# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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. 
# 
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data_ylee71
_database_code_depnum_ccdc_archive 'CCDC 1418839'
# end Validation Reply Form

_audit_update_record             
;
2015-11-17 deposited with the CCDC.
2015-11-17 downloaded from the CCDC.
;

# TITLE: A [3Fe-3S]3+ cluster with exclusively \m-sulfide donors
# Yousoon Lee, Ie-Rang Jeon, Khalil A. Abboud, Ricardo Garc\'ia-Serres, Jason
# Shearer, and Leslie J. Murray

# old CCDC code 1418839


# start Validation Reply Form
_vrf_CHEMW03_ylee71              
;
PROBLEM: WARNING: The ratio of given/expected molecular weight as
RESPONSE: Contributions of the disordered solvent to the total intensity 
were removed by program /PLATONSQUEEZE.
;
_vrf_PLAT601_ylee71              
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of . 282 Ang3
RESPONSE: Contributions of the disordered solvent to the total intensity 
were removed by program /PLATONSQUEEZE.
;
_vrf_PLAT043_ylee71              
;
PROBLEM: Calculated and Reported Mol. Weight Differ by .. 78.10 Check
RESPONSE: Contributions of the disordered solvent to the total intensity 
were removed by program /PLATONSQUEEZE.
;
_vrf_PLAT250_ylee71              
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor .... 5.4 Note
RESPONSE: The structure exhibits whole molecule disorder that could not be
 resolved. Thus the eleongated ellipsoids in the direction perpendicular to the
 missor symmetry plane.
;
# publcif _publ_body_element loop end

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C69 H87 Fe3 N6 S3'
_chemical_formula_weight         1264.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.1246 0.1234 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      hexagonal
_space_group_IT_number           176
_space_group_name_H-M_alt        'P 63/m'
_space_group_name_Hall           '-P 6c'

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

_cell_length_a                   16.8444(10)
_cell_length_b                   16.8444(10)
_cell_length_c                   12.6713(8)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     3113.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9961
_cell_measurement_theta_min      2.0
_cell_measurement_theta_max      28.0


_exptl_crystal_description       needles
_exptl_crystal_colour            green
_exptl_crystal_density_meas      .
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.348
_exptl_crystal_F_000             1338
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.392
_exptl_crystal_size_mid          0.075
_exptl_crystal_size_min          0.069
_exptl_absorpt_coefficient_mu    0.837
_shelx_estimated_absorpt_T_min   0.735
_shelx_estimated_absorpt_T_max   0.945
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.8578
_exptl_absorpt_correction_T_max  0.9618
_exptl_absorpt_process_details   
'based on measured indexed crystal faces, Bruker SHELXTL2014 (Sheldrick, 2014)'

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker APEX-II DUO'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?

_diffrn_reflns_number            48177
_diffrn_reflns_av_unetI/netI     0.0183
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.396
_diffrn_reflns_theta_max         27.497
_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             2495
_reflns_number_gt                1938
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_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       'Bruker APEX2 (Bruker, 2014)'
_computing_cell_refinement       'Bruker APEX2 (Bruker, 2014)'
_computing_data_reduction        'Bruker Apex2 SAINT (Bruker, 2014)'
_computing_structure_solution    'SHELXL2014/7, Sheldrick G. M. 2014'
_computing_structure_refinement  'SHELXL2014/7, Sheldrick G. M. 2014'
_computing_molecular_graphics    'XP in SHELXTL-plus, Bruker 2014'
_computing_publication_material  'SHELXL2014/7, Sheldrick, G. M. 2014'

_refine_special_details          
; 
All H atoms were positioned geometrically ( C---H = 0.93/1.00 Å) and 
allowed to ride with Uiso(H)= 1.2/1.5Ueq(C). 
Methyl ones were allowed to rotate around the corresponding C---C. 

The asymmetric unit consists of a 1/6 Fe3 complex located on a -6 symmetry
 element, a 1/6 benzene solvent molecule also located on a -6 symmetry element
 and another benzene molecule located on a mirror plane.  The solvent molecule
 located on a -6 symmetry was significantly disordered and could not be modeled
 properly, thus program SQUEEZE, a part of the PLATON package of
 crystallographic software, was used to calculate the solvent disorder area and
 remove its contribution to the overall intensity data.  All displacement
 ellipsoids seem to have elongated in the c-axis direction. As a result, a lower
 symmetry model in space group P63 was refined but it showed the same
 characteristic. There is a good possibility that we have a whole molecule
 disorder but it is not enough to resolve into two parts.  Thus our reported
 model is that of the higher symmetry P63/m and the complex refined in one part.
  

;


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0771P)²+1.6048P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2495
_refine_ls_number_parameters     129
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0591
_refine_ls_R_factor_gt           0.0444
_refine_ls_wR_factor_ref         0.1284
_refine_ls_wR_factor_gt          0.1218
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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
Fe1 Fe 0.70073(3) 0.23021(3) 0.7500 0.03298(19) Uani 1 2 d S T P . .
S1 S 0.55423(5) 0.18335(5) 0.7500 0.0371(3) Uani 1 2 d S T P . .
N1 N 0.72165(11) 0.16558(11) 0.62982(19) 0.0338(5) Uani 1 1 d . . . . .
C1 C 0.71663(14) 0.18999(14) 0.5193(2) 0.0371(6) Uani 1 1 d . . . . .
H1A H 0.6706 0.1347 0.4811 0.044 Uiso 1 1 calc R U . . .
H1B H 0.7768 0.2116 0.4850 0.044 Uiso 1 1 calc R U . . .
C2 C 0.74052(13) 0.09881(13) 0.6489(2) 0.0372(6) Uani 1 1 d . . . . .
C3 C 0.7483(2) 0.0696(2) 0.7500 0.0376(9) Uani 1 2 d S T P . .
H3A H 0.7612 0.0208 0.7500 0.045 Uiso 1 2 calc R U P . .
C4 C 0.75573(18) 0.05105(16) 0.5563(3) 0.0473(7) Uani 1 1 d . . . . .
H4A H 0.7008 0.0228 0.5119 0.071 Uiso 1 1 calc R U . . .
H4B H 0.7681 0.0036 0.5825 0.071 Uiso 1 1 calc R U . . .
H4C H 0.8081 0.0959 0.5147 0.071 Uiso 1 1 calc R U . . .
C5 C 0.69061(13) 0.26462(13) 0.5109(2) 0.0338(6) Uani 1 1 d . . . . .
C6 C 0.59755(14) 0.24032(13) 0.5102(2) 0.0326(5) Uani 1 1 d . . . . .
C7 C 0.52352(15) 0.13963(14) 0.5036(2) 0.0388(6) Uani 1 1 d . . . . .
H7A H 0.5447 0.1018 0.5404 0.047 Uiso 1 1 calc R U . . .
H7B H 0.4674 0.1306 0.5394 0.047 Uiso 1 1 calc R U . . .
C8 C 0.50140(16) 0.10866(16) 0.3894(3) 0.0462(7) Uani 1 1 d . . . . .
H8A H 0.4551 0.0434 0.3872 0.069 Uiso 1 1 calc R U . . .
H8B H 0.5571 0.1184 0.3536 0.069 Uiso 1 1 calc R U . . .
H8C H 0.4777 0.1442 0.3538 0.069 Uiso 1 1 calc R U . . .
C9 C 0.8219(2) 0.1487(2) 0.2500 0.0622(14) Uani 1 2 d S T P . .
H9A H 0.8671 0.2119 0.2500 0.075 Uiso 1 2 calc R U P . .
C10 C 0.7310(2) 0.1233(2) 0.2500 0.0461(10) Uani 1 2 d S T P . .
H10A H 0.7130 0.1685 0.2500 0.055 Uiso 1 2 calc R U P . .
C11 C 0.6658(2) 0.0312(2) 0.2500 0.0434(9) Uani 1 2 d S T P . .
H11A H 0.6025 0.0128 0.2500 0.052 Uiso 1 2 calc R U P . .
C12 C 0.6923(2) -0.0343(2) 0.2500 0.0498(11) Uani 1 2 d S T P . .
H12A H 0.6472 -0.0975 0.2500 0.060 Uiso 1 2 calc R U P . .
C13 C 0.7831(3) -0.0084(2) 0.2500 0.0722(17) Uani 1 2 d S T P . .
H13A H 0.8014 -0.0534 0.2500 0.087 Uiso 1 2 calc R U P . .
C14 C 0.8486(2) 0.0843(2) 0.2500 0.084(2) Uani 1 2 d S T P . .
H14A H 0.9120 0.1029 0.2500 0.101 Uiso 1 2 calc R U P . .


_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
Fe1 N1 2.003(2) 10_557 ?
Fe1 N1 2.003(2) . ?
Fe1 S1 2.1828(8) . ?
Fe1 S1 2.1911(8) 2_655 ?
S1 Fe1 2.1910(8) 3_665 ?
N1 C2 1.335(3) . ?
N1 C1 1.474(4) . ?
C1 C5 1.528(3) . ?
C1 H1A 0.9900 . ?
C1 H1B 0.9900 . ?
C2 C3 1.402(3) . ?
C2 C4 1.514(4) . ?
C3 C2 1.402(3) 10_557 ?
C3 H3A 0.9500 . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C5 C6 1.404(3) 2_655 ?
C5 C6 1.408(3) . ?
C6 C5 1.404(3) 3_665 ?
C6 C7 1.524(3) . ?
C7 C8 1.520(4) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C14 1.365(5) . ?
C9 C10 1.369(5) . ?
C9 H9A 0.9500 . ?
C10 C11 1.382(5) . ?
C10 H10A 0.9500 . ?
C11 C12 1.382(5) . ?
C11 H11A 0.9500 . ?
C12 C13 1.365(5) . ?
C12 H12A 0.9500 . ?
C13 C14 1.391(5) . ?
C13 H13A 0.9500 . ?
C14 H14A 0.9500 . ?

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
N1 Fe1 N1 98.98(11) 10_557 . ?
N1 Fe1 S1 106.13(5) 10_557 . ?
N1 Fe1 S1 106.13(5) . . ?
N1 Fe1 S1 106.49(5) 10_557 2_655 ?
N1 Fe1 S1 106.49(5) . 2_655 ?
S1 Fe1 S1 128.76(4) . 2_655 ?
Fe1 S1 Fe1 111.24(4) . 3_665 ?
C2 N1 C1 118.5(2) . . ?
C2 N1 Fe1 120.09(19) . . ?
C1 N1 Fe1 121.38(12) . . ?
N1 C1 C5 112.0(2) . . ?
N1 C1 H1A 109.2 . . ?
C5 C1 H1A 109.2 . . ?
N1 C1 H1B 109.2 . . ?
C5 C1 H1B 109.2 . . ?
H1A C1 H1B 107.9 . . ?
N1 C2 C3 124.3(2) . . ?
N1 C2 C4 118.9(2) . . ?
C3 C2 C4 116.8(2) . . ?
C2 C3 C2 132.2(3) 10_557 . ?
C2 C3 H3A 113.9 10_557 . ?
C2 C3 H3A 113.9 . . ?
C2 C4 H4A 109.5 . . ?
C2 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
C2 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
C6 C5 C6 120.43(19) 2_655 . ?
C6 C5 C1 119.68(17) 2_655 . ?
C6 C5 C1 119.79(17) . . ?
C5 C6 C5 119.56(19) 3_665 . ?
C5 C6 C7 120.62(18) 3_665 . ?
C5 C6 C7 119.76(18) . . ?
C8 C7 C6 111.0(2) . . ?
C8 C7 H7A 109.4 . . ?
C6 C7 H7A 109.4 . . ?
C8 C7 H7B 109.4 . . ?
C6 C7 H7B 109.4 . . ?
H7A C7 H7B 108.0 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C14 C9 C10 120.9(3) . . ?
C14 C9 H9A 119.5 . . ?
C10 C9 H9A 119.5 . . ?
C9 C10 C11 119.2(3) . . ?
C9 C10 H10A 120.4 . . ?
C11 C10 H10A 120.4 . . ?
C12 C11 C10 120.2(3) . . ?
C12 C11 H11A 119.9 . . ?
C10 C11 H11A 119.9 . . ?
C13 C12 C11 120.2(3) . . ?
C13 C12 H12A 119.9 . . ?
C11 C12 H12A 119.9 . . ?
C12 C13 C14 119.4(3) . . ?
C12 C13 H13A 120.3 . . ?
C14 C13 H13A 120.3 . . ?
C9 C14 C13 120.0(3) . . ?
C9 C14 H14A 120.0 . . ?
C13 C14 H14A 120.0 . . ?

_refine_diff_density_max         0.608
_refine_diff_density_min         -0.614
_refine_diff_density_rms         0.069


