# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_a17803
_database_code_depnum_ccdc_archive 'CCDC 1866109'
_audit_update_record             
;
2018-09-05 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H30 Fe K N2 O10'
_chemical_formula_sum            'C14 H30 Fe K N2 O10'
_chemical_formula_weight         481.35

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   9.9994(4)
_cell_length_b                   11.3818(5)
_cell_length_c                   20.3653(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2317.80(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6215
_cell_measurement_theta_min      2.68
_cell_measurement_theta_max      24.68

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.48
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.379
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1012
_exptl_absorpt_coefficient_mu    0.877
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6781
_exptl_absorpt_correction_T_max  0.7788
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      200(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 APEX2'
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            12783
_diffrn_reflns_av_R_equivalents  0.0253
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.00
_diffrn_reflns_theta_max         25.03
_reflns_number_total             3602
_reflns_number_gt                3100
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

_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)+(0.0608P)²+0.7314P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.01(3)
_refine_ls_number_reflns         3602
_refine_ls_number_parameters     254
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0539
_refine_ls_R_factor_gt           0.0429
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.1027
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
C1 C 0.2635(5) -0.0496(4) 0.7426(2) 0.0651(14) Uani 1 1 d . . .
H1A H 0.3585 -0.0355 0.7516 0.098 Uiso 1 1 calc R . .
H1B H 0.2212 0.0240 0.7287 0.098 Uiso 1 1 calc R . .
H1C H 0.2547 -0.1082 0.7076 0.098 Uiso 1 1 calc R . .
C2 C 0.5175(5) -0.0975(4) 0.8911(3) 0.0596(13) Uani 1 1 d . . .
H2A H 0.5593 -0.0558 0.9279 0.089 Uiso 1 1 calc R . .
H2B H 0.5135 -0.0456 0.8528 0.089 Uiso 1 1 calc R . .
H2C H 0.5705 -0.1673 0.8804 0.089 Uiso 1 1 calc R . .
C3 C -0.0471(6) 0.1280(6) 0.7930(2) 0.0748(17) Uani 1 1 d . . .
H3A H -0.1372 0.1347 0.7731 0.090 Uiso 1 1 calc R . .
H3B H 0.0015 0.0639 0.7704 0.090 Uiso 1 1 calc R . .
C4 C 0.0273(6) 0.2415(6) 0.7847(3) 0.0840(19) Uani 1 1 d . . .
H4A H 0.0286 0.2639 0.7378 0.101 Uiso 1 1 calc R . .
H4B H -0.0188 0.3045 0.8095 0.101 Uiso 1 1 calc R . .
C5 C 0.2314(7) 0.3316(5) 0.7994(3) 0.0828(18) Uani 1 1 d . . .
H5A H 0.1943 0.3947 0.8275 0.099 Uiso 1 1 calc R . .
H5B H 0.2262 0.3576 0.7531 0.099 Uiso 1 1 calc R . .
C6 C 0.3760(7) 0.3086(5) 0.8180(3) 0.088(2) Uani 1 1 d . . .
H6A H 0.4118 0.2426 0.7917 0.105 Uiso 1 1 calc R . .
H6B H 0.4308 0.3792 0.8088 0.105 Uiso 1 1 calc R . .
C7 C 0.5112(5) 0.2571(5) 0.9050(4) 0.0814(17) Uani 1 1 d . . .
H7A H 0.5697 0.3249 0.8949 0.098 Uiso 1 1 calc R . .
H7B H 0.5456 0.1878 0.8809 0.098 Uiso 1 1 calc R . .
C8 C 0.5135(6) 0.2334(5) 0.9764(4) 0.0872(19) Uani 1 1 d . . .
H8A H 0.6064 0.2184 0.9910 0.105 Uiso 1 1 calc R . .
H8B H 0.4788 0.3023 1.0007 0.105 Uiso 1 1 calc R . .
C9 C 0.4254(6) 0.1038(5) 1.0552(3) 0.0739(16) Uani 1 1 d . . .
H9A H 0.3789 0.1668 1.0797 0.089 Uiso 1 1 calc R . .
H9B H 0.5168 0.0957 1.0732 0.089 Uiso 1 1 calc R . .
C10 C 0.3520(6) -0.0083(6) 1.0629(3) 0.0762(18) Uani 1 1 d . . .
H10A H 0.3924 -0.0687 1.0341 0.091 Uiso 1 1 calc R . .
H10B H 0.3597 -0.0358 1.1089 0.091 Uiso 1 1 calc R . .
C11 C 0.1467(7) -0.1020(5) 1.0526(3) 0.0798(18) Uani 1 1 d . . .
H11A H 0.1503 -0.1303 1.0985 0.096 Uiso 1 1 calc R . .
H11B H 0.1880 -0.1624 1.0241 0.096 Uiso 1 1 calc R . .
C12 C 0.0059(7) -0.0833(5) 1.0328(3) 0.0847(18) Uani 1 1 d . . .
H12A H -0.0454 -0.1570 1.0386 0.102 Uiso 1 1 calc R . .
H12B H -0.0352 -0.0221 1.0609 0.102 Uiso 1 1 calc R . .
C13 C -0.1306(5) -0.0355(6) 0.9411(3) 0.0861(19) Uani 1 1 d . . .
H13A H -0.1788 0.0274 0.9649 0.103 Uiso 1 1 calc R . .
H13B H -0.1809 -0.1098 0.9467 0.103 Uiso 1 1 calc R . .
C14 C -0.1214(5) -0.0060(6) 0.8713(3) 0.0799(17) Uani 1 1 d . . .
H14A H -0.0709 -0.0685 0.8484 0.096 Uiso 1 1 calc R . .
H14B H -0.2126 -0.0037 0.8524 0.096 Uiso 1 1 calc R . .
N1 N 0.1721(4) -0.2967(4) 0.8884(2) 0.0779(13) Uani 1 1 d . . .
N2 N 0.3746(4) -0.3076(3) 0.7987(2) 0.0574(10) Uani 1 1 d . . .
O1 O 0.1204(6) -0.3772(5) 0.9105(4) 0.182(3) Uani 1 1 d . . .
O2 O 0.4070(5) -0.3956(3) 0.7747(2) 0.0975(14) Uani 1 1 d . . .
O3 O 0.2014(3) -0.0907(3) 0.79919(13) 0.0529(8) Uani 1 1 d . . .
O4 O 0.3885(3) -0.1315(3) 0.90863(15) 0.0505(7) Uani 1 1 d . . .
O5 O -0.0586(3) 0.1021(3) 0.85992(16) 0.0645(9) Uani 1 1 d . . .
O6 O 0.1580(4) 0.2297(3) 0.80768(16) 0.0692(10) Uani 1 1 d . . .
O7 O 0.3819(3) 0.2812(3) 0.88491(18) 0.0661(9) Uani 1 1 d . . .
O8 O 0.4320(3) 0.1329(3) 0.98923(17) 0.0653(9) Uani 1 1 d . . .
O9 O 0.2188(4) 0.0055(3) 1.04691(14) 0.0642(9) Uani 1 1 d . . .
O10 O 0.0016(3) -0.0482(3) 0.96712(17) 0.0663(10) Uani 1 1 d . . .
K1 K 0.21734(9) 0.06432(7) 0.90683(4) 0.0360(2) Uani 1 1 d . . .
Fe1 Fe 0.28422(6) -0.21457(5) 0.84679(3) 0.04459(19) 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
C1 O3 1.390(6) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O4 1.393(5) . ?
C2 K1 3.536(5) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
C3 O5 1.399(6) . ?
C3 C4 1.501(8) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 O6 1.395(6) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 O6 1.382(7) . ?
C5 C6 1.517(9) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 O7 1.400(7) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 O7 1.384(7) . ?
C7 C8 1.478(9) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 O8 1.429(7) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 O8 1.385(6) . ?
C9 C10 1.480(8) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 O9 1.380(6) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 O9 1.425(7) . ?
C11 C12 1.480(9) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 O10 1.398(6) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 O10 1.431(7) . ?
C13 C14 1.463(8) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 O5 1.401(7) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
N1 O1 1.146(6) . ?
N1 Fe1 1.687(5) . ?
N2 O2 1.160(5) . ?
N2 Fe1 1.703(4) . ?
O3 Fe1 1.901(3) . ?
O3 K1 2.818(3) . ?
O4 Fe1 1.889(3) . ?
O4 K1 2.810(3) . ?
O5 K1 2.952(3) . ?
O6 K1 2.824(3) . ?
O7 K1 3.000(4) . ?
O8 K1 2.834(3) . ?
O9 K1 2.931(3) . ?
O10 K1 2.793(3) . ?
K1 Fe1 3.4667(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
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C2 K1 48.34(19) . . ?
O4 C2 H2A 109.5 . . ?
K1 C2 H2A 92.3 . . ?
O4 C2 H2B 109.5 . . ?
K1 C2 H2B 73.9 . . ?
H2A C2 H2B 109.5 . . ?
O4 C2 H2C 109.5 . . ?
K1 C2 H2C 154.4 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
O5 C3 C4 109.3(5) . . ?
O5 C3 H3A 109.8 . . ?
C4 C3 H3A 109.8 . . ?
O5 C3 H3B 109.8 . . ?
C4 C3 H3B 109.8 . . ?
H3A C3 H3B 108.3 . . ?
O6 C4 C3 110.1(5) . . ?
O6 C4 H4A 109.6 . . ?
C3 C4 H4A 109.6 . . ?
O6 C4 H4B 109.6 . . ?
C3 C4 H4B 109.6 . . ?
H4A C4 H4B 108.1 . . ?
O6 C5 C6 109.3(4) . . ?
O6 C5 H5A 109.8 . . ?
C6 C5 H5A 109.8 . . ?
O6 C5 H5B 109.8 . . ?
C6 C5 H5B 109.8 . . ?
H5A C5 H5B 108.3 . . ?
O7 C6 C5 108.7(5) . . ?
O7 C6 H6A 109.9 . . ?
C5 C6 H6A 109.9 . . ?
O7 C6 H6B 109.9 . . ?
C5 C6 H6B 109.9 . . ?
H6A C6 H6B 108.3 . . ?
O7 C7 C8 110.0(5) . . ?
O7 C7 H7A 109.7 . . ?
C8 C7 H7A 109.7 . . ?
O7 C7 H7B 109.7 . . ?
C8 C7 H7B 109.7 . . ?
H7A C7 H7B 108.2 . . ?
O8 C8 C7 108.5(4) . . ?
O8 C8 H8A 110.0 . . ?
C7 C8 H8A 110.0 . . ?
O8 C8 H8B 110.0 . . ?
C7 C8 H8B 110.0 . . ?
H8A C8 H8B 108.4 . . ?
O8 C9 C10 109.4(4) . . ?
O8 C9 H9A 109.8 . . ?
C10 C9 H9A 109.8 . . ?
O8 C9 H9B 109.8 . . ?
C10 C9 H9B 109.8 . . ?
H9A C9 H9B 108.2 . . ?
O9 C10 C9 110.8(5) . . ?
O9 C10 H10A 109.5 . . ?
C9 C10 H10A 109.5 . . ?
O9 C10 H10B 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 108.1 . . ?
O9 C11 C12 109.7(5) . . ?
O9 C11 H11A 109.7 . . ?
C12 C11 H11A 109.7 . . ?
O9 C11 H11B 109.7 . . ?
C12 C11 H11B 109.7 . . ?
H11A C11 H11B 108.2 . . ?
O10 C12 C11 109.3(5) . . ?
O10 C12 H12A 109.8 . . ?
C11 C12 H12A 109.8 . . ?
O10 C12 H12B 109.8 . . ?
C11 C12 H12B 109.8 . . ?
H12A C12 H12B 108.3 . . ?
O10 C13 C14 108.9(5) . . ?
O10 C13 H13A 109.9 . . ?
C14 C13 H13A 109.9 . . ?
O10 C13 H13B 109.9 . . ?
C14 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?
O5 C14 C13 113.0(5) . . ?
O5 C14 H14A 109.0 . . ?
C13 C14 H14A 109.0 . . ?
O5 C14 H14B 109.0 . . ?
C13 C14 H14B 109.0 . . ?
H14A C14 H14B 107.8 . . ?
O1 N1 Fe1 160.3(5) . . ?
O2 N2 Fe1 158.0(4) . . ?
C1 O3 Fe1 118.5(3) . . ?
C1 O3 K1 114.1(3) . . ?
Fe1 O3 K1 92.47(10) . . ?
C2 O4 Fe1 118.7(3) . . ?
C2 O4 K1 109.9(2) . . ?
Fe1 O4 K1 92.98(11) . . ?
C3 O5 C14 112.5(4) . . ?
C3 O5 K1 105.6(3) . . ?
C14 O5 K1 103.7(3) . . ?
C5 O6 C4 112.1(5) . . ?
C5 O6 K1 122.3(3) . . ?
C4 O6 K1 120.0(3) . . ?
C7 O7 C6 111.8(5) . . ?
C7 O7 K1 107.8(3) . . ?
C6 O7 K1 107.8(3) . . ?
C9 O8 C8 113.4(4) . . ?
C9 O8 K1 118.2(3) . . ?
C8 O8 K1 123.0(3) . . ?
C10 O9 C11 111.8(5) . . ?
C10 O9 K1 105.1(3) . . ?
C11 O9 K1 105.8(3) . . ?
C12 O10 C13 114.3(4) . . ?
C12 O10 K1 121.9(3) . . ?
C13 O10 K1 120.3(3) . . ?
O10 K1 O4 95.81(10) . . ?
O10 K1 O3 90.66(10) . . ?
O4 K1 O3 63.14(9) . . ?
O10 K1 O6 117.24(11) . . ?
O4 K1 O6 131.76(10) . . ?
O3 K1 O6 81.33(9) . . ?
O10 K1 O8 116.80(11) . . ?
O4 K1 O8 75.49(9) . . ?
O3 K1 O8 132.51(10) . . ?
O6 K1 O8 113.51(11) . . ?
O10 K1 O9 58.08(11) . . ?
O4 K1 O9 78.63(9) . . ?
O3 K1 O9 127.91(9) . . ?
O6 K1 O9 148.17(10) . . ?
O8 K1 O9 58.85(11) . . ?
O10 K1 O5 59.14(11) . . ?
O4 K1 O5 133.58(10) . . ?
O3 K1 O5 77.69(9) . . ?
O6 K1 O5 58.33(11) . . ?
O8 K1 O5 149.25(10) . . ?
O9 K1 O5 110.68(11) . . ?
O10 K1 O7 150.02(10) . . ?
O4 K1 O7 108.68(9) . . ?
O3 K1 O7 115.48(10) . . ?
O6 K1 O7 57.33(11) . . ?
O8 K1 O7 56.36(10) . . ?
O9 K1 O7 109.28(11) . . ?
O5 K1 O7 110.16(10) . . ?
O10 K1 Fe1 83.36(7) . . ?
O4 K1 Fe1 32.97(6) . . ?
O3 K1 Fe1 33.22(6) . . ?
O6 K1 Fe1 113.50(7) . . ?
O8 K1 Fe1 108.36(7) . . ?
O9 K1 Fe1 97.65(7) . . ?
O5 K1 Fe1 101.52(7) . . ?
O7 K1 Fe1 126.52(7) . . ?
O10 K1 C2 117.17(10) . . ?
O4 K1 C2 21.73(10) . . ?
O3 K1 C2 69.60(10) . . ?
O6 K1 C2 117.45(11) . . ?
O8 K1 C2 63.53(10) . . ?
O9 K1 C2 87.97(11) . . ?
O5 K1 C2 147.16(10) . . ?
O7 K1 C2 87.11(11) . . ?
Fe1 K1 C2 47.73(7) . . ?
N1 Fe1 N2 107.3(2) . . ?
N1 Fe1 O4 108.05(19) . . ?
N2 Fe1 O4 113.70(17) . . ?
N1 Fe1 O3 112.17(19) . . ?
N2 Fe1 O3 113.52(16) . . ?
O4 Fe1 O3 102.06(13) . . ?
N1 Fe1 K1 101.66(16) . . ?
N2 Fe1 K1 151.04(13) . . ?
O4 Fe1 K1 54.05(9) . . ?
O3 Fe1 K1 54.31(8) . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.396
_refine_diff_density_min         -0.311
_refine_diff_density_rms         0.061
####################################################################### 
# 
# 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_twin5
_database_code_depnum_ccdc_archive 'CCDC 1866110'
_audit_update_record             
;
2018-09-05 deposited with the CCDC.
2019-01-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C13 H27 Fe K N2 O9'
_chemical_formula_weight         450.31

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.2009 0.2494 '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      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

_cell_length_a                   11.8963(15)
_cell_length_b                   8.4665(9)
_cell_length_c                   20.035(2)
_cell_angle_alpha                90
_cell_angle_beta                 91.071(4)
_cell_angle_gamma                90
_cell_volume                     2017.5(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    4352
_cell_measurement_theta_min      2.9532
_cell_measurement_theta_max      26.3899

_exptl_crystal_description       Lump
_exptl_crystal_colour            Black
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_F_000             944
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.18
_exptl_absorpt_coefficient_mu    0.999
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5852
_exptl_absorpt_correction_T_max  0.9485
_exptl_absorpt_process_details   'TWINABS V2012/1 (Bruker AXS Inc.)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.3333
_diffrn_reflns_number            4085
_diffrn_reflns_av_unetI/netI     0.0538
_diffrn_reflns_av_R_equivalents  0.0979
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.712
_diffrn_reflns_theta_max         26.418
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4085
_reflns_number_gt                3246
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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       'APEX2 (Bruker AXS, 2010)'
_computing_cell_refinement       'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_data_reduction        'SAINT V8.34A (Bruker AXS Inc., 2013)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 2008)'
_computing_publication_material  SHELXTL
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0667P)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_number_reflns         4085
_refine_ls_number_parameters     237
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0569
_refine_ls_R_factor_gt           0.0436
_refine_ls_wR_factor_ref         0.1157
_refine_ls_wR_factor_gt          0.1096
_refine_ls_goodness_of_fit_ref   1.011
_refine_ls_restrained_S_all      1.011
_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 0.61424(3) 0.45557(5) 0.53685(2) 0.01883(16) Uani 1 1 d . . . . .
K1 K 0.78480(5) 0.70324(7) 0.71122(3) 0.01971(19) Uani 1 1 d . . . . .
N1 N 0.62590(18) 0.4667(3) 0.61886(10) 0.0220(6) Uani 1 1 d . . . . .
N2 N 0.72206(18) 0.3840(3) 0.49576(10) 0.0212(5) Uani 1 1 d . . . . .
O1 O 0.64736(16) 0.4651(3) 0.67887(9) 0.0298(5) Uani 1 1 d . . . . .
O2 O 0.80736(15) 0.3170(2) 0.47813(9) 0.0287(5) Uani 1 1 d . . . . .
O3 O 0.47182(14) 0.3601(2) 0.50041(9) 0.0200(4) Uani 1 1 d . . . . .
O4 O 0.95053(15) 0.6694(2) 0.61041(8) 0.0187(4) Uani 1 1 d . . . . .
O5 O 0.80427(15) 0.9252(2) 0.61203(9) 0.0224(5) Uani 1 1 d . . . . .
O6 O 0.70327(15) 1.0154(2) 0.73121(9) 0.0249(5) Uani 1 1 d . . . . .
O7 O 0.68256(16) 0.7834(2) 0.82869(9) 0.0264(5) Uani 1 1 d . . . . .
O8 O 0.82001(15) 0.5153(2) 0.82876(9) 0.0238(5) Uani 1 1 d . . . . .
O9 O 0.91984(14) 0.4352(2) 0.70631(8) 0.0188(4) Uani 1 1 d . . . . .
C1 C 0.4747(2) 0.2161(4) 0.46572(15) 0.0320(7) Uani 1 1 d . . . . .
H1A H 0.5129 0.2311 0.4233 0.048 Uiso 1 1 calc R U . . .
H1B H 0.3977 0.1793 0.4570 0.048 Uiso 1 1 calc R U . . .
H1C H 0.5154 0.1374 0.4927 0.048 Uiso 1 1 calc R U . . .
C2 C 0.9161(2) 0.7487(4) 0.55033(12) 0.0226(7) Uani 1 1 d . . . . .
H2A H 0.8472 0.6987 0.5316 0.027 Uiso 1 1 calc R U . . .
H2B H 0.9760 0.7407 0.5168 0.027 Uiso 1 1 calc R U . . .
C3 C 0.8937(2) 0.9183(3) 0.56580(13) 0.0242(7) Uani 1 1 d . . . . .
H3A H 0.9620 0.9681 0.5853 0.029 Uiso 1 1 calc R U . . .
H3B H 0.8725 0.9758 0.5244 0.029 Uiso 1 1 calc R U . . .
C4 C 0.7643(3) 1.0820(4) 0.62237(15) 0.0357(8) Uani 1 1 d . . . . .
H4A H 0.7420 1.1306 0.5792 0.043 Uiso 1 1 calc R U . . .
H4B H 0.8242 1.1476 0.6433 0.043 Uiso 1 1 calc R U . . .
C5 C 0.6646(3) 1.0730(4) 0.66737(14) 0.0351(8) Uani 1 1 d . . . . .
H5A H 0.6304 1.1789 0.6723 0.042 Uiso 1 1 calc R U . . .
H5B H 0.6072 1.0008 0.6481 0.042 Uiso 1 1 calc R U . . .
C6 C 0.6150(2) 1.0176(4) 0.77865(14) 0.0292(7) Uani 1 1 d . . . . .
H6A H 0.5494 0.9580 0.7609 0.035 Uiso 1 1 calc R U . . .
H6B H 0.5911 1.1279 0.7868 0.035 Uiso 1 1 calc R U . . .
C7 C 0.6557(2) 0.9454(4) 0.84175(14) 0.0284(7) Uani 1 1 d . . . . .
H7A H 0.7233 1.0020 0.8587 0.034 Uiso 1 1 calc R U . . .
H7B H 0.5968 0.9520 0.8759 0.034 Uiso 1 1 calc R U . . .
C8 C 0.7076(3) 0.6980(4) 0.88836(13) 0.0334(8) Uani 1 1 d . . . . .
H8A H 0.6452 0.7086 0.9200 0.040 Uiso 1 1 calc R U . . .
H8B H 0.7769 0.7401 0.9100 0.040 Uiso 1 1 calc R U . . .
C9 C 0.7236(2) 0.5286(4) 0.87006(14) 0.0322(8) Uani 1 1 d . . . . .
H9A H 0.7345 0.4643 0.9109 0.039 Uiso 1 1 calc R U . . .
H9B H 0.6561 0.4890 0.8457 0.039 Uiso 1 1 calc R U . . .
C10 C 0.8386(2) 0.3557(4) 0.80847(13) 0.0238(7) Uani 1 1 d . . . . .
H10A H 0.7731 0.3167 0.7821 0.029 Uiso 1 1 calc R U . . .
H10B H 0.8487 0.2872 0.8482 0.029 Uiso 1 1 calc R U . . .
C11 C 0.9423(2) 0.3510(3) 0.76691(12) 0.0207(6) Uani 1 1 d . . . . .
H11A H 1.0061 0.4004 0.7915 0.025 Uiso 1 1 calc R U . . .
H11B H 0.9624 0.2402 0.7569 0.025 Uiso 1 1 calc R U . . .
C12 C 1.0126(2) 0.4307(3) 0.66236(12) 0.0201(6) Uani 1 1 d . . . . .
H12A H 1.0352 0.3199 0.6543 0.024 Uiso 1 1 calc R U . . .
H12B H 1.0775 0.4875 0.6825 0.024 Uiso 1 1 calc R U . . .
C13 C 0.9778(2) 0.5074(3) 0.59799(12) 0.0216(6) Uani 1 1 d . . . . .
H13A H 1.0399 0.5010 0.5658 0.026 Uiso 1 1 calc R U . . .
H13B H 0.9117 0.4521 0.5785 0.026 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 N1 1.649(2) . ?
Fe1 N2 1.652(2) . ?
Fe1 O3 2.0028(18) . ?
Fe1 O3 2.0034(19) 3_666 ?
K1 O1 2.668(2) . ?
K1 O5 2.7477(19) . ?
K1 O7 2.7543(18) . ?
K1 O9 2.7835(19) . ?
K1 O6 2.846(2) . ?
K1 O4 2.8630(18) . ?
K1 O8 2.8663(19) . ?
K1 C11 3.499(3) 2_756 ?
N1 O1 1.225(3) . ?
N2 O2 1.221(3) . ?
O3 C1 1.404(3) . ?
O3 Fe1 2.0034(19) 3_666 ?
O4 C2 1.432(3) . ?
O4 C13 1.432(3) . ?
O5 C3 1.425(3) . ?
O5 C4 1.427(3) . ?
O6 C6 1.430(3) . ?
O6 C5 1.436(3) . ?
O7 C8 1.424(3) . ?
O7 C7 1.433(3) . ?
O8 C10 1.429(4) . ?
O8 C9 1.432(3) . ?
O9 C12 1.425(3) . ?
O9 C11 1.428(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 C3 1.494(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C4 C5 1.505(4) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C6 C7 1.478(4) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C8 C9 1.493(5) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 C11 1.501(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 K1 3.499(3) 2_746 ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.495(3) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?

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 N2 117.77(11) . . ?
N1 Fe1 O3 116.18(9) . . ?
N2 Fe1 O3 109.25(9) . . ?
N1 Fe1 O3 111.07(10) . 3_666 ?
N2 Fe1 O3 119.75(9) . 3_666 ?
O3 Fe1 O3 75.87(9) . 3_666 ?
O1 K1 O5 113.61(6) . . ?
O1 K1 O7 96.62(6) . . ?
O5 K1 O7 119.60(6) . . ?
O1 K1 O9 74.14(6) . . ?
O5 K1 O9 118.39(5) . . ?
O7 K1 O9 119.70(6) . . ?
O1 K1 O6 121.80(6) . . ?
O5 K1 O6 60.02(5) . . ?
O7 K1 O6 59.59(6) . . ?
O9 K1 O6 163.86(6) . . ?
O1 K1 O4 100.37(6) . . ?
O5 K1 O4 59.32(5) . . ?
O7 K1 O4 161.51(6) . . ?
O9 K1 O4 59.20(5) . . ?
O6 K1 O4 115.67(6) . . ?
O1 K1 O8 81.93(6) . . ?
O5 K1 O8 163.90(6) . . ?
O7 K1 O8 59.66(6) . . ?
O9 K1 O8 60.05(5) . . ?
O6 K1 O8 116.41(6) . . ?
O4 K1 O8 115.59(5) . . ?
O1 K1 C11 149.72(7) . 2_756 ?
O5 K1 C11 75.85(6) . 2_756 ?
O7 K1 C11 103.20(6) . 2_756 ?
O9 K1 C11 76.19(6) . 2_756 ?
O6 K1 C11 88.18(6) . 2_756 ?
O4 K1 C11 58.30(5) . 2_756 ?
O8 K1 C11 88.55(6) . 2_756 ?
O1 N1 Fe1 171.8(2) . . ?
O2 N2 Fe1 166.43(19) . . ?
N1 O1 K1 110.23(16) . . ?
C1 O3 Fe1 120.19(16) . . ?
C1 O3 Fe1 120.59(17) . 3_666 ?
Fe1 O3 Fe1 104.13(9) . 3_666 ?
C2 O4 C13 111.43(19) . . ?
C2 O4 K1 110.87(14) . . ?
C13 O4 K1 112.33(14) . . ?
C3 O5 C4 112.8(2) . . ?
C3 O5 K1 121.09(15) . . ?
C4 O5 K1 119.91(15) . . ?
C6 O6 C5 111.1(2) . . ?
C6 O6 K1 111.24(17) . . ?
C5 O6 K1 107.12(16) . . ?
C8 O7 C7 112.1(2) . . ?
C8 O7 K1 120.23(16) . . ?
C7 O7 K1 119.69(15) . . ?
C10 O8 C9 111.7(2) . . ?
C10 O8 K1 108.19(14) . . ?
C9 O8 K1 108.95(15) . . ?
C12 O9 C11 112.17(19) . . ?
C12 O9 K1 119.84(15) . . ?
C11 O9 K1 118.38(14) . . ?
O3 C1 H1A 109.5 . . ?
O3 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
O3 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O4 C2 C3 109.0(2) . . ?
O4 C2 H2A 109.9 . . ?
C3 C2 H2A 109.9 . . ?
O4 C2 H2B 109.9 . . ?
C3 C2 H2B 109.9 . . ?
H2A C2 H2B 108.3 . . ?
O5 C3 C2 108.2(2) . . ?
O5 C3 H3A 110.1 . . ?
C2 C3 H3A 110.1 . . ?
O5 C3 H3B 110.1 . . ?
C2 C3 H3B 110.1 . . ?
H3A C3 H3B 108.4 . . ?
O5 C4 C5 108.0(2) . . ?
O5 C4 H4A 110.1 . . ?
C5 C4 H4A 110.1 . . ?
O5 C4 H4B 110.1 . . ?
C5 C4 H4B 110.1 . . ?
H4A C4 H4B 108.4 . . ?
O6 C5 C4 108.0(2) . . ?
O6 C5 H5A 110.1 . . ?
C4 C5 H5A 110.1 . . ?
O6 C5 H5B 110.1 . . ?
C4 C5 H5B 110.1 . . ?
H5A C5 H5B 108.4 . . ?
O6 C6 C7 109.3(2) . . ?
O6 C6 H6A 109.8 . . ?
C7 C6 H6A 109.8 . . ?
O6 C6 H6B 109.8 . . ?
C7 C6 H6B 109.8 . . ?
H6A C6 H6B 108.3 . . ?
O7 C7 C6 108.1(2) . . ?
O7 C7 H7A 110.1 . . ?
C6 C7 H7A 110.1 . . ?
O7 C7 H7B 110.1 . . ?
C6 C7 H7B 110.1 . . ?
H7A C7 H7B 108.4 . . ?
O7 C8 C9 107.9(2) . . ?
O7 C8 H8A 110.1 . . ?
C9 C8 H8A 110.1 . . ?
O7 C8 H8B 110.1 . . ?
C9 C8 H8B 110.1 . . ?
H8A C8 H8B 108.4 . . ?
O8 C9 C8 108.9(3) . . ?
O8 C9 H9A 109.9 . . ?
C8 C9 H9A 109.9 . . ?
O8 C9 H9B 109.9 . . ?
C8 C9 H9B 109.9 . . ?
H9A C9 H9B 108.3 . . ?
O8 C10 C11 108.4(2) . . ?
O8 C10 H10A 110.0 . . ?
C11 C10 H10A 110.0 . . ?
O8 C10 H10B 110.0 . . ?
C11 C10 H10B 110.0 . . ?
H10A C10 H10B 108.4 . . ?
O9 C11 C10 108.4(2) . . ?
O9 C11 K1 116.29(14) . 2_746 ?
C10 C11 K1 135.22(16) . 2_746 ?
O9 C11 H11A 110.0 . . ?
C10 C11 H11A 110.0 . . ?
K1 C11 H11A 52.3 2_746 . ?
O9 C11 H11B 110.0 . . ?
C10 C11 H11B 110.0 . . ?
K1 C11 H11B 57.2 2_746 . ?
H11A C11 H11B 108.4 . . ?
O9 C12 C13 108.5(2) . . ?
O9 C12 H12A 110.0 . . ?
C13 C12 H12A 110.0 . . ?
O9 C12 H12B 110.0 . . ?
C13 C12 H12B 110.0 . . ?
H12A C12 H12B 108.4 . . ?
O4 C13 C12 109.0(2) . . ?
O4 C13 H13A 109.9 . . ?
C12 C13 H13A 109.9 . . ?
O4 C13 H13B 109.9 . . ?
C12 C13 H13B 109.9 . . ?
H13A C13 H13B 108.3 . . ?

_refine_diff_density_max         0.615
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.094

_shelxl_version_number           2014/6

