# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_NIT-2-Pm
_database_code_depnum_ccdc_archive 'CCDC 1449528'
_audit_update_record             
;
2016-01-24 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            NIT-2-Pm
_chemical_melting_point          'not measured'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C11 H15 N4 O2'
_chemical_formula_weight         235.27

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'

_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                   6.211(3)
_cell_length_b                   40.769(17)
_cell_length_c                   9.646(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.104(7)
_cell_angle_gamma                90
_cell_volume                     2428.6(18)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    1212
_cell_measurement_theta_min      2.3468
_cell_measurement_theta_max      19.7162

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.287
_exptl_crystal_F_000             1000
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.092
_shelx_estimated_absorpt_T_min   0.972
_shelx_estimated_absorpt_T_max   0.990
_exptl_absorpt_correction_type   none
_exptl_absorpt_correction_T_min  ?
_exptl_absorpt_correction_T_max  ?
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            16524
_diffrn_reflns_av_unetI/netI     0.1084
_diffrn_reflns_av_R_equivalents  0.0787
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -48
_diffrn_reflns_limit_k_max       53
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         1.998
_diffrn_reflns_theta_max         27.841
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5746
_reflns_number_gt                2509
_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       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_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)+(0.1000P)²]
 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         5746
_refine_ls_number_parameters     315
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1756
_refine_ls_R_factor_gt           0.0719
_refine_ls_wR_factor_ref         0.2113
_refine_ls_wR_factor_gt          0.1658
_refine_ls_goodness_of_fit_ref   0.940
_refine_ls_restrained_S_all      0.940
_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
O1 O 0.7012(4) 0.23174(6) 0.2209(3) 0.0599(7) Uani 1 1 d . . . . .
O2 O 0.3143(4) 0.13534(6) 0.1730(2) 0.0647(7) Uani 1 1 d . . . . .
O3 O 1.0671(4) 0.10703(6) -0.4196(2) 0.0710(8) Uani 1 1 d . . . . .
O4 O 0.8633(4) 0.01934(6) -0.1616(2) 0.0617(7) Uani 1 1 d . . . . .
N1 N 0.1387(4) 0.20310(7) 0.0544(3) 0.0555(8) Uani 1 1 d . . . . .
N2 N 0.4538(5) 0.20711(7) -0.0645(3) 0.0553(8) Uani 1 1 d . . . . .
N3 N 0.6408(4) 0.20236(6) 0.2423(3) 0.0419(7) Uani 1 1 d . . . . .
N4 N 0.4524(4) 0.15682(7) 0.2217(3) 0.0423(7) Uani 1 1 d . . . . .
N5 N 0.5799(4) 0.05014(7) -0.4326(3) 0.0451(7) Uani 1 1 d . . . . .
N6 N 0.8909(4) 0.03780(7) -0.5481(3) 0.0498(7) Uani 1 1 d . . . . .
N7 N 1.0538(4) 0.08758(7) -0.3170(3) 0.0442(7) Uani 1 1 d . . . . .
N8 N 0.9531(4) 0.04625(7) -0.1931(3) 0.0437(7) Uani 1 1 d . . . . .
C1 C 0.0226(6) 0.21542(9) -0.0576(4) 0.0596(10) Uani 1 1 d . . . . .
H27 H -0.1257 0.2181 -0.0553 0.072 Uiso 1 1 calc R U . . .
C2 C 0.1112(6) 0.22423(9) -0.1753(4) 0.0593(10) Uani 1 1 d . . . . .
H21 H 0.0275 0.2329 -0.2523 0.071 Uiso 1 1 calc R U . . .
C3 C 0.3300(7) 0.21971(9) -0.1747(4) 0.0621(11) Uani 1 1 d . . . . .
H26 H 0.3954 0.2256 -0.2534 0.074 Uiso 1 1 calc R U . . .
C4 C 0.3480(5) 0.19992(7) 0.0435(3) 0.0405(8) Uani 1 1 d . . . . .
C5 C 0.4788(5) 0.18652(8) 0.1677(3) 0.0409(8) Uani 1 1 d . . . . .
C6 C 0.7173(5) 0.18376(8) 0.3738(3) 0.0394(8) Uani 1 1 d . . . . .
C7 C 0.6282(5) 0.14899(8) 0.3362(3) 0.0412(8) Uani 1 1 d . . . . .
C8 C 0.9627(6) 0.18569(9) 0.4011(4) 0.0598(10) Uani 1 1 d . . . . .
H24A H 1.0260 0.1785 0.3197 0.090 Uiso 1 1 calc R U . . .
H24B H 1.0117 0.1718 0.4785 0.090 Uiso 1 1 calc R U . . .
H24C H 1.0052 0.2079 0.4222 0.090 Uiso 1 1 calc R U . . .
C9 C 0.6113(6) 0.20028(9) 0.4905(4) 0.0630(11) Uani 1 1 d . . . . .
H30A H 0.6572 0.2228 0.4984 0.094 Uiso 1 1 calc R U . . .
H30B H 0.6530 0.1891 0.5768 0.094 Uiso 1 1 calc R U . . .
H30C H 0.4567 0.1994 0.4700 0.094 Uiso 1 1 calc R U . . .
C10 C 0.7866(6) 0.12686(9) 0.2688(4) 0.0643(11) Uani 1 1 d . . . . .
H2A H 0.7125 0.1075 0.2328 0.096 Uiso 1 1 calc R U . . .
H2B H 0.9033 0.1207 0.3372 0.096 Uiso 1 1 calc R U . . .
H2C H 0.8433 0.1384 0.1940 0.096 Uiso 1 1 calc R U . . .
C11 C 0.5311(7) 0.13089(9) 0.4526(4) 0.0644(11) Uani 1 1 d . . . . .
H1A H 0.4204 0.1442 0.4867 0.097 Uiso 1 1 calc R U . . .
H1B H 0.6423 0.1265 0.5272 0.097 Uiso 1 1 calc R U . . .
H1C H 0.4691 0.1106 0.4175 0.097 Uiso 1 1 calc R U . . .
C12 C 0.4540(6) 0.04010(8) -0.5454(4) 0.0525(9) Uani 1 1 d . . . . .
H22 H 0.3044 0.0410 -0.5451 0.063 Uiso 1 1 calc R U . . .
C13 C 0.5382(6) 0.02846(8) -0.6619(4) 0.0515(9) Uani 1 1 d . . . . .
H19 H 0.4485 0.0215 -0.7396 0.062 Uiso 1 1 calc R U . . .
C14 C 0.7583(6) 0.02755(9) -0.6594(4) 0.0563(10) Uani 1 1 d . . . . .
H25 H 0.8187 0.0196 -0.7369 0.068 Uiso 1 1 calc R U . . .
C15 C 0.7919(5) 0.04847(7) -0.4419(3) 0.0382(7) Uani 1 1 d . . . . .
C16 C 0.9323(5) 0.06032(8) -0.3189(3) 0.0399(8) Uani 1 1 d . . . . .
C17 C 1.1421(5) 0.09689(8) -0.1703(3) 0.0412(8) Uani 1 1 d . . . . .
C18 C 1.1214(5) 0.06337(8) -0.0940(3) 0.0402(8) Uani 1 1 d . . . . .
C19 C 1.3710(6) 0.10976(9) -0.1717(4) 0.0588(10) Uani 1 1 d . . . . .
H29A H 1.4566 0.0939 -0.2148 0.088 Uiso 1 1 calc R U . . .
H29B H 1.4334 0.1136 -0.0777 0.088 Uiso 1 1 calc R U . . .
H29C H 1.3679 0.1299 -0.2234 0.088 Uiso 1 1 calc R U . . .
C20 C 0.9920(6) 0.12374(9) -0.1264(4) 0.0598(10) Uani 1 1 d . . . . .
H4A H 0.9910 0.1418 -0.1904 0.090 Uiso 1 1 calc R U . . .
H4B H 1.0427 0.1312 -0.0342 0.090 Uiso 1 1 calc R U . . .
H4C H 0.8480 0.1152 -0.1269 0.090 Uiso 1 1 calc R U . . .
C21 C 1.0411(7) 0.06551(9) 0.0488(3) 0.0609(10) Uani 1 1 d . . . . .
H5A H 0.9000 0.0754 0.0405 0.091 Uiso 1 1 calc R U . . .
H5B H 1.1394 0.0786 0.1092 0.091 Uiso 1 1 calc R U . . .
H5C H 1.0331 0.0439 0.0873 0.091 Uiso 1 1 calc R U . . .
C22 C 1.3234(6) 0.04209(9) -0.0858(4) 0.0614(10) Uani 1 1 d . . . . .
H28A H 1.2904 0.0206 -0.0530 0.092 Uiso 1 1 calc R U . . .
H28B H 1.4351 0.0518 -0.0225 0.092 Uiso 1 1 calc R U . . .
H28C H 1.3722 0.0404 -0.1767 0.092 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 N3 1.279(3) . ?
O2 N4 1.279(3) . ?
O3 N7 1.278(3) . ?
O4 N8 1.282(3) . ?
N1 C4 1.322(4) . ?
N1 C1 1.332(4) . ?
N2 C4 1.322(4) . ?
N2 C3 1.345(4) . ?
N3 C5 1.339(4) . ?
N3 C6 1.510(4) . ?
N4 C5 1.335(4) . ?
N4 C7 1.503(4) . ?
N5 C15 1.331(4) . ?
N5 C12 1.335(4) . ?
N6 C15 1.323(4) . ?
N6 C14 1.348(4) . ?
N7 C16 1.342(4) . ?
N7 C17 1.511(4) . ?
N8 C16 1.336(4) . ?
N8 C18 1.511(4) . ?
C1 C2 1.362(5) . ?
C2 C3 1.370(5) . ?
C4 C5 1.479(4) . ?
C6 C8 1.521(5) . ?
C6 C9 1.521(5) . ?
C6 C7 1.551(4) . ?
C7 C11 1.521(4) . ?
C7 C10 1.530(5) . ?
C12 C13 1.373(5) . ?
C13 C14 1.365(5) . ?
C15 C16 1.477(4) . ?
C17 C19 1.517(4) . ?
C17 C20 1.526(5) . ?
C17 C18 1.564(4) . ?
C18 C21 1.516(4) . ?
C18 C22 1.520(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
C4 N1 C1 115.1(3) . . ?
C4 N2 C3 114.6(3) . . ?
O1 N3 C5 125.6(3) . . ?
O1 N3 C6 122.3(2) . . ?
C5 N3 C6 111.2(2) . . ?
O2 N4 C5 125.7(3) . . ?
O2 N4 C7 122.1(3) . . ?
C5 N4 C7 111.7(3) . . ?
C15 N5 C12 115.3(3) . . ?
C15 N6 C14 115.0(3) . . ?
O3 N7 C16 125.9(3) . . ?
O3 N7 C17 121.5(2) . . ?
C16 N7 C17 111.6(2) . . ?
O4 N8 C16 125.5(3) . . ?
O4 N8 C18 122.3(2) . . ?
C16 N8 C18 111.7(2) . . ?
N1 C1 C2 122.9(3) . . ?
C1 C2 C3 116.7(3) . . ?
N2 C3 C2 122.5(4) . . ?
N1 C4 N2 128.0(3) . . ?
N1 C4 C5 115.6(3) . . ?
N2 C4 C5 116.4(3) . . ?
N4 C5 N3 110.1(3) . . ?
N4 C5 C4 124.9(3) . . ?
N3 C5 C4 125.0(3) . . ?
N3 C6 C8 109.9(3) . . ?
N3 C6 C9 106.1(3) . . ?
C8 C6 C9 110.7(3) . . ?
N3 C6 C7 101.0(2) . . ?
C8 C6 C7 114.4(3) . . ?
C9 C6 C7 114.0(3) . . ?
N4 C7 C11 109.3(3) . . ?
N4 C7 C10 105.2(3) . . ?
C11 C7 C10 110.6(3) . . ?
N4 C7 C6 101.0(2) . . ?
C11 C7 C6 115.5(3) . . ?
C10 C7 C6 114.2(3) . . ?
N5 C12 C13 122.1(3) . . ?
C14 C13 C12 117.5(3) . . ?
N6 C14 C13 122.1(3) . . ?
N6 C15 N5 127.9(3) . . ?
N6 C15 C16 116.5(3) . . ?
N5 C15 C16 115.6(3) . . ?
N8 C16 N7 110.1(3) . . ?
N8 C16 C15 125.5(3) . . ?
N7 C16 C15 124.4(3) . . ?
N7 C17 C19 109.0(3) . . ?
N7 C17 C20 105.6(3) . . ?
C19 C17 C20 110.8(3) . . ?
N7 C17 C18 100.5(2) . . ?
C19 C17 C18 115.5(3) . . ?
C20 C17 C18 114.4(3) . . ?
N8 C18 C21 109.2(3) . . ?
N8 C18 C22 106.3(3) . . ?
C21 C18 C22 109.6(3) . . ?
N8 C18 C17 101.1(2) . . ?
C21 C18 C17 115.4(3) . . ?
C22 C18 C17 114.5(3) . . ?

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
C4 N1 C1 C2 -0.1(5) . . . . ?
N1 C1 C2 C3 0.3(6) . . . . ?
C4 N2 C3 C2 -1.0(5) . . . . ?
C1 C2 C3 N2 0.3(6) . . . . ?
C1 N1 C4 N2 -0.8(5) . . . . ?
C1 N1 C4 C5 179.5(3) . . . . ?
C3 N2 C4 N1 1.3(5) . . . . ?
C3 N2 C4 C5 -179.0(3) . . . . ?
O2 N4 C5 N3 -178.4(3) . . . . ?
C7 N4 C5 N3 -7.2(4) . . . . ?
O2 N4 C5 C4 1.6(5) . . . . ?
C7 N4 C5 C4 172.8(3) . . . . ?
O1 N3 C5 N4 -177.2(3) . . . . ?
C6 N3 C5 N4 -8.4(4) . . . . ?
O1 N3 C5 C4 2.8(5) . . . . ?
C6 N3 C5 C4 171.6(3) . . . . ?
N1 C4 C5 N4 61.6(4) . . . . ?
N2 C4 C5 N4 -118.1(4) . . . . ?
N1 C4 C5 N3 -118.3(4) . . . . ?
N2 C4 C5 N3 61.9(4) . . . . ?
O1 N3 C6 C8 -50.3(4) . . . . ?
C5 N3 C6 C8 140.5(3) . . . . ?
O1 N3 C6 C9 69.4(4) . . . . ?
C5 N3 C6 C9 -99.8(3) . . . . ?
O1 N3 C6 C7 -171.5(3) . . . . ?
C5 N3 C6 C7 19.3(3) . . . . ?
O2 N4 C7 C11 -47.5(4) . . . . ?
C5 N4 C7 C11 140.9(3) . . . . ?
O2 N4 C7 C10 71.3(4) . . . . ?
C5 N4 C7 C10 -100.3(3) . . . . ?
O2 N4 C7 C6 -169.7(3) . . . . ?
C5 N4 C7 C6 18.7(3) . . . . ?
N3 C6 C7 N4 -21.0(3) . . . . ?
C8 C6 C7 N4 -138.9(3) . . . . ?
C9 C6 C7 N4 92.2(3) . . . . ?
N3 C6 C7 C11 -138.9(3) . . . . ?
C8 C6 C7 C11 103.2(3) . . . . ?
C9 C6 C7 C11 -25.6(4) . . . . ?
N3 C6 C7 C10 91.3(3) . . . . ?
C8 C6 C7 C10 -26.6(4) . . . . ?
C9 C6 C7 C10 -155.4(3) . . . . ?
C15 N5 C12 C13 0.9(5) . . . . ?
N5 C12 C13 C14 -0.3(5) . . . . ?
C15 N6 C14 C13 0.5(5) . . . . ?
C12 C13 C14 N6 -0.5(5) . . . . ?
C14 N6 C15 N5 0.1(5) . . . . ?
C14 N6 C15 C16 -179.2(3) . . . . ?
C12 N5 C15 N6 -0.8(5) . . . . ?
C12 N5 C15 C16 178.5(3) . . . . ?
O4 N8 C16 N7 -177.8(3) . . . . ?
C18 N8 C16 N7 -5.6(4) . . . . ?
O4 N8 C16 C15 3.9(5) . . . . ?
C18 N8 C16 C15 176.1(3) . . . . ?
O3 N7 C16 N8 -178.7(3) . . . . ?
C17 N7 C16 N8 -10.1(4) . . . . ?
O3 N7 C16 C15 -0.3(5) . . . . ?
C17 N7 C16 C15 168.3(3) . . . . ?
N6 C15 C16 N8 -113.9(4) . . . . ?
N5 C15 C16 N8 66.7(4) . . . . ?
N6 C15 C16 N7 68.1(4) . . . . ?
N5 C15 C16 N7 -111.4(4) . . . . ?
O3 N7 C17 C19 -48.9(4) . . . . ?
C16 N7 C17 C19 142.0(3) . . . . ?
O3 N7 C17 C20 70.2(4) . . . . ?
C16 N7 C17 C20 -99.0(3) . . . . ?
O3 N7 C17 C18 -170.7(3) . . . . ?
C16 N7 C17 C18 20.2(3) . . . . ?
O4 N8 C18 C21 -47.8(4) . . . . ?
C16 N8 C18 C21 139.7(3) . . . . ?
O4 N8 C18 C22 70.3(4) . . . . ?
C16 N8 C18 C22 -102.2(3) . . . . ?
O4 N8 C18 C17 -169.9(3) . . . . ?
C16 N8 C18 C17 17.6(3) . . . . ?
N7 C17 C18 N8 -20.9(3) . . . . ?
C19 C17 C18 N8 -137.9(3) . . . . ?
C20 C17 C18 N8 91.7(3) . . . . ?
N7 C17 C18 C21 -138.5(3) . . . . ?
C19 C17 C18 C21 104.4(3) . . . . ?
C20 C17 C18 C21 -26.0(4) . . . . ?
N7 C17 C18 C22 92.9(3) . . . . ?
C19 C17 C18 C22 -24.2(4) . . . . ?
C20 C17 C18 C22 -154.6(3) . . . . ?

_refine_diff_density_max         0.166
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.047

_shelxl_version_number           2013-2


####################################################################### 
# 
# 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_(NIT-2-Pm)Co(hfac)2
_database_code_depnum_ccdc_archive 'CCDC 1449529'
_audit_update_record             
;
2016-01-24 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            (NIT-2-Pm)Co(hfac)2
_chemical_melting_point          'not measured'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H19 Co F12 N4 O6'
_chemical_formula_weight         710.33

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Triclinic
_symmetry_space_group_name_H-M   P-1

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   14.967(3)
_cell_length_b                   15.106(3)
_cell_length_c                   15.938(3)
_cell_angle_alpha                69.812(2)
_cell_angle_beta                 62.763(2)
_cell_angle_gamma                66.380(2)
_cell_volume                     2877.0(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5780
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      27.09

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.33
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.12
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1424
_exptl_absorpt_coefficient_mu    0.717
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7979
_exptl_absorpt_correction_T_max  0.9189
_exptl_absorpt_process_details   'SADABS: Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      173(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            16946
_diffrn_reflns_av_R_equivalents  0.0283
_diffrn_reflns_av_sigmaI/netI    0.0598
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.30
_diffrn_reflns_theta_max         26.37
_reflns_number_total             11587
_reflns_number_gt                8048
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.2000P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         11587
_refine_ls_number_parameters     801
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1056
_refine_ls_R_factor_gt           0.0768
_refine_ls_wR_factor_ref         0.2769
_refine_ls_wR_factor_gt          0.2426
_refine_ls_goodness_of_fit_ref   1.054
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.005
_refine_ls_shift/su_mean         0.001

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 0.79478(5) 0.30523(4) 0.50887(4) 0.0279(2) Uani 1 1 d . . .
Co2 Co 0.57108(5) 0.69589(5) 0.88638(4) 0.0279(2) Uani 1 1 d . . .
F1 F 0.9991(3) 0.3725(4) 0.1339(2) 0.0683(12) Uani 1 1 d . . .
F2 F 1.0946(3) 0.2506(3) 0.2041(3) 0.0557(9) Uani 1 1 d . . .
F3 F 1.0529(3) 0.3955(3) 0.2251(2) 0.0529(9) Uani 1 1 d . . .
F4 F 0.6682(5) 0.1413(4) 0.4080(4) 0.103(2) Uani 1 1 d . . .
F5 F 0.7676(5) 0.1640(7) 0.2633(5) 0.164(4) Uani 1 1 d . . .
F6 F 0.6350(5) 0.2769(4) 0.3191(5) 0.119(2) Uani 1 1 d . . .
F7 F 0.9576(3) -0.0605(3) 0.6665(4) 0.0864(16) Uani 1 1 d . . .
F8 F 1.0153(4) 0.0448(4) 0.6765(4) 0.0816(14) Uani 1 1 d . . .
F9 F 1.0566(3) 0.0135(2) 0.5427(3) 0.0615(11) Uani 1 1 d . . .
F10 F 0.6094(3) 0.1192(3) 0.8594(3) 0.0739(13) Uani 1 1 d . . .
F11 F 0.5521(3) 0.1204(3) 0.7587(3) 0.0744(14) Uani 1 1 d . . .
F12 F 0.5213(3) 0.2526(2) 0.7988(2) 0.0492(9) Uani 1 1 d . . .
F13 F 0.4138(3) 1.0227(2) 0.7899(3) 0.0606(10) Uani 1 1 d . . .
F14 F 0.2592(4) 1.0255(3) 0.8854(3) 0.0896(16) Uani 1 1 d . . .
F15 F 0.3297(4) 0.9687(3) 0.7523(3) 0.0710(12) Uani 1 1 d . . .
F16 F 0.2976(3) 0.7063(3) 1.1897(2) 0.0539(9) Uani 1 1 d . . .
F17 F 0.2715(4) 0.6166(3) 1.1325(3) 0.0652(12) Uani 1 1 d . . .
F18 F 0.1752(3) 0.7641(4) 1.1345(3) 0.0896(17) Uani 1 1 d . . .
F19 F 0.7612(6) 0.8002(4) 1.0334(4) 0.121(3) Uani 1 1 d . . .
F20 F 0.6087(4) 0.8899(5) 1.0419(4) 0.126(3) Uani 1 1 d . . .
F21 F 0.7339(3) 0.8880(3) 0.9085(2) 0.0578(10) Uani 1 1 d . . .
F22 F 0.7421(4) 0.4048(3) 1.0558(3) 0.0847(15) Uani 1 1 d . . .
F23 F 0.8498(5) 0.4698(4) 1.0504(4) 0.104(2) Uani 1 1 d . . .
F24 F 0.8629(3) 0.4398(3) 0.9249(3) 0.0660(11) Uani 1 1 d . . .
O1 O 0.8573(3) 0.6679(3) 0.3704(3) 0.0468(10) Uani 1 1 d . . .
O2 O 0.6804(3) 0.4336(2) 0.4913(2) 0.0294(7) Uani 1 1 d . . .
O3 O 0.7427(3) 0.2419(3) 0.4512(3) 0.0383(9) Uani 1 1 d . . .
O4 O 0.9053(3) 0.3369(3) 0.3762(2) 0.0339(8) Uani 1 1 d . . .
O5 O 0.6839(3) 0.2668(2) 0.6399(2) 0.0314(8) Uani 1 1 d . . .
O6 O 0.9015(3) 0.1799(2) 0.5470(3) 0.0354(8) Uani 1 1 d . . .
O7 O 0.6052(4) 0.7604(4) 0.5212(3) 0.0582(13) Uani 1 1 d . . .
O8 O 0.7066(3) 0.7064(3) 0.7722(2) 0.0324(8) Uani 1 1 d . . .
O9 O 0.4801(3) 0.8253(2) 0.8312(2) 0.0302(7) Uani 1 1 d . . .
O10 O 0.4389(3) 0.6753(3) 1.0014(2) 0.0341(8) Uani 1 1 d . . .
O11 O 0.5989(3) 0.7782(3) 0.9466(3) 0.0403(9) Uani 1 1 d . . .
O12 O 0.6570(3) 0.5713(3) 0.9536(2) 0.0346(8) Uani 1 1 d . . .
N1 N 0.8418(3) 0.3927(3) 0.5557(3) 0.0249(8) Uani 1 1 d . . .
N2 N 0.8500(3) 0.5476(3) 0.5550(3) 0.0346(10) Uani 1 1 d . . .
N3 N 0.7130(3) 0.5098(3) 0.4409(3) 0.0254(8) Uani 1 1 d . . .
N4 N 0.7961(3) 0.6217(3) 0.3836(3) 0.0336(9) Uani 1 1 d . . .
N5 N 0.5560(3) 0.6161(3) 0.8072(3) 0.0247(8) Uani 1 1 d . . .
N6 N 0.6063(3) 0.5726(3) 0.6583(3) 0.0310(9) Uani 1 1 d . . .
N7 N 0.6941(3) 0.7424(3) 0.6910(3) 0.0266(8) Uani 1 1 d . . .
N8 N 0.6456(4) 0.7677(4) 0.5725(3) 0.0385(10) Uani 1 1 d . . .
C1 C 0.8859(4) 0.3501(4) 0.6227(3) 0.0313(11) Uani 1 1 d . . .
H1 H 0.8990 0.2809 0.6458 0.038 Uiso 1 1 calc R . .
C2 C 0.9126(4) 0.4016(4) 0.6590(4) 0.0360(12) Uani 1 1 d . . .
H2 H 0.9429 0.3702 0.7066 0.043 Uiso 1 1 calc R . .
C3 C 0.8927(4) 0.5024(4) 0.6222(4) 0.0366(12) Uani 1 1 d . . .
H3 H 0.9102 0.5408 0.6456 0.044 Uiso 1 1 calc R . .
C4 C 0.8271(4) 0.4900(3) 0.5249(3) 0.0271(10) Uani 1 1 d . . .
C5 C 0.7791(4) 0.5395(3) 0.4517(3) 0.0262(9) Uani 1 1 d . . .
C6 C 0.6631(5) 0.5254(4) 0.3073(4) 0.0396(12) Uani 1 1 d . . .
H6A H 0.7335 0.4819 0.2789 0.059 Uiso 1 1 calc R . .
H6B H 0.6394 0.5720 0.2559 0.059 Uiso 1 1 calc R . .
H6C H 0.6143 0.4858 0.3481 0.059 Uiso 1 1 calc R . .
C7 C 0.6664(4) 0.5829(4) 0.3689(3) 0.0291(10) Uani 1 1 d . . .
C8 C 0.5558(4) 0.6366(4) 0.4261(4) 0.0351(11) Uani 1 1 d . . .
H8A H 0.5154 0.5892 0.4652 0.053 Uiso 1 1 calc R . .
H8B H 0.5225 0.6858 0.3819 0.053 Uiso 1 1 calc R . .
H8C H 0.5578 0.6695 0.4682 0.053 Uiso 1 1 calc R . .
C9 C 0.8342(5) 0.6101(4) 0.2235(4) 0.0445(14) Uani 1 1 d . . .
H9A H 0.8899 0.6402 0.2029 0.067 Uiso 1 1 calc R . .
H9B H 0.8072 0.6299 0.1721 0.067 Uiso 1 1 calc R . .
H9C H 0.8626 0.5382 0.2373 0.067 Uiso 1 1 calc R . .
C10 C 0.7448(4) 0.6446(4) 0.3145(4) 0.0333(11) Uani 1 1 d . . .
C11 C 0.6945(5) 0.7544(4) 0.2906(4) 0.0387(12) Uani 1 1 d . . .
H11A H 0.6501 0.7795 0.3504 0.058 Uiso 1 1 calc R . .
H11B H 0.6515 0.7672 0.2540 0.058 Uiso 1 1 calc R . .
H11C H 0.7494 0.7877 0.2521 0.058 Uiso 1 1 calc R . .
C12 C 0.7127(5) 0.2043(5) 0.3384(5) 0.0512(15) Uani 1 1 d . . .
C13 C 0.7758(4) 0.2416(4) 0.3639(4) 0.0339(11) Uani 1 1 d . . .
C14 C 0.8604(4) 0.2713(4) 0.2890(4) 0.0351(11) Uani 1 1 d . . .
H14A H 0.8336 0.3191 0.2391 0.042 Uiso 1 1 calc R . .
H14B H 0.9103 0.2127 0.2608 0.042 Uiso 1 1 calc R . .
C15 C 0.9186(4) 0.3129(4) 0.3026(4) 0.0337(11) Uani 1 1 d . . .
C16 C 1.0173(4) 0.3321(4) 0.2147(4) 0.0361(12) Uani 1 1 d . . .
C17 C 0.9782(5) 0.0247(4) 0.6254(5) 0.0486(15) Uani 1 1 d . . .
C18 C 0.8810(4) 0.1102(4) 0.6173(4) 0.0347(11) Uani 1 1 d . . .
C19 C 0.7856(4) 0.1043(3) 0.6883(4) 0.0308(10) Uani 1 1 d . . .
H19A H 0.7942 0.0865 0.7506 0.037 Uiso 1 1 calc R . .
H19B H 0.7714 0.0480 0.6835 0.037 Uiso 1 1 calc R . .
C20 C 0.6948(4) 0.1840(3) 0.6943(3) 0.0261(10) Uani 1 1 d . . .
C21 C 0.5933(4) 0.1682(4) 0.7792(4) 0.0344(11) Uani 1 1 d . . .
C22 C 0.5109(4) 0.5429(4) 0.8532(3) 0.0300(10) Uani 1 1 d . . .
H22 H 0.4765 0.5331 0.9213 0.036 Uiso 1 1 calc R . .
C23 C 0.5126(4) 0.4821(4) 0.8060(4) 0.0334(11) Uani 1 1 d . . .
H23 H 0.4807 0.4304 0.8397 0.040 Uiso 1 1 calc R . .
C24 C 0.5628(4) 0.4987(4) 0.7071(4) 0.0336(11) Uani 1 1 d . . .
H24 H 0.5665 0.4563 0.6725 0.040 Uiso 1 1 calc R . .
C25 C 0.6004(4) 0.6277(3) 0.7107(3) 0.0253(9) Uani 1 1 d . . .
C26 C 0.6463(4) 0.7103(4) 0.6587(3) 0.0276(10) Uani 1 1 d . . .
C27 C 0.7308(5) 0.8952(4) 0.6680(4) 0.0432(13) Uani 1 1 d . . .
H27A H 0.6575 0.9156 0.7117 0.065 Uiso 1 1 calc R . .
H27B H 0.7495 0.9527 0.6198 0.065 Uiso 1 1 calc R . .
H27C H 0.7767 0.8666 0.7048 0.065 Uiso 1 1 calc R . .
C28 C 0.7441(4) 0.8191(4) 0.6179(3) 0.0307(10) Uani 1 1 d . . .
C29 C 0.8599(4) 0.7657(4) 0.5700(4) 0.0367(12) Uani 1 1 d . . .
H29A H 0.8912 0.7311 0.6190 0.055 Uiso 1 1 calc R . .
H29B H 0.8968 0.8137 0.5228 0.055 Uiso 1 1 calc R . .
H29C H 0.8660 0.7179 0.5374 0.055 Uiso 1 1 calc R . .
C30 C 0.5810(6) 0.9385(5) 0.5829(5) 0.0597(17) Uani 1 1 d . . .
H30A H 0.5980 0.9999 0.5673 0.090 Uiso 1 1 calc R . .
H30B H 0.5446 0.9210 0.6527 0.090 Uiso 1 1 calc R . .
H30C H 0.5355 0.9474 0.5500 0.090 Uiso 1 1 calc R . .
C31 C 0.6800(5) 0.8578(4) 0.5506(4) 0.0385(12) Uani 1 1 d . . .
C32 C 0.7418(6) 0.8821(5) 0.4452(4) 0.0498(15) Uani 1 1 d . . .
H32A H 0.6962 0.9019 0.4092 0.075 Uiso 1 1 calc R . .
H32B H 0.8003 0.8240 0.4251 0.075 Uiso 1 1 calc R . .
H32C H 0.7694 0.9363 0.4322 0.075 Uiso 1 1 calc R . .
C33 C 0.3466(5) 0.9716(4) 0.8279(5) 0.0472(14) Uani 1 1 d . . .
C34 C 0.3882(4) 0.8681(4) 0.8775(4) 0.0330(11) Uani 1 1 d . . .
C35 C 0.3216(4) 0.8329(4) 0.9680(4) 0.0413(13) Uani 1 1 d . . .
H35A H 0.2579 0.8376 0.9600 0.050 Uiso 1 1 calc R . .
H35B H 0.2995 0.8803 1.0087 0.050 Uiso 1 1 calc R . .
C36 C 0.3505(4) 0.7407(4) 1.0210(4) 0.0344(11) Uani 1 1 d . . .
C37 C 0.2709(5) 0.7091(5) 1.1189(4) 0.0431(13) Uani 1 1 d . . .
C38 C 0.6937(5) 0.8330(5) 0.9898(4) 0.0481(15) Uani 1 1 d . . .
C39 C 0.6715(4) 0.7485(4) 0.9771(3) 0.0359(12) Uani 1 1 d . . .
C40 C 0.7327(5) 0.6533(5) 0.9961(4) 0.0415(13) Uani 1 1 d . . .
H40A H 0.8066 0.6531 0.9569 0.050 Uiso 1 1 calc R . .
H40B H 0.7243 0.6393 1.0643 0.050 Uiso 1 1 calc R . .
C41 C 0.7206(4) 0.5733(4) 0.9826(4) 0.0358(11) Uani 1 1 d . . .
C42 C 0.7943(5) 0.4708(5) 1.0053(5) 0.0501(15) 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 O4 2.042(3) . ?
Co1 O2 2.043(3) . ?
Co1 O6 2.044(4) . ?
Co1 O3 2.056(4) . ?
Co1 O5 2.053(3) . ?
Co1 N1 2.170(4) . ?
Co2 O8 2.033(4) . ?
Co2 O10 2.037(4) . ?
Co2 O9 2.056(3) . ?
Co2 O11 2.060(4) . ?
Co2 O12 2.067(4) . ?
Co2 N5 2.150(4) . ?
F1 C16 1.322(6) . ?
F2 C16 1.307(6) . ?
F3 C16 1.351(6) . ?
F4 C12 1.296(8) . ?
F5 C12 1.297(8) . ?
F6 C12 1.313(9) . ?
F7 C17 1.316(7) . ?
F8 C17 1.335(8) . ?
F9 C17 1.312(7) . ?
F10 C21 1.314(6) . ?
F11 C21 1.310(6) . ?
F12 C21 1.323(6) . ?
F13 C33 1.311(7) . ?
F14 C33 1.334(7) . ?
F15 C33 1.356(7) . ?
F16 C37 1.342(6) . ?
F17 C37 1.335(7) . ?
F18 C37 1.291(7) . ?
F19 C38 1.325(8) . ?
F20 C38 1.301(8) . ?
F21 C38 1.295(7) . ?
F22 C42 1.322(8) . ?
F23 C42 1.318(8) . ?
F24 C42 1.320(7) . ?
O1 N4 1.266(6) . ?
O2 N3 1.289(5) . ?
O3 C13 1.247(6) . ?
O4 C15 1.252(6) . ?
O5 C20 1.250(6) . ?
O6 C18 1.260(6) . ?
O7 N8 1.271(6) . ?
O8 N7 1.288(5) . ?
O9 C34 1.241(6) . ?
O10 C36 1.269(6) . ?
O11 C39 1.249(7) . ?
O12 C41 1.247(6) . ?
N1 C4 1.337(6) . ?
N1 C1 1.349(6) . ?
N2 C3 1.338(7) . ?
N2 C4 1.336(6) . ?
N3 C5 1.331(6) . ?
N3 C7 1.506(6) . ?
N4 C5 1.363(6) . ?
N4 C10 1.491(6) . ?
N5 C25 1.346(6) . ?
N5 C22 1.343(6) . ?
N6 C25 1.324(6) . ?
N6 C24 1.340(7) . ?
N7 C26 1.342(6) . ?
N7 C28 1.491(6) . ?
N8 C26 1.349(6) . ?
N8 C31 1.519(7) . ?
C1 C2 1.367(7) . ?
C2 C3 1.391(8) . ?
C4 C5 1.473(6) . ?
C6 C7 1.546(7) . ?
C7 C8 1.510(7) . ?
C7 C10 1.544(7) . ?
C9 C10 1.534(7) . ?
C10 C11 1.513(7) . ?
C12 C13 1.520(8) . ?
C13 C14 1.390(8) . ?
C14 C15 1.380(7) . ?
C15 C16 1.549(7) . ?
C17 C18 1.533(8) . ?
C18 C19 1.372(7) . ?
C19 C20 1.398(7) . ?
C20 C21 1.542(7) . ?
C22 C23 1.360(7) . ?
C23 C24 1.381(7) . ?
C25 C26 1.472(7) . ?
C27 C28 1.517(6) . ?
C28 C29 1.527(7) . ?
C28 C31 1.574(7) . ?
C30 C31 1.495(9) . ?
C31 C32 1.495(8) . ?
C33 C34 1.508(8) . ?
C34 C35 1.392(8) . ?
C35 C36 1.372(8) . ?
C36 C37 1.523(7) . ?
C38 C39 1.537(8) . ?
C39 C40 1.377(9) . ?
C40 C41 1.390(8) . ?
C41 C42 1.534(8) . ?

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
O4 Co1 O2 95.11(14) . . ?
O4 Co1 O6 91.39(14) . . ?
O2 Co1 O6 171.39(14) . . ?
O4 Co1 O3 89.75(14) . . ?
O2 Co1 O3 88.83(14) . . ?
O6 Co1 O3 96.86(15) . . ?
O4 Co1 O5 176.78(13) . . ?
O2 Co1 O5 86.31(14) . . ?
O6 Co1 O5 87.49(14) . . ?
O3 Co1 O5 87.39(14) . . ?
O4 Co1 N1 86.50(14) . . ?
O2 Co1 N1 83.71(14) . . ?
O6 Co1 N1 91.07(15) . . ?
O3 Co1 N1 171.31(15) . . ?
O5 Co1 N1 96.53(14) . . ?
O8 Co2 O10 176.13(14) . . ?
O8 Co2 O9 94.23(14) . . ?
O10 Co2 O9 88.92(14) . . ?
O8 Co2 O11 87.97(15) . . ?
O10 Co2 O11 94.42(15) . . ?
O9 Co2 O11 87.68(14) . . ?
O8 Co2 O12 88.96(14) . . ?
O10 Co2 O12 88.08(14) . . ?
O9 Co2 O12 174.46(13) . . ?
O11 Co2 O12 87.91(15) . . ?
O8 Co2 N5 85.30(14) . . ?
O10 Co2 N5 92.41(14) . . ?
O9 Co2 N5 90.85(14) . . ?
O11 Co2 N5 172.99(15) . . ?
O12 Co2 N5 93.93(14) . . ?
N3 O2 Co1 115.3(3) . . ?
C13 O3 Co1 124.7(4) . . ?
C15 O4 Co1 123.8(3) . . ?
C20 O5 Co1 125.3(3) . . ?
C18 O6 Co1 126.3(3) . . ?
N7 O8 Co2 113.3(3) . . ?
C34 O9 Co2 124.7(3) . . ?
C36 O10 Co2 124.5(3) . . ?
C39 O11 Co2 124.5(3) . . ?
C41 O12 Co2 123.2(3) . . ?
C4 N1 C1 115.5(4) . . ?
C4 N1 Co1 124.4(3) . . ?
C1 N1 Co1 120.1(3) . . ?
C3 N2 C4 116.1(4) . . ?
O2 N3 C5 126.7(4) . . ?
O2 N3 C7 120.4(4) . . ?
C5 N3 C7 112.5(4) . . ?
O1 N4 C5 126.5(4) . . ?
O1 N4 C10 121.8(4) . . ?
C5 N4 C10 111.2(4) . . ?
C25 N5 C22 115.7(4) . . ?
C25 N5 Co2 123.2(3) . . ?
C22 N5 Co2 120.8(3) . . ?
C25 N6 C24 116.1(4) . . ?
O8 N7 C26 125.5(4) . . ?
O8 N7 C28 121.2(4) . . ?
C26 N7 C28 113.0(4) . . ?
O7 N8 C26 126.3(5) . . ?
O7 N8 C31 121.0(4) . . ?
C26 N8 C31 111.7(4) . . ?
N1 C1 C2 123.2(5) . . ?
C1 C2 C3 116.2(5) . . ?
N2 C3 C2 122.6(5) . . ?
N1 C4 N2 126.5(4) . . ?
N1 C4 C5 117.2(4) . . ?
N2 C4 C5 116.3(4) . . ?
N3 C5 N4 109.1(4) . . ?
N3 C5 C4 125.2(4) . . ?
N4 C5 C4 125.7(4) . . ?
C8 C7 N3 106.6(4) . . ?
C8 C7 C6 109.6(4) . . ?
N3 C7 C6 108.4(4) . . ?
C8 C7 C10 115.9(4) . . ?
N3 C7 C10 100.5(4) . . ?
C6 C7 C10 115.0(4) . . ?
N4 C10 C9 105.2(4) . . ?
N4 C10 C11 110.6(4) . . ?
C9 C10 C11 109.3(4) . . ?
N4 C10 C7 102.4(4) . . ?
C9 C10 C7 114.4(4) . . ?
C11 C10 C7 114.4(4) . . ?
F4 C12 F5 107.5(6) . . ?
F4 C12 F6 104.9(6) . . ?
F5 C12 F6 106.2(7) . . ?
F4 C12 C13 113.6(5) . . ?
F5 C12 C13 113.3(6) . . ?
F6 C12 C13 110.8(5) . . ?
O3 C13 C14 128.6(5) . . ?
O3 C13 C12 114.0(5) . . ?
C14 C13 C12 117.4(5) . . ?
C13 C14 C15 122.4(5) . . ?
O4 C15 C14 130.1(5) . . ?
O4 C15 C16 113.6(4) . . ?
C14 C15 C16 116.2(4) . . ?
F2 C16 F1 109.6(4) . . ?
F2 C16 F3 106.1(5) . . ?
F1 C16 F3 105.3(5) . . ?
F2 C16 C15 110.7(4) . . ?
F1 C16 C15 112.7(4) . . ?
F3 C16 C15 112.0(4) . . ?
F9 C17 F7 107.1(5) . . ?
F9 C17 F8 104.9(5) . . ?
F7 C17 F8 109.8(6) . . ?
F9 C17 C18 114.1(5) . . ?
F7 C17 C18 112.6(5) . . ?
F8 C17 C18 108.1(5) . . ?
O6 C18 C19 128.5(5) . . ?
O6 C18 C17 114.0(5) . . ?
C19 C18 C17 117.4(5) . . ?
C18 C19 C20 121.6(5) . . ?
O5 C20 C19 128.9(5) . . ?
O5 C20 C21 115.0(4) . . ?
C19 C20 C21 116.1(4) . . ?
F12 C21 F10 105.8(4) . . ?
F12 C21 F11 107.1(5) . . ?
F10 C21 F11 108.7(5) . . ?
F12 C21 C20 112.1(4) . . ?
F10 C21 C20 112.6(4) . . ?
F11 C21 C20 110.3(4) . . ?
N5 C22 C23 122.4(4) . . ?
C22 C23 C24 117.3(5) . . ?
N6 C24 C23 122.1(4) . . ?
N6 C25 N5 126.4(4) . . ?
N6 C25 C26 117.2(4) . . ?
N5 C25 C26 116.4(4) . . ?
N8 C26 N7 108.5(4) . . ?
N8 C26 C25 126.4(4) . . ?
N7 C26 C25 125.1(4) . . ?
N7 C28 C27 109.1(4) . . ?
N7 C28 C29 106.5(4) . . ?
C27 C28 C29 111.4(5) . . ?
N7 C28 C31 100.3(4) . . ?
C27 C28 C31 114.7(5) . . ?
C29 C28 C31 113.8(4) . . ?
C30 C31 N8 105.7(5) . . ?
C30 C31 C32 112.1(5) . . ?
N8 C31 C32 109.7(4) . . ?
C30 C31 C28 113.0(5) . . ?
N8 C31 C28 99.6(4) . . ?
C32 C31 C28 115.5(5) . . ?
F13 C33 F15 104.7(5) . . ?
F13 C33 F14 105.2(5) . . ?
F15 C33 F14 109.5(5) . . ?
F13 C33 C34 112.8(5) . . ?
F15 C33 C34 109.8(5) . . ?
F14 C33 C34 114.3(5) . . ?
O9 C34 C35 128.2(5) . . ?
O9 C34 C33 114.3(5) . . ?
C35 C34 C33 117.5(5) . . ?
C34 C35 C36 123.2(5) . . ?
O10 C36 C35 128.6(5) . . ?
O10 C36 C37 112.5(5) . . ?
C35 C36 C37 118.9(5) . . ?
F18 C37 F17 107.3(5) . . ?
F18 C37 F16 108.3(5) . . ?
F17 C37 F16 103.5(5) . . ?
F18 C37 C36 114.7(5) . . ?
F17 C37 C36 111.9(4) . . ?
F16 C37 C36 110.3(5) . . ?
F21 C38 F20 107.5(6) . . ?
F21 C38 F19 106.0(6) . . ?
F20 C38 F19 106.6(6) . . ?
F21 C38 C39 112.5(4) . . ?
F20 C38 C39 111.7(5) . . ?
F19 C38 C39 112.1(6) . . ?
O11 C39 C40 128.2(5) . . ?
O11 C39 C38 112.7(5) . . ?
C40 C39 C38 119.1(5) . . ?
C41 C40 C39 122.7(5) . . ?
O12 C41 C40 129.3(5) . . ?
O12 C41 C42 112.8(5) . . ?
C40 C41 C42 117.9(5) . . ?
F22 C42 F24 106.0(6) . . ?
F22 C42 F23 109.7(6) . . ?
F24 C42 F23 106.2(5) . . ?
F22 C42 C41 111.3(5) . . ?
F24 C42 C41 110.2(5) . . ?
F23 C42 C41 113.1(5) . . ?
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 0.000 0.000 0.000 278 40 ' '
_platon_squeeze_details          
;
;
_diffrn_measured_fraction_theta_max 0.985
_diffrn_reflns_theta_full        26.37
_diffrn_measured_fraction_theta_full 0.985
_refine_diff_density_max         2.466
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.155
####################################################################### 
# 
# 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_(NIT-2-Pm)Co2(hfac)4
_database_code_depnum_ccdc_archive 'CCDC 1449530'
_audit_update_record             
;
2016-01-24 deposited with the CCDC.
2016-03-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            (NIT-2-Pm)Co2(hfac)4
_chemical_melting_point          'not measured'
_chemical_formula_moiety         ?
_chemical_formula_sum            'C31 H23 Co2 F24 N4 O10'
_chemical_formula_weight         1185.39

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'
Co Co 0.3494 0.9721 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)/n

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

_cell_length_a                   12.6019(7)
_cell_length_b                   20.7451(12)
_cell_length_c                   17.6713(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.6650(10)
_cell_angle_gamma                90.00
_cell_volume                     4469.3(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    8743
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      27.18

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             2348
_exptl_absorpt_coefficient_mu    0.898
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.7441
_exptl_absorpt_correction_T_max  0.8551
_exptl_absorpt_process_details   'SADABS: Bruker, 2000'

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      296(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  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            30366
_diffrn_reflns_av_R_equivalents  0.0227
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         1.54
_diffrn_reflns_theta_max         27.54
_reflns_number_total             10295
_reflns_number_gt                7534
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Bruker SMART'
_computing_cell_refinement       'Bruker SMART'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.1217P)²+3.5799P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         10295
_refine_ls_number_parameters     644
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0814
_refine_ls_R_factor_gt           0.0624
_refine_ls_wR_factor_ref         0.2100
_refine_ls_wR_factor_gt          0.1921
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_restrained_S_all      1.058
_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 1.22076(4) 0.23225(2) 0.40237(3) 0.04784(16) Uani 1 1 d . . .
Co2 Co 0.80801(4) 0.06031(2) 0.28068(3) 0.04313(16) Uani 1 1 d . . .
F1 F 1.2629(5) 0.2254(3) 0.6876(3) 0.160(2) Uani 1 1 d . . .
F2 F 1.3882(4) 0.17869(17) 0.6523(2) 0.1119(13) Uani 1 1 d . . .
F3 F 1.4110(5) 0.27255(18) 0.6969(2) 0.1345(19) Uani 1 1 d . . .
F4 F 1.2125(4) 0.45246(18) 0.4155(3) 0.1340(18) Uani 1 1 d . . .
F5 F 1.2453(9) 0.45777(19) 0.5351(4) 0.253(5) Uani 1 1 d . . .
F6 F 1.3655(4) 0.4439(2) 0.4826(4) 0.173(3) Uani 1 1 d . . .
F7 F 1.5633(4) 0.3304(4) 0.4451(5) 0.231(4) Uani 1 1 d . . .
F8 F 1.6017(4) 0.2417(4) 0.4190(6) 0.214(4) Uani 1 1 d . . .
F9 F 1.5880(4) 0.3117(5) 0.3383(4) 0.233(4) Uani 1 1 d . . .
F10 F 1.1559(8) 0.2494(3) 0.1297(2) 0.247(5) Uani 1 1 d . . .
F11 F 1.1460(7) 0.3391(4) 0.1624(4) 0.208(3) Uani 1 1 d . . .
F12 F 1.2777(6) 0.3173(5) 0.1345(3) 0.230(4) Uani 1 1 d . . .
F13 F 0.5225(3) -0.0246(3) 0.3598(3) 0.155(2) Uani 1 1 d . . .
F14 F 0.6081(3) -0.0627(2) 0.4683(3) 0.1120(14) Uani 1 1 d . . .
F15 F 0.5805(5) 0.0357(2) 0.4539(4) 0.178(3) Uani 1 1 d . . .
F16 F 0.9482(3) -0.1417(2) 0.4583(3) 0.156(2) Uani 1 1 d . . .
F17 F 1.0079(5) -0.1216(2) 0.3622(3) 0.147(2) Uani 1 1 d . . .
F18 F 1.0659(3) -0.0708(2) 0.4628(3) 0.149(2) Uani 1 1 d . . .
F19 F 0.6802(6) -0.1096(4) 0.1136(8) 0.317(8) Uani 1 1 d . . .
F20 F 0.5715(12) -0.1140(4) 0.1737(4) 0.316(8) Uani 1 1 d . . .
F21 F 0.5326(6) -0.0789(3) 0.0692(4) 0.183(3) Uani 1 1 d . . .
F22 F 0.4188(3) 0.1324(2) 0.1093(3) 0.1395(18) Uani 1 1 d . . .
F23 F 0.5026(5) 0.1871(3) 0.1997(3) 0.154(2) Uani 1 1 d . . .
F24 F 0.5470(4) 0.1904(2) 0.0948(3) 0.152(2) Uani 1 1 d . . .
O1 O 1.2352(2) 0.13472(14) 0.39011(17) 0.0576(7) Uani 1 1 d . . .
O2 O 1.3854(2) 0.24666(18) 0.4130(2) 0.0690(8) Uani 1 1 d . . .
O3 O 1.1941(2) 0.24677(15) 0.28543(17) 0.0591(7) Uani 1 1 d . . .
O4 O 1.2535(2) 0.21823(13) 0.52024(16) 0.0558(7) Uani 1 1 d . . .
O5 O 1.2055(2) 0.32829(14) 0.42356(17) 0.0577(7) Uani 1 1 d . . .
O6 O 0.9168(2) 0.07330(12) 0.21129(14) 0.0488(6) Uani 1 1 d . . .
O7 O 0.9174(2) -0.00170(12) 0.34993(16) 0.0492(6) Uani 1 1 d . . .
O8 O 0.7089(2) 0.04637(14) 0.35408(19) 0.0594(7) Uani 1 1 d . . .
O9 O 0.7370(2) -0.01462(13) 0.21232(19) 0.0616(7) Uani 1 1 d . . .
O10 O 0.6902(2) 0.11888(13) 0.21587(16) 0.0539(6) Uani 1 1 d . . .
N1 N 0.8910(2) 0.14323(13) 0.34113(17) 0.0400(6) Uani 1 1 d . . .
N2 N 1.0471(2) 0.21032(13) 0.38498(16) 0.0400(6) Uani 1 1 d . . .
N3 N 1.0182(2) 0.07903(13) 0.24724(17) 0.0423(6) Uani 1 1 d . . .
N4 N 1.1683(2) 0.10766(14) 0.33238(18) 0.0464(7) Uani 1 1 d . . .
C1 C 0.8327(3) 0.18329(17) 0.3754(2) 0.0500(8) Uani 1 1 d . . .
H1 H 0.7597 0.1738 0.3725 0.060 Uiso 1 1 calc R . .
C2 C 0.8785(3) 0.23742(18) 0.4141(3) 0.0544(9) Uani 1 1 d . . .
H2 H 0.8375 0.2652 0.4369 0.065 Uiso 1 1 calc R . .
C3 C 0.9866(3) 0.24956(17) 0.4184(2) 0.0472(8) Uani 1 1 d . . .
H3 H 1.0193 0.2859 0.4452 0.057 Uiso 1 1 calc R . .
C4 C 0.9960(3) 0.15914(15) 0.34806(18) 0.0370(6) Uani 1 1 d . . .
C5 C 1.0593(3) 0.11607(15) 0.31023(19) 0.0388(7) Uani 1 1 d . . .
C8 C 1.1084(5) 0.0850(3) 0.1431(3) 0.0759(13) Uani 1 1 d . . .
H6A H 1.0401 0.0798 0.1044 0.114 Uiso 1 1 calc R . .
H6B H 1.1673 0.0695 0.1226 0.114 Uiso 1 1 calc R . .
H6C H 1.1198 0.1298 0.1562 0.114 Uiso 1 1 calc R . .
C7 C 1.1051(3) 0.04689(18) 0.2159(2) 0.0523(9) Uani 1 1 d . . .
C6 C 1.0701(5) -0.0226(2) 0.1960(4) 0.0792(15) Uani 1 1 d . . .
H8A H 1.0529 -0.0426 0.2404 0.119 Uiso 1 1 calc R . .
H8B H 1.1287 -0.0457 0.1825 0.119 Uiso 1 1 calc R . .
H8C H 1.0064 -0.0232 0.1525 0.119 Uiso 1 1 calc R . .
C9 C 1.2352(5) -0.0019(2) 0.3408(3) 0.0843(15) Uani 1 1 d . . .
H9A H 1.2912 0.0099 0.3866 0.127 Uiso 1 1 calc R . .
H9B H 1.2610 -0.0367 0.3145 0.127 Uiso 1 1 calc R . .
H9C H 1.1706 -0.0152 0.3560 0.127 Uiso 1 1 calc R . .
C10 C 1.2081(3) 0.05574(18) 0.2862(3) 0.0537(9) Uani 1 1 d . . .
C11 C 1.3114(4) 0.0807(3) 0.2660(4) 0.0828(15) Uani 1 1 d . . .
H11A H 1.2936 0.1180 0.2331 0.124 Uiso 1 1 calc R . .
H11B H 1.3407 0.0478 0.2390 0.124 Uiso 1 1 calc R . .
H11C H 1.3649 0.0921 0.3132 0.124 Uiso 1 1 calc R . .
C12 C 1.3396(5) 0.2337(2) 0.6527(3) 0.0701(13) Uani 1 1 d . . .
C13 C 1.2940(3) 0.2600(2) 0.5695(2) 0.0521(9) Uani 1 1 d . . .
C14 C 1.2997(4) 0.32631(19) 0.5584(2) 0.0554(9) Uani 1 1 d . . .
H14A H 1.2661 0.3469 0.5957 0.066 Uiso 1 1 calc R . .
H14B H 1.3768 0.3379 0.5731 0.066 Uiso 1 1 calc R . .
C15 C 1.2545(3) 0.35464(19) 0.4860(2) 0.0513(8) Uani 1 1 d . . .
C16 C 1.2651(5) 0.4275(2) 0.4810(3) 0.0685(12) Uani 1 1 d . . .
C17 C 1.5446(5) 0.2900(4) 0.3910(5) 0.108(2) Uani 1 1 d . . .
C18 C 1.4227(4) 0.2729(2) 0.3623(3) 0.0658(12) Uani 1 1 d . . .
C19 C 1.3706(4) 0.2883(3) 0.2860(3) 0.0726(13) Uani 1 1 d . . .
H19A H 1.4123 0.2682 0.2532 0.087 Uiso 1 1 calc R . .
H19B H 1.3781 0.3345 0.2808 0.087 Uiso 1 1 calc R . .
C20 C 1.2608(4) 0.27349(19) 0.2532(3) 0.0602(10) Uani 1 1 d . . .
C21 C 1.2160(6) 0.2891(3) 0.1683(4) 0.0908(18) Uani 1 1 d . . .
C27 C 0.9756(4) -0.0962(2) 0.4198(3) 0.0715(13) Uani 1 1 d . . .
C28 C 0.8885(3) -0.04429(18) 0.3908(2) 0.0493(8) Uani 1 1 d . . .
C30 C 0.7097(3) -0.0040(2) 0.3933(2) 0.0535(9) Uani 1 1 d . . .
C31 C 0.6049(4) -0.0138(3) 0.4204(4) 0.0830(16) Uani 1 1 d . . .
C22 C 0.5190(4) 0.1535(3) 0.1436(3) 0.0682(12) Uani 1 1 d . . .
C23 C 0.6019(3) 0.0993(2) 0.1728(2) 0.0535(9) Uani 1 1 d . . .
C24 C 0.5727(4) 0.0369(3) 0.1483(3) 0.0696(12) Uani 1 1 d . . .
H28A H 0.5081 0.0263 0.1662 0.084 Uiso 1 1 calc R . .
H28B H 0.5498 0.0379 0.0916 0.084 Uiso 1 1 calc R . .
C25 C 0.6443(4) -0.0142(2) 0.1686(3) 0.0637(11) Uani 1 1 d . . .
C29 C 0.7912(3) -0.0503(2) 0.4131(3) 0.0548(9) Uani 1 1 d . . .
H30A H 0.8104 -0.0542 0.4696 0.066 Uiso 1 1 calc R . .
H30B H 0.7585 -0.0910 0.3923 0.066 Uiso 1 1 calc R . .
C26 C 0.6075(6) -0.0795(3) 0.1304(6) 0.113(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 2.030(3) . ?
Co1 O4 2.039(3) . ?
Co1 O5 2.045(3) . ?
Co1 O1 2.048(3) . ?
Co1 O2 2.057(3) . ?
Co1 N2 2.180(3) . ?
Co2 O9 2.032(3) . ?
Co2 O10 2.033(3) . ?
Co2 O8 2.036(3) . ?
Co2 O7 2.049(2) . ?
Co2 O6 2.075(3) . ?
Co2 N1 2.151(3) . ?
F1 C12 1.283(7) . ?
F2 C12 1.296(6) . ?
F3 C12 1.309(6) . ?
F4 C16 1.289(6) . ?
F5 C16 1.221(6) . ?
F6 C16 1.303(7) . ?
F7 C17 1.247(9) . ?
F8 C17 1.260(10) . ?
F9 C17 1.274(10) . ?
F10 C21 1.206(7) . ?
F11 C21 1.349(9) . ?
F12 C21 1.240(7) . ?
F13 C31 1.308(8) . ?
F14 C31 1.315(6) . ?
F15 C31 1.262(7) . ?
F16 C27 1.262(5) . ?
F17 C27 1.300(7) . ?
F18 C27 1.309(7) . ?
F19 C26 1.205(10) . ?
F20 C26 1.215(11) . ?
F21 C26 1.242(9) . ?
F22 C22 1.329(6) . ?
F23 C22 1.271(6) . ?
F24 C22 1.267(6) . ?
O1 N4 1.277(4) . ?
O2 C18 1.238(6) . ?
O3 C20 1.257(5) . ?
O4 C13 1.243(5) . ?
O5 C15 1.245(5) . ?
O6 N3 1.281(4) . ?
O7 C28 1.253(4) . ?
O8 C30 1.252(5) . ?
O9 C25 1.227(5) . ?
O10 C23 1.246(5) . ?
N1 C4 1.340(4) . ?
N1 C1 1.349(5) . ?
N2 C4 1.325(4) . ?
N2 C3 1.349(5) . ?
N3 C5 1.344(4) . ?
N3 C7 1.502(5) . ?
N4 C5 1.342(4) . ?
N4 C10 1.511(5) . ?
C1 C2 1.365(5) . ?
C2 C3 1.368(6) . ?
C4 C5 1.466(5) . ?
C8 C7 1.519(6) . ?
C7 C6 1.522(6) . ?
C7 C10 1.564(6) . ?
C9 C10 1.520(6) . ?
C10 C11 1.525(6) . ?
C12 C13 1.538(6) . ?
C13 C14 1.393(6) . ?
C14 C15 1.392(6) . ?
C15 C16 1.521(6) . ?
C17 C18 1.533(7) . ?
C18 C19 1.378(7) . ?
C19 C20 1.392(7) . ?
C20 C21 1.500(8) . ?
C27 C28 1.530(6) . ?
C28 C29 1.384(6) . ?
C30 C29 1.385(6) . ?
C30 C31 1.529(6) . ?
C22 C23 1.533(6) . ?
C23 C24 1.384(6) . ?
C24 C25 1.379(7) . ?
C25 C26 1.533(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
O3 Co1 O4 177.89(12) . . ?
O3 Co1 O5 92.46(12) . . ?
O4 Co1 O5 87.48(11) . . ?
O3 Co1 O1 92.01(12) . . ?
O4 Co1 O1 88.09(11) . . ?
O5 Co1 O1 175.41(12) . . ?
O3 Co1 O2 88.52(13) . . ?
O4 Co1 O2 89.37(13) . . ?
O5 Co1 O2 88.93(13) . . ?
O1 Co1 O2 92.23(13) . . ?
O3 Co1 N2 89.20(11) . . ?
O4 Co1 N2 92.91(11) . . ?
O5 Co1 N2 95.24(11) . . ?
O1 Co1 N2 83.78(11) . . ?
O2 Co1 N2 175.33(12) . . ?
O9 Co2 O10 88.47(11) . . ?
O9 Co2 O8 91.21(13) . . ?
O10 Co2 O8 88.01(12) . . ?
O9 Co2 O7 90.19(11) . . ?
O10 Co2 O7 175.42(11) . . ?
O8 Co2 O7 87.64(11) . . ?
O9 Co2 O6 90.31(12) . . ?
O10 Co2 O6 95.00(11) . . ?
O8 Co2 O6 176.66(11) . . ?
O7 Co2 O6 89.38(10) . . ?
O9 Co2 N1 172.96(12) . . ?
O10 Co2 N1 89.75(10) . . ?
O8 Co2 N1 95.54(12) . . ?
O7 Co2 N1 92.10(10) . . ?
O6 Co2 N1 83.05(10) . . ?
N4 O1 Co1 117.4(2) . . ?
C18 O2 Co1 123.8(3) . . ?
C20 O3 Co1 124.7(3) . . ?
C13 O4 Co1 123.8(3) . . ?
C15 O5 Co1 122.8(3) . . ?
N3 O6 Co2 116.4(2) . . ?
C28 O7 Co2 122.5(2) . . ?
C30 O8 Co2 123.4(3) . . ?
C25 O9 Co2 125.1(3) . . ?
C23 O10 Co2 124.1(3) . . ?
C4 N1 C1 116.4(3) . . ?
C4 N1 Co2 126.0(2) . . ?
C1 N1 Co2 117.7(2) . . ?
C4 N2 C3 116.2(3) . . ?
C4 N2 Co1 125.6(2) . . ?
C3 N2 Co1 118.1(2) . . ?
O6 N3 C5 126.2(3) . . ?
O6 N3 C7 120.3(3) . . ?
C5 N3 C7 113.3(3) . . ?
O1 N4 C5 126.6(3) . . ?
O1 N4 C10 120.2(3) . . ?
C5 N4 C10 113.0(3) . . ?
N1 C1 C2 121.5(3) . . ?
C1 C2 C3 117.9(3) . . ?
N2 C3 C2 122.0(3) . . ?
N2 C4 N1 126.0(3) . . ?
N2 C4 C5 117.4(3) . . ?
N1 C4 C5 116.5(3) . . ?
N4 C5 N3 108.6(3) . . ?
N4 C5 C4 125.5(3) . . ?
N3 C5 C4 125.9(3) . . ?
N3 C7 C8 105.0(3) . . ?
N3 C7 C6 108.0(3) . . ?
C8 C7 C6 111.4(4) . . ?
N3 C7 C10 101.0(3) . . ?
C8 C7 C10 114.6(4) . . ?
C6 C7 C10 115.4(4) . . ?
N4 C10 C9 105.6(4) . . ?
N4 C10 C11 107.7(3) . . ?
C9 C10 C11 110.4(4) . . ?
N4 C10 C7 101.0(3) . . ?
C9 C10 C7 114.9(4) . . ?
C11 C10 C7 116.1(4) . . ?
F1 C12 F2 107.4(5) . . ?
F1 C12 F3 106.5(5) . . ?
F2 C12 F3 106.9(5) . . ?
F1 C12 C13 111.3(4) . . ?
F2 C12 C13 111.7(4) . . ?
F3 C12 C13 112.7(4) . . ?
O4 C13 C14 128.1(4) . . ?
O4 C13 C12 114.2(4) . . ?
C14 C13 C12 117.8(4) . . ?
C15 C14 C13 121.5(4) . . ?
O5 C15 C14 128.6(4) . . ?
O5 C15 C16 114.6(4) . . ?
C14 C15 C16 116.8(4) . . ?
F5 C16 F4 109.6(6) . . ?
F5 C16 F6 103.8(7) . . ?
F4 C16 F6 100.9(5) . . ?
F5 C16 C15 115.4(4) . . ?
F4 C16 C15 114.7(4) . . ?
F6 C16 C15 110.9(5) . . ?
F7 C17 F8 104.7(9) . . ?
F7 C17 F9 106.8(8) . . ?
F8 C17 F9 105.1(7) . . ?
F7 C17 C18 112.9(6) . . ?
F8 C17 C18 111.8(7) . . ?
F9 C17 C18 114.8(7) . . ?
O2 C18 C19 129.4(4) . . ?
O2 C18 C17 113.2(5) . . ?
C19 C18 C17 117.4(5) . . ?
C18 C19 C20 122.2(4) . . ?
O3 C20 C19 128.1(5) . . ?
O3 C20 C21 115.0(4) . . ?
C19 C20 C21 116.9(4) . . ?
F10 C21 F12 115.6(8) . . ?
F10 C21 F11 100.2(8) . . ?
F12 C21 F11 94.5(7) . . ?
F10 C21 C20 116.2(5) . . ?
F12 C21 C20 117.4(6) . . ?
F11 C21 C20 108.4(6) . . ?
F16 C27 F17 107.6(6) . . ?
F16 C27 F18 107.7(5) . . ?
F17 C27 F18 102.7(5) . . ?
F16 C27 C28 115.8(4) . . ?
F17 C27 C28 111.4(4) . . ?
F18 C27 C28 110.9(4) . . ?
O7 C28 C29 129.5(4) . . ?
O7 C28 C27 113.6(3) . . ?
C29 C28 C27 117.0(3) . . ?
O8 C30 C29 128.3(4) . . ?
O8 C30 C31 113.5(4) . . ?
C29 C30 C31 118.2(4) . . ?
F15 C31 F13 106.6(6) . . ?
F15 C31 F14 107.3(5) . . ?
F13 C31 F14 106.5(5) . . ?
F15 C31 C30 111.7(5) . . ?
F13 C31 C30 109.7(5) . . ?
F14 C31 C30 114.6(4) . . ?
F24 C22 F23 109.2(6) . . ?
F24 C22 F22 106.6(5) . . ?
F23 C22 F22 102.3(5) . . ?
F24 C22 C23 112.8(4) . . ?
F23 C22 C23 111.8(4) . . ?
F22 C22 C23 113.5(4) . . ?
O10 C23 C24 128.4(4) . . ?
O10 C23 C22 113.1(4) . . ?
C24 C23 C22 118.5(4) . . ?
C25 C24 C23 122.2(4) . . ?
O9 C25 C24 128.7(4) . . ?
O9 C25 C26 113.9(5) . . ?
C24 C25 C26 117.4(4) . . ?
C28 C29 C30 121.2(4) . . ?
F19 C26 F20 106.2(9) . . ?
F19 C26 F21 104.4(10) . . ?
F20 C26 F21 103.4(9) . . ?
F19 C26 C25 113.7(7) . . ?
F20 C26 C25 111.2(8) . . ?
F21 C26 C25 116.8(6) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.54
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         1.202
_refine_diff_density_min         -0.532
_refine_diff_density_rms         0.083
