#------------------------------------------------------------------------------
#$Date: 2021-01-05 09:41:00 +0200 (Tue, 05 Jan 2021) $
#$Revision: 260524 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/62/7706298.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_7706298
loop_
_publ_author_name
'Lamprecht, Zandria'
'Malan, Frederick P.'
'Fernández, Israel'
'Lotz, Simon'
'Bezuidenhout, Daniela I.'
_publ_section_title
;
 Chelated Fischer carbene complexes of annulated thiophenes: synthesis,
 structure and electrochemistry.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15339
_journal_page_last               15354
_journal_paper_doi               10.1039/d0dt03298k
_journal_volume                  49
_journal_year                    2020
_chemical_formula_sum            'C16 H12 Cr O6 S2'
_chemical_formula_weight         416.38
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_audit_update_record
;
2020-10-12 deposited with the CCDC.	2020-10-19 downloaded from the CCDC.
;
_cell_angle_alpha                74.238(2)
_cell_angle_beta                 75.469(2)
_cell_angle_gamma                71.410(2)
_cell_formula_units_Z            2
_cell_length_a                   7.4276(4)
_cell_length_b                   10.7016(6)
_cell_length_c                   12.2391(6)
_cell_measurement_reflns_used    9894
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      26.41
_cell_measurement_theta_min      2.41
_cell_volume                     872.91(8)
_computing_cell_refinement       'SAINT-2016/2 (Bruker AXS, 2016)'
_computing_data_collection       'APEX III (Bruker AXS, 2016)'
_computing_data_reduction        'SAINT-2016/2 (Bruker AXS, 2016)'
_computing_molecular_graphics    'Mercury (Macrae et al., 2006)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      150(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0311
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            25511
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_min         2.408
_exptl_absorpt_coefficient_mu    0.923
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.6784
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0809 before and 0.0336 after correction.
The Ratio of minimum to maximum transmission is 0.9101.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.584
_exptl_crystal_description       block
_exptl_crystal_F_000             424
_exptl_crystal_size_max          0.394
_exptl_crystal_size_mid          0.301
_exptl_crystal_size_min          0.273
_refine_diff_density_max         0.331
_refine_diff_density_min         -0.312
_refine_diff_density_rms         0.048
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     228
_refine_ls_number_reflns         3567
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.042
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0235
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0272P)²+0.4756P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0588
_refine_ls_wR_factor_ref         0.0608
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3149
_reflns_number_total             3567
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03298k2.cif
_cod_data_source_block           mo_ZL315F2_0m_a
_cod_database_code               7706298
_shelx_shelxl_version_number     2018/3
_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.
;
loop_
_space_group_symop_operation_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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cr1 Cr 0.25694(4) 0.70156(2) 0.80029(2) 0.01719(8) Uani 1 1 d . . . . .
C1 C 0.2671(2) 0.59630(16) 0.94999(14) 0.0222(3) Uani 1 1 d . . . . .
O1 O 0.27055(19) 0.54569(12) 1.04579(10) 0.0320(3) Uani 1 1 d . . . . .
S1 S 0.24002(6) 0.52975(4) 0.49596(3) 0.02088(10) Uani 1 1 d . . . . .
S2 S 0.25476(6) 0.92277(4) 0.32967(3) 0.02382(10) Uani 1 1 d . . . . .
C2 C -0.0194(3) 0.75202(16) 0.82493(13) 0.0232(4) Uani 1 1 d . . . . .
O2 O -0.18325(19) 0.78170(14) 0.83728(11) 0.0357(3) Uani 1 1 d . . . . .
O4 O 0.69188(18) 0.62293(13) 0.70970(10) 0.0308(3) Uani 1 1 d . . . . .
C4 C 0.5312(3) 0.65142(16) 0.74730(13) 0.0218(3) Uani 1 1 d . . . . .
O3 O 0.2757(3) 0.89502(14) 0.93404(12) 0.0489(4) Uani 1 1 d . . . . .
C3 C 0.2684(3) 0.82861(18) 0.87647(15) 0.0292(4) Uani 1 1 d . . . . .
O5 O 0.25405(15) 0.94118(10) 0.58511(9) 0.0186(2) Uani 1 1 d . . . . .
C5 C 0.2499(2) 0.81664(15) 0.63875(13) 0.0174(3) Uani 1 1 d . . . . .
O6 O 0.23715(16) 0.43342(11) 0.75006(9) 0.0217(2) Uani 1 1 d . . . . .
C6 C 0.2644(2) 1.03430(16) 0.64875(14) 0.0221(3) Uani 1 1 d . . . . .
H6A H 0.383041 0.998824 0.682888 0.027 Uiso 1 1 calc R U . . .
H6B H 0.151205 1.047182 0.711812 0.027 Uiso 1 1 calc R U . . .
C8 C 0.2467(2) 0.74436(15) 0.55573(13) 0.0169(3) Uani 1 1 d . . . . .
C7 C 0.2669(3) 1.16561(16) 0.56453(15) 0.0264(4) Uani 1 1 d . . . . .
H7A H 0.380834 1.151827 0.503420 0.040 Uiso 1 1 calc R U . . .
H7B H 0.271469 1.231839 0.604816 0.040 Uiso 1 1 calc R U . . .
H7C H 0.149858 1.198818 0.530415 0.040 Uiso 1 1 calc R U . . .
C9 C 0.2421(2) 0.61164(16) 0.59963(13) 0.0180(3) Uani 1 1 d . . . . .
C10 C 0.2444(2) 0.56052(15) 0.72092(13) 0.0182(3) Uani 1 1 d . . . . .
C11 C 0.2391(3) 0.36074(16) 0.86904(14) 0.0247(4) Uani 1 1 d . . . . .
H11A H 0.129430 0.407827 0.921412 0.030 Uiso 1 1 calc R U . . .
H11B H 0.360858 0.353913 0.892315 0.030 Uiso 1 1 calc R U . . .
C12 C 0.2223(3) 0.22239(17) 0.87418(15) 0.0327(4) Uani 1 1 d . . . . .
H12A H 0.100005 0.230718 0.852405 0.049 Uiso 1 1 calc R U . . .
H12B H 0.225721 0.168655 0.952839 0.049 Uiso 1 1 calc R U . . .
H12C H 0.330080 0.177920 0.820641 0.049 Uiso 1 1 calc R U . . .
C13 C 0.2515(2) 0.77942(16) 0.43474(13) 0.0184(3) Uani 1 1 d . . . . .
C14 C 0.2488(2) 0.67449(16) 0.39006(14) 0.0203(3) Uani 1 1 d . . . . .
C15 C 0.2487(2) 0.70966(18) 0.26925(14) 0.0264(4) Uani 1 1 d . . . . .
H15 H 0.246153 0.650347 0.224644 0.032 Uiso 1 1 calc R U . . .
C16 C 0.2528(3) 0.83984(19) 0.22692(14) 0.0295(4) Uani 1 1 d . . . . .
H16 H 0.254460 0.881873 0.147732 0.035 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'
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'
S S 0.1246 0.1234 '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
C1 Cr1 C3 79.65(7) . . ?
C1 Cr1 C2 93.54(7) . . ?
C3 Cr1 C2 94.15(8) . . ?
C1 Cr1 C4 95.07(7) . . ?
C3 Cr1 C4 93.26(8) . . ?
C2 Cr1 C4 169.52(6) . . ?
C1 Cr1 C5 178.94(7) . . ?
C3 Cr1 C5 99.60(7) . . ?
C2 Cr1 C5 87.25(6) . . ?
C4 Cr1 C5 84.22(6) . . ?
C1 Cr1 C10 99.08(7) . . ?
C3 Cr1 C10 178.73(7) . . ?
C2 Cr1 C10 85.86(6) . . ?
C4 Cr1 C10 86.90(6) . . ?
C5 Cr1 C10 81.67(6) . . ?
O1 C1 Cr1 171.89(14) . . ?
C9 S1 C14 90.37(8) . . ?
C13 S2 C16 90.48(8) . . ?
O2 C2 Cr1 178.57(14) . . ?
O4 C4 Cr1 176.11(13) . . ?
O3 C3 Cr1 172.30(15) . . ?
C5 O5 C6 119.99(12) . . ?
O5 C5 C8 108.84(12) . . ?
O5 C5 Cr1 137.73(11) . . ?
C8 C5 Cr1 113.38(10) . . ?
C10 O6 C11 119.63(12) . . ?
O5 C6 C7 107.09(13) . . ?
O5 C6 H6A 110.3 . . ?
C7 C6 H6A 110.3 . . ?
O5 C6 H6B 110.3 . . ?
C7 C6 H6B 110.3 . . ?
H6A C6 H6B 108.6 . . ?
C9 C8 C13 111.08(14) . . ?
C9 C8 C5 115.43(13) . . ?
C13 C8 C5 133.47(14) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C8 C9 C10 117.19(13) . . ?
C8 C9 S1 113.37(12) . . ?
C10 C9 S1 129.42(12) . . ?
O6 C10 C9 110.11(13) . . ?
O6 C10 Cr1 137.61(11) . . ?
C9 C10 Cr1 112.28(11) . . ?
O6 C11 C12 106.45(13) . . ?
O6 C11 H11A 110.4 . . ?
C12 C11 H11A 110.4 . . ?
O6 C11 H11B 110.4 . . ?
C12 C11 H11B 110.4 . . ?
H11A C11 H11B 108.6 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 C8 113.12(14) . . ?
C14 C13 S2 111.52(12) . . ?
C8 C13 S2 135.34(12) . . ?
C13 C14 C15 113.53(15) . . ?
C13 C14 S1 112.06(12) . . ?
C15 C14 S1 134.38(13) . . ?
C16 C15 C14 110.33(15) . . ?
C16 C15 H15 124.8 . . ?
C14 C15 H15 124.8 . . ?
C15 C16 S2 114.14(13) . . ?
C15 C16 H16 122.9 . . ?
S2 C16 H16 122.9 . . ?
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
Cr1 C1 1.8777(17) . ?
Cr1 C3 1.8783(18) . ?
Cr1 C2 1.9149(19) . ?
Cr1 C4 1.9202(18) . ?
Cr1 C5 2.0289(15) . ?
Cr1 C10 2.0402(15) . ?
C1 O1 1.153(2) . ?
S1 C9 1.7323(15) . ?
S1 C14 1.7363(17) . ?
S2 C13 1.7157(16) . ?
S2 C16 1.7300(18) . ?
C2 O2 1.137(2) . ?
O4 C4 1.139(2) . ?
O3 C3 1.149(2) . ?
O5 C5 1.3224(18) . ?
O5 C6 1.4515(18) . ?
C5 C8 1.443(2) . ?
O6 C10 1.3242(19) . ?
O6 C11 1.4539(19) . ?
C6 C7 1.502(2) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C8 C9 1.384(2) . ?
C8 C13 1.420(2) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C9 C10 1.438(2) . ?
C11 C12 1.508(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.384(2) . ?
C14 C15 1.423(2) . ?
C15 C16 1.355(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
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
C6 O5 C5 C8 -177.93(13) . . . . ?
C6 O5 C5 Cr1 -0.9(2) . . . . ?
C5 O5 C6 C7 180.00(13) . . . . ?
O5 C5 C8 C9 -179.97(13) . . . . ?
Cr1 C5 C8 C9 2.18(17) . . . . ?
O5 C5 C8 C13 1.6(2) . . . . ?
Cr1 C5 C8 C13 -176.20(14) . . . . ?
C13 C8 C9 C10 177.70(13) . . . . ?
C5 C8 C9 C10 -1.0(2) . . . . ?
C13 C8 C9 S1 -0.88(17) . . . . ?
C5 C8 C9 S1 -179.63(11) . . . . ?
C14 S1 C9 C8 0.77(13) . . . . ?
C14 S1 C9 C10 -177.60(15) . . . . ?
C11 O6 C10 C9 179.61(13) . . . . ?
C11 O6 C10 Cr1 -0.6(2) . . . . ?
C8 C9 C10 O6 179.27(13) . . . . ?
S1 C9 C10 O6 -2.4(2) . . . . ?
C8 C9 C10 Cr1 -0.58(18) . . . . ?
S1 C9 C10 Cr1 177.73(9) . . . . ?
C10 O6 C11 C12 178.01(14) . . . . ?
C9 C8 C13 C14 0.54(19) . . . . ?
C5 C8 C13 C14 178.98(16) . . . . ?
C9 C8 C13 S2 178.80(13) . . . . ?
C5 C8 C13 S2 -2.8(3) . . . . ?
C16 S2 C13 C14 -0.11(13) . . . . ?
C16 S2 C13 C8 -178.39(17) . . . . ?
C8 C13 C14 C15 178.53(14) . . . . ?
S2 C13 C14 C15 -0.15(18) . . . . ?
C8 C13 C14 S1 0.03(18) . . . . ?
S2 C13 C14 S1 -178.66(8) . . . . ?
C9 S1 C14 C13 -0.44(13) . . . . ?
C9 S1 C14 C15 -178.52(18) . . . . ?
C13 C14 C15 C16 0.4(2) . . . . ?
S1 C14 C15 C16 178.48(14) . . . . ?
C14 C15 C16 S2 -0.5(2) . . . . ?
C13 S2 C16 C15 0.37(15) . . . . ?
