# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_sjl1
_database_code_depnum_ccdc_archive 'CCDC 1003294'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C42 H46 Fe2 N2 Se4'
_chemical_formula_weight         1006.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   26.243(3)
_cell_length_b                   5.8935(6)
_cell_length_c                   27.460(3)
_cell_angle_alpha                90
_cell_angle_beta                 112.9480(10)
_cell_angle_gamma                90
_cell_volume                     3911.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5415
_cell_measurement_theta_min      2.75
_cell_measurement_theta_max      26.55

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_F_000             2000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.160
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    4.497
_shelx_estimated_absorpt_T_min   0.533
_shelx_estimated_absorpt_T_max   0.774
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5331
_exptl_absorpt_correction_T_max  0.7741
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            12946
_diffrn_reflns_av_unetI/netI     0.0246
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_h_max       30
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_theta_min         1.611
_diffrn_reflns_theta_max         25.003
_diffrn_reflns_theta_full        25.003
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3411
_reflns_number_gt                2995
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0250P)²+3.4591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3411
_refine_ls_number_parameters     226
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0298
_refine_ls_R_factor_gt           0.0233
_refine_ls_wR_factor_ref         0.0547
_refine_ls_wR_factor_gt          0.0530
_refine_ls_goodness_of_fit_ref   1.064
_refine_ls_restrained_S_all      1.064
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.20467(10) 0.9003(4) 0.27901(9) 0.0308(6) Uani 1 1 d . . . . .
C2 C 0.24528(10) 1.0700(5) 0.30105(10) 0.0346(6) Uani 1 1 d . . . . .
H2A H 0.2435 1.2261 0.2882 0.041 Uiso 1 1 calc R U . . .
C3 C 0.28856(10) 0.9764(5) 0.34512(11) 0.0428(7) Uani 1 1 d . . . . .
H3A H 0.3221 1.0562 0.3680 0.051 Uiso 1 1 calc R U . . .
C4 C 0.27534(11) 0.7486(5) 0.35072(10) 0.0424(7) Uani 1 1 d . . . . .
H4A H 0.2982 0.6421 0.3779 0.051 Uiso 1 1 calc R U . . .
C5 C 0.22306(10) 0.7007(4) 0.30996(10) 0.0354(6) Uani 1 1 d . . . . .
H5A H 0.2035 0.5551 0.3039 0.042 Uiso 1 1 calc R U . . .
C6 C 0.14233(10) 0.9579(5) 0.36537(10) 0.0353(6) Uani 1 1 d . . . . .
C7 C 0.16229(10) 1.1837(5) 0.36804(10) 0.0373(6) Uani 1 1 d . . . . .
H7A H 0.1433 1.3091 0.3445 0.045 Uiso 1 1 calc R U . . .
C8 C 0.21470(12) 1.1947(5) 0.41073(12) 0.0479(7) Uani 1 1 d . . . . .
H8A H 0.2384 1.3293 0.4217 0.057 Uiso 1 1 calc R U . . .
C9 C 0.22721(12) 0.9790(6) 0.43403(11) 0.0498(8) Uani 1 1 d . . . . .
H9A H 0.2610 0.9376 0.4642 0.060 Uiso 1 1 calc R U . . .
C10 C 0.18296(11) 0.8314(5) 0.40639(11) 0.0418(7) Uani 1 1 d . . . . .
H10A H 0.1805 0.6706 0.4143 0.050 Uiso 1 1 calc R U . . .
C13 C 0.02542(11) 0.8774(5) 0.34830(12) 0.0438(7) Uani 1 1 d . . . . .
H13A H -0.0053 0.7730 0.3331 0.053 Uiso 1 1 calc R U . . .
H13B H 0.0443 0.8399 0.3855 0.053 Uiso 1 1 calc R U . . .
C14 C 0.00328(10) 1.1146(5) 0.34356(11) 0.0399(6) Uani 1 1 d . . . . .
H14A H 0.0332 1.2179 0.3625 0.048 Uiso 1 1 calc R U . . .
H14B H -0.0121 1.1593 0.3066 0.048 Uiso 1 1 calc R U . . .
C16 C -0.05831(10) 1.1219(5) 0.44670(9) 0.0351(6) Uani 1 1 d . . . . .
C17 C -0.08470(11) 0.9145(5) 0.43925(10) 0.0425(7) Uani 1 1 d . . . . .
H17A H -0.0775 0.8054 0.4183 0.051 Uiso 1 1 calc R U . . .
C18 C -0.12175(12) 0.8664(5) 0.46243(11) 0.0479(7) Uani 1 1 d . . . . .
H18A H -0.1390 0.7255 0.4572 0.057 Uiso 1 1 calc R U . . .
C19 C -0.13311(12) 1.0261(6) 0.49315(11) 0.0505(8) Uani 1 1 d . . . . .
H19A H -0.1580 0.9935 0.5088 0.061 Uiso 1 1 calc R U . . .
C20 C -0.10767(13) 1.2341(6) 0.50080(12) 0.0547(8) Uani 1 1 d . . . . .
H20A H -0.1153 1.3429 0.5215 0.066 Uiso 1 1 calc R U . . .
C21 C -0.07038(11) 1.2815(5) 0.47742(10) 0.0452(7) Uani 1 1 d . . . . .
H21A H -0.0533 1.4229 0.4826 0.054 Uiso 1 1 calc R U . . .
C15 C -0.01690(10) 1.1704(5) 0.42223(10) 0.0414(7) Uani 1 1 d . . . . .
H15A H -0.0049 1.3271 0.4291 0.050 Uiso 1 1 calc R U . . .
H15B H 0.0153 1.0744 0.4387 0.050 Uiso 1 1 calc R U . . .
C12 C -0.08211(10) 1.2995(5) 0.33746(10) 0.0374(6) Uani 1 1 d . . . . .
H12A H -0.0641 1.4406 0.3352 0.045 Uiso 1 1 calc R U . . .
H12B H -0.1045 1.3282 0.3578 0.045 Uiso 1 1 calc R U . . .
C11 C -0.11930(11) 1.2249(5) 0.28240(10) 0.0390(6) Uani 1 1 d . . . . .
H11A H -0.1000 1.2392 0.2588 0.047 Uiso 1 1 calc R U . . .
H11B H -0.1521 1.3198 0.2691 0.047 Uiso 1 1 calc R U . . .
Se1 Se 0.14036(2) 0.90887(5) 0.21458(2) 0.03448(8) Uani 1 1 d . . . . .
Se2 Se 0.07682(2) 0.83569(6) 0.31295(2) 0.04746(10) Uani 1 1 d . . . . .
Fe1 Fe 0.21594(2) 0.95820(6) 0.35638(2) 0.02926(10) Uani 1 1 d . . . . .
N1 N -0.03984(8) 1.1308(4) 0.36518(8) 0.0317(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.414(3) . ?
C1 C5 1.421(3) . ?
C1 Se1 1.911(2) . ?
C1 Fe1 2.056(2) . ?
C2 C3 1.409(4) . ?
C2 Fe1 2.061(2) . ?
C2 H2A 0.9800 . ?
C3 C4 1.410(4) . ?
C3 Fe1 2.049(2) . ?
C3 H3A 0.9800 . ?
C4 C5 1.420(4) . ?
C4 Fe1 2.042(2) . ?
C4 H4A 0.9800 . ?
C5 Fe1 2.037(2) . ?
C5 H5A 0.9800 . ?
C6 C7 1.421(4) . ?
C6 C10 1.423(4) . ?
C6 Se2 1.902(3) . ?
C6 Fe1 2.041(2) . ?
C7 C8 1.419(4) . ?
C7 Fe1 2.050(2) . ?
C7 H7A 0.9800 . ?
C8 C9 1.403(4) . ?
C8 Fe1 2.052(3) . ?
C8 H8A 0.9800 . ?
C9 C10 1.412(4) . ?
C9 Fe1 2.039(3) . ?
C9 H9A 0.9800 . ?
C10 Fe1 2.030(3) . ?
C10 H10A 0.9800 . ?
C13 C14 1.500(4) . ?
C13 Se2 1.960(2) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 N1 1.472(3) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C16 C21 1.380(4) . ?
C16 C17 1.380(4) . ?
C16 C15 1.511(3) . ?
C17 C18 1.383(4) . ?
C17 H17A 0.9300 . ?
C18 C19 1.372(4) . ?
C18 H18A 0.9300 . ?
C19 C20 1.372(5) . ?
C19 H19A 0.9300 . ?
C20 C21 1.392(4) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C15 N1 1.461(3) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C12 N1 1.463(3) . ?
C12 C11 1.510(3) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C11 Se1 1.954(3) 2 ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
Se1 C11 1.954(3) 2 ?

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
C2 C1 C5 107.8(2) . . ?
C2 C1 Se1 128.58(19) . . ?
C5 C1 Se1 123.15(19) . . ?
C2 C1 Fe1 70.10(14) . . ?
C5 C1 Fe1 68.96(14) . . ?
Se1 C1 Fe1 132.19(12) . . ?
C3 C2 C1 108.1(2) . . ?
C3 C2 Fe1 69.49(14) . . ?
C1 C2 Fe1 69.72(14) . . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
Fe1 C2 H2A 125.9 . . ?
C2 C3 C4 108.4(2) . . ?
C2 C3 Fe1 70.40(14) . . ?
C4 C3 Fe1 69.55(14) . . ?
C2 C3 H3A 125.8 . . ?
C4 C3 H3A 125.8 . . ?
Fe1 C3 H3A 125.8 . . ?
C3 C4 C5 107.8(2) . . ?
C3 C4 Fe1 70.11(15) . . ?
C5 C4 Fe1 69.43(14) . . ?
C3 C4 H4A 126.1 . . ?
C5 C4 H4A 126.1 . . ?
Fe1 C4 H4A 126.1 . . ?
C4 C5 C1 107.8(2) . . ?
C4 C5 Fe1 69.81(15) . . ?
C1 C5 Fe1 70.42(14) . . ?
C4 C5 H5A 126.1 . . ?
C1 C5 H5A 126.1 . . ?
Fe1 C5 H5A 126.1 . . ?
C7 C6 C10 107.6(2) . . ?
C7 C6 Se2 126.9(2) . . ?
C10 C6 Se2 125.3(2) . . ?
C7 C6 Fe1 70.01(14) . . ?
C10 C6 Fe1 69.13(14) . . ?
Se2 C6 Fe1 121.85(12) . . ?
C8 C7 C6 107.7(3) . . ?
C8 C7 Fe1 69.84(15) . . ?
C6 C7 Fe1 69.33(14) . . ?
C8 C7 H7A 126.1 . . ?
C6 C7 H7A 126.1 . . ?
Fe1 C7 H7A 126.1 . . ?
C9 C8 C7 108.3(3) . . ?
C9 C8 Fe1 69.44(16) . . ?
C7 C8 Fe1 69.69(15) . . ?
C9 C8 H8A 125.8 . . ?
C7 C8 H8A 125.8 . . ?
Fe1 C8 H8A 125.8 . . ?
C8 C9 C10 108.4(3) . . ?
C8 C9 Fe1 70.43(16) . . ?
C10 C9 Fe1 69.35(15) . . ?
C8 C9 H9A 125.8 . . ?
C10 C9 H9A 125.8 . . ?
Fe1 C9 H9A 125.8 . . ?
C9 C10 C6 107.9(3) . . ?
C9 C10 Fe1 70.04(16) . . ?
C6 C10 Fe1 69.95(14) . . ?
C9 C10 H10A 126.0 . . ?
C6 C10 H10A 126.0 . . ?
Fe1 C10 H10A 126.0 . . ?
C14 C13 Se2 113.08(18) . . ?
C14 C13 H13A 109.0 . . ?
Se2 C13 H13A 109.0 . . ?
C14 C13 H13B 109.0 . . ?
Se2 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
N1 C14 C13 111.0(2) . . ?
N1 C14 H14A 109.4 . . ?
C13 C14 H14A 109.4 . . ?
N1 C14 H14B 109.4 . . ?
C13 C14 H14B 109.4 . . ?
H14A C14 H14B 108.0 . . ?
C21 C16 C17 118.2(2) . . ?
C21 C16 C15 121.3(3) . . ?
C17 C16 C15 120.5(2) . . ?
C16 C17 C18 121.0(3) . . ?
C16 C17 H17A 119.5 . . ?
C18 C17 H17A 119.5 . . ?
C19 C18 C17 120.2(3) . . ?
C19 C18 H18A 119.9 . . ?
C17 C18 H18A 119.9 . . ?
C18 C19 C20 119.8(3) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C19 C20 C21 119.8(3) . . ?
C19 C20 H20A 120.1 . . ?
C21 C20 H20A 120.1 . . ?
C16 C21 C20 121.0(3) . . ?
C16 C21 H21A 119.5 . . ?
C20 C21 H21A 119.5 . . ?
N1 C15 C16 112.3(2) . . ?
N1 C15 H15A 109.1 . . ?
C16 C15 H15A 109.1 . . ?
N1 C15 H15B 109.1 . . ?
C16 C15 H15B 109.1 . . ?
H15A C15 H15B 107.9 . . ?
N1 C12 C11 112.7(2) . . ?
N1 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C12 C11 Se1 108.53(17) . 2 ?
C12 C11 H11A 110.0 . . ?
Se1 C11 H11A 110.0 2 . ?
C12 C11 H11B 110.0 . . ?
Se1 C11 H11B 110.0 2 . ?
H11A C11 H11B 108.4 . . ?
C1 Se1 C11 98.52(10) . 2 ?
C6 Se2 C13 99.85(11) . . ?
C10 Fe1 C5 108.45(11) . . ?
C10 Fe1 C9 40.61(12) . . ?
C5 Fe1 C9 133.47(12) . . ?
C10 Fe1 C6 40.92(10) . . ?
C5 Fe1 C6 113.40(11) . . ?
C9 Fe1 C6 68.39(11) . . ?
C10 Fe1 C4 111.61(11) . . ?
C5 Fe1 C4 40.76(10) . . ?
C9 Fe1 C4 108.19(11) . . ?
C6 Fe1 C4 142.70(12) . . ?
C10 Fe1 C3 142.04(11) . . ?
C5 Fe1 C3 68.10(11) . . ?
C9 Fe1 C3 112.98(11) . . ?
C6 Fe1 C3 176.64(12) . . ?
C4 Fe1 C3 40.33(12) . . ?
C10 Fe1 C7 68.46(11) . . ?
C5 Fe1 C7 144.78(11) . . ?
C9 Fe1 C7 68.04(11) . . ?
C6 Fe1 C7 40.66(10) . . ?
C4 Fe1 C7 174.45(11) . . ?
C3 Fe1 C7 136.51(12) . . ?
C10 Fe1 C8 68.04(12) . . ?
C5 Fe1 C8 173.12(12) . . ?
C9 Fe1 C8 40.13(12) . . ?
C6 Fe1 C8 68.18(11) . . ?
C4 Fe1 C8 134.07(12) . . ?
C3 Fe1 C8 110.71(12) . . ?
C7 Fe1 C8 40.47(11) . . ?
C10 Fe1 C1 135.28(11) . . ?
C5 Fe1 C1 40.63(10) . . ?
C9 Fe1 C1 173.89(12) . . ?
C6 Fe1 C1 111.30(10) . . ?
C4 Fe1 C1 68.13(10) . . ?
C3 Fe1 C1 67.69(10) . . ?
C7 Fe1 C1 115.99(10) . . ?
C8 Fe1 C1 145.87(12) . . ?
C10 Fe1 C2 175.45(11) . . ?
C5 Fe1 C2 67.98(10) . . ?
C9 Fe1 C2 143.92(12) . . ?
C6 Fe1 C2 137.13(10) . . ?
C4 Fe1 C2 67.76(11) . . ?
C3 Fe1 C2 40.11(10) . . ?
C7 Fe1 C2 112.63(11) . . ?
C8 Fe1 C2 115.82(12) . . ?
C1 Fe1 C2 40.17(10) . . ?
C15 N1 C12 111.2(2) . . ?
C15 N1 C14 112.50(19) . . ?
C12 N1 C14 112.4(2) . . ?

_refine_diff_density_max         0.362
_refine_diff_density_min         -0.345
_refine_diff_density_rms         0.056

####################################################################### 
# 
# 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_QJC18
_database_code_depnum_ccdc_archive 'CCDC 1028665'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C44 H50 Cl4 Cu2 Fe2 I2 N2 Se4'
_chemical_formula_weight         1557.08

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
I I -0.4742 1.8119 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4214(17)
_cell_length_b                   11.3687(18)
_cell_length_c                   12.1274(19)
_cell_angle_alpha                117.235(2)
_cell_angle_beta                 92.895(2)
_cell_angle_gamma                97.974(2)
_cell_volume                     1254.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3056
_cell_measurement_theta_min      2.57
_cell_measurement_theta_max      25.54

_exptl_crystal_description       cube
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.061
_exptl_crystal_F_000             748
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.130
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    5.781
_shelx_estimated_absorpt_T_min   0.520
_shelx_estimated_absorpt_T_max   0.596
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5203
_exptl_absorpt_correction_T_max  0.5956
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            8931
_diffrn_reflns_av_unetI/netI     0.0415
_diffrn_reflns_av_R_equivalents  0.0260
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.905
_diffrn_reflns_theta_max         25.005
_diffrn_reflns_theta_full        25.005
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4371
_reflns_number_gt                3480
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0622P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4371
_refine_ls_number_parameters     271
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0493
_refine_ls_R_factor_gt           0.0372
_refine_ls_wR_factor_ref         0.1034
_refine_ls_wR_factor_gt          0.0985
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_restrained_S_all      0.998
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.1993(5) -0.1955(5) 0.7726(5) 0.0363(13) Uani 1 1 d . . . . .
C2 C 0.0998(6) -0.3126(6) 0.7138(5) 0.0439(14) Uani 1 1 d . . . . .
H2A H 0.0062 -0.3146 0.6981 0.053 Uiso 1 1 calc R U . . .
C3 C 0.1613(6) -0.4259(6) 0.6807(5) 0.0499(16) Uani 1 1 d . . . . .
H3A H 0.1168 -0.5201 0.6400 0.060 Uiso 1 1 calc R U . . .
C4 C 0.2969(6) -0.3801(6) 0.7210(5) 0.0481(15) Uani 1 1 d . . . . .
H4A H 0.3625 -0.4368 0.7120 0.058 Uiso 1 1 calc R U . . .
C5 C 0.3211(5) -0.2388(5) 0.7766(5) 0.0363(12) Uani 1 1 d . . . . .
H5A H 0.4066 -0.1800 0.8125 0.044 Uiso 1 1 calc R U . . .
C6 C 0.7280(5) 0.2028(5) 0.9483(4) 0.0338(12) Uani 1 1 d . . . . .
C7 C 0.8594(5) 0.1841(6) 0.9594(5) 0.0401(13) Uani 1 1 d . . . . .
H7A H 0.8887 0.0979 0.9328 0.048 Uiso 1 1 calc R U . . .
C8 C 0.9398(6) 0.3130(7) 1.0155(5) 0.0475(15) Uani 1 1 d . . . . .
H8A H 1.0350 0.3320 1.0365 0.057 Uiso 1 1 calc R U . . .
C9 C 0.8584(6) 0.4106(6) 1.0393(5) 0.0481(15) Uani 1 1 d . . . . .
H9A H 0.8882 0.5083 1.0794 0.058 Uiso 1 1 calc R U . . .
C10 C 0.7282(5) 0.3437(6) 0.9974(5) 0.0399(13) Uani 1 1 d . . . . .
H10A H 0.6514 0.3858 1.0013 0.048 Uiso 1 1 calc R U . . .
C11 C 0.1556(5) -0.0063(6) 0.6818(6) 0.0444(14) Uani 1 1 d . . . . .
H11A H 0.1002 -0.0883 0.6187 0.067 Uiso 1 1 calc R U . . .
H11B H 0.1128 0.0683 0.6930 0.067 Uiso 1 1 calc R U . . .
C12 C 0.2835(5) 0.0107(5) 0.6353(5) 0.0370(13) Uani 1 1 d . . . . .
H12A H 0.3254 -0.0649 0.6223 0.056 Uiso 1 1 calc R U . . .
H12B H 0.2672 0.0090 0.5551 0.056 Uiso 1 1 calc R U . . .
C13 C 0.5078(5) 0.1312(6) 0.6883(5) 0.0397(13) Uani 1 1 d . . . . .
H13A H 0.5613 0.2196 0.7380 0.060 Uiso 1 1 calc R U . . .
H13B H 0.5061 0.1100 0.6011 0.060 Uiso 1 1 calc R U . . .
C14 C 0.5708(6) 0.0302(6) 0.7083(5) 0.0415(14) Uani 1 1 d . . . . .
H14A H 0.6585 0.0340 0.6852 0.062 Uiso 1 1 calc R U . . .
H14B H 0.5217 -0.0592 0.6533 0.062 Uiso 1 1 calc R U . . .
C15 C 0.3291(6) 0.2571(5) 0.7232(5) 0.0383(13) Uani 1 1 d . . . . .
H15A H 0.3874 0.3372 0.7857 0.057 Uiso 1 1 calc R U . . .
H15B H 0.2426 0.2605 0.7492 0.057 Uiso 1 1 calc R U . . .
C16 C 0.3242(6) 0.2614(5) 0.5994(5) 0.0399(13) Uani 1 1 d . . . . .
C17 C 0.2114(6) 0.2052(7) 0.5138(6) 0.0533(16) Uani 1 1 d . . . . .
H17A H 0.1380 0.1645 0.5324 0.064 Uiso 1 1 calc R U . . .
C18 C 0.2067(8) 0.2091(7) 0.4005(6) 0.0619(19) Uani 1 1 d . . . . .
H18A H 0.1311 0.1693 0.3433 0.074 Uiso 1 1 calc R U . . .
C19 C 0.3111(9) 0.2703(7) 0.3740(7) 0.067(2) Uani 1 1 d . . . . .
H19A H 0.3067 0.2734 0.2987 0.080 Uiso 1 1 calc R U . . .
C20 C 0.4246(9) 0.3285(6) 0.4567(7) 0.067(2) Uani 1 1 d . . . . .
H20A H 0.4962 0.3711 0.4376 0.080 Uiso 1 1 calc R U . . .
C21 C 0.4310(7) 0.3230(6) 0.5688(6) 0.0527(17) Uani 1 1 d . . . . .
H21A H 0.5080 0.3610 0.6242 0.063 Uiso 1 1 calc R U . . .
C22 C 0.1500(8) 0.6257(9) 0.2880(7) 0.083(2) Uani 1 1 d . . . . .
H22A H 0.0824 0.5481 0.2372 0.099 Uiso 1 1 calc R U . . .
H22B H 0.2243 0.6185 0.2417 0.099 Uiso 1 1 calc R U . . .
Se1 Se 0.17195(5) -0.01442(5) 0.84084(5) 0.03930(17) Uani 1 1 d . . . . .
Se2 Se 0.58054(5) 0.05962(5) 0.88201(5) 0.03625(16) Uani 1 1 d . . . . .
Fe1 Fe 0.19521(7) -0.30005(7) 0.87021(7) 0.03069(19) Uani 1 1 d . . . . .
Cu1 Cu 0.38066(7) 0.14921(7) 0.91066(6) 0.04005(19) Uani 1 1 d . . . . .
N1 N 0.3733(4) 0.1364(4) 0.7212(4) 0.0283(9) Uani 1 1 d . . . . .
I1 I 0.35210(4) 0.37054(4) 1.08628(3) 0.04809(14) Uani 1 1 d . . . . .
Cl2 Cl 0.1958(3) 0.6222(3) 0.4223(2) 0.1035(8) Uani 1 1 d . . . . .
Cl1 Cl 0.0916(3) 0.7713(3) 0.3122(2) 0.0983(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.424(8) . ?
C1 C5 1.430(8) . ?
C1 Se1 1.906(5) . ?
C1 Fe1 2.023(5) . ?
C2 C3 1.419(8) . ?
C2 Fe1 2.032(5) . ?
C2 H2A 0.9800 . ?
C3 C4 1.414(9) . ?
C3 Fe1 2.055(6) . ?
C3 H3A 0.9800 . ?
C4 C5 1.406(8) . ?
C4 Fe1 2.045(6) . ?
C4 H4A 0.9800 . ?
C5 Fe1 2.028(5) . ?
C5 H5A 0.9800 . ?
C6 C7 1.423(7) . ?
C6 C10 1.431(8) . ?
C6 Se2 1.908(5) . ?
C6 Fe1 2.014(5) 2_657 ?
C7 C8 1.415(8) . ?
C7 Fe1 2.041(5) 2_657 ?
C7 H7A 0.9800 . ?
C8 C9 1.424(9) . ?
C8 Fe1 2.061(5) 2_657 ?
C8 H8A 0.9800 . ?
C9 C10 1.403(8) . ?
C9 Fe1 2.056(6) 2_657 ?
C9 H9A 0.9800 . ?
C10 Fe1 2.043(5) 2_657 ?
C10 H10A 0.9800 . ?
C11 C12 1.495(8) . ?
C11 Se1 1.974(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.473(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N1 1.479(6) . ?
C13 C14 1.501(8) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se2 1.971(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.497(6) . ?
C15 C16 1.522(7) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.389(8) . ?
C16 C21 1.390(8) . ?
C17 C18 1.394(9) . ?
C17 H17A 0.9300 . ?
C18 C19 1.342(10) . ?
C18 H18A 0.9300 . ?
C19 C20 1.379(10) . ?
C19 H19A 0.9300 . ?
C20 C21 1.387(9) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 Cl2 1.694(8) . ?
C22 Cl1 1.747(9) . ?
C22 H22A 0.9700 . ?
C22 H22B 0.9700 . ?
Se1 Cu1 2.4815(9) . ?
Se2 Cu1 2.4156(9) . ?
Fe1 C6 2.014(5) 2_657 ?
Fe1 C7 2.041(5) 2_657 ?
Fe1 C10 2.043(5) 2_657 ?
Fe1 C9 2.056(6) 2_657 ?
Fe1 C8 2.061(5) 2_657 ?
Cu1 N1 2.232(4) . ?
Cu1 I1 2.5146(8) . ?

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
C2 C1 C5 107.6(5) . . ?
C2 C1 Se1 125.7(4) . . ?
C5 C1 Se1 126.7(4) . . ?
C2 C1 Fe1 69.8(3) . . ?
C5 C1 Fe1 69.5(3) . . ?
Se1 C1 Fe1 123.7(3) . . ?
C3 C2 C1 107.5(5) . . ?
C3 C2 Fe1 70.6(3) . . ?
C1 C2 Fe1 69.1(3) . . ?
C3 C2 H2A 126.3 . . ?
C1 C2 H2A 126.3 . . ?
Fe1 C2 H2A 126.3 . . ?
C4 C3 C2 108.6(5) . . ?
C4 C3 Fe1 69.5(3) . . ?
C2 C3 Fe1 68.8(3) . . ?
C4 C3 H3A 125.7 . . ?
C2 C3 H3A 125.7 . . ?
Fe1 C3 H3A 125.7 . . ?
C5 C4 C3 108.0(6) . . ?
C5 C4 Fe1 69.2(3) . . ?
C3 C4 Fe1 70.2(3) . . ?
C5 C4 H4A 126.0 . . ?
C3 C4 H4A 126.0 . . ?
Fe1 C4 H4A 126.0 . . ?
C4 C5 C1 108.3(5) . . ?
C4 C5 Fe1 70.4(3) . . ?
C1 C5 Fe1 69.2(3) . . ?
C4 C5 H5A 125.8 . . ?
C1 C5 H5A 125.8 . . ?
Fe1 C5 H5A 125.8 . . ?
C7 C6 C10 108.4(5) . . ?
C7 C6 Se2 123.9(4) . . ?
C10 C6 Se2 127.7(4) . . ?
C7 C6 Fe1 70.5(3) . 2_657 ?
C10 C6 Fe1 70.4(3) . 2_657 ?
Se2 C6 Fe1 123.7(3) . 2_657 ?
C8 C7 C6 107.3(5) . . ?
C8 C7 Fe1 70.6(3) . 2_657 ?
C6 C7 Fe1 68.4(3) . 2_657 ?
C8 C7 H7A 126.4 . . ?
C6 C7 H7A 126.4 . . ?
Fe1 C7 H7A 126.4 2_657 . ?
C7 C8 C9 108.3(5) . . ?
C7 C8 Fe1 69.0(3) . 2_657 ?
C9 C8 Fe1 69.6(3) . 2_657 ?
C7 C8 H8A 125.8 . . ?
C9 C8 H8A 125.8 . . ?
Fe1 C8 H8A 125.8 2_657 . ?
C10 C9 C8 108.6(5) . . ?
C10 C9 Fe1 69.5(3) . 2_657 ?
C8 C9 Fe1 70.0(3) . 2_657 ?
C10 C9 H9A 125.7 . . ?
C8 C9 H9A 125.7 . . ?
Fe1 C9 H9A 125.7 2_657 . ?
C9 C10 C6 107.4(5) . . ?
C9 C10 Fe1 70.5(3) . 2_657 ?
C6 C10 Fe1 68.3(3) . 2_657 ?
C9 C10 H10A 126.3 . . ?
C6 C10 H10A 126.3 . . ?
Fe1 C10 H10A 126.3 2_657 . ?
C12 C11 Se1 113.6(4) . . ?
C12 C11 H11A 108.8 . . ?
Se1 C11 H11A 108.8 . . ?
C12 C11 H11B 108.8 . . ?
Se1 C11 H11B 108.8 . . ?
H11A C11 H11B 107.7 . . ?
N1 C12 C11 113.6(4) . . ?
N1 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
N1 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
N1 C13 C14 114.3(5) . . ?
N1 C13 H13A 108.7 . . ?
C14 C13 H13A 108.7 . . ?
N1 C13 H13B 108.7 . . ?
C14 C13 H13B 108.7 . . ?
H13A C13 H13B 107.6 . . ?
C13 C14 Se2 113.4(4) . . ?
C13 C14 H14A 108.9 . . ?
Se2 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
Se2 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C16 115.3(4) . . ?
N1 C15 H15A 108.5 . . ?
C16 C15 H15A 108.5 . . ?
N1 C15 H15B 108.5 . . ?
C16 C15 H15B 108.5 . . ?
H15A C15 H15B 107.5 . . ?
C17 C16 C21 117.7(6) . . ?
C17 C16 C15 120.8(5) . . ?
C21 C16 C15 121.5(6) . . ?
C16 C17 C18 120.9(6) . . ?
C16 C17 H17A 119.5 . . ?
C18 C17 H17A 119.5 . . ?
C19 C18 C17 120.0(7) . . ?
C19 C18 H18A 120.0 . . ?
C17 C18 H18A 120.0 . . ?
C18 C19 C20 121.1(7) . . ?
C18 C19 H19A 119.5 . . ?
C20 C19 H19A 119.5 . . ?
C19 C20 C21 119.3(6) . . ?
C19 C20 H20A 120.3 . . ?
C21 C20 H20A 120.3 . . ?
C20 C21 C16 121.0(7) . . ?
C20 C21 H21A 119.5 . . ?
C16 C21 H21A 119.5 . . ?
Cl2 C22 Cl1 113.5(4) . . ?
Cl2 C22 H22A 108.9 . . ?
Cl1 C22 H22A 108.9 . . ?
Cl2 C22 H22B 108.9 . . ?
Cl1 C22 H22B 108.9 . . ?
H22A C22 H22B 107.7 . . ?
C1 Se1 C11 97.0(2) . . ?
C1 Se1 Cu1 112.14(17) . . ?
C11 Se1 Cu1 89.89(16) . . ?
C6 Se2 C14 96.7(2) . . ?
C6 Se2 Cu1 110.14(17) . . ?
C14 Se2 Cu1 91.54(17) . . ?
C6 Fe1 C1 118.6(2) 2_657 . ?
C6 Fe1 C5 106.8(2) 2_657 . ?
C1 Fe1 C5 41.3(2) . . ?
C6 Fe1 C2 153.7(2) 2_657 . ?
C1 Fe1 C2 41.1(2) . . ?
C5 Fe1 C2 69.1(2) . . ?
C6 Fe1 C7 41.1(2) 2_657 2_657 ?
C1 Fe1 C7 107.8(2) . 2_657 ?
C5 Fe1 C7 127.2(2) . 2_657 ?
C2 Fe1 C7 119.5(2) . 2_657 ?
C6 Fe1 C10 41.3(2) 2_657 2_657 ?
C1 Fe1 C10 153.0(2) . 2_657 ?
C5 Fe1 C10 117.9(2) . 2_657 ?
C2 Fe1 C10 164.0(2) . 2_657 ?
C7 Fe1 C10 69.1(2) 2_657 2_657 ?
C6 Fe1 C4 125.9(2) 2_657 . ?
C1 Fe1 C4 68.8(2) . . ?
C5 Fe1 C4 40.4(2) . . ?
C2 Fe1 C4 68.7(3) . . ?
C7 Fe1 C4 164.3(2) 2_657 . ?
C10 Fe1 C4 106.6(2) 2_657 . ?
C6 Fe1 C3 163.8(2) 2_657 . ?
C1 Fe1 C3 68.4(2) . . ?
C5 Fe1 C3 68.0(2) . . ?
C2 Fe1 C3 40.6(2) . . ?
C7 Fe1 C3 154.1(2) 2_657 . ?
C10 Fe1 C3 126.2(3) 2_657 . ?
C4 Fe1 C3 40.4(2) . . ?
C6 Fe1 C9 68.3(2) 2_657 2_657 ?
C1 Fe1 C9 165.7(2) . 2_657 ?
C5 Fe1 C9 151.9(2) . 2_657 ?
C2 Fe1 C9 127.6(2) . 2_657 ?
C7 Fe1 C9 68.3(2) 2_657 2_657 ?
C10 Fe1 C9 40.0(2) 2_657 2_657 ?
C4 Fe1 C9 118.6(3) . 2_657 ?
C3 Fe1 C9 108.6(2) . 2_657 ?
C6 Fe1 C8 68.2(2) 2_657 2_657 ?
C1 Fe1 C8 127.9(2) . 2_657 ?
C5 Fe1 C8 165.6(2) . 2_657 ?
C2 Fe1 C8 108.9(2) . 2_657 ?
C7 Fe1 C8 40.3(2) 2_657 2_657 ?
C10 Fe1 C8 68.0(2) 2_657 2_657 ?
C4 Fe1 C8 153.4(3) . 2_657 ?
C3 Fe1 C8 120.5(2) . 2_657 ?
C9 Fe1 C8 40.5(3) 2_657 2_657 ?
N1 Cu1 Se2 90.39(11) . . ?
N1 Cu1 Se1 89.47(11) . . ?
Se2 Cu1 Se1 117.32(3) . . ?
N1 Cu1 I1 115.94(10) . . ?
Se2 Cu1 I1 125.51(3) . . ?
Se1 Cu1 I1 110.10(3) . . ?
C12 N1 C13 110.9(4) . . ?
C12 N1 C15 111.9(4) . . ?
C13 N1 C15 110.3(4) . . ?
C12 N1 Cu1 106.8(3) . . ?
C13 N1 Cu1 106.1(3) . . ?
C15 N1 Cu1 110.6(3) . . ?

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
C5 C1 C2 C3 -0.9(6) . . . . ?
Se1 C1 C2 C3 -177.9(4) . . . . ?
Fe1 C1 C2 C3 -60.4(4) . . . . ?
C5 C1 C2 Fe1 59.5(4) . . . . ?
Se1 C1 C2 Fe1 -117.5(4) . . . . ?
C1 C2 C3 C4 1.4(6) . . . . ?
Fe1 C2 C3 C4 -58.1(4) . . . . ?
C1 C2 C3 Fe1 59.5(4) . . . . ?
C2 C3 C4 C5 -1.3(6) . . . . ?
Fe1 C3 C4 C5 -59.0(4) . . . . ?
C2 C3 C4 Fe1 57.7(4) . . . . ?
C3 C4 C5 C1 0.7(6) . . . . ?
Fe1 C4 C5 C1 -59.0(4) . . . . ?
C3 C4 C5 Fe1 59.7(4) . . . . ?
C2 C1 C5 C4 0.1(6) . . . . ?
Se1 C1 C5 C4 177.1(4) . . . . ?
Fe1 C1 C5 C4 59.8(4) . . . . ?
C2 C1 C5 Fe1 -59.6(4) . . . . ?
Se1 C1 C5 Fe1 117.4(4) . . . . ?
C10 C6 C7 C8 0.3(6) . . . . ?
Se2 C6 C7 C8 -178.4(4) . . . . ?
Fe1 C6 C7 C8 -60.2(4) 2_657 . . . ?
C10 C6 C7 Fe1 60.5(4) . . . 2_657 ?
Se2 C6 C7 Fe1 -118.1(4) . . . 2_657 ?
C6 C7 C8 C9 0.2(6) . . . . ?
Fe1 C7 C8 C9 -58.6(4) 2_657 . . . ?
C6 C7 C8 Fe1 58.8(4) . . . 2_657 ?
C7 C8 C9 C10 -0.6(6) . . . . ?
Fe1 C8 C9 C10 -58.9(4) 2_657 . . . ?
C7 C8 C9 Fe1 58.3(4) . . . 2_657 ?
C8 C9 C10 C6 0.8(6) . . . . ?
Fe1 C9 C10 C6 -58.5(4) 2_657 . . . ?
C8 C9 C10 Fe1 59.2(4) . . . 2_657 ?
C7 C6 C10 C9 -0.6(6) . . . . ?
Se2 C6 C10 C9 177.9(4) . . . . ?
Fe1 C6 C10 C9 59.9(4) 2_657 . . . ?
C7 C6 C10 Fe1 -60.5(4) . . . 2_657 ?
Se2 C6 C10 Fe1 118.1(4) . . . 2_657 ?
Se1 C11 C12 N1 -61.6(5) . . . . ?
N1 C13 C14 Se2 -58.1(6) . . . . ?
N1 C15 C16 C17 90.2(7) . . . . ?
N1 C15 C16 C21 -90.8(6) . . . . ?
C21 C16 C17 C18 0.9(9) . . . . ?
C15 C16 C17 C18 179.9(5) . . . . ?
C16 C17 C18 C19 -1.5(10) . . . . ?
C17 C18 C19 C20 0.8(11) . . . . ?
C18 C19 C20 C21 0.4(10) . . . . ?
C19 C20 C21 C16 -0.9(9) . . . . ?
C17 C16 C21 C20 0.3(9) . . . . ?
C15 C16 C21 C20 -178.7(5) . . . . ?
C11 C12 N1 C13 164.8(4) . . . . ?
C11 C12 N1 C15 -71.6(5) . . . . ?
C11 C12 N1 Cu1 49.6(5) . . . . ?
C14 C13 N1 C12 -66.9(5) . . . . ?
C14 C13 N1 C15 168.6(4) . . . . ?
C14 C13 N1 Cu1 48.7(5) . . . . ?
C16 C15 N1 C12 -62.8(6) . . . . ?
C16 C15 N1 C13 61.2(6) . . . . ?
C16 C15 N1 Cu1 178.3(4) . . . . ?

_refine_diff_density_max         0.830
_refine_diff_density_min         -0.588
_refine_diff_density_rms         0.140

####################################################################### 
# 
# 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_a01
_database_code_depnum_ccdc_archive 'CCDC 1028666'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C46 H52 Br2 Cu2 Fe2 N4 Se4'
_chemical_formula_weight         1375.35

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   11.011(4)
_cell_length_b                   20.894(8)
_cell_length_c                   11.044(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.632(6)
_cell_angle_gamma                90
_cell_volume                     2377.9(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2776
_cell_measurement_theta_min      2.203
_cell_measurement_theta_max      22.094

_exptl_crystal_description       diamond
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.921
_exptl_crystal_F_000             1344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    6.259
_shelx_estimated_absorpt_T_min   0.520
_shelx_estimated_absorpt_T_max   0.634
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5205
_exptl_absorpt_correction_T_max  0.6343
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16503
_diffrn_reflns_av_unetI/netI     0.0805
_diffrn_reflns_av_R_equivalents  0.1065
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.949
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_full        25.004
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4181
_reflns_number_gt                2924
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0914P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4181
_refine_ls_number_parameters     272
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0896
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1672
_refine_ls_wR_factor_gt          0.1566
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.055
_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
C1 C 0.8220(7) 0.1364(4) 0.9293(7) 0.0381(19) Uani 1 1 d . . . . .
C2 C 0.8590(7) 0.1844(4) 0.8574(8) 0.041(2) Uani 1 1 d . . . . .
H2A H 0.8907 0.1772 0.7862 0.049 Uiso 1 1 d R U . . .
C3 C 0.8407(8) 0.2463(5) 0.9093(9) 0.054(2) Uani 1 1 d . . . . .
H3A H 0.8594 0.2881 0.8801 0.064 Uiso 1 1 d R U . . .
C4 C 0.7937(9) 0.2345(5) 1.0127(9) 0.054(2) Uani 1 1 d . . . . .
H4A H 0.7746 0.2671 1.0671 0.065 Uiso 1 1 d R U . . .
C5 C 0.7816(7) 0.1678(4) 1.0235(8) 0.044(2) Uani 1 1 d . . . . .
H5A H 0.7524 0.1464 1.0872 0.053 Uiso 1 1 d R U . . .
C6 C 0.8405(8) -0.1937(4) 0.9387(8) 0.044(2) Uani 1 1 d . . . . .
H6A H 0.8104 -0.2011 1.0110 0.053 Uiso 1 1 d R U . . .
C7 C 0.8678(8) -0.2424(4) 0.8604(8) 0.046(2) Uani 1 1 d . . . . .
H7A H 0.8587 -0.2886 0.8694 0.055 Uiso 1 1 d R U . . .
C8 C 0.9086(8) -0.2126(4) 0.7689(8) 0.044(2) Uani 1 1 d . . . . .
H8A H 0.9334 -0.2342 0.7024 0.052 Uiso 1 1 d R U . . .
C9 C 0.9107(7) -0.1441(4) 0.7901(7) 0.0346(18) Uani 1 1 d . . . . .
C10 C 0.8688(7) -0.1337(4) 0.8968(7) 0.0370(18) Uani 1 1 d . . . . .
H10A H 0.8604 -0.0922 0.9340 0.044 Uiso 1 1 d R U . . .
C11 C 0.6603(8) 0.0380(5) 0.7685(8) 0.050(2) Uani 1 1 d . . . . .
H11A H 0.6362 -0.0068 0.7581 0.060 Uiso 1 1 calc R U . . .
H11B H 0.5939 0.0608 0.7901 0.060 Uiso 1 1 calc R U . . .
C12 C 0.6635(7) 0.0634(5) 0.6412(8) 0.047(2) Uani 1 1 d . . . . .
H12A H 0.5786 0.0576 0.5750 0.056 Uiso 1 1 calc R U . . .
H12B H 0.6813 0.1090 0.6497 0.056 Uiso 1 1 calc R U . . .
C13 C 0.7186(8) -0.0335(4) 0.5513(8) 0.046(2) Uani 1 1 d . . . . .
H13A H 0.6515 -0.0307 0.4663 0.056 Uiso 1 1 calc R U . . .
H13B H 0.6809 -0.0536 0.6091 0.056 Uiso 1 1 calc R U . . .
C14 C 0.8291(9) -0.0753(5) 0.5430(8) 0.050(2) Uani 1 1 d . . . . .
H14A H 0.8588 -0.0579 0.4769 0.060 Uiso 1 1 calc R U . . .
H14B H 0.7955 -0.1179 0.5155 0.060 Uiso 1 1 calc R U . . .
C15 C 0.7911(8) 0.0712(4) 0.4980(8) 0.045(2) Uani 1 1 d . . . . .
H15A H 0.8633 0.0517 0.4808 0.054 Uiso 1 1 calc R U . . .
H15B H 0.8190 0.1133 0.5342 0.054 Uiso 1 1 calc R U . . .
C16 C 0.6798(7) 0.0797(4) 0.3697(8) 0.045(2) Uani 1 1 d . . . . .
C17 C 0.5826(9) 0.1261(5) 0.3546(10) 0.060(3) Uani 1 1 d . . . . .
H17A H 0.5841 0.1521 0.4234 0.072 Uiso 1 1 calc R U . . .
C18 C 0.4840(10) 0.1321(6) 0.2338(13) 0.080(4) Uani 1 1 d . . . . .
H18A H 0.4157 0.1601 0.2248 0.096 Uiso 1 1 calc R U . . .
C19 C 0.4850(12) 0.0981(7) 0.1291(12) 0.085(4) Uani 1 1 d . . . . .
H19A H 0.4206 0.1046 0.0489 0.102 Uiso 1 1 calc R U . . .
C20 C 0.5816(11) 0.0541(6) 0.1423(9) 0.070(3) Uani 1 1 d . . . . .
H20A H 0.5835 0.0308 0.0712 0.084 Uiso 1 1 calc R U . . .
C21 C 0.6749(9) 0.0449(5) 0.2614(9) 0.055(2) Uani 1 1 d . . . . .
H21A H 0.7380 0.0139 0.2701 0.065 Uiso 1 1 calc R U . . .
C22 C 0.453(2) 0.1912(13) 0.691(2) 0.175(9) Uani 1 1 d D U . . .
C23 C 0.435(3) 0.1856(13) 0.816(2) 0.214(11) Uani 1 1 d D U . . .
H23A H 0.5137 0.1695 0.8791 0.321 Uiso 1 1 calc R U . . .
H23B H 0.3653 0.1567 0.8075 0.321 Uiso 1 1 calc R U . . .
H23C H 0.4157 0.2269 0.8419 0.321 Uiso 1 1 calc R U . . .
Se1 Se 0.82564(8) 0.04670(4) 0.91172(8) 0.0416(3) Uani 1 1 d . . . . .
Se2 Se 0.97794(8) -0.08254(4) 0.70457(8) 0.0413(3) Uani 1 1 d . . . . .
Fe1 Fe 0.96941(10) 0.18948(5) 1.04903(11) 0.0345(3) Uani 1 1 d . . . . .
Cu1 Cu 0.94522(9) 0.02532(5) 0.77111(10) 0.0433(3) Uani 1 1 d . . . . .
N1 N 0.7623(6) 0.0316(3) 0.5983(6) 0.0401(16) Uani 1 1 d . . . . .
N2 N 0.454(3) 0.1931(13) 0.585(3) 0.287(15) Uani 1 1 d D . . . .
Br1 Br 1.11214(9) 0.09495(4) 0.76624(9) 0.0514(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.424(11) . ?
C1 C5 1.427(11) . ?
C1 Se1 1.886(8) . ?
C1 Fe1 2.025(8) . ?
C2 C3 1.457(12) . ?
C2 Fe1 2.038(8) . ?
C2 H2A 0.9787 . ?
C3 C4 1.432(13) . ?
C3 Fe1 2.063(9) . ?
C3 H3A 0.9782 . ?
C4 C5 1.410(13) . ?
C4 Fe1 2.059(9) . ?
C4 H4A 0.9785 . ?
C5 Fe1 2.037(8) . ?
C5 H5A 0.9783 . ?
C6 C10 1.410(11) . ?
C6 C7 1.434(12) . ?
C6 Fe1 2.051(8) 3_757 ?
C6 H6A 0.9783 . ?
C7 C8 1.391(12) . ?
C7 Fe1 2.043(8) 3_757 ?
C7 H7A 0.9780 . ?
C8 C9 1.449(11) . ?
C8 Fe1 2.044(8) 3_757 ?
C8 H8A 0.9785 . ?
C9 C10 1.426(11) . ?
C9 Se2 1.894(8) . ?
C9 Fe1 2.036(8) 3_757 ?
C10 Fe1 2.035(7) 3_757 ?
C10 H10A 0.9782 . ?
C11 C12 1.515(12) . ?
C11 Se1 1.955(8) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.488(11) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N1 1.476(10) . ?
C13 C14 1.526(13) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se2 1.958(9) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.503(10) . ?
C15 C16 1.522(11) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C21 1.384(13) . ?
C16 C17 1.410(13) . ?
C17 C18 1.397(14) . ?
C17 H17A 0.9300 . ?
C18 C19 1.361(17) . ?
C18 H18A 0.9300 . ?
C19 C20 1.375(17) . ?
C19 H19A 0.9300 . ?
C20 C21 1.368(13) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 N2 1.172(16) . ?
C22 C23 1.460(17) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Se1 Cu1 2.4054(14) . ?
Se2 Cu1 2.4364(16) . ?
Fe1 C10 2.035(7) 3_757 ?
Fe1 C9 2.036(8) 3_757 ?
Fe1 C7 2.043(8) 3_757 ?
Fe1 C8 2.044(8) 3_757 ?
Fe1 C6 2.051(8) 3_757 ?
Cu1 N1 2.237(6) . ?
Cu1 Br1 2.3594(15) . ?

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
C2 C1 C5 107.8(8) . . ?
C2 C1 Se1 128.4(6) . . ?
C5 C1 Se1 123.7(6) . . ?
C2 C1 Fe1 70.0(5) . . ?
C5 C1 Fe1 69.9(4) . . ?
Se1 C1 Fe1 124.8(4) . . ?
C1 C2 C3 107.5(8) . . ?
C1 C2 Fe1 69.0(4) . . ?
C3 C2 Fe1 70.1(5) . . ?
C1 C2 H2A 126.4 . . ?
C3 C2 H2A 126.2 . . ?
Fe1 C2 H2A 126.2 . . ?
C4 C3 C2 107.4(8) . . ?
C4 C3 Fe1 69.5(5) . . ?
C2 C3 Fe1 68.3(5) . . ?
C4 C3 H3A 126.4 . . ?
C2 C3 H3A 126.2 . . ?
Fe1 C3 H3A 126.3 . . ?
C5 C4 C3 108.0(8) . . ?
C5 C4 Fe1 69.0(5) . . ?
C3 C4 Fe1 69.8(5) . . ?
C5 C4 H4A 126.1 . . ?
C3 C4 H4A 125.9 . . ?
Fe1 C4 H4A 126.1 . . ?
C4 C5 C1 109.3(8) . . ?
C4 C5 Fe1 70.7(5) . . ?
C1 C5 Fe1 69.0(4) . . ?
C4 C5 H5A 125.3 . . ?
C1 C5 H5A 125.5 . . ?
Fe1 C5 H5A 125.2 . . ?
C10 C6 C7 108.4(7) . . ?
C10 C6 Fe1 69.2(4) . 3_757 ?
C7 C6 Fe1 69.2(5) . 3_757 ?
C10 C6 H6A 125.8 . . ?
C7 C6 H6A 125.7 . . ?
Fe1 C6 H6A 125.7 3_757 . ?
C8 C7 C6 108.1(8) . . ?
C8 C7 Fe1 70.1(5) . 3_757 ?
C6 C7 Fe1 69.8(5) . 3_757 ?
C8 C7 H7A 125.9 . . ?
C6 C7 H7A 126.0 . . ?
Fe1 C7 H7A 126.0 3_757 . ?
C7 C8 C9 108.4(8) . . ?
C7 C8 Fe1 70.1(5) . 3_757 ?
C9 C8 Fe1 68.9(4) . 3_757 ?
C7 C8 H8A 125.9 . . ?
C9 C8 H8A 125.7 . . ?
Fe1 C8 H8A 125.9 3_757 . ?
C10 C9 C8 107.1(7) . . ?
C10 C9 Se2 127.3(6) . . ?
C8 C9 Se2 125.2(6) . . ?
C10 C9 Fe1 69.5(4) . 3_757 ?
C8 C9 Fe1 69.5(4) . 3_757 ?
Se2 C9 Fe1 120.3(4) . 3_757 ?
C6 C10 C9 108.0(7) . . ?
C6 C10 Fe1 70.4(5) . 3_757 ?
C9 C10 Fe1 69.5(4) . 3_757 ?
C6 C10 H10A 126.0 . . ?
C9 C10 H10A 126.0 . . ?
Fe1 C10 H10A 126.0 3_757 . ?
C12 C11 Se1 113.5(5) . . ?
C12 C11 H11A 108.9 . . ?
Se1 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
Se1 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
N1 C12 C11 113.4(7) . . ?
N1 C12 H12A 108.9 . . ?
C11 C12 H12A 108.9 . . ?
N1 C12 H12B 108.9 . . ?
C11 C12 H12B 108.9 . . ?
H12A C12 H12B 107.7 . . ?
N1 C13 C14 112.3(7) . . ?
N1 C13 H13A 109.1 . . ?
C14 C13 H13A 109.1 . . ?
N1 C13 H13B 109.1 . . ?
C14 C13 H13B 109.1 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 Se2 114.7(6) . . ?
C13 C14 H14A 108.6 . . ?
Se2 C14 H14A 108.6 . . ?
C13 C14 H14B 108.6 . . ?
Se2 C14 H14B 108.6 . . ?
H14A C14 H14B 107.6 . . ?
N1 C15 C16 116.2(6) . . ?
N1 C15 H15A 108.2 . . ?
C16 C15 H15A 108.2 . . ?
N1 C15 H15B 108.2 . . ?
C16 C15 H15B 108.2 . . ?
H15A C15 H15B 107.4 . . ?
C21 C16 C17 117.5(8) . . ?
C21 C16 C15 121.1(8) . . ?
C17 C16 C15 121.2(9) . . ?
C18 C17 C16 118.5(10) . . ?
C18 C17 H17A 120.7 . . ?
C16 C17 H17A 120.7 . . ?
C19 C18 C17 121.8(11) . . ?
C19 C18 H18A 119.1 . . ?
C17 C18 H18A 119.1 . . ?
C18 C19 C20 119.8(10) . . ?
C18 C19 H19A 120.1 . . ?
C20 C19 H19A 120.1 . . ?
C21 C20 C19 119.1(11) . . ?
C21 C20 H20A 120.5 . . ?
C19 C20 H20A 120.5 . . ?
C20 C21 C16 123.1(10) . . ?
C20 C21 H21A 118.5 . . ?
C16 C21 H21A 118.5 . . ?
N2 C22 C23 173(3) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 Se1 C11 97.4(4) . . ?
C1 Se1 Cu1 106.7(2) . . ?
C11 Se1 Cu1 91.5(2) . . ?
C9 Se2 C14 99.1(3) . . ?
C9 Se2 Cu1 110.6(2) . . ?
C14 Se2 Cu1 92.2(3) . . ?
C1 Fe1 C10 107.2(3) . 3_757 ?
C1 Fe1 C9 116.0(3) . 3_757 ?
C10 Fe1 C9 41.0(3) 3_757 3_757 ?
C1 Fe1 C5 41.1(3) . . ?
C10 Fe1 C5 130.8(4) 3_757 . ?
C9 Fe1 C5 109.4(3) 3_757 . ?
C1 Fe1 C2 41.0(3) . . ?
C10 Fe1 C2 114.6(3) 3_757 . ?
C9 Fe1 C2 148.0(3) 3_757 . ?
C5 Fe1 C2 68.9(3) . . ?
C1 Fe1 C7 168.3(4) . 3_757 ?
C10 Fe1 C7 68.9(3) 3_757 3_757 ?
C9 Fe1 C7 68.8(3) 3_757 3_757 ?
C5 Fe1 C7 149.4(4) . 3_757 ?
C2 Fe1 C7 129.5(4) . 3_757 ?
C1 Fe1 C8 150.4(3) . 3_757 ?
C10 Fe1 C8 69.1(3) 3_757 3_757 ?
C9 Fe1 C8 41.6(3) 3_757 3_757 ?
C5 Fe1 C8 118.1(4) . 3_757 ?
C2 Fe1 C8 168.1(4) . 3_757 ?
C7 Fe1 C8 39.8(3) 3_757 3_757 ?
C1 Fe1 C6 129.1(3) . 3_757 ?
C10 Fe1 C6 40.4(3) 3_757 3_757 ?
C9 Fe1 C6 68.3(3) 3_757 3_757 ?
C5 Fe1 C6 168.9(4) . 3_757 ?
C2 Fe1 C6 107.0(3) . 3_757 ?
C7 Fe1 C6 41.0(3) 3_757 3_757 ?
C8 Fe1 C6 67.9(4) 3_757 3_757 ?
C1 Fe1 C4 69.0(4) . . ?
C10 Fe1 C4 169.8(4) 3_757 . ?
C9 Fe1 C4 131.2(4) 3_757 . ?
C5 Fe1 C4 40.3(4) . . ?
C2 Fe1 C4 69.2(4) . . ?
C7 Fe1 C4 116.7(4) 3_757 . ?
C8 Fe1 C4 109.3(4) 3_757 . ?
C6 Fe1 C4 149.3(4) 3_757 . ?
C1 Fe1 C3 69.3(3) . . ?
C10 Fe1 C3 148.1(3) 3_757 . ?
C9 Fe1 C3 169.7(4) 3_757 . ?
C5 Fe1 C3 68.2(4) . . ?
C2 Fe1 C3 41.6(3) . . ?
C7 Fe1 C3 107.9(3) 3_757 . ?
C8 Fe1 C3 129.8(4) 3_757 . ?
C6 Fe1 C3 116.1(4) 3_757 . ?
C4 Fe1 C3 40.6(4) . . ?
N1 Cu1 Br1 114.74(17) . . ?
N1 Cu1 Se1 90.39(18) . . ?
Br1 Cu1 Se1 120.54(5) . . ?
N1 Cu1 Se2 88.93(17) . . ?
Br1 Cu1 Se2 111.37(5) . . ?
Se1 Cu1 Se2 122.64(5) . . ?
C13 N1 C12 109.8(6) . . ?
C13 N1 C15 112.1(6) . . ?
C12 N1 C15 110.9(7) . . ?
C13 N1 Cu1 109.3(5) . . ?
C12 N1 Cu1 107.1(5) . . ?
C15 N1 Cu1 107.5(4) . . ?

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
C5 C1 C2 C3 0.1(9) . . . . ?
Se1 C1 C2 C3 -178.9(6) . . . . ?
Fe1 C1 C2 C3 -59.8(5) . . . . ?
C5 C1 C2 Fe1 59.9(5) . . . . ?
Se1 C1 C2 Fe1 -119.1(6) . . . . ?
C1 C2 C3 C4 0.4(9) . . . . ?
Fe1 C2 C3 C4 -58.7(6) . . . . ?
C1 C2 C3 Fe1 59.1(5) . . . . ?
C2 C3 C4 C5 -0.7(10) . . . . ?
Fe1 C3 C4 C5 -58.6(6) . . . . ?
C2 C3 C4 Fe1 57.9(6) . . . . ?
C3 C4 C5 C1 0.8(10) . . . . ?
Fe1 C4 C5 C1 -58.4(5) . . . . ?
C3 C4 C5 Fe1 59.1(6) . . . . ?
C2 C1 C5 C4 -0.5(9) . . . . ?
Se1 C1 C5 C4 178.5(6) . . . . ?
Fe1 C1 C5 C4 59.4(6) . . . . ?
C2 C1 C5 Fe1 -60.0(5) . . . . ?
Se1 C1 C5 Fe1 119.1(6) . . . . ?
C10 C6 C7 C8 -1.7(9) . . . . ?
Fe1 C6 C7 C8 -59.9(6) 3_757 . . . ?
C10 C6 C7 Fe1 58.2(5) . . . 3_757 ?
C6 C7 C8 C9 1.3(9) . . . . ?
Fe1 C7 C8 C9 -58.4(5) 3_757 . . . ?
C6 C7 C8 Fe1 59.7(6) . . . 3_757 ?
C7 C8 C9 C10 -0.4(9) . . . . ?
Fe1 C8 C9 C10 -59.6(5) 3_757 . . . ?
C7 C8 C9 Se2 172.4(6) . . . . ?
Fe1 C8 C9 Se2 113.3(6) 3_757 . . . ?
C7 C8 C9 Fe1 59.1(6) . . . 3_757 ?
C7 C6 C10 C9 1.4(9) . . . . ?
Fe1 C6 C10 C9 59.6(5) 3_757 . . . ?
C7 C6 C10 Fe1 -58.2(6) . . . 3_757 ?
C8 C9 C10 C6 -0.6(8) . . . . ?
Se2 C9 C10 C6 -173.3(6) . . . . ?
Fe1 C9 C10 C6 -60.2(5) 3_757 . . . ?
C8 C9 C10 Fe1 59.6(5) . . . 3_757 ?
Se2 C9 C10 Fe1 -113.0(6) . . . 3_757 ?
Se1 C11 C12 N1 58.7(9) . . . . ?
N1 C13 C14 Se2 55.7(8) . . . . ?
N1 C15 C16 C21 -102.5(10) . . . . ?
N1 C15 C16 C17 81.7(11) . . . . ?
C21 C16 C17 C18 3.2(13) . . . . ?
C15 C16 C17 C18 179.1(8) . . . . ?
C16 C17 C18 C19 -5.1(16) . . . . ?
C17 C18 C19 C20 3.3(18) . . . . ?
C18 C19 C20 C21 0.4(16) . . . . ?
C19 C20 C21 C16 -2.3(15) . . . . ?
C17 C16 C21 C20 0.5(13) . . . . ?
C15 C16 C21 C20 -175.5(8) . . . . ?
C2 C1 Se1 C11 -82.7(7) . . . . ?
C5 C1 Se1 C11 98.4(7) . . . . ?
Fe1 C1 Se1 C11 -173.9(5) . . . . ?
C2 C1 Se1 Cu1 11.1(7) . . . . ?
C5 C1 Se1 Cu1 -167.8(6) . . . . ?
Fe1 C1 Se1 Cu1 -80.1(5) . . . . ?
C10 C9 Se2 C14 -107.4(7) . . . . ?
C8 C9 Se2 C14 81.2(7) . . . . ?
Fe1 C9 Se2 C14 166.4(4) 3_757 . . . ?
C10 C9 Se2 Cu1 -11.6(7) . . . . ?
C8 C9 Se2 Cu1 177.1(6) . . . . ?
Fe1 C9 Se2 Cu1 -97.8(4) 3_757 . . . ?
C14 C13 N1 C12 -163.4(7) . . . . ?
C14 C13 N1 C15 72.9(8) . . . . ?
C14 C13 N1 Cu1 -46.1(8) . . . . ?
C11 C12 N1 C13 73.7(8) . . . . ?
C11 C12 N1 C15 -162.0(7) . . . . ?
C11 C12 N1 Cu1 -44.9(8) . . . . ?
C16 C15 N1 C13 57.9(10) . . . . ?
C16 C15 N1 C12 -65.2(10) . . . . ?
C16 C15 N1 Cu1 178.0(6) . . . . ?

_refine_diff_density_max         2.010
_refine_diff_density_min         -0.854
_refine_diff_density_rms         0.207

####################################################################### 
# 
# 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_QJL6
_database_code_depnum_ccdc_archive 'CCDC 1028667'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C21 H23 Fe N Se2'
_chemical_formula_weight         503.17

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'
Fe Fe 0.3463 0.8444 '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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.244(3)
_cell_length_b                   10.602(3)
_cell_length_c                   16.736(3)
_cell_angle_alpha                90
_cell_angle_beta                 125.019(12)
_cell_angle_gamma                90
_cell_volume                     1924.5(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4437
_cell_measurement_theta_min      2.43
_cell_measurement_theta_max      26.14

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.737
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.090
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    4.570
_shelx_estimated_absorpt_T_min   0.547
_shelx_estimated_absorpt_T_max   0.740
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5473
_exptl_absorpt_correction_T_max  0.7403
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            13192
_diffrn_reflns_av_unetI/netI     0.0579
_diffrn_reflns_av_R_equivalents  0.0682
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.878
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_full        25.004
_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 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3383
_reflns_number_gt                2735
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0505P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.0105(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3383
_refine_ls_number_parameters     228
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0504
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.1010
_refine_ls_wR_factor_gt          0.0970
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_restrained_S_all      1.055
_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
C1 C -0.1760(3) -0.3387(3) -0.2891(3) 0.0332(9) Uani 1 1 d . . . . .
C2 C -0.1899(3) -0.3829(3) -0.3749(2) 0.0328(8) Uani 1 1 d . . . . .
H2A H -0.1346 -0.3644 -0.3947 0.050(12) Uiso 1 1 calc R . . . .
C3 C -0.2982(4) -0.4581(3) -0.4275(3) 0.0380(9) Uani 1 1 d . . . . .
H3A H -0.3302 -0.5007 -0.4897 0.046 Uiso 1 1 calc R U . . .
C4 C -0.3523(3) -0.4603(3) -0.3755(3) 0.0389(10) Uani 1 1 d . . . . .
H4A H -0.4274 -0.5057 -0.3944 0.047 Uiso 1 1 calc R U . . .
C5 C -0.2773(3) -0.3863(3) -0.2901(3) 0.0371(9) Uani 1 1 d . . . . .
H5A H -0.2922 -0.3713 -0.2399 0.045 Uiso 1 1 calc R U . . .
C6 C -0.3685(3) -0.1219(3) -0.4942(3) 0.0357(9) Uani 1 1 d . . . . .
C7 C -0.3550(4) -0.0859(4) -0.4059(3) 0.0414(10) Uani 1 1 d . . . . .
H7A H -0.2914 -0.0300 -0.3553 0.050 Uiso 1 1 calc R U . . .
C8 C -0.4494(4) -0.1462(4) -0.4047(3) 0.0444(10) Uani 1 1 d . . . . .
H8A H -0.4625 -0.1388 -0.3530 0.053 Uiso 1 1 calc R U . . .
C9 C -0.5215(4) -0.2177(4) -0.4903(3) 0.0474(11) Uani 1 1 d . . . . .
H9A H -0.5933 -0.2688 -0.5083 0.057 Uiso 1 1 calc R U . . .
C10 C -0.4732(4) -0.2035(4) -0.5463(3) 0.0428(10) Uani 1 1 d . . . . .
H10A H -0.5054 -0.2433 -0.6094 0.051 Uiso 1 1 calc R U . . .
C11 C 0.0905(3) -0.3004(4) -0.1932(3) 0.0401(10) Uani 1 1 d . . . . .
H11A H 0.1613 -0.3155 -0.1270 0.060 Uiso 1 1 calc R U . . .
H11B H 0.0663 -0.3810 -0.2267 0.060 Uiso 1 1 calc R U . . .
C12 C 0.1311(4) -0.2152(4) -0.2430(3) 0.0407(10) Uani 1 1 d . . . . .
H12A H 0.1337 -0.1291 -0.2224 0.061 Uiso 1 1 calc R U . . .
H12B H 0.2143 -0.2385 -0.2205 0.061 Uiso 1 1 calc R U . . .
C13 C -0.0459(3) -0.1235(3) -0.3912(3) 0.0390(9) Uani 1 1 d . . . . .
H13A H -0.0100 -0.0407 -0.3830 0.058 Uiso 1 1 calc R U . . .
H13B H -0.0831 -0.1250 -0.3554 0.058 Uiso 1 1 calc R U . . .
C14 C -0.1449(4) -0.1454(4) -0.4985(3) 0.0413(10) Uani 1 1 d . . . . .
H14A H -0.1689 -0.2335 -0.5085 0.062 Uiso 1 1 calc R U . . .
H14B H -0.1115 -0.1272 -0.5358 0.062 Uiso 1 1 calc R U . . .
C15 C 0.1265(4) -0.2029(4) -0.3889(3) 0.0429(10) Uani 1 1 d . . . . .
H15A H 0.1758 -0.1270 -0.3611 0.064 Uiso 1 1 calc R U . . .
H15B H 0.0718 -0.1914 -0.4590 0.064 Uiso 1 1 calc R U . . .
C16 C 0.2107(4) -0.3128(4) -0.3672(3) 0.0401(10) Uani 1 1 d . . . . .
C17 C 0.3307(4) -0.2933(5) -0.3366(3) 0.0560(12) Uani 1 1 d . . . . .
H17A H 0.3606 -0.2115 -0.3283 0.067 Uiso 1 1 calc R U . . .
C18 C 0.4075(5) -0.3954(7) -0.3181(4) 0.0784(17) Uani 1 1 d . . . . .
H18A H 0.4881 -0.3814 -0.2982 0.094 Uiso 1 1 calc R U . . .
C19 C 0.3659(6) -0.5143(6) -0.3287(4) 0.0813(19) Uani 1 1 d . . . . .
H19A H 0.4179 -0.5820 -0.3158 0.098 Uiso 1 1 calc R U . . .
C20 C 0.2486(7) -0.5356(5) -0.3580(5) 0.0855(19) Uani 1 1 d . . . . .
H20A H 0.2211 -0.6181 -0.3642 0.103 Uiso 1 1 calc R U . . .
C21 C 0.1683(5) -0.4355(4) -0.3792(4) 0.0657(14) Uani 1 1 d . . . . .
H21A H 0.0871 -0.4511 -0.4011 0.079 Uiso 1 1 calc R U . . .
Se1 Se -0.04531(4) -0.23935(4) -0.18758(3) 0.04219(17) Uani 1 1 d . . . . .
Se2 Se -0.29008(4) -0.04130(4) -0.54680(3) 0.05340(19) Uani 1 1 d . . . . .
Fe1 Fe -0.34274(5) -0.27862(5) -0.41140(4) 0.03165(18) Uani 1 1 d . . . . .
N1 N 0.0525(3) -0.2193(3) -0.3503(2) 0.0341(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.419(5) . ?
C1 C5 1.425(5) . ?
C1 Se1 1.902(4) . ?
C1 Fe1 2.070(3) . ?
C2 C3 1.421(5) . ?
C2 Fe1 2.068(3) . ?
C2 H2A 0.9800 . ?
C3 C4 1.411(6) . ?
C3 Fe1 2.055(4) . ?
C3 H3A 0.9800 . ?
C4 C5 1.420(5) . ?
C4 Fe1 2.044(3) . ?
C4 H4A 0.9800 . ?
C5 Fe1 2.039(3) . ?
C5 H5A 0.9800 . ?
C6 C10 1.430(5) . ?
C6 C7 1.434(5) . ?
C6 Se2 1.906(4) . ?
C6 Fe1 2.063(4) . ?
C7 C8 1.414(5) . ?
C7 Fe1 2.055(4) . ?
C7 H7A 0.9800 . ?
C8 C9 1.403(6) . ?
C8 Fe1 2.039(4) . ?
C8 H8A 0.9800 . ?
C9 C10 1.412(6) . ?
C9 Fe1 2.044(4) . ?
C9 H9A 0.9800 . ?
C10 Fe1 2.059(4) . ?
C10 H10A 0.9800 . ?
C11 C12 1.521(6) . ?
C11 Se1 1.964(4) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.472(5) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N1 1.474(5) . ?
C13 C14 1.515(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se2 1.945(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.461(5) . ?
C15 C16 1.506(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.377(6) . ?
C16 C21 1.385(6) . ?
C17 C18 1.394(7) . ?
C17 H17A 0.9300 . ?
C18 C19 1.346(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.352(8) . ?
C19 H19A 0.9300 . ?
C20 C21 1.397(7) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?

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
C2 C1 C5 107.3(3) . . ?
C2 C1 Se1 127.6(3) . . ?
C5 C1 Se1 125.1(3) . . ?
C2 C1 Fe1 69.9(2) . . ?
C5 C1 Fe1 68.54(19) . . ?
Se1 C1 Fe1 128.38(18) . . ?
C3 C2 C1 108.1(3) . . ?
C3 C2 Fe1 69.4(2) . . ?
C1 C2 Fe1 70.0(2) . . ?
C3 C2 H2A 125.9 . . ?
C1 C2 H2A 125.9 . . ?
Fe1 C2 H2A 125.9 . . ?
C4 C3 C2 108.5(3) . . ?
C4 C3 Fe1 69.4(2) . . ?
C2 C3 Fe1 70.3(2) . . ?
C4 C3 H3A 125.8 . . ?
C2 C3 H3A 125.8 . . ?
Fe1 C3 H3A 125.8 . . ?
C3 C4 C5 107.6(3) . . ?
C3 C4 Fe1 70.3(2) . . ?
C5 C4 Fe1 69.5(2) . . ?
C3 C4 H4A 126.2 . . ?
C5 C4 H4A 126.2 . . ?
Fe1 C4 H4A 126.2 . . ?
C4 C5 C1 108.5(3) . . ?
C4 C5 Fe1 69.8(2) . . ?
C1 C5 Fe1 70.9(2) . . ?
C4 C5 H5A 125.7 . . ?
C1 C5 H5A 125.7 . . ?
Fe1 C5 H5A 125.7 . . ?
C10 C6 C7 107.0(4) . . ?
C10 C6 Se2 125.8(3) . . ?
C7 C6 Se2 125.3(3) . . ?
C10 C6 Fe1 69.6(2) . . ?
C7 C6 Fe1 69.3(2) . . ?
Se2 C6 Fe1 138.39(19) . . ?
C8 C7 C6 107.8(4) . . ?
C8 C7 Fe1 69.2(2) . . ?
C6 C7 Fe1 69.9(2) . . ?
C8 C7 H7A 126.1 . . ?
C6 C7 H7A 126.1 . . ?
Fe1 C7 H7A 126.1 . . ?
C9 C8 C7 108.6(4) . . ?
C9 C8 Fe1 70.1(2) . . ?
C7 C8 Fe1 70.4(2) . . ?
C9 C8 H8A 125.7 . . ?
C7 C8 H8A 125.7 . . ?
Fe1 C8 H8A 125.7 . . ?
C8 C9 C10 108.5(4) . . ?
C8 C9 Fe1 69.7(2) . . ?
C10 C9 Fe1 70.5(2) . . ?
C8 C9 H9A 125.7 . . ?
C10 C9 H9A 125.7 . . ?
Fe1 C9 H9A 125.7 . . ?
C9 C10 C6 108.1(4) . . ?
C9 C10 Fe1 69.3(2) . . ?
C6 C10 Fe1 69.8(2) . . ?
C9 C10 H10A 126.0 . . ?
C6 C10 H10A 126.0 . . ?
Fe1 C10 H10A 126.0 . . ?
C12 C11 Se1 116.9(3) . . ?
C12 C11 H11A 108.1 . . ?
Se1 C11 H11A 108.1 . . ?
C12 C11 H11B 108.1 . . ?
Se1 C11 H11B 108.1 . . ?
H11A C11 H11B 107.3 . . ?
N1 C12 C11 115.2(3) . . ?
N1 C12 H12A 108.5 . . ?
C11 C12 H12A 108.5 . . ?
N1 C12 H12B 108.5 . . ?
C11 C12 H12B 108.5 . . ?
H12A C12 H12B 107.5 . . ?
N1 C13 C14 112.3(3) . . ?
N1 C13 H13A 109.2 . . ?
C14 C13 H13A 109.2 . . ?
N1 C13 H13B 109.2 . . ?
C14 C13 H13B 109.2 . . ?
H13A C13 H13B 107.9 . . ?
C13 C14 Se2 112.5(3) . . ?
C13 C14 H14A 109.1 . . ?
Se2 C14 H14A 109.1 . . ?
C13 C14 H14B 109.1 . . ?
Se2 C14 H14B 109.1 . . ?
H14A C14 H14B 107.8 . . ?
N1 C15 C16 113.2(3) . . ?
N1 C15 H15A 108.9 . . ?
C16 C15 H15A 108.9 . . ?
N1 C15 H15B 108.9 . . ?
C16 C15 H15B 108.9 . . ?
H15A C15 H15B 107.8 . . ?
C17 C16 C21 118.7(4) . . ?
C17 C16 C15 120.7(4) . . ?
C21 C16 C15 120.6(4) . . ?
C16 C17 C18 120.3(5) . . ?
C16 C17 H17A 119.8 . . ?
C18 C17 H17A 119.8 . . ?
C19 C18 C17 120.5(5) . . ?
C19 C18 H18A 119.8 . . ?
C17 C18 H18A 119.8 . . ?
C18 C19 C20 120.2(5) . . ?
C18 C19 H19A 119.9 . . ?
C20 C19 H19A 119.9 . . ?
C19 C20 C21 120.9(5) . . ?
C19 C20 H20A 119.5 . . ?
C21 C20 H20A 119.5 . . ?
C16 C21 C20 119.4(5) . . ?
C16 C21 H21A 120.3 . . ?
C20 C21 H21A 120.3 . . ?
C1 Se1 C11 99.42(16) . . ?
C6 Se2 C14 102.95(16) . . ?
C5 Fe1 C8 104.05(16) . . ?
C5 Fe1 C4 40.71(15) . . ?
C8 Fe1 C4 118.11(16) . . ?
C5 Fe1 C9 119.56(17) . . ?
C8 Fe1 C9 40.20(16) . . ?
C4 Fe1 C9 104.11(16) . . ?
C5 Fe1 C3 67.83(16) . . ?
C8 Fe1 C3 154.76(16) . . ?
C4 Fe1 C3 40.25(16) . . ?
C9 Fe1 C3 121.40(17) . . ?
C5 Fe1 C7 120.75(16) . . ?
C8 Fe1 C7 40.40(15) . . ?
C4 Fe1 C7 154.70(17) . . ?
C9 Fe1 C7 67.84(16) . . ?
C3 Fe1 C7 164.13(16) . . ?
C5 Fe1 C10 156.64(16) . . ?
C8 Fe1 C10 67.77(17) . . ?
C4 Fe1 C10 122.18(16) . . ?
C9 Fe1 C10 40.26(17) . . ?
C3 Fe1 C10 109.74(16) . . ?
C7 Fe1 C10 68.05(16) . . ?
C5 Fe1 C6 158.73(16) . . ?
C8 Fe1 C6 68.26(15) . . ?
C4 Fe1 C6 160.51(16) . . ?
C9 Fe1 C6 68.14(16) . . ?
C3 Fe1 C6 127.34(16) . . ?
C7 Fe1 C6 40.76(15) . . ?
C10 Fe1 C6 40.59(14) . . ?
C5 Fe1 C2 67.80(15) . . ?
C8 Fe1 C2 160.63(16) . . ?
C4 Fe1 C2 67.94(15) . . ?
C9 Fe1 C2 159.15(17) . . ?
C3 Fe1 C2 40.32(14) . . ?
C7 Fe1 C2 127.39(15) . . ?
C10 Fe1 C2 126.46(16) . . ?
C6 Fe1 C2 112.66(14) . . ?
C5 Fe1 C1 40.57(14) . . ?
C8 Fe1 C1 122.47(16) . . ?
C4 Fe1 C1 68.29(15) . . ?
C9 Fe1 C1 156.80(17) . . ?
C3 Fe1 C1 67.76(15) . . ?
C7 Fe1 C1 109.17(15) . . ?
C10 Fe1 C1 162.03(16) . . ?
C6 Fe1 C1 125.69(14) . . ?
C2 Fe1 C1 40.13(13) . . ?
C15 N1 C12 110.6(3) . . ?
C15 N1 C13 110.5(3) . . ?
C12 N1 C13 111.4(3) . . ?

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
C5 C1 C2 C3 -0.6(4) . . . . ?
Se1 C1 C2 C3 177.4(3) . . . . ?
Fe1 C1 C2 C3 -59.1(2) . . . . ?
C5 C1 C2 Fe1 58.5(2) . . . . ?
Se1 C1 C2 Fe1 -123.5(3) . . . . ?
C1 C2 C3 C4 0.4(4) . . . . ?
Fe1 C2 C3 C4 -59.1(2) . . . . ?
C1 C2 C3 Fe1 59.5(2) . . . . ?
C2 C3 C4 C5 0.0(4) . . . . ?
Fe1 C3 C4 C5 -59.7(2) . . . . ?
C2 C3 C4 Fe1 59.7(2) . . . . ?
C3 C4 C5 C1 -0.4(4) . . . . ?
Fe1 C4 C5 C1 -60.6(2) . . . . ?
C3 C4 C5 Fe1 60.2(2) . . . . ?
C2 C1 C5 C4 0.6(4) . . . . ?
Se1 C1 C5 C4 -177.4(2) . . . . ?
Fe1 C1 C5 C4 59.9(2) . . . . ?
C2 C1 C5 Fe1 -59.4(2) . . . . ?
Se1 C1 C5 Fe1 122.6(3) . . . . ?
C10 C6 C7 C8 0.7(4) . . . . ?
Se2 C6 C7 C8 165.6(3) . . . . ?
Fe1 C6 C7 C8 -59.0(3) . . . . ?
C10 C6 C7 Fe1 59.6(2) . . . . ?
Se2 C6 C7 Fe1 -135.4(3) . . . . ?
C6 C7 C8 C9 -0.5(4) . . . . ?
Fe1 C7 C8 C9 -59.9(3) . . . . ?
C6 C7 C8 Fe1 59.4(2) . . . . ?
C7 C8 C9 C10 0.1(4) . . . . ?
Fe1 C8 C9 C10 -60.0(3) . . . . ?
C7 C8 C9 Fe1 60.1(3) . . . . ?
C8 C9 C10 C6 0.3(4) . . . . ?
Fe1 C9 C10 C6 -59.3(3) . . . . ?
C8 C9 C10 Fe1 59.6(3) . . . . ?
C7 C6 C10 C9 -0.6(4) . . . . ?
Se2 C6 C10 C9 -165.4(3) . . . . ?
Fe1 C6 C10 C9 58.9(3) . . . . ?
C7 C6 C10 Fe1 -59.5(2) . . . . ?
Se2 C6 C10 Fe1 135.7(3) . . . . ?
Se1 C11 C12 N1 -79.3(4) . . . . ?
N1 C13 C14 Se2 168.6(2) . . . . ?
N1 C15 C16 C17 -136.9(4) . . . . ?
N1 C15 C16 C21 44.2(5) . . . . ?
C21 C16 C17 C18 -0.1(7) . . . . ?
C15 C16 C17 C18 -179.1(4) . . . . ?
C16 C17 C18 C19 -0.7(8) . . . . ?
C17 C18 C19 C20 0.3(9) . . . . ?
C18 C19 C20 C21 1.0(9) . . . . ?
C17 C16 C21 C20 1.4(7) . . . . ?
C15 C16 C21 C20 -179.7(4) . . . . ?
C19 C20 C21 C16 -1.9(9) . . . . ?
C16 C15 N1 C12 68.4(4) . . . . ?
C16 C15 N1 C13 -167.8(3) . . . . ?
C11 C12 N1 C15 -145.8(3) . . . . ?
C11 C12 N1 C13 90.8(4) . . . . ?
C14 C13 N1 C15 70.2(4) . . . . ?
C14 C13 N1 C12 -166.5(3) . . . . ?

_refine_diff_density_max         0.975
_refine_diff_density_min         -1.073
_refine_diff_density_rms         0.095

####################################################################### 
# 
# 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_qjc10
_database_code_depnum_ccdc_archive 'CCDC 1415887'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C44 H54 Cl2 F12 Fe2 N2 O2 P2 Pd2 Se4'
_chemical_formula_weight         1644.07

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Pd Pd -0.9988 1.0072 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   13.594(3)
_cell_length_b                   15.155(3)
_cell_length_c                   13.682(3)
_cell_angle_alpha                90
_cell_angle_beta                 108.069(2)
_cell_angle_gamma                90
_cell_volume                     2679.7(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4965
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      24.31

_exptl_crystal_description       Block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    2.038
_exptl_crystal_F_000             1600
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.148
_shelx_estimated_absorpt_T_min   0.575
_shelx_estimated_absorpt_T_max   0.636
_exptl_absorpt_correction_type   'multi-scan '
_exptl_absorpt_correction_T_min  0.5752
_exptl_absorpt_correction_T_max  0.6360
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            18346
_diffrn_reflns_av_unetI/netI     0.0324
_diffrn_reflns_av_R_equivalents  0.0355
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.063
_diffrn_reflns_theta_max         25.002
_diffrn_reflns_theta_full        25.002
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_full 0.989
_reflns_number_total             4673
_reflns_number_gt                3477
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0826P)²+1.1176P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4673
_refine_ls_number_parameters     326
_refine_ls_number_restraints     26
_refine_ls_R_factor_all          0.0658
_refine_ls_R_factor_gt           0.0460
_refine_ls_wR_factor_ref         0.1369
_refine_ls_wR_factor_gt          0.1286
_refine_ls_goodness_of_fit_ref   1.078
_refine_ls_restrained_S_all      1.114
_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
C1 C 0.5268(5) 0.2205(4) 0.4199(4) 0.0482(14) Uani 1 1 d . . . . .
C2 C 0.6140(5) 0.2804(5) 0.4366(5) 0.0574(17) Uani 1 1 d . . . . .
H2A H 0.6136 0.3440 0.4494 0.069 Uiso 1 1 d R U . . .
C3 C 0.6969(6) 0.2326(6) 0.4295(5) 0.070(2) Uani 1 1 d . . . . .
H3A H 0.7665 0.2557 0.4382 0.084 Uiso 1 1 d R U . . .
C4 C 0.6666(5) 0.1409(5) 0.4101(4) 0.0601(17) Uani 1 1 d . . . . .
H4A H 0.7109 0.0920 0.4027 0.072 Uiso 1 1 d R U . . .
C5 C 0.5624(5) 0.1345(4) 0.4041(4) 0.0520(15) Uani 1 1 d . . . . .
H5A H 0.5209 0.0804 0.3917 0.062 Uiso 1 1 d R U . . .
C6 C 0.2721(5) -0.1041(4) 0.3401(4) 0.0564(17) Uani 1 1 d . . . . .
C7 C 0.3785(5) -0.1077(5) 0.3432(5) 0.0600(18) Uani 1 1 d . . . . .
H7A H 0.4259 -0.0573 0.3534 0.072 Uiso 1 1 d R U . . .
C8 C 0.4039(6) -0.1972(5) 0.3293(5) 0.069(2) Uani 1 1 d . . . . .
H8A H 0.4721 -0.2189 0.3301 0.082 Uiso 1 1 d R U . . .
C9 C 0.3164(7) -0.2495(5) 0.3186(5) 0.072(2) Uani 1 1 d . . . . .
H9A H 0.3127 -0.3137 0.3097 0.087 Uiso 1 1 d R U . . .
C10 C 0.2335(6) -0.1936(5) 0.3246(5) 0.066(2) Uani 1 1 d . . . . .
H10A H 0.1631 -0.2127 0.3192 0.079 Uiso 1 1 d R U . . .
C11 C 0.1509(6) 0.0161(5) 0.1868(5) 0.068(2) Uani 1 1 d . . . . .
H11A H 0.1544 -0.0385 0.1512 0.081 Uiso 1 1 calc R U . . .
H11B H 0.0806 0.0384 0.1609 0.081 Uiso 1 1 calc R U . . .
C12 C 0.2242(5) 0.0823(4) 0.1657(5) 0.0555(16) Uani 1 1 d . . . . .
H12A H 0.2914 0.0549 0.1779 0.067 Uiso 1 1 calc R U . . .
H12B H 0.1991 0.0993 0.0939 0.067 Uiso 1 1 calc R U . . .
C13 C 0.3136(5) 0.2234(4) 0.2052(4) 0.0495(15) Uani 1 1 d . . . . .
H13A H 0.3748 0.1894 0.2075 0.059 Uiso 1 1 calc R U . . .
H13B H 0.2838 0.2451 0.1356 0.059 Uiso 1 1 calc R U . . .
C14 C 0.3452(5) 0.3003(4) 0.2765(4) 0.0536(16) Uani 1 1 d . . . . .
H14A H 0.2867 0.3397 0.2672 0.064 Uiso 1 1 calc R U . . .
H14B H 0.4000 0.3328 0.2610 0.064 Uiso 1 1 calc R U . . .
C15 C 0.1334(5) 0.2131(5) 0.2150(5) 0.0629(18) Uani 1 1 d . . . . .
H15A H 0.0844 0.1734 0.2307 0.075 Uiso 1 1 calc R U . . .
H15B H 0.1455 0.2617 0.2635 0.075 Uiso 1 1 calc R U . . .
C16 C 0.0854(5) 0.2491(5) 0.1082(5) 0.0580(17) Uani 1 1 d . . . . .
C17 C 0.0285(5) 0.1988(5) 0.0257(6) 0.077(2) Uani 1 1 d . . . . .
H17A H 0.0210 0.1386 0.0345 0.092 Uiso 1 1 calc R U . . .
C18 C -0.0162(6) 0.2354(6) -0.0674(6) 0.087(3) Uani 1 1 d . . . . .
H18A H -0.0526 0.1998 -0.1219 0.104 Uiso 1 1 calc R U . . .
C19 C 0.0939(6) 0.3395(5) 0.0905(6) 0.078(2) Uani 1 1 d . . . . .
H19A H 0.1328 0.3756 0.1434 0.094 Uiso 1 1 calc R U . . .
C20 C 0.0460(7) 0.3740(6) -0.0026(7) 0.095(3) Uani 1 1 d . . . . .
H20A H 0.0505 0.4344 -0.0125 0.113 Uiso 1 1 calc R U . . .
C21 C -0.0091(7) 0.3228(7) -0.0829(7) 0.091(3) Uani 1 1 d . . . . .
H21A H -0.0411 0.3477 -0.1470 0.110 Uiso 1 1 calc R U . . .
C22 C 0.4928(12) 0.0403(11) 0.1387(13) 0.175(6) Uani 1 1 d D U . . .
H22A H 0.4191 0.0388 0.1073 0.263 Uiso 1 1 calc R U . . .
H22B H 0.5184 0.0978 0.1300 0.263 Uiso 1 1 calc R U . . .
H22C H 0.5093 0.0274 0.2107 0.263 Uiso 1 1 calc R U . . .
Se1 Se 0.39426(5) 0.25825(4) 0.42099(5) 0.0527(2) Uani 1 1 d . . . . .
Se2 Se 0.18595(5) -0.00706(5) 0.33641(5) 0.0595(2) Uani 1 1 d . . . . .
Fe1 Fe 0.64614(7) 0.18334(6) 0.54420(6) 0.0475(2) Uani 1 1 d . . . . .
Pd1 Pd 0.29274(3) 0.12417(3) 0.38461(3) 0.04730(18) Uani 1 1 d . . . . .
N1 N 0.2363(3) 0.1634(3) 0.2311(3) 0.0452(11) Uani 1 1 d . . . . .
Cl1 Cl 0.35001(13) 0.08526(12) 0.55339(11) 0.0615(4) Uani 1 1 d . . . . .
P1 P 0.16658(15) 0.50816(14) 0.36927(15) 0.0666(5) Uani 1 1 d . . . . .
F1 F 0.0983(4) 0.5002(3) 0.4443(3) 0.0890(14) Uani 1 1 d . . . . .
F2 F 0.2309(5) 0.5129(5) 0.2922(5) 0.136(2) Uani 1 1 d . . . . .
F3 F 0.2097(6) 0.4131(4) 0.4021(6) 0.140(2) Uani 1 1 d . . . . .
F4 F 0.0730(5) 0.4708(6) 0.2821(5) 0.159(3) Uani 1 1 d . U . . .
F5 F 0.2565(5) 0.5443(5) 0.4579(5) 0.150(3) Uani 1 1 d . . . . .
F6 F 0.1198(6) 0.6010(5) 0.3364(5) 0.146(2) Uani 1 1 d . U . . .
O1 O 0.541(2) -0.0259(16) 0.0900(6) 0.52(2) Uani 1 1 d D U . . .
H1B H 0.5881 -0.0027 0.0730 0.620 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
C1 C5 1.429(9) . ?
C1 C2 1.453(9) . ?
C1 Se1 1.895(6) . ?
C1 Fe1 2.032(6) . ?
C2 C3 1.368(10) . ?
C2 Fe1 2.030(6) . ?
C2 H2A 0.9801 . ?
C3 C4 1.450(11) . ?
C3 Fe1 2.042(7) . ?
C3 H3A 0.9800 . ?
C4 C5 1.398(9) . ?
C4 Fe1 2.043(6) . ?
C4 H4A 0.9799 . ?
C5 Fe1 2.041(6) . ?
C5 H5A 0.9800 . ?
C6 C7 1.435(9) . ?
C6 C10 1.447(9) . ?
C6 Se2 1.871(7) . ?
C6 Fe1 2.023(6) 3_656 ?
C7 C8 1.427(10) . ?
C7 Fe1 2.030(6) 3_656 ?
C7 H7A 0.9801 . ?
C8 C9 1.398(10) . ?
C8 Fe1 2.057(7) 3_656 ?
C8 H8A 0.9801 . ?
C9 C10 1.433(11) . ?
C9 Fe1 2.048(7) 3_656 ?
C9 H9A 0.9799 . ?
C10 Fe1 2.025(6) 3_656 ?
C10 H10A 0.9801 . ?
C11 C12 1.504(9) . ?
C11 Se2 1.983(6) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.498(8) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 C14 1.495(8) . ?
C13 N1 1.513(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se1 1.986(6) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 C16 1.506(8) . ?
C15 N1 1.543(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C17 1.383(10) . ?
C16 C19 1.401(10) . ?
C17 C18 1.349(10) . ?
C17 H17A 0.9300 . ?
C18 C21 1.350(12) . ?
C18 H18A 0.9300 . ?
C19 C20 1.344(11) . ?
C19 H19A 0.9300 . ?
C20 C21 1.363(13) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 O1 1.468(10) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
Se1 Pd1 2.4198(9) . ?
Se2 Pd1 2.4297(9) . ?
Fe1 C6 2.023(6) 3_656 ?
Fe1 C10 2.025(6) 3_656 ?
Fe1 C7 2.030(6) 3_656 ?
Fe1 C9 2.048(7) 3_656 ?
Fe1 C8 2.057(7) 3_656 ?
Pd1 N1 2.087(4) . ?
Pd1 Cl1 2.2741(16) . ?
P1 F5 1.531(6) . ?
P1 F6 1.551(6) . ?
P1 F4 1.555(6) . ?
P1 F2 1.566(6) . ?
P1 F3 1.568(6) . ?
P1 F1 1.588(5) . ?
O1 H1B 0.8200 . ?

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
C5 C1 C2 107.1(6) . . ?
C5 C1 Se1 130.0(5) . . ?
C2 C1 Se1 122.8(5) . . ?
C5 C1 Fe1 69.8(3) . . ?
C2 C1 Fe1 68.9(3) . . ?
Se1 C1 Fe1 126.3(3) . . ?
C3 C2 C1 108.0(6) . . ?
C3 C2 Fe1 70.9(4) . . ?
C1 C2 Fe1 69.1(3) . . ?
C3 C2 H2A 125.7 . . ?
C1 C2 H2A 126.3 . . ?
Fe1 C2 H2A 126.5 . . ?
C2 C3 C4 109.1(6) . . ?
C2 C3 Fe1 69.9(4) . . ?
C4 C3 Fe1 69.2(4) . . ?
C2 C3 H3A 126.0 . . ?
C4 C3 H3A 125.0 . . ?
Fe1 C3 H3A 125.5 . . ?
C5 C4 C3 107.6(6) . . ?
C5 C4 Fe1 69.9(4) . . ?
C3 C4 Fe1 69.2(4) . . ?
C5 C4 H4A 125.9 . . ?
C3 C4 H4A 126.5 . . ?
Fe1 C4 H4A 126.2 . . ?
C4 C5 C1 108.2(6) . . ?
C4 C5 Fe1 70.1(3) . . ?
C1 C5 Fe1 69.1(3) . . ?
C4 C5 H5A 125.9 . . ?
C1 C5 H5A 125.9 . . ?
Fe1 C5 H5A 126.1 . . ?
C7 C6 C10 106.6(6) . . ?
C7 C6 Se2 130.4(5) . . ?
C10 C6 Se2 122.5(5) . . ?
C7 C6 Fe1 69.5(3) . 3_656 ?
C10 C6 Fe1 69.1(3) . 3_656 ?
Se2 C6 Fe1 132.5(4) . 3_656 ?
C8 C7 C6 108.4(6) . . ?
C8 C7 Fe1 70.6(4) . 3_656 ?
C6 C7 Fe1 69.0(4) . 3_656 ?
C8 C7 H7A 125.8 . . ?
C6 C7 H7A 125.8 . . ?
Fe1 C7 H7A 126.0 3_656 . ?
C9 C8 C7 108.6(7) . . ?
C9 C8 Fe1 69.7(4) . 3_656 ?
C7 C8 Fe1 68.5(4) . 3_656 ?
C9 C8 H8A 125.6 . . ?
C7 C8 H8A 125.7 . . ?
Fe1 C8 H8A 125.7 3_656 . ?
C8 C9 C10 108.6(7) . . ?
C8 C9 Fe1 70.4(4) . 3_656 ?
C10 C9 Fe1 68.5(4) . 3_656 ?
C8 C9 H9A 125.9 . . ?
C10 C9 H9A 125.5 . . ?
Fe1 C9 H9A 126.0 3_656 . ?
C9 C10 C6 107.8(7) . . ?
C9 C10 Fe1 70.3(4) . 3_656 ?
C6 C10 Fe1 69.0(3) . 3_656 ?
C9 C10 H10A 126.1 . . ?
C6 C10 H10A 126.1 . . ?
Fe1 C10 H10A 126.2 3_656 . ?
C12 C11 Se2 110.8(4) . . ?
C12 C11 H11A 109.5 . . ?
Se2 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
Se2 C11 H11B 109.5 . . ?
H11A C11 H11B 108.1 . . ?
N1 C12 C11 112.8(6) . . ?
N1 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
C14 C13 N1 113.3(5) . . ?
C14 C13 H13A 108.9 . . ?
N1 C13 H13A 108.9 . . ?
C14 C13 H13B 108.9 . . ?
N1 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C13 C14 Se1 109.8(4) . . ?
C13 C14 H14A 109.7 . . ?
Se1 C14 H14A 109.7 . . ?
C13 C14 H14B 109.7 . . ?
Se1 C14 H14B 109.7 . . ?
H14A C14 H14B 108.2 . . ?
C16 C15 N1 114.6(5) . . ?
C16 C15 H15A 108.6 . . ?
N1 C15 H15A 108.6 . . ?
C16 C15 H15B 108.6 . . ?
N1 C15 H15B 108.6 . . ?
H15A C15 H15B 107.6 . . ?
C17 C16 C19 117.0(6) . . ?
C17 C16 C15 123.8(7) . . ?
C19 C16 C15 119.2(7) . . ?
C18 C17 C16 121.2(8) . . ?
C18 C17 H17A 119.4 . . ?
C16 C17 H17A 119.4 . . ?
C17 C18 C21 121.3(8) . . ?
C17 C18 H18A 119.4 . . ?
C21 C18 H18A 119.4 . . ?
C20 C19 C16 120.1(8) . . ?
C20 C19 H19A 119.9 . . ?
C16 C19 H19A 119.9 . . ?
C19 C20 C21 121.7(8) . . ?
C19 C20 H20A 119.1 . . ?
C21 C20 H20A 119.1 . . ?
C18 C21 C20 118.7(7) . . ?
C18 C21 H21A 120.7 . . ?
C20 C21 H21A 120.7 . . ?
O1 C22 H22A 109.5 . . ?
O1 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O1 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 Se1 C14 96.7(3) . . ?
C1 Se1 Pd1 103.18(18) . . ?
C14 Se1 Pd1 94.06(18) . . ?
C6 Se2 C11 96.6(3) . . ?
C6 Se2 Pd1 108.65(19) . . ?
C11 Se2 Pd1 93.85(19) . . ?
C6 Fe1 C10 41.9(3) 3_656 3_656 ?
C6 Fe1 C2 160.0(3) 3_656 . ?
C10 Fe1 C2 121.3(3) 3_656 . ?
C6 Fe1 C7 41.5(3) 3_656 3_656 ?
C10 Fe1 C7 69.5(3) 3_656 3_656 ?
C2 Fe1 C7 155.6(3) . 3_656 ?
C6 Fe1 C1 157.2(3) 3_656 . ?
C10 Fe1 C1 159.4(3) 3_656 . ?
C2 Fe1 C1 41.9(2) . . ?
C7 Fe1 C1 121.0(3) 3_656 . ?
C6 Fe1 C5 122.1(3) 3_656 . ?
C10 Fe1 C5 157.3(3) 3_656 . ?
C2 Fe1 C5 69.5(3) . . ?
C7 Fe1 C5 109.4(3) 3_656 . ?
C1 Fe1 C5 41.1(2) . . ?
C6 Fe1 C3 125.7(3) 3_656 . ?
C10 Fe1 C3 106.3(3) 3_656 . ?
C2 Fe1 C3 39.3(3) . . ?
C7 Fe1 C3 164.7(3) 3_656 . ?
C1 Fe1 C3 68.2(3) . . ?
C5 Fe1 C3 68.5(3) . . ?
C6 Fe1 C4 108.7(3) 3_656 . ?
C10 Fe1 C4 121.5(3) 3_656 . ?
C2 Fe1 C4 68.6(3) . . ?
C7 Fe1 C4 127.2(3) 3_656 . ?
C1 Fe1 C4 68.4(3) . . ?
C5 Fe1 C4 40.0(3) . . ?
C3 Fe1 C4 41.6(3) . . ?
C6 Fe1 C9 69.7(3) 3_656 3_656 ?
C10 Fe1 C9 41.2(3) 3_656 3_656 ?
C2 Fe1 C9 104.3(3) . 3_656 ?
C7 Fe1 C9 68.5(3) 3_656 3_656 ?
C1 Fe1 C9 122.6(3) . 3_656 ?
C5 Fe1 C9 161.1(3) . 3_656 ?
C3 Fe1 C9 118.6(3) . 3_656 ?
C4 Fe1 C9 155.9(3) . 3_656 ?
C6 Fe1 C8 69.3(3) 3_656 3_656 ?
C10 Fe1 C8 68.5(3) 3_656 3_656 ?
C2 Fe1 C8 118.9(3) . 3_656 ?
C7 Fe1 C8 40.9(3) 3_656 3_656 ?
C1 Fe1 C8 106.8(3) . 3_656 ?
C5 Fe1 C8 126.4(3) . 3_656 ?
C3 Fe1 C8 152.6(3) . 3_656 ?
C4 Fe1 C8 163.8(3) . 3_656 ?
C9 Fe1 C8 39.8(3) 3_656 3_656 ?
N1 Pd1 Cl1 177.76(14) . . ?
N1 Pd1 Se1 88.64(13) . . ?
Cl1 Pd1 Se1 90.86(5) . . ?
N1 Pd1 Se2 87.57(13) . . ?
Cl1 Pd1 Se2 92.92(5) . . ?
Se1 Pd1 Se2 176.20(3) . . ?
C12 N1 C13 108.0(4) . . ?
C12 N1 C15 112.9(5) . . ?
C13 N1 C15 109.8(5) . . ?
C12 N1 Pd1 107.8(3) . . ?
C13 N1 Pd1 109.9(3) . . ?
C15 N1 Pd1 108.5(3) . . ?
F5 P1 F6 93.4(5) . . ?
F5 P1 F4 177.9(4) . . ?
F6 P1 F4 86.7(5) . . ?
F5 P1 F2 92.4(4) . . ?
F6 P1 F2 91.5(4) . . ?
F4 P1 F2 89.7(4) . . ?
F5 P1 F3 88.1(4) . . ?
F6 P1 F3 177.9(4) . . ?
F4 P1 F3 91.7(5) . . ?
F2 P1 F3 89.9(3) . . ?
F5 P1 F1 89.9(4) . . ?
F6 P1 F1 89.3(3) . . ?
F4 P1 F1 88.0(3) . . ?
F2 P1 F1 177.5(4) . . ?
F3 P1 F1 89.2(3) . . ?
C22 O1 H1B 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
C5 C1 C2 C3 0.9(7) . . . . ?
Se1 C1 C2 C3 -179.1(4) . . . . ?
Fe1 C1 C2 C3 60.5(4) . . . . ?
C5 C1 C2 Fe1 -59.6(4) . . . . ?
Se1 C1 C2 Fe1 120.4(4) . . . . ?
C1 C2 C3 C4 -1.1(7) . . . . ?
Fe1 C2 C3 C4 58.3(4) . . . . ?
C1 C2 C3 Fe1 -59.4(4) . . . . ?
C2 C3 C4 C5 0.9(7) . . . . ?
Fe1 C3 C4 C5 59.6(4) . . . . ?
C2 C3 C4 Fe1 -58.6(5) . . . . ?
C3 C4 C5 C1 -0.3(7) . . . . ?
Fe1 C4 C5 C1 58.8(4) . . . . ?
C3 C4 C5 Fe1 -59.1(4) . . . . ?
C2 C1 C5 C4 -0.3(6) . . . . ?
Se1 C1 C5 C4 179.7(4) . . . . ?
Fe1 C1 C5 C4 -59.4(4) . . . . ?
C2 C1 C5 Fe1 59.0(4) . . . . ?
Se1 C1 C5 Fe1 -120.9(5) . . . . ?
C10 C6 C7 C8 0.4(7) . . . . ?
Se2 C6 C7 C8 -171.2(5) . . . . ?
Fe1 C6 C7 C8 59.8(4) 3_656 . . . ?
C10 C6 C7 Fe1 -59.5(4) . . . 3_656 ?
Se2 C6 C7 Fe1 128.9(5) . . . 3_656 ?
C6 C7 C8 C9 -0.5(7) . . . . ?
Fe1 C7 C8 C9 58.3(4) 3_656 . . . ?
C6 C7 C8 Fe1 -58.8(4) . . . 3_656 ?
C7 C8 C9 C10 0.5(7) . . . . ?
Fe1 C8 C9 C10 58.1(4) 3_656 . . . ?
C7 C8 C9 Fe1 -57.6(4) . . . 3_656 ?
C8 C9 C10 C6 -0.2(7) . . . . ?
Fe1 C9 C10 C6 59.0(4) 3_656 . . . ?
C8 C9 C10 Fe1 -59.2(5) . . . 3_656 ?
C7 C6 C10 C9 -0.1(7) . . . . ?
Se2 C6 C10 C9 172.4(4) . . . . ?
Fe1 C6 C10 C9 -59.8(4) 3_656 . . . ?
C7 C6 C10 Fe1 59.7(4) . . . 3_656 ?
Se2 C6 C10 Fe1 -127.9(5) . . . 3_656 ?
Se2 C11 C12 N1 -49.9(7) . . . . ?
N1 C13 C14 Se1 53.3(6) . . . . ?
N1 C15 C16 C17 79.9(9) . . . . ?
N1 C15 C16 C19 -103.0(8) . . . . ?
C19 C16 C17 C18 0.2(12) . . . . ?
C15 C16 C17 C18 177.3(7) . . . . ?
C16 C17 C18 C21 -1.5(14) . . . . ?
C17 C16 C19 C20 1.6(12) . . . . ?
C15 C16 C19 C20 -175.7(8) . . . . ?
C16 C19 C20 C21 -2.1(14) . . . . ?
C17 C18 C21 C20 1.0(14) . . . . ?
C19 C20 C21 C18 0.7(15) . . . . ?
C5 C1 Se1 C14 -97.0(6) . . . . ?
C2 C1 Se1 C14 83.1(5) . . . . ?
Fe1 C1 Se1 C14 169.8(4) . . . . ?
C5 C1 Se1 Pd1 -1.2(6) . . . . ?
C2 C1 Se1 Pd1 178.8(4) . . . . ?
Fe1 C1 Se1 Pd1 -94.4(3) . . . . ?
C7 C6 Se2 C11 80.9(6) . . . . ?
C10 C6 Se2 C11 -89.5(5) . . . . ?
Fe1 C6 Se2 C11 179.8(4) 3_656 . . . ?
C7 C6 Se2 Pd1 -15.4(6) . . . . ?
C10 C6 Se2 Pd1 174.1(4) . . . . ?
Fe1 C6 Se2 Pd1 83.5(4) 3_656 . . . ?
C11 C12 N1 C13 178.4(5) . . . . ?
C11 C12 N1 C15 -60.1(6) . . . . ?
C11 C12 N1 Pd1 59.7(5) . . . . ?
C14 C13 N1 C12 -171.1(5) . . . . ?
C14 C13 N1 C15 65.5(6) . . . . ?
C14 C13 N1 Pd1 -53.7(5) . . . . ?
C16 C15 N1 C12 -63.2(7) . . . . ?
C16 C15 N1 C13 57.3(7) . . . . ?
C16 C15 N1 Pd1 177.5(5) . . . . ?

_refine_diff_density_max         2.457
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.114

####################################################################### 
# 
# 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_QJC12
_database_code_depnum_ccdc_archive 'CCDC 1415888'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C44 H52 Cl2 Cu2 Fe2 N2 O10 Se4'
_chemical_formula_weight         1394.39

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 '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'
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'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   10.7820(5)
_cell_length_b                   19.2055(9)
_cell_length_c                   15.1526(5)
_cell_angle_alpha                90
_cell_angle_beta                 128.066(2)
_cell_angle_gamma                90
_cell_volume                     2470.32(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5220
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.65

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.875
_exptl_crystal_F_000             1380
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    4.537
_shelx_estimated_absorpt_T_min   0.612
_shelx_estimated_absorpt_T_max   0.660
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6120
_exptl_absorpt_correction_T_max  0.6597
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            17620
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_av_R_equivalents  0.0224
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         28.341
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6152
_reflns_number_gt                4619
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0488P)²+1.5935P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6152
_refine_ls_number_parameters     299
_refine_ls_number_restraints     30
_refine_ls_R_factor_all          0.0536
_refine_ls_R_factor_gt           0.0357
_refine_ls_wR_factor_ref         0.0973
_refine_ls_wR_factor_gt          0.0902
_refine_ls_goodness_of_fit_ref   1.022
_refine_ls_restrained_S_all      1.074
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3585(4) -0.05967(18) 0.1182(3) 0.0447(8) Uani 1 1 d . . . . .
C2 C 0.4934(4) -0.0377(2) 0.2261(3) 0.0521(9) Uani 1 1 d . . . . .
H2A H 0.5163 0.0098 0.2559 0.062 Uiso 1 1 calc R U . . .
C3 C 0.5898(5) -0.0971(3) 0.2816(4) 0.0677(12) Uani 1 1 d . . . . .
H3A H 0.6898 -0.0980 0.3577 0.081 Uiso 1 1 calc R U . . .
C4 C 0.5159(5) -0.1547(2) 0.2106(4) 0.0678(12) Uani 1 1 d . . . . .
H4A H 0.5555 -0.2026 0.2288 0.081 Uiso 1 1 calc R U . . .
C5 C 0.3734(5) -0.1325(2) 0.1089(3) 0.0555(9) Uani 1 1 d . . . . .
H5A H 0.2982 -0.1620 0.0440 0.067 Uiso 1 1 calc R U . . .
C6 C -0.2652(4) 0.06644(17) -0.2993(3) 0.0431(7) Uani 1 1 d . . . . .
C7 C -0.1556(4) 0.10949(18) -0.2065(3) 0.0470(8) Uani 1 1 d . . . . .
H7A H -0.0557 0.0945 -0.1363 0.056 Uiso 1 1 calc R U . . .
C8 C -0.2164(5) 0.17801(19) -0.2338(3) 0.0564(9) Uani 1 1 d . . . . .
H8A H -0.1666 0.2187 -0.1847 0.068 Uiso 1 1 calc R U . . .
C9 C -0.3617(5) 0.1777(2) -0.3414(3) 0.0581(10) Uani 1 1 d . . . . .
H9A H -0.4301 0.2182 -0.3804 0.070 Uiso 1 1 calc R U . . .
C10 C -0.3948(4) 0.10887(19) -0.3834(3) 0.0506(9) Uani 1 1 d . . . . .
H10A H -0.4878 0.0934 -0.4571 0.061 Uiso 1 1 calc R U . . .
C11 C 0.2663(4) 0.02972(19) -0.0706(3) 0.0484(8) Uani 1 1 d . . . . .
H11A H 0.2004 0.0674 -0.1207 0.073 Uiso 1 1 calc R U . . .
H11B H 0.3725 0.0476 -0.0176 0.073 Uiso 1 1 calc R U . . .
C12 C 0.2670(4) -0.0284(2) -0.1387(3) 0.0501(8) Uani 1 1 d . . . . .
H12A H 0.3050 -0.0099 -0.1777 0.075 Uiso 1 1 calc R U . . .
H12B H 0.3395 -0.0644 -0.0881 0.075 Uiso 1 1 calc R U . . .
C13 C 0.0082(4) -0.01236(18) -0.3195(3) 0.0479(8) Uani 1 1 d . . . . .
H13A H 0.0438 -0.0132 -0.3648 0.072 Uiso 1 1 calc R U . . .
H13B H 0.0203 0.0348 -0.2925 0.072 Uiso 1 1 calc R U . . .
C14 C -0.1652(4) -0.0322(2) -0.3925(3) 0.0514(9) Uani 1 1 d . . . . .
H14A H -0.1778 -0.0783 -0.4232 0.077 Uiso 1 1 calc R U . . .
H14B H -0.2244 0.0001 -0.4548 0.077 Uiso 1 1 calc R U . . .
C15 C 0.1231(4) -0.13068(18) -0.2558(3) 0.0471(8) Uani 1 1 d . . . . .
H15A H 0.0181 -0.1503 -0.3062 0.071 Uiso 1 1 calc R U . . .
H15B H 0.1824 -0.1597 -0.1893 0.071 Uiso 1 1 calc R U . . .
C16 C 0.1992(5) -0.13591(18) -0.3118(3) 0.0517(9) Uani 1 1 d . . . . .
C17 C 0.3622(6) -0.1447(2) -0.2488(5) 0.0703(12) Uani 1 1 d . . . . .
H17A H 0.4255 -0.1444 -0.1709 0.084 Uiso 1 1 calc R U . . .
C18 C 0.4306(7) -0.1538(3) -0.3014(6) 0.0907(16) Uani 1 1 d . U . . .
H18A H 0.5390 -0.1592 -0.2591 0.109 Uiso 1 1 calc R U . . .
C19 C 0.3393(8) -0.1546(3) -0.4129(6) 0.0950(16) Uani 1 1 d . U . . .
H19A H 0.3870 -0.1607 -0.4466 0.114 Uiso 1 1 calc R U . . .
C20 C 0.1791(8) -0.1471(3) -0.4805(5) 0.0985(17) Uani 1 1 d . U . . .
H20A H 0.1190 -0.1484 -0.5581 0.118 Uiso 1 1 calc R U . . .
C21 C 0.1074(7) -0.1371(2) -0.4273(4) 0.0797(14) Uani 1 1 d . . . . .
H21A H -0.0012 -0.1313 -0.4706 0.096 Uiso 1 1 calc R U . . .
C22 C -0.0951(8) -0.1983(3) -0.0808(5) 0.0949(17) Uani 1 1 d . . . . .
H22A H -0.0972 -0.2483 -0.0816 0.142 Uiso 1 1 calc R U . . .
H22B H -0.0338 -0.1821 -0.0048 0.142 Uiso 1 1 calc R U . . .
H22C H -0.2007 -0.1808 -0.1222 0.142 Uiso 1 1 calc R U . . .
Se1 Se 0.18950(4) -0.00012(2) 0.01188(3) 0.04436(10) Uani 1 1 d . . . . .
Se2 Se -0.25389(4) -0.03184(2) -0.31100(3) 0.04459(10) Uani 1 1 d . . . . .
Fe1 Fe 0.37023(5) -0.11080(2) 0.23969(4) 0.04136(12) Uani 1 1 d . . . . .
Cu1 Cu -0.00404(5) -0.06931(2) -0.14274(4) 0.04752(12) Uani 1 1 d . . . . .
N1 N 0.1092(3) -0.05971(14) -0.2219(2) 0.0413(6) Uani 1 1 d . . . . .
O1 O -0.3866(5) -0.3043(2) -0.4650(4) 0.1217(16) Uani 1 1 d . U . . .
O2 O -0.2162(8) -0.2342(5) -0.4597(6) 0.207(3) Uani 1 1 d . U . . .
O3 O -0.3015(7) -0.2034(3) -0.3693(4) 0.152(2) Uani 1 1 d . . . . .
O4 O -0.1298(6) -0.2908(3) -0.3010(5) 0.158(2) Uani 1 1 d . . . . .
O5 O -0.0290(4) -0.17509(15) -0.1290(3) 0.0748(9) Uani 1 1 d . . . . .
Cl1 Cl -0.25832(13) -0.26055(6) -0.39937(10) 0.0698(3) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.425(5) . ?
C1 C2 1.427(5) . ?
C1 Se1 1.898(3) . ?
C1 Fe1 2.020(3) . ?
C2 C3 1.418(6) . ?
C2 Fe1 2.028(4) . ?
C2 H2A 0.9800 . ?
C3 C4 1.399(7) . ?
C3 Fe1 2.055(4) . ?
C3 H3A 0.9800 . ?
C4 C5 1.413(6) . ?
C4 Fe1 2.056(4) . ?
C4 H4A 0.9800 . ?
C5 Fe1 2.046(4) . ?
C5 H5A 0.9800 . ?
C6 C7 1.418(5) . ?
C6 C10 1.429(5) . ?
C6 Se2 1.907(3) . ?
C6 Fe1 2.022(3) 3 ?
C7 C8 1.414(5) . ?
C7 Fe1 2.043(4) 3 ?
C7 H7A 0.9800 . ?
C8 C9 1.401(5) . ?
C8 Fe1 2.060(4) 3 ?
C8 H8A 0.9800 . ?
C9 C10 1.415(5) . ?
C9 Fe1 2.053(4) 3 ?
C9 H9A 0.9800 . ?
C10 Fe1 2.025(4) 3 ?
C10 H10A 0.9800 . ?
C11 C12 1.523(5) . ?
C11 Se1 1.962(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.483(4) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N1 1.488(4) . ?
C13 C14 1.521(5) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se2 1.974(4) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.496(4) . ?
C15 C16 1.504(5) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C21 1.381(6) . ?
C16 C17 1.400(6) . ?
C17 C18 1.390(7) . ?
C17 H17A 0.9300 . ?
C18 C19 1.332(8) . ?
C18 H18A 0.9300 . ?
C19 C20 1.368(8) . ?
C19 H19A 0.9300 . ?
C20 C21 1.433(7) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 O5 1.373(6) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
Se1 Cu1 2.3623(6) . ?
Se2 Cu1 2.4095(6) . ?
Fe1 C6 2.022(3) 3 ?
Fe1 C10 2.025(4) 3 ?
Fe1 C7 2.043(4) 3 ?
Fe1 C9 2.053(4) 3 ?
Fe1 C8 2.060(4) 3 ?
Cu1 O5 2.077(3) . ?
Cu1 N1 2.184(3) . ?
O1 Cl1 1.383(4) . ?
O2 Cl1 1.345(6) . ?
O3 Cl1 1.374(4) . ?
O4 Cl1 1.390(4) . ?

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
C5 C1 C2 107.8(3) . . ?
C5 C1 Se1 128.0(3) . . ?
C2 C1 Se1 124.2(3) . . ?
C5 C1 Fe1 70.5(2) . . ?
C2 C1 Fe1 69.7(2) . . ?
Se1 C1 Fe1 123.68(18) . . ?
C3 C2 C1 107.3(4) . . ?
C3 C2 Fe1 70.7(2) . . ?
C1 C2 Fe1 69.1(2) . . ?
C3 C2 H2A 126.3 . . ?
C1 C2 H2A 126.3 . . ?
Fe1 C2 H2A 126.3 . . ?
C4 C3 C2 108.6(4) . . ?
C4 C3 Fe1 70.1(2) . . ?
C2 C3 Fe1 68.7(2) . . ?
C4 C3 H3A 125.7 . . ?
C2 C3 H3A 125.7 . . ?
Fe1 C3 H3A 125.7 . . ?
C3 C4 C5 108.8(4) . . ?
C3 C4 Fe1 70.1(2) . . ?
C5 C4 Fe1 69.5(2) . . ?
C3 C4 H4A 125.6 . . ?
C5 C4 H4A 125.6 . . ?
Fe1 C4 H4A 125.6 . . ?
C4 C5 C1 107.5(4) . . ?
C4 C5 Fe1 70.2(2) . . ?
C1 C5 Fe1 68.5(2) . . ?
C4 C5 H5A 126.2 . . ?
C1 C5 H5A 126.2 . . ?
Fe1 C5 H5A 126.2 . . ?
C7 C6 C10 108.1(3) . . ?
C7 C6 Se2 127.4(3) . . ?
C10 C6 Se2 124.4(3) . . ?
C7 C6 Fe1 70.4(2) . 3 ?
C10 C6 Fe1 69.5(2) . 3 ?
Se2 C6 Fe1 122.96(17) . 3 ?
C8 C7 C6 107.4(3) . . ?
C8 C7 Fe1 70.5(2) . 3 ?
C6 C7 Fe1 68.78(19) . 3 ?
C8 C7 H7A 126.3 . . ?
C6 C7 H7A 126.3 . . ?
Fe1 C7 H7A 126.3 3 . ?
C9 C8 C7 108.8(3) . . ?
C9 C8 Fe1 69.8(2) . 3 ?
C7 C8 Fe1 69.2(2) . 3 ?
C9 C8 H8A 125.6 . . ?
C7 C8 H8A 125.6 . . ?
Fe1 C8 H8A 125.6 3 . ?
C8 C9 C10 108.5(3) . . ?
C8 C9 Fe1 70.4(2) . 3 ?
C10 C9 Fe1 68.7(2) . 3 ?
C8 C9 H9A 125.7 . . ?
C10 C9 H9A 125.7 . . ?
Fe1 C9 H9A 125.7 3 . ?
C9 C10 C6 107.2(3) . . ?
C9 C10 Fe1 70.7(2) . 3 ?
C6 C10 Fe1 69.17(19) . 3 ?
C9 C10 H10A 126.4 . . ?
C6 C10 H10A 126.4 . . ?
Fe1 C10 H10A 126.4 3 . ?
C12 C11 Se1 113.5(2) . . ?
C12 C11 H11A 108.9 . . ?
Se1 C11 H11A 108.9 . . ?
C12 C11 H11B 108.9 . . ?
Se1 C11 H11B 108.9 . . ?
H11A C11 H11B 107.7 . . ?
N1 C12 C11 113.0(3) . . ?
N1 C12 H12A 109.0 . . ?
C11 C12 H12A 109.0 . . ?
N1 C12 H12B 109.0 . . ?
C11 C12 H12B 109.0 . . ?
H12A C12 H12B 107.8 . . ?
N1 C13 C14 112.8(3) . . ?
N1 C13 H13A 109.0 . . ?
C14 C13 H13A 109.0 . . ?
N1 C13 H13B 109.0 . . ?
C14 C13 H13B 109.0 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 Se2 113.4(2) . . ?
C13 C14 H14A 108.9 . . ?
Se2 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
Se2 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C16 117.4(3) . . ?
N1 C15 H15A 108.0 . . ?
C16 C15 H15A 108.0 . . ?
N1 C15 H15B 108.0 . . ?
C16 C15 H15B 108.0 . . ?
H15A C15 H15B 107.2 . . ?
C21 C16 C17 118.7(4) . . ?
C21 C16 C15 120.1(4) . . ?
C17 C16 C15 121.0(4) . . ?
C18 C17 C16 120.7(5) . . ?
C18 C17 H17A 119.7 . . ?
C16 C17 H17A 119.7 . . ?
C19 C18 C17 119.4(6) . . ?
C19 C18 H18A 120.3 . . ?
C17 C18 H18A 120.3 . . ?
C18 C19 C20 123.6(6) . . ?
C18 C19 H19A 118.2 . . ?
C20 C19 H19A 118.2 . . ?
C19 C20 C21 117.6(5) . . ?
C19 C20 H20A 121.2 . . ?
C21 C20 H20A 121.2 . . ?
C16 C21 C20 120.1(5) . . ?
C16 C21 H21A 120.0 . . ?
C20 C21 H21A 120.0 . . ?
O5 C22 H22A 109.5 . . ?
O5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C1 Se1 C11 98.95(15) . . ?
C1 Se1 Cu1 107.55(11) . . ?
C11 Se1 Cu1 89.67(10) . . ?
C6 Se2 C14 98.33(15) . . ?
C6 Se2 Cu1 106.94(10) . . ?
C14 Se2 Cu1 90.22(11) . . ?
C1 Fe1 C6 117.70(14) . 3 ?
C1 Fe1 C10 149.76(15) . 3 ?
C6 Fe1 C10 41.37(14) 3 3 ?
C1 Fe1 C2 41.27(14) . . ?
C6 Fe1 C2 109.62(15) 3 . ?
C10 Fe1 C2 115.88(15) 3 . ?
C1 Fe1 C7 110.14(14) . 3 ?
C6 Fe1 C7 40.83(13) 3 3 ?
C10 Fe1 C7 69.02(15) 3 3 ?
C2 Fe1 C7 132.82(15) . 3 ?
C1 Fe1 C5 41.04(14) . . ?
C6 Fe1 C5 150.17(15) 3 . ?
C10 Fe1 C5 167.40(15) 3 . ?
C2 Fe1 C5 68.91(16) . . ?
C7 Fe1 C5 117.18(15) 3 . ?
C1 Fe1 C9 169.16(15) . 3 ?
C6 Fe1 C9 68.37(15) 3 3 ?
C10 Fe1 C9 40.59(15) 3 3 ?
C2 Fe1 C9 147.67(16) . 3 ?
C7 Fe1 C9 67.93(15) 3 3 ?
C5 Fe1 C9 129.41(16) . 3 ?
C1 Fe1 C3 68.44(15) . . ?
C6 Fe1 C3 131.63(17) 3 . ?
C10 Fe1 C3 107.68(17) 3 . ?
C2 Fe1 C3 40.65(17) . . ?
C7 Fe1 C3 171.43(18) 3 . ?
C5 Fe1 C3 67.73(18) . . ?
C9 Fe1 C3 115.12(17) 3 . ?
C1 Fe1 C4 68.33(16) . . ?
C6 Fe1 C4 168.92(17) 3 . ?
C10 Fe1 C4 128.88(16) 3 . ?
C2 Fe1 C4 68.12(18) . . ?
C7 Fe1 C4 148.37(18) 3 . ?
C5 Fe1 C4 40.29(16) . . ?
C9 Fe1 C4 107.36(17) 3 . ?
C3 Fe1 C4 39.79(19) . . ?
C1 Fe1 C8 131.97(15) . 3 ?
C6 Fe1 C8 68.00(15) 3 3 ?
C10 Fe1 C8 68.03(16) 3 3 ?
C2 Fe1 C8 171.70(15) . 3 ?
C7 Fe1 C8 40.30(14) 3 3 ?
C5 Fe1 C8 108.91(17) . 3 ?
C9 Fe1 C8 39.84(15) 3 3 ?
C3 Fe1 C8 146.81(17) . 3 ?
C4 Fe1 C8 115.80(18) . 3 ?
O5 Cu1 N1 106.76(12) . . ?
O5 Cu1 Se1 122.73(9) . . ?
N1 Cu1 Se1 92.64(7) . . ?
O5 Cu1 Se2 105.59(9) . . ?
N1 Cu1 Se2 91.87(7) . . ?
Se1 Cu1 Se2 127.52(2) . . ?
C12 N1 C13 110.5(3) . . ?
C12 N1 C15 110.9(3) . . ?
C13 N1 C15 112.5(3) . . ?
C12 N1 Cu1 107.7(2) . . ?
C13 N1 Cu1 106.5(2) . . ?
C15 N1 Cu1 108.66(19) . . ?
C22 O5 Cu1 120.9(3) . . ?
O2 Cl1 O3 104.5(5) . . ?
O2 Cl1 O1 110.3(4) . . ?
O3 Cl1 O1 109.3(3) . . ?
O2 Cl1 O4 110.8(5) . . ?
O3 Cl1 O4 107.2(4) . . ?
O1 Cl1 O4 114.3(3) . . ?

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
C5 C1 C2 C3 0.2(4) . . . . ?
Se1 C1 C2 C3 178.2(3) . . . . ?
Fe1 C1 C2 C3 60.6(3) . . . . ?
C5 C1 C2 Fe1 -60.4(3) . . . . ?
Se1 C1 C2 Fe1 117.6(3) . . . . ?
C1 C2 C3 C4 -0.7(5) . . . . ?
Fe1 C2 C3 C4 58.9(3) . . . . ?
C1 C2 C3 Fe1 -59.6(3) . . . . ?
C2 C3 C4 C5 0.9(5) . . . . ?
Fe1 C3 C4 C5 58.9(3) . . . . ?
C2 C3 C4 Fe1 -58.0(3) . . . . ?
C3 C4 C5 C1 -0.7(5) . . . . ?
Fe1 C4 C5 C1 58.5(3) . . . . ?
C3 C4 C5 Fe1 -59.3(3) . . . . ?
C2 C1 C5 C4 0.3(4) . . . . ?
Se1 C1 C5 C4 -177.6(3) . . . . ?
Fe1 C1 C5 C4 -59.6(3) . . . . ?
C2 C1 C5 Fe1 59.9(2) . . . . ?
Se1 C1 C5 Fe1 -118.0(3) . . . . ?
C10 C6 C7 C8 -0.7(4) . . . . ?
Se2 C6 C7 C8 -177.2(3) . . . . ?
Fe1 C6 C7 C8 -60.2(3) 3 . . . ?
C10 C6 C7 Fe1 59.5(2) . . . 3 ?
Se2 C6 C7 Fe1 -117.0(3) . . . 3 ?
C6 C7 C8 C9 0.4(4) . . . . ?
Fe1 C7 C8 C9 -58.7(3) 3 . . . ?
C6 C7 C8 Fe1 59.1(2) . . . 3 ?
C7 C8 C9 C10 0.1(5) . . . . ?
Fe1 C8 C9 C10 -58.2(3) 3 . . . ?
C7 C8 C9 Fe1 58.4(3) . . . 3 ?
C8 C9 C10 C6 -0.6(4) . . . . ?
Fe1 C9 C10 C6 -59.8(2) 3 . . . ?
C8 C9 C10 Fe1 59.3(3) . . . 3 ?
C7 C6 C10 C9 0.8(4) . . . . ?
Se2 C6 C10 C9 177.4(3) . . . . ?
Fe1 C6 C10 C9 60.8(3) 3 . . . ?
C7 C6 C10 Fe1 -60.0(2) . . . 3 ?
Se2 C6 C10 Fe1 116.6(3) . . . 3 ?
Se1 C11 C12 N1 58.1(4) . . . . ?
N1 C13 C14 Se2 59.2(4) . . . . ?
N1 C15 C16 C21 -95.5(4) . . . . ?
N1 C15 C16 C17 89.1(4) . . . . ?
C21 C16 C17 C18 0.6(6) . . . . ?
C15 C16 C17 C18 176.0(4) . . . . ?
C16 C17 C18 C19 -0.5(8) . . . . ?
C17 C18 C19 C20 -0.1(9) . . . . ?
C18 C19 C20 C21 0.7(9) . . . . ?
C17 C16 C21 C20 0.0(7) . . . . ?
C15 C16 C21 C20 -175.5(4) . . . . ?
C19 C20 C21 C16 -0.6(8) . . . . ?
C5 C1 Se1 C11 -90.8(4) . . . . ?
C2 C1 Se1 C11 91.7(3) . . . . ?
Fe1 C1 Se1 C11 178.7(2) . . . . ?
C5 C1 Se1 Cu1 1.7(4) . . . . ?
C2 C1 Se1 Cu1 -175.8(3) . . . . ?
Fe1 C1 Se1 Cu1 -88.84(19) . . . . ?
C11 C12 N1 C13 75.5(4) . . . . ?
C11 C12 N1 C15 -159.2(3) . . . . ?
C11 C12 N1 Cu1 -40.4(3) . . . . ?
C14 C13 N1 C12 -165.3(3) . . . . ?
C14 C13 N1 C15 70.3(4) . . . . ?
C14 C13 N1 Cu1 -48.6(3) . . . . ?
C16 C15 N1 C12 -61.5(4) . . . . ?
C16 C15 N1 C13 62.7(4) . . . . ?
C16 C15 N1 Cu1 -179.7(3) . . . . ?

_refine_diff_density_max         0.776
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.079

####################################################################### 
# 
# 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_QJC13
_database_code_depnum_ccdc_archive 'CCDC 1415889'
_audit_update_record             
;
2015-11-30 deposited with the CCDC.
2016-01-04 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            'C46 H52 Cu2 F12 Fe2 N4 P2 Se4'
_chemical_formula_weight         1505.47

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Se Se -0.0929 2.2259 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.720(9)
_cell_length_b                   10.780(9)
_cell_length_c                   13.182(11)
_cell_angle_alpha                105.674(10)
_cell_angle_beta                 109.534(10)
_cell_angle_gamma                99.176(11)
_cell_volume                     1329(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2538
_cell_measurement_theta_min      2.49
_cell_measurement_theta_max      24.24

_exptl_crystal_description       diamond
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.881
_exptl_crystal_F_000             740
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    4.204
_shelx_estimated_absorpt_T_min   0.632
_shelx_estimated_absorpt_T_max   0.730
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6324
_exptl_absorpt_correction_T_max  0.7297
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2003)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Bruker Apex2 CCD'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            9404
_diffrn_reflns_av_unetI/netI     0.0551
_diffrn_reflns_av_R_equivalents  0.0339
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.748
_diffrn_reflns_theta_max         25.004
_diffrn_reflns_theta_full        25.004
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             4641
_reflns_number_gt                3298
_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       'APEX2 (Bruker, 2005)'
_computing_cell_refinement       'SAINT (Bruker, 2005)'
_computing_data_reduction        SAINT
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  SHELXTL
_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)+(0.0706P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4641
_refine_ls_number_parameters     327
_refine_ls_number_restraints     12
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0455
_refine_ls_wR_factor_ref         0.1198
_refine_ls_wR_factor_gt          0.1101
_refine_ls_goodness_of_fit_ref   0.987
_refine_ls_restrained_S_all      1.024
_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
C1 C 0.8055(5) 0.6673(5) 0.0380(4) 0.0384(12) Uani 1 1 d . . . . .
C2 C 0.8082(5) 0.7069(5) -0.0562(5) 0.0442(13) Uani 1 1 d . . . . .
H2A H 0.7482 0.6586 -0.1373 0.053 Uiso 1 1 calc R U . . .
C3 C 0.9132(6) 0.8280(6) -0.0116(6) 0.0556(16) Uani 1 1 d . . . . .
H3A H 0.9378 0.8795 -0.0564 0.067 Uiso 1 1 calc R U . . .
C4 C 0.9739(5) 0.8632(6) 0.1074(6) 0.0531(16) Uani 1 1 d . . . . .
H4A H 1.0485 0.9440 0.1601 0.064 Uiso 1 1 calc R U . . .
C5 C 0.9075(5) 0.7653(5) 0.1405(5) 0.0468(14) Uani 1 1 d . . . . .
H5A H 0.9298 0.7644 0.2187 0.056 Uiso 1 1 calc R U . . .
C6 C 0.3563(6) 0.1116(5) -0.1399(5) 0.0475(14) Uani 1 1 d . . . . .
C7 C 0.5651(6) 0.8314(6) 0.0201(5) 0.0516(15) Uani 1 1 d . . . . .
H7A H 0.4906 0.7478 -0.0196 0.062 Uiso 1 1 calc R U . . .
C8 C 0.6143(7) 0.9148(8) -0.0326(7) 0.074(2) Uani 1 1 d . . . . .
H8A H 0.5802 0.8998 -0.1150 0.089 Uiso 1 1 calc R U . . .
C9 C 0.7221(8) 1.0238(7) 0.0560(7) 0.072(2) Uani 1 1 d . . . . .
H9A H 0.7765 1.0969 0.0445 0.087 Uiso 1 1 calc R U . . .
C10 C 0.7425(6) 1.0087(6) 0.1623(6) 0.0619(18) Uani 1 1 d . . . . .
H10A H 0.8106 1.0698 0.2376 0.074 Uiso 1 1 calc R U . . .
C11 C 0.8093(5) 0.3932(5) 0.0022(5) 0.0452(14) Uani 1 1 d . . . . .
H11A H 0.9019 0.4327 0.0612 0.068 Uiso 1 1 calc R U . . .
H11B H 0.7741 0.3065 0.0057 0.068 Uiso 1 1 calc R U . . .
C12 C 0.8145(5) 0.3741(5) -0.1140(5) 0.0460(14) Uani 1 1 d . . . . .
H12A H 0.8549 0.4606 -0.1154 0.069 Uiso 1 1 calc R U . . .
H12B H 0.8743 0.3176 -0.1246 0.069 Uiso 1 1 calc R U . . .
C13 C 0.6351(5) 0.1678(5) -0.2324(5) 0.0471(14) Uani 1 1 d . . . . .
H13A H 0.6520 0.1541 -0.1598 0.071 Uiso 1 1 calc R U . . .
H13B H 0.6905 0.1237 -0.2669 0.071 Uiso 1 1 calc R U . . .
C14 C 0.4849(6) 0.1037(6) -0.3103(5) 0.0533(15) Uani 1 1 d . . . . .
H14A H 0.4621 0.0098 -0.3185 0.080 Uiso 1 1 calc R U . . .
H14B H 0.4701 0.1084 -0.3858 0.080 Uiso 1 1 calc R U . . .
C15 C 0.6820(6) 0.3432(6) -0.3137(5) 0.0493(14) Uani 1 1 d . . . . .
H15A H 0.6889 0.4378 -0.2987 0.074 Uiso 1 1 calc R U . . .
H15B H 0.5939 0.2940 -0.3767 0.074 Uiso 1 1 calc R U . . .
C16 C 0.7935(6) 0.3126(6) -0.3545(5) 0.0508(15) Uani 1 1 d . . . . .
C17 C 0.7821(7) 0.1837(7) -0.4201(5) 0.0631(17) Uani 1 1 d . . . . .
H17A H 0.7071 0.1135 -0.4369 0.076 Uiso 1 1 calc R U . . .
C18 C 0.8833(10) 0.1599(10) -0.4607(7) 0.091(3) Uani 1 1 d . . . . .
H18A H 0.8752 0.0729 -0.5040 0.109 Uiso 1 1 calc R U . . .
C19 C 0.9913(9) 0.2578(13) -0.4394(8) 0.097(3) Uani 1 1 d . . . . .
H19A H 1.0561 0.2396 -0.4695 0.117 Uiso 1 1 calc R U . . .
C20 C 1.0063(8) 0.3841(11) -0.3737(8) 0.090(3) Uani 1 1 d . . . . .
H20A H 1.0835 0.4521 -0.3565 0.108 Uiso 1 1 calc R U . . .
C21 C 0.9063(7) 0.4134(7) -0.3312(6) 0.0659(18) Uani 1 1 d . . . . .
H21A H 0.9165 0.5008 -0.2873 0.079 Uiso 1 1 calc R U . . .
C22 C 0.4058(6) 0.5700(7) -0.3066(6) 0.0610(17) Uani 1 1 d . . . . .
C23 C 0.3378(9) 0.6363(10) -0.3828(8) 0.123(4) Uani 1 1 d . . . . .
H23A H 0.2986 0.6980 -0.3446 0.184 Uiso 1 1 calc R U . . .
H23B H 0.2662 0.5705 -0.4510 0.184 Uiso 1 1 calc R U . . .
H23C H 0.4037 0.6843 -0.4030 0.184 Uiso 1 1 calc R U . . .
Se1 Se 0.69206(5) 0.50908(5) 0.03309(5) 0.04050(17) Uani 1 1 d . . . . .
Se2 Se 0.35929(6) 0.18946(6) -0.25327(5) 0.04814(19) Uani 1 1 d . . . . .
Fe1 Fe 0.76835(7) 0.84849(7) 0.05715(7) 0.0415(2) Uani 1 1 d . . . . .
Cu1 Cu 0.53011(6) 0.40630(6) -0.16325(6) 0.0449(2) Uani 1 1 d . . . . .
N1 N 0.6792(4) 0.3137(4) -0.2104(4) 0.0406(10) Uani 1 1 d . . . . .
N2 N 0.4560(5) 0.5186(5) -0.2489(4) 0.0509(12) Uani 1 1 d . . . . .
P1 P 0.2723(2) 0.2226(2) 0.37771(17) 0.0778(6) Uani 1 1 d . . . . .
F1 F 0.3548(7) 0.3482(6) 0.3734(7) 0.185(3) Uani 1 1 d . U . . .
F2 F 0.2818(9) 0.2905(8) 0.4974(6) 0.197(3) Uani 1 1 d . U . . .
F3 F 0.2739(7) 0.1416(6) 0.2612(4) 0.150(2) Uani 1 1 d . . . . .
F4 F 0.1805(8) 0.0950(6) 0.3738(6) 0.175(3) Uani 1 1 d . . . . .
F5 F 0.4051(6) 0.1768(8) 0.4314(6) 0.174(3) Uani 1 1 d . . . . .
F6 F 0.1409(8) 0.2543(9) 0.3157(9) 0.233(4) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C5 1.417(7) . ?
C1 C2 1.426(7) . ?
C1 Se1 1.902(5) . ?
C1 Fe1 2.022(5) . ?
C2 C3 1.411(8) . ?
C2 Fe1 2.036(6) . ?
C2 H2A 0.9800 . ?
C3 C4 1.395(8) . ?
C3 Fe1 2.055(6) . ?
C3 H3A 0.9800 . ?
C4 C5 1.425(8) . ?
C4 Fe1 2.043(6) . ?
C4 H4A 0.9800 . ?
C5 Fe1 2.025(5) . ?
C5 H5A 0.9800 . ?
C6 C7 1.415(8) 2_665 ?
C6 C10 1.427(8) 2_665 ?
C6 Se2 1.908(6) . ?
C6 Fe1 2.017(6) 2_665 ?
C7 C8 1.414(9) . ?
C7 C6 1.415(8) 2_665 ?
C7 Fe1 2.032(6) . ?
C7 H7A 0.9800 . ?
C8 C9 1.415(10) . ?
C8 Fe1 2.040(6) . ?
C8 H8A 0.9800 . ?
C9 C10 1.403(9) . ?
C9 Fe1 2.031(6) . ?
C9 H9A 0.9800 . ?
C10 C6 1.427(8) 2_665 ?
C10 Fe1 2.024(6) . ?
C10 H10A 0.9800 . ?
C11 C12 1.512(7) . ?
C11 Se1 1.969(5) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C12 N1 1.470(6) . ?
C12 H12A 0.9700 . ?
C12 H12B 0.9700 . ?
C13 N1 1.485(7) . ?
C13 C14 1.510(7) . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C14 Se2 1.983(5) . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C15 N1 1.488(7) . ?
C15 C16 1.512(8) . ?
C15 H15A 0.9700 . ?
C15 H15B 0.9700 . ?
C16 C21 1.374(9) . ?
C16 C17 1.385(8) . ?
C17 C18 1.390(10) . ?
C17 H17A 0.9300 . ?
C18 C19 1.329(12) . ?
C18 H18A 0.9300 . ?
C19 C20 1.352(12) . ?
C19 H19A 0.9300 . ?
C20 C21 1.407(10) . ?
C20 H20A 0.9300 . ?
C21 H21A 0.9300 . ?
C22 N2 1.107(7) . ?
C22 C23 1.454(9) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
Se1 Cu1 2.4025(19) . ?
Se2 Cu1 2.4306(18) . ?
Fe1 C6 2.017(6) 2_665 ?
Cu1 N2 1.953(5) . ?
Cu1 N1 2.185(4) . ?
P1 F2 1.510(6) . ?
P1 F6 1.517(7) . ?
P1 F1 1.521(6) . ?
P1 F4 1.535(6) . ?
P1 F3 1.555(6) . ?
P1 F5 1.585(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 C1 C2 108.3(5) . . ?
C5 C1 Se1 123.9(4) . . ?
C2 C1 Se1 127.8(4) . . ?
C5 C1 Fe1 69.6(3) . . ?
C2 C1 Fe1 70.0(3) . . ?
Se1 C1 Fe1 127.6(3) . . ?
C3 C2 C1 107.6(5) . . ?
C3 C2 Fe1 70.6(3) . . ?
C1 C2 Fe1 68.9(3) . . ?
C3 C2 H2A 126.2 . . ?
C1 C2 H2A 126.2 . . ?
Fe1 C2 H2A 126.2 . . ?
C4 C3 C2 108.2(5) . . ?
C4 C3 Fe1 69.6(3) . . ?
C2 C3 Fe1 69.1(3) . . ?
C4 C3 H3A 125.9 . . ?
C2 C3 H3A 125.9 . . ?
Fe1 C3 H3A 125.9 . . ?
C3 C4 C5 109.2(5) . . ?
C3 C4 Fe1 70.6(3) . . ?
C5 C4 Fe1 68.8(3) . . ?
C3 C4 H4A 125.4 . . ?
C5 C4 H4A 125.4 . . ?
Fe1 C4 H4A 125.4 . . ?
C1 C5 C4 106.6(5) . . ?
C1 C5 Fe1 69.4(3) . . ?
C4 C5 Fe1 70.2(3) . . ?
C1 C5 H5A 126.7 . . ?
C4 C5 H5A 126.7 . . ?
Fe1 C5 H5A 126.7 . . ?
C7 C6 C10 108.2(5) 2_665 2_665 ?
C7 C6 Se2 127.4(4) 2_665 . ?
C10 C6 Se2 123.8(5) 2_665 . ?
C7 C6 Fe1 70.1(3) 2_665 2_665 ?
C10 C6 Fe1 69.6(3) 2_665 2_665 ?
Se2 C6 Fe1 119.4(3) . 2_665 ?
C8 C7 C6 108.2(6) . 2_665 ?
C8 C7 Fe1 70.0(3) . . ?
C6 C7 Fe1 69.0(3) 2_665 . ?
C8 C7 H7A 125.9 . . ?
C6 C7 H7A 125.9 2_665 . ?
Fe1 C7 H7A 125.9 . . ?
C7 C8 C9 107.2(6) . . ?
C7 C8 Fe1 69.4(3) . . ?
C9 C8 Fe1 69.3(4) . . ?
C7 C8 H8A 126.4 . . ?
C9 C8 H8A 126.4 . . ?
Fe1 C8 H8A 126.4 . . ?
C10 C9 C8 109.6(6) . . ?
C10 C9 Fe1 69.5(3) . . ?
C8 C9 Fe1 70.0(4) . . ?
C10 C9 H9A 125.2 . . ?
C8 C9 H9A 125.2 . . ?
Fe1 C9 H9A 125.2 . . ?
C9 C10 C6 106.8(6) . 2_665 ?
C9 C10 Fe1 70.0(4) . . ?
C6 C10 Fe1 69.0(3) 2_665 . ?
C9 C10 H10A 126.6 . . ?
C6 C10 H10A 126.6 2_665 . ?
Fe1 C10 H10A 126.6 . . ?
C12 C11 Se1 112.0(3) . . ?
C12 C11 H11A 109.2 . . ?
Se1 C11 H11A 109.2 . . ?
C12 C11 H11B 109.2 . . ?
Se1 C11 H11B 109.2 . . ?
H11A C11 H11B 107.9 . . ?
N1 C12 C11 113.8(4) . . ?
N1 C12 H12A 108.8 . . ?
C11 C12 H12A 108.8 . . ?
N1 C12 H12B 108.8 . . ?
C11 C12 H12B 108.8 . . ?
H12A C12 H12B 107.7 . . ?
N1 C13 C14 113.2(4) . . ?
N1 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
N1 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.8 . . ?
C13 C14 Se2 113.3(4) . . ?
C13 C14 H14A 108.9 . . ?
Se2 C14 H14A 108.9 . . ?
C13 C14 H14B 108.9 . . ?
Se2 C14 H14B 108.9 . . ?
H14A C14 H14B 107.7 . . ?
N1 C15 C16 118.7(4) . . ?
N1 C15 H15A 107.6 . . ?
C16 C15 H15A 107.6 . . ?
N1 C15 H15B 107.6 . . ?
C16 C15 H15B 107.6 . . ?
H15A C15 H15B 107.1 . . ?
C21 C16 C17 118.3(6) . . ?
C21 C16 C15 120.6(6) . . ?
C17 C16 C15 121.0(6) . . ?
C16 C17 C18 119.6(7) . . ?
C16 C17 H17A 120.2 . . ?
C18 C17 H17A 120.2 . . ?
C19 C18 C17 122.0(9) . . ?
C19 C18 H18A 119.0 . . ?
C17 C18 H18A 119.0 . . ?
C18 C19 C20 119.6(8) . . ?
C18 C19 H19A 120.2 . . ?
C20 C19 H19A 120.2 . . ?
C19 C20 C21 120.6(8) . . ?
C19 C20 H20A 119.7 . . ?
C21 C20 H20A 119.7 . . ?
C16 C21 C20 119.9(7) . . ?
C16 C21 H21A 120.1 . . ?
C20 C21 H21A 120.1 . . ?
N2 C22 C23 179.1(8) . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
C1 Se1 C11 95.8(2) . . ?
C1 Se1 Cu1 104.96(16) . . ?
C11 Se1 Cu1 90.15(16) . . ?
C6 Se2 C14 100.5(2) . . ?
C6 Se2 Cu1 109.75(18) . . ?
C14 Se2 Cu1 91.46(18) . . ?
C6 Fe1 C1 115.3(2) 2_665 . ?
C6 Fe1 C10 41.4(2) 2_665 . ?
C1 Fe1 C10 145.9(3) . . ?
C6 Fe1 C5 109.9(2) 2_665 . ?
C1 Fe1 C5 41.0(2) . . ?
C10 Fe1 C5 113.8(3) . . ?
C6 Fe1 C9 68.3(3) 2_665 . ?
C1 Fe1 C9 173.3(3) . . ?
C10 Fe1 C9 40.5(3) . . ?
C5 Fe1 C9 144.5(3) . . ?
C6 Fe1 C7 40.9(2) 2_665 . ?
C1 Fe1 C7 110.5(2) . . ?
C10 Fe1 C7 69.2(3) . . ?
C5 Fe1 C7 135.0(2) . . ?
C9 Fe1 C7 68.1(3) . . ?
C6 Fe1 C2 146.2(2) 2_665 . ?
C1 Fe1 C2 41.1(2) . . ?
C10 Fe1 C2 171.7(2) . . ?
C5 Fe1 C2 69.2(2) . . ?
C9 Fe1 C2 132.8(3) . . ?
C7 Fe1 C2 114.7(2) . . ?
C6 Fe1 C8 68.8(3) 2_665 . ?
C1 Fe1 C8 134.1(3) . . ?
C10 Fe1 C8 69.0(3) . . ?
C5 Fe1 C8 174.4(3) . . ?
C9 Fe1 C8 40.7(3) . . ?
C7 Fe1 C8 40.6(2) . . ?
C2 Fe1 C8 108.7(3) . . ?
C6 Fe1 C4 134.8(3) 2_665 . ?
C1 Fe1 C4 68.2(2) . . ?
C10 Fe1 C4 109.0(3) . . ?
C5 Fe1 C4 41.0(2) . . ?
C9 Fe1 C4 113.7(3) . . ?
C7 Fe1 C4 175.0(3) . . ?
C2 Fe1 C4 67.7(2) . . ?
C8 Fe1 C4 143.6(3) . . ?
C6 Fe1 C3 173.0(2) 2_665 . ?
C1 Fe1 C3 68.3(2) . . ?
C10 Fe1 C3 132.4(2) . . ?
C5 Fe1 C3 68.6(2) . . ?
C9 Fe1 C3 108.7(3) . . ?
C7 Fe1 C3 144.8(3) . . ?
C2 Fe1 C3 40.3(2) . . ?
C8 Fe1 C3 113.4(3) . . ?
C4 Fe1 C3 39.8(2) . . ?
N2 Cu1 N1 116.06(19) . . ?
N2 Cu1 Se1 119.63(15) . . ?
N1 Cu1 Se1 90.92(13) . . ?
N2 Cu1 Se2 105.99(16) . . ?
N1 Cu1 Se2 90.12(13) . . ?
Se1 Cu1 Se2 128.14(4) . . ?
C12 N1 C13 109.6(4) . . ?
C12 N1 C15 110.8(4) . . ?
C13 N1 C15 112.7(4) . . ?
C12 N1 Cu1 108.5(3) . . ?
C13 N1 Cu1 108.6(3) . . ?
C15 N1 Cu1 106.5(3) . . ?
C22 N2 Cu1 172.6(5) . . ?
F2 P1 F6 95.9(5) . . ?
F2 P1 F1 94.1(4) . . ?
F6 P1 F1 89.0(4) . . ?
F2 P1 F4 88.4(4) . . ?
F6 P1 F4 87.3(5) . . ?
F1 P1 F4 175.8(5) . . ?
F2 P1 F3 172.6(5) . . ?
F6 P1 F3 90.8(5) . . ?
F1 P1 F3 89.0(4) . . ?
F4 P1 F3 89.0(4) . . ?
F2 P1 F5 89.1(5) . . ?
F6 P1 F5 174.3(5) . . ?
F1 P1 F5 93.2(4) . . ?
F4 P1 F5 90.3(4) . . ?
F3 P1 F5 84.0(4) . . ?

_refine_diff_density_max         0.896
_refine_diff_density_min         -0.538
_refine_diff_density_rms         0.104

