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#$Date: 2022-01-27 11:51:17 +0200 (Thu, 27 Jan 2022) $
#$Revision: 272277 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/03/89/4038968.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_4038968
loop_
_publ_author_name
'Lamprecht, Zandria'
'Malan, Frederick P.'
'Liles, David C.'
'Lotz, Simon'
'Bezuidenhout, Daniela I.'
_publ_section_title
;
 Synthesis and structure of annulated
 dithieno[2,3-b;3ʹ,2ʹ-d]thienyl- and ring-opened
 3,3ʹ-bithienyl Fischer carbene complexes
;
_journal_name_full               'Journal of Organometallic Chemistry'
_journal_page_first              121466
_journal_paper_doi               10.1016/j.jorganchem.2020.121466
_journal_volume                  925
_journal_year                    2020
_chemical_formula_sum            'C16 H8 Cr O6 S3'
_chemical_formula_weight         444.40
_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
_cell_angle_alpha                104.167(3)
_cell_angle_beta                 97.269(3)
_cell_angle_gamma                104.205(3)
_cell_formula_units_Z            2
_cell_length_a                   6.8382(7)
_cell_length_b                   9.8055(10)
_cell_length_c                   14.0893(13)
_cell_measurement_reflns_used    9036
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      27.23
_cell_measurement_theta_min      2.32
_cell_volume                     870.30(15)
_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 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Bruker kappa, Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0224
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            20020
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        24.712
_diffrn_reflns_theta_max         24.712
_diffrn_reflns_theta_min         2.236
_diffrn_source                   'I\ms micro focus'
_exptl_absorpt_coefficient_mu    1.048
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.4421
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.696
_exptl_crystal_description       block
_exptl_crystal_F_000             448
_exptl_crystal_size_max          0.451
_exptl_crystal_size_mid          0.320
_exptl_crystal_size_min          0.240
_refine_diff_density_max         0.295
_refine_diff_density_min         -0.255
_refine_diff_density_rms         0.052
_refine_ls_extinction_coef       0.0060(11)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         2957
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0324
_refine_ls_R_factor_gt           0.0280
_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)+(0.0269P)²+0.8754P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0672
_refine_ls_wR_factor_ref         0.0692
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2696
_reflns_number_total             2957
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            1111114.cif
_cod_data_source_block           PCOD1111114
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_exptl_absorpt_correction_type' value 'Multi-scan' was
changed to 'multi-scan' in accordance with the built-in table derived
from the CIF Core dictionary named 'cif_core.dic' version 2.4.5 last
updated on 2014-11-21.

Automatic conversion script
Id: cif_fix_values 8738 2021-04-28 16:35:53Z antanas 
;
_cod_database_code               4038968
_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 0.64121(5) 0.71945(4) 0.87713(2) 0.02337(12) Uani 1 1 d . . . . .
S1 S 0.77413(9) 0.51713(6) 0.55672(4) 0.02555(15) Uani 1 1 d . . . . .
S2 S 0.81602(9) 0.63075(7) 0.36897(4) 0.02936(16) Uani 1 1 d . . . . .
S3 S 0.80902(9) 0.92142(7) 0.31141(4) 0.03269(17) Uani 1 1 d . . . . .
O1 O 0.3131(3) 0.4653(2) 0.90091(15) 0.0494(5) Uani 1 1 d . . . . .
O2 O 1.0182(3) 0.68424(19) 0.99840(13) 0.0394(4) Uani 1 1 d . . . . .
O3 O 0.5460(3) 0.8923(2) 1.06690(13) 0.0489(5) Uani 1 1 d . . . . .
O4 O 0.9430(3) 1.00042(19) 0.87023(13) 0.0419(4) Uani 1 1 d . . . . .
O5 O 0.2762(3) 0.7705(2) 0.75941(14) 0.0476(5) Uani 1 1 d . . . . .
O6 O 0.7341(3) 0.46537(17) 0.73194(11) 0.0294(4) Uani 1 1 d . . . . .
C1 C 0.4433(4) 0.5560(3) 0.89115(18) 0.0314(5) Uani 1 1 d . . . . .
C2 C 0.8731(4) 0.6921(2) 0.95333(17) 0.0271(5) Uani 1 1 d . . . . .
C3 C 0.5849(4) 0.8291(3) 0.99536(18) 0.0330(6) Uani 1 1 d . . . . .
C4 C 0.8284(4) 0.8939(3) 0.86980(16) 0.0288(5) Uani 1 1 d . . . . .
C5 C 0.4172(4) 0.7531(3) 0.80206(17) 0.0307(5) Uani 1 1 d . . . . .
C6 C 0.7012(3) 0.5970(2) 0.74935(16) 0.0244(5) Uani 1 1 d . . . . .
C7 C 0.7249(6) 0.3818(3) 0.80421(19) 0.0489(8) Uani 1 1 d . . . . .
H7A H 0.590018 0.367909 0.824878 0.059 Uiso 1 1 calc R U . . .
H7B H 0.834229 0.435342 0.864267 0.059 Uiso 1 1 calc R U . . .
C8 C 0.7538(4) 0.2376(3) 0.75733(19) 0.0341(6) Uani 1 1 d . . . . .
H8A H 0.646653 0.186178 0.697241 0.051 Uiso 1 1 calc R U . . .
H8B H 0.744342 0.178812 0.804603 0.051 Uiso 1 1 calc R U . . .
H8C H 0.889441 0.252211 0.739087 0.051 Uiso 1 1 calc R U . . .
C9 C 0.7189(3) 0.6393(2) 0.65763(16) 0.0224(5) Uani 1 1 d . . . . .
C10 C 0.7015(3) 0.7658(2) 0.63492(16) 0.0232(5) Uani 1 1 d . . . . .
H10 H 0.671444 0.843923 0.679853 0.028 Uiso 1 1 calc R U . . .
C11 C 0.7332(3) 0.7667(2) 0.53779(16) 0.0222(5) Uani 1 1 d . . . . .
C12 C 0.7726(3) 0.6386(2) 0.48832(16) 0.0242(5) Uani 1 1 d . . . . .
C13 C 0.7415(3) 0.8662(2) 0.47682(16) 0.0239(5) Uani 1 1 d . . . . .
C14 C 0.7823(3) 0.8047(3) 0.38533(16) 0.0261(5) Uani 1 1 d . . . . .
C15 C 0.7319(3) 1.0131(3) 0.48695(17) 0.0262(5) Uani 1 1 d . . . . .
H15 H 0.706653 1.074031 0.544995 0.031 Uiso 1 1 calc R U . . .
C16 C 0.7629(3) 1.0550(3) 0.40429(18) 0.0313(5) Uani 1 1 d . . . . .
H16 H 0.759805 1.148689 0.397768 0.038 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'
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'
W W -0.8490 6.8722 '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'
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
C3 Cr1 C5 89.47(10) . .
C3 Cr1 C1 86.35(11) . .
C5 Cr1 C1 85.71(10) . .
C3 Cr1 C4 89.14(10) . .
C5 Cr1 C4 92.31(10) . .
C1 Cr1 C4 175.08(10) . .
C3 Cr1 C2 90.15(10) . .
C5 Cr1 C2 178.04(10) . .
C1 Cr1 C2 96.18(10) . .
C4 Cr1 C2 85.76(10) . .
C3 Cr1 C6 179.02(10) . .
C5 Cr1 C6 90.95(9) . .
C1 Cr1 C6 92.80(10) . .
C4 Cr1 C6 91.73(9) . .
C2 Cr1 C6 89.46(9) . .
C12 S1 C9 90.05(10) . .
C12 S2 C14 88.73(11) . .
C14 S3 C16 90.09(11) . .
C6 O6 C7 123.18(18) . .
O1 C1 Cr1 174.0(2) . .
O2 C2 Cr1 175.6(2) . .
O3 C3 Cr1 178.0(2) . .
O4 C4 Cr1 176.8(2) . .
O5 C5 Cr1 176.8(2) . .
O6 C6 C9 105.45(18) . .
O6 C6 Cr1 128.44(15) . .
C9 C6 Cr1 126.11(16) . .
O6 C7 C8 108.5(2) . .
O6 C7 H7A 110.0 . .
C8 C7 H7A 110.0 . .
O6 C7 H7B 110.0 . .
C8 C7 H7B 110.0 . .
H7A C7 H7B 108.4 . .
C7 C8 H8A 109.5 . .
C7 C8 H8B 109.5 . .
H8A C8 H8B 109.5 . .
C7 C8 H8C 109.5 . .
H8A C8 H8C 109.5 . .
H8B C8 H8C 109.5 . .
C10 C9 C6 130.0(2) . .
C10 C9 S1 111.46(16) . .
C6 C9 S1 118.49(16) . .
C9 C10 C11 112.9(2) . .
C9 C10 H10 123.5 . .
C11 C10 H10 123.5 . .
C12 C11 C10 111.34(19) . .
C12 C11 C13 111.13(19) . .
C10 C11 C13 137.5(2) . .
C11 C12 S1 114.22(16) . .
C11 C12 S2 114.57(16) . .
S1 C12 S2 131.20(14) . .
C14 C13 C15 111.4(2) . .
C14 C13 C11 110.5(2) . .
C15 C13 C11 137.9(2) . .
C13 C14 S3 113.00(18) . .
C13 C14 S2 115.05(17) . .
S3 C14 S2 131.75(14) . .
C16 C15 C13 112.1(2) . .
C16 C15 H15 124.0 . .
C13 C15 H15 124.0 . .
C15 C16 S3 113.40(19) . .
C15 C16 H16 123.3 . .
S3 C16 H16 123.3 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Cr1 C3 1.889(3) .
Cr1 C5 1.893(3) .
Cr1 C1 1.896(3) .
Cr1 C4 1.903(3) .
Cr1 C2 1.913(3) .
Cr1 C6 2.055(2) .
S1 C12 1.706(2) .
S1 C9 1.767(2) .
S2 C12 1.731(2) .
S2 C14 1.740(2) .
S3 C14 1.720(2) .
S3 C16 1.731(3) .
O1 C1 1.142(3) .
O2 C2 1.138(3) .
O3 C3 1.147(3) .
O4 C4 1.139(3) .
O5 C5 1.142(3) .
O6 C6 1.333(3) .
O6 C7 1.453(3) .
C6 C9 1.461(3) .
C7 C8 1.479(3) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 H8A 0.9800 .
C8 H8B 0.9800 .
C8 H8C 0.9800 .
C9 C10 1.383(3) .
C10 C11 1.414(3) .
C10 H10 0.9500 .
C11 C12 1.387(3) .
C11 C13 1.445(3) .
C13 C14 1.377(3) .
C13 C15 1.432(3) .
C15 C16 1.351(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
C7 O6 C6 C9 -178.3(2) . . . .
C7 O6 C6 Cr1 2.3(3) . . . .
C6 O6 C7 C8 175.8(2) . . . .
O6 C6 C9 C10 -179.1(2) . . . .
Cr1 C6 C9 C10 0.3(3) . . . .
O6 C6 C9 S1 0.0(2) . . . .
Cr1 C6 C9 S1 179.35(11) . . . .
C12 S1 C9 C10 0.10(17) . . . .
C12 S1 C9 C6 -179.12(18) . . . .
C6 C9 C10 C11 178.7(2) . . . .
S1 C9 C10 C11 -0.4(2) . . . .
C9 C10 C11 C12 0.5(3) . . . .
C9 C10 C11 C13 -177.3(2) . . . .
C10 C11 C12 S1 -0.4(2) . . . .
C13 C11 C12 S1 177.98(15) . . . .
C10 C11 C12 S2 -179.39(15) . . . .
C13 C11 C12 S2 -1.0(2) . . . .
C9 S1 C12 C11 0.19(17) . . . .
C9 S1 C12 S2 178.93(17) . . . .
C14 S2 C12 C11 0.37(17) . . . .
C14 S2 C12 S1 -178.36(18) . . . .
C12 C11 C13 C14 1.2(3) . . . .
C10 C11 C13 C14 179.0(2) . . . .
C12 C11 C13 C15 -173.8(2) . . . .
C10 C11 C13 C15 4.0(5) . . . .
C15 C13 C14 S3 -0.1(2) . . . .
C11 C13 C14 S3 -176.49(15) . . . .
C15 C13 C14 S2 175.47(15) . . . .
C11 C13 C14 S2 -1.0(2) . . . .
C16 S3 C14 C13 -0.39(18) . . . .
C16 S3 C14 S2 -174.95(18) . . . .
C12 S2 C14 C13 0.37(18) . . . .
C12 S2 C14 S3 174.84(18) . . . .
C14 C13 C15 C16 0.6(3) . . . .
C11 C13 C15 C16 175.7(2) . . . .
C13 C15 C16 S3 -0.9(2) . . . .
C14 S3 C16 C15 0.77(18) . . . .
