# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_P1
_database_code_depnum_ccdc_archive 'CCDC 1483009'
_audit_update_record             
;
2017-03-07 deposited with the CCDC.
2017-10-23 downloaded from the CCDC.
;
_audit_creation_date             2017-03-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.03.02 svn.r3394 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
'trans-5,15-bis(pentafluorophenyl)-10,20-bis(3,4-dimethoxyphenyl)porphyrin (P1)'
_chemical_formula_moiety         '2(C H Cl3), C48 H28 F10 N4 O4'
_chemical_formula_sum            'C50 H30 Cl6 F10 N4 O4'
_chemical_formula_weight         1153.48
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0030 0.0010 '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'
Cl Cl 0.1420 0.1510 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0170 0.0100 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0060 0.0030 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0110 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
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                   13.948(3)
_cell_length_b                   15.6771(17)
_cell_length_c                   11.2006(16)
_cell_angle_alpha                90
_cell_angle_beta                 109.177(18)
_cell_angle_gamma                90
_cell_volume                     2313.2(7)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    1482
_cell_measurement_temperature    100
_cell_measurement_theta_max      20.1630
_cell_measurement_theta_min      1.9540
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.430
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.47130
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.41 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear brownish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   brownish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1164
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'Vapour diffussion of methanol into a chloroform solution'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_unetI/netI     0.0726
_diffrn_reflns_Laue_measured_fraction_full 0.969
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8341
_diffrn_reflns_point_group_measured_fraction_full 0.969
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_theta_full        20.134
_diffrn_reflns_theta_max         20.134
_diffrn_reflns_theta_min         1.498
_diffrn_ambient_temperature      100
_diffrn_detector                 'hybrid pixel detector'
_diffrn_detector_area_resol_mean 0.172
_diffrn_detector_dtime           '0.004 (microseconds)'
_diffrn_detector_type            'Dectris Pilatus M2'
_diffrn_measured_fraction_theta_full 0.969
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measurement_details      'shutterless data collection'
_diffrn_measurement_device       i19-FFD-air
_diffrn_measurement_device_details 'custom build fixed Chi diffractometer'
_diffrn_measurement_device_type  'i19-FFD-air (fixed Chi) Pilatus M2'
_diffrn_measurement_method       'omega and phi rotation'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0455982000
_diffrn_orient_matrix_UB_12      -0.0214890000
_diffrn_orient_matrix_UB_13      0.0205219000
_diffrn_orient_matrix_UB_21      -0.0257510000
_diffrn_orient_matrix_UB_22      -0.0382360000
_diffrn_orient_matrix_UB_23      -0.0088606000
_diffrn_orient_matrix_UB_31      0.0007536000
_diffrn_orient_matrix_UB_32      -0.0016462000
_diffrn_orient_matrix_UB_33      -0.0611203000
_diffrn_radiation_collimation    '0.1 Pinhole'
_diffrn_radiation_monochromator  'double crystal Silicon 111'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           Synchrotron
_diffrn_radiation_wavelength     0.6889
_diffrn_source                   'Diamond Light Source Beamline I19'
_diffrn_source_type              'Undulator, I19, DLS, RAL'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                1593
_reflns_number_total             2340
_reflns_odcompleteness_completeness 96.06
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     20.13
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.855
_refine_diff_density_min         -0.822
_refine_diff_density_rms         0.242
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     336
_refine_ls_number_reflns         2340
_refine_ls_number_restraints     84
_refine_ls_R_factor_all          0.1160
_refine_ls_R_factor_gt           0.0725
_refine_ls_restrained_S_all      1.022
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1958P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1897
_refine_ls_wR_factor_ref         0.2565
_refine_special_details          
;
The data were of low resolution attributed to the poor qualty of the crystals, where a number of crystals
were tried, and degredation of the sample throughout the data collection could be observed during the collection
leading to run 4 being omitted. The data however is good enough though for structure determination, connectivity 
and structural packing. As a consquence, the data was cut to 1 angstrom and resulting in a low ratios of 
reflections to parameters. Thermal similarity restraints were applied to all non-H atoms. All H atoms were refined
as riding with appropriate geometric restraints and constraints.

#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
023_ALERT_3_A Resolution (too) Low [sin(theta)/Lambda < 0.6]..      20.13 Degree

please see above 
#===============================================================================
088_ALERT_3_B Poor Data / Parameter Ratio ....................       6.96 Note

Please see above

340_ALERT_3_B Low Bond Precision on  C-C Bonds ...............     0.0122 Ang.
#===============================================================================
029_ALERT_3_C _diffrn_measured_fraction_theta_full Low .......      0.969 Note
048_ALERT_1_C MoietyFormula Not Given ........................     Please Do !
052_ALERT_1_C Info on Absorption Correction Method Not Given .     Please Do !
053_ALERT_1_C Minimum Crystal Dimension Missing (or Error) ...     Please Check
054_ALERT_1_C Medium  Crystal Dimension Missing (or Error) ...     Please Check
055_ALERT_1_C Maximum Crystal Dimension Missing (or Error) ...     Please Check
084_ALERT_3_C High wR2 Value (i.e. > 0.25) ...................       0.26 Report
250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        3.1 Note
911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.500         75 Report
918_ALERT_3_C Reflection(s) with I(obs) much smaller I(calc) .          2 Check
#===============================================================================
003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...         35 Report
007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          1 Report

Electron density for this H atom could be seen by a contour fourier map, but
due to the low resolution of the data was inserted and unrefined.

072_ALERT_2_G SHELXL First  Parameter in WGHT Unusually Large.       0.20 Report
092_ALERT_4_G Check: Wavelength given is not Cu,Ga,Mo,Ag Ka ..     0.6889 Ang.

Data collected with a syncotron source

177_ALERT_4_G The CIF-Embedded .res File Contains DELU Records          2 Report

Please see above

434_ALERT_2_G Short Inter HL..HL Contact F004   ..  F006    ..       2.83 Ang.
720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........         51 Note
760_ALERT_1_G CIF Contains no Torsion Angles .................          ? Info
860_ALERT_3_G Number of Least-Squares Restraints .............         84 Note
909_ALERT_3_G Percentage of Observed Data at Theta(Max) still          46 %
#===============================================================================
Statistics vs resolution (taking redundancy into account) - point group symmetry: P2/m (b-unique)
resolu-      #        #        #       %       average    mean      mean          
tion(A)    kept     theory   unique complete  redundancy   F2     F2/sig(F2)   Rint  RsigmaB
#--------------------------------------------------------------------------------------------
 inf-2.18      773      265      244   92.1      3.2    108962.10    28.86    0.046    0.026
2.18-1.73      865      247      244   98.8      3.5     41660.22    21.17    0.073    0.037
1.73-1.51      800      250      244   97.6      3.3     25530.11    15.44    0.071    0.045
1.51-1.37      866      252      244   96.8      3.5     19682.23    12.92    0.091    0.060
1.37-1.27      861      245      244   99.6      3.5     13529.34    10.81    0.127    0.083
1.27-1.19      923      261      244   93.5      3.8     13093.63     9.38    0.167    0.092
1.19-1.13      888      248      244   98.4      3.6      9971.76     7.14    0.161    0.108
1.13-1.08      888      262      244   93.1      3.6     10569.96     7.23    0.151    0.126
1.08-1.04      857      249      244   98.0      3.5      6928.77     4.97    0.201    0.183
1.04-1.00      851      260      244   93.8      3.5      4752.68     3.55    0.265    0.281
#--------------------------------------------------------------------------------------------
 inf-1.00     8572     2539     2440   96.1      3.5     24462.25    11.92    0.087    0.057
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Rigid bond restraints
 F1, F2, F3, F4, F5, O1, O2, N1, N2, C1, C2, C3, C4, C5, C6, C7, C8, C9, C11,
 C12, C13, C14, C15, C16, C17, C18, C19, C20, C21, C22, C23, C24
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
 Cl1, Cl2, Cl3, C25
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
3.a Ternary CH refined with riding coordinates:
 C25(H25)
3.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C2(H2A), C3(H3), C12(H12), C15(H15), C17(H17), C18(H18), C20(H20)
3.c Idealised Me refined as rotating group:
 C23(H23A,H23B,H23C), C24(H24A,H24B,H24C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.1859(2) 0.04729(15) 0.0110(2) 0.0604(9) Uani 1 1 d . U . . .
Cl2 Cl 0.0732(2) -0.10955(16) 0.0097(2) 0.0611(9) Uani 1 1 d . U . . .
Cl3 Cl 0.2838(2) -0.11540(15) 0.0143(2) 0.0562(9) Uani 1 1 d . U . . .
F1 F 0.5988(4) 0.3614(3) 0.9976(4) 0.0421(13) Uani 1 1 d . U . . .
F2 F 0.8528(4) 0.3678(3) 0.8020(4) 0.0446(13) Uani 1 1 d . U . . .
F3 F 0.9895(4) 0.3103(3) 1.0176(4) 0.0485(14) Uani 1 1 d . U . . .
F4 F 0.9333(4) 0.2797(3) 1.2235(4) 0.0463(14) Uani 1 1 d . U . . .
F5 F 0.7375(4) 0.3051(3) 1.2131(4) 0.0466(14) Uani 1 1 d . U . . .
O1 O 0.1330(5) 0.0040(3) 0.3099(5) 0.0448(16) Uani 1 1 d . U . . .
O2 O 0.3231(4) 0.0021(3) 0.3260(5) 0.0415(15) Uani 1 1 d . U . . .
N1 N 0.6229(5) 0.5405(4) 0.6505(6) 0.0383(18) Uani 1 1 d . U . . .
N2 N 0.5044(5) 0.3808(4) 0.5824(6) 0.0390(18) Uani 1 1 d . U . . .
H2 H 0.5038 0.4297 0.5436 0.047 Uiso 1 1 calc R . . . .
C1 C 0.6669(7) 0.6214(5) 0.6671(7) 0.039(2) Uani 1 1 d . U . . .
C2 C 0.7435(7) 0.6240(5) 0.7868(8) 0.043(2) Uani 1 1 d . U . . .
H2A H 0.7853 0.6714 0.8232 0.051 Uiso 1 1 calc R . . . .
C3 C 0.7461(7) 0.5443(5) 0.8409(7) 0.040(2) Uani 1 1 d . U . . .
H3 H 0.7907 0.5274 0.9215 0.048 Uiso 1 1 calc R . . . .
C4 C 0.6712(6) 0.4920(5) 0.7560(7) 0.038(2) Uani 1 1 d . U . . .
C5 C 0.6485(6) 0.4074(5) 0.7766(7) 0.0339(19) Uani 1 1 d . U . . .
C6 C 0.7215(6) 0.3674(5) 0.8934(8) 0.0359(19) Uani 1 1 d . U . . .
C7 C 0.8207(7) 0.3518(5) 0.9034(7) 0.038(2) Uani 1 1 d . U . . .
C8 C 0.6940(7) 0.3499(5) 0.9994(7) 0.036(2) Uani 1 1 d . U . . .
C9 C 0.8931(7) 0.3224(5) 1.0107(8) 0.037(2) Uani 1 1 d . U . . .
C10 C 0.8622(7) 0.3069(5) 1.1153(8) 0.039(2) Uani 1 1 d . . . . .
C11 C 0.7647(7) 0.3186(5) 1.1096(8) 0.036(2) Uani 1 1 d . U . . .
C12 C 0.5429(7) 0.2717(5) 0.7300(8) 0.041(2) Uani 1 1 d . U . . .
H12 H 0.5754 0.2411 0.8057 0.049 Uiso 1 1 calc R . . . .
C13 C 0.5706(7) 0.3574(5) 0.6953(7) 0.037(2) Uani 1 1 d . U . . .
C14 C 0.4385(7) 0.3147(5) 0.5393(8) 0.036(2) Uani 1 1 d . U . . .
C15 C 0.4625(7) 0.2463(5) 0.6326(7) 0.041(2) Uani 1 1 d . U . . .
H15 H 0.4276 0.1935 0.6257 0.049 Uiso 1 1 calc R . . . .
C16 C 0.3603(7) 0.3119(5) 0.4215(8) 0.041(2) Uani 1 1 d . U . . .
C17 C 0.1957(7) 0.2323(5) 0.3779(7) 0.038(2) Uani 1 1 d . U . . .
H17 H 0.1645 0.2845 0.3878 0.046 Uiso 1 1 calc R . . . .
C18 C 0.1380(7) 0.1576(5) 0.3518(7) 0.039(2) Uani 1 1 d . U . . .
H18 H 0.0686 0.1586 0.3462 0.046 Uiso 1 1 calc R . . . .
C19 C 0.1829(7) 0.0820(5) 0.3342(8) 0.041(2) Uani 1 1 d . U . . .
C20 C 0.3419(7) 0.1545(5) 0.3712(7) 0.039(2) Uani 1 1 d . U . . .
H20 H 0.4115 0.1536 0.3772 0.047 Uiso 1 1 calc R . . . .
C21 C 0.2847(7) 0.0798(5) 0.3443(7) 0.0370(19) Uani 1 1 d . U . . .
C22 C 0.2965(7) 0.2316(5) 0.3895(7) 0.038(2) Uani 1 1 d . U . . .
C23 C 0.0295(7) 0.0032(6) 0.3043(9) 0.049(2) Uani 1 1 d . U . . .
H23A H -0.0088 0.0452 0.2421 0.073 Uiso 1 1 calc GR . . . .
H23B H 0.0252 0.0175 0.3876 0.073 Uiso 1 1 calc GR . . . .
H23C H 0.0008 -0.0537 0.2794 0.073 Uiso 1 1 calc GR . . . .
C24 C 0.4209(7) 0.0004(5) 0.3098(9) 0.047(2) Uani 1 1 d . U . . .
H24A H 0.4192 0.0352 0.2365 0.070 Uiso 1 1 calc GR . . . .
H24B H 0.4385 -0.0585 0.2963 0.070 Uiso 1 1 calc GR . . . .
H24C H 0.4719 0.0234 0.3857 0.070 Uiso 1 1 calc GR . . . .
C25 C 0.1927(8) -0.0597(6) 0.0631(9) 0.057(3) Uani 1 1 d . U . . .
H25 H 0.2164 -0.0594 0.1576 0.069 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C25 1.768(9) . ?
Cl2 C25 1.758(11) . ?
Cl3 C25 1.770(11) . ?
F1 C8 1.333(10) . ?
F2 C7 1.373(10) . ?
F3 C9 1.335(10) . ?
F4 C10 1.358(10) . ?
F5 C11 1.350(10) . ?
O1 C19 1.389(10) . ?
O1 C23 1.425(11) . ?
O2 C21 1.374(10) . ?
O2 C24 1.434(10) . ?
N1 C1 1.395(10) . ?
N1 C4 1.380(10) . ?
N2 H2 0.8800 . ?
N2 C13 1.349(11) . ?
N2 C14 1.363(11) . ?
C1 C2 1.414(11) . ?
C1 C16 1.405(12) 3_666 ?
C2 H2A 0.9500 . ?
C2 C3 1.383(12) . ?
C3 H3 0.9500 . ?
C3 C4 1.420(12) . ?
C4 C5 1.400(12) . ?
C5 C6 1.506(11) . ?
C5 C13 1.406(12) . ?
C6 C7 1.373(12) . ?
C6 C8 1.390(12) . ?
C7 C9 1.370(12) . ?
C8 C11 1.392(12) . ?
C9 C10 1.396(13) . ?
C10 C11 1.353(12) . ?
C12 H12 0.9500 . ?
C12 C13 1.485(12) . ?
C12 C15 1.343(12) . ?
C14 C15 1.458(12) . ?
C14 C16 1.410(12) . ?
C15 H15 0.9500 . ?
C16 C1 1.405(12) 3_666 ?
C16 C22 1.515(12) . ?
C17 H17 0.9500 . ?
C17 C18 1.397(12) . ?
C17 C22 1.369(13) . ?
C18 H18 0.9500 . ?
C18 C19 1.385(12) . ?
C19 C21 1.386(12) . ?
C20 H20 0.9500 . ?
C20 C21 1.394(12) . ?
C20 C22 1.410(12) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C25 H25 1.0000 . ?

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
C19 O1 C23 116.9(6) . . ?
C21 O2 C24 118.0(6) . . ?
C4 N1 C1 108.5(6) . . ?
C13 N2 H2 126.3 . . ?
C13 N2 C14 107.4(7) . . ?
C14 N2 H2 126.3 . . ?
N1 C1 C2 108.3(7) . . ?
N1 C1 C16 125.3(7) . 3_666 ?
C16 C1 C2 126.4(8) 3_666 . ?
C1 C2 H2A 126.5 . . ?
C3 C2 C1 107.1(7) . . ?
C3 C2 H2A 126.5 . . ?
C2 C3 H3 125.7 . . ?
C2 C3 C4 108.6(7) . . ?
C4 C3 H3 125.7 . . ?
N1 C4 C3 107.5(7) . . ?
N1 C4 C5 126.1(7) . . ?
C5 C4 C3 126.4(7) . . ?
C4 C5 C6 114.4(7) . . ?
C4 C5 C13 126.2(7) . . ?
C13 C5 C6 119.2(7) . . ?
C7 C6 C5 121.4(7) . . ?
C7 C6 C8 116.7(8) . . ?
C8 C6 C5 121.8(8) . . ?
C6 C7 F2 119.6(7) . . ?
C9 C7 F2 116.1(8) . . ?
C9 C7 C6 124.3(8) . . ?
F1 C8 C6 120.9(7) . . ?
F1 C8 C11 118.3(8) . . ?
C6 C8 C11 120.8(9) . . ?
F3 C9 C7 122.5(8) . . ?
F3 C9 C10 120.6(7) . . ?
C7 C9 C10 116.9(9) . . ?
F4 C10 C9 117.9(8) . . ?
C11 C10 F4 120.8(8) . . ?
C11 C10 C9 121.3(8) . . ?
F5 C11 C8 119.9(8) . . ?
F5 C11 C10 120.0(8) . . ?
C10 C11 C8 119.9(8) . . ?
C13 C12 H12 127.0 . . ?
C15 C12 H12 127.0 . . ?
C15 C12 C13 106.0(7) . . ?
N2 C13 C5 126.9(7) . . ?
N2 C13 C12 109.6(7) . . ?
C5 C13 C12 123.2(7) . . ?
N2 C14 C15 109.6(7) . . ?
N2 C14 C16 125.4(7) . . ?
C16 C14 C15 124.9(8) . . ?
C12 C15 C14 107.4(7) . . ?
C12 C15 H15 126.3 . . ?
C14 C15 H15 126.3 . . ?
C1 C16 C14 125.7(8) 3_666 . ?
C1 C16 C22 116.7(7) 3_666 . ?
C14 C16 C22 117.5(7) . . ?
C18 C17 H17 119.5 . . ?
C22 C17 H17 119.5 . . ?
C22 C17 C18 121.1(8) . . ?
C17 C18 H18 120.3 . . ?
C19 C18 C17 119.4(9) . . ?
C19 C18 H18 120.3 . . ?
C18 C19 O1 124.1(8) . . ?
C18 C19 C21 120.5(8) . . ?
C21 C19 O1 115.4(7) . . ?
C21 C20 H20 120.1 . . ?
C21 C20 C22 119.9(9) . . ?
C22 C20 H20 120.1 . . ?
O2 C21 C19 116.7(7) . . ?
O2 C21 C20 123.6(8) . . ?
C19 C21 C20 119.7(8) . . ?
C17 C22 C16 121.4(8) . . ?
C17 C22 C20 119.3(8) . . ?
C20 C22 C16 119.3(8) . . ?
O1 C23 H23A 109.5 . . ?
O1 C23 H23B 109.5 . . ?
O1 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
O2 C24 H24A 109.5 . . ?
O2 C24 H24B 109.5 . . ?
O2 C24 H24C 109.5 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
Cl1 C25 Cl3 109.4(6) . . ?
Cl1 C25 H25 108.0 . . ?
Cl2 C25 Cl1 111.5(5) . . ?
Cl2 C25 Cl3 111.9(5) . . ?
Cl2 C25 H25 108.0 . . ?
Cl3 C25 H25 108.0 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C8 C11 F5 -3.5(11) . . . . ?
F1 C8 C11 C10 -179.4(7) . . . . ?
F2 C7 C9 F3 0.4(11) . . . . ?
F2 C7 C9 C10 179.1(7) . . . . ?
F3 C9 C10 F4 0.3(11) . . . . ?
F3 C9 C10 C11 -179.8(7) . . . . ?
F4 C10 C11 F5 1.5(11) . . . . ?
F4 C10 C11 C8 177.4(7) . . . . ?
O1 C19 C21 O2 1.7(10) . . . . ?
O1 C19 C21 C20 -178.7(7) . . . . ?
N1 C1 C2 C3 0.8(10) . . . . ?
N1 C4 C5 C6 173.3(8) . . . . ?
N1 C4 C5 C13 -1.9(14) . . . . ?
N2 C14 C15 C12 -0.5(10) . . . . ?
N2 C14 C16 C1 -4.5(15) . . . 3_666 ?
N2 C14 C16 C22 178.5(8) . . . . ?
C1 N1 C4 C3 0.8(9) . . . . ?
C1 N1 C4 C5 179.3(8) . . . . ?
C1 C2 C3 C4 -0.3(11) . . . . ?
C1 C16 C22 C17 -63.7(11) 3_666 . . . ?
C1 C16 C22 C20 116.2(9) 3_666 . . . ?
C2 C3 C4 N1 -0.3(10) . . . . ?
C2 C3 C4 C5 -178.8(8) . . . . ?
C3 C4 C5 C6 -8.5(13) . . . . ?
C3 C4 C5 C13 176.2(9) . . . . ?
C4 N1 C1 C2 -1.0(9) . . . . ?
C4 N1 C1 C16 178.4(9) . . . 3_666 ?
C4 C5 C6 C7 -66.5(10) . . . . ?
C4 C5 C6 C8 108.9(9) . . . . ?
C4 C5 C13 N2 0.9(15) . . . . ?
C4 C5 C13 C12 -172.4(8) . . . . ?
C5 C6 C7 F2 -4.3(11) . . . . ?
C5 C6 C7 C9 174.2(7) . . . . ?
C5 C6 C8 F1 5.7(12) . . . . ?
C5 C6 C8 C11 -175.2(7) . . . . ?
C6 C5 C13 N2 -174.1(8) . . . . ?
C6 C5 C13 C12 12.6(13) . . . . ?
C6 C7 C9 F3 -178.1(7) . . . . ?
C6 C7 C9 C10 0.6(12) . . . . ?
C6 C8 C11 F5 177.4(7) . . . . ?
C6 C8 C11 C10 1.6(12) . . . . ?
C7 C6 C8 F1 -178.7(7) . . . . ?
C7 C6 C8 C11 0.4(12) . . . . ?
C7 C9 C10 F4 -178.4(7) . . . . ?
C7 C9 C10 C11 1.5(12) . . . . ?
C8 C6 C7 F2 -180.0(7) . . . . ?
C8 C6 C7 C9 -1.5(12) . . . . ?
C9 C10 C11 F5 -178.4(7) . . . . ?
C9 C10 C11 C8 -2.6(12) . . . . ?
C13 N2 C14 C15 1.9(9) . . . . ?
C13 N2 C14 C16 -176.8(8) . . . . ?
C13 C5 C6 C7 109.1(9) . . . . ?
C13 C5 C6 C8 -75.5(10) . . . . ?
C13 C12 C15 C14 -1.0(10) . . . . ?
C14 N2 C13 C5 -176.6(9) . . . . ?
C14 N2 C13 C12 -2.5(9) . . . . ?
C14 C16 C22 C17 113.6(9) . . . . ?
C14 C16 C22 C20 -66.4(10) . . . . ?
C15 C12 C13 N2 2.2(10) . . . . ?
C15 C12 C13 C5 176.5(8) . . . . ?
C15 C14 C16 C1 176.9(8) . . . 3_666 ?
C15 C14 C16 C22 -0.1(13) . . . . ?
C16 C1 C2 C3 -178.6(9) 3_666 . . . ?
C16 C14 C15 C12 178.3(8) . . . . ?
C17 C18 C19 O1 178.9(7) . . . . ?
C17 C18 C19 C21 1.1(11) . . . . ?
C18 C17 C22 C16 -178.2(7) . . . . ?
C18 C17 C22 C20 1.8(11) . . . . ?
C18 C19 C21 O2 179.7(7) . . . . ?
C18 C19 C21 C20 -0.7(12) . . . . ?
C21 C20 C22 C16 178.6(7) . . . . ?
C21 C20 C22 C17 -1.4(11) . . . . ?
C22 C17 C18 C19 -1.7(11) . . . . ?
C22 C20 C21 O2 -179.6(7) . . . . ?
C22 C20 C21 C19 0.8(11) . . . . ?
C23 O1 C19 C18 -0.5(11) . . . . ?
C23 O1 C19 C21 177.4(7) . . . . ?
C24 O2 C21 C19 167.4(7) . . . . ?
C24 O2 C21 C20 -12.2(10) . . . . ?

_olex2_date_sample_completion    2016-02-24
_olex2_date_sample_data_collection 2016-02-24
_olex2_date_sample_submission    2016-02-24
_olex2_exptl_crystal_mounting_method Paratone
_olex2_submission_original_sample_id Ar2_2_0
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.164
_oxdiff_exptl_absorpt_empirical_full_min 0.585
_vrf_THETM01_ar2_2_0             
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: Please see the _refine_special_details section of the CIF.
;
####################################################################### 
# 
# 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_P2
_database_code_depnum_ccdc_archive 'CCDC 1536642'
_audit_update_record             
;
2017-03-07 deposited with the CCDC.
2017-10-23 downloaded from the CCDC.
;
_audit_creation_date             2016-11-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.24 svn.r3356 for OlexSys, GUI svn.r5267)
;
_chemical_name_common            ?
_chemical_name_systematic        
Cis-5,10-bis(pentafluorophenyl)-15,20-bis(3,4-dimethoxyphenyl)porphyrin
_chemical_formula_moiety         '2(C H Cl3), C48 H28 F10 N4 O4'
_chemical_formula_sum            'C50 H30 Cl6 F10 N4 O4'
_chemical_formula_weight         1153.48
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C48 H28 F10 N4 O4'
_chemical_oxdiff_usercomment     '@ 120 K CisA2B2 porphyrin'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'I 1 2/a 1'
_space_group_name_Hall           '-I 2ya'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.0821(2)
_cell_length_b                   17.9808(2)
_cell_length_c                   22.7546(3)
_cell_angle_alpha                90
_cell_angle_beta                 96.0320(10)
_cell_angle_gamma                90
_cell_volume                     4915.97(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16274
_cell_measurement_temperature    199.97(14)
_cell_measurement_theta_max      75.9410
_cell_measurement_theta_min      3.8650
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    3.974
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.874
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43h (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.559
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2328
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 3 5 0.0427
0 -3 -5 0.0427
1 0 0 0.0755
1 5 -5 0.0395
0 -1 1 0.0313
-5 1 -1 0.0935
0 5 -1 0.0541
1 5 4 0.0446

_exptl_crystal_preparation       
'Crystallised by slow diffusion of methanol into a solution of the compound in chloroform'
_exptl_crystal_recrystallization_method ?
_exptl_crystal_size_max          0.188
_exptl_crystal_size_mid          0.091
_exptl_crystal_size_min          0.085
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0.0005 2.9944 4.9980 0.0528 -0.4186 0.0598
-0.0005 -2.9944 -4.9980 -0.0528 0.4186 -0.0598
0.9994 -0.0004 -0.0002 0.0013 0.0074 0.1279
1.0003 4.9978 -4.9938 -0.5418 -0.0510 0.1007
-0.0002 -0.9996 0.9987 0.1086 0.0117 0.0054
-4.9969 1.0014 -0.9976 -0.1151 -0.0489 -0.6449
0.0009 4.9959 -0.9965 -0.3538 -0.2502 0.0109
1.0003 4.9927 3.9996 -0.1158 -0.4825 0.1863

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0661
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_number            39378
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.123
_diffrn_reflns_theta_min         3.139
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      200
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00  27.00   1.00    8.00    --  -43.17  57.00  90.00   97
  2  ω    -66.00  29.00   1.00    8.00    --  -43.17  38.00-120.00   95
  3  ω   -113.00 -17.00   1.00    8.00    --  -43.17 -57.00 -60.00   96
  4  ω      1.00  83.00   1.00    8.00    --   43.17 -99.00-120.00   82
  5  ω     23.00  98.00   1.00    8.00    --   43.17-125.00 150.00   75
  6  ω     66.00 178.00   1.00   23.00    --  111.00  15.00 120.00  112
  7  ω     41.00 139.00   1.00   23.00    --  111.00 -61.00  30.00   98
  8  ω     37.00 142.00   1.00   23.00    --  111.00 -77.00  30.00  105
  9  ω     39.00 121.00   1.00   23.00    --  111.00-125.00  60.00   82
 10  ω     30.00 109.00   1.00   23.00    --  111.00 -94.00 -60.00   79
 11  ω     87.00 178.00   1.00   23.00    --  111.00  45.00-120.00   91
 12  ω     39.00 121.00   1.00   23.00    --  111.00-125.00   0.00   82
 13  ω     39.00 121.00   1.00   23.00    --  111.00-125.00-150.00   82
 14  ω     30.00 109.00   1.00   23.00    --  111.00 -94.00-150.00   79
 15  ω     81.00 178.00   1.00   23.00    --  111.00  71.00 -34.77   97
 16  ω     39.00 121.00   1.00   23.00    --  111.00-125.00 120.00   82
 17  ω     87.00 178.00   1.00   23.00    --  111.00  30.00-150.00   91
 18  ω     37.00 142.00   1.00   23.00    --  111.00 -77.00-120.00  105
 19  ω     30.00 109.00   1.00   23.00    --  111.00 -94.00-120.00   79
 20  ω     36.00 135.00   1.00   23.00    --  111.00 -30.00  30.00   99
 21  ω     87.00 178.00   1.00   23.00    --  111.00  30.00-180.00   91
 22  ω     36.00 135.00   1.00   23.00    --  111.00 -30.00-120.00   99
 23  ω     87.00 178.00   1.00   23.00    --  111.00  45.00 -60.00   91
 24  ω     30.00 109.00   1.00   23.00    --  111.00 -94.00   0.00   79
 25  ω     30.00 109.00   1.00   23.00    --  111.00 -94.00  90.00   79
 26  ω     94.00 178.00   1.00   23.00    --  111.00 125.00 -60.00   84
 27  ω     36.00 135.00   1.00   23.00    --  111.00 -30.00 150.00   99
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0012796000
_diffrn_orient_matrix_UB_12      -0.0613679000
_diffrn_orient_matrix_UB_13      0.0473369000
_diffrn_orient_matrix_UB_21      0.0074096000
_diffrn_orient_matrix_UB_22      -0.0596611000
_diffrn_orient_matrix_UB_23      -0.0480103000
_diffrn_orient_matrix_UB_31      0.1279764000
_diffrn_orient_matrix_UB_32      0.0040544000
_diffrn_orient_matrix_UB_33      0.0095184000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4550
_reflns_number_total             5127
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.474
_refine_diff_density_min         -0.522
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     378
_refine_ls_number_reflns         5127
_refine_ls_number_restraints     38
_refine_ls_R_factor_all          0.0708
_refine_ls_R_factor_gt           0.0659
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1188P)²+5.4131P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1873
_refine_ls_wR_factor_ref         0.1943
_refine_special_details          
;
The data presented is of good quality with a completeness of 100% to 0.76 A.
The maximum residual peak is located 1.42 A from Cl3A at 0.5eA^-3.
The model generated is sufficiently suitable for chemical connectivity and packing analysis.
The dataset was collected at a lower temperature (200K) due to sample splitting at 120K.

#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
220_ALERT_2_C Non-Solvent Resd 1   C   Ueq(max)/Ueq(min) Range        3.3 Ratio
222_ALERT_3_C Non-Solvent Resd 1   H Uiso(max)/Uiso(min) Range        4.6 Ratio

No incorrect atom assignement found.

906_ALERT_3_C Large K value in the Analysis of Variance ......      2.762 Check

High K value found at a resolution of 0.72 A, however the 0.80 - 0.79 A shell displayed a Rsigma of 0.1014 so was not seen as anomalous.

#===============================================================================
002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          4 Note
003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...          8 Report
042_ALERT_1_G Calc. and Reported MoietyFormula Strings  Differ     Please Check
072_ALERT_2_G SHELXL First  Parameter in WGHT  Unusually Large       0.12 Report
083_ALERT_2_G SHELXL Second Parameter in WGHT  Unusually Large       5.41 Why ?
172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          3 Report

Pyrrolic nitrogen hydrogen distances restrained to 0.88 A

187_ALERT_4_G The CIF-Embedded .res File Contains RIGU Records          2 Report

Applied to the disordered chloroform solvent

302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  2)..        100 % Note
302_ALERT_4_G Anion/Solvent/Minor-Residue Disorder (Resd  3)..        100 % Note
304_ALERT_4_G Non-Integer Number of Atoms (   3.34) in Resd. #          2 Check
304_ALERT_4_G Non-Integer Number of Atoms (   1.66) in Resd. #          3 Check
432_ALERT_2_G Short Inter X...Y Contact  Cl6    ..  C17     ..       3.12 Ang.
802_ALERT_4_G CIF Input Record(s) with more than 80 Characters          1 Info
860_ALERT_3_G Number of Least-Squares Restraints .............         40 Note
912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         15 Note
978_ALERT_2_G Number C-C Bonds with Positive Residual Density.          8 Note
#===============================================================================
;
_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. Restrained distances
 N1-H1 = H3-N3
 0.88 with sigma of 0.02
3. Rigid body (RIGU) restrains
 Cl2, Cl3, Cl1, C25
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 Cl4, Cl5, Cl6, C26
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
4. Others
 Sof(Cl4)=Sof(Cl5)=Sof(Cl6)=Sof(C26)=Sof(H26)=1-FVAR(1)
 Sof(Cl1)=Sof(Cl2)=Sof(Cl3)=Sof(C25)=Sof(H25)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C25(H25), C26(H26)
5.b Aromatic/amide H refined with riding coordinates:
 C1(H1A), C5(H5), C6(H6), C10(H10), C12(H12), C15(H15), C16(H16)
5.c Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
Cl1 Cl 0.7786(3) 0.2049(3) 0.41212(17) 0.197(2) Uani 0.667(7) 1 d . U . A 1
Cl2 Cl 0.9967(5) 0.1344(2) 0.39924(17) 0.1548(19) Uani 0.667(7) 1 d . U . A 1
Cl3 Cl 0.9810(2) 0.27200(17) 0.45487(11) 0.0716(6) Uani 0.667(7) 1 d . U . A 1
C25 C 0.9141(5) 0.2162(3) 0.3990(2) 0.0660(13) Uani 0.667(7) 1 d . U . A 1
H25 H 0.9161 0.2415 0.3610 0.079 Uiso 0.667(7) 1 calc R . . A 1
Cl4 Cl 0.9393(7) 0.2614(4) 0.4608(3) 0.0922(18) Uani 0.333(7) 1 d . U . A 2
Cl5 Cl 0.9277(8) 0.1182(3) 0.4052(4) 0.143(3) Uani 0.333(7) 1 d . U . A 2
Cl6 Cl 0.7773(6) 0.2161(4) 0.3702(4) 0.169(4) Uani 0.333(7) 1 d . U . A 2
C26 C 0.8691(14) 0.1887(8) 0.4292(6) 0.090(4) Uani 0.333(7) 1 d . U . A 2
H26 H 0.8230 0.1700 0.4589 0.108 Uiso 0.333(7) 1 calc R . . A 2
F1 F 0.24576(13) 0.12240(9) 0.31884(8) 0.0620(4) Uani 1 1 d . . . . .
F2 F 0.3262(2) 0.01987(12) 0.24980(8) 0.0821(6) Uani 1 1 d . . . . .
F3 F 0.53888(19) -0.03022(10) 0.27398(8) 0.0739(6) Uani 1 1 d . . . . .
F4 F 0.66699(17) 0.02223(13) 0.36971(11) 0.0896(7) Uani 1 1 d . . . . .
F5 F 0.58332(14) 0.12230(13) 0.44167(9) 0.0791(6) Uani 1 1 d . . . . .
O1 O 0.31835(15) 0.66600(10) 0.27774(10) 0.0580(5) Uani 1 1 d . . . . .
O2 O 0.52891(14) 0.69242(10) 0.28823(8) 0.0484(4) Uani 1 1 d . . . . .
N1 N 0.2500 0.20373(13) 0.5000 0.0338(5) Uani 1 2 d DS T P . .
H1 H 0.2500 0.2519(11) 0.5000 0.056(12) Uiso 1 2 d DS T P . .
N2 N 0.34785(14) 0.32024(8) 0.43283(7) 0.0300(3) Uani 1 1 d . . . . .
N3 N 0.2500 0.43598(12) 0.5000 0.0268(4) Uani 1 2 d DS T P . .
H3 H 0.2500 0.3880(10) 0.5000 0.031(8) Uiso 1 2 d DS T P . .
C1 C 0.28276(17) 0.55551(10) 0.47740(9) 0.0332(4) Uani 1 1 d . . . . .
H1A H 0.3096 0.5974 0.4595 0.040 Uiso 1 1 calc R . . . .
C2 C 0.30304(15) 0.47984(10) 0.46229(8) 0.0276(4) Uani 1 1 d . . . . .
C3 C 0.36506(15) 0.45538(10) 0.41717(8) 0.0273(4) Uani 1 1 d . . . . .
C4 C 0.38438(15) 0.38076(10) 0.40366(8) 0.0288(4) Uani 1 1 d . . . . .
C5 C 0.44554(17) 0.35748(11) 0.35507(9) 0.0356(4) Uani 1 1 d . . . . .
H5 H 0.4774 0.3883 0.3287 0.043 Uiso 1 1 calc R . . . .
C6 C 0.44706(18) 0.28242(12) 0.35573(9) 0.0366(4) Uani 1 1 d . . . . .
H6 H 0.4807 0.2513 0.3302 0.044 Uiso 1 1 calc R . . . .
C7 C 0.38533(16) 0.26005(11) 0.40441(8) 0.0312(4) Uani 1 1 d . . . . .
C8 C 0.36596(17) 0.18528(10) 0.41873(9) 0.0330(4) Uani 1 1 d . . . . .
C9 C 0.30377(17) 0.16025(11) 0.46266(9) 0.0350(4) Uani 1 1 d . . . . .
C10 C 0.28285(19) 0.08416(11) 0.47746(10) 0.0406(5) Uani 1 1 d . . . . .
H10 H 0.3095 0.0423 0.4594 0.049 Uiso 1 1 calc R . . . .
C11 C 0.41187(15) 0.51529(10) 0.38160(8) 0.0288(4) Uani 1 1 d . . . . .
C12 C 0.34029(16) 0.55976(11) 0.34439(9) 0.0333(4) Uani 1 1 d . . . . .
H12 H 0.2642 0.5501 0.3404 0.040 Uiso 1 1 calc R . . . .
C13 C 0.38151(17) 0.61817(11) 0.31329(9) 0.0356(4) Uani 1 1 d . . . . .
C14 C 0.49652(18) 0.63272(12) 0.31983(9) 0.0366(4) Uani 1 1 d . . . . .
C15 C 0.56679(18) 0.58825(15) 0.35645(11) 0.0463(5) Uani 1 1 d . . . . .
H15 H 0.6429 0.5976 0.3606 0.056 Uiso 1 1 calc R . . . .
C16 C 0.52487(17) 0.52961(13) 0.38724(10) 0.0410(5) Uani 1 1 d . . . . .
H16 H 0.5730 0.4999 0.4117 0.049 Uiso 1 1 calc R . . . .
C17 C 0.1998(2) 0.6610(2) 0.2779(2) 0.0910(15) Uani 1 1 d . . . . .
H17A H 0.1725 0.6189 0.2548 0.137 Uiso 1 1 calc GR . . . .
H17B H 0.1657 0.7055 0.2613 0.137 Uiso 1 1 calc GR . . . .
H17C H 0.1820 0.6552 0.3178 0.137 Uiso 1 1 calc GR . . . .
C18 C 0.6418(3) 0.71602(19) 0.30136(14) 0.0672(9) Uani 1 1 d . . . . .
H18A H 0.6552 0.7585 0.2776 0.101 Uiso 1 1 calc GR . . . .
H18B H 0.6908 0.6763 0.2929 0.101 Uiso 1 1 calc GR . . . .
H18C H 0.6550 0.7290 0.3424 0.101 Uiso 1 1 calc GR . . . .
C19 C 0.41339(18) 0.12688(11) 0.38166(9) 0.0355(4) Uani 1 1 d . . . . .
C20 C 0.3508(2) 0.09859(12) 0.33250(10) 0.0426(5) Uani 1 1 d . . . . .
C21 C 0.3916(3) 0.04585(14) 0.29641(11) 0.0519(6) Uani 1 1 d . . . . .
C22 C 0.4981(3) 0.02074(13) 0.30855(11) 0.0519(6) Uani 1 1 d . . . . .
C23 C 0.5632(2) 0.04733(15) 0.35724(13) 0.0547(6) Uani 1 1 d . . . . .
C24 C 0.5193(2) 0.09907(14) 0.39383(11) 0.0487(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C25 1.707(6) . ?
Cl2 C25 1.776(6) . ?
Cl3 C25 1.750(6) . ?
C25 H25 0.9800 . ?
Cl4 C26 1.677(16) . ?
Cl5 C26 1.578(15) . ?
Cl6 C26 1.722(15) . ?
C26 H26 0.9800 . ?
F1 C20 1.345(3) . ?
F2 C21 1.338(3) . ?
F3 C22 1.335(3) . ?
F4 C23 1.335(3) . ?
F5 C24 1.334(3) . ?
O1 C13 1.359(3) . ?
O1 C17 1.435(3) . ?
O2 C14 1.372(2) . ?
O2 C18 1.429(3) . ?
N1 H1 0.866(19) . ?
N1 C9 1.368(2) 2_556 ?
N1 C9 1.368(2) . ?
N2 C4 1.372(2) . ?
N2 C7 1.362(2) . ?
N3 H3 0.863(18) . ?
N3 C2 1.373(2) . ?
N3 C2 1.373(2) 2_556 ?
C1 C1 1.362(4) 2_556 ?
C1 H1A 0.9300 . ?
C1 C2 1.431(2) . ?
C2 C3 1.404(3) . ?
C3 C4 1.402(3) . ?
C3 C11 1.494(2) . ?
C4 C5 1.454(3) . ?
C5 H5 0.9300 . ?
C5 C6 1.350(3) . ?
C6 H6 0.9300 . ?
C6 C7 1.456(3) . ?
C7 C8 1.409(3) . ?
C8 C9 1.387(3) . ?
C8 C19 1.498(2) . ?
C9 C10 1.438(3) . ?
C10 C10 1.361(4) 2_556 ?
C10 H10 0.9300 . ?
C11 C12 1.397(3) . ?
C11 C16 1.382(3) . ?
C12 H12 0.9300 . ?
C12 C13 1.388(3) . ?
C13 C14 1.406(3) . ?
C14 C15 1.381(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.391(3) . ?
C16 H16 0.9300 . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 0.9600 . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 0.9600 . ?
C19 C20 1.380(3) . ?
C19 C24 1.375(3) . ?
C20 C21 1.379(3) . ?
C21 C22 1.364(4) . ?
C22 C23 1.375(4) . ?
C23 C24 1.390(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
Cl1 C25 Cl2 116.8(4) . . ?
Cl1 C25 Cl3 108.6(3) . . ?
Cl1 C25 H25 108.8 . . ?
Cl2 C25 H25 108.8 . . ?
Cl3 C25 Cl2 104.8(3) . . ?
Cl3 C25 H25 108.8 . . ?
Cl4 C26 Cl6 111.6(9) . . ?
Cl4 C26 H26 105.7 . . ?
Cl5 C26 Cl4 123.4(12) . . ?
Cl5 C26 Cl6 103.6(9) . . ?
Cl5 C26 H26 105.7 . . ?
Cl6 C26 H26 105.7 . . ?
C13 O1 C17 117.15(19) . . ?
C14 O2 C18 116.18(19) . . ?
C9 N1 H1 124.86(11) . . ?
C9 N1 H1 124.86(11) 2_556 . ?
C9 N1 C9 110.3(2) . 2_556 ?
C7 N2 C4 105.11(15) . . ?
C2 N3 H3 125.06(10) . . ?
C2 N3 H3 125.06(10) 2_556 . ?
C2 N3 C2 109.9(2) . 2_556 ?
C1 C1 H1A 126.0 2_556 . ?
C1 C1 C2 108.01(11) 2_556 . ?
C2 C1 H1A 126.0 . . ?
N3 C2 C1 107.04(16) . . ?
N3 C2 C3 126.68(16) . . ?
C3 C2 C1 126.28(17) . . ?
C2 C3 C11 115.59(16) . . ?
C4 C3 C2 125.05(16) . . ?
C4 C3 C11 119.36(16) . . ?
N2 C4 C3 125.72(16) . . ?
N2 C4 C5 110.77(16) . . ?
C3 C4 C5 123.50(17) . . ?
C4 C5 H5 126.7 . . ?
C6 C5 C4 106.66(17) . . ?
C6 C5 H5 126.7 . . ?
C5 C6 H6 127.0 . . ?
C5 C6 C7 106.10(17) . . ?
C7 C6 H6 127.0 . . ?
N2 C7 C6 111.35(17) . . ?
N2 C7 C8 125.23(17) . . ?
C8 C7 C6 123.41(17) . . ?
C7 C8 C19 117.13(17) . . ?
C9 C8 C7 126.31(17) . . ?
C9 C8 C19 116.52(17) . . ?
N1 C9 C8 126.20(18) . . ?
N1 C9 C10 106.96(18) . . ?
C8 C9 C10 126.84(18) . . ?
C9 C10 H10 126.1 . . ?
C10 C10 C9 107.90(12) 2_556 . ?
C10 C10 H10 126.1 2_556 . ?
C12 C11 C3 119.72(16) . . ?
C16 C11 C3 120.71(17) . . ?
C16 C11 C12 119.50(17) . . ?
C11 C12 H12 119.7 . . ?
C13 C12 C11 120.66(18) . . ?
C13 C12 H12 119.7 . . ?
O1 C13 C12 124.98(19) . . ?
O1 C13 C14 115.59(18) . . ?
C12 C13 C14 119.37(18) . . ?
O2 C14 C13 115.04(19) . . ?
O2 C14 C15 125.34(19) . . ?
C15 C14 C13 119.62(18) . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.66(19) . . ?
C16 C15 H15 119.7 . . ?
C11 C16 C15 120.20(19) . . ?
C11 C16 H16 119.9 . . ?
C15 C16 H16 119.9 . . ?
O1 C17 H17A 109.5 . . ?
O1 C17 H17B 109.5 . . ?
O1 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
O2 C18 H18A 109.5 . . ?
O2 C18 H18B 109.5 . . ?
O2 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C8 120.37(19) . . ?
C24 C19 C8 123.0(2) . . ?
C24 C19 C20 116.63(19) . . ?
F1 C20 C19 119.57(19) . . ?
F1 C20 C21 118.0(2) . . ?
C21 C20 C19 122.5(2) . . ?
F2 C21 C20 119.6(3) . . ?
F2 C21 C22 120.7(2) . . ?
C22 C21 C20 119.7(2) . . ?
F3 C22 C21 120.4(3) . . ?
F3 C22 C23 119.9(3) . . ?
C21 C22 C23 119.7(2) . . ?
F4 C23 C22 119.9(2) . . ?
F4 C23 C24 120.5(3) . . ?
C22 C23 C24 119.6(2) . . ?
F5 C24 C19 119.9(2) . . ?
F5 C24 C23 118.3(2) . . ?
C19 C24 C23 121.9(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C20 C21 F2 -0.5(4) . . . . ?
F1 C20 C21 C22 179.5(2) . . . . ?
F2 C21 C22 F3 0.1(4) . . . . ?
F2 C21 C22 C23 -178.9(3) . . . . ?
F3 C22 C23 F4 0.2(4) . . . . ?
F3 C22 C23 C24 -178.5(2) . . . . ?
F4 C23 C24 F5 -0.5(4) . . . . ?
F4 C23 C24 C19 178.9(3) . . . . ?
O1 C13 C14 O2 -1.3(3) . . . . ?
O1 C13 C14 C15 178.2(2) . . . . ?
O2 C14 C15 C16 179.0(2) . . . . ?
N1 C9 C10 C10 0.4(3) . . . 2_556 ?
N2 C4 C5 C6 -0.9(2) . . . . ?
N2 C7 C8 C9 1.8(4) . . . . ?
N2 C7 C8 C19 179.37(18) . . . . ?
N3 C2 C3 C4 -0.9(3) . . . . ?
N3 C2 C3 C11 178.60(14) . . . . ?
C1 C1 C2 N3 -1.0(3) 2_556 . . . ?
C1 C1 C2 C3 178.7(2) 2_556 . . . ?
C1 C2 C3 C4 179.43(18) . . . . ?
C1 C2 C3 C11 -1.0(3) . . . . ?
C2 N3 C2 C1 0.37(10) 2_556 . . . ?
C2 N3 C2 C3 -179.3(2) 2_556 . . . ?
C2 C3 C4 N2 -1.3(3) . . . . ?
C2 C3 C4 C5 177.56(18) . . . . ?
C2 C3 C11 C12 -67.9(2) . . . . ?
C2 C3 C11 C16 108.9(2) . . . . ?
C3 C4 C5 C6 -179.91(19) . . . . ?
C3 C11 C12 C13 176.67(18) . . . . ?
C3 C11 C16 C15 -176.3(2) . . . . ?
C4 N2 C7 C6 -0.2(2) . . . . ?
C4 N2 C7 C8 -178.98(19) . . . . ?
C4 C3 C11 C12 111.6(2) . . . . ?
C4 C3 C11 C16 -71.5(3) . . . . ?
C4 C5 C6 C7 0.7(2) . . . . ?
C5 C6 C7 N2 -0.4(2) . . . . ?
C5 C6 C7 C8 178.4(2) . . . . ?
C6 C7 C8 C9 -176.9(2) . . . . ?
C6 C7 C8 C19 0.7(3) . . . . ?
C7 N2 C4 C3 179.64(18) . . . . ?
C7 N2 C4 C5 0.7(2) . . . . ?
C7 C8 C9 N1 0.0(4) . . . . ?
C7 C8 C9 C10 179.6(2) . . . . ?
C7 C8 C19 C20 -91.8(2) . . . . ?
C7 C8 C19 C24 87.8(3) . . . . ?
C8 C9 C10 C10 -179.2(2) . . . 2_556 ?
C8 C19 C20 F1 -1.7(3) . . . . ?
C8 C19 C20 C21 178.7(2) . . . . ?
C8 C19 C24 F5 2.4(4) . . . . ?
C8 C19 C24 C23 -177.0(2) . . . . ?
C9 N1 C9 C8 179.5(3) 2_556 . . . ?
C9 N1 C9 C10 -0.15(12) 2_556 . . . ?
C9 C8 C19 C20 86.1(3) . . . . ?
C9 C8 C19 C24 -94.4(3) . . . . ?
C11 C3 C4 N2 179.19(17) . . . . ?
C11 C3 C4 C5 -2.0(3) . . . . ?
C11 C12 C13 O1 -177.6(2) . . . . ?
C11 C12 C13 C14 -0.4(3) . . . . ?
C12 C11 C16 C15 0.5(3) . . . . ?
C12 C13 C14 O2 -178.75(19) . . . . ?
C12 C13 C14 C15 0.8(3) . . . . ?
C13 C14 C15 C16 -0.5(4) . . . . ?
C14 C15 C16 C11 -0.2(4) . . . . ?
C16 C11 C12 C13 -0.2(3) . . . . ?
C17 O1 C13 C12 7.7(4) . . . . ?
C17 O1 C13 C14 -169.5(3) . . . . ?
C18 O2 C14 C13 170.1(2) . . . . ?
C18 O2 C14 C15 -9.4(4) . . . . ?
C19 C8 C9 N1 -177.59(18) . . . . ?
C19 C8 C9 C10 2.0(3) . . . . ?
C19 C20 C21 F2 179.1(2) . . . . ?
C19 C20 C21 C22 -0.9(4) . . . . ?
C20 C19 C24 F5 -178.0(2) . . . . ?
C20 C19 C24 C23 2.6(4) . . . . ?
C20 C21 C22 F3 -179.9(2) . . . . ?
C20 C21 C22 C23 1.1(4) . . . . ?
C21 C22 C23 F4 179.2(3) . . . . ?
C21 C22 C23 C24 0.5(4) . . . . ?
C22 C23 C24 F5 178.1(3) . . . . ?
C22 C23 C24 C19 -2.5(4) . . . . ?
C24 C19 C20 F1 178.7(2) . . . . ?
C24 C19 C20 C21 -0.9(3) . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder with paratone'
_olex2_submission_original_sample_id 'Cis A2B2 porphyrin'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.869
_oxdiff_exptl_absorpt_empirical_full_min 0.716
####################################################################### 
# 
# 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_P3
_database_code_depnum_ccdc_archive 'CCDC 1536643'
_audit_update_record             
;
2017-03-07 deposited with the CCDC.
2017-10-23 downloaded from the CCDC.
;
_audit_creation_date             2016-12-03
_audit_creation_method           
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common            ?
_chemical_name_systematic        
5,10,15-tris(pentafluorophenyl)-20-(3,4-dimethoxyphenyl)porphyrin
_chemical_formula_moiety         'C46 H19 F15 N4 O2, C H3 O'
_chemical_formula_sum            'C47 H22 F15 N4 O3'
_chemical_formula_weight         975.68
_chemical_absolute_configuration .
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C46 H19 F15 N4 O2'
_chemical_oxdiff_usercomment     '@ 120 K A3B porphyrin'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           9
_space_group_name_H-M_alt        'C 1 c 1'
_space_group_name_Hall           'C -2yc'
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'

_cell_length_a                   11.5360(2)
_cell_length_b                   26.8989(6)
_cell_length_c                   15.0809(3)
_cell_angle_alpha                90
_cell_angle_beta                 109.961(2)
_cell_angle_gamma                90
_cell_volume                     4398.56(16)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    16483
_cell_measurement_temperature    120.01(10)
_cell_measurement_theta_max      75.7160
_cell_measurement_theta_min      4.3830
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.211
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.626
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43h (Rigaku Oxford Diffraction, 2015)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear reddish brown'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.473
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             1964
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
-5 -2 5 0.1065
5 2 -5 0.1065
-5 -4 0 0.0997
5 4 0 0.1288
0 1 0 0.0199
0 -1 0 0.0348
5 -2 0 0.1255
-2 5 0 0.0660
2 -5 0 0.0923
-2 -1 5 0.1987

_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'The material was recrystallised by slow vapour diffusion of methanol into a solution f chloroform'
_exptl_crystal_size_max          0.514
_exptl_crystal_size_mid          0.224
_exptl_crystal_size_min          0.055
loop_
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-5.0022 -1.9934 5.0011 -0.0172 0.0226 0.7410
5.0022 1.9934 -5.0011 0.0172 -0.0226 -0.7410
-4.9974 -3.9975 -0.0025 -0.2761 0.4605 0.5179
4.9974 3.9975 0.0025 0.2761 -0.4605 -0.5179
-0.0004 0.9995 -0.0003 0.0551 0.0135 -0.0079
0.0004 -0.9995 0.0003 -0.0551 -0.0135 0.0079
4.9999 -1.9992 0.0041 -0.0543 -0.5417 -0.4702
-2.0017 4.9974 -0.0028 0.2530 0.2736 0.1547
2.0017 -4.9974 0.0028 -0.2530 -0.2736 -0.1547
-2.0032 -0.9942 5.0030 0.0714 -0.2727 0.4414

_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0660
_diffrn_reflns_av_unetI/netI     0.0400
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            35755
_diffrn_reflns_point_group_measured_fraction_full 0.850
_diffrn_reflns_point_group_measured_fraction_max 0.826
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.08
_diffrn_reflns_theta_min         3.12
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.1574
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.9996
_diffrn_measured_fraction_theta_max 0.8255
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -70.00  27.00   1.00    5.00    --  -43.17  57.00 120.00   97
  2  ω   -113.00 -17.00   1.00    5.00    --  -43.17 -57.00 -30.00   96
  3  ω   -116.00 -21.00   1.00    5.00    --  -43.17 -38.00 -60.00   95
  4  ω   -116.00 -21.00   1.00    5.00    --  -43.17 -38.00-150.00   95
  5  ω      1.00  83.00   1.00    5.00    --   43.17 -99.00-180.00   82
  6  ω     23.00  98.00   1.00    5.00    --   43.17-125.00 -60.00   75
  7  ω     85.00 178.00   1.00   20.00    --  111.00  53.00 -15.22   93
  8  ω     39.00 121.00   1.00   20.00    --  111.00-125.00  30.00   82
  9  ω     40.00 135.00   1.00   20.00    --  111.00 -45.00 -30.00   95
 10  ω     37.00 142.00   1.00   20.00    --  111.00 -77.00  30.00  105
 11  ω     94.00 178.00   1.00   20.00    --  111.00 125.00 -60.00   84
 12  ω     30.00 109.00   1.00   20.00    --  111.00 -94.00-180.00   79
 13  ω     30.00 109.00   1.00   20.00    --  111.00 -94.00 150.00   79
 14  ω     30.00 109.00   1.00   20.00    --  111.00 -94.00 -90.00   79
 15  ω     36.00 135.00   1.00   20.00    --  111.00 -30.00 150.00   99
 16  ω     66.00 178.00   1.00   20.00    --  111.00  15.00 -60.00  112
 17  ω     30.00 109.00   1.00   20.00    --  111.00 -94.00  30.00   79
 18  ω     40.00 135.00   1.00   20.00    --  111.00 -45.00-180.00   95
 19  ω     31.00 156.00   1.00   20.00    --  111.00 -15.00 -30.00  125
 20  ω     83.00 178.00   1.00   20.00    --  111.00  65.00 131.51   95
 21  ω     39.00 121.00   1.00   20.00    --  111.00-125.00 150.00   82
 22  ω     37.00 142.00   1.00   20.00    --  111.00 -77.00 -60.00  105
 23  ω     39.00 121.00   1.00   20.00    --  111.00-125.00 -90.00   82
 24  ω     41.00 139.00   1.00   20.00    --  111.00 -61.00  30.00   98
 25  ω     87.00 178.00   1.00   20.00    --  111.00  30.00 -30.00   91
 26  ω     30.00 109.00   1.00   20.00    --  111.00 -94.00-150.00   79
 27  ω   -117.00 -44.00   1.00    5.00    --  -43.17 -77.00-180.00   73
 28  ω   -113.00 -17.00   1.00    5.00    --  -43.17 -57.00  90.00   96
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0111506000
_diffrn_orient_matrix_UB_12      0.0551091000
_diffrn_orient_matrix_UB_13      0.0296890000
_diffrn_orient_matrix_UB_21      -0.1028831000
_diffrn_orient_matrix_UB_22      0.0134767000
_diffrn_orient_matrix_UB_23      -0.0930243000
_diffrn_orient_matrix_UB_31      -0.0972776000
_diffrn_orient_matrix_UB_32      -0.0079769000
_diffrn_orient_matrix_UB_33      0.0476839000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_diffrn_special_details          ?
_reflns_Friedel_coverage         0.657
_reflns_Friedel_fraction_full    0.701
_reflns_Friedel_fraction_max     0.657
_reflns_number_gt                7026
_reflns_number_total             7617
_reflns_odcompleteness_completeness 99.96
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     74.33
_reflns_special_details          
;
Despite the main body of the molecule being well ordered, the two pentafluorophenyl
groups presented more of a challenge in terms of disorder.
Both groups are within a small solvent filled void that allows
the opportunity for disorder. Both disordered parts were treated with RIGU and FLAT
restraints to reach a chemicaly sensible model. However F9 and F10 were left to
refine isotropically due to becoming prolate upon anisotropic refinement.
The maximum residual peak is located 1.72 A from F14 at 0.7 eA^-3.
Hydrogens were placed on the pyrrolic nitrogens from a fourier difference map,
 yet had to be constrained, and could not be refined freely due to drifting with
 a nitrogen hydrogen distance of 0.84 A
The model is sufficient for packing analysis and chemical connecivity.

#===============================================================================
The Following Improvement and Query ALERTS were generated - (Acta-Mode) <<<
#===============================================================================
     Format: alert-number_ALERT_alert-type_alert-level text
 
084_ALERT_3_C High wR2 Value (i.e. > 0.25) ...................       0.30 Report
089_ALERT_3_C Poor Data / Parameter Ratio (Zmax < 18) ........       5.99 Note
097_ALERT_2_C Large Reported Max.  (Positive) Residual Density       0.73 eA-3

see above

213_ALERT_2_C Atom F5              has ADP max/min Ratio .....        3.3 prolat
213_ALERT_2_C Atom F23             has ADP max/min Ratio .....        3.1 prolat
213_ALERT_2_C Atom C8              has ADP max/min Ratio .....        3.3 prolat
213_ALERT_2_C Atom C52             has ADP max/min Ratio .....        3.8 prolat

see above

220_ALERT_2_C Non-Solvent Resd 1   C   Ueq(max)/Ueq(min) Range        4.2 Ratio
220_ALERT_2_C Non-Solvent Resd 1   F   Ueq(max)/Ueq(min) Range        3.7 Ratio
234_ALERT_4_C Large Hirshfeld Difference C20    --  C48     ..       0.18 Ang.
234_ALERT_4_C Large Hirshfeld Difference C35    --  C42     ..       0.18 Ang.

Due to highly disordered nature of the molecule, see above

241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of         C8 Check
241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C18 Check
241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C28 Check
241_ALERT_2_C High   'MainMol' Ueq as Compared to Neighbors of        C35 Check
242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of         N4 Check
242_ALERT_2_C Low    'MainMol' Ueq as Compared to Neighbors of        C26 Check

Correct atom assignments that are chemically sensible

250_ALERT_2_C Large U3/U1 Ratio for Average U(i,j) Tensor ....        2.1 Note
340_ALERT_3_C Low Bond Precision on  C-C Bonds ...............    0.00924 Ang.
601_ALERT_2_C Structure Contains Solvent Accessible VOIDS of .         56 Ang3

noted, see above

911_ALERT_3_C Missing # FCF Refl Between THmin & STh/L=  0.600          3 Report
915_ALERT_3_C No Flack x Check Done: Low Friedel Pair Coverage         66 %
918_ALERT_3_C Reflection(s) with I(obs) much Smaller I(calc) .          3 Check
978_ALERT_2_C Number C-C Bonds with Positive Residual Density.          0 Note
#===============================================================================
002_ALERT_2_G Number of Distance or Angle Restraints on AtSite          2 Note

see above

003_ALERT_2_G Number of Uiso or Uij Restrained non-H Atoms ...         57 Report
007_ALERT_5_G Number of Unrefined Donor-H Atoms ..............          2 Report
072_ALERT_2_G SHELXL First  Parameter in WGHT  Unusually Large       0.20 Report
172_ALERT_4_G The CIF-Embedded .res File Contains DFIX Records          1 Report
174_ALERT_4_G The CIF-Embedded .res File Contains FLAT Records          2 Report
177_ALERT_4_G The CIF-Embedded .res File Contains DELU Records          1 Report
178_ALERT_4_G The CIF-Embedded .res File Contains SIMU Records          2 Report
187_ALERT_4_G The CIF-Embedded .res File Contains RIGU Records          4 Report
301_ALERT_3_G Main Residue  Disorder ..............(Resd  1)..         33 % Note

see above

432_ALERT_2_G Short Inter X...Y Contact  F6     ..  C1AA    ..       2.90 Ang.
432_ALERT_2_G Short Inter X...Y Contact  F7     ..  C8      ..       2.93 Ang.
432_ALERT_2_G Short Inter X...Y Contact  C1AA   ..  C39     ..       3.03 Ang.
434_ALERT_2_G Short Inter HL..HL Contact F2     ..  F20     ..       2.79 Ang.
720_ALERT_4_G Number of Unusual/Non-Standard Labels ..........          5 Note
811_ALERT_5_G No ADDSYM Analysis: Too Many Excluded Atoms ....          ! Info
860_ALERT_3_G Number of Least-Squares Restraints .............        397 Note
910_ALERT_3_G Missing # of FCF Reflection(s) Below Theta(Min)           1 Note
912_ALERT_4_G Missing # of FCF Reflections Above STh/L=  0.600         15 Note
933_ALERT_2_G Number of OMIT Records in Embedded .res File ...          8 Note
#===============================================================================

 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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43h (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.730
_refine_diff_density_min         -0.515
_refine_diff_density_rms         0.104
_refine_ls_abs_structure_details 
;
 Flack x determined using 2367 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(15)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.392
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     767
_refine_ls_number_reflns         7617
_refine_ls_number_restraints     397
_refine_ls_R_factor_all          0.1079
_refine_ls_R_factor_gt           0.1043
_refine_ls_restrained_S_all      1.829
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2897
_refine_ls_wR_factor_ref         0.3001
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 H4-H2
 0.84 with sigma of 0.02
3. Restrained planarity
 F21, F22, F24, F25, C39, C40, C41, C36, C37, C38
 with sigma of 0.1
 F6, F7, F8, F9, F10, C51, C52, C53, C48, C49, C50
 with sigma of 0.1
4. Rigid bond restraints
 O0AA, C1AA
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
5. Uiso/Uaniso restraints and constraints
F1 \\sim F2 \\sim F3 \\sim F4 \\sim F5 \\sim C21 \\sim C22 \\sim C23 \\sim C24
\\sim C25 \\sim C26: within 2A with sigma of 0.04 and sigma for terminal atoms
of 0.08
O0AA \\sim C1AA: within 2A with sigma of 0.04 and sigma for terminal atoms of
0.08
6. Rigid body (RIGU) restrains
 F11, F12, F13, F14, F15, C59, C58, C57, C56, C55, C54
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F6, F7, F8, F9, F10, C51, C52, C53, C48, C49, C50
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F21, F22, F23, F24, F25, C39, C40, C41, C36, C37, C38
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
 F16, F17, F18, F19, F20, C43, C42, C47, C46, C45, C44
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
7. Others
 Sof(F6)=Sof(F7)=Sof(F8)=Sof(F9)=Sof(F10)=Sof(C51)=Sof(C52)=Sof(C53)=Sof(C48)=
 Sof(C49)=Sof(C50)=1-FVAR(1)
 Sof(F11)=Sof(F12)=Sof(F13)=Sof(F14)=Sof(F15)=Sof(C59)=Sof(C58)=Sof(C57)=
 Sof(C56)=Sof(C55)=Sof(C54)=FVAR(1)
 Sof(F16)=Sof(F17)=Sof(F18)=Sof(F19)=Sof(F20)=Sof(C43)=Sof(C42)=Sof(C47)=
 Sof(C46)=Sof(C45)=Sof(C44)=1-FVAR(2)
 Sof(F21)=Sof(F22)=Sof(F23)=Sof(F24)=Sof(F25)=Sof(C39)=Sof(C40)=Sof(C41)=
 Sof(C36)=Sof(C37)=Sof(C38)=FVAR(2)
8.a Aromatic/amide H refined with riding coordinates:
 N2(H2), N4(H4), C2(H2A), C3(H3), C7(H7), C8(H8), C12(H12), C13(H13), C17(H17),
  C18(H18), C28(H28), C29(H29), C32(H32)
8.b Fitted hexagon refined as free rotating group:
 C39(C40,C41,C36,C37,C38), C43(C42,C47,C46,C45,C44), C51(C52,C53,C48,C49,C50),
 C59(C58,C57,C56,C55,C54)
8.c Idealised Me refined as rotating group:
 C33(H33A,H33B,H33C), C34(H34A,H34B,H34C), C1AA(H1AA,H1AB,H1AC)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
F1 F 0.7237(4) 0.6989(2) 0.1768(3) 0.0794(15) Uani 1 1 d . U . . .
F2 F 0.7160(4) 0.6727(3) 0.0020(3) 0.0917(19) Uani 1 1 d . U . . .
F3 F 0.4974(4) 0.66952(16) -0.1409(2) 0.0590(9) Uani 1 1 d . U . . .
F4 F 0.2889(5) 0.6949(4) -0.1104(4) 0.118(3) Uani 1 1 d . U . . .
F5 F 0.2958(4) 0.7200(4) 0.0647(4) 0.138(4) Uani 1 1 d . U . . .
F6 F 0.833(2) 0.5784(8) 0.5279(13) 0.110(6) Uani 0.439(13) 1 d . U P A 2
F7 F 0.880(2) 0.4798(5) 0.5811(12) 0.134(7) Uani 0.439(13) 1 d . U P A 2
F8 F 0.726(2) 0.4262(5) 0.6368(12) 0.139(8) Uani 0.439(13) 1 d . U P A 2
F9 F 0.511(3) 0.4737(11) 0.6439(17) 0.162(10) Uiso 0.439(13) 1 d . U P A 2
F10 F 0.4643(17) 0.5665(6) 0.5942(13) 0.107(5) Uiso 0.439(13) 1 d . U P A 2
F11 F 0.7872(17) 0.5666(5) 0.5313(14) 0.108(5) Uani 0.561(13) 1 d . U P A 1
F12 F 0.777(2) 0.4660(5) 0.5617(13) 0.133(6) Uani 0.561(13) 1 d . U P A 1
F13 F 0.586(2) 0.4215(3) 0.5790(10) 0.152(7) Uani 0.561(13) 1 d . U P A 1
F14 F 0.383(2) 0.4744(6) 0.5614(18) 0.181(8) Uani 0.561(13) 1 d . U P A 1
F15 F 0.3745(12) 0.5739(5) 0.5305(12) 0.119(5) Uani 0.561(13) 1 d . U P A 1
F16 F 0.5838(16) 0.9430(6) 0.3183(11) 0.078(4) Uani 0.341(9) 1 d . U P B 2
F17 F 0.497(2) 1.0330(6) 0.2578(13) 0.107(6) Uani 0.341(9) 1 d . U P B 2
F18 F 0.269(2) 1.0616(5) 0.2632(11) 0.104(6) Uani 0.341(9) 1 d . U P B 2
F19 F 0.1405(18) 0.9976(5) 0.3245(12) 0.092(5) Uani 0.341(9) 1 d . U P B 2
F20 F 0.2271(12) 0.9060(5) 0.3848(8) 0.059(3) Uani 0.341(9) 1 d . U P B 2
F21 F 0.7083(17) 0.9272(5) 0.3825(10) 0.156(6) Uani 0.659(9) 1 d . U P B 1
F22 F 0.694(3) 1.0238(6) 0.3387(12) 0.207(8) Uani 0.659(9) 1 d . U P B 1
F23 F 0.484(3) 1.0755(4) 0.3193(14) 0.219(10) Uani 0.659(9) 1 d . U P B 1
F24 F 0.281(2) 1.0259(4) 0.3389(9) 0.167(6) Uani 0.659(9) 1 d . U P B 1
F25 F 0.3010(15) 0.9297(4) 0.3827(7) 0.103(3) Uani 0.659(9) 1 d . U P B 1
O1 O 0.6909(4) 0.81756(17) 1.0754(3) 0.0523(10) Uani 1 1 d . . . . .
O2 O 0.4722(4) 0.8231(2) 0.9590(3) 0.0546(11) Uani 1 1 d . . . . .
N1 N 0.5951(4) 0.70886(17) 0.5783(3) 0.0425(9) Uani 1 1 d . . . . .
N2 N 0.5506(4) 0.68537(15) 0.3825(3) 0.0410(9) Uani 1 1 d . . . . .
H2 H 0.5561 0.7123 0.4146 0.049 Uiso 1 1 calc DR . . . .
N3 N 0.5087(4) 0.78844(16) 0.3346(3) 0.0414(9) Uani 1 1 d . . . . .
N4 N 0.5391(6) 0.81029(19) 0.5284(4) 0.0511(11) Uani 1 1 d . . . . .
H4 H 0.5363 0.7832 0.4974 0.061 Uiso 1 1 calc DR . . . .
C1 C 0.6103(7) 0.6580(2) 0.5849(4) 0.0544(13) Uani 1 1 d . . . . .
C2 C 0.6490(9) 0.6436(3) 0.6827(5) 0.0715(19) Uani 1 1 d . . . . .
H2A H 0.6665 0.6115 0.7062 0.086 Uiso 1 1 calc R . . . .
C3 C 0.6551(7) 0.6853(3) 0.7345(5) 0.0591(15) Uani 1 1 d . . . . .
H3 H 0.6775 0.6872 0.7998 0.071 Uiso 1 1 calc R . . . .
C4 C 0.6201(5) 0.7268(2) 0.6684(4) 0.0457(11) Uani 1 1 d . . . . .
C5 C 0.6048(5) 0.7767(2) 0.6903(3) 0.0455(11) Uani 1 1 d . . . . .
C6 C 0.5671(7) 0.8150(2) 0.6256(4) 0.0548(14) Uani 1 1 d . . . . .
C7 C 0.5537(12) 0.8670(3) 0.6477(6) 0.091(3) Uani 1 1 d . . . . .
H7 H 0.5624 0.8797 0.7070 0.110 Uiso 1 1 calc R . . . .
C8 C 0.5272(16) 0.8931(3) 0.5690(7) 0.110(5) Uani 1 1 d . . . . .
H8 H 0.5170 0.9274 0.5635 0.132 Uiso 1 1 calc R . . . .
C9 C 0.5166(12) 0.8583(2) 0.4918(6) 0.086(3) Uani 1 1 d . . . . .
C11 C 0.4932(9) 0.8386(2) 0.3257(5) 0.0646(18) Uani 1 1 d . . . . .
C12 C 0.4791(10) 0.8539(3) 0.2305(5) 0.075(2) Uani 1 1 d . . . . .
H12 H 0.4676 0.8861 0.2068 0.090 Uiso 1 1 calc R . . . .
C13 C 0.4860(7) 0.8126(2) 0.1833(4) 0.0551(14) Uani 1 1 d . . . . .
H13 H 0.4799 0.8106 0.1203 0.066 Uiso 1 1 calc R . . . .
C14 C 0.5046(5) 0.7715(2) 0.2485(4) 0.0435(11) Uani 1 1 d . . . . .
C15 C 0.5148(5) 0.7219(2) 0.2252(3) 0.0405(10) Uani 1 1 d . . . . .
C16 C 0.5306(5) 0.68123(19) 0.2868(4) 0.0444(11) Uani 1 1 d . . . . .
C17 C 0.5258(9) 0.6299(2) 0.2598(5) 0.069(2) Uani 1 1 d . . . . .
H17 H 0.5134 0.6174 0.1998 0.083 Uiso 1 1 calc R . . . .
C18 C 0.5428(13) 0.6034(3) 0.3394(7) 0.091(3) Uani 1 1 d . . . . .
H18 H 0.5434 0.5690 0.3438 0.109 Uiso 1 1 calc R . . . .
C19 C 0.5597(8) 0.6373(2) 0.4153(5) 0.0604(16) Uani 1 1 d . . . . .
C20 C 0.5917(9) 0.6248(3) 0.5111(5) 0.0682(19) Uani 1 1 d . . . . .
C21 C 0.5099(5) 0.7095(2) 0.1267(4) 0.0411(10) Uani 1 1 d . U . . .
C22 C 0.6149(5) 0.6985(2) 0.1068(3) 0.0434(10) Uani 1 1 d . U . . .
C23 C 0.6128(5) 0.6851(2) 0.0181(4) 0.0462(11) Uani 1 1 d . U . . .
C24 C 0.5012(5) 0.6831(2) -0.0552(4) 0.0443(11) Uani 1 1 d . U . . .
C25 C 0.3964(6) 0.6962(3) -0.0389(5) 0.0634(17) Uani 1 1 d . U . . .
C26 C 0.4021(6) 0.7089(3) 0.0519(5) 0.0629(17) Uani 1 1 d . U . . .
C27 C 0.6310(5) 0.7879(2) 0.7927(4) 0.0469(12) Uani 1 1 d . . . . .
C28 C 0.7497(6) 0.7867(4) 0.8562(6) 0.082(3) Uani 1 1 d . . . . .
H28 H 0.8144 0.7800 0.8344 0.099 Uiso 1 1 calc R . . . .
C29 C 0.7755(6) 0.7954(4) 0.9524(5) 0.078(3) Uani 1 1 d . . . . .
H29 H 0.8559 0.7930 0.9946 0.094 Uiso 1 1 calc R . . . .
C30 C 0.6796(5) 0.8077(2) 0.9842(4) 0.0457(11) Uani 1 1 d . . . . .
C31 C 0.5592(5) 0.81082(19) 0.9197(3) 0.0389(9) Uani 1 1 d . . . . .
C32 C 0.5349(4) 0.80081(19) 0.8251(3) 0.0388(9) Uani 1 1 d . . . . .
H32 H 0.4545 0.8027 0.7829 0.047 Uiso 1 1 calc R . . . .
C33 C 0.3476(6) 0.8258(4) 0.8970(5) 0.077(3) Uani 1 1 d . . . . .
H33A H 0.3407 0.8506 0.8497 0.115 Uiso 1 1 calc GR . . . .
H33B H 0.2954 0.8346 0.9323 0.115 Uiso 1 1 calc GR . . . .
H33C H 0.3228 0.7942 0.8673 0.115 Uiso 1 1 calc GR . . . .
C34 C 0.8120(7) 0.8153(4) 1.1434(5) 0.070(2) Uani 1 1 d . . . . .
H34A H 0.8647 0.8380 1.1260 0.105 Uiso 1 1 calc GR . . . .
H34B H 0.8437 0.7822 1.1458 0.105 Uiso 1 1 calc GR . . . .
H34C H 0.8092 0.8242 1.2043 0.105 Uiso 1 1 calc GR . . . .
C35 C 0.4941(13) 0.8714(2) 0.3999(6) 0.088(3) Uani 1 1 d . . . . .
C39 C 0.4877(17) 1.0260(2) 0.3379(8) 0.161(6) Uani 0.659(9) 1 d . U P B 1
C40 C 0.3875(14) 1.0016(3) 0.3493(6) 0.132(5) Uani 0.659(9) 1 d G U P B 1
C41 C 0.3958(11) 0.9514(3) 0.3724(5) 0.093(4) Uani 0.659(9) 1 d G U P B 1
C36 C 0.5044(12) 0.9256(2) 0.3841(6) 0.088(3) Uani 0.659(9) 1 d G U P B 1
C37 C 0.6046(11) 0.9499(4) 0.3728(7) 0.120(5) Uani 0.659(9) 1 d G U P B 1
C38 C 0.5963(14) 1.0001(4) 0.3497(8) 0.155(6) Uani 0.659(9) 1 d G U P B 1
C43 C 0.4794(11) 0.9546(4) 0.3227(8) 0.056(4) Uani 0.341(9) 1 d . U P B 2
C42 C 0.4099(11) 0.9220(3) 0.3555(7) 0.045(3) Uani 0.341(9) 1 d G U P B 2
C47 C 0.2949(11) 0.9364(4) 0.3571(9) 0.056(4) Uani 0.341(9) 1 d G U P B 2
C46 C 0.2495(12) 0.9835(5) 0.3258(9) 0.069(4) Uani 0.341(9) 1 d G U P B 2
C45 C 0.3190(16) 1.0161(3) 0.2930(9) 0.080(4) Uani 0.341(9) 1 d G U P B 2
C44 C 0.4340(15) 1.0017(4) 0.2914(9) 0.078(5) Uani 0.341(9) 1 d G U P B 2
C51 C 0.6956(17) 0.4744(3) 0.6116(10) 0.105(7) Uani 0.439(13) 1 d . U P A 2
C52 C 0.5874(16) 0.4966(5) 0.6132(11) 0.143(14) Uani 0.439(13) 1 d G U P A 2
C53 C 0.5622(14) 0.5458(5) 0.5854(11) 0.126(12) Uani 0.439(13) 1 d G U P A 2
C48 C 0.6451(13) 0.5729(3) 0.5560(9) 0.070(5) Uani 0.439(13) 1 d G U P A 2
C49 C 0.7532(12) 0.5508(4) 0.5544(8) 0.065(4) Uani 0.439(13) 1 d G U P A 2
C50 C 0.7785(14) 0.5015(4) 0.5822(8) 0.080(5) Uani 0.439(13) 1 d G U P A 2
C59 C 0.4731(10) 0.5477(3) 0.5325(8) 0.081(4) Uani 0.561(13) 1 d . U P A 1
C58 C 0.4769(12) 0.4970(3) 0.5507(9) 0.113(6) Uani 0.561(13) 1 d G U P A 1
C57 C 0.5837(14) 0.4702(2) 0.5613(8) 0.088(4) Uani 0.561(13) 1 d G U P A 1
C56 C 0.6868(12) 0.4941(3) 0.5537(8) 0.091(4) Uani 0.561(13) 1 d G U P A 1
C55 C 0.6829(10) 0.5448(3) 0.5355(7) 0.072(3) Uani 0.561(13) 1 d G U P A 1
C54 C 0.5761(10) 0.5717(2) 0.5249(6) 0.057(3) Uani 0.561(13) 1 d G U P A 1
O0AA O 0.144(4) 0.5638(16) 0.626(2) 0.34(2) Uani 1 1 d . U . . .
C1AA C 0.087(4) 0.5653(11) 0.538(3) 0.223(14) Uani 1 1 d . U . . .
H1AA H 0.1300 0.5458 0.5057 0.335 Uiso 1 1 calc GR . . . .
H1AB H 0.0815 0.5991 0.5162 0.335 Uiso 1 1 calc GR . . . .
H1AC H 0.0049 0.5522 0.5239 0.335 Uiso 1 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
F1 C22 1.336(6) . ?
F2 C23 1.336(7) . ?
F3 C24 1.329(6) . ?
F4 C25 1.337(7) . ?
F5 C26 1.338(7) . ?
F6 C49 1.35(3) . ?
F7 C50 1.31(2) . ?
F8 C51 1.364(15) . ?
F9 C52 1.28(3) . ?
F10 C53 1.31(2) . ?
F11 C55 1.358(18) . ?
F12 C56 1.26(2) . ?
F13 C57 1.333(10) . ?
F14 C58 1.300(19) . ?
F15 C59 1.328(19) . ?
F16 C43 1.27(2) . ?
F17 C44 1.32(2) . ?
F18 C45 1.361(15) . ?
F19 C46 1.31(2) . ?
F20 C47 1.296(19) . ?
F21 C37 1.31(2) . ?
F22 C38 1.35(2) . ?
F23 C39 1.360(11) . ?
F24 C40 1.35(2) . ?
F25 C41 1.296(19) . ?
O1 C30 1.362(6) . ?
O1 C34 1.425(7) . ?
O2 C31 1.368(6) . ?
O2 C33 1.424(7) . ?
N1 C1 1.378(8) . ?
N1 C4 1.377(6) . ?
N2 H2 0.8600 . ?
N2 C16 1.387(7) . ?
N2 C19 1.377(7) . ?
N3 C11 1.362(7) . ?
N3 C14 1.362(6) . ?
N4 H4 0.8600 . ?
N4 C6 1.395(7) . ?
N4 C9 1.393(9) . ?
C1 C2 1.441(8) . ?
C1 C20 1.386(10) . ?
C2 H2A 0.9300 . ?
C2 C3 1.354(11) . ?
C3 H3 0.9300 . ?
C3 C4 1.458(8) . ?
C4 C5 1.408(9) . ?
C5 C6 1.382(9) . ?
C5 C27 1.499(6) . ?
C6 C7 1.459(10) . ?
C7 H7 0.9300 . ?
C7 C8 1.322(13) . ?
C8 H8 0.9300 . ?
C8 C9 1.467(8) . ?
C9 C35 1.366(11) . ?
C11 C12 1.449(8) . ?
C11 C35 1.422(9) . ?
C12 H12 0.9300 . ?
C12 C13 1.337(9) . ?
C13 H13 0.9300 . ?
C13 C14 1.445(8) . ?
C14 C15 1.394(7) . ?
C15 C16 1.406(8) . ?
C15 C21 1.506(6) . ?
C16 C17 1.435(7) . ?
C17 H17 0.9300 . ?
C17 C18 1.351(12) . ?
C18 H18 0.9300 . ?
C18 C19 1.423(9) . ?
C19 C20 1.404(9) . ?
C20 C48 1.580(10) . ?
C20 C54 1.464(8) . ?
C21 C22 1.375(7) . ?
C21 C26 1.364(8) . ?
C22 C23 1.378(7) . ?
C23 C24 1.382(7) . ?
C24 C25 1.360(9) . ?
C25 C26 1.392(9) . ?
C27 C28 1.378(8) . ?
C27 C32 1.399(7) . ?
C28 H28 0.9300 . ?
C28 C29 1.398(9) . ?
C29 H29 0.9300 . ?
C29 C30 1.387(9) . ?
C30 C31 1.401(7) . ?
C31 C32 1.383(6) . ?
C32 H32 0.9300 . ?
C33 H33A 0.9600 . ?
C33 H33B 0.9600 . ?
C33 H33C 0.9600 . ?
C34 H34A 0.9600 . ?
C34 H34B 0.9600 . ?
C34 H34C 0.9600 . ?
C35 C36 1.488(9) . ?
C35 C42 1.673(13) . ?
C39 C40 1.3900 . ?
C39 C38 1.3900 . ?
C40 C41 1.3900 . ?
C41 C36 1.3900 . ?
C36 C37 1.3900 . ?
C37 C38 1.3900 . ?
C43 C42 1.3900 . ?
C43 C44 1.3900 . ?
C42 C47 1.3900 . ?
C47 C46 1.3900 . ?
C46 C45 1.3900 . ?
C45 C44 1.3900 . ?
C51 C52 1.3900 . ?
C51 C50 1.3900 . ?
C52 C53 1.3900 . ?
C53 C48 1.3900 . ?
C48 C49 1.3900 . ?
C49 C50 1.3900 . ?
C59 C58 1.3900 . ?
C59 C54 1.3900 . ?
C58 C57 1.3900 . ?
C57 C56 1.3900 . ?
C56 C55 1.3900 . ?
C55 C54 1.3900 . ?
O0AA C1AA 1.27(5) . ?
C1AA H1AA 0.9600 . ?
C1AA H1AB 0.9600 . ?
C1AA H1AC 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
C30 O1 C34 116.8(5) . . ?
C31 O2 C33 117.0(4) . . ?
C4 N1 C1 107.3(5) . . ?
C16 N2 H2 127.4 . . ?
C19 N2 H2 127.4 . . ?
C19 N2 C16 105.3(4) . . ?
C14 N3 C11 106.1(5) . . ?
C6 N4 H4 126.9 . . ?
C9 N4 H4 126.9 . . ?
C9 N4 C6 106.1(5) . . ?
N1 C1 C2 109.1(6) . . ?
N1 C1 C20 127.0(6) . . ?
C20 C1 C2 123.9(6) . . ?
C1 C2 H2A 126.1 . . ?
C3 C2 C1 107.7(6) . . ?
C3 C2 H2A 126.1 . . ?
C2 C3 H3 126.5 . . ?
C2 C3 C4 107.0(6) . . ?
C4 C3 H3 126.5 . . ?
N1 C4 C3 108.8(5) . . ?
N1 C4 C5 124.4(5) . . ?
C5 C4 C3 126.7(5) . . ?
C4 C5 C27 115.7(5) . . ?
C6 C5 C4 125.4(5) . . ?
C6 C5 C27 118.8(5) . . ?
N4 C6 C7 108.8(6) . . ?
C5 C6 N4 125.3(5) . . ?
C5 C6 C7 125.9(6) . . ?
C6 C7 H7 125.8 . . ?
C8 C7 C6 108.4(6) . . ?
C8 C7 H7 125.8 . . ?
C7 C8 H8 126.1 . . ?
C7 C8 C9 107.7(7) . . ?
C9 C8 H8 126.1 . . ?
N4 C9 C8 108.8(6) . . ?
C35 C9 N4 126.0(6) . . ?
C35 C9 C8 125.1(7) . . ?
N3 C11 C12 110.2(5) . . ?
N3 C11 C35 124.9(5) . . ?
C35 C11 C12 124.9(6) . . ?
C11 C12 H12 126.7 . . ?
C13 C12 C11 106.5(6) . . ?
C13 C12 H12 126.7 . . ?
C12 C13 H13 126.4 . . ?
C12 C13 C14 107.2(5) . . ?
C14 C13 H13 126.4 . . ?
N3 C14 C13 109.9(5) . . ?
N3 C14 C15 125.6(5) . . ?
C15 C14 C13 124.5(5) . . ?
C14 C15 C16 125.6(4) . . ?
C14 C15 C21 118.9(5) . . ?
C16 C15 C21 115.6(5) . . ?
N2 C16 C15 124.2(4) . . ?
N2 C16 C17 110.4(5) . . ?
C15 C16 C17 125.3(5) . . ?
C16 C17 H17 127.0 . . ?
C18 C17 C16 106.0(6) . . ?
C18 C17 H17 127.0 . . ?
C17 C18 H18 125.8 . . ?
C17 C18 C19 108.5(6) . . ?
C19 C18 H18 125.8 . . ?
N2 C19 C18 109.8(6) . . ?
N2 C19 C20 123.8(5) . . ?
C20 C19 C18 126.2(7) . . ?
C1 C20 C19 125.8(6) . . ?
C1 C20 C48 107.1(7) . . ?
C1 C20 C54 120.5(6) . . ?
C19 C20 C48 125.4(7) . . ?
C19 C20 C54 112.2(6) . . ?
C22 C21 C15 121.5(4) . . ?
C26 C21 C15 122.3(5) . . ?
C26 C21 C22 116.2(5) . . ?
F1 C22 C21 119.1(4) . . ?
F1 C22 C23 118.0(5) . . ?
C21 C22 C23 122.8(5) . . ?
F2 C23 C22 121.4(5) . . ?
F2 C23 C24 119.3(5) . . ?
C22 C23 C24 119.3(5) . . ?
F3 C24 C23 120.1(5) . . ?
F3 C24 C25 120.7(5) . . ?
C25 C24 C23 119.2(5) . . ?
F4 C25 C24 119.0(6) . . ?
F4 C25 C26 121.3(6) . . ?
C24 C25 C26 119.7(5) . . ?
F5 C26 C21 120.1(6) . . ?
F5 C26 C25 117.3(6) . . ?
C21 C26 C25 122.6(6) . . ?
C28 C27 C5 120.9(5) . . ?
C28 C27 C32 118.7(5) . . ?
C32 C27 C5 120.3(5) . . ?
C27 C28 H28 119.1 . . ?
C27 C28 C29 121.8(6) . . ?
C29 C28 H28 119.1 . . ?
C28 C29 H29 120.5 . . ?
C30 C29 C28 119.1(6) . . ?
C30 C29 H29 120.5 . . ?
O1 C30 C29 125.6(5) . . ?
O1 C30 C31 114.8(5) . . ?
C29 C30 C31 119.6(5) . . ?
O2 C31 C30 114.4(4) . . ?
O2 C31 C32 125.0(4) . . ?
C32 C31 C30 120.5(5) . . ?
C27 C32 H32 119.9 . . ?
C31 C32 C27 120.2(4) . . ?
C31 C32 H32 119.9 . . ?
O2 C33 H33A 109.5 . . ?
O2 C33 H33B 109.5 . . ?
O2 C33 H33C 109.5 . . ?
H33A C33 H33B 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
O1 C34 H34A 109.5 . . ?
O1 C34 H34B 109.5 . . ?
O1 C34 H34C 109.5 . . ?
H34A C34 H34B 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C9 C35 C11 125.8(6) . . ?
C9 C35 C36 114.7(7) . . ?
C9 C35 C42 119.9(8) . . ?
C11 C35 C36 117.5(6) . . ?
C11 C35 C42 110.0(8) . . ?
F23 C39 C40 121.2(16) . . ?
F23 C39 C38 118.7(16) . . ?
C40 C39 C38 120.0 . . ?
F24 C40 C39 121.2(10) . . ?
F24 C40 C41 118.8(10) . . ?
C39 C40 C41 120.0 . . ?
F25 C41 C40 118.6(8) . . ?
F25 C41 C36 121.4(8) . . ?
C40 C41 C36 120.0 . . ?
C41 C36 C35 113.1(8) . . ?
C37 C36 C35 126.7(8) . . ?
C37 C36 C41 120.0 . . ?
F21 C37 C36 122.2(9) . . ?
F21 C37 C38 117.8(9) . . ?
C36 C37 C38 120.0 . . ?
F22 C38 C39 120.0(14) . . ?
F22 C38 C37 120.0(14) . . ?
C37 C38 C39 120.0 . . ?
F16 C43 C42 122.5(10) . . ?
F16 C43 C44 117.5(10) . . ?
C42 C43 C44 120.0 . . ?
C43 C42 C35 109.2(8) . . ?
C47 C42 C35 130.3(8) . . ?
C47 C42 C43 120.0 . . ?
F20 C47 C42 120.9(9) . . ?
F20 C47 C46 119.1(9) . . ?
C42 C47 C46 120.0 . . ?
F19 C46 C47 121.3(12) . . ?
F19 C46 C45 118.7(12) . . ?
C45 C46 C47 120.0 . . ?
F18 C45 C46 117.1(15) . . ?
F18 C45 C44 122.9(15) . . ?
C46 C45 C44 120.0 . . ?
F17 C44 C43 121.1(14) . . ?
F17 C44 C45 118.9(15) . . ?
C45 C44 C43 120.0 . . ?
F8 C51 C52 123.1(16) . . ?
F8 C51 C50 116.9(16) . . ?
C52 C51 C50 120.0 . . ?
F9 C52 C51 122.1(17) . . ?
F9 C52 C53 117.8(17) . . ?
C53 C52 C51 120.0 . . ?
F10 C53 C52 118.3(11) . . ?
F10 C53 C48 121.5(11) . . ?
C52 C53 C48 120.0 . . ?
C53 C48 C20 113.0(8) . . ?
C49 C48 C20 126.2(7) . . ?
C49 C48 C53 120.0 . . ?
F6 C49 C48 118.6(11) . . ?
F6 C49 C50 121.4(11) . . ?
C48 C49 C50 120.0 . . ?
F7 C50 C51 118.8(13) . . ?
F7 C50 C49 121.2(13) . . ?
C49 C50 C51 120.0 . . ?
F15 C59 C58 119.6(8) . . ?
F15 C59 C54 120.2(8) . . ?
C58 C59 C54 120.0 . . ?
F14 C58 C59 120.9(14) . . ?
F14 C58 C57 119.1(14) . . ?
C57 C58 C59 120.0 . . ?
F13 C57 C58 119.1(13) . . ?
F13 C57 C56 120.9(14) . . ?
C56 C57 C58 120.0 . . ?
F12 C56 C57 114.7(11) . . ?
F12 C56 C55 125.3(11) . . ?
C57 C56 C55 120.0 . . ?
F11 C55 C56 117.6(8) . . ?
F11 C55 C54 122.4(8) . . ?
C54 C55 C56 120.0 . . ?
C59 C54 C20 127.9(7) . . ?
C55 C54 C20 112.1(7) . . ?
C55 C54 C59 120.0 . . ?
O0AA C1AA H1AA 109.5 . . ?
O0AA C1AA H1AB 109.5 . . ?
O0AA C1AA H1AC 109.5 . . ?
H1AA C1AA H1AB 109.5 . . ?
H1AA C1AA H1AC 109.5 . . ?
H1AB C1AA H1AC 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
F1 C22 C23 F2 0.2(10) . . . . ?
F1 C22 C23 C24 178.3(6) . . . . ?
F2 C23 C24 F3 -0.9(9) . . . . ?
F2 C23 C24 C25 -179.3(7) . . . . ?
F3 C24 C25 F4 0.5(12) . . . . ?
F3 C24 C25 C26 178.2(7) . . . . ?
F4 C25 C26 F5 -0.4(14) . . . . ?
F4 C25 C26 C21 178.5(9) . . . . ?
F6 C49 C50 F7 -2.0(11) . . . . ?
F6 C49 C50 C51 178.2(11) . . . . ?
F8 C51 C52 F9 4.1(15) . . . . ?
F8 C51 C52 C53 -179.2(11) . . . . ?
F8 C51 C50 F7 -0.5(10) . . . . ?
F8 C51 C50 C49 179.3(10) . . . . ?
F9 C52 C53 F10 1.8(15) . . . . ?
F9 C52 C53 C48 176.9(15) . . . . ?
F10 C53 C48 C20 -14.7(13) . . . . ?
F10 C53 C48 C49 174.9(14) . . . . ?
F11 C55 C54 C20 -1.2(13) . . . . ?
F11 C55 C54 C59 -178.2(13) . . . . ?
F12 C56 C55 F11 -3.9(16) . . . . ?
F12 C56 C55 C54 177.8(14) . . . . ?
F13 C57 C56 F12 2.2(15) . . . . ?
F13 C57 C56 C55 -179.8(11) . . . . ?
F14 C58 C57 F13 2.2(18) . . . . ?
F14 C58 C57 C56 -177.5(17) . . . . ?
F15 C59 C58 F14 3.2(18) . . . . ?
F15 C59 C58 C57 -174.3(13) . . . . ?
F15 C59 C54 C20 -2.2(14) . . . . ?
F15 C59 C54 C55 174.3(13) . . . . ?
F16 C43 C42 C35 7.9(14) . . . . ?
F16 C43 C42 C47 -178.8(14) . . . . ?
F16 C43 C44 F17 0.4(16) . . . . ?
F16 C43 C44 C45 178.8(14) . . . . ?
F18 C45 C44 F17 -1.4(15) . . . . ?
F18 C45 C44 C43 -179.9(14) . . . . ?
F19 C46 C45 F18 1.5(15) . . . . ?
F19 C46 C45 C44 -178.4(14) . . . . ?
F20 C47 C46 F19 0.5(14) . . . . ?
F20 C47 C46 C45 -177.9(12) . . . . ?
F21 C37 C38 F22 -0.4(7) . . . . ?
F21 C37 C38 C39 179.6(6) . . . . ?
F23 C39 C40 F24 2.4(15) . . . . ?
F23 C39 C40 C41 -177.1(14) . . . . ?
F23 C39 C38 F22 -2.8(14) . . . . ?
F23 C39 C38 C37 177.2(13) . . . . ?
F24 C40 C41 F25 0.3(5) . . . . ?
F24 C40 C41 C36 -179.5(6) . . . . ?
F25 C41 C36 C35 5.4(8) . . . . ?
F25 C41 C36 C37 -179.8(6) . . . . ?
O1 C30 C31 O2 -0.4(7) . . . . ?
O1 C30 C31 C32 -178.9(5) . . . . ?
O2 C31 C32 C27 -179.0(5) . . . . ?
N1 C1 C2 C3 0.9(9) . . . . ?
N1 C1 C20 C19 3.5(14) . . . . ?
N1 C1 C20 C48 169.6(8) . . . . ?
N1 C1 C20 C54 -161.9(8) . . . . ?
N1 C4 C5 C6 -2.3(9) . . . . ?
N1 C4 C5 C27 176.8(5) . . . . ?
N2 C16 C17 C18 0.0(10) . . . . ?
N2 C19 C20 C1 4.7(13) . . . . ?
N2 C19 C20 C48 -158.9(9) . . . . ?
N2 C19 C20 C54 171.2(8) . . . . ?
N3 C11 C12 C13 0.2(11) . . . . ?
N3 C11 C35 C9 3.5(19) . . . . ?
N3 C11 C35 C36 166.4(10) . . . . ?
N3 C11 C35 C42 -153.3(8) . . . . ?
N3 C14 C15 C16 0.3(9) . . . . ?
N3 C14 C15 C21 -179.2(5) . . . . ?
N4 C6 C7 C8 -4.0(13) . . . . ?
N4 C9 C35 C11 -2(2) . . . . ?
N4 C9 C35 C36 -165.3(11) . . . . ?
N4 C9 C35 C42 152.7(10) . . . . ?
C1 N1 C4 C3 1.3(6) . . . . ?
C1 N1 C4 C5 -174.6(5) . . . . ?
C1 C2 C3 C4 -0.1(9) . . . . ?
C1 C20 C48 C53 83.6(8) . . . . ?
C1 C20 C48 C49 -106.8(10) . . . . ?
C1 C20 C54 C59 74.9(12) . . . . ?
C1 C20 C54 C55 -101.9(9) . . . . ?
C2 C1 C20 C19 -176.9(8) . . . . ?
C2 C1 C20 C48 -10.8(11) . . . . ?
C2 C1 C20 C54 17.6(13) . . . . ?
C2 C3 C4 N1 -0.7(8) . . . . ?
C2 C3 C4 C5 175.0(6) . . . . ?
C3 C4 C5 C6 -177.5(6) . . . . ?
C3 C4 C5 C27 1.7(8) . . . . ?
C4 N1 C1 C2 -1.3(7) . . . . ?
C4 N1 C1 C20 178.3(7) . . . . ?
C4 C5 C6 N4 -0.6(10) . . . . ?
C4 C5 C6 C7 -178.5(8) . . . . ?
C4 C5 C27 C28 70.7(9) . . . . ?
C4 C5 C27 C32 -110.8(6) . . . . ?
C5 C6 C7 C8 174.2(10) . . . . ?
C5 C27 C28 C29 -177.9(9) . . . . ?
C5 C27 C32 C31 179.7(5) . . . . ?
C6 N4 C9 C8 -2.0(12) . . . . ?
C6 N4 C9 C35 175.2(12) . . . . ?
C6 C5 C27 C28 -110.1(9) . . . . ?
C6 C5 C27 C32 68.4(7) . . . . ?
C6 C7 C8 C9 2.6(16) . . . . ?
C7 C8 C9 N4 -0.5(16) . . . . ?
C7 C8 C9 C35 -177.7(13) . . . . ?
C8 C9 C35 C11 174.7(13) . . . . ?
C8 C9 C35 C36 11.4(19) . . . . ?
C8 C9 C35 C42 -30.6(19) . . . . ?
C9 N4 C6 C5 -174.7(8) . . . . ?
C9 N4 C6 C7 3.6(10) . . . . ?
C9 C35 C36 C41 -86.3(12) . . . . ?
C9 C35 C36 C37 99.4(10) . . . . ?
C9 C35 C42 C43 121.5(11) . . . . ?
C9 C35 C42 C47 -50.9(14) . . . . ?
C11 N3 C14 C13 0.1(7) . . . . ?
C11 N3 C14 C15 -179.0(6) . . . . ?
C11 C12 C13 C14 -0.2(10) . . . . ?
C11 C35 C36 C41 109.0(10) . . . . ?
C11 C35 C36 C37 -65.3(13) . . . . ?
C11 C35 C42 C43 -80.2(10) . . . . ?
C11 C35 C42 C47 107.4(9) . . . . ?
C12 C11 C35 C9 -174.6(12) . . . . ?
C12 C11 C35 C36 -11.8(18) . . . . ?
C12 C11 C35 C42 28.6(15) . . . . ?
C12 C13 C14 N3 0.0(9) . . . . ?
C12 C13 C14 C15 179.2(7) . . . . ?
C13 C14 C15 C16 -178.7(6) . . . . ?
C13 C14 C15 C21 1.8(8) . . . . ?
C14 N3 C11 C12 -0.2(9) . . . . ?
C14 N3 C11 C35 -178.6(10) . . . . ?
C14 C15 C16 N2 -6.8(9) . . . . ?
C14 C15 C16 C17 171.8(7) . . . . ?
C14 C15 C21 C22 102.7(6) . . . . ?
C14 C15 C21 C26 -76.6(8) . . . . ?
C15 C16 C17 C18 -178.7(8) . . . . ?
C15 C21 C22 F1 0.0(9) . . . . ?
C15 C21 C22 C23 177.4(5) . . . . ?
C15 C21 C26 F5 0.6(12) . . . . ?
C15 C21 C26 C25 -178.3(7) . . . . ?
C16 N2 C19 C18 -1.2(9) . . . . ?
C16 N2 C19 C20 173.7(7) . . . . ?
C16 C15 C21 C22 -76.9(7) . . . . ?
C16 C15 C21 C26 103.8(7) . . . . ?
C16 C17 C18 C19 -0.8(12) . . . . ?
C17 C18 C19 N2 1.2(12) . . . . ?
C17 C18 C19 C20 -173.5(9) . . . . ?
C18 C19 C20 C1 178.7(10) . . . . ?
C18 C19 C20 C48 15.1(15) . . . . ?
C18 C19 C20 C54 -14.8(14) . . . . ?
C19 N2 C16 C15 179.5(6) . . . . ?
C19 N2 C16 C17 0.7(7) . . . . ?
C19 C20 C48 C53 -110.2(9) . . . . ?
C19 C20 C48 C49 59.4(15) . . . . ?
C19 C20 C54 C59 -92.4(9) . . . . ?
C19 C20 C54 C55 90.8(8) . . . . ?
C20 C1 C2 C3 -178.7(8) . . . . ?
C20 C48 C49 F6 12.8(15) . . . . ?
C20 C48 C49 C50 -168.9(12) . . . . ?
C21 C15 C16 N2 172.7(5) . . . . ?
C21 C15 C16 C17 -8.7(9) . . . . ?
C21 C22 C23 F2 -177.2(6) . . . . ?
C21 C22 C23 C24 0.9(9) . . . . ?
C22 C21 C26 F5 -178.8(8) . . . . ?
C22 C21 C26 C25 2.4(11) . . . . ?
C22 C23 C24 F3 -179.1(5) . . . . ?
C22 C23 C24 C25 2.5(9) . . . . ?
C23 C24 C25 F4 179.0(8) . . . . ?
C23 C24 C25 C26 -3.3(11) . . . . ?
C24 C25 C26 F5 -178.0(9) . . . . ?
C24 C25 C26 C21 0.9(13) . . . . ?
C26 C21 C22 F1 179.4(7) . . . . ?
C26 C21 C22 C23 -3.3(9) . . . . ?
C27 C5 C6 N4 -179.7(6) . . . . ?
C27 C5 C6 C7 2.4(11) . . . . ?
C27 C28 C29 C30 -2.9(17) . . . . ?
C28 C27 C32 C31 -1.8(10) . . . . ?
C28 C29 C30 O1 -179.3(8) . . . . ?
C28 C29 C30 C31 0.4(14) . . . . ?
C29 C30 C31 O2 179.9(7) . . . . ?
C29 C30 C31 C32 1.4(10) . . . . ?
C30 C31 C32 C27 -0.7(8) . . . . ?
C32 C27 C28 C29 3.6(14) . . . . ?
C33 O2 C31 C30 -178.8(7) . . . . ?
C33 O2 C31 C32 -0.3(10) . . . . ?
C34 O1 C30 C29 0.4(11) . . . . ?
C34 O1 C30 C31 -179.3(6) . . . . ?
C35 C11 C12 C13 178.6(10) . . . . ?
C35 C36 C37 F21 -5.6(10) . . . . ?
C35 C36 C37 C38 173.9(9) . . . . ?
C35 C42 C47 F20 -10.4(13) . . . . ?
C35 C42 C47 C46 171.7(10) . . . . ?
C39 C40 C41 F25 179.8(6) . . . . ?
C39 C40 C41 C36 0.0 . . . . ?
C40 C39 C38 F22 -180.0(8) . . . . ?
C40 C39 C38 C37 0.0 . . . . ?
C40 C41 C36 C35 -174.7(7) . . . . ?
C40 C41 C36 C37 0.0 . . . . ?
C41 C36 C37 F21 -179.6(6) . . . . ?
C41 C36 C37 C38 0.0 . . . . ?
C36 C37 C38 F22 180.0(8) . . . . ?
C36 C37 C38 C39 0.0 . . . . ?
C38 C39 C40 F24 179.5(6) . . . . ?
C38 C39 C40 C41 0.0 . . . . ?
C43 C42 C47 F20 177.9(13) . . . . ?
C43 C42 C47 C46 0.0 . . . . ?
C42 C43 C44 F17 -178.5(15) . . . . ?
C42 C43 C44 C45 0.0 . . . . ?
C42 C47 C46 F19 178.4(14) . . . . ?
C42 C47 C46 C45 0.0 . . . . ?
C47 C46 C45 F18 179.9(13) . . . . ?
C47 C46 C45 C44 0.0 . . . . ?
C46 C45 C44 F17 178.5(15) . . . . ?
C46 C45 C44 C43 0.0 . . . . ?
C44 C43 C42 C35 -173.3(8) . . . . ?
C44 C43 C42 C47 0.0 . . . . ?
C51 C52 C53 F10 -175.1(14) . . . . ?
C51 C52 C53 C48 0.0 . . . . ?
C52 C51 C50 F7 -179.8(11) . . . . ?
C52 C51 C50 C49 0.0 . . . . ?
C52 C53 C48 C20 170.3(10) . . . . ?
C52 C53 C48 C49 0.0 . . . . ?
C53 C48 C49 F6 -178.3(11) . . . . ?
C53 C48 C49 C50 0.0 . . . . ?
C48 C49 C50 F7 179.8(11) . . . . ?
C48 C49 C50 C51 0.0 . . . . ?
C50 C51 C52 F9 -176.7(16) . . . . ?
C50 C51 C52 C53 0.0 . . . . ?
C59 C58 C57 F13 179.8(11) . . . . ?
C59 C58 C57 C56 0.0 . . . . ?
C58 C59 C54 C20 -176.5(9) . . . . ?
C58 C59 C54 C55 0.0 . . . . ?
C58 C57 C56 F12 -178.0(13) . . . . ?
C58 C57 C56 C55 0.0 . . . . ?
C57 C56 C55 F11 178.3(13) . . . . ?
C57 C56 C55 C54 0.0 . . . . ?
C56 C55 C54 C20 177.0(7) . . . . ?
C56 C55 C54 C59 0.0 . . . . ?
C54 C59 C58 F14 177.5(17) . . . . ?
C54 C59 C58 C57 0.0 . . . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_olex2_exptl_crystal_mounting_method 
'The crystal was mounted on a MITIGEN holder paratone'
_olex2_submission_original_sample_id 
5,10,15-tris(pentafluorophenyl)-20-(3,4-dimethoxyphenyl)porphyrin
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 4.074
_oxdiff_exptl_absorpt_empirical_full_min 0.581
