# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2017

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

data_C2c
_database_code_depnum_ccdc_archive 'CCDC 1536331'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2017-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H29 I N2 O2'
_chemical_formula_weight         528.41

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'
I I -0.4742 1.8119 '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'

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

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

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

_cell_length_a                   19.3336(15)
_cell_length_b                   23.1519(18)
_cell_length_c                   14.0857(12)
_cell_angle_alpha                90
_cell_angle_beta                 130.2410(10)
_cell_angle_gamma                90
_cell_volume                     4812.7(7)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4010
_cell_measurement_theta_min      2.59
_cell_measurement_theta_max      22.20

_exptl_crystal_description       plate
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.459
_exptl_crystal_F_000             2144
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    1.355
_shelx_estimated_absorpt_T_min   0.687
_shelx_estimated_absorpt_T_max   0.987
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6125
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   '(SADABS 2014/5 Bruker)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22724
_diffrn_reflns_av_unetI/netI     0.0472
_diffrn_reflns_av_R_equivalents  0.0562
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       24
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_k_max       29
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         1.636
_diffrn_reflns_theta_max         26.999
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5258
_reflns_number_gt                3451
_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 v2.2-0 (Bruker, 2007)'
_computing_cell_refinement       'SAINT+  V8.34A (Bruker, 2015)'
_computing_data_reduction        'SAINT+  V8.34A (Bruker, 2015)'
_computing_structure_solution    'SHELXS/SHELXTL V6.14 (Bruker, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XSHELL v6.3.1 (Bruker, 2004)'
_computing_publication_material  'XCIF v2014/2 (Bruker, 2014)'
_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)+(0.0346P)²+4.2451P] 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         5258
_refine_ls_number_parameters     286
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0757
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_restrained_S_all      1.010
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I1 I 0.5000 0.06332(2) 0.7500 0.05324(13) Uani 1 2 d S T P . .
I2 I 1.0000 0.08986(2) 0.2500 0.06965(15) Uani 1 2 d S T P . .
O1 O 0.65017(16) 0.20229(9) 0.3996(2) 0.0438(6) Uani 1 1 d . . . . .
O2 O 0.7208(2) 0.19066(11) 0.5975(2) 0.0604(7) Uani 1 1 d . . . . .
N1 N 0.76079(18) -0.07748(11) 0.7057(3) 0.0386(7) Uani 1 1 d . . . . .
N2 N 0.51981(19) 0.23921(13) -0.0170(2) 0.0451(7) Uani 1 1 d . . . . .
C1 C 0.8047(2) -0.09787(14) 0.8281(3) 0.0398(8) Uani 1 1 d . . . . .
C2 C 0.8145(2) -0.15415(15) 0.8673(4) 0.0493(9) Uani 1 1 d . . . . .
H2 H 0.7933 -0.1852 0.8131 0.059 Uiso 1 1 calc R U . . .
C3 C 0.8579(3) -0.16180(17) 0.9925(4) 0.0578(11) Uani 1 1 d . . . . .
H3 H 0.8662 -0.1989 1.0236 0.069 Uiso 1 1 calc R U . . .
C4 C 0.8886(3) -0.11534(19) 1.0703(4) 0.0573(11) Uani 1 1 d . . . . .
H4 H 0.9174 -0.1218 1.1536 0.069 Uiso 1 1 calc R U . . .
C5 C 0.8784(2) -0.05881(16) 1.0296(3) 0.0479(9) Uani 1 1 d . . . . .
H5 H 0.9001 -0.0277 1.0840 0.058 Uiso 1 1 calc R U . . .
C6 C 0.8347(2) -0.05071(14) 0.9055(3) 0.0378(8) Uani 1 1 d . . . . .
C7 C 0.8093(2) 0.00397(13) 0.8318(3) 0.0359(7) Uani 1 1 d . . . . .
C8 C 0.7482(3) 0.04118(16) 0.8411(4) 0.0496(9) Uani 1 1 d . . . . .
H8A H 0.7323 0.0760 0.7941 0.074 Uiso 1 1 calc R U . . .
H8B H 0.7799 0.0507 0.9267 0.074 Uiso 1 1 calc R U . . .
H8C H 0.6942 0.0201 0.8085 0.074 Uiso 1 1 calc R U . . .
C9 C 0.8948(2) 0.03667(16) 0.8760(3) 0.0467(9) Uani 1 1 d . . . . .
H9A H 0.9300 0.0126 0.8657 0.070 Uiso 1 1 calc R U . . .
H9B H 0.9303 0.0466 0.9622 0.070 Uiso 1 1 calc R U . . .
H9C H 0.8776 0.0713 0.8277 0.070 Uiso 1 1 calc R U . . .
C10 C 0.7591(2) -0.02022(14) 0.7018(3) 0.0378(8) Uani 1 1 d . . . . .
C11 C 0.7166(2) 0.01083(15) 0.5900(3) 0.0425(8) Uani 1 1 d . . . . .
H11 H 0.6886 -0.0098 0.5167 0.051 Uiso 1 1 calc R U . . .
C12 C 0.7147(2) 0.06960(15) 0.5849(3) 0.0402(8) Uani 1 1 d . . . . .
H12 H 0.7430 0.0889 0.6598 0.048 Uiso 1 1 calc R U . . .
C13 C 0.6743(2) 0.10494(14) 0.4780(3) 0.0362(8) Uani 1 1 d . . . . .
C14 C 0.6849(2) 0.16692(15) 0.5000(3) 0.0411(8) Uani 1 1 d . . . . .
C15 C 0.6081(2) 0.18111(14) 0.2825(3) 0.0350(7) Uani 1 1 d . . . . .
C16 C 0.5934(2) 0.12145(14) 0.2597(3) 0.0351(7) Uani 1 1 d . . . . .
C17 C 0.6274(2) 0.08451(14) 0.3599(3) 0.0380(8) Uani 1 1 d . . . . .
H17 H 0.6178 0.0450 0.3457 0.046 Uiso 1 1 calc R U . . .
C18 C 0.5834(2) 0.22021(15) 0.1935(3) 0.0413(8) Uani 1 1 d . . . . .
H18 H 0.5948 0.2593 0.2132 0.050 Uiso 1 1 calc R U . . .
C19 C 0.5406(2) 0.20183(15) 0.0715(3) 0.0387(8) Uani 1 1 d . . . . .
C20 C 0.5218(2) 0.14153(15) 0.0458(3) 0.0441(8) Uani 1 1 d . . . . .
H20 H 0.4913 0.1282 -0.0347 0.053 Uiso 1 1 calc R U . . .
C21 C 0.5477(2) 0.10346(15) 0.1366(3) 0.0422(8) Uani 1 1 d . . . . .
H21 H 0.5348 0.0645 0.1171 0.051 Uiso 1 1 calc R U . . .
C22 C 0.5488(3) 0.29945(15) 0.0112(3) 0.0506(9) Uani 1 1 d . . . . .
H22A H 0.5427 0.3141 0.0699 0.061 Uiso 1 1 calc R U . . .
H22B H 0.5098 0.3222 -0.0643 0.061 Uiso 1 1 calc R U . . .
C23 C 0.6453(3) 0.30623(19) 0.0649(4) 0.0689(12) Uani 1 1 d . . . . .
H23A H 0.6848 0.2877 0.1447 0.103 Uiso 1 1 calc R U . . .
H23B H 0.6600 0.3465 0.0743 0.103 Uiso 1 1 calc R U . . .
H23C H 0.6528 0.2888 0.0102 0.103 Uiso 1 1 calc R U . . .
C24 C 0.4860(2) 0.21942(17) -0.1393(3) 0.0485(9) Uani 1 1 d . . . . .
H24A H 0.5116 0.1817 -0.1301 0.058 Uiso 1 1 calc R U . . .
H24B H 0.5068 0.2458 -0.1696 0.058 Uiso 1 1 calc R U . . .
C25 C 0.3844(3) 0.2153(2) -0.2342(4) 0.0758(14) Uani 1 1 d . . . . .
H25A H 0.3625 0.1932 -0.2008 0.114 Uiso 1 1 calc R U . . .
H25B H 0.3671 0.1968 -0.3078 0.114 Uiso 1 1 calc R U . . .
H25C H 0.3588 0.2534 -0.2548 0.114 Uiso 1 1 calc R U . . .
C30 C 0.7280(3) -0.11670(16) 0.6028(3) 0.0563(10) Uani 1 1 d . . . . .
H30A H 0.6763 -0.1000 0.5261 0.084 Uiso 1 1 calc R U . . .
H30B H 0.7112 -0.1529 0.6160 0.084 Uiso 1 1 calc R U . . .
H30C H 0.7751 -0.1230 0.5987 0.084 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
O1 C15 1.375(4) . ?
O1 C14 1.377(4) . ?
O2 C14 1.199(4) . ?
N1 C10 1.326(4) . ?
N1 C1 1.423(4) . ?
N1 C30 1.463(4) . ?
N2 C19 1.348(4) . ?
N2 C22 1.459(4) . ?
N2 C24 1.466(4) . ?
C1 C6 1.378(5) . ?
C1 C2 1.380(5) . ?
C2 C3 1.390(5) . ?
C3 C4 1.368(6) . ?
C4 C5 1.391(5) . ?
C5 C6 1.378(5) . ?
C6 C7 1.505(4) . ?
C7 C10 1.520(5) . ?
C7 C8 1.536(5) . ?
C7 C9 1.536(4) . ?
C10 C11 1.414(4) . ?
C11 C12 1.362(4) . ?
C12 C13 1.424(4) . ?
C13 C17 1.365(4) . ?
C13 C14 1.454(5) . ?
C15 C18 1.358(4) . ?
C15 C16 1.405(4) . ?
C16 C17 1.399(4) . ?
C16 C21 1.407(5) . ?
C18 C19 1.408(4) . ?
C19 C20 1.429(5) . ?
C20 C21 1.356(5) . ?
C22 C23 1.500(5) . ?
C24 C25 1.503(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
C15 O1 C14 122.6(3) . . ?
C10 N1 C1 111.2(3) . . ?
C10 N1 C30 126.6(3) . . ?
C1 N1 C30 122.2(3) . . ?
C19 N2 C22 122.0(3) . . ?
C19 N2 C24 121.7(3) . . ?
C22 N2 C24 114.8(3) . . ?
C6 C1 C2 123.6(3) . . ?
C6 C1 N1 108.2(3) . . ?
C2 C1 N1 128.2(3) . . ?
C1 C2 C3 116.3(4) . . ?
C4 C3 C2 120.7(3) . . ?
C3 C4 C5 122.5(4) . . ?
C6 C5 C4 117.3(4) . . ?
C1 C6 C5 119.7(3) . . ?
C1 C6 C7 109.7(3) . . ?
C5 C6 C7 130.5(3) . . ?
C6 C7 C10 101.0(3) . . ?
C6 C7 C8 109.8(3) . . ?
C10 C7 C8 112.4(3) . . ?
C6 C7 C9 110.4(3) . . ?
C10 C7 C9 110.7(3) . . ?
C8 C7 C9 112.0(3) . . ?
N1 C10 C11 122.4(3) . . ?
N1 C10 C7 109.8(3) . . ?
C11 C10 C7 127.8(3) . . ?
C12 C11 C10 122.9(3) . . ?
C11 C12 C13 127.4(3) . . ?
C17 C13 C12 124.6(3) . . ?
C17 C13 C14 119.5(3) . . ?
C12 C13 C14 115.8(3) . . ?
O2 C14 O1 116.2(3) . . ?
O2 C14 C13 126.5(3) . . ?
O1 C14 C13 117.4(3) . . ?
C18 C15 O1 116.9(3) . . ?
C18 C15 C16 123.1(3) . . ?
O1 C15 C16 120.0(3) . . ?
C17 C16 C15 118.5(3) . . ?
C17 C16 C21 125.0(3) . . ?
C15 C16 C21 116.5(3) . . ?
C13 C17 C16 121.8(3) . . ?
C15 C18 C19 120.3(3) . . ?
N2 C19 C18 121.6(3) . . ?
N2 C19 C20 121.2(3) . . ?
C18 C19 C20 117.2(3) . . ?
C21 C20 C19 121.2(3) . . ?
C20 C21 C16 121.7(3) . . ?
N2 C22 C23 111.8(3) . . ?
N2 C24 C25 113.6(3) . . ?

_refine_diff_density_max         0.594
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.068

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

data_3
_audit_block_doi                 10.5517/cc147gg9
_database_code_depnum_ccdc_archive 'CCDC 1049860'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/cg500975j 2014
_audit_update_record             
;
2015-02-16 deposited with the CCDC.
2017-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H39 Co N7 O6'
_chemical_formula_weight         892.81

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'
Co Co 0.3494 0.9721 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   P21/c

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                   14.614(3)
_cell_length_b                   32.604(7)
_cell_length_c                   9.1030(18)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.61(3)
_cell_angle_gamma                90.00
_cell_volume                     4197.1(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    113(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.413
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1852
_exptl_absorpt_coefficient_mu    0.471
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.9117
_exptl_absorpt_correction_T_max  0.9117
_exptl_absorpt_process_details   ?

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      113(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  ?
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30651
_diffrn_reflns_av_R_equivalents  0.0675
_diffrn_reflns_av_sigmaI/netI    0.0659
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -38
_diffrn_reflns_limit_k_max       38
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.25
_diffrn_reflns_theta_max         25.01
_reflns_number_total             7376
_reflns_number_gt                5660
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_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)+(0.0793P)²+1.8872P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0098(8)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         7376
_refine_ls_number_parameters     590
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0830
_refine_ls_R_factor_gt           0.0604
_refine_ls_wR_factor_ref         0.1627
_refine_ls_wR_factor_gt          0.1464
_refine_ls_goodness_of_fit_ref   1.112
_refine_ls_restrained_S_all      1.112
_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
Co1 Co 0.76573(3) 0.124221(13) 1.10413(5) 0.02278(17) Uani 1 1 d . . .
C1 C 0.8807(2) 0.17964(10) 0.9359(4) 0.0243(7) Uani 1 1 d . . .
H1 H 0.9253 0.1584 0.9362 0.029 Uiso 1 1 calc R . .
C2 C 0.8073(2) 0.23940(11) 0.8967(4) 0.0281(8) Uani 1 1 d . . .
H2 H 0.7906 0.2669 0.8673 0.034 Uiso 1 1 calc R . .
C3 C 0.7611(2) 0.21338(10) 0.9706(4) 0.0270(8) Uani 1 1 d . . .
H3 H 0.7050 0.2199 1.0003 0.032 Uiso 1 1 calc R . .
C4 C 0.9544(2) 0.23190(10) 0.8011(4) 0.0233(7) Uani 1 1 d . . .
C5 C 1.0031(2) 0.20440(10) 0.7337(4) 0.0250(7) Uani 1 1 d . . .
H5 H 0.9877 0.1761 0.7308 0.030 Uiso 1 1 calc R . .
C6 C 1.0746(2) 0.21812(10) 0.6701(4) 0.0249(7) Uani 1 1 d . . .
H6 H 1.1076 0.1990 0.6238 0.030 Uiso 1 1 calc R . .
C7 C 1.0988(2) 0.25984(10) 0.6732(4) 0.0225(7) Uani 1 1 d . . .
C8 C 1.0465(2) 0.28696(10) 0.7397(4) 0.0247(7) Uani 1 1 d . . .
H8 H 1.0606 0.3154 0.7416 0.030 Uiso 1 1 calc R . .
C9 C 0.9753(2) 0.27363(10) 0.8021(4) 0.0260(8) Uani 1 1 d . . .
H9 H 0.9407 0.2927 0.8457 0.031 Uiso 1 1 calc R . .
C10 C 1.1774(2) 0.27436(10) 0.6098(4) 0.0243(7) Uani 1 1 d . . .
C11 C 1.2490(2) 0.24743(10) 0.5909(4) 0.0239(7) Uani 1 1 d . . .
H11 H 1.2440 0.2191 0.6113 0.029 Uiso 1 1 calc R . .
C12 C 1.3265(2) 0.26121(10) 0.5434(4) 0.0246(7) Uani 1 1 d . . .
C13 C 1.3338(2) 0.30306(10) 0.5127(4) 0.0260(8) Uani 1 1 d . . .
H13 H 1.3874 0.3128 0.4819 0.031 Uiso 1 1 calc R . .
C14 C 1.2635(2) 0.33064(10) 0.5265(4) 0.0244(7) Uani 1 1 d . . .
C15 C 1.1857(2) 0.31613(10) 0.5738(4) 0.0251(7) Uani 1 1 d . . .
H15 H 1.1372 0.3348 0.5819 0.030 Uiso 1 1 calc R . .
C16 C 1.4049(2) 0.23386(10) 0.5264(4) 0.0248(7) Uani 1 1 d . . .
C17 C 1.3909(2) 0.20200(10) 0.4212(4) 0.0248(7) Uani 1 1 d . . .
H17 H 1.3286 0.1955 0.3649 0.030 Uiso 1 1 calc R . .
C18 C 1.4667(2) 0.17971(10) 0.3975(4) 0.0249(7) Uani 1 1 d . . .
H18 H 1.4562 0.1578 0.3264 0.030 Uiso 1 1 calc R . .
C19 C 1.5584(2) 0.18958(10) 0.4781(4) 0.0239(7) Uani 1 1 d . . .
C20 C 1.5739(2) 0.21981(11) 0.5887(4) 0.0294(8) Uani 1 1 d . . .
H20 H 1.6361 0.2255 0.6477 0.035 Uiso 1 1 calc R . .
C21 C 1.4976(2) 0.24156(11) 0.6118(4) 0.0293(8) Uani 1 1 d . . .
H21 H 1.5081 0.2623 0.6876 0.035 Uiso 1 1 calc R . .
C22 C 1.6464(2) 0.16451(10) 0.2970(4) 0.0245(7) Uani 1 1 d . . .
H22 H 1.5984 0.1706 0.2079 0.029 Uiso 1 1 calc R . .
C23 C 1.7226(3) 0.15830(11) 0.5384(4) 0.0306(8) Uani 1 1 d . . .
H23 H 1.7386 0.1591 0.6462 0.037 Uiso 1 1 calc R . .
C24 C 1.7782(2) 0.14546(11) 0.4492(4) 0.0287(8) Uani 1 1 d . . .
H24 H 1.8407 0.1352 0.4852 0.034 Uiso 1 1 calc R . .
C25 C 1.2725(2) 0.37469(10) 0.4883(4) 0.0246(7) Uani 1 1 d . . .
C26 C 1.3611(3) 0.39371(10) 0.5209(4) 0.0276(8) Uani 1 1 d . . .
H26 H 1.4154 0.3786 0.5716 0.033 Uiso 1 1 calc R . .
C27 C 1.3716(3) 0.43417(10) 0.4811(4) 0.0292(8) Uani 1 1 d . . .
H27 H 1.4323 0.4466 0.5037 0.035 Uiso 1 1 calc R . .
C28 C 1.2917(2) 0.45621(10) 0.4075(4) 0.0263(8) Uani 1 1 d . . .
C29 C 1.2028(3) 0.43861(10) 0.3743(4) 0.0274(8) Uani 1 1 d . . .
H29 H 1.1488 0.4540 0.3243 0.033 Uiso 1 1 calc R . .
C30 C 1.1936(2) 0.39788(10) 0.4151(4) 0.0275(8) Uani 1 1 d . . .
H30 H 1.1327 0.3857 0.3928 0.033 Uiso 1 1 calc R . .
C31 C 1.2470(3) 0.53002(10) 0.3854(4) 0.0270(8) Uani 1 1 d . . .
H31 H 1.1934 0.5276 0.4259 0.032 Uiso 1 1 calc R . .
C32 C 1.3734(3) 0.51375(11) 0.3054(5) 0.0382(9) Uani 1 1 d . . .
H32 H 1.4231 0.4989 0.2799 0.046 Uiso 1 1 calc R . .
C33 C 1.3571(3) 0.55477(11) 0.2909(5) 0.0362(9) Uani 1 1 d . . .
H33 H 1.3945 0.5737 0.2521 0.043 Uiso 1 1 calc R . .
C34 C 0.6231(2) 0.11657(10) 0.8660(4) 0.0274(8) Uani 1 1 d . . .
C35 C 0.5288(2) 0.11247(10) 0.7525(4) 0.0253(7) Uani 1 1 d . . .
C36 C 0.4582(2) 0.14024(11) 0.7590(4) 0.0275(8) Uani 1 1 d . . .
H36 H 0.4720 0.1626 0.8279 0.033 Uiso 1 1 calc R . .
C37 C 0.3674(3) 0.13571(11) 0.6658(4) 0.0282(8) Uani 1 1 d . . .
H37 H 0.3198 0.1549 0.6727 0.034 Uiso 1 1 calc R . .
C38 C 0.3451(2) 0.10352(10) 0.5624(4) 0.0270(8) Uani 1 1 d . . .
C39 C 0.4172(3) 0.07630(11) 0.5534(4) 0.0329(9) Uani 1 1 d . . .
H39 H 0.4040 0.0544 0.4822 0.039 Uiso 1 1 calc R . .
C40 C 0.5083(3) 0.08060(11) 0.6472(4) 0.0326(9) Uani 1 1 d . . .
H40 H 0.5565 0.0618 0.6391 0.039 Uiso 1 1 calc R . .
C41 C 0.2462(2) 0.09924(10) 0.4658(4) 0.0283(8) Uani 1 1 d . . .
C42 C 0.1705(3) 0.11365(11) 0.5188(4) 0.0336(9) Uani 1 1 d . . .
H42 H 0.1824 0.1253 0.6175 0.040 Uiso 1 1 calc R . .
C43 C 0.0780(3) 0.11139(12) 0.4307(5) 0.0357(9) Uani 1 1 d . . .
H43 H 0.0277 0.1216 0.4691 0.043 Uiso 1 1 calc R . .
C44 C 0.0588(2) 0.09406(12) 0.2855(4) 0.0322(9) Uani 1 1 d . A .
C45 C 0.1339(3) 0.07897(13) 0.2338(4) 0.0370(9) Uani 1 1 d . . .
H45 H 0.1218 0.0664 0.1366 0.044 Uiso 1 1 calc R . .
C46 C 0.2266(3) 0.08189(12) 0.3218(4) 0.0333(9) Uani 1 1 d . . .
H46 H 0.2769 0.0719 0.2830 0.040 Uiso 1 1 calc R . .
C47 C -0.0410(3) 0.09323(16) 0.1855(5) 0.0476(12) Uani 1 1 d . . .
C48 C 0.8959(3) 0.08481(11) 0.7344(4) 0.0339(9) Uani 1 1 d . . .
H48 H 0.8579 0.0941 0.7984 0.041 Uiso 1 1 calc R . .
C49 C 0.9253(4) 0.03311(15) 0.5597(7) 0.0689(15) Uani 1 1 d . . .
H49A H 0.8911 0.0352 0.4525 0.103 Uiso 1 1 calc R . .
H49B H 0.9377 0.0042 0.5869 0.103 Uiso 1 1 calc R . .
H49C H 0.9854 0.0479 0.5765 0.103 Uiso 1 1 calc R . .
C50 C 0.7838(4) 0.02943(16) 0.6604(7) 0.0725(17) Uani 1 1 d . . .
H50A H 0.8004 0.0024 0.7066 0.109 Uiso 1 1 calc R . .
H50B H 0.7431 0.0260 0.5576 0.109 Uiso 1 1 calc R . .
H50C H 0.7502 0.0453 0.7219 0.109 Uiso 1 1 calc R . .
N1 N 0.80762(19) 0.17624(8) 0.9961(3) 0.0247(6) Uani 1 1 d . . .
N2 N 0.88385(19) 0.21744(8) 0.8732(3) 0.0239(6) Uani 1 1 d . . .
N3 N 1.7308(2) 0.14939(8) 0.2981(3) 0.0244(6) Uani 1 1 d . . .
N4 N 1.6380(2) 0.17007(9) 0.4415(3) 0.0249(6) Uani 1 1 d . . .
N5 N 1.2781(2) 0.56487(8) 0.3408(3) 0.0276(7) Uani 1 1 d . . .
N6 N 1.3026(2) 0.49822(8) 0.3649(3) 0.0281(7) Uani 1 1 d . . .
N7 N 0.8688(2) 0.05088(9) 0.6531(4) 0.0384(8) Uani 1 1 d . . .
O1 O 0.62586(17) 0.13771(8) 0.9848(3) 0.0310(6) Uani 1 1 d . . .
O2 O 0.69468(17) 0.09861(8) 0.8456(3) 0.0363(6) Uani 1 1 d . . .
O3 O -0.09992(19) 0.11581(9) 0.2259(4) 0.0510(8) Uani 1 1 d . . .
O4 O -0.0580(6) 0.0839(8) 0.0660(9) 0.041(4) Uani 0.47(4) 1 d P A 1
O4' O -0.0608(4) 0.0602(8) 0.0765(8) 0.038(4) Uani 0.53(4) 1 d P A 2
O5 O 0.9671(2) 0.10507(8) 0.7322(3) 0.0453(7) Uani 1 1 d . . .
O1W O 0.9628(5) 0.9991(2) 0.0545(8) 0.163(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
Co1 O3 2.015(3) 1_656 ?
Co1 O1 2.105(3) . ?
Co1 N3 2.123(3) 1_456 ?
Co1 N1 2.127(3) . ?
Co1 N5 2.137(3) 2_746 ?
C1 N1 1.322(4) . ?
C1 N2 1.364(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.363(5) . ?
C2 N2 1.390(4) . ?
C2 H2 0.9500 . ?
C3 N1 1.380(4) . ?
C3 H3 0.9500 . ?
C4 C5 1.381(5) . ?
C4 C9 1.394(5) . ?
C4 N2 1.435(4) . ?
C5 C6 1.390(5) . ?
C5 H5 0.9500 . ?
C6 C7 1.404(5) . ?
C6 H6 0.9500 . ?
C7 C8 1.402(5) . ?
C7 C10 1.488(5) . ?
C8 C9 1.375(5) . ?
C8 H8 0.9500 . ?
C9 H9 0.9500 . ?
C10 C11 1.409(5) . ?
C10 C15 1.413(5) . ?
C11 C12 1.385(5) . ?
C11 H11 0.9500 . ?
C12 C13 1.403(5) . ?
C12 C16 1.490(5) . ?
C13 C14 1.396(5) . ?
C13 H13 0.9500 . ?
C14 C15 1.396(5) . ?
C14 C25 1.491(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.393(5) . ?
C16 C21 1.404(5) . ?
C17 C18 1.386(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.393(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.386(5) . ?
C19 N4 1.438(4) . ?
C20 C21 1.382(5) . ?
C20 H20 0.9500 . ?
C21 H21 0.9500 . ?
C22 N3 1.326(4) . ?
C22 N4 1.364(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.352(5) . ?
C23 N4 1.379(4) . ?
C23 H23 0.9500 . ?
C24 N3 1.381(4) . ?
C24 H24 0.9500 . ?
C25 C30 1.398(5) . ?
C25 C26 1.399(5) . ?
C26 C27 1.387(5) . ?
C26 H26 0.9500 . ?
C27 C28 1.390(5) . ?
C27 H27 0.9500 . ?
C28 C29 1.382(5) . ?
C28 N6 1.443(4) . ?
C29 C30 1.395(5) . ?
C29 H29 0.9500 . ?
C30 H30 0.9500 . ?
C31 N5 1.325(4) . ?
C31 N6 1.359(4) . ?
C31 H31 0.9500 . ?
C32 C33 1.359(5) . ?
C32 N6 1.379(5) . ?
C32 H32 0.9500 . ?
C33 N5 1.383(5) . ?
C33 H33 0.9500 . ?
C34 O2 1.253(4) . ?
C34 O1 1.275(4) . ?
C34 C35 1.505(5) . ?
C35 C36 1.384(5) . ?
C35 C40 1.394(5) . ?
C36 C37 1.391(5) . ?
C36 H36 0.9500 . ?
C37 C38 1.392(5) . ?
C37 H37 0.9500 . ?
C38 C39 1.396(5) . ?
C38 C41 1.496(5) . ?
C39 C40 1.396(5) . ?
C39 H39 0.9500 . ?
C40 H40 0.9500 . ?
C41 C46 1.390(5) . ?
C41 C42 1.396(5) . ?
C42 C43 1.388(5) . ?
C42 H42 0.9500 . ?
C43 C44 1.400(6) . ?
C43 H43 0.9500 . ?
C44 C45 1.388(5) . ?
C44 C47 1.512(5) . ?
C45 C46 1.393(5) . ?
C45 H45 0.9500 . ?
C46 H46 0.9500 . ?
C47 O4 1.097(9) . ?
C47 O3 1.257(6) . ?
C47 O4' 1.444(19) . ?
C48 O5 1.237(5) . ?
C48 N7 1.335(5) . ?
C48 H48 0.9500 . ?
C49 N7 1.447(6) . ?
C49 H49A 0.9800 . ?
C49 H49B 0.9800 . ?
C49 H49C 0.9800 . ?
C50 N7 1.441(5) . ?
C50 H50A 0.9800 . ?
C50 H50B 0.9800 . ?
C50 H50C 0.9800 . ?
N3 Co1 2.123(3) 1_654 ?
N5 Co1 2.137(3) 2_756 ?
O3 Co1 2.015(3) 1_454 ?
O1W O1W 1.648(12) 3_775 ?

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
O3 Co1 O1 175.41(12) 1_656 . ?
O3 Co1 N3 90.00(13) 1_656 1_456 ?
O1 Co1 N3 86.72(10) . 1_456 ?
O3 Co1 N1 90.51(11) 1_656 . ?
O1 Co1 N1 87.14(10) . . ?
N3 Co1 N1 103.53(11) 1_456 . ?
O3 Co1 N5 93.20(11) 1_656 2_746 ?
O1 Co1 N5 90.03(10) . 2_746 ?
N3 Co1 N5 90.34(11) 1_456 2_746 ?
N1 Co1 N5 165.64(11) . 2_746 ?
N1 C1 N2 111.4(3) . . ?
N1 C1 H1 124.3 . . ?
N2 C1 H1 124.3 . . ?
C3 C2 N2 105.9(3) . . ?
C3 C2 H2 127.1 . . ?
N2 C2 H2 127.1 . . ?
C2 C3 N1 110.2(3) . . ?
C2 C3 H3 124.9 . . ?
N1 C3 H3 124.9 . . ?
C5 C4 C9 120.0(3) . . ?
C5 C4 N2 120.0(3) . . ?
C9 C4 N2 119.9(3) . . ?
C4 C5 C6 120.1(3) . . ?
C4 C5 H5 119.9 . . ?
C6 C5 H5 119.9 . . ?
C5 C6 C7 121.0(3) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 H6 119.5 . . ?
C8 C7 C6 117.3(3) . . ?
C8 C7 C10 121.7(3) . . ?
C6 C7 C10 121.0(3) . . ?
C9 C8 C7 122.0(3) . . ?
C9 C8 H8 119.0 . . ?
C7 C8 H8 119.0 . . ?
C8 C9 C4 119.5(3) . . ?
C8 C9 H9 120.2 . . ?
C4 C9 H9 120.2 . . ?
C11 C10 C15 117.6(3) . . ?
C11 C10 C7 121.3(3) . . ?
C15 C10 C7 121.1(3) . . ?
C12 C11 C10 121.8(3) . . ?
C12 C11 H11 119.1 . . ?
C10 C11 H11 119.1 . . ?
C11 C12 C13 119.2(3) . . ?
C11 C12 C16 123.3(3) . . ?
C13 C12 C16 117.5(3) . . ?
C14 C13 C12 120.9(3) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C15 C14 C13 119.1(3) . . ?
C15 C14 C25 121.7(3) . . ?
C13 C14 C25 119.3(3) . . ?
C14 C15 C10 121.5(3) . . ?
C14 C15 H15 119.3 . . ?
C10 C15 H15 119.3 . . ?
C17 C16 C21 117.9(3) . . ?
C17 C16 C12 122.3(3) . . ?
C21 C16 C12 119.7(3) . . ?
C18 C17 C16 120.9(3) . . ?
C18 C17 H17 119.5 . . ?
C16 C17 H17 119.5 . . ?
C17 C18 C19 119.8(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 H18 120.1 . . ?
C20 C19 C18 120.5(3) . . ?
C20 C19 N4 119.2(3) . . ?
C18 C19 N4 120.2(3) . . ?
C21 C20 C19 119.0(3) . . ?
C21 C20 H20 120.5 . . ?
C19 C20 H20 120.5 . . ?
C20 C21 C16 121.8(3) . . ?
C20 C21 H21 119.1 . . ?
C16 C21 H21 119.1 . . ?
N3 C22 N4 110.6(3) . . ?
N3 C22 H22 124.7 . . ?
N4 C22 H22 124.7 . . ?
C24 C23 N4 106.2(3) . . ?
C24 C23 H23 126.9 . . ?
N4 C23 H23 126.9 . . ?
C23 C24 N3 110.1(3) . . ?
C23 C24 H24 125.0 . . ?
N3 C24 H24 125.0 . . ?
C30 C25 C26 118.0(3) . . ?
C30 C25 C14 121.4(3) . . ?
C26 C25 C14 120.6(3) . . ?
C27 C26 C25 121.6(3) . . ?
C27 C26 H26 119.2 . . ?
C25 C26 H26 119.2 . . ?
C26 C27 C28 118.9(3) . . ?
C26 C27 H27 120.6 . . ?
C28 C27 H27 120.6 . . ?
C29 C28 C27 121.3(3) . . ?
C29 C28 N6 119.8(3) . . ?
C27 C28 N6 118.9(3) . . ?
C28 C29 C30 119.0(3) . . ?
C28 C29 H29 120.5 . . ?
C30 C29 H29 120.5 . . ?
C29 C30 C25 121.2(3) . . ?
C29 C30 H30 119.4 . . ?
C25 C30 H30 119.4 . . ?
N5 C31 N6 110.4(3) . . ?
N5 C31 H31 124.8 . . ?
N6 C31 H31 124.8 . . ?
C33 C32 N6 105.6(3) . . ?
C33 C32 H32 127.2 . . ?
N6 C32 H32 127.2 . . ?
C32 C33 N5 110.1(3) . . ?
C32 C33 H33 125.0 . . ?
N5 C33 H33 125.0 . . ?
O2 C34 O1 122.0(3) . . ?
O2 C34 C35 120.7(3) . . ?
O1 C34 C35 117.3(3) . . ?
C36 C35 C40 118.9(3) . . ?
C36 C35 C34 118.4(3) . . ?
C40 C35 C34 122.6(3) . . ?
C35 C36 C37 120.7(3) . . ?
C35 C36 H36 119.6 . . ?
C37 C36 H36 119.6 . . ?
C36 C37 C38 121.1(3) . . ?
C36 C37 H37 119.4 . . ?
C38 C37 H37 119.4 . . ?
C37 C38 C39 117.9(3) . . ?
C37 C38 C41 119.6(3) . . ?
C39 C38 C41 122.5(3) . . ?
C40 C39 C38 121.2(3) . . ?
C40 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
C35 C40 C39 120.1(3) . . ?
C35 C40 H40 120.0 . . ?
C39 C40 H40 120.0 . . ?
C46 C41 C42 118.0(3) . . ?
C46 C41 C38 122.1(3) . . ?
C42 C41 C38 119.9(3) . . ?
C43 C42 C41 121.6(4) . . ?
C43 C42 H42 119.2 . . ?
C41 C42 H42 119.2 . . ?
C42 C43 C44 120.1(4) . . ?
C42 C43 H43 120.0 . . ?
C44 C43 H43 120.0 . . ?
C45 C44 C43 118.4(3) . . ?
C45 C44 C47 120.9(4) . . ?
C43 C44 C47 120.6(4) . . ?
C44 C45 C46 121.2(4) . . ?
C44 C45 H45 119.4 . . ?
C46 C45 H45 119.4 . . ?
C41 C46 C45 120.7(4) . . ?
C41 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
O4 C47 O3 116.9(8) . . ?
O4 C47 O4' 32.3(7) . . ?
O3 C47 O4' 127.2(4) . . ?
O4 C47 C44 123.1(6) . . ?
O3 C47 C44 116.2(4) . . ?
O4' C47 C44 115.0(5) . . ?
O5 C48 N7 124.6(4) . . ?
O5 C48 H48 117.7 . . ?
N7 C48 H48 117.7 . . ?
N7 C49 H49A 109.5 . . ?
N7 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
N7 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
N7 C50 H50A 109.5 . . ?
N7 C50 H50B 109.5 . . ?
H50A C50 H50B 109.5 . . ?
N7 C50 H50C 109.5 . . ?
H50A C50 H50C 109.5 . . ?
H50B C50 H50C 109.5 . . ?
C1 N1 C3 105.8(3) . . ?
C1 N1 Co1 128.0(2) . . ?
C3 N1 Co1 126.2(2) . . ?
C1 N2 C2 106.7(3) . . ?
C1 N2 C4 126.3(3) . . ?
C2 N2 C4 126.9(3) . . ?
C22 N3 C24 105.9(3) . . ?
C22 N3 Co1 123.8(2) . 1_654 ?
C24 N3 Co1 128.9(2) . 1_654 ?
C22 N4 C23 107.2(3) . . ?
C22 N4 C19 123.9(3) . . ?
C23 N4 C19 128.5(3) . . ?
C31 N5 C33 106.0(3) . . ?
C31 N5 Co1 124.0(2) . 2_756 ?
C33 N5 Co1 128.1(2) . 2_756 ?
C31 N6 C32 107.9(3) . . ?
C31 N6 C28 125.2(3) . . ?
C32 N6 C28 126.8(3) . . ?
C48 N7 C50 121.1(4) . . ?
C48 N7 C49 121.5(4) . . ?
C50 N7 C49 117.3(4) . . ?
C34 O1 Co1 98.3(2) . . ?
C47 O3 Co1 124.3(3) . 1_454 ?

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
N2 C2 C3 N1 1.1(4) . . . . ?
C9 C4 C5 C6 1.6(5) . . . . ?
N2 C4 C5 C6 -176.9(3) . . . . ?
C4 C5 C6 C7 0.1(5) . . . . ?
C5 C6 C7 C8 -1.4(5) . . . . ?
C5 C6 C7 C10 178.0(3) . . . . ?
C6 C7 C8 C9 1.1(5) . . . . ?
C10 C7 C8 C9 -178.3(3) . . . . ?
C7 C8 C9 C4 0.5(5) . . . . ?
C5 C4 C9 C8 -1.9(5) . . . . ?
N2 C4 C9 C8 176.6(3) . . . . ?
C8 C7 C10 C11 158.2(3) . . . . ?
C6 C7 C10 C11 -21.2(5) . . . . ?
C8 C7 C10 C15 -18.4(5) . . . . ?
C6 C7 C10 C15 162.2(3) . . . . ?
C15 C10 C11 C12 2.0(5) . . . . ?
C7 C10 C11 C12 -174.7(3) . . . . ?
C10 C11 C12 C13 -0.3(5) . . . . ?
C10 C11 C12 C16 178.2(3) . . . . ?
C11 C12 C13 C14 -1.2(5) . . . . ?
C16 C12 C13 C14 -179.8(3) . . . . ?
C12 C13 C14 C15 0.9(5) . . . . ?
C12 C13 C14 C25 -178.2(3) . . . . ?
C13 C14 C15 C10 0.9(5) . . . . ?
C25 C14 C15 C10 179.9(3) . . . . ?
C11 C10 C15 C14 -2.3(5) . . . . ?
C7 C10 C15 C14 174.4(3) . . . . ?
C11 C12 C16 C17 63.9(5) . . . . ?
C13 C12 C16 C17 -117.5(4) . . . . ?
C11 C12 C16 C21 -120.1(4) . . . . ?
C13 C12 C16 C21 58.4(4) . . . . ?
C21 C16 C17 C18 -2.5(5) . . . . ?
C12 C16 C17 C18 173.5(3) . . . . ?
C16 C17 C18 C19 -0.9(5) . . . . ?
C17 C18 C19 C20 4.1(5) . . . . ?
C17 C18 C19 N4 -172.5(3) . . . . ?
C18 C19 C20 C21 -3.6(5) . . . . ?
N4 C19 C20 C21 173.0(3) . . . . ?
C19 C20 C21 C16 0.0(6) . . . . ?
C17 C16 C21 C20 3.0(5) . . . . ?
C12 C16 C21 C20 -173.1(3) . . . . ?
N4 C23 C24 N3 0.8(4) . . . . ?
C15 C14 C25 C30 -36.9(5) . . . . ?
C13 C14 C25 C30 142.1(3) . . . . ?
C15 C14 C25 C26 145.0(3) . . . . ?
C13 C14 C25 C26 -36.0(5) . . . . ?
C30 C25 C26 C27 -0.7(5) . . . . ?
C14 C25 C26 C27 177.5(3) . . . . ?
C25 C26 C27 C28 0.3(5) . . . . ?
C26 C27 C28 C29 0.2(5) . . . . ?
C26 C27 C28 N6 -179.5(3) . . . . ?
C27 C28 C29 C30 -0.3(5) . . . . ?
N6 C28 C29 C30 179.5(3) . . . . ?
C28 C29 C30 C25 -0.2(5) . . . . ?
C26 C25 C30 C29 0.7(5) . . . . ?
C14 C25 C30 C29 -177.5(3) . . . . ?
N6 C32 C33 N5 0.3(5) . . . . ?
O2 C34 C35 C36 -164.2(3) . . . . ?
O1 C34 C35 C36 18.2(5) . . . . ?
O2 C34 C35 C40 19.4(5) . . . . ?
O1 C34 C35 C40 -158.2(3) . . . . ?
C40 C35 C36 C37 2.2(5) . . . . ?
C34 C35 C36 C37 -174.3(3) . . . . ?
C35 C36 C37 C38 -0.7(5) . . . . ?
C36 C37 C38 C39 -1.1(5) . . . . ?
C36 C37 C38 C41 179.0(3) . . . . ?
C37 C38 C39 C40 1.4(6) . . . . ?
C41 C38 C39 C40 -178.7(3) . . . . ?
C36 C35 C40 C39 -1.9(6) . . . . ?
C34 C35 C40 C39 174.4(3) . . . . ?
C38 C39 C40 C35 0.2(6) . . . . ?
C37 C38 C41 C46 150.2(4) . . . . ?
C39 C38 C41 C46 -29.7(5) . . . . ?
C37 C38 C41 C42 -28.5(5) . . . . ?
C39 C38 C41 C42 151.5(4) . . . . ?
C46 C41 C42 C43 -0.8(5) . . . . ?
C38 C41 C42 C43 178.0(3) . . . . ?
C41 C42 C43 C44 0.5(6) . . . . ?
C42 C43 C44 C45 0.8(6) . . . . ?
C42 C43 C44 C47 -177.1(4) . . . . ?
C43 C44 C45 C46 -1.8(6) . . . . ?
C47 C44 C45 C46 176.1(4) . . . . ?
C42 C41 C46 C45 -0.2(5) . . . . ?
C38 C41 C46 C45 -178.9(3) . . . . ?
C44 C45 C46 C41 1.5(6) . . . . ?
C45 C44 C47 O4 -6.4(18) . . . . ?
C43 C44 C47 O4 171.4(17) . . . . ?
C45 C44 C47 O3 -163.7(4) . . . . ?
C43 C44 C47 O3 14.1(6) . . . . ?
C45 C44 C47 O4' 29.6(10) . . . . ?
C43 C44 C47 O4' -152.6(9) . . . . ?
N2 C1 N1 C3 0.3(4) . . . . ?
N2 C1 N1 Co1 178.5(2) . . . . ?
C2 C3 N1 C1 -0.9(4) . . . . ?
C2 C3 N1 Co1 -179.1(2) . . . . ?
O3 Co1 N1 C1 46.5(3) 1_656 . . . ?
O1 Co1 N1 C1 -137.4(3) . . . . ?
N3 Co1 N1 C1 136.6(3) 1_456 . . . ?
N5 Co1 N1 C1 -58.6(5) 2_746 . . . ?
O3 Co1 N1 C3 -135.7(3) 1_656 . . . ?
O1 Co1 N1 C3 40.4(3) . . . . ?
N3 Co1 N1 C3 -45.6(3) 1_456 . . . ?
N5 Co1 N1 C3 119.2(4) 2_746 . . . ?
N1 C1 N2 C2 0.3(4) . . . . ?
N1 C1 N2 C4 178.7(3) . . . . ?
C3 C2 N2 C1 -0.9(4) . . . . ?
C3 C2 N2 C4 -179.2(3) . . . . ?
C5 C4 N2 C1 26.9(5) . . . . ?
C9 C4 N2 C1 -151.6(3) . . . . ?
C5 C4 N2 C2 -155.0(3) . . . . ?
C9 C4 N2 C2 26.4(5) . . . . ?
N4 C22 N3 C24 -0.4(4) . . . . ?
N4 C22 N3 Co1 166.7(2) . . . 1_654 ?
C23 C24 N3 C22 -0.2(4) . . . . ?
C23 C24 N3 Co1 -166.4(3) . . . 1_654 ?
N3 C22 N4 C23 0.9(4) . . . . ?
N3 C22 N4 C19 173.9(3) . . . . ?
C24 C23 N4 C22 -1.0(4) . . . . ?
C24 C23 N4 C19 -173.6(3) . . . . ?
C20 C19 N4 C22 -132.0(4) . . . . ?
C18 C19 N4 C22 44.6(5) . . . . ?
C20 C19 N4 C23 39.5(5) . . . . ?
C18 C19 N4 C23 -144.0(4) . . . . ?
N6 C31 N5 C33 -0.4(4) . . . . ?
N6 C31 N5 Co1 -165.6(2) . . . 2_756 ?
C32 C33 N5 C31 0.0(4) . . . . ?
C32 C33 N5 Co1 164.5(3) . . . 2_756 ?
N5 C31 N6 C32 0.6(4) . . . . ?
N5 C31 N6 C28 177.1(3) . . . . ?
C33 C32 N6 C31 -0.5(4) . . . . ?
C33 C32 N6 C28 -177.0(3) . . . . ?
C29 C28 N6 C31 45.0(5) . . . . ?
C27 C28 N6 C31 -135.2(4) . . . . ?
C29 C28 N6 C32 -139.1(4) . . . . ?
C27 C28 N6 C32 40.6(5) . . . . ?
O5 C48 N7 C50 -179.0(4) . . . . ?
O5 C48 N7 C49 3.9(6) . . . . ?
O2 C34 O1 Co1 -5.5(4) . . . . ?
C35 C34 O1 Co1 172.1(3) . . . . ?
O3 Co1 O1 C34 149.1(14) 1_656 . . . ?
N3 Co1 O1 C34 -166.4(2) 1_456 . . . ?
N1 Co1 O1 C34 89.8(2) . . . . ?
N5 Co1 O1 C34 -76.1(2) 2_746 . . . ?
O4 C47 O3 Co1 15.8(15) . . . 1_454 ?
O4' C47 O3 Co1 -20.6(12) . . . 1_454 ?
C44 C47 O3 Co1 174.5(2) . . . 1_454 ?

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        25.01
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.696
_refine_diff_density_min         -0.696
_refine_diff_density_rms         0.092
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_collect_0m
_database_code_depnum_ccdc_archive 'CCDC 1536332'
_audit_update_record             
;
2017-03-06 deposited with the CCDC.
2017-04-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H31 Cl2 F6 N2 O2 P'
_chemical_formula_weight         631.41

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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   8.4113(6)
_cell_length_b                   15.7520(12)
_cell_length_c                   21.6939(16)
_cell_angle_alpha                90
_cell_angle_beta                 95.3864(14)
_cell_angle_gamma                90
_cell_volume                     2861.6(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100
_cell_measurement_reflns_used    7263
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      28.26

_exptl_crystal_description       Plate
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.466
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.400
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.351
_shelx_estimated_absorpt_T_min   0.872
_shelx_estimated_absorpt_T_max   0.993
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.6534
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   '(SADABS 2014/5 Bruker)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker SMART APEX2 CCD diffractometer'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29824
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0475
_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       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.600
_diffrn_reflns_theta_max         24.998
_diffrn_reflns_theta_full        24.998
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5025
_reflns_number_gt                4014
_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 v2.2-0 (Bruker, 2007)'
_computing_cell_refinement       'SAINT+  V8.34A (Bruker, 2015)'
_computing_data_reduction        'SAINT+  V8.34A (Bruker, 2015)'
_computing_structure_solution    'SHELXS/SHELXTL V6.14 (Bruker, 2015)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'XSHELL v6.3.1 (Bruker, 2004)'
_computing_publication_material  'XCIF v2014/2 (Bruker, 2014)'
_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)+(0.1190P)²+17.3279P] 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         5025
_refine_ls_number_parameters     366
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0802
_refine_ls_wR_factor_ref         0.2411
_refine_ls_wR_factor_gt          0.2262
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.9892(5) 0.1812(3) 0.5365(2) 0.0165(10) Uani 1 1 d . . . . .
C2 C 1.1228(6) 0.1303(3) 0.5310(2) 0.0219(11) Uani 1 1 d . . . . .
H2 H 1.1219 0.0865 0.5022 0.026 Uiso 1 1 calc R U . . .
C3 C 1.2573(6) 0.1487(4) 0.5709(3) 0.0274(12) Uani 1 1 d . . . . .
H3 H 1.3494 0.1165 0.5687 0.033 Uiso 1 1 calc R U . . .
C4 C 1.2574(6) 0.2137(4) 0.6138(3) 0.0302(13) Uani 1 1 d . . . . .
H4 H 1.3494 0.2243 0.6399 0.036 Uiso 1 1 calc R U . . .
C5 C 1.1220(6) 0.2637(3) 0.6186(2) 0.0255(11) Uani 1 1 d . . . . .
H5 H 1.1226 0.3074 0.6475 0.031 Uiso 1 1 calc R U . . .
C6 C 0.9872(5) 0.2464(3) 0.5793(2) 0.0182(10) Uani 1 1 d . . . . .
C7 C 0.8229(5) 0.2864(3) 0.5742(2) 0.0163(10) Uani 1 1 d . . . . .
C8 C 0.8315(6) 0.3841(3) 0.5662(2) 0.0195(10) Uani 1 1 d . . . . .
H8A H 0.9095 0.4071 0.5968 0.029 Uiso 1 1 calc R U . . .
H8B H 0.7289 0.4086 0.5713 0.029 Uiso 1 1 calc R U . . .
H8C H 0.8612 0.3972 0.5256 0.029 Uiso 1 1 calc R U . . .
C9 C 0.7397(6) 0.2641(3) 0.6323(2) 0.0209(10) Uani 1 1 d . . . . .
H9A H 0.7334 0.2035 0.6362 0.031 Uiso 1 1 calc R U . . .
H9B H 0.6340 0.2877 0.6287 0.031 Uiso 1 1 calc R U . . .
H9C H 0.7999 0.2872 0.6682 0.031 Uiso 1 1 calc R U . . .
C10 C 0.7412(5) 0.2379(3) 0.5188(2) 0.0156(10) Uani 1 1 d . . . . .
C11 C 0.5844(5) 0.2474(3) 0.4889(2) 0.0164(10) Uani 1 1 d . . . . .
H11 H 0.5489 0.2080 0.4588 0.020 Uiso 1 1 calc R U . . .
C12 C 0.4839(5) 0.3109(3) 0.5021(2) 0.0164(10) Uani 1 1 d . . . . .
H12 H 0.5205 0.3488 0.5331 0.020 Uiso 1 1 calc R U . . .
C13 C 0.3273(5) 0.3249(3) 0.4727(2) 0.0165(10) Uani 1 1 d . . . . .
C14 C 0.2482(5) 0.4019(3) 0.4923(2) 0.0174(10) Uani 1 1 d . . . . .
C15 C 0.0207(5) 0.3677(3) 0.4196(2) 0.0150(9) Uani 1 1 d . . . . .
C16 C 0.0955(6) 0.2929(3) 0.4015(2) 0.0169(10) Uani 1 1 d . . . . .
C17 C 0.2475(5) 0.2731(3) 0.4291(2) 0.0175(10) Uani 1 1 d . . . . .
H17 H 0.2964 0.2234 0.4176 0.021 Uiso 1 1 calc R U . . .
C18 C -0.1275(5) 0.3929(3) 0.3967(2) 0.0158(9) Uani 1 1 d . . . . .
H18 H -0.1721 0.4421 0.4114 0.019 Uiso 1 1 calc R U . . .
C19 C -0.2144(5) 0.3434(3) 0.3499(2) 0.0167(10) Uani 1 1 d . . . . .
C20 C -0.1399(6) 0.2670(3) 0.3306(2) 0.0189(10) Uani 1 1 d . . . . .
H20 H -0.1936 0.2333 0.3002 0.023 Uiso 1 1 calc R U . . .
C21 C 0.0074(6) 0.2428(3) 0.3558(2) 0.0190(10) Uani 1 1 d . . . . .
H21 H 0.0513 0.1925 0.3427 0.023 Uiso 1 1 calc R U . . .
C22 C -0.4448(6) 0.4402(3) 0.3479(2) 0.0219(11) Uani 1 1 d . . . . .
H22A H -0.4196 0.4444 0.3923 0.026 Uiso 1 1 calc R U . . .
H22B H -0.5590 0.4313 0.3400 0.026 Uiso 1 1 calc R U . . .
C23 C -0.4009(7) 0.5226(3) 0.3181(3) 0.0300(12) Uani 1 1 d . . . . .
H23A H -0.2885 0.5327 0.3269 0.045 Uiso 1 1 calc R U . . .
H23B H -0.4596 0.5684 0.3345 0.045 Uiso 1 1 calc R U . . .
H23C H -0.4268 0.5191 0.2741 0.045 Uiso 1 1 calc R U . . .
C24 C -0.4404(6) 0.3231(3) 0.2704(2) 0.0197(10) Uani 1 1 d . . . . .
H24A H -0.3603 0.3045 0.2440 0.024 Uiso 1 1 calc R U . . .
H24B H -0.5102 0.3630 0.2471 0.024 Uiso 1 1 calc R U . . .
C25 C -0.5377(6) 0.2468(3) 0.2877(3) 0.0268(12) Uani 1 1 d . . . . .
H25A H -0.4685 0.2062 0.3096 0.040 Uiso 1 1 calc R U . . .
H25B H -0.5884 0.2212 0.2508 0.040 Uiso 1 1 calc R U . . .
H25C H -0.6176 0.2649 0.3137 0.040 Uiso 1 1 calc R U . . .
C26 C 0.7972(6) 0.1128(3) 0.4543(2) 0.0206(10) Uani 1 1 d . . . . .
H26A H 0.7220 0.0739 0.4694 0.031 Uiso 1 1 calc R U . . .
H26B H 0.8918 0.0825 0.4457 0.031 Uiso 1 1 calc R U . . .
H26C H 0.7505 0.1392 0.4170 0.031 Uiso 1 1 calc R U . . .
N1 N 0.8390(4) 0.1781(2) 0.50128(18) 0.0153(8) Uani 1 1 d . . . . .
N2 N -0.3610(5) 0.3664(3) 0.32482(18) 0.0183(9) Uani 1 1 d . . . . .
O1 O 0.0984(4) 0.4199(2) 0.46381(15) 0.0173(7) Uani 1 1 d . . . . .
O2 O 0.3021(4) 0.4512(2) 0.53123(17) 0.0251(8) Uani 1 1 d . . . . .
P1 P 0.32796(15) 0.01004(8) 0.37952(6) 0.0198(3) Uani 1 1 d . . . . .
F1 F 0.1540(3) 0.0110(2) 0.40514(15) 0.0331(8) Uani 1 1 d . . . . .
F2 F 0.3933(4) 0.0709(2) 0.43558(16) 0.0342(8) Uani 1 1 d . . . . .
F3 F 0.3744(4) -0.07140(19) 0.42160(14) 0.0296(7) Uani 1 1 d . . . . .
F4 F 0.5005(4) 0.0090(2) 0.35457(16) 0.0351(8) Uani 1 1 d . . . . .
F5 F 0.2607(4) -0.05029(19) 0.32414(14) 0.0298(7) Uani 1 1 d . . . . .
F6 F 0.2798(4) 0.09124(19) 0.33798(16) 0.0366(8) Uani 1 1 d . . . . .
C70 C 0.8607(7) 0.9746(4) 0.2943(3) 0.0325(13) Uani 1 1 d . . . . .
H70A H 0.7660 0.9671 0.3160 0.039 Uiso 1 1 calc R U . . .
H70B H 0.9515 0.9812 0.3249 0.039 Uiso 1 1 calc R U . . .
Cl1 Cl 0.88864(19) 0.88451(9) 0.24833(7) 0.0398(4) Uani 1 1 d . . . . .
Cl2 Cl 0.8396(3) 1.06599(11) 0.24803(10) 0.0700(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C6 1.386(7) . ?
C1 C2 1.395(7) . ?
C1 N1 1.415(6) . ?
C2 C3 1.389(8) . ?
C3 C4 1.384(8) . ?
C4 C5 1.398(8) . ?
C5 C6 1.380(7) . ?
C6 C7 1.514(6) . ?
C7 C10 1.531(6) . ?
C7 C9 1.538(6) . ?
C7 C8 1.551(6) . ?
C10 N1 1.330(6) . ?
C10 C11 1.422(7) . ?
C11 C12 1.357(7) . ?
C12 C13 1.425(6) . ?
C13 C17 1.376(7) . ?
C13 C14 1.466(6) . ?
C14 O2 1.204(6) . ?
C14 O1 1.380(6) . ?
C15 C18 1.357(7) . ?
C15 O1 1.380(6) . ?
C15 C16 1.409(6) . ?
C16 C17 1.395(7) . ?
C16 C21 1.420(7) . ?
C18 C19 1.426(7) . ?
C19 N2 1.349(6) . ?
C19 C20 1.437(6) . ?
C20 C21 1.361(7) . ?
C22 N2 1.471(6) . ?
C22 C23 1.511(8) . ?
C24 N2 1.468(6) . ?
C24 C25 1.521(7) . ?
C26 N1 1.468(6) . ?
P1 F5 1.593(3) . ?
P1 F6 1.595(3) . ?
P1 F4 1.596(3) . ?
P1 F3 1.601(3) . ?
P1 F2 1.605(3) . ?
P1 F1 1.613(3) . ?
C70 Cl2 1.754(6) . ?
C70 Cl1 1.763(6) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 C1 C2 123.0(4) . . ?
C6 C1 N1 108.7(4) . . ?
C2 C1 N1 128.3(4) . . ?
C3 C2 C1 116.3(5) . . ?
C4 C3 C2 121.5(5) . . ?
C3 C4 C5 121.3(5) . . ?
C6 C5 C4 118.0(5) . . ?
C5 C6 C1 120.0(4) . . ?
C5 C6 C7 130.9(5) . . ?
C1 C6 C7 109.1(4) . . ?
C6 C7 C10 100.9(4) . . ?
C6 C7 C9 109.0(4) . . ?
C10 C7 C9 108.8(4) . . ?
C6 C7 C8 111.7(4) . . ?
C10 C7 C8 115.5(4) . . ?
C9 C7 C8 110.4(4) . . ?
N1 C10 C11 121.1(4) . . ?
N1 C10 C7 109.5(4) . . ?
C11 C10 C7 129.3(4) . . ?
C12 C11 C10 123.5(4) . . ?
C11 C12 C13 126.0(4) . . ?
C17 C13 C12 125.9(4) . . ?
C17 C13 C14 119.0(4) . . ?
C12 C13 C14 115.1(4) . . ?
O2 C14 O1 116.7(4) . . ?
O2 C14 C13 125.8(4) . . ?
O1 C14 C13 117.4(4) . . ?
C18 C15 O1 116.0(4) . . ?
C18 C15 C16 124.1(4) . . ?
O1 C15 C16 119.8(4) . . ?
C17 C16 C15 118.8(4) . . ?
C17 C16 C21 125.0(4) . . ?
C15 C16 C21 116.2(4) . . ?
C13 C17 C16 122.1(4) . . ?
C15 C18 C19 119.5(4) . . ?
N2 C19 C18 121.9(4) . . ?
N2 C19 C20 120.9(4) . . ?
C18 C19 C20 117.2(4) . . ?
C21 C20 C19 121.5(4) . . ?
C20 C21 C16 121.4(4) . . ?
N2 C22 C23 113.0(4) . . ?
N2 C24 C25 112.5(4) . . ?
C10 N1 C1 111.5(4) . . ?
C10 N1 C26 125.5(4) . . ?
C1 N1 C26 122.9(4) . . ?
C19 N2 C24 121.9(4) . . ?
C19 N2 C22 121.6(4) . . ?
C24 N2 C22 116.4(4) . . ?
C14 O1 C15 122.8(3) . . ?
F5 P1 F6 89.94(18) . . ?
F5 P1 F4 90.44(18) . . ?
F6 P1 F4 90.43(18) . . ?
F5 P1 F3 90.14(17) . . ?
F6 P1 F3 179.33(19) . . ?
F4 P1 F3 90.24(17) . . ?
F5 P1 F2 179.22(18) . . ?
F6 P1 F2 89.97(18) . . ?
F4 P1 F2 90.33(18) . . ?
F3 P1 F2 89.94(18) . . ?
F5 P1 F1 89.77(17) . . ?
F6 P1 F1 89.83(19) . . ?
F4 P1 F1 179.7(2) . . ?
F3 P1 F1 89.51(18) . . ?
F2 P1 F1 89.46(17) . . ?
Cl2 C70 Cl1 110.4(3) . . ?

_refine_diff_density_max         3.776
_refine_diff_density_min         -0.613
_refine_diff_density_rms         0.132

