# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2014


data_15mpnam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H15 Cl3 Fe N3'
_chemical_formula_weight         375.48

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   10.8426(11)
_cell_length_b                   8.6483(8)
_cell_length_c                   16.3104(16)
_cell_angle_alpha                90.00
_cell_angle_beta                 97.114(2)
_cell_angle_gamma                90.00
_cell_volume                     1517.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2231
_cell_measurement_theta_min      2.97
_cell_measurement_theta_max      26.45

_exptl_crystal_description       plates
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.643
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             764
_exptl_absorpt_coefficient_mu    1.513
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6044
_exptl_absorpt_correction_T_max  0.8885
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA_PHI SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8563
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         1.89
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3306
_reflns_number_gt                2901
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART'
_computing_cell_refinement       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0349P)²+2.4195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3306
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0597
_refine_ls_R_factor_gt           0.0502
_refine_ls_wR_factor_ref         0.1019
_refine_ls_wR_factor_gt          0.0981
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_restrained_S_all      1.133
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.26480(4) 0.20214(5) 0.91784(3) 0.01065(14) Uani 1 1 d . . .
Cl1 Cl 0.46924(7) 0.22650(9) 0.98649(5) 0.01588(19) Uani 1 1 d . . .
Cl2 Cl 0.27197(8) 0.43488(9) 0.85071(5) 0.0165(2) Uani 1 1 d . . .
Cl3 Cl 0.05592(7) 0.15510(9) 0.86815(5) 0.01448(19) Uani 1 1 d . . .
N1 N 0.3254(3) 0.0737(3) 0.81610(17) 0.0132(6) Uani 1 1 d . . .
N2 N 0.2737(3) -0.0362(3) 0.95865(19) 0.0143(6) Uani 1 1 d . . .
N3 N 0.1983(3) 0.2760(3) 1.03169(17) 0.0131(6) Uani 1 1 d . . .
C1 C 0.3772(3) 0.1361(4) 0.7521(2) 0.0152(7) Uani 1 1 d . . .
H1 H 0.3917 0.2421 0.7519 0.018 Uiso 1 1 calc R . .
C2 C 0.4090(3) 0.0487(4) 0.6876(2) 0.0183(8) Uani 1 1 d . . .
C3 C 0.3871(3) -0.1094(5) 0.6877(2) 0.0215(8) Uani 1 1 d . . .
C4 C 0.3345(3) -0.1743(4) 0.7523(2) 0.0184(8) Uani 1 1 d . . .
C5 C 0.3046(3) -0.0801(4) 0.8160(2) 0.0141(7) Uani 1 1 d . . .
C6 C 0.2459(3) -0.1412(4) 0.8876(2) 0.0168(7) Uani 1 1 d . . .
H6A H 0.1567 -0.1489 0.8728 0.020 Uiso 1 1 calc R . .
H6B H 0.2779 -0.2436 0.9021 0.020 Uiso 1 1 calc R . .
C7 C 0.2016(3) -0.0786(4) 1.0267(2) 0.0161(7) Uani 1 1 d . . .
C8 C 0.2360(3) 0.0244(4) 1.1017(2) 0.0172(7) Uani 1 1 d . . .
H8A H 0.2103 -0.0268 1.1497 0.021 Uiso 1 1 calc R . .
H8B H 0.3257 0.0342 1.1107 0.021 Uiso 1 1 calc R . .
C9 C 0.1804(3) 0.1847(4) 1.0962(2) 0.0148(7) Uani 1 1 d . . .
C10 C 0.1154(3) 0.2383(4) 1.1589(2) 0.0165(7) Uani 1 1 d . . .
C12 C 0.0942(3) 0.4822(4) 1.0931(2) 0.0187(8) Uani 1 1 d . . .
C11 C 0.0711(3) 0.3881(5) 1.1570(2) 0.0192(8) Uani 1 1 d . . .
C13 C 0.1569(3) 0.4230(4) 1.0319(2) 0.0173(8) Uani 1 1 d . . .
H3 H 0.408(3) -0.163(4) 0.648(2) 0.010(9) Uiso 1 1 d . . .
H11 H 0.025(3) 0.424(4) 1.198(2) 0.014(9) Uiso 1 1 d . . .
H2 H 0.444(3) 0.097(4) 0.646(2) 0.018(10) Uiso 1 1 d . . .
H13 H 0.173(3) 0.483(4) 0.989(2) 0.017(10) Uiso 1 1 d . . .
H7B H 0.115(4) -0.069(4) 1.003(2) 0.015(10) Uiso 1 1 d . . .
H2C H 0.343(4) -0.052(5) 0.977(3) 0.024(12) Uiso 1 1 d . . .
H4 H 0.315(4) -0.278(5) 0.756(3) 0.027(11) Uiso 1 1 d . . .
H12 H 0.071(4) 0.581(5) 1.091(2) 0.024(11) Uiso 1 1 d . . .
H10 H 0.106(4) 0.176(4) 1.198(3) 0.020(11) Uiso 1 1 d . . .
H7A H 0.217(4) -0.181(5) 1.041(3) 0.038(13) Uiso 1 1 d . . .


_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 N2 2.164(3) . ?
Fe1 N1 2.166(3) . ?
Fe1 N3 2.170(3) . ?
Fe1 Cl2 2.2973(9) . ?
Fe1 Cl3 2.3446(9) . ?
Fe1 Cl1 2.3659(9) . ?
N1 C5 1.349(4) . ?
N1 C1 1.357(4) . ?
N2 C6 1.474(4) . ?
N2 C7 1.482(4) . ?
N2 H2C 0.79(4) . ?
N3 C13 1.349(5) . ?
N3 C9 1.349(4) . ?
C1 C2 1.374(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.388(5) . ?
C2 H2 0.93(4) . ?
C3 C4 1.377(5) . ?
C3 H3 0.84(4) . ?
C4 C5 1.390(5) . ?
C4 H4 0.93(4) . ?
C5 C6 1.493(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 C8 1.521(5) . ?
C7 H7B 0.98(4) . ?
C7 H7A 0.93(5) . ?
C8 C9 1.510(5) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 C10 1.392(5) . ?
C10 C11 1.381(5) . ?
C10 H10 0.85(4) . ?
C12 C11 1.370(5) . ?
C12 C13 1.375(5) . ?
C12 H12 0.89(4) . ?
C11 H11 0.93(4) . ?
C13 H13 0.90(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
N2 Fe1 N1 74.98(11) . . ?
N2 Fe1 N3 91.39(11) . . ?
N1 Fe1 N3 166.26(11) . . ?
N2 Fe1 Cl2 167.98(8) . . ?
N1 Fe1 Cl2 93.03(8) . . ?
N3 Fe1 Cl2 100.62(8) . . ?
N2 Fe1 Cl3 86.88(9) . . ?
N1 Fe1 Cl3 91.02(8) . . ?
N3 Fe1 Cl3 86.44(8) . . ?
Cl2 Fe1 Cl3 94.33(3) . . ?
N2 Fe1 Cl1 86.31(9) . . ?
N1 Fe1 Cl1 93.03(8) . . ?
N3 Fe1 Cl1 87.70(8) . . ?
Cl2 Fe1 Cl1 93.59(3) . . ?
Cl3 Fe1 Cl1 170.90(4) . . ?
C5 N1 C1 118.5(3) . . ?
C5 N1 Fe1 116.1(2) . . ?
C1 N1 Fe1 125.4(2) . . ?
C6 N2 C7 111.2(3) . . ?
C6 N2 Fe1 110.3(2) . . ?
C7 N2 Fe1 117.3(2) . . ?
C6 N2 H2C 107(3) . . ?
C7 N2 H2C 104(3) . . ?
Fe1 N2 H2C 107(3) . . ?
C13 N3 C9 118.0(3) . . ?
C13 N3 Fe1 115.2(2) . . ?
C9 N3 Fe1 126.2(2) . . ?
N1 C1 C2 122.5(3) . . ?
N1 C1 H1 118.8 . . ?
C2 C1 H1 118.8 . . ?
C1 C2 C3 118.8(4) . . ?
C1 C2 H2 119(2) . . ?
C3 C2 H2 122(2) . . ?
C4 C3 C2 119.3(4) . . ?
C4 C3 H3 123(3) . . ?
C2 C3 H3 118(2) . . ?
C3 C4 C5 119.4(3) . . ?
C3 C4 H4 124(3) . . ?
C5 C4 H4 116(3) . . ?
N1 C5 C4 121.6(3) . . ?
N1 C5 C6 115.8(3) . . ?
C4 C5 C6 122.6(3) . . ?
N2 C6 C5 109.4(3) . . ?
N2 C6 H6A 109.8 . . ?
C5 C6 H6A 109.8 . . ?
N2 C6 H6B 109.8 . . ?
C5 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
N2 C7 C8 110.9(3) . . ?
N2 C7 H7B 104(2) . . ?
C8 C7 H7B 114(2) . . ?
N2 C7 H7A 110(3) . . ?
C8 C7 H7A 109(3) . . ?
H7B C7 H7A 109(4) . . ?
C9 C8 C7 115.8(3) . . ?
C9 C8 H8A 108.3 . . ?
C7 C8 H8A 108.3 . . ?
C9 C8 H8B 108.3 . . ?
C7 C8 H8B 108.3 . . ?
H8A C8 H8B 107.4 . . ?
N3 C9 C10 120.9(3) . . ?
N3 C9 C8 119.2(3) . . ?
C10 C9 C8 119.8(3) . . ?
C11 C10 C9 120.1(3) . . ?
C11 C10 H10 123(3) . . ?
C9 C10 H10 117(3) . . ?
C11 C12 C13 119.0(4) . . ?
C11 C12 H12 121(3) . . ?
C13 C12 H12 120(3) . . ?
C12 C11 C10 118.6(3) . . ?
C12 C11 H11 121(2) . . ?
C10 C11 H11 121(2) . . ?
N3 C13 C12 123.2(4) . . ?
N3 C13 H13 116(2) . . ?
C12 C13 H13 121(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.533
_refine_diff_density_min         -0.384
_refine_diff_density_rms         0.102
_database_code_depnum_ccdc_archive 'CCDC 819011'

data_12mpnam

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 Cl3 Fe N4'
_chemical_formula_weight         378.49

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P21/n

loop_
_symmetry_equiv_pos_as_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                   7.4610(7)
_cell_length_b                   15.9155(15)
_cell_length_c                   13.6602(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 103.724(2)
_cell_angle_gamma                90.00
_cell_volume                     1575.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    2343
_cell_measurement_theta_min      2.98
_cell_measurement_theta_max      26.56

_exptl_crystal_description       plates
_exptl_crystal_colour            orange
_exptl_crystal_size_max          0.29
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.595
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             772
_exptl_absorpt_coefficient_mu    1.460
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.6769
_exptl_absorpt_correction_T_max  0.8922
_exptl_absorpt_process_details   'BRUKER SADABS'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'BRUKER SMART APEX CCD DIFFRACTOMETER'
_diffrn_measurement_method       'OMEGA-PHI SCAN'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9051
_diffrn_reflns_av_R_equivalents  0.0442
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         27.00
_reflns_number_total             3426
_reflns_number_gt                2965
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'BRUKER SMART'
_computing_cell_refinement       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ORTEP
_computing_publication_material  'BRUKER SHELXTL'

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0340P)²+1.0164P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         3426
_refine_ls_number_parameters     186
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0515
_refine_ls_wR_factor_ref         0.1008
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.146
_refine_ls_restrained_S_all      1.146
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.97319(6) 0.10289(3) 0.30062(3) 0.01178(13) Uani 1 1 d . . .
Cl1 Cl 0.74945(11) 0.15956(5) 0.16768(6) 0.0196(2) Uani 1 1 d . . .
Cl3 Cl 1.17812(11) 0.02000(5) 0.42286(6) 0.01540(19) Uani 1 1 d . . .
Cl2 Cl 1.19412(11) 0.20088(5) 0.29120(6) 0.0190(2) Uani 1 1 d . . .
N1 N 1.0238(4) 0.00687(18) 0.1961(2) 0.0172(6) Uani 1 1 d . . .
N2 N 0.7536(4) 0.02397(17) 0.3341(2) 0.0142(6) Uani 1 1 d . . .
N3 N 0.6825(4) 0.18580(17) 0.5058(2) 0.0160(6) Uani 1 1 d . . .
N4 N 0.8790(4) 0.16943(17) 0.4107(2) 0.0149(6) Uani 1 1 d . . .
C1 C 1.1440(5) 0.0296(2) 0.1415(3) 0.0224(8) Uani 1 1 d . . .
H1 H 1.1863 0.0847 0.1464 0.027 Uiso 1 1 calc R . .
C2 C 1.2079(5) -0.0248(2) 0.0786(3) 0.0242(8) Uani 1 1 d . . .
H2 H 1.2912 -0.0068 0.0421 0.029 Uiso 1 1 calc R . .
C3 C 1.1442(6) -0.1068(3) 0.0716(3) 0.0316(10) Uani 1 1 d . . .
H3 H 1.1851 -0.1455 0.0308 0.038 Uiso 1 1 calc R . .
C4 C 1.0205(5) -0.1298(2) 0.1257(3) 0.0276(9) Uani 1 1 d . . .
H4 H 0.9759 -0.1845 0.1209 0.033 Uiso 1 1 calc R . .
C5 C 0.9597(5) -0.0730(2) 0.1879(2) 0.0187(8) Uani 1 1 d . . .
C6 C 0.8252(5) -0.1020(2) 0.2476(3) 0.0223(8) Uani 1 1 d . . .
H6A H 0.8945 -0.1171 0.3147 0.027 Uiso 1 1 calc R . .
H6B H 0.7651 -0.1526 0.2163 0.027 Uiso 1 1 calc R . .
C7 C 0.6769(5) -0.0397(2) 0.2578(3) 0.0192(8) Uani 1 1 d . . .
H7A H 0.6277 -0.0126 0.1934 0.023 Uiso 1 1 calc R . .
H7B H 0.5767 -0.0692 0.2771 0.023 Uiso 1 1 calc R . .
C8 C 0.6118(4) 0.0781(2) 0.3619(2) 0.0147(7) Uani 1 1 d . . .
H8A H 0.5300 0.1018 0.3023 0.018 Uiso 1 1 calc R . .
H8B H 0.5390 0.0465 0.3993 0.018 Uiso 1 1 calc R . .
C9 C 0.7181(4) 0.1451(2) 0.4254(2) 0.0145(7) Uani 1 1 d . . .
C10 C 0.8306(5) 0.2377(2) 0.5436(2) 0.0176(7) Uani 1 1 d . . .
H10 H 0.8453 0.2728 0.5993 0.021 Uiso 1 1 calc R . .
C11 C 0.9507(5) 0.2279(2) 0.4840(2) 0.0193(8) Uani 1 1 d . . .
H11 H 1.0626 0.2558 0.4914 0.023 Uiso 1 1 calc R . .
C12 C 0.5263(5) 0.1708(2) 0.5503(3) 0.0236(8) Uani 1 1 d . . .
H12A H 0.4150 0.1680 0.4980 0.035 Uiso 1 1 calc R . .
H12B H 0.5171 0.2159 0.5956 0.035 Uiso 1 1 calc R . .
H12C H 0.5439 0.1187 0.5867 0.035 Uiso 1 1 calc R . .
H2C H 0.802(6) -0.001(2) 0.387(3) 0.030(12) Uiso 1 1 d . . .


_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 N4 2.092(3) . ?
Fe1 N1 2.185(3) . ?
Fe1 N2 2.197(3) . ?
Fe1 Cl2 2.2949(9) . ?
Fe1 Cl1 2.3365(9) . ?
Fe1 Cl3 2.3781(9) . ?
N1 C1 1.343(4) . ?
N1 C5 1.354(4) . ?
N2 C7 1.470(4) . ?
N2 C8 1.483(4) . ?
N2 H2C 0.83(4) . ?
N3 C9 1.355(4) . ?
N3 C10 1.378(4) . ?
N3 C12 1.456(4) . ?
N4 C9 1.321(4) . ?
N4 C11 1.379(4) . ?
C1 C2 1.382(5) . ?
C1 H1 0.9300 . ?
C2 C3 1.384(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.362(5) . ?
C3 H3 0.9300 . ?
C4 C5 1.388(5) . ?
C4 H4 0.9300 . ?
C5 C6 1.508(5) . ?
C6 C7 1.516(5) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 C9 1.480(4) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 C11 1.354(5) . ?
C10 H10 0.9300 . ?
C11 H11 0.9300 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 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
N4 Fe1 N1 164.46(11) . . ?
N4 Fe1 N2 75.26(10) . . ?
N1 Fe1 N2 89.39(11) . . ?
N4 Fe1 Cl2 93.70(8) . . ?
N1 Fe1 Cl2 101.58(8) . . ?
N2 Fe1 Cl2 168.89(8) . . ?
N4 Fe1 Cl1 93.63(8) . . ?
N1 Fe1 Cl1 87.96(7) . . ?
N2 Fe1 Cl1 87.25(8) . . ?
Cl2 Fe1 Cl1 94.84(3) . . ?
N4 Fe1 Cl3 92.63(8) . . ?
N1 Fe1 Cl3 83.62(7) . . ?
N2 Fe1 Cl3 85.62(8) . . ?
Cl2 Fe1 Cl3 93.77(3) . . ?
Cl1 Fe1 Cl3 169.01(4) . . ?
C1 N1 C5 118.4(3) . . ?
C1 N1 Fe1 114.6(2) . . ?
C5 N1 Fe1 126.7(2) . . ?
C7 N2 C8 113.7(3) . . ?
C7 N2 Fe1 115.5(2) . . ?
C8 N2 Fe1 109.49(19) . . ?
C7 N2 H2C 108(3) . . ?
C8 N2 H2C 104(3) . . ?
Fe1 N2 H2C 105(3) . . ?
C9 N3 C10 107.2(3) . . ?
C9 N3 C12 126.2(3) . . ?
C10 N3 C12 126.3(3) . . ?
C9 N4 C11 107.3(3) . . ?
C9 N4 Fe1 115.7(2) . . ?
C11 N4 Fe1 136.5(2) . . ?
N1 C1 C2 123.4(4) . . ?
N1 C1 H1 118.3 . . ?
C2 C1 H1 118.3 . . ?
C1 C2 C3 118.0(4) . . ?
C1 C2 H2 121.0 . . ?
C3 C2 H2 121.0 . . ?
C4 C3 C2 118.8(4) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C3 C4 C5 121.3(4) . . ?
C3 C4 H4 119.3 . . ?
C5 C4 H4 119.3 . . ?
N1 C5 C4 120.0(3) . . ?
N1 C5 C6 120.7(3) . . ?
C4 C5 C6 119.2(3) . . ?
C5 C6 C7 116.3(3) . . ?
C5 C6 H6A 108.2 . . ?
C7 C6 H6A 108.2 . . ?
C5 C6 H6B 108.2 . . ?
C7 C6 H6B 108.2 . . ?
H6A C6 H6B 107.4 . . ?
N2 C7 C6 110.3(3) . . ?
N2 C7 H7A 109.6 . . ?
C6 C7 H7A 109.6 . . ?
N2 C7 H7B 109.6 . . ?
C6 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C9 C8 N2 104.6(3) . . ?
C9 C8 H8A 110.8 . . ?
N2 C8 H8A 110.8 . . ?
C9 C8 H8B 110.8 . . ?
N2 C8 H8B 110.8 . . ?
H8A C8 H8B 108.9 . . ?
N4 C9 N3 110.1(3) . . ?
N4 C9 C8 120.1(3) . . ?
N3 C9 C8 129.7(3) . . ?
C11 C10 N3 107.0(3) . . ?
C11 C10 H10 126.5 . . ?
N3 C10 H10 126.5 . . ?
C10 C11 N4 108.4(3) . . ?
C10 C11 H11 125.8 . . ?
N4 C11 H11 125.8 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.00
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.460
_refine_diff_density_min         -0.414
_refine_diff_density_rms         0.096
_database_code_depnum_ccdc_archive 'CCDC 819013'
