# Electronic Supplementary Material (ESI) for Organic Chemistry Frontiers.
# This journal is © the Partner Organisations 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_lq-fe
_database_code_depnum_ccdc_archive 'CCDC 1587067'
_audit_update_record             
;
2017-11-22 deposited with the CCDC.
2018-06-11 downloaded from the CCDC.
;
_audit_creation_date             2017-11-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.02.19 svn.r3266 for OlexSys, GUI svn.r5155)
;
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '0.27(C33 H33 Fe N3 O4), 0.27(C H Cl3)'
_chemical_formula_sum            'C11 H10 Cl0.07 Fe N O'
_chemical_formula_weight         230.41
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables 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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.5467(9)
_cell_length_b                   13.5703(18)
_cell_length_c                   26.060(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3376.1(6)
_cell_formula_units_Z            15
_cell_measurement_reflns_used    2724
_cell_measurement_temperature    294.24(10)
_cell_measurement_theta_max      72.0660
_cell_measurement_theta_min      5.6730
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    13.279
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.29372
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear orangish orange'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.700
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1772
_exptl_crystal_size_max          0.65
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.25
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0354
_diffrn_reflns_av_unetI/netI     0.0440
_diffrn_reflns_Laue_measured_fraction_full 0.727
_diffrn_reflns_Laue_measured_fraction_max 0.702
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            7067
_diffrn_reflns_point_group_measured_fraction_full 0.607
_diffrn_reflns_point_group_measured_fraction_max 0.580
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         71.873
_diffrn_reflns_theta_min         4.705
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      294.24(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 0.727
_diffrn_measured_fraction_theta_max 0.702
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -31.00   63.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -77.0000 -180.0000 94

#__ type_ start__ end____ width___ exp.time_
  2 omega  -31.00   53.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -57.0000   60.0000 84

#__ type_ start__ end____ width___ exp.time_
  3 omega    2.00   32.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   90.0000  -15.1689 30

#__ type_ start__ end____ width___ exp.time_
  4 omega    2.00   32.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   90.0000  144.9393 30

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  104.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000 -150.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   10.00  104.00   1.0000    6.0800
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  -90.0000 94

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00  109.00   1.0000   24.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  150.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000   24.3100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   30.0000 53
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0112399000
_diffrn_orient_matrix_UB_12      -0.1085290000
_diffrn_orient_matrix_UB_13      0.0171537000
_diffrn_orient_matrix_UB_21      -0.0188013000
_diffrn_orient_matrix_UB_22      -0.0336279000
_diffrn_orient_matrix_UB_23      -0.0559932000
_diffrn_orient_matrix_UB_31      0.1597405000
_diffrn_orient_matrix_UB_32      0.0036650000
_diffrn_orient_matrix_UB_33      -0.0078484000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.466
_reflns_Friedel_fraction_full    0.451
_reflns_Friedel_fraction_max     0.422
_reflns_number_gt                3348
_reflns_number_total             3842
_reflns_odcompleteness_completeness 73.09
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.525
_refine_diff_density_min         -0.580
_refine_diff_density_rms         0.081
_refine_ls_abs_structure_details 
;
 Flack x determined using 933 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.004(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     410
_refine_ls_number_reflns         3842
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0790
_refine_ls_R_factor_gt           0.0679
_refine_ls_restrained_S_all      1.082
_refine_ls_shift/su_max          0.078
_refine_ls_shift/su_mean         0.002
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0742P)²+7.7928P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1643
_refine_ls_wR_factor_ref         0.1774
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C00G(H00G), C00L(H00L), C00P(H00P), C00Q(H00Q), C00T(H00T), C019(H019)
2.b Aromatic/amide H refined with riding coordinates:
 C00J(H00J), C00K(H00K), C00M(H00M), C00N(H00N), C00O(H00O), C00R(H00R),
 C00U(H00U), C00V(H00V), C00W(H00W), C00Z(H00Z), C010(H010), C011(H011),
 C012(H012), C014(H014), C015(H015), C016(H016), C017(H017), C018(H018)
2.c Idealised Me refined as rotating group:
 C00S(H00A,H00B,H00C), C00Y(H00D,H00E,H00F), C013(H01A,H01B,H01C)
2.d Idealised tetrahedral OH refined as rotating group:
 O004(H004)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Fe01 Fe 0.24262(16) 0.27582(12) 0.44085(5) 0.0440(5) Uani 1 1 d . . . . .
Cl00 Cl 0.9444(5) 0.4576(5) 0.3216(2) 0.144(2) Uani 1 1 d . . . . .
Cl1 Cl 0.7433(7) 0.4306(6) 0.2444(2) 0.193(3) Uani 1 1 d . . . . .
O004 O 0.1255(7) 0.7727(6) 0.4875(2) 0.0501(18) Uani 1 1 d . . . . .
H004 H 0.0947 0.8241 0.4755 0.075 Uiso 1 1 calc GR . . . .
O005 O 0.3857(6) 0.6195(6) 0.5201(2) 0.0476(18) Uani 1 1 d . . . . .
N006 N 0.0383(7) 0.5571(6) 0.5450(3) 0.0368(19) Uani 1 1 d . . . . .
Cl2 Cl 0.7633(7) 0.2878(6) 0.3227(4) 0.224(4) Uani 1 1 d . . . . .
N008 N 0.1813(7) 0.5665(6) 0.5582(3) 0.0385(19) Uani 1 1 d . . . . .
O009 O 0.5035(10) 0.4437(7) 0.3719(4) 0.098(3) Uani 1 1 d . . . . .
O00A O 0.3124(12) 0.4709(7) 0.3299(3) 0.093(3) Uani 1 1 d . . . . .
C00B C 0.0265(9) 0.5772(8) 0.4970(3) 0.037(2) Uani 1 1 d . . . . .
N00C N 0.3892(12) 0.4839(7) 0.3658(4) 0.063(3) Uani 1 1 d . . . . .
C00D C 0.1643(8) 0.6029(8) 0.4711(3) 0.034(2) Uani 1 1 d . . . . .
C00E C 0.2259(9) 0.4245(7) 0.4597(3) 0.036(2) Uani 1 1 d . . . . .
C00F C 0.2624(9) 0.5992(7) 0.5190(3) 0.034(2) Uani 1 1 d . . . . .
C00G C 0.2117(8) 0.5222(7) 0.4321(3) 0.037(2) Uani 1 1 d . . . . .
H00G H 0.1393 0.5156 0.4057 0.044 Uiso 1 1 calc R . . . .
C00H C 0.2226(10) 0.5370(8) 0.6087(3) 0.042(2) Uani 1 1 d . . . . .
C00I C 0.4720(10) 0.6826(8) 0.3530(3) 0.040(3) Uani 1 1 d . . . . .
C00J C 0.3493(10) 0.3828(9) 0.4821(4) 0.045(3) Uani 1 1 d . . . . .
H00J H 0.4405 0.4044 0.4764 0.054 Uiso 1 1 calc R . . . .
C00K C 0.1084(10) 0.3684(8) 0.4794(4) 0.047(3) Uani 1 1 d . . . . .
H00K H 0.0145 0.3784 0.4715 0.057 Uiso 1 1 calc R . . . .
C00L C 0.1566(9) 0.7053(8) 0.4468(3) 0.039(2) Uani 1 1 d . . . . .
H00L H 0.0776 0.7059 0.4228 0.047 Uiso 1 1 calc R . . . .
C00M C 0.6070(12) 0.7020(11) 0.2763(4) 0.071(4) Uani 1 1 d . . . . .
H00M H 0.6101 0.7006 0.2406 0.085 Uiso 1 1 calc R . . . .
C00N C 0.5932(10) 0.6983(9) 0.3801(3) 0.050(3) Uani 1 1 d . . . . .
H00N H 0.5893 0.6979 0.4158 0.060 Uiso 1 1 calc R . . . .
C00O C 0.4809(12) 0.6879(10) 0.3002(4) 0.063(4) Uani 1 1 d . . . . .
H00O H 0.4000 0.6819 0.2805 0.076 Uiso 1 1 calc R . . . .
C00P C 0.2862(9) 0.7367(7) 0.4178(3) 0.038(2) Uani 1 1 d . . . . .
H00P H 0.3622 0.7470 0.4426 0.046 Uiso 1 1 calc R . . . .
C00Q C 0.3457(9) 0.5569(8) 0.4067(3) 0.043(3) Uani 1 1 d . . . . .
H00Q H 0.4197 0.5610 0.4327 0.052 Uiso 1 1 calc R . . . .
C00R C 0.7204(11) 0.7147(9) 0.3566(4) 0.056(3) Uani 1 1 d . . . . .
H00R H 0.8004 0.7233 0.3765 0.067 Uiso 1 1 calc R . . . .
C00S C -0.1106(9) 0.5742(9) 0.4710(4) 0.048(3) Uani 1 1 d . . . . .
H00A H -0.1758 0.5376 0.4916 0.071 Uiso 1 1 calc GR . . . .
H00B H -0.1005 0.5429 0.4382 0.071 Uiso 1 1 calc GR . . . .
H00C H -0.1447 0.6401 0.4664 0.071 Uiso 1 1 calc GR . . . .
C00T C 0.3328(10) 0.6589(8) 0.3792(3) 0.041(3) Uani 1 1 d . . . . .
H00T H 0.2605 0.6534 0.3527 0.049 Uiso 1 1 calc R . . . .
C00U C 0.1632(11) 0.2951(9) 0.5132(4) 0.050(3) Uani 1 1 d . . . . .
H00U H 0.1105 0.2494 0.5315 0.059 Uiso 1 1 calc R . . . .
C00V C 0.1210(13) 0.5259(10) 0.6454(4) 0.066(4) Uani 1 1 d . . . . .
H00V H 0.0276 0.5387 0.6378 0.080 Uiso 1 1 calc R . . . .
C00W C 0.3610(12) 0.5209(10) 0.6204(4) 0.062(3) Uani 1 1 d . . . . .
H00W H 0.4295 0.5296 0.5955 0.074 Uiso 1 1 calc R . . . .
C00X C 0.7299(12) 0.7184(9) 0.3030(4) 0.059(3) Uani 1 1 d . . . . .
C00Y C 0.2569(12) 0.8350(8) 0.3902(4) 0.056(3) Uani 1 1 d . . . . .
H00D H 0.1887 0.8246 0.3637 0.084 Uiso 1 1 calc GR . . . .
H00E H 0.3421 0.8594 0.3753 0.084 Uiso 1 1 calc GR . . . .
H00F H 0.2215 0.8821 0.4145 0.084 Uiso 1 1 calc GR . . . .
C00Z C 0.3105(11) 0.3034(10) 0.5144(3) 0.053(3) Uani 1 1 d . . . . .
H00Z H 0.3714 0.2638 0.5331 0.063 Uiso 1 1 calc R . . . .
C010 C 0.3977(14) 0.4921(11) 0.6686(5) 0.081(4) Uani 1 1 d . . . . .
H010 H 0.4915 0.4805 0.6761 0.097 Uiso 1 1 calc R . . . .
C011 C 0.2986(16) 0.4801(12) 0.7062(4) 0.087(5) Uani 1 1 d . . . . .
H011 H 0.3250 0.4620 0.7392 0.104 Uiso 1 1 calc R . . . .
C012 C 0.1252(14) 0.2013(11) 0.3874(6) 0.077(4) Uani 1 1 d . . . . .
H012 H 0.0291 0.2076 0.3826 0.092 Uiso 1 1 calc R . . . .
C013 C 0.8675(13) 0.7384(13) 0.2769(5) 0.089(5) Uani 1 1 d . . . . .
H01A H 0.8801 0.6927 0.2491 0.134 Uiso 1 1 calc GR . . . .
H01B H 0.9425 0.7308 0.3011 0.134 Uiso 1 1 calc GR . . . .
H01C H 0.8679 0.8044 0.2637 0.134 Uiso 1 1 calc GR . . . .
C014 C 0.3609(14) 0.2224(13) 0.3808(5) 0.074(4) Uani 1 1 d . . . . .
H014 H 0.4483 0.2461 0.3710 0.089 Uiso 1 1 calc R . . . .
C015 C 0.3350(13) 0.1449(10) 0.4160(5) 0.068(4) Uani 1 1 d . . . . .
H015 H 0.4024 0.1080 0.4332 0.082 Uiso 1 1 calc R . . . .
C016 C 0.1600(15) 0.4952(12) 0.6944(4) 0.084(5) Uani 1 1 d . . . . .
H016 H 0.0918 0.4848 0.7193 0.100 Uiso 1 1 calc R . . . .
C017 C 0.2284(19) 0.2575(10) 0.3629(4) 0.080(4) Uani 1 1 d . . . . .
H017 H 0.2136 0.3080 0.3395 0.096 Uiso 1 1 calc R . . . .
C018 C 0.1909(15) 0.1341(10) 0.4203(5) 0.071(4) Uani 1 1 d . . . . .
H018 H 0.1453 0.0894 0.4416 0.085 Uiso 1 1 calc R . . . .
C019 C 0.7767(17) 0.4124(14) 0.3094(6) 0.112(6) Uani 1 1 d . . . . .
H019 H 0.7082 0.4490 0.3299 0.135 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
Fe01 C00E 2.082(10) . ?
Fe01 C00J 2.074(10) . ?
Fe01 C00K 2.056(10) . ?
Fe01 C00U 2.050(10) . ?
Fe01 C00Z 2.058(9) . ?
Fe01 C012 2.054(11) . ?
Fe01 C014 2.062(12) . ?
Fe01 C015 2.087(11) . ?
Fe01 C017 2.051(10) . ?
Fe01 C018 2.056(13) . ?
Cl00 C019 1.743(18) . ?
Cl1 C019 1.740(16) . ?
O004 H004 0.8200 . ?
O004 C00L 1.432(11) . ?
O005 C00F 1.209(10) . ?
N006 N008 1.414(10) . ?
N006 C00B 1.284(10) . ?
Cl2 C019 1.73(2) . ?
N008 C00F 1.358(10) . ?
N008 C00H 1.430(10) . ?
O009 N00C 1.230(13) . ?
O00A N00C 1.202(13) . ?
C00B C00D 1.520(12) . ?
C00B C00S 1.474(12) . ?
N00C C00Q 1.514(13) . ?
C00D C00F 1.561(11) . ?
C00D C00G 1.560(12) . ?
C00D C00L 1.528(14) . ?
C00E C00G 1.514(13) . ?
C00E C00J 1.432(12) . ?
C00E C00K 1.450(13) . ?
C00G H00G 0.9800 . ?
C00G C00Q 1.515(12) . ?
C00H C00V 1.371(13) . ?
C00H C00W 1.374(14) . ?
C00I C00N 1.373(13) . ?
C00I C00O 1.381(12) . ?
C00I C00T 1.528(13) . ?
C00J H00J 0.9300 . ?
C00J C00Z 1.416(16) . ?
C00K H00K 0.9300 . ?
C00K C00U 1.429(15) . ?
C00L H00L 0.9800 . ?
C00L C00P 1.512(12) . ?
C00M H00M 0.9300 . ?
C00M C00O 1.368(15) . ?
C00M C00X 1.383(15) . ?
C00N H00N 0.9300 . ?
C00N C00R 1.378(13) . ?
C00O H00O 0.9300 . ?
C00P H00P 0.9800 . ?
C00P C00T 1.525(13) . ?
C00P C00Y 1.541(14) . ?
C00Q H00Q 0.9800 . ?
C00Q C00T 1.563(15) . ?
C00R H00R 0.9300 . ?
C00R C00X 1.401(12) . ?
C00S H00A 0.9600 . ?
C00S H00B 0.9600 . ?
C00S H00C 0.9600 . ?
C00T H00T 0.9800 . ?
C00U H00U 0.9300 . ?
C00U C00Z 1.411(13) . ?
C00V H00V 0.9300 . ?
C00V C016 1.393(15) . ?
C00W H00W 0.9300 . ?
C00W C010 1.359(15) . ?
C00X C013 1.505(15) . ?
C00Y H00D 0.9600 . ?
C00Y H00E 0.9600 . ?
C00Y H00F 0.9600 . ?
C00Z H00Z 0.9300 . ?
C010 H010 0.9300 . ?
C010 C011 1.371(18) . ?
C011 H011 0.9300 . ?
C011 C016 1.374(18) . ?
C012 H012 0.9300 . ?
C012 C017 1.399(19) . ?
C012 C018 1.400(18) . ?
C013 H01A 0.9600 . ?
C013 H01B 0.9600 . ?
C013 H01C 0.9600 . ?
C014 H014 0.9300 . ?
C014 C015 1.42(2) . ?
C014 C017 1.429(19) . ?
C015 H015 0.9300 . ?
C015 C018 1.388(17) . ?
C016 H016 0.9300 . ?
C017 H017 0.9300 . ?
C018 H018 0.9300 . ?
C019 H019 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00E Fe01 C015 158.5(5) . . ?
C00J Fe01 C00E 40.3(4) . . ?
C00J Fe01 C015 123.3(5) . . ?
C00K Fe01 C00E 41.0(4) . . ?
C00K Fe01 C00J 68.0(4) . . ?
C00K Fe01 C00Z 68.3(4) . . ?
C00K Fe01 C014 158.0(6) . . ?
C00K Fe01 C015 159.2(6) . . ?
C00U Fe01 C00E 68.4(4) . . ?
C00U Fe01 C00J 67.4(4) . . ?
C00U Fe01 C00K 40.7(4) . . ?
C00U Fe01 C00Z 40.2(4) . . ?
C00U Fe01 C012 119.0(6) . . ?
C00U Fe01 C014 161.1(6) . . ?
C00U Fe01 C015 123.4(6) . . ?
C00U Fe01 C017 154.5(6) . . ?
C00U Fe01 C018 105.7(5) . . ?
C00Z Fe01 C00E 68.2(4) . . ?
C00Z Fe01 C00J 40.1(4) . . ?
C00Z Fe01 C014 126.8(5) . . ?
C00Z Fe01 C015 108.1(5) . . ?
C012 Fe01 C00E 126.5(5) . . ?
C012 Fe01 C00J 164.6(6) . . ?
C012 Fe01 C00K 107.0(5) . . ?
C012 Fe01 C00Z 153.3(6) . . ?
C012 Fe01 C014 67.1(5) . . ?
C012 Fe01 C015 66.5(5) . . ?
C012 Fe01 C018 39.8(5) . . ?
C014 Fe01 C00E 124.2(6) . . ?
C014 Fe01 C00J 111.8(5) . . ?
C014 Fe01 C015 40.0(6) . . ?
C017 Fe01 C00E 110.2(5) . . ?
C017 Fe01 C00J 129.1(6) . . ?
C017 Fe01 C00K 121.1(5) . . ?
C017 Fe01 C00Z 164.9(6) . . ?
C017 Fe01 C012 39.9(5) . . ?
C017 Fe01 C014 40.7(5) . . ?
C017 Fe01 C015 67.5(5) . . ?
C017 Fe01 C018 67.2(5) . . ?
C018 Fe01 C00E 161.6(5) . . ?
C018 Fe01 C00J 155.2(5) . . ?
C018 Fe01 C00K 123.3(5) . . ?
C018 Fe01 C00Z 119.2(5) . . ?
C018 Fe01 C014 66.7(6) . . ?
C018 Fe01 C015 39.1(5) . . ?
C00L O004 H004 109.5 . . ?
C00B N006 N008 107.7(7) . . ?
N006 N008 C00H 117.8(7) . . ?
C00F N008 N006 113.3(7) . . ?
C00F N008 C00H 128.8(7) . . ?
N006 C00B C00D 113.9(7) . . ?
N006 C00B C00S 121.3(8) . . ?
C00S C00B C00D 124.8(7) . . ?
O009 N00C C00Q 116.3(11) . . ?
O00A N00C O009 125.2(11) . . ?
O00A N00C C00Q 118.5(11) . . ?
C00B C00D C00F 99.0(6) . . ?
C00B C00D C00G 112.3(8) . . ?
C00B C00D C00L 110.5(7) . . ?
C00G C00D C00F 108.9(7) . . ?
C00L C00D C00F 112.9(8) . . ?
C00L C00D C00G 112.5(7) . . ?
C00G C00E Fe01 138.1(6) . . ?
C00J C00E Fe01 69.5(6) . . ?
C00J C00E C00G 127.9(8) . . ?
C00J C00E C00K 106.5(8) . . ?
C00K C00E Fe01 68.5(5) . . ?
C00K C00E C00G 123.9(8) . . ?
O005 C00F N008 127.6(8) . . ?
O005 C00F C00D 126.6(7) . . ?
N008 C00F C00D 105.7(7) . . ?
C00D C00G H00G 108.5 . . ?
C00E C00G C00D 109.4(7) . . ?
C00E C00G H00G 108.5 . . ?
C00E C00G C00Q 113.8(7) . . ?
C00Q C00G C00D 108.1(8) . . ?
C00Q C00G H00G 108.5 . . ?
C00V C00H N008 118.5(9) . . ?
C00V C00H C00W 120.5(9) . . ?
C00W C00H N008 121.0(8) . . ?
C00N C00I C00O 117.0(9) . . ?
C00N C00I C00T 122.4(8) . . ?
C00O C00I C00T 120.6(9) . . ?
Fe01 C00J H00J 126.6 . . ?
C00E C00J Fe01 70.2(5) . . ?
C00E C00J H00J 125.4 . . ?
C00Z C00J Fe01 69.4(6) . . ?
C00Z C00J C00E 109.2(8) . . ?
C00Z C00J H00J 125.4 . . ?
Fe01 C00K H00K 125.5 . . ?
C00E C00K Fe01 70.5(5) . . ?
C00E C00K H00K 126.2 . . ?
C00U C00K Fe01 69.4(6) . . ?
C00U C00K C00E 107.5(9) . . ?
C00U C00K H00K 126.2 . . ?
O004 C00L C00D 106.5(7) . . ?
O004 C00L H00L 108.0 . . ?
O004 C00L C00P 111.1(8) . . ?
C00D C00L H00L 108.0 . . ?
C00P C00L C00D 115.0(7) . . ?
C00P C00L H00L 108.0 . . ?
C00O C00M H00M 118.6 . . ?
C00O C00M C00X 122.7(9) . . ?
C00X C00M H00M 118.6 . . ?
C00I C00N H00N 118.7 . . ?
C00I C00N C00R 122.6(8) . . ?
C00R C00N H00N 118.7 . . ?
C00I C00O H00O 119.5 . . ?
C00M C00O C00I 121.0(10) . . ?
C00M C00O H00O 119.5 . . ?
C00L C00P H00P 108.5 . . ?
C00L C00P C00T 111.9(8) . . ?
C00L C00P C00Y 109.2(8) . . ?
C00T C00P H00P 108.5 . . ?
C00T C00P C00Y 110.1(7) . . ?
C00Y C00P H00P 108.5 . . ?
N00C C00Q C00G 109.6(8) . . ?
N00C C00Q H00Q 109.0 . . ?
N00C C00Q C00T 106.1(7) . . ?
C00G C00Q H00Q 109.0 . . ?
C00G C00Q C00T 114.1(8) . . ?
C00T C00Q H00Q 109.0 . . ?
C00N C00R H00R 119.8 . . ?
C00N C00R C00X 120.4(10) . . ?
C00X C00R H00R 119.8 . . ?
C00B C00S H00A 109.5 . . ?
C00B C00S H00B 109.5 . . ?
C00B C00S H00C 109.5 . . ?
H00A C00S H00B 109.5 . . ?
H00A C00S H00C 109.5 . . ?
H00B C00S H00C 109.5 . . ?
C00I C00T C00Q 108.8(8) . . ?
C00I C00T H00T 108.2 . . ?
C00P C00T C00I 113.7(8) . . ?
C00P C00T C00Q 109.4(7) . . ?
C00P C00T H00T 108.2 . . ?
C00Q C00T H00T 108.2 . . ?
Fe01 C00U H00U 125.9 . . ?
C00K C00U Fe01 69.9(6) . . ?
C00K C00U H00U 125.6 . . ?
C00Z C00U Fe01 70.2(6) . . ?
C00Z C00U C00K 108.8(11) . . ?
C00Z C00U H00U 125.6 . . ?
C00H C00V H00V 120.6 . . ?
C00H C00V C016 118.9(11) . . ?
C016 C00V H00V 120.6 . . ?
C00H C00W H00W 120.0 . . ?
C010 C00W C00H 120.0(11) . . ?
C010 C00W H00W 120.0 . . ?
C00M C00X C00R 116.2(10) . . ?
C00M C00X C013 122.9(9) . . ?
C00R C00X C013 121.0(11) . . ?
C00P C00Y H00D 109.5 . . ?
C00P C00Y H00E 109.5 . . ?
C00P C00Y H00F 109.5 . . ?
H00D C00Y H00E 109.5 . . ?
H00D C00Y H00F 109.5 . . ?
H00E C00Y H00F 109.5 . . ?
Fe01 C00Z H00Z 125.4 . . ?
C00J C00Z Fe01 70.5(5) . . ?
C00J C00Z H00Z 126.0 . . ?
C00U C00Z Fe01 69.6(6) . . ?
C00U C00Z C00J 108.0(10) . . ?
C00U C00Z H00Z 126.0 . . ?
C00W C010 H010 119.5 . . ?
C00W C010 C011 121.0(12) . . ?
C011 C010 H010 119.5 . . ?
C010 C011 H011 120.4 . . ?
C010 C011 C016 119.2(12) . . ?
C016 C011 H011 120.4 . . ?
Fe01 C012 H012 125.8 . . ?
C017 C012 Fe01 69.9(6) . . ?
C017 C012 H012 125.7 . . ?
C017 C012 C018 108.6(12) . . ?
C018 C012 Fe01 70.2(7) . . ?
C018 C012 H012 125.7 . . ?
C00X C013 H01A 109.5 . . ?
C00X C013 H01B 109.5 . . ?
C00X C013 H01C 109.5 . . ?
H01A C013 H01B 109.5 . . ?
H01A C013 H01C 109.5 . . ?
H01B C013 H01C 109.5 . . ?
Fe01 C014 H014 125.2 . . ?
C015 C014 Fe01 70.9(7) . . ?
C015 C014 H014 126.1 . . ?
C015 C014 C017 107.7(12) . . ?
C017 C014 Fe01 69.2(7) . . ?
C017 C014 H014 126.1 . . ?
Fe01 C015 H015 127.0 . . ?
C014 C015 Fe01 69.1(7) . . ?
C014 C015 H015 126.2 . . ?
C018 C015 Fe01 69.3(8) . . ?
C018 C015 C014 107.6(13) . . ?
C018 C015 H015 126.2 . . ?
C00V C016 H016 119.8 . . ?
C011 C016 C00V 120.4(12) . . ?
C011 C016 H016 119.8 . . ?
Fe01 C017 H017 124.8 . . ?
C012 C017 Fe01 70.2(7) . . ?
C012 C017 C014 107.0(12) . . ?
C012 C017 H017 126.5 . . ?
C014 C017 Fe01 70.1(6) . . ?
C014 C017 H017 126.5 . . ?
Fe01 C018 H018 124.5 . . ?
C012 C018 Fe01 70.0(7) . . ?
C012 C018 H018 125.5 . . ?
C015 C018 Fe01 71.6(8) . . ?
C015 C018 C012 109.0(14) . . ?
C015 C018 H018 125.5 . . ?
Cl00 C019 H019 109.6 . . ?
Cl1 C019 Cl00 107.2(9) . . ?
Cl1 C019 H019 109.6 . . ?
Cl2 C019 Cl00 112.0(10) . . ?
Cl2 C019 Cl1 108.7(11) . . ?
Cl2 C019 H019 109.6 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_date_sample_data_collection 2017-11-20
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_lq-p23-139k
_database_code_depnum_ccdc_archive 'CCDC 1820103'
_audit_update_record             
;
2018-01-29 deposited with the CCDC.
2018-06-11 downloaded from the CCDC.
;
_audit_creation_date             2018-01-23
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C33 H33 Fe N3 O4, C H2 Cl2'
_chemical_formula_sum            'C34 H35 Cl2 Fe N3 O4'
_chemical_formula_weight         676.40
_chemical_absolute_configuration ad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables 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 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe -1.1336 3.1974 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      tetragonal
_space_group_IT_number           92
_space_group_name_H-M_alt        'P 41 21 2'
_space_group_name_Hall           'P 4abw 2nw'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+1/4'
'y+1/2, -x+1/2, z+3/4'
'-x+1/2, y+1/2, -z+1/4'
'x+1/2, -y+1/2, -z+3/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   12.0535(3)
_cell_length_b                   12.0535(3)
_cell_length_c                   43.8649(13)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     6373.0(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    12308
_cell_measurement_temperature    139.05(10)
_cell_measurement_theta_max      72.9330
_cell_measurement_theta_min      4.1050
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    5.686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.22709
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.410
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2816
_exptl_crystal_size_max          0.7
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.35
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0790
_diffrn_reflns_av_unetI/netI     0.0521
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       54
_diffrn_reflns_limit_l_min       -54
_diffrn_reflns_number            34873
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.202
_diffrn_reflns_theta_min         3.803
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      139.05(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω   -104.00 -20.00   1.00    3.19    --  -36.29 -57.00 -90.00   84
  2  ω    -55.00  33.00   1.00    3.19    --  -36.29  38.00-120.00   88
  3  ω    -31.00  53.00   1.00    3.19    --   36.29 -57.00 -60.00   84
  4  ω     20.00 104.00   1.00    3.19    --   36.29  57.00 150.00   84
  5  ω     23.00  90.00   1.00    3.19    --   36.29-125.00  30.00   67
  6  ω     91.00 177.00   1.00   12.75    --  108.71  45.00-180.00   86
  7  ω     39.00 109.00   1.00   12.75    --  108.71 -94.00 -30.00   70
  8  ω     39.00 130.00   1.00   12.75    --  108.71 -30.00   0.00   91
  9  ω    101.00 178.00   1.00   12.75    --  108.71  91.00 -52.00   77
 10  ω     37.00 147.00   1.00   12.75    --  108.71 -15.00-180.00  110
 11  ω    100.00 178.00   1.00   12.75    --  108.71 111.00 120.00   78
 12  ω     91.00 176.00   1.00   12.75    --  108.71  61.00 150.00   85
 13  ω     42.00 127.00   1.00   12.75    --  108.71 -61.00-180.00   85
 14  ω     20.00 104.00   1.00    3.19    --   36.29  57.00  60.00   84
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0327008000
_diffrn_orient_matrix_UB_12      0.0385516000
_diffrn_orient_matrix_UB_13      0.0322526000
_diffrn_orient_matrix_UB_21      0.0616981000
_diffrn_orient_matrix_UB_22      0.1104412000
_diffrn_orient_matrix_UB_23      -0.0052427000
_diffrn_orient_matrix_UB_31      -0.1070341000
_diffrn_orient_matrix_UB_32      0.0515848000
_diffrn_orient_matrix_UB_33      -0.0128804000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.691
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                5512
_reflns_number_total             6315
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.668
_refine_diff_density_min         -0.529
_refine_diff_density_rms         0.093
_refine_ls_abs_structure_details 
;
 Flack x determined using 1827 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.001(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     401
_refine_ls_number_reflns         6315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0745
_refine_ls_R_factor_gt           0.0630
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0760P)²+12.3423P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1467
_refine_ls_wR_factor_ref         0.1552
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C7(H7), C10(H10), C11(H11), C8(H8), C9(H9)
2.b Secondary CH2 refined with riding coordinates:
 C34(H34A,H34B)
2.c Aromatic/amide H refined with riding coordinates:
 C27(H27), C19(H19), C3(H3), C30(H30), C16(H16), C1(H1A), C33(H33), C5(H5),
 C17(H17), C20(H20), C28(H28), C32(H32), C31(H31), C25(H25), C29(H29), C4(H4),
 C2(H2), C26(H26)
2.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C23(H23A,H23B,H23C), C21(H21A,H21B,H21C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.37373(8) 0.83426(8) 0.69838(2) 0.0155(2) Uani 1 1 d . . . . .
Cl2 Cl 0.1200(2) 0.58414(17) 0.66385(5) 0.0463(5) Uani 1 1 d . . . . .
Cl1 Cl -0.0481(2) 0.5933(2) 0.71180(6) 0.0617(7) Uani 1 1 d . . . . .
O2 O 0.7555(4) 0.7300(3) 0.62255(9) 0.0175(8) Uani 1 1 d . . . . .
O1 O 0.7605(4) 0.4525(4) 0.64431(10) 0.0228(9) Uani 1 1 d . . . . .
H1 H 0.7602 0.3862 0.6401 0.034 Uiso 1 1 calc GR . . . .
O4 O 0.3149(4) 0.6608(4) 0.62262(10) 0.0299(11) Uani 1 1 d . . . . .
O3 O 0.3805(4) 0.8216(4) 0.61053(10) 0.0310(11) Uani 1 1 d . . . . .
N2 N 0.8146(4) 0.6147(4) 0.58420(10) 0.0175(10) Uani 1 1 d . . . . .
N1 N 0.3905(4) 0.7269(5) 0.62013(10) 0.0211(11) Uani 1 1 d . . . . .
N3 N 0.7793(5) 0.5179(4) 0.56910(11) 0.0191(11) Uani 1 1 d . . . . .
C7 C 0.5378(5) 0.6074(5) 0.60203(12) 0.0158(12) Uani 1 1 d . . . . .
H7 H 0.4860 0.5449 0.6031 0.019 Uiso 1 1 calc R . . . .
C6 C 0.5255(5) 0.6565(5) 0.57035(12) 0.0167(12) Uani 1 1 d . . . . .
C12 C 0.6539(5) 0.5595(5) 0.60806(12) 0.0149(11) Uani 1 1 d . . . . .
C10 C 0.6220(5) 0.5747(5) 0.66532(12) 0.0155(11) Uani 1 1 d . . . . .
H10 H 0.6786 0.6328 0.6669 0.019 Uiso 1 1 calc R . . . .
C27 C 0.4552(6) 0.7716(6) 0.73476(12) 0.0287(16) Uani 1 1 d . . . . .
H27 H 0.4303 0.7748 0.7548 0.034 Uiso 1 1 calc R . . . .
C19 C 1.0168(6) 0.7444(6) 0.53220(15) 0.0299(16) Uani 1 1 d . . . . .
H19 H 1.0257 0.7554 0.5114 0.036 Uiso 1 1 calc R . . . .
C15 C 0.9101(5) 0.6719(5) 0.57332(14) 0.0195(12) Uani 1 1 d . . . . .
C11 C 0.6543(5) 0.4974(5) 0.63904(12) 0.0163(11) Uani 1 1 d . . . . .
H11 H 0.6005 0.4365 0.6381 0.020 Uiso 1 1 calc R . . . .
C8 C 0.5054(5) 0.6876(5) 0.62825(11) 0.0150(11) Uani 1 1 d . . . . .
H8 H 0.5563 0.7510 0.6283 0.018 Uiso 1 1 calc R . . . .
C3 C 0.5087(6) 0.7298(6) 0.51023(13) 0.0274(15) Uani 1 1 d . . . . .
H3 H 0.5042 0.7533 0.4901 0.033 Uiso 1 1 calc R . . . .
C30 C 0.2480(5) 0.9183(5) 0.71926(13) 0.0217(13) Uani 1 1 d . . . . .
H30 H 0.2378 0.9249 0.7402 0.026 Uiso 1 1 calc R . . . .
C13 C 0.7456(5) 0.6459(5) 0.60697(12) 0.0134(11) Uani 1 1 d . . . . .
C14 C 0.6902(5) 0.4848(5) 0.58207(12) 0.0167(12) Uani 1 1 d . . . . .
C16 C 0.9893(6) 0.7087(6) 0.59358(14) 0.0261(14) Uani 1 1 d . . . . .
H16 H 0.9801 0.6967 0.6144 0.031 Uiso 1 1 calc R . . . .
C1 C 0.4527(5) 0.6059(6) 0.54997(14) 0.0224(13) Uani 1 1 d . . . . .
H1A H 0.4092 0.5467 0.5564 0.027 Uiso 1 1 calc R . . . .
C9 C 0.5077(5) 0.6317(5) 0.65960(12) 0.0159(12) Uani 1 1 d . . . . .
H9 H 0.4499 0.5746 0.6601 0.019 Uiso 1 1 calc R . . . .
C22 C 0.6323(6) 0.3820(5) 0.57208(14) 0.0227(13) Uani 1 1 d . . . . .
H22A H 0.6681 0.3529 0.5542 0.034 Uiso 1 1 calc GR . . . .
H22B H 0.5563 0.3989 0.5674 0.034 Uiso 1 1 calc GR . . . .
H22C H 0.6352 0.3279 0.5881 0.034 Uiso 1 1 calc GR . . . .
C33 C 0.2389(5) 0.8553(6) 0.66996(13) 0.0224(14) Uani 1 1 d . . . . .
H33 H 0.2225 0.8127 0.6529 0.027 Uiso 1 1 calc R . . . .
C5 C 0.5881(6) 0.7452(5) 0.56011(13) 0.0204(13) Uani 1 1 d . . . . .
H5 H 0.6364 0.7808 0.5734 0.024 Uiso 1 1 calc R . . . .
C18 C 1.0977(6) 0.7820(6) 0.55192(16) 0.0270(14) Uani 1 1 d . . . . .
C24 C 0.4867(5) 0.7118(5) 0.68532(12) 0.0151(11) Uani 1 1 d . . . . .
C17 C 1.0826(6) 0.7636(6) 0.58292(16) 0.0270(14) Uani 1 1 d . . . . .
H17 H 1.1358 0.7884 0.5967 0.032 Uiso 1 1 calc R . . . .
C20 C 0.9235(6) 0.6910(6) 0.54264(14) 0.0260(14) Uani 1 1 d . . . . .
H20 H 0.8695 0.6676 0.5289 0.031 Uiso 1 1 calc R . . . .
C28 C 0.4329(6) 0.6841(5) 0.71342(14) 0.0225(14) Uani 1 1 d . . . . .
H28 H 0.3911 0.6208 0.7172 0.027 Uiso 1 1 calc R . . . .
C32 C 0.3036(6) 0.9532(6) 0.67031(14) 0.0258(15) Uani 1 1 d . . . . .
H32 H 0.3360 0.9867 0.6534 0.031 Uiso 1 1 calc R . . . .
C23 C 0.6222(6) 0.5089(6) 0.69501(13) 0.0264(14) Uani 1 1 d . . . . .
H23A H 0.5633 0.4553 0.6946 0.040 Uiso 1 1 calc GR . . . .
H23B H 0.6114 0.5585 0.7119 0.040 Uiso 1 1 calc GR . . . .
H23C H 0.6920 0.4714 0.6972 0.040 Uiso 1 1 calc GR . . . .
C31 C 0.3109(6) 0.9916(5) 0.70077(16) 0.0270(14) Uani 1 1 d . . . . .
H31 H 0.3498 1.0536 0.7074 0.032 Uiso 1 1 calc R . . . .
C25 C 0.5410(5) 0.8146(6) 0.68957(14) 0.0212(13) Uani 1 1 d . . . . .
H25 H 0.5825 0.8519 0.6749 0.025 Uiso 1 1 calc R . . . .
C29 C 0.2030(5) 0.8329(6) 0.70053(14) 0.0218(13) Uani 1 1 d . . . . .
H29 H 0.1588 0.7740 0.7069 0.026 Uiso 1 1 calc R . . . .
C4 C 0.5796(6) 0.7818(6) 0.53014(14) 0.0275(15) Uani 1 1 d . . . . .
H4 H 0.6220 0.8416 0.5236 0.033 Uiso 1 1 calc R . . . .
C2 C 0.4445(6) 0.6431(6) 0.52015(14) 0.0285(15) Uani 1 1 d . . . . .
H2 H 0.3952 0.6090 0.5068 0.034 Uiso 1 1 calc R . . . .
C26 C 0.5216(6) 0.8519(6) 0.72002(15) 0.0273(15) Uani 1 1 d . . . . .
H26 H 0.5479 0.9173 0.7286 0.033 Uiso 1 1 calc R . . . .
C21 C 1.2016(7) 0.8404(7) 0.5407(2) 0.046(2) Uani 1 1 d . . . . .
H21A H 1.2004 0.8441 0.5188 0.069 Uiso 1 1 calc GR . . . .
H21B H 1.2659 0.7998 0.5472 0.069 Uiso 1 1 calc GR . . . .
H21C H 1.2042 0.9141 0.5489 0.069 Uiso 1 1 calc GR . . . .
C34 C 0.0034(9) 0.5200(8) 0.67977(19) 0.052(2) Uani 1 1 d . . . . .
H34A H 0.0227 0.4452 0.6859 0.062 Uiso 1 1 calc R . . . .
H34B H -0.0545 0.5151 0.6645 0.062 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 C27 2.020(6) . ?
Fe1 C30 2.040(6) . ?
Fe1 C33 2.064(6) . ?
Fe1 C24 2.088(6) . ?
Fe1 C28 2.054(6) . ?
Fe1 C32 2.070(6) . ?
Fe1 C31 2.044(6) . ?
Fe1 C25 2.066(6) . ?
Fe1 C29 2.060(6) . ?
Fe1 C26 2.030(6) . ?
Cl2 C34 1.750(9) . ?
Cl1 C34 1.772(9) . ?
O2 C13 1.228(7) . ?
O1 H1 0.8200 . ?
O1 C11 1.409(7) . ?
O4 N1 1.216(7) . ?
O3 N1 1.223(7) . ?
N2 N3 1.408(7) . ?
N2 C15 1.423(8) . ?
N2 C13 1.354(7) . ?
N1 C8 1.507(8) . ?
N3 C14 1.279(8) . ?
C7 H7 0.9800 . ?
C7 C6 1.517(7) . ?
C7 C12 1.537(8) . ?
C7 C8 1.552(8) . ?
C6 C1 1.393(8) . ?
C6 C5 1.384(9) . ?
C12 C11 1.552(7) . ?
C12 C13 1.519(8) . ?
C12 C14 1.517(8) . ?
C10 H10 0.9800 . ?
C10 C11 1.532(8) . ?
C10 C9 1.560(8) . ?
C10 C23 1.524(8) . ?
C27 H27 0.9300 . ?
C27 C28 1.435(10) . ?
C27 C26 1.413(10) . ?
C19 H19 0.9300 . ?
C19 C18 1.380(11) . ?
C19 C20 1.374(10) . ?
C15 C16 1.378(9) . ?
C15 C20 1.375(8) . ?
C11 H11 0.9800 . ?
C8 H8 0.9800 . ?
C8 C9 1.531(7) . ?
C3 H3 0.9300 . ?
C3 C4 1.373(10) . ?
C3 C2 1.372(10) . ?
C30 H30 0.9300 . ?
C30 C31 1.419(10) . ?
C30 C29 1.424(9) . ?
C14 C22 1.488(8) . ?
C16 H16 0.9300 . ?
C16 C17 1.387(10) . ?
C1 H1A 0.9300 . ?
C1 C2 1.386(9) . ?
C9 H9 0.9800 . ?
C9 C24 1.506(8) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
C33 H33 0.9300 . ?
C33 C32 1.415(10) . ?
C33 C29 1.434(9) . ?
C5 H5 0.9300 . ?
C5 C4 1.390(8) . ?
C18 C17 1.390(10) . ?
C18 C21 1.519(10) . ?
C24 C28 1.431(8) . ?
C24 C25 1.414(9) . ?
C17 H17 0.9300 . ?
C20 H20 0.9300 . ?
C28 H28 0.9300 . ?
C32 H32 0.9300 . ?
C32 C31 1.417(10) . ?
C23 H23A 0.9600 . ?
C23 H23B 0.9600 . ?
C23 H23C 0.9600 . ?
C31 H31 0.9300 . ?
C25 H25 0.9300 . ?
C25 C26 1.428(9) . ?
C29 H29 0.9300 . ?
C4 H4 0.9300 . ?
C2 H2 0.9300 . ?
C26 H26 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C27 Fe1 C30 101.1(3) . . ?
C27 Fe1 C33 154.9(3) . . ?
C27 Fe1 C24 68.6(2) . . ?
C27 Fe1 C28 41.2(3) . . ?
C27 Fe1 C32 158.0(3) . . ?
C27 Fe1 C31 119.1(3) . . ?
C27 Fe1 C25 68.3(3) . . ?
C27 Fe1 C29 116.5(3) . . ?
C27 Fe1 C26 40.8(3) . . ?
C30 Fe1 C33 68.0(2) . . ?
C30 Fe1 C24 163.4(3) . . ?
C30 Fe1 C28 123.5(3) . . ?
C30 Fe1 C32 67.7(3) . . ?
C30 Fe1 C31 40.6(3) . . ?
C30 Fe1 C25 150.0(3) . . ?
C30 Fe1 C29 40.6(3) . . ?
C33 Fe1 C24 115.7(2) . . ?
C33 Fe1 C32 40.0(3) . . ?
C33 Fe1 C25 132.0(2) . . ?
C28 Fe1 C33 125.1(3) . . ?
C28 Fe1 C24 40.4(2) . . ?
C28 Fe1 C32 160.5(3) . . ?
C28 Fe1 C25 67.7(3) . . ?
C28 Fe1 C29 109.0(3) . . ?
C32 Fe1 C24 126.3(2) . . ?
C31 Fe1 C33 68.0(3) . . ?
C31 Fe1 C24 155.7(3) . . ?
C31 Fe1 C28 158.3(3) . . ?
C31 Fe1 C32 40.3(3) . . ?
C31 Fe1 C25 118.5(3) . . ?
C31 Fe1 C29 68.6(3) . . ?
C25 Fe1 C24 39.8(2) . . ?
C25 Fe1 C32 111.5(3) . . ?
C29 Fe1 C33 40.7(2) . . ?
C29 Fe1 C24 131.2(3) . . ?
C29 Fe1 C32 68.0(3) . . ?
C29 Fe1 C25 169.2(3) . . ?
C26 Fe1 C30 113.0(3) . . ?
C26 Fe1 C33 163.9(3) . . ?
C26 Fe1 C24 68.3(3) . . ?
C26 Fe1 C28 68.7(3) . . ?
C26 Fe1 C32 124.3(3) . . ?
C26 Fe1 C31 101.8(3) . . ?
C26 Fe1 C25 40.8(3) . . ?
C26 Fe1 C29 148.9(3) . . ?
C11 O1 H1 109.5 . . ?
N3 N2 C15 119.3(5) . . ?
C13 N2 N3 113.0(5) . . ?
C13 N2 C15 127.6(5) . . ?
O4 N1 O3 124.7(6) . . ?
O4 N1 C8 117.5(5) . . ?
O3 N1 C8 117.8(5) . . ?
C14 N3 N2 107.7(5) . . ?
C6 C7 H7 106.4 . . ?
C6 C7 C12 113.1(5) . . ?
C6 C7 C8 114.3(5) . . ?
C12 C7 H7 106.4 . . ?
C12 C7 C8 109.6(4) . . ?
C8 C7 H7 106.4 . . ?
C1 C6 C7 118.6(5) . . ?
C5 C6 C7 123.0(5) . . ?
C5 C6 C1 118.2(5) . . ?
C7 C12 C11 109.6(5) . . ?
C13 C12 C7 113.5(5) . . ?
C13 C12 C11 110.9(5) . . ?
C14 C12 C7 110.9(4) . . ?
C14 C12 C11 111.8(4) . . ?
C14 C12 C13 100.0(5) . . ?
C11 C10 H10 108.1 . . ?
C11 C10 C9 111.8(4) . . ?
C9 C10 H10 108.1 . . ?
C23 C10 H10 108.1 . . ?
C23 C10 C11 109.0(5) . . ?
C23 C10 C9 111.6(5) . . ?
Fe1 C27 H27 125.0 . . ?
C28 C27 Fe1 70.7(3) . . ?
C28 C27 H27 125.9 . . ?
C26 C27 Fe1 70.0(3) . . ?
C26 C27 H27 125.9 . . ?
C26 C27 C28 108.1(5) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 H19 119.2 . . ?
C20 C19 C18 121.5(6) . . ?
C16 C15 N2 120.0(5) . . ?
C20 C15 N2 120.3(6) . . ?
C20 C15 C16 119.7(6) . . ?
O1 C11 C12 109.4(5) . . ?
O1 C11 C10 109.9(5) . . ?
O1 C11 H11 108.7 . . ?
C12 C11 H11 108.7 . . ?
C10 C11 C12 111.4(4) . . ?
C10 C11 H11 108.7 . . ?
N1 C8 C7 104.6(4) . . ?
N1 C8 H8 109.3 . . ?
N1 C8 C9 111.5(5) . . ?
C7 C8 H8 109.3 . . ?
C9 C8 C7 112.8(5) . . ?
C9 C8 H8 109.3 . . ?
C4 C3 H3 120.1 . . ?
C2 C3 H3 120.1 . . ?
C2 C3 C4 119.8(5) . . ?
Fe1 C30 H30 125.7 . . ?
C31 C30 Fe1 69.8(3) . . ?
C31 C30 H30 125.6 . . ?
C31 C30 C29 108.9(5) . . ?
C29 C30 Fe1 70.4(3) . . ?
C29 C30 H30 125.6 . . ?
O2 C13 N2 125.5(5) . . ?
O2 C13 C12 128.2(5) . . ?
N2 C13 C12 106.3(5) . . ?
N3 C14 C12 113.0(5) . . ?
N3 C14 C22 121.5(5) . . ?
C22 C14 C12 125.5(5) . . ?
C15 C16 H16 120.1 . . ?
C15 C16 C17 119.9(6) . . ?
C17 C16 H16 120.1 . . ?
C6 C1 H1A 119.7 . . ?
C2 C1 C6 120.6(6) . . ?
C2 C1 H1A 119.7 . . ?
C10 C9 H9 108.3 . . ?
C8 C9 C10 110.8(5) . . ?
C8 C9 H9 108.3 . . ?
C24 C9 C10 108.1(4) . . ?
C24 C9 C8 112.8(5) . . ?
C24 C9 H9 108.3 . . ?
C14 C22 H22A 109.5 . . ?
C14 C22 H22B 109.5 . . ?
C14 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
Fe1 C33 H33 126.0 . . ?
C32 C33 Fe1 70.2(3) . . ?
C32 C33 H33 125.9 . . ?
C32 C33 C29 108.2(6) . . ?
C29 C33 Fe1 69.5(3) . . ?
C29 C33 H33 125.9 . . ?
C6 C5 H5 119.6 . . ?
C6 C5 C4 120.8(6) . . ?
C4 C5 H5 119.6 . . ?
C19 C18 C17 118.0(6) . . ?
C19 C18 C21 122.1(7) . . ?
C17 C18 C21 119.9(7) . . ?
C9 C24 Fe1 140.2(4) . . ?
C28 C24 Fe1 68.5(3) . . ?
C28 C24 C9 124.9(6) . . ?
C25 C24 Fe1 69.3(3) . . ?
C25 C24 C9 125.6(5) . . ?
C25 C24 C28 107.5(5) . . ?
C16 C17 C18 120.8(6) . . ?
C16 C17 H17 119.6 . . ?
C18 C17 H17 119.6 . . ?
C19 C20 C15 120.1(6) . . ?
C19 C20 H20 120.0 . . ?
C15 C20 H20 120.0 . . ?
Fe1 C28 H28 126.3 . . ?
C27 C28 Fe1 68.1(3) . . ?
C27 C28 H28 126.1 . . ?
C24 C28 Fe1 71.1(3) . . ?
C24 C28 C27 107.8(6) . . ?
C24 C28 H28 126.1 . . ?
Fe1 C32 H32 127.2 . . ?
C33 C32 Fe1 69.8(4) . . ?
C33 C32 H32 125.8 . . ?
C33 C32 C31 108.4(6) . . ?
C31 C32 Fe1 68.9(3) . . ?
C31 C32 H32 125.8 . . ?
C10 C23 H23A 109.5 . . ?
C10 C23 H23B 109.5 . . ?
C10 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Fe1 C31 H31 125.1 . . ?
C30 C31 Fe1 69.5(3) . . ?
C30 C31 H31 126.2 . . ?
C32 C31 Fe1 70.8(4) . . ?
C32 C31 C30 107.6(6) . . ?
C32 C31 H31 126.2 . . ?
Fe1 C25 H25 126.8 . . ?
C24 C25 Fe1 71.0(3) . . ?
C24 C25 H25 125.6 . . ?
C24 C25 C26 108.9(6) . . ?
C26 C25 Fe1 68.2(4) . . ?
C26 C25 H25 125.6 . . ?
Fe1 C29 H29 126.3 . . ?
C30 C29 Fe1 68.9(4) . . ?
C30 C29 C33 106.8(6) . . ?
C30 C29 H29 126.6 . . ?
C33 C29 Fe1 69.8(3) . . ?
C33 C29 H29 126.6 . . ?
C3 C4 C5 120.2(6) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C3 C2 C1 120.3(6) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
Fe1 C26 H26 125.3 . . ?
C27 C26 Fe1 69.2(4) . . ?
C27 C26 C25 107.8(6) . . ?
C27 C26 H26 126.1 . . ?
C25 C26 Fe1 70.9(3) . . ?
C25 C26 H26 126.1 . . ?
C18 C21 H21A 109.5 . . ?
C18 C21 H21B 109.5 . . ?
C18 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Cl2 C34 Cl1 112.2(5) . . ?
Cl2 C34 H34A 109.2 . . ?
Cl2 C34 H34B 109.2 . . ?
Cl1 C34 H34A 109.2 . . ?
Cl1 C34 H34B 109.2 . . ?
H34A C34 H34B 107.9 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.837
_oxdiff_exptl_absorpt_empirical_full_min 0.551
