# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_c:\users\admini~1\desktop\last\bf4\t5
_database_code_depnum_ccdc_archive 'CCDC 1030844'
_audit_update_record             
;
2014-10-24 deposited with the CCDC.
2015-01-12 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
[Fe(LN5)(CN)][BF4] 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C16 H23 B F4 Fe N6'
_chemical_formula_weight         442.06

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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'P2(1)/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                   13.0808(11)
_cell_length_b                   10.6982(9)
_cell_length_c                   14.0524(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.336(2)
_cell_angle_gamma                90.00
_cell_volume                     1954.5(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.80
_exptl_crystal_size_mid          0.80
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             912
_exptl_absorpt_coefficient_mu    0.822
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5591
_exptl_absorpt_correction_T_max  0.8866
_exptl_absorpt_process_details   SADABS;Bruker,2000

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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 APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            4439
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0241
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.02
_diffrn_reflns_theta_max         27.44
_reflns_number_total             4439
_reflns_number_gt                3659
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_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)+(0.0711P)²+1.0038P] 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         4439
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0438
_refine_ls_wR_factor_ref         0.1302
_refine_ls_wR_factor_gt          0.1227
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.73498(3) 0.54167(3) 0.23051(3) 0.03091(13) Uani 1 1 d . . .
N6 N 0.71617(19) 0.3387(2) 0.21115(18) 0.0449(6) Uani 1 1 d . . .
C3 C 0.6089(2) 0.6267(2) 0.0438(2) 0.0427(7) Uani 1 1 d . . .
C2 C 0.5238(3) 0.6630(3) -0.0192(3) 0.0621(10) Uani 1 1 d . . .
H3A H 0.5307 0.6811 -0.0829 0.075 Uiso 1 1 calc R . .
C1 C 0.4300(3) 0.6710(3) 0.0153(3) 0.0681(11) Uani 1 1 d . . .
H4A H 0.3721 0.6923 -0.0260 0.082 Uiso 1 1 calc R . .
C15 C 0.4205(3) 0.6482(3) 0.1095(3) 0.0619(10) Uani 1 1 d . . .
H5A H 0.3571 0.6556 0.1330 0.074 Uiso 1 1 calc R . .
C14 C 0.5086(2) 0.6133(3) 0.1704(2) 0.0413(6) Uani 1 1 d . . .
C12 C 0.5109(2) 0.5864(3) 0.2735(3) 0.0473(7) Uani 1 1 d . . .
C11 C 0.6132(4) 0.5199(4) 0.4164(3) 0.0705(11) Uani 1 1 d . . .
H8A H 0.5923 0.4341 0.4253 0.085 Uiso 1 1 calc R . .
H8B H 0.5719 0.5738 0.4525 0.085 Uiso 1 1 calc R . .
C10 C 0.7247(4) 0.5354(4) 0.4516(3) 0.0733(12) Uani 1 1 d . . .
H9A H 0.7416 0.6236 0.4569 0.088 Uiso 1 1 calc R . .
H9B H 0.7391 0.4978 0.5144 0.088 Uiso 1 1 calc R . .
C9 C 0.8976(3) 0.4882(4) 0.4061(3) 0.0759(13) Uani 1 1 d . . .
H10A H 0.9212 0.4391 0.4623 0.091 Uiso 1 1 calc R . .
H10B H 0.9151 0.5750 0.4195 0.091 Uiso 1 1 calc R . .
C8 C 0.9490(3) 0.4443(4) 0.3229(4) 0.0807(15) Uani 1 1 d . . .
H11A H 1.0228 0.4561 0.3359 0.097 Uiso 1 1 calc R . .
H11B H 0.9359 0.3558 0.3126 0.097 Uiso 1 1 calc R . .
C7 C 0.9333(3) 0.4594(4) 0.1464(4) 0.0721(13) Uani 1 1 d . . .
H12A H 0.9059 0.3752 0.1403 0.086 Uiso 1 1 calc R . .
H12B H 1.0072 0.4553 0.1449 0.086 Uiso 1 1 calc R . .
C6 C 0.8855(3) 0.5390(4) 0.0656(3) 0.0727(12) Uani 1 1 d . . .
H13A H 0.9232 0.6168 0.0632 0.087 Uiso 1 1 calc R . .
H13B H 0.8875 0.4958 0.0052 0.087 Uiso 1 1 calc R . .
C4 C 0.7134(3) 0.6095(3) 0.0161(2) 0.0500(8) Uani 1 1 d . . .
C5 C 0.7367(4) 0.6461(5) -0.0824(3) 0.0914(15) Uani 1 1 d . . .
H15A H 0.8076 0.6287 -0.0888 0.137 Uiso 1 1 calc R . .
H15B H 0.7238 0.7338 -0.0919 0.137 Uiso 1 1 calc R . .
H15C H 0.6936 0.5993 -0.1293 0.137 Uiso 1 1 calc R . .
C13 C 0.4136(3) 0.6016(5) 0.3208(4) 0.0882(14) Uani 1 1 d . . .
H16A H 0.4271 0.5810 0.3875 0.132 Uiso 1 1 calc R . .
H16B H 0.3615 0.5469 0.2908 0.132 Uiso 1 1 calc R . .
H16C H 0.3904 0.6866 0.3142 0.132 Uiso 1 1 calc R . .
C16 C 0.77200(19) 0.7346(2) 0.27365(18) 0.0329(5) Uani 1 1 d . . .
N1 N 0.60025(17) 0.60187(18) 0.13613(16) 0.0338(5) Uani 1 1 d . . .
N5 N 0.5971(2) 0.5526(2) 0.31452(19) 0.0451(6) Uani 1 1 d . . .
N4 N 0.7867(2) 0.4755(2) 0.3847(2) 0.0569(8) Uani 1 1 d . . .
H4 H 0.7727 0.3923 0.3864 0.068 Uiso 1 1 calc R . .
N3 N 0.9099(2) 0.5147(3) 0.2365(3) 0.0577(8) Uani 1 1 d . . .
H5 H 0.9394 0.5919 0.2410 0.069 Uiso 1 1 calc R . .
N2 N 0.7778(2) 0.5647(2) 0.0819(2) 0.0470(6) Uani 1 1 d . . .
B1 B 0.1291(4) 0.7375(5) 0.1643(4) 0.0683(12) Uani 1 1 d . . .
F1 F 0.0603(3) 0.7549(5) 0.2261(4) 0.179(2) Uani 1 1 d . . .
F2 F 0.0752(4) 0.7572(6) 0.0772(3) 0.197(2) Uani 1 1 d . . .
F3 F 0.1594(3) 0.6223(4) 0.1665(5) 0.189(2) Uani 1 1 d . . .
F4 F 0.2103(2) 0.8163(3) 0.1811(3) 0.1109(10) Uani 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 N1 2.183(2) . ?
Fe1 C16 2.190(2) . ?
Fe1 N6 2.199(2) . ?
Fe1 N2 2.234(3) . ?
Fe1 N5 2.265(3) . ?
Fe1 N3 2.299(3) . ?
Fe1 N4 2.309(3) . ?
N6 C16 1.142(3) 2_645 ?
C3 N1 1.341(4) . ?
C3 C2 1.399(4) . ?
C3 C4 1.473(5) . ?
C2 C1 1.371(6) . ?
C1 C15 1.366(6) . ?
C15 C14 1.408(4) . ?
C14 N1 1.345(4) . ?
C14 C12 1.474(5) . ?
C12 N5 1.261(4) . ?
C12 C13 1.509(4) . ?
C11 N5 1.466(4) . ?
C11 C10 1.497(7) . ?
C10 N4 1.457(5) . ?
C9 N4 1.455(5) . ?
C9 C8 1.487(7) . ?
C8 N3 1.472(6) . ?
C7 N3 1.460(6) . ?
C7 C6 1.499(7) . ?
C6 N2 1.478(4) . ?
C4 N2 1.275(5) . ?
C4 C5 1.501(5) . ?
C16 N6 1.142(3) 2_655 ?
B1 F3 1.294(6) . ?
B1 F1 1.332(6) . ?
B1 F4 1.356(5) . ?
B1 F2 1.360(6) . ?

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 C16 91.67(8) . . ?
N1 Fe1 N6 98.30(8) . . ?
C16 Fe1 N6 169.46(9) . . ?
N1 Fe1 N2 70.65(10) . . ?
C16 Fe1 N2 94.82(10) . . ?
N6 Fe1 N2 91.70(10) . . ?
N1 Fe1 N5 70.45(9) . . ?
C16 Fe1 N5 88.36(9) . . ?
N6 Fe1 N5 91.77(9) . . ?
N2 Fe1 N5 141.04(11) . . ?
N1 Fe1 N3 142.47(11) . . ?
C16 Fe1 N3 85.36(9) . . ?
N6 Fe1 N3 88.75(9) . . ?
N2 Fe1 N3 72.34(12) . . ?
N5 Fe1 N3 146.53(11) . . ?
N1 Fe1 N4 142.58(11) . . ?
C16 Fe1 N4 89.78(9) . . ?
N6 Fe1 N4 80.24(9) . . ?
N2 Fe1 N4 146.41(12) . . ?
N5 Fe1 N4 72.22(11) . . ?
N3 Fe1 N4 74.91(12) . . ?
C16 N6 Fe1 158.4(2) 2_645 . ?
N1 C3 C2 121.4(3) . . ?
N1 C3 C4 114.3(3) . . ?
C2 C3 C4 124.3(3) . . ?
C1 C2 C3 118.4(3) . . ?
C15 C1 C2 120.8(3) . . ?
C1 C15 C14 118.7(3) . . ?
N1 C14 C15 120.6(3) . . ?
N1 C14 C12 114.3(3) . . ?
C15 C14 C12 125.1(3) . . ?
N5 C12 C14 115.2(3) . . ?
N5 C12 C13 125.8(3) . . ?
C14 C12 C13 119.1(3) . . ?
N5 C11 C10 109.0(3) . . ?
N4 C10 C11 109.3(3) . . ?
N4 C9 C8 109.6(3) . . ?
N3 C8 C9 109.9(3) . . ?
N3 C7 C6 108.4(3) . . ?
N2 C6 C7 108.2(3) . . ?
N2 C4 C3 114.4(3) . . ?
N2 C4 C5 125.6(4) . . ?
C3 C4 C5 120.0(4) . . ?
N6 C16 Fe1 173.0(2) 2_655 . ?
C3 N1 C14 120.1(2) . . ?
C3 N1 Fe1 119.83(19) . . ?
C14 N1 Fe1 120.04(19) . . ?
C12 N5 C11 122.6(3) . . ?
C12 N5 Fe1 120.0(2) . . ?
C11 N5 Fe1 117.4(3) . . ?
C9 N4 C10 116.1(3) . . ?
C9 N4 Fe1 110.3(2) . . ?
C10 N4 Fe1 110.1(2) . . ?
C7 N3 C8 114.9(3) . . ?
C7 N3 Fe1 108.8(2) . . ?
C8 N3 Fe1 110.4(3) . . ?
C4 N2 C6 121.5(3) . . ?
C4 N2 Fe1 120.4(2) . . ?
C6 N2 Fe1 117.8(3) . . ?
F3 B1 F1 110.1(5) . . ?
F3 B1 F4 110.9(4) . . ?
F1 B1 F4 111.9(4) . . ?
F3 B1 F2 107.3(5) . . ?
F1 B1 F2 104.1(5) . . ?
F4 B1 F2 112.3(5) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.44
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.646
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.065
