# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_Fe2CA3(NPr4)2-dry-103K
_database_code_depnum_ccdc_archive 'CCDC 1971740'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_moiety         'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_weight         1105.32
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.7583(4)
_cell_length_b                   20.7341(5)
_cell_length_c                   12.2345(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.160(4)
_cell_angle_gamma                90.0000
_cell_volume                     2677.47(17)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7630
_cell_measurement_theta_min      2.02
_cell_measurement_theta_max      31.11
_cell_measurement_temperature    103
#------------------------------------------------------------------------------
_exptl_crystal_description       hexagonal
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.168
_exptl_crystal_size_mid          0.162
_exptl_crystal_size_min          0.061
_exptl_crystal_density_diffrn    1.371
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    0.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.840
_exptl_absorpt_correction_T_max  0.947

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      103
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_measurement_device_type  'Rigaku Saturn724'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 28.626
_diffrn_reflns_number            20842
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_av_R_equivalents  0.0309
_diffrn_reflns_theta_max         27.499
_diffrn_reflns_theta_min         2.510
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             6114
_reflns_number_gt                4929
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.0959
_refine_ls_wR_factor_gt          0.0901
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         6114
_refine_ls_number_parameters     289
_refine_ls_goodness_of_fit_ref   1.084
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0329P)²+3.3576P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.44
_refine_diff_density_min         -0.63
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

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 for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.1484 0.1585
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe 0.3463 0.8444
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.04324(3) 0.68902(2) 0.47528(3) 0.01895(9) Uani 1 1 d . . . . .
Cl1 Cl -0.06841(5) 0.67143(3) 0.05971(5) 0.02299(13) Uani 1 1 d . . . . .
Cl2 Cl -0.33780(6) 0.83026(3) 0.39065(5) 0.02602(14) Uani 1 1 d . . . . .
Cl3 Cl 0.29723(5) 0.48028(3) 0.51475(5) 0.02673(14) Uani 1 1 d . . . . .
O1 O -0.09567(15) 0.75290(8) 0.44459(13) 0.0201(3) Uani 1 1 d . . . . .
O2 O 0.01397(15) 0.68740(8) 0.30941(13) 0.0200(3) Uani 1 1 d . . . . .
O3 O -0.30522(15) 0.75439(8) 0.00474(13) 0.0210(3) Uani 1 1 d . . . . .
O4 O -0.42186(15) 0.81254(8) 0.14152(13) 0.0207(3) Uani 1 1 d . . . . .
O5 O 0.14426(15) 0.60346(8) 0.47817(14) 0.0228(4) Uani 1 1 d . . . . .
O6 O 0.09656(15) 0.38069(8) 0.52401(14) 0.0218(3) Uani 1 1 d . . . . .
N1 N 0.3909(2) 0.63985(10) 0.24765(17) 0.0243(4) Uani 1 1 d . . . . .
C1 C -0.1521(2) 0.75360(11) 0.34099(18) 0.0185(5) Uani 1 1 d . . . . .
C2 C -0.0895(2) 0.71624(11) 0.26413(19) 0.0187(5) Uani 1 1 d . . . . .
C3 C -0.1429(2) 0.71512(11) 0.15054(18) 0.0197(5) Uani 1 1 d . . . . .
C4 C -0.2521(2) 0.74991(11) 0.10915(18) 0.0184(5) Uani 1 1 d . . . . .
C5 C -0.3168(2) 0.78524(11) 0.18649(19) 0.0189(5) Uani 1 1 d . . . . .
C6 C -0.2637(2) 0.78665(11) 0.29996(19) 0.0199(5) Uani 1 1 d . . . . .
C7 C 0.0835(2) 0.55279(12) 0.49066(19) 0.0208(5) Uani 1 1 d . . . . .
C8 C 0.1351(2) 0.49122(12) 0.5065(2) 0.0223(5) Uani 1 1 d . . . . .
C9 C 0.0588(2) 0.43791(11) 0.51368(19) 0.0209(5) Uani 1 1 d . . . . .
C10 C 0.2691(3) 0.60969(13) 0.1848(2) 0.0290(6) Uani 1 1 d . . . . .
H10A H 0.1971 0.6292 0.2123 0.035 Uiso 1 1 calc R U . . .
H10B H 0.2597 0.6212 0.1050 0.035 Uiso 1 1 calc R U . . .
C11 C 0.2595(3) 0.53683(14) 0.1937(2) 0.0381(7) Uani 1 1 d . . . . .
H11A H 0.2635 0.5243 0.2724 0.046 Uiso 1 1 calc R U . . .
H11B H 0.3312 0.5161 0.1673 0.046 Uiso 1 1 calc R U . . .
C12 C 0.1347(3) 0.51443(17) 0.1231(3) 0.0598(10) Uani 1 1 d . . . . .
H12A H 0.1280 0.4674 0.1285 0.072 Uiso 1 1 calc R U . . .
H12B H 0.0642 0.5348 0.1500 0.072 Uiso 1 1 calc R U . . .
H12C H 0.1317 0.5266 0.0452 0.072 Uiso 1 1 calc R U . . .
C13 C 0.3968(2) 0.62884(13) 0.3715(2) 0.0267(5) Uani 1 1 d . . . . .
H13A H 0.3135 0.6406 0.3886 0.032 Uiso 1 1 calc R U . . .
H13B H 0.4093 0.5821 0.3865 0.032 Uiso 1 1 calc R U . . .
C14 C 0.4981(3) 0.66497(13) 0.4514(2) 0.0314(6) Uani 1 1 d . . . . .
H14A H 0.4833 0.7120 0.4437 0.038 Uiso 1 1 calc R U . . .
H14B H 0.5827 0.6553 0.4349 0.038 Uiso 1 1 calc R U . . .
C15 C 0.4921(3) 0.64338(14) 0.5700(2) 0.0349(6) Uani 1 1 d . . . . .
H15A H 0.5570 0.6662 0.6232 0.042 Uiso 1 1 calc R U . . .
H15B H 0.4082 0.6533 0.5856 0.042 Uiso 1 1 calc R U . . .
H15C H 0.5072 0.5968 0.5769 0.042 Uiso 1 1 calc R U . . .
C16 C 0.5073(3) 0.60919(13) 0.2159(2) 0.0318(6) Uani 1 1 d . . . . .
H16A H 0.5830 0.6328 0.2549 0.038 Uiso 1 1 calc R U . . .
H16B H 0.5141 0.5644 0.2443 0.038 Uiso 1 1 calc R U . . .
C17 C 0.5113(3) 0.60742(15) 0.0926(3) 0.0443(8) Uani 1 1 d . . . . .
H17A H 0.5114 0.6520 0.0634 0.053 Uiso 1 1 calc R U . . .
H17B H 0.4352 0.5850 0.0514 0.053 Uiso 1 1 calc R U . . .
C18 C 0.6298(4) 0.57229(17) 0.0751(3) 0.0551(9) Uani 1 1 d . . . . .
H18A H 0.6320 0.5713 -0.0046 0.066 Uiso 1 1 calc R U . . .
H18B H 0.7049 0.5949 0.1153 0.066 Uiso 1 1 calc R U . . .
H18C H 0.6289 0.5281 0.1033 0.066 Uiso 1 1 calc R U . . .
C19 C 0.3910(3) 0.71133(12) 0.2201(2) 0.0270(5) Uani 1 1 d . . . . .
H19A H 0.4731 0.7299 0.2573 0.032 Uiso 1 1 calc R U . . .
H19B H 0.3855 0.7159 0.1387 0.032 Uiso 1 1 calc R U . . .
C20 C 0.2854(2) 0.75081(13) 0.2533(2) 0.0278(6) Uani 1 1 d . . . . .
H20A H 0.2842 0.7438 0.3332 0.033 Uiso 1 1 calc R U . . .
H20B H 0.2027 0.7370 0.2092 0.033 Uiso 1 1 calc R U . . .
C21 C 0.3068(3) 0.82234(13) 0.2325(2) 0.0324(6) Uani 1 1 d . . . . .
H21A H 0.2386 0.8478 0.2539 0.039 Uiso 1 1 calc R U . . .
H21B H 0.3884 0.8359 0.2768 0.039 Uiso 1 1 calc R U . . .
H21C H 0.3070 0.8291 0.1532 0.039 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 1.9777(16) . ?
Fe1 O3 1.9842(17) 4_676 ?
Fe1 O2 1.9927(16) . ?
Fe1 O4 1.9957(16) 4_676 ?
Fe1 O5 2.0772(17) . ?
Fe1 O6 2.0872(17) 3_566 ?
Cl1 C3 1.744(2) . ?
Cl2 C6 1.740(2) . ?
Cl3 C8 1.743(2) . ?
O1 C1 1.295(3) . ?
O2 C2 1.290(3) . ?
O3 C4 1.298(3) . ?
O3 Fe1 1.9841(16) 4_575 ?
O4 C5 1.288(3) . ?
O4 Fe1 1.9957(16) 4_575 ?
O5 C7 1.262(3) . ?
O6 C9 1.252(3) . ?
O6 Fe1 2.0871(17) 3_566 ?
N1 C10 1.520(3) . ?
N1 C19 1.520(3) . ?
N1 C16 1.520(3) . ?
N1 C13 1.521(3) . ?
C1 C6 1.390(3) . ?
C1 C2 1.477(3) . ?
C2 C3 1.397(3) . ?
C3 C4 1.388(3) . ?
C4 C5 1.474(3) . ?
C5 C6 1.395(3) . ?
C7 C8 1.390(3) . ?
C7 C9 1.534(3) 3_566 ?
C8 C9 1.389(3) . ?
C9 C7 1.534(3) 3_566 ?
C10 C11 1.520(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 C12 1.522(4) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 C14 1.514(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C14 C15 1.531(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 C17 1.518(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C18 1.519(4) . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.518(3) . ?
C19 H19A 0.9900 . ?
C19 H19B 0.9900 . ?
C20 C21 1.530(4) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?

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 O3 101.69(7) . 4_676 ?
O1 Fe1 O2 81.57(6) . . ?
O3 Fe1 O2 99.05(7) 4_676 . ?
O1 Fe1 O4 100.98(7) . 4_676 ?
O3 Fe1 O4 80.71(6) 4_676 4_676 ?
O2 Fe1 O4 177.44(7) . 4_676 ?
O1 Fe1 O5 161.59(7) . . ?
O3 Fe1 O5 95.34(7) 4_676 . ?
O2 Fe1 O5 88.96(7) . . ?
O4 Fe1 O5 88.52(7) 4_676 . ?
O1 Fe1 O6 86.90(7) . 3_566 ?
O3 Fe1 O6 167.46(7) 4_676 3_566 ?
O2 Fe1 O6 91.18(7) . 3_566 ?
O4 Fe1 O6 88.75(7) 4_676 3_566 ?
O5 Fe1 O6 77.50(6) . 3_566 ?
C1 O1 Fe1 112.77(14) . . ?
C2 O2 Fe1 112.50(14) . . ?
C4 O3 Fe1 114.27(14) . 4_575 ?
C5 O4 Fe1 113.86(14) . 4_575 ?
C7 O5 Fe1 115.56(15) . . ?
C9 O6 Fe1 115.89(15) . 3_566 ?
C10 N1 C19 109.04(19) . . ?
C10 N1 C16 111.8(2) . . ?
C19 N1 C16 108.38(19) . . ?
C10 N1 C13 107.93(19) . . ?
C19 N1 C13 111.45(19) . . ?
C16 N1 C13 108.30(19) . . ?
O1 C1 C6 124.6(2) . . ?
O1 C1 C2 115.60(19) . . ?
C6 C1 C2 119.8(2) . . ?
O2 C2 C3 125.0(2) . . ?
O2 C2 C1 115.55(19) . . ?
C3 C2 C1 119.4(2) . . ?
C4 C3 C2 120.7(2) . . ?
C4 C3 Cl1 119.88(17) . . ?
C2 C3 Cl1 119.42(18) . . ?
O3 C4 C3 125.2(2) . . ?
O3 C4 C5 115.1(2) . . ?
C3 C4 C5 119.7(2) . . ?
O4 C5 C6 124.9(2) . . ?
O4 C5 C4 115.38(19) . . ?
C6 C5 C4 119.7(2) . . ?
C1 C6 C5 120.5(2) . . ?
C1 C6 Cl2 119.77(17) . . ?
C5 C6 Cl2 119.71(18) . . ?
O5 C7 C8 125.4(2) . . ?
O5 C7 C9 115.3(2) . 3_566 ?
C8 C7 C9 119.3(2) . 3_566 ?
C9 C8 C7 121.0(2) . . ?
C9 C8 Cl3 119.30(18) . . ?
C7 C8 Cl3 119.70(18) . . ?
O6 C9 C8 125.2(2) . . ?
O6 C9 C7 115.1(2) . 3_566 ?
C8 C9 C7 119.7(2) . 3_566 ?
C11 C10 N1 115.9(2) . . ?
C11 C10 H10A 108.3 . . ?
N1 C10 H10A 108.3 . . ?
C11 C10 H10B 108.3 . . ?
N1 C10 H10B 108.3 . . ?
H10A C10 H10B 107.4 . . ?
C10 C11 C12 109.1(2) . . ?
C10 C11 H11A 109.9 . . ?
C12 C11 H11A 109.9 . . ?
C10 C11 H11B 109.9 . . ?
C12 C11 H11B 109.9 . . ?
H11A C11 H11B 108.3 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 117.1(2) . . ?
C14 C13 H13A 108.0 . . ?
N1 C13 H13A 108.0 . . ?
C14 C13 H13B 108.0 . . ?
N1 C13 H13B 108.0 . . ?
H13A C13 H13B 107.3 . . ?
C13 C14 C15 108.1(2) . . ?
C13 C14 H14A 110.1 . . ?
C15 C14 H14A 110.1 . . ?
C13 C14 H14B 110.1 . . ?
C15 C14 H14B 110.1 . . ?
H14A C14 H14B 108.4 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 116.5(2) . . ?
C17 C16 H16A 108.2 . . ?
N1 C16 H16A 108.2 . . ?
C17 C16 H16B 108.2 . . ?
N1 C16 H16B 108.2 . . ?
H16A C16 H16B 107.3 . . ?
C16 C17 C18 109.7(3) . . ?
C16 C17 H17A 109.7 . . ?
C18 C17 H17A 109.7 . . ?
C16 C17 H17B 109.7 . . ?
C18 C17 H17B 109.7 . . ?
H17A C17 H17B 108.2 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 115.7(2) . . ?
C20 C19 H19A 108.3 . . ?
N1 C19 H19A 108.3 . . ?
C20 C19 H19B 108.3 . . ?
N1 C19 H19B 108.3 . . ?
H19A C19 H19B 107.4 . . ?
C19 C20 C21 109.5(2) . . ?
C19 C20 H20A 109.8 . . ?
C21 C20 H20A 109.8 . . ?
C19 C20 H20B 109.8 . . ?
C21 C20 H20B 109.8 . . ?
H20A C20 H20B 108.2 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C6 170.06(19) . . . . ?
Fe1 O1 C1 C2 -10.3(2) . . . . ?
Fe1 O2 C2 C3 -170.81(19) . . . . ?
Fe1 O2 C2 C1 10.2(2) . . . . ?
O1 C1 C2 O2 0.0(3) . . . . ?
C6 C1 C2 O2 179.7(2) . . . . ?
O1 C1 C2 C3 -179.1(2) . . . . ?
C6 C1 C2 C3 0.6(3) . . . . ?
O2 C2 C3 C4 -177.4(2) . . . . ?
C1 C2 C3 C4 1.5(3) . . . . ?
O2 C2 C3 Cl1 0.7(3) . . . . ?
C1 C2 C3 Cl1 179.61(17) . . . . ?
Fe1 O3 C4 C3 -177.78(19) 4_575 . . . ?
Fe1 O3 C4 C5 2.5(2) 4_575 . . . ?
C2 C3 C4 O3 176.5(2) . . . . ?
Cl1 C3 C4 O3 -1.5(3) . . . . ?
C2 C3 C4 C5 -3.7(3) . . . . ?
Cl1 C3 C4 C5 178.23(17) . . . . ?
Fe1 O4 C5 C6 171.98(19) 4_575 . . . ?
Fe1 O4 C5 C4 -8.7(2) 4_575 . . . ?
O3 C4 C5 O4 4.3(3) . . . . ?
C3 C4 C5 O4 -175.5(2) . . . . ?
O3 C4 C5 C6 -176.4(2) . . . . ?
C3 C4 C5 C6 3.8(3) . . . . ?
O1 C1 C6 C5 179.2(2) . . . . ?
C2 C1 C6 C5 -0.5(3) . . . . ?
O1 C1 C6 Cl2 -0.7(3) . . . . ?
C2 C1 C6 Cl2 179.66(17) . . . . ?
O4 C5 C6 C1 177.6(2) . . . . ?
C4 C5 C6 C1 -1.7(3) . . . . ?
O4 C5 C6 Cl2 -2.5(3) . . . . ?
C4 C5 C6 Cl2 178.17(17) . . . . ?
Fe1 O5 C7 C8 -172.97(19) . . . . ?
Fe1 O5 C7 C9 7.6(2) . . . 3_566 ?
O5 C7 C8 C9 -176.6(2) . . . . ?
C9 C7 C8 C9 2.8(4) 3_566 . . . ?
O5 C7 C8 Cl3 2.1(3) . . . . ?
C9 C7 C8 Cl3 -178.55(17) 3_566 . . . ?
Fe1 O6 C9 C8 -177.15(19) 3_566 . . . ?
Fe1 O6 C9 C7 3.0(3) 3_566 . . 3_566 ?
C7 C8 C9 O6 177.4(2) . . . . ?
Cl3 C8 C9 O6 -1.3(3) . . . . ?
C7 C8 C9 C7 -2.8(4) . . . 3_566 ?
Cl3 C8 C9 C7 178.53(17) . . . 3_566 ?
C19 N1 C10 C11 174.0(2) . . . . ?
C16 N1 C10 C11 54.2(3) . . . . ?
C13 N1 C10 C11 -64.8(3) . . . . ?
N1 C10 C11 C12 -178.0(3) . . . . ?
C10 N1 C13 C14 -169.4(2) . . . . ?
C19 N1 C13 C14 -49.7(3) . . . . ?
C16 N1 C13 C14 69.5(3) . . . . ?
N1 C13 C14 C15 -176.3(2) . . . . ?
C10 N1 C16 C17 53.7(3) . . . . ?
C19 N1 C16 C17 -66.4(3) . . . . ?
C13 N1 C16 C17 172.5(2) . . . . ?
N1 C16 C17 C18 -177.0(3) . . . . ?
C10 N1 C19 C20 62.0(3) . . . . ?
C16 N1 C19 C20 -176.2(2) . . . . ?
C13 N1 C19 C20 -57.1(3) . . . . ?
N1 C19 C20 C21 173.6(2) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_Fe2CA3(NPr4)2-dry-335K
_database_code_depnum_ccdc_archive 'CCDC 1971742'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_moiety         'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_weight         1105.32
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.8660(10)
_cell_length_b                   21.1945(18)
_cell_length_c                   12.2707(9)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.413(8)
_cell_angle_gamma                90.0000
_cell_volume                     2770.1(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1227
_cell_measurement_theta_min      4.16
_cell_measurement_theta_max      56.57
_cell_measurement_temperature    335
#------------------------------------------------------------------------------
_exptl_crystal_description       hexagonal
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.127
_exptl_crystal_density_diffrn    1.325
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    7.312
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.129
_exptl_absorpt_correction_T_max  0.395

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      335
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            16591
_diffrn_reflns_av_unetI/netI     0.0783
_diffrn_reflns_av_R_equivalents  0.0986
_diffrn_reflns_theta_max         68.240
_diffrn_reflns_theta_min         4.172
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5042
_reflns_number_gt                2353
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1498
_refine_ls_R_factor_gt           0.0699
_refine_ls_wR_factor_ref         0.2218
_refine_ls_wR_factor_gt          0.1760
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5042
_refine_ls_number_parameters     293
_refine_ls_goodness_of_fit_ref   0.982
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1156P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.86
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe -1.1336 3.1974
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.95697(9) 0.68556(5) 0.51715(7) 0.0753(4) Uani 1 1 d . . . . .
Cl1 Cl 1.07117(17) 0.67513(8) 0.93506(13) 0.0933(6) Uani 1 1 d . . . . .
Cl2 Cl 1.33398(17) 0.82747(9) 0.60012(13) 0.1026(6) Uani 1 1 d . . . . .
Cl3 Cl 0.70668(16) 0.48093(9) 0.48392(18) 0.1074(7) Uani 1 1 d . . . . .
O1 O 1.0963(4) 0.75084(19) 0.5498(3) 0.0753(11) Uani 1 1 d . . . . .
O2 O 0.9898(4) 0.68746(19) 0.6875(3) 0.0780(11) Uani 1 1 d . . . . .
O3 O 1.3028(4) 0.75734(19) 0.9856(3) 0.0751(11) Uani 1 1 d . . . . .
O4 O 1.4157(4) 0.8136(2) 0.8469(3) 0.0810(12) Uani 1 1 d . . . . .
O5 O 0.8566(4) 0.6016(2) 0.5137(3) 0.0834(12) Uani 1 1 d . . . . .
O6 O 0.9040(4) 0.3831(2) 0.4800(3) 0.0820(12) Uani 1 1 d . . . . .
N1 N 0.6113(6) 0.6383(3) 0.7463(4) 0.0898(16) Uani 1 1 d . . . . .
C1 C 1.1518(5) 0.7533(3) 0.6508(4) 0.0649(15) Uani 1 1 d . . . . .
C2 C 1.0892(6) 0.7167(3) 0.7307(5) 0.0661(15) Uani 1 1 d . . . . .
C3 C 1.1425(6) 0.7171(3) 0.8434(4) 0.0694(15) Uani 1 1 d . . . . .
C4 C 1.2492(5) 0.7523(3) 0.8833(4) 0.0660(15) Uani 1 1 d . . . . .
C5 C 1.3140(6) 0.7860(3) 0.8037(4) 0.0683(15) Uani 1 1 d . . . . .
C6 C 1.2604(6) 0.7857(3) 0.6915(4) 0.0717(16) Uani 1 1 d . . . . .
C7 C 0.9167(6) 0.5513(4) 0.5061(5) 0.0759(17) Uani 1 1 d . . . . .
C8 C 0.8675(6) 0.4921(4) 0.4916(5) 0.0795(18) Uani 1 1 d . . . . .
C9 C 0.9419(6) 0.4386(4) 0.4893(5) 0.0762(17) Uani 1 1 d . . . . .
C10 C 0.7320(8) 0.6096(4) 0.8081(6) 0.118(3) Uani 1 1 d . . . . .
H10A H 0.8011 0.6289 0.7812 0.141 Uiso 1 1 calc R U . . .
H10B H 0.7414 0.6205 0.8861 0.141 Uiso 1 1 calc R U . . .
C11 C 0.7439(11) 0.5396(5) 0.7995(8) 0.149(4) Uani 1 1 d . . . . .
H11A H 0.6759 0.5193 0.8269 0.179 Uiso 1 1 calc R U . . .
H11B H 0.7370 0.5278 0.7221 0.179 Uiso 1 1 calc R U . . .
C12 C 0.8667(11) 0.5170(5) 0.8650(12) 0.229(7) Uani 1 1 d . . . . .
H12A H 0.8659 0.4718 0.8695 0.275 Uiso 1 1 calc R U . . .
H12B H 0.8800 0.5346 0.9385 0.275 Uiso 1 1 calc R U . . .
H12C H 0.9332 0.5302 0.8289 0.275 Uiso 1 1 calc R U . . .
C13 C 0.6048(7) 0.6273(4) 0.6231(5) 0.106(2) Uani 1 1 d . . . . .
H13A H 0.6848 0.6396 0.6061 0.127 Uiso 1 1 calc R U . . .
H13B H 0.5954 0.5823 0.6095 0.127 Uiso 1 1 calc R U . . .
C14 C 0.5051(8) 0.6597(4) 0.5437(6) 0.118(3) Uani 1 1 d . . . . .
H14A H 0.5173 0.7050 0.5501 0.142 Uiso 1 1 calc R U . . .
H14B H 0.4239 0.6498 0.5610 0.142 Uiso 1 1 calc R U . . .
C15 C 0.5081(9) 0.6389(4) 0.4266(7) 0.144(4) Uani 1 1 d . . . . .
H15A H 0.4832 0.5955 0.4173 0.172 Uiso 1 1 calc R U . . .
H15B H 0.5916 0.6437 0.4131 0.172 Uiso 1 1 calc R U . . .
H15C H 0.4513 0.6645 0.3748 0.172 Uiso 1 1 calc R U . . .
C16 C 0.4957(9) 0.6092(4) 0.7778(7) 0.126(3) Uani 1 1 d . . . . .
H16A H 0.4228 0.6320 0.7387 0.152 Uiso 1 1 calc R U . . .
H16B H 0.4887 0.5661 0.7506 0.152 Uiso 1 1 calc R U . . .
C17 C 0.4900(12) 0.6079(5) 0.8967(9) 0.166(4) Uani 1 1 d . . . . .
H17A H 0.4901 0.6509 0.9241 0.200 Uiso 1 1 calc R U . . .
H17B H 0.5641 0.5869 0.9377 0.200 Uiso 1 1 calc R U . . .
C18 C 0.3742(13) 0.5743(6) 0.9172(12) 0.233(7) Uani 1 1 d . . . . .
H18A H 0.3562 0.5877 0.9871 0.279 Uiso 1 1 calc R U . . .
H18B H 0.3885 0.5296 0.9189 0.279 Uiso 1 1 calc R U . . .
H18C H 0.3043 0.5842 0.8586 0.279 Uiso 1 1 calc R U . . .
C19 C 0.6116(8) 0.7079(4) 0.7739(6) 0.106(2) Uani 1 1 d . . . . .
H19A H 0.5319 0.7256 0.7370 0.127 Uiso 1 1 calc R U . . .
H19B H 0.6162 0.7120 0.8533 0.127 Uiso 1 1 calc R U . . .
C20 C 0.7134(7) 0.7465(4) 0.7433(6) 0.109(2) Uani 1 1 d . . . . .
H20A H 0.7162 0.7393 0.6658 0.131 Uiso 1 1 calc R U . . .
H20B H 0.7933 0.7335 0.7878 0.131 Uiso 1 1 calc R U . . .
C21 C 0.6939(8) 0.8166(4) 0.7616(7) 0.124(3) Uani 1 1 d . . . . .
H21A H 0.7622 0.8401 0.7426 0.149 Uiso 1 1 calc R U . . .
H21B H 0.6906 0.8239 0.8382 0.149 Uiso 1 1 calc R U . . .
H21C H 0.6164 0.8300 0.7153 0.149 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 2.032(4) . ?
Fe1 O3 2.041(4) 4_575 ?
Fe1 O4 2.048(4) 4_575 ?
Fe1 O2 2.050(4) . ?
Fe1 O5 2.082(4) . ?
Fe1 O6 2.093(4) 3_766 ?
Cl1 C3 1.733(6) . ?
Cl2 C6 1.743(6) . ?
Cl3 C8 1.748(6) . ?
O1 C1 1.268(6) . ?
O2 C2 1.267(7) . ?
O3 C4 1.280(6) . ?
O3 Fe1 2.041(4) 4_676 ?
O4 C5 1.270(7) . ?
O4 Fe1 2.048(4) 4_676 ?
O5 C7 1.265(7) . ?
O6 C9 1.245(7) . ?
O6 Fe1 2.093(4) 3_766 ?
N1 C10 1.508(9) . ?
N1 C19 1.513(9) . ?
N1 C16 1.517(9) . ?
N1 C13 1.517(8) . ?
C1 C6 1.371(8) . ?
C1 C2 1.512(8) . ?
C2 C3 1.389(7) . ?
C3 C4 1.384(8) . ?
C4 C5 1.495(8) . ?
C5 C6 1.384(7) . ?
C7 C8 1.361(9) . ?
C7 C9 1.541(9) 3_766 ?
C8 C9 1.397(9) . ?
C9 C7 1.541(9) 3_766 ?
C10 C11 1.495(11) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.494(12) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.475(10) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.510(11) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.472(11) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.510(14) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.482(10) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.523(9) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O3 100.69(17) . 4_575 ?
O1 Fe1 O4 101.49(16) . 4_575 ?
O3 Fe1 O4 78.21(15) 4_575 4_575 ?
O1 Fe1 O2 79.21(15) . . ?
O3 Fe1 O2 98.77(16) 4_575 . ?
O4 Fe1 O2 176.96(18) 4_575 . ?
O1 Fe1 O5 162.28(17) . . ?
O3 Fe1 O5 95.49(18) 4_575 . ?
O4 Fe1 O5 88.80(17) 4_575 . ?
O2 Fe1 O5 91.28(16) . . ?
O1 Fe1 O6 87.84(17) . 3_766 ?
O3 Fe1 O6 168.05(16) 4_575 3_766 ?
O4 Fe1 O6 91.98(16) 4_575 3_766 ?
O2 Fe1 O6 91.00(17) . 3_766 ?
O5 Fe1 O6 77.31(18) . 3_766 ?
C1 O1 Fe1 114.3(4) . . ?
C2 O2 Fe1 113.5(4) . . ?
C4 O3 Fe1 115.6(4) . 4_676 ?
C5 O4 Fe1 115.3(4) . 4_676 ?
C7 O5 Fe1 116.5(4) . . ?
C9 O6 Fe1 115.5(4) . 3_766 ?
C10 N1 C19 108.6(6) . . ?
C10 N1 C16 112.8(6) . . ?
C19 N1 C16 107.7(6) . . ?
C10 N1 C13 107.7(6) . . ?
C19 N1 C13 111.8(6) . . ?
C16 N1 C13 108.3(6) . . ?
O1 C1 C6 125.8(5) . . ?
O1 C1 C2 115.2(5) . . ?
C6 C1 C2 119.0(5) . . ?
O2 C2 C3 124.9(5) . . ?
O2 C2 C1 115.8(5) . . ?
C3 C2 C1 119.3(5) . . ?
C4 C3 C2 120.7(5) . . ?
C4 C3 Cl1 119.9(4) . . ?
C2 C3 Cl1 119.4(4) . . ?
O3 C4 C3 125.4(5) . . ?
O3 C4 C5 114.8(5) . . ?
C3 C4 C5 119.8(5) . . ?
O4 C5 C6 125.4(6) . . ?
O4 C5 C4 115.5(5) . . ?
C6 C5 C4 119.1(5) . . ?
C1 C6 C5 121.9(5) . . ?
C1 C6 Cl2 119.4(4) . . ?
C5 C6 Cl2 118.7(5) . . ?
O5 C7 C8 126.3(6) . . ?
O5 C7 C9 113.9(6) . 3_766 ?
C8 C7 C9 119.8(6) . 3_766 ?
C7 C8 C9 122.5(6) . . ?
C7 C8 Cl3 119.7(5) . . ?
C9 C8 Cl3 117.7(5) . . ?
O6 C9 C8 125.9(6) . . ?
O6 C9 C7 116.5(7) . 3_766 ?
C8 C9 C7 117.6(6) . 3_766 ?
C11 C10 N1 116.4(7) . . ?
C11 C10 H10A 108.2 . . ?
N1 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
N1 C10 H10B 108.2 . . ?
H10A C10 H10B 107.3 . . ?
C12 C11 C10 111.1(9) . . ?
C12 C11 H11A 109.4 . . ?
C10 C11 H11A 109.4 . . ?
C12 C11 H11B 109.4 . . ?
C10 C11 H11B 109.4 . . ?
H11A C11 H11B 108.0 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 118.0(7) . . ?
C14 C13 H13A 107.8 . . ?
N1 C13 H13A 107.8 . . ?
C14 C13 H13B 107.8 . . ?
N1 C13 H13B 107.8 . . ?
H13A C13 H13B 107.1 . . ?
C13 C14 C15 110.0(7) . . ?
C13 C14 H14A 109.7 . . ?
C15 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
C15 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 117.4(8) . . ?
C17 C16 H16A 108.0 . . ?
N1 C16 H16A 108.0 . . ?
C17 C16 H16B 108.0 . . ?
N1 C16 H16B 108.0 . . ?
H16A C16 H16B 107.2 . . ?
C16 C17 C18 111.9(11) . . ?
C16 C17 H17A 109.2 . . ?
C18 C17 H17A 109.2 . . ?
C16 C17 H17B 109.2 . . ?
C18 C17 H17B 109.2 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 116.7(6) . . ?
C20 C19 H19A 108.1 . . ?
N1 C19 H19A 108.1 . . ?
C20 C19 H19B 108.1 . . ?
N1 C19 H19B 108.1 . . ?
H19A C19 H19B 107.3 . . ?
C19 C20 C21 111.6(7) . . ?
C19 C20 H20A 109.3 . . ?
C21 C20 H20A 109.3 . . ?
C19 C20 H20B 109.3 . . ?
C21 C20 H20B 109.3 . . ?
H20A C20 H20B 108.0 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C6 169.2(5) . . . . ?
Fe1 O1 C1 C2 -11.0(6) . . . . ?
Fe1 O2 C2 C3 -170.2(5) . . . . ?
Fe1 O2 C2 C1 9.8(6) . . . . ?
O1 C1 C2 O2 0.7(8) . . . . ?
C6 C1 C2 O2 -179.4(5) . . . . ?
O1 C1 C2 C3 -179.3(5) . . . . ?
C6 C1 C2 C3 0.5(8) . . . . ?
O2 C2 C3 C4 -177.8(6) . . . . ?
C1 C2 C3 C4 2.2(9) . . . . ?
O2 C2 C3 Cl1 0.1(9) . . . . ?
C1 C2 C3 Cl1 -179.9(4) . . . . ?
Fe1 O3 C4 C3 -178.8(5) 4_676 . . . ?
Fe1 O3 C4 C5 3.7(6) 4_676 . . . ?
C2 C3 C4 O3 177.6(5) . . . . ?
Cl1 C3 C4 O3 -0.3(8) . . . . ?
C2 C3 C4 C5 -5.0(9) . . . . ?
Cl1 C3 C4 C5 177.1(4) . . . . ?
Fe1 O4 C5 C6 172.4(5) 4_676 . . . ?
Fe1 O4 C5 C4 -7.0(7) 4_676 . . . ?
O3 C4 C5 O4 2.2(8) . . . . ?
C3 C4 C5 O4 -175.5(5) . . . . ?
O3 C4 C5 C6 -177.2(5) . . . . ?
C3 C4 C5 C6 5.1(9) . . . . ?
O1 C1 C6 C5 179.6(5) . . . . ?
C2 C1 C6 C5 -0.3(9) . . . . ?
O1 C1 C6 Cl2 -0.7(9) . . . . ?
C2 C1 C6 Cl2 179.5(4) . . . . ?
O4 C5 C6 C1 178.2(6) . . . . ?
C4 C5 C6 C1 -2.4(9) . . . . ?
O4 C5 C6 Cl2 -1.6(9) . . . . ?
C4 C5 C6 Cl2 177.8(4) . . . . ?
Fe1 O5 C7 C8 -173.1(5) . . . . ?
Fe1 O5 C7 C9 4.9(6) . . . 3_766 ?
O5 C7 C8 C9 -176.9(6) . . . . ?
C9 C7 C8 C9 5.2(10) 3_766 . . . ?
O5 C7 C8 Cl3 -0.9(9) . . . . ?
C9 C7 C8 Cl3 -178.8(4) 3_766 . . . ?
Fe1 O6 C9 C8 -178.8(5) 3_766 . . . ?
Fe1 O6 C9 C7 3.7(7) 3_766 . . 3_766 ?
C7 C8 C9 O6 177.5(6) . . . . ?
Cl3 C8 C9 O6 1.4(9) . . . . ?
C7 C8 C9 C7 -5.1(10) . . . 3_766 ?
Cl3 C8 C9 C7 178.9(4) . . . 3_766 ?
C19 N1 C10 C11 174.6(7) . . . . ?
C16 N1 C10 C11 55.2(10) . . . . ?
C13 N1 C10 C11 -64.2(9) . . . . ?
N1 C10 C11 C12 -179.6(9) . . . . ?
C10 N1 C13 C14 -170.6(7) . . . . ?
C19 N1 C13 C14 -51.4(9) . . . . ?
C16 N1 C13 C14 67.1(9) . . . . ?
N1 C13 C14 C15 -175.7(6) . . . . ?
C10 N1 C16 C17 54.0(10) . . . . ?
C19 N1 C16 C17 -65.9(10) . . . . ?
C13 N1 C16 C17 173.1(8) . . . . ?
N1 C16 C17 C18 -176.5(8) . . . . ?
C10 N1 C19 C20 61.0(9) . . . . ?
C16 N1 C19 C20 -176.5(7) . . . . ?
C13 N1 C19 C20 -57.7(9) . . . . ?
N1 C19 C20 C21 172.6(6) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_Fe2CA3(NPr4)2-dry-300K
_database_code_depnum_ccdc_archive 'CCDC 1971741'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_moiety         'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_weight         1105.32
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.8740(9)
_cell_length_b                   20.9284(16)
_cell_length_c                   12.2372(8)
_cell_angle_alpha                90.0000
_cell_angle_beta                 101.859(7)
_cell_angle_gamma                90.0000
_cell_volume                     2725.4(4)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1654
_cell_measurement_theta_min      4.22
_cell_measurement_theta_max      67.15
_cell_measurement_temperature    300
#------------------------------------------------------------------------------
_exptl_crystal_description       hexagonal
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.127
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    7.432
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.173
_exptl_absorpt_correction_T_max  0.389

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      300
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            16308
_diffrn_reflns_av_unetI/netI     0.0608
_diffrn_reflns_av_R_equivalents  0.0735
_diffrn_reflns_theta_max         68.234
_diffrn_reflns_theta_min         4.225
_diffrn_reflns_theta_full        67.684
_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
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             4950
_reflns_number_gt                2831
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1177
_refine_ls_R_factor_gt           0.0639
_refine_ls_wR_factor_ref         0.1899
_refine_ls_wR_factor_gt          0.1583
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         4950
_refine_ls_number_parameters     293
_refine_ls_goodness_of_fit_ref   1.012
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1045P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.37
_refine_diff_density_min         -0.91
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe -1.1336 3.1974
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.95692(7) 0.68764(4) 0.51990(6) 0.0568(3) Uani 1 1 d . . . . .
Cl1 Cl 1.07052(13) 0.67443(7) 0.93607(10) 0.0717(4) Uani 1 1 d . . . . .
Cl2 Cl 1.33611(13) 0.82719(8) 0.60416(11) 0.0789(5) Uani 1 1 d . . . . .
Cl3 Cl 0.70706(13) 0.48031(7) 0.48661(14) 0.0820(5) Uani 1 1 d . . . . .
O1 O 1.0955(3) 0.75129(16) 0.5509(3) 0.0592(9) Uani 1 1 d . . . . .
O2 O 0.9884(3) 0.68765(16) 0.6872(3) 0.0604(9) Uani 1 1 d . . . . .
O3 O 1.3050(3) 0.75680(16) 0.9901(2) 0.0602(9) Uani 1 1 d . . . . .
O4 O 1.4194(3) 0.81272(17) 0.8529(3) 0.0612(9) Uani 1 1 d . . . . .
O5 O 0.8570(3) 0.60259(16) 0.5177(3) 0.0627(9) Uani 1 1 d . . . . .
O6 O 0.9046(3) 0.38173(17) 0.4797(3) 0.0652(9) Uani 1 1 d . . . . .
N1 N 0.6119(4) 0.6392(2) 0.7481(4) 0.0723(12) Uani 1 1 d . . . . .
C1 C 1.1517(4) 0.7530(2) 0.6540(4) 0.0517(12) Uani 1 1 d . . . . .
C2 C 1.0912(4) 0.7169(2) 0.7318(4) 0.0532(12) Uani 1 1 d . . . . .
C3 C 1.1425(5) 0.7164(2) 0.8447(4) 0.0556(12) Uani 1 1 d . . . . .
C4 C 1.2519(5) 0.7514(2) 0.8868(4) 0.0559(12) Uani 1 1 d . . . . .
C5 C 1.3154(5) 0.7853(2) 0.8080(4) 0.0529(12) Uani 1 1 d . . . . .
C6 C 1.2628(5) 0.7855(2) 0.6949(4) 0.0575(12) Uani 1 1 d . . . . .
C7 C 0.9167(4) 0.5521(3) 0.5071(4) 0.0545(12) Uani 1 1 d . . . . .
C8 C 0.8668(4) 0.4915(3) 0.4936(4) 0.0611(13) Uani 1 1 d . . . . .
C9 C 0.9422(5) 0.4387(3) 0.4883(4) 0.0575(13) Uani 1 1 d . . . . .
C10 C 0.7314(6) 0.6092(3) 0.8121(5) 0.091(2) Uani 1 1 d . . . . .
H10A H 0.8016 0.6288 0.7871 0.109 Uiso 1 1 calc R U . . .
H10B H 0.7394 0.6199 0.8904 0.109 Uiso 1 1 calc R U . . .
C11 C 0.7432(8) 0.5383(4) 0.8029(6) 0.111(3) Uani 1 1 d . . . . .
H11A H 0.7378 0.5265 0.7254 0.134 Uiso 1 1 calc R U . . .
H11B H 0.6749 0.5175 0.8290 0.134 Uiso 1 1 calc R U . . .
C12 C 0.8680(9) 0.5159(4) 0.8721(10) 0.181(5) Uani 1 1 d . . . . .
H12A H 0.9350 0.5296 0.8373 0.217 Uiso 1 1 calc R U . . .
H12B H 0.8682 0.4701 0.8771 0.217 Uiso 1 1 calc R U . . .
H12C H 0.8797 0.5339 0.9457 0.217 Uiso 1 1 calc R U . . .
C13 C 0.6049(6) 0.6278(3) 0.6255(4) 0.0766(16) Uani 1 1 d . . . . .
H13A H 0.6852 0.6397 0.6088 0.092 Uiso 1 1 calc R U . . .
H13B H 0.5944 0.5823 0.6120 0.092 Uiso 1 1 calc R U . . .
C14 C 0.5044(6) 0.6615(3) 0.5443(5) 0.090(2) Uani 1 1 d . . . . .
H14A H 0.5171 0.7073 0.5506 0.109 Uiso 1 1 calc R U . . .
H14B H 0.4227 0.6516 0.5602 0.109 Uiso 1 1 calc R U . . .
C15 C 0.5098(7) 0.6396(4) 0.4271(5) 0.106(2) Uani 1 1 d . . . . .
H15A H 0.4557 0.6661 0.3736 0.127 Uiso 1 1 calc R U . . .
H15B H 0.4825 0.5960 0.4173 0.127 Uiso 1 1 calc R U . . .
H15C H 0.5944 0.6430 0.4162 0.127 Uiso 1 1 calc R U . . .
C16 C 0.4961(7) 0.6090(3) 0.7791(6) 0.096(2) Uani 1 1 d . . . . .
H16A H 0.4226 0.6314 0.7386 0.116 Uiso 1 1 calc R U . . .
H16B H 0.4904 0.5652 0.7528 0.116 Uiso 1 1 calc R U . . .
C17 C 0.4894(9) 0.6084(4) 0.9002(7) 0.130(3) Uani 1 1 d . . . . .
H17A H 0.5636 0.5876 0.9427 0.156 Uiso 1 1 calc R U . . .
H17B H 0.4885 0.6520 0.9269 0.156 Uiso 1 1 calc R U . . .
C18 C 0.3749(10) 0.5744(4) 0.9195(10) 0.174(5) Uani 1 1 d . . . . .
H18A H 0.3879 0.5291 0.9171 0.208 Uiso 1 1 calc R U . . .
H18B H 0.3040 0.5862 0.8624 0.208 Uiso 1 1 calc R U . . .
H18C H 0.3592 0.5861 0.9912 0.208 Uiso 1 1 calc R U . . .
C19 C 0.6118(6) 0.7096(3) 0.7762(5) 0.0808(17) Uani 1 1 d . . . . .
H19A H 0.5317 0.7276 0.7395 0.097 Uiso 1 1 calc R U . . .
H19B H 0.6178 0.7139 0.8560 0.097 Uiso 1 1 calc R U . . .
C20 C 0.7146(6) 0.7485(3) 0.7441(5) 0.0835(18) Uani 1 1 d . . . . .
H20A H 0.7154 0.7415 0.6658 0.100 Uiso 1 1 calc R U . . .
H20B H 0.7951 0.7350 0.7879 0.100 Uiso 1 1 calc R U . . .
C21 C 0.6946(6) 0.8195(3) 0.7641(6) 0.097(2) Uani 1 1 d . . . . .
H21A H 0.7598 0.8439 0.7415 0.116 Uiso 1 1 calc R U . . .
H21B H 0.6969 0.8265 0.8420 0.116 Uiso 1 1 calc R U . . .
H21C H 0.6144 0.8326 0.7213 0.116 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 1.989(3) . ?
Fe1 O3 1.992(3) 4_575 ?
Fe1 O4 2.000(3) 4_575 ?
Fe1 O2 2.005(3) . ?
Fe1 O5 2.083(3) . ?
Fe1 O6 2.091(4) 3_766 ?
Cl1 C3 1.730(5) . ?
Cl2 C6 1.730(5) . ?
Cl3 C8 1.738(5) . ?
O1 C1 1.284(5) . ?
O2 C2 1.293(6) . ?
O3 C4 1.283(5) . ?
O3 Fe1 1.992(3) 4_676 ?
O4 C5 1.286(6) . ?
O4 Fe1 2.000(3) 4_676 ?
O5 C7 1.261(6) . ?
O6 C9 1.258(6) . ?
O6 Fe1 2.091(4) 3_766 ?
N1 C13 1.505(7) . ?
N1 C10 1.509(7) . ?
N1 C19 1.512(7) . ?
N1 C16 1.525(8) . ?
C1 C6 1.387(7) . ?
C1 C2 1.473(7) . ?
C2 C3 1.379(6) . ?
C3 C4 1.402(7) . ?
C4 C5 1.478(7) . ?
C5 C6 1.385(6) . ?
C7 C8 1.376(7) . ?
C7 C9 1.536(7) 3_766 ?
C8 C9 1.385(7) . ?
C9 C7 1.536(7) 3_766 ?
C10 C11 1.497(9) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.517(10) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.493(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.518(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.498(9) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.494(11) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.498(8) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.529(8) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O3 102.21(15) . 4_575 ?
O1 Fe1 O4 100.66(14) . 4_575 ?
O3 Fe1 O4 80.08(13) 4_575 4_575 ?
O1 Fe1 O2 80.88(13) . . ?
O3 Fe1 O2 98.50(14) 4_575 . ?
O4 Fe1 O2 178.07(14) 4_575 . ?
O1 Fe1 O5 161.42(14) . . ?
O3 Fe1 O5 94.90(14) 4_575 . ?
O4 Fe1 O5 89.28(14) 4_575 . ?
O2 Fe1 O5 89.55(14) . . ?
O1 Fe1 O6 86.98(15) . 3_766 ?
O3 Fe1 O6 167.32(13) 4_575 3_766 ?
O4 Fe1 O6 89.73(14) 4_575 3_766 ?
O2 Fe1 O6 91.51(14) . 3_766 ?
O5 Fe1 O6 77.32(14) . 3_766 ?
C1 O1 Fe1 113.3(3) . . ?
C2 O2 Fe1 112.5(3) . . ?
C4 O3 Fe1 114.8(3) . 4_676 ?
C5 O4 Fe1 114.4(3) . 4_676 ?
C7 O5 Fe1 116.0(3) . . ?
C9 O6 Fe1 115.9(3) . 3_766 ?
C13 N1 C10 108.3(5) . . ?
C13 N1 C19 112.3(5) . . ?
C10 N1 C19 109.1(5) . . ?
C13 N1 C16 107.9(5) . . ?
C10 N1 C16 111.4(5) . . ?
C19 N1 C16 107.9(5) . . ?
O1 C1 C6 124.9(4) . . ?
O1 C1 C2 115.8(4) . . ?
C6 C1 C2 119.3(4) . . ?
O2 C2 C3 123.8(5) . . ?
O2 C2 C1 115.6(4) . . ?
C3 C2 C1 120.6(4) . . ?
C2 C3 C4 120.1(5) . . ?
C2 C3 Cl1 120.5(4) . . ?
C4 C3 Cl1 119.4(3) . . ?
O3 C4 C3 125.7(5) . . ?
O3 C4 C5 115.1(4) . . ?
C3 C4 C5 119.1(4) . . ?
O4 C5 C6 125.0(5) . . ?
O4 C5 C4 115.0(4) . . ?
C6 C5 C4 120.0(4) . . ?
C5 C6 C1 120.7(5) . . ?
C5 C6 Cl2 119.5(4) . . ?
C1 C6 Cl2 119.8(4) . . ?
O5 C7 C8 125.9(5) . . ?
O5 C7 C9 115.0(4) . 3_766 ?
C8 C7 C9 119.1(5) . 3_766 ?
C7 C8 C9 121.3(5) . . ?
C7 C8 Cl3 119.7(4) . . ?
C9 C8 Cl3 119.0(4) . . ?
O6 C9 C8 125.1(5) . . ?
O6 C9 C7 115.3(5) . 3_766 ?
C8 C9 C7 119.6(5) . 3_766 ?
C11 C10 N1 116.9(5) . . ?
C11 C10 H10A 108.1 . . ?
N1 C10 H10A 108.1 . . ?
C11 C10 H10B 108.1 . . ?
N1 C10 H10B 108.1 . . ?
H10A C10 H10B 107.3 . . ?
C10 C11 C12 110.2(7) . . ?
C10 C11 H11A 109.6 . . ?
C12 C11 H11A 109.6 . . ?
C10 C11 H11B 109.6 . . ?
C12 C11 H11B 109.6 . . ?
H11A C11 H11B 108.1 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 118.0(5) . . ?
C14 C13 H13A 107.8 . . ?
N1 C13 H13A 107.8 . . ?
C14 C13 H13B 107.8 . . ?
N1 C13 H13B 107.8 . . ?
H13A C13 H13B 107.2 . . ?
C13 C14 C15 108.8(6) . . ?
C13 C14 H14A 109.9 . . ?
C15 C14 H14A 109.9 . . ?
C13 C14 H14B 109.9 . . ?
C15 C14 H14B 109.9 . . ?
H14A C14 H14B 108.3 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 117.4(6) . . ?
C17 C16 H16A 107.9 . . ?
N1 C16 H16A 107.9 . . ?
C17 C16 H16B 107.9 . . ?
N1 C16 H16B 107.9 . . ?
H16A C16 H16B 107.2 . . ?
C18 C17 C16 111.8(8) . . ?
C18 C17 H17A 109.3 . . ?
C16 C17 H17A 109.3 . . ?
C18 C17 H17B 109.3 . . ?
C16 C17 H17B 109.3 . . ?
H17A C17 H17B 107.9 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 115.7(5) . . ?
C20 C19 H19A 108.4 . . ?
N1 C19 H19A 108.4 . . ?
C20 C19 H19B 108.4 . . ?
N1 C19 H19B 108.4 . . ?
H19A C19 H19B 107.4 . . ?
C19 C20 C21 110.3(6) . . ?
C19 C20 H20A 109.6 . . ?
C21 C20 H20A 109.6 . . ?
C19 C20 H20B 109.6 . . ?
C21 C20 H20B 109.6 . . ?
H20A C20 H20B 108.1 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C6 169.4(4) . . . . ?
Fe1 O1 C1 C2 -10.1(5) . . . . ?
Fe1 O2 C2 C3 -171.1(4) . . . . ?
Fe1 O2 C2 C1 10.0(5) . . . . ?
O1 C1 C2 O2 -0.1(7) . . . . ?
C6 C1 C2 O2 -179.6(4) . . . . ?
O1 C1 C2 C3 -179.0(4) . . . . ?
C6 C1 C2 C3 1.5(8) . . . . ?
O2 C2 C3 C4 -177.7(5) . . . . ?
C1 C2 C3 C4 1.1(8) . . . . ?
O2 C2 C3 Cl1 0.7(7) . . . . ?
C1 C2 C3 Cl1 179.5(4) . . . . ?
Fe1 O3 C4 C3 -178.3(4) 4_676 . . . ?
Fe1 O3 C4 C5 2.1(5) 4_676 . . . ?
C2 C3 C4 O3 176.7(5) . . . . ?
Cl1 C3 C4 O3 -1.6(7) . . . . ?
C2 C3 C4 C5 -3.7(8) . . . . ?
Cl1 C3 C4 C5 178.0(4) . . . . ?
Fe1 O4 C5 C6 172.7(4) 4_676 . . . ?
Fe1 O4 C5 C4 -7.9(5) 4_676 . . . ?
O3 C4 C5 O4 3.9(7) . . . . ?
C3 C4 C5 O4 -175.7(4) . . . . ?
O3 C4 C5 C6 -176.6(4) . . . . ?
C3 C4 C5 C6 3.7(7) . . . . ?
O4 C5 C6 C1 178.3(5) . . . . ?
C4 C5 C6 C1 -1.1(8) . . . . ?
O4 C5 C6 Cl2 -2.3(7) . . . . ?
C4 C5 C6 Cl2 178.3(4) . . . . ?
O1 C1 C6 C5 179.1(5) . . . . ?
C2 C1 C6 C5 -1.5(8) . . . . ?
O1 C1 C6 Cl2 -0.4(7) . . . . ?
C2 C1 C6 Cl2 179.1(4) . . . . ?
Fe1 O5 C7 C8 -173.8(4) . . . . ?
Fe1 O5 C7 C9 7.1(5) . . . 3_766 ?
O5 C7 C8 C9 -176.6(5) . . . . ?
C9 C7 C8 C9 2.5(8) 3_766 . . . ?
O5 C7 C8 Cl3 1.6(8) . . . . ?
C9 C7 C8 Cl3 -179.3(4) 3_766 . . . ?
Fe1 O6 C9 C8 -177.7(4) 3_766 . . . ?
Fe1 O6 C9 C7 2.4(5) 3_766 . . 3_766 ?
C7 C8 C9 O6 177.6(5) . . . . ?
Cl3 C8 C9 O6 -0.7(7) . . . . ?
C7 C8 C9 C7 -2.5(8) . . . 3_766 ?
Cl3 C8 C9 C7 179.2(3) . . . 3_766 ?
C13 N1 C10 C11 -62.9(8) . . . . ?
C19 N1 C10 C11 174.7(6) . . . . ?
C16 N1 C10 C11 55.6(8) . . . . ?
N1 C10 C11 C12 -179.9(8) . . . . ?
C10 N1 C13 C14 -171.0(6) . . . . ?
C19 N1 C13 C14 -50.5(7) . . . . ?
C16 N1 C13 C14 68.3(7) . . . . ?
N1 C13 C14 C15 -176.3(5) . . . . ?
C13 N1 C16 C17 173.7(6) . . . . ?
C10 N1 C16 C17 55.0(8) . . . . ?
C19 N1 C16 C17 -64.7(8) . . . . ?
N1 C16 C17 C18 -176.9(7) . . . . ?
C13 N1 C19 C20 -57.2(7) . . . . ?
C10 N1 C19 C20 62.8(7) . . . . ?
C16 N1 C19 C20 -176.0(5) . . . . ?
N1 C19 C20 C21 173.2(5) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


####################################################################### 
# 
# 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_Fe2CA3(NPr4)2-dry-380K
_database_code_depnum_ccdc_archive 'CCDC 1971743'
loop_
_audit_author_name
_audit_author_address
'Hitoshi Miyasaka'
;Tohoku University
Japan
;
_audit_update_record             
;
2019-12-13 deposited with the CCDC.	2020-03-05 downloaded from the CCDC.
;

#==============================================================================
# CHEMICAL DATA

_chemical_formula_sum            'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_moiety         'C42 H56 Cl6 Fe2 N2 O12'
_chemical_formula_weight         1105.32
_chemical_melting_point          ?

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 1/2-X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 -1/2+X,-1/2-Y,-1/2+Z
#------------------------------------------------------------------------------
_cell_length_a                   10.9375(9)
_cell_length_b                   21.2780(15)
_cell_length_c                   12.2835(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 100.818(6)
_cell_angle_gamma                90.0000
_cell_volume                     2807.9(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1038
_cell_measurement_theta_min      4.13
_cell_measurement_theta_max      54.49
_cell_measurement_temperature    380
#------------------------------------------------------------------------------
_exptl_crystal_description       hexagonal
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.237
_exptl_crystal_size_min          0.127
_exptl_crystal_density_diffrn    1.307
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1144.00
_exptl_absorpt_coefficient_mu    7.213
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.25a (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.136
_exptl_absorpt_correction_T_max  0.400

#==============================================================================
# EXPERIMENTAL DATA

_diffrn_ambient_temperature      380
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_measurement_device_type  'Rigaku XtaLAB Synergy'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.000
_diffrn_reflns_number            16374
_diffrn_reflns_av_unetI/netI     0.0734
_diffrn_reflns_av_R_equivalents  0.0975
_diffrn_reflns_theta_max         68.191
_diffrn_reflns_theta_min         4.155
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_standards_number         0
_diffrn_standards_interval_count .
_diffrn_standards_decay_%        ?
_reflns_number_total             5114
_reflns_number_gt                1944
_reflns_threshold_expression     F²>2.0σ(F²)
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

#==============================================================================
# REFINEMENT DATA

_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_all          0.1831
_refine_ls_R_factor_gt           0.0743
_refine_ls_wR_factor_ref         0.2334
_refine_ls_wR_factor_gt          0.1784
_refine_ls_number_restraints     0
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_reflns         5114
_refine_ls_number_parameters     293
_refine_ls_goodness_of_fit_ref   0.996
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.1063P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_refine_ls_shift/su_max          0.000
_refine_diff_density_max         0.20
_refine_diff_density_min         -0.58
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Fe Fe -1.1336 3.1974
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS

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 0.95729(10) 0.68518(5) 0.51717(8) 0.0980(4) Uani 1 1 d . . . . .
Cl1 Cl 1.0731(2) 0.67469(10) 0.93640(15) 0.1222(7) Uani 1 1 d . . . . .
Cl2 Cl 1.33233(19) 0.82855(11) 0.59929(15) 0.1348(8) Uani 1 1 d . . . . .
Cl3 Cl 0.70867(18) 0.48148(10) 0.4809(2) 0.1386(9) Uani 1 1 d . . . . .
O1 O 1.0971(4) 0.7528(2) 0.5514(3) 0.0991(14) Uani 1 1 d . . . . .
O2 O 0.9932(4) 0.6884(2) 0.6914(3) 0.0990(13) Uani 1 1 d . . . . .
O3 O 1.3019(4) 0.7562(2) 0.9842(3) 0.0986(14) Uani 1 1 d . . . . .
O4 O 1.4140(5) 0.8132(2) 0.8436(4) 0.1058(15) Uani 1 1 d . . . . .
O5 O 0.8572(4) 0.6007(2) 0.5130(4) 0.1059(15) Uani 1 1 d . . . . .
O6 O 0.9036(4) 0.3839(3) 0.4780(4) 0.1057(15) Uani 1 1 d . . . . .
N1 N 0.6129(7) 0.6373(4) 0.7476(6) 0.121(2) Uani 1 1 d . . . . .
C1 C 1.1511(6) 0.7544(3) 0.6505(5) 0.0896(19) Uani 1 1 d . . . . .
C2 C 1.0904(7) 0.7175(3) 0.7330(5) 0.0887(18) Uani 1 1 d . . . . .
C3 C 1.1446(6) 0.7168(3) 0.8439(5) 0.0917(19) Uani 1 1 d . . . . .
C4 C 1.2494(6) 0.7515(3) 0.8846(5) 0.0853(18) Uani 1 1 d . . . . .
C5 C 1.3145(7) 0.7865(3) 0.8017(5) 0.0897(19) Uani 1 1 d . . . . .
C6 C 1.2582(7) 0.7870(3) 0.6911(5) 0.0931(19) Uani 1 1 d . . . . .
C7 C 0.9172(7) 0.5500(4) 0.5046(5) 0.098(2) Uani 1 1 d . . . . .
C8 C 0.8700(6) 0.4921(5) 0.4909(6) 0.098(2) Uani 1 1 d . . . . .
C9 C 0.9425(7) 0.4387(4) 0.4882(5) 0.093(2) Uani 1 1 d . . . . .
C10 C 0.7334(11) 0.6083(6) 0.8055(8) 0.168(4) Uani 1 1 d . . . . .
H10A H 0.8009 0.6278 0.7767 0.202 Uiso 1 1 calc R U . . .
H10B H 0.7447 0.6189 0.8836 0.202 Uiso 1 1 calc R U . . .
C11 C 0.7460(15) 0.5396(6) 0.7965(11) 0.210(6) Uani 1 1 d . . . . .
H11A H 0.7365 0.5283 0.7188 0.251 Uiso 1 1 calc R U . . .
H11B H 0.6798 0.5193 0.8259 0.251 Uiso 1 1 calc R U . . .
C12 C 0.8694(14) 0.5158(7) 0.8575(14) 0.284(9) Uani 1 1 d . . . . .
H12A H 0.8845 0.5317 0.9319 0.341 Uiso 1 1 calc R U . . .
H12B H 0.9343 0.5297 0.8203 0.341 Uiso 1 1 calc R U . . .
H12C H 0.8682 0.4707 0.8591 0.341 Uiso 1 1 calc R U . . .
C13 C 0.6039(10) 0.6262(5) 0.6246(8) 0.159(4) Uani 1 1 d . . . . .
H13A H 0.6838 0.6373 0.6066 0.190 Uiso 1 1 calc R U . . .
H13B H 0.5930 0.5814 0.6119 0.190 Uiso 1 1 calc R U . . .
C14 C 0.5098(11) 0.6575(5) 0.5460(9) 0.165(4) Uani 1 1 d . . . . .
H14A H 0.5242 0.7025 0.5510 0.198 Uiso 1 1 calc R U . . .
H14B H 0.4289 0.6494 0.5647 0.198 Uiso 1 1 calc R U . . .
C15 C 0.5083(11) 0.6363(6) 0.4279(9) 0.198(5) Uani 1 1 d . . . . .
H15A H 0.4874 0.5924 0.4210 0.237 Uiso 1 1 calc R U . . .
H15B H 0.5890 0.6427 0.4098 0.237 Uiso 1 1 calc R U . . .
H15C H 0.4476 0.6602 0.3781 0.237 Uiso 1 1 calc R U . . .
C16 C 0.4982(11) 0.6088(6) 0.7795(10) 0.190(5) Uani 1 1 d . . . . .
H16A H 0.4265 0.6320 0.7414 0.228 Uiso 1 1 calc R U . . .
H16B H 0.4904 0.5661 0.7513 0.228 Uiso 1 1 calc R U . . .
C17 C 0.4912(15) 0.6066(7) 0.8955(12) 0.237(7) Uani 1 1 d . . . . .
H17A H 0.4945 0.6493 0.9238 0.285 Uiso 1 1 calc R U . . .
H17B H 0.5638 0.5845 0.9350 0.285 Uiso 1 1 calc R U . . .
C18 C 0.3780(15) 0.5756(7) 0.9203(17) 0.331(12) Uani 1 1 d . . . . .
H18A H 0.3963 0.5325 0.9398 0.397 Uiso 1 1 calc R U . . .
H18B H 0.3128 0.5776 0.8562 0.397 Uiso 1 1 calc R U . . .
H18C H 0.3518 0.5968 0.9810 0.397 Uiso 1 1 calc R U . . .
C19 C 0.6167(10) 0.7071(6) 0.7749(8) 0.159(4) Uani 1 1 d . . . . .
H19A H 0.5374 0.7251 0.7402 0.190 Uiso 1 1 calc R U . . .
H19B H 0.6229 0.7112 0.8544 0.190 Uiso 1 1 calc R U . . .
C20 C 0.7123(9) 0.7445(6) 0.7439(8) 0.160(4) Uani 1 1 d . . . . .
H20A H 0.7137 0.7370 0.6662 0.192 Uiso 1 1 calc R U . . .
H20B H 0.7918 0.7309 0.7864 0.192 Uiso 1 1 calc R U . . .
C21 C 0.6987(10) 0.8142(5) 0.7610(9) 0.178(4) Uani 1 1 d . . . . .
H21A H 0.7128 0.8232 0.8389 0.214 Uiso 1 1 calc R U . . .
H21B H 0.6163 0.8273 0.7273 0.214 Uiso 1 1 calc R U . . .
H21C H 0.7585 0.8365 0.7276 0.214 Uiso 1 1 calc R U . . .


#==============================================================================
_computing_data_collection       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.25a (Rigaku OD, 2018)'
_computing_structure_solution    'SHELXT Version 2018/2 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_publication_material  'CrystalStructure 4.3 (Rigaku, 2018)'
_computing_molecular_graphics    'CrystalStructure 4.3'

#==============================================================================
# MOLECULAR GEOMETRY

_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 2.085(4) . ?
Fe1 O3 2.085(4) 4_575 ?
Fe1 O4 2.095(4) 4_575 ?
Fe1 O5 2.101(5) . ?
Fe1 O2 2.103(4) . ?
Fe1 O6 2.108(5) 3_766 ?
Cl1 C3 1.743(7) . ?
Cl2 C6 1.747(7) . ?
Cl3 C8 1.761(7) . ?
O1 C1 1.250(7) . ?
O2 C2 1.253(7) . ?
O3 C4 1.254(6) . ?
O3 Fe1 2.085(4) 4_676 ?
O4 C5 1.249(7) . ?
O4 Fe1 2.095(4) 4_676 ?
O5 C7 1.277(8) . ?
O6 C9 1.239(8) . ?
O6 Fe1 2.108(5) 3_766 ?
N1 C10 1.508(12) . ?
N1 C16 1.510(12) . ?
N1 C13 1.514(10) . ?
N1 C19 1.521(11) . ?
C1 C6 1.372(9) . ?
C1 C2 1.530(9) . ?
C2 C3 1.379(8) . ?
C3 C4 1.376(8) . ?
C4 C5 1.540(9) . ?
C5 C6 1.383(8) . ?
C7 C8 1.335(9) . ?
C7 C9 1.539(10) 3_766 ?
C8 C9 1.389(10) . ?
C9 C7 1.540(10) 3_766 ?
C10 C11 1.474(13) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.503(14) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 H12A 0.9600 . ?
C12 H12B 0.9600 . ?
C12 H12C 0.9600 . ?
C13 C14 1.436(12) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 C15 1.516(13) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C16 C17 1.442(14) . ?
C16 H16A 0.9700 . ?
C16 H16B 0.9700 . ?
C17 C18 1.484(16) . ?
C17 H17A 0.9700 . ?
C17 H17B 0.9700 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.422(12) . ?
C19 H19A 0.9700 . ?
C19 H19B 0.9700 . ?
C20 C21 1.510(11) . ?
C20 H20A 0.9700 . ?
C20 H20B 0.9700 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O3 99.58(18) . 4_575 ?
O1 Fe1 O4 102.18(18) . 4_575 ?
O3 Fe1 O4 76.83(17) 4_575 4_575 ?
O1 Fe1 O5 162.76(19) . . ?
O3 Fe1 O5 96.0(2) 4_575 . ?
O4 Fe1 O5 88.41(19) 4_575 . ?
O1 Fe1 O2 77.44(17) . . ?
O3 Fe1 O2 99.68(17) 4_575 . ?
O4 Fe1 O2 176.40(19) 4_575 . ?
O5 Fe1 O2 92.83(18) . . ?
O1 Fe1 O6 88.7(2) . 3_766 ?
O3 Fe1 O6 168.49(18) 4_575 3_766 ?
O4 Fe1 O6 93.69(18) 4_575 3_766 ?
O5 Fe1 O6 76.9(2) . 3_766 ?
O2 Fe1 O6 89.88(18) . 3_766 ?
C1 O1 Fe1 114.2(4) . . ?
C2 O2 Fe1 114.4(4) . . ?
C4 O3 Fe1 116.4(4) . 4_676 ?
C5 O4 Fe1 116.1(4) . 4_676 ?
C7 O5 Fe1 116.8(5) . . ?
C9 O6 Fe1 114.9(5) . 3_766 ?
C10 N1 C16 114.1(8) . . ?
C10 N1 C13 107.2(7) . . ?
C16 N1 C13 107.2(8) . . ?
C10 N1 C19 108.1(8) . . ?
C16 N1 C19 108.9(8) . . ?
C13 N1 C19 111.4(7) . . ?
O1 C1 C6 125.6(6) . . ?
O1 C1 C2 116.6(6) . . ?
C6 C1 C2 117.8(6) . . ?
O2 C2 C3 124.9(7) . . ?
O2 C2 C1 115.1(6) . . ?
C3 C2 C1 120.0(6) . . ?
C4 C3 C2 121.8(6) . . ?
C4 C3 Cl1 118.9(5) . . ?
C2 C3 Cl1 119.2(5) . . ?
O3 C4 C3 126.6(6) . . ?
O3 C4 C5 114.9(6) . . ?
C3 C4 C5 118.4(6) . . ?
O4 C5 C6 126.4(6) . . ?
O4 C5 C4 115.0(6) . . ?
C6 C5 C4 118.5(6) . . ?
C1 C6 C5 123.0(6) . . ?
C1 C6 Cl2 119.3(5) . . ?
C5 C6 Cl2 117.6(5) . . ?
O5 C7 C8 126.7(8) . . ?
O5 C7 C9 112.7(8) . 3_766 ?
C8 C7 C9 120.7(8) . 3_766 ?
C7 C8 C9 123.3(7) . . ?
C7 C8 Cl3 119.1(7) . . ?
C9 C8 Cl3 117.5(6) . . ?
O6 C9 C8 125.8(8) . . ?
O6 C9 C7 118.2(8) . 3_766 ?
C8 C9 C7 115.9(8) . 3_766 ?
C11 C10 N1 117.2(10) . . ?
C11 C10 H10A 108.0 . . ?
N1 C10 H10A 108.0 . . ?
C11 C10 H10B 108.0 . . ?
N1 C10 H10B 108.0 . . ?
H10A C10 H10B 107.3 . . ?
C10 C11 C12 112.6(12) . . ?
C10 C11 H11A 109.1 . . ?
C12 C11 H11A 109.1 . . ?
C10 C11 H11B 109.1 . . ?
C12 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
C14 C13 N1 120.2(9) . . ?
C14 C13 H13A 107.3 . . ?
N1 C13 H13A 107.3 . . ?
C14 C13 H13B 107.3 . . ?
N1 C13 H13B 107.3 . . ?
H13A C13 H13B 106.9 . . ?
C13 C14 C15 112.5(10) . . ?
C13 C14 H14A 109.1 . . ?
C15 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
C15 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
C14 C15 H15A 109.5 . . ?
C14 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C14 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C17 C16 N1 118.1(11) . . ?
C17 C16 H16A 107.8 . . ?
N1 C16 H16A 107.8 . . ?
C17 C16 H16B 107.8 . . ?
N1 C16 H16B 107.8 . . ?
H16A C16 H16B 107.1 . . ?
C16 C17 C18 114.7(15) . . ?
C16 C17 H17A 108.6 . . ?
C18 C17 H17A 108.6 . . ?
C16 C17 H17B 108.6 . . ?
C18 C17 H17B 108.6 . . ?
H17A C17 H17B 107.6 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 N1 118.6(9) . . ?
C20 C19 H19A 107.7 . . ?
N1 C19 H19A 107.7 . . ?
C20 C19 H19B 107.7 . . ?
N1 C19 H19B 107.7 . . ?
H19A C19 H19B 107.1 . . ?
C19 C20 C21 114.6(10) . . ?
C19 C20 H20A 108.6 . . ?
C21 C20 H20A 108.6 . . ?
C19 C20 H20B 108.6 . . ?
C21 C20 H20B 108.6 . . ?
H20A C20 H20B 107.6 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Fe1 O1 C1 C6 169.0(6) . . . . ?
Fe1 O1 C1 C2 -12.2(7) . . . . ?
Fe1 O2 C2 C3 -168.2(5) . . . . ?
Fe1 O2 C2 C1 10.1(7) . . . . ?
O1 C1 C2 O2 1.4(9) . . . . ?
C6 C1 C2 O2 -179.7(6) . . . . ?
O1 C1 C2 C3 179.8(6) . . . . ?
C6 C1 C2 C3 -1.3(10) . . . . ?
O2 C2 C3 C4 -177.9(7) . . . . ?
C1 C2 C3 C4 3.8(10) . . . . ?
O2 C2 C3 Cl1 -2.0(10) . . . . ?
C1 C2 C3 Cl1 179.7(5) . . . . ?
Fe1 O3 C4 C3 -178.6(5) 4_676 . . . ?
Fe1 O3 C4 C5 4.1(7) 4_676 . . . ?
C2 C3 C4 O3 176.4(6) . . . . ?
Cl1 C3 C4 O3 0.5(10) . . . . ?
C2 C3 C4 C5 -6.3(10) . . . . ?
Cl1 C3 C4 C5 177.8(5) . . . . ?
Fe1 O4 C5 C6 170.4(6) 4_676 . . . ?
Fe1 O4 C5 C4 -7.9(7) 4_676 . . . ?
O3 C4 C5 O4 2.6(9) . . . . ?
C3 C4 C5 O4 -175.0(6) . . . . ?
O3 C4 C5 C6 -175.8(6) . . . . ?
C3 C4 C5 C6 6.6(9) . . . . ?
O1 C1 C6 C5 -179.3(6) . . . . ?
C2 C1 C6 C5 1.9(10) . . . . ?
O1 C1 C6 Cl2 -2.5(10) . . . . ?
C2 C1 C6 Cl2 178.7(5) . . . . ?
O4 C5 C6 C1 177.3(7) . . . . ?
C4 C5 C6 C1 -4.5(10) . . . . ?
O4 C5 C6 Cl2 0.4(10) . . . . ?
C4 C5 C6 Cl2 178.6(5) . . . . ?
Fe1 O5 C7 C8 -173.8(6) . . . . ?
Fe1 O5 C7 C9 6.2(7) . . . 3_766 ?
O5 C7 C8 C9 -176.5(7) . . . . ?
C9 C7 C8 C9 3.5(12) 3_766 . . . ?
O5 C7 C8 Cl3 1.0(10) . . . . ?
C9 C7 C8 Cl3 -179.0(5) 3_766 . . . ?
Fe1 O6 C9 C8 -178.1(5) 3_766 . . . ?
Fe1 O6 C9 C7 3.8(7) 3_766 . . 3_766 ?
C7 C8 C9 O6 178.5(6) . . . . ?
Cl3 C8 C9 O6 0.9(10) . . . . ?
C7 C8 C9 C7 -3.4(11) . . . 3_766 ?
Cl3 C8 C9 C7 179.1(5) . . . 3_766 ?
C16 N1 C10 C11 54.6(13) . . . . ?
C13 N1 C10 C11 -63.8(12) . . . . ?
C19 N1 C10 C11 175.9(10) . . . . ?
N1 C10 C11 C12 -179.9(11) . . . . ?
C10 N1 C13 C14 -169.4(9) . . . . ?
C16 N1 C13 C14 67.7(12) . . . . ?
C19 N1 C13 C14 -51.4(12) . . . . ?
N1 C13 C14 C15 -175.0(8) . . . . ?
C10 N1 C16 C17 54.5(14) . . . . ?
C13 N1 C16 C17 173.0(11) . . . . ?
C19 N1 C16 C17 -66.3(13) . . . . ?
N1 C16 C17 C18 -177.7(11) . . . . ?
C10 N1 C19 C20 60.2(12) . . . . ?
C16 N1 C19 C20 -175.3(9) . . . . ?
C13 N1 C19 C20 -57.3(12) . . . . ?
N1 C19 C20 C21 172.5(8) . . . . ?


#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.


