# Electronic Supplementary Material (ESI) for Chemical Science.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1e


_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H16 Fe N4 O3'

_chemical_formula_sum            'C13 H16 Fe N4 O3'
_chemical_formula_weight         332.15

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'

_symmetry_cell_setting           Tetragonal
_symmetry_space_group_name_H-M   P4(3)2(1)2
_symmetry_space_group_name_Hall  'P 4nw 2abw'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'-y+1/2, x+1/2, z+3/4'
'y+1/2, -x+1/2, z+1/4'
'-x+1/2, y+1/2, -z+3/4'
'x+1/2, -y+1/2, -z+1/4'
'y, x, -z'
'-y, -x, -z+1/2'

_cell_length_a                   7.9922(6)
_cell_length_b                   7.9922(6)
_cell_length_c                   23.1283(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1477.33(19)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5217
_cell_measurement_theta_min      3.10
_cell_measurement_theta_max      26.36

_exptl_crystal_description       block
_exptl_crystal_colour            yellow
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.493
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             688
_exptl_absorpt_coefficient_mu    1.036
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6544
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            26852
_diffrn_reflns_av_R_equivalents  0.0495
_diffrn_reflns_av_sigmaI/netI    0.0203
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.70
_diffrn_reflns_theta_max         26.80
_reflns_number_total             1582
_reflns_number_gt                1336
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0391P)²+0.4187P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.03(5)
_refine_ls_number_reflns         1582
_refine_ls_number_parameters     99
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0396
_refine_ls_R_factor_gt           0.0287
_refine_ls_wR_factor_ref         0.0740
_refine_ls_wR_factor_gt          0.0688
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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 0.00417(4) 0.00417(4) 0.0000 0.01770(12) Uani 1 2 d S . .
O1 O 0.2636(2) 0.2636(2) 0.0000 0.0508(8) Uani 1 2 d S . .
C1 C 0.1613(3) 0.1613(3) 0.0000 0.0284(7) Uani 1 2 d S . .
C5 C 0.0857(3) 0.0432(3) 0.17858(8) 0.0238(5) Uani 1 1 d . . .
H5 H 0.0707 0.0981 0.2147 0.029 Uiso 1 1 calc R . .
N4 N 0.0182(2) 0.0908(2) 0.12607(7) 0.0197(4) Uani 1 1 d . . .
C4 C 0.1759(3) -0.0942(3) 0.16896(9) 0.0298(5) Uani 1 1 d . . .
H4 H 0.2387 -0.1553 0.1967 0.036 Uiso 1 1 calc R . .
C3 C 0.0621(3) -0.0171(2) 0.08300(8) 0.0199(4) Uani 1 1 d . . .
O2 O -0.3494(2) 0.0276(2) 0.03294(7) 0.0352(4) Uani 1 1 d . . .
C2 C -0.2099(3) 0.0274(3) 0.01830(9) 0.0244(5) Uani 1 1 d . . .
N8 N 0.1604(2) -0.1307(2) 0.11054(7) 0.0279(5) Uani 1 1 d . . .
C7 C -0.0829(3) 0.2413(3) 0.11920(9) 0.0294(5) Uani 1 1 d . . .
H7A H -0.0607 0.2913 0.0813 0.044 Uiso 1 1 calc R . .
H7B H -0.0543 0.3217 0.1496 0.044 Uiso 1 1 calc R . .
H7C H -0.2017 0.2122 0.1221 0.044 Uiso 1 1 calc R . .
C6 C 0.2495(4) -0.2681(4) 0.08362(11) 0.0549(10) Uani 1 1 d . . .
H6A H 0.1705 -0.3581 0.0744 0.082 Uiso 1 1 calc R . .
H6B H 0.3351 -0.3102 0.1102 0.082 Uiso 1 1 calc R . .
H6C H 0.3030 -0.2289 0.0480 0.082 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 C2 1.772(2) 7 ?
Fe1 C2 1.772(2) . ?
Fe1 C1 1.776(3) . ?
Fe1 C3 1.9819(18) 7 ?
Fe1 C3 1.9819(18) . ?
O1 C1 1.157(4) . ?
C5 C4 1.332(3) . ?
C5 N4 1.382(2) . ?
C5 H5 0.9500 . ?
N4 C3 1.363(3) . ?
N4 C7 1.458(3) . ?
C4 N8 1.388(3) . ?
C4 H4 0.9500 . ?
C3 N8 1.359(3) . ?
O2 C2 1.166(3) . ?
N8 C6 1.450(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 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
C2 Fe1 C2 105.02(14) 7 . ?
C2 Fe1 C1 127.49(7) 7 . ?
C2 Fe1 C1 127.49(7) . . ?
C2 Fe1 C3 90.18(9) 7 7 ?
C2 Fe1 C3 97.14(9) . 7 ?
C1 Fe1 C3 84.00(6) . 7 ?
C2 Fe1 C3 97.14(9) 7 . ?
C2 Fe1 C3 90.17(9) . . ?
C1 Fe1 C3 84.00(6) . . ?
C3 Fe1 C3 168.00(12) 7 . ?
O1 C1 Fe1 180.0(3) . . ?
C4 C5 N4 106.92(18) . . ?
C4 C5 H5 126.5 . . ?
N4 C5 H5 126.5 . . ?
C3 N4 C5 111.58(17) . . ?
C3 N4 C7 125.79(16) . . ?
C5 N4 C7 122.62(17) . . ?
C5 C4 N8 106.70(18) . . ?
C5 C4 H4 126.7 . . ?
N8 C4 H4 126.7 . . ?
N8 C3 N4 103.22(16) . . ?
N8 C3 Fe1 130.24(15) . . ?
N4 C3 Fe1 126.41(14) . . ?
O2 C2 Fe1 173.3(2) . . ?
C3 N8 C4 111.57(18) . . ?
C3 N8 C6 126.08(18) . . ?
C4 N8 C6 122.24(19) . . ?
N4 C7 H7A 109.5 . . ?
N4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N8 C6 H6A 109.5 . . ?
N8 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N8 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.618
_refine_diff_density_rms         0.055
_database_code_depnum_ccdc_archive 'CCDC 1004633'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1g

_audit_creation_method           SHELXL-2013
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H36 B2 Fe N2 O3 Si4'

_chemical_formula_sum            'C15 H36 B2 Fe N2 O3 Si4'
_chemical_formula_weight         482.29

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'
Si Si 0.0817 0.0704 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   8.8462(3)
_cell_length_b                   17.0403(6)
_cell_length_c                   35.7439(12)
_cell_angle_alpha                90
_cell_angle_beta                 90.2270(10)
_cell_angle_gamma                90
_cell_volume                     5388.1(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9955
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      27.81

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.189
_exptl_crystal_F_000             2048
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.754
_shelx_estimated_absorpt_T_min   0.864
_shelx_estimated_absorpt_T_max   0.963
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5993
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            47791
_diffrn_reflns_av_unetI/netI     0.0396
_diffrn_reflns_av_R_equivalents  0.0498
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -21
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -44
_diffrn_reflns_limit_l_max       44
_diffrn_reflns_theta_min         2.279
_diffrn_reflns_theta_max         26.372
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             10964
_reflns_number_gt                9081
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
  Reflections were merged by SHELXL according to the crystal
  class for the calculation of statistics and refinement.

  _reflns_Friedel_fraction is defined as the number of unique
  Friedel pairs measured divided by the number that would be
  possible theoretically, ignoring centric projections and
  systematic absences.
;

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'

_refine_special_details          
;
  ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0334P)²+4.0768P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10964
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0380
_refine_ls_wR_factor_ref         0.0852
_refine_ls_wR_factor_gt          0.0807
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Fe1 Fe 0.33879(3) 0.32120(2) 0.28501(2) 0.01340(8) Uani 1 1 d . . . . .
Si1 Si 0.50638(7) 0.08257(4) 0.28192(2) 0.01717(13) Uani 1 1 d . . . . .
N1 N 0.56915(19) 0.17954(10) 0.27086(5) 0.0137(4) Uani 1 1 d . . . . .
B1 B 0.4753(3) 0.24071(15) 0.27882(6) 0.0138(5) Uani 1 1 d . . . . .
Si2 Si 0.74918(7) 0.19705(4) 0.24966(2) 0.01567(13) Uani 1 1 d . . . . .
N2 N 0.46599(19) 0.27924(11) 0.36631(5) 0.0138(4) Uani 1 1 d . . . . .
B2 B 0.4176(3) 0.29274(14) 0.33068(7) 0.0139(5) Uani 1 1 d . . . . .
Si3 Si 0.64253(7) 0.32209(4) 0.38026(2) 0.01634(13) Uani 1 1 d . . . . .
Si4 Si 0.34384(7) 0.22992(4) 0.39854(2) 0.01650(13) Uani 1 1 d . . . . .
C11 C 0.5666(3) 0.06314(15) 0.33098(7) 0.0261(6) Uani 1 1 d . . . . .
H11A H 0.6766 0.0687 0.3330 0.039 Uiso 1 1 calc R U . . .
H11B H 0.5375 0.0097 0.3380 0.039 Uiso 1 1 calc R U . . .
H11C H 0.5175 0.1008 0.3477 0.039 Uiso 1 1 calc R U . . .
C12 C 0.5896(3) 0.00887(15) 0.24979(8) 0.0333(6) Uani 1 1 d . . . . .
H12A H 0.5607 0.0213 0.2240 0.050 Uiso 1 1 calc R U . . .
H12B H 0.5521 -0.0435 0.2563 0.050 Uiso 1 1 calc R U . . .
H12C H 0.7000 0.0098 0.2521 0.050 Uiso 1 1 calc R U . . .
C13 C 0.2983(3) 0.07817(14) 0.27619(7) 0.0235(5) Uani 1 1 d . . . . .
H13A H 0.2509 0.1169 0.2927 0.035 Uiso 1 1 calc R U . . .
H13B H 0.2624 0.0255 0.2827 0.035 Uiso 1 1 calc R U . . .
H13C H 0.2715 0.0898 0.2502 0.035 Uiso 1 1 calc R U . . .
C14 C 0.7817(3) 0.30411(14) 0.24724(8) 0.0304(6) Uani 1 1 d . . . . .
H14A H 0.6987 0.3290 0.2334 0.046 Uiso 1 1 calc R U . . .
H14B H 0.8773 0.3144 0.2344 0.046 Uiso 1 1 calc R U . . .
H14C H 0.7865 0.3257 0.2726 0.046 Uiso 1 1 calc R U . . .
C15 C 0.9011(3) 0.14939(16) 0.27756(7) 0.0263(6) Uani 1 1 d . . . . .
H15A H 0.9055 0.1732 0.3025 0.039 Uiso 1 1 calc R U . . .
H15B H 0.9983 0.1566 0.2650 0.039 Uiso 1 1 calc R U . . .
H15C H 0.8796 0.0932 0.2799 0.039 Uiso 1 1 calc R U . . .
C16 C 0.7504(3) 0.15533(15) 0.20155(6) 0.0264(6) Uani 1 1 d . . . . .
H16A H 0.7801 0.1000 0.2026 0.040 Uiso 1 1 calc R U . . .
H16B H 0.8227 0.1844 0.1861 0.040 Uiso 1 1 calc R U . . .
H16C H 0.6491 0.1597 0.1905 0.040 Uiso 1 1 calc R U . . .
C17 C 0.2017(3) 0.17099(14) 0.37223(7) 0.0216(5) Uani 1 1 d . . . . .
H17A H 0.1516 0.2043 0.3536 0.032 Uiso 1 1 calc R U . . .
H17B H 0.1263 0.1503 0.3896 0.032 Uiso 1 1 calc R U . . .
H17C H 0.2524 0.1273 0.3596 0.032 Uiso 1 1 calc R U . . .
C18 C 0.2434(3) 0.30541(15) 0.42643(7) 0.0298(6) Uani 1 1 d . . . . .
H18A H 0.3166 0.3348 0.4416 0.045 Uiso 1 1 calc R U . . .
H18B H 0.1701 0.2798 0.4429 0.045 Uiso 1 1 calc R U . . .
H18C H 0.1903 0.3415 0.4095 0.045 Uiso 1 1 calc R U . . .
C19 C 0.4552(3) 0.16223(15) 0.42867(7) 0.0267(6) Uani 1 1 d . . . . .
H19A H 0.5136 0.1264 0.4129 0.040 Uiso 1 1 calc R U . . .
H19B H 0.3864 0.1319 0.4445 0.040 Uiso 1 1 calc R U . . .
H19C H 0.5242 0.1927 0.4445 0.040 Uiso 1 1 calc R U . . .
C20 C 0.6352(3) 0.35529(14) 0.42994(6) 0.0222(5) Uani 1 1 d . . . . .
H20A H 0.5640 0.3991 0.4322 0.033 Uiso 1 1 calc R U . . .
H20B H 0.7360 0.3724 0.4380 0.033 Uiso 1 1 calc R U . . .
H20C H 0.6016 0.3118 0.4458 0.033 Uiso 1 1 calc R U . . .
C21 C 0.7909(3) 0.24674(16) 0.37384(7) 0.0286(6) Uani 1 1 d . . . . .
H21A H 0.7708 0.2021 0.3904 0.043 Uiso 1 1 calc R U . . .
H21B H 0.8899 0.2693 0.3800 0.043 Uiso 1 1 calc R U . . .
H21C H 0.7906 0.2289 0.3478 0.043 Uiso 1 1 calc R U . . .
C22 C 0.6826(3) 0.40897(15) 0.35041(7) 0.0287(6) Uani 1 1 d . . . . .
H22A H 0.6971 0.3920 0.3245 0.043 Uiso 1 1 calc R U . . .
H22B H 0.7744 0.4351 0.3594 0.043 Uiso 1 1 calc R U . . .
H22C H 0.5973 0.4456 0.3516 0.043 Uiso 1 1 calc R U . . .
O31 O 0.0802(2) 0.37165(11) 0.33006(5) 0.0361(5) Uani 1 1 d . . . . .
C31 C 0.1803(3) 0.35354(14) 0.31150(7) 0.0214(5) Uani 1 1 d . . . . .
O32 O 0.4992(2) 0.46407(11) 0.26305(6) 0.0370(5) Uani 1 1 d . . . . .
C32 C 0.4329(3) 0.40893(15) 0.27114(7) 0.0229(5) Uani 1 1 d . . . . .
O33 O 0.1802(2) 0.25314(12) 0.22047(5) 0.0357(5) Uani 1 1 d . . . . .
C33 C 0.2416(3) 0.28171(15) 0.24534(6) 0.0225(5) Uani 1 1 d . . . . .
Fe02 Fe 0.25415(3) 0.80478(2) 0.46945(2) 0.01383(8) Uani 1 1 d . . . . .
Si51 Si 0.27318(7) 0.61732(4) 0.38871(2) 0.02057(14) Uani 1 1 d . . . . .
N51 N 0.1406(2) 0.65920(10) 0.42065(5) 0.0142(4) Uani 1 1 d . . . . .
B51 B 0.1827(3) 0.72491(15) 0.44013(7) 0.0140(5) Uani 1 1 d . . . . .
Si52 Si -0.02810(7) 0.60984(4) 0.43464(2) 0.01741(13) Uani 1 1 d . . . . .
N52 N 0.0134(2) 0.88010(10) 0.41307(5) 0.0142(4) Uani 1 1 d . . . . .
B52 B 0.1134(3) 0.84337(15) 0.43650(7) 0.0147(5) Uani 1 1 d . . . . .
Si53 Si 0.06689(7) 0.88978(4) 0.36517(2) 0.01581(13) Uani 1 1 d . . . . .
Si54 Si -0.16159(7) 0.91557(4) 0.43152(2) 0.01843(14) Uani 1 1 d . . . . .
C61 C 0.1720(3) 0.57399(18) 0.34793(8) 0.0383(7) Uani 1 1 d . . . . .
H61A H 0.1160 0.6152 0.3347 0.057 Uiso 1 1 calc R U . . .
H61B H 0.1013 0.5338 0.3567 0.057 Uiso 1 1 calc R U . . .
H61C H 0.2454 0.5501 0.3309 0.057 Uiso 1 1 calc R U . . .
C62 C 0.4040(3) 0.69407(15) 0.37195(7) 0.0255(5) Uani 1 1 d . . . . .
H62A H 0.4489 0.7213 0.3934 0.038 Uiso 1 1 calc R U . . .
H62B H 0.3483 0.7318 0.3565 0.038 Uiso 1 1 calc R U . . .
H62C H 0.4842 0.6698 0.3571 0.038 Uiso 1 1 calc R U . . .
C63 C 0.3843(3) 0.54139(16) 0.41421(9) 0.0374(7) Uani 1 1 d . . . . .
H63A H 0.3177 0.4979 0.4212 0.056 Uiso 1 1 calc R U . . .
H63B H 0.4285 0.5645 0.4369 0.056 Uiso 1 1 calc R U . . .
H63C H 0.4652 0.5218 0.3980 0.056 Uiso 1 1 calc R U . . .
C64 C 0.0058(3) 0.50256(16) 0.43823(10) 0.0434(8) Uani 1 1 d . . . . .
H64A H 0.0871 0.4926 0.4563 0.065 Uiso 1 1 calc R U . . .
H64B H 0.0350 0.4820 0.4137 0.065 Uiso 1 1 calc R U . . .
H64C H -0.0869 0.4764 0.4466 0.065 Uiso 1 1 calc R U . . .
C65 C -0.1796(3) 0.62946(19) 0.40002(8) 0.0358(7) Uani 1 1 d . . . . .
H65A H -0.1527 0.6056 0.3760 0.054 Uiso 1 1 calc R U . . .
H65B H -0.1915 0.6862 0.3968 0.054 Uiso 1 1 calc R U . . .
H65C H -0.2748 0.6069 0.4089 0.054 Uiso 1 1 calc R U . . .
C66 C -0.0870(3) 0.64677(18) 0.48105(7) 0.0346(7) Uani 1 1 d . . . . .
H66A H -0.1112 0.7028 0.4792 0.052 Uiso 1 1 calc R U . . .
H66B H -0.0046 0.6392 0.4991 0.052 Uiso 1 1 calc R U . . .
H66C H -0.1765 0.6179 0.4894 0.052 Uiso 1 1 calc R U . . .
C67 C 0.0109(3) 0.79817(15) 0.34091(6) 0.0241(5) Uani 1 1 d . . . . .
H67A H -0.0991 0.7921 0.3421 0.036 Uiso 1 1 calc R U . . .
H67B H 0.0597 0.7533 0.3531 0.036 Uiso 1 1 calc R U . . .
H67C H 0.0426 0.8007 0.3147 0.036 Uiso 1 1 calc R U . . .
C68 C -0.0317(3) 0.97354(16) 0.34238(7) 0.0283(6) Uani 1 1 d . . . . .
H68A H -0.0042 1.0224 0.3551 0.042 Uiso 1 1 calc R U . . .
H68B H -0.1413 0.9657 0.3439 0.042 Uiso 1 1 calc R U . . .
H68C H -0.0017 0.9766 0.3161 0.042 Uiso 1 1 calc R U . . .
C69 C 0.2732(3) 0.90781(15) 0.36304(7) 0.0246(5) Uani 1 1 d . . . . .
H69A H 0.3267 0.8661 0.3765 0.037 Uiso 1 1 calc R U . . .
H69B H 0.2964 0.9586 0.3746 0.037 Uiso 1 1 calc R U . . .
H69C H 0.3057 0.9083 0.3369 0.037 Uiso 1 1 calc R U . . .
C70 C -0.1802(3) 0.88564(19) 0.48108(7) 0.0402(8) Uani 1 1 d . . . . .
H70A H -0.0937 0.9055 0.4954 0.060 Uiso 1 1 calc R U . . .
H70B H -0.1829 0.8282 0.4827 0.060 Uiso 1 1 calc R U . . .
H70C H -0.2739 0.9073 0.4914 0.060 Uiso 1 1 calc R U . . .
C71 C -0.3181(3) 0.87292(18) 0.40339(8) 0.0340(6) Uani 1 1 d . . . . .
H71A H -0.3181 0.8157 0.4062 0.051 Uiso 1 1 calc R U . . .
H71B H -0.3041 0.8864 0.3770 0.051 Uiso 1 1 calc R U . . .
H71C H -0.4148 0.8941 0.4121 0.051 Uiso 1 1 calc R U . . .
C72 C -0.1651(3) 1.02450(16) 0.42976(8) 0.0379(7) Uani 1 1 d . . . . .
H72A H -0.1733 1.0418 0.4037 0.057 Uiso 1 1 calc R U . . .
H72B H -0.0717 1.0453 0.4408 0.057 Uiso 1 1 calc R U . . .
H72C H -0.2521 1.0439 0.4439 0.057 Uiso 1 1 calc R U . . .
O81 O 0.5307(2) 0.71043(12) 0.47420(5) 0.0385(5) Uani 1 1 d . . . . .
C81 C 0.4232(3) 0.74825(15) 0.47331(6) 0.0231(5) Uani 1 1 d . . . . .
O82 O 0.09245(19) 0.78730(11) 0.54028(4) 0.0281(4) Uani 1 1 d . . . . .
C82 C 0.1602(3) 0.79479(14) 0.51317(6) 0.0197(5) Uani 1 1 d . . . . .
O83 O 0.3828(2) 0.96318(11) 0.46528(6) 0.0377(5) Uani 1 1 d . . . . .
C83 C 0.3344(3) 0.90137(15) 0.46793(6) 0.0221(5) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1 C31 1.782(2) . ?
Fe1 C32 1.782(3) . ?
Fe1 C33 1.787(2) . ?
Fe1 B2 1.838(3) . ?
Fe1 B1 1.841(3) . ?
Si1 N1 1.7881(19) . ?
Si1 C13 1.853(2) . ?
Si1 C12 1.856(3) . ?
Si1 C11 1.861(2) . ?
N1 B1 1.363(3) . ?
N1 Si2 1.7914(18) . ?
B1 B2 2.119(3) . ?
Si2 C14 1.849(3) . ?
Si2 C15 1.857(2) . ?
Si2 C16 1.861(2) . ?
N2 B2 1.362(3) . ?
N2 Si4 1.7917(18) . ?
N2 Si3 1.7928(19) . ?
Si3 C21 1.851(2) . ?
Si3 C22 1.860(3) . ?
Si3 C20 1.865(2) . ?
Si4 C18 1.856(2) . ?
Si4 C19 1.858(2) . ?
Si4 C17 1.861(2) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
O31 C31 1.151(3) . ?
O32 C32 1.146(3) . ?
O33 C33 1.148(3) . ?
Fe02 C82 1.781(2) . ?
Fe02 C81 1.784(2) . ?
Fe02 C83 1.793(3) . ?
Fe02 B51 1.829(3) . ?
Fe02 B52 1.832(3) . ?
Si51 N51 1.7884(18) . ?
Si51 C62 1.848(3) . ?
Si51 C61 1.860(3) . ?
Si51 C63 1.861(3) . ?
N51 B51 1.369(3) . ?
N51 Si52 1.7862(19) . ?
B51 B52 2.113(4) . ?
Si52 C66 1.851(3) . ?
Si52 C65 1.851(3) . ?
Si52 C64 1.857(3) . ?
N52 B52 1.367(3) . ?
N52 Si53 1.7857(18) . ?
N52 Si54 1.7902(18) . ?
Si53 C67 1.852(2) . ?
Si53 C69 1.853(2) . ?
Si53 C68 1.859(2) . ?
Si54 C70 1.851(3) . ?
Si54 C71 1.856(3) . ?
Si54 C72 1.858(3) . ?
C61 H61A 0.9800 . ?
C61 H61B 0.9800 . ?
C61 H61C 0.9800 . ?
C62 H62A 0.9800 . ?
C62 H62B 0.9800 . ?
C62 H62C 0.9800 . ?
C63 H63A 0.9800 . ?
C63 H63B 0.9800 . ?
C63 H63C 0.9800 . ?
C64 H64A 0.9800 . ?
C64 H64B 0.9800 . ?
C64 H64C 0.9800 . ?
C65 H65A 0.9800 . ?
C65 H65B 0.9800 . ?
C65 H65C 0.9800 . ?
C66 H66A 0.9800 . ?
C66 H66B 0.9800 . ?
C66 H66C 0.9800 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
C69 H69A 0.9800 . ?
C69 H69B 0.9800 . ?
C69 H69C 0.9800 . ?
C70 H70A 0.9800 . ?
C70 H70B 0.9800 . ?
C70 H70C 0.9800 . ?
C71 H71A 0.9800 . ?
C71 H71B 0.9800 . ?
C71 H71C 0.9800 . ?
C72 H72A 0.9800 . ?
C72 H72B 0.9800 . ?
C72 H72C 0.9800 . ?
O81 C81 1.149(3) . ?
O82 C82 1.149(3) . ?
O83 C83 1.141(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
C31 Fe1 C32 104.93(11) . . ?
C31 Fe1 C33 99.26(11) . . ?
C32 Fe1 C33 108.61(11) . . ?
C31 Fe1 B2 84.60(10) . . ?
C32 Fe1 B2 107.00(11) . . ?
C33 Fe1 B2 141.74(11) . . ?
C31 Fe1 B1 144.26(11) . . ?
C32 Fe1 B1 106.51(11) . . ?
C33 Fe1 B1 86.44(11) . . ?
B2 Fe1 B1 70.34(10) . . ?
N1 Si1 C13 108.80(10) . . ?
N1 Si1 C12 111.36(11) . . ?
C13 Si1 C12 107.50(12) . . ?
N1 Si1 C11 106.54(10) . . ?
C13 Si1 C11 112.19(11) . . ?
C12 Si1 C11 110.49(13) . . ?
B1 N1 Si1 118.06(15) . . ?
B1 N1 Si2 120.28(15) . . ?
Si1 N1 Si2 121.66(10) . . ?
N1 B1 Fe1 174.17(19) . . ?
N1 B1 B2 130.64(18) . . ?
Fe1 B1 B2 54.75(9) . . ?
N1 Si2 C14 108.85(10) . . ?
N1 Si2 C15 110.04(10) . . ?
C14 Si2 C15 110.12(13) . . ?
N1 Si2 C16 109.62(10) . . ?
C14 Si2 C16 109.41(12) . . ?
C15 Si2 C16 108.79(12) . . ?
B2 N2 Si4 119.50(15) . . ?
B2 N2 Si3 117.48(15) . . ?
Si4 N2 Si3 122.63(10) . . ?
N2 B2 Fe1 172.86(19) . . ?
N2 B2 B1 132.20(18) . . ?
Fe1 B2 B1 54.91(9) . . ?
N2 Si3 C21 107.48(10) . . ?
N2 Si3 C22 109.41(10) . . ?
C21 Si3 C22 110.13(13) . . ?
N2 Si3 C20 110.77(10) . . ?
C21 Si3 C20 110.85(11) . . ?
C22 Si3 C20 108.19(11) . . ?
N2 Si4 C18 108.14(10) . . ?
N2 Si4 C19 110.14(10) . . ?
C18 Si4 C19 111.88(12) . . ?
N2 Si4 C17 109.65(10) . . ?
C18 Si4 C17 108.74(12) . . ?
C19 Si4 C17 108.27(11) . . ?
Si1 C11 H11A 109.5 . . ?
Si1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
Si1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
Si1 C12 H12A 109.5 . . ?
Si1 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
Si1 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Si1 C13 H13A 109.5 . . ?
Si1 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si1 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si2 C14 H14A 109.5 . . ?
Si2 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si2 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si2 C15 H15A 109.5 . . ?
Si2 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si2 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si2 C16 H16A 109.5 . . ?
Si2 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si2 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si4 C17 H17A 109.5 . . ?
Si4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si4 C18 H18A 109.5 . . ?
Si4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
Si4 C19 H19A 109.5 . . ?
Si4 C19 H19B 109.5 . . ?
H19A C19 H19B 109.5 . . ?
Si4 C19 H19C 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
Si3 C20 H20A 109.5 . . ?
Si3 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
Si3 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
Si3 C21 H21A 109.5 . . ?
Si3 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
Si3 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
Si3 C22 H22A 109.5 . . ?
Si3 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
Si3 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
O31 C31 Fe1 176.4(2) . . ?
O32 C32 Fe1 176.8(2) . . ?
O33 C33 Fe1 177.0(2) . . ?
C82 Fe02 C81 105.92(11) . . ?
C82 Fe02 C83 107.48(11) . . ?
C81 Fe02 C83 99.56(11) . . ?
C82 Fe02 B51 105.69(11) . . ?
C81 Fe02 B51 85.99(11) . . ?
C83 Fe02 B51 143.28(11) . . ?
C82 Fe02 B52 106.27(10) . . ?
C81 Fe02 B52 144.18(11) . . ?
C83 Fe02 B52 85.37(11) . . ?
B51 Fe02 B52 70.52(11) . . ?
N51 Si51 C62 109.74(10) . . ?
N51 Si51 C61 110.11(11) . . ?
C62 Si51 C61 109.08(13) . . ?
N51 Si51 C63 108.14(11) . . ?
C62 Si51 C63 108.69(12) . . ?
C61 Si51 C63 111.05(14) . . ?
B51 N51 Si52 117.95(15) . . ?
B51 N51 Si51 118.23(15) . . ?
Si52 N51 Si51 122.79(10) . . ?
N51 B51 Fe02 173.00(19) . . ?
N51 B51 B52 132.18(18) . . ?
Fe02 B51 B52 54.82(10) . . ?
N51 Si52 C66 109.23(11) . . ?
N51 Si52 C65 109.34(10) . . ?
C66 Si52 C65 109.39(14) . . ?
N51 Si52 C64 110.38(11) . . ?
C66 Si52 C64 108.58(14) . . ?
C65 Si52 C64 109.90(15) . . ?
B52 N52 Si53 117.14(15) . . ?
B52 N52 Si54 119.15(15) . . ?
Si53 N52 Si54 123.70(10) . . ?
N52 B52 Fe02 173.8(2) . . ?
N52 B52 B51 131.42(18) . . ?
Fe02 B52 B51 54.66(10) . . ?
N52 Si53 C67 107.45(10) . . ?
N52 Si53 C69 108.64(10) . . ?
C67 Si53 C69 112.45(11) . . ?
N52 Si53 C68 111.43(10) . . ?
C67 Si53 C68 108.53(12) . . ?
C69 Si53 C68 108.38(11) . . ?
N52 Si54 C70 109.87(10) . . ?
N52 Si54 C71 108.21(11) . . ?
C70 Si54 C71 109.97(14) . . ?
N52 Si54 C72 109.83(12) . . ?
C70 Si54 C72 107.83(14) . . ?
C71 Si54 C72 111.13(13) . . ?
Si51 C61 H61A 109.5 . . ?
Si51 C61 H61B 109.5 . . ?
H61A C61 H61B 109.5 . . ?
Si51 C61 H61C 109.5 . . ?
H61A C61 H61C 109.5 . . ?
H61B C61 H61C 109.5 . . ?
Si51 C62 H62A 109.5 . . ?
Si51 C62 H62B 109.5 . . ?
H62A C62 H62B 109.5 . . ?
Si51 C62 H62C 109.5 . . ?
H62A C62 H62C 109.5 . . ?
H62B C62 H62C 109.5 . . ?
Si51 C63 H63A 109.5 . . ?
Si51 C63 H63B 109.5 . . ?
H63A C63 H63B 109.5 . . ?
Si51 C63 H63C 109.5 . . ?
H63A C63 H63C 109.5 . . ?
H63B C63 H63C 109.5 . . ?
Si52 C64 H64A 109.5 . . ?
Si52 C64 H64B 109.5 . . ?
H64A C64 H64B 109.5 . . ?
Si52 C64 H64C 109.5 . . ?
H64A C64 H64C 109.5 . . ?
H64B C64 H64C 109.5 . . ?
Si52 C65 H65A 109.5 . . ?
Si52 C65 H65B 109.5 . . ?
H65A C65 H65B 109.5 . . ?
Si52 C65 H65C 109.5 . . ?
H65A C65 H65C 109.5 . . ?
H65B C65 H65C 109.5 . . ?
Si52 C66 H66A 109.5 . . ?
Si52 C66 H66B 109.5 . . ?
H66A C66 H66B 109.5 . . ?
Si52 C66 H66C 109.5 . . ?
H66A C66 H66C 109.5 . . ?
H66B C66 H66C 109.5 . . ?
Si53 C67 H67A 109.5 . . ?
Si53 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
Si53 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
Si53 C68 H68A 109.5 . . ?
Si53 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
Si53 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
Si53 C69 H69A 109.5 . . ?
Si53 C69 H69B 109.5 . . ?
H69A C69 H69B 109.5 . . ?
Si53 C69 H69C 109.5 . . ?
H69A C69 H69C 109.5 . . ?
H69B C69 H69C 109.5 . . ?
Si54 C70 H70A 109.5 . . ?
Si54 C70 H70B 109.5 . . ?
H70A C70 H70B 109.5 . . ?
Si54 C70 H70C 109.5 . . ?
H70A C70 H70C 109.5 . . ?
H70B C70 H70C 109.5 . . ?
Si54 C71 H71A 109.5 . . ?
Si54 C71 H71B 109.5 . . ?
H71A C71 H71B 109.5 . . ?
Si54 C71 H71C 109.5 . . ?
H71A C71 H71C 109.5 . . ?
H71B C71 H71C 109.5 . . ?
Si54 C72 H72A 109.5 . . ?
Si54 C72 H72B 109.5 . . ?
H72A C72 H72B 109.5 . . ?
Si54 C72 H72C 109.5 . . ?
H72A C72 H72C 109.5 . . ?
H72B C72 H72C 109.5 . . ?
O81 C81 Fe02 176.8(2) . . ?
O82 C82 Fe02 176.2(2) . . ?
O83 C83 Fe02 176.7(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C13 Si1 N1 B1 32.65(19) . . . . ?
C12 Si1 N1 B1 150.96(18) . . . . ?
C11 Si1 N1 B1 -88.50(18) . . . . ?
C13 Si1 N1 Si2 -146.95(12) . . . . ?
C12 Si1 N1 Si2 -28.64(16) . . . . ?
C11 Si1 N1 Si2 91.90(13) . . . . ?
Si1 N1 B1 B2 73.6(3) . . . . ?
Si2 N1 B1 B2 -106.8(2) . . . . ?
C31 Fe1 B1 B2 -48.1(2) . . . . ?
C32 Fe1 B1 B2 102.59(12) . . . . ?
C33 Fe1 B1 B2 -149.05(11) . . . . ?
B1 N1 Si2 C14 6.4(2) . . . . ?
Si1 N1 Si2 C14 -174.05(13) . . . . ?
B1 N1 Si2 C15 127.12(18) . . . . ?
Si1 N1 Si2 C15 -53.30(15) . . . . ?
B1 N1 Si2 C16 -113.27(18) . . . . ?
Si1 N1 Si2 C16 66.31(14) . . . . ?
Si4 N2 B2 B1 -106.5(2) . . . . ?
Si3 N2 B2 B1 80.5(3) . . . . ?
C31 Fe1 B2 B1 154.10(12) . . . . ?
C32 Fe1 B2 B1 -101.91(12) . . . . ?
C33 Fe1 B2 B1 55.98(18) . . . . ?
B2 N2 Si3 C21 -95.63(18) . . . . ?
Si4 N2 Si3 C21 91.58(14) . . . . ?
B2 N2 Si3 C22 24.0(2) . . . . ?
Si4 N2 Si3 C22 -148.85(13) . . . . ?
B2 N2 Si3 C20 143.14(17) . . . . ?
Si4 N2 Si3 C20 -29.66(15) . . . . ?
B2 N2 Si4 C18 -95.73(19) . . . . ?
Si3 N2 Si4 C18 76.93(15) . . . . ?
B2 N2 Si4 C19 141.73(18) . . . . ?
Si3 N2 Si4 C19 -45.61(15) . . . . ?
B2 N2 Si4 C17 22.7(2) . . . . ?
Si3 N2 Si4 C17 -164.65(12) . . . . ?
C62 Si51 N51 B51 -26.4(2) . . . . ?
C61 Si51 N51 B51 -146.44(18) . . . . ?
C63 Si51 N51 B51 92.06(19) . . . . ?
C62 Si51 N51 Si52 165.56(12) . . . . ?
C61 Si51 N51 Si52 45.48(17) . . . . ?
C63 Si51 N51 Si52 -76.02(15) . . . . ?
Si52 N51 B51 B52 -82.1(2) . . . . ?
Si51 N51 B51 B52 109.3(2) . . . . ?
C82 Fe02 B51 B52 102.08(11) . . . . ?
C81 Fe02 B51 B52 -152.50(11) . . . . ?
C83 Fe02 B51 B52 -51.86(19) . . . . ?
B51 N51 Si52 C66 -13.5(2) . . . . ?
Si51 N51 Si52 C66 154.59(14) . . . . ?
B51 N51 Si52 C65 106.15(19) . . . . ?
Si51 N51 Si52 C65 -85.74(16) . . . . ?
B51 N51 Si52 C64 -132.84(19) . . . . ?
Si51 N51 Si52 C64 35.27(17) . . . . ?
Si53 N52 B52 B51 -69.6(3) . . . . ?
Si54 N52 B52 B51 110.4(2) . . . . ?
C82 Fe02 B52 B51 -101.28(11) . . . . ?
C81 Fe02 B52 B51 51.9(2) . . . . ?
C83 Fe02 B52 B51 151.85(11) . . . . ?
B52 N52 Si53 C67 85.63(19) . . . . ?
Si54 N52 Si53 C67 -94.40(14) . . . . ?
B52 N52 Si53 C69 -36.3(2) . . . . ?
Si54 N52 Si53 C69 143.70(13) . . . . ?
B52 N52 Si53 C68 -155.61(18) . . . . ?
Si54 N52 Si53 C68 24.37(16) . . . . ?
B52 N52 Si54 C70 -5.3(2) . . . . ?
Si53 N52 Si54 C70 174.77(15) . . . . ?
B52 N52 Si54 C71 -125.33(19) . . . . ?
Si53 N52 Si54 C71 54.69(16) . . . . ?
B52 N52 Si54 C72 113.19(19) . . . . ?
Si53 N52 Si54 C72 -66.78(16) . . . . ?

_refine_diff_density_max         0.429
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.065

_shelxl_version_number           2013-4

_database_code_depnum_ccdc_archive 'CCDC 1004634'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2a

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C5 Cl3 Fe Ga O5'

_chemical_formula_sum            'C5 Cl3 Fe Ga O5'
_chemical_formula_weight         371.97

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'
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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   Cc
_symmetry_space_group_name_Hall  'C -2yc'

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

_cell_length_a                   9.0504(17)
_cell_length_b                   10.731(2)
_cell_length_c                   11.634(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.431(15)
_cell_angle_gamma                90.00
_cell_volume                     1128.9(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.189
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    4.374
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5260
_exptl_absorpt_correction_T_max  0.6940
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'ImS micro-focus sealed X-ray tube'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker D8 Quest'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            8510
_diffrn_reflns_av_R_equivalents  0.0201
_diffrn_reflns_av_sigmaI/netI    0.0288
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         26.73
_reflns_number_total             2256
_reflns_number_gt                2217
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2012.4-3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 8.18C (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 8.18C (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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   .
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.019(6)
_refine_ls_number_reflns         2256
_refine_ls_number_parameters     136
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0137
_refine_ls_R_factor_gt           0.0131
_refine_ls_wR_factor_ref         0.0275
_refine_ls_wR_factor_gt          0.0273
_refine_ls_goodness_of_fit_ref   0.938
_refine_ls_restrained_S_all      0.938
_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
Cl2 Cl 0.18458(5) 0.04819(4) 0.76964(4) 0.02225(10) Uani 1 1 d . . .
O2 O 0.09250(17) 0.47806(12) 0.53568(13) 0.0273(3) Uani 1 1 d . . .
C2 C 0.0585(2) 0.37826(18) 0.52126(17) 0.0194(4) Uani 1 1 d . . .
Ga1 Ga 0.023438(17) 0.193703(15) 0.717288(16) 0.01261(5) Uani 1 1 d . . .
O1 O -0.30459(16) 0.29916(12) 0.54392(13) 0.0275(3) Uani 1 1 d . . .
C1 C -0.1896(2) 0.26517(17) 0.52670(16) 0.0179(4) Uani 1 1 d . . .
Cl1 Cl -0.19161(5) 0.13441(4) 0.77862(4) 0.02289(10) Uani 1 1 d . . .
Fe1 Fe 0.00075(3) 0.21499(2) 0.49921(2) 0.01411(6) Uani 1 1 d . . .
C5 C -0.05097(19) 0.05086(18) 0.51796(16) 0.0184(4) Uani 1 1 d . . .
O5 O -0.08083(16) -0.04925(12) 0.53346(13) 0.0250(3) Uani 1 1 d . . .
C4 C 0.1973(2) 0.16922(17) 0.50323(17) 0.0186(4) Uani 1 1 d . . .
O4 O 0.31770(16) 0.14138(13) 0.50680(14) 0.0271(3) Uani 1 1 d . . .
Cl3 Cl 0.09141(6) 0.36606(4) 0.80167(4) 0.02392(11) Uani 1 1 d . . .
O3 O -0.03763(16) 0.22446(14) 0.24056(14) 0.0282(3) Uani 1 1 d . . .
C3 C -0.0234(2) 0.22086(17) 0.33657(19) 0.0204(4) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl2 Ga1 2.2047(6) . ?
O2 C2 1.125(2) . ?
C2 Fe1 1.843(2) . ?
Ga1 Cl3 2.1707(6) . ?
Ga1 Cl1 2.1954(6) . ?
Ga1 Fe1 2.5471(10) . ?
O1 C1 1.129(2) . ?
C1 Fe1 1.846(2) . ?
Fe1 C5 1.838(2) . ?
Fe1 C4 1.844(2) . ?
Fe1 C3 1.896(2) . ?
C5 O5 1.124(2) . ?
C4 O4 1.129(2) . ?
O3 C3 1.120(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
O2 C2 Fe1 179.16(18) . . ?
Cl3 Ga1 Cl1 109.76(2) . . ?
Cl3 Ga1 Cl2 107.88(2) . . ?
Cl1 Ga1 Cl2 106.87(2) . . ?
Cl3 Ga1 Fe1 112.54(2) . . ?
Cl1 Ga1 Fe1 108.34(2) . . ?
Cl2 Ga1 Fe1 111.293(18) . . ?
O1 C1 Fe1 178.06(17) . . ?
C5 Fe1 C2 165.15(9) . . ?
C5 Fe1 C4 89.54(8) . . ?
C2 Fe1 C4 88.97(8) . . ?
C5 Fe1 C1 90.84(8) . . ?
C2 Fe1 C1 87.71(8) . . ?
C4 Fe1 C1 168.44(9) . . ?
C5 Fe1 C3 97.54(8) . . ?
C2 Fe1 C3 97.31(8) . . ?
C4 Fe1 C3 95.98(8) . . ?
C1 Fe1 C3 95.42(8) . . ?
C5 Fe1 Ga1 78.81(6) . . ?
C2 Fe1 Ga1 86.34(6) . . ?
C4 Fe1 Ga1 85.06(6) . . ?
C1 Fe1 Ga1 83.68(6) . . ?
C3 Fe1 Ga1 176.21(6) . . ?
O5 C5 Fe1 177.51(17) . . ?
O4 C4 Fe1 179.34(19) . . ?
O3 C3 Fe1 179.9(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl3 Ga1 Fe1 C5 -179.87(6) . . . . ?
Cl1 Ga1 Fe1 C5 -58.32(6) . . . . ?
Cl2 Ga1 Fe1 C5 58.89(6) . . . . ?
Cl3 Ga1 Fe1 C2 0.34(6) . . . . ?
Cl1 Ga1 Fe1 C2 121.89(6) . . . . ?
Cl2 Ga1 Fe1 C2 -120.90(6) . . . . ?
Cl3 Ga1 Fe1 C4 89.62(6) . . . . ?
Cl1 Ga1 Fe1 C4 -148.83(6) . . . . ?
Cl2 Ga1 Fe1 C4 -31.62(6) . . . . ?
Cl3 Ga1 Fe1 C1 -87.75(6) . . . . ?
Cl1 Ga1 Fe1 C1 33.80(6) . . . . ?
Cl2 Ga1 Fe1 C1 151.01(6) . . . . ?

_diffrn_measured_fraction_theta_max 0.986
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 0.993
_refine_diff_density_max         0.349
_refine_diff_density_min         -0.329
_refine_diff_density_rms         0.091
_database_code_depnum_ccdc_archive 'CCDC 1004635'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2b

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H9 Cl3 Fe Ga O4 P'

_chemical_formula_sum            'C7 H9 Cl3 Fe Ga O4 P'
_chemical_formula_weight         420.03

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   12.3102(5)
_cell_length_b                   8.7578(4)
_cell_length_c                   13.2384(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1427.24(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9903
_cell_measurement_theta_min      2.79
_cell_measurement_theta_max      26.75

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.955
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             824
_exptl_absorpt_coefficient_mu    3.573
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5664
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            20310
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_sigmaI/netI    0.0210
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.79
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2907
_reflns_number_gt                2834
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0156P)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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.023(6)
_refine_ls_number_reflns         2907
_refine_ls_number_parameters     157
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0137
_refine_ls_R_factor_gt           0.0130
_refine_ls_wR_factor_ref         0.0308
_refine_ls_wR_factor_gt          0.0305
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_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
Ga1 Ga 0.134887(14) 0.461535(19) 0.998190(18) 0.01322(5) Uani 1 1 d . . .
Cl1 Cl 0.16461(4) 0.49654(6) 0.83491(4) 0.02516(11) Uani 1 1 d . . .
Fe1 Fe 0.297615(19) 0.50609(3) 1.105208(18) 0.01123(6) Uani 1 1 d . . .
P1 P 0.20162(4) 0.47514(5) 1.25282(4) 0.01427(10) Uani 1 1 d . . .
O1 O 0.50424(12) 0.55393(16) 1.21507(11) 0.0281(3) Uani 1 1 d . . .
C1 C 0.42421(16) 0.53739(19) 1.17555(15) 0.0180(4) Uani 1 1 d . . .
O2 O 0.21961(10) 0.82412(13) 1.10240(10) 0.0203(3) Uani 1 1 d . . .
Cl2 Cl 0.06789(3) 0.22744(4) 1.00105(4) 0.02226(9) Uani 1 1 d . . .
C2 C 0.24880(13) 0.70232(19) 1.10255(14) 0.0148(3) Uani 1 1 d . . .
O3 O 0.41654(11) 0.54786(14) 0.91384(10) 0.0222(3) Uani 1 1 d . . .
Cl3 Cl -0.00445(3) 0.61112(5) 1.03662(4) 0.02112(10) Uani 1 1 d . . .
C3 C 0.36949(13) 0.52997(18) 0.98583(17) 0.0152(4) Uani 1 1 d . . .
O4 O 0.31147(9) 0.17062(13) 1.10020(11) 0.0224(3) Uani 1 1 d . . .
C4 C 0.30569(13) 0.29833(19) 1.10047(14) 0.0147(3) Uani 1 1 d . . .
C5 C 0.28824(17) 0.4171(2) 1.35603(15) 0.0295(5) Uani 1 1 d . . .
H5A H 0.3442 0.4950 1.3672 0.044 Uiso 1 1 calc R . .
H5B H 0.3230 0.3196 1.3394 0.044 Uiso 1 1 calc R . .
H5C H 0.2446 0.4053 1.4174 0.044 Uiso 1 1 calc R . .
C6 C 0.13569(16) 0.6445(2) 1.30008(15) 0.0257(5) Uani 1 1 d . . .
H6A H 0.0790 0.6766 1.2526 0.039 Uiso 1 1 calc R . .
H6B H 0.1893 0.7265 1.3074 0.039 Uiso 1 1 calc R . .
H6C H 0.1029 0.6226 1.3660 0.039 Uiso 1 1 calc R . .
C7 C 0.09533(15) 0.3333(2) 1.25224(16) 0.0229(4) Uani 1 1 d . . .
H7A H 0.0633 0.3259 1.3198 0.034 Uiso 1 1 calc R . .
H7B H 0.1259 0.2341 1.2330 0.034 Uiso 1 1 calc R . .
H7C H 0.0391 0.3628 1.2036 0.034 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
Ga1 Cl2 2.2102(4) . ?
Ga1 Cl1 2.2137(6) . ?
Ga1 Cl3 2.2175(5) . ?
Ga1 Fe1 2.4844(3) . ?
Fe1 C2 1.8209(17) . ?
Fe1 C3 1.823(2) . ?
Fe1 C4 1.8233(17) . ?
Fe1 C1 1.836(2) . ?
Fe1 P1 2.2997(5) . ?
P1 C6 1.8030(18) . ?
P1 C7 1.8043(17) . ?
P1 C5 1.806(2) . ?
O1 C1 1.125(2) . ?
O2 C2 1.126(2) . ?
O3 C3 1.126(2) . ?
O4 C4 1.121(2) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
Cl2 Ga1 Cl1 101.94(2) . . ?
Cl2 Ga1 Cl3 104.799(18) . . ?
Cl1 Ga1 Cl3 105.67(2) . . ?
Cl2 Ga1 Fe1 115.899(16) . . ?
Cl1 Ga1 Fe1 113.693(17) . . ?
Cl3 Ga1 Fe1 113.585(16) . . ?
C2 Fe1 C3 92.01(7) . . ?
C2 Fe1 C4 163.57(7) . . ?
C3 Fe1 C4 93.34(7) . . ?
C2 Fe1 C1 98.57(7) . . ?
C3 Fe1 C1 90.61(8) . . ?
C4 Fe1 C1 96.90(7) . . ?
C2 Fe1 P1 87.60(6) . . ?
C3 Fe1 P1 178.09(6) . . ?
C4 Fe1 P1 86.54(6) . . ?
C1 Fe1 P1 91.31(6) . . ?
C2 Fe1 Ga1 82.60(5) . . ?
C3 Fe1 Ga1 85.13(6) . . ?
C4 Fe1 Ga1 82.39(5) . . ?
C1 Fe1 Ga1 175.62(6) . . ?
P1 Fe1 Ga1 92.964(15) . . ?
C6 P1 C7 103.98(9) . . ?
C6 P1 C5 103.57(10) . . ?
C7 P1 C5 103.75(10) . . ?
C6 P1 Fe1 115.42(6) . . ?
C7 P1 Fe1 116.75(7) . . ?
C5 P1 Fe1 111.88(7) . . ?
O1 C1 Fe1 176.90(18) . . ?
O2 C2 Fe1 178.80(17) . . ?
O3 C3 Fe1 177.53(16) . . ?
O4 C4 Fe1 178.13(18) . . ?
P1 C5 H5A 109.5 . . ?
P1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
P1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P1 C6 H6A 109.5 . . ?
P1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
P1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
P1 C7 H7A 109.5 . . ?
P1 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P1 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl2 Ga1 Fe1 C2 -155.07(6) . . . . ?
Cl1 Ga1 Fe1 C2 87.27(6) . . . . ?
Cl3 Ga1 Fe1 C2 -33.62(6) . . . . ?
Cl2 Ga1 Fe1 C3 112.26(5) . . . . ?
Cl1 Ga1 Fe1 C3 -5.40(5) . . . . ?
Cl3 Ga1 Fe1 C3 -126.29(5) . . . . ?
Cl2 Ga1 Fe1 C4 18.23(6) . . . . ?
Cl1 Ga1 Fe1 C4 -99.43(6) . . . . ?
Cl3 Ga1 Fe1 C4 139.68(6) . . . . ?
Cl2 Ga1 Fe1 P1 -67.88(2) . . . . ?
Cl1 Ga1 Fe1 P1 174.458(19) . . . . ?
Cl3 Ga1 Fe1 P1 53.57(2) . . . . ?
C2 Fe1 P1 C6 -3.86(9) . . . . ?
C4 Fe1 P1 C6 -168.50(9) . . . . ?
C1 Fe1 P1 C6 94.66(9) . . . . ?
Ga1 Fe1 P1 C6 -86.31(8) . . . . ?
C2 Fe1 P1 C7 118.77(9) . . . . ?
C4 Fe1 P1 C7 -45.87(9) . . . . ?
C1 Fe1 P1 C7 -142.71(9) . . . . ?
Ga1 Fe1 P1 C7 36.32(7) . . . . ?
C2 Fe1 P1 C5 -121.95(9) . . . . ?
C4 Fe1 P1 C5 73.41(9) . . . . ?
C1 Fe1 P1 C5 -23.42(9) . . . . ?
Ga1 Fe1 P1 C5 155.60(8) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.274
_refine_diff_density_min         -0.146
_refine_diff_density_rms         0.045
_database_code_depnum_ccdc_archive 'CCDC 1004636'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2c

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H9 Cl3 Fe Ga N O4'

_chemical_formula_sum            'C9 H9 Cl3 Fe Ga N O4'
_chemical_formula_weight         427.09

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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n
_symmetry_space_group_name_Hall  '-P 2yn'

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                   7.2763(3)
_cell_length_b                   22.2271(9)
_cell_length_c                   9.6226(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.5320(10)
_cell_angle_gamma                90.00
_cell_volume                     1556.21(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7069
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      26.71

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.08
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.823
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             840
_exptl_absorpt_coefficient_mu    3.183
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5920
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            14459
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_av_sigmaI/netI    0.0212
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         1.83
_diffrn_reflns_theta_max         26.37
_reflns_number_total             3178
_reflns_number_gt                2903
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0237P)²+0.5439P] 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         3178
_refine_ls_number_parameters     175
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0227
_refine_ls_R_factor_gt           0.0195
_refine_ls_wR_factor_ref         0.0472
_refine_ls_wR_factor_gt          0.0461
_refine_ls_goodness_of_fit_ref   1.025
_refine_ls_restrained_S_all      1.025
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.07309(3) 0.658623(8) 0.33873(2) 0.01427(6) Uani 1 1 d . . .
Fe1 Fe 0.36178(3) 0.673180(10) 0.20451(3) 0.01106(7) Uani 1 1 d . . .
Cl1 Cl -0.10174(6) 0.584716(19) 0.25950(5) 0.02048(11) Uani 1 1 d . . .
O1 O 0.29014(18) 0.80327(6) 0.22909(14) 0.0223(3) Uani 1 1 d . . .
C1 C 0.3171(2) 0.75362(8) 0.21826(18) 0.0150(4) Uani 1 1 d . . .
N1 N 0.3703(2) 0.53657(7) 0.22026(16) 0.0178(3) Uani 1 1 d . . .
O2 O 0.10152(19) 0.66242(6) -0.03198(15) 0.0252(3) Uani 1 1 d . . .
Cl2 Cl 0.12627(7) 0.63894(3) 0.55813(5) 0.03193(13) Uani 1 1 d . . .
C2 C 0.2007(2) 0.66694(8) 0.0585(2) 0.0154(4) Uani 1 1 d . . .
O3 O 0.69867(17) 0.68610(6) 0.03164(14) 0.0223(3) Uani 1 1 d . . .
Cl3 Cl -0.10282(6) 0.73954(2) 0.32555(5) 0.02320(11) Uani 1 1 d . . .
C3 C 0.5736(2) 0.68102(8) 0.09848(19) 0.0149(4) Uani 1 1 d . . .
C4 C 0.4753(2) 0.67494(8) 0.3752(2) 0.0168(4) Uani 1 1 d . . .
O4 O 0.54468(19) 0.67606(7) 0.48060(15) 0.0282(3) Uani 1 1 d . . .
C5 C 0.3696(2) 0.58805(8) 0.21369(19) 0.0150(4) Uani 1 1 d . . .
C6 C 0.3446(3) 0.47118(8) 0.2364(2) 0.0189(4) Uani 1 1 d . . .
C7 C 0.1987(3) 0.45288(9) 0.1291(2) 0.0327(5) Uani 1 1 d . . .
H7A H 0.0860 0.4760 0.1448 0.049 Uiso 1 1 calc R . .
H7B H 0.1725 0.4098 0.1383 0.049 Uiso 1 1 calc R . .
H7C H 0.2441 0.4611 0.0355 0.049 Uiso 1 1 calc R . .
C9 C 0.2780(3) 0.46095(9) 0.3840(2) 0.0287(5) Uani 1 1 d . . .
H9A H 0.3732 0.4739 0.4502 0.043 Uiso 1 1 calc R . .
H9B H 0.2523 0.4181 0.3976 0.043 Uiso 1 1 calc R . .
H9C H 0.1657 0.4843 0.3992 0.043 Uiso 1 1 calc R . .
C8 C 0.5286(3) 0.44107(9) 0.2099(3) 0.0324(5) Uani 1 1 d . . .
H8A H 0.5666 0.4491 0.1142 0.049 Uiso 1 1 calc R . .
H8B H 0.5169 0.3976 0.2236 0.049 Uiso 1 1 calc R . .
H8C H 0.6211 0.4571 0.2747 0.049 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
Ga1 Cl2 2.1870(5) . ?
Ga1 Cl1 2.2091(5) . ?
Ga1 Cl3 2.2105(5) . ?
Ga1 Fe1 2.4972(3) . ?
Fe1 C1 1.8224(18) . ?
Fe1 C2 1.8267(19) . ?
Fe1 C4 1.832(2) . ?
Fe1 C3 1.864(2) . ?
Fe1 C5 1.8950(18) . ?
O1 C1 1.126(2) . ?
N1 C5 1.146(2) . ?
N1 C6 1.474(2) . ?
O2 C2 1.130(2) . ?
O3 C3 1.125(2) . ?
C4 O4 1.129(2) . ?
C6 C8 1.521(3) . ?
C6 C9 1.522(3) . ?
C6 C7 1.529(3) . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 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
Cl2 Ga1 Cl1 106.29(2) . . ?
Cl2 Ga1 Cl3 108.38(2) . . ?
Cl1 Ga1 Cl3 104.711(18) . . ?
Cl2 Ga1 Fe1 112.524(16) . . ?
Cl1 Ga1 Fe1 113.723(16) . . ?
Cl3 Ga1 Fe1 110.752(16) . . ?
C1 Fe1 C2 90.95(8) . . ?
C1 Fe1 C4 89.61(8) . . ?
C2 Fe1 C4 166.40(8) . . ?
C1 Fe1 C3 95.57(8) . . ?
C2 Fe1 C3 96.54(8) . . ?
C4 Fe1 C3 96.93(8) . . ?
C1 Fe1 C5 168.98(8) . . ?
C2 Fe1 C5 88.78(8) . . ?
C4 Fe1 C5 88.08(8) . . ?
C3 Fe1 C5 95.41(8) . . ?
C1 Fe1 Ga1 86.45(6) . . ?
C2 Fe1 Ga1 81.45(6) . . ?
C4 Fe1 Ga1 85.03(6) . . ?
C3 Fe1 Ga1 177.18(5) . . ?
C5 Fe1 Ga1 82.61(5) . . ?
O1 C1 Fe1 178.83(16) . . ?
C5 N1 C6 171.85(19) . . ?
O2 C2 Fe1 179.23(16) . . ?
O3 C3 Fe1 178.23(16) . . ?
O4 C4 Fe1 179.8(2) . . ?
N1 C5 Fe1 178.48(17) . . ?
N1 C6 C8 107.65(16) . . ?
N1 C6 C9 106.72(15) . . ?
C8 C6 C9 112.28(17) . . ?
N1 C6 C7 106.22(15) . . ?
C8 C6 C7 112.12(17) . . ?
C9 C6 C7 111.44(17) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C6 C9 H9A 109.5 . . ?
C6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C6 C8 H8A 109.5 . . ?
C6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
C6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl2 Ga1 Fe1 C1 -101.26(6) . . . . ?
Cl1 Ga1 Fe1 C1 137.81(6) . . . . ?
Cl3 Ga1 Fe1 C1 20.22(6) . . . . ?
Cl2 Ga1 Fe1 C2 167.24(6) . . . . ?
Cl1 Ga1 Fe1 C2 46.31(6) . . . . ?
Cl3 Ga1 Fe1 C2 -71.28(6) . . . . ?
Cl2 Ga1 Fe1 C4 -11.34(6) . . . . ?
Cl1 Ga1 Fe1 C4 -132.27(6) . . . . ?
Cl3 Ga1 Fe1 C4 110.14(6) . . . . ?
Cl2 Ga1 Fe1 C5 77.36(6) . . . . ?
Cl1 Ga1 Fe1 C5 -43.57(6) . . . . ?
Cl3 Ga1 Fe1 C5 -161.16(6) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.543
_refine_diff_density_min         -0.415
_refine_diff_density_rms         0.060
_database_code_depnum_ccdc_archive 'CCDC 1004637'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2d

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H18 Cl3 Fe Ga O3 P2'

_chemical_formula_sum            'C9 H18 Cl3 Fe Ga O3 P2'
_chemical_formula_weight         468.09

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'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 '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   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   17.8670(16)
_cell_length_b                   13.5823(12)
_cell_length_c                   15.9356(14)
_cell_angle_alpha                90.00
_cell_angle_beta                 109.018(3)
_cell_angle_gamma                90.00
_cell_volume                     3656.1(6)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9919
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      26.75

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.701
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1872
_exptl_absorpt_coefficient_mu    2.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6012
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            61891
_diffrn_reflns_av_R_equivalents  0.0720
_diffrn_reflns_av_sigmaI/netI    0.0397
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         1.21
_diffrn_reflns_theta_max         26.37
_reflns_number_total             7463
_reflns_number_gt                5941
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0602P)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         7463
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0366
_refine_ls_wR_factor_ref         0.0954
_refine_ls_wR_factor_gt          0.0873
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.008
_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
Ga1 Ga 0.09930(2) 0.25249(3) 0.38051(2) 0.01355(10) Uani 1 1 d . . .
Fe1 Fe 0.16770(3) 0.32340(3) 0.28326(3) 0.01054(11) Uani 1 1 d . . .
Cl1 Cl -0.02858(5) 0.21735(6) 0.31857(6) 0.02122(19) Uani 1 1 d . . .
P1 P 0.28598(5) 0.27455(6) 0.37894(6) 0.01333(18) Uani 1 1 d . . .
O1 O 0.25155(14) 0.38008(19) 0.15963(16) 0.0236(6) Uani 1 1 d . . .
C1 C 0.21861(19) 0.3595(2) 0.2074(2) 0.0159(7) Uani 1 1 d . . .
Ga2 Ga 0.40783(2) 0.77246(3) 0.29309(2) 0.01342(10) Uani 1 1 d . . .
Fe2 Fe 0.31572(3) 0.75118(3) 0.14089(3) 0.01151(11) Uani 1 1 d . . .
Cl2 Cl 0.14497(5) 0.10327(6) 0.43400(5) 0.01946(19) Uani 1 1 d . . .
P2 P 0.05374(5) 0.39021(6) 0.19246(5) 0.01327(18) Uani 1 1 d . . .
O2 O 0.12220(14) 0.12575(17) 0.21027(15) 0.0180(5) Uani 1 1 d . . .
C2 C 0.13951(19) 0.2024(2) 0.2391(2) 0.0136(7) Uani 1 1 d . . .
Cl3 Cl 0.10238(6) 0.33994(7) 0.49857(6) 0.0302(2) Uani 1 1 d . . .
P3 P 0.38591(5) 0.61760(6) 0.12429(5) 0.01364(18) Uani 1 1 d . . .
O3 O 0.18889(15) 0.50148(18) 0.39266(16) 0.0239(6) Uani 1 1 d . . .
C3 C 0.17956(19) 0.4313(3) 0.3500(2) 0.0152(7) Uani 1 1 d . . .
Cl4 Cl 0.53531(5) 0.75365(7) 0.30576(6) 0.0222(2) Uani 1 1 d . . .
P4 P 0.23622(5) 0.87667(7) 0.15353(6) 0.01483(19) Uani 1 1 d . . .
O4 O 0.43277(14) 0.89064(17) 0.11735(16) 0.0197(5) Uani 1 1 d . . .
C4 C 0.3675(2) 0.3520(3) 0.3741(2) 0.0219(8) Uani 1 1 d . . .
H4A H 0.3545 0.4212 0.3799 0.033 Uiso 1 1 calc R . .
H4B H 0.3764 0.3421 0.3172 0.033 Uiso 1 1 calc R . .
H4C H 0.4156 0.3344 0.4227 0.033 Uiso 1 1 calc R . .
O5 O 0.21907(16) 0.7314(2) -0.04700(16) 0.0307(7) Uani 1 1 d . . .
Cl5 Cl 0.41261(5) 0.92325(6) 0.35055(5) 0.01999(19) Uani 1 1 d . . .
C5 C 0.3159(2) 0.1526(3) 0.3584(2) 0.0205(8) Uani 1 1 d . . .
H5A H 0.3673 0.1370 0.4024 0.031 Uiso 1 1 calc R . .
H5B H 0.3202 0.1498 0.2987 0.031 Uiso 1 1 calc R . .
H5C H 0.2764 0.1046 0.3630 0.031 Uiso 1 1 calc R . .
O6 O 0.23242(15) 0.62083(19) 0.22695(17) 0.0255(6) Uani 1 1 d . . .
Cl6 Cl 0.39117(6) 0.67634(7) 0.39773(5) 0.0265(2) Uani 1 1 d . . .
C6 C 0.2997(2) 0.2765(3) 0.4965(2) 0.0221(8) Uani 1 1 d . . .
H6A H 0.2643 0.2284 0.5097 0.033 Uiso 1 1 calc R . .
H6B H 0.2876 0.3424 0.5136 0.033 Uiso 1 1 calc R . .
H6C H 0.3548 0.2599 0.5300 0.033 Uiso 1 1 calc R . .
C7 C -0.0158(2) 0.3079(3) 0.1168(2) 0.0228(8) Uani 1 1 d . . .
H7A H -0.0609 0.3458 0.0791 0.034 Uiso 1 1 calc R . .
H7B H -0.0345 0.2591 0.1507 0.034 Uiso 1 1 calc R . .
H7C H 0.0103 0.2742 0.0795 0.034 Uiso 1 1 calc R . .
C8 C -0.0028(2) 0.4594(3) 0.2478(2) 0.0185(7) Uani 1 1 d . . .
H8A H 0.0280 0.5165 0.2777 0.028 Uiso 1 1 calc R . .
H8B H -0.0148 0.4174 0.2918 0.028 Uiso 1 1 calc R . .
H8C H -0.0524 0.4819 0.2041 0.028 Uiso 1 1 calc R . .
C9 C 0.0704(2) 0.4804(3) 0.1170(2) 0.0200(8) Uani 1 1 d . . .
H9A H 0.0203 0.5132 0.0850 0.030 Uiso 1 1 calc R . .
H9B H 0.0911 0.4475 0.0744 0.030 Uiso 1 1 calc R . .
H9C H 0.1088 0.5294 0.1506 0.030 Uiso 1 1 calc R . .
C10 C 0.3881(2) 0.8355(2) 0.1269(2) 0.0153(7) Uani 1 1 d . . .
C12 C 0.2646(2) 0.6722(3) 0.1941(2) 0.0183(7) Uani 1 1 d . . .
C13 C 0.4695(2) 0.6456(2) 0.0889(2) 0.0177(7) Uani 1 1 d . . .
H13A H 0.4943 0.5842 0.0791 0.027 Uiso 1 1 calc R . .
H13B H 0.5081 0.6845 0.1348 0.027 Uiso 1 1 calc R . .
H13C H 0.4517 0.6834 0.0335 0.027 Uiso 1 1 calc R . .
C14 C 0.4233(2) 0.5357(2) 0.2185(2) 0.0196(8) Uani 1 1 d . . .
H14A H 0.3795 0.5143 0.2385 0.029 Uiso 1 1 calc R . .
H14B H 0.4627 0.5704 0.2670 0.029 Uiso 1 1 calc R . .
H14C H 0.4479 0.4781 0.2011 0.029 Uiso 1 1 calc R . .
C15 C 0.3286(2) 0.5340(3) 0.0393(2) 0.0235(8) Uani 1 1 d . . .
H15A H 0.3150 0.5662 -0.0188 0.035 Uiso 1 1 calc R . .
H15B H 0.2800 0.5157 0.0513 0.035 Uiso 1 1 calc R . .
H15C H 0.3599 0.4746 0.0393 0.035 Uiso 1 1 calc R . .
C16 C 0.1393(2) 0.8763(3) 0.0688(2) 0.0237(8) Uani 1 1 d . . .
H16A H 0.1128 0.8136 0.0707 0.036 Uiso 1 1 calc R . .
H16B H 0.1453 0.8847 0.0103 0.036 Uiso 1 1 calc R . .
H16C H 0.1074 0.9305 0.0799 0.036 Uiso 1 1 calc R . .
C17 C 0.2103(2) 0.8811(3) 0.2545(2) 0.0194(8) Uani 1 1 d . . .
H17A H 0.1773 0.9390 0.2532 0.029 Uiso 1 1 calc R . .
H17B H 0.2587 0.8851 0.3059 0.029 Uiso 1 1 calc R . .
H17C H 0.1810 0.8214 0.2589 0.029 Uiso 1 1 calc R . .
C18 C 0.2726(2) 0.9983(3) 0.1408(2) 0.0219(8) Uani 1 1 d . . .
H18A H 0.2329 1.0476 0.1420 0.033 Uiso 1 1 calc R . .
H18B H 0.2828 1.0022 0.0841 0.033 Uiso 1 1 calc R . .
H18C H 0.3218 1.0109 0.1896 0.033 Uiso 1 1 calc R . .
C11 C 0.2565(2) 0.7389(3) 0.0261(2) 0.0200(8) 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
Ga1 Cl3 2.2104(9) . ?
Ga1 Cl1 2.2254(9) . ?
Ga1 Cl2 2.2465(9) . ?
Ga1 Fe1 2.4612(6) . ?
Fe1 C3 1.782(3) . ?
Fe1 C2 1.794(3) . ?
Fe1 C1 1.801(3) . ?
Fe1 P1 2.2651(10) . ?
Fe1 P2 2.2678(9) . ?
P1 C5 1.803(3) . ?
P1 C6 1.809(3) . ?
P1 C4 1.819(3) . ?
O1 C1 1.139(4) . ?
Ga2 Cl6 2.2129(9) . ?
Ga2 Cl5 2.2337(9) . ?
Ga2 Cl4 2.2348(10) . ?
Ga2 Fe2 2.4643(6) . ?
Fe2 C12 1.791(4) . ?
Fe2 C10 1.795(4) . ?
Fe2 C11 1.797(4) . ?
Fe2 P4 2.2694(10) . ?
Fe2 P3 2.2694(10) . ?
P2 C8 1.807(3) . ?
P2 C9 1.808(3) . ?
P2 C7 1.809(4) . ?
O2 C2 1.139(4) . ?
P3 C13 1.801(3) . ?
P3 C15 1.808(3) . ?
P3 C14 1.812(3) . ?
O3 C3 1.151(4) . ?
P4 C18 1.810(4) . ?
P4 C17 1.814(3) . ?
P4 C16 1.816(3) . ?
O4 C10 1.140(4) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
O5 C11 1.144(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
O6 C12 1.135(4) . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
Cl3 Ga1 Cl1 103.29(4) . . ?
Cl3 Ga1 Cl2 104.87(4) . . ?
Cl1 Ga1 Cl2 99.69(3) . . ?
Cl3 Ga1 Fe1 116.48(3) . . ?
Cl1 Ga1 Fe1 116.96(3) . . ?
Cl2 Ga1 Fe1 113.48(3) . . ?
C3 Fe1 C2 161.96(15) . . ?
C3 Fe1 C1 100.88(15) . . ?
C2 Fe1 C1 97.16(15) . . ?
C3 Fe1 P1 86.32(11) . . ?
C2 Fe1 P1 94.41(10) . . ?
C1 Fe1 P1 88.10(11) . . ?
C3 Fe1 P2 87.65(11) . . ?
C2 Fe1 P2 92.14(10) . . ?
C1 Fe1 P2 90.45(11) . . ?
P1 Fe1 P2 173.42(4) . . ?
C3 Fe1 Ga1 86.16(11) . . ?
C2 Fe1 Ga1 75.82(10) . . ?
C1 Fe1 Ga1 172.69(11) . . ?
P1 Fe1 Ga1 90.42(3) . . ?
P2 Fe1 Ga1 91.80(3) . . ?
C5 P1 C6 104.67(17) . . ?
C5 P1 C4 103.59(17) . . ?
C6 P1 C4 101.24(17) . . ?
C5 P1 Fe1 114.43(12) . . ?
C6 P1 Fe1 118.36(12) . . ?
C4 P1 Fe1 112.74(12) . . ?
O1 C1 Fe1 178.4(3) . . ?
Cl6 Ga2 Cl5 103.22(3) . . ?
Cl6 Ga2 Cl4 104.35(4) . . ?
Cl5 Ga2 Cl4 99.56(3) . . ?
Cl6 Ga2 Fe2 117.50(3) . . ?
Cl5 Ga2 Fe2 115.79(3) . . ?
Cl4 Ga2 Fe2 114.18(3) . . ?
C12 Fe2 C10 160.09(15) . . ?
C12 Fe2 C11 101.76(16) . . ?
C10 Fe2 C11 98.15(15) . . ?
C12 Fe2 P4 88.69(11) . . ?
C10 Fe2 P4 91.65(11) . . ?
C11 Fe2 P4 88.98(12) . . ?
C12 Fe2 P3 87.88(11) . . ?
C10 Fe2 P3 92.74(11) . . ?
C11 Fe2 P3 88.37(12) . . ?
P4 Fe2 P3 175.15(4) . . ?
C12 Fe2 Ga2 83.39(11) . . ?
C10 Fe2 Ga2 76.72(10) . . ?
C11 Fe2 Ga2 174.34(12) . . ?
P4 Fe2 Ga2 93.50(3) . . ?
P3 Fe2 Ga2 89.50(3) . . ?
C8 P2 C9 102.24(16) . . ?
C8 P2 C7 105.97(17) . . ?
C9 P2 C7 101.60(17) . . ?
C8 P2 Fe1 115.18(12) . . ?
C9 P2 Fe1 112.79(12) . . ?
C7 P2 Fe1 117.20(12) . . ?
O2 C2 Fe1 179.0(3) . . ?
C13 P3 C15 102.85(16) . . ?
C13 P3 C14 105.66(16) . . ?
C15 P3 C14 101.60(17) . . ?
C13 P3 Fe2 114.45(12) . . ?
C15 P3 Fe2 112.98(13) . . ?
C14 P3 Fe2 117.55(12) . . ?
O3 C3 Fe1 178.3(3) . . ?
C18 P4 C17 105.89(17) . . ?
C18 P4 C16 102.10(17) . . ?
C17 P4 C16 101.66(17) . . ?
C18 P4 Fe2 114.67(12) . . ?
C17 P4 Fe2 116.82(12) . . ?
C16 P4 Fe2 113.90(13) . . ?
P1 C4 H4A 109.5 . . ?
P1 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
P1 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
P1 C5 H5A 109.5 . . ?
P1 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
P1 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
P1 C6 H6A 109.5 . . ?
P1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
P1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
P2 C7 H7A 109.5 . . ?
P2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
P2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
P2 C8 H8A 109.5 . . ?
P2 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
P2 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
P2 C9 H9A 109.5 . . ?
P2 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
P2 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
O4 C10 Fe2 178.5(3) . . ?
O6 C12 Fe2 178.8(3) . . ?
P3 C13 H13A 109.5 . . ?
P3 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
P3 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
P3 C14 H14A 109.5 . . ?
P3 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
P3 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
P3 C15 H15A 109.5 . . ?
P3 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
P3 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
P4 C16 H16A 109.5 . . ?
P4 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
P4 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
P4 C17 H17A 109.5 . . ?
P4 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
P4 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
P4 C18 H18A 109.5 . . ?
P4 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
P4 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O5 C11 Fe2 179.7(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl3 Ga1 Fe1 C3 -7.74(11) . . . . ?
Cl1 Ga1 Fe1 C3 115.06(11) . . . . ?
Cl2 Ga1 Fe1 C3 -129.68(11) . . . . ?
Cl3 Ga1 Fe1 C2 172.98(11) . . . . ?
Cl1 Ga1 Fe1 C2 -64.23(11) . . . . ?
Cl2 Ga1 Fe1 C2 51.03(11) . . . . ?
Cl3 Ga1 Fe1 P1 78.54(4) . . . . ?
Cl1 Ga1 Fe1 P1 -158.66(4) . . . . ?
Cl2 Ga1 Fe1 P1 -43.40(4) . . . . ?
Cl3 Ga1 Fe1 P2 -95.27(4) . . . . ?
Cl1 Ga1 Fe1 P2 27.53(4) . . . . ?
Cl2 Ga1 Fe1 P2 142.79(4) . . . . ?
C3 Fe1 P1 C5 175.43(17) . . . . ?
C2 Fe1 P1 C5 13.50(17) . . . . ?
C1 Fe1 P1 C5 -83.54(17) . . . . ?
Ga1 Fe1 P1 C5 89.30(13) . . . . ?
C3 Fe1 P1 C6 51.28(18) . . . . ?
C2 Fe1 P1 C6 -110.65(18) . . . . ?
C1 Fe1 P1 C6 152.31(18) . . . . ?
Ga1 Fe1 P1 C6 -34.85(15) . . . . ?
C3 Fe1 P1 C4 -66.52(17) . . . . ?
C2 Fe1 P1 C4 131.55(17) . . . . ?
C1 Fe1 P1 C4 34.51(17) . . . . ?
Ga1 Fe1 P1 C4 -152.65(13) . . . . ?
Cl6 Ga2 Fe2 C12 8.62(11) . . . . ?
Cl5 Ga2 Fe2 C12 -113.92(11) . . . . ?
Cl4 Ga2 Fe2 C12 131.31(11) . . . . ?
Cl6 Ga2 Fe2 C10 -172.24(11) . . . . ?
Cl5 Ga2 Fe2 C10 65.23(11) . . . . ?
Cl4 Ga2 Fe2 C10 -49.55(11) . . . . ?
Cl6 Ga2 Fe2 P4 96.89(4) . . . . ?
Cl5 Ga2 Fe2 P4 -25.64(4) . . . . ?
Cl4 Ga2 Fe2 P4 -140.42(4) . . . . ?
Cl6 Ga2 Fe2 P3 -79.30(4) . . . . ?
Cl5 Ga2 Fe2 P3 158.17(4) . . . . ?
Cl4 Ga2 Fe2 P3 43.39(4) . . . . ?
C3 Fe1 P2 C8 -36.70(17) . . . . ?
C2 Fe1 P2 C8 125.25(16) . . . . ?
C1 Fe1 P2 C8 -137.57(17) . . . . ?
Ga1 Fe1 P2 C8 49.38(13) . . . . ?
C3 Fe1 P2 C9 80.15(17) . . . . ?
C2 Fe1 P2 C9 -117.90(16) . . . . ?
C1 Fe1 P2 C9 -20.72(17) . . . . ?
Ga1 Fe1 P2 C9 166.23(13) . . . . ?
C3 Fe1 P2 C7 -162.39(18) . . . . ?
C2 Fe1 P2 C7 -0.44(17) . . . . ?
C1 Fe1 P2 C7 96.74(18) . . . . ?
Ga1 Fe1 P2 C7 -76.31(14) . . . . ?
C12 Fe2 P3 C13 -169.07(17) . . . . ?
C10 Fe2 P3 C13 -8.99(17) . . . . ?
C11 Fe2 P3 C13 89.09(17) . . . . ?
Ga2 Fe2 P3 C13 -85.66(13) . . . . ?
C12 Fe2 P3 C15 73.67(17) . . . . ?
C10 Fe2 P3 C15 -126.26(16) . . . . ?
C11 Fe2 P3 C15 -28.17(17) . . . . ?
Ga2 Fe2 P3 C15 157.07(13) . . . . ?
C12 Fe2 P3 C14 -44.20(17) . . . . ?
C10 Fe2 P3 C14 115.87(17) . . . . ?
C11 Fe2 P3 C14 -146.04(17) . . . . ?
Ga2 Fe2 P3 C14 39.20(14) . . . . ?
C12 Fe2 P4 C18 162.39(17) . . . . ?
C10 Fe2 P4 C18 2.31(17) . . . . ?
C11 Fe2 P4 C18 -95.82(17) . . . . ?
Ga2 Fe2 P4 C18 79.10(13) . . . . ?
C12 Fe2 P4 C17 37.65(17) . . . . ?
C10 Fe2 P4 C17 -122.43(17) . . . . ?
C11 Fe2 P4 C17 139.44(18) . . . . ?
Ga2 Fe2 P4 C17 -45.64(14) . . . . ?
C12 Fe2 P4 C16 -80.49(17) . . . . ?
C10 Fe2 P4 C16 119.43(17) . . . . ?
C11 Fe2 P4 C16 21.30(18) . . . . ?
Ga2 Fe2 P4 C16 -163.79(13) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.328
_refine_diff_density_min         -0.977
_refine_diff_density_rms         0.129
_database_code_depnum_ccdc_archive 'CCDC 1004638'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2e

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C14 H18 Cl5 Fe Ga N4 O3'

_chemical_formula_sum            'C14 H18 Cl5 Fe Ga N4 O3'
_chemical_formula_weight         593.14

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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/c
_symmetry_space_group_name_Hall  '-P 2ybc'

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

_cell_length_a                   8.6242(5)
_cell_length_b                   14.4623(8)
_cell_length_c                   17.4482(10)
_cell_angle_alpha                90.00
_cell_angle_beta                 98.852(2)
_cell_angle_gamma                90.00
_cell_volume                     2150.3(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    8768
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      26.58

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.04
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.832
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1184
_exptl_absorpt_coefficient_mu    2.572
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6149
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            32196
_diffrn_reflns_av_R_equivalents  0.0399
_diffrn_reflns_av_sigmaI/netI    0.0258
_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       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         1.84
_diffrn_reflns_theta_max         26.37
_reflns_number_total             4394
_reflns_number_gt                3796
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0298P)²+1.5009P] 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         4394
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0332
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0610
_refine_ls_wR_factor_gt          0.0577
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ga1 Ga 0.41548(3) 0.041554(16) 0.721583(13) 0.01365(7) Uani 1 1 d . . .
Cl1 Cl 0.38603(7) 0.00163(4) 0.84210(3) 0.02238(13) Uani 1 1 d . . .
O1 O 0.3615(2) 0.25314(12) 0.84274(10) 0.0276(4) Uani 1 1 d . . .
N1 N 0.0879(2) 0.13179(12) 0.53260(10) 0.0154(4) Uani 1 1 d . . .
C1 C 0.3345(3) 0.22973(16) 0.78030(13) 0.0185(5) Uani 1 1 d . . .
Fe1 Fe 0.29348(4) 0.19001(2) 0.681765(17) 0.01267(8) Uani 1 1 d . . .
C2 C 0.1377(3) 0.11955(16) 0.70670(13) 0.0172(5) Uani 1 1 d . . .
N2 N 0.3302(2) 0.11559(12) 0.52061(10) 0.0158(4) Uani 1 1 d . . .
Cl2 Cl 0.31548(7) -0.07785(4) 0.64709(3) 0.01956(13) Uani 1 1 d . . .
O2 O 0.0444(2) 0.07222(12) 0.72502(10) 0.0253(4) Uani 1 1 d . . .
O3 O 0.6175(2) 0.24922(12) 0.67615(11) 0.0287(4) Uani 1 1 d . . .
Cl3 Cl 0.67239(7) 0.02195(4) 0.72393(3) 0.02194(13) Uani 1 1 d . . .
C3 C 0.2358(3) 0.14349(14) 0.57212(12) 0.0143(5) Uani 1 1 d . . .
N3 N 0.2144(2) 0.36602(12) 0.58700(10) 0.0150(4) Uani 1 1 d . . .
N4 N 0.0674(2) 0.35320(12) 0.67429(10) 0.0156(4) Uani 1 1 d . . .
C4 C 0.0923(3) 0.09690(15) 0.45924(13) 0.0205(5) Uani 1 1 d . . .
H4 H 0.0044 0.0826 0.4212 0.025 Uiso 1 1 calc R . .
C5 C 0.2415(3) 0.08705(16) 0.45177(13) 0.0203(5) Uani 1 1 d . . .
H5 H 0.2807 0.0645 0.4073 0.024 Uiso 1 1 calc R . .
C7 C 0.5008(3) 0.11845(16) 0.53059(14) 0.0209(5) Uani 1 1 d . . .
H7A H 0.5357 0.1828 0.5293 0.031 Uiso 1 1 calc R . .
H7B H 0.5375 0.0838 0.4886 0.031 Uiso 1 1 calc R . .
H7C H 0.5439 0.0907 0.5806 0.031 Uiso 1 1 calc R . .
C6 C -0.0616(3) 0.15508(16) 0.55746(13) 0.0178(5) Uani 1 1 d . . .
H6A H -0.0933 0.1048 0.5894 0.027 Uiso 1 1 calc R . .
H6B H -0.1418 0.1638 0.5118 0.027 Uiso 1 1 calc R . .
H6C H -0.0498 0.2123 0.5879 0.027 Uiso 1 1 calc R . .
C9 C 0.1863(3) 0.31010(15) 0.64585(12) 0.0143(5) Uani 1 1 d . . .
C8 C 0.4905(3) 0.22590(16) 0.67347(13) 0.0183(5) Uani 1 1 d . . .
C10 C 0.1162(3) 0.44127(15) 0.57974(13) 0.0191(5) Uani 1 1 d . . .
H10 H 0.1143 0.4898 0.5429 0.023 Uiso 1 1 calc R . .
Cl10 Cl 0.69534(8) 0.35383(5) 0.48373(4) 0.03276(16) Uani 1 1 d . . .
C11 C 0.0236(3) 0.43351(15) 0.63432(13) 0.0185(5) Uani 1 1 d . . .
H11 H -0.0566 0.4752 0.6437 0.022 Uiso 1 1 calc R . .
Cl11 Cl 0.95825(8) 0.31794(4) 0.40076(4) 0.02906(15) Uani 1 1 d . . .
C12 C 0.3314(3) 0.35342(16) 0.53597(13) 0.0210(5) Uani 1 1 d . . .
H12A H 0.4363 0.3519 0.5669 0.032 Uiso 1 1 calc R . .
H12B H 0.3249 0.4048 0.4990 0.032 Uiso 1 1 calc R . .
H12C H 0.3116 0.2950 0.5076 0.032 Uiso 1 1 calc R . .
C13 C -0.0051(3) 0.32380(17) 0.74032(13) 0.0215(5) Uani 1 1 d . . .
H13A H -0.0371 0.2589 0.7337 0.032 Uiso 1 1 calc R . .
H13B H -0.0975 0.3622 0.7437 0.032 Uiso 1 1 calc R . .
H13C H 0.0704 0.3305 0.7881 0.032 Uiso 1 1 calc R . .
C20 C 0.7515(3) 0.33071(18) 0.39265(15) 0.0311(6) Uani 1 1 d . . .
H20A H 0.7165 0.3820 0.3565 0.037 Uiso 1 1 calc R . .
H20B H 0.6996 0.2733 0.3710 0.037 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
Ga1 Cl3 2.2279(6) . ?
Ga1 Cl1 2.2326(6) . ?
Ga1 Cl2 2.2517(6) . ?
Ga1 Fe1 2.4443(4) . ?
O1 C1 1.130(3) . ?
N1 C3 1.364(3) . ?
N1 C4 1.382(3) . ?
N1 C6 1.461(3) . ?
C1 Fe1 1.795(2) . ?
Fe1 C2 1.792(2) . ?
Fe1 C8 1.803(2) . ?
Fe1 C3 2.017(2) . ?
Fe1 C9 2.021(2) . ?
C2 O2 1.139(3) . ?
N2 C3 1.363(3) . ?
N2 C5 1.384(3) . ?
N2 C7 1.455(3) . ?
O3 C8 1.141(3) . ?
N3 C9 1.358(3) . ?
N3 C10 1.373(3) . ?
N3 C12 1.456(3) . ?
N4 C9 1.358(3) . ?
N4 C11 1.377(3) . ?
N4 C13 1.456(3) . ?
C4 C5 1.320(3) . ?
C4 H4 0.9500 . ?
C5 H5 0.9500 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C10 C11 1.338(3) . ?
C10 H10 0.9500 . ?
Cl10 C20 1.763(3) . ?
C11 H11 0.9500 . ?
Cl11 C20 1.776(3) . ?
C12 H12A 0.9800 . ?
C12 H12B 0.9800 . ?
C12 H12C 0.9800 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?

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
Cl3 Ga1 Cl1 101.93(2) . . ?
Cl3 Ga1 Cl2 101.80(2) . . ?
Cl1 Ga1 Cl2 104.85(2) . . ?
Cl3 Ga1 Fe1 120.03(2) . . ?
Cl1 Ga1 Fe1 112.86(2) . . ?
Cl2 Ga1 Fe1 113.560(19) . . ?
C3 N1 C4 110.91(19) . . ?
C3 N1 C6 128.35(18) . . ?
C4 N1 C6 120.68(18) . . ?
O1 C1 Fe1 178.7(2) . . ?
C2 Fe1 C1 89.66(10) . . ?
C2 Fe1 C8 159.01(10) . . ?
C1 Fe1 C8 86.30(10) . . ?
C2 Fe1 C3 87.48(10) . . ?
C1 Fe1 C3 176.94(10) . . ?
C8 Fe1 C3 96.76(10) . . ?
C2 Fe1 C9 103.88(10) . . ?
C1 Fe1 C9 92.02(9) . . ?
C8 Fe1 C9 96.85(10) . . ?
C3 Fe1 C9 87.61(8) . . ?
C2 Fe1 Ga1 74.78(7) . . ?
C1 Fe1 Ga1 89.78(7) . . ?
C8 Fe1 Ga1 84.60(7) . . ?
C3 Fe1 Ga1 90.52(6) . . ?
C9 Fe1 Ga1 177.75(6) . . ?
O2 C2 Fe1 176.5(2) . . ?
C3 N2 C5 110.74(19) . . ?
C3 N2 C7 127.43(19) . . ?
C5 N2 C7 121.74(19) . . ?
N2 C3 N1 103.69(18) . . ?
N2 C3 Fe1 129.74(16) . . ?
N1 C3 Fe1 126.57(16) . . ?
C9 N3 C10 111.23(19) . . ?
C9 N3 C12 127.53(19) . . ?
C10 N3 C12 121.24(19) . . ?
C9 N4 C11 111.48(19) . . ?
C9 N4 C13 126.55(19) . . ?
C11 N4 C13 121.9(2) . . ?
C5 C4 N1 107.3(2) . . ?
C5 C4 H4 126.4 . . ?
N1 C4 H4 126.4 . . ?
C4 C5 N2 107.4(2) . . ?
C4 C5 H5 126.3 . . ?
N2 C5 H5 126.3 . . ?
N2 C7 H7A 109.5 . . ?
N2 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
N2 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N1 C6 H6A 109.5 . . ?
N1 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
N1 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N4 C9 N3 103.64(18) . . ?
N4 C9 Fe1 128.06(16) . . ?
N3 C9 Fe1 128.30(17) . . ?
O3 C8 Fe1 173.1(2) . . ?
C11 C10 N3 107.2(2) . . ?
C11 C10 H10 126.4 . . ?
N3 C10 H10 126.4 . . ?
C10 C11 N4 106.5(2) . . ?
C10 C11 H11 126.8 . . ?
N4 C11 H11 126.8 . . ?
N3 C12 H12A 109.5 . . ?
N3 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
N3 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
N4 C13 H13A 109.5 . . ?
N4 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N4 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Cl10 C20 Cl11 111.07(13) . . ?
Cl10 C20 H20A 109.4 . . ?
Cl11 C20 H20A 109.4 . . ?
Cl10 C20 H20B 109.4 . . ?
Cl11 C20 H20B 109.4 . . ?
H20A C20 H20B 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl3 Ga1 Fe1 C2 -178.13(8) . . . . ?
Cl1 Ga1 Fe1 C2 -57.95(8) . . . . ?
Cl2 Ga1 Fe1 C2 61.22(8) . . . . ?
Cl3 Ga1 Fe1 C1 -88.43(8) . . . . ?
Cl1 Ga1 Fe1 C1 31.76(8) . . . . ?
Cl2 Ga1 Fe1 C1 150.93(8) . . . . ?
Cl3 Ga1 Fe1 C8 -2.12(7) . . . . ?
Cl1 Ga1 Fe1 C8 118.07(7) . . . . ?
Cl2 Ga1 Fe1 C8 -122.76(7) . . . . ?
Cl3 Ga1 Fe1 C3 94.62(7) . . . . ?
Cl1 Ga1 Fe1 C3 -145.19(7) . . . . ?
Cl2 Ga1 Fe1 C3 -26.03(7) . . . . ?
C5 N2 C3 N1 -0.4(2) . . . . ?
C7 N2 C3 N1 176.1(2) . . . . ?
C5 N2 C3 Fe1 178.83(16) . . . . ?
C7 N2 C3 Fe1 -4.6(3) . . . . ?
C4 N1 C3 N2 0.5(2) . . . . ?
C6 N1 C3 N2 -176.5(2) . . . . ?
C4 N1 C3 Fe1 -178.76(15) . . . . ?
C6 N1 C3 Fe1 4.3(3) . . . . ?
C2 Fe1 C3 N2 -137.4(2) . . . . ?
C8 Fe1 C3 N2 22.0(2) . . . . ?
C9 Fe1 C3 N2 118.6(2) . . . . ?
Ga1 Fe1 C3 N2 -62.67(19) . . . . ?
C2 Fe1 C3 N1 41.69(19) . . . . ?
C8 Fe1 C3 N1 -158.95(19) . . . . ?
C9 Fe1 C3 N1 -62.32(19) . . . . ?
Ga1 Fe1 C3 N1 116.43(18) . . . . ?
C3 N1 C4 C5 -0.4(3) . . . . ?
C6 N1 C4 C5 176.80(19) . . . . ?
N1 C4 C5 N2 0.2(3) . . . . ?
C3 N2 C5 C4 0.2(3) . . . . ?
C7 N2 C5 C4 -176.6(2) . . . . ?
C11 N4 C9 N3 -0.1(2) . . . . ?
C13 N4 C9 N3 -177.8(2) . . . . ?
C11 N4 C9 Fe1 -179.29(15) . . . . ?
C13 N4 C9 Fe1 3.1(3) . . . . ?
C10 N3 C9 N4 0.2(2) . . . . ?
C12 N3 C9 N4 179.81(19) . . . . ?
C10 N3 C9 Fe1 179.35(15) . . . . ?
C12 N3 C9 Fe1 -1.0(3) . . . . ?
C2 Fe1 C9 N4 36.8(2) . . . . ?
C1 Fe1 C9 N4 -53.3(2) . . . . ?
C8 Fe1 C9 N4 -139.85(19) . . . . ?
C3 Fe1 C9 N4 123.63(19) . . . . ?
C2 Fe1 C9 N3 -142.13(19) . . . . ?
C1 Fe1 C9 N3 127.7(2) . . . . ?
C8 Fe1 C9 N3 41.2(2) . . . . ?
C3 Fe1 C9 N3 -55.32(19) . . . . ?
C9 N3 C10 C11 -0.2(3) . . . . ?
C12 N3 C10 C11 -179.83(19) . . . . ?
N3 C10 C11 N4 0.1(2) . . . . ?
C9 N4 C11 C10 0.0(2) . . . . ?
C13 N4 C11 C10 177.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.649
_refine_diff_density_min         -0.473
_refine_diff_density_rms         0.074
_database_code_depnum_ccdc_archive 'CCDC 1004639'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2f

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C13 H18 Cl3 Fe Ga N2 O3'

_chemical_formula_sum            'C13 H18 Cl3 Fe Ga N2 O3'
_chemical_formula_weight         482.21

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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pnma
_symmetry_space_group_name_Hall  '-P 2ac 2n'

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

_cell_length_a                   11.8260(8)
_cell_length_b                   18.0027(12)
_cell_length_c                   9.6374(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     2051.8(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    5525
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      26.46

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.561
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             968
_exptl_absorpt_coefficient_mu    2.422
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6417
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18070
_diffrn_reflns_av_R_equivalents  0.0410
_diffrn_reflns_av_sigmaI/netI    0.0232
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         2.26
_diffrn_reflns_theta_max         26.37
_reflns_number_total             2165
_reflns_number_gt                1856
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0221P)²+0.8675P] 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         2165
_refine_ls_number_parameters     115
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0285
_refine_ls_R_factor_gt           0.0204
_refine_ls_wR_factor_ref         0.0473
_refine_ls_wR_factor_gt          0.0437
_refine_ls_goodness_of_fit_ref   0.991
_refine_ls_restrained_S_all      0.991
_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
Ga1 Ga 0.71125(2) 0.2500 0.50627(3) 0.01393(8) Uani 1 2 d S . .
Cl1 Cl 0.67506(6) 0.2500 0.28116(6) 0.02322(15) Uani 1 2 d S . .
O1 O 0.85662(11) 0.36491(7) 0.77531(13) 0.0263(3) Uani 1 1 d . . .
C1 C 0.87895(15) 0.32053(10) 0.69660(18) 0.0173(4) Uani 1 1 d . . .
Fe1 Fe 0.91313(3) 0.2500 0.56943(3) 0.01248(9) Uani 1 2 d S . .
N1 N 0.91666(12) 0.12713(8) 0.35352(15) 0.0171(3) Uani 1 1 d . . .
C2 C 1.0693(2) 0.2500 0.5904(2) 0.0181(6) Uani 1 2 d S . .
O2 O 1.16428(17) 0.2500 0.59870(19) 0.0290(5) Uani 1 2 d S . .
Cl2 Cl 0.61782(4) 0.15176(3) 0.58462(5) 0.02589(12) Uani 1 1 d . . .
C4 C 0.90773(16) 0.06321(10) 0.26033(18) 0.0185(4) Uani 1 1 d . . .
C3 C 0.91571(14) 0.17529(10) 0.43152(17) 0.0162(4) Uani 1 1 d . . .
C5 C 0.84114(18) 0.00441(11) 0.3396(2) 0.0307(5) Uani 1 1 d . . .
H5A H 0.8832 -0.0100 0.4230 0.046 Uiso 1 1 calc R . .
H5B H 0.8301 -0.0392 0.2803 0.046 Uiso 1 1 calc R . .
H5C H 0.7674 0.0247 0.3665 0.046 Uiso 1 1 calc R . .
C6 C 1.02682(16) 0.03732(11) 0.2270(2) 0.0253(4) Uani 1 1 d . . .
H6A H 1.0686 0.0777 0.1821 0.038 Uiso 1 1 calc R . .
H6B H 1.0233 -0.0055 0.1643 0.038 Uiso 1 1 calc R . .
H6C H 1.0654 0.0230 0.3129 0.038 Uiso 1 1 calc R . .
C7 C 0.84573(18) 0.08872(12) 0.13023(19) 0.0309(5) Uani 1 1 d . . .
H7A H 0.7710 0.1079 0.1558 0.046 Uiso 1 1 calc R . .
H7B H 0.8369 0.0467 0.0666 0.046 Uiso 1 1 calc R . .
H7C H 0.8894 0.1280 0.0846 0.046 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
Ga1 Cl1 2.2113(7) . ?
Ga1 Cl2 2.2179(5) 7_565 ?
Ga1 Cl2 2.2179(5) . ?
Ga1 Fe1 2.4638(5) . ?
O1 C1 1.133(2) . ?
C1 Fe1 1.8104(18) . ?
Fe1 C1 1.8105(18) 7_565 ?
Fe1 C2 1.857(3) . ?
Fe1 C3 1.8911(18) 7_565 ?
Fe1 C3 1.8912(18) . ?
N1 C3 1.147(2) . ?
N1 C4 1.464(2) . ?
C2 O2 1.126(3) . ?
C4 C6 1.518(3) . ?
C4 C7 1.523(3) . ?
C4 C5 1.525(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 H6A 0.9800 . ?
C6 H6B 0.9800 . ?
C6 H6C 0.9800 . ?
C7 H7A 0.9800 . ?
C7 H7B 0.9800 . ?
C7 H7C 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
Cl1 Ga1 Cl2 103.744(18) . 7_565 ?
Cl1 Ga1 Cl2 103.744(18) . . ?
Cl2 Ga1 Cl2 105.77(3) 7_565 . ?
Cl1 Ga1 Fe1 115.46(2) . . ?
Cl2 Ga1 Fe1 113.494(15) 7_565 . ?
Cl2 Ga1 Fe1 113.494(15) . . ?
O1 C1 Fe1 179.26(17) . . ?
C1 Fe1 C1 89.07(11) . 7_565 ?
C1 Fe1 C2 98.53(8) . . ?
C1 Fe1 C2 98.53(8) 7_565 . ?
C1 Fe1 C3 88.89(7) . 7_565 ?
C1 Fe1 C3 168.00(8) 7_565 7_565 ?
C2 Fe1 C3 93.46(7) . 7_565 ?
C1 Fe1 C3 168.00(8) . . ?
C1 Fe1 C3 88.89(7) 7_565 . ?
C2 Fe1 C3 93.46(7) . . ?
C3 Fe1 C3 90.67(10) 7_565 . ?
C1 Fe1 Ga1 87.19(6) . . ?
C1 Fe1 Ga1 87.18(6) 7_565 . ?
C2 Fe1 Ga1 171.94(8) . . ?
C3 Fe1 Ga1 80.91(5) 7_565 . ?
C3 Fe1 Ga1 80.91(5) . . ?
C3 N1 C4 174.45(17) . . ?
O2 C2 Fe1 177.8(2) . . ?
N1 C4 C6 107.74(15) . . ?
N1 C4 C7 107.63(15) . . ?
C6 C4 C7 111.39(15) . . ?
N1 C4 C5 106.00(14) . . ?
C6 C4 C5 111.84(16) . . ?
C7 C4 C5 111.91(17) . . ?
N1 C3 Fe1 176.25(15) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C4 C6 H6A 109.5 . . ?
C4 C6 H6B 109.5 . . ?
H6A C6 H6B 109.5 . . ?
C4 C6 H6C 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
C4 C7 H7A 109.5 . . ?
C4 C7 H7B 109.5 . . ?
H7A C7 H7B 109.5 . . ?
C4 C7 H7C 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl1 Ga1 Fe1 C1 135.40(5) . . . . ?
Cl2 Ga1 Fe1 C1 15.80(6) 7_565 . . . ?
Cl2 Ga1 Fe1 C1 -105.00(6) . . . . ?
Cl1 Ga1 Fe1 C1 -135.40(5) . . . 7_565 ?
Cl2 Ga1 Fe1 C1 105.00(6) 7_565 . . 7_565 ?
Cl2 Ga1 Fe1 C1 -15.80(6) . . . 7_565 ?
Cl1 Ga1 Fe1 C3 46.08(5) . . . 7_565 ?
Cl2 Ga1 Fe1 C3 -73.52(5) 7_565 . . 7_565 ?
Cl2 Ga1 Fe1 C3 165.67(5) . . . 7_565 ?
Cl1 Ga1 Fe1 C3 -46.08(5) . . . . ?
Cl2 Ga1 Fe1 C3 -165.68(5) 7_565 . . . ?
Cl2 Ga1 Fe1 C3 73.52(5) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.296
_refine_diff_density_min         -0.223
_refine_diff_density_rms         0.060
_database_code_depnum_ccdc_archive 'CCDC 1004640'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2g

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H36 B2 Cl3 Fe Ga N2 O3 Si4'

_chemical_formula_sum            'C15 H36 B2 Cl3 Fe Ga N2 O3 Si4'
_chemical_formula_weight         658.36

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'
Si Si 0.0817 0.0704 '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'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pna2(1)
_symmetry_space_group_name_Hall  'P 2c -2n'

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

_cell_length_a                   28.6201(15)
_cell_length_b                   15.3682(8)
_cell_length_c                   7.0307(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     3092.4(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6674
_cell_measurement_theta_min      2.51
_cell_measurement_theta_max      26.81

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.05
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.414
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1352
_exptl_absorpt_coefficient_mu    1.773
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6485
_exptl_absorpt_correction_T_max  0.7455
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_reflns_number            27505
_diffrn_reflns_av_R_equivalents  0.0500
_diffrn_reflns_av_sigmaI/netI    0.0529
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       35
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         1.42
_diffrn_reflns_theta_max         26.37
_reflns_number_total             6247
_reflns_number_gt                5491
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0502P)²+1.1245P] 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_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.045(12)
_refine_ls_number_reflns         6247
_refine_ls_number_parameters     292
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.0965
_refine_ls_wR_factor_gt          0.0927
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.063
_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
Ga01 Ga 0.859316(15) 0.39000(3) 0.67522(7) 0.01582(12) Uani 1 1 d . . .
Fe1 Fe 0.851663(19) 0.30632(4) 0.96899(9) 0.01260(13) Uani 1 1 d . . .
Cl1 Cl 0.91928(4) 0.34844(7) 0.49264(18) 0.0227(2) Uani 1 1 d . . .
Cl2 Cl 0.87041(4) 0.53148(7) 0.70190(19) 0.0253(3) Uani 1 1 d . . .
Cl3 Cl 0.79615(4) 0.37883(7) 0.49102(17) 0.0221(2) Uani 1 1 d . . .
N10 N 0.73928(11) 0.3309(2) 0.9998(5) 0.0148(7) Uani 1 1 d . . .
B10 B 0.78589(16) 0.3252(3) 0.9818(8) 0.0143(9) Uani 1 1 d . . .
Si11 Si 0.70787(4) 0.23309(8) 1.06317(19) 0.0176(3) Uani 1 1 d . . .
Si12 Si 0.71064(4) 0.43465(7) 0.9700(2) 0.0177(3) Uani 1 1 d . . .
C13 C 0.74492(16) 0.1369(3) 1.0089(8) 0.0247(11) Uani 1 1 d . . .
H13A H 0.7547 0.1390 0.8754 0.037 Uiso 1 1 calc R . .
H13B H 0.7270 0.0835 1.0314 0.037 Uiso 1 1 calc R . .
H13C H 0.7726 0.1373 1.0911 0.037 Uiso 1 1 calc R . .
C14 C 0.69345(19) 0.2376(3) 1.3204(7) 0.0268(12) Uani 1 1 d . . .
H14A H 0.7224 0.2390 1.3949 0.040 Uiso 1 1 calc R . .
H14B H 0.6752 0.1860 1.3555 0.040 Uiso 1 1 calc R . .
H14C H 0.6751 0.2901 1.3467 0.040 Uiso 1 1 calc R . .
C15 C 0.65536(17) 0.2285(3) 0.9099(7) 0.0275(12) Uani 1 1 d . . .
H15A H 0.6345 0.2769 0.9418 0.041 Uiso 1 1 calc R . .
H15B H 0.6391 0.1732 0.9304 0.041 Uiso 1 1 calc R . .
H15C H 0.6647 0.2330 0.7762 0.041 Uiso 1 1 calc R . .
C16 C 0.66534(16) 0.4473(3) 1.1550(7) 0.0244(11) Uani 1 1 d . . .
H16A H 0.6430 0.3992 1.1459 0.037 Uiso 1 1 calc R . .
H16B H 0.6490 0.5027 1.1363 0.037 Uiso 1 1 calc R . .
H16C H 0.6800 0.4468 1.2808 0.037 Uiso 1 1 calc R . .
C17 C 0.68300(18) 0.4395(3) 0.7313(7) 0.0277(12) Uani 1 1 d . . .
H17A H 0.7063 0.4256 0.6339 0.042 Uiso 1 1 calc R . .
H17B H 0.6707 0.4981 0.7091 0.042 Uiso 1 1 calc R . .
H17C H 0.6574 0.3973 0.7250 0.042 Uiso 1 1 calc R . .
C18 C 0.75504(16) 0.5201(3) 0.9976(8) 0.0243(10) Uani 1 1 d . . .
H18A H 0.7712 0.5125 1.1194 0.037 Uiso 1 1 calc R . .
H18B H 0.7399 0.5773 0.9946 0.037 Uiso 1 1 calc R . .
H18C H 0.7777 0.5160 0.8935 0.037 Uiso 1 1 calc R . .
N20 N 0.96110(13) 0.2566(2) 0.9402(5) 0.0180(8) Uani 1 1 d . . .
B20 B 0.91681(16) 0.2839(3) 0.9489(7) 0.0156(10) Uani 1 1 d . . .
Si21 Si 0.97234(5) 0.14673(8) 0.8700(2) 0.0273(3) Uani 1 1 d . . .
Si22 Si 1.00665(4) 0.33767(7) 0.9742(2) 0.0173(2) Uani 1 1 d . . .
C23 C 0.92842(17) 0.0752(3) 0.9877(9) 0.0351(12) Uani 1 1 d . . .
H23A H 0.9291 0.0851 1.1254 0.053 Uiso 1 1 calc R . .
H23B H 0.9358 0.0142 0.9611 0.053 Uiso 1 1 calc R . .
H23C H 0.8972 0.0888 0.9387 0.053 Uiso 1 1 calc R . .
C24 C 0.9680(3) 0.1386(4) 0.6085(8) 0.0493(17) Uani 1 1 d . . .
H24A H 0.9371 0.1590 0.5674 0.074 Uiso 1 1 calc R . .
H24B H 0.9722 0.0779 0.5696 0.074 Uiso 1 1 calc R . .
H24C H 0.9922 0.1748 0.5498 0.074 Uiso 1 1 calc R . .
C25 C 1.03121(18) 0.1139(3) 0.9469(10) 0.0436(16) Uani 1 1 d . . .
H25A H 1.0539 0.1584 0.9088 0.065 Uiso 1 1 calc R . .
H25B H 1.0394 0.0583 0.8874 0.065 Uiso 1 1 calc R . .
H25C H 1.0317 0.1074 1.0856 0.065 Uiso 1 1 calc R . .
C26 C 1.03783(17) 0.3060(3) 1.1961(7) 0.0301(12) Uani 1 1 d . . .
H26A H 1.0150 0.2950 1.2972 0.045 Uiso 1 1 calc R . .
H26B H 1.0588 0.3532 1.2351 0.045 Uiso 1 1 calc R . .
H26C H 1.0561 0.2532 1.1730 0.045 Uiso 1 1 calc R . .
C27 C 1.04230(16) 0.3388(3) 0.7542(7) 0.0246(11) Uani 1 1 d . . .
H27A H 1.0577 0.2823 0.7386 0.037 Uiso 1 1 calc R . .
H27B H 1.0660 0.3847 0.7632 0.037 Uiso 1 1 calc R . .
H27C H 1.0221 0.3500 0.6444 0.037 Uiso 1 1 calc R . .
C28 C 0.97907(16) 0.4447(3) 1.0097(8) 0.0256(11) Uani 1 1 d . . .
H28A H 0.9633 0.4626 0.8924 0.038 Uiso 1 1 calc R . .
H28B H 1.0031 0.4877 1.0426 0.038 Uiso 1 1 calc R . .
H28C H 0.9562 0.4409 1.1131 0.038 Uiso 1 1 calc R . .
O31 O 0.83360(12) 0.1742(2) 0.6826(5) 0.0249(7) Uani 1 1 d . . .
C31 C 0.84079(15) 0.2277(3) 0.7919(7) 0.0170(10) Uani 1 1 d . . .
O32 O 0.84965(13) 0.1863(2) 1.2927(5) 0.0305(9) Uani 1 1 d . . .
C32 C 0.85003(14) 0.2358(3) 1.1729(7) 0.0204(10) Uani 1 1 d . . .
O33 O 0.86596(10) 0.47501(19) 1.1586(5) 0.0235(7) Uani 1 1 d . . .
C33 C 0.86068(14) 0.4080(3) 1.0848(6) 0.0158(10) 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
Ga01 Cl2 2.2053(12) . ?
Ga01 Cl3 2.2304(12) . ?
Ga01 Cl1 2.2363(12) . ?
Ga01 Fe1 2.4429(8) . ?
Fe1 C31 1.763(5) . ?
Fe1 C33 1.781(5) . ?
Fe1 C32 1.798(5) . ?
Fe1 B20 1.901(5) . ?
Fe1 B10 1.907(5) . ?
N10 B10 1.343(6) . ?
N10 Si12 1.805(3) . ?
N10 Si11 1.807(3) . ?
Si11 C15 1.851(5) . ?
Si11 C14 1.856(5) . ?
Si11 C13 1.860(5) . ?
Si12 C18 1.837(4) . ?
Si12 C16 1.846(5) . ?
Si12 C17 1.857(5) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
N20 B20 1.336(6) . ?
N20 Si21 1.789(4) . ?
N20 Si22 1.819(4) . ?
Si21 C25 1.840(5) . ?
Si21 C24 1.847(6) . ?
Si21 C23 1.864(5) . ?
Si22 C28 1.842(5) . ?
Si22 C27 1.853(5) . ?
Si22 C26 1.862(5) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
O31 C31 1.144(5) . ?
O32 C32 1.135(6) . ?
O33 C33 1.163(5) . ?

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
Cl2 Ga01 Cl3 104.00(4) . . ?
Cl2 Ga01 Cl1 102.71(5) . . ?
Cl3 Ga01 Cl1 105.47(5) . . ?
Cl2 Ga01 Fe1 117.39(4) . . ?
Cl3 Ga01 Fe1 112.19(4) . . ?
Cl1 Ga01 Fe1 113.81(4) . . ?
C31 Fe1 C33 161.8(2) . . ?
C31 Fe1 C32 98.34(19) . . ?
C33 Fe1 C32 99.7(2) . . ?
C31 Fe1 B20 89.8(2) . . ?
C33 Fe1 B20 92.93(19) . . ?
C32 Fe1 B20 88.6(2) . . ?
C31 Fe1 B10 87.9(2) . . ?
C33 Fe1 B10 89.29(18) . . ?
C32 Fe1 B10 91.6(2) . . ?
B20 Fe1 B10 177.7(2) . . ?
C31 Fe1 Ga01 77.26(15) . . ?
C33 Fe1 Ga01 84.92(15) . . ?
C32 Fe1 Ga01 173.65(15) . . ?
B20 Fe1 Ga01 86.84(15) . . ?
B10 Fe1 Ga01 92.76(15) . . ?
B10 N10 Si12 119.8(3) . . ?
B10 N10 Si11 117.6(3) . . ?
Si12 N10 Si11 122.50(19) . . ?
N10 B10 Fe1 174.3(4) . . ?
N10 Si11 C15 107.0(2) . . ?
N10 Si11 C14 108.7(2) . . ?
C15 Si11 C14 112.8(2) . . ?
N10 Si11 C13 109.10(18) . . ?
C15 Si11 C13 108.3(2) . . ?
C14 Si11 C13 110.9(2) . . ?
N10 Si12 C18 107.74(19) . . ?
N10 Si12 C16 109.30(19) . . ?
C18 Si12 C16 109.6(2) . . ?
N10 Si12 C17 109.5(2) . . ?
C18 Si12 C17 111.2(2) . . ?
C16 Si12 C17 109.5(2) . . ?
Si11 C13 H13A 109.5 . . ?
Si11 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
Si11 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
Si11 C14 H14A 109.5 . . ?
Si11 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si11 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
Si11 C15 H15A 109.5 . . ?
Si11 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
Si11 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
Si12 C16 H16A 109.5 . . ?
Si12 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
Si12 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si12 C17 H17A 109.5 . . ?
Si12 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
Si12 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si12 C18 H18A 109.5 . . ?
Si12 C18 H18B 109.5 . . ?
H18A C18 H18B 109.5 . . ?
Si12 C18 H18C 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
B20 N20 Si21 118.6(3) . . ?
B20 N20 Si22 117.4(3) . . ?
Si21 N20 Si22 123.6(2) . . ?
N20 B20 Fe1 172.1(4) . . ?
N20 Si21 C25 110.0(2) . . ?
N20 Si21 C24 109.0(2) . . ?
C25 Si21 C24 109.7(3) . . ?
N20 Si21 C23 108.2(2) . . ?
C25 Si21 C23 109.0(3) . . ?
C24 Si21 C23 110.9(3) . . ?
N20 Si22 C28 108.80(19) . . ?
N20 Si22 C27 106.9(2) . . ?
C28 Si22 C27 109.9(2) . . ?
N20 Si22 C26 106.0(2) . . ?
C28 Si22 C26 109.0(2) . . ?
C27 Si22 C26 116.0(2) . . ?
Si21 C23 H23A 109.5 . . ?
Si21 C23 H23B 109.5 . . ?
H23A C23 H23B 109.5 . . ?
Si21 C23 H23C 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
Si21 C24 H24A 109.5 . . ?
Si21 C24 H24B 109.5 . . ?
H24A C24 H24B 109.5 . . ?
Si21 C24 H24C 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Si21 C25 H25A 109.5 . . ?
Si21 C25 H25B 109.5 . . ?
H25A C25 H25B 109.5 . . ?
Si21 C25 H25C 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
Si22 C26 H26A 109.5 . . ?
Si22 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
Si22 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
Si22 C27 H27A 109.5 . . ?
Si22 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
Si22 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
Si22 C28 H28A 109.5 . . ?
Si22 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
Si22 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
O31 C31 Fe1 177.3(4) . . ?
O32 C32 Fe1 175.0(4) . . ?
O33 C33 Fe1 178.9(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cl2 Ga01 Fe1 C31 175.01(15) . . . . ?
Cl3 Ga01 Fe1 C31 54.64(15) . . . . ?
Cl1 Ga01 Fe1 C31 -65.03(15) . . . . ?
Cl2 Ga01 Fe1 C33 -1.27(13) . . . . ?
Cl3 Ga01 Fe1 C33 -121.64(13) . . . . ?
Cl1 Ga01 Fe1 C33 118.70(13) . . . . ?
Cl2 Ga01 Fe1 B20 -94.49(15) . . . . ?
Cl3 Ga01 Fe1 B20 145.14(15) . . . . ?
Cl1 Ga01 Fe1 B20 25.47(15) . . . . ?
Cl2 Ga01 Fe1 B10 87.77(15) . . . . ?
Cl3 Ga01 Fe1 B10 -32.60(14) . . . . ?
Cl1 Ga01 Fe1 B10 -152.26(14) . . . . ?
B10 N10 Si11 C15 -136.4(4) . . . . ?
Si12 N10 Si11 C15 46.1(3) . . . . ?
B10 N10 Si11 C14 101.4(4) . . . . ?
Si12 N10 Si11 C14 -76.0(3) . . . . ?
B10 N10 Si11 C13 -19.6(4) . . . . ?
Si12 N10 Si11 C13 163.0(3) . . . . ?
B10 N10 Si12 C18 -18.7(4) . . . . ?
Si11 N10 Si12 C18 158.7(3) . . . . ?
B10 N10 Si12 C16 -137.8(4) . . . . ?
Si11 N10 Si12 C16 39.6(3) . . . . ?
B10 N10 Si12 C17 102.3(4) . . . . ?
Si11 N10 Si12 C17 -80.2(3) . . . . ?
B20 N20 Si21 C25 -160.4(4) . . . . ?
Si22 N20 Si21 C25 27.0(4) . . . . ?
B20 N20 Si21 C24 79.3(4) . . . . ?
Si22 N20 Si21 C24 -93.3(3) . . . . ?
B20 N20 Si21 C23 -41.4(4) . . . . ?
Si22 N20 Si21 C23 146.0(3) . . . . ?
B20 N20 Si22 C28 -1.3(4) . . . . ?
Si21 N20 Si22 C28 171.5(3) . . . . ?
B20 N20 Si22 C27 -119.9(4) . . . . ?
Si21 N20 Si22 C27 52.8(3) . . . . ?
B20 N20 Si22 C26 115.8(4) . . . . ?
Si21 N20 Si22 C26 -71.5(3) . . . . ?

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.425
_refine_diff_density_min         -0.470
_refine_diff_density_rms         0.095
_database_code_depnum_ccdc_archive 'CCDC 1004641'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3d

__audit_creation_method          SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            
;
?
;
_chemical_melting_point          ?
_chemical_formula_moiety         'C9 H18 Br3 Fe Ga O3 P2'

_chemical_formula_sum            'C9 H18 Br3 Fe Ga O3 P2'
_chemical_formula_weight         601.47

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Ga Ga 0.2307 1.6083 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   Pbca
_symmetry_space_group_name_Hall  '-P 2ac 2ab'

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                   17.8212(17)
_cell_length_b                   16.5290(17)
_cell_length_c                   26.155(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     7704.4(13)
_cell_formula_units_Z            16
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9842
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      26.67

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.22
_exptl_crystal_size_min          0.15
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.074
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             4608
_exptl_absorpt_coefficient_mu    8.540
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1431
_exptl_absorpt_correction_T_max  0.2702
_exptl_absorpt_process_details   'Sadabs 2008/1 (Bruker 2008)'

_exptl_special_details           
;
  The crystal was immersed in a film of perfluoropolyether oil, mounted
on a a glass fiber and transferred to stream of cold nitrogen.
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'multi-layer mirror'
_diffrn_measurement_device_type  'Bruker X8-APEX II'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 8.333
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            109474
_diffrn_reflns_av_R_equivalents  0.0928
_diffrn_reflns_av_sigmaI/netI    0.0401
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -33
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         1.56
_diffrn_reflns_theta_max         26.85
_reflns_number_total             8256
_reflns_number_gt                6093
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'APEX2 ver. 2010.3 (Bruker AXS)'
_computing_cell_refinement       'Saint+ ver. 7.68A (Bruker AXS)'
_computing_data_reduction        'Saint+ ver. 7.68A (Bruker AXS)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'XP ver. 5.1 (Bruker AXS, 1998)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 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)+(0.0463P)²+15.2728P] 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         8256
_refine_ls_number_parameters     355
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0675
_refine_ls_R_factor_gt           0.0385
_refine_ls_wR_factor_ref         0.0993
_refine_ls_wR_factor_gt          0.0850
_refine_ls_goodness_of_fit_ref   1.094
_refine_ls_restrained_S_all      1.094
_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_1 Fe 0.66031(4) 0.74551(4) 0.47005(2) 0.01468(16) Uani 1 1 d . . .
Ga1_1 Ga 0.75846(3) 0.75155(3) 0.53722(2) 0.01891(13) Uani 1 1 d . . .
O1_1 O 0.6173(2) 0.8952(2) 0.52215(14) 0.0290(9) Uani 1 1 d . . .
C1_1 C 0.6358(3) 0.8372(3) 0.50289(18) 0.0199(11) Uani 1 1 d . . .
Br1_1 Br 0.86568(3) 0.66778(3) 0.52271(2) 0.02774(14) Uani 1 1 d . . .
P1_1 P 0.73559(8) 0.80861(8) 0.41210(5) 0.0169(3) Uani 1 1 d . . .
Fe2_1 Fe 0.48868(4) 0.54220(4) 0.22263(2) 0.01535(16) Uani 1 1 d . . .
O2_1 O 0.7333(2) 0.5952(2) 0.43725(15) 0.0308(9) Uani 1 1 d . . .
C2_1 C 0.7056(3) 0.6529(3) 0.45080(19) 0.0200(11) Uani 1 1 d . . .
Br2_1 Br 0.80715(3) 0.88519(3) 0.54780(2) 0.02552(13) Uani 1 1 d . . .
Ga2_1 Ga 0.55990(3) 0.46034(3) 0.285580(19) 0.01711(13) Uani 1 1 d . . .
P3_1 P 0.40470(8) 0.58687(8) 0.28217(5) 0.0188(3) Uani 1 1 d . . .
O3_1 O 0.5415(2) 0.7668(3) 0.39360(15) 0.0332(10) Uani 1 1 d . . .
C3_1 C 0.5882(3) 0.7555(3) 0.42294(19) 0.0222(12) Uani 1 1 d . . .
Br3_1 Br 0.72827(3) 0.72284(4) 0.624204(19) 0.03227(15) Uani 1 1 d . . .
P4_1 P 0.56203(8) 0.49315(8) 0.15824(5) 0.0188(3) Uani 1 1 d . . .
C4_1 C 0.7226(3) 0.7681(3) 0.34826(18) 0.0248(12) Uani 1 1 d . . .
H4A_1 H 0.6699 0.7739 0.3382 0.037 Uiso 1 1 calc R . .
H4B_1 H 0.7365 0.7108 0.3479 0.037 Uiso 1 1 calc R . .
H4C_1 H 0.7544 0.7979 0.3242 0.037 Uiso 1 1 calc R . .
Br5_1 Br 0.55870(3) 0.49953(3) 0.373966(18) 0.02456(13) Uani 1 1 d . . .
C5_1 C 0.7161(3) 0.9154(3) 0.4063(2) 0.0262(13) Uani 1 1 d . . .
H5A_1 H 0.7460 0.9381 0.3783 0.039 Uiso 1 1 calc R . .
H5B_1 H 0.7291 0.9427 0.4383 0.039 Uiso 1 1 calc R . .
H5C_1 H 0.6627 0.9233 0.3990 0.039 Uiso 1 1 calc R . .
Br6_1 Br 0.52833(4) 0.32110(3) 0.291106(19) 0.02835(14) Uani 1 1 d . . .
C7_1 C 0.5383(3) 0.7265(3) 0.57280(19) 0.0251(12) Uani 1 1 d . . .
H7A_1 H 0.5061 0.6894 0.5921 0.038 Uiso 1 1 calc R . .
H7B_1 H 0.5079 0.7711 0.5593 0.038 Uiso 1 1 calc R . .
H7C_1 H 0.5773 0.7481 0.5954 0.038 Uiso 1 1 calc R . .
C8_1 C 0.6202(3) 0.5813(3) 0.5470(2) 0.0296(13) Uani 1 1 d . . .
H8A_1 H 0.6658 0.5942 0.5664 0.044 Uiso 1 1 calc R . .
H8B_1 H 0.6326 0.5436 0.5194 0.044 Uiso 1 1 calc R . .
H8C_1 H 0.5833 0.5564 0.5699 0.044 Uiso 1 1 calc R . .
C9_1 C 0.5003(3) 0.6343(3) 0.4863(2) 0.0267(13) Uani 1 1 d . . .
H9A_1 H 0.5169 0.6029 0.4566 0.040 Uiso 1 1 calc R . .
H9B_1 H 0.4692 0.6797 0.4749 0.040 Uiso 1 1 calc R . .
H9C_1 H 0.4710 0.5995 0.5091 0.040 Uiso 1 1 calc R . .
C10_1 C 0.5595(3) 0.6130(3) 0.24429(19) 0.0205(11) Uani 1 1 d . . .
O10_1 O 0.6034(2) 0.6575(2) 0.25779(15) 0.0333(10) Uani 1 1 d . . .
C11_1 C 0.4320(3) 0.4533(3) 0.21539(18) 0.0199(11) Uani 1 1 d . . .
O11_1 O 0.3957(2) 0.3980(2) 0.20925(14) 0.0286(9) Uani 1 1 d . . .
C12_1 C 0.4430(3) 0.6050(3) 0.17544(19) 0.0228(12) Uani 1 1 d . . .
O12_1 O 0.4139(2) 0.6429(2) 0.14557(14) 0.0337(10) Uani 1 1 d . . .
C13_1 C 0.5131(3) 0.4942(3) 0.09695(18) 0.0272(13) Uani 1 1 d . . .
H13A_1 H 0.5021 0.5502 0.0872 0.041 Uiso 1 1 calc R . .
H13B_1 H 0.4661 0.4638 0.0999 0.041 Uiso 1 1 calc R . .
H13C_1 H 0.5449 0.4692 0.0708 0.041 Uiso 1 1 calc R . .
C14_1 C 0.6474(3) 0.5497(4) 0.1454(2) 0.0291(13) Uani 1 1 d . . .
H14A_1 H 0.6792 0.5496 0.1760 0.044 Uiso 1 1 calc R . .
H14B_1 H 0.6345 0.6055 0.1363 0.044 Uiso 1 1 calc R . .
H14C_1 H 0.6744 0.5244 0.1170 0.044 Uiso 1 1 calc R . .
C15_1 C 0.5911(3) 0.3887(3) 0.1621(2) 0.0264(13) Uani 1 1 d . . .
H15A_1 H 0.6176 0.3737 0.1307 0.040 Uiso 1 1 calc R . .
H15B_1 H 0.5468 0.3541 0.1662 0.040 Uiso 1 1 calc R . .
H15C_1 H 0.6245 0.3815 0.1915 0.040 Uiso 1 1 calc R . .
C16_1 C 0.4392(3) 0.6623(3) 0.3265(2) 0.0283(13) Uani 1 1 d . . .
H16A_1 H 0.3986 0.6788 0.3495 0.042 Uiso 1 1 calc R . .
H16B_1 H 0.4573 0.7094 0.3074 0.042 Uiso 1 1 calc R . .
H16C_1 H 0.4805 0.6394 0.3466 0.042 Uiso 1 1 calc R . .
C17_1 C 0.3620(3) 0.5087(3) 0.32108(19) 0.0232(12) Uani 1 1 d . . .
H17A_1 H 0.3329 0.5339 0.3486 0.035 Uiso 1 1 calc R . .
H17B_1 H 0.4013 0.4745 0.3359 0.035 Uiso 1 1 calc R . .
H17C_1 H 0.3288 0.4756 0.2998 0.035 Uiso 1 1 calc R . .
C18_1 C 0.3238(3) 0.6379(4) 0.2556(2) 0.0300(14) Uani 1 1 d . . .
H18A_1 H 0.2994 0.6025 0.2305 0.045 Uiso 1 1 calc R . .
H18B_1 H 0.3398 0.6879 0.2388 0.045 Uiso 1 1 calc R . .
H18C_1 H 0.2883 0.6507 0.2830 0.045 Uiso 1 1 calc R . .
C6_1 C 0.8362(3) 0.8042(3) 0.4181(2) 0.0262(12) Uani 1 1 d . . .
H6A_1 H 0.8594 0.8299 0.3882 0.039 Uiso 1 1 calc R . .
H6B_1 H 0.8522 0.7475 0.4200 0.039 Uiso 1 1 calc R . .
H6C_1 H 0.8517 0.8326 0.4492 0.039 Uiso 1 1 calc R . .
Br4_1 Br 0.69319(3) 0.45836(4) 0.27385(2) 0.03095(15) Uani 1 1 d . . .
P2_1 P 0.58166(8) 0.67273(8) 0.52034(5) 0.0188(3) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Fe1_1 C3_1 1.788(6) . ?
Fe1_1 C1_1 1.796(5) . ?
Fe1_1 C2_1 1.803(5) . ?
Fe1_1 P2_1 2.2676(15) . ?
Fe1_1 P1_1 2.2770(15) . ?
Fe1_1 Ga1_1 2.4811(9) . ?
Ga1_1 Br3_1 2.3855(8) . ?
Ga1_1 Br2_1 2.3893(8) . ?
Ga1_1 Br1_1 2.3902(8) . ?
O1_1 C1_1 1.133(6) . ?
P1_1 C6_1 1.801(6) . ?
P1_1 C5_1 1.805(5) . ?
P1_1 C4_1 1.814(5) . ?
Fe2_1 C11_1 1.794(5) . ?
Fe2_1 C12_1 1.807(5) . ?
Fe2_1 C10_1 1.811(6) . ?
Fe2_1 P4_1 2.2809(15) . ?
Fe2_1 P3_1 2.2827(15) . ?
Fe2_1 Ga2_1 2.4804(9) . ?
O2_1 C2_1 1.130(6) . ?
Ga2_1 Br6_1 2.3738(8) . ?
Ga2_1 Br4_1 2.3954(8) . ?
Ga2_1 Br5_1 2.4009(7) . ?
P3_1 C18_1 1.809(6) . ?
P3_1 C16_1 1.810(5) . ?
P3_1 C17_1 1.812(5) . ?
O3_1 C3_1 1.147(6) . ?
P4_1 C15_1 1.806(5) . ?
P4_1 C14_1 1.816(6) . ?
P4_1 C13_1 1.825(5) . ?
C4_1 H4A_1 0.9800 . ?
C4_1 H4B_1 0.9800 . ?
C4_1 H4C_1 0.9800 . ?
C5_1 H5A_1 0.9800 . ?
C5_1 H5B_1 0.9800 . ?
C5_1 H5C_1 0.9800 . ?
C7_1 P2_1 1.808(5) . ?
C7_1 H7A_1 0.9800 . ?
C7_1 H7B_1 0.9800 . ?
C7_1 H7C_1 0.9800 . ?
C8_1 P2_1 1.801(6) . ?
C8_1 H8A_1 0.9800 . ?
C8_1 H8B_1 0.9800 . ?
C8_1 H8C_1 0.9800 . ?
C9_1 P2_1 1.816(5) . ?
C9_1 H9A_1 0.9800 . ?
C9_1 H9B_1 0.9800 . ?
C9_1 H9C_1 0.9800 . ?
C10_1 O10_1 1.131(6) . ?
C11_1 O11_1 1.131(6) . ?
C12_1 O12_1 1.127(6) . ?
C13_1 H13A_1 0.9800 . ?
C13_1 H13B_1 0.9800 . ?
C13_1 H13C_1 0.9800 . ?
C14_1 H14A_1 0.9800 . ?
C14_1 H14B_1 0.9800 . ?
C14_1 H14C_1 0.9800 . ?
C15_1 H15A_1 0.9800 . ?
C15_1 H15B_1 0.9800 . ?
C15_1 H15C_1 0.9800 . ?
C16_1 H16A_1 0.9800 . ?
C16_1 H16B_1 0.9800 . ?
C16_1 H16C_1 0.9800 . ?
C17_1 H17A_1 0.9800 . ?
C17_1 H17B_1 0.9800 . ?
C17_1 H17C_1 0.9800 . ?
C18_1 H18A_1 0.9800 . ?
C18_1 H18B_1 0.9800 . ?
C18_1 H18C_1 0.9800 . ?
C6_1 H6A_1 0.9800 . ?
C6_1 H6B_1 0.9800 . ?
C6_1 H6C_1 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
C3_1 Fe1_1 C1_1 94.4(2) . . ?
C3_1 Fe1_1 C2_1 102.0(2) . . ?
C1_1 Fe1_1 C2_1 163.6(2) . . ?
C3_1 Fe1_1 P2_1 90.26(18) . . ?
C1_1 Fe1_1 P2_1 91.16(16) . . ?
C2_1 Fe1_1 P2_1 89.32(17) . . ?
C3_1 Fe1_1 P1_1 85.55(18) . . ?
C1_1 Fe1_1 P1_1 94.29(16) . . ?
C2_1 Fe1_1 P1_1 86.52(16) . . ?
P2_1 Fe1_1 P1_1 173.36(6) . . ?
C3_1 Fe1_1 Ga1_1 172.26(17) . . ?
C1_1 Fe1_1 Ga1_1 78.38(16) . . ?
C2_1 Fe1_1 Ga1_1 85.20(17) . . ?
P2_1 Fe1_1 Ga1_1 92.66(4) . . ?
P1_1 Fe1_1 Ga1_1 92.15(4) . . ?
Br3_1 Ga1_1 Br2_1 98.94(3) . . ?
Br3_1 Ga1_1 Br1_1 102.50(3) . . ?
Br2_1 Ga1_1 Br1_1 105.28(3) . . ?
Br3_1 Ga1_1 Fe1_1 120.55(3) . . ?
Br2_1 Ga1_1 Fe1_1 112.04(3) . . ?
Br1_1 Ga1_1 Fe1_1 115.33(3) . . ?
O1_1 C1_1 Fe1_1 176.6(5) . . ?
C6_1 P1_1 C5_1 103.8(3) . . ?
C6_1 P1_1 C4_1 101.0(3) . . ?
C5_1 P1_1 C4_1 105.0(3) . . ?
C6_1 P1_1 Fe1_1 120.68(18) . . ?
C5_1 P1_1 Fe1_1 113.02(19) . . ?
C4_1 P1_1 Fe1_1 111.6(2) . . ?
C11_1 Fe2_1 C12_1 98.4(2) . . ?
C11_1 Fe2_1 C10_1 162.7(2) . . ?
C12_1 Fe2_1 C10_1 99.0(2) . . ?
C11_1 Fe2_1 P4_1 87.34(16) . . ?
C12_1 Fe2_1 P4_1 87.60(17) . . ?
C10_1 Fe2_1 P4_1 93.53(17) . . ?
C11_1 Fe2_1 P3_1 88.16(17) . . ?
C12_1 Fe2_1 P3_1 89.13(17) . . ?
C10_1 Fe2_1 P3_1 91.95(17) . . ?
P4_1 Fe2_1 P3_1 174.00(6) . . ?
C11_1 Fe2_1 Ga2_1 84.90(17) . . ?
C12_1 Fe2_1 Ga2_1 175.96(18) . . ?
C10_1 Fe2_1 Ga2_1 77.79(16) . . ?
P4_1 Fe2_1 Ga2_1 90.17(4) . . ?
P3_1 Fe2_1 Ga2_1 93.38(4) . . ?
O2_1 C2_1 Fe1_1 177.9(5) . . ?
Br6_1 Ga2_1 Br4_1 103.27(3) . . ?
Br6_1 Ga2_1 Br5_1 101.59(3) . . ?
Br4_1 Ga2_1 Br5_1 97.80(3) . . ?
Br6_1 Ga2_1 Fe2_1 116.62(3) . . ?
Br4_1 Ga2_1 Fe2_1 115.46(3) . . ?
Br5_1 Ga2_1 Fe2_1 119.17(3) . . ?
C18_1 P3_1 C16_1 101.3(3) . . ?
C18_1 P3_1 C17_1 102.3(3) . . ?
C16_1 P3_1 C17_1 105.9(3) . . ?
C18_1 P3_1 Fe2_1 114.3(2) . . ?
C16_1 P3_1 Fe2_1 115.9(2) . . ?
C17_1 P3_1 Fe2_1 115.34(18) . . ?
O3_1 C3_1 Fe1_1 175.8(5) . . ?
C15_1 P4_1 C14_1 105.2(3) . . ?
C15_1 P4_1 C13_1 101.2(3) . . ?
C14_1 P4_1 C13_1 103.5(3) . . ?
C15_1 P4_1 Fe2_1 117.58(18) . . ?
C14_1 P4_1 Fe2_1 115.7(2) . . ?
C13_1 P4_1 Fe2_1 111.8(2) . . ?
P1_1 C4_1 H4A_1 109.5 . . ?
P1_1 C4_1 H4B_1 109.5 . . ?
H4A_1 C4_1 H4B_1 109.5 . . ?
P1_1 C4_1 H4C_1 109.5 . . ?
H4A_1 C4_1 H4C_1 109.5 . . ?
H4B_1 C4_1 H4C_1 109.5 . . ?
P1_1 C5_1 H5A_1 109.5 . . ?
P1_1 C5_1 H5B_1 109.5 . . ?
H5A_1 C5_1 H5B_1 109.5 . . ?
P1_1 C5_1 H5C_1 109.5 . . ?
H5A_1 C5_1 H5C_1 109.5 . . ?
H5B_1 C5_1 H5C_1 109.5 . . ?
P2_1 C7_1 H7A_1 109.5 . . ?
P2_1 C7_1 H7B_1 109.5 . . ?
H7A_1 C7_1 H7B_1 109.5 . . ?
P2_1 C7_1 H7C_1 109.5 . . ?
H7A_1 C7_1 H7C_1 109.5 . . ?
H7B_1 C7_1 H7C_1 109.5 . . ?
P2_1 C8_1 H8A_1 109.5 . . ?
P2_1 C8_1 H8B_1 109.5 . . ?
H8A_1 C8_1 H8B_1 109.5 . . ?
P2_1 C8_1 H8C_1 109.5 . . ?
H8A_1 C8_1 H8C_1 109.5 . . ?
H8B_1 C8_1 H8C_1 109.5 . . ?
P2_1 C9_1 H9A_1 109.5 . . ?
P2_1 C9_1 H9B_1 109.5 . . ?
H9A_1 C9_1 H9B_1 109.5 . . ?
P2_1 C9_1 H9C_1 109.5 . . ?
H9A_1 C9_1 H9C_1 109.5 . . ?
H9B_1 C9_1 H9C_1 109.5 . . ?
O10_1 C10_1 Fe2_1 179.7(5) . . ?
O11_1 C11_1 Fe2_1 177.8(5) . . ?
O12_1 C12_1 Fe2_1 178.6(5) . . ?
P4_1 C13_1 H13A_1 109.5 . . ?
P4_1 C13_1 H13B_1 109.5 . . ?
H13A_1 C13_1 H13B_1 109.5 . . ?
P4_1 C13_1 H13C_1 109.5 . . ?
H13A_1 C13_1 H13C_1 109.5 . . ?
H13B_1 C13_1 H13C_1 109.5 . . ?
P4_1 C14_1 H14A_1 109.5 . . ?
P4_1 C14_1 H14B_1 109.5 . . ?
H14A_1 C14_1 H14B_1 109.5 . . ?
P4_1 C14_1 H14C_1 109.5 . . ?
H14A_1 C14_1 H14C_1 109.5 . . ?
H14B_1 C14_1 H14C_1 109.5 . . ?
P4_1 C15_1 H15A_1 109.5 . . ?
P4_1 C15_1 H15B_1 109.5 . . ?
H15A_1 C15_1 H15B_1 109.5 . . ?
P4_1 C15_1 H15C_1 109.5 . . ?
H15A_1 C15_1 H15C_1 109.5 . . ?
H15B_1 C15_1 H15C_1 109.5 . . ?
P3_1 C16_1 H16A_1 109.5 . . ?
P3_1 C16_1 H16B_1 109.5 . . ?
H16A_1 C16_1 H16B_1 109.5 . . ?
P3_1 C16_1 H16C_1 109.5 . . ?
H16A_1 C16_1 H16C_1 109.5 . . ?
H16B_1 C16_1 H16C_1 109.5 . . ?
P3_1 C17_1 H17A_1 109.5 . . ?
P3_1 C17_1 H17B_1 109.5 . . ?
H17A_1 C17_1 H17B_1 109.5 . . ?
P3_1 C17_1 H17C_1 109.5 . . ?
H17A_1 C17_1 H17C_1 109.5 . . ?
H17B_1 C17_1 H17C_1 109.5 . . ?
P3_1 C18_1 H18A_1 109.5 . . ?
P3_1 C18_1 H18B_1 109.5 . . ?
H18A_1 C18_1 H18B_1 109.5 . . ?
P3_1 C18_1 H18C_1 109.5 . . ?
H18A_1 C18_1 H18C_1 109.5 . . ?
H18B_1 C18_1 H18C_1 109.5 . . ?
P1_1 C6_1 H6A_1 109.5 . . ?
P1_1 C6_1 H6B_1 109.5 . . ?
H6A_1 C6_1 H6B_1 109.5 . . ?
P1_1 C6_1 H6C_1 109.5 . . ?
H6A_1 C6_1 H6C_1 109.5 . . ?
H6B_1 C6_1 H6C_1 109.5 . . ?
C8_1 P2_1 C7_1 106.3(3) . . ?
C8_1 P2_1 C9_1 101.6(3) . . ?
C7_1 P2_1 C9_1 101.7(3) . . ?
C8_1 P2_1 Fe1_1 115.7(2) . . ?
C7_1 P2_1 Fe1_1 116.34(19) . . ?
C9_1 P2_1 Fe1_1 113.27(18) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1_1 Fe1_1 Ga1_1 Br3_1 73.43(17) . . . . ?
C2_1 Fe1_1 Ga1_1 Br3_1 -106.31(16) . . . . ?
P2_1 Fe1_1 Ga1_1 Br3_1 -17.21(5) . . . . ?
P1_1 Fe1_1 Ga1_1 Br3_1 167.37(5) . . . . ?
C1_1 Fe1_1 Ga1_1 Br2_1 -42.27(16) . . . . ?
C2_1 Fe1_1 Ga1_1 Br2_1 138.00(16) . . . . ?
P2_1 Fe1_1 Ga1_1 Br2_1 -132.91(4) . . . . ?
P1_1 Fe1_1 Ga1_1 Br2_1 51.67(5) . . . . ?
C1_1 Fe1_1 Ga1_1 Br1_1 -162.69(16) . . . . ?
C2_1 Fe1_1 Ga1_1 Br1_1 17.58(16) . . . . ?
P2_1 Fe1_1 Ga1_1 Br1_1 106.68(5) . . . . ?
P1_1 Fe1_1 Ga1_1 Br1_1 -68.75(5) . . . . ?
C3_1 Fe1_1 P1_1 C6_1 -162.6(3) . . . . ?
C1_1 Fe1_1 P1_1 C6_1 103.3(3) . . . . ?
C2_1 Fe1_1 P1_1 C6_1 -60.3(3) . . . . ?
Ga1_1 Fe1_1 P1_1 C6_1 24.8(2) . . . . ?
C3_1 Fe1_1 P1_1 C5_1 73.7(3) . . . . ?
C1_1 Fe1_1 P1_1 C5_1 -20.3(3) . . . . ?
C2_1 Fe1_1 P1_1 C5_1 176.1(3) . . . . ?
Ga1_1 Fe1_1 P1_1 C5_1 -98.9(2) . . . . ?
C3_1 Fe1_1 P1_1 C4_1 -44.3(3) . . . . ?
C1_1 Fe1_1 P1_1 C4_1 -138.4(3) . . . . ?
C2_1 Fe1_1 P1_1 C4_1 58.0(3) . . . . ?
Ga1_1 Fe1_1 P1_1 C4_1 143.1(2) . . . . ?
C11_1 Fe2_1 Ga2_1 Br6_1 7.96(16) . . . . ?
C10_1 Fe2_1 Ga2_1 Br6_1 -172.92(17) . . . . ?
P4_1 Fe2_1 Ga2_1 Br6_1 -79.35(5) . . . . ?
P3_1 Fe2_1 Ga2_1 Br6_1 95.81(5) . . . . ?
C11_1 Fe2_1 Ga2_1 Br4_1 129.50(16) . . . . ?
C10_1 Fe2_1 Ga2_1 Br4_1 -51.39(17) . . . . ?
P4_1 Fe2_1 Ga2_1 Br4_1 42.18(5) . . . . ?
P3_1 Fe2_1 Ga2_1 Br4_1 -142.66(5) . . . . ?
C11_1 Fe2_1 Ga2_1 Br5_1 -114.52(16) . . . . ?
C10_1 Fe2_1 Ga2_1 Br5_1 64.59(17) . . . . ?
P4_1 Fe2_1 Ga2_1 Br5_1 158.16(5) . . . . ?
P3_1 Fe2_1 Ga2_1 Br5_1 -26.68(5) . . . . ?
C11_1 Fe2_1 P3_1 C18_1 -84.0(3) . . . . ?
C12_1 Fe2_1 P3_1 C18_1 14.3(3) . . . . ?
C10_1 Fe2_1 P3_1 C18_1 113.3(3) . . . . ?
Ga2_1 Fe2_1 P3_1 C18_1 -168.8(2) . . . . ?
C11_1 Fe2_1 P3_1 C16_1 158.7(3) . . . . ?
C12_1 Fe2_1 P3_1 C16_1 -103.0(3) . . . . ?
C10_1 Fe2_1 P3_1 C16_1 -4.0(3) . . . . ?
Ga2_1 Fe2_1 P3_1 C16_1 73.9(2) . . . . ?
C11_1 Fe2_1 P3_1 C17_1 34.1(3) . . . . ?
C12_1 Fe2_1 P3_1 C17_1 132.5(3) . . . . ?
C10_1 Fe2_1 P3_1 C17_1 -128.5(3) . . . . ?
Ga2_1 Fe2_1 P3_1 C17_1 -50.6(2) . . . . ?
C11_1 Fe2_1 P4_1 C15_1 -47.8(3) . . . . ?
C12_1 Fe2_1 P4_1 C15_1 -146.2(3) . . . . ?
C10_1 Fe2_1 P4_1 C15_1 114.9(3) . . . . ?
Ga2_1 Fe2_1 P4_1 C15_1 37.1(2) . . . . ?
C11_1 Fe2_1 P4_1 C14_1 -173.2(3) . . . . ?
C12_1 Fe2_1 P4_1 C14_1 88.3(3) . . . . ?
C10_1 Fe2_1 P4_1 C14_1 -10.5(3) . . . . ?
Ga2_1 Fe2_1 P4_1 C14_1 -88.3(2) . . . . ?
C11_1 Fe2_1 P4_1 C13_1 68.7(3) . . . . ?
C12_1 Fe2_1 P4_1 C13_1 -29.8(3) . . . . ?
C10_1 Fe2_1 P4_1 C13_1 -128.6(3) . . . . ?
Ga2_1 Fe2_1 P4_1 C13_1 153.6(2) . . . . ?
C3_1 Fe1_1 P2_1 C8_1 133.3(3) . . . . ?
C1_1 Fe1_1 P2_1 C8_1 -132.3(3) . . . . ?
C2_1 Fe1_1 P2_1 C8_1 31.2(3) . . . . ?
Ga1_1 Fe1_1 P2_1 C8_1 -53.9(2) . . . . ?
C3_1 Fe1_1 P2_1 C7_1 -100.8(3) . . . . ?
C1_1 Fe1_1 P2_1 C7_1 -6.4(3) . . . . ?
C2_1 Fe1_1 P2_1 C7_1 157.2(3) . . . . ?
Ga1_1 Fe1_1 P2_1 C7_1 72.0(2) . . . . ?
C3_1 Fe1_1 P2_1 C9_1 16.5(3) . . . . ?
C1_1 Fe1_1 P2_1 C9_1 110.9(3) . . . . ?
C2_1 Fe1_1 P2_1 C9_1 -85.5(3) . . . . ?
Ga1_1 Fe1_1 P2_1 C9_1 -170.7(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        26.00
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         1.119
_refine_diff_density_min         -1.000
_refine_diff_density_rms         0.170


_database_code_depnum_ccdc_archive 'CCDC 1004642'
