P)²+0.1549P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0734
_refine_ls_wR_factor_ref         0.0782
_reflns_number_gt                3054
_reflns_number_total             3932
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            b316998g.txt
_cod_data_source_block           2
_cod_database_code               7013988
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
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.4750(2) 0.7646(2) 0.11900(18) 0.0346(4) Uani 1 1 d . . .
C2 C 0.3037(2) 0.82508(19) 0.41742(18) 0.0312(4) Uani 1 1 d . . .
C3 C 0.4453(2) 0.9861(2) 0.25985(17) 0.0327(4) Uani 1 1 d . . .
C4 C 0.3510(2) 0.6009(2) 0.28063(16) 0.0293(4) Uani 1 1 d . . .
C5 C 0.6015(2) 0.81760(18) 0.35776(16) 0.0283(4) Uani 1 1 d . . .
C6 C 0.1680(2) 0.76051(18) 0.17034(16) 0.0265(4) Uani 1 1 d . . .
C11 C 0.0115(2) 0.66295(18) 0.20317(16) 0.0261(4) Uani 1 1 d . . .
C12 C -0.2651(2) 0.5120(2) 0.19807(18) 0.0351(5) Uani 1 1 d . . .
H12 H -0.3727 0.4549 0.1823 0.042 Uiso 1 1 calc R . .
C13 C -0.1758(2) 0.54173(19) 0.30809(17) 0.0294(4) Uani 1 1 d . . .
C14 C -0.2358(3) 0.4938(2) 0.42241(19) 0.0428(5) Uani 1 1 d . . .
H14A H -0.2498 0.5713 0.4749 0.064 Uiso 1 1 calc R . .
H14B H -0.1568 0.4558 0.4619 0.064 Uiso 1 1 calc R . .
H14C H -0.3394 0.4235 0.4040 0.064 Uiso 1 1 calc R . .
C21 C 0.8677(2) 0.8448(2) 0.86551(17) 0.0312(4) Uani 1 1 d . . .
H21A H 0.8322 0.9278 0.8778 0.047 Uiso 1 1 calc R . .
H21B H 0.9125 0.8272 0.9415 0.047 Uiso 1 1 calc R . .
H21C H 0.7754 0.7673 0.8324 0.047 Uiso 1 1 calc R . .
C22 C 1.1378(2) 0.9860(2) 0.83067(19) 0.0390(5) Uani 1 1 d . . .
H22A H 1.2214 0.9985 0.7761 0.058 Uiso 1 1 calc R . .
H22B H 1.1827 0.9705 0.9074 0.058 Uiso 1 1 calc R . .
H22C H 1.0999 1.0680 0.8413 0.058 Uiso 1 1 calc R . .
C23 C 1.0591(2) 0.7378(2) 0.76435(19) 0.0389(5) Uani 1 1 d . . .
H23A H 0.9711 0.6585 0.7280 0.058 Uiso 1 1 calc R . .
H23B H 1.0994 0.7210 0.8420 0.058 Uiso 1 1 calc R . .
H23C H 1.1468 0.7531 0.7132 0.058 Uiso 1 1 calc R . .
C24 C 0.9250(3) 0.8873(3) 0.66109(17) 0.0472(6) Uani 1 1 d . . .
H24A H 1.0073 0.8987 0.6054 0.071 Uiso 1 1 calc R . .
H24B H 0.8882 0.9697 0.6721 0.071 Uiso 1 1 calc R . .
H24C H 0.8333 0.8087 0.6293 0.071 Uiso 1 1 calc R . .
N1 N -0.01730(18) 0.62612(15) 0.30981(14) 0.0286(3) Uani 1 1 d . . .
N2 N 0.99680(17) 0.86339(15) 0.77971(12) 0.0255(3) Uani 1 1 d . . .
S1 S -0.15370(6) 0.59322(5) 0.09214(4) 0.03637(13) Uani 1 1 d . . .
Cr1 Cr 0.39731(3) 0.79319(3) 0.27152(2) 0.02332(9) Uani 1 1 d . . .
O1 O 0.5204(2) 0.7499(2) 0.02614(13) 0.0605(5) Uani 1 1 d . . .
O2 O 0.25574(19) 0.84974(15) 0.50792(13) 0.0473(4) Uani 1 1 d . . .
O3 O 0.47844(19) 1.10255(16) 0.25272(17) 0.0563(4) Uani 1 1 d . . .
O4 O 0.33074(18) 0.48467(15) 0.28705(15) 0.0476(4) Uani 1 1 d . . .
O5 O 0.72857(17) 0.83209(16) 0.41121(13) 0.0442(4) Uani 1 1 d . . .
O6 O 0.14380(15) 0.81220(15) 0.07748(12) 0.0388(3) 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'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr 0.3209 0.6236 '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'
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 C1 Cr1 178.32(19) . . ?
O2 C2 Cr1 176.07(16) . . ?
O3 C3 Cr1 178.25(16) . . ?
O4 C4 Cr1 176.72(16) . . ?
O5 C5 Cr1 179.64(18) . . ?
O6 C6 C11 112.43(15) . . ?
O6 C6 Cr1 125.70(13) . . ?
C11 C6 Cr1 121.83(12) . . ?
N1 C11 C6 126.98(16) . . ?
N1 C11 S1 114.00(13) . . ?
C6 C11 S1 118.99(13) . . ?
C13 C12 S1 111.08(14) . . ?
C13 C12 H12 124.5 . . ?
S1 C12 H12 124.5 . . ?
C12 C13 N1 114.48(16) . . ?
C12 C13 C14 125.81(17) . . ?
N1 C13 C14 119.70(17) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
C13 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
N2 C21 H21A 109.5 . . ?
N2 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
N2 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N2 C22 H22A 109.5 . . ?
N2 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
N2 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
N2 C23 H23A 109.5 . . ?
N2 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
N2 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N2 C24 H24A 109.5 . . ?
N2 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
N2 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C11 N1 C13 111.35(15) . . ?
C23 N2 C24 110.48(15) . . ?
C23 N2 C22 108.29(15) . . ?
C24 N2 C22 109.83(16) . . ?
C23 N2 C21 110.07(14) . . ?
C24 N2 C21 109.14(14) . . ?
C22 N2 C21 109.03(14) . . ?
C12 S1 C11 89.06(9) . . ?
C5 Cr1 C4 88.53(8) . . ?
C5 Cr1 C1 94.00(8) . . ?
C4 Cr1 C1 89.78(8) . . ?
C5 Cr1 C3 91.50(8) . . ?
C4 Cr1 C3 179.04(8) . . ?
C1 Cr1 C3 89.26(9) . . ?
C5 Cr1 C2 90.65(8) . . ?
C4 Cr1 C2 91.86(8) . . ?
C1 Cr1 C2 175.11(8) . . ?
C3 Cr1 C2 89.10(8) . . ?
C5 Cr1 C6 178.19(8) . . ?
C4 Cr1 C6 90.30(7) . . ?
C1 Cr1 C6 84.62(7) . . ?
C3 Cr1 C6 89.65(7) . . ?
C2 Cr1 C6 90.76(7) . . ?
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
C1 O1 1.141(2) . ?
C1 Cr1 1.891(2) . ?
C2 O2 1.143(2) . ?
C2 Cr1 1.896(2) . ?
C3 O3 1.143(2) . ?
C3 Cr1 1.894(2) . ?
C4 O4 1.146(2) . ?
C4 Cr1 1.884(2) . ?
C5 O5 1.158(2) . ?
C5 Cr1 1.8605(19) . ?
C6 O6 1.241(2) . ?
C6 C11 1.519(2) . ?
C6 Cr1 2.1026(17) . ?
C11 N1 1.309(2) . ?
C11 S1 1.7381(18) . ?
C12 C13 1.356(3) . ?
C12 S1 1.7106(19) . ?
C12 H12 0.9300 . ?
C13 N1 1.380(2) . ?
C13 C14 1.492(3) . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?
C21 N2 1.494(2) . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 N2 1.492(2) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C23 N2 1.491(2) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C24 N2 1.491(2) . ?
C24 H24A 0.9600 . ?
C24 H24B 0.9600 . ?
C24 H24C 0.9600 . ?
