# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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. 
# 
#######################################################################

data_Fedmit4BF4-12-30-12
_database_code_depnum_ccdc_archive 'CCDC 988776'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_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            'C20 H32 B2 F8 Fe N8 S4'
_chemical_formula_weight         742.24

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.022(2)
_cell_length_b                   21.648(4)
_cell_length_c                   12.825(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3337.7(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    17660
_cell_measurement_theta_min      2.5036
_cell_measurement_theta_max      30.2985

_exptl_crystal_description       prism
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.477
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.350
_exptl_crystal_size_min          0.300
_exptl_absorpt_coefficient_mu    0.773
_shelx_estimated_absorpt_T_min   0.722
_shelx_estimated_absorpt_T_max   0.801
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7293
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_absorpt_special_details   .
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 14.6199
_diffrn_reflns_number            26627
_diffrn_reflns_av_unetI/netI     0.0214
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.989
_diffrn_reflns_theta_max         25.250
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3026
_reflns_number_gt                2635
_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       'CrystalClear (Rigaku/MSC, 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Bradenburg, 1999)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0752P)²+1.8323P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0157(13)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3026
_refine_ls_number_parameters     233
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0481
_refine_ls_wR_factor_ref         0.1417
_refine_ls_wR_factor_gt          0.1305
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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 0.0000 0.37882(2) 0.7500 0.0499(2) Uani 1 2 d S T P . .
S1 S 0.16741(7) 0.32490(4) 0.73084(6) 0.0692(3) Uani 1 1 d . . . . .
S2 S 0.01925(6) 0.43662(4) 0.90401(6) 0.0626(3) Uani 1 1 d . . . . .
N1 N 0.2944(2) 0.35387(12) 0.8996(2) 0.0673(7) Uani 1 1 d . . . . .
N2 N 0.1715(2) 0.28374(12) 0.9334(2) 0.0663(6) Uani 1 1 d . . . . .
N3 N -0.1858(2) 0.49221(12) 0.8912(2) 0.0637(6) Uani 1 1 d . . . . .
N4 N -0.1801(2) 0.41727(12) 1.00157(19) 0.0662(6) Uani 1 1 d . . . . .
C1 C 0.2119(2) 0.32055(13) 0.8574(2) 0.0562(6) Uani 1 1 d . . . . .
C2 C 0.3047(3) 0.33721(19) 1.0036(3) 0.0822(10) Uani 1 1 d . . . . .
H2 H 0.3559 0.3532 1.0508 0.099 Uiso 1 1 calc R U . . .
C3 C 0.2292(3) 0.29471(18) 1.0237(3) 0.0824(10) Uani 1 1 d . . . . .
H3 H 0.2172 0.2756 1.0876 0.099 Uiso 1 1 calc R U . . .
C4 C 0.3627(4) 0.3985(2) 0.8442(4) 0.1012(13) Uani 1 1 d . . . . .
H4A H 0.4159 0.4162 0.8913 0.152 Uiso 1 1 calc R U . . .
H4B H 0.4012 0.3782 0.7882 0.152 Uiso 1 1 calc R U . . .
H4C H 0.3162 0.4306 0.8163 0.152 Uiso 1 1 calc R U . . .
C5 C 0.0802(4) 0.24010(18) 0.9203(4) 0.0944(12) Uani 1 1 d . . . . .
H5A H 0.0665 0.2193 0.9852 0.142 Uiso 1 1 calc R U . . .
H5B H 0.0144 0.2619 0.8993 0.142 Uiso 1 1 calc R U . . .
H5C H 0.0995 0.2103 0.8679 0.142 Uiso 1 1 calc R U . . .
C6 C -0.1183(2) 0.44918(12) 0.9324(2) 0.0563(6) Uani 1 1 d . . . . .
C7 C -0.2896(3) 0.48684(18) 0.9341(3) 0.0824(10) Uani 1 1 d . . . . .
H7 H -0.3514 0.5110 0.9184 0.099 Uiso 1 1 calc R U . . .
C8 C -0.2857(3) 0.44064(18) 1.0025(3) 0.0832(10) Uani 1 1 d . . . . .
H8 H -0.3444 0.4268 1.0436 0.100 Uiso 1 1 calc R U . . .
C9 C -0.1531(3) 0.53943(17) 0.8161(3) 0.0852(11) Uani 1 1 d . . . . .
H9A H -0.2164 0.5645 0.7989 0.128 Uiso 1 1 calc R U . . .
H9B H -0.0960 0.5650 0.8458 0.128 Uiso 1 1 calc R U . . .
H9C H -0.1253 0.5200 0.7541 0.128 Uiso 1 1 calc R U . . .
C10 C -0.1397(4) 0.36497(18) 1.0632(3) 0.0910(11) Uani 1 1 d . . . . .
H10A H -0.1987 0.3498 1.1068 0.137 Uiso 1 1 calc R U . . .
H10B H -0.1154 0.3327 1.0173 0.137 Uiso 1 1 calc R U . . .
H10C H -0.0786 0.3781 1.1060 0.137 Uiso 1 1 calc R U . . .
B1 B 0.0000 0.0809(3) 0.7500 0.0713(14) Uani 1 2 d S T P . .
B2 B 0.0000 0.2639(3) 0.2500 0.0787(16) Uani 1 2 d S T P . .
F1 F 0.0223(9) 0.0243(3) 0.7839(8) 0.162(4) Uani 0.5 1 d . . P . .
F11 F 0.0960(10) 0.1071(8) 0.7690(11) 0.207(7) Uani 0.5 1 d . . P . .
F2 F -0.0864(10) 0.1119(5) 0.7782(11) 0.181(7) Uani 0.5 1 d . . P . .
F22 F 0.0042(5) 0.0814(5) 0.6411(5) 0.137(3) Uani 0.5 1 d . . P . .
F3 F -0.0281(9) 0.2180(4) 0.3275(7) 0.139(3) Uani 0.5 1 d . . P . .
F4 F 0.1102(5) 0.2728(4) 0.2629(7) 0.145(3) Uani 0.5 1 d . . P . .
F4A F -0.0560(5) 0.3161(3) 0.2808(4) 0.1153(18) Uani 0.5 1 d . . P . .
F3A F -0.0304(8) 0.2431(4) 0.1595(6) 0.125(3) Uani 0.5 1 d . . 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 S1 2.3395(9) 3_556 ?
Fe1 S1 2.3395(9) . ?
Fe1 S2 2.3495(8) . ?
Fe1 S2 2.3496(8) 3_556 ?
S1 C1 1.711(3) . ?
S2 C6 1.715(3) . ?
N1 C1 1.340(4) . ?
N1 C2 1.387(5) . ?
N1 C4 1.454(5) . ?
N2 C1 1.350(4) . ?
N2 C3 1.370(4) . ?
N2 C5 1.457(5) . ?
N3 C6 1.344(4) . ?
N3 C7 1.369(4) . ?
N3 C9 1.459(4) . ?
N4 C6 1.348(4) . ?
N4 C8 1.366(4) . ?
N4 C10 1.464(4) . ?
C2 C3 1.318(6) . ?
C7 C8 1.331(5) . ?
B1 F2 1.288(9) . ?
B1 F11 1.309(10) . ?
B1 F1 1.326(8) . ?
B1 F22 1.398(6) . ?
B2 F3A 1.298(7) . ?
B2 F4 1.349(7) . ?
B2 F4A 1.373(7) . ?
B2 F3 1.444(10) . ?

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
S1 Fe1 S1 120.14(6) 3_556 . ?
S1 Fe1 S2 105.20(3) 3_556 . ?
S1 Fe1 S2 105.62(3) . . ?
S1 Fe1 S2 105.62(3) 3_556 3_556 ?
S1 Fe1 S2 105.20(3) . 3_556 ?
S2 Fe1 S2 115.64(5) . 3_556 ?
C1 S1 Fe1 101.33(9) . . ?
C6 S2 Fe1 99.68(9) . . ?
C1 N1 C2 108.3(3) . . ?
C1 N1 C4 125.3(3) . . ?
C2 N1 C4 126.3(3) . . ?
C1 N2 C3 109.0(3) . . ?
C1 N2 C5 124.8(3) . . ?
C3 N2 C5 126.2(3) . . ?
C6 N3 C7 109.5(3) . . ?
C6 N3 C9 125.6(3) . . ?
C7 N3 C9 124.8(3) . . ?
C6 N4 C8 109.2(3) . . ?
C6 N4 C10 124.7(3) . . ?
C8 N4 C10 126.1(3) . . ?
N1 C1 N2 107.0(3) . . ?
N1 C1 S1 125.8(2) . . ?
N2 C1 S1 127.2(2) . . ?
C3 C2 N1 107.9(3) . . ?
C2 C3 N2 107.7(3) . . ?
N3 C6 N4 106.3(3) . . ?
N3 C6 S2 127.5(2) . . ?
N4 C6 S2 126.2(2) . . ?
C8 C7 N3 107.2(3) . . ?
C7 C8 N4 107.8(3) . . ?
F2 B1 F11 115.6(9) . . ?
F2 B1 F1 123.5(8) . . ?
F11 B1 F1 99.3(9) . . ?
F2 B1 F22 107.7(8) . . ?
F11 B1 F22 98.6(6) . . ?
F1 B1 F22 109.2(8) . . ?
F3A B2 F4 115.9(5) . . ?
F3A B2 F4A 113.9(5) . . ?
F4 B2 F4A 109.2(7) . . ?
F3A B2 F3 108.1(7) . . ?
F4 B2 F3 104.1(6) . . ?
F4A B2 F3 104.7(5) . . ?

_refine_diff_density_max         0.453
_refine_diff_density_min         -0.334
_refine_diff_density_rms         0.055

####################################################################### 
# 
# 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_Fedmise4BF4-RT
_database_code_depnum_ccdc_archive 'CCDC 988777'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_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            'C20 H32 B2 F8 Fe N8 Se4'
_chemical_formula_weight         929.84

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'
B B 0.0013 0.0007 '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'
F F 0.0171 0.0103 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           60
_space_group_name_H-M_alt        'P b c n'
_space_group_name_Hall           '-P 2n 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+1/2, z+1/2'
'-x, y, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y-1/2, -z-1/2'
'x, -y, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   12.051(2)
_cell_length_b                   21.709(4)
_cell_length_c                   13.199(3)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3453.0(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    15737
_cell_measurement_theta_min      2.4740
_cell_measurement_theta_max      30.3175

_exptl_crystal_description       prism
_exptl_crystal_colour            'light green'
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.789
_exptl_crystal_F_000             1808
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.340
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    4.722
_shelx_estimated_absorpt_T_min   0.297
_shelx_estimated_absorpt_T_max   0.351
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7508
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_absorpt_special_details   .
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 14.6199
_diffrn_reflns_number            27724
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_av_R_equivalents  0.0403
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.473
_diffrn_reflns_theta_max         25.047
_diffrn_reflns_theta_full        25.047
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3060
_reflns_number_gt                2526
_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       'CrystalClear (Rigaku/MSC, 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Bradenburg, 1999)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0626P)²+6.2376P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0037(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3060
_refine_ls_number_parameters     229
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0476
_refine_ls_wR_factor_ref         0.1333
_refine_ls_wR_factor_gt          0.1211
_refine_ls_goodness_of_fit_ref   1.093
_refine_ls_restrained_S_all      1.093
_refine_ls_shift/su_max          0.001
_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 0.0000 0.12498(5) 0.7500 0.0540(3) Uani 1 2 d S T P . .
Se1 Se 0.17724(5) 0.17905(4) 0.77126(4) 0.0794(3) Uani 1 1 d . . . . .
Se2 Se 0.02465(5) 0.06663(3) 0.59213(4) 0.0649(2) Uani 1 1 d . . . . .
N2 N 0.1760(4) 0.2162(2) 0.5614(4) 0.0714(12) Uani 1 1 d . . . . .
N1 N 0.3031(4) 0.1486(2) 0.5946(4) 0.0702(12) Uani 1 1 d . . . . .
N3 N -0.1909(4) 0.0092(2) 0.6080(4) 0.0672(11) Uani 1 1 d . . . . .
N4 N -0.1870(4) 0.0811(2) 0.4954(3) 0.0667(11) Uani 1 1 d . . . . .
C1 C 0.2204(4) 0.1820(2) 0.6360(4) 0.0588(12) Uani 1 1 d . . . . .
C3 C 0.2281(7) 0.2035(4) 0.4713(5) 0.089(2) Uani 1 1 d . . . . .
H3A H 0.2111 0.2200 0.4081 0.107 Uiso 1 1 calc R U . . .
C2 C 0.3075(7) 0.1631(4) 0.4921(5) 0.094(2) Uani 1 1 d . . . . .
H2A H 0.3579 0.1472 0.4457 0.113 Uiso 1 1 calc R U . . .
C5 C 0.0819(7) 0.2584(4) 0.5719(7) 0.102(2) Uani 1 1 d . . . . .
H5A H 0.0961 0.2867 0.6263 0.153 Uiso 1 1 calc R U . . .
H5B H 0.0158 0.2353 0.5863 0.153 Uiso 1 1 calc R U . . .
H5C H 0.0722 0.2809 0.5099 0.153 Uiso 1 1 calc R U . . .
C4 C 0.3763(7) 0.1057(4) 0.6479(7) 0.109(3) Uani 1 1 d . . . . .
H4A H 0.4268 0.1284 0.6900 0.163 Uiso 1 1 calc R U . . .
H4B H 0.4176 0.0820 0.5994 0.163 Uiso 1 1 calc R U . . .
H4C H 0.3326 0.0785 0.6892 0.163 Uiso 1 1 calc R U . . .
C6 C -0.1245(5) 0.0512(2) 0.5645(4) 0.0595(12) Uani 1 1 d . . . . .
C7 C -0.2959(5) 0.0131(3) 0.5658(6) 0.0841(18) Uani 1 1 d . . . . .
H7A H -0.3569 -0.0111 0.5827 0.101 Uiso 1 1 calc R U . . .
C8 C -0.2936(5) 0.0579(3) 0.4968(5) 0.0844(18) Uani 1 1 d . . . . .
H8A H -0.3527 0.0710 0.4570 0.101 Uiso 1 1 calc R U . . .
C9 C -0.1581(6) -0.0363(3) 0.6846(5) 0.0868(19) Uani 1 1 d . . . . .
H9A H -0.1135 -0.0167 0.7355 0.130 Uiso 1 1 calc R U . . .
H9B H -0.1161 -0.0686 0.6529 0.130 Uiso 1 1 calc R U . . .
H9C H -0.2233 -0.0535 0.7154 0.130 Uiso 1 1 calc R U . . .
C10 C -0.1505(7) 0.1315(3) 0.4319(5) 0.092(2) Uani 1 1 d . . . . .
H10A H -0.0730 0.1268 0.4169 0.138 Uiso 1 1 calc R U . . .
H10B H -0.1621 0.1698 0.4666 0.138 Uiso 1 1 calc R U . . .
H10C H -0.1922 0.1314 0.3699 0.138 Uiso 1 1 calc R U . . .
B1 B 0.5000 0.2732(6) 0.7500 0.082(3) Uani 1 2 d S T P . .
B2 B 0.5000 0.9205(5) 0.7500 0.074(3) Uani 1 2 d S T P . .
F1 F 0.4884(8) 0.2404(4) 0.6671(4) 0.196(4) Uani 1 1 d . . . . .
F2 F 0.3900(10) 0.2878(10) 0.7478(14) 0.159(7) Uani 0.493(13) 1 d . . P A 1
F3 F 0.576(2) 0.8910(9) 0.708(3) 0.238(17) Uani 0.493(13) 1 d . . P A 1
F4 F 0.4731(17) 0.9769(5) 0.7229(13) 0.155(7) Uani 0.493(13) 1 d . . P A 1
F2A F 0.4416(12) 0.3236(6) 0.7802(8) 0.115(4) Uani 0.507(13) 1 d . . P A 2
F3A F 0.5005(14) 0.9164(9) 0.6477(9) 0.152(7) Uani 0.507(13) 1 d . . P A 2
F4A F 0.6002(15) 0.8944(14) 0.7686(17) 0.215(14) Uani 0.507(13) 1 d . . 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
Fe1 Se1 2.4533(9) . ?
Fe1 Se1 2.4533(9) 3_556 ?
Fe1 Se2 2.4566(8) . ?
Fe1 Se2 2.4566(8) 3_556 ?
Se1 C1 1.861(5) . ?
Se2 C6 1.864(6) . ?
N2 C1 1.343(7) . ?
N2 C3 1.373(9) . ?
N2 C5 1.465(9) . ?
N1 C1 1.348(7) . ?
N1 C2 1.389(8) . ?
N1 C4 1.464(9) . ?
N3 C6 1.342(7) . ?
N3 C7 1.385(8) . ?
N3 C9 1.468(8) . ?
N4 C6 1.349(7) . ?
N4 C8 1.381(8) . ?
N4 C10 1.446(8) . ?
C3 C2 1.327(11) . ?
C7 C8 1.332(10) . ?
B1 F1 1.313(9) 3_656 ?
B1 F1 1.313(9) . ?
B1 F2A 1.362(14) . ?
B1 F2A 1.362(14) 3_656 ?
B1 F2 1.363(13) . ?
B1 F2 1.363(13) 3_656 ?
B2 F3 1.248(15) 3_656 ?
B2 F3 1.248(15) . ?
B2 F4 1.317(14) 3_656 ?
B2 F4 1.317(14) . ?
B2 F3A 1.353(12) . ?
B2 F3A 1.353(12) 3_656 ?
B2 F4A 1.356(16) 3_656 ?
B2 F4A 1.356(16) . ?


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
Se1 Fe1 Se1 122.83(6) . 3_556 ?
Se1 Fe1 Se2 103.80(2) . . ?
Se1 Fe1 Se2 104.77(2) 3_556 . ?
Se1 Fe1 Se2 104.77(2) . 3_556 ?
Se1 Fe1 Se2 103.80(2) 3_556 3_556 ?
Se2 Fe1 Se2 117.91(5) . 3_556 ?
C1 Se1 Fe1 98.64(15) . . ?
C6 Se2 Fe1 98.14(15) . . ?
C1 N2 C3 110.0(6) . . ?
C1 N2 C5 125.8(6) . . ?
C3 N2 C5 124.1(6) . . ?
C1 N1 C2 107.5(6) . . ?
C1 N1 C4 126.4(6) . . ?
C2 N1 C4 126.1(7) . . ?
C6 N3 C7 109.4(5) . . ?
C6 N3 C9 126.3(5) . . ?
C7 N3 C9 124.3(5) . . ?
C6 N4 C8 109.5(5) . . ?
C6 N4 C10 125.9(5) . . ?
C8 N4 C10 124.5(6) . . ?
N2 C1 N1 107.1(5) . . ?
N2 C1 Se1 127.6(4) . . ?
N1 C1 Se1 125.3(4) . . ?
C2 C3 N2 106.4(6) . . ?
C3 C2 N1 108.9(6) . . ?
N3 C6 N4 106.4(5) . . ?
N3 C6 Se2 127.8(4) . . ?
N4 C6 Se2 125.7(4) . . ?
C8 C7 N3 107.5(5) . . ?
C7 C8 N4 107.2(6) . . ?
F1 B1 F1 114.4(12) 3_656 . ?
F1 B1 F2A 104.3(6) 3_656 . ?
F1 B1 F2A 128.7(7) . . ?
F1 B1 F2A 128.7(7) 3_656 3_656 ?
F1 B1 F2A 104.3(6) . 3_656 ?
F1 B1 F2 104.3(7) 3_656 . ?
F1 B1 F2 90.3(11) . . ?
F1 B1 F2 90.3(11) 3_656 3_656 ?
F1 B1 F2 104.3(7) . 3_656 ?
F3 B2 F3 118.4(19) 3_656 . ?
F3 B2 F4 122.5(17) 3_656 3_656 ?
F3 B2 F4 114.6(15) . 3_656 ?
F3 B2 F4 114.6(15) 3_656 . ?
F3 B2 F4 122.5(17) . . ?
F3A B2 F4A 78.3(11) . 3_656 ?
F3A B2 F4A 98.6(11) 3_656 3_656 ?
F3A B2 F4A 98.6(11) . . ?
F3A B2 F4A 78.3(11) 3_656 . ?

_refine_diff_density_max         0.595
_refine_diff_density_min         -0.557
_refine_diff_density_rms         0.080

####################################################################### 
# 
# 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_FeDMITCl
_database_code_depnum_ccdc_archive 'CCDC 988778'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_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            'C10 H16 Cl2 Fe N4 S2'
_chemical_formula_weight         383.14

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'
Cl Cl 0.1484 0.1585 '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'
S S 0.1246 0.1234 '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                   9.416(2)
_cell_length_b                   13.653(2)
_cell_length_c                   13.120(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.477(8)
_cell_angle_gamma                90
_cell_volume                     1590.1(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3251
_cell_measurement_theta_min      2.2218
_cell_measurement_theta_max      26.8140

_exptl_crystal_description       'rod fragment'
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.600
_exptl_crystal_F_000             784
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.330
_exptl_absorpt_coefficient_mu    1.538
_shelx_estimated_absorpt_T_min   0.551
_shelx_estimated_absorpt_T_max   0.631
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7264
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_absorpt_special_details   .
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 14.6199
_diffrn_reflns_number            9758
_diffrn_reflns_av_unetI/netI     0.0465
_diffrn_reflns_av_R_equivalents  0.0550
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.222
_diffrn_reflns_theta_max         25.158
_diffrn_reflns_theta_full        25.158
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             2844
_reflns_number_gt                2222
_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       'CrystalClear (Rigaku/MSC, 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Bradenburg, 1999)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0546P)²+15.2440P] 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         2844
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0945
_refine_ls_R_factor_gt           0.0734
_refine_ls_wR_factor_ref         0.1798
_refine_ls_wR_factor_gt          0.1576
_refine_ls_goodness_of_fit_ref   1.099
_refine_ls_restrained_S_all      1.099
_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 0.40932(10) 0.02186(7) 0.28987(7) 0.0269(3) Uani 1 1 d . . . . .
S1 S 0.32137(17) 0.03870(13) 0.43838(13) 0.0295(4) Uani 1 1 d . . . . .
S2 S 0.17763(19) 0.04259(14) 0.14341(13) 0.0332(4) Uani 1 1 d . . . . .
Cl1 Cl 0.57022(17) 0.14789(12) 0.28813(13) 0.0310(4) Uani 1 1 d . . . . .
Cl2 Cl 0.50770(19) -0.12552(13) 0.26364(14) 0.0341(4) Uani 1 1 d . . . . .
N1 N 0.0112(6) 0.0410(4) 0.3702(4) 0.0279(11) Uani 1 1 d . . . . .
C7 C 0.2039(7) -0.0353(5) 0.0487(5) 0.0286(14) Uani 1 1 d . . . . .
N4 N 0.2658(6) -0.0141(5) -0.0276(4) 0.0328(13) Uani 1 1 d . . . . .
N2 N 0.1066(6) -0.1048(4) 0.3828(4) 0.0287(12) Uani 1 1 d . . . . .
C9 C 0.2644(8) -0.0962(6) -0.0890(6) 0.0387(17) Uani 1 1 d . . . . .
H9 H 0.3017 -0.1005 -0.1486 0.046 Uiso 1 1 calc R U . . .
N3 N 0.1655(6) -0.1297(4) 0.0354(4) 0.0322(12) Uani 1 1 d . . . . .
C6 C 0.0954(9) -0.1854(6) 0.1013(7) 0.0439(18) Uani 1 1 d . . . . .
H6A H 0.1720 -0.2092 0.1649 0.066 Uiso 1 1 calc R U . . .
H6B H 0.0407 -0.2398 0.0602 0.066 Uiso 1 1 calc R U . . .
H6C H 0.0275 -0.1437 0.1219 0.066 Uiso 1 1 calc R U . . .
C4 C -0.0499(7) -0.1136(5) 0.3510(6) 0.0327(15) Uani 1 1 d . . . . .
H4 H -0.1062 -0.1737 0.3368 0.039 Uiso 1 1 calc R U . . .
C5 C -0.1067(7) -0.0242(5) 0.3441(5) 0.0325(15) Uani 1 1 d . . . . .
H5 H -0.2115 -0.0078 0.3243 0.039 Uiso 1 1 calc R U . . .
C2 C 0.1420(7) -0.0087(5) 0.3937(5) 0.0264(13) Uani 1 1 d . . . . .
C10 C 0.2015(8) -0.1688(6) -0.0503(6) 0.0376(16) Uani 1 1 d . . . . .
H10 H 0.1848 -0.2349 -0.0766 0.045 Uiso 1 1 calc R U . . .
C1 C 0.0010(8) 0.1479(5) 0.3676(7) 0.0400(17) Uani 1 1 d . . . . .
H1A H 0.0733 0.1743 0.4318 0.060 Uiso 1 1 calc R U . . .
H1B H -0.0985 0.1674 0.3639 0.060 Uiso 1 1 calc R U . . .
H1C H 0.0216 0.1721 0.3052 0.060 Uiso 1 1 calc R U . . .
C3 C 0.2140(8) -0.1845(6) 0.4052(6) 0.0383(16) Uani 1 1 d . . . . .
H3A H 0.2891 -0.1711 0.3724 0.057 Uiso 1 1 calc R U . . .
H3B H 0.1627 -0.2443 0.3763 0.057 Uiso 1 1 calc R U . . .
H3C H 0.2616 -0.1911 0.4820 0.057 Uiso 1 1 calc R U . . .
C8 C 0.3246(9) 0.0812(7) -0.0420(7) 0.048(2) Uani 1 1 d . . . . .
H8A H 0.2426 0.1240 -0.0786 0.072 Uiso 1 1 calc R U . . .
H8B H 0.3898 0.0743 -0.0844 0.072 Uiso 1 1 calc R U . . .
H8C H 0.3804 0.1082 0.0273 0.072 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
Fe1 Cl2 2.2887(19) . ?
Fe1 Cl1 2.2977(18) . ?
Fe1 S1 2.3688(18) . ?
Fe1 S2 2.3950(19) . ?
S1 C2 1.719(6) . ?
S2 C7 1.715(6) . ?
N1 C2 1.348(8) . ?
N1 C5 1.374(9) . ?
N1 C1 1.462(9) . ?
C7 N3 1.334(9) . ?
C7 N4 1.347(8) . ?
N4 C9 1.378(10) . ?
N4 C8 1.451(10) . ?
N2 C2 1.350(9) . ?
N2 C4 1.397(8) . ?
N2 C3 1.448(9) . ?
C9 C10 1.339(11) . ?
C9 H9 0.9600 . ?
N3 C10 1.385(9) . ?
N3 C6 1.463(9) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C4 C5 1.324(10) . ?
C4 H4 0.9600 . ?
C5 H5 0.9600 . ?
C10 H10 0.9600 . ?
C1 H1A 0.9600 . ?
C1 H1B 0.9600 . ?
C1 H1C 0.9600 . ?
C3 H3A 0.9600 . ?
C3 H3B 0.9600 . ?
C3 H3C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 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
Cl2 Fe1 Cl1 110.83(7) . . ?
Cl2 Fe1 S1 118.62(7) . . ?
Cl1 Fe1 S1 110.36(7) . . ?
Cl2 Fe1 S2 106.82(7) . . ?
Cl1 Fe1 S2 109.32(7) . . ?
S1 Fe1 S2 100.01(7) . . ?
C2 S1 Fe1 104.9(2) . . ?
C7 S2 Fe1 101.3(2) . . ?
C2 N1 C5 109.4(6) . . ?
C2 N1 C1 123.7(6) . . ?
C5 N1 C1 126.8(6) . . ?
N3 C7 N4 106.0(6) . . ?
N3 C7 S2 126.6(5) . . ?
N4 C7 S2 127.4(5) . . ?
C7 N4 C9 109.8(6) . . ?
C7 N4 C8 124.6(6) . . ?
C9 N4 C8 125.6(6) . . ?
C2 N2 C4 108.3(5) . . ?
C2 N2 C3 125.3(6) . . ?
C4 N2 C3 126.3(6) . . ?
C10 C9 N4 107.4(6) . . ?
C10 C9 H9 126.3 . . ?
N4 C9 H9 126.3 . . ?
C7 N3 C10 110.5(6) . . ?
C7 N3 C6 125.5(6) . . ?
C10 N3 C6 124.0(6) . . ?
N3 C6 H6A 109.5 . . ?
N3 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N3 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C5 C4 N2 107.6(6) . . ?
C5 C4 H4 126.2 . . ?
N2 C4 H4 126.2 . . ?
C4 C5 N1 107.8(6) . . ?
C4 C5 H5 126.1 . . ?
N1 C5 H5 126.1 . . ?
N1 C2 N2 106.9(5) . . ?
N1 C2 S1 127.4(5) . . ?
N2 C2 S1 125.6(5) . . ?
C9 C10 N3 106.4(7) . . ?
C9 C10 H10 126.8 . . ?
N3 C10 H10 126.8 . . ?
N1 C1 H1A 109.5 . . ?
N1 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
N1 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
N4 C8 H8A 109.5 . . ?
N4 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N4 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 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
Fe1 S2 C7 N3 90.7(6) . . . . ?
Fe1 S2 C7 N4 -89.9(6) . . . . ?
N3 C7 N4 C9 0.4(7) . . . . ?
S2 C7 N4 C9 -179.1(5) . . . . ?
N3 C7 N4 C8 -179.6(6) . . . . ?
S2 C7 N4 C8 1.0(10) . . . . ?
C7 N4 C9 C10 -0.1(8) . . . . ?
C8 N4 C9 C10 179.8(6) . . . . ?
N4 C7 N3 C10 -0.6(7) . . . . ?
S2 C7 N3 C10 178.9(5) . . . . ?
N4 C7 N3 C6 179.3(6) . . . . ?
S2 C7 N3 C6 -1.2(10) . . . . ?
C2 N2 C4 C5 -0.5(8) . . . . ?
C3 N2 C4 C5 176.8(6) . . . . ?
N2 C4 C5 N1 0.4(8) . . . . ?
C2 N1 C5 C4 -0.2(8) . . . . ?
C1 N1 C5 C4 176.4(7) . . . . ?
C5 N1 C2 N2 -0.1(7) . . . . ?
C1 N1 C2 N2 -176.9(6) . . . . ?
C5 N1 C2 S1 -176.0(5) . . . . ?
C1 N1 C2 S1 7.2(9) . . . . ?
C4 N2 C2 N1 0.4(7) . . . . ?
C3 N2 C2 N1 -177.0(6) . . . . ?
C4 N2 C2 S1 176.4(5) . . . . ?
C3 N2 C2 S1 -1.0(9) . . . . ?
Fe1 S1 C2 N1 -108.8(5) . . . . ?
Fe1 S1 C2 N2 76.0(6) . . . . ?
N4 C9 C10 N3 -0.2(8) . . . . ?
C7 N3 C10 C9 0.5(8) . . . . ?
C6 N3 C10 C9 -179.4(6) . . . . ?

_refine_diff_density_max         0.755
_refine_diff_density_min         -0.689
_refine_diff_density_rms         0.154

####################################################################### 
# 
# 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_FeCl2dmise2
_database_code_depnum_ccdc_archive 'CCDC 988779'
_audit_update_record             
;
2015-10-06 deposited with the CCDC.
2016-02-01 downloaded from the CCDC.
;

_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            'C10 H16 Cl2 Fe N4 Se2'
_chemical_formula_weight         476.94

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'
Cl Cl 0.1484 0.1585 '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'
Se Se -0.0929 2.2259 '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                   9.5166(19)
_cell_length_b                   13.693(3)
_cell_length_c                   13.279(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.25(3)
_cell_angle_gamma                90
_cell_volume                     1643.4(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    193(2)
_cell_measurement_reflns_used    6967
_cell_measurement_theta_min      2.7002
_cell_measurement_theta_max      26.3625

_exptl_crystal_description       'rod fragment'
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.928
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   .
_exptl_transmission_factor_max   .
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.210
_exptl_absorpt_coefficient_mu    5.664
_shelx_estimated_absorpt_T_min   0.273
_shelx_estimated_absorpt_T_max   0.383
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6991
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'REQAB, CrystalClear'
_exptl_absorpt_special_details   .
_diffrn_ambient_temperature      193(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Rigaku AFC8S'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 14.6199
_diffrn_reflns_number            15290
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0282
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.700
_diffrn_reflns_theta_max         26.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3351
_reflns_number_gt                3123
_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       'CrystalClear (Rigaku/MSC, 2006)'
_computing_cell_refinement       'CrystalClear (Rigaku/MSC, 2006)'
_computing_data_reduction        'CrystalClear (Rigaku/MSC, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'DIAMOND (Bradenburg, 1999)'
_computing_publication_material  'SHELXL-2014/7 (Sheldrick, 2014)'
_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)+(0.0307P)²+1.5829P] 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         3351
_refine_ls_number_parameters     176
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0299
_refine_ls_R_factor_gt           0.0277
_refine_ls_wR_factor_ref         0.0661
_refine_ls_wR_factor_gt          0.0642
_refine_ls_goodness_of_fit_ref   1.136
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.002
_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
Se1 Se 0.82276(3) 1.03725(2) 0.44762(2) 0.02231(8) Uani 1 1 d . . . . .
Se2 Se 0.67066(3) 1.04546(2) 0.14633(2) 0.02690(9) Uani 1 1 d . . . . .
Fe1 Fe 0.91167(4) 1.01981(3) 0.29116(3) 0.02133(10) Uani 1 1 d . . . . .
Cl1 Cl 1.07081(7) 1.14536(5) 0.28884(5) 0.02537(14) Uani 1 1 d . . . . .
Cl2 Cl 1.00119(7) 0.87135(5) 0.26090(5) 0.02937(15) Uani 1 1 d . . . . .
C2 C 0.6304(3) 0.98719(19) 0.39509(18) 0.0200(5) Uani 1 1 d . . . . .
N1 N 0.5026(2) 1.03732(16) 0.37074(18) 0.0233(5) Uani 1 1 d . . . . .
N2 N 0.5946(2) 0.89208(17) 0.38021(17) 0.0239(4) Uani 1 1 d . . . . .
C4 C 0.4426(3) 0.8825(2) 0.3453(2) 0.0289(6) Uani 1 1 d . . . . .
H4 H 0.3887 0.8232 0.3282 0.035 Uiso 1 1 calc R U . . .
C3 C 0.7008(3) 0.8118(2) 0.4010(2) 0.0320(6) Uani 1 1 d . . . . .
H3A H 0.7732 0.8238 0.3637 0.048 Uiso 1 1 calc R U . . .
H3B H 0.6485 0.7505 0.3758 0.048 Uiso 1 1 calc R U . . .
H3C H 0.7520 0.8073 0.4774 0.048 Uiso 1 1 calc R U . . .
C1 C 0.4911(3) 1.1438(2) 0.3697(2) 0.0321(6) Uani 1 1 d . . . . .
H1A H 0.5590 1.1703 0.4356 0.048 Uiso 1 1 calc R U . . .
H1B H 0.3895 1.1628 0.3637 0.048 Uiso 1 1 calc R U . . .
H1C H 0.5171 1.1699 0.3091 0.048 Uiso 1 1 calc R U . . .
C5 C 0.3846(3) 0.9729(2) 0.3400(2) 0.0278(6) Uani 1 1 d . . . . .
H5 H 0.2825 0.9893 0.3192 0.033 Uiso 1 1 calc R U . . .
N3 N 0.6644(2) 0.86524(17) 0.03411(17) 0.0254(5) Uani 1 1 d . . . . .
N4 N 0.7665(2) 0.98070(18) -0.02815(18) 0.0268(5) Uani 1 1 d . . . . .
C7 C 0.7028(3) 0.9597(2) 0.0462(2) 0.0235(5) Uani 1 1 d . . . . .
C6 C 0.5934(3) 0.8104(2) 0.0990(3) 0.0363(7) Uani 1 1 d . . . . .
H6A H 0.6692 0.7798 0.1582 0.054 Uiso 1 1 calc R U . . .
H6B H 0.5297 0.7597 0.0556 0.054 Uiso 1 1 calc R U . . .
H6C H 0.5334 0.8547 0.1266 0.054 Uiso 1 1 calc R U . . .
C8 C 0.8246(4) 1.0754(3) -0.0446(3) 0.0391(7) Uani 1 1 d . . . . .
H8A H 0.7424 1.1203 -0.0761 0.059 Uiso 1 1 calc R U . . .
H8B H 0.8844 1.0683 -0.0923 0.059 Uiso 1 1 calc R U . . .
H8C H 0.8863 1.1016 0.0237 0.059 Uiso 1 1 calc R U . . .
C10 C 0.7024(3) 0.8261(2) -0.0492(2) 0.0310(6) Uani 1 1 d . . . . .
H10 H 0.6864 0.7608 -0.0744 0.037 Uiso 1 1 calc R U . . .
C9 C 0.7666(3) 0.8980(2) -0.0879(2) 0.0335(6) Uani 1 1 d . . . . .
H9 H 0.8049 0.8930 -0.1457 0.040 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
Se1 C2 1.873(3) . ?
Se1 Fe1 2.4882(7) . ?
Se2 C7 1.869(3) . ?
Se2 Fe1 2.5140(10) . ?
Fe1 Cl2 2.2877(8) . ?
Fe1 Cl1 2.2978(8) . ?
C2 N1 1.345(3) . ?
C2 N2 1.345(3) . ?
N1 C5 1.385(4) . ?
N1 C1 1.463(3) . ?
N2 C4 1.380(3) . ?
N2 C3 1.460(3) . ?
C4 C5 1.348(4) . ?
N3 C7 1.340(4) . ?
N3 C10 1.376(3) . ?
N3 C6 1.458(4) . ?
N4 C7 1.342(3) . ?
N4 C9 1.382(4) . ?
N4 C8 1.453(4) . ?
C10 C9 1.343(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 Se1 Fe1 101.67(8) . . ?
C7 Se2 Fe1 98.24(8) . . ?
Cl2 Fe1 Cl1 112.29(3) . . ?
Cl2 Fe1 Se1 118.34(2) . . ?
Cl1 Fe1 Se1 109.71(3) . . ?
Cl2 Fe1 Se2 106.89(2) . . ?
Cl1 Fe1 Se2 109.42(3) . . ?
Se1 Fe1 Se2 99.09(2) . . ?
N1 C2 N2 106.9(2) . . ?
N1 C2 Se1 127.4(2) . . ?
N2 C2 Se1 125.60(19) . . ?
C2 N1 C5 109.6(2) . . ?
C2 N1 C1 124.8(2) . . ?
C5 N1 C1 125.5(2) . . ?
C2 N2 C4 109.4(2) . . ?
C2 N2 C3 124.9(2) . . ?
C4 N2 C3 125.7(2) . . ?
C5 C4 N2 107.4(2) . . ?
C4 C5 N1 106.7(2) . . ?
C7 N3 C10 110.0(2) . . ?
C7 N3 C6 125.9(2) . . ?
C10 N3 C6 124.1(3) . . ?
C7 N4 C9 109.2(2) . . ?
C7 N4 C8 125.6(2) . . ?
C9 N4 C8 125.2(2) . . ?
N3 C7 N4 106.7(2) . . ?
N3 C7 Se2 126.3(2) . . ?
N4 C7 Se2 127.0(2) . . ?
C9 C10 N3 106.7(3) . . ?
C10 C9 N4 107.4(2) . . ?

_refine_diff_density_max         0.611
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.092

