#------------------------------------------------------------------------------
#$Date: 2021-01-05 09:41:00 +0200 (Tue, 05 Jan 2021) $
#$Revision: 260524 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/70/62/7706296.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_7706296
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            'C20 H19 Br Cr O6 S2'
_chemical_formula_weight         551.38
_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                100.253(2)
_cell_angle_beta                 102.100(2)
_cell_angle_gamma                108.802(3)
_cell_formula_units_Z            2
_cell_length_a                   7.5092(2)
_cell_length_b                   10.8694(3)
_cell_length_c                   15.5717(3)
_cell_measurement_reflns_used    11548
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      75.7550
_cell_measurement_theta_min      2.9860
_cell_volume                     1134.27(6)
_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      293(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.1044
_diffrn_reflns_av_unetI/netI     0.0588
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_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       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            22103
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.101
_diffrn_reflns_theta_min         3.010
_exptl_absorpt_coefficient_mu    8.230
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  0.51242
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.39a (Rigaku Oxford Diffraction, 2019)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            purple
_exptl_crystal_density_diffrn    1.614
_exptl_crystal_description       block
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.324
_exptl_crystal_size_mid          0.247
_exptl_crystal_size_min          0.211
_refine_diff_density_max         1.983
_refine_diff_density_min         -1.579
_refine_diff_density_rms         0.162
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4462
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.084
_refine_ls_R_factor_all          0.0769
_refine_ls_R_factor_gt           0.0710
_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)+(0.1363P)²+0.5412P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1827
_refine_ls_wR_factor_ref         0.1867
_reflns_Friedel_coverage         0.000
_reflns_number_gt                4023
_reflns_number_total             4462
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d0dt03298k2.cif
_cod_data_source_block           ZL315F23
_cod_original_cell_volume        1134.26(5)
_cod_database_code               7706296
_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
Br1 Br 0.75828(7) 0.38886(4) 0.61651(3) 0.0292(2) Uani 1 1 d . . . . .
Cr2 Cr 0.73955(11) 0.71906(7) 0.19716(5) 0.0252(2) Uani 1 1 d . . . . .
S9 S 0.74272(16) 0.43214(10) 0.38492(7) 0.0254(3) Uani 1 1 d . . . . .
S5 S 0.75880(17) 0.77371(10) 0.56352(7) 0.0277(3) Uani 1 1 d . . . . .
O12 O 0.7198(5) 0.8727(3) 0.3830(2) 0.0284(7) Uani 1 1 d . . . . .
O16 O 0.7392(5) 0.4267(3) 0.1897(2) 0.0298(7) Uani 1 1 d . . . . .
O23 O 0.7344(6) 0.9680(4) 0.1365(3) 0.0441(9) Uani 1 1 d . . . . .
O25 O 1.1809(6) 0.8357(4) 0.2862(3) 0.0471(9) Uani 1 1 d . . . . .
O27 O 0.2903(6) 0.5985(5) 0.1476(3) 0.0511(10) Uani 1 1 d . . . . .
O29 O 0.7808(8) 0.6601(4) 0.0059(3) 0.0581(12) Uani 1 1 d . . . . .
C3 C 0.7406(6) 0.6689(4) 0.3757(3) 0.0252(9) Uani 1 1 d . . . . .
C10 C 0.7369(7) 0.5510(4) 0.3238(3) 0.0264(9) Uani 1 1 d . . . . .
C4 C 0.7488(6) 0.6641(4) 0.4668(3) 0.0247(8) Uani 1 1 d . . . . .
C11 C 0.7307(6) 0.7703(4) 0.3276(3) 0.0260(9) Uani 1 1 d . . . . .
C15 C 0.7384(6) 0.5444(4) 0.2305(3) 0.0262(9) Uani 1 1 d . . . . .
C13 C 0.7042(8) 0.9876(4) 0.3510(3) 0.0336(10) Uani 1 1 d . . . . .
H13A H 0.589690 0.958466 0.298752 0.040 Uiso 1 1 calc R U . . .
H13B H 0.819845 1.031255 0.332988 0.040 Uiso 1 1 calc R U . . .
C6 C 0.7680(7) 0.6570(4) 0.6267(3) 0.0261(9) Uani 1 1 d . . . . .
C8 C 0.7513(7) 0.5433(4) 0.4818(3) 0.0257(9) Uani 1 1 d . . . . .
C26 C 1.0171(8) 0.7922(5) 0.2506(3) 0.0339(10) Uani 1 1 d . . . . .
C24 C 0.7368(7) 0.8770(5) 0.1649(3) 0.0327(10) Uani 1 1 d . . . . .
C7 C 0.7593(6) 0.5400(4) 0.5734(3) 0.0254(9) Uani 1 1 d . . . . .
C28 C 0.4566(8) 0.6420(5) 0.1640(3) 0.0337(10) Uani 1 1 d . . . . .
C20 C 0.7621(8) 0.8240(5) 0.7617(3) 0.0330(10) Uani 1 1 d . . . . .
H20A H 0.862655 0.897570 0.751522 0.040 Uiso 1 1 calc R U . . .
H20B H 0.635301 0.819721 0.727597 0.040 Uiso 1 1 calc R U . . .
C17 C 0.7457(8) 0.4020(5) 0.0956(3) 0.0346(10) Uani 1 1 d . . . . .
H17A H 0.868934 0.462685 0.091562 0.041 Uiso 1 1 calc R U . . .
H17B H 0.639179 0.417526 0.057722 0.041 Uiso 1 1 calc R U . . .
C30 C 0.7629(9) 0.6747(5) 0.0782(3) 0.0385(11) Uani 1 1 d . . . . .
C21 C 0.7761(8) 0.8527(5) 0.8629(3) 0.0356(10) Uani 1 1 d . . . . .
H21A H 0.673498 0.780000 0.872697 0.043 Uiso 1 1 calc R U . . .
H21B H 0.901482 0.854505 0.896684 0.043 Uiso 1 1 calc R U . . .
C19 C 0.7871(8) 0.6921(5) 0.7264(3) 0.0339(10) Uani 1 1 d . . . . .
H19A H 0.915434 0.698051 0.759733 0.041 Uiso 1 1 calc R U . . .
H19B H 0.689464 0.619599 0.739097 0.041 Uiso 1 1 calc R U . . .
C18 C 0.7266(9) 0.2590(6) 0.0639(4) 0.0443(13) Uani 1 1 d . . . . .
H18A H 0.735928 0.241644 0.002637 0.066 Uiso 1 1 calc R U . . .
H18B H 0.601781 0.199638 0.065504 0.066 Uiso 1 1 calc R U . . .
H18C H 0.829928 0.243735 0.103043 0.066 Uiso 1 1 calc R U . . .
C22 C 0.7565(9) 0.9848(5) 0.8995(4) 0.0450(13) Uani 1 1 d . . . . .
H22A H 0.636541 0.986093 0.863767 0.068 Uiso 1 1 calc R U . . .
H22B H 0.865803 1.058081 0.896103 0.068 Uiso 1 1 calc R U . . .
H22C H 0.754837 0.994199 0.961734 0.068 Uiso 1 1 calc R U . . .
C14 C 0.6866(11) 1.0833(6) 0.4279(4) 0.0527(15) Uani 1 1 d . . . . .
H14A H 0.577322 1.037088 0.448001 0.079 Uiso 1 1 calc R U . . .
H14B H 0.666096 1.157261 0.407466 0.079 Uiso 1 1 calc R U . . .
H14C H 0.804942 1.116733 0.477392 0.079 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 0.0181 0.0091 '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'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cr Cr -0.1635 2.4439 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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
C24 Cr2 C30 81.4(2) . . ?
C24 Cr2 C26 93.3(2) . . ?
C30 Cr2 C26 92.7(2) . . ?
C24 Cr2 C28 91.7(2) . . ?
C30 Cr2 C28 96.6(2) . . ?
C26 Cr2 C28 170.02(19) . . ?
C24 Cr2 C11 98.93(19) . . ?
C30 Cr2 C11 176.9(2) . . ?
C26 Cr2 C11 84.20(19) . . ?
C28 Cr2 C11 86.49(18) . . ?
C24 Cr2 C15 179.0(2) . . ?
C30 Cr2 C15 98.08(19) . . ?
C26 Cr2 C15 87.57(18) . . ?
C28 Cr2 C15 87.52(19) . . ?
C11 Cr2 C15 81.66(17) . . ?
C8 S9 C10 90.1(2) . . ?
C4 S5 C6 91.4(2) . . ?
C11 O12 C13 120.2(3) . . ?
C15 O16 C17 119.1(3) . . ?
C10 C3 C4 111.6(4) . . ?
C10 C3 C11 115.4(4) . . ?
C4 C3 C11 133.0(4) . . ?
C3 C10 C15 117.5(4) . . ?
C3 C10 S9 113.0(3) . . ?
C15 C10 S9 129.4(3) . . ?
C8 C4 C3 112.6(4) . . ?
C8 C4 S5 112.2(3) . . ?
C3 C4 S5 135.1(3) . . ?
O12 C11 C3 109.0(4) . . ?
O12 C11 Cr2 137.7(3) . . ?
C3 C11 Cr2 113.4(3) . . ?
O16 C15 C10 110.9(4) . . ?
O16 C15 Cr2 137.3(3) . . ?
C10 C15 Cr2 111.8(3) . . ?
O12 C13 C14 107.4(4) . . ?
C7 C6 C19 128.3(4) . . ?
C7 C6 S5 111.0(3) . . ?
C19 C6 S5 120.7(3) . . ?
C4 C8 C7 111.9(4) . . ?
C4 C8 S9 112.7(3) . . ?
C7 C8 S9 135.4(3) . . ?
O25 C26 Cr2 176.8(4) . . ?
O23 C24 Cr2 173.2(4) . . ?
C6 C7 C8 113.4(4) . . ?
C6 C7 Br1 123.4(3) . . ?
C8 C7 Br1 123.1(3) . . ?
O27 C28 Cr2 177.5(4) . . ?
C21 C20 C19 112.2(4) . . ?
O16 C17 C18 108.2(4) . . ?
O29 C30 Cr2 173.6(4) . . ?
C22 C21 C20 112.9(4) . . ?
C6 C19 C20 114.4(4) . . ?
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
Br1 C7 1.881(4) . ?
Cr2 C24 1.878(5) . ?
Cr2 C30 1.889(5) . ?
Cr2 C26 1.907(5) . ?
Cr2 C28 1.929(5) . ?
Cr2 C11 2.029(4) . ?
Cr2 C15 2.053(4) . ?
S9 C8 1.732(4) . ?
S9 C10 1.741(4) . ?
S5 C4 1.718(4) . ?
S5 C6 1.748(4) . ?
O12 C11 1.318(5) . ?
O12 C13 1.454(5) . ?
O16 C15 1.326(5) . ?
O16 C17 1.456(5) . ?
O23 C24 1.157(6) . ?
O25 C26 1.136(6) . ?
O27 C28 1.136(6) . ?
O29 C30 1.151(6) . ?
C3 C10 1.377(6) . ?
C3 C4 1.419(6) . ?
C3 C11 1.450(6) . ?
C10 C15 1.445(6) . ?
C4 C8 1.378(6) . ?
C13 C14 1.498(7) . ?
C6 C7 1.362(6) . ?
C6 C19 1.496(6) . ?
C8 C7 1.423(6) . ?
C20 C21 1.525(6) . ?
C20 C19 1.526(7) . ?
C17 C18 1.495(7) . ?
C21 C22 1.513(7) . ?
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
C4 C3 C10 C15 -177.0(4) . . . . ?
C11 C3 C10 C15 4.4(6) . . . . ?
C4 C3 C10 S9 0.2(5) . . . . ?
C11 C3 C10 S9 -178.4(3) . . . . ?
C8 S9 C10 C3 -0.3(3) . . . . ?
C8 S9 C10 C15 176.5(5) . . . . ?
C10 C3 C4 C8 0.0(6) . . . . ?
C11 C3 C4 C8 178.3(5) . . . . ?
C10 C3 C4 S5 179.3(4) . . . . ?
C11 C3 C4 S5 -2.5(8) . . . . ?
C6 S5 C4 C8 0.3(4) . . . . ?
C6 S5 C4 C3 -178.9(5) . . . . ?
C13 O12 C11 C3 -178.7(4) . . . . ?
C13 O12 C11 Cr2 1.9(7) . . . . ?
C10 C3 C11 O12 175.1(4) . . . . ?
C4 C3 C11 O12 -3.2(7) . . . . ?
C10 C3 C11 Cr2 -5.4(5) . . . . ?
C4 C3 C11 Cr2 176.4(4) . . . . ?
C17 O16 C15 C10 -178.5(4) . . . . ?
C17 O16 C15 Cr2 1.3(7) . . . . ?
C3 C10 C15 O16 178.5(4) . . . . ?
S9 C10 C15 O16 1.9(6) . . . . ?
C3 C10 C15 Cr2 -1.3(5) . . . . ?
S9 C10 C15 Cr2 -177.9(3) . . . . ?
C11 O12 C13 C14 177.8(5) . . . . ?
C4 S5 C6 C7 -1.2(4) . . . . ?
C4 S5 C6 C19 177.6(4) . . . . ?
C3 C4 C8 C7 -179.9(4) . . . . ?
S5 C4 C8 C7 0.7(5) . . . . ?
C3 C4 C8 S9 -0.2(5) . . . . ?
S5 C4 C8 S9 -179.7(2) . . . . ?
C10 S9 C8 C4 0.3(4) . . . . ?
C10 S9 C8 C7 179.8(5) . . . . ?
C19 C6 C7 C8 -176.9(4) . . . . ?
S5 C6 C7 C8 1.9(5) . . . . ?
C19 C6 C7 Br1 3.0(7) . . . . ?
S5 C6 C7 Br1 -178.2(2) . . . . ?
C4 C8 C7 C6 -1.7(6) . . . . ?
S9 C8 C7 C6 178.8(4) . . . . ?
C4 C8 C7 Br1 178.4(3) . . . . ?
S9 C8 C7 Br1 -1.1(7) . . . . ?
C15 O16 C17 C18 -174.9(4) . . . . ?
C19 C20 C21 C22 178.6(5) . . . . ?
C7 C6 C19 C20 -171.4(5) . . . . ?
S5 C6 C19 C20 9.9(6) . . . . ?
C21 C20 C19 C6 178.1(4) . . . . ?
