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

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#                                CCDC 
# 
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#  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.
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#  fide research purposes only. It may contain copyright material
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data_1

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H46 Cl2 Mn N2 O4'
_chemical_formula_weight         744.63

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Mn Mn 0.3368 0.7283 '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'
O O 0.0106 0.0060 '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'
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'

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

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

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

_cell_length_a                   11.8538(5)
_cell_length_b                   12.8470(6)
_cell_length_c                   14.7605(7)
_cell_angle_alpha                68.292(2)
_cell_angle_beta                 80.533(2)
_cell_angle_gamma                81.195(2)
_cell_volume                     2049.50(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.24

_exptl_crystal_description       Block
_exptl_crystal_colour            Brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.207
_exptl_crystal_F_000             782.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.491
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.924
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31190
_diffrn_reflns_av_unetI/netI     0.0372
_diffrn_reflns_av_R_equivalents  0.0319
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_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         1.715
_diffrn_reflns_theta_max         27.532
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             9351
_reflns_number_gt                6932
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013(Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014(Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0872P)²+1.5197P] 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         9351
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0529
_refine_ls_wR_factor_ref         0.1647
_refine_ls_wR_factor_gt          0.1551
_refine_ls_goodness_of_fit_ref   0.981
_refine_ls_restrained_S_all      0.981
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.003

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
C25 C 0.9386(2) 0.4334(2) 0.2318(2) 0.0503(7) Uani 1 1 d . . . . .
C26 C 0.6136(3) 0.1845(2) 0.3743(3) 0.0586(8) Uani 1 1 d . . . . .
C27 C 0.8345(3) 1.1828(2) -0.0567(2) 0.0576(8) Uani 1 1 d . . . . .
C28 C 0.6537(3) 0.8517(3) -0.0654(2) 0.0508(7) Uani 1 1 d . . . . .
C29 C 0.9325(3) 0.5205(3) 0.1282(3) 0.0727(10) Uani 1 1 d . . . . .
H29A H 0.8887 0.4948 0.0928 0.109 Uiso 1 1 calc R U . . .
H29B H 0.8962 0.5911 0.1322 0.109 Uiso 1 1 calc R U . . .
H29C H 1.0088 0.5303 0.0945 0.109 Uiso 1 1 calc R U . . .
C30 C 1.0077(3) 0.4728(3) 0.2890(3) 0.0691(10) Uani 1 1 d . . . . .
H30A H 0.9701 0.5417 0.2956 0.104 Uiso 1 1 calc R U . . .
H30B H 1.0135 0.4163 0.3529 0.104 Uiso 1 1 calc R U . . .
H30C H 1.0834 0.4852 0.2545 0.104 Uiso 1 1 calc R U . . .
C31 C 1.0014(3) 0.3236(3) 0.2229(3) 0.0794(12) Uani 1 1 d . . . . .
H31A H 0.9593 0.2969 0.1869 0.119 Uiso 1 1 calc R U . . .
H31B H 1.0771 0.3369 0.1888 0.119 Uiso 1 1 calc R U . . .
H31C H 1.0072 0.2680 0.2872 0.119 Uiso 1 1 calc R U . . .
C32 C 0.6897(4) 0.0929(3) 0.4441(3) 0.0856(12) Uani 1 1 d . . . . .
H32A H 0.6837 0.1062 0.5046 0.128 Uiso 1 1 calc R U . . .
H32B H 0.6649 0.0206 0.4569 0.128 Uiso 1 1 calc R U . . .
H32C H 0.7681 0.0946 0.4144 0.128 Uiso 1 1 calc R U . . .
C33 C 0.6245(4) 0.1615(3) 0.2787(3) 0.0869(13) Uani 1 1 d . . . . .
H33A H 0.7029 0.1647 0.2489 0.130 Uiso 1 1 calc R U . . .
H33B H 0.6018 0.0881 0.2923 0.130 Uiso 1 1 calc R U . . .
H33C H 0.5758 0.2173 0.2346 0.130 Uiso 1 1 calc R U . . .
C35 C 0.5262(3) 0.8370(3) -0.0323(3) 0.0711(10) Uani 1 1 d . . . . .
H35A H 0.5154 0.7951 0.0369 0.107 Uiso 1 1 calc R U . . .
H35B H 0.4830 0.9096 -0.0459 0.107 Uiso 1 1 calc R U . . .
H35C H 0.5000 0.7970 -0.0671 0.107 Uiso 1 1 calc R U . . .
C36 C 0.7218(4) 0.7365(3) -0.0471(3) 0.0774(11) Uani 1 1 d . . . . .
H36A H 0.7144 0.6937 0.0220 0.116 Uiso 1 1 calc R U . . .
H36B H 0.6926 0.6973 -0.0810 0.116 Uiso 1 1 calc R U . . .
H36C H 0.8014 0.7460 -0.0708 0.116 Uiso 1 1 calc R U . . .
C37 C 0.6664(4) 0.9184(4) -0.1754(3) 0.0873(13) Uani 1 1 d . . . . .
H37A H 0.6373 0.8786 -0.2090 0.131 Uiso 1 1 calc R U . . .
H37B H 0.6237 0.9911 -0.1878 0.131 Uiso 1 1 calc R U . . .
H37C H 0.7461 0.9274 -0.1987 0.131 Uiso 1 1 calc R U . . .
C34 C 0.4888(4) 0.1791(3) 0.4208(4) 0.1010(18) Uani 1 1 d . . . . .
H34A H 0.4811 0.1935 0.4810 0.151 Uiso 1 1 calc R U . . .
H34B H 0.4403 0.2348 0.3764 0.151 Uiso 1 1 calc R U . . .
H34C H 0.4663 0.1057 0.4341 0.151 Uiso 1 1 calc R U . . .
C38 C 0.9362(6) 1.1698(5) -0.1228(7) 0.217(5) Uani 1 1 d . . . . .
H38A H 0.9187 1.1334 -0.1643 0.325 Uiso 1 1 calc R U . . .
H38B H 0.9603 1.2426 -0.1625 0.325 Uiso 1 1 calc R U . . .
H38C H 0.9967 1.1250 -0.0852 0.325 Uiso 1 1 calc R U . . .
C39 C 0.7487(7) 1.2631(5) -0.1196(6) 0.177(4) Uani 1 1 d . . . . .
H39A H 0.7308 1.2319 -0.1649 0.265 Uiso 1 1 calc R U . . .
H39B H 0.6799 1.2754 -0.0788 0.265 Uiso 1 1 calc R U . . .
H39C H 0.7804 1.3334 -0.1555 0.265 Uiso 1 1 calc R U . . .
C40 C 0.8552(11) 1.2375(6) 0.0082(5) 0.273(7) Uani 1 1 d . . . . .
H40A H 0.7859 1.2444 0.0505 0.409 Uiso 1 1 calc R U . . .
H40B H 0.9148 1.1934 0.0471 0.409 Uiso 1 1 calc R U . . .
H40C H 0.8785 1.3111 -0.0301 0.409 Uiso 1 1 calc R U . . .
Mn1 Mn 0.65707(3) 0.72141(3) 0.28812(3) 0.03702(13) Uani 1 1 d . . . . .
Cl2 Cl 0.14062(6) 0.52261(7) 0.47345(7) 0.0663(2) Uani 1 1 d . . . . .
Cl1 Cl 1.04828(7) 0.99172(7) 0.37355(7) 0.0654(2) Uani 1 1 d . . . . .
N1 N 0.74678(17) 0.84545(16) 0.24466(15) 0.0359(4) Uani 1 1 d . . . . .
N2 N 0.56653(17) 0.59624(16) 0.33690(15) 0.0337(4) Uani 1 1 d . . . . .
O4 O 0.51458(16) 0.80473(14) 0.30388(15) 0.0479(5) Uani 1 1 d . . . . .
O2 O 0.64907(16) 0.76724(15) 0.14980(14) 0.0435(4) Uani 1 1 d . . . . .
O3 O 0.77563(14) 0.60852(14) 0.27585(14) 0.0410(4) Uani 1 1 d . . . . .
O1 O 0.69210(16) 0.70685(15) 0.41416(14) 0.0450(4) Uani 1 1 d . . . . .
C6 C 0.8905(2) 0.9207(2) 0.3052(2) 0.0422(6) Uani 1 1 d . . . . .
H6 H 0.9153 0.9714 0.2438 0.051 Uiso 1 1 calc R U . . .
C20 C 0.7416(2) 0.5087(2) 0.29819(18) 0.0358(5) Uani 1 1 d . . . . .
C8 C 0.6947(2) 0.8608(2) 0.09676(19) 0.0379(5) Uani 1 1 d . . . . .
C17 C 0.2544(2) 0.6041(2) 0.4246(2) 0.0427(6) Uani 1 1 d . . . . .
C11 C 0.7882(2) 1.0691(2) -0.0004(2) 0.0457(6) Uani 1 1 d . . . . .
C18 C 0.3626(2) 0.5541(2) 0.40789(19) 0.0391(5) Uani 1 1 d . . . . .
H18 H 0.3764 0.4765 0.4244 0.047 Uiso 1 1 calc R U . . .
C24 C 0.5827(2) 0.3894(2) 0.3653(2) 0.0435(6) Uani 1 1 d . . . . .
H24 H 0.5070 0.3800 0.3934 0.052 Uiso 1 1 calc R U . . .
C2 C 0.7688(2) 0.7734(2) 0.4091(2) 0.0398(6) Uani 1 1 d . . . . .
C14 C 0.4291(2) 0.7416(2) 0.34347(19) 0.0395(5) Uani 1 1 d . . . . .
C1 C 0.8034(2) 0.8524(2) 0.31646(19) 0.0373(5) Uani 1 1 d . . . . .
C5 C 0.9377(2) 0.9104(2) 0.3869(2) 0.0461(6) Uani 1 1 d . . . . .
C21 C 0.8161(2) 0.4176(2) 0.2825(2) 0.0400(6) Uani 1 1 d . . . . .
C15 C 0.3178(2) 0.7880(2) 0.3627(2) 0.0497(7) Uani 1 1 d . . . . .
H15 H 0.3025 0.8652 0.3483 0.060 Uiso 1 1 calc R U . . .
C12 C 0.7885(2) 1.0181(2) 0.0988(2) 0.0428(6) Uani 1 1 d . . . . .
H12 H 0.8165 1.0536 0.1339 0.051 Uiso 1 1 calc R U . . .
C9 C 0.6982(2) 0.9101(2) -0.0073(2) 0.0433(6) Uani 1 1 d . . . . .
C7 C 0.7469(2) 0.9120(2) 0.14839(19) 0.0374(5) Uani 1 1 d . . . . .
C13 C 0.4521(2) 0.6235(2) 0.36515(18) 0.0346(5) Uani 1 1 d . . . . .
C22 C 0.7689(2) 0.3175(2) 0.3105(2) 0.0460(6) Uani 1 1 d . . . . .
H22 H 0.8163 0.2564 0.3018 0.055 Uiso 1 1 calc R U . . .
C23 C 0.6532(2) 0.3004(2) 0.3517(2) 0.0447(6) Uani 1 1 d . . . . .
C3 C 0.8169(3) 0.7681(2) 0.4912(2) 0.0504(7) Uani 1 1 d . . . . .
H3 H 0.7919 0.7191 0.5532 0.060 Uiso 1 1 calc R U . . .
C4 C 0.9018(3) 0.8360(2) 0.4798(2) 0.0526(7) Uani 1 1 d . . . . .
H4 H 0.9349 0.8319 0.5340 0.063 Uiso 1 1 calc R U . . .
C16 C 0.2314(2) 0.7199(2) 0.4026(2) 0.0508(7) Uani 1 1 d . . . . .
H16 H 0.1569 0.7508 0.4152 0.061 Uiso 1 1 calc R U . . .
C19 C 0.6244(2) 0.4952(2) 0.33682(18) 0.0354(5) Uani 1 1 d . . . . .
C10 C 0.7444(2) 1.0118(2) -0.0508(2) 0.0475(6) Uani 1 1 d . . . . .
H10 H 0.7470 1.0455 -0.1187 0.057 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C30 1.520(5) . ?
C25 C31 1.532(4) . ?
C25 C29 1.531(5) . ?
C25 C21 1.527(4) . ?
C26 C33 1.528(5) . ?
C26 C34 1.525(5) . ?
C26 C23 1.531(4) . ?
C26 C32 1.530(5) . ?
C27 C40 1.449(7) . ?
C27 C38 1.450(6) . ?
C27 C39 1.497(7) . ?
C27 C11 1.524(4) . ?
C28 C37 1.524(5) . ?
C28 C9 1.525(4) . ?
C28 C36 1.525(5) . ?
C28 C35 1.528(5) . ?
Mn1 O4 1.8853(18) . ?
Mn1 O3 1.8968(17) . ?
Mn1 N1 1.903(2) . ?
Mn1 O1 1.9082(19) . ?
Mn1 N2 1.9166(19) . ?
Mn1 O2 1.9187(19) . ?
Cl2 C17 1.729(3) . ?
Cl1 C5 1.741(3) . ?
N1 C7 1.361(3) . ?
N1 C1 1.380(3) . ?
N2 C19 1.372(3) . ?
N2 C13 1.383(3) . ?
O4 C14 1.316(3) . ?
O2 C8 1.309(3) . ?
O3 C20 1.311(3) . ?
O1 C2 1.316(3) . ?
C6 C5 1.366(4) . ?
C6 C1 1.406(4) . ?
C20 C21 1.421(3) . ?
C20 C19 1.423(3) . ?
C8 C9 1.424(4) . ?
C8 C7 1.431(4) . ?
C17 C18 1.371(3) . ?
C17 C16 1.393(4) . ?
C11 C12 1.366(4) . ?
C11 C10 1.420(4) . ?
C18 C13 1.404(3) . ?
C24 C23 1.367(3) . ?
C24 C19 1.409(3) . ?
C2 C3 1.397(4) . ?
C2 C1 1.409(4) . ?
C14 C15 1.392(4) . ?
C14 C13 1.422(3) . ?
C5 C4 1.392(4) . ?
C21 C22 1.373(4) . ?
C15 C16 1.363(4) . ?
C12 C7 1.409(3) . ?
C9 C10 1.379(4) . ?
C22 C23 1.420(4) . ?
C3 C4 1.380(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C30 C25 C31 107.9(3) . . ?
C30 C25 C29 110.2(3) . . ?
C31 C25 C29 108.1(3) . . ?
C30 C25 C21 110.8(2) . . ?
C31 C25 C21 111.5(2) . . ?
C29 C25 C21 108.3(2) . . ?
C33 C26 C34 108.9(3) . . ?
C33 C26 C23 108.8(3) . . ?
C34 C26 C23 111.3(2) . . ?
C33 C26 C32 108.4(3) . . ?
C34 C26 C32 109.1(3) . . ?
C23 C26 C32 110.2(3) . . ?
C40 C27 C38 112.2(6) . . ?
C40 C27 C39 104.9(6) . . ?
C38 C27 C39 106.3(6) . . ?
C40 C27 C11 112.2(3) . . ?
C38 C27 C11 110.0(3) . . ?
C39 C27 C11 110.9(3) . . ?
C37 C28 C9 112.3(3) . . ?
C37 C28 C36 108.8(3) . . ?
C9 C28 C36 108.5(3) . . ?
C37 C28 C35 107.5(3) . . ?
C9 C28 C35 110.2(3) . . ?
C36 C28 C35 109.6(3) . . ?
O4 Mn1 O3 165.08(8) . . ?
O4 Mn1 N1 96.01(8) . . ?
O3 Mn1 N1 98.55(8) . . ?
O4 Mn1 O1 92.12(9) . . ?
O3 Mn1 O1 92.89(8) . . ?
N1 Mn1 O1 82.99(8) . . ?
O4 Mn1 N2 83.57(8) . . ?
O3 Mn1 N2 82.01(8) . . ?
N1 Mn1 N2 177.83(9) . . ?
O1 Mn1 N2 94.90(8) . . ?
O4 Mn1 O2 90.73(9) . . ?
O3 Mn1 O2 88.16(8) . . ?
N1 Mn1 O2 81.66(8) . . ?
O1 Mn1 O2 164.59(8) . . ?
N2 Mn1 O2 100.47(8) . . ?
C7 N1 C1 130.1(2) . . ?
C7 N1 Mn1 115.79(16) . . ?
C1 N1 Mn1 114.11(16) . . ?
C19 N2 C13 130.5(2) . . ?
C19 N2 Mn1 115.46(16) . . ?
C13 N2 Mn1 114.07(15) . . ?
C14 O4 Mn1 113.32(15) . . ?
C8 O2 Mn1 114.43(16) . . ?
C20 O3 Mn1 114.83(15) . . ?
C2 O1 Mn1 112.83(17) . . ?
C5 C6 C1 118.1(3) . . ?
O3 C20 C21 122.4(2) . . ?
O3 C20 C19 117.1(2) . . ?
C21 C20 C19 120.5(2) . . ?
O2 C8 C9 123.9(2) . . ?
O2 C8 C7 116.4(2) . . ?
C9 C8 C7 119.7(2) . . ?
C18 C17 C16 122.4(2) . . ?
C18 C17 Cl2 119.8(2) . . ?
C16 C17 Cl2 117.8(2) . . ?
C12 C11 C10 117.7(2) . . ?
C12 C11 C27 122.0(3) . . ?
C10 C11 C27 120.4(3) . . ?
C17 C18 C13 118.2(2) . . ?
C23 C24 C19 120.1(2) . . ?
O1 C2 C3 122.8(3) . . ?
O1 C2 C1 117.9(2) . . ?
C3 C2 C1 119.4(2) . . ?
O4 C14 C15 121.6(2) . . ?
O4 C14 C13 118.5(2) . . ?
C15 C14 C13 119.9(2) . . ?
N1 C1 C6 128.2(2) . . ?
N1 C1 C2 111.1(2) . . ?
C6 C1 C2 120.6(2) . . ?
C6 C5 C4 122.3(3) . . ?
C6 C5 Cl1 118.6(2) . . ?
C4 C5 Cl1 119.1(2) . . ?
C22 C21 C20 115.9(2) . . ?
C22 C21 C25 122.7(2) . . ?
C20 C21 C25 121.3(2) . . ?
C16 C15 C14 119.8(2) . . ?
C11 C12 C7 120.6(2) . . ?
C10 C9 C8 116.1(2) . . ?
C10 C9 C28 123.0(3) . . ?
C8 C9 C28 120.9(2) . . ?
N1 C7 C12 129.1(2) . . ?
N1 C7 C8 110.7(2) . . ?
C12 C7 C8 120.3(2) . . ?
N2 C13 C18 130.1(2) . . ?
N2 C13 C14 110.3(2) . . ?
C18 C13 C14 119.6(2) . . ?
C21 C22 C23 125.0(2) . . ?
C24 C23 C22 118.2(2) . . ?
C24 C23 C26 123.8(2) . . ?
C22 C23 C26 117.9(2) . . ?
C4 C3 C2 119.7(3) . . ?
C3 C4 C5 119.9(3) . . ?
C15 C16 C17 120.1(2) . . ?
N2 C19 C24 129.4(2) . . ?
N2 C19 C20 110.4(2) . . ?
C24 C19 C20 120.2(2) . . ?
C9 C10 C11 125.2(3) . . ?

_refine_diff_density_max         0.755
_refine_diff_density_min         -0.540
_refine_diff_density_rms         0.061

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.054 0.111 0.140 16 0 ' '
2 0.500 0.500 0.000 316 48 ' '
3 0.435 -0.001 0.361 7 0 ' '
4 0.565 0.001 0.639 7 0 ' '
5 0.945 0.888 0.860 16 0 ' '
_platon_squeeze_details          
;
;


_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 921246'
#######################################################################
#
#                 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_2

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H46 Cl2 Fe N2 O4'
_chemical_formula_weight         745.54

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Fe Fe 0.3463 0.8444 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 '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'
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'

_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                   11.8964(6)
_cell_length_b                   20.6638(11)
_cell_length_c                   15.8441(7)
_cell_angle_alpha                90
_cell_angle_beta                 98.025(3)
_cell_angle_gamma                90
_cell_volume                     3856.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    1434
_cell_measurement_theta_min      2.24
_cell_measurement_theta_max      16.85

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.284
_exptl_crystal_F_000             1568.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.19
_exptl_absorpt_coefficient_mu    0.571
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.882
_exptl_absorpt_correction_T_max  0.897
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            33937
_diffrn_reflns_av_unetI/netI     0.1872
_diffrn_reflns_av_R_equivalents  0.0240
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.630
_diffrn_reflns_theta_max         27.559
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8806
_reflns_number_gt                3146
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013(Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014(Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0856P)²+5.9473P] 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         8806
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.2219
_refine_ls_R_factor_gt           0.0689
_refine_ls_wR_factor_ref         0.1972
_refine_ls_wR_factor_gt          0.1449
_refine_ls_goodness_of_fit_ref   0.848
_refine_ls_restrained_S_all      0.848
_refine_ls_shift/su_max          0.037
_refine_ls_shift/su_mean         0.007

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
C25 C 0.2633(4) 0.0230(2) 0.8050(3) 0.0558(14) Uani 1 1 d . . . . .
C33 C 0.7126(4) 0.2052(3) 0.4682(3) 0.0523(13) Uani 1 1 d . . . . .
C27 C 0.3753(4) 0.0610(3) 0.8190(4) 0.0704(17) Uani 1 1 d . . . . .
H27A H 0.3752 0.0898 0.8665 0.106 Uiso 1 1 calc R U . . .
H27B H 0.4377 0.0314 0.8305 0.106 Uiso 1 1 calc R U . . .
H27C H 0.3831 0.0856 0.7687 0.106 Uiso 1 1 calc R U . . .
C37 C 0.5333(4) 0.2843(3) 0.7230(3) 0.0521(13) Uani 1 1 d . . . . .
C38 C 0.5030(5) 0.2391(3) 0.7926(3) 0.0724(17) Uani 1 1 d . . . . .
H38A H 0.5080 0.2623 0.8455 0.109 Uiso 1 1 calc R U . . .
H38B H 0.4270 0.2234 0.7772 0.109 Uiso 1 1 calc R U . . .
H38C H 0.5548 0.2033 0.7989 0.109 Uiso 1 1 calc R U . . .
C31 C -0.1942(5) 0.1662(3) 0.8646(5) 0.105(3) Uani 1 1 d . . . . .
H31A H -0.2286 0.1611 0.8065 0.158 Uiso 1 1 calc R U . . .
H31B H -0.2509 0.1613 0.9017 0.158 Uiso 1 1 calc R U . . .
H31C H -0.1608 0.2085 0.8722 0.158 Uiso 1 1 calc R U . . .
C29 C -0.1023(4) 0.1150(3) 0.8860(3) 0.0564(14) Uani 1 1 d . . . . .
C28 C 0.2637(5) -0.0226(3) 0.7296(4) 0.0831(19) Uani 1 1 d . . . . .
H28A H 0.2686 0.0021 0.6789 0.125 Uiso 1 1 calc R U . . .
H28B H 0.3278 -0.0512 0.7401 0.125 Uiso 1 1 calc R U . . .
H28C H 0.1950 -0.0476 0.7221 0.125 Uiso 1 1 calc R U . . .
C40 C 0.6545(5) 0.3109(3) 0.7492(4) 0.0777(18) Uani 1 1 d . . . . .
H40A H 0.6739 0.3393 0.7055 0.117 Uiso 1 1 calc R U . . .
H40B H 0.6576 0.3342 0.8018 0.117 Uiso 1 1 calc R U . . .
H40C H 0.7074 0.2755 0.7564 0.117 Uiso 1 1 calc R U . . .
C26 C 0.2555(5) -0.0172(3) 0.8848(4) 0.087(2) Uani 1 1 d . . . . .
H26A H 0.2552 0.0111 0.9329 0.130 Uiso 1 1 calc R U . . .
H26B H 0.1868 -0.0422 0.8769 0.130 Uiso 1 1 calc R U . . .
H26C H 0.3197 -0.0457 0.8949 0.130 Uiso 1 1 calc R U . . .
C32 C -0.1587(5) 0.0479(3) 0.8768(4) 0.086(2) Uani 1 1 d . . . . .
H32A H -0.1937 0.0418 0.8190 0.128 Uiso 1 1 calc R U . . .
H32B H -0.1023 0.0151 0.8915 0.128 Uiso 1 1 calc R U . . .
H32C H -0.2153 0.0450 0.9143 0.128 Uiso 1 1 calc R U . . .
C34 C 0.8112(4) 0.1730(3) 0.5239(4) 0.091(2) Uani 1 1 d . . . . .
H34A H 0.8247 0.1947 0.5779 0.137 Uiso 1 1 calc R U . . .
H34B H 0.7932 0.1285 0.5325 0.137 Uiso 1 1 calc R U . . .
H34C H 0.8780 0.1756 0.4963 0.137 Uiso 1 1 calc R U . . .
C30 C -0.0476(6) 0.1231(4) 0.9784(4) 0.098(2) Uani 1 1 d . . . . .
H30A H 0.0102 0.0909 0.9919 0.147 Uiso 1 1 calc R U . . .
H30B H -0.0143 0.1654 0.9859 0.147 Uiso 1 1 calc R U . . .
H30C H -0.1043 0.1182 1.0155 0.147 Uiso 1 1 calc R U . . .
C36 C 0.6906(5) 0.1711(4) 0.3825(4) 0.118(3) Uani 1 1 d . . . . .
H36A H 0.6681 0.1272 0.3907 0.177 Uiso 1 1 calc R U . . .
H36B H 0.6313 0.1932 0.3463 0.177 Uiso 1 1 calc R U . . .
H36C H 0.7587 0.1714 0.3563 0.177 Uiso 1 1 calc R U . . .
C39 C 0.4524(5) 0.3429(3) 0.7146(4) 0.0777(18) Uani 1 1 d . . . . .
H39A H 0.4716 0.3712 0.6708 0.116 Uiso 1 1 calc R U . . .
H39B H 0.3757 0.3281 0.7000 0.116 Uiso 1 1 calc R U . . .
H39C H 0.4595 0.3657 0.7678 0.116 Uiso 1 1 calc R U . . .
C35 C 0.7480(5) 0.2745(3) 0.4520(4) 0.086(2) Uani 1 1 d . . . . .
H35A H 0.7625 0.2973 0.5052 0.129 Uiso 1 1 calc R U . . .
H35B H 0.8157 0.2740 0.4253 0.129 Uiso 1 1 calc R U . . .
H35C H 0.6883 0.2958 0.4154 0.129 Uiso 1 1 calc R U . . .
Fe1 Fe 0.20052(6) 0.17840(4) 0.57813(5) 0.0523(3) Uani 1 1 d . . . . .
Cl1 Cl 0.37971(14) -0.05719(7) 0.33815(11) 0.0835(5) Uani 1 1 d . . . . .
Cl2 Cl -0.12278(14) 0.41874(7) 0.69819(12) 0.0912(6) Uani 1 1 d . . . . .
O2 O 0.3255(2) 0.22583(15) 0.63499(18) 0.0476(8) Uani 1 1 d . . . . .
N1 N 0.3127(3) 0.14781(19) 0.5138(2) 0.0433(10) Uani 1 1 d . . . . .
N2 N 0.0915(3) 0.20613(18) 0.6480(2) 0.0400(9) Uani 1 1 d . . . . .
O4 O 0.2270(3) 0.11322(15) 0.6623(2) 0.0515(9) Uani 1 1 d . . . . .
O3 O 0.1483(3) 0.25184(16) 0.5122(2) 0.0515(9) Uani 1 1 d . . . . .
C2 C 0.1629(4) 0.0834(3) 0.4613(3) 0.0492(13) Uani 1 1 d . . . . .
C18 C -0.0186(4) 0.3063(2) 0.6726(3) 0.0501(13) Uani 1 1 d . . . . .
H18 H -0.0393 0.2927 0.7242 0.060 Uiso 1 1 calc R U . . .
C7 C 0.4173(4) 0.1770(2) 0.5315(3) 0.0398(11) Uani 1 1 d . . . . .
C1 C 0.2805(4) 0.0942(2) 0.4641(3) 0.0419(12) Uani 1 1 d . . . . .
C24 C -0.0113(4) 0.1649(2) 0.7650(3) 0.0425(12) Uani 1 1 d . . . . .
H24 H -0.0677 0.1964 0.7580 0.051 Uiso 1 1 calc R U . . .
O1 O 0.1051(3) 0.12214(17) 0.5052(2) 0.0563(9) Uani 1 1 d . . . . .
C19 C 0.0745(4) 0.1651(2) 0.7120(3) 0.0387(11) Uani 1 1 d . . . . .
C8 C 0.4209(4) 0.2184(2) 0.6031(3) 0.0393(11) Uani 1 1 d . . . . .
C11 C 0.6090(4) 0.2049(2) 0.5149(3) 0.0421(12) Uani 1 1 d . . . . .
C23 C -0.0123(4) 0.1188(2) 0.8266(3) 0.0433(12) Uani 1 1 d . . . . .
C20 C 0.1569(4) 0.1148(2) 0.7192(3) 0.0436(12) Uani 1 1 d . . . . .
C13 C 0.0462(3) 0.2667(2) 0.6267(3) 0.0402(11) Uani 1 1 d . . . . .
C21 C 0.1640(4) 0.0704(2) 0.7882(3) 0.0437(12) Uani 1 1 d . . . . .
C10 C 0.6133(4) 0.2397(2) 0.5927(3) 0.0462(12) Uani 1 1 d . . . . .
H10 H 0.6821 0.2589 0.6139 0.055 Uiso 1 1 calc R U . . .
C6 C 0.3481(4) 0.0511(2) 0.4261(3) 0.0493(13) Uani 1 1 d . . . . .
H6 H 0.4262 0.0571 0.4302 0.059 Uiso 1 1 calc R U . . .
C14 C 0.0795(4) 0.2885(2) 0.5493(3) 0.0436(12) Uani 1 1 d . . . . .
C9 C 0.5253(4) 0.2475(2) 0.6393(3) 0.0423(12) Uani 1 1 d . . . . .
C17 C -0.0509(4) 0.3661(2) 0.6390(4) 0.0535(14) Uani 1 1 d . . . . .
C12 C 0.5111(4) 0.1726(2) 0.4865(3) 0.0418(11) Uani 1 1 d . . . . .
H12 H 0.5063 0.1475 0.4374 0.050 Uiso 1 1 calc R U . . .
C3 C 0.1131(5) 0.0318(3) 0.4133(3) 0.0620(15) Uani 1 1 d . . . . .
H3 H 0.0351 0.0254 0.4085 0.074 Uiso 1 1 calc R U . . .
C16 C -0.0234(4) 0.3860(3) 0.5605(4) 0.0610(15) Uani 1 1 d . . . . .
H16 H -0.0492 0.4258 0.5381 0.073 Uiso 1 1 calc R U . . .
C5 C 0.2961(5) -0.0004(2) 0.3824(3) 0.0577(14) Uani 1 1 d . . . . .
C22 C 0.0791(4) 0.0738(2) 0.8380(3) 0.0480(12) Uani 1 1 d . . . . .
H22 H 0.0813 0.0445 0.8827 0.058 Uiso 1 1 calc R U . . .
C15 C 0.0407(4) 0.3478(3) 0.5166(3) 0.0558(14) Uani 1 1 d . . . . .
H15 H 0.0587 0.3615 0.4642 0.067 Uiso 1 1 calc R U . . .
C4 C 0.1779(5) -0.0089(3) 0.3737(4) 0.0662(16) Uani 1 1 d . . . . .
H4 H 0.1440 -0.0427 0.3406 0.079 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C28 1.523(7) . ?
C25 C26 1.528(7) . ?
C25 C21 1.528(6) . ?
C25 C27 1.536(7) . ?
C33 C36 1.520(7) . ?
C33 C35 1.525(7) . ?
C33 C34 1.518(7) . ?
C33 C11 1.523(6) . ?
C37 C38 1.526(7) . ?
C37 C9 1.520(6) . ?
C37 C39 1.540(7) . ?
C37 C40 1.544(7) . ?
C31 C29 1.525(7) . ?
C29 C30 1.526(7) . ?
C29 C23 1.523(6) . ?
C29 C32 1.537(7) . ?
Fe1 O4 1.891(3) . ?
Fe1 O1 1.900(3) . ?
Fe1 O2 1.900(3) . ?
Fe1 O3 1.897(3) . ?
Fe1 N1 1.897(4) . ?
Fe1 N2 1.907(4) . ?
Cl1 C5 1.747(5) . ?
Cl2 C17 1.737(5) . ?
O2 C8 1.314(5) . ?
N1 C7 1.376(5) . ?
N1 C1 1.383(6) . ?
N2 C19 1.358(5) . ?
N2 C13 1.385(6) . ?
O4 C20 1.311(5) . ?
O3 C14 1.313(5) . ?
C2 O1 1.316(6) . ?
C2 C3 1.392(7) . ?
C2 C1 1.412(6) . ?
C18 C17 1.380(7) . ?
C18 C13 1.396(6) . ?
C7 C8 1.416(6) . ?
C7 C12 1.409(6) . ?
C1 C6 1.391(6) . ?
C24 C23 1.365(6) . ?
C24 C19 1.410(6) . ?
C19 C20 1.421(6) . ?
C8 C9 1.426(6) . ?
C11 C12 1.363(6) . ?
C11 C10 1.421(6) . ?
C23 C22 1.423(6) . ?
C20 C21 1.421(6) . ?
C13 C14 1.414(6) . ?
C21 C22 1.368(6) . ?
C10 C9 1.373(6) . ?
C6 C5 1.369(7) . ?
C14 C15 1.385(7) . ?
C17 C16 1.391(7) . ?
C3 C4 1.354(7) . ?
C16 C15 1.356(7) . ?
C5 C4 1.405(7) . ?

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
C28 C25 C26 108.7(5) . . ?
C28 C25 C21 110.3(4) . . ?
C26 C25 C21 111.0(4) . . ?
C28 C25 C27 109.4(5) . . ?
C26 C25 C27 108.1(5) . . ?
C21 C25 C27 109.4(4) . . ?
C36 C33 C35 107.6(5) . . ?
C36 C33 C34 109.8(5) . . ?
C35 C33 C34 107.4(5) . . ?
C36 C33 C11 112.5(4) . . ?
C35 C33 C11 110.3(4) . . ?
C34 C33 C11 109.2(4) . . ?
C38 C37 C9 109.4(4) . . ?
C38 C37 C39 109.6(4) . . ?
C9 C37 C39 110.8(4) . . ?
C38 C37 C40 109.3(4) . . ?
C9 C37 C40 110.8(4) . . ?
C39 C37 C40 107.1(4) . . ?
C30 C29 C31 109.4(5) . . ?
C30 C29 C23 110.1(4) . . ?
C31 C29 C23 111.8(4) . . ?
C30 C29 C32 108.2(5) . . ?
C31 C29 C32 108.4(5) . . ?
C23 C29 C32 108.9(4) . . ?
O4 Fe1 O1 91.13(14) . . ?
O4 Fe1 O2 89.46(14) . . ?
O1 Fe1 O2 164.98(14) . . ?
O4 Fe1 O3 165.42(14) . . ?
O1 Fe1 O3 91.87(15) . . ?
O2 Fe1 O3 91.32(14) . . ?
O4 Fe1 N1 94.65(15) . . ?
O1 Fe1 N1 82.83(15) . . ?
O2 Fe1 N1 82.16(15) . . ?
O3 Fe1 N1 99.87(15) . . ?
O4 Fe1 N2 82.20(15) . . ?
O1 Fe1 N2 98.04(15) . . ?
O2 Fe1 N2 96.91(14) . . ?
O3 Fe1 N2 83.26(15) . . ?
N1 Fe1 N2 176.74(16) . . ?
C8 O2 Fe1 114.7(3) . . ?
C7 N1 C1 129.7(4) . . ?
C7 N1 Fe1 115.4(3) . . ?
C1 N1 Fe1 114.4(3) . . ?
C19 N2 C13 130.7(4) . . ?
C19 N2 Fe1 115.5(3) . . ?
C13 N2 Fe1 113.7(3) . . ?
C20 O4 Fe1 114.0(3) . . ?
C14 O3 Fe1 113.0(3) . . ?
O1 C2 C3 122.7(5) . . ?
O1 C2 C1 118.5(5) . . ?
C3 C2 C1 118.8(5) . . ?
C17 C18 C13 117.9(5) . . ?
N1 C7 C8 110.7(4) . . ?
N1 C7 C12 128.8(4) . . ?
C8 C7 C12 120.5(4) . . ?
N1 C1 C6 128.9(4) . . ?
N1 C1 C2 109.8(4) . . ?
C6 C1 C2 121.1(5) . . ?
C23 C24 C19 120.5(4) . . ?
C2 O1 Fe1 112.5(3) . . ?
N2 C19 C20 110.1(4) . . ?
N2 C19 C24 130.0(4) . . ?
C20 C19 C24 119.9(4) . . ?
O2 C8 C7 116.6(4) . . ?
O2 C8 C9 123.1(4) . . ?
C7 C8 C9 120.3(4) . . ?
C12 C11 C10 117.3(4) . . ?
C12 C11 C33 123.6(4) . . ?
C10 C11 C33 119.0(4) . . ?
C24 C23 C22 117.6(4) . . ?
C24 C23 C29 123.7(4) . . ?
C22 C23 C29 118.6(4) . . ?
O4 C20 C19 117.5(4) . . ?
O4 C20 C21 122.4(4) . . ?
C19 C20 C21 120.0(4) . . ?
N2 C13 C18 128.8(4) . . ?
N2 C13 C14 110.7(4) . . ?
C18 C13 C14 120.5(4) . . ?
C22 C21 C20 116.1(4) . . ?
C22 C21 C25 123.2(4) . . ?
C20 C21 C25 120.7(4) . . ?
C9 C10 C11 126.1(4) . . ?
C5 C6 C1 117.9(5) . . ?
O3 C14 C15 122.6(5) . . ?
O3 C14 C13 118.2(4) . . ?
C15 C14 C13 119.2(5) . . ?
C10 C9 C8 114.8(4) . . ?
C10 C9 C37 124.7(4) . . ?
C8 C9 C37 120.5(4) . . ?
C18 C17 C16 121.5(5) . . ?
C18 C17 Cl2 119.0(4) . . ?
C16 C17 Cl2 119.5(4) . . ?
C11 C12 C7 120.1(4) . . ?
C4 C3 C2 120.2(5) . . ?
C15 C16 C17 120.4(5) . . ?
C6 C5 C4 121.5(5) . . ?
C6 C5 Cl1 118.9(4) . . ?
C4 C5 Cl1 119.6(4) . . ?
C21 C22 C23 125.0(5) . . ?
C16 C15 C14 120.3(5) . . ?
C3 C4 C5 120.2(5) . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.459
_refine_diff_density_rms         0.060

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 921247'
#######################################################################
#
#                 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_3LT

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H46 Cl2 Co N2 O4'
_chemical_formula_weight         748.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Co Co 0.3494 0.9721 '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'
O O 0.0106 0.0060 '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'
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'

_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                   11.7045(9)
_cell_length_b                   20.4577(16)
_cell_length_c                   15.7782(12)
_cell_angle_alpha                90
_cell_angle_beta                 97.938(2)
_cell_angle_gamma                90
_cell_volume                     3741.8(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3588
_cell_measurement_theta_min      2.27
_cell_measurement_theta_max      19.77

_exptl_crystal_description       Brown
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.329
_exptl_crystal_F_000             1572.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.644
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.902
_exptl_absorpt_correction_T_max  0.926
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            50775
_diffrn_reflns_av_unetI/netI     0.0826
_diffrn_reflns_av_R_equivalents  0.1074
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.640
_diffrn_reflns_theta_max         27.510
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8498
_reflns_number_gt                5285
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0975P)²+10.7308P] 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         8498
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0991
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1519
_refine_ls_wR_factor_gt          0.1237
_refine_ls_goodness_of_fit_ref   0.897
_refine_ls_restrained_S_all      0.897
_refine_ls_shift/su_max          0.026
_refine_ls_shift/su_mean         0.003

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
C25 C -0.0284(3) 0.28332(17) 0.27474(19) 0.0282(7) Uani 1 1 d . . . . .
C34 C 0.1196(3) 0.06083(18) 0.1824(2) 0.0358(8) Uani 1 1 d . . . . .
H34A H 0.0544 0.0321 0.1711 0.054 Uiso 1 1 calc R U . . .
H34B H 0.1135 0.0859 0.2330 0.054 Uiso 1 1 calc R U . . .
H34C H 0.1212 0.0898 0.1348 0.054 Uiso 1 1 calc R U . . .
C33 C 0.2308(3) 0.02030(17) 0.1958(2) 0.0302(7) Uani 1 1 d . . . . .
C29 C -0.2076(3) 0.20835(17) 0.5351(2) 0.0288(7) Uani 1 1 d . . . . .
C37 C 0.6047(3) 0.11169(18) 0.1121(2) 0.0314(7) Uani 1 1 d . . . . .
C27 C 0.0035(3) 0.23602(19) 0.2059(2) 0.0366(8) Uani 1 1 d . . . . .
H27A H 0.0808 0.2204 0.2221 0.055 Uiso 1 1 calc R U . . .
H27B H -0.0489 0.1997 0.2007 0.055 Uiso 1 1 calc R U . . .
H27C H -0.0014 0.2584 0.1521 0.055 Uiso 1 1 calc R U . . .
C31 C -0.3056(3) 0.1712(2) 0.4820(3) 0.0453(10) Uani 1 1 d . . . . .
H31A H -0.3216 0.1907 0.4263 0.068 Uiso 1 1 calc R U . . .
H31B H -0.2834 0.1264 0.4765 0.068 Uiso 1 1 calc R U . . .
H31C H -0.3734 0.1732 0.5099 0.068 Uiso 1 1 calc R U . . .
C38 C 0.6961(3) 0.1644(2) 0.1313(3) 0.0477(10) Uani 1 1 d . . . . .
H38A H 0.7517 0.1604 0.0921 0.071 Uiso 1 1 calc R U . . .
H38B H 0.6603 0.2066 0.1250 0.071 Uiso 1 1 calc R U . . .
H38C H 0.7340 0.1593 0.1888 0.071 Uiso 1 1 calc R U . . .
C35 C 0.2280(3) -0.02686(18) 0.2712(3) 0.0428(9) Uani 1 1 d . . . . .
H35A H 0.1630 -0.0556 0.2592 0.064 Uiso 1 1 calc R U . . .
H35B H 0.2978 -0.0521 0.2793 0.064 Uiso 1 1 calc R U . . .
H35C H 0.2216 -0.0023 0.3222 0.064 Uiso 1 1 calc R U . . .
C26 C -0.1516(3) 0.30762(19) 0.2479(2) 0.0381(8) Uani 1 1 d . . . . .
H26A H -0.2038 0.2712 0.2438 0.057 Uiso 1 1 calc R U . . .
H26B H -0.1719 0.3380 0.2898 0.057 Uiso 1 1 calc R U . . .
H26C H -0.1565 0.3290 0.1934 0.057 Uiso 1 1 calc R U . . .
C32 C -0.1835(3) 0.1768(2) 0.6233(3) 0.0525(12) Uani 1 1 d . . . . .
H32A H -0.1219 0.1998 0.6573 0.079 Uiso 1 1 calc R U . . .
H32B H -0.2517 0.1788 0.6507 0.079 Uiso 1 1 calc R U . . .
H32C H -0.1617 0.1320 0.6173 0.079 Uiso 1 1 calc R U . . .
C36 C 0.2369(3) -0.0200(2) 0.1152(3) 0.0469(10) Uani 1 1 d . . . . .
H36A H 0.1713 -0.0486 0.1055 0.070 Uiso 1 1 calc R U . . .
H36B H 0.2369 0.0087 0.0670 0.070 Uiso 1 1 calc R U . . .
H36C H 0.3063 -0.0456 0.1223 0.070 Uiso 1 1 calc R U . . .
C39 C 0.6624(3) 0.04431(19) 0.1201(2) 0.0428(9) Uani 1 1 d . . . . .
H39A H 0.7196 0.0419 0.0820 0.064 Uiso 1 1 calc R U . . .
H39B H 0.6985 0.0378 0.1779 0.064 Uiso 1 1 calc R U . . .
H39C H 0.6053 0.0110 0.1052 0.064 Uiso 1 1 calc R U . . .
C28 C 0.0507(3) 0.34306(18) 0.2803(2) 0.0399(9) Uani 1 1 d . . . . .
H28A H 0.1291 0.3295 0.2971 0.060 Uiso 1 1 calc R U . . .
H28B H 0.0440 0.3641 0.2255 0.060 Uiso 1 1 calc R U . . .
H28C H 0.0286 0.3731 0.3219 0.060 Uiso 1 1 calc R U . . .
C30 C -0.2436(3) 0.27931(19) 0.5468(2) 0.0397(9) Uani 1 1 d . . . . .
H30A H -0.2592 0.3001 0.4919 0.060 Uiso 1 1 calc R U . . .
H30B H -0.3117 0.2803 0.5744 0.060 Uiso 1 1 calc R U . . .
H30C H -0.1824 0.3021 0.5815 0.060 Uiso 1 1 calc R U . . .
C40 C 0.5462(3) 0.1217(2) 0.0196(2) 0.0478(10) Uani 1 1 d . . . . .
H40A H 0.6031 0.1193 -0.0186 0.072 Uiso 1 1 calc R U . . .
H40B H 0.4893 0.0883 0.0052 0.072 Uiso 1 1 calc R U . . .
H40C H 0.5097 0.1638 0.0146 0.072 Uiso 1 1 calc R U . . .
Co1 Co 0.30689(3) 0.17536(2) 0.42331(3) 0.02345(12) Uani 1 1 d . . . . .
Cl1 Cl 0.13241(9) -0.06067(5) 0.66570(6) 0.0431(2) Uani 1 1 d . . . . .
Cl2 Cl 0.62758(9) 0.42018(5) 0.30679(7) 0.0467(3) Uani 1 1 d . . . . .
O4 O 0.27174(18) 0.10901(11) 0.34122(13) 0.0270(5) Uani 1 1 d . . . . .
O2 O 0.18411(18) 0.22605(11) 0.36416(13) 0.0263(5) Uani 1 1 d . . . . .
O3 O 0.35492(18) 0.24722(11) 0.49469(13) 0.0270(5) Uani 1 1 d . . . . .
N1 N 0.1954(2) 0.14545(13) 0.48744(15) 0.0221(5) Uani 1 1 d . . . . .
N2 N 0.4150(2) 0.20348(13) 0.35513(15) 0.0235(5) Uani 1 1 d . . . . .
C5 C 0.2153(3) -0.00286(16) 0.6209(2) 0.0318(7) Uani 1 1 d . . . . .
O1 O 0.40974(18) 0.11814(11) 0.49173(14) 0.0290(5) Uani 1 1 d . . . . .
C12 C -0.0023(3) 0.17413(16) 0.51815(19) 0.0253(7) Uani 1 1 d . . . . .
H12 H 0.0028 0.1505 0.5689 0.030 Uiso 1 1 calc R U . . .
C18 C 0.5239(3) 0.30565(16) 0.3319(2) 0.0260(7) Uani 1 1 d . . . . .
H18 H 0.5458 0.2924 0.2801 0.031 Uiso 1 1 calc R U . . .
C7 C 0.0935(2) 0.17653(15) 0.47180(18) 0.0230(6) Uani 1 1 d . . . . .
C20 C 0.3431(2) 0.11086(16) 0.28384(19) 0.0242(6) Uani 1 1 d . . . . .
C6 C 0.1618(3) 0.04875(16) 0.57738(19) 0.0289(7) Uani 1 1 d . . . . .
H6 H 0.0827 0.0550 0.5747 0.035 Uiso 1 1 calc R U . . .
C14 C 0.4226(3) 0.28553(16) 0.45653(19) 0.0259(7) Uani 1 1 d . . . . .
C19 C 0.4294(2) 0.16095(15) 0.29112(18) 0.0228(6) Uani 1 1 d . . . . .
C23 C 0.5133(3) 0.11560(16) 0.17282(19) 0.0256(7) Uani 1 1 d . . . . .
C8 C 0.0906(2) 0.21909(15) 0.39702(19) 0.0236(6) Uani 1 1 d . . . . .
C21 C 0.3348(3) 0.06693(15) 0.21386(19) 0.0253(7) Uani 1 1 d . . . . .
C13 C 0.4580(2) 0.26438(16) 0.37742(19) 0.0236(6) Uani 1 1 d . . . . .
C24 C 0.5153(2) 0.16174(15) 0.23608(19) 0.0240(6) Uani 1 1 d . . . . .
H24 H 0.5729 0.1934 0.2428 0.029 Uiso 1 1 calc R U . . .
C2 C 0.3516(3) 0.08101(16) 0.5369(2) 0.0269(7) Uani 1 1 d . . . . .
C22 C 0.4204(3) 0.07047(16) 0.1618(2) 0.0287(7) Uani 1 1 d . . . . .
H22 H 0.4169 0.0412 0.1164 0.034 Uiso 1 1 calc R U . . .
C10 C -0.1073(3) 0.23928(16) 0.40693(19) 0.0254(7) Uani 1 1 d . . . . .
H10 H -0.1784 0.2566 0.3840 0.030 Uiso 1 1 calc R U . . .
C9 C -0.0180(3) 0.24723(16) 0.36066(18) 0.0244(7) Uani 1 1 d . . . . .
C17 C 0.5551(3) 0.36563(16) 0.3654(2) 0.0290(7) Uani 1 1 d . . . . .
C11 C -0.1012(2) 0.20629(15) 0.48839(19) 0.0232(6) Uani 1 1 d . . . . .
C4 C 0.3362(3) -0.01222(18) 0.6277(2) 0.0350(8) Uani 1 1 d . . . . .
H4 H 0.3703 -0.0468 0.6602 0.042 Uiso 1 1 calc R U . . .
C1 C 0.2299(3) 0.09252(16) 0.53647(19) 0.0258(7) Uani 1 1 d . . . . .
C3 C 0.4032(3) 0.02860(17) 0.5874(2) 0.0329(8) Uani 1 1 d . . . . .
H3 H 0.4825 0.0222 0.5929 0.039 Uiso 1 1 calc R U . . .
C16 C 0.5274(3) 0.38603(17) 0.4454(2) 0.0334(8) Uani 1 1 d . . . . .
H16 H 0.5531 0.4263 0.4679 0.040 Uiso 1 1 calc R U . . .
C15 C 0.4621(3) 0.34623(17) 0.4900(2) 0.0304(7) Uani 1 1 d . . . . .
H15 H 0.4439 0.3597 0.5429 0.036 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C26 1.528(4) . ?
C25 C28 1.528(5) . ?
C25 C9 1.534(4) . ?
C25 C27 1.539(5) . ?
C34 C33 1.533(5) . ?
C33 C21 1.541(4) . ?
C33 C36 1.527(5) . ?
C33 C35 1.536(5) . ?
C29 C32 1.524(5) . ?
C29 C31 1.526(5) . ?
C29 C11 1.534(4) . ?
C29 C30 1.530(5) . ?
C37 C23 1.534(4) . ?
C37 C38 1.519(5) . ?
C37 C39 1.532(5) . ?
C37 C40 1.537(5) . ?
Co1 N2 1.861(2) . ?
Co1 N1 1.862(2) . ?
Co1 O4 1.882(2) . ?
Co1 O3 1.890(2) . ?
Co1 O1 1.904(2) . ?
Co1 O2 1.908(2) . ?
Cl1 C5 1.740(3) . ?
Cl2 C17 1.742(3) . ?
O4 C20 1.315(3) . ?
O2 C8 1.282(3) . ?
O3 C14 1.318(4) . ?
N1 C7 1.344(4) . ?
N1 C1 1.359(4) . ?
N2 C19 1.361(4) . ?
N2 C13 1.371(4) . ?
C5 C6 1.363(5) . ?
C5 C4 1.418(5) . ?
O1 C2 1.297(4) . ?
C12 C11 1.357(4) . ?
C12 C7 1.421(4) . ?
C18 C17 1.366(5) . ?
C18 C13 1.406(4) . ?
C7 C8 1.463(4) . ?
C20 C21 1.417(4) . ?
C20 C19 1.432(4) . ?
C6 C1 1.412(4) . ?
C14 C15 1.403(5) . ?
C14 C13 1.435(4) . ?
C19 C24 1.416(4) . ?
C23 C24 1.372(4) . ?
C23 C22 1.418(5) . ?
C8 C9 1.441(4) . ?
C21 C22 1.383(4) . ?
C2 C3 1.419(5) . ?
C2 C1 1.444(4) . ?
C10 C9 1.365(4) . ?
C10 C11 1.445(4) . ?
C17 C16 1.409(5) . ?
C4 C3 1.362(5) . ?
C16 C15 1.376(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
C26 C25 C28 107.3(3) . . ?
C26 C25 C9 111.0(3) . . ?
C28 C25 C9 111.1(3) . . ?
C26 C25 C27 108.8(3) . . ?
C28 C25 C27 109.8(3) . . ?
C9 C25 C27 108.9(3) . . ?
C21 C33 C36 111.3(3) . . ?
C21 C33 C35 110.3(3) . . ?
C36 C33 C35 108.3(3) . . ?
C21 C33 C34 108.9(3) . . ?
C36 C33 C34 108.3(3) . . ?
C35 C33 C34 109.7(3) . . ?
C32 C29 C31 108.7(3) . . ?
C32 C29 C11 111.5(3) . . ?
C31 C29 C11 108.7(3) . . ?
C32 C29 C30 108.1(3) . . ?
C31 C29 C30 109.9(3) . . ?
C11 C29 C30 109.8(3) . . ?
C23 C37 C38 111.8(3) . . ?
C23 C37 C39 109.5(3) . . ?
C38 C37 C39 109.3(3) . . ?
C23 C37 C40 109.2(3) . . ?
C38 C37 C40 107.7(3) . . ?
C39 C37 C40 109.3(3) . . ?
N2 Co1 N1 177.55(11) . . ?
N2 Co1 O4 85.79(10) . . ?
N1 Co1 O4 91.94(10) . . ?
N2 Co1 O3 86.21(10) . . ?
N1 Co1 O3 96.03(10) . . ?
O4 Co1 O3 171.90(9) . . ?
N2 Co1 O1 95.20(10) . . ?
N1 Co1 O1 85.73(10) . . ?
O4 Co1 O1 90.45(10) . . ?
O3 Co1 O1 91.58(10) . . ?
N2 Co1 O2 94.34(10) . . ?
N1 Co1 O2 84.68(10) . . ?
O4 Co1 O2 88.69(10) . . ?
O3 Co1 O2 90.61(9) . . ?
O1 Co1 O2 170.34(9) . . ?
C20 O4 Co1 110.71(19) . . ?
C8 O2 Co1 111.67(19) . . ?
C14 O3 Co1 109.79(19) . . ?
C7 N1 C1 131.9(3) . . ?
C7 N1 Co1 114.6(2) . . ?
C1 N1 Co1 113.3(2) . . ?
C19 N2 C13 133.8(3) . . ?
C19 N2 Co1 113.3(2) . . ?
C13 N2 Co1 112.8(2) . . ?
C6 C5 C4 121.8(3) . . ?
C6 C5 Cl1 119.2(3) . . ?
C4 C5 Cl1 118.9(3) . . ?
C2 O1 Co1 109.48(19) . . ?
C11 C12 C7 120.0(3) . . ?
C17 C18 C13 118.6(3) . . ?
N1 C7 C12 129.2(3) . . ?
N1 C7 C8 110.5(3) . . ?
C12 C7 C8 120.3(3) . . ?
O4 C20 C21 122.4(3) . . ?
O4 C20 C19 118.3(3) . . ?
C21 C20 C19 119.2(3) . . ?
C5 C6 C1 118.2(3) . . ?
O3 C14 C15 122.8(3) . . ?
O3 C14 C13 118.8(3) . . ?
C15 C14 C13 118.4(3) . . ?
N2 C19 C24 128.2(3) . . ?
N2 C19 C20 111.0(3) . . ?
C24 C19 C20 120.8(3) . . ?
C24 C23 C22 118.2(3) . . ?
C24 C23 C37 123.2(3) . . ?
C22 C23 C37 118.6(3) . . ?
O2 C8 C9 123.4(3) . . ?
O2 C8 C7 117.8(3) . . ?
C9 C8 C7 118.6(3) . . ?
C22 C21 C20 116.9(3) . . ?
C22 C21 C33 122.8(3) . . ?
C20 C21 C33 120.3(3) . . ?
N2 C13 C18 128.5(3) . . ?
N2 C13 C14 110.9(3) . . ?
C18 C13 C14 120.5(3) . . ?
C23 C24 C19 119.7(3) . . ?
O1 C2 C3 122.4(3) . . ?
O1 C2 C1 119.6(3) . . ?
C3 C2 C1 118.0(3) . . ?
C21 C22 C23 124.6(3) . . ?
C9 C10 C11 125.7(3) . . ?
C10 C9 C8 116.0(3) . . ?
C10 C9 C25 123.9(3) . . ?
C8 C9 C25 120.1(3) . . ?
C18 C17 C16 122.0(3) . . ?
C18 C17 Cl2 119.6(3) . . ?
C16 C17 Cl2 118.4(3) . . ?
C12 C11 C10 118.0(3) . . ?
C12 C11 C29 123.9(3) . . ?
C10 C11 C29 118.1(3) . . ?
C3 C4 C5 121.0(3) . . ?
N1 C1 C6 128.6(3) . . ?
N1 C1 C2 110.4(3) . . ?
C6 C1 C2 120.9(3) . . ?
C4 C3 C2 119.8(3) . . ?
C15 C16 C17 119.8(3) . . ?
C16 C15 C14 120.5(3) . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.546
_refine_diff_density_rms         0.072

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 921248'
#######################################################################
#
#                 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_4

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H46 Cl2 N2 Ni O4'
_chemical_formula_weight         748.38

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ni Ni 0.3393 1.1124 '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'
O O 0.0106 0.0060 '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'
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'

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

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

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

_cell_length_a                   12.151(5)
_cell_length_b                   13.045(5)
_cell_length_c                   14.498(5)
_cell_angle_alpha                66.617(5)
_cell_angle_beta                 79.473(5)
_cell_angle_gamma                79.908(5)
_cell_volume                     2060.4(14)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    7662
_cell_measurement_theta_min      2.16
_cell_measurement_theta_max      24.28

_exptl_crystal_description       Block
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_F_000             788.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.11
_exptl_absorpt_coefficient_mu    0.639
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_T_max  0.932
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32043
_diffrn_reflns_av_unetI/netI     0.0509
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.716
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9261
_reflns_number_gt                5958
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013(Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014(Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0669P)²+1.1820P] 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         9261
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0781
_refine_ls_R_factor_gt           0.0456
_refine_ls_wR_factor_ref         0.1303
_refine_ls_wR_factor_gt          0.1171
_refine_ls_goodness_of_fit_ref   0.886
_refine_ls_restrained_S_all      0.886
_refine_ls_shift/su_max          0.045
_refine_ls_shift/su_mean         0.004

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
C25 C 0.3936(3) 0.8114(2) 0.1328(2) 0.0592(8) Uani 1 1 d . . . . .
C26 C 0.0748(2) 0.5686(2) 0.2703(2) 0.0534(7) Uani 1 1 d . . . . .
C27 C 0.1704(3) -0.1847(2) 0.5652(2) 0.0584(8) Uani 1 1 d . . . . .
C28 C 0.3444(3) 0.1376(2) 0.5754(2) 0.0531(7) Uani 1 1 d . . . . .
C29 C 0.0772(3) 0.4726(3) 0.3756(3) 0.0747(10) Uani 1 1 d . . . . .
H29A H 0.0015 0.4622 0.4082 0.112 Uiso 1 1 calc R U . . .
H29B H 0.1134 0.4043 0.3678 0.112 Uiso 1 1 calc R U . . .
H29C H 0.1183 0.4915 0.4162 0.112 Uiso 1 1 calc R U . . .
C30 C 0.0062(3) 0.5404(3) 0.2068(3) 0.0771(10) Uani 1 1 d . . . . .
H30A H -0.0692 0.5310 0.2405 0.116 Uiso 1 1 calc R U . . .
H30B H 0.0043 0.6004 0.1415 0.116 Uiso 1 1 calc R U . . .
H30C H 0.0405 0.4720 0.1984 0.116 Uiso 1 1 calc R U . . .
C33 C 0.5180(3) 0.8174(3) 0.0910(4) 0.1047(16) Uani 1 1 d . . . . .
H33A H 0.5382 0.8894 0.0807 0.157 Uiso 1 1 calc R U . . .
H33B H 0.5629 0.7593 0.1384 0.157 Uiso 1 1 calc R U . . .
H33C H 0.5313 0.8072 0.0277 0.157 Uiso 1 1 calc R U . . .
C34 C 0.3735(4) 0.8294(3) 0.2329(3) 0.0898(12) Uani 1 1 d . . . . .
H34A H 0.3967 0.9005 0.2218 0.135 Uiso 1 1 calc R U . . .
H34B H 0.2949 0.8288 0.2584 0.135 Uiso 1 1 calc R U . . .
H34C H 0.4165 0.7702 0.2812 0.135 Uiso 1 1 calc R U . . .
C36 C 0.3246(4) 0.0714(3) 0.6894(3) 0.0887(12) Uani 1 1 d . . . . .
H36A H 0.3643 -0.0027 0.7052 0.133 Uiso 1 1 calc R U . . .
H36B H 0.3516 0.1092 0.7243 0.133 Uiso 1 1 calc R U . . .
H36C H 0.2455 0.0662 0.7104 0.133 Uiso 1 1 calc R U . . .
C31 C 0.0142(3) 0.6755(3) 0.2867(3) 0.0869(12) Uani 1 1 d . . . . .
H31A H -0.0613 0.6629 0.3188 0.130 Uiso 1 1 calc R U . . .
H31B H 0.0541 0.6929 0.3291 0.130 Uiso 1 1 calc R U . . .
H31C H 0.0121 0.7372 0.2225 0.130 Uiso 1 1 calc R U . . .
C35 C 0.2799(3) 0.2553(3) 0.5531(3) 0.0825(11) Uani 1 1 d . . . . .
H35A H 0.2007 0.2492 0.5724 0.124 Uiso 1 1 calc R U . . .
H35B H 0.3052 0.2908 0.5908 0.124 Uiso 1 1 calc R U . . .
H35C H 0.2935 0.2994 0.4820 0.124 Uiso 1 1 calc R U . . .
C37 C 0.4710(3) 0.1439(3) 0.5455(3) 0.0747(10) Uani 1 1 d . . . . .
H37A H 0.5095 0.0694 0.5602 0.112 Uiso 1 1 calc R U . . .
H37B H 0.4858 0.1875 0.4744 0.112 Uiso 1 1 calc R U . . .
H37C H 0.4974 0.1789 0.5832 0.112 Uiso 1 1 calc R U . . .
C32 C 0.3245(4) 0.9066(3) 0.0573(3) 0.0971(13) Uani 1 1 d . . . . .
H32A H 0.3483 0.9773 0.0465 0.146 Uiso 1 1 calc R U . . .
H32B H 0.3357 0.8961 -0.0058 0.146 Uiso 1 1 calc R U . . .
H32C H 0.2461 0.9061 0.0838 0.146 Uiso 1 1 calc R U . . .
C38 C 0.2636(4) -0.2679(3) 0.6215(4) 0.1050(15) Uani 1 1 d . . . . .
H38A H 0.2882 -0.2392 0.6650 0.158 Uiso 1 1 calc R U . . .
H38B H 0.2352 -0.3387 0.6616 0.158 Uiso 1 1 calc R U . . .
H38C H 0.3259 -0.2782 0.5735 0.158 Uiso 1 1 calc R U . . .
C39 C 0.0736(3) -0.1733(4) 0.6443(3) 0.1007(14) Uani 1 1 d . . . . .
H39A H 0.0978 -0.1419 0.6860 0.151 Uiso 1 1 calc R U . . .
H39B H 0.0116 -0.1247 0.6113 0.151 Uiso 1 1 calc R U . . .
H39C H 0.0503 -0.2460 0.6858 0.151 Uiso 1 1 calc R U . . .
C40 C 0.1354(5) -0.2335(4) 0.4988(3) 0.125(2) Uani 1 1 d . . . . .
H40A H 0.1087 -0.3049 0.5398 0.188 Uiso 1 1 calc R U . . .
H40B H 0.0762 -0.1834 0.4624 0.188 Uiso 1 1 calc R U . . .
H40C H 0.1987 -0.2435 0.4515 0.188 Uiso 1 1 calc R U . . .
Ni1 Ni 0.35388(3) 0.27982(3) 0.20027(3) 0.03964(11) Uani 1 1 d . . . . .
Cl1 Cl -0.03668(7) 0.00933(7) 0.13038(7) 0.0696(2) Uani 1 1 d . . . . .
Cl2 Cl 0.86571(6) 0.48280(7) 0.04357(8) 0.0774(3) Uani 1 1 d . . . . .
N1 N 0.25911(16) 0.15127(16) 0.25229(16) 0.0374(5) Uani 1 1 d . . . . .
N2 N 0.44563(16) 0.41127(16) 0.15386(15) 0.0344(4) Uani 1 1 d . . . . .
O1 O 0.31159(15) 0.29340(15) 0.06587(14) 0.0478(4) Uani 1 1 d . . . . .
O2 O 0.36130(16) 0.22187(15) 0.35586(14) 0.0507(5) Uani 1 1 d . . . . .
O4 O 0.23112(14) 0.40111(15) 0.21761(14) 0.0472(4) Uani 1 1 d . . . . .
O3 O 0.50669(15) 0.19797(15) 0.17501(16) 0.0541(5) Uani 1 1 d . . . . .
C6 C 0.1204(2) 0.0789(2) 0.1933(2) 0.0429(6) Uani 1 1 d . . . . .
H6 H 0.0969 0.0282 0.2575 0.051 Uiso 1 1 calc R U . . .
C8 C 0.3119(2) 0.1356(2) 0.40502(19) 0.0400(6) Uani 1 1 d . . . . .
C13 C 0.5570(2) 0.3824(2) 0.12942(18) 0.0357(5) Uani 1 1 d . . . . .
C12 C 0.2164(2) -0.0194(2) 0.4042(2) 0.0448(6) Uani 1 1 d . . . . .
H12 H 0.1900 -0.0541 0.3689 0.054 Uiso 1 1 calc R U . . .
C1 C 0.2061(2) 0.1460(2) 0.18021(19) 0.0387(6) Uani 1 1 d . . . . .
C17 C 0.7533(2) 0.4041(2) 0.0793(2) 0.0455(6) Uani 1 1 d . . . . .
C7 C 0.2583(2) 0.0869(2) 0.35004(19) 0.0386(6) Uani 1 1 d . . . . .
C24 C 0.4253(2) 0.6135(2) 0.1320(2) 0.0442(6) Uani 1 1 d . . . . .
H24 H 0.4990 0.6247 0.1022 0.053 Uiso 1 1 calc R U . . .
C11 C 0.2142(2) -0.0703(2) 0.5052(2) 0.0470(6) Uani 1 1 d . . . . .
C18 C 0.6472(2) 0.4501(2) 0.0953(2) 0.0419(6) Uani 1 1 d . . . . .
H18 H 0.6328 0.5262 0.0841 0.050 Uiso 1 1 calc R U . . .
C2 C 0.2396(2) 0.2275(2) 0.0793(2) 0.0423(6) Uani 1 1 d . . . . .
C5 C 0.0725(2) 0.0886(2) 0.1122(2) 0.0486(7) Uani 1 1 d . . . . .
C9 C 0.3015(2) 0.0827(2) 0.5144(2) 0.0449(6) Uani 1 1 d . . . . .
C14 C 0.5825(2) 0.2640(2) 0.1434(2) 0.0412(6) Uani 1 1 d . . . . .
C22 C 0.2426(2) 0.6801(2) 0.1942(2) 0.0488(7) Uani 1 1 d . . . . .
H22 H 0.1966 0.7396 0.2062 0.059 Uiso 1 1 calc R U . . .
C16 C 0.7795(2) 0.2897(2) 0.0912(2) 0.0520(7) Uani 1 1 d . . . . .
H16 H 0.8536 0.2610 0.0777 0.062 Uiso 1 1 calc R U . . .
C20 C 0.2672(2) 0.4928(2) 0.19847(19) 0.0373(5) Uani 1 1 d . . . . .
C21 C 0.1959(2) 0.5843(2) 0.2192(2) 0.0420(6) Uani 1 1 d . . . . .
C19 C 0.3867(2) 0.5070(2) 0.15716(18) 0.0373(5) Uani 1 1 d . . . . .
C23 C 0.3566(2) 0.6981(2) 0.1508(2) 0.0454(6) Uani 1 1 d . . . . .
C3 C 0.1875(3) 0.2292(2) -0.0020(2) 0.0533(7) Uani 1 1 d . . . . .
H3 H 0.2096 0.2778 -0.0675 0.064 Uiso 1 1 calc R U . . .
C10 C 0.2546(2) -0.0148(2) 0.5583(2) 0.0500(7) Uani 1 1 d . . . . .
H10 H 0.2479 -0.0487 0.6286 0.060 Uiso 1 1 calc R U . . .
C15 C 0.6967(2) 0.2230(2) 0.1219(2) 0.0535(7) Uani 1 1 d . . . . .
H15 H 0.7145 0.1481 0.1294 0.064 Uiso 1 1 calc R U . . .
C4 C 0.1073(3) 0.1626(2) 0.0133(2) 0.0570(8) Uani 1 1 d . . . . .
H4 H 0.0750 0.1654 -0.0413 0.068 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C23 1.530(4) . ?
C25 C33 1.526(4) . ?
C25 C32 1.529(5) . ?
C25 C34 1.529(5) . ?
C26 C21 1.530(4) . ?
C26 C30 1.529(4) . ?
C26 C31 1.543(4) . ?
C26 C29 1.545(5) . ?
C27 C40 1.499(5) . ?
C27 C11 1.531(4) . ?
C27 C39 1.518(5) . ?
C27 C38 1.527(5) . ?
C28 C35 1.533(4) . ?
C28 C37 1.529(4) . ?
C28 C36 1.526(4) . ?
C28 C9 1.540(4) . ?
Ni1 N1 2.016(2) . ?
Ni1 O3 2.0222(19) . ?
Ni1 N2 2.029(2) . ?
Ni1 O4 2.0355(18) . ?
Ni1 O1 2.038(2) . ?
Ni1 O2 2.089(2) . ?
Cl1 C5 1.742(3) . ?
Cl2 C17 1.731(3) . ?
N1 C7 1.329(3) . ?
N1 C1 1.352(3) . ?
N2 C19 1.340(3) . ?
N2 C13 1.360(3) . ?
O1 C2 1.269(3) . ?
O2 C8 1.256(3) . ?
O4 C20 1.256(3) . ?
O3 C14 1.269(3) . ?
C6 C5 1.358(4) . ?
C6 C1 1.415(3) . ?
C8 C9 1.447(4) . ?
C8 C7 1.483(3) . ?
C13 C18 1.423(3) . ?
C13 C14 1.458(3) . ?
C12 C11 1.344(4) . ?
C12 C7 1.426(3) . ?
C1 C2 1.461(4) . ?
C17 C18 1.344(3) . ?
C17 C16 1.417(4) . ?
C24 C23 1.349(3) . ?
C24 C19 1.431(3) . ?
C11 C10 1.436(4) . ?
C2 C3 1.427(4) . ?
C5 C4 1.411(4) . ?
C9 C10 1.352(4) . ?
C14 C15 1.423(4) . ?
C22 C21 1.353(4) . ?
C22 C23 1.431(4) . ?
C16 C15 1.343(4) . ?
C20 C21 1.447(3) . ?
C20 C19 1.480(3) . ?
C3 C4 1.350(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C23 C25 C33 111.8(2) . . ?
C23 C25 C32 110.1(3) . . ?
C33 C25 C32 108.3(3) . . ?
C23 C25 C34 109.2(2) . . ?
C33 C25 C34 108.8(3) . . ?
C32 C25 C34 108.5(3) . . ?
C21 C26 C30 111.2(2) . . ?
C21 C26 C31 111.6(2) . . ?
C30 C26 C31 108.1(3) . . ?
C21 C26 C29 108.9(2) . . ?
C30 C26 C29 109.6(3) . . ?
C31 C26 C29 107.4(3) . . ?
C40 C27 C11 112.7(3) . . ?
C40 C27 C39 110.8(3) . . ?
C11 C27 C39 109.3(3) . . ?
C40 C27 C38 107.2(3) . . ?
C11 C27 C38 109.4(3) . . ?
C39 C27 C38 107.2(3) . . ?
C35 C28 C37 111.0(3) . . ?
C35 C28 C36 108.0(3) . . ?
C37 C28 C36 107.6(3) . . ?
C35 C28 C9 108.1(3) . . ?
C37 C28 C9 109.6(2) . . ?
C36 C28 C9 112.4(3) . . ?
N1 Ni1 O3 99.84(8) . . ?
N1 Ni1 N2 177.16(8) . . ?
O3 Ni1 N2 82.04(8) . . ?
N1 Ni1 O4 98.11(8) . . ?
O3 Ni1 O4 161.74(7) . . ?
N2 Ni1 O4 79.89(8) . . ?
N1 Ni1 O1 81.19(8) . . ?
O3 Ni1 O1 91.42(8) . . ?
N2 Ni1 O1 100.94(7) . . ?
O4 Ni1 O1 94.57(8) . . ?
N1 Ni1 O2 79.03(8) . . ?
O3 Ni1 O2 92.73(8) . . ?
N2 Ni1 O2 98.81(7) . . ?
O4 Ni1 O2 87.45(8) . . ?
O1 Ni1 O2 160.20(7) . . ?
C7 N1 C1 130.9(2) . . ?
C7 N1 Ni1 115.82(16) . . ?
C1 N1 Ni1 113.27(16) . . ?
C19 N2 C13 132.8(2) . . ?
C19 N2 Ni1 114.71(15) . . ?
C13 N2 Ni1 112.45(15) . . ?
C2 O1 Ni1 111.31(16) . . ?
C8 O2 Ni1 112.61(16) . . ?
C20 O4 Ni1 113.49(16) . . ?
C14 O3 Ni1 110.94(16) . . ?
C5 C6 C1 120.0(3) . . ?
O2 C8 C9 122.8(2) . . ?
O2 C8 C7 119.3(2) . . ?
C9 C8 C7 117.8(2) . . ?
N2 C13 C18 129.1(2) . . ?
N2 C13 C14 112.5(2) . . ?
C18 C13 C14 118.4(2) . . ?
C11 C12 C7 121.3(2) . . ?
N1 C1 C6 128.0(2) . . ?
N1 C1 C2 112.7(2) . . ?
C6 C1 C2 119.1(2) . . ?
C18 C17 C16 122.3(2) . . ?
C18 C17 Cl2 121.1(2) . . ?
C16 C17 Cl2 116.5(2) . . ?
N1 C7 C12 128.7(2) . . ?
N1 C7 C8 112.4(2) . . ?
C12 C7 C8 118.9(2) . . ?
C23 C24 C19 121.2(2) . . ?
C12 C11 C10 118.4(2) . . ?
C12 C11 C27 122.5(2) . . ?
C10 C11 C27 119.1(3) . . ?
C17 C18 C13 120.0(2) . . ?
O1 C2 C3 122.2(2) . . ?
O1 C2 C1 120.8(2) . . ?
C3 C2 C1 117.0(2) . . ?
C6 C5 C4 121.9(2) . . ?
C6 C5 Cl1 119.4(2) . . ?
C4 C5 Cl1 118.7(2) . . ?
C10 C9 C8 117.5(2) . . ?
C10 C9 C28 122.8(3) . . ?
C8 C9 C28 119.7(2) . . ?
O3 C14 C15 120.1(2) . . ?
O3 C14 C13 122.0(2) . . ?
C15 C14 C13 117.9(2) . . ?
C21 C22 C23 125.8(2) . . ?
C15 C16 C17 119.6(2) . . ?
O4 C20 C21 121.7(2) . . ?
O4 C20 C19 119.5(2) . . ?
C21 C20 C19 118.8(2) . . ?
C22 C21 C20 116.9(2) . . ?
C22 C21 C26 123.1(2) . . ?
C20 C21 C26 120.0(2) . . ?
N2 C19 C24 129.1(2) . . ?
N2 C19 C20 112.1(2) . . ?
C24 C19 C20 118.7(2) . . ?
C24 C23 C22 118.5(2) . . ?
C24 C23 C25 124.3(2) . . ?
C22 C23 C25 117.2(2) . . ?
C4 C3 C2 122.1(3) . . ?
C9 C10 C11 125.2(3) . . ?
C16 C15 C14 121.7(3) . . ?
C3 C4 C5 119.8(3) . . ?

_refine_diff_density_max         0.415
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.053

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.056 0.113 0.635 15 0 ' '
2 0.500 0.500 0.500 296 28 ' '
3 0.943 0.887 0.365 15 0 ' '
_platon_squeeze_details          
;
;

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 921249'
#######################################################################
#
#                 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_3RT

_audit_creation_method           SHELXL-2014
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H46 Cl2 Co N2 O4'
_chemical_formula_weight         748.62

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Co Co 0.3494 0.9721 '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'
O O 0.0106 0.0060 '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'
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'

_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                   11.7645(3)
_cell_length_b                   20.6993(6)
_cell_length_c                   15.8548(4)
_cell_angle_alpha                90
_cell_angle_beta                 97.786(2)
_cell_angle_gamma                90
_cell_volume                     3825.32(18)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    5820
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      24.56

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             1572.0
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_exptl_absorpt_coefficient_mu    0.630
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.904
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_process_details   'SADABS 2008/1 (Bruker AXS)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            61536
_diffrn_reflns_av_unetI/netI     0.0711
_diffrn_reflns_av_R_equivalents  0.0830
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.627
_diffrn_reflns_theta_max         27.188
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8487
_reflns_number_gt                4804
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-2013(Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2014(Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.1158P)²+5.6379P] 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         8487
_refine_ls_number_parameters     442
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0509
_refine_ls_wR_factor_ref         0.1676
_refine_ls_wR_factor_gt          0.1335
_refine_ls_goodness_of_fit_ref   0.890
_refine_ls_restrained_S_all      0.890
_refine_ls_shift/su_max          0.050
_refine_ls_shift/su_mean         0.008

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
C25 C 1.0280(3) 0.28368(18) 0.2245(2) 0.0504(9) Uani 1 1 d . . . . .
C33 C 0.7680(3) 0.02098(17) 0.3037(2) 0.0538(9) Uani 1 1 d . . . . .
C26 C 0.9983(4) 0.2375(2) 0.2938(2) 0.0696(12) Uani 1 1 d . . . . .
H26A H 1.0044 0.2600 0.3472 0.104 Uiso 1 1 calc R U . . .
H26B H 0.9213 0.2219 0.2790 0.104 Uiso 1 1 calc R U . . .
H26C H 1.0506 0.2017 0.2986 0.104 Uiso 1 1 calc R U . . .
C29 C 1.2071(3) 0.20670(19) -0.0329(2) 0.0515(9) Uani 1 1 d . . . . .
C35 C 0.8803(3) 0.0603(2) 0.3170(3) 0.0696(11) Uani 1 1 d . . . . .
H35A H 0.8790 0.0893 0.3641 0.104 Uiso 1 1 calc R U . . .
H35B H 0.9443 0.0315 0.3287 0.104 Uiso 1 1 calc R U . . .
H35C H 0.8873 0.0847 0.2664 0.104 Uiso 1 1 calc R U . . .
C37 C 0.3977(3) 0.11127(19) 0.3873(2) 0.0572(10) Uani 1 1 d . . . . .
C31 C 1.3058(4) 0.1728(2) 0.0215(3) 0.0881(15) Uani 1 1 d . . . . .
H31A H 1.3725 0.1736 -0.0073 0.132 Uiso 1 1 calc R U . . .
H31B H 1.3224 0.1947 0.0752 0.132 Uiso 1 1 calc R U . . .
H31C H 1.2849 0.1289 0.0310 0.132 Uiso 1 1 calc R U . . .
C34 C 0.7610(4) -0.0192(2) 0.3841(3) 0.0859(15) Uani 1 1 d . . . . .
H34A H 0.7598 0.0092 0.4319 0.129 Uiso 1 1 calc R U . . .
H34B H 0.6923 -0.0447 0.3765 0.129 Uiso 1 1 calc R U . . .
H34C H 0.8266 -0.0471 0.3942 0.129 Uiso 1 1 calc R U . . .
C36 C 0.7697(4) -0.0252(2) 0.2288(3) 0.0788(13) Uani 1 1 d . . . . .
H36A H 0.8339 -0.0540 0.2404 0.118 Uiso 1 1 calc R U . . .
H36B H 0.6999 -0.0498 0.2208 0.118 Uiso 1 1 calc R U . . .
H36C H 0.7765 -0.0009 0.1782 0.118 Uiso 1 1 calc R U . . .
C28 C 1.1511(4) 0.3080(2) 0.2507(3) 0.0779(13) Uani 1 1 d . . . . .
H28A H 1.1555 0.3306 0.3039 0.117 Uiso 1 1 calc R U . . .
H28B H 1.2029 0.2719 0.2567 0.117 Uiso 1 1 calc R U . . .
H28C H 1.1720 0.3368 0.2078 0.117 Uiso 1 1 calc R U . . .
C40 C 0.3066(4) 0.1632(3) 0.3671(4) 0.107(2) Uani 1 1 d . . . . .
H40A H 0.3422 0.2050 0.3723 0.160 Uiso 1 1 calc R U . . .
H40B H 0.2689 0.1574 0.3100 0.160 Uiso 1 1 calc R U . . .
H40C H 0.2514 0.1599 0.4062 0.160 Uiso 1 1 calc R U . . .
C27 C 0.9480(4) 0.3421(2) 0.2178(3) 0.0761(13) Uani 1 1 d . . . . .
H27A H 0.9555 0.3641 0.2715 0.114 Uiso 1 1 calc R U . . .
H27B H 0.9681 0.3709 0.1747 0.114 Uiso 1 1 calc R U . . .
H27C H 0.8702 0.3279 0.2029 0.114 Uiso 1 1 calc R U . . .
C38 C 0.3402(4) 0.0452(2) 0.3789(3) 0.0828(14) Uani 1 1 d . . . . .
H38A H 0.2833 0.0426 0.4168 0.124 Uiso 1 1 calc R U . . .
H38B H 0.3044 0.0391 0.3213 0.124 Uiso 1 1 calc R U . . .
H38C H 0.3968 0.0122 0.3932 0.124 Uiso 1 1 calc R U . . .
C32 C 1.1844(4) 0.1745(3) -0.1192(3) 0.111(2) Uani 1 1 d . . . . .
H32A H 1.2524 0.1764 -0.1464 0.167 Uiso 1 1 calc R U . . .
H32B H 1.1635 0.1302 -0.1122 0.167 Uiso 1 1 calc R U . . .
H32C H 1.1230 0.1965 -0.1537 0.167 Uiso 1 1 calc R U . . .
C39 C 0.4550(4) 0.1209(3) 0.4792(3) 0.0947(17) Uani 1 1 d . . . . .
H39A H 0.4913 0.1625 0.4845 0.142 Uiso 1 1 calc R U . . .
H39B H 0.3981 0.1183 0.5171 0.142 Uiso 1 1 calc R U . . .
H39C H 0.5117 0.0878 0.4934 0.142 Uiso 1 1 calc R U . . .
C30 C 1.2428(4) 0.2766(2) -0.0467(3) 0.0782(13) Uani 1 1 d . . . . .
H30A H 1.3091 0.2770 -0.0760 0.117 Uiso 1 1 calc R U . . .
H30B H 1.1809 0.2990 -0.0802 0.117 Uiso 1 1 calc R U . . .
H30C H 1.2607 0.2977 0.0074 0.117 Uiso 1 1 calc R U . . .
Co1 Co 0.69598(3) 0.17550(2) 0.07895(3) 0.04164(15) Uani 1 1 d . . . . .
Cl1 Cl 0.37514(11) 0.41638(5) 0.19403(9) 0.0882(4) Uani 1 1 d . . . . .
Cl2 Cl 0.86937(11) -0.05681(5) -0.16336(8) 0.0831(4) Uani 1 1 d . . . . .
O4 O 0.81885(18) 0.22567(11) 0.13744(13) 0.0459(6) Uani 1 1 d . . . . .
O2 O 0.72999(19) 0.10986(12) 0.16033(14) 0.0505(6) Uani 1 1 d . . . . .
N1 N 0.5884(2) 0.20319(13) 0.14699(15) 0.0398(6) Uani 1 1 d . . . . .
N2 N 0.8076(2) 0.14583(13) 0.01511(15) 0.0394(6) Uani 1 1 d . . . . .
O1 O 0.64834(19) 0.24661(12) 0.00829(13) 0.0485(6) Uani 1 1 d . . . . .
C8 C 0.6583(3) 0.11186(16) 0.21765(19) 0.0423(7) Uani 1 1 d . . . . .
C7 C 0.5731(3) 0.16121(16) 0.21019(19) 0.0403(7) Uani 1 1 d . . . . .
C20 C 0.9116(3) 0.21849(16) 0.10478(18) 0.0389(7) Uani 1 1 d . . . . .
C17 C 0.7874(3) -0.00008(19) -0.1182(2) 0.0578(9) Uani 1 1 d . . . . .
C19 C 0.9082(2) 0.17668(15) 0.03019(19) 0.0390(7) Uani 1 1 d . . . . .
O3 O 0.59391(19) 0.11884(12) 0.01068(15) 0.0546(6) Uani 1 1 d . . . . .
C9 C 0.6667(3) 0.06730(16) 0.2869(2) 0.0431(8) Uani 1 1 d . . . . .
C1 C 0.5460(3) 0.26314(16) 0.1250(2) 0.0413(7) Uani 1 1 d . . . . .
C24 C 1.0039(3) 0.17352(17) -0.0153(2) 0.0446(8) Uani 1 1 d . . . . .
H24 H 0.9992 0.1495 -0.0653 0.053 Uiso 1 1 calc R U . . .
C11 C 0.4886(3) 0.11583(16) 0.3271(2) 0.0449(8) Uani 1 1 d . . . . .
C12 C 0.4872(3) 0.16103(16) 0.26452(19) 0.0425(8) Uani 1 1 d . . . . .
H12 H 0.4293 0.1920 0.2575 0.051 Uiso 1 1 calc R U . . .
C18 C 0.8402(3) 0.05053(17) -0.0747(2) 0.0500(8) Uani 1 1 d . . . . .
H18 H 0.9189 0.0566 -0.0721 0.060 Uiso 1 1 calc R U . . .
C6 C 0.4802(3) 0.30392(17) 0.1701(2) 0.0480(8) Uani 1 1 d . . . . .
H6 H 0.4588 0.2910 0.2219 0.058 Uiso 1 1 calc R U . . .
C13 C 0.7731(3) 0.09347(16) -0.0337(2) 0.0432(8) Uani 1 1 d . . . . .
C10 C 0.5808(3) 0.07098(16) 0.3373(2) 0.0472(8) Uani 1 1 d . . . . .
H10 H 0.5833 0.0416 0.3820 0.057 Uiso 1 1 calc R U . . .
C16 C 0.6676(4) -0.0092(2) -0.1251(3) 0.0655(11) Uani 1 1 d . . . . .
H16 H 0.6336 -0.0432 -0.1577 0.079 Uiso 1 1 calc R U . . .
C14 C 0.6517(3) 0.08249(18) -0.0343(2) 0.0479(8) Uani 1 1 d . . . . .
C2 C 0.5805(3) 0.28432(17) 0.0466(2) 0.0428(8) Uani 1 1 d . . . . .
C5 C 0.4481(3) 0.36293(18) 0.1364(2) 0.0530(9) Uani 1 1 d . . . . .
C22 C 1.1074(3) 0.23930(16) 0.0937(2) 0.0442(8) Uani 1 1 d . . . . .
H22 H 1.1777 0.2572 0.1158 0.053 Uiso 1 1 calc R U . . .
C21 C 1.0180(3) 0.24745(16) 0.13957(19) 0.0417(7) Uani 1 1 d . . . . .
C23 C 1.1017(3) 0.20517(17) 0.0136(2) 0.0427(7) Uani 1 1 d . . . . .
C15 C 0.6017(3) 0.0308(2) -0.0848(2) 0.0614(10) Uani 1 1 d . . . . .
H15 H 0.5228 0.0243 -0.0904 0.074 Uiso 1 1 calc R U . . .
C4 C 0.4769(3) 0.38264(19) 0.0575(3) 0.0587(10) Uani 1 1 d . . . . .
H4 H 0.4516 0.4224 0.0351 0.070 Uiso 1 1 calc R U . . .
C3 C 0.5419(3) 0.34380(18) 0.0133(2) 0.0540(9) Uani 1 1 d . . . . .
H3 H 0.5603 0.3571 -0.0392 0.065 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C25 C21 1.531(4) . ?
C25 C27 1.527(5) . ?
C25 C28 1.537(5) . ?
C25 C26 1.532(5) . ?
C33 C36 1.527(5) . ?
C33 C9 1.525(5) . ?
C33 C34 1.532(5) . ?
C33 C35 1.542(5) . ?
C29 C23 1.526(4) . ?
C29 C32 1.513(5) . ?
C29 C31 1.520(6) . ?
C29 C30 1.531(6) . ?
C37 C38 1.524(6) . ?
C37 C11 1.529(4) . ?
C37 C40 1.521(6) . ?
C37 C39 1.533(6) . ?
Co1 N1 1.862(2) . ?
Co1 N2 1.867(2) . ?
Co1 O2 1.879(2) . ?
Co1 O1 1.888(2) . ?
Co1 O3 1.907(2) . ?
Co1 O4 1.914(2) . ?
Cl1 C5 1.734(4) . ?
Cl2 C17 1.735(4) . ?
O4 C20 1.278(3) . ?
O2 C8 1.322(3) . ?
N1 C7 1.356(4) . ?
N1 C1 1.365(4) . ?
N2 C19 1.338(4) . ?
N2 C13 1.361(4) . ?
O1 C2 1.322(4) . ?
C8 C7 1.424(4) . ?
C8 C9 1.427(4) . ?
C7 C12 1.414(4) . ?
C20 C21 1.429(4) . ?
C20 C19 1.462(4) . ?
C17 C18 1.358(5) . ?
C17 C16 1.411(6) . ?
C19 C24 1.419(4) . ?
O3 C14 1.291(4) . ?
C9 C10 1.373(4) . ?
C1 C6 1.405(4) . ?
C1 C2 1.428(4) . ?
C24 C23 1.349(4) . ?
C11 C12 1.363(4) . ?
C11 C10 1.420(5) . ?
C18 C13 1.405(5) . ?
C6 C5 1.365(5) . ?
C13 C14 1.445(4) . ?
C16 C15 1.353(5) . ?
C14 C15 1.416(5) . ?
C2 C3 1.392(5) . ?
C5 C4 1.400(5) . ?
C22 C21 1.368(4) . ?
C22 C23 1.447(4) . ?
C4 C3 1.367(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
C21 C25 C27 110.7(3) . . ?
C21 C25 C28 110.8(3) . . ?
C27 C25 C28 108.0(3) . . ?
C21 C25 C26 109.1(3) . . ?
C27 C25 C26 110.2(3) . . ?
C28 C25 C26 108.0(3) . . ?
C36 C33 C9 110.5(3) . . ?
C36 C33 C34 108.4(3) . . ?
C9 C33 C34 111.0(3) . . ?
C36 C33 C35 109.6(3) . . ?
C9 C33 C35 109.1(3) . . ?
C34 C33 C35 108.3(3) . . ?
C23 C29 C32 111.9(3) . . ?
C23 C29 C31 109.0(3) . . ?
C32 C29 C31 109.7(4) . . ?
C23 C29 C30 110.2(3) . . ?
C32 C29 C30 107.8(4) . . ?
C31 C29 C30 108.3(3) . . ?
C38 C37 C11 109.9(3) . . ?
C38 C37 C40 109.0(4) . . ?
C11 C37 C40 110.9(3) . . ?
C38 C37 C39 109.4(4) . . ?
C11 C37 C39 109.2(3) . . ?
C40 C37 C39 108.4(4) . . ?
N1 Co1 N2 177.35(11) . . ?
N1 Co1 O2 85.58(10) . . ?
N2 Co1 O2 91.97(10) . . ?
N1 Co1 O1 86.18(10) . . ?
N2 Co1 O1 96.25(10) . . ?
O2 Co1 O1 171.68(9) . . ?
N1 Co1 O3 95.32(11) . . ?
N2 Co1 O3 85.69(11) . . ?
O2 Co1 O3 90.24(11) . . ?
O1 Co1 O3 91.67(11) . . ?
N1 Co1 O4 94.62(10) . . ?
N2 Co1 O4 84.31(10) . . ?
O2 Co1 O4 89.03(10) . . ?
O1 Co1 O4 90.49(10) . . ?
O3 Co1 O4 169.94(9) . . ?
C20 O4 Co1 111.8(2) . . ?
C8 O2 Co1 110.7(2) . . ?
C7 N1 C1 133.7(3) . . ?
C7 N1 Co1 113.5(2) . . ?
C1 N1 Co1 112.7(2) . . ?
C19 N2 C13 132.1(3) . . ?
C19 N2 Co1 114.6(2) . . ?
C13 N2 Co1 113.1(2) . . ?
C2 O1 Co1 109.68(19) . . ?
O2 C8 C7 118.2(3) . . ?
O2 C8 C9 121.6(3) . . ?
C7 C8 C9 120.1(3) . . ?
N1 C7 C8 111.1(2) . . ?
N1 C7 C12 128.9(3) . . ?
C8 C7 C12 120.0(3) . . ?
O4 C20 C21 123.1(3) . . ?
O4 C20 C19 117.7(3) . . ?
C21 C20 C19 119.1(3) . . ?
C18 C17 C16 121.8(4) . . ?
C18 C17 Cl2 119.4(3) . . ?
C16 C17 Cl2 118.8(3) . . ?
N2 C19 C24 129.1(3) . . ?
N2 C19 C20 110.7(3) . . ?
C24 C19 C20 120.1(3) . . ?
C14 O3 Co1 109.5(2) . . ?
C10 C9 C8 115.6(3) . . ?
C10 C9 C33 123.5(3) . . ?
C8 C9 C33 120.8(3) . . ?
N1 C1 C6 128.6(3) . . ?
N1 C1 C2 111.4(3) . . ?
C6 C1 C2 120.0(3) . . ?
C23 C24 C19 120.2(3) . . ?
C12 C11 C10 117.7(3) . . ?
C12 C11 C37 123.8(3) . . ?
C10 C11 C37 118.5(3) . . ?
C11 C12 C7 120.4(3) . . ?
C17 C18 C13 118.4(3) . . ?
C5 C6 C1 118.7(3) . . ?
N2 C13 C18 128.6(3) . . ?
N2 C13 C14 110.3(3) . . ?
C18 C13 C14 121.0(3) . . ?
C9 C10 C11 125.5(3) . . ?
C15 C16 C17 120.8(4) . . ?
O3 C14 C15 122.9(3) . . ?
O3 C14 C13 119.9(3) . . ?
C15 C14 C13 117.2(3) . . ?
O1 C2 C3 122.3(3) . . ?
O1 C2 C1 118.7(3) . . ?
C3 C2 C1 119.1(3) . . ?
C6 C5 C4 121.5(3) . . ?
C6 C5 Cl1 119.7(3) . . ?
C4 C5 Cl1 118.8(3) . . ?
C21 C22 C23 125.4(3) . . ?
C22 C21 C20 116.1(3) . . ?
C22 C21 C25 123.7(3) . . ?
C20 C21 C25 120.2(3) . . ?
C24 C23 C22 118.2(3) . . ?
C24 C23 C29 123.8(3) . . ?
C22 C23 C29 118.0(3) . . ?
C16 C15 C14 120.6(4) . . ?
C3 C4 C5 120.5(4) . . ?
C4 C3 C2 120.1(3) . . ?

_refine_diff_density_max         0.263
_refine_diff_density_min         -0.273
_refine_diff_density_rms         0.055

_shelxl_version_number           2014-3

_database_code_depnum_ccdc_archive 'CCDC 984617'
