# Supplementary Information (SI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2024

####################################################################### 
# 
# 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_C1DMEG
_database_code_depnum_ccdc_archive 'CCDC 2382527'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2024-09-07 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C33 H42 Cu N10), 2(F6 P), 3(C2 H3 N)'
_chemical_formula_sum            'C72 H93 Cu2 F12 N23 P2'
_chemical_formula_weight         1697.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      trigonal
_space_group_IT_number           167
_space_group_name_H-M_alt        'R -3 c :H'
_space_group_name_Hall           '-R 3 2"c'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-y, x-y, z'
'-x+y, -x, z'
'-y, -x, z+1/2'
'-x+y, y, z+1/2'
'x, x-y, z+1/2'
'x+2/3, y+1/3, z+1/3'
'-y+2/3, x-y+1/3, z+1/3'
'-x+y+2/3, -x+1/3, z+1/3'
'-y+2/3, -x+1/3, z+5/6'
'-x+y+2/3, y+1/3, z+5/6'
'x+2/3, x-y+1/3, z+5/6'
'x+1/3, y+2/3, z+2/3'
'-y+1/3, x-y+2/3, z+2/3'
'-x+y+1/3, -x+2/3, z+2/3'
'-y+1/3, -x+2/3, z+7/6'
'-x+y+1/3, y+2/3, z+7/6'
'x+1/3, x-y+2/3, z+7/6'
'-x, -y, -z'
'y, -x+y, -z'
'x-y, x, -z'
'y, x, -z-1/2'
'x-y, -y, -z-1/2'
'-x, -x+y, -z-1/2'
'-x+2/3, -y+1/3, -z+1/3'
'y+2/3, -x+y+1/3, -z+1/3'
'x-y+2/3, x+1/3, -z+1/3'
'y+2/3, x+1/3, -z-1/6'
'x-y+2/3, -y+1/3, -z-1/6'
'-x+2/3, -x+y+1/3, -z-1/6'
'-x+1/3, -y+2/3, -z+2/3'
'y+1/3, -x+y+2/3, -z+2/3'
'x-y+1/3, x+2/3, -z+2/3'
'y+1/3, x+2/3, -z+1/6'
'x-y+1/3, -y+2/3, -z+1/6'
'-x+1/3, -x+y+2/3, -z+1/6'

_cell_length_a                   14.977(2)
_cell_length_b                   14.977(2)
_cell_length_c                   59.777(12)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                120
_cell_volume                     11613(4)
_cell_formula_units_Z            6
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    56896
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      32.22

_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.457
_exptl_crystal_F_000             5292
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.679
_shelx_estimated_absorpt_T_min   0.860
_shelx_estimated_absorpt_T_max   0.923
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_absorpt_correction_T_min  0.8289
_exptl_absorpt_correction_T_max  0.9044
_exptl_absorpt_special_details   ?
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1075 frames, detector distance = 60 mm
;
_diffrn_reflns_number            84855
_diffrn_reflns_av_unetI/netI     0.0302
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -88
_diffrn_reflns_limit_l_max       88
_diffrn_reflns_theta_min         2.720
_diffrn_reflns_theta_max         32.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.961
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.961
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4459
_reflns_number_gt                3286
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_cell_refinement       
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.1, Darmstadt 2022
;
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0549P)²+4.9567P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4459
_refine_ls_number_parameters     172
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0567
_refine_ls_R_factor_gt           0.0359
_refine_ls_wR_factor_ref         0.1030
_refine_ls_wR_factor_gt          0.0957
_refine_ls_goodness_of_fit_ref   1.067
_refine_ls_restrained_S_all      1.067
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.666667 0.333333 0.51342(2) 0.02228(8) Uani 1 3 d S T P . .
N1 N 0.666667 0.333333 0.47415(3) 0.0192(3) Uani 1 3 d S T P . .
N2 N 0.78501(8) 0.30806(8) 0.50663(2) 0.0226(2) Uani 1 1 d . . . . .
N3 N 0.78487(9) 0.20788(9) 0.53675(2) 0.0299(2) Uani 1 1 d . . . . .
N4 N 0.83327(8) 0.17732(8) 0.50349(2) 0.0284(2) Uani 1 1 d . . . . .
C1 C 0.77450(9) 0.37421(8) 0.47003(2) 0.0198(2) Uani 1 1 d . . . . .
C2 C 0.82233(10) 0.42997(9) 0.45075(2) 0.0237(2) Uani 1 1 d . . . . .
H2 H 0.783014 0.441602 0.439873 0.028 Uiso 1 1 calc R U . . .
C3 C 0.92739(10) 0.46882(10) 0.44729(2) 0.0274(3) Uani 1 1 d . . . . .
H3 H 0.959430 0.506059 0.434024 0.033 Uiso 1 1 calc R U . . .
C4 C 0.98496(10) 0.45284(10) 0.46332(2) 0.0277(3) Uani 1 1 d . . . . .
H4 H 1.056586 0.479135 0.461010 0.033 Uiso 1 1 calc R U . . .
C5 C 0.93813(9) 0.39847(10) 0.48273(2) 0.0255(2) Uani 1 1 d . . . . .
H5 H 0.978519 0.389075 0.493718 0.031 Uiso 1 1 calc R U . . .
C6 C 0.83253(9) 0.35739(9) 0.48634(2) 0.0214(2) Uani 1 1 d . . . . .
C7 C 0.80094(9) 0.23620(9) 0.51468(2) 0.0240(2) Uani 1 1 d . . . . .
C8 C 0.79038(12) 0.27775(12) 0.55411(2) 0.0358(3) Uani 1 1 d . . . . .
H8A H 0.747438 0.238030 0.566797 0.054 Uiso 1 1 calc R U . . .
H8B H 0.765420 0.322396 0.548227 0.054 Uiso 1 1 calc R U . . .
H8C H 0.862006 0.320156 0.559052 0.054 Uiso 1 1 calc R U . . .
C9 C 0.82881(12) 0.14156(12) 0.54155(3) 0.0391(4) Uani 1 1 d . . . . .
H9A H 0.784984 0.085858 0.552139 0.047 Uiso 1 1 calc R U . . .
H9B H 0.899244 0.181887 0.547799 0.047 Uiso 1 1 calc R U . . .
C10 C 0.83026(12) 0.09864(11) 0.51879(3) 0.0377(3) Uani 1 1 d . . . . .
H10A H 0.891938 0.091253 0.516924 0.045 Uiso 1 1 calc R U . . .
H10B H 0.767599 0.030859 0.516337 0.045 Uiso 1 1 calc R U . . .
C11 C 0.80192(11) 0.14438(11) 0.48050(2) 0.0302(3) Uani 1 1 d . . . . .
H11A H 0.828758 0.099681 0.475729 0.045 Uiso 1 1 calc R U . . .
H11B H 0.829404 0.204978 0.470738 0.045 Uiso 1 1 calc R U . . .
H11C H 0.726484 0.106305 0.479573 0.045 Uiso 1 1 calc R U . . .
P1 P 0.666667 0.333333 0.38503(2) 0.02412(12) Uani 1 3 d S T P . .
F1 F 0.56687(7) 0.29393(7) 0.36984(2) 0.0462(3) Uani 1 1 d . . . . .
F2 F 0.76707(10) 0.37206(10) 0.40013(2) 0.0667(4) Uani 1 1 d . . . . .
C20 C 0.21405(18) 0.88072(18) 0.083333 0.0623(8) Uani 1 2 d S T P . .
H20A H 0.203094 0.935300 0.077278 0.093 Uiso 0.5 1 calc R U P . .
H20B H 0.264331 0.874062 0.074045 0.093 Uiso 0.5 1 calc R U P . .
H20C H 0.240166 0.898228 0.098677 0.093 Uiso 0.5 1 calc R U P . .
C21 C 0.11779(15) 0.78446(15) 0.083333 0.0377(5) Uani 1 2 d S T P . .
N22 N 0.04209(15) 0.70876(15) 0.083333 0.0652(7) Uani 1 2 d S T P . .


_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
Cu1 N2 2.0299(11) 3_665 ?
Cu1 N2 2.0299(11) 2_655 ?
Cu1 N2 2.0299(11) . ?
Cu1 N1 2.3475(19) . ?
N1 C1 1.4336(12) . ?
N1 C1 1.4336(12) 3_665 ?
N1 C1 1.4336(12) 2_655 ?
N2 C7 1.3053(16) . ?
N2 C6 1.4132(16) . ?
N3 C7 1.3697(17) . ?
N3 C8 1.446(2) . ?
N3 C9 1.4683(19) . ?
N4 C7 1.3737(18) . ?
N4 C11 1.4561(19) . ?
N4 C10 1.4745(17) . ?
C1 C2 1.3929(17) . ?
C1 C6 1.4104(17) . ?
C2 C3 1.3934(18) . ?
C2 H2 0.9500 . ?
C3 C4 1.3874(19) . ?
C3 H3 0.9500 . ?
C4 C5 1.3894(18) . ?
C4 H4 0.9500 . ?
C5 C6 1.3977(16) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 C10 1.509(3) . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
P1 F1 1.5890(10) 2_655 ?
P1 F1 1.5890(10) . ?
P1 F1 1.5890(10) 3_665 ?
P1 F2 1.5941(11) 3_665 ?
P1 F2 1.5941(11) 2_655 ?
P1 F2 1.5942(11) . ?
C20 C21 1.442(4) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C20 H20A 0.98(4) 34_455 ?
C20 H20B 0.98(3) 34_455 ?
C20 H20C 0.980(7) 34_455 ?
C21 N22 1.134(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
N2 Cu1 N2 116.11(2) 3_665 2_655 ?
N2 Cu1 N2 116.10(2) 3_665 . ?
N2 Cu1 N2 116.11(2) 2_655 . ?
N2 Cu1 N1 78.47(3) 3_665 . ?
N2 Cu1 N1 78.47(3) 2_655 . ?
N2 Cu1 N1 78.46(3) . . ?
C1 N1 C1 117.11(5) . 3_665 ?
C1 N1 C1 117.10(5) . 2_655 ?
C1 N1 C1 117.11(5) 3_665 2_655 ?
C1 N1 Cu1 99.90(9) . . ?
C1 N1 Cu1 99.90(9) 3_665 . ?
C1 N1 Cu1 99.90(9) 2_655 . ?
C7 N2 C6 119.71(11) . . ?
C7 N2 Cu1 128.06(9) . . ?
C6 N2 Cu1 109.43(7) . . ?
C7 N3 C8 121.94(11) . . ?
C7 N3 C9 109.19(13) . . ?
C8 N3 C9 117.83(12) . . ?
C7 N4 C11 121.31(11) . . ?
C7 N4 C10 109.35(12) . . ?
C11 N4 C10 116.02(11) . . ?
C2 C1 C6 120.06(11) . . ?
C2 C1 N1 122.02(12) . . ?
C6 C1 N1 117.91(11) . . ?
C1 C2 C3 120.54(12) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.66(12) . . ?
C4 C3 H3 120.2 . . ?
C2 C3 H3 120.2 . . ?
C3 C4 C5 120.17(12) . . ?
C3 C4 H4 119.9 . . ?
C5 C4 H4 119.9 . . ?
C4 C5 C6 121.04(12) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 118.51(11) . . ?
C5 C6 N2 121.74(11) . . ?
C1 C6 N2 119.50(10) . . ?
N2 C7 N3 122.30(13) . . ?
N2 C7 N4 128.18(12) . . ?
N3 C7 N4 109.51(11) . . ?
N3 C8 H8A 109.5 . . ?
N3 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N3 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N3 C9 C10 102.65(12) . . ?
N3 C9 H9A 111.2 . . ?
C10 C9 H9A 111.2 . . ?
N3 C9 H9B 111.2 . . ?
C10 C9 H9B 111.2 . . ?
H9A C9 H9B 109.2 . . ?
N4 C10 C9 102.70(11) . . ?
N4 C10 H10A 111.2 . . ?
C9 C10 H10A 111.2 . . ?
N4 C10 H10B 111.2 . . ?
C9 C10 H10B 111.2 . . ?
H10A C10 H10B 109.1 . . ?
N4 C11 H11A 109.5 . . ?
N4 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N4 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
F1 P1 F1 90.58(7) 2_655 . ?
F1 P1 F1 90.58(7) 2_655 3_665 ?
F1 P1 F1 90.58(7) . 3_665 ?
F1 P1 F2 89.52(6) 2_655 3_665 ?
F1 P1 F2 88.82(6) . 3_665 ?
F1 P1 F2 179.40(7) 3_665 3_665 ?
F1 P1 F2 179.40(7) 2_655 2_655 ?
F1 P1 F2 89.52(6) . 2_655 ?
F1 P1 F2 88.82(6) 3_665 2_655 ?
F2 P1 F2 91.07(8) 3_665 2_655 ?
F1 P1 F2 88.83(6) 2_655 . ?
F1 P1 F2 179.40(7) . . ?
F1 P1 F2 89.53(7) 3_665 . ?
F2 P1 F2 91.07(8) 3_665 . ?
F2 P1 F2 91.07(8) 2_655 . ?
C21 C20 H20A 109.5 . . ?
C21 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C21 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C21 C20 H20A 109.5(5) . 34_455 ?
H20A C20 H20A 141.1 . 34_455 ?
H20B C20 H20A 56.2 . 34_455 ?
H20C C20 H20A 56.3 . 34_455 ?
C21 C20 H20B 109(2) . 34_455 ?
H20A C20 H20B 56.2 . 34_455 ?
H20B C20 H20B 141.1 . 34_455 ?
H20C C20 H20B 56.3 . 34_455 ?
H20A C20 H20B 109.5 34_455 34_455 ?
C21 C20 H20C 109(3) . 34_455 ?
H20A C20 H20C 56.3 . 34_455 ?
H20B C20 H20C 56.2 . 34_455 ?
H20C C20 H20C 141.1 . 34_455 ?
H20A C20 H20C 109.5 34_455 34_455 ?
H20B C20 H20C 109.5 34_455 34_455 ?
N22 C21 C20 180.0(4) . . ?

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
C1 N1 C1 C2 101.61(13) 3_665 . . . ?
C1 N1 C1 C2 -45.2(2) 2_655 . . . ?
Cu1 N1 C1 C2 -151.80(10) . . . . ?
C1 N1 C1 C6 -79.1(2) 3_665 . . . ?
C1 N1 C1 C6 134.11(14) 2_655 . . . ?
Cu1 N1 C1 C6 27.52(10) . . . . ?
C6 C1 C2 C3 0.56(18) . . . . ?
N1 C1 C2 C3 179.86(11) . . . . ?
C1 C2 C3 C4 -0.78(19) . . . . ?
C2 C3 C4 C5 -0.1(2) . . . . ?
C3 C4 C5 C6 1.2(2) . . . . ?
C4 C5 C6 C1 -1.37(18) . . . . ?
C4 C5 C6 N2 -175.59(12) . . . . ?
C2 C1 C6 C5 0.51(17) . . . . ?
N1 C1 C6 C5 -178.82(10) . . . . ?
C2 C1 C6 N2 174.86(11) . . . . ?
N1 C1 C6 N2 -4.47(16) . . . . ?
C7 N2 C6 C5 -50.10(17) . . . . ?
Cu1 N2 C6 C5 147.34(10) . . . . ?
C7 N2 C6 C1 135.73(12) . . . . ?
Cu1 N2 C6 C1 -26.83(13) . . . . ?
C6 N2 C7 N3 159.61(11) . . . . ?
Cu1 N2 C7 N3 -41.43(17) . . . . ?
C6 N2 C7 N4 -21.37(18) . . . . ?
Cu1 N2 C7 N4 137.59(11) . . . . ?
C8 N3 C7 N2 -25.58(18) . . . . ?
C9 N3 C7 N2 -168.66(11) . . . . ?
C8 N3 C7 N4 155.24(12) . . . . ?
C9 N3 C7 N4 12.15(14) . . . . ?
C11 N4 C7 N2 -34.89(19) . . . . ?
C10 N4 C7 N2 -174.17(12) . . . . ?
C11 N4 C7 N3 144.23(12) . . . . ?
C10 N4 C7 N3 4.95(14) . . . . ?
C7 N3 C9 C10 -23.38(14) . . . . ?
C8 N3 C9 C10 -168.19(12) . . . . ?
C7 N4 C10 C9 -19.06(14) . . . . ?
C11 N4 C10 C9 -160.72(12) . . . . ?
N3 C9 C10 N4 24.66(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C2 H2 F2 0.95 2.56 3.1422(19) 120.1 . yes
C10 H10A F1 0.99 2.45 3.2983(18) 144.0 16_654 yes
C10 H10A F1 0.99 2.61 3.2228(17) 119.9 18_544 yes
C11 H11A F1 0.98 2.37 3.3167(17) 162.9 29_556 yes

_refine_diff_density_max         0.435
_refine_diff_density_min         -0.713
_refine_diff_density_rms         0.061


####################################################################### 
# 
# 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_C5DMEG
_database_code_depnum_ccdc_archive 'CCDC 2382531'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2024-09-07 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H30 Cu N6, F6 P, C2 H3 N'
_chemical_formula_sum            'C33 H33 Cu F6 N7 P'
_chemical_formula_weight         736.17

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.893(2)
_cell_length_b                   12.015(2)
_cell_length_c                   15.064(3)
_cell_angle_alpha                66.91(3)
_cell_angle_beta                 85.07(3)
_cell_angle_gamma                63.15(3)
_cell_volume                     1608.1(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    61040
_cell_measurement_theta_min      2.01
_cell_measurement_theta_max      30.31

_exptl_crystal_description       block
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.520
_exptl_crystal_F_000             756
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.110
_exptl_absorpt_coefficient_mu    0.800
_shelx_estimated_absorpt_T_min   0.844
_shelx_estimated_absorpt_T_max   0.917
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_absorpt_correction_T_min  0.9048
_exptl_absorpt_correction_T_max  0.9231

_exptl_absorpt_special_details   ?
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 2154 frames, detector distance = 60 mm
;

_diffrn_reflns_number            59631
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0536
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.010
_diffrn_reflns_theta_max         30.278
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.905
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.905
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.905
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             8712
_reflns_number_gt                7635
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_cell_refinement       
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;

_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.1, Darmstadt 2022
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0497P)²+0.5423P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         8712
_refine_ls_number_parameters     502
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0389
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0895
_refine_ls_wR_factor_gt          0.0868
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.41585(2) 0.72076(2) 0.60486(2) 0.01965(6) Uani 1 1 d . . . . .
N1 N 0.60968(11) 0.60400(11) 0.71054(8) 0.0171(2) Uani 1 1 d . . . . .
N2 N 0.44844(12) 0.53115(12) 0.63145(8) 0.0196(2) Uani 1 1 d . . . . .
N3 N 0.52447(12) 0.80592(11) 0.52363(8) 0.0185(2) Uani 1 1 d . . . . .
N4 N 0.33317(11) 0.74553(11) 0.72634(8) 0.0186(2) Uani 1 1 d . . . . .
N5 N 0.21960(14) 0.65444(13) 0.85991(10) 0.0269(3) Uani 1 1 d . . . . .
N6 N 0.12447(13) 0.74410(14) 0.70646(10) 0.0289(3) Uani 1 1 d . . . . .
C1 C 0.57169(13) 0.68224(13) 0.76974(9) 0.0174(2) Uani 1 1 d . . . . .
C2 C 0.66922(14) 0.69519(14) 0.81353(10) 0.0208(3) Uani 1 1 d . . . . .
H2 H 0.764058 0.652312 0.804333 0.025 Uiso 1 1 calc R U . . .
C3 C 0.62896(16) 0.77044(15) 0.87071(10) 0.0238(3) Uani 1 1 d . . . . .
H3 H 0.695842 0.779283 0.900220 0.029 Uiso 1 1 calc R U . . .
C4 C 0.49007(16) 0.83255(15) 0.88426(10) 0.0243(3) Uani 1 1 d . . . . .
H4 H 0.462119 0.883080 0.923835 0.029 Uiso 1 1 calc R U . . .
C5 C 0.39206(15) 0.82097(14) 0.84015(10) 0.0222(3) Uani 1 1 d . . . . .
H5 H 0.297380 0.864558 0.849469 0.027 Uiso 1 1 calc R U . . .
C6 C 0.43056(14) 0.74608(13) 0.78217(9) 0.0184(2) Uani 1 1 d . . . . .
C7 C 0.23301(14) 0.71674(14) 0.76373(10) 0.0212(3) Uani 1 1 d . . . . .
C8 C 0.08083(17) 0.84905(18) 0.60888(13) 0.0351(4) Uani 1 1 d . . . . .
H8A H 0.019977 0.835476 0.574333 0.053 Uiso 1 1 calc R U . . .
H8B H 0.162316 0.844163 0.574279 0.053 Uiso 1 1 calc R U . . .
H8C H 0.030702 0.938462 0.612051 0.053 Uiso 1 1 calc R U . . .
C9 C 0.34137(19) 0.54823(17) 0.92873(12) 0.0356(4) Uani 1 1 d . . . . .
H9A H 0.311916 0.505737 0.990829 0.053 Uiso 1 1 calc R U . . .
H9B H 0.397199 0.588315 0.938614 0.053 Uiso 1 1 calc R U . . .
H9C H 0.396712 0.479364 0.902938 0.053 Uiso 1 1 calc R U . . .
C10 C 0.01925(18) 0.7196(2) 0.76674(15) 0.0403(4) Uani 1 1 d . . . . .
H10A H -0.023054 0.677875 0.742374 0.048 Uiso 1 1 calc R U . . .
H10B H -0.054398 0.804732 0.769658 0.048 Uiso 1 1 calc R U . . .
C11 C 0.1027(2) 0.6224(2) 0.86434(14) 0.0399(4) Uani 1 1 d . . . . .
H11A H 0.047603 0.638560 0.917791 0.048 Uiso 1 1 calc R U . . .
H11B H 0.135691 0.526800 0.873395 0.048 Uiso 1 1 calc R U . . .
C12 C 0.71213(13) 0.61854(13) 0.64614(10) 0.0187(2) Uani 1 1 d . . . . .
C13 C 0.85095(15) 0.53190(15) 0.67022(10) 0.0242(3) Uani 1 1 d . . . . .
H13 H 0.882296 0.454293 0.729937 0.029 Uiso 1 1 calc R U . . .
C14 C 0.94806(15) 0.55669(17) 0.60720(12) 0.0289(3) Uani 1 1 d . . . . .
H14 H 1.043807 0.494932 0.624578 0.035 Uiso 1 1 calc R U . . .
C15 C 0.90551(15) 0.66857(17) 0.52158(11) 0.0274(3) Uani 1 1 d . . . . .
H15 H 0.972030 0.686556 0.481347 0.033 Uiso 1 1 calc R U . . .
C16 C 0.76274(15) 0.75780(15) 0.49257(10) 0.0224(3) Uani 1 1 d . . . . .
C17 C 0.66421(14) 0.73097(13) 0.55351(9) 0.0187(2) Uani 1 1 d . . . . .
C18 C 0.71169(17) 0.87259(16) 0.40228(11) 0.0264(3) Uani 1 1 d . . . . .
H18 H 0.774175 0.896468 0.360522 0.032 Uiso 1 1 calc R U . . .
C19 C 0.57313(17) 0.94755(15) 0.37637(10) 0.0260(3) Uani 1 1 d . . . . .
H19 H 0.538312 1.025362 0.316842 0.031 Uiso 1 1 calc R U . . .
C20 C 0.48049(15) 0.91037(14) 0.43753(10) 0.0219(3) Uani 1 1 d . . . . .
C21 C 0.32829(16) 0.98431(15) 0.40563(11) 0.0282(3) Uani 1 1 d . . . . .
H21A H 0.305778 1.072200 0.351877 0.042 Uiso 1 1 calc R U . . .
H21B H 0.277167 0.999134 0.460055 0.042 Uiso 1 1 calc R U . . .
H21C H 0.302275 0.930011 0.384079 0.042 Uiso 1 1 calc R U . . .
C22 C 0.61588(13) 0.47083(13) 0.75888(9) 0.0187(2) Uani 1 1 d . . . . .
C23 C 0.69460(14) 0.38003(14) 0.84639(10) 0.0220(3) Uani 1 1 d . . . . .
H23 H 0.749229 0.403497 0.874562 0.026 Uiso 1 1 calc R U . . .
C24 C 0.69574(16) 0.25243(14) 0.89522(11) 0.0263(3) Uani 1 1 d . . . . .
H24 H 0.750179 0.191193 0.956023 0.032 Uiso 1 1 calc R U . . .
C25 C 0.61846(17) 0.21684(15) 0.85504(11) 0.0269(3) Uani 1 1 d . . . . .
H25 H 0.619901 0.130651 0.888004 0.032 Uiso 1 1 calc R U . . .
C26 C 0.53687(15) 0.30702(14) 0.76521(11) 0.0238(3) Uani 1 1 d . . . . .
C27 C 0.53264(14) 0.43685(13) 0.71657(9) 0.0192(2) Uani 1 1 d . . . . .
C28 C 0.45392(17) 0.27592(16) 0.72076(12) 0.0284(3) Uani 1 1 d . . . . .
H28 H 0.452407 0.190805 0.751202 0.034 Uiso 1 1 calc R U . . .
C29 C 0.37660(16) 0.36847(16) 0.63440(12) 0.0279(3) Uani 1 1 d . . . . .
H29 H 0.323749 0.346572 0.603175 0.033 Uiso 1 1 calc R U . . .
C30 C 0.37448(14) 0.49732(15) 0.59078(10) 0.0231(3) Uani 1 1 d . . . . .
C31 C 0.28561(16) 0.60191(17) 0.49776(11) 0.0286(3) Uani 1 1 d . . . . .
H31A H 0.272627 0.556660 0.460190 0.043 Uiso 1 1 calc R U . . .
H31B H 0.330538 0.657665 0.460111 0.043 Uiso 1 1 calc R U . . .
H31C H 0.195375 0.659999 0.511967 0.043 Uiso 1 1 calc R U . . .
N7 N 0.0454(2) 0.8734(2) 0.32401(14) 0.0565(5) Uani 1 1 d . . . . .
C32 C 0.03183(19) 0.93417(19) 0.24260(14) 0.0381(4) Uani 1 1 d . . . . .
C33 C 0.01188(19) 1.01512(18) 0.13883(13) 0.0372(4) Uani 1 1 d . . . . .
H33A H 0.099788 1.013542 0.116939 0.056 Uiso 1 1 calc R U . . .
H33B H -0.057227 1.109072 0.125246 0.056 Uiso 1 1 calc R U . . .
H33C H -0.020394 0.977353 0.104316 0.056 Uiso 1 1 calc R U . . .
P1 P 0.1711(2) 0.2104(2) 0.89376(15) 0.0252(3) Uani 0.685(4) 1 d . . P A 1
F1 F 0.2109(4) 0.0511(4) 0.9583(2) 0.0421(6) Uani 0.685(4) 1 d . . P A 1
F2 F 0.0150(2) 0.2407(2) 0.8737(2) 0.0436(5) Uani 0.685(4) 1 d . . P A 1
F3 F 0.2129(3) 0.1686(3) 0.80329(13) 0.0469(6) Uani 0.685(4) 1 d . . P A 1
F4 F 0.1289(3) 0.2510(4) 0.9848(2) 0.0589(9) Uani 0.685(4) 1 d . . P A 1
F5 F 0.1332(2) 0.36384(17) 0.82356(16) 0.0558(7) Uani 0.685(4) 1 d . . P A 1
F6 F 0.3258(2) 0.1789(3) 0.9151(2) 0.0502(6) Uani 0.685(4) 1 d . . P A 1
P1' P 0.1407(5) 0.2217(6) 0.9117(4) 0.0375(9) Uani 0.315(4) 1 d . . P A 2
F1' F 0.2220(14) 0.0779(10) 0.9500(10) 0.096(4) Uani 0.315(4) 1 d . . P A 2
F2' F 0.0055(5) 0.2004(6) 0.9243(5) 0.0560(14) Uani 0.315(4) 1 d . . P A 2
F3' F 0.1343(7) 0.2427(7) 0.8012(3) 0.0683(17) Uani 0.315(4) 1 d . . P A 2
F4' F 0.1502(8) 0.1991(9) 1.0228(5) 0.065(2) Uani 0.315(4) 1 d . . P A 2
F5' F 0.0393(7) 0.3811(4) 0.8815(5) 0.081(2) Uani 0.315(4) 1 d . . P A 2
F6' F 0.2715(9) 0.2501(10) 0.9008(5) 0.077(2) Uani 0.315(4) 1 d . . P A 2


_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
Cu1 N3 1.9512(13) . ?
Cu1 N2 2.0135(13) . ?
Cu1 N4 2.0373(13) . ?
Cu1 N1 2.2608(16) . ?
N1 C12 1.4401(17) . ?
N1 C22 1.4464(17) . ?
N1 C1 1.4468(17) . ?
N2 C30 1.3289(18) . ?
N2 C27 1.3758(19) . ?
N3 C20 1.3318(18) . ?
N3 C17 1.3756(18) . ?
N4 C7 1.3075(17) . ?
N4 C6 1.4132(17) . ?
N5 C7 1.3757(19) . ?
N5 C9 1.460(2) . ?
N5 C11 1.478(2) . ?
N6 C7 1.361(2) . ?
N6 C8 1.450(2) . ?
N6 C10 1.463(2) . ?
C1 C2 1.3922(18) . ?
C1 C6 1.4088(19) . ?
C2 C3 1.393(2) . ?
C2 H2 0.9500 . ?
C3 C4 1.391(2) . ?
C3 H3 0.9500 . ?
C4 C5 1.389(2) . ?
C4 H4 0.9500 . ?
C5 C6 1.4004(19) . ?
C5 H5 0.9500 . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.508(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.370(2) . ?
C12 C17 1.433(2) . ?
C13 C14 1.414(2) . ?
C13 H13 0.9500 . ?
C14 C15 1.366(2) . ?
C14 H14 0.9500 . ?
C15 C16 1.415(2) . ?
C15 H15 0.9500 . ?
C16 C17 1.4177(19) . ?
C16 C18 1.424(2) . ?
C18 C19 1.356(2) . ?
C18 H18 0.9500 . ?
C19 C20 1.411(2) . ?
C19 H19 0.9500 . ?
C20 C21 1.497(2) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.373(2) . ?
C22 C27 1.4260(18) . ?
C23 C24 1.411(2) . ?
C23 H23 0.9500 . ?
C24 C25 1.369(2) . ?
C24 H24 0.9500 . ?
C25 C26 1.408(2) . ?
C25 H25 0.9500 . ?
C26 C28 1.418(2) . ?
C26 C27 1.4200(19) . ?
C28 C29 1.359(2) . ?
C28 H28 0.9500 . ?
C29 C30 1.415(2) . ?
C29 H29 0.9500 . ?
C30 C31 1.494(2) . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
N7 C32 1.136(3) . ?
C32 C33 1.453(3) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?
P1 F6 1.584(3) . ?
P1 F4 1.594(3) . ?
P1 F3 1.594(2) . ?
P1 F5 1.595(3) . ?
P1 F2 1.599(3) . ?
P1 F1 1.631(4) . ?
P1' F1' 1.423(11) . ?
P1' F3' 1.585(7) . ?
P1' F2' 1.589(7) . ?
P1' F6' 1.591(8) . ?
P1' F4' 1.592(8) . ?
P1' F5' 1.608(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N2 124.01(5) . . ?
N3 Cu1 N4 126.87(5) . . ?
N2 Cu1 N4 102.01(5) . . ?
N3 Cu1 N1 82.27(5) . . ?
N2 Cu1 N1 81.61(6) . . ?
N4 Cu1 N1 79.54(5) . . ?
C12 N1 C22 118.34(11) . . ?
C12 N1 C1 115.54(10) . . ?
C22 N1 C1 114.47(10) . . ?
C12 N1 Cu1 101.44(8) . . ?
C22 N1 Cu1 102.71(8) . . ?
C1 N1 Cu1 100.35(8) . . ?
C30 N2 C27 119.10(12) . . ?
C30 N2 Cu1 126.61(10) . . ?
C27 N2 Cu1 112.10(9) . . ?
C20 N3 C17 119.21(12) . . ?
C20 N3 Cu1 126.60(10) . . ?
C17 N3 Cu1 113.02(9) . . ?
C7 N4 C6 122.60(12) . . ?
C7 N4 Cu1 124.45(10) . . ?
C6 N4 Cu1 108.84(8) . . ?
C7 N5 C9 120.57(13) . . ?
C7 N5 C11 108.03(14) . . ?
C9 N5 C11 115.29(14) . . ?
C7 N6 C8 122.81(13) . . ?
C7 N6 C10 109.71(14) . . ?
C8 N6 C10 118.87(14) . . ?
C2 C1 C6 120.34(12) . . ?
C2 C1 N1 122.17(12) . . ?
C6 C1 N1 117.49(12) . . ?
C1 C2 C3 120.57(13) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 119.48(13) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C5 C4 C3 120.25(13) . . ?
C5 C4 H4 119.9 . . ?
C3 C4 H4 119.9 . . ?
C4 C5 C6 121.06(13) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C5 C6 C1 118.29(12) . . ?
C5 C6 N4 122.86(12) . . ?
C1 C6 N4 118.38(12) . . ?
N4 C7 N6 121.38(13) . . ?
N4 C7 N5 128.56(14) . . ?
N6 C7 N5 110.04(13) . . ?
N6 C8 H8A 109.5 . . ?
N6 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N6 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N5 C9 H9A 109.5 . . ?
N5 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N5 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N6 C10 C11 102.07(14) . . ?
N6 C10 H10A 111.4 . . ?
C11 C10 H10A 111.4 . . ?
N6 C10 H10B 111.4 . . ?
C11 C10 H10B 111.4 . . ?
H10A C10 H10B 109.2 . . ?
N5 C11 C10 103.09(13) . . ?
N5 C11 H11A 111.1 . . ?
C10 C11 H11A 111.1 . . ?
N5 C11 H11B 111.1 . . ?
C10 C11 H11B 111.1 . . ?
H11A C11 H11B 109.1 . . ?
C13 C12 C17 119.57(13) . . ?
C13 C12 N1 123.11(12) . . ?
C17 C12 N1 117.31(12) . . ?
C12 C13 C14 120.76(14) . . ?
C12 C13 H13 119.6 . . ?
C14 C13 H13 119.6 . . ?
C15 C14 C13 120.63(14) . . ?
C15 C14 H14 119.7 . . ?
C13 C14 H14 119.7 . . ?
C14 C15 C16 120.27(14) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 119.51(13) . . ?
C15 C16 C18 122.90(14) . . ?
C17 C16 C18 117.56(14) . . ?
N3 C17 C16 121.47(12) . . ?
N3 C17 C12 119.46(12) . . ?
C16 C17 C12 118.99(13) . . ?
C19 C18 C16 119.45(14) . . ?
C19 C18 H18 120.3 . . ?
C16 C18 H18 120.3 . . ?
C18 C19 C20 120.22(14) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
N3 C20 C19 121.87(14) . . ?
N3 C20 C21 117.38(13) . . ?
C19 C20 C21 120.71(13) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 119.77(12) . . ?
C23 C22 N1 121.35(12) . . ?
C27 C22 N1 118.80(12) . . ?
C22 C23 C24 121.12(13) . . ?
C22 C23 H23 119.4 . . ?
C24 C23 H23 119.4 . . ?
C25 C24 C23 120.04(14) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C26 120.48(14) . . ?
C24 C25 H25 119.8 . . ?
C26 C25 H25 119.8 . . ?
C25 C26 C28 122.83(14) . . ?
C25 C26 C27 119.89(13) . . ?
C28 C26 C27 117.26(14) . . ?
N2 C27 C26 121.90(13) . . ?
N2 C27 C22 119.42(12) . . ?
C26 C27 C22 118.66(13) . . ?
C29 C28 C26 119.66(14) . . ?
C29 C28 H28 120.2 . . ?
C26 C28 H28 120.2 . . ?
C28 C29 C30 120.27(14) . . ?
C28 C29 H29 119.9 . . ?
C30 C29 H29 119.9 . . ?
N2 C30 C29 121.70(14) . . ?
N2 C30 C31 117.52(13) . . ?
C29 C30 C31 120.77(13) . . ?
C30 C31 H31A 109.5 . . ?
C30 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C30 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N7 C32 C33 178.5(2) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
F6 P1 F4 90.5(2) . . ?
F6 P1 F3 89.69(15) . . ?
F4 P1 F3 179.4(2) . . ?
F6 P1 F5 90.76(18) . . ?
F4 P1 F5 91.2(2) . . ?
F3 P1 F5 89.33(15) . . ?
F6 P1 F2 179.2(2) . . ?
F4 P1 F2 89.04(16) . . ?
F3 P1 F2 90.74(17) . . ?
F5 P1 F2 89.91(16) . . ?
F6 P1 F1 89.9(2) . . ?
F4 P1 F1 93.0(2) . . ?
F3 P1 F1 86.43(17) . . ?
F5 P1 F1 175.7(2) . . ?
F2 P1 F1 89.4(2) . . ?
F1' P1' F3' 96.3(7) . . ?
F1' P1' F2' 88.8(6) . . ?
F3' P1' F2' 91.0(4) . . ?
F1' P1' F6' 93.8(6) . . ?
F3' P1' F6' 90.7(4) . . ?
F2' P1' F6' 176.8(5) . . ?
F1' P1' F4' 83.0(7) . . ?
F3' P1' F4' 178.9(5) . . ?
F2' P1' F4' 89.9(4) . . ?
F6' P1' F4' 88.5(5) . . ?
F1' P1' F5' 172.4(7) . . ?
F3' P1' F5' 90.1(4) . . ?
F2' P1' F5' 87.1(4) . . ?
F6' P1' F5' 90.2(5) . . ?
F4' P1' F5' 90.6(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
C12 N1 C1 C2 -40.99(17) . . . . ?
C22 N1 C1 C2 101.71(15) . . . . ?
Cu1 N1 C1 C2 -149.09(11) . . . . ?
C12 N1 C1 C6 139.08(12) . . . . ?
C22 N1 C1 C6 -78.22(15) . . . . ?
Cu1 N1 C1 C6 30.97(12) . . . . ?
C6 C1 C2 C3 0.5(2) . . . . ?
N1 C1 C2 C3 -179.47(12) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C2 C3 C4 C5 -0.8(2) . . . . ?
C3 C4 C5 C6 0.6(2) . . . . ?
C4 C5 C6 C1 0.14(19) . . . . ?
C4 C5 C6 N4 -171.86(12) . . . . ?
C2 C1 C6 C5 -0.65(19) . . . . ?
N1 C1 C6 C5 179.28(11) . . . . ?
C2 C1 C6 N4 171.70(12) . . . . ?
N1 C1 C6 N4 -8.36(17) . . . . ?
C7 N4 C6 C5 -53.34(19) . . . . ?
Cu1 N4 C6 C5 148.60(11) . . . . ?
C7 N4 C6 C1 134.68(13) . . . . ?
Cu1 N4 C6 C1 -23.39(14) . . . . ?
C6 N4 C7 N6 166.01(13) . . . . ?
Cu1 N4 C7 N6 -39.37(18) . . . . ?
C6 N4 C7 N5 -16.1(2) . . . . ?
Cu1 N4 C7 N5 138.50(13) . . . . ?
C8 N6 C7 N4 -24.8(2) . . . . ?
C10 N6 C7 N4 -172.09(14) . . . . ?
C8 N6 C7 N5 156.97(14) . . . . ?
C10 N6 C7 N5 9.68(17) . . . . ?
C9 N5 C7 N4 -34.3(2) . . . . ?
C11 N5 C7 N4 -169.92(14) . . . . ?
C9 N5 C7 N6 143.72(14) . . . . ?
C11 N5 C7 N6 8.15(17) . . . . ?
C7 N6 C10 C11 -22.57(17) . . . . ?
C8 N6 C10 C11 -171.32(14) . . . . ?
C7 N5 C11 C10 -21.66(16) . . . . ?
C9 N5 C11 C10 -159.85(14) . . . . ?
N6 C10 C11 N5 25.79(16) . . . . ?
C22 N1 C12 C13 -47.18(18) . . . . ?
C1 N1 C12 C13 94.01(15) . . . . ?
Cu1 N1 C12 C13 -158.54(11) . . . . ?
C22 N1 C12 C17 133.81(12) . . . . ?
C1 N1 C12 C17 -85.00(14) . . . . ?
Cu1 N1 C12 C17 22.45(12) . . . . ?
C17 C12 C13 C14 3.8(2) . . . . ?
N1 C12 C13 C14 -175.22(13) . . . . ?
C12 C13 C14 C15 0.9(2) . . . . ?
C13 C14 C15 C16 -3.1(2) . . . . ?
C14 C15 C16 C17 0.6(2) . . . . ?
C14 C15 C16 C18 -177.12(14) . . . . ?
C20 N3 C17 C16 -3.48(19) . . . . ?
Cu1 N3 C17 C16 165.00(10) . . . . ?
C20 N3 C17 C12 179.94(12) . . . . ?
Cu1 N3 C17 C12 -11.59(15) . . . . ?
C15 C16 C17 N3 -172.70(12) . . . . ?
C18 C16 C17 N3 5.19(19) . . . . ?
C15 C16 C17 C12 3.91(19) . . . . ?
C18 C16 C17 C12 -178.21(12) . . . . ?
C13 C12 C17 N3 170.58(12) . . . . ?
N1 C12 C17 N3 -10.38(18) . . . . ?
C13 C12 C17 C16 -6.09(19) . . . . ?
N1 C12 C17 C16 172.95(11) . . . . ?
C15 C16 C18 C19 175.10(14) . . . . ?
C17 C16 C18 C19 -2.7(2) . . . . ?
C16 C18 C19 C20 -1.3(2) . . . . ?
C17 N3 C20 C19 -0.77(19) . . . . ?
Cu1 N3 C20 C19 -167.53(10) . . . . ?
C17 N3 C20 C21 176.74(12) . . . . ?
Cu1 N3 C20 C21 9.98(18) . . . . ?
C18 C19 C20 N3 3.2(2) . . . . ?
C18 C19 C20 C21 -174.23(14) . . . . ?
C12 N1 C22 C23 87.92(16) . . . . ?
C1 N1 C22 C23 -53.67(16) . . . . ?
Cu1 N1 C22 C23 -161.42(11) . . . . ?
C12 N1 C22 C27 -95.31(14) . . . . ?
C1 N1 C22 C27 123.10(13) . . . . ?
Cu1 N1 C22 C27 15.35(13) . . . . ?
C27 C22 C23 C24 0.6(2) . . . . ?
N1 C22 C23 C24 177.31(12) . . . . ?
C22 C23 C24 C25 0.6(2) . . . . ?
C23 C24 C25 C26 -0.3(2) . . . . ?
C24 C25 C26 C28 -179.39(14) . . . . ?
C24 C25 C26 C27 -1.1(2) . . . . ?
C30 N2 C27 C26 -3.68(19) . . . . ?
Cu1 N2 C27 C26 160.61(10) . . . . ?
C30 N2 C27 C22 177.87(12) . . . . ?
Cu1 N2 C27 C22 -17.84(15) . . . . ?
C25 C26 C27 N2 -176.27(13) . . . . ?
C28 C26 C27 N2 2.1(2) . . . . ?
C25 C26 C27 C22 2.2(2) . . . . ?
C28 C26 C27 C22 -179.41(12) . . . . ?
C23 C22 C27 N2 176.57(12) . . . . ?
N1 C22 C27 N2 -0.26(18) . . . . ?
C23 C22 C27 C26 -1.93(19) . . . . ?
N1 C22 C27 C26 -178.76(11) . . . . ?
C25 C26 C28 C29 179.32(14) . . . . ?
C27 C26 C28 C29 1.0(2) . . . . ?
C26 C28 C29 C30 -2.5(2) . . . . ?
C27 N2 C30 C29 2.1(2) . . . . ?
Cu1 N2 C30 C29 -159.66(11) . . . . ?
C27 N2 C30 C31 -179.27(12) . . . . ?
Cu1 N2 C30 C31 18.94(18) . . . . ?
C28 C29 C30 N2 0.9(2) . . . . ?
C28 C29 C30 C31 -177.61(14) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C8 H8C N7 0.98 2.57 3.506(3) 160.0 2_576 yes
C11 H11A F4^a 0.99 2.52 3.479(3) 163.1 2_567 yes
C11 H11A F4'^b 0.99 2.55 3.434(9) 149.0 2_567 yes
C11 H11B F5^a 0.99 2.37 3.266(3) 150.7 . yes
C11 H11B F5'^b 0.99 2.38 3.184(5) 138.2 . yes
C13 H13 F2^a 0.95 2.49 3.422(3) 167.5 1_655 yes
C33 H33A F4'^b 0.98 2.40 3.121(8) 129.6 1_564 yes
C33 H33C F2^a 0.98 2.48 3.293(3) 140.0 2_566 yes
C33 H33C F2'^b 0.98 2.27 3.170(5) 151.6 2_566 yes

_refine_diff_density_max         0.486
_refine_diff_density_min         -0.337
_refine_diff_density_rms         0.062










####################################################################### 
# 
# 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_C3DMEG
_database_code_depnum_ccdc_archive 'CCDC 2382529'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2024-09-07 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H36 Cu N8, F6 P, C H2 Cl2 '
_chemical_formula_sum            'C33 H38 Cl2 Cu F6 N8 P'
_chemical_formula_weight         826.12

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   9.0207(18)
_cell_length_b                   14.171(3)
_cell_length_c                   15.375(3)
_cell_angle_alpha                69.15(3)
_cell_angle_beta                 81.46(3)
_cell_angle_gamma                73.01(3)
_cell_volume                     1754.2(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    33940
_cell_measurement_theta_min      2.36
_cell_measurement_theta_max      28.72

_exptl_crystal_description       plate
_exptl_crystal_colour            orange
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.564
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.147
_exptl_crystal_size_mid          0.073
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.891
_shelx_estimated_absorpt_T_min   0.880
_shelx_estimated_absorpt_T_max   0.948
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8250
_exptl_absorpt_correction_T_max  0.9566
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;

_exptl_absorpt_special_details   ?
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.00
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1778 frames, detector distance = 60 mm
;

_diffrn_reflns_number            53162
_diffrn_reflns_av_unetI/netI     0.0806
_diffrn_reflns_av_R_equivalents  0.1238
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.364
_diffrn_reflns_theta_max         29.886
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.893
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.893
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.893
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9063
_reflns_number_gt                5954
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.186.0 (STOE, 2022)
;
_computing_cell_refinement       
;
X-Area Recipe 1.37.0.0 (STOE, 2021)
;
_computing_data_reduction        
;
X-Area Integrate 2.5.3.0 (STOE, 2021)
X-Area LANA 2.7.5.0 (STOE, 2022)
;
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 2.1, Darmstadt 2022
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0708P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9063
_refine_ls_number_parameters     493
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0882
_refine_ls_R_factor_gt           0.0494
_refine_ls_wR_factor_ref         0.1279
_refine_ls_wR_factor_gt          0.1157
_refine_ls_goodness_of_fit_ref   0.963
_refine_ls_restrained_S_all      0.963
_refine_ls_shift/su_max          0.028
_refine_ls_shift/su_mean         0.001

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N1 N 0.7102(2) 0.17265(16) 0.78354(13) 0.0254(4) Uani 1 1 d . . . . .
C1 C 0.8275(3) 0.1453(2) 0.71422(16) 0.0252(5) Uani 1 1 d . . . . .
F2 F 1.0426(2) 0.61365(15) 0.70709(13) 0.0575(5) Uani 1 1 d . . . . .
N2 N 0.8387(2) 0.26326(17) 0.87867(13) 0.0253(4) Uani 1 1 d . . . . .
C2 C 0.8993(3) 0.0421(2) 0.72234(18) 0.0343(6) Uani 1 1 d . . . . .
H2 H 0.872828 -0.012279 0.774365 0.041 Uiso 1 1 calc R U . . .
F3 F 1.10630(19) 0.73817(14) 0.74284(13) 0.0523(5) Uani 1 1 d . . . . .
N3 N 0.5018(2) 0.34714(18) 0.80879(13) 0.0284(5) Uani 1 1 d . . . . .
C3 C 1.0101(3) 0.0171(2) 0.65493(19) 0.0369(6) Uani 1 1 d . . . . .
H3 H 1.058066 -0.053944 0.660509 0.044 Uiso 1 1 calc R U . . .
F4 F 0.85700(19) 0.79531(13) 0.78920(11) 0.0417(4) Uani 1 1 d . . . . .
N4 N 0.7986(2) 0.33163(15) 0.63373(13) 0.0223(4) Uani 1 1 d . . . . .
C4 C 1.0490(3) 0.0956(2) 0.58085(18) 0.0338(6) Uani 1 1 d . . . . .
H4 H 1.124867 0.078810 0.535020 0.041 Uiso 1 1 calc R U . . .
F5 F 0.9153(2) 0.78358(14) 0.64513(10) 0.0512(5) Uani 1 1 d . . . . .
N5 N 0.7270(2) 0.39947(16) 0.47448(13) 0.0255(4) Uani 1 1 d . . . . .
C5 C 0.9789(3) 0.1995(2) 0.57180(17) 0.0279(5) Uani 1 1 d . . . . .
H5 H 1.008433 0.253010 0.520195 0.034 Uiso 1 1 calc R U . . .
F6 F 0.79375(18) 0.67112(13) 0.75376(11) 0.0412(4) Uani 1 1 d . . . . .
N6 N 0.7369(2) 0.51063(16) 0.54467(13) 0.0259(4) Uani 1 1 d . . . . .
C6 C 0.8650(3) 0.22675(19) 0.63779(16) 0.0237(5) Uani 1 1 d . . . . .
N7 N 0.4540(3) 0.4851(2) 0.86801(15) 0.0381(6) Uani 1 1 d . . . . .
C7 C 0.7594(3) 0.40652(19) 0.55459(15) 0.0220(5) Uani 1 1 d . . . . .
N8 N 0.3391(3) 0.3562(3) 0.94635(17) 0.0520(8) Uani 1 1 d . . . . .
C8 C 0.6761(3) 0.3141(2) 0.46792(17) 0.0302(6) Uani 1 1 d . . . . .
H8A H 0.580097 0.342385 0.434264 0.045 Uiso 1 1 calc R U . . .
H8B H 0.657066 0.267520 0.530700 0.045 Uiso 1 1 calc R U . . .
H8C H 0.756671 0.274887 0.434380 0.045 Uiso 1 1 calc R U . . .
C9 C 0.8178(3) 0.5434(2) 0.59955(18) 0.0311(6) Uani 1 1 d . . . . .
H9A H 0.760887 0.613608 0.600227 0.047 Uiso 1 1 calc R U . . .
H9B H 0.922687 0.544417 0.571849 0.047 Uiso 1 1 calc R U . . .
H9C H 0.824352 0.494293 0.663482 0.047 Uiso 1 1 calc R U . . .
C10 C 0.6760(3) 0.5032(2) 0.40534(16) 0.0296(6) Uani 1 1 d . . . . .
H10A H 0.562254 0.523634 0.399377 0.036 Uiso 1 1 calc R U . . .
H10B H 0.728690 0.505999 0.343559 0.036 Uiso 1 1 calc R U . . .
C11 C 0.7242(3) 0.5725(2) 0.44584(16) 0.0288(6) Uani 1 1 d . . . . .
H11A H 0.824827 0.586298 0.417208 0.035 Uiso 1 1 calc R U . . .
H11B H 0.644783 0.639974 0.436660 0.035 Uiso 1 1 calc R U . . .
C12 C 0.7434(3) 0.1196(2) 0.88092(16) 0.0292(6) Uani 1 1 d . . . . .
C13 C 0.7022(3) 0.0288(2) 0.93115(19) 0.0424(7) Uani 1 1 d . . . . .
H13 H 0.654041 -0.001985 0.901331 0.051 Uiso 1 1 calc R U . . .
Cu1 Cu 0.73044(3) 0.33674(2) 0.76039(2) 0.02529(10) Uani 1 1 d . . . . .
P1 P 0.95032(8) 0.70481(6) 0.74746(4) 0.02981(16) Uani 1 1 d . . . . .
F1 F 0.98505(19) 0.62517(13) 0.85134(11) 0.0428(4) Uani 1 1 d . . . . .
C14 C 0.7310(4) -0.0195(3) 1.0272(2) 0.0504(8) Uani 1 1 d . . . . .
H14 H 0.700684 -0.082001 1.061240 0.060 Uiso 1 1 calc R U . . .
C15 C 0.8007(3) 0.0221(2) 1.07093(18) 0.0410(7) Uani 1 1 d . . . . .
H15 H 0.822926 -0.012751 1.134763 0.049 Uiso 1 1 calc R U . . .
C16 C 0.8408(3) 0.1168(2) 1.02240(17) 0.0328(6) Uani 1 1 d . . . . .
C17 C 0.8117(3) 0.1673(2) 0.92678(16) 0.0255(5) Uani 1 1 d . . . . .
C18 C 0.9065(3) 0.1672(2) 1.06599(18) 0.0399(7) Uani 1 1 d . . . . .
H18 H 0.928902 0.135555 1.130007 0.048 Uiso 1 1 calc R U . . .
C19 C 0.9368(4) 0.2591(2) 1.0169(2) 0.0444(8) Uani 1 1 d . . . . .
H19 H 0.982987 0.291938 1.045732 0.053 Uiso 1 1 calc R U . . .
C20 C 0.9001(3) 0.3074(2) 0.92221(18) 0.0329(6) Uani 1 1 d . . . . .
C21 C 0.9204(4) 0.4138(2) 0.8685(2) 0.0438(8) Uani 1 1 d . . . . .
H21A H 0.996158 0.428488 0.898058 0.066 Uiso 1 1 calc R U . . .
H21B H 0.820713 0.465766 0.867425 0.066 Uiso 1 1 calc R U . . .
H21C H 0.957735 0.417094 0.804505 0.066 Uiso 1 1 calc R U . . .
C22 C 0.5509(3) 0.1923(2) 0.76477(16) 0.0295(6) Uani 1 1 d . . . . .
C23 C 0.5000(3) 0.1320(2) 0.72720(17) 0.0355(6) Uani 1 1 d . . . . .
H23 H 0.573420 0.078302 0.708634 0.043 Uiso 1 1 calc R U . . .
C24 C 0.3434(3) 0.1492(2) 0.71653(18) 0.0404(7) Uani 1 1 d . . . . .
H24 H 0.309458 0.108814 0.689524 0.048 Uiso 1 1 calc R U . . .
C25 C 0.2358(3) 0.2268(3) 0.74605(18) 0.0409(7) Uani 1 1 d . . . . .
H25 H 0.127860 0.236534 0.742401 0.049 Uiso 1 1 calc R U . . .
C26 C 0.2858(3) 0.2894(2) 0.78048(17) 0.0379(7) Uani 1 1 d . . . . .
H26 H 0.211344 0.342792 0.798904 0.046 Uiso 1 1 calc R U . . .
C27 C 0.4437(3) 0.2758(2) 0.78878(16) 0.0310(6) Uani 1 1 d . . . . .
C28 C 0.4326(3) 0.3921(3) 0.87101(17) 0.0355(7) Uani 1 1 d . . . . .
C29 C 0.4882(3) 0.5609(2) 0.78030(19) 0.0403(7) Uani 1 1 d . . . . .
H29A H 0.545845 0.603848 0.791757 0.061 Uiso 1 1 calc R U . . .
H29B H 0.390992 0.605776 0.751355 0.061 Uiso 1 1 calc R U . . .
H29C H 0.550991 0.524171 0.738570 0.061 Uiso 1 1 calc R U . . .
C30 C 0.3603(5) 0.2455(4) 0.9971(2) 0.0756(14) Uani 1 1 d . . . . .
H30A H 0.379388 0.231343 1.062243 0.113 Uiso 1 1 calc R U . . .
H30B H 0.449227 0.205347 0.968977 0.113 Uiso 1 1 calc R U . . .
H30C H 0.266650 0.225161 0.994422 0.113 Uiso 1 1 calc R U . . .
C31 C 0.3397(3) 0.5247(3) 0.9340(2) 0.0580(11) Uani 1 1 d . . . . .
H31A H 0.246446 0.575274 0.902172 0.070 Uiso 1 1 calc R U . . .
H31B H 0.384874 0.558685 0.965922 0.070 Uiso 1 1 calc R U . . .
C32 C 0.3012(4) 0.4267(4) 1.0017(3) 0.0781(15) Uani 1 1 d . . . . .
H32A H 0.365086 0.397313 1.056931 0.094 Uiso 1 1 calc R U . . .
H32B H 0.190018 0.440364 1.022453 0.094 Uiso 1 1 calc R U . . .
C33 C 0.541(2) 0.8911(19) 0.637(2) 0.074(8) Uani 0.472(17) 1 d . . P A 1
H33A H 0.525801 0.967708 0.610703 0.089 Uiso 0.472(17) 1 calc R U P A 1
H33B H 0.652069 0.858529 0.649225 0.089 Uiso 0.472(17) 1 calc R U P A 1
Cl1 Cl 0.4216(6) 0.8589(4) 0.7532(3) 0.0609(12) Uani 0.472(17) 1 d . . P A 1
Cl2 Cl 0.4943(14) 0.8518(6) 0.5647(4) 0.095(2) Uani 0.472(17) 1 d . . P A 1
C33' C 0.539(2) 0.8944(13) 0.6469(16) 0.056(5) Uani 0.528(17) 1 d . . P A 2
H33C H 0.640292 0.866215 0.676694 0.067 Uiso 0.528(17) 1 calc R U P A 2
H33D H 0.515013 0.971717 0.625211 0.067 Uiso 0.528(17) 1 calc R U P A 2
Cl1' Cl 0.4058(8) 0.8554(4) 0.7212(12) 0.135(3) Uani 0.528(17) 1 d . . P A 2
Cl2' Cl 0.5518(10) 0.8465(4) 0.5418(7) 0.090(2) Uani 0.528(17) 1 d . . P A 2


_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
N1 C22 1.434(3) . ?
N1 C12 1.448(3) . ?
N1 C1 1.458(3) . ?
N1 Cu1 2.282(2) . ?
C1 C2 1.384(4) . ?
C1 C6 1.404(3) . ?
F2 P1 1.5924(19) . ?
N2 C20 1.326(3) . ?
N2 C17 1.372(3) . ?
N2 Cu1 1.982(2) . ?
C2 C3 1.395(4) . ?
C2 H2 0.9500 . ?
F3 P1 1.5948(19) . ?
N3 C28 1.317(3) . ?
N3 C27 1.403(3) . ?
N3 Cu1 2.068(2) . ?
C3 C4 1.366(4) . ?
C3 H3 0.9500 . ?
F4 P1 1.5999(17) . ?
N4 C7 1.312(3) . ?
N4 C6 1.413(3) . ?
N4 Cu1 1.9735(19) . ?
C4 C5 1.387(4) . ?
C4 H4 0.9500 . ?
F5 P1 1.5850(18) . ?
N5 C7 1.351(3) . ?
N5 C8 1.452(3) . ?
N5 C10 1.463(3) . ?
C5 C6 1.404(3) . ?
C5 H5 0.9500 . ?
F6 P1 1.5978(17) . ?
N6 C7 1.384(3) . ?
N6 C9 1.457(3) . ?
N6 C11 1.461(3) . ?
N7 C28 1.370(4) . ?
N7 C29 1.451(4) . ?
N7 C31 1.472(3) . ?
N8 C28 1.362(4) . ?
N8 C30 1.450(5) . ?
N8 C32 1.469(4) . ?
C8 H8A 0.9800 . ?
C8 H8B 0.9800 . ?
C8 H8C 0.9800 . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 C11 1.519(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C12 C13 1.370(4) . ?
C12 C17 1.429(4) . ?
C13 C14 1.416(4) . ?
C13 H13 0.9500 . ?
P1 F1 1.6066(17) . ?
C14 C15 1.349(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.407(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.413(3) . ?
C16 C18 1.419(4) . ?
C18 C19 1.337(5) . ?
C18 H18 0.9500 . ?
C19 C20 1.414(4) . ?
C19 H19 0.9500 . ?
C20 C21 1.489(4) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 C23 1.391(4) . ?
C22 C27 1.417(4) . ?
C23 C24 1.386(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.399(5) . ?
C24 H24 0.9500 . ?
C25 C26 1.381(4) . ?
C25 H25 0.9500 . ?
C26 C27 1.400(4) . ?
C26 H26 0.9500 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 C32 1.510(6) . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 Cl2 1.56(3) . ?
C33 Cl1 1.92(3) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C33' Cl1' 1.61(2) . ?
C33' Cl2' 1.94(2) . ?
C33' H33C 0.9900 . ?
C33' H33D 0.9900 . ?

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
C22 N1 C12 113.84(19) . . ?
C22 N1 C1 117.21(19) . . ?
C12 N1 C1 117.9(2) . . ?
C22 N1 Cu1 102.00(15) . . ?
C12 N1 Cu1 102.26(15) . . ?
C1 N1 Cu1 99.45(15) . . ?
C2 C1 C6 120.5(2) . . ?
C2 C1 N1 121.3(2) . . ?
C6 C1 N1 118.3(2) . . ?
C20 N2 C17 118.9(2) . . ?
C20 N2 Cu1 125.34(18) . . ?
C17 N2 Cu1 113.77(16) . . ?
C1 C2 C3 120.7(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C28 N3 C27 122.2(2) . . ?
C28 N3 Cu1 124.39(18) . . ?
C27 N3 Cu1 111.04(16) . . ?
C4 C3 C2 119.4(3) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C7 N4 C6 121.55(19) . . ?
C7 N4 Cu1 127.07(16) . . ?
C6 N4 Cu1 109.61(15) . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4 119.6 . . ?
C5 C4 H4 119.6 . . ?
C7 N5 C8 124.8(2) . . ?
C7 N5 C10 111.0(2) . . ?
C8 N5 C10 118.4(2) . . ?
C4 C5 C6 121.0(2) . . ?
C4 C5 H5 119.5 . . ?
C6 C5 H5 119.5 . . ?
C7 N6 C9 122.1(2) . . ?
C7 N6 C11 108.77(18) . . ?
C9 N6 C11 116.6(2) . . ?
C1 C6 C5 117.7(2) . . ?
C1 C6 N4 119.7(2) . . ?
C5 C6 N4 122.3(2) . . ?
C28 N7 C29 121.0(2) . . ?
C28 N7 C31 108.3(3) . . ?
C29 N7 C31 117.5(3) . . ?
N4 C7 N5 128.8(2) . . ?
N4 C7 N6 121.8(2) . . ?
N5 C7 N6 109.3(2) . . ?
C28 N8 C30 122.0(3) . . ?
C28 N8 C32 109.3(3) . . ?
C30 N8 C32 117.0(3) . . ?
N5 C8 H8A 109.5 . . ?
N5 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
N5 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
N6 C9 H9A 109.5 . . ?
N6 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
N6 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
N5 C10 C11 102.48(19) . . ?
N5 C10 H10A 111.3 . . ?
C11 C10 H10A 111.3 . . ?
N5 C10 H10B 111.3 . . ?
C11 C10 H10B 111.3 . . ?
H10A C10 H10B 109.2 . . ?
N6 C11 C10 103.1(2) . . ?
N6 C11 H11A 111.2 . . ?
C10 C11 H11A 111.2 . . ?
N6 C11 H11B 111.2 . . ?
C10 C11 H11B 111.2 . . ?
H11A C11 H11B 109.1 . . ?
C13 C12 C17 119.5(2) . . ?
C13 C12 N1 121.6(2) . . ?
C17 C12 N1 118.8(2) . . ?
C12 C13 C14 120.5(3) . . ?
C12 C13 H13 119.7 . . ?
C14 C13 H13 119.7 . . ?
N4 Cu1 N2 130.00(8) . . ?
N4 Cu1 N3 121.22(8) . . ?
N2 Cu1 N3 100.89(8) . . ?
N4 Cu1 N1 81.87(8) . . ?
N2 Cu1 N1 81.78(8) . . ?
N3 Cu1 N1 78.17(9) . . ?
F5 P1 F2 90.59(11) . . ?
F5 P1 F3 90.18(11) . . ?
F2 P1 F3 90.50(11) . . ?
F5 P1 F6 90.56(10) . . ?
F2 P1 F6 89.96(10) . . ?
F3 P1 F6 179.12(10) . . ?
F5 P1 F4 90.05(10) . . ?
F2 P1 F4 179.26(11) . . ?
F3 P1 F4 89.87(10) . . ?
F6 P1 F4 89.65(9) . . ?
F5 P1 F1 179.75(12) . . ?
F2 P1 F1 89.60(10) . . ?
F3 P1 F1 89.99(10) . . ?
F6 P1 F1 89.27(9) . . ?
F4 P1 F1 89.76(10) . . ?
C15 C14 C13 120.9(3) . . ?
C15 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C14 C15 C16 120.3(3) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
C15 C16 C17 119.9(3) . . ?
C15 C16 C18 122.8(2) . . ?
C17 C16 C18 117.3(3) . . ?
N2 C17 C16 121.7(2) . . ?
N2 C17 C12 119.4(2) . . ?
C16 C17 C12 118.8(2) . . ?
C19 C18 C16 120.0(2) . . ?
C19 C18 H18 120.0 . . ?
C16 C18 H18 120.0 . . ?
C18 C19 C20 120.1(3) . . ?
C18 C19 H19 119.9 . . ?
C20 C19 H19 119.9 . . ?
N2 C20 C19 122.0(3) . . ?
N2 C20 C21 116.9(2) . . ?
C19 C20 C21 121.0(2) . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C23 C22 C27 120.4(2) . . ?
C23 C22 N1 122.9(2) . . ?
C27 C22 N1 116.7(2) . . ?
C24 C23 C22 120.8(3) . . ?
C24 C23 H23 119.6 . . ?
C22 C23 H23 119.6 . . ?
C23 C24 C25 119.2(3) . . ?
C23 C24 H24 120.4 . . ?
C25 C24 H24 120.4 . . ?
C26 C25 C24 120.3(3) . . ?
C26 C25 H25 119.8 . . ?
C24 C25 H25 119.8 . . ?
C25 C26 C27 121.4(3) . . ?
C25 C26 H26 119.3 . . ?
C27 C26 H26 119.3 . . ?
C26 C27 N3 123.4(3) . . ?
C26 C27 C22 117.7(3) . . ?
N3 C27 C22 118.4(2) . . ?
N3 C28 N8 128.1(3) . . ?
N3 C28 N7 121.4(2) . . ?
N8 C28 N7 110.4(2) . . ?
N7 C29 H29A 109.5 . . ?
N7 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N7 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N8 C30 H30A 109.5 . . ?
N8 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N8 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N7 C31 C32 102.7(3) . . ?
N7 C31 H31A 111.2 . . ?
C32 C31 H31A 111.2 . . ?
N7 C31 H31B 111.2 . . ?
C32 C31 H31B 111.2 . . ?
H31A C31 H31B 109.1 . . ?
N8 C32 C31 102.9(3) . . ?
N8 C32 H32A 111.2 . . ?
C31 C32 H32A 111.2 . . ?
N8 C32 H32B 111.2 . . ?
C31 C32 H32B 111.2 . . ?
H32A C32 H32B 109.1 . . ?
Cl2 C33 Cl1 112.8(12) . . ?
Cl2 C33 H33A 109.0 . . ?
Cl1 C33 H33A 109.0 . . ?
Cl2 C33 H33B 109.0 . . ?
Cl1 C33 H33B 109.0 . . ?
H33A C33 H33B 107.8 . . ?
Cl1' C33' Cl2' 109.3(11) . . ?
Cl1' C33' H33C 109.8 . . ?
Cl2' C33' H33C 109.8 . . ?
Cl1' C33' H33D 109.8 . . ?
Cl2' C33' H33D 109.8 . . ?
H33C C33' H33D 108.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C22 N1 C1 C2 -94.8(3) . . . . ?
C12 N1 C1 C2 47.0(3) . . . . ?
Cu1 N1 C1 C2 156.3(2) . . . . ?
C22 N1 C1 C6 84.4(3) . . . . ?
C12 N1 C1 C6 -133.8(2) . . . . ?
Cu1 N1 C1 C6 -24.4(2) . . . . ?
C6 C1 C2 C3 0.0(4) . . . . ?
N1 C1 C2 C3 179.3(2) . . . . ?
C1 C2 C3 C4 0.8(4) . . . . ?
C2 C3 C4 C5 -0.4(4) . . . . ?
C3 C4 C5 C6 -0.8(4) . . . . ?
C2 C1 C6 C5 -1.1(4) . . . . ?
N1 C1 C6 C5 179.6(2) . . . . ?
C2 C1 C6 N4 -175.7(2) . . . . ?
N1 C1 C6 N4 5.0(3) . . . . ?
C4 C5 C6 C1 1.5(4) . . . . ?
C4 C5 C6 N4 175.9(2) . . . . ?
C7 N4 C6 C1 -143.7(2) . . . . ?
Cu1 N4 C6 C1 22.1(3) . . . . ?
C7 N4 C6 C5 42.0(3) . . . . ?
Cu1 N4 C6 C5 -152.2(2) . . . . ?
C6 N4 C7 N5 22.6(4) . . . . ?
Cu1 N4 C7 N5 -140.6(2) . . . . ?
C6 N4 C7 N6 -161.2(2) . . . . ?
Cu1 N4 C7 N6 35.6(3) . . . . ?
C8 N5 C7 N4 22.9(4) . . . . ?
C10 N5 C7 N4 175.3(2) . . . . ?
C8 N5 C7 N6 -153.7(2) . . . . ?
C10 N5 C7 N6 -1.3(3) . . . . ?
C9 N6 C7 N4 28.7(3) . . . . ?
C11 N6 C7 N4 169.2(2) . . . . ?
C9 N6 C7 N5 -154.4(2) . . . . ?
C11 N6 C7 N5 -13.9(3) . . . . ?
C7 N5 C10 C11 14.9(3) . . . . ?
C8 N5 C10 C11 169.3(2) . . . . ?
C7 N6 C11 C10 22.4(3) . . . . ?
C9 N6 C11 C10 165.3(2) . . . . ?
N5 C10 C11 N6 -21.7(2) . . . . ?
C22 N1 C12 C13 52.2(3) . . . . ?
C1 N1 C12 C13 -90.9(3) . . . . ?
Cu1 N1 C12 C13 161.4(2) . . . . ?
C22 N1 C12 C17 -123.7(2) . . . . ?
C1 N1 C12 C17 93.3(3) . . . . ?
Cu1 N1 C12 C17 -14.5(2) . . . . ?
C17 C12 C13 C14 -1.9(4) . . . . ?
N1 C12 C13 C14 -177.7(3) . . . . ?
C12 C13 C14 C15 -0.7(5) . . . . ?
C13 C14 C15 C16 2.5(5) . . . . ?
C14 C15 C16 C17 -1.7(4) . . . . ?
C14 C15 C16 C18 176.4(3) . . . . ?
C20 N2 C17 C16 3.0(3) . . . . ?
Cu1 N2 C17 C16 -161.83(18) . . . . ?
C20 N2 C17 C12 179.1(2) . . . . ?
Cu1 N2 C17 C12 14.2(3) . . . . ?
C15 C16 C17 N2 175.3(2) . . . . ?
C18 C16 C17 N2 -3.0(3) . . . . ?
C15 C16 C17 C12 -0.8(4) . . . . ?
C18 C16 C17 C12 -179.1(2) . . . . ?
C13 C12 C17 N2 -173.6(2) . . . . ?
N1 C12 C17 N2 2.3(3) . . . . ?
C13 C12 C17 C16 2.6(4) . . . . ?
N1 C12 C17 C16 178.5(2) . . . . ?
C15 C16 C18 C19 -177.5(3) . . . . ?
C17 C16 C18 C19 0.7(4) . . . . ?
C16 C18 C19 C20 1.5(4) . . . . ?
C17 N2 C20 C19 -0.8(4) . . . . ?
Cu1 N2 C20 C19 162.2(2) . . . . ?
C17 N2 C20 C21 -177.2(2) . . . . ?
Cu1 N2 C20 C21 -14.3(3) . . . . ?
C18 C19 C20 N2 -1.5(4) . . . . ?
C18 C19 C20 C21 174.8(3) . . . . ?
C12 N1 C22 C23 -102.0(3) . . . . ?
C1 N1 C22 C23 41.3(3) . . . . ?
Cu1 N1 C22 C23 148.7(2) . . . . ?
C12 N1 C22 C27 76.3(3) . . . . ?
C1 N1 C22 C27 -140.3(2) . . . . ?
Cu1 N1 C22 C27 -33.0(2) . . . . ?
C27 C22 C23 C24 -3.0(4) . . . . ?
N1 C22 C23 C24 175.3(2) . . . . ?
C22 C23 C24 C25 -1.4(4) . . . . ?
C23 C24 C25 C26 3.6(4) . . . . ?
C24 C25 C26 C27 -1.4(4) . . . . ?
C25 C26 C27 N3 169.3(2) . . . . ?
C25 C26 C27 C22 -2.9(4) . . . . ?
C28 N3 C27 C26 41.4(4) . . . . ?
Cu1 N3 C27 C26 -155.32(19) . . . . ?
C28 N3 C27 C22 -146.4(2) . . . . ?
Cu1 N3 C27 C22 16.9(3) . . . . ?
C23 C22 C27 C26 5.1(3) . . . . ?
N1 C22 C27 C26 -173.3(2) . . . . ?
C23 C22 C27 N3 -167.6(2) . . . . ?
N1 C22 C27 N3 14.1(3) . . . . ?
C27 N3 C28 N8 25.9(4) . . . . ?
Cu1 N3 C28 N8 -135.1(2) . . . . ?
C27 N3 C28 N7 -156.7(2) . . . . ?
Cu1 N3 C28 N7 42.3(3) . . . . ?
C30 N8 C28 N3 32.2(4) . . . . ?
C32 N8 C28 N3 174.1(3) . . . . ?
C30 N8 C28 N7 -145.4(3) . . . . ?
C32 N8 C28 N7 -3.5(4) . . . . ?
C29 N7 C28 N3 29.0(4) . . . . ?
C31 N7 C28 N3 169.0(2) . . . . ?
C29 N7 C28 N8 -153.1(2) . . . . ?
C31 N7 C28 N8 -13.2(3) . . . . ?
C28 N7 C31 C32 23.5(3) . . . . ?
C29 N7 C31 C32 165.1(3) . . . . ?
C28 N8 C32 C31 17.9(4) . . . . ?
C30 N8 C32 C31 161.9(3) . . . . ?
N7 C31 C32 N8 -24.2(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C10 H10B F2 0.99 2.48 3.233(3) 132.5 2_766 yes
C19 H19 F1 0.95 2.37 3.280(3) 159.9 2_767 yes
C31 H31A F1 0.99 2.42 3.336(4) 153.9 1_455 yes
C32 H32B F1 0.99 2.41 3.241(4) 141.7 2_667 yes
C33^a H33B^a F5 0.99 2.30 3.28(2) 168.0 . yes
C33'^b H33C^b F4 0.99 2.54 3.51(2) 165.8 . yes
C33'^b H33C^b F5 0.99 2.47 3.30(2) 140.4 . yes

_refine_diff_density_max         0.696
_refine_diff_density_min         -0.616
_refine_diff_density_rms         0.082


####################################################################### 
# 
# 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_C5TMG
_database_code_depnum_ccdc_archive 'CCDC 2382530'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2024-09-07 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C31 H32 Cu N6, F6 P, C2 H3 N'
_chemical_formula_sum            'C33 H35 Cu F6 N7 P'
_chemical_formula_weight         738.19

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           13
_space_group_name_H-M_alt        'P 2/c'
_space_group_name_Hall           '-P 2yc'

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

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

_cell_length_a                   15.796(3)
_cell_length_b                   11.950(2)
_cell_length_c                   18.191(4)
_cell_angle_alpha                90
_cell_angle_beta                 108.23(3)
_cell_angle_gamma                90
_cell_volume                     3261.4(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    35336
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      29.25

_exptl_crystal_description       plate
_exptl_crystal_colour            brown
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.503
_exptl_crystal_F_000             1520
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.220
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    0.790
_shelx_estimated_absorpt_T_min   0.845
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_absorpt_correction_T_min  0.5121
_exptl_absorpt_correction_T_max  0.9139
_exptl_absorpt_special_details   ?
_diffrn_measurement_device       'Eulerian 4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 Pilatus200K
_diffrn_detector_type            'DECTRIS PILATUS 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1213 frames, detector distance = 60 mm
;

_diffrn_reflns_number            49202
_diffrn_reflns_av_unetI/netI     0.0556
_diffrn_reflns_av_R_equivalents  0.0736
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         2.266
_diffrn_reflns_theta_max         27.000
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             7117
_reflns_number_gt                4902
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.170.0 (STOE, 2020)
;
_computing_cell_refinement       
;
X-Area Recipe 1.36.0.0 (STOE, 2020)
;
_computing_data_reduction        
;
X-Area Integrate 1.78.3.0 (STOE, 2020)
X-Area LANA 1.83.8.0 (STOE, 2020)
;

_computing_structure_solution    'SHELXT 2014/4 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.90, Darmstadt 2020
;

_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0871P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7117
_refine_ls_number_parameters     441
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0824
_refine_ls_R_factor_gt           0.0516
_refine_ls_wR_factor_ref         0.1371
_refine_ls_wR_factor_gt          0.1267
_refine_ls_goodness_of_fit_ref   0.956
_refine_ls_restrained_S_all      0.956
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.18435(2) 0.32018(3) 0.52386(2) 0.02271(12) Uani 1 1 d . . . . .
P1 P 0.500000 0.19568(9) 0.250000 0.0241(3) Uani 1 2 d S T P . .
F1 F 0.43778(13) 0.29055(16) 0.26770(11) 0.0409(5) Uani 1 1 d . . . . .
N1 N 0.26525(14) 0.4690(2) 0.58248(13) 0.0191(5) Uani 1 1 d . . . . .
C1 C -0.0188(2) 0.3055(3) 0.40438(19) 0.0328(8) Uani 1 1 d . . . . .
H1A H -0.083374 0.311684 0.393968 0.049 Uiso 1 1 calc R U . . .
H1B H 0.007326 0.263569 0.452437 0.049 Uiso 1 1 calc R U . . .
H1C H -0.006648 0.266356 0.361442 0.049 Uiso 1 1 calc R U . . .
P2 P 0.000000 0.02690(10) 0.750000 0.0293(3) Uani 1 2 d S T P . .
F2 F 0.43771(12) 0.10057(16) 0.26764(11) 0.0376(5) Uani 1 1 d . . . . .
N2 N 0.10022(14) 0.4366(2) 0.46630(13) 0.0218(5) Uani 1 1 d . . . . .
C2 C 0.02137(18) 0.4204(3) 0.41250(17) 0.0260(7) Uani 1 1 d . . . . .
F3 F 0.55935(12) 0.19549(16) 0.33948(10) 0.0378(5) Uani 1 1 d . . . . .
N3 N 0.29137(15) 0.30404(19) 0.48452(13) 0.0193(5) Uani 1 1 d . . . . .
C3 C -0.02281(19) 0.5075(3) 0.36323(18) 0.0297(7) Uani 1 1 d . . . . .
H3 H -0.079020 0.493760 0.325674 0.036 Uiso 1 1 calc R U . . .
F4 F 0.05953(11) 0.12286(17) 0.72865(12) 0.0404(5) Uani 1 1 d . . . . .
N4 N 0.21154(15) 0.2700(2) 0.63320(14) 0.0220(5) Uani 1 1 d . . . . .
C4 C 0.01405(19) 0.6103(3) 0.36892(18) 0.0305(7) Uani 1 1 d . . . . .
H4 H -0.015958 0.668804 0.335464 0.037 Uiso 1 1 calc R U . . .
F5 F -0.06467(12) 0.02707(17) 0.66244(11) 0.0422(5) Uani 1 1 d . . . . .
N5 N 0.29554(16) 0.1426(2) 0.72754(15) 0.0268(6) Uani 1 1 d . . . . .
C5 C 0.09818(19) 0.6306(3) 0.42538(17) 0.0259(7) Uani 1 1 d . . . . .
F6 F -0.06041(12) -0.06694(16) 0.77184(12) 0.0431(5) Uani 1 1 d . . . . .
N6 N 0.17992(16) 0.0810(2) 0.62286(15) 0.0292(6) Uani 1 1 d . . . . .
C6 C 0.1421(2) 0.7345(3) 0.43030(18) 0.0293(7) Uani 1 1 d . . . . .
H6 H 0.113844 0.795089 0.398157 0.035 Uiso 1 1 calc R U . . .
N7 N 0.6115(2) 0.0677(3) 0.5213(2) 0.0549(9) Uani 1 1 d . . . . .
C7 C 0.2261(2) 0.7472(3) 0.48193(18) 0.0290(7) Uani 1 1 d . . . . .
H7 H 0.257247 0.815662 0.483388 0.035 Uiso 1 1 calc R U . . .
C8 C 0.26642(19) 0.6603(2) 0.53247(18) 0.0251(7) Uani 1 1 d . . . . .
H8 H 0.323947 0.671608 0.568623 0.030 Uiso 1 1 calc R U . . .
C9 C 0.22461(18) 0.5590(2) 0.53096(16) 0.0214(6) Uani 1 1 d . . . . .
C10 C 0.13885(18) 0.5413(2) 0.47440(16) 0.0217(6) Uani 1 1 d . . . . .
C11 C 0.2197(2) 0.1673(3) 0.38719(19) 0.0328(8) Uani 1 1 d . . . . .
H11A H 0.213696 0.168807 0.331926 0.049 Uiso 1 1 calc R U . . .
H11B H 0.166388 0.200241 0.395172 0.049 Uiso 1 1 calc R U . . .
H11C H 0.226222 0.089735 0.405577 0.049 Uiso 1 1 calc R U . . .
C12 C 0.30003(19) 0.2332(3) 0.43127(17) 0.0257(7) Uani 1 1 d . . . . .
C13 C 0.3813(2) 0.2185(3) 0.41687(18) 0.0285(7) Uani 1 1 d . . . . .
H13 H 0.384348 0.170856 0.375968 0.034 Uiso 1 1 calc R U . . .
C14 C 0.4569(2) 0.2726(3) 0.46163(18) 0.0291(7) Uani 1 1 d . . . . .
H14 H 0.512431 0.261124 0.452764 0.035 Uiso 1 1 calc R U . . .
C15 C 0.45066(19) 0.3453(2) 0.52078(17) 0.0231(6) Uani 1 1 d . . . . .
C16 C 0.52510(19) 0.3992(3) 0.57245(18) 0.0258(7) Uani 1 1 d . . . . .
H16 H 0.582672 0.387279 0.567811 0.031 Uiso 1 1 calc R U . . .
C17 C 0.51543(19) 0.4680(3) 0.62883(17) 0.0264(7) Uani 1 1 d . . . . .
H17 H 0.566322 0.501304 0.664721 0.032 Uiso 1 1 calc R U . . .
C18 C 0.42954(18) 0.4899(3) 0.63391(17) 0.0238(6) Uani 1 1 d . . . . .
H18 H 0.423229 0.538717 0.673068 0.029 Uiso 1 1 calc R U . . .
C19 C 0.35534(17) 0.4420(2) 0.58352(16) 0.0199(6) Uani 1 1 d . . . . .
C20 C 0.36492(18) 0.3631(2) 0.52811(16) 0.0203(6) Uani 1 1 d . . . . .
C21 C 0.25054(17) 0.4665(2) 0.65770(16) 0.0208(6) Uani 1 1 d . . . . .
C22 C 0.25958(17) 0.5613(3) 0.70278(17) 0.0238(6) Uani 1 1 d . . . . .
H22 H 0.274573 0.630356 0.684172 0.029 Uiso 1 1 calc R U . . .
C23 C 0.24713(18) 0.5572(3) 0.77481(17) 0.0265(7) Uani 1 1 d . . . . .
H23 H 0.253316 0.622736 0.805603 0.032 Uiso 1 1 calc R U . . .
C24 C 0.22539(18) 0.4553(3) 0.80116(17) 0.0267(7) Uani 1 1 d . . . . .
H24 H 0.217932 0.451052 0.850923 0.032 Uiso 1 1 calc R U . . .
C25 C 0.21450(18) 0.3602(3) 0.75606(16) 0.0241(6) Uani 1 1 d . . . . .
H25 H 0.197993 0.291905 0.774568 0.029 Uiso 1 1 calc R U . . .
C26 C 0.22746(17) 0.3631(3) 0.68335(16) 0.0212(6) Uani 1 1 d . . . . .
C27 C 0.22773(19) 0.1678(2) 0.66162(17) 0.0233(6) Uani 1 1 d . . . . .
C28 C 0.0913(2) 0.0975(3) 0.56796(19) 0.0357(8) Uani 1 1 d . . . . .
H28A H 0.094876 0.096884 0.515143 0.054 Uiso 1 1 calc R U . . .
H28B H 0.067503 0.169593 0.578053 0.054 Uiso 1 1 calc R U . . .
H28C H 0.051879 0.037119 0.573752 0.054 Uiso 1 1 calc R U . . .
C29 C 0.2140(2) -0.0329(3) 0.6270(2) 0.0419(9) Uani 1 1 d . . . . .
H29A H 0.204844 -0.061235 0.574543 0.063 Uiso 1 1 calc R U . . .
H29B H 0.182267 -0.080733 0.653432 0.063 Uiso 1 1 calc R U . . .
H29C H 0.277811 -0.033202 0.655837 0.063 Uiso 1 1 calc R U . . .
C30 C 0.37636(19) 0.2089(3) 0.7522(2) 0.0355(8) Uani 1 1 d . . . . .
H30A H 0.381819 0.252633 0.708299 0.053 Uiso 1 1 calc R U . . .
H30B H 0.428009 0.159267 0.771111 0.053 Uiso 1 1 calc R U . . .
H30C H 0.373886 0.259691 0.793754 0.053 Uiso 1 1 calc R U . . .
C31 C 0.2809(2) 0.0685(3) 0.7862(2) 0.0361(8) Uani 1 1 d . . . . .
H31A H 0.220808 0.036526 0.767017 0.054 Uiso 1 1 calc R U . . .
H31B H 0.286888 0.111193 0.833583 0.054 Uiso 1 1 calc R U . . .
H31C H 0.325008 0.008083 0.797431 0.054 Uiso 1 1 calc R U . . .
C32 C 0.5930(2) 0.0070(3) 0.4699(2) 0.0397(8) Uani 1 1 d . . . . .
C33 C 0.5716(3) -0.0686(3) 0.4058(2) 0.0492(10) Uani 1 1 d . . . . .
H33A H 0.558082 -0.025943 0.357435 0.074 Uiso 1 1 calc R U . . .
H33B H 0.519564 -0.113460 0.405494 0.074 Uiso 1 1 calc R U . . .
H33C H 0.622429 -0.118110 0.410370 0.074 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N2 1.982(2) . ?
Cu1 N4 1.991(2) . ?
Cu1 N3 2.041(2) . ?
Cu1 N1 2.254(2) . ?
P1 F1 1.598(2) 2_655 ?
P1 F1 1.598(2) . ?
P1 F2 1.6002(19) 2_655 ?
P1 F2 1.6002(19) . ?
P1 F3 1.6042(18) 2_655 ?
P1 F3 1.6042(18) . ?
N1 C9 1.439(4) . ?
N1 C19 1.454(3) . ?
N1 C21 1.458(3) . ?
C1 C2 1.500(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
P2 F5 1.6008(19) . ?
P2 F5 1.6008(19) 2_556 ?
P2 F6 1.601(2) 2_556 ?
P2 F6 1.601(2) . ?
P2 F4 1.606(2) . ?
P2 F4 1.606(2) 2_556 ?
N2 C2 1.336(3) . ?
N2 C10 1.379(4) . ?
C2 C3 1.408(4) . ?
N3 C12 1.325(4) . ?
N3 C20 1.379(4) . ?
C3 C4 1.350(5) . ?
C3 H3 0.9500 . ?
N4 C27 1.319(4) . ?
N4 C26 1.411(4) . ?
C4 C5 1.423(4) . ?
C4 H4 0.9500 . ?
N5 C27 1.369(4) . ?
N5 C30 1.450(4) . ?
N5 C31 1.460(4) . ?
C5 C10 1.410(4) . ?
C5 C6 1.412(4) . ?
N6 C27 1.346(4) . ?
N6 C29 1.456(4) . ?
N6 C28 1.456(4) . ?
C6 C7 1.373(4) . ?
C6 H6 0.9500 . ?
N7 C32 1.147(5) . ?
C7 C8 1.401(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.375(4) . ?
C8 H8 0.9500 . ?
C9 C10 1.438(4) . ?
C11 C12 1.496(4) . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?
C12 C13 1.399(4) . ?
C13 C14 1.379(4) . ?
C13 H13 0.9500 . ?
C14 C15 1.410(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.410(4) . ?
C15 C20 1.418(4) . ?
C16 C17 1.360(4) . ?
C16 H16 0.9500 . ?
C17 C18 1.413(4) . ?
C17 H17 0.9500 . ?
C18 C19 1.367(4) . ?
C18 H18 0.9500 . ?
C19 C20 1.422(4) . ?
C21 C22 1.379(4) . ?
C21 C26 1.408(4) . ?
C22 C23 1.385(4) . ?
C22 H22 0.9500 . ?
C23 C24 1.390(4) . ?
C23 H23 0.9500 . ?
C24 C25 1.380(4) . ?
C24 H24 0.9500 . ?
C25 C26 1.401(4) . ?
C25 H25 0.9500 . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C29 H29C 0.9800 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C32 C33 1.430(5) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C33 H33C 0.9800 . ?

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
N2 Cu1 N4 129.68(10) . . ?
N2 Cu1 N3 111.92(9) . . ?
N4 Cu1 N3 112.23(9) . . ?
N2 Cu1 N1 83.29(9) . . ?
N4 Cu1 N1 81.49(9) . . ?
N3 Cu1 N1 80.28(9) . . ?
F1 P1 F1 89.60(16) 2_655 . ?
F1 P1 F2 90.46(11) 2_655 2_655 ?
F1 P1 F2 179.93(12) . 2_655 ?
F1 P1 F2 179.93(12) 2_655 . ?
F1 P1 F2 90.45(11) . . ?
F2 P1 F2 89.49(15) 2_655 . ?
F1 P1 F3 89.86(10) 2_655 2_655 ?
F1 P1 F3 90.25(11) . 2_655 ?
F2 P1 F3 89.79(10) 2_655 2_655 ?
F2 P1 F3 90.10(10) . 2_655 ?
F1 P1 F3 90.25(11) 2_655 . ?
F1 P1 F3 89.86(10) . . ?
F2 P1 F3 90.09(10) 2_655 . ?
F2 P1 F3 89.79(10) . . ?
F3 P1 F3 179.84(16) 2_655 . ?
C9 N1 C19 114.2(2) . . ?
C9 N1 C21 117.2(2) . . ?
C19 N1 C21 115.2(2) . . ?
C9 N1 Cu1 102.13(16) . . ?
C19 N1 Cu1 103.79(17) . . ?
C21 N1 Cu1 101.21(16) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
F5 P2 F5 179.85(17) . 2_556 ?
F5 P2 F6 89.91(11) . 2_556 ?
F5 P2 F6 90.20(11) 2_556 2_556 ?
F5 P2 F6 90.19(11) . . ?
F5 P2 F6 89.91(11) 2_556 . ?
F6 P2 F6 91.07(16) 2_556 . ?
F5 P2 F4 89.90(11) . . ?
F5 P2 F4 90.00(11) 2_556 . ?
F6 P2 F4 90.04(10) 2_556 . ?
F6 P2 F4 178.89(12) . . ?
F5 P2 F4 90.00(11) . 2_556 ?
F5 P2 F4 89.89(11) 2_556 2_556 ?
F6 P2 F4 178.89(12) 2_556 2_556 ?
F6 P2 F4 90.04(10) . 2_556 ?
F4 P2 F4 88.85(15) . 2_556 ?
C2 N2 C10 119.3(3) . . ?
C2 N2 Cu1 127.1(2) . . ?
C10 N2 Cu1 112.27(17) . . ?
N2 C2 C3 121.5(3) . . ?
N2 C2 C1 118.3(3) . . ?
C3 C2 C1 120.2(3) . . ?
C12 N3 C20 119.1(2) . . ?
C12 N3 Cu1 127.1(2) . . ?
C20 N3 Cu1 113.04(18) . . ?
C4 C3 C2 120.6(3) . . ?
C4 C3 H3 119.7 . . ?
C2 C3 H3 119.7 . . ?
C27 N4 C26 120.2(3) . . ?
C27 N4 Cu1 128.7(2) . . ?
C26 N4 Cu1 110.32(19) . . ?
C3 C4 C5 119.5(3) . . ?
C3 C4 H4 120.2 . . ?
C5 C4 H4 120.2 . . ?
C27 N5 C30 121.5(3) . . ?
C27 N5 C31 121.0(3) . . ?
C30 N5 C31 115.6(3) . . ?
C10 C5 C6 120.5(3) . . ?
C10 C5 C4 117.8(3) . . ?
C6 C5 C4 121.6(3) . . ?
C27 N6 C29 123.7(3) . . ?
C27 N6 C28 121.1(3) . . ?
C29 N6 C28 115.0(3) . . ?
C7 C6 C5 119.4(3) . . ?
C7 C6 H6 120.3 . . ?
C5 C6 H6 120.3 . . ?
C6 C7 C8 120.6(3) . . ?
C6 C7 H7 119.7 . . ?
C8 C7 H7 119.7 . . ?
C9 C8 C7 121.5(3) . . ?
C9 C8 H8 119.2 . . ?
C7 C8 H8 119.2 . . ?
C8 C9 C10 118.9(3) . . ?
C8 C9 N1 122.1(2) . . ?
C10 C9 N1 119.0(2) . . ?
N2 C10 C5 121.3(2) . . ?
N2 C10 C9 119.8(3) . . ?
C5 C10 C9 118.8(3) . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
N3 C12 C13 121.8(3) . . ?
N3 C12 C11 117.6(3) . . ?
C13 C12 C11 120.5(3) . . ?
C14 C13 C12 120.5(3) . . ?
C14 C13 H13 119.8 . . ?
C12 C13 H13 119.8 . . ?
C13 C14 C15 119.0(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C14 C15 C16 123.2(3) . . ?
C14 C15 C20 117.5(3) . . ?
C16 C15 C20 119.4(3) . . ?
C17 C16 C15 120.8(3) . . ?
C17 C16 H16 119.6 . . ?
C15 C16 H16 119.6 . . ?
C16 C17 C18 119.9(3) . . ?
C16 C17 H17 120.1 . . ?
C18 C17 H17 120.1 . . ?
C19 C18 C17 121.2(3) . . ?
C19 C18 H18 119.4 . . ?
C17 C18 H18 119.4 . . ?
C18 C19 C20 119.6(3) . . ?
C18 C19 N1 123.1(3) . . ?
C20 C19 N1 117.3(2) . . ?
N3 C20 C15 121.8(3) . . ?
N3 C20 C19 119.3(2) . . ?
C15 C20 C19 118.9(3) . . ?
C22 C21 C26 120.8(3) . . ?
C22 C21 N1 121.6(3) . . ?
C26 C21 N1 117.6(3) . . ?
C21 C22 C23 121.0(3) . . ?
C21 C22 H22 119.5 . . ?
C23 C22 H22 119.5 . . ?
C22 C23 C24 118.7(3) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C25 C24 C23 120.9(3) . . ?
C25 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C24 C25 C26 120.9(3) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 H25 119.6 . . ?
C25 C26 C21 117.7(3) . . ?
C25 C26 N4 122.8(3) . . ?
C21 C26 N4 119.4(3) . . ?
N4 C27 N6 120.0(3) . . ?
N4 C27 N5 123.4(3) . . ?
N6 C27 N5 116.5(3) . . ?
N6 C28 H28A 109.5 . . ?
N6 C28 H28B 109.5 . . ?
H28A C28 H28B 109.5 . . ?
N6 C28 H28C 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N6 C29 H29A 109.5 . . ?
N6 C29 H29B 109.5 . . ?
H29A C29 H29B 109.5 . . ?
N6 C29 H29C 109.5 . . ?
H29A C29 H29C 109.5 . . ?
H29B C29 H29C 109.5 . . ?
N5 C30 H30A 109.5 . . ?
N5 C30 H30B 109.5 . . ?
H30A C30 H30B 109.5 . . ?
N5 C30 H30C 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N5 C31 H31A 109.5 . . ?
N5 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
N5 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
N7 C32 C33 178.9(4) . . ?
C32 C33 H33A 109.5 . . ?
C32 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C32 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 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
C10 N2 C2 C3 0.7(4) . . . . ?
Cu1 N2 C2 C3 -165.0(2) . . . . ?
C10 N2 C2 C1 179.4(3) . . . . ?
Cu1 N2 C2 C1 13.7(4) . . . . ?
N2 C2 C3 C4 0.4(5) . . . . ?
C1 C2 C3 C4 -178.3(3) . . . . ?
C2 C3 C4 C5 -0.1(5) . . . . ?
C3 C4 C5 C10 -1.2(4) . . . . ?
C3 C4 C5 C6 175.8(3) . . . . ?
C10 C5 C6 C7 1.7(5) . . . . ?
C4 C5 C6 C7 -175.2(3) . . . . ?
C5 C6 C7 C8 -3.5(5) . . . . ?
C6 C7 C8 C9 1.6(5) . . . . ?
C7 C8 C9 C10 2.0(4) . . . . ?
C7 C8 C9 N1 179.9(3) . . . . ?
C19 N1 C9 C8 -51.2(4) . . . . ?
C21 N1 C9 C8 88.0(3) . . . . ?
Cu1 N1 C9 C8 -162.5(2) . . . . ?
C19 N1 C9 C10 126.8(3) . . . . ?
C21 N1 C9 C10 -94.1(3) . . . . ?
Cu1 N1 C9 C10 15.4(3) . . . . ?
C2 N2 C10 C5 -2.1(4) . . . . ?
Cu1 N2 C10 C5 165.7(2) . . . . ?
C2 N2 C10 C9 -178.6(3) . . . . ?
Cu1 N2 C10 C9 -10.9(3) . . . . ?
C6 C5 C10 N2 -174.7(3) . . . . ?
C4 C5 C10 N2 2.3(4) . . . . ?
C6 C5 C10 C9 1.8(4) . . . . ?
C4 C5 C10 C9 178.9(3) . . . . ?
C8 C9 C10 N2 172.9(3) . . . . ?
N1 C9 C10 N2 -5.0(4) . . . . ?
C8 C9 C10 C5 -3.7(4) . . . . ?
N1 C9 C10 C5 178.3(2) . . . . ?
C20 N3 C12 C13 -1.4(4) . . . . ?
Cu1 N3 C12 C13 -170.6(2) . . . . ?
C20 N3 C12 C11 177.7(3) . . . . ?
Cu1 N3 C12 C11 8.5(4) . . . . ?
N3 C12 C13 C14 4.2(5) . . . . ?
C11 C12 C13 C14 -174.9(3) . . . . ?
C12 C13 C14 C15 -1.7(5) . . . . ?
C13 C14 C15 C16 176.1(3) . . . . ?
C13 C14 C15 C20 -3.3(4) . . . . ?
C14 C15 C16 C17 -179.6(3) . . . . ?
C20 C15 C16 C17 -0.2(4) . . . . ?
C15 C16 C17 C18 -2.7(4) . . . . ?
C16 C17 C18 C19 0.7(5) . . . . ?
C17 C18 C19 C20 4.1(4) . . . . ?
C17 C18 C19 N1 -174.8(3) . . . . ?
C9 N1 C19 C18 91.1(3) . . . . ?
C21 N1 C19 C18 -48.9(4) . . . . ?
Cu1 N1 C19 C18 -158.6(2) . . . . ?
C9 N1 C19 C20 -87.9(3) . . . . ?
C21 N1 C19 C20 132.2(3) . . . . ?
Cu1 N1 C19 C20 22.5(3) . . . . ?
C12 N3 C20 C15 -3.9(4) . . . . ?
Cu1 N3 C20 C15 166.8(2) . . . . ?
C12 N3 C20 C19 177.9(3) . . . . ?
Cu1 N3 C20 C19 -11.4(3) . . . . ?
C14 C15 C20 N3 6.2(4) . . . . ?
C16 C15 C20 N3 -173.3(3) . . . . ?
C14 C15 C20 C19 -175.6(3) . . . . ?
C16 C15 C20 C19 5.0(4) . . . . ?
C18 C19 C20 N3 171.4(3) . . . . ?
N1 C19 C20 N3 -9.7(4) . . . . ?
C18 C19 C20 C15 -6.9(4) . . . . ?
N1 C19 C20 C15 172.1(2) . . . . ?
C9 N1 C21 C22 -46.3(3) . . . . ?
C19 N1 C21 C22 92.4(3) . . . . ?
Cu1 N1 C21 C22 -156.3(2) . . . . ?
C9 N1 C21 C26 134.3(3) . . . . ?
C19 N1 C21 C26 -86.9(3) . . . . ?
Cu1 N1 C21 C26 24.3(3) . . . . ?
C26 C21 C22 C23 0.7(4) . . . . ?
N1 C21 C22 C23 -178.7(2) . . . . ?
C21 C22 C23 C24 0.1(4) . . . . ?
C22 C23 C24 C25 -1.3(4) . . . . ?
C23 C24 C25 C26 1.8(4) . . . . ?
C24 C25 C26 C21 -1.0(4) . . . . ?
C24 C25 C26 N4 -175.8(2) . . . . ?
C22 C21 C26 C25 -0.3(4) . . . . ?
N1 C21 C26 C25 179.1(2) . . . . ?
C22 C21 C26 N4 174.8(2) . . . . ?
N1 C21 C26 N4 -5.8(4) . . . . ?
C27 N4 C26 C25 -34.6(4) . . . . ?
Cu1 N4 C26 C25 154.8(2) . . . . ?
C27 N4 C26 C21 150.6(3) . . . . ?
Cu1 N4 C26 C21 -20.0(3) . . . . ?
C26 N4 C27 N6 150.7(3) . . . . ?
Cu1 N4 C27 N6 -40.5(4) . . . . ?
C26 N4 C27 N5 -33.5(4) . . . . ?
Cu1 N4 C27 N5 135.2(2) . . . . ?
C29 N6 C27 N4 151.1(3) . . . . ?
C28 N6 C27 N4 -23.7(4) . . . . ?
C29 N6 C27 N5 -25.0(4) . . . . ?
C28 N6 C27 N5 160.2(3) . . . . ?
C30 N5 C27 N4 -28.0(4) . . . . ?
C31 N5 C27 N4 135.3(3) . . . . ?
C30 N5 C27 N6 147.9(3) . . . . ?
C31 N5 C27 N6 -48.8(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C13 H13 F2 0.95 2.52 3.415(4) 157.6 . yes
C31 H31C F2 0.98 2.40 3.295(4) 151.9 4_556 yes

_refine_diff_density_max         0.877
_refine_diff_density_min         -0.610
_refine_diff_density_rms         0.090


####################################################################### 
# 
# 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_C3TMG
_database_code_depnum_ccdc_archive 'CCDC 2382528'
loop_
_audit_author_name
_audit_author_address
'Alexander Hoffmann'
;RWTH Aachen University
Germany
;
_audit_update_record             
;
2024-09-07 deposited with the CCDC.	2024-11-13 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C32 H40 Cu N8, F6 P, C H2 Cl2 [+ C5 H12]'
_chemical_formula_sum            'C33 H42 Cl2 Cu F6 N8 P [+ C5 H12]'
_chemical_formula_weight         830.15

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.1023 0.0942 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

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

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

_cell_length_a                   10.622(2)
_cell_length_b                   28.710(6)
_cell_length_c                   13.779(3)
_cell_angle_alpha                90
_cell_angle_beta                 103.09(3)
_cell_angle_gamma                90
_cell_volume                     4092.9(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    39558
_cell_measurement_theta_min      2.19
_cell_measurement_theta_max      31.65

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.347
_exptl_crystal_F_000             1712
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.320
_exptl_crystal_size_mid          0.310
_exptl_crystal_size_min          0.280
_exptl_absorpt_coefficient_mu    0.764
_shelx_estimated_absorpt_T_min   0.792
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
STOE X-Red32, absorption correction by Gaussian integration, analogous to
P. Coppens, "The Evaluation of Absorption and Extinction in Single-Crystal
Structure Analysis", published in: F. R. Ahmed (Editor), "Crystallographic
Computing", Munksgaard, Copenhagen (1970), 255 - 270. Afterwards scaling of
reflection intensities was performed within STOE LANA. J. Koziskova, F. Hahn,
J. Richter, J. Kozisek, Acta Chimica Slovaca, vol. 9, no. 2, 2016, pp. 136-140.
;
_exptl_absorpt_correction_T_min  0.5753
_exptl_absorpt_correction_T_max  0.8451
_exptl_absorpt_special_details   ?
_diffrn_measurement_device       '4-circle diffractometer'
_diffrn_measurement_device_type  'STOE STADIVARI'

_diffrn_detector                 'Hybrid Pixel Counting Detector'
_diffrn_detector_type            'Dectris Pilatus 200K'
_diffrn_detector_area_resol_mean 5.81

_diffrn_source                   'Genix Mo'
_diffrn_source_type              ?
_diffrn_radiation_probe          x-ray
_diffrn_source_target            ?
_diffrn_source_voltage           50
_diffrn_source_current           1.000
_diffrn_source_power             0.050
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  'Graded multilayer mirror'
_diffrn_radiation_polarisn_norm  270
_diffrn_radiation_collimation    '0.6 mm diameter'

_diffrn_ambient_temperature      100

_diffrn_measurement_method       'rotation method, ω scans'
_diffrn_measurement_details      
; 1558 frames, detector distance = 80 mm
;

_diffrn_reflns_number            67893
_diffrn_reflns_av_unetI/netI     0.0459
_diffrn_reflns_av_R_equivalents  0.1157
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.196
_diffrn_reflns_theta_max         25.500
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7615
_reflns_number_gt                6513
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 Structure factors included contributions from the .fab file.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       
;
X-Area Pilatus3_SV 1.31.170.0 (STOE, 2020)
;
_computing_cell_refinement       
;
X-Area Recipe 1.36.0.0 (STOE, 2020)
;
_computing_data_reduction        
;
X-Area Integrate 1.78.3.0 (STOE, 2020)
X-Area LANA 1.83.8.0 (STOE, 2020)
;

_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    SHELXTL
_computing_publication_material  
;
STOE & Cie GmbH, X-Area, software package for collecting single-crystal or
multi-domain crystal data on STOE area-detector diffractometers, for image 
processing, for the correction and scaling of reflection intensities and 
for outlier rejection, version 1.90, Darmstadt 2020
;
_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0611P)²+11.0944P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7615
_refine_ls_number_parameters     469
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0720
_refine_ls_R_factor_gt           0.0641
_refine_ls_wR_factor_ref         0.1642
_refine_ls_wR_factor_gt          0.1601
_refine_ls_goodness_of_fit_ref   1.059
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu01 Cu 0.45181(4) 0.39796(2) 0.35947(4) 0.03109(15) Uani 1 1 d . . . . .
Cl1 Cl 0.33873(17) -0.00186(6) 0.59859(16) 0.0900(6) Uani 1 1 d . . . . .
F1 F 0.3087(2) 0.33286(9) 0.67660(19) 0.0471(6) Uani 1 1 d . . . . .
P1 P 0.34597(10) 0.30781(4) 0.78296(8) 0.0343(2) Uani 1 1 d . . . . .
N1 N 0.4571(3) 0.37885(11) 0.2170(3) 0.0331(7) Uani 1 1 d . . . . .
C1 C 0.5612(4) 0.37552(13) 0.1802(3) 0.0339(9) Uani 1 1 d . . . . .
N2 N 0.5737(3) 0.39443(12) 0.0922(3) 0.0362(8) Uani 1 1 d . . . . .
Cl2 Cl 0.4469(2) -0.07273(7) 0.74299(18) 0.1288(10) Uani 1 1 d . . . . .
F2 F 0.4965(2) 0.31523(9) 0.78568(19) 0.0446(6) Uani 1 1 d . . . . .
C2 C 0.4989(4) 0.43466(16) 0.0500(4) 0.0437(10) Uani 1 1 d . . . . .
H2A H 0.551759 0.454678 0.017444 0.066 Uiso 1 1 calc R U . . .
H2B H 0.472302 0.452134 0.103077 0.066 Uiso 1 1 calc R U . . .
H2C H 0.422125 0.424408 0.000870 0.066 Uiso 1 1 calc R U . . .
F3 F 0.1963(2) 0.30077(10) 0.7812(2) 0.0544(7) Uani 1 1 d . . . . .
N3 N 0.6667(3) 0.35290(12) 0.2340(3) 0.0373(8) Uani 1 1 d . . . . .
C3 C 0.6416(4) 0.36964(18) 0.0261(4) 0.0486(11) Uani 1 1 d . . . . .
H3A H 0.581311 0.363421 -0.037783 0.073 Uiso 1 1 calc R U . . .
H3B H 0.675439 0.340107 0.056973 0.073 Uiso 1 1 calc R U . . .
H3C H 0.713201 0.388842 0.014849 0.073 Uiso 1 1 calc R U . . .
F4 F 0.3831(3) 0.28308(9) 0.8893(2) 0.0490(6) Uani 1 1 d . . . . .
N4 N 0.3245(3) 0.36229(11) 0.4139(3) 0.0307(7) Uani 1 1 d . . . . .
C4 C 0.6539(5) 0.32145(16) 0.3129(4) 0.0478(11) Uani 1 1 d . . . . .
H4A H 0.569010 0.306340 0.295726 0.072 Uiso 1 1 calc R U . . .
H4B H 0.662123 0.338938 0.375133 0.072 Uiso 1 1 calc R U . . .
H4C H 0.721824 0.297718 0.321503 0.072 Uiso 1 1 calc R U . . .
C40 C 0.3110(6) -0.0532(2) 0.6592(6) 0.0782(18) Uani 1 1 d . . . . .
H40A H 0.241418 -0.047615 0.694985 0.094 Uiso 1 1 calc R U . . .
H40B H 0.280993 -0.077731 0.608832 0.094 Uiso 1 1 calc R U . . .
N5 N 0.2292(3) 0.28773(12) 0.4076(3) 0.0381(8) Uani 1 1 d . . . . .
F5 F 0.3446(3) 0.35748(9) 0.8362(2) 0.0488(6) Uani 1 1 d . . . . .
C5 C 0.7987(4) 0.36839(18) 0.2352(4) 0.0471(11) Uani 1 1 d . . . . .
H5A H 0.842418 0.344737 0.203432 0.071 Uiso 1 1 calc R U . . .
H5B H 0.846373 0.372943 0.304254 0.071 Uiso 1 1 calc R U . . .
H5C H 0.795475 0.397823 0.198717 0.071 Uiso 1 1 calc R U . . .
N6 N 0.4407(3) 0.29972(12) 0.4934(3) 0.0383(8) Uani 1 1 d . . . . .
F6 F 0.3497(3) 0.25866(8) 0.7294(2) 0.0467(6) Uani 1 1 d . . . . .
C6 C 0.3325(4) 0.37914(14) 0.1539(3) 0.0330(8) Uani 1 1 d . . . . .
N7 N 0.2673(3) 0.43182(11) 0.2718(2) 0.0294(7) Uani 1 1 d . . . . .
C7 C 0.2997(4) 0.35252(15) 0.0661(3) 0.0408(10) Uani 1 1 d . . . . .
H7 H 0.365530 0.336282 0.043413 0.049 Uiso 1 1 calc R U . . .
N8 N 0.5092(3) 0.46329(11) 0.3775(3) 0.0309(7) Uani 1 1 d . . . . .
C8 C 0.1732(4) 0.34960(16) 0.0122(3) 0.0433(10) Uani 1 1 d . . . . .
H8 H 0.153184 0.331608 -0.047181 0.052 Uiso 1 1 calc R U . . .
C9 C 0.0757(4) 0.37261(16) 0.0439(3) 0.0438(10) Uani 1 1 d . . . . .
H9 H -0.011277 0.370045 0.007296 0.053 Uiso 1 1 calc R U . . .
C10 C 0.1056(4) 0.39945(14) 0.1296(3) 0.0376(9) Uani 1 1 d . . . . .
H10 H 0.038845 0.415283 0.151815 0.045 Uiso 1 1 calc R U . . .
C11 C 0.2334(4) 0.40337(13) 0.1833(3) 0.0329(8) Uani 1 1 d . . . . .
C13 C 0.1995(5) 0.25061(16) 0.4703(4) 0.0462(11) Uani 1 1 d . . . . .
H13A H 0.111686 0.254806 0.480110 0.069 Uiso 1 1 calc R U . . .
H13B H 0.261237 0.251452 0.535047 0.069 Uiso 1 1 calc R U . . .
H13C H 0.205684 0.220503 0.438222 0.069 Uiso 1 1 calc R U . . .
C12 C 0.3291(4) 0.31745(13) 0.4389(3) 0.0322(8) Uani 1 1 d . . . . .
C14 C 0.1306(4) 0.29666(15) 0.3169(4) 0.0447(11) Uani 1 1 d . . . . .
H14A H 0.166474 0.316881 0.272577 0.067 Uiso 1 1 calc R U . . .
H14B H 0.056159 0.311991 0.334090 0.067 Uiso 1 1 calc R U . . .
H14C H 0.103102 0.267104 0.283133 0.067 Uiso 1 1 calc R U . . .
C19 C 0.0301(4) 0.41245(14) 0.4758(3) 0.0352(9) Uani 1 1 d . . . . .
H19 H -0.023950 0.407306 0.521074 0.042 Uiso 1 1 calc R U . . .
C18 C 0.1308(3) 0.38192(14) 0.4747(3) 0.0328(8) Uani 1 1 d . . . . .
H18 H 0.144833 0.356178 0.519162 0.039 Uiso 1 1 calc R U . . .
C17 C 0.2119(3) 0.38851(13) 0.4089(3) 0.0290(8) Uani 1 1 d . . . . .
C16 C 0.5343(4) 0.32940(16) 0.5579(3) 0.0413(10) Uani 1 1 d . . . . .
H16A H 0.605871 0.336097 0.525955 0.062 Uiso 1 1 calc R U . . .
H16B H 0.567667 0.313513 0.621519 0.062 Uiso 1 1 calc R U . . .
H16C H 0.492672 0.358625 0.569920 0.062 Uiso 1 1 calc R U . . .
C15 C 0.4841(5) 0.25225(16) 0.4823(4) 0.0512(12) Uani 1 1 d . . . . .
H15A H 0.426470 0.237544 0.424843 0.077 Uiso 1 1 calc R U . . .
H15B H 0.482592 0.234415 0.542674 0.077 Uiso 1 1 calc R U . . .
H15C H 0.572354 0.252891 0.471950 0.077 Uiso 1 1 calc R U . . .
C20 C 0.0073(3) 0.45018(14) 0.4124(3) 0.0341(9) Uani 1 1 d . . . . .
H20 H -0.060970 0.471248 0.414654 0.041 Uiso 1 1 calc R U . . .
C21 C 0.0853(3) 0.45708(13) 0.3448(3) 0.0305(8) Uani 1 1 d . . . . .
H21 H 0.069854 0.482879 0.300551 0.037 Uiso 1 1 calc R U . . .
C22 C 0.1858(3) 0.42630(13) 0.3420(3) 0.0293(8) Uani 1 1 d . . . . .
C23 C 0.3101(4) 0.47835(13) 0.2561(3) 0.0329(8) Uani 1 1 d . . . . .
C24 C 0.2377(4) 0.50775(15) 0.1879(4) 0.0411(10) Uani 1 1 d . . . . .
H24 H 0.156938 0.497321 0.149273 0.049 Uiso 1 1 calc R U . . .
C25 C 0.2801(4) 0.55356(16) 0.1732(4) 0.0488(12) Uani 1 1 d . . . . .
H25 H 0.228044 0.573378 0.125153 0.059 Uiso 1 1 calc R U . . .
C26 C 0.3960(4) 0.56912(15) 0.2284(4) 0.0445(11) Uani 1 1 d . . . . .
H26 H 0.422927 0.600135 0.220059 0.053 Uiso 1 1 calc R U . . .
C27 C 0.4760(4) 0.53937(14) 0.2976(3) 0.0373(9) Uani 1 1 d . . . . .
C28 C 0.4339(4) 0.49349(13) 0.3121(3) 0.0325(8) Uani 1 1 d . . . . .
C29 C 0.5979(4) 0.55356(14) 0.3557(4) 0.0393(10) Uani 1 1 d . . . . .
H29 H 0.629174 0.584077 0.348508 0.047 Uiso 1 1 calc R U . . .
C30 C 0.6698(4) 0.52342(15) 0.4215(3) 0.0393(10) Uani 1 1 d . . . . .
H30 H 0.751014 0.532879 0.461062 0.047 Uiso 1 1 calc R U . . .
C31 C 0.6234(3) 0.47791(14) 0.4311(3) 0.0337(9) Uani 1 1 d . . . . .
C32 C 0.7018(4) 0.44374(15) 0.5019(3) 0.0397(10) Uani 1 1 d . . . . .
H32A H 0.740470 0.420907 0.464435 0.060 Uiso 1 1 calc R U . . .
H32B H 0.645961 0.427668 0.538790 0.060 Uiso 1 1 calc R U . . .
H32C H 0.770450 0.460267 0.548769 0.060 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu01 N8 1.971(3) . ?
Cu01 N4 1.974(3) . ?
Cu01 N1 2.051(3) . ?
Cu01 N7 2.275(3) . ?
Cl1 C40 1.752(7) . ?
F1 P1 1.600(3) . ?
P1 F4 1.595(3) . ?
P1 F6 1.597(3) . ?
P1 F3 1.598(3) . ?
P1 F2 1.605(3) . ?
P1 F5 1.605(3) . ?
N1 C1 1.321(5) . ?
N1 C6 1.409(5) . ?
C1 N3 1.360(5) . ?
C1 N2 1.362(6) . ?
N2 C2 1.447(6) . ?
N2 C3 1.468(5) . ?
Cl2 C40 1.725(7) . ?
C2 H2A 0.9800 . ?
C2 H2B 0.9800 . ?
C2 H2C 0.9800 . ?
N3 C4 1.443(6) . ?
N3 C5 1.468(5) . ?
C3 H3A 0.9800 . ?
C3 H3B 0.9800 . ?
C3 H3C 0.9800 . ?
N4 C12 1.331(5) . ?
N4 C17 1.402(5) . ?
C4 H4A 0.9800 . ?
C4 H4B 0.9800 . ?
C4 H4C 0.9800 . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
N5 C12 1.354(5) . ?
N5 C13 1.451(5) . ?
N5 C14 1.460(5) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
N6 C12 1.351(5) . ?
N6 C16 1.451(5) . ?
N6 C15 1.457(5) . ?
C6 C11 1.397(6) . ?
C6 C7 1.406(6) . ?
N7 C23 1.443(5) . ?
N7 C11 1.443(5) . ?
N7 C22 1.445(5) . ?
C7 C8 1.383(6) . ?
C7 H7 0.9500 . ?
N8 C31 1.337(5) . ?
N8 C28 1.370(5) . ?
C8 C9 1.380(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.385(6) . ?
C9 H9 0.9500 . ?
C10 C11 1.396(5) . ?
C10 H10 0.9500 . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C14 H14C 0.9800 . ?
C19 C20 1.379(6) . ?
C19 C18 1.385(6) . ?
C19 H19 0.9500 . ?
C18 C17 1.398(6) . ?
C18 H18 0.9500 . ?
C17 C22 1.410(5) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C15 H15C 0.9800 . ?
C20 C21 1.393(6) . ?
C20 H20 0.9500 . ?
C21 C22 1.394(5) . ?
C21 H21 0.9500 . ?
C23 C24 1.364(6) . ?
C23 C28 1.433(5) . ?
C24 C25 1.419(6) . ?
C24 H24 0.9500 . ?
C25 C26 1.367(7) . ?
C25 H25 0.9500 . ?
C26 C27 1.412(6) . ?
C26 H26 0.9500 . ?
C27 C28 1.420(6) . ?
C27 C29 1.420(6) . ?
C29 C30 1.356(6) . ?
C29 H29 0.9500 . ?
C30 C31 1.413(6) . ?
C30 H30 0.9500 . ?
C31 C32 1.496(6) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C32 H32C 0.9800 . ?

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
N8 Cu01 N4 131.67(13) . . ?
N8 Cu01 N1 107.48(14) . . ?
N4 Cu01 N1 113.22(13) . . ?
N8 Cu01 N7 82.24(12) . . ?
N4 Cu01 N7 80.87(12) . . ?
N1 Cu01 N7 79.22(13) . . ?
F4 P1 F6 90.25(15) . . ?
F4 P1 F3 89.78(16) . . ?
F6 P1 F3 90.56(15) . . ?
F4 P1 F1 179.71(16) . . ?
F6 P1 F1 90.03(15) . . ?
F3 P1 F1 90.22(16) . . ?
F4 P1 F2 89.97(14) . . ?
F6 P1 F2 89.96(14) . . ?
F3 P1 F2 179.42(18) . . ?
F1 P1 F2 90.02(14) . . ?
F4 P1 F5 90.10(15) . . ?
F6 P1 F5 178.96(16) . . ?
F3 P1 F5 90.42(15) . . ?
F1 P1 F5 89.61(15) . . ?
F2 P1 F5 89.06(15) . . ?
C1 N1 C6 120.9(4) . . ?
C1 N1 Cu01 126.4(3) . . ?
C6 N1 Cu01 111.4(2) . . ?
N1 C1 N3 118.9(4) . . ?
N1 C1 N2 124.9(4) . . ?
N3 C1 N2 116.2(3) . . ?
C1 N2 C2 121.4(3) . . ?
C1 N2 C3 121.3(4) . . ?
C2 N2 C3 116.0(4) . . ?
N2 C2 H2A 109.5 . . ?
N2 C2 H2B 109.5 . . ?
H2A C2 H2B 109.5 . . ?
N2 C2 H2C 109.5 . . ?
H2A C2 H2C 109.5 . . ?
H2B C2 H2C 109.5 . . ?
C1 N3 C4 120.2(4) . . ?
C1 N3 C5 121.9(4) . . ?
C4 N3 C5 115.7(4) . . ?
N2 C3 H3A 109.5 . . ?
N2 C3 H3B 109.5 . . ?
H3A C3 H3B 109.5 . . ?
N2 C3 H3C 109.5 . . ?
H3A C3 H3C 109.5 . . ?
H3B C3 H3C 109.5 . . ?
C12 N4 C17 120.8(3) . . ?
C12 N4 Cu01 127.8(3) . . ?
C17 N4 Cu01 110.7(2) . . ?
N3 C4 H4A 109.5 . . ?
N3 C4 H4B 109.5 . . ?
H4A C4 H4B 109.5 . . ?
N3 C4 H4C 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
Cl2 C40 Cl1 112.8(3) . . ?
Cl2 C40 H40A 109.0 . . ?
Cl1 C40 H40A 109.0 . . ?
Cl2 C40 H40B 109.0 . . ?
Cl1 C40 H40B 109.0 . . ?
H40A C40 H40B 107.8 . . ?
C12 N5 C13 122.2(4) . . ?
C12 N5 C14 121.4(3) . . ?
C13 N5 C14 115.4(3) . . ?
N3 C5 H5A 109.5 . . ?
N3 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
N3 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
C12 N6 C16 120.8(3) . . ?
C12 N6 C15 123.5(4) . . ?
C16 N6 C15 115.1(3) . . ?
C11 C6 C7 117.7(4) . . ?
C11 C6 N1 119.2(4) . . ?
C7 C6 N1 122.9(4) . . ?
C23 N7 C11 115.1(3) . . ?
C23 N7 C22 117.3(3) . . ?
C11 N7 C22 115.5(3) . . ?
C23 N7 Cu01 102.2(2) . . ?
C11 N7 Cu01 103.1(2) . . ?
C22 N7 Cu01 99.9(2) . . ?
C8 C7 C6 121.1(4) . . ?
C8 C7 H7 119.5 . . ?
C6 C7 H7 119.5 . . ?
C31 N8 C28 119.1(3) . . ?
C31 N8 Cu01 125.8(3) . . ?
C28 N8 Cu01 113.7(2) . . ?
C9 C8 C7 120.6(4) . . ?
C9 C8 H8 119.7 . . ?
C7 C8 H8 119.7 . . ?
C8 C9 C10 119.5(4) . . ?
C8 C9 H9 120.2 . . ?
C10 C9 H9 120.2 . . ?
C9 C10 C11 120.4(4) . . ?
C9 C10 H10 119.8 . . ?
C11 C10 H10 119.8 . . ?
C10 C11 C6 120.8(4) . . ?
C10 C11 N7 121.4(4) . . ?
C6 C11 N7 117.8(3) . . ?
N5 C13 H13A 109.5 . . ?
N5 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
N5 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N4 C12 N6 119.0(3) . . ?
N4 C12 N5 123.2(3) . . ?
N6 C12 N5 117.8(3) . . ?
N5 C14 H14A 109.5 . . ?
N5 C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
N5 C14 H14C 109.5 . . ?
H14A C14 H14C 109.5 . . ?
H14B C14 H14C 109.5 . . ?
C20 C19 C18 121.0(4) . . ?
C20 C19 H19 119.5 . . ?
C18 C19 H19 119.5 . . ?
C19 C18 C17 120.8(4) . . ?
C19 C18 H18 119.6 . . ?
C17 C18 H18 119.6 . . ?
C18 C17 N4 122.7(4) . . ?
C18 C17 C22 118.0(3) . . ?
N4 C17 C22 119.0(3) . . ?
N6 C16 H16A 109.5 . . ?
N6 C16 H16B 109.5 . . ?
H16A C16 H16B 109.5 . . ?
N6 C16 H16C 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
N6 C15 H15A 109.5 . . ?
N6 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
N6 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C20 C21 119.3(4) . . ?
C19 C20 H20 120.4 . . ?
C21 C20 H20 120.4 . . ?
C20 C21 C22 120.3(4) . . ?
C20 C21 H21 119.9 . . ?
C22 C21 H21 119.9 . . ?
C21 C22 C17 120.5(4) . . ?
C21 C22 N7 121.9(3) . . ?
C17 C22 N7 117.6(3) . . ?
C24 C23 C28 119.2(4) . . ?
C24 C23 N7 121.9(4) . . ?
C28 C23 N7 118.8(3) . . ?
C23 C24 C25 121.6(4) . . ?
C23 C24 H24 119.2 . . ?
C25 C24 H24 119.2 . . ?
C26 C25 C24 119.9(4) . . ?
C26 C25 H25 120.1 . . ?
C24 C25 H25 120.1 . . ?
C25 C26 C27 120.4(4) . . ?
C25 C26 H26 119.8 . . ?
C27 C26 H26 119.8 . . ?
C26 C27 C28 119.7(4) . . ?
C26 C27 C29 122.7(4) . . ?
C28 C27 C29 117.6(4) . . ?
N8 C28 C27 121.6(4) . . ?
N8 C28 C23 119.3(3) . . ?
C27 C28 C23 119.0(4) . . ?
C30 C29 C27 119.8(4) . . ?
C30 C29 H29 120.1 . . ?
C27 C29 H29 120.1 . . ?
C29 C30 C31 119.8(4) . . ?
C29 C30 H30 120.1 . . ?
C31 C30 H30 120.1 . . ?
N8 C31 C30 122.0(4) . . ?
N8 C31 C32 117.1(3) . . ?
C30 C31 C32 120.8(4) . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 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
C6 N1 C1 N3 -147.5(4) . . . . ?
Cu01 N1 C1 N3 46.7(5) . . . . ?
C6 N1 C1 N2 34.6(6) . . . . ?
Cu01 N1 C1 N2 -131.2(4) . . . . ?
N1 C1 N2 C2 25.4(6) . . . . ?
N3 C1 N2 C2 -152.5(4) . . . . ?
N1 C1 N2 C3 -141.5(4) . . . . ?
N3 C1 N2 C3 40.6(5) . . . . ?
N1 C1 N3 C4 18.6(6) . . . . ?
N2 C1 N3 C4 -163.3(4) . . . . ?
N1 C1 N3 C5 -143.8(4) . . . . ?
N2 C1 N3 C5 34.3(5) . . . . ?
C1 N1 C6 C11 -150.1(4) . . . . ?
Cu01 N1 C6 C11 17.7(4) . . . . ?
C1 N1 C6 C7 36.0(6) . . . . ?
Cu01 N1 C6 C7 -156.2(3) . . . . ?
C11 C6 C7 C8 -1.5(6) . . . . ?
N1 C6 C7 C8 172.5(4) . . . . ?
C6 C7 C8 C9 -0.5(7) . . . . ?
C7 C8 C9 C10 1.1(7) . . . . ?
C8 C9 C10 C11 0.2(7) . . . . ?
C9 C10 C11 C6 -2.2(6) . . . . ?
C9 C10 C11 N7 178.9(4) . . . . ?
C7 C6 C11 C10 2.8(6) . . . . ?
N1 C6 C11 C10 -171.5(4) . . . . ?
C7 C6 C11 N7 -178.2(4) . . . . ?
N1 C6 C11 N7 7.5(5) . . . . ?
C23 N7 C11 C10 -95.7(4) . . . . ?
C22 N7 C11 C10 46.0(5) . . . . ?
Cu01 N7 C11 C10 153.9(3) . . . . ?
C23 N7 C11 C6 85.4(4) . . . . ?
C22 N7 C11 C6 -133.0(4) . . . . ?
Cu01 N7 C11 C6 -25.1(4) . . . . ?
C17 N4 C12 N6 -144.7(4) . . . . ?
Cu01 N4 C12 N6 46.0(5) . . . . ?
C17 N4 C12 N5 39.3(6) . . . . ?
Cu01 N4 C12 N5 -130.0(4) . . . . ?
C16 N6 C12 N4 25.5(6) . . . . ?
C15 N6 C12 N4 -145.8(4) . . . . ?
C16 N6 C12 N5 -158.2(4) . . . . ?
C15 N6 C12 N5 30.4(6) . . . . ?
C13 N5 C12 N4 -144.1(4) . . . . ?
C14 N5 C12 N4 23.9(6) . . . . ?
C13 N5 C12 N6 39.9(6) . . . . ?
C14 N5 C12 N6 -152.2(4) . . . . ?
C20 C19 C18 C17 -0.1(6) . . . . ?
C19 C18 C17 N4 171.4(4) . . . . ?
C19 C18 C17 C22 -1.9(6) . . . . ?
C12 N4 C17 C18 36.0(6) . . . . ?
Cu01 N4 C17 C18 -153.0(3) . . . . ?
C12 N4 C17 C22 -150.8(4) . . . . ?
Cu01 N4 C17 C22 20.2(4) . . . . ?
C18 C19 C20 C21 1.2(6) . . . . ?
C19 C20 C21 C22 -0.4(6) . . . . ?
C20 C21 C22 C17 -1.6(5) . . . . ?
C20 C21 C22 N7 178.9(3) . . . . ?
C18 C17 C22 C21 2.7(5) . . . . ?
N4 C17 C22 C21 -170.9(3) . . . . ?
C18 C17 C22 N7 -177.8(3) . . . . ?
N4 C17 C22 N7 8.7(5) . . . . ?
C23 N7 C22 C21 42.6(5) . . . . ?
C11 N7 C22 C21 -98.2(4) . . . . ?
Cu01 N7 C22 C21 152.0(3) . . . . ?
C23 N7 C22 C17 -136.9(3) . . . . ?
C11 N7 C22 C17 82.3(4) . . . . ?
Cu01 N7 C22 C17 -27.5(3) . . . . ?
C11 N7 C23 C24 54.2(5) . . . . ?
C22 N7 C23 C24 -86.7(5) . . . . ?
Cu01 N7 C23 C24 165.2(4) . . . . ?
C11 N7 C23 C28 -124.1(4) . . . . ?
C22 N7 C23 C28 95.0(4) . . . . ?
Cu01 N7 C23 C28 -13.1(4) . . . . ?
C28 C23 C24 C25 -2.1(7) . . . . ?
N7 C23 C24 C25 179.7(4) . . . . ?
C23 C24 C25 C26 -0.1(8) . . . . ?
C24 C25 C26 C27 2.1(8) . . . . ?
C25 C26 C27 C28 -1.9(7) . . . . ?
C25 C26 C27 C29 179.1(4) . . . . ?
C31 N8 C28 C27 2.1(6) . . . . ?
Cu01 N8 C28 C27 -165.0(3) . . . . ?
C31 N8 C28 C23 -178.5(4) . . . . ?
Cu01 N8 C28 C23 14.4(5) . . . . ?
C26 C27 C28 N8 179.1(4) . . . . ?
C29 C27 C28 N8 -1.9(6) . . . . ?
C26 C27 C28 C23 -0.3(6) . . . . ?
C29 C27 C28 C23 178.7(4) . . . . ?
C24 C23 C28 N8 -177.2(4) . . . . ?
N7 C23 C28 N8 1.1(6) . . . . ?
C24 C23 C28 C27 2.3(6) . . . . ?
N7 C23 C28 C27 -179.4(4) . . . . ?
C26 C27 C29 C30 179.5(4) . . . . ?
C28 C27 C29 C30 0.5(6) . . . . ?
C27 C29 C30 C31 0.7(6) . . . . ?
C28 N8 C31 C30 -0.9(6) . . . . ?
Cu01 N8 C31 C30 164.5(3) . . . . ?
C28 N8 C31 C32 179.7(3) . . . . ?
Cu01 N8 C31 C32 -14.9(5) . . . . ?
C29 C30 C31 N8 -0.5(6) . . . . ?
C29 C30 C31 C32 178.9(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
C4 H4C F6 0.98 2.62 3.468(5) 145.1 4_665 yes
C40 H40B F5 0.99 2.50 3.059(7) 115.2 2_546 yes
C18 H18 F1 0.95 2.54 3.303(5) 137.0 . yes
C16 H16B F2 0.98 2.54 3.278(5) 131.8 . yes

_refine_diff_density_max         1.475
_refine_diff_density_min         -1.391
_refine_diff_density_rms         0.082



