# Electronic Supplementary Material (ESI) for Dalton Transactions.
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1436538'
_audit_update_record             
;
2015-11-12 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H22 Fe N2 Na O12'
_chemical_formula_weight         441.13

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'
Na Na 0.0362 0.0249 '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           7
_space_group_name_H-M_alt        'P n'
_space_group_name_Hall           'P -2yac'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.11760(10)
_cell_length_b                   9.29060(10)
_cell_length_c                   12.07760(10)
_cell_angle_alpha                90
_cell_angle_beta                 91.3953(10)
_cell_angle_gamma                90
_cell_volume                     910.591(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    297(2)
_cell_measurement_reflns_used    5663
_cell_measurement_theta_min      2.5047
_cell_measurement_theta_max      27.6669

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.609
_exptl_crystal_F_000             458
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.915
_exptl_absorpt_correction_T_min  0.87840
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      297(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Xcalibur, Sapphire1, long nozzle'
_diffrn_detector_area_resol_mean 8.4350
_diffrn_reflns_number            13093
_diffrn_reflns_av_unetI/netI     0.0485
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.766
_diffrn_reflns_theta_max         25.666
_diffrn_reflns_theta_full        25.666
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3442
_reflns_number_gt                2987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.994
_reflns_Friedel_fraction_max     1.000
_reflns_Friedel_fraction_full    1.000

_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, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component inversion 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)+(0.0328P)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 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.42(2)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3442
_refine_ls_number_parameters     240
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0486
_refine_ls_R_factor_gt           0.0363
_refine_ls_wR_factor_ref         0.0719
_refine_ls_wR_factor_gt          0.0671
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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 0.31954(11) 0.72805(7) 0.53756(8) 0.02268(17) Uani 1 1 d . . . . .
Na Na -0.1842(5) 0.22846(18) 0.5381(3) 0.0283(4) Uani 1 1 d . . . . .
O1 O 0.4377(5) 0.7086(4) 0.3945(3) 0.0305(10) Uani 1 1 d . . . . .
O2 O 0.4571(5) 0.7174(4) 0.2127(3) 0.0353(10) Uani 1 1 d . . . . .
O3 O 0.5186(4) 0.8279(4) 0.6030(3) 0.0313(8) Uani 1 1 d . . . . .
O4 O 0.1733(5) 0.7914(5) 0.8581(3) 0.0390(11) Uani 1 1 d . . . . .
O5 O 0.2258(4) 0.9162(4) 0.4804(3) 0.0282(8) Uani 1 1 d . . . . .
O6 O 0.7130(4) 0.9954(4) 0.6144(3) 0.0374(10) Uani 1 1 d . . . . .
O7 O 0.4081(4) 0.5405(4) 0.5943(3) 0.0322(9) Uani 1 1 d . . . . .
O8 O 0.5756(5) 0.3533(4) 0.6002(3) 0.0466(11) Uani 1 1 d . . . . .
O9 O 0.1208(4) 0.6261(4) 0.4719(3) 0.0315(9) Uani 1 1 d . . . . .
O10 O -0.0767(4) 0.4614(4) 0.4620(3) 0.0386(10) Uani 1 1 d . . . . .
O11 O 0.1984(6) 0.7537(4) 0.6787(4) 0.0304(11) Uani 1 1 d . . . . .
O12 O 0.0395(5) 1.0877(4) 0.4736(3) 0.0489(11) Uani 1 1 d . . . . .
C1 C 0.0479(7) 0.5158(6) 0.5061(5) 0.0332(14) Uani 1 1 d . . . . .
H1 H 0.0910 0.4716 0.5695 0.040 Uiso 1 1 calc R U . . .
C2 C 0.0898(7) 0.9737(6) 0.5090(5) 0.0333(14) Uani 1 1 d . . . . .
H2 H 0.0261 0.9249 0.5598 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5945(7) 0.9349(7) 0.5691(5) 0.0341(15) Uani 1 1 d . . . . .
H3 H 0.5575 0.9736 0.5020 0.041 Uiso 1 1 calc R U . . .
C4 C 0.5298(7) 0.4668(6) 0.5621(5) 0.0351(14) Uani 1 1 d . . . . .
H4 H 0.5891 0.5038 0.5036 0.042 Uiso 1 1 calc R U . . .
C5 C 0.3838(9) 0.7334(6) 0.2979(6) 0.0302(17) Uani 1 1 d . . . . .
H5 H 0.2763 0.7676 0.2912 0.036 Uiso 1 1 calc R U . . .
C6 C 0.2541(9) 0.7572(6) 0.7775(6) 0.0318(18) Uani 1 1 d . . . . .
H6 H 0.3639 0.7321 0.7900 0.038 Uiso 1 1 calc R U . . .
N2 N 0.3364(6) 0.1319(5) 0.3146(4) 0.0406(13) Uani 1 1 d . . . . .
H2A H 0.4456 0.1392 0.3202 0.061 Uiso 1 1 calc R U . . .
H2B H 0.3077 0.0990 0.2477 0.061 Uiso 1 1 calc R U . . .
H2C H 0.3010 0.0714 0.3660 0.061 Uiso 1 1 calc R U . . .
C7 C 0.2625(8) 0.2734(7) 0.3310(6) 0.0568(19) Uani 1 1 d . . . . .
H7A H 0.2963 0.3106 0.4031 0.068 Uiso 1 1 calc R U . . .
H7B H 0.1434 0.2647 0.3292 0.068 Uiso 1 1 calc R U . . .
C8 C 0.3144(9) 0.3752(7) 0.2430(7) 0.070(2) Uani 1 1 d . . . . .
H8A H 0.4304 0.3938 0.2513 0.105 Uiso 1 1 calc R U . . .
H8B H 0.2546 0.4638 0.2496 0.105 Uiso 1 1 calc R U . . .
H8C H 0.2916 0.3334 0.1716 0.105 Uiso 1 1 calc R U . . .
N1 N 0.2955(7) 0.3652(5) 0.7841(4) 0.0400(13) Uani 1 1 d . . . . .
H1A H 0.1863 0.3637 0.7753 0.060 Uiso 1 1 calc R U . . .
H1B H 0.3407 0.3930 0.7212 0.060 Uiso 1 1 calc R U . . .
H1C H 0.3234 0.4267 0.8378 0.060 Uiso 1 1 calc R U . . .
C10 C 0.3182(11) 0.1164(8) 0.7273(9) 0.091(3) Uani 1 1 d . . . . .
H10A H 0.3355 0.1597 0.6563 0.137 Uiso 1 1 calc R U . . .
H10B H 0.2054 0.0863 0.7318 0.137 Uiso 1 1 calc R U . . .
H10C H 0.3892 0.0343 0.7363 0.137 Uiso 1 1 calc R U . . .
C9 C 0.3550(8) 0.2199(7) 0.8138(7) 0.060(2) Uani 1 1 d . . . . .
H9A H 0.4732 0.2232 0.8274 0.072 Uiso 1 1 calc R U . . .
H9B H 0.3039 0.1893 0.8816 0.072 Uiso 1 1 calc R U . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O7 1.999(4) . ?
Fe1 O11 2.003(5) . ?
Fe1 O1 2.004(5) . ?
Fe1 O3 2.009(4) . ?
Fe1 O9 2.016(4) . ?
Fe1 O5 2.021(3) . ?
Na O12 2.384(5) 1_545 ?
Na O8 2.405(5) 1_455 ?
Na O2 2.429(6) 2_465 ?
Na O4 2.444(6) 2_464 ?
Na O6 2.504(4) 1_445 ?
Na O10 2.515(4) . ?
O1 C5 1.258(8) . ?
O2 C5 1.210(8) . ?
O2 Na 2.429(6) 2_564 ?
O3 C3 1.244(6) . ?
O4 C6 1.229(8) . ?
O4 Na 2.444(6) 2_565 ?
O5 C2 1.281(6) . ?
O6 C3 1.231(7) . ?
O6 Na 2.504(4) 1_665 ?
O7 C4 1.272(7) . ?
O8 C4 1.206(7) . ?
O8 Na 2.405(5) 1_655 ?
O9 C1 1.258(6) . ?
O10 C1 1.240(6) . ?
O11 C6 1.266(9) . ?
O12 C2 1.209(6) . ?
O12 Na 2.384(5) 1_565 ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3 0.9300 . ?
C4 H4 0.9300 . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
N2 C7 1.460(8) . ?
N2 H2A 0.8900 . ?
N2 H2B 0.8900 . ?
N2 H2C 0.8900 . ?
C7 C8 1.491(9) . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
N1 C9 1.475(8) . ?
N1 H1A 0.8900 . ?
N1 H1B 0.8900 . ?
N1 H1C 0.8900 . ?
C10 C9 1.446(10) . ?
C10 H10A 0.9600 . ?
C10 H10B 0.9600 . ?
C10 H10C 0.9600 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?

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
O7 Fe1 O11 89.53(15) . . ?
O7 Fe1 O1 92.35(15) . . ?
O11 Fe1 O1 178.12(19) . . ?
O7 Fe1 O3 89.35(15) . . ?
O11 Fe1 O3 90.96(16) . . ?
O1 Fe1 O3 89.08(16) . . ?
O7 Fe1 O9 90.18(15) . . ?
O11 Fe1 O9 89.19(17) . . ?
O1 Fe1 O9 90.79(16) . . ?
O3 Fe1 O9 179.50(17) . . ?
O7 Fe1 O5 178.94(18) . . ?
O11 Fe1 O5 89.96(15) . . ?
O1 Fe1 O5 88.16(15) . . ?
O3 Fe1 O5 91.59(15) . . ?
O9 Fe1 O5 88.89(15) . . ?
O12 Na O8 175.2(2) 1_545 1_455 ?
O12 Na O2 92.9(2) 1_545 2_465 ?
O8 Na O2 89.92(19) 1_455 2_465 ?
O12 Na O4 90.91(19) 1_545 2_464 ?
O8 Na O4 86.8(2) 1_455 2_464 ?
O2 Na O4 172.37(19) 2_465 2_464 ?
O12 Na O6 84.78(14) 1_545 1_445 ?
O8 Na O6 91.26(19) 1_455 1_445 ?
O2 Na O6 90.80(17) 2_465 1_445 ?
O4 Na O6 96.15(17) 2_464 1_445 ?
O12 Na O10 94.5(2) 1_545 . ?
O8 Na O10 89.43(14) 1_455 . ?
O2 Na O10 88.77(16) 2_465 . ?
O4 Na O10 84.32(16) 2_464 . ?
O6 Na O10 179.2(2) 1_445 . ?
C5 O1 Fe1 128.3(5) . . ?
C5 O2 Na 118.7(4) . 2_564 ?
C3 O3 Fe1 129.8(4) . . ?
C6 O4 Na 115.7(4) . 2_565 ?
C2 O5 Fe1 126.0(3) . . ?
C3 O6 Na 119.7(4) . 1_665 ?
C4 O7 Fe1 129.8(4) . . ?
C4 O8 Na 123.2(4) . 1_655 ?
C1 O9 Fe1 129.2(4) . . ?
C1 O10 Na 118.8(3) . . ?
C6 O11 Fe1 129.3(5) . . ?
C2 O12 Na 128.2(4) . 1_565 ?
O10 C1 O9 125.3(5) . . ?
O10 C1 H1 117.4 . . ?
O9 C1 H1 117.4 . . ?
O12 C2 O5 123.7(5) . . ?
O12 C2 H2 118.1 . . ?
O5 C2 H2 118.1 . . ?
O6 C3 O3 127.4(5) . . ?
O6 C3 H3 116.3 . . ?
O3 C3 H3 116.3 . . ?
O8 C4 O7 126.1(6) . . ?
O8 C4 H4 117.0 . . ?
O7 C4 H4 117.0 . . ?
O2 C5 O1 126.8(7) . . ?
O2 C5 H5 116.6 . . ?
O1 C5 H5 116.6 . . ?
O4 C6 O11 124.6(6) . . ?
O4 C6 H6 117.7 . . ?
O11 C6 H6 117.7 . . ?
C7 N2 H2A 109.5 . . ?
C7 N2 H2B 109.5 . . ?
H2A N2 H2B 109.5 . . ?
C7 N2 H2C 109.5 . . ?
H2A N2 H2C 109.5 . . ?
H2B N2 H2C 109.5 . . ?
N2 C7 C8 110.5(6) . . ?
N2 C7 H7A 109.6 . . ?
C8 C7 H7A 109.6 . . ?
N2 C7 H7B 109.6 . . ?
C8 C7 H7B 109.6 . . ?
H7A C7 H7B 108.1 . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
C9 N1 H1A 109.5 . . ?
C9 N1 H1B 109.5 . . ?
H1A N1 H1B 109.5 . . ?
C9 N1 H1C 109.5 . . ?
H1A N1 H1C 109.5 . . ?
H1B N1 H1C 109.5 . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C10 C9 N1 111.9(6) . . ?
C10 C9 H9A 109.2 . . ?
N1 C9 H9A 109.2 . . ?
C10 C9 H9B 109.2 . . ?
N1 C9 H9B 109.2 . . ?
H9A C9 H9B 107.9 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
C2 H2 O11 0.93 2.54 3.012(7) 111.8 .
C4 H4 O1 0.93 2.61 3.103(7) 114.0 .
N2 H2A O4 0.89 2.00 2.862(6) 162.7 2_564
N2 H2B O6 0.89 1.97 2.852(6) 169.2 2_464
N2 H2C O5 0.89 2.10 2.987(6) 175.7 1_545
N2 H2C O12 0.89 2.52 3.145(7) 127.7 1_545
C7 H7B O12 0.97 2.56 3.061(8) 112.5 1_545
N1 H1A O1 0.89 2.60 3.298(7) 136.3 2_465
N1 H1A O2 0.89 2.13 2.960(7) 155.1 2_465
N1 H1B O7 0.89 2.14 2.974(6) 156.4 .
N1 H1B O8 0.89 2.46 3.219(7) 143.7 .
N1 H1C O10 0.89 1.98 2.860(6) 168.9 2_565
C9 H9A O9 0.97 2.52 3.185(8) 125.9 2_565

_refine_diff_density_max         0.238
_refine_diff_density_min         -0.284
_refine_diff_density_rms         0.052



####################################################################### 
# 
# 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_377K
_database_code_depnum_ccdc_archive 'CCDC 1436539'
_audit_update_record             
;
2015-11-12 deposited with the CCDC.
2015-12-16 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H22 Fe N2 Na O12'
_chemical_formula_weight         441.13

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'
Na Na 0.0362 0.0249 '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/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   8.1102(2)
_cell_length_b                   9.3794(4)
_cell_length_c                   12.1341(4)
_cell_angle_alpha                90
_cell_angle_beta                 91.125(3)
_cell_angle_gamma                90
_cell_volume                     922.85(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    377(2)
_cell_measurement_reflns_used    1940
_cell_measurement_theta_min      2.8180
_cell_measurement_theta_max      27.3610

_exptl_crystal_description       prism
_exptl_crystal_colour            ?
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_F_000             458
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.10
_exptl_absorpt_coefficient_mu    0.902
_exptl_absorpt_correction_T_min  0.97633
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35h (release 09-02-2015 CrysAlis171 .NET)
(compiled Feb  9 2015,16:26:32)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      377(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Xcalibur, Sapphire1, long nozzle'
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_monochromator  graphite
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            3623
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0206
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.049
_diffrn_reflns_theta_max         25.682
_diffrn_reflns_theta_full        25.682
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.993
_reflns_number_total             1737
_reflns_number_gt                1519
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.44 (release 25-10-2010 CrysAlis171 .NET)
(compiled Oct 25 2010,18:11:34)
;
_computing_structure_refinement  'SHELXL-2014/7 (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)+(0.0300P)²+0.7600P] 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     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.015(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         1737
_refine_ls_number_parameters     150
_refine_ls_number_restraints     42
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0425
_refine_ls_wR_factor_ref         0.0994
_refine_ls_wR_factor_gt          0.0962
_refine_ls_goodness_of_fit_ref   1.204
_refine_ls_restrained_S_all      1.208
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.0000 0.0000 0.5000 0.0326(2) Uani 1 2 d S . P . .
Na1 Na 0.0000 0.0000 0.0000 0.0395(4) Uani 1 2 d S . P . .
O1 O 0.1187(2) 0.0243(2) 0.35774(16) 0.0418(5) Uani 1 1 d . . . . .
O2 O 0.1994(2) -0.1009(3) 0.56381(17) 0.0455(6) Uani 1 1 d . . . . .
O3 O 0.0916(2) 0.1857(2) 0.55675(17) 0.0420(5) Uani 1 1 d . . . . .
O4 O 0.1397(3) 0.0376(3) 0.17761(17) 0.0482(6) Uani 1 1 d . . . . .
O5 O 0.3920(3) -0.2676(3) 0.5765(2) 0.0549(7) Uani 1 1 d . . . . .
O6 O 0.2637(3) 0.3676(3) 0.5608(2) 0.0746(9) Uani 1 1 d . . . . .
C1 C 0.0634(4) 0.0116(3) 0.2606(2) 0.0385(7) Uani 1 1 d . . . . .
H1 H -0.0446 -0.0202 0.2514 0.046 Uiso 1 1 calc R U . . .
C2 C 0.2191(4) 0.2527(4) 0.5253(3) 0.0513(9) Uani 1 1 d . . . . .
H2 H 0.2825 0.2104 0.4713 0.062 Uiso 1 1 calc R U . . .
C3 C 0.2725(4) -0.2104(4) 0.5329(3) 0.0485(9) Uani 1 1 d . . . . .
H3 H 0.2309 -0.2536 0.4692 0.058 Uiso 1 1 calc R U . . .
C4 C 0.5332(13) -0.0291(8) 0.2838(8) 0.056(3) Uani 0.418(10) 1 d D U P A 1
H4A H 0.4730 -0.0563 0.3489 0.067 Uiso 0.418(10) 1 calc R U P A 1
H4B H 0.6497 -0.0263 0.3033 0.067 Uiso 0.418(10) 1 calc R U P A 1
C5 C 0.5035(18) -0.1368(12) 0.1943(11) 0.102(5) Uani 0.418(10) 1 d D U P A 1
H5A H 0.4754 -0.2269 0.2265 0.154 Uiso 0.418(10) 1 calc R U P A 1
H5B H 0.6016 -0.1474 0.1520 0.154 Uiso 0.418(10) 1 calc R U P A 1
H5C H 0.4145 -0.1053 0.1470 0.154 Uiso 0.418(10) 1 calc R U P A 1
N2 N 0.479(4) 0.1115(11) 0.2464(14) 0.056(5) Uani 0.418(10) 1 d D U P A 1
H2A H 0.3692 0.1145 0.2441 0.083 Uiso 0.418(10) 1 calc R U P A 1
H2B H 0.5173 0.1281 0.1794 0.083 Uiso 0.418(10) 1 calc R U P A 1
H2C H 0.5172 0.1776 0.2929 0.083 Uiso 0.418(10) 1 calc R U P A 1
C6 C 0.5522(10) -0.0222(6) 0.2084(7) 0.073(3) Uani 0.582(10) 1 d D U P A 2
H6A H 0.6716 -0.0160 0.2092 0.088 Uiso 0.582(10) 1 calc R U P A 2
H6B H 0.5163 -0.0570 0.1365 0.088 Uiso 0.582(10) 1 calc R U P A 2
C7 C 0.4982(12) -0.1238(9) 0.2959(8) 0.100(4) Uani 0.582(10) 1 d D U P A 2
H7A H 0.3933 -0.0941 0.3232 0.150 Uiso 0.582(10) 1 calc R U P A 2
H7B H 0.5782 -0.1246 0.3553 0.150 Uiso 0.582(10) 1 calc R U P A 2
H7C H 0.4884 -0.2179 0.2653 0.150 Uiso 0.582(10) 1 calc R U P A 2
N1 N 0.482(3) 0.1188(8) 0.2276(11) 0.050(3) Uani 0.582(10) 1 d D U P A 2
H1A H 0.3726 0.1122 0.2292 0.075 Uiso 0.582(10) 1 calc R U P A 2
H1B H 0.5106 0.1773 0.1735 0.075 Uiso 0.582(10) 1 calc R U P A 2
H1C H 0.5200 0.1527 0.2917 0.075 Uiso 0.582(10) 1 calc R U P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O1 2.006(2) 3_556 ?
Fe1 O1 2.006(2) . ?
Fe1 O3 2.010(2) . ?
Fe1 O3 2.010(2) 3_556 ?
Fe1 O2 2.015(2) . ?
Fe1 O2 2.015(2) 3_556 ?
Na1 O6 2.412(3) 4_565 ?
Na1 O6 2.412(3) 2_545 ?
Na1 O4 2.441(2) 3 ?
Na1 O4 2.441(2) . ?
Na1 O5 2.532(2) 4 ?
Na1 O5 2.532(2) 2 ?
O1 C1 1.259(4) . ?
O2 C3 1.248(4) . ?
O3 C2 1.275(4) . ?
O4 C1 1.216(4) . ?
O5 C3 1.220(4) . ?
O5 Na1 2.532(2) 2_545 ?
O6 C2 1.213(4) . ?
O6 Na1 2.412(3) 2 ?
C4 N2 1.4601(10) . ?
C4 C5 1.4996(10) . ?
C6 N1 1.4601(10) . ?
C6 C7 1.4994(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
O1 Fe1 O1 180.0 3_556 . ?
O1 Fe1 O3 89.08(8) 3_556 . ?
O1 Fe1 O3 90.92(8) . . ?
O1 Fe1 O3 90.92(8) 3_556 3_556 ?
O1 Fe1 O3 89.08(8) . 3_556 ?
O3 Fe1 O3 180.00(10) . 3_556 ?
O1 Fe1 O2 90.64(9) 3_556 . ?
O1 Fe1 O2 89.36(9) . . ?
O3 Fe1 O2 89.25(9) . . ?
O3 Fe1 O2 90.75(9) 3_556 . ?
O1 Fe1 O2 89.36(9) 3_556 3_556 ?
O1 Fe1 O2 90.64(9) . 3_556 ?
O3 Fe1 O2 90.75(9) . 3_556 ?
O3 Fe1 O2 89.25(9) 3_556 3_556 ?
O2 Fe1 O2 180.0 . 3_556 ?
O6 Na1 O6 180.00(15) 4_565 2_545 ?
O6 Na1 O4 89.23(9) 4_565 3 ?
O6 Na1 O4 90.77(9) 2_545 3 ?
O6 Na1 O4 90.77(9) 4_565 . ?
O6 Na1 O4 89.23(9) 2_545 . ?
O4 Na1 O4 180.0 3 . ?
O6 Na1 O5 92.79(9) 4_565 4 ?
O6 Na1 O5 87.21(9) 2_545 4 ?
O4 Na1 O5 92.39(7) 3 4 ?
O4 Na1 O5 87.61(7) . 4 ?
O6 Na1 O5 87.21(9) 4_565 2 ?
O6 Na1 O5 92.79(9) 2_545 2 ?
O4 Na1 O5 87.61(7) 3 2 ?
O4 Na1 O5 92.39(7) . 2 ?
O5 Na1 O5 180.00(11) 4 2 ?
C1 O1 Fe1 128.84(19) . . ?
C3 O2 Fe1 130.8(2) . . ?
C2 O3 Fe1 128.4(2) . . ?
C1 O4 Na1 117.85(19) . . ?
C3 O5 Na1 119.8(2) . 2_545 ?
C2 O6 Na1 125.6(2) . 2 ?
O4 C1 O1 125.4(3) . . ?
O6 C2 O3 124.7(3) . . ?
O5 C3 O2 127.6(3) . . ?
N2 C4 C5 109.9(4) . . ?
N1 C6 C7 110.0(3) . . ?

_refine_diff_density_max         0.205
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.051



