# Electronic Supplementary Material (ESI) for Journal of Materials Chemistry A.
# 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_fjm166_123k
_database_code_depnum_ccdc_archive 'CCDC 1497682'
_audit_update_record             
;
2016-09-27 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2016-08-18
_audit_creation_method           CRYSTALS_ver_14.61_build_5809

_oxford_structure_analysis_title 'fjm166_123k_0m in P2(1)/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?
_chemical_compound_source        'F. Malzner'



_exptl_crystal_recrystallization_method 
; 
 DCM / Et2O
;
#end of refcif 
_cell_length_a                   8.1188(3)
_cell_length_b                   13.8910(5)
_cell_length_c                   23.9522(9)
_cell_angle_alpha                90
_cell_angle_beta                 92.0462(17)
_cell_angle_gamma                90
_cell_volume                     2699.57(17)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1 '
_symmetry_space_group_name_Hall  '-P 2ybc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x,y+1/2,-z+1/2
x,-y+1/2,z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
S 0.3331 0.5567 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu -1.9646 0.5888 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            4

# Given Formula = C26 H20 Cu1 F6 N4 P1 S2 
# Dc =      1.63 Fooo =   1336.00 Mu =     37.52 M =    661.11
# Found Formula = C26 H20 Cu1 F6 N4 P1 S2 
# Dc =      1.63 FOOO =   1336.00 Mu =     37.52 M =    661.11

_chemical_formula_sum            'C26 H20 Cu1 F6 N4 P1 S2'
_chemical_formula_moiety         'C26 H20 Cu1 F6 N4 P1 S2'
_chemical_formula_weight         661.11


_cell_measurement_reflns_used    9782
_cell_measurement_theta_min      3
_cell_measurement_theta_max      70
_cell_measurement_temperature    123

_exptl_crystal_description       block
_exptl_crystal_colour            \^a\/E?orange\^a\/E?
_exptl_crystal_size_min          0.030
_exptl_crystal_size_mid          0.040
_exptl_crystal_size_max          0.060

_exptl_crystal_density_diffrn    1.627
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             1336
_exptl_absorpt_coefficient_mu    3.752

# Sheldrick geometric approximatio 0.86 0.89 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.78
_exptl_absorpt_correction_T_max  0.89
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            34879
_reflns_number_total             4984
_diffrn_reflns_av_R_equivalents  0.027
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 4984 
# Theoretical number of reflections is about 10058 


_diffrn_reflns_theta_min         3.679
_diffrn_reflns_theta_max         69.079
_diffrn_measured_fraction_theta_max 0.992

_diffrn_reflns_theta_full        69.070
_diffrn_measured_fraction_theta_full 0.992


_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_reflns_limit_h_min              -9
_reflns_limit_h_max              9
_reflns_limit_k_min              0
_reflns_limit_k_max              16
_reflns_limit_l_min              0
_reflns_limit_l_max              28

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     direct #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -1.54
_refine_diff_density_max         1.90


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         4958
_refine_ls_number_restraints     419
_refine_ls_number_parameters     361
_oxford_refine_ls_R_factor_ref   0.0887
_refine_ls_wR_factor_ref         0.2243
_refine_ls_goodness_of_fit_ref   0.9825
_refine_ls_shift/su_max          0.0003869
_refine_ls_shift/su_mean         0.0000208


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4975
_refine_ls_R_factor_all          0.0888
_refine_ls_wR_factor_all         0.2243

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4925
_refine_ls_R_factor_gt           0.0883
_refine_ls_wR_factor_gt          0.2242

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 10.4 15.6 7.04 1.65 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cu1 Cu 0.54622(9) 0.13079(5) 0.36238(3) 0.0411 1.0000 Uani . U . . . .
S1 S 0.66795(18) 0.32833(9) 0.50378(5) 0.0500 1.0000 Uani . U . . . .
S2 S 0.81472(16) 0.05333(11) 0.20976(5) 0.0513 1.0000 Uani . U . . . .
N1 N 0.6619(4) 0.1908(3) 0.43108(14) 0.0363 1.0000 Uani . U . . . .
N2 N 0.3650(4) 0.2245(3) 0.38376(15) 0.0381 1.0000 Uani . U . . . .
N3 N 0.6680(5) 0.1417(3) 0.28865(15) 0.0375 1.0000 Uani . U . . . .
N4 N 0.5550(5) -0.0117(3) 0.34323(17) 0.0409 1.0000 Uani . U . . . .
C2 C 0.8114(6) 0.1831(4) 0.45879(19) 0.0404 1.0000 Uani . U . . . .
C3 C 0.9325(6) 0.1158(4) 0.4496(2) 0.0534 1.0000 Uani . U . . . .
C4 C 1.0798(7) 0.1203(5) 0.4817(3) 0.0655 1.0000 Uani . U . . . .
C5 C 1.1051(8) 0.1896(6) 0.5215(3) 0.0718 1.0000 Uani . U . . . .
C6 C 0.9872(8) 0.2589(5) 0.5309(2) 0.0630 1.0000 Uani . U . . . .
C7 C 0.8395(6) 0.2544(4) 0.5001(2) 0.0469 1.0000 Uani . U . . . .
C8 C 0.5753(6) 0.2625(3) 0.44999(17) 0.0350 1.0000 Uani . U . . . .
C9 C 0.4117(6) 0.2845(3) 0.42566(19) 0.0388 1.0000 Uani . U . . . .
C10 C 0.3128(7) 0.3583(4) 0.4434(2) 0.0490 1.0000 Uani . U . . . .
C11 C 0.1601(7) 0.3721(4) 0.4158(3) 0.0575 1.0000 Uani . U . . . .
C12 C 0.1106(7) 0.3104(5) 0.3739(2) 0.0564 1.0000 Uani . U . . . .
C13 C 0.2161(6) 0.2363(4) 0.3584(2) 0.0473 1.0000 Uani . U . . . .
C14 C 0.1638(7) 0.1656(5) 0.3144(2) 0.0642 1.0000 Uani . U . . . .
C17 C 0.7415(5) 0.2132(4) 0.25837(19) 0.0408 1.0000 Uani . U . . . .
C18 C 0.7402(6) 0.3115(4) 0.2702(2) 0.0454 1.0000 Uani . U . . . .
C19 C 0.8240(7) 0.3733(5) 0.2367(2) 0.0562 1.0000 Uani . U . . . .
C20 C 0.9109(7) 0.3374(5) 0.1916(3) 0.0635 1.0000 Uani . U . . . .
C21 C 0.9162(7) 0.2409(5) 0.1795(2) 0.0617 1.0000 Uani . U . . . .
C22 C 0.8295(6) 0.1778(4) 0.2131(2) 0.0479 1.0000 Uani . U . . . .
C23 C 0.6941(6) 0.0557(4) 0.26825(18) 0.0399 1.0000 Uani . U . . . .
C24 C 0.6346(5) -0.0300(3) 0.2954(2) 0.0396 1.0000 Uani . U . . . .
C25 C 0.6604(6) -0.1225(4) 0.2758(2) 0.0488 1.0000 Uani . U . . . .
C26 C 0.6028(7) -0.1989(4) 0.3072(3) 0.0543 1.0000 Uani . U . . . .
C27 C 0.5221(6) -0.1817(4) 0.3556(2) 0.0513 1.0000 Uani . U . . . .
C28 C 0.4998(6) -0.0879(4) 0.3725(2) 0.0465 1.0000 Uani . U . . . .
C29 C 0.4085(9) -0.0648(5) 0.4246(3) 0.0657 1.0000 Uani . U . . . .
P1 P 0.7097(2) 0.53943(11) 0.38244(9) 0.0789 1.0000 Uani D U . . . .
F1 F 0.6764(8) 0.4302(2) 0.37778(18) 0.2209 1.0000 Uani D U . . 1 .
F2 F 0.8827(4) 0.5236(4) 0.3591(2) 0.1615 1.0000 Uani D U . . 1 .
F3 F 0.7470(5) 0.64858(19) 0.38759(18) 0.1138 1.0000 Uani D U . . 1 .
F4 F 0.5395(5) 0.5560(4) 0.4060(3) 0.2961 1.0000 Uani D U . . 1 .
F5 F 0.7835(8) 0.5254(3) 0.44279(13) 0.1930 1.0000 Uani D U . . 1 .
F6 F 0.6390(6) 0.5533(3) 0.32214(16) 0.1386 1.0000 Uani D U . . 1 .
H31 H 0.9154 0.0703 0.4204 0.0516 1.0000 Uiso R . . . . .
H41 H 1.1582 0.0705 0.4771 0.0777 1.0000 Uiso R . . . . .
H51 H 1.2065 0.1899 0.5426 0.0856 1.0000 Uiso R . . . . .
H61 H 1.0083 0.3089 0.5573 0.0732 1.0000 Uiso R . . . . .
H101 H 0.3468 0.3982 0.4739 0.0505 1.0000 Uiso R . . . . .
H111 H 0.0908 0.4242 0.4254 0.0642 1.0000 Uiso R . . . . .
H121 H 0.0063 0.3179 0.3552 0.0548 1.0000 Uiso R . . . . .
H141 H 0.2507 0.1206 0.3106 0.0667 1.0000 Uiso R . . . . .
H142 H 0.0662 0.1326 0.3239 0.0667 1.0000 Uiso R . . . . .
H143 H 0.1451 0.1988 0.2801 0.0667 1.0000 Uiso R . . . . .
H181 H 0.6807 0.3337 0.3011 0.0500 1.0000 Uiso R . . . . .
H191 H 0.8262 0.4403 0.2445 0.0638 1.0000 Uiso R . . . . .
H201 H 0.9662 0.3808 0.1680 0.0750 1.0000 Uiso R . . . . .
H211 H 0.9777 0.2185 0.1491 0.0735 1.0000 Uiso R . . . . .
H251 H 0.7160 -0.1333 0.2421 0.0505 1.0000 Uiso R . . . . .
H261 H 0.6219 -0.2631 0.2954 0.0611 1.0000 Uiso R . . . . .
H271 H 0.4790 -0.2339 0.3762 0.0571 1.0000 Uiso R . . . . .
H291 H 0.4050 0.0030 0.4299 0.0782 1.0000 Uiso R . . . . .
H292 H 0.4690 -0.0936 0.4549 0.0782 1.0000 Uiso R . . . . .
H293 H 0.2994 -0.0896 0.4230 0.0782 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.07914(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cu1 . N1 . 2.043(4) yes
Cu1 . N2 . 2.044(4) yes
Cu1 . N3 . 2.060(4) yes
Cu1 . N4 . 2.033(4) yes
S1 . C7 . 1.735(6) yes
S1 . C8 . 1.730(4) yes
S2 . C22 . 1.736(6) yes
S2 . C23 . 1.738(4) yes
N1 . C2 . 1.366(6) yes
N1 . C8 . 1.310(6) yes
N2 . C9 . 1.348(6) yes
N2 . C13 . 1.343(6) yes
N3 . C17 . 1.379(6) yes
N3 . C23 . 1.310(6) yes
N4 . C24 . 1.359(6) yes
N4 . C28 . 1.355(7) yes
C2 . C3 . 1.380(7) yes
C2 . C7 . 1.413(7) yes
C3 . C4 . 1.399(8) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.365(11) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.382(10) yes
C5 . H51 . 0.950 no
C6 . C7 . 1.387(8) yes
C6 . H61 . 0.950 no
C8 . C9 . 1.464(7) yes
C9 . C10 . 1.379(7) yes
C10 . C11 . 1.397(8) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.370(9) yes
C11 . H111 . 0.950 no
C12 . C13 . 1.397(8) yes
C12 . H121 . 0.950 no
C13 . C14 . 1.492(8) yes
C14 . H141 . 0.950 no
C14 . H142 . 0.950 no
C14 . H143 . 0.950 no
C17 . C18 . 1.395(7) yes
C17 . C22 . 1.408(7) yes
C18 . C19 . 1.372(7) yes
C18 . H181 . 0.950 no
C19 . C20 . 1.403(9) yes
C19 . H191 . 0.950 no
C20 . C21 . 1.373(10) yes
C20 . H201 . 0.950 no
C21 . C22 . 1.397(8) yes
C21 . H211 . 0.950 no
C23 . C24 . 1.448(7) yes
C24 . C25 . 1.387(7) yes
C25 . C26 . 1.392(8) yes
C25 . H251 . 0.950 no
C26 . C27 . 1.373(8) yes
C26 . H261 . 0.950 no
C27 . C28 . 1.378(8) yes
C27 . H271 . 0.950 no
C28 . C29 . 1.509(8) yes
C29 . H291 . 0.950 no
C29 . H292 . 0.950 no
C29 . H293 . 0.950 no
P1 . F1 . 1.544(3) yes
P1 . F2 . 1.546(3) yes
P1 . F3 . 1.550(3) yes
P1 . F4 . 1.528(3) yes
P1 . F5 . 1.557(3) yes
P1 . F6 . 1.547(3) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 . Cu1 . N2 . 81.54(15) yes
N1 . Cu1 . N3 . 116.08(15) yes
N2 . Cu1 . N3 . 122.69(15) yes
N1 . Cu1 . N4 . 124.03(16) yes
N2 . Cu1 . N4 . 135.07(16) yes
N3 . Cu1 . N4 . 81.73(16) yes
C7 . S1 . C8 . 88.7(2) yes
C22 . S2 . C23 . 89.1(2) yes
Cu1 . N1 . C2 . 137.3(3) yes
Cu1 . N1 . C8 . 110.6(3) yes
C2 . N1 . C8 . 111.7(4) yes
Cu1 . N2 . C9 . 113.2(3) yes
Cu1 . N2 . C13 . 127.5(3) yes
C9 . N2 . C13 . 119.1(4) yes
Cu1 . N3 . C17 . 137.2(3) yes
Cu1 . N3 . C23 . 110.0(3) yes
C17 . N3 . C23 . 112.4(4) yes
Cu1 . N4 . C24 . 113.2(3) yes
Cu1 . N4 . C28 . 129.0(3) yes
C24 . N4 . C28 . 117.8(4) yes
N1 . C2 . C3 . 127.0(5) yes
N1 . C2 . C7 . 113.8(4) yes
C3 . C2 . C7 . 119.2(5) yes
C2 . C3 . C4 . 118.8(6) yes
C2 . C3 . H31 . 118.8 no
C4 . C3 . H31 . 122.3 no
C3 . C4 . C5 . 121.3(6) yes
C3 . C4 . H41 . 117.8 no
C5 . C4 . H41 . 120.7 no
C4 . C5 . C6 . 121.1(6) yes
C4 . C5 . H51 . 118.7 no
C6 . C5 . H51 . 120.2 no
C5 . C6 . C7 . 118.2(6) yes
C5 . C6 . H61 . 120.5 no
C7 . C6 . H61 . 121.3 no
C2 . C7 . S1 . 109.9(4) yes
C2 . C7 . C6 . 121.3(5) yes
S1 . C7 . C6 . 128.8(5) yes
S1 . C8 . N1 . 115.8(3) yes
S1 . C8 . C9 . 123.4(3) yes
N1 . C8 . C9 . 120.8(4) yes
C8 . C9 . N2 . 113.3(4) yes
C8 . C9 . C10 . 124.2(5) yes
N2 . C9 . C10 . 122.5(5) yes
C9 . C10 . C11 . 118.2(5) yes
C9 . C10 . H101 . 121.0 no
C11 . C10 . H101 . 120.8 no
C10 . C11 . C12 . 119.5(5) yes
C10 . C11 . H111 . 121.0 no
C12 . C11 . H111 . 119.5 no
C11 . C12 . C13 . 119.3(5) yes
C11 . C12 . H121 . 120.7 no
C13 . C12 . H121 . 120.0 no
C12 . C13 . N2 . 121.4(5) yes
C12 . C13 . C14 . 120.7(5) yes
N2 . C13 . C14 . 117.9(5) yes
C13 . C14 . H141 . 107.9 no
C13 . C14 . H142 . 111.5 no
H141 . C14 . H142 . 109.5 no
C13 . C14 . H143 . 109.0 no
H141 . C14 . H143 . 109.5 no
H142 . C14 . H143 . 109.5 no
N3 . C17 . C18 . 126.4(4) yes
N3 . C17 . C22 . 113.2(4) yes
C18 . C17 . C22 . 120.4(5) yes
C17 . C18 . C19 . 119.1(5) yes
C17 . C18 . H181 . 118.9 no
C19 . C18 . H181 . 122.0 no
C18 . C19 . C20 . 120.1(6) yes
C18 . C19 . H191 . 120.3 no
C20 . C19 . H191 . 119.6 no
C19 . C20 . C21 . 122.0(6) yes
C19 . C20 . H201 . 119.6 no
C21 . C20 . H201 . 118.4 no
C20 . C21 . C22 . 118.1(5) yes
C20 . C21 . H211 . 120.2 no
C22 . C21 . H211 . 121.8 no
C17 . C22 . C21 . 120.3(5) yes
C17 . C22 . S2 . 110.3(4) yes
C21 . C22 . S2 . 129.3(4) yes
S2 . C23 . N3 . 114.9(4) yes
S2 . C23 . C24 . 123.6(3) yes
N3 . C23 . C24 . 121.4(4) yes
C23 . C24 . N4 . 113.6(4) yes
C23 . C24 . C25 . 123.6(5) yes
N4 . C24 . C25 . 122.8(5) yes
C24 . C25 . C26 . 117.7(5) yes
C24 . C25 . H251 . 121.0 no
C26 . C25 . H251 . 121.2 no
C25 . C26 . C27 . 120.3(5) yes
C25 . C26 . H261 . 119.5 no
C27 . C26 . H261 . 120.2 no
C26 . C27 . C28 . 118.9(5) yes
C26 . C27 . H271 . 120.0 no
C28 . C27 . H271 . 121.0 no
C27 . C28 . N4 . 122.5(5) yes
C27 . C28 . C29 . 121.2(5) yes
N4 . C28 . C29 . 116.3(5) yes
C28 . C29 . H291 . 109.8 no
C28 . C29 . H292 . 106.6 no
H291 . C29 . H292 . 109.5 no
C28 . C29 . H293 . 112.0 no
H291 . C29 . H293 . 109.5 no
H292 . C29 . H293 . 109.5 no
F1 . P1 . F2 . 89.6(2) yes
F1 . P1 . F3 . 178.8(3) yes
F2 . P1 . F3 . 89.5(2) yes
F1 . P1 . F4 . 90.9(2) yes
F2 . P1 . F4 . 179.3(3) yes
F3 . P1 . F4 . 90.0(2) yes
F1 . P1 . F5 . 90.3(2) yes
F2 . P1 . F5 . 89.7(2) yes
F3 . P1 . F5 . 88.91(19) yes
F4 . P1 . F5 . 89.9(2) yes
F1 . P1 . F6 . 89.8(2) yes
F2 . P1 . F6 . 89.5(2) yes
F3 . P1 . F6 . 91.01(19) yes
F4 . P1 . F6 . 90.9(2) yes
F5 . P1 . F6 . 179.1(3) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
3 1 11 x .
-1 7 5 x .
4 5 3 x .
4 3 8 x .
4 8 3 x .
5 9 8 x .
4 9 4 x .
-2 1 13 x .
1 3 8 x .
####################################################################### 
# 
# 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_FJM167_123K
_database_code_depnum_ccdc_archive 'CCDC 1497681'
_audit_update_record             
;
2016-09-27 deposited with the CCDC.
2017-01-31 downloaded from the CCDC.
;
_audit_creation_date             2016-08-02
_audit_creation_method           CRYSTALS_ver_14.61_build_5809

_oxford_structure_analysis_title 'fjm167_123k_0m in C2/c'
_chemical_name_systematic        ?
_chemical_melting_point          ?
_chemical_compound_source        'F. Malzner'

_exptl_crystal_recrystallization_method 
; 
 DCM / Et2O
;


# start Validation Reply Form
_vrf_CHEMW03_FJM167_123K         
;
PROBLEM: _WARNING: The ratio of given/expected molecular weight as
            calculated from the _atom_site* data lies outside
            the range 0.95 <> 1.05  
RESPONSE: SQUEEZE had to be used to treat the solvent region. 0.5 DCM per
formula were found and added to all the formulae and numbers.
;
# end Validation Reply Form



# SQUEEZE RESULTS (APPEND TO CIF)
# Note: Data are Listed for all Voids in the P1 Unit Cell
# i.e. Centre of Gravity, Solvent Accessible Volume,
# Recovered number of Electrons in the Void and
# Details about the Squeezed Material
loop_
_platon_squeeze_void_nr
_platon_squeeze_void_average_x
_platon_squeeze_void_average_y
_platon_squeeze_void_average_z
_platon_squeeze_void_volume
_platon_squeeze_void_count_electrons
_platon_squeeze_void_content
1 0.000 0.401 0.250 152 36 ' '
2 0.500 0.901 0.250 152 36 ' '
3 0.000 0.599 0.750 152 36 ' '
4 0.500 0.099 0.750 152 36 ' '
_platon_squeeze_details          
;
This equates to 18 e-/formula unit. It can be rationalised as 0.5 DCM molecule
per formula unit. ALL formulae and numbers take account for this result.
;
#end of refcif 

_cell_length_a                   29.0226(18)
_cell_length_b                   14.9554(10)
_cell_length_c                   12.9437(9)
_cell_angle_alpha                90
_cell_angle_beta                 90.929(4)
_cell_angle_gamma                90
_cell_volume                     5617.4(6)

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c '
_symmetry_space_group_name_Hall  '-C 2yc'
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
x+1/2,y+1/2,z
-x+1/2,-y+1/2,-z
x,-y,z+1/2
-x,y,-z+1/2
x+1/2,-y+1/2,z+1/2
-x+1/2,y+1/2,-z+1/2

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0181 0.0091 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0311 0.0180 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0492 0.0322 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
F 0.0727 0.0534 3.5392 10.2825 2.6412 4.2944 1.5170 0.2615 1.0243 26.1476
0.2776 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
P 0.2955 0.4335 6.4345 1.9067 4.1791 27.1570 1.7800 0.5260 1.4908 68.1645
1.1149 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cu -1.9646 0.5888 13.3380 3.5828 7.1676 0.2470 5.6158 11.3966 1.6735 64.8126
1.1910 'International Tables Vol C 4.2.6.8 and 6.1.1.4'


_cell_formula_units_Z            8

# Given Formula = C26.50 H21 Cl1 Cu1 F6 N4 O2 P1 
# Dc =      1.59 Fooo =   2712.00 Mu =     31.72 M =    671.44
# Found Formula = C26 H20 Cu1 F6 N4 O2 P1 
# Dc =      1.49 FOOO =   2544.00 Mu =     22.77 M =    628.98

_chemical_formula_sum            'C26.50 H21 Cl1 Cu1 F6 N4 O2 P1'
_chemical_formula_moiety         '[C26 H20 Cu1 F6 N4 O2 P1] + 0.5(CH2Cl2)'
_chemical_formula_weight         671.44

_cell_measurement_reflns_used    9782
_cell_measurement_theta_min      3
_cell_measurement_theta_max      70
_cell_measurement_temperature    123

_exptl_crystal_description       block
_exptl_crystal_colour            \^a\/E?orange\^a\/E?
_exptl_crystal_size_min          0.080
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_max          0.130

_exptl_crystal_density_diffrn    1.59
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
# Non-dispersive F(000): 
_exptl_crystal_F_000             2712
_exptl_absorpt_coefficient_mu    3.172

# Sheldrick geometric approximatio 0.78 0.83 
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.83
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_device       Area
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54178
_diffrn_measurement_method       'φ & ω scans'

# If a reference occurs more than once, delete the author 
# and date from subsequent references. 
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_structure_solution    'Superflip (Palatinus & Chapuis, 2007)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'

_diffrn_standards_interval_time  .
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_diffrn_standards_decay_%        ?

_diffrn_ambient_temperature      123
_diffrn_reflns_number            5039
_reflns_number_total             5039
_diffrn_reflns_av_R_equivalents  0.030
# Number of reflections without Friedels Law is 0 
# Number of reflections with Friedels Law is 5039 
# Theoretical number of reflections is about 10722 


_diffrn_reflns_theta_min         3.046
_diffrn_reflns_theta_max         70.331
_diffrn_measured_fraction_theta_max 0.940

_diffrn_reflns_theta_full        68.000
_diffrn_measured_fraction_theta_full 0.974


_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       15
_reflns_limit_h_min              -34
_reflns_limit_h_max              34
_reflns_limit_k_min              0
_reflns_limit_k_max              17
_reflns_limit_l_min              0
_reflns_limit_l_max              15

_oxford_diffrn_Wilson_B_factor   0.00
_oxford_diffrn_Wilson_scale      0.00

_atom_sites_solution_primary     Other #heavy,direct,difmap,geom,iterative
# _atom_sites_solution_secondary  difmap
_atom_sites_solution_hydrogens   difmap

_refine_diff_density_min         -0.94
_refine_diff_density_max         1.13


# The current dictionary definitions do not cover the 
# situation where the reflections used for refinement were 
# selected by a user-defined sigma threshold 


# The values actually used during refinement 
_oxford_reflns_threshold_expression_ref I>-3.0\s(I)
_refine_ls_number_reflns         4949
_refine_ls_number_restraints     446
_refine_ls_number_parameters     361
_oxford_refine_ls_R_factor_ref   0.1164
_refine_ls_wR_factor_ref         0.2353
_refine_ls_goodness_of_fit_ref   1.0095
_refine_ls_shift/su_max          0.0015175
_refine_ls_shift/su_mean         0.0000429


# The values computed with all filters except I/sigma 
_oxford_reflns_number_all        4974
_refine_ls_R_factor_all          0.1171
_refine_ls_wR_factor_all         0.2359

# The values computed with a 2 sigma cutoff - a la SHELX 
_reflns_threshold_expression     I>2.0σ(I)
_reflns_number_gt                4013
_refine_ls_R_factor_gt           0.1000
_refine_ls_wR_factor_gt          0.2272

# choose from: rm (reference molecule of known chirality), 
# ad (anomolous dispersion - Flack), rmad (rm and ad), 
# syn (from synthesis), unk (unknown) or . (not applicable). 
_chemical_absolute_configuration .


_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_hydrogen_treatment    constr #undef, noref, refall,
# refxyz, refU, constr or mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
 Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982) 
 [weight] = 1.0/[A₀*T₀(x)+A₁*T₁(x) ... +Aₙ₋₁]*Tₙ₋₁(x)] 
 where Ai are the Chebychev coefficients listed below and x= Fcalc/Fmax 
 Method = Robust Weighting (Prince, 1982) 
 W = [weight] * [1-(deltaF/6*sigmaF)²]² 
 Ai are: 
 7.12 10.7 4.88 1.22 
;

# Uequiv = arithmetic mean of Ui i.e. Ueqiv = (U1+U2+U3)/3

# Replace last . with number of unfound hydrogen atoms attached to an atom.

# ..._refinement_flags_... 
# . no refinement constraints           S special position constraint on site
# G rigid group refinement of site      R riding atom
# D distance or angle restraint on site T thermal displacement constraints
# U Uiso or Uij restraint (rigid bond)  P partial occupancy constraint


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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
C1 C 0.54790(17) 0.5186(4) 0.3844(4) 0.0649 1.0000 Uani . U . . . .
C2 C 0.5675(2) 0.6026(4) 0.3935(4) 0.0737 1.0000 Uani . U . . . .
C3 C 0.5388(2) 0.6760(5) 0.3893(4) 0.0808 1.0000 Uani . U . . . .
C4 C 0.4909(2) 0.6660(5) 0.3790(4) 0.0751 1.0000 Uani . U . . . .
C5 C 0.47048(19) 0.5828(4) 0.3721(4) 0.0660 1.0000 Uani . U . . . .
C6 C 0.50026(16) 0.5104(4) 0.3744(3) 0.0572 1.0000 Uani . U . . . .
C7 C 0.53109(15) 0.3791(4) 0.3775(4) 0.0580 1.0000 Uani . U . . . .
C8 C 0.53400(16) 0.2826(4) 0.3801(4) 0.0587 1.0000 Uani . U . . . .
C9 C 0.49699(17) 0.2268(4) 0.3836(4) 0.0632 1.0000 Uani . U . . . .
C10 C 0.5046(2) 0.1352(5) 0.3936(5) 0.0711 1.0000 Uani . U . . . .
C11 C 0.5491(2) 0.1055(5) 0.4047(5) 0.0754 1.0000 Uani . U . . . .
C12 C 0.58590(19) 0.1663(5) 0.4016(4) 0.0705 1.0000 Uani . U . . . .
C13 C 0.6351(2) 0.1343(5) 0.4122(5) 0.0852 1.0000 Uani . U . . . .
C14 C 0.68311(16) 0.3348(4) 0.6181(4) 0.0590 1.0000 Uani . U . . . .
C15 C 0.65405(19) 0.3114(5) 0.6972(5) 0.0819 1.0000 Uani . U . . . .
C16 C 0.6745(2) 0.2935(4) 0.7935(4) 0.0737 1.0000 Uani . U . . . .
C17 C 0.7213(2) 0.3042(4) 0.8095(4) 0.0693 1.0000 Uani . U . . . .
C18 C 0.75074(19) 0.3276(4) 0.7306(4) 0.0654 1.0000 Uani . U . . . .
C19 C 0.73003(16) 0.3412(3) 0.6364(4) 0.0560 1.0000 Uani . U . . . .
C20 C 0.71411(15) 0.3713(3) 0.4756(4) 0.0534 1.0000 Uani . U . . . .
C21 C 0.72201(15) 0.3908(3) 0.3672(4) 0.0505 1.0000 Uani . U . . . .
C22 C 0.76342(16) 0.4114(4) 0.3266(4) 0.0589 1.0000 Uani . U . . . .
C23 C 0.76654(18) 0.4278(4) 0.2230(4) 0.0654 1.0000 Uani . U . . . .
C24 C 0.72727(19) 0.4235(4) 0.1631(4) 0.0601 1.0000 Uani . U . . . .
C25 C 0.68566(18) 0.4055(3) 0.2081(4) 0.0562 1.0000 Uani . U . . . .
C26 C 0.6413(2) 0.4023(4) 0.1459(4) 0.0722 1.0000 Uani . U . . . .
Cu1 Cu 0.62561(2) 0.35775(7) 0.39588(6) 0.0763 1.0000 Uani . U . . . .
N1 N 0.56638(13) 0.4333(3) 0.3854(3) 0.0630 1.0000 Uani . U . . . .
O1 O 0.48963(10) 0.4199(2) 0.3697(2) 0.0563 1.0000 Uani . U . . . .
N2 N 0.57860(14) 0.2533(3) 0.3897(3) 0.0626 1.0000 Uani . U . . . .
N3 N 0.67430(13) 0.3547(3) 0.5132(3) 0.0603 1.0000 Uani . U . . . .
O2 O 0.75009(10) 0.3646(2) 0.5435(3) 0.0541 1.0000 Uani . U . . . .
N4 N 0.68223(13) 0.3868(3) 0.3098(3) 0.0528 1.0000 Uani . U . . . .
P1 P 0.64009(5) 0.12980(11) 0.05736(13) 0.0701 1.0000 Uani . U . . . .
F5 F 0.6149(2) 0.1709(4) 0.1574(4) 0.1266 1.0000 Uani . U . . . .
F6 F 0.66526(16) 0.0662(3) 0.1342(6) 0.1557 1.0000 Uani . U . . . .
F3 F 0.60017(12) 0.0584(3) 0.0463(3) 0.0919 1.0000 Uani . U . . . .
F1 F 0.67951(13) 0.2017(3) 0.0675(5) 0.1404 1.0000 Uani . U . . . .
F2 F 0.61169(17) 0.2007(3) -0.0058(4) 0.1287 1.0000 Uani . U . . . .
F4 F 0.6637(3) 0.0896(5) -0.0348(6) 0.1965 1.0000 Uani . U . . . .
H21 H 0.5999 0.6097 0.4024 0.0895 1.0000 Uiso R . . . . .
H31 H 0.5516 0.7343 0.3936 0.0966 1.0000 Uiso R . . . . .
H41 H 0.4721 0.7180 0.3760 0.0900 1.0000 Uiso R . . . . .
H51 H 0.4380 0.5756 0.3665 0.0789 1.0000 Uiso R . . . . .
H91 H 0.4665 0.2498 0.3791 0.0763 1.0000 Uiso R . . . . .
H101 H 0.4796 0.0942 0.3927 0.0852 1.0000 Uiso R . . . . .
H111 H 0.5550 0.0435 0.4143 0.0909 1.0000 Uiso R . . . . .
H131 H 0.6550 0.1846 0.4088 0.1024 1.0000 Uiso R . . . . .
H132 H 0.6397 0.1046 0.4764 0.1024 1.0000 Uiso R . . . . .
H133 H 0.6417 0.0944 0.3573 0.1024 1.0000 Uiso R . . . . .
H151 H 0.6216 0.3076 0.6866 0.0988 1.0000 Uiso R . . . . .
H161 H 0.6559 0.2740 0.8488 0.0886 1.0000 Uiso R . . . . .
H171 H 0.7338 0.2952 0.8770 0.0843 1.0000 Uiso R . . . . .
H181 H 0.7830 0.3335 0.7415 0.0783 1.0000 Uiso R . . . . .
H221 H 0.7902 0.4140 0.3697 0.0712 1.0000 Uiso R . . . . .
H231 H 0.7953 0.4423 0.1933 0.0783 1.0000 Uiso R . . . . .
H241 H 0.7287 0.4328 0.0907 0.0732 1.0000 Uiso R . . . . .
H261 H 0.6164 0.3890 0.1902 0.0861 1.0000 Uiso R . . . . .
H262 H 0.6361 0.4586 0.1139 0.0861 1.0000 Uiso R . . . . .
H263 H 0.6434 0.3573 0.0944 0.0861 1.0000 Uiso R . . . . .

_refine_ls_extinction_method     None
_oxford_refine_ls_scale          0.034388(9)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 . C2 . 1.383(8) yes
C1 . C6 . 1.392(7) yes
C1 . N1 . 1.384(8) yes
C2 . C3 . 1.379(10) yes
C2 . H21 . 0.950 no
C3 . C4 . 1.402(9) yes
C3 . H31 . 0.950 no
C4 . C5 . 1.381(9) yes
C4 . H41 . 0.950 no
C5 . C6 . 1.386(8) yes
C5 . H51 . 0.950 no
C6 . O1 . 1.389(7) yes
C7 . C8 . 1.447(8) yes
C7 . Cu1 . 2.768(5) yes
C7 . N1 . 1.309(6) yes
C7 . O1 . 1.351(6) yes
C8 . C9 . 1.362(7) yes
C8 . N2 . 1.370(6) yes
C9 . C10 . 1.393(9) yes
C9 . H91 . 0.950 no
C10 . C11 . 1.369(9) yes
C10 . H101 . 0.950 no
C11 . C12 . 1.405(9) yes
C11 . H111 . 0.950 no
C12 . C13 . 1.510(8) yes
C12 . N2 . 1.327(8) yes
C13 . H131 . 0.950 no
C13 . H132 . 0.950 no
C13 . H133 . 0.950 no
C14 . C15 . 1.381(8) yes
C14 . C19 . 1.382(7) yes
C14 . N3 . 1.409(7) yes
C15 . C16 . 1.398(8) yes
C15 . H151 . 0.950 no
C16 . C17 . 1.379(8) yes
C16 . H161 . 0.950 no
C17 . C18 . 1.387(8) yes
C17 . H171 . 0.950 no
C18 . C19 . 1.367(7) yes
C18 . H181 . 0.950 no
C19 . O2 . 1.389(6) yes
C20 . C21 . 1.455(7) yes
C20 . Cu1 . 2.760(4) yes
C20 . N3 . 1.285(6) yes
C20 . O2 . 1.357(6) yes
C21 . C22 . 1.355(7) yes
C21 . Cu1 . 2.871(4) yes
C21 . N4 . 1.364(6) yes
C22 . C23 . 1.368(8) yes
C22 . H221 . 0.950 no
C23 . C24 . 1.369(7) yes
C23 . H231 . 0.950 no
C24 . C25 . 1.376(7) yes
C24 . H241 . 0.950 no
C25 . C26 . 1.509(7) yes
C25 . N4 . 1.351(7) yes
C26 . H261 . 0.950 no
C26 . H262 . 0.950 no
C26 . H263 . 0.950 no
Cu1 . N1 . 2.060(5) yes
Cu1 . N2 . 2.074(5) yes
Cu1 . N3 . 2.058(4) yes
Cu1 . N4 . 2.047(4) yes
P1 . F5 . 1.618(5) yes
P1 . F6 . 1.550(4) yes
P1 . F3 . 1.581(4) yes
P1 . F1 . 1.573(4) yes
P1 . F2 . 1.565(4) yes
P1 . F4 . 1.511(6) yes
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C2 . C1 . C6 . 119.7(6) yes
C2 . C1 . N1 . 132.6(5) yes
C6 . C1 . N1 . 107.6(5) yes
C1 . C2 . C3 . 118.1(5) yes
C1 . C2 . H21 . 121.1 no
C3 . C2 . H21 . 120.8 no
C2 . C3 . C4 . 121.2(6) yes
C2 . C3 . H31 . 119.4 no
C4 . C3 . H31 . 119.4 no
C3 . C4 . C5 . 121.7(7) yes
C3 . C4 . H41 . 119.1 no
C5 . C4 . H41 . 119.2 no
C4 . C5 . C6 . 115.9(5) yes
C4 . C5 . H51 . 122.0 no
C6 . C5 . H51 . 122.1 no
C1 . C6 . C5 . 123.4(5) yes
C1 . C6 . O1 . 108.1(5) yes
C5 . C6 . O1 . 128.5(4) yes
C8 . C7 . Cu1 . 79.9(3) yes
C8 . C7 . N1 . 124.8(5) yes
Cu1 . C7 . N1 . 44.9(3) yes
C8 . C7 . O1 . 120.2(4) yes
Cu1 . C7 . O1 . 159.8(4) yes
N1 . C7 . O1 . 114.9(5) yes
C7 . C8 . C9 . 124.5(5) yes
C7 . C8 . N2 . 112.1(4) yes
C9 . C8 . N2 . 123.1(6) yes
C8 . C9 . C10 . 118.7(5) yes
C8 . C9 . H91 . 120.6 no
C10 . C9 . H91 . 120.6 no
C9 . C10 . C11 . 118.5(5) yes
C9 . C10 . H101 . 120.8 no
C11 . C10 . H101 . 120.7 no
C10 . C11 . C12 . 120.2(6) yes
C10 . C11 . H111 . 119.9 no
C12 . C11 . H111 . 120.0 no
C11 . C12 . C13 . 120.7(6) yes
C11 . C12 . N2 . 121.2(5) yes
C13 . C12 . N2 . 118.1(6) yes
C12 . C13 . H131 . 108.6 no
C12 . C13 . H132 . 110.3 no
H131 . C13 . H132 . 109.5 no
C12 . C13 . H133 . 109.4 no
H131 . C13 . H133 . 109.5 no
H132 . C13 . H133 . 109.5 no
C15 . C14 . C19 . 120.2(5) yes
C15 . C14 . N3 . 131.6(5) yes
C19 . C14 . N3 . 108.2(5) yes
C14 . C15 . C16 . 117.0(5) yes
C14 . C15 . H151 . 121.5 no
C16 . C15 . H151 . 121.5 no
C15 . C16 . C17 . 120.9(5) yes
C15 . C16 . H161 . 119.4 no
C17 . C16 . H161 . 119.6 no
C16 . C17 . C18 . 122.4(5) yes
C16 . C17 . H171 . 118.8 no
C18 . C17 . H171 . 118.8 no
C17 . C18 . C19 . 115.3(5) yes
C17 . C18 . H181 . 122.2 no
C19 . C18 . H181 . 122.5 no
C14 . C19 . C18 . 124.1(5) yes
C14 . C19 . O2 . 107.2(4) yes
C18 . C19 . O2 . 128.7(5) yes
C21 . C20 . Cu1 . 79.3(2) yes
C21 . C20 . N3 . 124.1(4) yes
Cu1 . C20 . N3 . 44.8(2) yes
C21 . C20 . O2 . 120.5(4) yes
Cu1 . C20 . O2 . 159.7(4) yes
N3 . C20 . O2 . 115.3(4) yes
C20 . C21 . C22 . 125.1(4) yes
C20 . C21 . Cu1 . 70.8(2) yes
C22 . C21 . Cu1 . 164.1(3) yes
C20 . C21 . N4 . 111.8(4) yes
C22 . C21 . N4 . 123.1(4) yes
Cu1 . C21 . N4 . 41.0(2) yes
C21 . C22 . C23 . 119.6(4) yes
C21 . C22 . H221 . 120.2 no
C23 . C22 . H221 . 120.1 no
C22 . C23 . C24 . 118.6(5) yes
C22 . C23 . H231 . 120.7 no
C24 . C23 . H231 . 120.7 no
C23 . C24 . C25 . 119.9(5) yes
C23 . C24 . H241 . 120.1 no
C25 . C24 . H241 . 120.0 no
C24 . C25 . C26 . 121.9(5) yes
C24 . C25 . N4 . 122.1(4) yes
C26 . C25 . N4 . 116.0(5) yes
C25 . C26 . H261 . 109.6 no
C25 . C26 . H262 . 109.4 no
H261 . C26 . H262 . 109.5 no
C25 . C26 . H263 . 109.4 no
H261 . C26 . H263 . 109.5 no
H262 . C26 . H263 . 109.5 no
C20 . Cu1 . C7 . 159.83(16) yes
C20 . Cu1 . C21 . 29.86(14) yes
C7 . Cu1 . C21 . 159.29(15) yes
C20 . Cu1 . N1 . 139.02(17) yes
C7 . Cu1 . N1 . 26.66(18) yes
C21 . Cu1 . N1 . 135.30(16) yes
C20 . Cu1 . N2 . 132.62(16) yes
C7 . Cu1 . N2 . 55.48(18) yes
C21 . Cu1 . N2 . 140.03(17) yes
N1 . Cu1 . N2 . 82.12(18) yes
C20 . Cu1 . N3 . 26.12(16) yes
C7 . Cu1 . N3 . 137.19(16) yes
C21 . Cu1 . N3 . 55.97(15) yes
N1 . Cu1 . N3 . 128.54(19) yes
N2 . Cu1 . N3 . 117.06(17) yes
C20 . Cu1 . N4 . 55.76(15) yes
C7 . Cu1 . N4 . 137.05(15) yes
C21 . Cu1 . N4 . 25.91(15) yes
N1 . Cu1 . N4 . 121.62(16) yes
N2 . Cu1 . N4 . 132.21(18) yes
N3 . Cu1 . N4 . 81.88(16) yes
C1 . N1 . C7 . 105.5(4) yes
C1 . N1 . Cu1 . 146.0(3) yes
C7 . N1 . Cu1 . 108.4(4) yes
C6 . O1 . C7 . 103.9(4) yes
C8 . N2 . C12 . 118.2(5) yes
C8 . N2 . Cu1 . 112.5(4) yes
C12 . N2 . Cu1 . 129.0(4) yes
C14 . N3 . C20 . 104.8(4) yes
C14 . N3 . Cu1 . 145.8(3) yes
C20 . N3 . Cu1 . 109.1(3) yes
C19 . O2 . C20 . 104.5(4) yes
C21 . N4 . C25 . 116.5(4) yes
C21 . N4 . Cu1 . 113.1(3) yes
C25 . N4 . Cu1 . 130.3(3) yes
F5 . P1 . F6 . 86.2(4) yes
F5 . P1 . F3 . 89.4(3) yes
F6 . P1 . F3 . 88.9(2) yes
F5 . P1 . F1 . 90.6(3) yes
F6 . P1 . F1 . 91.8(3) yes
F3 . P1 . F1 . 179.3(2) yes
F5 . P1 . F2 . 85.4(3) yes
F6 . P1 . F2 . 171.6(4) yes
F3 . P1 . F2 . 91.8(2) yes
F1 . P1 . F2 . 87.5(3) yes
F5 . P1 . F4 . 178.8(4) yes
F6 . P1 . F4 . 92.7(5) yes
F3 . P1 . F4 . 90.1(3) yes
F1 . P1 . F4 . 89.9(4) yes
F2 . P1 . F4 . 95.7(5) yes



# Manually omitted reflections

loop_
_oxford_refln_omitted_index_h
_oxford_refln_omitted_index_k
_oxford_refln_omitted_index_l
_oxford_refln_omitted_flag
_oxford_refln_omitted_details
0 4 0 x .
2 2 3 x .
-1 3 1 x .
1 3 1 x .
6 2 6 x .
1 5 2 x .
4 0 4 x .
1 3 3 x .
2 2 2 x .
7 3 5 x .
-1 3 3 x .
7 1 6 x .
2 8 1 x .
-1 3 5 x .
-1 5 2 x .
7 5 6 x .
1 3 2 x .
4 0 8 x .
3 3 1 x .
3 1 4 x .
2 6 0 x .
3 1 3 x .
6 6 6 x .
2 6 2 x .
9 11 7 x .
14 2 10 x .
6 10 4 x .
5 11 5 x .
9 7 8 x .
7 3 7 x .
6 4 4 x .
8 10 5 x .
4 4 3 x .
3 7 2 x .
9 11 6 x .
8 6 8 x .
11 1 10 x .
12 2 9 x .
2 4 3 x .
5 9 4 x .
9 3 9 x .
7 9 7 x .
2 10 3 x .
