# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_f-bph4
_database_code_depnum_ccdc_archive 'CCDC 1570256'
_audit_update_record             
;
2017-08-22 deposited with the CCDC.
2018-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C52 H48 B Fe N4 O2'
_chemical_formula_weight         827.60

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

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

_cell_length_a                   14.960(2)
_cell_length_b                   17.100(3)
_cell_length_c                   17.112(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.277(9)
_cell_angle_gamma                90.00
_cell_volume                     4106.3(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5505
_cell_measurement_theta_min      2.23
_cell_measurement_theta_max      24.02

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.339
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1740
_exptl_absorpt_coefficient_mu    0.416
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9215
_exptl_absorpt_correction_T_max  0.9755
_exptl_absorpt_process_details   'SADABS; Sheldrick, 2004'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-AXS APEX- CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34004
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_sigmaI/netI    0.0629
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         26.37
_reflns_number_total             8393
_reflns_number_gt                5869
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury (Macrae et al, 2008)'
_computing_publication_material  'Mercury (Macrae et al, 2008)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0416P)²+0.0694P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         8393
_refine_ls_number_parameters     549
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0767
_refine_ls_R_factor_gt           0.0430
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0892
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.65383(2) 0.360704(17) 0.824398(19) 0.01864(9) Uani 1 1 d . . .
O1 O 0.71993(9) 0.35304(8) 0.74950(9) 0.0235(3) Uani 1 1 d . . .
O2 O 0.64755(9) 0.47057(8) 0.82279(9) 0.0229(3) Uani 1 1 d . . .
N1 N 0.53233(11) 0.35804(10) 0.73488(11) 0.0194(4) Uani 1 1 d . . .
N2 N 0.57602(12) 0.35770(11) 0.89811(12) 0.0225(4) Uani 1 1 d . . .
N3 N 0.66059(12) 0.24455(11) 0.83970(12) 0.0237(4) Uani 1 1 d . . .
N4 N 0.77264(11) 0.36017(10) 0.91689(10) 0.0195(4) Uani 1 1 d . . .
C1 C 0.68739(14) 0.37143(12) 0.67003(13) 0.0208(5) Uani 1 1 d . . .
C2 C 0.75700(15) 0.38344(12) 0.63149(14) 0.0246(5) Uani 1 1 d . . .
H2 H 0.8225 0.3776 0.6640 0.030 Uiso 1 1 calc R . .
C3 C 0.73246(15) 0.40293(12) 0.55015(14) 0.0247(5) Uani 1 1 d . . .
H3 H 0.7809 0.4118 0.5271 0.030 Uiso 1 1 calc R . .
C4 C 0.63509(15) 0.41033(12) 0.49849(14) 0.0229(5) Uani 1 1 d . . .
C5 C 0.61067(16) 0.42925(13) 0.41292(14) 0.0289(5) Uani 1 1 d . . .
H5 H 0.6599 0.4374 0.3906 0.035 Uiso 1 1 calc R . .
C6 C 0.51752(17) 0.43600(13) 0.36198(15) 0.0312(6) Uani 1 1 d . . .
H6 H 0.5019 0.4492 0.3049 0.037 Uiso 1 1 calc R . .
C7 C 0.44561(16) 0.42311(13) 0.39537(14) 0.0291(6) Uani 1 1 d . . .
H7 H 0.3808 0.4272 0.3603 0.035 Uiso 1 1 calc R . .
C8 C 0.46713(15) 0.40468(12) 0.47806(13) 0.0241(5) Uani 1 1 d . . .
H8 H 0.4168 0.3967 0.4990 0.029 Uiso 1 1 calc R . .
C9 C 0.56306(14) 0.39733(12) 0.53297(13) 0.0202(5) Uani 1 1 d . . .
C10 C 0.58975(14) 0.37880(11) 0.62097(13) 0.0193(5) Uani 1 1 d . . .
C11 C 0.51819(14) 0.36769(12) 0.65719(13) 0.0215(5) Uani 1 1 d . . .
H11 H 0.4539 0.3674 0.6203 0.026 Uiso 1 1 calc R . .
C12 C 0.45026(14) 0.34526(13) 0.76249(14) 0.0253(5) Uani 1 1 d . . .
H12A H 0.4371 0.2886 0.7640 0.030 Uiso 1 1 calc R . .
H12B H 0.3927 0.3710 0.7238 0.030 Uiso 1 1 calc R . .
C13 C 0.47622(15) 0.38005(13) 0.84843(14) 0.0271(5) Uani 1 1 d . . .
H13A H 0.4705 0.4377 0.8445 0.032 Uiso 1 1 calc R . .
H13B H 0.4323 0.3604 0.8759 0.032 Uiso 1 1 calc R . .
C14 C 0.58948(15) 0.28171(13) 0.94359(14) 0.0290(6) Uani 1 1 d . . .
H14A H 0.5340 0.2712 0.9610 0.035 Uiso 1 1 calc R . .
H14B H 0.6473 0.2841 0.9942 0.035 Uiso 1 1 calc R . .
C15 C 0.59949(15) 0.21724(13) 0.88726(14) 0.0292(6) Uani 1 1 d . . .
H15A H 0.6287 0.1707 0.9209 0.035 Uiso 1 1 calc R . .
H15B H 0.5358 0.2022 0.8480 0.035 Uiso 1 1 calc R . .
C16 C 0.76300(14) 0.22411(13) 0.87745(15) 0.0279(6) Uani 1 1 d . . .
H16A H 0.7936 0.2265 0.8346 0.034 Uiso 1 1 calc R . .
H16B H 0.7698 0.1702 0.8999 0.034 Uiso 1 1 calc R . .
C17 C 0.81071(14) 0.28145(12) 0.94684(14) 0.0250(5) Uani 1 1 d . . .
H17A H 0.7965 0.2676 0.9975 0.030 Uiso 1 1 calc R . .
H17B H 0.8807 0.2804 0.9606 0.030 Uiso 1 1 calc R . .
C18 C 0.82051(14) 0.42058(12) 0.95515(13) 0.0205(5) Uani 1 1 d . . .
H18 H 0.8789 0.4108 0.9991 0.025 Uiso 1 1 calc R . .
C19 C 0.79336(13) 0.50057(12) 0.93722(13) 0.0194(5) Uani 1 1 d . . .
C20 C 0.85184(14) 0.56211(12) 0.98929(13) 0.0210(5) Uani 1 1 d . . .
C21 C 0.93729(15) 0.54766(13) 1.05694(14) 0.0259(5) Uani 1 1 d . . .
H21 H 0.9592 0.4954 1.0694 0.031 Uiso 1 1 calc R . .
C22 C 0.98919(16) 0.60816(14) 1.10505(15) 0.0310(6) Uani 1 1 d . . .
H22 H 1.0463 0.5969 1.1499 0.037 Uiso 1 1 calc R . .
C23 C 0.95897(17) 0.68554(14) 1.08874(16) 0.0346(6) Uani 1 1 d . . .
H23 H 0.9949 0.7267 1.1225 0.042 Uiso 1 1 calc R . .
C24 C 0.87694(16) 0.70152(13) 1.02358(16) 0.0318(6) Uani 1 1 d . . .
H24 H 0.8563 0.7542 1.0122 0.038 Uiso 1 1 calc R . .
C25 C 0.82262(14) 0.64088(13) 0.97311(14) 0.0238(5) Uani 1 1 d . . .
C26 C 0.73834(15) 0.65841(13) 0.90483(15) 0.0273(5) Uani 1 1 d . . .
H26 H 0.7195 0.7114 0.8930 0.033 Uiso 1 1 calc R . .
C27 C 0.68430(14) 0.60123(12) 0.85629(14) 0.0241(5) Uani 1 1 d . . .
H27 H 0.6288 0.6152 0.8110 0.029 Uiso 1 1 calc R . .
C28 C 0.70861(13) 0.52052(12) 0.87144(13) 0.0200(5) Uani 1 1 d . . .
B1 B 0.34701(16) 0.05608(14) 0.78584(15) 0.0183(5) Uani 1 1 d . . .
C30 C 0.43399(13) 0.07369(12) 0.75056(13) 0.0180(5) Uani 1 1 d . . .
C31 C 0.42774(14) 0.13157(12) 0.69066(13) 0.0203(5) Uani 1 1 d . . .
H31 H 0.3695 0.1594 0.6678 0.024 Uiso 1 1 calc R . .
C32 C 0.50218(15) 0.15017(13) 0.66315(13) 0.0255(5) Uani 1 1 d . . .
H32 H 0.4943 0.1899 0.6224 0.031 Uiso 1 1 calc R . .
C33 C 0.58799(15) 0.11073(14) 0.69518(14) 0.0284(5) Uani 1 1 d . . .
H33 H 0.6390 0.1223 0.6760 0.034 Uiso 1 1 calc R . .
C34 C 0.59840(14) 0.05390(13) 0.75584(15) 0.0268(5) Uani 1 1 d . . .
H34 H 0.6573 0.0270 0.7790 0.032 Uiso 1 1 calc R . .
C35 C 0.52345(14) 0.03636(12) 0.78267(14) 0.0231(5) Uani 1 1 d . . .
H35 H 0.5326 -0.0024 0.8245 0.028 Uiso 1 1 calc R . .
C40 C 0.36564(13) 0.11463(12) 0.86608(13) 0.0176(5) Uani 1 1 d . . .
C41 C 0.32596(14) 0.18965(12) 0.86240(14) 0.0222(5) Uani 1 1 d . . .
H41 H 0.2855 0.2089 0.8100 0.027 Uiso 1 1 calc R . .
C42 C 0.34352(14) 0.23688(13) 0.93235(14) 0.0260(5) Uani 1 1 d . . .
H42 H 0.3129 0.2863 0.9272 0.031 Uiso 1 1 calc R . .
C43 C 0.40514(14) 0.21259(13) 1.00939(14) 0.0262(5) Uani 1 1 d . . .
H43 H 0.4165 0.2444 1.0574 0.031 Uiso 1 1 calc R . .
C44 C 0.44984(14) 0.14071(13) 1.01473(13) 0.0230(5) Uani 1 1 d . . .
H44 H 0.4945 0.1238 1.0664 0.028 Uiso 1 1 calc R . .
C45 C 0.42952(13) 0.09350(12) 0.94473(13) 0.0195(5) Uani 1 1 d . . .
H45 H 0.4606 0.0443 0.9504 0.023 Uiso 1 1 calc R . .
C50 C 0.34344(13) -0.03657(12) 0.81221(13) 0.0185(5) Uani 1 1 d . . .
C51 C 0.30639(13) -0.05975(12) 0.87378(13) 0.0214(5) Uani 1 1 d . . .
H51 H 0.2904 -0.0206 0.9061 0.026 Uiso 1 1 calc R . .
C52 C 0.29220(14) -0.13795(13) 0.88922(13) 0.0243(5) Uani 1 1 d . . .
H52 H 0.2663 -0.1509 0.9310 0.029 Uiso 1 1 calc R . .
C53 C 0.31539(14) -0.19691(13) 0.84440(14) 0.0268(5) Uani 1 1 d . . .
H53 H 0.3058 -0.2502 0.8550 0.032 Uiso 1 1 calc R . .
C54 C 0.35306(15) -0.17658(13) 0.78347(14) 0.0270(5) Uani 1 1 d . . .
H54 H 0.3700 -0.2162 0.7523 0.032 Uiso 1 1 calc R . .
C55 C 0.36601(14) -0.09829(12) 0.76806(13) 0.0229(5) Uani 1 1 d . . .
H55 H 0.3913 -0.0860 0.7257 0.027 Uiso 1 1 calc R . .
C60 C 0.24347(13) 0.06729(12) 0.71003(13) 0.0184(5) Uani 1 1 d . . .
C61 C 0.16198(13) 0.10140(12) 0.71874(13) 0.0205(5) Uani 1 1 d . . .
H61 H 0.1663 0.1234 0.7709 0.025 Uiso 1 1 calc R . .
C62 C 0.07527(14) 0.10397(13) 0.65326(14) 0.0248(5) Uani 1 1 d . . .
H62 H 0.0223 0.1292 0.6609 0.030 Uiso 1 1 calc R . .
C63 C 0.06511(14) 0.07043(13) 0.57751(14) 0.0267(5) Uani 1 1 d . . .
H63 H 0.0058 0.0727 0.5329 0.032 Uiso 1 1 calc R . .
C64 C 0.14291(14) 0.03322(13) 0.56731(14) 0.0257(5) Uani 1 1 d . . .
H64 H 0.1364 0.0077 0.5163 0.031 Uiso 1 1 calc R . .
C65 C 0.23015(14) 0.03347(13) 0.63203(13) 0.0223(5) Uani 1 1 d . . .
H65 H 0.2832 0.0097 0.6231 0.027 Uiso 1 1 calc R . .
H2A H 0.5993(16) 0.3931(14) 0.9363(15) 0.038(7) Uiso 1 1 d . . .
H3A H 0.6407(14) 0.2234(13) 0.7927(14) 0.023(6) Uiso 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
Fe1 O1 1.8752(15) . ?
Fe1 O2 1.8807(14) . ?
Fe1 N4 1.9273(16) . ?
Fe1 N1 1.9294(16) . ?
Fe1 N2 1.9916(19) . ?
Fe1 N3 2.0014(19) . ?
O1 C1 1.314(3) . ?
O2 C28 1.315(2) . ?
N1 C11 1.283(3) . ?
N1 C12 1.477(3) . ?
N2 C13 1.489(3) . ?
N2 C14 1.492(3) . ?
N3 C16 1.484(3) . ?
N3 C15 1.494(3) . ?
N4 C18 1.298(2) . ?
N4 C17 1.482(3) . ?
C1 C10 1.416(3) . ?
C1 C2 1.427(3) . ?
C2 C3 1.352(3) . ?
C3 C4 1.424(3) . ?
C4 C9 1.414(3) . ?
C4 C5 1.418(3) . ?
C5 C6 1.369(3) . ?
C6 C7 1.399(3) . ?
C7 C8 1.375(3) . ?
C8 C9 1.423(3) . ?
C9 C10 1.453(3) . ?
C10 C11 1.423(3) . ?
C12 C13 1.507(3) . ?
C14 C15 1.506(3) . ?
C16 C17 1.514(3) . ?
C18 C19 1.430(3) . ?
C19 C28 1.415(3) . ?
C19 C20 1.458(3) . ?
C20 C25 1.414(3) . ?
C20 C21 1.418(3) . ?
C21 C22 1.381(3) . ?
C22 C23 1.395(3) . ?
C23 C24 1.369(3) . ?
C24 C25 1.412(3) . ?
C25 C26 1.423(3) . ?
C26 C27 1.354(3) . ?
C27 C28 1.428(3) . ?
B1 C30 1.641(3) . ?
B1 C40 1.643(3) . ?
B1 C60 1.651(3) . ?
B1 C50 1.653(3) . ?
C30 C31 1.405(3) . ?
C30 C35 1.411(3) . ?
C31 C32 1.388(3) . ?
C32 C33 1.384(3) . ?
C33 C34 1.391(3) . ?
C34 C35 1.384(3) . ?
C40 C45 1.401(3) . ?
C40 C41 1.406(3) . ?
C41 C42 1.391(3) . ?
C42 C43 1.385(3) . ?
C43 C44 1.387(3) . ?
C44 C45 1.388(3) . ?
C50 C55 1.406(3) . ?
C50 C51 1.407(3) . ?
C51 C52 1.394(3) . ?
C52 C53 1.382(3) . ?
C53 C54 1.390(3) . ?
C54 C55 1.391(3) . ?
C60 C65 1.404(3) . ?
C60 C61 1.405(3) . ?
C61 C62 1.390(3) . ?
C62 C63 1.377(3) . ?
C63 C64 1.389(3) . ?
C64 C65 1.389(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O2 95.47(7) . . ?
O1 Fe1 N4 90.36(7) . . ?
O2 Fe1 N4 92.51(6) . . ?
O1 Fe1 N1 91.75(7) . . ?
O2 Fe1 N1 89.05(6) . . ?
N4 Fe1 N1 177.24(7) . . ?
O1 Fe1 N2 173.48(7) . . ?
O2 Fe1 N2 89.88(7) . . ?
N4 Fe1 N2 93.15(7) . . ?
N1 Fe1 N2 84.58(8) . . ?
O1 Fe1 N3 90.31(7) . . ?
O2 Fe1 N3 173.34(8) . . ?
N4 Fe1 N3 84.12(7) . . ?
N1 Fe1 N3 94.10(7) . . ?
N2 Fe1 N3 84.59(8) . . ?
C1 O1 Fe1 126.63(13) . . ?
C28 O2 Fe1 128.27(12) . . ?
C11 N1 C12 119.61(17) . . ?
C11 N1 Fe1 126.27(15) . . ?
C12 N1 Fe1 114.11(13) . . ?
C13 N2 C14 116.65(17) . . ?
C13 N2 Fe1 108.80(14) . . ?
C14 N2 Fe1 110.48(14) . . ?
C16 N3 C15 115.07(18) . . ?
C16 N3 Fe1 106.77(13) . . ?
C15 N3 Fe1 111.64(14) . . ?
C18 N4 C17 118.02(16) . . ?
C18 N4 Fe1 126.96(14) . . ?
C17 N4 Fe1 115.01(12) . . ?
O1 C1 C10 124.8(2) . . ?
O1 C1 C2 116.40(18) . . ?
C10 C1 C2 118.8(2) . . ?
C3 C2 C1 122.0(2) . . ?
C2 C3 C4 121.0(2) . . ?
C9 C4 C5 120.4(2) . . ?
C9 C4 C3 119.4(2) . . ?
C5 C4 C3 120.2(2) . . ?
C6 C5 C4 121.2(2) . . ?
C5 C6 C7 118.9(2) . . ?
C8 C7 C6 121.2(2) . . ?
C7 C8 C9 121.5(2) . . ?
C4 C9 C8 116.8(2) . . ?
C4 C9 C10 119.43(18) . . ?
C8 C9 C10 123.8(2) . . ?
C1 C10 C11 120.5(2) . . ?
C1 C10 C9 119.38(19) . . ?
C11 C10 C9 120.15(18) . . ?
N1 C11 C10 126.14(19) . . ?
N1 C12 C13 106.99(16) . . ?
N2 C13 C12 108.90(18) . . ?
N2 C14 C15 109.22(19) . . ?
N3 C15 C14 109.59(18) . . ?
N3 C16 C17 108.90(18) . . ?
N4 C17 C16 107.26(16) . . ?
N4 C18 C19 125.97(18) . . ?
C28 C19 C18 120.73(18) . . ?
C28 C19 C20 119.65(18) . . ?
C18 C19 C20 119.58(18) . . ?
C25 C20 C21 117.14(19) . . ?
C25 C20 C19 119.25(18) . . ?
C21 C20 C19 123.61(19) . . ?
C22 C21 C20 121.2(2) . . ?
C21 C22 C23 121.0(2) . . ?
C24 C23 C22 119.3(2) . . ?
C23 C24 C25 121.0(2) . . ?
C24 C25 C20 120.4(2) . . ?
C24 C25 C26 120.4(2) . . ?
C20 C25 C26 119.18(19) . . ?
C27 C26 C25 121.5(2) . . ?
C26 C27 C28 121.7(2) . . ?
O2 C28 C19 125.54(19) . . ?
O2 C28 C27 115.82(17) . . ?
C19 C28 C27 118.63(19) . . ?
C30 B1 C40 105.61(16) . . ?
C30 B1 C60 109.71(17) . . ?
C40 B1 C60 115.29(17) . . ?
C30 B1 C50 112.39(17) . . ?
C40 B1 C50 111.58(18) . . ?
C60 B1 C50 102.44(15) . . ?
C31 C30 C35 114.66(19) . . ?
C31 C30 B1 122.48(17) . . ?
C35 C30 B1 122.67(19) . . ?
C32 C31 C30 123.42(19) . . ?
C33 C32 C31 119.8(2) . . ?
C32 C33 C34 119.0(2) . . ?
C35 C34 C33 120.3(2) . . ?
C34 C35 C30 122.8(2) . . ?
C45 C40 C41 114.53(19) . . ?
C45 C40 B1 120.48(18) . . ?
C41 C40 B1 124.88(18) . . ?
C42 C41 C40 122.7(2) . . ?
C43 C42 C41 120.6(2) . . ?
C42 C43 C44 118.4(2) . . ?
C43 C44 C45 120.1(2) . . ?
C44 C45 C40 123.5(2) . . ?
C55 C50 C51 114.92(19) . . ?
C55 C50 B1 122.4(2) . . ?
C51 C50 B1 122.20(19) . . ?
C52 C51 C50 122.5(2) . . ?
C53 C52 C51 120.7(2) . . ?
C52 C53 C54 118.6(2) . . ?
C53 C54 C55 120.1(2) . . ?
C54 C55 C50 123.1(2) . . ?
C65 C60 C61 115.42(18) . . ?
C65 C60 B1 118.98(18) . . ?
C61 C60 B1 125.24(19) . . ?
C62 C61 C60 121.9(2) . . ?
C63 C62 C61 120.9(2) . . ?
C62 C63 C64 119.01(19) . . ?
C65 C64 C63 119.7(2) . . ?
C64 C65 C60 123.0(2) . . ?

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.363
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_nsta
_database_code_depnum_ccdc_archive 'CCDC 1570257'
_audit_update_record             
;
2017-08-22 deposited with the CCDC.
2018-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C30 H36 Cl Fe N4 O4'
_chemical_formula_weight         607.93

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'

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

_cell_length_a                   8.6116(3)
_cell_length_b                   15.4474(4)
_cell_length_c                   20.4760(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 96.769(2)
_cell_angle_gamma                90.00
_cell_volume                     2704.87(14)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5126
_cell_measurement_theta_min      2.40
_cell_measurement_theta_max      26.45

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1276
_exptl_absorpt_coefficient_mu    0.702
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8960
_exptl_absorpt_correction_T_max  0.9332
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-AXS APEX- CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20854
_diffrn_reflns_av_R_equivalents  0.0509
_diffrn_reflns_av_sigmaI/netI    0.0411
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.72
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4760
_reflns_number_gt                3821
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury (Macrae et al, 2008)'
_computing_publication_material  'Mercury (Macrae et al, 2008)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0727P)²+1.1022P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4760
_refine_ls_number_parameters     361
_refine_ls_number_restraints     4
_refine_ls_R_factor_all          0.0566
_refine_ls_R_factor_gt           0.0422
_refine_ls_wR_factor_ref         0.1245
_refine_ls_wR_factor_gt          0.1172
_refine_ls_goodness_of_fit_ref   1.066
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.008
_refine_ls_shift/su_mean         0.002

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.65996(5) 0.26721(3) 0.18168(2) 0.01717(15) Uani 1 1 d . . .
Cl1 Cl 0.72186(10) 0.53834(5) 0.20655(4) 0.0296(2) Uani 1 1 d . . .
O1 O 0.7434(2) 0.17360(13) 0.13720(10) 0.0216(5) Uani 1 1 d . . .
O2 O 0.5405(2) 0.31342(13) 0.10667(10) 0.0228(5) Uani 1 1 d . . .
N1 N 0.4798(3) 0.20138(15) 0.19856(12) 0.0202(5) Uani 1 1 d . . .
N2 N 0.5700(3) 0.35754(15) 0.23598(12) 0.0210(5) Uani 1 1 d . . .
H2A H 0.5865 0.4110 0.2172 0.025 Uiso 1 1 calc R . .
N3 N 0.7890(3) 0.23632(16) 0.26584(12) 0.0212(5) Uani 1 1 d . . .
H3A H 0.7893 0.1763 0.2691 0.025 Uiso 1 1 calc R . .
N4 N 0.8394(3) 0.33292(15) 0.16470(12) 0.0189(5) Uani 1 1 d . . .
C1 C 0.6729(3) 0.10044(18) 0.11801(14) 0.0194(6) Uani 1 1 d . . .
C2 C 0.7565(4) 0.04546(19) 0.07843(15) 0.0243(7) Uani 1 1 d . . .
H2 H 0.8563 0.0631 0.0679 0.029 Uiso 1 1 calc R . .
C3 C 0.6966(4) -0.0313(2) 0.05556(16) 0.0269(7) Uani 1 1 d . . .
H3 H 0.7553 -0.0663 0.0292 0.032 Uiso 1 1 calc R . .
C4 C 0.5485(4) -0.06083(19) 0.06999(15) 0.0235(7) Uani 1 1 d . . .
C5 C 0.4864(4) -0.1405(2) 0.04471(16) 0.0293(7) Uani 1 1 d . . .
H5 H 0.5458 -0.1748 0.0182 0.035 Uiso 1 1 calc R . .
C6 C 0.3438(4) -0.1690(2) 0.05747(17) 0.0333(8) Uani 1 1 d . . .
H6 H 0.3033 -0.2225 0.0400 0.040 Uiso 1 1 calc R . .
C7 C 0.2582(4) -0.1183(2) 0.09671(17) 0.0352(8) Uani 1 1 d . . .
H7 H 0.1584 -0.1378 0.1059 0.042 Uiso 1 1 calc R . .
C8 C 0.3147(4) -0.0405(2) 0.12254(17) 0.0323(8) Uani 1 1 d . . .
H8 H 0.2536 -0.0077 0.1493 0.039 Uiso 1 1 calc R . .
C9 C 0.4628(4) -0.00874(19) 0.10976(14) 0.0225(7) Uani 1 1 d . . .
C10 C 0.5266(3) 0.07373(19) 0.13431(14) 0.0202(6) Uani 1 1 d . . .
C11 C 0.4402(3) 0.12568(19) 0.17520(14) 0.0211(6) Uani 1 1 d . . .
H11 H 0.3446 0.1024 0.1863 0.025 Uiso 1 1 calc R . .
C12 C 0.3713(4) 0.2462(2) 0.23789(17) 0.0268(7) Uani 1 1 d . . .
H12A H 0.3927 0.2294 0.2848 0.032 Uiso 1 1 calc R . .
H12B H 0.2617 0.2309 0.2219 0.032 Uiso 1 1 calc R . .
C13 C 0.3982(4) 0.3425(2) 0.22975(17) 0.0270(7) Uani 1 1 d . . .
H13A H 0.3490 0.3621 0.1861 0.032 Uiso 1 1 calc R . .
H13B H 0.3512 0.3753 0.2640 0.032 Uiso 1 1 calc R . .
C14 C 0.6475(4) 0.3594(2) 0.30451(15) 0.0256(7) Uani 1 1 d . . .
H14A H 0.5707 0.3752 0.3348 0.031 Uiso 1 1 calc R . .
H14B H 0.7318 0.4033 0.3087 0.031 Uiso 1 1 calc R . .
C15 C 0.7158(4) 0.2705(2) 0.32257(15) 0.0262(7) Uani 1 1 d . . .
H15A H 0.7951 0.2751 0.3616 0.031 Uiso 1 1 calc R . .
H15B H 0.6322 0.2309 0.3333 0.031 Uiso 1 1 calc R . .
C16 C 0.9537(4) 0.2644(2) 0.26373(16) 0.0259(7) Uani 1 1 d . . .
H16A H 1.0132 0.2176 0.2449 0.031 Uiso 1 1 calc R . .
H16B H 1.0036 0.2764 0.3089 0.031 Uiso 1 1 calc R . .
C17 C 0.9563(3) 0.34571(19) 0.22172(15) 0.0238(7) Uani 1 1 d . . .
H17A H 0.9302 0.3973 0.2470 0.029 Uiso 1 1 calc R . .
H17B H 1.0612 0.3541 0.2075 0.029 Uiso 1 1 calc R . .
C18 C 0.8643(4) 0.36379(18) 0.10844(15) 0.0215(6) Uani 1 1 d . . .
H18 H 0.9645 0.3879 0.1050 0.026 Uiso 1 1 calc RD . .
C19 C 0.7535(4) 0.36463(18) 0.05086(15) 0.0238(7) Uani 1 1 d . . .
C20 C 0.8021(4) 0.39122(19) -0.01163(15) 0.0275(7) Uani 1 1 d . . .
C21 C 0.9600(4) 0.3988(2) -0.02314(17) 0.0333(8) Uani 1 1 d . . .
H21 H 1.0402 0.3884 0.0120 0.040 Uiso 1 1 calc RD . .
C22 C 1.0005(5) 0.4208(2) -0.08364(18) 0.0416(9) Uani 1 1 d . . .
H22 H 1.1079 0.4243 -0.0900 0.050 Uiso 1 1 calc R . .
C23 C 0.8864(5) 0.4381(2) -0.13600(18) 0.0464(11) Uani 1 1 d . . .
H23 H 0.9156 0.4542 -0.1776 0.056 Uiso 1 1 calc R . .
C24 C 0.7309(5) 0.4316(2) -0.12707(18) 0.0437(10) Uani 1 1 d . . .
H24 H 0.6527 0.4435 -0.1627 0.052 Uiso 1 1 calc R . .
C25 C 0.6867(4) 0.4076(2) -0.06535(16) 0.0331(8) Uani 1 1 d . . .
C26 C 0.5264(5) 0.3974(2) -0.05689(17) 0.0366(8) Uani 1 1 d . . .
H26 H 0.4485 0.4115 -0.0921 0.044 Uiso 1 1 calc R . .
C27 C 0.4826(4) 0.3677(2) 0.00066(16) 0.0309(8) Uani 1 1 d . . .
H27 H 0.3746 0.3609 0.0048 0.037 Uiso 1 1 calc R . .
C28 C 0.5955(4) 0.34660(19) 0.05492(15) 0.0238(7) Uani 1 1 d . . .
O3W O 0.4415(4) 0.5508(3) 0.29244(17) 0.0736(10) Uani 1 1 d . . .
H3B H 0.5432 0.5478 0.2647 0.088 Uiso 1 1 d R . .
H3C H 0.4493 0.6073 0.3182 0.088 Uiso 1 1 d R . .
O4 O 1.0596(4) 0.1838(3) 0.12277(19) 0.0801(11) Uani 1 1 d D . .
H4 H 0.9779 0.2133 0.1238 0.120 Uiso 1 1 calc R . .
C90 C 1.1189(7) 0.1968(4) 0.0610(2) 0.0680(14) Uani 1 1 d D . .
H90A H 1.0379 0.2112 0.0242 0.082 Uiso 1 1 calc R . .
H90B H 1.1884 0.1499 0.0487 0.082 Uiso 1 1 calc R . .
C91 C 1.2036(10) 0.2737(6) 0.0922(5) 0.167(4) Uani 1 1 d D . .
H91A H 1.1488 0.2948 0.1284 0.250 Uiso 1 1 calc RD . .
H91B H 1.2071 0.3196 0.0594 0.250 Uiso 1 1 calc RD . .
H91C H 1.3105 0.2570 0.1094 0.250 Uiso 1 1 calc R . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 O2 1.885(2) . ?
Fe1 O1 1.895(2) . ?
Fe1 N4 1.914(2) . ?
Fe1 N1 1.920(2) . ?
Fe1 N3 1.995(2) . ?
Fe1 N2 1.997(2) . ?
O1 C1 1.321(3) . ?
O2 C28 1.315(4) . ?
N1 C11 1.294(4) . ?
N1 C12 1.476(4) . ?
N2 C14 1.482(4) . ?
N2 C13 1.488(4) . ?
N3 C15 1.483(4) . ?
N3 C16 1.488(4) . ?
N4 C18 1.288(4) . ?
N4 C17 1.462(4) . ?
C1 C10 1.403(4) . ?
C1 C2 1.426(4) . ?
C2 C3 1.355(4) . ?
C3 C4 1.418(5) . ?
C4 C9 1.413(4) . ?
C4 C5 1.415(4) . ?
C5 C6 1.359(5) . ?
C6 C7 1.394(5) . ?
C7 C8 1.378(5) . ?
C8 C9 1.419(4) . ?
C9 C10 1.453(4) . ?
C10 C11 1.430(4) . ?
C12 C13 1.518(4) . ?
C14 C15 1.521(4) . ?
C16 C17 1.525(4) . ?
C18 C19 1.427(4) . ?
C19 C28 1.401(4) . ?
C19 C20 1.452(4) . ?
C20 C21 1.412(5) . ?
C20 C25 1.416(5) . ?
C21 C22 1.369(5) . ?
C22 C23 1.392(6) . ?
C23 C24 1.376(6) . ?
C24 C25 1.412(5) . ?
C25 C26 1.420(5) . ?
C26 C27 1.358(5) . ?
C27 C28 1.425(5) . ?
O4 C90 1.434(6) . ?
C90 C91 1.498(10) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O2 Fe1 O1 95.67(9) . . ?
O2 Fe1 N4 91.48(9) . . ?
O1 Fe1 N4 87.55(9) . . ?
O2 Fe1 N1 88.41(10) . . ?
O1 Fe1 N1 92.45(9) . . ?
N4 Fe1 N1 179.90(12) . . ?
O2 Fe1 N3 171.53(9) . . ?
O1 Fe1 N3 91.62(10) . . ?
N4 Fe1 N3 84.52(10) . . ?
N1 Fe1 N3 95.58(10) . . ?
O2 Fe1 N2 88.79(10) . . ?
O1 Fe1 N2 174.22(10) . . ?
N4 Fe1 N2 96.03(10) . . ?
N1 Fe1 N2 83.98(10) . . ?
N3 Fe1 N2 84.22(10) . . ?
C1 O1 Fe1 127.48(18) . . ?
C28 O2 Fe1 126.18(19) . . ?
C11 N1 C12 118.0(2) . . ?
C11 N1 Fe1 126.6(2) . . ?
C12 N1 Fe1 115.29(19) . . ?
C14 N2 C13 114.6(2) . . ?
C14 N2 Fe1 112.30(18) . . ?
C13 N2 Fe1 106.87(18) . . ?
C15 N3 C16 114.4(2) . . ?
C15 N3 Fe1 110.28(19) . . ?
C16 N3 Fe1 109.93(19) . . ?
C18 N4 C17 119.5(2) . . ?
C18 N4 Fe1 125.6(2) . . ?
C17 N4 Fe1 114.90(18) . . ?
O1 C1 C10 125.1(3) . . ?
O1 C1 C2 115.7(3) . . ?
C10 C1 C2 119.2(3) . . ?
C3 C2 C1 121.4(3) . . ?
C2 C3 C4 121.6(3) . . ?
C9 C4 C5 120.3(3) . . ?
C9 C4 C3 118.7(3) . . ?
C5 C4 C3 120.9(3) . . ?
C6 C5 C4 121.6(3) . . ?
C5 C6 C7 118.6(3) . . ?
C8 C7 C6 121.6(3) . . ?
C7 C8 C9 121.0(3) . . ?
C4 C9 C8 116.8(3) . . ?
C4 C9 C10 119.8(3) . . ?
C8 C9 C10 123.4(3) . . ?
C1 C10 C11 121.2(3) . . ?
C1 C10 C9 119.3(3) . . ?
C11 C10 C9 119.5(3) . . ?
N1 C11 C10 126.2(3) . . ?
N1 C12 C13 106.6(2) . . ?
N2 C13 C12 107.8(2) . . ?
N2 C14 C15 109.4(2) . . ?
N3 C15 C14 108.6(2) . . ?
N3 C16 C17 109.5(2) . . ?
N4 C17 C16 106.5(2) . . ?
N4 C18 C19 125.2(3) . . ?
C28 C19 C18 120.6(3) . . ?
C28 C19 C20 119.5(3) . . ?
C18 C19 C20 119.7(3) . . ?
C21 C20 C25 117.2(3) . . ?
C21 C20 C19 123.7(3) . . ?
C25 C20 C19 119.1(3) . . ?
C22 C21 C20 121.7(4) . . ?
C21 C22 C23 120.8(4) . . ?
C24 C23 C22 119.6(3) . . ?
C23 C24 C25 120.5(4) . . ?
C24 C25 C20 120.3(4) . . ?
C24 C25 C26 120.4(3) . . ?
C20 C25 C26 119.3(3) . . ?
C27 C26 C25 121.1(3) . . ?
C26 C27 C28 121.3(3) . . ?
O2 C28 C19 124.8(3) . . ?
O2 C28 C27 116.1(3) . . ?
C19 C28 C27 119.1(3) . . ?
O4 C90 C91 86.5(5) . . ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.557
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.074
####################################################################### 
# 
# 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_bv5-150k
_database_code_depnum_ccdc_archive 'CCDC 1570259'
_audit_update_record             
;
2017-08-22 deposited with the CCDC.
2018-04-05 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Fe N4 O2, B F4'
_chemical_formula_sum            'C28 H28 B F4 Fe N4 O2'
_chemical_formula_weight         595.20

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P bca'

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

_cell_length_a                   16.4142(3)
_cell_length_b                   15.1139(4)
_cell_length_c                   20.9988(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     5209.4(2)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    6966
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      25.31

_exptl_crystal_description       prism
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2456
_exptl_absorpt_coefficient_mu    0.643
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8306
_exptl_absorpt_correction_T_max  0.9041
_exptl_absorpt_process_details   'SADABS, Sheldrick 2004'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-AXS APEX- CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            34759
_diffrn_reflns_av_R_equivalents  0.0691
_diffrn_reflns_av_sigmaI/netI    0.0414
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         25.03
_reflns_number_total             4596
_reflns_number_gt                3422
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury (Macrae et al, 2008)'
_computing_publication_material  'Mercury (Macrae et al, 2008)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0398P)²+0.7643P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4596
_refine_ls_number_parameters     369
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0556
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0834
_refine_ls_wR_factor_gt          0.0762
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_restrained_S_all      1.043
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.235834(17) 0.50248(2) 0.169901(14) 0.01724(10) Uani 1 1 d . . .
O1 O 0.15678(8) 0.40932(11) 0.16669(7) 0.0227(4) Uani 1 1 d . . .
O2 O 0.29607(8) 0.48950(11) 0.09222(7) 0.0226(4) Uani 1 1 d . . .
C1 C 0.08310(12) 0.40087(15) 0.14251(10) 0.0189(5) Uani 1 1 d . . .
C2 C 0.04587(13) 0.31667(16) 0.14822(10) 0.0230(5) Uani 1 1 d . . .
H2 H 0.0729 0.2714 0.1714 0.028 Uiso 1 1 calc R . .
C3 C -0.02757(12) 0.29935(16) 0.12121(10) 0.0223(5) Uani 1 1 d . . .
H3 H -0.0504 0.2418 0.1249 0.027 Uiso 1 1 calc R . .
C4 C -0.07077(12) 0.36602(16) 0.08757(10) 0.0202(5) Uani 1 1 d . . .
C5 C -0.14731(12) 0.34672(17) 0.05936(10) 0.0249(5) Uani 1 1 d . . .
H5 H -0.1685 0.2883 0.0614 0.030 Uiso 1 1 calc R . .
C6 C -0.19088(13) 0.41158(17) 0.02919(10) 0.0262(6) Uani 1 1 d . . .
H6 H -0.2423 0.3984 0.0107 0.031 Uiso 1 1 calc R . .
C7 C -0.15932(13) 0.49726(17) 0.02582(10) 0.0257(5) Uani 1 1 d . . .
H7 H -0.1897 0.5422 0.0049 0.031 Uiso 1 1 calc R . .
C8 C -0.08515(13) 0.51771(16) 0.05218(10) 0.0219(5) Uani 1 1 d . . .
H8 H -0.0649 0.5764 0.0491 0.026 Uiso 1 1 calc R . .
C9 C -0.03819(12) 0.45243(16) 0.08402(9) 0.0175(5) Uani 1 1 d . . .
C10 C 0.04110(12) 0.47026(15) 0.11217(9) 0.0174(5) Uani 1 1 d . . .
C11 C 0.07417(12) 0.55754(16) 0.10975(9) 0.0193(5) Uani 1 1 d . . .
H11 H 0.0407 0.6019 0.0912 0.023 Uiso 1 1 calc R . .
C12 C 0.16379(12) 0.67766(15) 0.12447(11) 0.0227(5) Uani 1 1 d . . .
H12A H 0.1339 0.7112 0.1575 0.027 Uiso 1 1 calc R . .
H12B H 0.1464 0.6997 0.0822 0.027 Uiso 1 1 calc R . .
C13 C 0.25518(13) 0.69149(16) 0.13261(11) 0.0240(5) Uani 1 1 d . . .
H13A H 0.2842 0.6744 0.0932 0.029 Uiso 1 1 calc R . .
H13B H 0.2669 0.7546 0.1415 0.029 Uiso 1 1 calc R . .
C14 C 0.25696(13) 0.67038(16) 0.24936(11) 0.0259(5) Uani 1 1 d . . .
H14A H 0.2015 0.6957 0.2460 0.031 Uiso 1 1 calc R . .
H14B H 0.2945 0.7179 0.2632 0.031 Uiso 1 1 calc R . .
C15 C 0.25736(14) 0.59620(17) 0.29764(10) 0.0269(6) Uani 1 1 d . . .
H15A H 0.3142 0.5798 0.3081 0.032 Uiso 1 1 calc R . .
H15B H 0.2303 0.6160 0.3373 0.032 Uiso 1 1 calc R . .
C16 C 0.23713(13) 0.43417(17) 0.30137(10) 0.0262(6) Uani 1 1 d . . .
H16A H 0.1979 0.3874 0.2891 0.031 Uiso 1 1 calc R . .
H16B H 0.2361 0.4402 0.3483 0.031 Uiso 1 1 calc R . .
C17 C 0.32207(13) 0.40927(17) 0.27942(10) 0.0248(5) Uani 1 1 d . . .
H17A H 0.3630 0.4462 0.3017 0.030 Uiso 1 1 calc R . .
H17B H 0.3331 0.3464 0.2896 0.030 Uiso 1 1 calc R . .
C18 C 0.39107(12) 0.39010(15) 0.18195(10) 0.0190(5) Uani 1 1 d . . .
H18 H 0.4285 0.3586 0.2080 0.023 Uiso 1 1 calc R . .
C19 C 0.41036(12) 0.39583(15) 0.11567(10) 0.0176(5) Uani 1 1 d . . .
C20 C 0.48150(12) 0.35011(15) 0.09093(10) 0.0200(5) Uani 1 1 d . . .
C21 C 0.53432(13) 0.29746(17) 0.12855(12) 0.0287(6) Uani 1 1 d . . .
H21 H 0.5235 0.2909 0.1727 0.034 Uiso 1 1 calc R . .
C22 C 0.60056(14) 0.25585(18) 0.10258(12) 0.0330(6) Uani 1 1 d . . .
H22 H 0.6345 0.2205 0.1290 0.040 Uiso 1 1 calc R . .
C23 C 0.61910(13) 0.26441(17) 0.03796(12) 0.0310(6) Uani 1 1 d . . .
H23 H 0.6655 0.2357 0.0205 0.037 Uiso 1 1 calc R . .
C24 C 0.56948(13) 0.31471(17) 0.00014(11) 0.0276(6) Uani 1 1 d . . .
H24 H 0.5820 0.3209 -0.0438 0.033 Uiso 1 1 calc R . .
C25 C 0.50001(12) 0.35753(15) 0.02509(11) 0.0211(5) Uani 1 1 d . . .
C26 C 0.44829(13) 0.40778(17) -0.01480(11) 0.0257(6) Uani 1 1 d . . .
H26 H 0.4607 0.4121 -0.0589 0.031 Uiso 1 1 calc R . .
C27 C 0.38170(13) 0.44980(16) 0.00805(10) 0.0236(5) Uani 1 1 d . . .
H27 H 0.3481 0.4827 -0.0202 0.028 Uiso 1 1 calc R . .
C28 C 0.36120(12) 0.44550(16) 0.07395(10) 0.0193(5) Uani 1 1 d . . .
N1 N 0.14495(10) 0.58280(13) 0.13009(8) 0.0188(4) Uani 1 1 d . . .
N2 N 0.28290(11) 0.63564(13) 0.18670(9) 0.0218(4) Uani 1 1 d . . .
N3 N 0.21415(12) 0.51877(13) 0.27138(9) 0.0216(5) Uani 1 1 d . . .
N4 N 0.32797(10) 0.42333(13) 0.21015(8) 0.0190(4) Uani 1 1 d . . .
B1 B 0.50115(15) 0.5922(2) 0.22318(13) 0.0250(6) Uani 1 1 d . . .
F1 F 0.46016(7) 0.60308(10) 0.16550(6) 0.0302(3) Uani 1 1 d . . .
F2 F 0.44793(9) 0.61154(13) 0.27209(7) 0.0555(5) Uani 1 1 d . . .
F3 F 0.56719(8) 0.65032(11) 0.22593(7) 0.0468(4) Uani 1 1 d . . .
F4 F 0.52978(8) 0.50651(10) 0.22865(7) 0.0418(4) Uani 1 1 d . . .
H3A H 0.1671(16) 0.5259(17) 0.2758(11) 0.030(8) Uiso 1 1 d . . .
H2A H 0.3352(15) 0.6311(16) 0.1850(10) 0.024(7) Uiso 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
Fe1 O1 1.9160(15) . ?
Fe1 O2 1.9176(15) . ?
Fe1 N1 2.0971(17) . ?
Fe1 N4 2.1054(17) . ?
Fe1 N3 2.1745(18) . ?
Fe1 N2 2.184(2) . ?
O1 C1 1.318(2) . ?
O2 C28 1.316(3) . ?
C1 C10 1.407(3) . ?
C1 C2 1.417(3) . ?
C2 C3 1.358(3) . ?
C3 C4 1.420(3) . ?
C4 C9 1.413(3) . ?
C4 C5 1.419(3) . ?
C5 C6 1.369(3) . ?
C6 C7 1.396(3) . ?
C7 C8 1.372(3) . ?
C8 C9 1.419(3) . ?
C9 C10 1.455(3) . ?
C10 C11 1.427(3) . ?
C11 N1 1.295(3) . ?
C12 N1 1.472(3) . ?
C12 C13 1.524(3) . ?
C13 N2 1.487(3) . ?
C14 N2 1.479(3) . ?
C14 C15 1.512(3) . ?
C15 N3 1.475(3) . ?
C16 N3 1.474(3) . ?
C16 C17 1.516(3) . ?
C17 N4 1.473(3) . ?
C18 N4 1.295(3) . ?
C18 C19 1.430(3) . ?
C19 C28 1.408(3) . ?
C19 C20 1.453(3) . ?
C20 C21 1.417(3) . ?
C20 C25 1.420(3) . ?
C21 C22 1.369(3) . ?
C22 C23 1.397(4) . ?
C23 C24 1.368(3) . ?
C24 C25 1.412(3) . ?
C25 C26 1.414(3) . ?
C26 C27 1.352(3) . ?
C27 C28 1.426(3) . ?
B1 F2 1.380(3) . ?
B1 F4 1.382(3) . ?
B1 F1 1.395(3) . ?
B1 F3 1.397(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O2 104.13(7) . . ?
O1 Fe1 N1 85.96(7) . . ?
O2 Fe1 N1 94.98(6) . . ?
O1 Fe1 N4 94.76(7) . . ?
O2 Fe1 N4 85.01(6) . . ?
N1 Fe1 N4 179.26(7) . . ?
O1 Fe1 N3 90.39(7) . . ?
O2 Fe1 N3 158.38(7) . . ?
N1 Fe1 N3 102.05(7) . . ?
N4 Fe1 N3 77.79(7) . . ?
O1 Fe1 N2 157.26(7) . . ?
O2 Fe1 N2 92.83(7) . . ?
N1 Fe1 N2 77.45(7) . . ?
N4 Fe1 N2 101.81(7) . . ?
N3 Fe1 N2 78.19(7) . . ?
C1 O1 Fe1 134.93(15) . . ?
C28 O2 Fe1 135.92(14) . . ?
O1 C1 C10 123.5(2) . . ?
O1 C1 C2 116.8(2) . . ?
C10 C1 C2 119.76(19) . . ?
C3 C2 C1 121.4(2) . . ?
C2 C3 C4 121.0(2) . . ?
C9 C4 C5 120.2(2) . . ?
C9 C4 C3 119.54(19) . . ?
C5 C4 C3 120.3(2) . . ?
C6 C5 C4 120.6(2) . . ?
C5 C6 C7 119.6(2) . . ?
C8 C7 C6 121.2(2) . . ?
C7 C8 C9 121.0(2) . . ?
C4 C9 C8 117.50(19) . . ?
C4 C9 C10 119.2(2) . . ?
C8 C9 C10 123.3(2) . . ?
C1 C10 C11 121.23(19) . . ?
C1 C10 C9 119.0(2) . . ?
C11 C10 C9 119.8(2) . . ?
N1 C11 C10 127.0(2) . . ?
N1 C12 C13 109.36(18) . . ?
N2 C13 C12 108.00(18) . . ?
N2 C14 C15 109.4(2) . . ?
N3 C15 C14 109.61(18) . . ?
N3 C16 C17 108.72(18) . . ?
N4 C17 C16 108.95(17) . . ?
N4 C18 C19 126.79(19) . . ?
C28 C19 C18 120.74(19) . . ?
C28 C19 C20 119.45(19) . . ?
C18 C19 C20 119.81(19) . . ?
C21 C20 C25 117.1(2) . . ?
C21 C20 C19 124.0(2) . . ?
C25 C20 C19 118.85(19) . . ?
C22 C21 C20 121.4(2) . . ?
C21 C22 C23 121.2(2) . . ?
C24 C23 C22 119.1(2) . . ?
C23 C24 C25 121.3(2) . . ?
C24 C25 C26 120.7(2) . . ?
C24 C25 C20 119.9(2) . . ?
C26 C25 C20 119.40(19) . . ?
C27 C26 C25 121.8(2) . . ?
C26 C27 C28 120.9(2) . . ?
O2 C28 C19 123.61(19) . . ?
O2 C28 C27 116.85(19) . . ?
C19 C28 C27 119.54(19) . . ?
C11 N1 C12 116.69(18) . . ?
C11 N1 Fe1 126.79(16) . . ?
C12 N1 Fe1 116.52(12) . . ?
C14 N2 C13 112.95(19) . . ?
C14 N2 Fe1 111.65(14) . . ?
C13 N2 Fe1 106.95(13) . . ?
C16 N3 C15 113.91(18) . . ?
C16 N3 Fe1 106.17(14) . . ?
C15 N3 Fe1 112.17(14) . . ?
C18 N4 C17 116.63(18) . . ?
C18 N4 Fe1 127.70(15) . . ?
C17 N4 Fe1 115.55(13) . . ?
F2 B1 F4 110.6(2) . . ?
F2 B1 F1 108.41(18) . . ?
F4 B1 F1 110.3(2) . . ?
F2 B1 F3 109.1(2) . . ?
F4 B1 F3 108.79(19) . . ?
F1 B1 F3 109.6(2) . . ?

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.03
_diffrn_measured_fraction_theta_full 0.998
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.393
_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_new
_database_code_depnum_ccdc_archive 'CCDC 1570258'
_audit_update_record             
;
2017-08-22 deposited with the CCDC.
2018-04-05 downloaded from the CCDC.
;


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C28 H28 Fe N4 O2, Cl O4'
_chemical_formula_sum            'C28 H28 Cl Fe N4 O6'
_chemical_formula_weight         607.84

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   Pbca

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

_cell_length_a                   16.7007(7)
_cell_length_b                   15.1105(8)
_cell_length_c                   20.7773(11)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                90.000(5)
_cell_volume                     5243.3(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    2344
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      23.53

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark brown'
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.540
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2520
_exptl_absorpt_coefficient_mu    0.729
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9048
_exptl_absorpt_correction_T_max  0.9714
_exptl_absorpt_process_details   '(SADABS; Sheldrick, 2004)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71069
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Bruker-AXS APEX CCD area-detector'
_diffrn_measurement_method       'φ and ω'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            25058
_diffrn_reflns_av_R_equivalents  0.1203
_diffrn_reflns_av_sigmaI/netI    0.1329
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.67
_diffrn_reflns_theta_max         25.68
_reflns_number_total             4975
_reflns_number_gt                2922
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SIR97 (Altomare et al, 1999)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Mercury (Macrae et al, 2008)'
_computing_publication_material  'Mercury (Macrae et al, 2008)'

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         4975
_refine_ls_number_parameters     361
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1147
_refine_ls_R_factor_gt           0.0527
_refine_ls_wR_factor_ref         0.1219
_refine_ls_wR_factor_gt          0.1055
_refine_ls_goodness_of_fit_ref   0.930
_refine_ls_restrained_S_all      0.930
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.23425(3) -0.00195(4) 0.16827(3) 0.01785(15) Uani 1 1 d . . .
Cl1 Cl -0.00193(6) -0.09037(7) 0.27543(5) 0.0234(2) Uani 1 1 d . . .
O1 O 0.15677(14) 0.09079(17) 0.16312(13) 0.0223(6) Uani 1 1 d . . .
O2 O 0.29531(15) 0.01123(18) 0.09096(12) 0.0230(6) Uani 1 1 d . . .
O3 O 0.02867(16) -0.00180(19) 0.27128(14) 0.0368(8) Uani 1 1 d . . .
O4 O -0.05625(16) -0.1072(2) 0.22369(14) 0.0430(9) Uani 1 1 d . . .
O5 O -0.04388(14) -0.10219(18) 0.33578(12) 0.0265(7) Uani 1 1 d . . .
O6 O 0.06380(16) -0.15178(19) 0.27180(14) 0.0379(8) Uani 1 1 d . . .
N1 N 0.14524(17) -0.0823(2) 0.12791(15) 0.0174(7) Uani 1 1 d . . .
N2 N 0.28027(17) -0.1352(2) 0.18590(15) 0.0224(8) Uani 1 1 d . . .
H2A H 0.3353 -0.1326 0.1859 0.027 Uiso 1 1 calc R . .
N3 N 0.21051(18) -0.0185(2) 0.27019(14) 0.0214(8) Uani 1 1 d . . .
H3A H 0.1564 -0.0270 0.2754 0.026 Uiso 1 1 calc R . .
N4 N 0.32402(17) 0.0771(2) 0.21074(14) 0.0195(8) Uani 1 1 d . . .
C1 C 0.0837(2) 0.0983(3) 0.13982(18) 0.0214(9) Uani 1 1 d . . .
C2 C 0.0471(2) 0.1824(3) 0.14438(19) 0.0235(10) Uani 1 1 d . . .
H2 H 0.0742 0.2279 0.1662 0.028 Uiso 1 1 calc R . .
C3 C -0.0256(2) 0.1996(3) 0.11845(18) 0.0239(10) Uani 1 1 d . . .
H3 H -0.0473 0.2569 0.1214 0.029 Uiso 1 1 calc R . .
C4 C -0.0691(2) 0.1319(3) 0.08700(17) 0.0193(9) Uani 1 1 d . . .
C5 C -0.1454(2) 0.1489(3) 0.06019(19) 0.0240(10) Uani 1 1 d . . .
H5 H -0.1663 0.2067 0.0619 0.029 Uiso 1 1 calc R . .
C6 C -0.1893(2) 0.0838(3) 0.03195(19) 0.0251(10) Uani 1 1 d . . .
H6 H -0.2399 0.0966 0.0143 0.030 Uiso 1 1 calc R . .
C7 C -0.1590(2) -0.0016(3) 0.02939(18) 0.0250(10) Uani 1 1 d . . .
H7 H -0.1897 -0.0467 0.0104 0.030 Uiso 1 1 calc R . .
C8 C -0.0843(2) -0.0216(3) 0.05421(18) 0.0222(9) Uani 1 1 d . . .
H8 H -0.0647 -0.0798 0.0512 0.027 Uiso 1 1 calc R . .
C9 C -0.0370(2) 0.0447(3) 0.08417(17) 0.0178(9) Uani 1 1 d . . .
C10 C 0.0422(2) 0.0281(2) 0.11057(17) 0.0167(9) Uani 1 1 d . . .
C11 C 0.0751(2) -0.0582(3) 0.10779(18) 0.0208(9) Uani 1 1 d . . .
H11 H 0.0428 -0.1024 0.0895 0.025 Uiso 1 1 calc R . .
C12 C 0.1644(2) -0.1772(3) 0.12187(19) 0.0222(9) Uani 1 1 d . . .
H12A H 0.1481 -0.1987 0.0794 0.027 Uiso 1 1 calc R . .
H12B H 0.1352 -0.2109 0.1545 0.027 Uiso 1 1 calc R . .
C13 C 0.2547(2) -0.1906(3) 0.13074(19) 0.0225(10) Uani 1 1 d . . .
H13A H 0.2663 -0.2531 0.1394 0.027 Uiso 1 1 calc R . .
H13B H 0.2834 -0.1730 0.0917 0.027 Uiso 1 1 calc R . .
C14 C 0.2539(2) -0.1694(3) 0.2490(2) 0.0254(10) Uani 1 1 d . . .
H14A H 0.2906 -0.2161 0.2633 0.031 Uiso 1 1 calc R . .
H14B H 0.2003 -0.1951 0.2450 0.031 Uiso 1 1 calc R . .
C15 C 0.2525(2) -0.0955(3) 0.29826(19) 0.0267(10) Uani 1 1 d . . .
H15A H 0.2248 -0.1153 0.3372 0.032 Uiso 1 1 calc R . .
H15B H 0.3074 -0.0790 0.3100 0.032 Uiso 1 1 calc R . .
C16 C 0.2322(2) 0.0664(3) 0.30124(19) 0.0269(10) Uani 1 1 d . . .
H16A H 0.2299 0.0604 0.3482 0.032 Uiso 1 1 calc R . .
H16B H 0.1946 0.1128 0.2883 0.032 Uiso 1 1 calc R . .
C17 C 0.3163(2) 0.0907(3) 0.28042(18) 0.0248(9) Uani 1 1 d . . .
H17A H 0.3272 0.1528 0.2910 0.030 Uiso 1 1 calc R . .
H17B H 0.3553 0.0538 0.3032 0.030 Uiso 1 1 calc R . .
C18 C 0.3866(2) 0.1104(2) 0.18270(18) 0.0177(9) Uani 1 1 d . . .
H18 H 0.4224 0.1420 0.2091 0.021 Uiso 1 1 calc R . .
C19 C 0.4070(2) 0.1043(2) 0.11642(18) 0.0178(9) Uani 1 1 d . . .
C20 C 0.4785(2) 0.1479(3) 0.09245(18) 0.0185(9) Uani 1 1 d . . .
C21 C 0.5295(2) 0.2013(3) 0.1315(2) 0.0259(10) Uani 1 1 d . . .
H21 H 0.5171 0.2094 0.1752 0.031 Uiso 1 1 calc R . .
C22 C 0.5960(2) 0.2408(3) 0.1064(2) 0.0317(11) Uani 1 1 d . . .
H22 H 0.6285 0.2757 0.1333 0.038 Uiso 1 1 calc R . .
C23 C 0.6166(2) 0.2308(3) 0.0423(2) 0.0291(11) Uani 1 1 d . . .
H23 H 0.6632 0.2577 0.0261 0.035 Uiso 1 1 calc R . .
C24 C 0.5686(2) 0.1812(3) 0.0022(2) 0.0266(10) Uani 1 1 d . . .
H24 H 0.5824 0.1744 -0.0414 0.032 Uiso 1 1 calc R . .
C25 C 0.4985(2) 0.1406(3) 0.02674(19) 0.0219(9) Uani 1 1 d . . .
C26 C 0.4484(2) 0.0908(3) -0.01496(19) 0.0258(10) Uani 1 1 d . . .
H26 H 0.4618 0.0860 -0.0588 0.031 Uiso 1 1 calc R . .
C27 C 0.3816(2) 0.0500(3) 0.00738(18) 0.0228(10) Uani 1 1 d . . .
H27 H 0.3491 0.0180 -0.0214 0.027 Uiso 1 1 calc R . .
C28 C 0.3598(2) 0.0546(3) 0.07341(18) 0.0187(9) 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
Fe1 O1 1.910(3) . ?
Fe1 O2 1.913(3) . ?
Fe1 N1 2.095(3) . ?
Fe1 N4 2.111(3) . ?
Fe1 N3 2.169(3) . ?
Fe1 N2 2.186(3) . ?
Cl1 O4 1.430(3) . ?
Cl1 O3 1.435(3) . ?
Cl1 O6 1.439(3) . ?
Cl1 O5 1.447(3) . ?
O1 C1 1.318(4) . ?
O2 C28 1.312(4) . ?
N1 C11 1.296(4) . ?
N1 C12 1.474(5) . ?
N2 C14 1.477(5) . ?
N2 C13 1.483(5) . ?
N2 H2A 0.9200 . ?
N3 C15 1.479(5) . ?
N3 C16 1.481(5) . ?
N3 H3A 0.9200 . ?
N4 C18 1.299(4) . ?
N4 C17 1.468(5) . ?
C1 C10 1.405(5) . ?
C1 C2 1.413(5) . ?
C2 C3 1.354(5) . ?
C2 H2 0.9400 . ?
C3 C4 1.414(5) . ?
C3 H3 0.9400 . ?
C4 C5 1.415(5) . ?
C4 C9 1.424(5) . ?
C5 C6 1.360(5) . ?
C5 H5 0.9400 . ?
C6 C7 1.387(6) . ?
C6 H6 0.9400 . ?
C7 C8 1.383(5) . ?
C7 H7 0.9400 . ?
C8 C9 1.420(5) . ?
C8 H8 0.9400 . ?
C9 C10 1.454(5) . ?
C10 C11 1.416(5) . ?
C11 H11 0.9400 . ?
C12 C13 1.532(5) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C14 C15 1.514(6) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C17 1.515(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C18 C19 1.422(5) . ?
C18 H18 0.9400 . ?
C19 C28 1.409(5) . ?
C19 C20 1.451(5) . ?
C20 C25 1.410(5) . ?
C20 C21 1.426(5) . ?
C21 C22 1.364(5) . ?
C21 H21 0.9400 . ?
C22 C23 1.385(5) . ?
C22 H22 0.9400 . ?
C23 C24 1.377(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.418(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.421(5) . ?
C26 C27 1.357(5) . ?
C26 H26 0.9400 . ?
C27 C28 1.421(5) . ?
C27 H27 0.9400 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Fe1 O2 103.75(11) . . ?
O1 Fe1 N1 85.54(11) . . ?
O2 Fe1 N1 95.88(11) . . ?
O1 Fe1 N4 95.13(11) . . ?
O2 Fe1 N4 85.04(11) . . ?
N1 Fe1 N4 178.71(12) . . ?
O1 Fe1 N3 90.89(12) . . ?
O2 Fe1 N3 158.31(11) . . ?
N1 Fe1 N3 101.20(12) . . ?
N4 Fe1 N3 77.69(12) . . ?
O1 Fe1 N2 157.40(11) . . ?
O2 Fe1 N2 92.82(12) . . ?
N1 Fe1 N2 77.45(12) . . ?
N4 Fe1 N2 101.62(11) . . ?
N3 Fe1 N2 78.13(12) . . ?
O4 Cl1 O3 110.32(19) . . ?
O4 Cl1 O6 109.25(19) . . ?
O3 Cl1 O6 109.05(17) . . ?
O4 Cl1 O5 108.80(17) . . ?
O3 Cl1 O5 109.84(17) . . ?
O6 Cl1 O5 109.57(17) . . ?
C1 O1 Fe1 135.3(3) . . ?
C28 O2 Fe1 136.3(2) . . ?
C11 N1 C12 116.3(3) . . ?
C11 N1 Fe1 127.4(3) . . ?
C12 N1 Fe1 116.3(2) . . ?
C14 N2 C13 113.8(3) . . ?
C14 N2 Fe1 111.5(2) . . ?
C13 N2 Fe1 106.8(2) . . ?
C14 N2 H2A 108.2 . . ?
C13 N2 H2A 108.2 . . ?
Fe1 N2 H2A 108.2 . . ?
C15 N3 C16 113.2(3) . . ?
C15 N3 Fe1 112.9(2) . . ?
C16 N3 Fe1 106.3(2) . . ?
C15 N3 H3A 108.1 . . ?
C16 N3 H3A 108.1 . . ?
Fe1 N3 H3A 108.1 . . ?
C18 N4 C17 117.3(3) . . ?
C18 N4 Fe1 127.1(3) . . ?
C17 N4 Fe1 115.5(2) . . ?
O1 C1 C10 123.4(4) . . ?
O1 C1 C2 116.9(4) . . ?
C10 C1 C2 119.6(3) . . ?
C3 C2 C1 122.3(4) . . ?
C3 C2 H2 118.8 . . ?
C1 C2 H2 118.8 . . ?
C2 C3 C4 120.3(4) . . ?
C2 C3 H3 119.8 . . ?
C4 C3 H3 119.8 . . ?
C3 C4 C5 120.9(4) . . ?
C3 C4 C9 119.7(3) . . ?
C5 C4 C9 119.4(4) . . ?
C6 C5 C4 121.6(4) . . ?
C6 C5 H5 119.2 . . ?
C4 C5 H5 119.2 . . ?
C5 C6 C7 119.5(4) . . ?
C5 C6 H6 120.3 . . ?
C7 C6 H6 120.3 . . ?
C8 C7 C6 121.2(4) . . ?
C8 C7 H7 119.4 . . ?
C6 C7 H7 119.4 . . ?
C7 C8 C9 120.7(4) . . ?
C7 C8 H8 119.6 . . ?
C9 C8 H8 119.6 . . ?
C8 C9 C4 117.5(3) . . ?
C8 C9 C10 123.4(4) . . ?
C4 C9 C10 119.1(3) . . ?
C1 C10 C11 121.4(3) . . ?
C1 C10 C9 118.8(3) . . ?
C11 C10 C9 119.8(3) . . ?
N1 C11 C10 126.6(4) . . ?
N1 C11 H11 116.7 . . ?
C10 C11 H11 116.7 . . ?
N1 C12 C13 109.4(3) . . ?
N1 C12 H12A 109.8 . . ?
C13 C12 H12A 109.8 . . ?
N1 C12 H12B 109.8 . . ?
C13 C12 H12B 109.8 . . ?
H12A C12 H12B 108.2 . . ?
N2 C13 C12 107.6(3) . . ?
N2 C13 H13A 110.2 . . ?
C12 C13 H13A 110.2 . . ?
N2 C13 H13B 110.2 . . ?
C12 C13 H13B 110.2 . . ?
H13A C13 H13B 108.5 . . ?
N2 C14 C15 110.3(3) . . ?
N2 C14 H14A 109.6 . . ?
C15 C14 H14A 109.6 . . ?
N2 C14 H14B 109.6 . . ?
C15 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
N3 C15 C14 108.7(3) . . ?
N3 C15 H15A 109.9 . . ?
C14 C15 H15A 109.9 . . ?
N3 C15 H15B 109.9 . . ?
C14 C15 H15B 109.9 . . ?
H15A C15 H15B 108.3 . . ?
N3 C16 C17 108.2(3) . . ?
N3 C16 H16A 110.1 . . ?
C17 C16 H16A 110.1 . . ?
N3 C16 H16B 110.1 . . ?
C17 C16 H16B 110.1 . . ?
H16A C16 H16B 108.4 . . ?
N4 C17 C16 109.2(3) . . ?
N4 C17 H17A 109.8 . . ?
C16 C17 H17A 109.8 . . ?
N4 C17 H17B 109.8 . . ?
C16 C17 H17B 109.8 . . ?
H17A C17 H17B 108.3 . . ?
N4 C18 C19 127.0(3) . . ?
N4 C18 H18 116.5 . . ?
C19 C18 H18 116.5 . . ?
C28 C19 C18 121.0(3) . . ?
C28 C19 C20 119.0(4) . . ?
C18 C19 C20 120.0(3) . . ?
C25 C20 C21 117.0(3) . . ?
C25 C20 C19 119.4(3) . . ?
C21 C20 C19 123.6(4) . . ?
C22 C21 C20 121.1(4) . . ?
C22 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C21 C22 C23 121.4(4) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 H22 119.3 . . ?
C24 C23 C22 119.8(4) . . ?
C24 C23 H23 120.1 . . ?
C22 C23 H23 120.1 . . ?
C23 C24 C25 119.9(4) . . ?
C23 C24 H24 120.1 . . ?
C25 C24 H24 120.1 . . ?
C20 C25 C24 120.7(4) . . ?
C20 C25 C26 119.5(3) . . ?
C24 C25 C26 119.8(4) . . ?
C27 C26 C25 121.1(4) . . ?
C27 C26 H26 119.4 . . ?
C25 C26 H26 119.4 . . ?
C26 C27 C28 121.2(4) . . ?
C26 C27 H27 119.4 . . ?
C28 C27 H27 119.4 . . ?
O2 C28 C19 123.3(4) . . ?
O2 C28 C27 117.0(3) . . ?
C19 C28 C27 119.7(3) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        25.68
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.379
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.084
