# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 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_lpx1351
_audit_block_doi                 10.5517/ccdc.csd.cc1md0jk
_database_code_depnum_ccdc_archive 'CCDC 1501098'
_audit_update_record             
;
2016-09-12 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
 ?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C22 H15 F3 N2 O5), H2 O'
_chemical_formula_sum            'C44 H32 F6 N4 O11'
_chemical_formula_weight         906.74

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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-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                   26.3419(12)
_cell_length_b                   10.5684(5)
_cell_length_c                   19.9298(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 131.5990(10)
_cell_angle_gamma                90.00
_cell_volume                     4149.1(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    10502
_cell_measurement_theta_min      3.1
_cell_measurement_theta_max      27.4

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.38
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.452
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1864
_exptl_absorpt_coefficient_mu    0.123
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.9469
_exptl_absorpt_correction_T_max  0.9549
_exptl_absorpt_process_details   'Higashi, T. (1995)'

_exptl_special_details           
;
 ?
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku RAXIS-RAPID/ZJUG'
_diffrn_measurement_method       ω
_diffrn_detector_area_resol_mean 10.00
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            18975
_diffrn_reflns_av_R_equivalents  0.0413
_diffrn_reflns_av_sigmaI/netI    0.0393
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         3.09
_diffrn_reflns_theta_max         27.46
_reflns_number_total             4741
_reflns_number_gt                2649
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'PROCESS-AUTO  (Rigaku,2006)'
_computing_cell_refinement       'PROCESS-AUTO  (Rigaku,2006)'
_computing_data_reduction        'CrystalStructure (Rigaku,2007)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2014)'
_computing_molecular_graphics    'Ortep3 for windows (Farrugia,1997)'
_computing_publication_material  'WinGX (Farrugia, 1999)'

_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)+(0.0873P)²+2.2925P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.0059(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4741
_refine_ls_number_parameters     296
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1042
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1755
_refine_ls_wR_factor_gt          0.1269
_refine_ls_goodness_of_fit_ref   1.001
_refine_ls_restrained_S_all      1.001
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.48663(12) 0.2388(2) 0.37888(16) 0.0504(6) Uani 1 1 d . . .
C2 C 0.44193(14) 0.1543(3) 0.37012(18) 0.0652(7) Uani 1 1 d . . .
H2 H 0.4016 0.1839 0.3531 0.078 Uiso 1 1 calc R . .
C3 C 0.45707(16) 0.0278(3) 0.3864(2) 0.0743(9) Uani 1 1 d . . .
H3 H 0.4272 -0.0279 0.3810 0.089 Uiso 1 1 calc R . .
C4 C 0.51654(17) -0.0170(3) 0.4108(2) 0.0747(8) Uani 1 1 d . . .
H4 H 0.5265 -0.1030 0.4210 0.090 Uiso 1 1 calc R . .
C5 C 0.56126(15) 0.0661(2) 0.42008(19) 0.0626(7) Uani 1 1 d . . .
H5 H 0.6013 0.0352 0.4365 0.075 Uiso 1 1 calc R . .
C6 C 0.54768(12) 0.1955(2) 0.40526(16) 0.0491(6) Uani 1 1 d . . .
C7 C 0.59959(11) 0.2828(2) 0.42229(15) 0.0453(5) Uani 1 1 d . . .
C8 C 0.62965(12) 0.2577(2) 0.38691(15) 0.0465(5) Uani 1 1 d . . .
H8 H 0.6162 0.1882 0.3498 0.056 Uiso 1 1 calc R . .
C9 C 0.68012(11) 0.3386(2) 0.40818(15) 0.0447(5) Uani 1 1 d . . .
C10 C 0.70045(12) 0.4448(2) 0.46066(15) 0.0472(6) Uani 1 1 d . . .
H10 H 0.7338 0.4979 0.4725 0.057 Uiso 1 1 calc R . .
C11 C 0.67006(11) 0.4711(2) 0.49553(14) 0.0438(5) Uani 1 1 d . . .
C12 C 0.62100(11) 0.3893(2) 0.47715(14) 0.0443(5) Uani 1 1 d . . .
H12 H 0.6018 0.4057 0.5020 0.053 Uiso 1 1 calc R . .
C13 C 0.44381(12) 0.4409(3) 0.38454(17) 0.0569(7) Uani 1 1 d . . .
C14 C 0.42591(15) 0.5755(3) 0.3464(2) 0.0679(8) Uani 1 1 d . . .
C15 C 0.69118(11) 0.5820(2) 0.55520(15) 0.0458(6) Uani 1 1 d . . .
C16 C 0.72226(14) 0.5596(3) 0.64395(17) 0.0601(7) Uani 1 1 d . . .
H16 H 0.7294 0.4767 0.6642 0.072 Uiso 1 1 calc R . .
C17 C 0.74281(15) 0.6589(3) 0.70287(19) 0.0692(8) Uani 1 1 d . . .
H17 H 0.7633 0.6425 0.7620 0.083 Uiso 1 1 calc R . .
C18 C 0.73268(15) 0.7813(3) 0.67344(19) 0.0698(8) Uani 1 1 d . . .
H18 H 0.7461 0.8479 0.7127 0.084 Uiso 1 1 calc R . .
C19 C 0.70286(13) 0.8062(3) 0.58641(18) 0.0600(7) Uani 1 1 d . . .
H19 H 0.6970 0.8895 0.5675 0.072 Uiso 1 1 calc R . .
C20 C 0.68127(11) 0.7076(2) 0.52619(15) 0.0470(6) Uani 1 1 d . . .
C21 C 0.64363(12) 0.7361(2) 0.43042(17) 0.0485(6) Uani 1 1 d . . .
C22 C 0.62546(18) 0.8845(3) 0.3274(2) 0.0774(9) Uani 1 1 d . . .
H22A H 0.6339 0.8231 0.3003 0.116 Uiso 1 1 calc R . .
H22B H 0.6411 0.9660 0.3266 0.116 Uiso 1 1 calc R . .
H22C H 0.5776 0.8886 0.2945 0.116 Uiso 1 1 calc R . .
N1 N 0.46874(10) 0.3693(2) 0.35624(14) 0.0540(5) Uani 1 1 d . . .
H1 H 0.4742 0.4042 0.3225 0.065 Uiso 1 1 calc R . .
N2 N 0.71335(11) 0.3091(2) 0.37315(13) 0.0520(5) Uani 1 1 d . . .
O1 O 0.43361(11) 0.4096(2) 0.43298(14) 0.0786(6) Uani 1 1 d . . .
O2 O 0.75856(11) 0.3793(2) 0.39284(15) 0.0769(6) Uani 1 1 d . . .
O3 O 0.69624(11) 0.2142(2) 0.32792(14) 0.0742(6) Uani 1 1 d . . .
O4 O 0.60083(10) 0.67034(18) 0.36779(12) 0.0698(6) Uani 1 1 d . . .
O5 O 0.66128(10) 0.84829(16) 0.41941(12) 0.0630(5) Uani 1 1 d . . .
O6W O 0.5000 0.4833(2) 0.2500 0.0538(6) Uani 1 2 d S . .
H61 H 0.5345 0.5269 0.2799 0.081 Uiso 1 1 d R . .
F1 F 0.37397(11) 0.5720(2) 0.25728(13) 0.1101(7) Uani 1 1 d . . .
F2 F 0.47600(10) 0.63274(17) 0.35784(14) 0.0887(6) Uani 1 1 d . . .
F3 F 0.40791(13) 0.6474(2) 0.38093(16) 0.1087(8) Uani 1 1 d . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.393(4) . ?
C1 C6 1.396(3) . ?
C1 N1 1.430(3) . ?
C2 C3 1.371(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.379(4) . ?
C3 H3 0.9300 . ?
C4 C5 1.380(4) . ?
C4 H4 0.9300 . ?
C5 C6 1.394(4) . ?
C5 H5 0.9300 . ?
C6 C7 1.490(3) . ?
C7 C8 1.392(3) . ?
C7 C12 1.401(3) . ?
C8 C9 1.389(3) . ?
C8 H8 0.9300 . ?
C9 C10 1.378(3) . ?
C9 N2 1.470(3) . ?
C10 C11 1.393(3) . ?
C10 H10 0.9300 . ?
C11 C12 1.386(3) . ?
C11 C15 1.490(3) . ?
C12 H12 0.9300 . ?
C13 O1 1.208(3) . ?
C13 N1 1.347(3) . ?
C13 C14 1.532(4) . ?
C14 F3 1.308(3) . ?
C14 F2 1.326(3) . ?
C14 F1 1.342(4) . ?
C15 C16 1.390(3) . ?
C15 C20 1.402(3) . ?
C16 C17 1.389(4) . ?
C16 H16 0.9300 . ?
C17 C18 1.371(4) . ?
C17 H17 0.9300 . ?
C18 C19 1.373(4) . ?
C18 H18 0.9300 . ?
C19 C20 1.394(3) . ?
C19 H19 0.9300 . ?
C20 C21 1.485(3) . ?
C21 O4 1.202(3) . ?
C21 O5 1.343(3) . ?
C22 O5 1.449(3) . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?
N1 H1 0.8600 . ?
N2 O3 1.218(3) . ?
N2 O2 1.225(3) . ?
O6W H61 0.8207 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 120.2(2) . . ?
C2 C1 N1 120.3(2) . . ?
C6 C1 N1 119.4(2) . . ?
C3 C2 C1 120.4(3) . . ?
C3 C2 H2 119.8 . . ?
C1 C2 H2 119.8 . . ?
C2 C3 C4 120.1(3) . . ?
C2 C3 H3 119.9 . . ?
C4 C3 H3 119.9 . . ?
C5 C4 C3 119.8(3) . . ?
C5 C4 H4 120.1 . . ?
C3 C4 H4 120.1 . . ?
C4 C5 C6 121.3(3) . . ?
C4 C5 H5 119.4 . . ?
C6 C5 H5 119.4 . . ?
C5 C6 C1 118.1(2) . . ?
C5 C6 C7 119.4(2) . . ?
C1 C6 C7 122.4(2) . . ?
C8 C7 C12 118.6(2) . . ?
C8 C7 C6 120.8(2) . . ?
C12 C7 C6 120.6(2) . . ?
C9 C8 C7 118.6(2) . . ?
C9 C8 H8 120.7 . . ?
C7 C8 H8 120.7 . . ?
C10 C9 C8 123.0(2) . . ?
C10 C9 N2 118.6(2) . . ?
C8 C9 N2 118.4(2) . . ?
C9 C10 C11 118.6(2) . . ?
C9 C10 H10 120.7 . . ?
C11 C10 H10 120.7 . . ?
C12 C11 C10 119.2(2) . . ?
C12 C11 C15 119.33(19) . . ?
C10 C11 C15 121.4(2) . . ?
C11 C12 C7 121.9(2) . . ?
C11 C12 H12 119.0 . . ?
C7 C12 H12 119.0 . . ?
O1 C13 N1 127.6(3) . . ?
O1 C13 C14 119.5(2) . . ?
N1 C13 C14 112.9(2) . . ?
F3 C14 F2 108.1(3) . . ?
F3 C14 F1 107.8(2) . . ?
F2 C14 F1 105.3(2) . . ?
F3 C14 C13 112.2(2) . . ?
F2 C14 C13 113.3(2) . . ?
F1 C14 C13 109.8(3) . . ?
C16 C15 C20 118.5(2) . . ?
C16 C15 C11 118.3(2) . . ?
C20 C15 C11 123.2(2) . . ?
C15 C16 C17 121.1(3) . . ?
C15 C16 H16 119.4 . . ?
C17 C16 H16 119.4 . . ?
C18 C17 C16 119.7(3) . . ?
C18 C17 H17 120.2 . . ?
C16 C17 H17 120.2 . . ?
C17 C18 C19 120.4(2) . . ?
C17 C18 H18 119.8 . . ?
C19 C18 H18 119.8 . . ?
C18 C19 C20 120.6(3) . . ?
C18 C19 H19 119.7 . . ?
C20 C19 H19 119.7 . . ?
C19 C20 C15 119.7(2) . . ?
C19 C20 C21 119.8(2) . . ?
C15 C20 C21 120.4(2) . . ?
O4 C21 O5 121.9(2) . . ?
O4 C21 C20 125.7(2) . . ?
O5 C21 C20 112.4(2) . . ?
O5 C22 H22A 109.5 . . ?
O5 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
O5 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C13 N1 C1 124.1(2) . . ?
C13 N1 H1 118.0 . . ?
C1 N1 H1 118.0 . . ?
O3 N2 O2 122.6(2) . . ?
O3 N2 C9 118.8(2) . . ?
O2 N2 C9 118.6(2) . . ?
C21 O5 C22 115.7(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 C1 C2 C3 -0.7(4) . . . . ?
N1 C1 C2 C3 175.9(2) . . . . ?
C1 C2 C3 C4 -0.6(4) . . . . ?
C2 C3 C4 C5 1.0(5) . . . . ?
C3 C4 C5 C6 0.0(5) . . . . ?
C4 C5 C6 C1 -1.2(4) . . . . ?
C4 C5 C6 C7 175.7(2) . . . . ?
C2 C1 C6 C5 1.6(4) . . . . ?
N1 C1 C6 C5 -175.0(2) . . . . ?
C2 C1 C6 C7 -175.3(2) . . . . ?
N1 C1 C6 C7 8.1(3) . . . . ?
C5 C6 C7 C8 49.8(3) . . . . ?
C1 C6 C7 C8 -133.4(2) . . . . ?
C5 C6 C7 C12 -127.7(3) . . . . ?
C1 C6 C7 C12 49.1(3) . . . . ?
C12 C7 C8 C9 0.6(3) . . . . ?
C6 C7 C8 C9 -176.9(2) . . . . ?
C7 C8 C9 C10 -2.0(3) . . . . ?
C7 C8 C9 N2 177.9(2) . . . . ?
C8 C9 C10 C11 1.3(3) . . . . ?
N2 C9 C10 C11 -178.5(2) . . . . ?
C9 C10 C11 C12 0.6(3) . . . . ?
C9 C10 C11 C15 178.0(2) . . . . ?
C10 C11 C12 C7 -1.9(3) . . . . ?
C15 C11 C12 C7 -179.3(2) . . . . ?
C8 C7 C12 C11 1.3(3) . . . . ?
C6 C7 C12 C11 178.8(2) . . . . ?
O1 C13 C14 F3 7.5(4) . . . . ?
N1 C13 C14 F3 -173.9(2) . . . . ?
O1 C13 C14 F2 130.2(3) . . . . ?
N1 C13 C14 F2 -51.2(3) . . . . ?
O1 C13 C14 F1 -112.3(3) . . . . ?
N1 C13 C14 F1 66.3(3) . . . . ?
C12 C11 C15 C16 63.4(3) . . . . ?
C10 C11 C15 C16 -114.0(3) . . . . ?
C12 C11 C15 C20 -116.7(2) . . . . ?
C10 C11 C15 C20 65.9(3) . . . . ?
C20 C15 C16 C17 0.4(4) . . . . ?
C11 C15 C16 C17 -179.6(2) . . . . ?
C15 C16 C17 C18 -0.3(4) . . . . ?
C16 C17 C18 C19 -0.5(4) . . . . ?
C17 C18 C19 C20 1.2(4) . . . . ?
C18 C19 C20 C15 -1.1(4) . . . . ?
C18 C19 C20 C21 174.5(2) . . . . ?
C16 C15 C20 C19 0.3(3) . . . . ?
C11 C15 C20 C19 -179.6(2) . . . . ?
C16 C15 C20 C21 -175.3(2) . . . . ?
C11 C15 C20 C21 4.8(3) . . . . ?
C19 C20 C21 O4 -148.7(3) . . . . ?
C15 C20 C21 O4 26.9(4) . . . . ?
C19 C20 C21 O5 29.8(3) . . . . ?
C15 C20 C21 O5 -154.6(2) . . . . ?
O1 C13 N1 C1 1.2(4) . . . . ?
C14 C13 N1 C1 -177.2(2) . . . . ?
C2 C1 N1 C13 48.3(3) . . . . ?
C6 C1 N1 C13 -135.1(2) . . . . ?
C10 C9 N2 O3 178.8(2) . . . . ?
C8 C9 N2 O3 -1.0(3) . . . . ?
C10 C9 N2 O2 0.9(3) . . . . ?
C8 C9 N2 O2 -179.0(2) . . . . ?
O4 C21 O5 C22 0.0(4) . . . . ?
C20 C21 O5 C22 -178.5(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O6W 0.86 2.13 2.988(2) 173 .
O6W H61 O4 0.82 2.09 2.862(2) 157 .

_diffrn_measured_fraction_theta_max 0.996
_diffrn_reflns_theta_full        27.46
_diffrn_measured_fraction_theta_full 0.996
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.250
_refine_diff_density_rms         0.051
####################################################################### 
# 
# 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_160616_ipx_6_21
_audit_block_doi                 10.5517/ccdc.csd.cc1md0kl
_database_code_depnum_ccdc_archive 'CCDC 1501099'
_audit_update_record             
;
2016-09-12 deposited with the CCDC.
2017-01-23 downloaded from the CCDC.
;
_audit_creation_date             2016-06-16
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.03.20 svn.r2914 for OlexSys, GUI svn.r4816)
;
_chemical_name_common            ?
_chemical_name_systematic        
;
 ? 
;
_chemical_formula_moiety         'C44 H40 F6 N6 O2 Pd2'
_chemical_formula_sum            'C44 H40 F6 N6 O2 Pd2'
_chemical_formula_weight         1011.62
_chemical_melting_point          ?
_chemical_oxdiff_formula         'c10 h10 n2 o8 f1 Pd1'
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'
F F 0.0171 0.0103 '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'
Pd Pd -0.9988 1.0072 '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 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   14.6512(11)
_cell_length_b                   20.1004(15)
_cell_length_c                   17.7586(13)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.884(7)
_cell_angle_gamma                90.00
_cell_volume                     5223.2(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4209
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      29.5825
_cell_measurement_theta_min      2.9519
_exptl_absorpt_coefficient_mu    0.746
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.58245
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'light yellow'
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.286
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             2032
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.34
_exptl_crystal_size_min          0.29
_exptl_special_details           
;
 ? 
;
_diffrn_reflns_av_R_equivalents  0.0669
_diffrn_reflns_av_unetI/netI     0.0563
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            18182
_diffrn_reflns_theta_full        25.35
_diffrn_reflns_theta_max         25.35
_diffrn_reflns_theta_min         3.34
_diffrn_ambient_temperature      293.15
_diffrn_detector_area_resol_mean 10.3592
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0374871000
_diffrn_orient_matrix_UB_12      -0.0220375000
_diffrn_orient_matrix_UB_13      0.0053945000
_diffrn_orient_matrix_UB_21      0.0306682000
_diffrn_orient_matrix_UB_22      0.0271099000
_diffrn_orient_matrix_UB_23      -0.0026260000
_diffrn_orient_matrix_UB_31      -0.0007157000
_diffrn_orient_matrix_UB_32      0.0047964000
_diffrn_orient_matrix_UB_33      0.0395916000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_number         ?
_reflns_number_gt                3301
_reflns_number_total             4755
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_threshold_expression     >2sigma(I)
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.11 (release 16-05-2011 CrysAlis171 .NET)
(compiled May 16 2011,17:55:39)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         4.644
_refine_diff_density_min         -0.855
_refine_diff_density_rms         0.172
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     274
_refine_ls_number_reflns         4755
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.1159
_refine_ls_R_factor_gt           0.0954
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1976P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2537
_refine_ls_wR_factor_ref         0.2782
_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. 
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C3(H3), C5(H5), C9(H9), C10(H10), C11(H11), C12(H12), C16(H16),
 C17(H17), C19(H19), C20(H20)
2.b Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C), C21(H21A,H21B,H21C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
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_calc_flag
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_refinement_flags_posn
Pd1 Pd 0.60752(4) 0.33762(3) 0.22512(3) 0.0536(3) Uani 1 d . . .
F1 F 0.5421(7) 0.1378(3) 0.3793(4) 0.135(3) Uani 1 d . . .
F2 F 0.5144(4) 0.2056(3) 0.4655(3) 0.0902(15) Uani 1 d . . .
F3 F 0.6492(4) 0.1921(4) 0.4375(4) 0.120(2) Uani 1 d . . .
O1 O 0.4806(4) 0.2833(3) 0.3551(3) 0.0638(13) Uani 1 d . . .
N1 N 0.6126(4) 0.2607(3) 0.2978(4) 0.0583(16) Uani 1 d . . .
N2 N 0.6027(4) 0.4191(3) 0.1555(4) 0.0673(17) Uani 1 d . . .
N3 N 0.5709(5) 0.6003(4) 0.0426(4) 0.0754(19) Uani 1 d . . .
C1 C 0.7024(5) 0.3761(4) 0.2935(4) 0.0623(19) Uani 1 d . . .
C2 C 0.7030(5) 0.4454(4) 0.3115(5) 0.063(2) Uani 1 d . . .
H2 H 0.6589 0.4733 0.2891 0.076 Uiso 1 calc . . R
C3 C 0.7695(7) 0.4713(5) 0.3625(5) 0.087(3) Uani 1 d . . .
H3 H 0.7704 0.5170 0.3708 0.104 Uiso 1 calc . . R
C4 C 0.8333(6) 0.4330(5) 0.4009(5) 0.077(2) Uani 1 d . . .
C5 C 0.8322(6) 0.3663(5) 0.3805(5) 0.080(3) Uani 1 d . . .
H5 H 0.8764 0.3390 0.4038 0.096 Uiso 1 calc . . R
C6 C 0.7705(6) 0.3365(4) 0.3280(4) 0.063(2) Uani 1 d . . .
C7 C 0.7777(5) 0.2647(4) 0.3087(4) 0.0607(18) Uani 1 d . . .
C8 C 0.6973(6) 0.2264(4) 0.2940(4) 0.0603(18) Uani 1 d . . .
C9 C 0.7033(8) 0.1611(4) 0.2713(5) 0.073(2) Uani 1 d . . .
H9 H 0.6501 0.1371 0.2603 0.088 Uiso 1 calc . . R
C10 C 0.7874(10) 0.1308(6) 0.2646(6) 0.096(3) Uani 1 d . . .
H10 H 0.7917 0.0866 0.2497 0.116 Uiso 1 calc . . R
C11 C 0.8621(11) 0.1673(7) 0.2805(7) 0.111(5) Uani 1 d . . .
H11 H 0.9187 0.1472 0.2762 0.133 Uiso 1 calc . . R
C12 C 0.8602(7) 0.2336(6) 0.3032(6) 0.091(3) Uani 1 d . . .
H12 H 0.9144 0.2565 0.3144 0.110 Uiso 1 calc . . R
C13 C 0.9051(9) 0.4607(6) 0.4538(6) 0.108(4) Uani 1 d . . .
H13A H 0.9028 0.4388 0.5016 0.162 Uiso 1 calc . . GR
H13B H 0.8950 0.5075 0.4601 0.162 Uiso 1 calc . . GR
H13C H 0.9640 0.4537 0.4337 0.162 Uiso 1 calc . . GR
C14 C 0.5532(5) 0.2521(3) 0.3483(4) 0.0527(17) Uani 1 d . . .
C15 C 0.5653(6) 0.1953(4) 0.4057(5) 0.071(2) Uani 1 d . . .
C16 C 0.6730(6) 0.4501(4) 0.1263(5) 0.073(2) Uani 1 d . . .
H16 H 0.7305 0.4306 0.1323 0.088 Uiso 1 calc . . R
C17 C 0.6654(5) 0.5093(4) 0.0880(4) 0.067(2) Uani 1 d . . .
H17 H 0.7173 0.5283 0.0688 0.080 Uiso 1 calc . . R
C18 C 0.5819(5) 0.5412(4) 0.0772(4) 0.0617(19) Uani 1 d . . .
C19 C 0.5087(6) 0.5057(4) 0.1066(5) 0.072(2) Uani 1 d . . .
H19 H 0.4499 0.5230 0.1007 0.087 Uiso 1 calc . . R
C20 C 0.5219(5) 0.4474(4) 0.1430(5) 0.065(2) Uani 1 d . . .
H20 H 0.4709 0.4258 0.1604 0.078 Uiso 1 calc . . R
C21 C 0.6444(8) 0.6374(5) 0.0115(6) 0.095(3) Uani 1 d . . .
H21A H 0.7008 0.6269 0.0387 0.142 Uiso 1 calc . . GR
H21B H 0.6323 0.6842 0.0158 0.142 Uiso 1 calc . . GR
H21C H 0.6489 0.6259 -0.0407 0.142 Uiso 1 calc . . GR
C22 C 0.4814(7) 0.6321(5) 0.0362(7) 0.094(3) Uani 1 d . . .
H22A H 0.4381 0.6025 0.0116 0.141 Uiso 1 calc . . GR
H22B H 0.4853 0.6723 0.0072 0.141 Uiso 1 calc . . GR
H22C H 0.4620 0.6427 0.0856 0.141 Uiso 1 calc . . GR


_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
Pd1 O1 2.169(5) 2_655 ?
Pd1 N1 2.013(6) . ?
Pd1 N2 2.051(7) . ?
Pd1 C1 1.958(7) . ?
F1 C15 1.288(11) . ?
F2 C15 1.344(10) . ?
F3 C15 1.328(11) . ?
O1 Pd1 2.169(5) 2_655 ?
O1 C14 1.246(9) . ?
N1 C8 1.424(10) . ?
N1 C14 1.292(10) . ?
N2 C16 1.331(11) . ?
N2 C20 1.323(10) . ?
N3 C18 1.344(10) . ?
N3 C21 1.442(12) . ?
N3 C22 1.459(12) . ?
C1 C2 1.428(11) . ?
C1 C6 1.394(11) . ?
C2 H2 0.9300 . ?
C2 C3 1.399(12) . ?
C3 H3 0.9300 . ?
C3 C4 1.366(14) . ?
C4 C5 1.388(14) . ?
C4 C13 1.483(13) . ?
C5 H5 0.9300 . ?
C5 C6 1.400(12) . ?
C6 C7 1.488(11) . ?
C7 C8 1.421(11) . ?
C7 C12 1.369(12) . ?
C8 C9 1.376(11) . ?
C9 H9 0.9300 . ?
C9 C10 1.385(15) . ?
C10 H10 0.9300 . ?
C10 C11 1.336(19) . ?
C11 H11 0.9300 . ?
C11 C12 1.393(18) . ?
C12 H12 0.9300 . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 C15 1.534(11) . ?
C16 H16 0.9300 . ?
C16 C17 1.373(11) . ?
C17 H17 0.9300 . ?
C17 C18 1.386(11) . ?
C18 C19 1.410(11) . ?
C19 H19 0.9300 . ?
C19 C20 1.347(11) . ?
C20 H20 0.9300 . ?
C21 H21A 0.9600 . ?
C21 H21B 0.9600 . ?
C21 H21C 0.9600 . ?
C22 H22A 0.9600 . ?
C22 H22B 0.9600 . ?
C22 H22C 0.9600 . ?

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
N1 Pd1 O1 92.0(2) . 2_655 ?
N1 Pd1 N2 177.2(3) . . ?
N2 Pd1 O1 90.3(2) . 2_655 ?
C1 Pd1 O1 170.6(3) . 2_655 ?
C1 Pd1 N1 84.4(3) . . ?
C1 Pd1 N2 93.5(3) . . ?
C14 O1 Pd1 132.3(5) . 2_655 ?
C8 N1 Pd1 110.2(5) . . ?
C14 N1 Pd1 122.9(5) . . ?
C14 N1 C8 126.0(6) . . ?
C16 N2 Pd1 127.2(5) . . ?
C20 N2 Pd1 116.6(5) . . ?
C20 N2 C16 115.9(7) . . ?
C18 N3 C21 123.9(8) . . ?
C18 N3 C22 120.7(7) . . ?
C21 N3 C22 115.4(8) . . ?
C2 C1 Pd1 121.3(6) . . ?
C6 C1 Pd1 121.2(6) . . ?
C6 C1 C2 117.5(7) . . ?
C1 C2 H2 119.9 . . ?
C3 C2 C1 120.3(8) . . ?
C3 C2 H2 119.9 . . ?
C2 C3 H3 118.3 . . ?
C4 C3 C2 123.4(9) . . ?
C4 C3 H3 118.3 . . ?
C3 C4 C5 114.6(8) . . ?
C3 C4 C13 123.3(9) . . ?
C5 C4 C13 121.7(9) . . ?
C4 C5 H5 117.1 . . ?
C4 C5 C6 125.7(8) . . ?
C6 C5 H5 117.1 . . ?
C1 C6 C5 118.2(8) . . ?
C1 C6 C7 120.6(7) . . ?
C5 C6 C7 121.1(8) . . ?
C8 C7 C6 120.1(7) . . ?
C12 C7 C6 122.2(8) . . ?
C12 C7 C8 117.8(8) . . ?
C7 C8 N1 116.4(7) . . ?
C9 C8 N1 122.9(8) . . ?
C9 C8 C7 120.4(8) . . ?
C8 C9 H9 119.5 . . ?
C8 C9 C10 121.0(11) . . ?
C10 C9 H9 119.5 . . ?
C9 C10 H10 121.2 . . ?
C11 C10 C9 117.6(10) . . ?
C11 C10 H10 121.2 . . ?
C10 C11 H11 118.0 . . ?
C10 C11 C12 124.0(12) . . ?
C12 C11 H11 118.0 . . ?
C7 C12 C11 119.2(12) . . ?
C7 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
C4 C13 H13A 109.5 . . ?
C4 C13 H13B 109.5 . . ?
C4 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
O1 C14 N1 127.4(6) . . ?
O1 C14 C15 112.3(7) . . ?
N1 C14 C15 120.1(7) . . ?
F1 C15 F2 106.3(8) . . ?
F1 C15 F3 109.4(8) . . ?
F1 C15 C14 113.9(7) . . ?
F2 C15 C14 111.1(7) . . ?
F3 C15 F2 102.1(7) . . ?
F3 C15 C14 113.1(7) . . ?
N2 C16 H16 118.2 . . ?
N2 C16 C17 123.6(8) . . ?
C17 C16 H16 118.2 . . ?
C16 C17 H17 119.4 . . ?
C16 C17 C18 121.2(8) . . ?
C18 C17 H17 119.4 . . ?
N3 C18 C17 123.8(7) . . ?
N3 C18 C19 122.7(7) . . ?
C17 C18 C19 113.4(7) . . ?
C18 C19 H19 119.2 . . ?
C20 C19 C18 121.6(8) . . ?
C20 C19 H19 119.2 . . ?
N2 C20 C19 124.1(7) . . ?
N2 C20 H20 118.0 . . ?
C19 C20 H20 118.0 . . ?
N3 C21 H21A 109.5 . . ?
N3 C21 H21B 109.5 . . ?
N3 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N3 C22 H22A 109.5 . . ?
N3 C22 H22B 109.5 . . ?
N3 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Pd1 O1 C14 N1 24.9(11) 2_655 . . . ?
Pd1 O1 C14 C15 -151.3(5) 2_655 . . . ?
Pd1 N1 C8 C7 57.8(7) . . . . ?
Pd1 N1 C8 C9 -117.0(7) . . . . ?
Pd1 N1 C14 O1 8.7(10) . . . . ?
Pd1 N1 C14 C15 -175.4(5) . . . . ?
Pd1 N2 C16 C17 -171.4(7) . . . . ?
Pd1 N2 C20 C19 171.5(7) . . . . ?
Pd1 C1 C2 C3 177.7(7) . . . . ?
Pd1 C1 C6 C5 -175.4(6) . . . . ?
Pd1 C1 C6 C7 5.2(11) . . . . ?
O1 Pd1 N1 C8 102.6(5) 2_655 . . . ?
O1 Pd1 N1 C14 -87.9(5) 2_655 . . . ?
O1 Pd1 N2 C16 -122.2(8) 2_655 . . . ?
O1 Pd1 N2 C20 63.9(6) 2_655 . . . ?
O1 Pd1 C1 C2 151.2(13) 2_655 . . . ?
O1 Pd1 C1 C6 -30(2) 2_655 . . . ?
O1 C14 C15 F1 98.4(9) . . . . ?
O1 C14 C15 F2 -21.6(9) . . . . ?
O1 C14 C15 F3 -135.9(8) . . . . ?
N1 Pd1 N2 C16 91(5) . . . . ?
N1 Pd1 N2 C20 -83(5) . . . . ?
N1 Pd1 C1 C2 -140.5(7) . . . . ?
N1 Pd1 C1 C6 37.9(7) . . . . ?
N1 C8 C9 C10 176.6(8) . . . . ?
N1 C14 C15 F1 -78.2(10) . . . . ?
N1 C14 C15 F2 161.8(7) . . . . ?
N1 C14 C15 F3 47.6(10) . . . . ?
N2 Pd1 N1 C8 -111(5) . . . . ?
N2 Pd1 N1 C14 59(5) . . . . ?
N2 Pd1 C1 C2 37.6(7) . . . . ?
N2 Pd1 C1 C6 -144.0(7) . . . . ?
N2 C16 C17 C18 0.1(14) . . . . ?
N3 C18 C19 C20 -178.0(8) . . . . ?
C1 Pd1 N1 C8 -68.7(5) . . . . ?
C1 Pd1 N1 C14 100.8(6) . . . . ?
C1 Pd1 N2 C16 49.3(8) . . . . ?
C1 Pd1 N2 C20 -124.7(6) . . . . ?
C1 C2 C3 C4 -3.8(15) . . . . ?
C1 C6 C7 C8 -36.9(11) . . . . ?
C1 C6 C7 C12 142.0(9) . . . . ?
C2 C1 C6 C5 3.1(12) . . . . ?
C2 C1 C6 C7 -176.4(7) . . . . ?
C2 C3 C4 C5 5.3(15) . . . . ?
C2 C3 C4 C13 178.6(10) . . . . ?
C3 C4 C5 C6 -2.8(15) . . . . ?
C4 C5 C6 C1 -1.4(14) . . . . ?
C4 C5 C6 C7 178.0(9) . . . . ?
C5 C6 C7 C8 143.7(8) . . . . ?
C5 C6 C7 C12 -37.4(12) . . . . ?
C6 C1 C2 C3 -0.7(13) . . . . ?
C6 C7 C8 N1 0.8(11) . . . . ?
C6 C7 C8 C9 175.7(8) . . . . ?
C6 C7 C12 C11 -176.2(9) . . . . ?
C7 C8 C9 C10 2.0(13) . . . . ?
C8 N1 C14 O1 176.5(7) . . . . ?
C8 N1 C14 C15 -7.5(10) . . . . ?
C8 C7 C12 C11 2.7(14) . . . . ?
C8 C9 C10 C11 -0.4(15) . . . . ?
C9 C10 C11 C12 0.0(18) . . . . ?
C10 C11 C12 C7 -1.2(18) . . . . ?
C12 C7 C8 N1 -178.0(7) . . . . ?
C12 C7 C8 C9 -3.1(12) . . . . ?
C13 C4 C5 C6 -176.2(10) . . . . ?
C14 N1 C8 C7 -111.4(8) . . . . ?
C14 N1 C8 C9 73.8(10) . . . . ?
C16 N2 C20 C19 -3.2(13) . . . . ?
C16 C17 C18 N3 177.5(9) . . . . ?
C16 C17 C18 C19 -2.2(12) . . . . ?
C17 C18 C19 C20 1.6(13) . . . . ?
C18 C19 C20 N2 1.2(14) . . . . ?
C20 N2 C16 C17 2.6(13) . . . . ?
C21 N3 C18 C17 0.9(14) . . . . ?
C21 N3 C18 C19 -179.6(9) . . . . ?
C22 N3 C18 C17 -177.3(9) . . . . ?
C22 N3 C18 C19 2.3(13) . . . . ?

# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 -0.042 0.250 0.208 724 123 ' '
2 -0.035 0.750 0.715 724 123 ' '
_platon_squeeze_details          
;
;
