# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ZL317x4_0m_c
_database_code_depnum_ccdc_archive 'CCDC 1554896'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
Chloro-(dimethylamino-(thieno[2,3-b]thiophen-2-yl)-carbene)-tetracarbonyl-rhenium
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H9 Cl N O4 Re S2'
_chemical_formula_sum            'C13 H9 Cl N O4 Re S2'
_chemical_formula_weight         528.98

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'
Re Re -1.0185 7.2310 '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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_H-M_alt        'P 21'
_space_group_name_Hall           'P 2yb'

_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+1/2, -z'

_cell_length_a                   6.5331(8)
_cell_length_b                   11.7969(16)
_cell_length_c                   10.8497(15)
_cell_angle_alpha                90
_cell_angle_beta                 91.742(5)
_cell_angle_gamma                90
_cell_volume                     835.80(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    294(2)
_cell_measurement_reflns_used    9929
_cell_measurement_theta_min      2.551
_cell_measurement_theta_max      25.105

_exptl_crystal_description       block
_exptl_crystal_colour            pale-orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.102
_exptl_crystal_F_000             500
_exptl_crystal_size_max          0.219
_exptl_crystal_size_mid          0.183
_exptl_crystal_size_min          0.101
_exptl_absorpt_coefficient_mu    7.692
_shelx_estimated_absorpt_T_min   0.284
_shelx_estimated_absorpt_T_max   0.510
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.507
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      294(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ' I\mS  micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            17956
_diffrn_reflns_av_unetI/netI     0.0677
_diffrn_reflns_av_R_equivalents  0.0725
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         2.551
_diffrn_reflns_theta_max         27.100
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3683
_reflns_number_gt                2970
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.906
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0158P)²+1.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.025(17)
_chemical_absolute_configuration ad
_refine_ls_number_reflns         3683
_refine_ls_number_parameters     224
_refine_ls_number_restraints     51
_refine_ls_R_factor_all          0.0574
_refine_ls_R_factor_gt           0.0354
_refine_ls_wR_factor_ref         0.0623
_refine_ls_wR_factor_gt          0.0565
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_restrained_S_all      0.939
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         1.156
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.126

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
Re1 Re 0.25386(5) 0.77024(10) 0.82365(3) 0.03804(12) Uani 1 1 d . . . . .
Cl1 Cl 0.3919(4) 0.8845(2) 0.6520(3) 0.0517(7) Uani 1 1 d . . . . .
O1 O 0.1021(16) 0.6277(9) 1.0362(9) 0.090(3) Uani 1 1 d . . . . .
O2 O 0.6764(16) 0.6439(8) 0.8296(8) 0.068(3) Uani 1 1 d . . . . .
O3 O 0.4391(17) 0.9509(9) 1.0020(9) 0.089(3) Uani 1 1 d . . . . .
O4 O -0.1511(17) 0.9070(10) 0.8371(11) 0.101(4) Uani 1 1 d . . . . .
N1 N 0.0115(13) 0.6672(8) 0.5918(8) 0.041(2) Uani 1 1 d . . . . .
C1 C 0.1614(19) 0.6793(11) 0.9551(12) 0.057(3) Uani 1 1 d . . . . .
C2 C 0.5228(18) 0.6872(9) 0.8260(10) 0.042(3) Uani 1 1 d . . . . .
C3 C 0.3738(19) 0.8826(12) 0.9381(12) 0.055(3) Uani 1 1 d . . . . .
C4 C -0.009(2) 0.8572(12) 0.8270(12) 0.061(4) Uani 1 1 d . . . . .
C6 C 0.1344(15) 0.6486(9) 0.6849(10) 0.037(3) Uani 1 1 d . . . . .
C7 C 0.2135(13) 0.5311(7) 0.6977(8) 0.039(3) Uani 1 1 d D . . . .
S1 S 0.4017(8) 0.4955(4) 0.5916(5) 0.0500(17) Uani 0.663(10) 1 d D . P A 1
S2 S 0.5792(10) 0.2505(6) 0.6392(7) 0.069(3) Uani 0.663(10) 1 d D . P A 1
C8 C 0.183(4) 0.4492(16) 0.783(2) 0.060(4) Uani 0.663(10) 1 d D . P A 1
H8 H 0.092197 0.455913 0.847171 0.072 Uiso 0.663(10) 1 calc R U P A 1
C9 C 0.306(4) 0.3526(13) 0.763(2) 0.043(6) Uani 0.663(10) 1 d D U P A 1
C10 C 0.421(3) 0.3640(12) 0.6596(19) 0.039(6) Uani 0.663(10) 1 d D . P A 1
C11 C 0.324(5) 0.2424(15) 0.818(3) 0.074(4) Uani 0.663(10) 1 d D . P A 1
H11 H 0.244540 0.215830 0.881469 0.089 Uiso 0.663(10) 1 calc R U P A 1
C12 C 0.476(5) 0.1810(16) 0.762(2) 0.070(7) Uani 0.663(10) 1 d D . P A 1
H12 H 0.517925 0.109497 0.788696 0.084 Uiso 0.663(10) 1 calc R U P A 1
S1A S 0.0917(17) 0.4344(9) 0.7984(12) 0.060(4) Uani 0.337(10) 1 d D . P A 2
S2A S 0.310(3) 0.1946(11) 0.8170(16) 0.074(4) Uani 0.337(10) 1 d D . P A 2
C8A C 0.383(5) 0.481(2) 0.648(4) 0.0500(17) Uani 0.337(10) 1 d D . P A 2
H8A H 0.461898 0.516208 0.588809 0.060 Uiso 0.337(10) 1 calc R U P A 2
C9A C 0.425(7) 0.371(3) 0.694(6) 0.039(6) Uani 0.337(10) 1 d D . P A 2
C10A C 0.264(6) 0.3308(19) 0.763(5) 0.043(6) Uani 0.337(10) 1 d D U P A 2
C11A C 0.572(7) 0.285(3) 0.668(6) 0.069(3) Uani 0.337(10) 1 d D . P A 2
H11A H 0.690986 0.296135 0.625154 0.083 Uiso 0.337(10) 1 calc R U P A 2
C12A C 0.512(9) 0.182(3) 0.717(6) 0.070(7) Uani 0.337(10) 1 d D . P A 2
H12A H 0.572968 0.113729 0.698263 0.084 Uiso 0.337(10) 1 calc R U P A 2
C13 C -0.0728(14) 0.7773(17) 0.5582(9) 0.053(3) Uani 1 1 d . . . . .
H13A H 0.009838 0.835921 0.595771 0.080 Uiso 1 1 calc R U . . .
H13B H -0.210220 0.783025 0.586478 0.080 Uiso 1 1 calc R U . . .
H13C H -0.073621 0.785824 0.470198 0.080 Uiso 1 1 calc R U . . .
C14 C -0.0667(19) 0.5765(11) 0.5080(12) 0.063(4) Uani 1 1 d . . . . .
H14A H 0.003011 0.580160 0.431444 0.095 Uiso 1 1 calc R U . . .
H14B H -0.211026 0.586740 0.492573 0.095 Uiso 1 1 calc R U . . .
H14C H -0.042758 0.503862 0.545656 0.095 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C1 1.897(15) . ?
Re1 C3 1.963(15) . ?
Re1 C4 2.002(14) . ?
Re1 C2 2.011(13) . ?
Re1 C6 2.205(11) . ?
Re1 Cl1 2.490(3) . ?
O1 C1 1.147(15) . ?
O2 C2 1.126(13) . ?
O3 C3 1.138(14) . ?
O4 C4 1.107(14) . ?
N1 C6 1.290(13) . ?
N1 C13 1.453(19) . ?
N1 C14 1.485(13) . ?
C6 C7 1.485(13) . ?
C7 C8 1.358(12) . ?
C7 C8A 1.380(13) . ?
C7 S1 1.761(8) . ?
C7 S1A 1.784(11) . ?
S1 C10 1.721(10) . ?
S2 C10 1.709(10) . ?
S2 C12 1.722(12) . ?
C8 C9 1.414(12) . ?
C8 H8 0.9300 . ?
C9 C10 1.382(12) . ?
C9 C11 1.432(12) . ?
C11 C12 1.382(13) . ?
C11 H11 0.9300 . ?
C12 H12 0.9300 . ?
S1A C10A 1.713(12) . ?
S2A C10A 1.732(12) . ?
S2A C12A 1.740(14) . ?
C8A C9A 1.420(13) . ?
C8A H8A 0.9300 . ?
C9A C10A 1.389(13) . ?
C9A C11A 1.434(13) . ?
C11A C12A 1.379(14) . ?
C11A H11A 0.9300 . ?
C12A H12A 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9600 . ?
C14 H14B 0.9600 . ?
C14 H14C 0.9600 . ?

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 Re1 C3 92.1(5) . . ?
C1 Re1 C4 89.0(5) . . ?
C3 Re1 C4 88.2(5) . . ?
C1 Re1 C2 90.7(5) . . ?
C3 Re1 C2 89.4(5) . . ?
C4 Re1 C2 177.6(5) . . ?
C1 Re1 C6 91.8(5) . . ?
C3 Re1 C6 175.8(5) . . ?
C4 Re1 C6 93.4(4) . . ?
C2 Re1 C6 89.0(4) . . ?
C1 Re1 Cl1 177.1(4) . . ?
C3 Re1 Cl1 87.8(4) . . ?
C4 Re1 Cl1 93.8(4) . . ?
C2 Re1 Cl1 86.4(3) . . ?
C6 Re1 Cl1 88.3(3) . . ?
C6 N1 C13 124.8(9) . . ?
C6 N1 C14 123.5(10) . . ?
C13 N1 C14 111.7(9) . . ?
O1 C1 Re1 177.6(12) . . ?
O2 C2 Re1 177.5(10) . . ?
O3 C3 Re1 177.3(12) . . ?
O4 C4 Re1 175.2(12) . . ?
N1 C6 C7 116.0(9) . . ?
N1 C6 Re1 128.6(8) . . ?
C7 C6 Re1 115.4(7) . . ?
C8 C7 C6 132.1(10) . . ?
C8A C7 C6 130.0(10) . . ?
C8 C7 S1 113.4(8) . . ?
C6 C7 S1 114.2(6) . . ?
C8A C7 S1A 110.2(9) . . ?
C6 C7 S1A 119.6(7) . . ?
C10 S1 C7 88.8(5) . . ?
C10 S2 C12 91.1(7) . . ?
C7 C8 C9 112.0(11) . . ?
C7 C8 H8 124.0 . . ?
C9 C8 H8 124.0 . . ?
C10 C9 C8 111.8(10) . . ?
C10 C9 C11 112.6(11) . . ?
C8 C9 C11 135.2(13) . . ?
C9 C10 S2 112.1(8) . . ?
C9 C10 S1 113.7(8) . . ?
S2 C10 S1 133.5(9) . . ?
C12 C11 C9 110.3(12) . . ?
C12 C11 H11 124.8 . . ?
C9 C11 H11 124.8 . . ?
C11 C12 S2 113.1(10) . . ?
C11 C12 H12 123.4 . . ?
S2 C12 H12 123.4 . . ?
C10A S1A C7 90.7(7) . . ?
C10A S2A C12A 89.6(10) . . ?
C7 C8A C9A 113.5(13) . . ?
C7 C8A H8A 123.3 . . ?
C9A C8A H8A 123.3 . . ?
C10A C9A C8A 111.4(14) . . ?
C10A C9A C11A 112.8(13) . . ?
C8A C9A C11A 135(2) . . ?
C9A C10A S1A 112.9(11) . . ?
C9A C10A S2A 111.9(11) . . ?
S1A C10A S2A 134.0(14) . . ?
C12A C11A C9A 110.0(14) . . ?
C12A C11A H11A 125.0 . . ?
C9A C11A H11A 125.0 . . ?
C11A C12A S2A 113.5(14) . . ?
C11A C12A H12A 123.3 . . ?
S2A C12A H12A 123.3 . . ?
N1 C13 H13A 109.5 . . ?
N1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 109.5 . . ?
N1 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N1 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?

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
C13 N1 C6 C7 -176.0(9) . . . . ?
C14 N1 C6 C7 6.2(15) . . . . ?
C13 N1 C6 Re1 1.0(15) . . . . ?
C14 N1 C6 Re1 -176.8(8) . . . . ?
N1 C6 C7 C8 -113(2) . . . . ?
Re1 C6 C7 C8 69(2) . . . . ?
N1 C6 C7 C8A 87(3) . . . . ?
Re1 C6 C7 C8A -90(3) . . . . ?
N1 C6 C7 S1 74.4(10) . . . . ?
Re1 C6 C7 S1 -103.1(7) . . . . ?
N1 C6 C7 S1A -96.9(11) . . . . ?
Re1 C6 C7 S1A 85.7(9) . . . . ?
C8 C7 S1 C10 4.3(19) . . . . ?
C6 C7 S1 C10 178.3(12) . . . . ?
C6 C7 C8 C9 -174.7(17) . . . . ?
S1 C7 C8 C9 -2(3) . . . . ?
C7 C8 C9 C10 -2(3) . . . . ?
C7 C8 C9 C11 -175(3) . . . . ?
C8 C9 C10 S2 177(2) . . . . ?
C11 C9 C10 S2 -9(3) . . . . ?
C8 C9 C10 S1 5(3) . . . . ?
C11 C9 C10 S1 180(2) . . . . ?
C12 S2 C10 C9 5(2) . . . . ?
C12 S2 C10 S1 174(3) . . . . ?
C7 S1 C10 C9 -5(2) . . . . ?
C7 S1 C10 S2 -175(2) . . . . ?
C10 C9 C11 C12 9(4) . . . . ?
C8 C9 C11 C12 -179(4) . . . . ?
C9 C11 C12 S2 -5(4) . . . . ?
C10 S2 C12 C11 0(3) . . . . ?
C8A C7 S1A C10A -3(3) . . . . ?
C6 C7 S1A C10A -179(2) . . . . ?
C6 C7 C8A C9A 172(4) . . . . ?
S1A C7 C8A C9A -4(5) . . . . ?
C7 C8A C9A C10A 11(7) . . . . ?
C7 C8A C9A C11A 176(7) . . . . ?
C8A C9A C10A S1A -13(7) . . . . ?
C11A C9A C10A S1A 178(5) . . . . ?
C8A C9A C10A S2A 178(5) . . . . ?
C11A C9A C10A S2A 9(8) . . . . ?
C7 S1A C10A C9A 9(5) . . . . ?
C7 S1A C10A S2A 175(5) . . . . ?
C12A S2A C10A C9A -13(6) . . . . ?
C12A S2A C10A S1A -179(6) . . . . ?
C10A C9A C11A C12A 2(9) . . . . ?
C8A C9A C11A C12A -164(9) . . . . ?
C9A C11A C12A S2A -12(9) . . . . ?
C10A S2A C12A C11A 14(6) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ZL225F2_1_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1554899'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
(Ethoxy-(thieno[2,3-b]thiophen-2-yl)-carbene)-nonacarbonyl-dirhenium
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H8 O10 Re2 S2'
_chemical_formula_sum            'C18 H8 O10 Re2 S2'
_chemical_formula_weight         820.76

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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.6980(5)
_cell_length_b                   13.1478(6)
_cell_length_c                   17.4834(9)
_cell_angle_alpha                90
_cell_angle_beta                 106.099(2)
_cell_angle_gamma                90
_cell_volume                     2141.84(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9165
_cell_measurement_theta_min      2.425
_cell_measurement_theta_max      31.509

_exptl_crystal_description       irregular-fragment
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.545
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.314
_exptl_crystal_size_mid          0.263
_exptl_crystal_size_min          0.216
_exptl_absorpt_coefficient_mu    11.542
_shelx_estimated_absorpt_T_min   0.122
_shelx_estimated_absorpt_T_max   0.189
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.276
_exptl_absorpt_correction_T_max  0.639
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ' I\mS  micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            110751
_diffrn_reflns_av_unetI/netI     0.0438
_diffrn_reflns_av_R_equivalents  0.1020
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.425
_diffrn_reflns_theta_max         31.649
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7210
_reflns_number_gt                6028
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       'APEX2 (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0324P)²+2.0226P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00297(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7210
_refine_ls_number_parameters     291
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0432
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0713
_refine_ls_wR_factor_gt          0.0665
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         1.639
_refine_diff_density_min         -1.993
_refine_diff_density_rms         0.231

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
Re1 Re 0.47583(2) 0.40754(2) 0.80530(2) 0.01620(5) Uani 1 1 d . . . . .
S1 S 0.25542(13) 0.43402(9) 0.51934(7) 0.0279(2) Uani 1 1 d . . . . .
O1 O 0.8011(3) 0.3687(3) 0.8552(2) 0.0309(7) Uani 1 1 d . . . . .
C1 C 0.6802(4) 0.3817(3) 0.8367(2) 0.0218(8) Uani 1 1 d . . . . .
S2 S 0.34630(15) 0.60619(11) 0.41807(8) 0.0390(3) Uani 1 1 d . . . . .
Re2 Re 0.14863(2) 0.45075(2) 0.76551(2) 0.01512(5) Uani 1 1 d . . . . .
O2 O 0.4978(4) 0.5778(3) 0.6842(2) 0.0309(7) Uani 1 1 d . . . . .
C2 C 0.4898(4) 0.5162(3) 0.7277(2) 0.0215(8) Uani 1 1 d . . . . .
O3 O 0.4396(3) 0.2487(2) 0.66831(19) 0.0316(7) Uani 1 1 d . . . . .
C3 C 0.4479(4) 0.3056(3) 0.7180(2) 0.0207(8) Uani 1 1 d . . . . .
O4 O 0.3977(4) 0.2455(3) 0.9184(2) 0.0342(8) Uani 1 1 d . . . . .
C4 C 0.4270(4) 0.3039(3) 0.8778(2) 0.0237(8) Uani 1 1 d . . . . .
O5 O 0.5088(3) 0.5744(2) 0.93686(19) 0.0288(7) Uani 1 1 d . . . . .
C5 C 0.4954(4) 0.5142(3) 0.8897(2) 0.0197(8) Uani 1 1 d . . . . .
C6 C -0.0465(4) 0.4980(3) 0.7381(2) 0.0202(8) Uani 1 1 d . . . . .
O6 O -0.1606(3) 0.5316(3) 0.7233(2) 0.0321(8) Uani 1 1 d . . . . .
C7 C 0.2204(4) 0.5901(3) 0.7544(2) 0.0177(7) Uani 1 1 d . . . . .
O7 O 0.2612(3) 0.6716(2) 0.75696(17) 0.0252(6) Uani 1 1 d . . . . .
C8 C 0.1813(4) 0.4843(3) 0.8793(2) 0.0199(8) Uani 1 1 d . . . . .
O8 O 0.1984(4) 0.5038(3) 0.94496(18) 0.0334(7) Uani 1 1 d . . . . .
C9 C 0.0957(4) 0.3149(3) 0.7991(2) 0.0227(8) Uani 1 1 d . . . . .
O9 O 0.0641(4) 0.2429(2) 0.8268(2) 0.0326(7) Uani 1 1 d . . . . .
C10 C 0.1445(4) 0.4094(3) 0.6473(2) 0.0176(7) Uani 1 1 d . . . . .
O10 O 0.1321(3) 0.3188(2) 0.61178(16) 0.0221(6) Uani 1 1 d . . . . .
C11 C 0.1705(4) 0.4805(3) 0.5889(2) 0.0186(7) Uani 1 1 d . . . . .
C12 C 0.1422(4) 0.5861(3) 0.5811(2) 0.0177(7) Uani 1 1 d . . . . .
H12 H 0.092464 0.624025 0.611300 0.021 Uiso 1 1 calc R U . . .
C13 C 0.2004(4) 0.6272(3) 0.5202(2) 0.0213(8) Uani 1 1 d . . . . .
C14 C 0.2659(5) 0.5540(3) 0.4854(2) 0.0251(9) Uani 1 1 d . . . . .
C15 C 0.2182(5) 0.7271(3) 0.4898(3) 0.0298(10) Uani 1 1 d . . . . .
H15 H 0.181016 0.787554 0.506317 0.036 Uiso 1 1 calc R U . . .
C16 C 0.2903(6) 0.7255(4) 0.4376(3) 0.0385(12) Uani 1 1 d . . . . .
H16 H 0.310771 0.785170 0.412169 0.046 Uiso 1 1 calc R U . . .
C17 C 0.1117(5) 0.2242(3) 0.6495(3) 0.0248(9) Uani 1 1 d . . . . .
H17A H 0.015604 0.222166 0.658767 0.030 Uiso 1 1 calc R U . . .
H17B H 0.185392 0.216232 0.701157 0.030 Uiso 1 1 calc R U . . .
C18 C 0.1260(5) 0.1408(3) 0.5920(3) 0.0329(10) Uani 1 1 d . . . . .
H18A H 0.053246 0.150453 0.541045 0.049 Uiso 1 1 calc R U . . .
H18B H 0.112272 0.074408 0.614300 0.049 Uiso 1 1 calc R U . . .
H18C H 0.221828 0.143787 0.583746 0.049 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C1 1.934(4) . ?
Re1 C3 1.992(4) . ?
Re1 C2 2.001(4) . ?
Re1 C4 2.005(4) . ?
Re1 C5 2.006(4) . ?
Re1 Re2 3.1067(3) . ?
S1 C14 1.698(5) . ?
S1 C11 1.757(4) . ?
O1 C1 1.140(5) . ?
S2 C16 1.725(6) . ?
S2 C14 1.724(4) . ?
Re2 C6 1.922(4) . ?
Re2 C8 1.976(4) . ?
Re2 C7 1.988(4) . ?
Re2 C9 1.992(4) . ?
Re2 C10 2.127(4) . ?
O2 C2 1.128(5) . ?
O3 C3 1.133(5) . ?
O4 C4 1.134(5) . ?
O5 C5 1.125(5) . ?
C6 O6 1.152(5) . ?
C7 O7 1.139(5) . ?
C8 O8 1.142(5) . ?
C9 O9 1.143(5) . ?
C10 O10 1.332(5) . ?
C10 C11 1.457(6) . ?
O10 C17 1.446(5) . ?
C11 C12 1.414(6) . ?
C12 C13 1.441(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.384(6) . ?
C13 C15 1.446(6) . ?
C15 C16 1.294(7) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.519(6) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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 Re1 C3 90.60(17) . . ?
C1 Re1 C2 93.55(17) . . ?
C3 Re1 C2 88.94(16) . . ?
C1 Re1 C4 95.95(17) . . ?
C3 Re1 C4 91.20(17) . . ?
C2 Re1 C4 170.50(16) . . ?
C1 Re1 C5 91.92(17) . . ?
C3 Re1 C5 177.05(15) . . ?
C2 Re1 C5 89.36(16) . . ?
C4 Re1 C5 90.07(16) . . ?
C1 Re1 Re2 176.56(12) . . ?
C3 Re1 Re2 92.18(11) . . ?
C2 Re1 Re2 88.53(11) . . ?
C4 Re1 Re2 81.97(12) . . ?
C5 Re1 Re2 85.36(11) . . ?
C14 S1 C11 90.2(2) . . ?
O1 C1 Re1 178.5(4) . . ?
C16 S2 C14 90.0(2) . . ?
C6 Re2 C8 92.90(16) . . ?
C6 Re2 C7 91.44(16) . . ?
C8 Re2 C7 85.96(16) . . ?
C6 Re2 C9 92.68(17) . . ?
C8 Re2 C9 83.46(17) . . ?
C7 Re2 C9 168.83(16) . . ?
C6 Re2 C10 95.09(15) . . ?
C8 Re2 C10 171.97(15) . . ?
C7 Re2 C10 93.08(15) . . ?
C9 Re2 C10 96.88(16) . . ?
C6 Re2 Re1 171.46(12) . . ?
C8 Re2 Re1 86.95(11) . . ?
C7 Re2 Re1 80.03(12) . . ?
C9 Re2 Re1 95.79(12) . . ?
C10 Re2 Re1 85.04(10) . . ?
O2 C2 Re1 179.7(4) . . ?
O3 C3 Re1 176.2(4) . . ?
O4 C4 Re1 179.2(4) . . ?
O5 C5 Re1 178.8(4) . . ?
O6 C6 Re2 176.2(4) . . ?
O7 C7 Re2 172.1(3) . . ?
O8 C8 Re2 179.2(4) . . ?
O9 C9 Re2 171.4(4) . . ?
O10 C10 C11 105.0(3) . . ?
O10 C10 Re2 131.0(3) . . ?
C11 C10 Re2 123.8(3) . . ?
C10 O10 C17 124.2(3) . . ?
C12 C11 C10 129.1(3) . . ?
C12 C11 S1 113.0(3) . . ?
C10 C11 S1 117.8(3) . . ?
C11 C12 C13 109.5(4) . . ?
C11 C12 H12 125.2 . . ?
C13 C12 H12 125.2 . . ?
C14 C13 C12 112.7(4) . . ?
C14 C13 C15 110.7(4) . . ?
C12 C13 C15 136.4(4) . . ?
C13 C14 S1 114.4(3) . . ?
C13 C14 S2 111.9(3) . . ?
S1 C14 S2 133.7(3) . . ?
C16 C15 C13 112.8(4) . . ?
C16 C15 H15 123.6 . . ?
C13 C15 H15 123.6 . . ?
C15 C16 S2 114.6(4) . . ?
C15 C16 H16 122.7 . . ?
S2 C16 H16 122.7 . . ?
O10 C17 C18 105.7(3) . . ?
O10 C17 H17A 110.6 . . ?
C18 C17 H17A 110.6 . . ?
O10 C17 H17B 110.6 . . ?
C18 C17 H17B 110.6 . . ?
H17A C17 H17B 108.7 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
C11 C10 O10 C17 177.1(3) . . . . ?
Re2 C10 O10 C17 2.7(5) . . . . ?
O10 C10 C11 C12 154.9(4) . . . . ?
Re2 C10 C11 C12 -30.1(6) . . . . ?
O10 C10 C11 S1 -28.0(4) . . . . ?
Re2 C10 C11 S1 146.9(2) . . . . ?
C14 S1 C11 C12 4.3(3) . . . . ?
C14 S1 C11 C10 -173.2(3) . . . . ?
C10 C11 C12 C13 173.6(4) . . . . ?
S1 C11 C12 C13 -3.6(4) . . . . ?
C11 C12 C13 C14 0.7(5) . . . . ?
C11 C12 C13 C15 -173.3(4) . . . . ?
C12 C13 C14 S1 2.7(5) . . . . ?
C15 C13 C14 S1 178.2(3) . . . . ?
C12 C13 C14 S2 -175.5(3) . . . . ?
C15 C13 C14 S2 0.0(4) . . . . ?
C11 S1 C14 C13 -4.0(3) . . . . ?
C11 S1 C14 S2 173.7(4) . . . . ?
C16 S2 C14 C13 -0.1(3) . . . . ?
C16 S2 C14 S1 -177.8(4) . . . . ?
C14 C13 C15 C16 0.1(5) . . . . ?
C12 C13 C15 C16 174.1(5) . . . . ?
C13 C15 C16 S2 -0.1(5) . . . . ?
C14 S2 C16 C15 0.1(4) . . . . ?
C10 O10 C17 C18 -171.6(4) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_Zl303F3_0m
_database_code_depnum_ccdc_archive 'CCDC 1554897'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
Bromo-(ethoxy-(thieno[3,2-b]thiophen-2-yl)-carbene)-tetracarbonyl-rhenium
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H8 Br O5 Re S2'
_chemical_formula_sum            'C13 H8 Br O5 Re S2'
_chemical_formula_weight         574.42

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_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+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   7.3951(4)
_cell_length_b                   14.2116(10)
_cell_length_c                   15.5998(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1639.48(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9232
_cell_measurement_theta_min      2.612
_cell_measurement_theta_max      28.272

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.327
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.380
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.220
_exptl_absorpt_coefficient_mu    10.121
_shelx_estimated_absorpt_T_min   0.114
_shelx_estimated_absorpt_T_max   0.214
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.273
_exptl_absorpt_correction_T_max  0.746
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ' I\mS  micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            78470
_diffrn_reflns_av_unetI/netI     0.0322
_diffrn_reflns_av_R_equivalents  0.0950
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.611
_diffrn_reflns_theta_max         28.347
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4087
_reflns_number_gt                3946
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.748
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    1.000

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
'Refined as a 2-component inversion twin., Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0220P)²+4.5301P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.406(13)
_chemical_absolute_configuration .
_refine_ls_number_reflns         4087
_refine_ls_number_parameters     201
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0287
_refine_ls_R_factor_gt           0.0269
_refine_ls_wR_factor_ref         0.0617
_refine_ls_wR_factor_gt          0.0612
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.984
_refine_diff_density_min         -2.154
_refine_diff_density_rms         0.190

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
Re1 Re 0.68311(4) 0.68851(2) 0.21922(2) 0.01230(8) Uani 1 1 d . . . . .
Br1 Br 0.95932(10) 0.80469(5) 0.22209(5) 0.02292(16) Uani 1 1 d . . . . .
S1 S 0.6995(3) 0.70828(11) 0.52815(10) 0.0149(4) Uani 1 1 d . . . . .
S2 S 0.7177(3) 0.99998(13) 0.51645(12) 0.0201(4) Uani 1 1 d . . . . .
O1 O 0.6429(12) 0.7591(4) 0.0304(4) 0.040(2) Uani 1 1 d . . . . .
O2 O 0.9718(9) 0.5386(5) 0.1609(4) 0.0325(15) Uani 1 1 d . . . . .
O3 O 0.3857(8) 0.5431(4) 0.1884(4) 0.0259(14) Uani 1 1 d . . . . .
O4 O 0.3972(8) 0.8395(4) 0.2735(4) 0.0233(12) Uani 1 1 d . . . . .
O5 O 0.7171(7) 0.5852(3) 0.3981(3) 0.0154(11) Uani 1 1 d . . . . .
C1 C 0.6588(13) 0.7301(6) 0.0981(5) 0.0233(18) Uani 1 1 d . . . . .
C2 C 0.8693(11) 0.5921(6) 0.1833(5) 0.0184(17) Uani 1 1 d . . . . .
C3 C 0.4956(12) 0.5976(6) 0.2029(5) 0.0195(17) Uani 1 1 d . . . . .
C4 C 0.5012(11) 0.7861(5) 0.2538(5) 0.0159(16) Uani 1 1 d . . . . .
C5 C 0.7154(10) 0.6637(5) 0.3566(4) 0.0139(15) Uani 1 1 d . U . . .
C6 C 0.7150(10) 0.7382(5) 0.4190(5) 0.0105(15) Uani 1 1 d . . . . .
C7 C 0.7251(9) 0.8363(5) 0.4082(4) 0.0101(14) Uani 1 1 d . U . . .
H7 H 0.7353 0.8669 0.3543 0.012 Uiso 1 1 calc R U . . .
C8 C 0.7185(9) 0.8827(5) 0.4861(5) 0.0131(14) Uani 1 1 d . . . . .
C9 C 0.7016(10) 0.8244(5) 0.5568(4) 0.0141(14) Uani 1 1 d . . . . .
C10 C 0.6888(12) 0.8736(5) 0.6356(5) 0.0203(15) Uani 1 1 d . . . . .
H10 H 0.6761 0.8445 0.6901 0.024 Uiso 1 1 calc R U . . .
C11 C 0.6973(12) 0.9686(5) 0.6224(5) 0.0209(16) Uani 1 1 d . . . . .
H11 H 0.6924 1.0132 0.6677 0.025 Uiso 1 1 calc R U . . .
C12 C 0.7084(12) 0.4934(5) 0.3572(5) 0.0181(16) Uani 1 1 d . . . . .
H12A H 0.8117 0.4848 0.3177 0.022 Uiso 1 1 calc R U . . .
H12B H 0.5947 0.4868 0.3243 0.022 Uiso 1 1 calc R U . . .
C13 C 0.7156(11) 0.4224(5) 0.4283(5) 0.0171(16) Uani 1 1 d . . . . .
H13A H 0.7068 0.3589 0.4041 0.026 Uiso 1 1 calc R U . . .
H13B H 0.6145 0.4330 0.4677 0.026 Uiso 1 1 calc R U . . .
H13C H 0.8301 0.4288 0.4593 0.026 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C3 1.912(9) . ?
Re1 C1 1.987(8) . ?
Re1 C4 2.006(8) . ?
Re1 C2 2.022(8) . ?
Re1 C5 2.185(7) . ?
Re1 Br1 2.6268(8) . ?
S1 C9 1.710(7) . ?
S1 C6 1.759(7) . ?
S2 C11 1.719(8) . ?
S2 C8 1.733(7) . ?
O1 C1 1.140(10) . ?
O2 C2 1.129(10) . ?
O3 C3 1.146(10) . ?
O4 C4 1.124(10) . ?
O5 C5 1.289(8) . ?
O5 C12 1.453(8) . ?
C5 C6 1.439(10) . ?
C6 C7 1.406(9) . ?
C7 C8 1.382(9) . ?
C7 H7 0.9500 . ?
C8 C9 1.385(10) . ?
C9 C10 1.416(10) . ?
C10 C11 1.367(11) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.499(9) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
C3 Re1 C1 90.5(3) . . ?
C3 Re1 C4 91.0(3) . . ?
C1 Re1 C4 89.4(3) . . ?
C3 Re1 C2 90.0(3) . . ?
C1 Re1 C2 90.0(3) . . ?
C4 Re1 C2 178.9(3) . . ?
C3 Re1 C5 95.8(3) . . ?
C1 Re1 C5 172.0(3) . . ?
C4 Re1 C5 85.5(3) . . ?
C2 Re1 C5 95.0(3) . . ?
C3 Re1 Br1 172.2(2) . . ?
C1 Re1 Br1 84.2(3) . . ?
C4 Re1 Br1 94.7(2) . . ?
C2 Re1 Br1 84.3(2) . . ?
C5 Re1 Br1 89.99(19) . . ?
C9 S1 C6 91.1(3) . . ?
C11 S2 C8 90.8(4) . . ?
C5 O5 C12 123.8(5) . . ?
O1 C1 Re1 176.0(7) . . ?
O2 C2 Re1 178.1(7) . . ?
O3 C3 Re1 176.2(7) . . ?
O4 C4 Re1 178.7(7) . . ?
O5 C5 C6 107.3(6) . . ?
O5 C5 Re1 129.3(5) . . ?
C6 C5 Re1 123.0(5) . . ?
C7 C6 C5 130.5(7) . . ?
C7 C6 S1 111.0(5) . . ?
C5 C6 S1 118.5(5) . . ?
C8 C7 C6 111.5(6) . . ?
C8 C7 H7 124.3 . . ?
C6 C7 H7 124.3 . . ?
C7 C8 C9 114.8(6) . . ?
C7 C8 S2 134.3(6) . . ?
C9 C8 S2 110.9(5) . . ?
C8 C9 C10 113.8(6) . . ?
C8 C9 S1 111.6(5) . . ?
C10 C9 S1 134.6(6) . . ?
C11 C10 C9 110.7(6) . . ?
C11 C10 H10 124.6 . . ?
C9 C10 H10 124.6 . . ?
C10 C11 S2 113.9(5) . . ?
C10 C11 H11 123.1 . . ?
S2 C11 H11 123.1 . . ?
O5 C12 C13 106.2(6) . . ?
O5 C12 H12A 110.5 . . ?
C13 C12 H12A 110.5 . . ?
O5 C12 H12B 110.5 . . ?
C13 C12 H12B 110.5 . . ?
H12A C12 H12B 108.7 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C12 O5 C5 C6 176.6(7) . . . . ?
C12 O5 C5 Re1 4.2(10) . . . . ?
O5 C5 C6 C7 175.3(7) . . . . ?
Re1 C5 C6 C7 -11.7(11) . . . . ?
O5 C5 C6 S1 -4.7(8) . . . . ?
Re1 C5 C6 S1 168.2(4) . . . . ?
C9 S1 C6 C7 1.3(6) . . . . ?
C9 S1 C6 C5 -178.7(6) . . . . ?
C5 C6 C7 C8 179.4(7) . . . . ?
S1 C6 C7 C8 -0.6(8) . . . . ?
C6 C7 C8 C9 -0.7(9) . . . . ?
C6 C7 C8 S2 -177.6(6) . . . . ?
C11 S2 C8 C7 177.6(8) . . . . ?
C11 S2 C8 C9 0.6(6) . . . . ?
C7 C8 C9 C10 -178.0(7) . . . . ?
S2 C8 C9 C10 -0.3(9) . . . . ?
C7 C8 C9 S1 1.7(8) . . . . ?
S2 C8 C9 S1 179.3(4) . . . . ?
C6 S1 C9 C8 -1.6(6) . . . . ?
C6 S1 C9 C10 177.9(9) . . . . ?
C8 C9 C10 C11 -0.3(11) . . . . ?
S1 C9 C10 C11 -179.8(7) . . . . ?
C9 C10 C11 S2 0.7(11) . . . . ?
C8 S2 C11 C10 -0.8(8) . . . . ?
C5 O5 C12 C13 179.5(7) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ZL225F2_2_0ma
_database_code_depnum_ccdc_archive 'CCDC 1554898'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
Bromo-(ethoxy-(thieno[2,3-b]thiophen-2-yl)-carbene)-tetracarbonyl-rhenium
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H8 Br O5 Re S2'
_chemical_formula_sum            'C13 H8 Br O5 Re S2'
_chemical_formula_weight         574.42

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_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+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.2340(9)
_cell_length_b                   6.4087(4)
_cell_length_c                   16.2660(8)
_cell_angle_alpha                90
_cell_angle_beta                 116.6180(17)
_cell_angle_gamma                90
_cell_volume                     1606.13(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9740
_cell_measurement_theta_min      2.505
_cell_measurement_theta_max      32.366

_exptl_crystal_description       irregular-fragment
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.376
_exptl_crystal_F_000             1072
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.169
_exptl_crystal_size_min          0.163
_exptl_absorpt_coefficient_mu    10.331
_shelx_estimated_absorpt_T_min   0.239
_shelx_estimated_absorpt_T_max   0.284
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5714
_exptl_absorpt_correction_T_max  0.7905
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           ?

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'I\ms micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon 100 CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            84514
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0828
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_h_max       26
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.505
_diffrn_reflns_theta_max         32.648
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5897
_reflns_number_gt                4884
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       'Bruker APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'Bruker SHELXTS (Sheldrick, 2015)'
_computing_structure_refinement  'Bruker SHELXTL, SHELXL-2014 (Sheldrick, 2015)'
_computing_molecular_graphics    
; ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  
'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          ?

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+5.6196P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5897
_refine_ls_number_parameters     200
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0468
_refine_ls_R_factor_gt           0.0315
_refine_ls_wR_factor_ref         0.0520
_refine_ls_wR_factor_gt          0.0487
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.060
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         1.503
_refine_diff_density_min         -1.733
_refine_diff_density_rms         0.189

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
Re1 Re 0.15121(2) 0.67551(2) 0.68830(2) 0.01257(3) Uani 1 1 d . . . . .
O1 O 0.00588(17) 0.4433(5) 0.71694(19) 0.0310(6) Uani 1 1 d . . . . .
Br1 Br 0.24257(2) 0.33079(6) 0.74754(2) 0.02236(7) Uani 1 1 d . . . . .
S1 S 0.42667(5) 0.97669(15) 0.73737(6) 0.02176(18) Uani 1 1 d . . . . .
C1 C 0.0585(2) 0.5276(6) 0.7065(2) 0.0198(7) Uani 1 1 d . . . . .
S2 S 0.60579(6) 0.99440(17) 0.91509(7) 0.0282(2) Uani 1 1 d . . . . .
O2 O 0.08864(17) 0.4473(4) 0.49916(18) 0.0283(6) Uani 1 1 d . . . . .
C2 C 0.1117(2) 0.5330(6) 0.5658(2) 0.0196(7) Uani 1 1 d . . . . .
C3 C 0.0747(2) 0.9099(6) 0.6370(2) 0.0176(6) Uani 1 1 d . . . . .
O3 O 0.02626(16) 1.0437(4) 0.60719(17) 0.0259(6) Uani 1 1 d . . . . .
C4 C 0.1901(2) 0.8092(5) 0.8117(2) 0.0178(6) Uani 1 1 d . . . . .
O4 O 0.20800(17) 0.8875(4) 0.87936(18) 0.0255(6) Uani 1 1 d . . . . .
O5 O 0.26048(14) 0.9169(4) 0.60725(16) 0.0181(5) Uani 1 1 d . . . . .
C5 C 0.26035(19) 0.8192(5) 0.6786(2) 0.0146(6) Uani 1 1 d . . . . .
C6 C 0.34747(19) 0.8284(5) 0.7519(2) 0.0158(6) Uani 1 1 d . . . . .
C7 C 0.3803(2) 0.7401(5) 0.8388(2) 0.0169(6) Uani 1 1 d . . . . .
H7 H 0.347294 0.653779 0.858836 0.020 Uiso 1 1 calc R U . . .
C8 C 0.4681(2) 0.7922(5) 0.8942(2) 0.0175(7) Uani 1 1 d . . . . .
C9 C 0.5004(2) 0.9198(6) 0.8476(2) 0.0198(7) Uani 1 1 d . . . . .
C10 C 0.6071(2) 0.8526(6) 1.0074(3) 0.0239(7) Uani 1 1 d . . . . .
H10 H 0.656253 0.844958 1.065819 0.029 Uiso 1 1 calc R U . . .
C11 C 0.5313(2) 0.7548(5) 0.9875(2) 0.0206(7) Uani 1 1 d . . . . .
H11 H 0.521093 0.671545 1.030004 0.025 Uiso 1 1 calc R U . . .
C12 C 0.1816(2) 0.9569(6) 0.5232(2) 0.0222(7) Uani 1 1 d . . . . .
H12A H 0.137562 1.025581 0.537435 0.027 Uiso 1 1 calc R U . . .
H12B H 0.156999 0.824634 0.490374 0.027 Uiso 1 1 calc R U . . .
C13 C 0.2068(3) 1.0972(7) 0.4652(3) 0.0280(8) Uani 1 1 d . . . . .
H13A H 0.250852 1.027903 0.452343 0.042 Uiso 1 1 calc R U . . .
H13B H 0.230425 1.227867 0.498308 0.042 Uiso 1 1 calc R U . . .
H13C H 0.155580 1.127366 0.407230 0.042 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C3 1.925(4) . ?
Re1 C1 1.991(3) . ?
Re1 C4 2.002(4) . ?
Re1 C2 2.013(4) . ?
Re1 C5 2.163(3) . ?
Re1 Br1 2.6322(4) . ?
O1 C1 1.132(4) . ?
S1 C9 1.709(4) . ?
S1 C6 1.764(3) . ?
S2 C9 1.716(3) . ?
S2 C10 1.746(4) . ?
O2 C2 1.117(4) . ?
C3 O3 1.142(4) . ?
C4 O4 1.119(4) . ?
O5 C5 1.319(4) . ?
O5 C12 1.456(4) . ?
C5 C6 1.441(4) . ?
C6 C7 1.386(5) . ?
C7 C8 1.411(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.391(5) . ?
C8 C11 1.438(5) . ?
C10 C11 1.350(5) . ?
C10 H10 0.9500 . ?
C11 H11 0.9500 . ?
C12 C13 1.501(5) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?

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
C3 Re1 C1 89.77(14) . . ?
C3 Re1 C4 87.53(14) . . ?
C1 Re1 C4 89.13(13) . . ?
C3 Re1 C2 93.60(14) . . ?
C1 Re1 C2 89.61(14) . . ?
C4 Re1 C2 178.30(14) . . ?
C3 Re1 C5 94.91(13) . . ?
C1 Re1 C5 174.81(13) . . ?
C4 Re1 C5 88.86(12) . . ?
C2 Re1 C5 92.31(12) . . ?
C3 Re1 Br1 174.17(10) . . ?
C1 Re1 Br1 86.23(10) . . ?
C4 Re1 Br1 96.64(10) . . ?
C2 Re1 Br1 82.14(10) . . ?
C5 Re1 Br1 89.25(9) . . ?
C9 S1 C6 90.08(16) . . ?
O1 C1 Re1 179.9(4) . . ?
C9 S2 C10 90.44(17) . . ?
O2 C2 Re1 177.2(3) . . ?
O3 C3 Re1 176.7(3) . . ?
O4 C4 Re1 176.8(3) . . ?
C5 O5 C12 122.7(2) . . ?
O5 C5 C6 107.3(3) . . ?
O5 C5 Re1 127.6(2) . . ?
C6 C5 Re1 125.1(2) . . ?
C7 C6 C5 128.7(3) . . ?
C7 C6 S1 111.7(2) . . ?
C5 C6 S1 119.6(2) . . ?
C6 C7 C8 112.7(3) . . ?
C6 C7 H7 123.6 . . ?
C8 C7 H7 123.6 . . ?
C9 C8 C7 111.6(3) . . ?
C9 C8 C11 112.0(3) . . ?
C7 C8 C11 136.4(3) . . ?
C8 C9 S1 113.9(2) . . ?
C8 C9 S2 112.5(3) . . ?
S1 C9 S2 133.5(2) . . ?
C11 C10 S2 113.4(3) . . ?
C11 C10 H10 123.3 . . ?
S2 C10 H10 123.3 . . ?
C10 C11 C8 111.7(3) . . ?
C10 C11 H11 124.2 . . ?
C8 C11 H11 124.2 . . ?
O5 C12 C13 106.5(3) . . ?
O5 C12 H12A 110.4 . . ?
C13 C12 H12A 110.4 . . ?
O5 C12 H12B 110.4 . . ?
C13 C12 H12B 110.4 . . ?
H12A C12 H12B 108.6 . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?

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
C12 O5 C5 C6 -173.7(3) . . . . ?
C12 O5 C5 Re1 5.0(4) . . . . ?
O5 C5 C6 C7 -176.8(3) . . . . ?
Re1 C5 C6 C7 4.4(5) . . . . ?
O5 C5 C6 S1 5.9(4) . . . . ?
Re1 C5 C6 S1 -172.84(16) . . . . ?
C9 S1 C6 C7 -0.8(3) . . . . ?
C9 S1 C6 C5 176.9(3) . . . . ?
C5 C6 C7 C8 -176.7(3) . . . . ?
S1 C6 C7 C8 0.7(4) . . . . ?
C6 C7 C8 C9 -0.2(4) . . . . ?
C6 C7 C8 C11 176.4(4) . . . . ?
C7 C8 C9 S1 -0.4(4) . . . . ?
C11 C8 C9 S1 -177.9(2) . . . . ?
C7 C8 C9 S2 177.4(2) . . . . ?
C11 C8 C9 S2 0.0(4) . . . . ?
C6 S1 C9 C8 0.7(3) . . . . ?
C6 S1 C9 S2 -176.5(3) . . . . ?
C10 S2 C9 C8 0.1(3) . . . . ?
C10 S2 C9 S1 177.4(3) . . . . ?
C9 S2 C10 C11 -0.2(3) . . . . ?
S2 C10 C11 C8 0.2(4) . . . . ?
C9 C8 C11 C10 -0.1(4) . . . . ?
C7 C8 C11 C10 -176.7(4) . . . . ?
C5 O5 C12 C13 171.7(3) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ZL301F2_0m
_database_code_depnum_ccdc_archive 'CCDC 1554900'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
(Ethoxy-(thieno[3,2-b]thiophen-2-yl)-carbene)-nonacarbonyl-dirhenium
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H8 O10 Re2 S2'
_chemical_formula_sum            'C18 H8 O10 Re2 S2'
_chemical_formula_weight         820.76

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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.6861(4)
_cell_length_b                   12.7974(5)
_cell_length_c                   17.8103(8)
_cell_angle_alpha                90
_cell_angle_beta                 104.336(2)
_cell_angle_gamma                90
_cell_volume                     2138.96(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9684
_cell_measurement_theta_min      2.361
_cell_measurement_theta_max      33.132

_exptl_crystal_description       irregular-fragment
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.549
_exptl_crystal_F_000             1512
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.190
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    11.557
_shelx_estimated_absorpt_T_min   0.311
_shelx_estimated_absorpt_T_max   0.649
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.276
_exptl_absorpt_correction_T_max  0.639
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ' I\mS  micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 10.24
_diffrn_reflns_number            99281
_diffrn_reflns_av_unetI/netI     0.0368
_diffrn_reflns_av_R_equivalents  0.0947
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.199
_diffrn_reflns_theta_max         30.507
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6527
_reflns_number_gt                5552
_reflns_threshold_expression     'I > 2σ(I)'

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
;

_computing_data_collection       'APEX2 (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          
;
 
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0149P)²+3.0535P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6527
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0247
_refine_ls_wR_factor_ref         0.0531
_refine_ls_wR_factor_gt          0.0497
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.066
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         1.206
_refine_diff_density_min         -1.877
_refine_diff_density_rms         0.193

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
Re1 Re 0.33359(2) 0.39903(2) 0.80965(2) 0.01522(4) Uani 1 1 d . . . . .
Re2 Re 0.62013(2) 0.43942(2) 0.76640(2) 0.01395(4) Uani 1 1 d . . . . .
S1 S 0.27096(11) 0.41504(8) 0.53105(6) 0.0230(2) Uani 1 1 d . . . . .
S2 S 0.25844(11) 0.73311(8) 0.48683(6) 0.0263(2) Uani 1 1 d . . . . .
O1 O 0.0586(3) 0.3535(2) 0.86086(18) 0.0286(6) Uani 1 1 d . . . . .
O2 O 0.5184(3) 0.2301(2) 0.91771(17) 0.0329(7) Uani 1 1 d . . . . .
O3 O 0.2405(3) 0.2363(2) 0.67622(16) 0.0271(6) Uani 1 1 d . . . . .
O4 O 0.1932(3) 0.5710(2) 0.69006(16) 0.0250(6) Uani 1 1 d . . . . .
O5 O 0.4326(3) 0.5747(2) 0.93404(17) 0.0293(6) Uani 1 1 d . . . . .
O6 O 0.7411(3) 0.4911(3) 0.94160(16) 0.0336(7) Uani 1 1 d . . . . .
O7 O 0.7548(3) 0.2241(2) 0.82690(17) 0.0288(6) Uani 1 1 d . . . . .
O8 O 0.8963(3) 0.5074(2) 0.72481(17) 0.0298(7) Uani 1 1 d . . . . .
O9 O 0.5104(3) 0.6690(2) 0.76091(16) 0.0267(6) Uani 1 1 d . . . . .
O10 O 0.4890(3) 0.30528(19) 0.61757(15) 0.0198(5) Uani 1 1 d . . . . .
C1 C 0.1609(4) 0.3710(3) 0.8426(2) 0.0214(7) Uani 1 1 d . . . . .
C2 C 0.4518(4) 0.2919(3) 0.8793(2) 0.0224(8) Uani 1 1 d . . . . .
C3 C 0.2795(4) 0.2946(3) 0.7252(2) 0.0196(7) Uani 1 1 d . . . . .
C4 C 0.2441(4) 0.5086(3) 0.7334(2) 0.0185(7) Uani 1 1 d . . . . .
C5 C 0.3975(4) 0.5103(3) 0.8900(2) 0.0201(7) Uani 1 1 d . . . . .
C6 C 0.6972(4) 0.4728(3) 0.8775(2) 0.0202(7) Uani 1 1 d . . . . .
C7 C 0.7005(4) 0.2982(3) 0.7992(2) 0.0209(8) Uani 1 1 d . . . . .
C8 C 0.7930(4) 0.4804(3) 0.7382(2) 0.0196(7) Uani 1 1 d . . . . .
C9 C 0.5451(4) 0.5844(3) 0.7572(2) 0.0178(7) Uani 1 1 d . . . . .
C10 C 0.5086(4) 0.3985(3) 0.6522(2) 0.0149(7) Uani 1 1 d . . . . .
C11 C 0.4208(4) 0.4691(3) 0.5957(2) 0.0179(7) Uani 1 1 d . . . . .
C12 C 0.4325(4) 0.5760(3) 0.5848(2) 0.0174(7) Uani 1 1 d . . . . .
H12 H 0.5080 0.6188 0.6129 0.021 Uiso 1 1 calc R U . . .
C13 C 0.3162(4) 0.6121(3) 0.5260(2) 0.0192(7) Uani 1 1 d . . . . .
C14 C 0.2172(4) 0.5356(3) 0.4930(2) 0.0205(7) Uani 1 1 d . . . . .
C15 C 0.0961(4) 0.5740(3) 0.4373(2) 0.0278(9) Uani 1 1 d . . . . .
H15 H 0.0192 0.5319 0.4099 0.033 Uiso 1 1 calc R U . . .
C16 C 0.1055(5) 0.6785(4) 0.4287(2) 0.0303(9) Uani 1 1 d . . . . .
H16 H 0.0347 0.7183 0.3940 0.036 Uiso 1 1 calc R U . . .
C17 C 0.5455(4) 0.2074(3) 0.6529(2) 0.0209(7) Uani 1 1 d . . . . .
H17A H 0.5199 0.1972 0.7028 0.025 Uiso 1 1 calc R U . . .
H17B H 0.6506 0.2059 0.6622 0.025 Uiso 1 1 calc R U . . .
C18 C 0.4786(5) 0.1238(3) 0.5957(2) 0.0273(9) Uani 1 1 d . . . . .
H18A H 0.5025 0.1365 0.5461 0.041 Uiso 1 1 calc R U . . .
H18B H 0.3749 0.1255 0.5880 0.041 Uiso 1 1 calc R U . . .
H18C H 0.5149 0.0552 0.6158 0.041 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C1 1.938(4) . ?
Re1 C3 1.984(4) . ?
Re1 C4 1.995(4) . ?
Re1 C5 2.006(4) . ?
Re1 C2 2.007(4) . ?
Re1 Re2 3.1020(2) . ?
Re2 C8 1.936(4) . ?
Re2 C6 1.981(4) . ?
Re2 C9 1.985(4) . ?
Re2 C7 1.997(4) . ?
Re2 C10 2.118(3) . ?
S1 C14 1.714(4) . ?
S1 C11 1.756(4) . ?
S2 C16 1.731(5) . ?
S2 C13 1.734(4) . ?
O1 C1 1.139(5) . ?
O2 C2 1.136(5) . ?
O3 C3 1.138(5) . ?
O4 C4 1.135(4) . ?
O5 C5 1.129(5) . ?
O6 C6 1.139(5) . ?
O7 C7 1.137(5) . ?
O8 C8 1.138(4) . ?
O9 C9 1.141(4) . ?
O10 C10 1.335(4) . ?
O10 C17 1.447(4) . ?
C10 C11 1.459(5) . ?
C11 C12 1.391(5) . ?
C12 C13 1.412(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.394(5) . ?
C14 C15 1.423(5) . ?
C15 C16 1.352(6) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 C18 1.508(5) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?

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 Re1 C3 91.11(16) . . ?
C1 Re1 C4 94.25(15) . . ?
C3 Re1 C4 88.20(15) . . ?
C1 Re1 C5 92.98(16) . . ?
C3 Re1 C5 175.47(15) . . ?
C4 Re1 C5 89.56(15) . . ?
C1 Re1 C2 95.12(16) . . ?
C3 Re1 C2 90.67(16) . . ?
C4 Re1 C2 170.58(15) . . ?
C5 Re1 C2 90.89(15) . . ?
C1 Re1 Re2 176.62(11) . . ?
C3 Re1 Re2 90.50(10) . . ?
C4 Re1 Re2 88.77(11) . . ?
C5 Re1 Re2 85.51(11) . . ?
C2 Re1 Re2 81.89(11) . . ?
C8 Re2 C6 93.70(15) . . ?
C8 Re2 C9 92.78(15) . . ?
C6 Re2 C9 85.44(15) . . ?
C8 Re2 C7 91.20(16) . . ?
C6 Re2 C7 83.08(15) . . ?
C9 Re2 C7 168.06(15) . . ?
C8 Re2 C10 94.98(14) . . ?
C6 Re2 C10 171.31(14) . . ?
C9 Re2 C10 93.59(14) . . ?
C7 Re2 C10 97.27(14) . . ?
C8 Re2 Re1 173.82(11) . . ?
C6 Re2 Re1 85.79(11) . . ?
C9 Re2 Re1 81.04(11) . . ?
C7 Re2 Re1 94.85(11) . . ?
C10 Re2 Re1 85.53(9) . . ?
C14 S1 C11 91.47(18) . . ?
C16 S2 C13 91.3(2) . . ?
C10 O10 C17 125.3(3) . . ?
O1 C1 Re1 178.8(4) . . ?
O2 C2 Re1 178.8(4) . . ?
O3 C3 Re1 176.1(3) . . ?
O4 C4 Re1 179.9(4) . . ?
O5 C5 Re1 178.4(3) . . ?
O6 C6 Re2 179.4(4) . . ?
O7 C7 Re2 170.9(3) . . ?
O8 C8 Re2 176.7(3) . . ?
O9 C9 Re2 171.9(3) . . ?
O10 C10 C11 104.0(3) . . ?
O10 C10 Re2 130.2(2) . . ?
C11 C10 Re2 125.5(2) . . ?
C12 C11 C10 130.7(3) . . ?
C12 C11 S1 112.3(3) . . ?
C10 C11 S1 117.0(3) . . ?
C11 C12 C13 110.3(3) . . ?
C11 C12 H12 124.9 . . ?
C13 C12 H12 124.9 . . ?
C14 C13 C12 115.0(3) . . ?
C14 C13 S2 109.7(3) . . ?
C12 C13 S2 135.1(3) . . ?
C13 C14 C15 114.5(4) . . ?
C13 C14 S1 110.8(3) . . ?
C15 C14 S1 134.7(3) . . ?
C16 C15 C14 110.7(4) . . ?
C16 C15 H15 124.7 . . ?
C14 C15 H15 124.7 . . ?
C15 C16 S2 113.8(3) . . ?
C15 C16 H16 123.1 . . ?
S2 C16 H16 123.1 . . ?
O10 C17 C18 105.5(3) . . ?
O10 C17 H17A 110.6 . . ?
C18 C17 H17A 110.6 . . ?
O10 C17 H17B 110.6 . . ?
C18 C17 H17B 110.6 . . ?
H17A C17 H17B 108.8 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?

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
C17 O10 C10 C11 -175.0(3) . . . . ?
C17 O10 C10 Re2 -1.1(5) . . . . ?
O10 C10 C11 C12 -154.5(4) . . . . ?
Re2 C10 C11 C12 31.2(6) . . . . ?
O10 C10 C11 S1 27.7(4) . . . . ?
Re2 C10 C11 S1 -146.6(2) . . . . ?
C14 S1 C11 C12 -3.3(3) . . . . ?
C14 S1 C11 C10 174.8(3) . . . . ?
C10 C11 C12 C13 -175.6(4) . . . . ?
S1 C11 C12 C13 2.2(4) . . . . ?
C11 C12 C13 C14 0.5(5) . . . . ?
C11 C12 C13 S2 176.1(3) . . . . ?
C16 S2 C13 C14 0.3(3) . . . . ?
C16 S2 C13 C12 -175.4(4) . . . . ?
C12 C13 C14 C15 176.3(3) . . . . ?
S2 C13 C14 C15 -0.4(4) . . . . ?
C12 C13 C14 S1 -3.0(4) . . . . ?
S2 C13 C14 S1 -179.67(19) . . . . ?
C11 S1 C14 C13 3.5(3) . . . . ?
C11 S1 C14 C15 -175.5(4) . . . . ?
C13 C14 C15 C16 0.4(5) . . . . ?
S1 C14 C15 C16 179.3(3) . . . . ?
C14 C15 C16 S2 -0.1(5) . . . . ?
C13 S2 C16 C15 -0.1(3) . . . . ?
C10 O10 C17 C18 172.3(3) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_mo_ZL225F3_0m
_database_code_depnum_ccdc_archive 'CCDC 1554895'
_audit_update_record             
;
2017-06-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        
(Thieno[2,3-b]thiophen-2,5-diyl)-bis[(ethoxy-carbene)-nonacarbonyl-dirhenium]
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H12 O20 Re4 S2'
_chemical_formula_sum            'C30 H12 O20 Re4 S2'
_chemical_formula_weight         1501.32

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'
Re Re -1.0185 7.2310 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_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+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   10.1212(7)
_cell_length_b                   13.5273(11)
_cell_length_c                   14.1208(12)
_cell_angle_alpha                90
_cell_angle_beta                 96.857(4)
_cell_angle_gamma                90
_cell_volume                     1919.5(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    9978
_cell_measurement_theta_min      2.631
_cell_measurement_theta_max      27.144

_exptl_crystal_description       blade
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.598
_exptl_crystal_F_000             1368
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    12.760
_shelx_estimated_absorpt_T_min   0.091
_shelx_estimated_absorpt_T_max   0.629
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.108
_exptl_absorpt_correction_T_max  0.430
_exptl_absorpt_process_details   'SADABS (Bruker, 2015)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ' I\mS  micro focus'
_diffrn_measurement_device_type  'Bruker kappa Photon CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_reflns_number            16102
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_av_R_equivalents  0.0608
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.348
_diffrn_reflns_theta_max         27.099
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4222
_reflns_number_gt                3715

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX2 (Bruker, 2015)'
_computing_cell_refinement       'SAINT (Bruker, 2015)'
_computing_data_reduction        'SAINT (Bruker, 2015)'
_computing_structure_solution    'SHELXTS (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXTL, SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    
;
 ORTEP-3 for Windows (Farrugia, 1997), POV-RAY (Cason, 2004),
 Mercury (Macrae et al., 2008)
;
_computing_publication_material  'SHELXL-2014, PLATON (Spek, 2009)'

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0172P)²+6.2386P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     intrinsic-phasing
_atom_sites_solution_secondary   .
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4222
_refine_ls_number_parameters     290
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0303
_refine_ls_wR_factor_ref         0.0589
_refine_ls_wR_factor_gt          0.0563
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_restrained_S_all      1.061
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

_refine_diff_density_max         0.985
_refine_diff_density_min         -1.432
_refine_diff_density_rms         0.168

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
Re1 Re 0.09765(2) 0.70207(2) 0.71347(2) 0.02416(7) Uani 1 1 d . . . . .
Re2 Re 0.15826(2) 0.78578(2) 0.52192(2) 0.02161(7) Uani 1 1 d . . . . .
S1 S 0.5244(3) 0.5957(2) 0.6354(2) 0.0241(6) Uani 0.5 1 d . . P . .
S1A S 0.3623(3) 0.6098(2) 0.4137(2) 0.0251(6) Uani 0.5 1 d . . P . .
O1 O 0.0333(4) 0.6336(3) 0.9102(3) 0.0389(10) Uani 1 1 d . . . . .
O2 O 0.3771(4) 0.7769(4) 0.8028(3) 0.0460(12) Uani 1 1 d . . . . .
O3 O -0.0268(5) 0.9112(4) 0.7280(4) 0.0639(16) Uani 1 1 d . . . . .
O4 O -0.1708(4) 0.6261(4) 0.6056(4) 0.0514(12) Uani 1 1 d . . . . .
O5 O 0.2256(4) 0.5028(3) 0.6576(3) 0.0399(10) Uani 1 1 d . . . . .
O6 O 0.2087(5) 0.8627(4) 0.3246(3) 0.0503(12) Uani 1 1 d . . . . .
O7 O 0.2056(8) 0.9909(4) 0.6198(4) 0.081(2) Uani 1 1 d . . . . .
O8 O -0.1446(5) 0.8373(4) 0.4981(4) 0.0559(14) Uani 1 1 d . . . . .
O9 O 0.0579(4) 0.5803(3) 0.4420(3) 0.0413(11) Uani 1 1 d . . . . .
O10 O 0.4455(4) 0.7994(3) 0.6098(3) 0.0379(10) Uani 1 1 d . . . . .
C1 C 0.0575(6) 0.6579(4) 0.8366(4) 0.0319(13) Uani 1 1 d . . . . .
C2 C 0.2759(6) 0.7511(4) 0.7696(4) 0.0296(12) Uani 1 1 d . . . . .
C3 C 0.0175(6) 0.8346(5) 0.7250(5) 0.0386(15) Uani 1 1 d . . . . .
C4 C -0.0743(6) 0.6542(4) 0.6450(5) 0.0336(14) Uani 1 1 d . . . . .
C5 C 0.1816(5) 0.5751(4) 0.6788(4) 0.0282(12) Uani 1 1 d . . . . .
C6 C 0.1898(6) 0.8349(4) 0.3984(4) 0.0318(13) Uani 1 1 d . . . . .
C7 C 0.1929(7) 0.9161(5) 0.5850(4) 0.0376(14) Uani 1 1 d . . . . .
C8 C -0.0328(6) 0.8192(5) 0.5050(4) 0.0340(13) Uani 1 1 d . . . . .
C9 C 0.1016(5) 0.6532(4) 0.4720(4) 0.0295(12) Uani 1 1 d . . . . .
C10 C 0.3573(5) 0.7437(4) 0.5592(3) 0.0214(11) Uani 1 1 d . . . . .
C11 C 0.4151(5) 0.6489(4) 0.5356(4) 0.0282(12) Uani 1 1 d . . . . .
C12 C 0.3901(11) 0.5837(9) 0.4670(9) 0.026(2) Uani 0.5 1 d . . P . .
H12 H 0.3242 0.5931 0.4139 0.031 Uiso 0.5 1 calc R U P . .
C12A C 0.5099(10) 0.5886(8) 0.5762(8) 0.021(2) Uani 0.5 1 d . . P . .
H12A H 0.5597 0.6016 0.6363 0.025 Uiso 0.5 1 calc R U P . .
C13 C 0.4706(16) 0.4981(10) 0.4796(8) 0.020(3) Uani 0.5 1 d . . P . .
C14 C 0.5428(14) 0.4964(11) 0.5668(9) 0.019(3) Uani 0.5 1 d . . P . .
C15 C 0.5784(9) 0.8002(7) 0.6333(8) 0.028(3) Uani 0.554(12) 1 d . . P A 1
H15A H 0.6242 0.7800 0.5783 0.034 Uiso 0.554(12) 1 calc R U P A 1
H15B H 0.6044 0.7544 0.6870 0.034 Uiso 0.554(12) 1 calc R U P A 1
C16 C 0.6154(7) 0.9101(5) 0.6633(6) 0.056(2) Uani 0.554(12) 1 d . . P A 1
H16A H 0.7116 0.9152 0.6814 0.084 Uiso 0.554(12) 1 calc R U P A 1
H16B H 0.5885 0.9544 0.6096 0.084 Uiso 0.554(12) 1 calc R U P A 1
H16C H 0.5689 0.9288 0.7176 0.084 Uiso 0.554(12) 1 calc R U P A 1
C15A C 0.4626(13) 0.8935(9) 0.6324(10) 0.033(4) Uani 0.446(12) 1 d . . P A 2
H15C H 0.4112 0.9107 0.6855 0.040 Uiso 0.446(12) 1 calc R U P A 2
H15D H 0.4317 0.9358 0.5770 0.040 Uiso 0.446(12) 1 calc R U P A 2
C16A C 0.6154(7) 0.9101(5) 0.6633(6) 0.056(2) Uani 0.446(12) 1 d . . P A 2
H16D H 0.6313 0.9796 0.6807 0.084 Uiso 0.446(12) 1 calc R U P A 2
H16E H 0.6448 0.8680 0.7183 0.084 Uiso 0.446(12) 1 calc R U P A 2
H16F H 0.6652 0.8930 0.6102 0.084 Uiso 0.446(12) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

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
Re1 C1 1.927(6) . ?
Re1 C3 1.982(6) . ?
Re1 C2 1.995(6) . ?
Re1 C4 1.995(6) . ?
Re1 C5 2.003(6) . ?
Re1 Re2 3.0612(4) . ?
Re2 C6 1.928(6) . ?
Re2 C8 1.973(6) . ?
Re2 C9 1.986(6) . ?
Re2 C7 1.987(6) . ?
Re2 C10 2.099(5) . ?
S1 C11 1.831(6) . ?
S1A C14 1.732(15) 3_666 ?
S1A C11 1.818(6) . ?
O1 C1 1.144(7) . ?
O2 C2 1.130(7) . ?
O3 C3 1.132(7) . ?
O4 C4 1.131(7) . ?
O5 C5 1.129(7) . ?
O6 C6 1.144(7) . ?
O7 C7 1.125(7) . ?
O8 C8 1.150(7) . ?
O9 C9 1.142(7) . ?
O10 C10 1.313(6) . ?
O10 C15A 1.319(13) . ?
O10 C15 1.346(10) . ?
C10 C11 1.464(7) . ?
C11 C12 1.312(12) . ?
C11 C12A 1.336(12) . ?
C12 C13 1.416(17) . ?
C12 H12 0.9500 . ?
C12A C13 1.439(16) 3_666 ?
C12A H12A 0.9500 . ?
C13 C14 1.36(2) . ?
C13 C12A 1.439(16) 3_666 ?
C13 S1 2.065(12) 3_666 ?
C14 C12 1.393(18) 3_666 ?
C14 S1A 1.732(15) 3_666 ?
C15 C16 1.578(11) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15A C16A 1.571(14) . ?
C15A H15C 0.9900 . ?
C15A H15D 0.9900 . ?
C16A H16D 0.9800 . ?
C16A H16E 0.9800 . ?
C16A H16F 0.9800 . ?

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 Re1 C3 94.2(3) . . ?
C1 Re1 C2 91.3(2) . . ?
C3 Re1 C2 91.5(3) . . ?
C1 Re1 C4 94.1(2) . . ?
C3 Re1 C4 89.5(2) . . ?
C2 Re1 C4 174.4(2) . . ?
C1 Re1 C5 95.5(2) . . ?
C3 Re1 C5 170.2(2) . . ?
C2 Re1 C5 89.5(2) . . ?
C4 Re1 C5 88.5(2) . . ?
C1 Re1 Re2 176.32(17) . . ?
C3 Re1 Re2 82.25(19) . . ?
C2 Re1 Re2 87.77(15) . . ?
C4 Re1 Re2 86.95(18) . . ?
C5 Re1 Re2 88.02(15) . . ?
C6 Re2 C8 94.4(3) . . ?
C6 Re2 C9 93.5(2) . . ?
C8 Re2 C9 85.8(2) . . ?
C6 Re2 C7 93.5(2) . . ?
C8 Re2 C7 88.2(3) . . ?
C9 Re2 C7 171.1(2) . . ?
C6 Re2 C10 93.6(2) . . ?
C8 Re2 C10 171.9(2) . . ?
C9 Re2 C10 94.1(2) . . ?
C7 Re2 C10 90.9(2) . . ?
C6 Re2 Re1 177.34(17) . . ?
C8 Re2 Re1 83.95(18) . . ?
C9 Re2 Re1 84.24(17) . . ?
C7 Re2 Re1 88.60(17) . . ?
C10 Re2 Re1 88.03(13) . . ?
C14 S1A C11 89.8(5) 3_666 . ?
C10 O10 C15A 138.4(7) . . ?
C10 O10 C15 137.2(6) . . ?
O1 C1 Re1 178.6(5) . . ?
O2 C2 Re1 178.4(5) . . ?
O3 C3 Re1 177.2(7) . . ?
O4 C4 Re1 179.1(6) . . ?
O5 C5 Re1 178.0(5) . . ?
O6 C6 Re2 179.0(6) . . ?
O7 C7 Re2 176.4(7) . . ?
O8 C8 Re2 177.7(6) . . ?
O9 C9 Re2 173.9(5) . . ?
O10 C10 C11 111.3(5) . . ?
O10 C10 Re2 123.4(4) . . ?
C11 C10 Re2 125.3(4) . . ?
C12 C11 C12A 88.4(8) . . ?
C12 C11 C10 135.2(7) . . ?
C12A C11 C10 136.3(7) . . ?
C12 C11 S1A 25.4(5) . . ?
C12A C11 S1A 110.1(6) . . ?
C10 C11 S1A 112.9(4) . . ?
C12 C11 S1 110.5(6) . . ?
C12A C11 S1 24.9(5) . . ?
C10 C11 S1 112.9(4) . . ?
S1A C11 S1 134.1(3) . . ?
C11 C12 C13 113.6(10) . . ?
C11 C12 H12 123.2 . . ?
C13 C12 H12 123.2 . . ?
C11 C12A C13 113.7(10) . 3_666 ?
C11 C12A H12A 123.2 . . ?
C13 C12A H12A 123.2 3_666 . ?
C14 C13 C12 111.6(10) . . ?
C14 C13 C12A 112.9(10) . 3_666 ?
C12 C13 C12A 135.5(11) . 3_666 ?
C14 C13 C12 47.7(7) . 3_666 ?
C12 C13 C12 157.8(9) . 3_666 ?
C12A C13 C12 66.1(8) 3_666 3_666 ?
C14 C13 S1 130.0(9) . 3_666 ?
C12 C13 S1 118.2(9) . 3_666 ?
C12A C13 S1 18.5(5) 3_666 3_666 ?
C12 C13 S1 82.3(6) 3_666 3_666 ?
C13 C14 C12 86.2(10) . 3_666 ?
C13 C14 S1A 112.7(9) . 3_666 ?
C12 C14 S1A 29.0(6) 3_666 3_666 ?
O10 C15 C16 105.8(7) . . ?
O10 C15 H15A 110.6 . . ?
C16 C15 H15A 110.6 . . ?
O10 C15 H15B 110.6 . . ?
C16 C15 H15B 110.6 . . ?
H15A C15 H15B 108.7 . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
O10 C15A C16A 107.6(9) . . ?
O10 C15A H15C 110.2 . . ?
C16A C15A H15C 110.2 . . ?
O10 C15A H15D 110.2 . . ?
C16A C15A H15D 110.2 . . ?
H15C C15A H15D 108.5 . . ?
C15A C16A H16D 109.5 . . ?
C15A C16A H16E 109.5 . . ?
H16D C16A H16E 109.5 . . ?
C15A C16A H16F 109.5 . . ?
H16D C16A H16F 109.5 . . ?
H16E C16A H16F 109.5 . . ?

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
C15A O10 C10 C11 160.9(11) . . . . ?
C15 O10 C10 C11 13.0(10) . . . . ?
C15A O10 C10 Re2 -20.8(12) . . . . ?
C15 O10 C10 Re2 -168.7(8) . . . . ?
O10 C10 C11 C12 -153.8(9) . . . . ?
Re2 C10 C11 C12 27.9(12) . . . . ?
O10 C10 C11 C12A 31.1(11) . . . . ?
Re2 C10 C11 C12A -147.2(8) . . . . ?
O10 C10 C11 S1A -138.7(4) . . . . ?
Re2 C10 C11 S1A 43.1(6) . . . . ?
O10 C10 C11 S1 41.5(6) . . . . ?
Re2 C10 C11 S1 -136.8(3) . . . . ?
C14 S1A C11 C12 -25.0(13) 3_666 . . . ?
C14 S1A C11 C12A 7.9(8) 3_666 . . . ?
C14 S1A C11 C10 -179.6(6) 3_666 . . . ?
C14 S1A C11 S1 0.2(7) 3_666 . . . ?
C12A C11 C12 C13 0.9(12) . . . . ?
C10 C11 C12 C13 -175.7(9) . . . . ?
S1A C11 C12 C13 150.2(19) . . . . ?
S1 C11 C12 C13 -10.7(12) . . . . ?
C12 C11 C12A C13 4.1(11) . . . 3_666 ?
C10 C11 C12A C13 -179.3(9) . . . 3_666 ?
S1A C11 C12A C13 -9.4(11) . . . 3_666 ?
S1 C11 C12A C13 157.4(18) . . . 3_666 ?
C11 C12 C13 C14 8.7(15) . . . . ?
C11 C12 C13 C12A -174.1(15) . . . 3_666 ?
C11 C12 C13 C12 -10(3) . . . 3_666 ?
C11 C12 C13 S1 -165.9(8) . . . 3_666 ?
C12 C13 C14 C12 -170.5(12) . . . 3_666 ?
C12A C13 C14 C12 11.7(11) 3_666 . . 3_666 ?
S1 C13 C14 C12 3.3(12) 3_666 . . 3_666 ?
C12 C13 C14 S1A 177.6(12) . . . 3_666 ?
C12A C13 C14 S1A -0.2(13) 3_666 . . 3_666 ?
C12 C13 C14 S1A -11.9(6) 3_666 . . 3_666 ?
S1 C13 C14 S1A -8.6(14) 3_666 . . 3_666 ?
C10 O10 C15 C16 159.3(6) . . . . ?
C10 O10 C15A C16A -158.7(7) . . . . ?


_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
