# Electronic Supplementary Material (ESI) for Inorganic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 1440481'
_audit_update_record             
;
2015-12-03 deposited with the CCDC.
2016-02-23 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2014

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C48 H42 B2 F8 Fe N24'

_chemical_formula_weight         1184.52



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'



_space_group_crystal_system      hexagonal

_space_group_IT_number           173

_space_group_name_H-M_alt        'P 63'

_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'



_cell_length_a                   10.3650(10)

_cell_length_b                   10.3650(10)

_cell_length_c                   32.289(5)

_cell_angle_alpha                90

_cell_angle_beta                 90

_cell_angle_gamma                120

_cell_volume                     3004.2(7)

_cell_formula_units_Z            2

_cell_measurement_temperature    240(2)

_cell_measurement_reflns_used    515
_cell_measurement_theta_min      3.9620
_cell_measurement_theta_max      13.1030



_exptl_crystal_description       colorless

_exptl_crystal_colour            plate

_exptl_crystal_density_meas      ?

_exptl_crystal_density_method    ?

_exptl_crystal_density_diffrn    1.309

_exptl_crystal_F_000             1212

_exptl_transmission_factor_min   ?

_exptl_transmission_factor_max   ?

_exptl_crystal_size_max          0.060

_exptl_crystal_size_mid          0.060

_exptl_crystal_size_min          0.010

_exptl_absorpt_coefficient_mu    0.330

_shelx_estimated_absorpt_T_min   0.980

_shelx_estimated_absorpt_T_max   0.997

_exptl_absorpt_correction_type   none

_exptl_absorpt_correction_T_min  ?

_exptl_absorpt_correction_T_max  ?

_exptl_absorpt_process_details   ?



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      240(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_source                   'SuperNova (Mo) X-ray Source'
_diffrn_measurement_device_type  'SuperNova, Single source at offset, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 16.0267

_diffrn_reflns_number            24825

_diffrn_reflns_av_unetI/netI     0.3636

_diffrn_reflns_av_R_equivalents  0.4179

_diffrn_reflns_limit_h_min       -12

_diffrn_reflns_limit_h_max       11

_diffrn_reflns_limit_k_min       -12

_diffrn_reflns_limit_k_max       12

_diffrn_reflns_limit_l_min       -38

_diffrn_reflns_limit_l_max       38

_diffrn_reflns_theta_min         3.394

_diffrn_reflns_theta_max         25.020

_diffrn_reflns_theta_full        25.242

_diffrn_measured_fraction_theta_max 0.996

_diffrn_measured_fraction_theta_full 0.978

_diffrn_reflns_Laue_measured_fraction_max 0.996

_diffrn_reflns_Laue_measured_fraction_full 0.978

_diffrn_reflns_point_group_measured_fraction_max 0.996

_diffrn_reflns_point_group_measured_fraction_full 0.978

_reflns_number_total             3571

_reflns_number_gt                1111

_reflns_threshold_expression     'I > 2σ(I)'

_reflns_Friedel_coverage         0.962

_reflns_Friedel_fraction_max     0.997

_reflns_Friedel_fraction_full    0.978



_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_structure_solution    'Bruker SHELXTL'

_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'

_computing_molecular_graphics    ?

_computing_publication_material  ?




_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)+(0.1900P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     ?

_atom_sites_solution_secondary   ?

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       .

_refine_ls_abs_structure_details 
;

 Flack x determined using 268 quotients [(I+)-(I-)]/[(I+)+(I-)]

 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).

;

_refine_ls_abs_structure_Flack   0.63(11)

_chemical_absolute_configuration ?

_refine_ls_number_reflns         3571

_refine_ls_number_parameters     90

_refine_ls_number_restraints     46

_refine_ls_R_factor_all          0.4058

_refine_ls_R_factor_gt           0.2271

_refine_ls_wR_factor_ref         0.5406

_refine_ls_wR_factor_gt          0.4663

_refine_ls_goodness_of_fit_ref   1.232

_refine_ls_restrained_S_all      1.235

_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 0.0000 0.1422(4) 0.048(2) Uani 1 3 d S T P . .
N1 N -0.040(3) 0.151(3) 0.1819(8) 0.062(10) Uiso 1 1 d D . . . .
N2 N -0.149(3) 0.085(3) 0.2100(9) 0.080(11) Uiso 1 1 d D . . . .
N3 N -0.144(3) 0.201(3) 0.2291(8) 0.060(9) Uiso 1 1 d D . . . .
N4 N -0.026(4) 0.326(3) 0.2150(9) 0.096(13) Uiso 1 1 d D . . . .
C5 C 0.035(4) 0.300(3) 0.1822(9) 0.056(11) Uiso 1 1 d D . . . .
H5 H 0.1099 0.3668 0.1643 0.067 Uiso 1 1 calc R U . . .
C6 C 0.021(3) 0.472(2) 0.2344(6) 0.042(9) Uiso 1 1 d D . . . .
H6A H -0.0421 0.5094 0.2237 0.063 Uiso 1 1 calc R U . . .
H6B H 0.1236 0.5414 0.2256 0.063 Uiso 1 1 calc R U . . .
C7 C 0.015(2) 0.4722(18) 0.2813(5) 0.034(8) Uiso 1 1 d DG . . . .
C8 C 0.099(2) 0.421(2) 0.3021(7) 0.063(10) Uiso 1 1 d G . . . .
H8 H 0.1565 0.3907 0.2871 0.075 Uiso 1 1 calc R U . . .
C9 C 0.096(2) 0.415(2) 0.3451(7) 0.070(11) Uiso 1 1 d G . . . .
H9 H 0.1526 0.3804 0.3592 0.083 Uiso 1 1 calc R U . . .
C10 C 0.011(2) 0.460(2) 0.3673(5) 0.028(8) Uiso 1 1 d DG . . . .
C11 C -0.072(2) 0.511(2) 0.3466(7) 0.098(15) Uiso 1 1 d G . . . .
H11 H -0.1303 0.5415 0.3616 0.118 Uiso 1 1 calc R U . . .
C12 C -0.070(2) 0.517(2) 0.3036(7) 0.057(10) Uiso 1 1 d G . . . .
H12 H -0.1264 0.5518 0.2895 0.069 Uiso 1 1 calc R U . . .
C13 C 0.022(3) 0.481(3) 0.4143(6) 0.082(14) Uiso 1 1 d DG . . . .
C14 C 0.136(3) 0.475(3) 0.4352(8) 0.094(14) Uiso 1 1 d G . . . .
H14 H 0.2143 0.4768 0.4202 0.113 Uiso 1 1 calc R U . . .
C15 C 0.134(3) 0.467(3) 0.4781(8) 0.098(15) Uiso 1 1 d G . . . .
H15 H 0.2111 0.4630 0.4922 0.117 Uiso 1 1 calc R U . . .
C16 C 0.018(3) 0.465(2) 0.5003(6) 0.086(15) Uiso 1 1 d DG . . . .
C17 C -0.096(2) 0.471(2) 0.4794(8) 0.079(12) Uiso 1 1 d G . . . .
H17 H -0.1748 0.4695 0.4944 0.094 Uiso 1 1 calc R U . . .
C18 C -0.094(2) 0.479(3) 0.4365(8) 0.081(13) Uiso 1 1 d G . . . .
H18 H -0.1717 0.4833 0.4224 0.097 Uiso 1 1 calc R U . . .
C19 C -0.005(5) 0.463(3) 0.5463(7) 0.111(19) Uiso 1 1 d D . . . .
H19A H 0.0809 0.5487 0.5589 0.166 Uiso 1 1 calc R U . . .
H19B H -0.0934 0.4723 0.5518 0.166 Uiso 1 1 calc R U . . .
N20 N -0.026(3) 0.325(3) 0.5652(7) 0.034(7) Uiso 1 1 d D . . . .
N21 N -0.154(4) 0.206(3) 0.5544(11) 0.15(2) Uiso 1 1 d D . . . .
N22 N -0.160(3) 0.099(4) 0.5786(8) 0.075(11) Uiso 1 1 d D . . . .
N23 N -0.051(3) 0.139(2) 0.6062(7) 0.040(8) Uiso 1 1 d D . . . .
C24 C 0.031(3) 0.277(2) 0.5936(7) 0.028(7) Uiso 1 1 d D . . . .
H24 H 0.1271 0.3389 0.6044 0.034 Uiso 1 1 calc R U . . .
B1 B -0.3333 0.3333 0.1349(9) 0.100 Uiso 0.5 3 d DS U P A 1
B1' B -0.3333 0.3333 0.1622(9) 0.100 Uiso 0.5 3 d DS U P A 2
F1 F -0.1964(16) 0.356(2) 0.1487(5) 0.100 Uiso 1 1 d D U . . .
F2 F -0.3333 0.3333 0.0921(8) 0.100 Uiso 0.5 3 d DS U P A 1
F2' F -0.3333 0.3333 0.2050(8) 0.100 Uiso 0.5 3 d DS U P A 2
B11 B 0.3333 0.6667 0.1414(9) 0.100 Uiso 0.5 3 d DS U P B 1
B11' B 0.3333 0.6667 0.1684(9) 0.100 Uiso 0.5 3 d DS U P B 2
F11 F 0.329(2) 0.5369(17) 0.1549(5) 0.100 Uiso 1 1 d D U . . .
F12 F 0.3333 0.6667 0.0985(7) 0.100 Uiso 0.5 3 d DS U P B 1
F12' F 0.3333 0.6667 0.2111(8) 0.100 Uiso 0.5 3 d DS U P B 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 N23 2.11(2) 6_554 ?
Fe1 N23 2.11(2) 4_554 ?
Fe1 N23 2.11(2) 5_554 ?
Fe1 N1 2.22(3) 3 ?
Fe1 N1 2.22(3) 2 ?
Fe1 N1 2.22(3) . ?
N1 C5 1.329(14) . ?
N1 N2 1.346(13) . ?
N2 N3 1.329(13) . ?
N3 N4 1.345(14) . ?
N4 C5 1.330(13) . ?
N4 C6 1.473(13) . ?
C5 H5 0.9400 . ?
C6 C7 1.518(13) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 C9 1.3900 . ?
C8 H8 0.9400 . ?
C9 C10 1.3900 . ?
C9 H9 0.9400 . ?
C10 C11 1.3900 . ?
C10 C13 1.529(16) . ?
C11 C12 1.3900 . ?
C11 H11 0.9400 . ?
C12 H12 0.9400 . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C14 H14 0.9400 . ?
C15 C16 1.3900 . ?
C15 H15 0.9400 . ?
C16 C17 1.3900 . ?
C16 C19 1.504(14) . ?
C17 C18 1.3900 . ?
C17 H17 0.9400 . ?
C18 H18 0.9400 . ?
C19 N20 1.469(13) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
N20 C24 1.319(13) . ?
N20 N21 1.329(14) . ?
N21 N22 1.331(14) . ?
N22 N23 1.333(13) . ?
N23 C24 1.308(13) . ?
N23 Fe1 2.11(2) 4 ?
C24 H24 0.9400 . ?
B1 F2 1.382(14) . ?
B1 F1 1.388(10) 3_455 ?
B1 F1 1.388(10) 2_565 ?
B1 F1 1.388(10) . ?
B1' F2' 1.381(14) . ?
B1' F1 1.387(10) 3_455 ?
B1' F1 1.387(10) 2_565 ?
B1' F1 1.387(10) . ?
B11 F12 1.383(14) . ?
B11 F11 1.394(10) 3_565 ?
B11 F11 1.394(10) . ?
B11 F11 1.395(10) 2_665 ?
B11' F12' 1.379(14) . ?
B11' F11 1.395(10) 3_565 ?
B11' F11 1.395(10) 2_665 ?
B11' F11 1.395(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













































































































N23 Fe1 N23 92.7(10) 6_554 4_554 ?
N23 Fe1 N23 92.7(10) 6_554 5_554 ?
N23 Fe1 N23 92.7(10) 4_554 5_554 ?
N23 Fe1 N1 176.4(11) 6_554 3 ?
N23 Fe1 N1 86.6(9) 4_554 3 ?
N23 Fe1 N1 90.9(9) 5_554 3 ?
N23 Fe1 N1 86.6(10) 6_554 2 ?
N23 Fe1 N1 90.9(9) 4_554 2 ?
N23 Fe1 N1 176.4(11) 5_554 2 ?
N1 Fe1 N1 89.9(10) 3 2 ?
N23 Fe1 N1 90.9(9) 6_554 . ?
N23 Fe1 N1 176.4(11) 4_554 . ?
N23 Fe1 N1 86.6(10) 5_554 . ?
N1 Fe1 N1 89.9(10) 3 . ?
N1 Fe1 N1 89.9(10) 2 . ?
C5 N1 N2 116(3) . . ?
C5 N1 Fe1 128(2) . . ?
N2 N1 Fe1 116(2) . . ?
N3 N2 N1 102(3) . . ?
N2 N3 N4 109(2) . . ?
C5 N4 N3 112(2) . . ?
C5 N4 C6 127(2) . . ?
N3 N4 C6 122(2) . . ?
N1 C5 N4 101(3) . . ?
N1 C5 H5 129.7 . . ?
N4 C5 H5 129.7 . . ?
N4 C6 C7 115.7(18) . . ?
N4 C6 H6A 108.4 . . ?
C7 C6 H6A 108.4 . . ?
N4 C6 H6B 108.4 . . ?
C7 C6 H6B 108.4 . . ?
H6A C6 H6B 107.4 . . ?
C8 C7 C12 120.0 . . ?
C8 C7 C6 116.6(18) . . ?
C12 C7 C6 123.4(18) . . ?
C9 C8 C7 120.0 . . ?
C9 C8 H8 120.0 . . ?
C7 C8 H8 120.0 . . ?
C8 C9 C10 120.0 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 H9 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 C13 116(2) . . ?
C9 C10 C13 123(2) . . ?
C10 C11 C12 120.0 . . ?
C10 C11 H11 120.0 . . ?
C12 C11 H11 120.0 . . ?
C11 C12 C7 120.0 . . ?
C11 C12 H12 120.0 . . ?
C7 C12 H12 120.0 . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C10 118(2) . . ?
C18 C13 C10 121(2) . . ?
C15 C14 C13 120.0 . . ?
C15 C14 H14 120.0 . . ?
C13 C14 H14 120.0 . . ?
C14 C15 C16 120.0 . . ?
C14 C15 H15 120.0 . . ?
C16 C15 H15 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 C19 110(2) . . ?
C15 C16 C19 130(2) . . ?
C16 C17 C18 120.0 . . ?
C16 C17 H17 120.0 . . ?
C18 C17 H17 120.0 . . ?
C17 C18 C13 120.0 . . ?
C17 C18 H18 120.0 . . ?
C13 C18 H18 120.0 . . ?
N20 C19 C16 111.5(17) . . ?
N20 C19 H19A 109.3 . . ?
C16 C19 H19A 109.3 . . ?
N20 C19 H19B 109.3 . . ?
C16 C19 H19B 109.3 . . ?
H19A C19 H19B 108.0 . . ?
C24 N20 N21 105(3) . . ?
C24 N20 C19 142(3) . . ?
N21 N20 C19 113(3) . . ?
N20 N21 N22 103(3) . . ?
N21 N22 N23 117(3) . . ?
C24 N23 N22 97(3) . . ?
C24 N23 Fe1 132.0(19) . 4 ?
N22 N23 Fe1 128(2) . 4 ?
N23 C24 N20 117(2) . . ?
N23 C24 H24 121.3 . . ?
N20 C24 H24 121.3 . . ?
F2 B1 F1 108.6(11) . 3_455 ?
F2 B1 F1 108.6(11) . 2_565 ?
F1 B1 F1 110.3(10) 3_455 2_565 ?
F2 B1 F1 108.6(11) . . ?
F1 B1 F1 110.3(10) 3_455 . ?
F1 B1 F1 110.3(11) 2_565 . ?
F2' B1' F1 108.4(11) . 3_455 ?
F2' B1' F1 108.4(11) . 2_565 ?
F1 B1' F1 110.5(10) 3_455 2_565 ?
F2' B1' F1 108.4(11) . . ?
F1 B1' F1 110.5(10) 3_455 . ?
F1 B1' F1 110.5(10) 2_565 . ?
F12 B11 F11 108.2(11) . 3_565 ?
F12 B11 F11 108.2(11) . . ?
F11 B11 F11 110.7(10) 3_565 . ?
F12 B11 F11 108.2(11) . 2_665 ?
F11 B11 F11 110.7(10) 3_565 2_665 ?
F11 B11 F11 110.7(10) . 2_665 ?
F12' B11' F11 108.3(11) . 3_565 ?
F12' B11' F11 108.3(11) . 2_665 ?
F11 B11' F11 110.7(10) 3_565 2_665 ?
F12' B11' F11 108.3(11) . . ?
F11 B11' F11 110.7(10) 3_565 . ?
F11 B11' F11 110.7(10) 2_665 . ?



_refine_diff_density_max         1.363

_refine_diff_density_min         -0.686

_refine_diff_density_rms         0.200



_shelxl_version_number           2014-3











####################################################################### 
# 
# 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_CCP-4_LS
_database_code_depnum_ccdc_archive 'CCDC 1440482'
_audit_update_record             
;
2015-12-03 deposited with the CCDC.
2016-02-23 downloaded from the CCDC.
;



_audit_creation_method           SHELXL-2014

_chemical_name_systematic        
;

 ?

;

_chemical_name_common            ?

_chemical_melting_point          ?

_chemical_formula_moiety         ?

_chemical_formula_sum            'C48 H42 B2 F8 Fe N24'

_chemical_formula_weight         1184.52



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'
B B 0.0013 0.0007 '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'



_space_group_crystal_system      hexagonal

_space_group_IT_number           173

_space_group_name_H-M_alt        'P 63'

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



_cell_length_a                   10.2235(14)

_cell_length_b                   10.2235(14)

_cell_length_c                   31.903(8)

_cell_angle_alpha                90

_cell_angle_beta                 90

_cell_angle_gamma                120

_cell_volume                     2887.8(11)

_cell_formula_units_Z            2

_cell_measurement_temperature    120(2)

_cell_measurement_reflns_used    383
_cell_measurement_theta_min      2.9877
_cell_measurement_theta_max      24.9783



_exptl_crystal_description       plate

_exptl_crystal_colour            pink

_exptl_crystal_density_meas      ?

_exptl_crystal_density_method    ?

_exptl_crystal_density_diffrn    1.362

_exptl_crystal_F_000             1212

_exptl_transmission_factor_min   ?

_exptl_transmission_factor_max   ?

_exptl_crystal_size_max          0.050

_exptl_crystal_size_mid          0.030

_exptl_crystal_size_min          0.020

_exptl_absorpt_coefficient_mu    0.344

_shelx_estimated_absorpt_T_min   0.983

_shelx_estimated_absorpt_T_max   0.993

_exptl_absorpt_correction_T_min  0.10797
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;



_exptl_special_details           
;

 ?

;



_diffrn_ambient_temperature      120(2)

_diffrn_radiation_wavelength     0.71073

_diffrn_radiation_type           MoK\a

_diffrn_source                   ?

_diffrn_measurement_device_type  
'SuperNova, Single source at offset), Sapphire3'

_diffrn_measurement_method       'ω scans'

_diffrn_detector_area_resol_mean 16.0267

_diffrn_reflns_number            11791

_diffrn_reflns_av_unetI/netI     0.3911

_diffrn_reflns_av_R_equivalents  0.2722

_diffrn_reflns_limit_h_min       -11

_diffrn_reflns_limit_h_max       10

_diffrn_reflns_limit_k_min       -12

_diffrn_reflns_limit_k_max       12

_diffrn_reflns_limit_l_min       -37

_diffrn_reflns_limit_l_max       37

_diffrn_reflns_theta_min         2.994

_diffrn_reflns_theta_max         25.032

_diffrn_reflns_theta_full        25.242

_diffrn_measured_fraction_theta_max 0.997

_diffrn_measured_fraction_theta_full 0.972

_diffrn_reflns_Laue_measured_fraction_max 0.997

_diffrn_reflns_Laue_measured_fraction_full 0.972

_diffrn_reflns_point_group_measured_fraction_max 0.995

_diffrn_reflns_point_group_measured_fraction_full 0.970

_reflns_number_total             3408

_reflns_number_gt                1047

_reflns_threshold_expression     'I > 2σ(I)'

_reflns_Friedel_coverage         0.957

_reflns_Friedel_fraction_max     0.993

_reflns_Friedel_fraction_full    0.968



_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       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;

_computing_structure_solution    'Bruker SHELXTL'

_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'

_computing_molecular_graphics    ?

_computing_publication_material  ?



_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)+(0.1900P)²] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_primary     ?

_atom_sites_solution_secondary   ?

_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none

_refine_ls_extinction_coef       .

_refine_ls_abs_structure_details 
;

 Flack x determined using 257 quotients [(I+)-(I-)]/[(I+)+(I-)]

 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).

;

_refine_ls_abs_structure_Flack   0.23(15)

_chemical_absolute_configuration ?

_refine_ls_number_reflns         3408

_refine_ls_number_parameters     89

_refine_ls_number_restraints     46

_refine_ls_R_factor_all          0.3945

_refine_ls_R_factor_gt           0.2132

_refine_ls_wR_factor_ref         0.5247

_refine_ls_wR_factor_gt          0.4274

_refine_ls_goodness_of_fit_ref   1.147

_refine_ls_restrained_S_all      1.143

_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 1.0000 1.0000 0.6746(6) 0.055(2) Uani 1 3 d S T P . .
N1 N 0.873(2) 0.823(3) 0.7111(9) 0.032(7) Uiso 1 1 d D . . . .
N2 N 0.920(4) 0.750(3) 0.7360(9) 0.070(11) Uiso 1 1 d D . . . .
N3 N 0.798(3) 0.645(4) 0.7556(10) 0.106(14) Uiso 1 1 d D . . . .
N4 N 0.678(2) 0.654(2) 0.7452(6) 0.009(4) Uiso 1 1 d D . . . .
C5 C 0.724(2) 0.756(2) 0.7151(8) 0.021(6) Uiso 1 1 d D . . . .
H5 H 0.6594 0.7775 0.6986 0.025 Uiso 1 1 calc R U . . .
C6 C 0.535(2) 0.556(5) 0.7677(7) 0.15(2) Uiso 1 1 d D . . . .
H6A H 0.4967 0.4514 0.7578 0.228 Uiso 1 1 calc R U . . .
H6B H 0.4614 0.5863 0.7589 0.228 Uiso 1 1 calc R U . . .
C7 C 0.535(2) 0.553(3) 0.8151(6) 0.073(13) Uiso 1 1 d DG . . . .
C8 C 0.526(2) 0.430(3) 0.8367(9) 0.095(15) Uiso 1 1 d G . . . .
H8 H 0.5203 0.3472 0.8216 0.114 Uiso 1 1 calc R U . . .
C9 C 0.525(3) 0.429(2) 0.8802(9) 0.087(14) Uiso 1 1 d G . . . .
H9 H 0.5190 0.3452 0.8950 0.104 Uiso 1 1 calc R U . . .
C10 C 0.534(2) 0.550(3) 0.9023(6) 0.032(8) Uiso 1 1 d DG . . . .
C11 C 0.543(2) 0.673(2) 0.8807(8) 0.057(10) Uiso 1 1 d G . . . .
H11 H 0.5485 0.7555 0.8958 0.068 Uiso 1 1 calc R U . . .
C12 C 0.544(2) 0.674(2) 0.8371(8) 0.108(18) Uiso 1 1 d G . . . .
H12 H 0.5498 0.7576 0.8224 0.130 Uiso 1 1 calc R U . . .
C13 C 0.539(3) 0.551(3) 0.9497(6) 0.082(15) Uiso 1 1 d DG . . . .
C14 C 0.490(3) 0.416(3) 0.9709(8) 0.075(12) Uiso 1 1 d G . . . .
H14 H 0.4577 0.3250 0.9556 0.091 Uiso 1 1 calc R U . . .
C15 C 0.487(2) 0.413(2) 1.0144(8) 0.068(11) Uiso 1 1 d G . . . .
H15 H 0.4533 0.3203 1.0289 0.082 Uiso 1 1 calc R U . . .
C16 C 0.5336(17) 0.546(3) 1.0368(6) 0.032(8) Uiso 1 1 d DG . . . .
C17 C 0.583(2) 0.681(2) 1.0157(8) 0.066(11) Uiso 1 1 d G . . . .
H17 H 0.6148 0.7719 1.0310 0.079 Uiso 1 1 calc R U . . .
C18 C 0.586(3) 0.684(3) 0.9721(8) 0.097(15) Uiso 1 1 d G . . . .
H18 H 0.6192 0.7767 0.9577 0.117 Uiso 1 1 calc R U . . .
C19 C 0.533(2) 0.543(3) 1.0839(6) 0.026(7) Uiso 1 1 d D . . . .
H19A H 0.4553 0.5657 1.0949 0.039 Uiso 1 1 calc R U . . .
H19B H 0.5104 0.4433 1.0944 0.039 Uiso 1 1 calc R U . . .
N20 N 0.685(3) 0.661(3) 1.0970(10) 0.119(15) Uiso 1 1 d D . . . .
N21 N 0.814(3) 0.666(3) 1.0862(9) 0.069(10) Uiso 1 1 d D . . . .
N22 N 0.917(4) 0.766(4) 1.1122(10) 0.088(13) Uiso 1 1 d D . . . .
N23 N 0.855(3) 0.817(4) 1.1402(10) 0.077(11) Uiso 1 1 d D . . . .
C24 C 0.710(3) 0.753(4) 1.1293(10) 0.055 Uiso 1 1 d D U . . .
H24 H 0.6362 0.7694 1.1425 0.066 Uiso 1 1 calc R U . . .
B1 B -0.3333 0.3333 0.1614(10) 0.100 Uiso 0.5 3 d DS U P A 1
B1' B -0.3333 0.3333 0.1889(10) 0.100 Uiso 0.5 3 d DS U P A 2
F1 F -0.1954(17) 0.354(2) 0.1751(6) 0.100 Uiso 1 1 d D U . . .
F2 F -0.3333 0.3333 0.1181(9) 0.100 Uiso 0.5 3 d DS U P A 1
F2' F -0.3333 0.3333 0.2322(8) 0.100 Uiso 0.5 3 d DS U P A 2
B11 B 0.3333 0.6667 0.1553(9) 0.100 Uiso 0.5 3 d DS U P B 1
B11' B 0.3333 0.6667 0.1832(9) 0.100 Uiso 0.5 3 d DS U P B 2
F11 F 0.339(3) 0.5408(18) 0.1692(6) 0.100 Uiso 1 1 d D U . . .
F12 F 0.3333 0.6667 0.1120(8) 0.100 Uiso 0.5 3 d DS U P B 1
F12' F 0.3333 0.6667 0.2264(8) 0.100 Uiso 0.5 3 d DS U P B 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 N23 2.03(3) 6_564 ?
Fe1 N23 2.03(3) 5_654 ?
Fe1 N23 2.03(3) 2_774 ?
Fe1 N1 1.99(3) . ?
Fe1 N1 1.99(3) 3_765 ?
Fe1 N1 1.99(3) 4_675 ?
N1 C5 1.326(13) . ?
N1 N2 1.334(13) . ?
N2 N3 1.322(14) . ?
N3 N4 1.317(13) . ?
N4 C5 1.320(13) . ?
N4 C6 1.478(14) . ?
C6 C7 1.513(14) . ?
C7 C8 1.3900 . ?
C7 C12 1.3900 . ?
C8 C9 1.3900 . ?
C9 C10 1.3900 . ?
C10 C11 1.3900 . ?
C10 C13 1.515(14) . ?
C11 C12 1.3900 . ?
C13 C14 1.3900 . ?
C13 C18 1.3900 . ?
C14 C15 1.3900 . ?
C15 C16 1.3900 . ?
C16 C17 1.3900 . ?
C16 C19 1.501(13) . ?
C17 C18 1.3900 . ?
C19 N20 1.472(14) . ?
N20 N21 1.339(13) . ?
N20 C24 1.330(14) . ?
N21 N22 1.330(14) . ?
N22 N23 1.341(13) . ?
N23 C24 1.337(14) . ?
N23 Fe1 2.03(3) 2_775 ?
B1 F2 1.380(14) . ?
B1 F1 1.391(10) 4_455 ?
B1 F1 1.391(10) . ?
B1 F1 1.391(10) 3_565 ?
B1' F2' 1.383(14) . ?
B1' F1 1.390(10) . ?
B1' F1 1.390(10) 4_455 ?
B1' F1 1.390(10) 3_565 ?
B11 F12 1.383(14) . ?
B11 F11 1.390(10) 3_665 ?
B11 F11 1.390(10) 4_565 ?
B11 F11 1.390(10) . ?
B11' F12' 1.380(14) . ?
B11' F11 1.390(10) . ?
B11' F11 1.390(10) 3_665 ?
B11' F11 1.390(10) 4_565 ?



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















































































N23 Fe1 N23 93.5(14) 6_564 5_654 ?
N23 Fe1 N23 93.5(13) 6_564 2_774 ?
N23 Fe1 N23 93.5(13) 5_654 2_774 ?
N23 Fe1 N1 91.2(10) 6_564 . ?
N23 Fe1 N1 86.0(10) 5_654 . ?
N23 Fe1 N1 175.3(14) 2_774 . ?
N23 Fe1 N1 175.3(13) 6_564 3_765 ?
N23 Fe1 N1 91.2(10) 5_654 3_765 ?
N23 Fe1 N1 86.0(10) 2_774 3_765 ?
N1 Fe1 N1 89.3(12) . 3_765 ?
N23 Fe1 N1 86.0(10) 6_564 4_675 ?
N23 Fe1 N1 175.3(14) 5_654 4_675 ?
N23 Fe1 N1 91.2(10) 2_774 4_675 ?
N1 Fe1 N1 89.3(12) . 4_675 ?
N1 Fe1 N1 89.3(12) 3_765 4_675 ?
C5 N1 N2 107(2) . . ?
C5 N1 Fe1 126.0(17) . . ?
N2 N1 Fe1 126.9(19) . . ?
N3 N2 N1 106(3) . . ?
N4 N3 N2 111(3) . . ?
C5 N4 N3 105(2) . . ?
C5 N4 C6 137(2) . . ?
N3 N4 C6 118(3) . . ?
N4 C5 N1 110(2) . . ?
N4 C6 C7 119.4(16) . . ?
C8 C7 C12 120.0 . . ?
C8 C7 C6 121(3) . . ?
C12 C7 C6 119(3) . . ?
C7 C8 C9 120.0 . . ?
C8 C9 C10 120.0 . . ?
C11 C10 C9 120.0 . . ?
C11 C10 C13 120(2) . . ?
C9 C10 C13 120(2) . . ?
C12 C11 C10 120.0 . . ?
C11 C12 C7 120.0 . . ?
C14 C13 C18 120.0 . . ?
C14 C13 C10 119(3) . . ?
C18 C13 C10 121(3) . . ?
C15 C14 C13 120.0 . . ?
C14 C15 C16 120.0 . . ?
C17 C16 C15 120.0 . . ?
C17 C16 C19 120(2) . . ?
C15 C16 C19 120(2) . . ?
C18 C17 C16 120.0 . . ?
C17 C18 C13 120.0 . . ?
N20 C19 C16 106.0(19) . . ?
N21 N20 C24 110(3) . . ?
N21 N20 C19 125(3) . . ?
C24 N20 C19 123(3) . . ?
N20 N21 N22 105(3) . . ?
N21 N22 N23 112(3) . . ?
C24 N23 N22 105(3) . . ?
C24 N23 Fe1 136(2) . 2_775 ?
N22 N23 Fe1 117(2) . 2_775 ?
N23 C24 N20 109(3) . . ?
F2 B1 F1 108.4(11) . 4_455 ?
F2 B1 F1 108.4(11) . . ?
F1 B1 F1 110.5(10) 4_455 . ?
F2 B1 F1 108.4(11) . 3_565 ?
F1 B1 F1 110.5(10) 4_455 3_565 ?
F1 B1 F1 110.5(10) . 3_565 ?
F2' B1' F1 108.3(11) . . ?
F2' B1' F1 108.3(11) . 4_455 ?
F1 B1' F1 110.6(10) . 4_455 ?
F2' B1' F1 108.3(11) . 3_565 ?
F1 B1' F1 110.6(10) . 3_565 ?
F1 B1' F1 110.6(10) 4_455 3_565 ?
F12 B11 F11 108.6(11) . 3_665 ?
F12 B11 F11 108.6(11) . 4_565 ?
F11 B11 F11 110.3(11) 3_665 4_565 ?
F12 B11 F11 108.6(11) . . ?
F11 B11 F11 110.3(11) 3_665 . ?
F11 B11 F11 110.3(11) 4_565 . ?
F12' B11' F11 108.6(11) . . ?
F12' B11' F11 108.6(11) . 3_665 ?
F11 B11' F11 110.3(11) . 3_665 ?
F12' B11' F11 108.6(11) . 4_565 ?
F11 B11' F11 110.3(11) . 4_565 ?
F11 B11' F11 110.3(11) 3_665 4_565 ?



_refine_diff_density_max         0.916

_refine_diff_density_min         -0.801

_refine_diff_density_rms         0.144



_shelxl_version_number           2014-3











