# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_rad382_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894966'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 H4 Br Cu4 F24 N8 O4, C8 H20 N'
_chemical_formula_sum            'C32 H24 Br Cu4 F24 N9 O4'
_chemical_formula_weight         1388.67
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   10.4972(4)
_cell_length_b                   13.6574(5)
_cell_length_c                   16.9248(6)
_cell_angle_alpha                72.6410(10)
_cell_angle_beta                 81.1140(10)
_cell_angle_gamma                82.4680(10)
_cell_volume                     2278.79(15)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9747
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.72
_cell_measurement_theta_min      2.83
_shelx_estimated_absorpt_T_max   0.763
_shelx_estimated_absorpt_T_min   0.584
_exptl_absorpt_coefficient_mu    2.865
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.5563
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0933 before and 0.0413 after correction. The Ratio of minimum to maximum transmission is 0.7456. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.024
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1356
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0671
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            47282
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.544
_diffrn_reflns_theta_min         2.829
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                11588
_reflns_number_total             13879
_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.
;
_vrf_PLAT910_rad382_0m_a         
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         12 Note  
RESPONSE: these were obstructed by hardware
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.511
_refine_diff_density_min         -0.585
_refine_diff_density_rms         0.073
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.019
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     671
_refine_ls_number_reflns         13879
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0367
_refine_ls_R_factor_gt           0.0223
_refine_ls_restrained_S_all      1.019
_refine_ls_shift/su_max          0.003
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0261P)²+0.1532P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0515
_refine_ls_wR_factor_ref         0.0548
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C27(H27A,H27B), C29(H29A,H29B), C31(H31A,H31B)
2.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C12(H12), C17(H17)
2.c Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br Br 0.26882(2) 0.73947(2) 0.75393(2) 0.01368(3) Uani 1 1 d . . . . .
Cu1 Cu 0.27125(2) 0.70951(2) 0.59951(2) 0.01503(3) Uani 1 1 d . . . . .
Cu2 Cu 0.32175(2) 0.53495(2) 0.77214(2) 0.01410(3) Uani 1 1 d . . . . .
Cu3 Cu 0.28732(2) 0.94564(2) 0.72272(2) 0.01505(3) Uani 1 1 d . . . . .
Cu4 Cu 0.20672(2) 0.78757(2) 0.90331(2) 0.01492(3) Uani 1 1 d . . . . .
F1 F -0.02229(9) 0.72868(7) 0.52982(6) 0.02181(17) Uani 1 1 d . . . . .
F2 F 0.11078(9) 0.63490(7) 0.46651(5) 0.02128(17) Uani 1 1 d . . . . .
F3 F -0.08385(9) 0.59275(8) 0.51187(6) 0.02396(18) Uani 1 1 d . . . . .
F4 F 0.08000(11) 0.38438(8) 0.87342(6) 0.0274(2) Uani 1 1 d . . . . .
F5 F 0.20269(11) 0.29696(8) 0.80082(7) 0.0345(2) Uani 1 1 d . . . . .
F6 F -0.00467(12) 0.30206(9) 0.80660(7) 0.0350(3) Uani 1 1 d . . . . .
F7 F 0.58642(14) 0.76965(9) 0.45320(7) 0.0401(3) Uani 1 1 d . . . . .
F8 F 0.43240(10) 0.69909(8) 0.42764(6) 0.02662(19) Uani 1 1 d . . . . .
F9 F 0.62985(11) 0.63675(10) 0.40655(6) 0.0349(2) Uani 1 1 d . . . . .
F10 F 0.66921(11) 0.43685(8) 0.78500(7) 0.0310(2) Uani 1 1 d . . . . .
F11 F 0.71886(10) 0.34773(8) 0.69733(7) 0.0279(2) Uani 1 1 d . . . . .
F12 F 0.53156(9) 0.34227(7) 0.77053(7) 0.0275(2) Uani 1 1 d . . . . .
F13 F 0.44316(10) 1.14894(8) 0.73022(7) 0.0291(2) Uani 1 1 d . . . . .
F14 F 0.63153(11) 1.11357(9) 0.77204(7) 0.0316(2) Uani 1 1 d . . . . .
F15 F 0.58219(11) 1.04394(8) 0.68322(6) 0.0288(2) Uani 1 1 d . . . . .
F16 F 0.32473(10) 0.82601(9) 1.07497(6) 0.0307(2) Uani 1 1 d . . . . .
F17 F 0.43927(11) 0.70449(7) 1.03435(6) 0.02578(19) Uani 1 1 d . . . . .
F18 F 0.53240(11) 0.81656(9) 1.06695(6) 0.0316(2) Uani 1 1 d . . . . .
F19 F 0.03998(12) 1.09576(8) 0.62101(6) 0.0325(2) Uani 1 1 d . . . . .
F20 F -0.07410(12) 1.20000(9) 0.68414(8) 0.0412(3) Uani 1 1 d . . . . .
F21 F 0.13360(12) 1.18399(8) 0.67641(7) 0.0335(2) Uani 1 1 d . . . . .
F22 F -0.15832(12) 0.81128(9) 0.97313(7) 0.0326(2) Uani 1 1 d . . . . .
F23 F -0.19303(11) 0.95655(9) 1.00170(7) 0.0328(2) Uani 1 1 d . . . . .
F24 F -0.01866(10) 0.85786(9) 1.03140(6) 0.0303(2) Uani 1 1 d . . . . .
O1 O 0.19876(16) 0.90497(11) 0.47700(10) 0.0430(4) Uani 1 1 d . . . . .
O2 O 0.32605(14) 0.43117(13) 0.95056(8) 0.0399(3) Uani 1 1 d . . . . .
O3 O 0.36981(18) 1.02622(12) 0.54360(9) 0.0440(4) Uani 1 1 d . . . . .
O4 O 0.17609(14) 0.59305(11) 1.03561(10) 0.0401(4) Uani 1 1 d . . . . .
N1 N 0.15157(11) 0.59632(8) 0.64322(7) 0.01371(19) Uani 1 1 d . . . . .
N2 N 0.17251(11) 0.52380(8) 0.71569(7) 0.01390(19) Uani 1 1 d . . . . .
N3 N 0.44113(11) 0.62384(9) 0.60385(7) 0.01424(19) Uani 1 1 d . . . . .
N4 N 0.46251(10) 0.55072(8) 0.67630(7) 0.01352(19) Uani 1 1 d . . . . .
N5 N 0.39388(11) 0.93280(9) 0.81435(7) 0.01431(19) Uani 1 1 d . . . . .
N6 N 0.36544(11) 0.86181(8) 0.88862(7) 0.01385(19) Uani 1 1 d . . . . .
N7 N 0.11177(11) 0.96925(9) 0.78215(7) 0.01462(19) Uani 1 1 d . . . . .
N8 N 0.07801(11) 0.90480(9) 0.85882(7) 0.01434(19) Uani 1 1 d . . . . .
C1 C 0.05825(12) 0.56649(10) 0.61129(8) 0.0136(2) Uani 1 1 d . . . . .
C2 C 0.01603(13) 0.47332(10) 0.66242(8) 0.0160(2) Uani 1 1 d . . . . .
H2 H -0.048284 0.435148 0.654873 0.019 Uiso 1 1 calc R . . . .
C3 C 0.09164(13) 0.45015(10) 0.72733(8) 0.0147(2) Uani 1 1 d . . . . .
C4 C 0.01586(12) 0.63011(10) 0.53046(8) 0.0147(2) Uani 1 1 d . . . . .
C5 C 0.09288(15) 0.35803(11) 0.80166(9) 0.0197(3) Uani 1 1 d . . . . .
C6 C 0.53806(13) 0.60896(10) 0.54511(8) 0.0154(2) Uani 1 1 d . . . . .
C7 C 0.62459(13) 0.52603(10) 0.57782(8) 0.0167(2) Uani 1 1 d . . . . .
H7 H 0.700855 0.499061 0.550354 0.020 Uiso 1 1 calc R . . . .
C8 C 0.57165(12) 0.49220(10) 0.66103(8) 0.0144(2) Uani 1 1 d . . . . .
C9 C 0.54609(15) 0.67842(11) 0.45803(9) 0.0202(3) Uani 1 1 d . . . . .
C10 C 0.62240(13) 0.40458(10) 0.72788(9) 0.0177(2) Uani 1 1 d . . . . .
C11 C 0.48806(12) 0.98580(10) 0.82288(8) 0.0147(2) Uani 1 1 d . . . . .
C12 C 0.52423(13) 0.95009(10) 0.90289(8) 0.0161(2) Uani 1 1 d . . . . .
H12 H 0.588015 0.973236 0.925549 0.019 Uiso 1 1 calc R . . . .
C13 C 0.44322(12) 0.87167(10) 0.94152(8) 0.0144(2) Uani 1 1 d . . . . .
C14 C 0.53620(13) 1.07322(10) 0.75228(9) 0.0177(2) Uani 1 1 d . . . . .
C15 C 0.43541(14) 0.80497(11) 1.02941(8) 0.0171(2) Uani 1 1 d . . . . .
C16 C 0.01937(13) 1.04827(10) 0.76761(8) 0.0157(2) Uani 1 1 d . . . . .
C17 C -0.07746(13) 1.03781(10) 0.83478(9) 0.0181(2) Uani 1 1 d . . . . .
H17 H -0.153584 1.082180 0.841091 0.022 Uiso 1 1 calc R . . . .
C18 C -0.03510(12) 0.94620(10) 0.89040(8) 0.0152(2) Uani 1 1 d . . . . .
C19 C 0.02929(15) 1.13243(11) 0.68751(10) 0.0217(3) Uani 1 1 d . . . . .
C20 C -0.10043(13) 0.89334(11) 0.97427(9) 0.0185(2) Uani 1 1 d . . . . .
C21 C 0.22812(15) 0.83194(12) 0.52426(10) 0.0227(3) Uani 1 1 d . . . . .
C22 C 0.32905(14) 0.47116(12) 0.88202(9) 0.0208(3) Uani 1 1 d . . . . .
C23 C 0.33906(16) 0.99563(12) 0.61197(10) 0.0233(3) Uani 1 1 d . . . . .
C24 C 0.18332(14) 0.66763(11) 0.98486(10) 0.0213(3) Uani 1 1 d . . . . .
N9 N 0.76936(11) 0.72811(9) 0.76607(7) 0.01517(19) Uani 1 1 d . . . . .
C25 C 0.87261(13) 0.64015(11) 0.79169(9) 0.0190(2) Uani 1 1 d . . . . .
H25A H 0.833791 0.574466 0.802308 0.023 Uiso 1 1 calc R . . . .
H25B H 0.941923 0.644478 0.744246 0.023 Uiso 1 1 calc R . . . .
C26 C 0.93371(14) 0.63674(12) 0.86789(10) 0.0227(3) Uani 1 1 d . . . . .
H26A H 0.979442 0.698521 0.856605 0.034 Uiso 1 1 calc GR . . . .
H26B H 0.995162 0.575345 0.881222 0.034 Uiso 1 1 calc GR . . . .
H26C H 0.866118 0.634163 0.915220 0.034 Uiso 1 1 calc GR . . . .
C27 C 0.65817(13) 0.72555(11) 0.83572(9) 0.0183(2) Uani 1 1 d . . . . .
H27A H 0.692621 0.732715 0.884779 0.022 Uiso 1 1 calc R . . . .
H27B H 0.595275 0.785876 0.817203 0.022 Uiso 1 1 calc R . . . .
C28 C 0.58684(14) 0.62886(12) 0.86267(9) 0.0212(3) Uani 1 1 d . . . . .
H28A H 0.549645 0.621978 0.815138 0.032 Uiso 1 1 calc GR . . . .
H28B H 0.517385 0.633652 0.907620 0.032 Uiso 1 1 calc GR . . . .
H28C H 0.647476 0.568573 0.882651 0.032 Uiso 1 1 calc GR . . . .
C29 C 0.82383(14) 0.83172(10) 0.74722(9) 0.0198(2) Uani 1 1 d . . . . .
H29A H 0.752210 0.886837 0.735446 0.024 Uiso 1 1 calc R . . . .
H29B H 0.857909 0.835012 0.797655 0.024 Uiso 1 1 calc R . . . .
C30 C 0.93060(15) 0.85344(12) 0.67442(11) 0.0259(3) Uani 1 1 d . . . . .
H30A H 0.895996 0.856866 0.623004 0.039 Uiso 1 1 calc GR . . . .
H30B H 1.001010 0.798188 0.684356 0.039 Uiso 1 1 calc GR . . . .
H30C H 0.963729 0.919293 0.668914 0.039 Uiso 1 1 calc GR . . . .
C31 C 0.72245(14) 0.71667(11) 0.68918(9) 0.0188(2) Uani 1 1 d . . . . .
H31A H 0.685434 0.649550 0.704072 0.023 Uiso 1 1 calc R . . . .
H31B H 0.797985 0.715160 0.646429 0.023 Uiso 1 1 calc R . . . .
C32 C 0.62191(15) 0.80079(13) 0.65110(10) 0.0246(3) Uani 1 1 d . . . . .
H32A H 0.596926 0.787134 0.602210 0.037 Uiso 1 1 calc GR . . . .
H32B H 0.658297 0.867532 0.634179 0.037 Uiso 1 1 calc GR . . . .
H32C H 0.545539 0.802076 0.692317 0.037 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br Cu1 2.7593(2) . ?
Br Cu2 2.7089(2) . ?
Br Cu3 2.7329(2) . ?
Br Cu4 2.7601(2) . ?
Cu1 N1 2.0137(11) . ?
Cu1 N3 1.9992(12) . ?
Cu1 C21 1.8253(15) . ?
Cu2 N2 2.0004(12) . ?
Cu2 N4 1.9988(11) . ?
Cu2 C22 1.8120(15) . ?
Cu3 N5 2.0024(12) . ?
Cu3 N7 1.9941(11) . ?
Cu3 C23 1.8148(15) . ?
Cu4 N6 2.0075(11) . ?
Cu4 N8 1.9960(11) . ?
Cu4 C24 1.8166(14) . ?
F1 C4 1.3506(15) . ?
F2 C4 1.3454(14) . ?
F3 C4 1.3388(15) . ?
F4 C5 1.3491(17) . ?
F5 C5 1.3321(18) . ?
F6 C5 1.3344(17) . ?
F7 C9 1.3435(17) . ?
F8 C9 1.3353(18) . ?
F9 C9 1.3358(18) . ?
F10 C10 1.3520(17) . ?
F11 C10 1.3293(16) . ?
F12 C10 1.3372(16) . ?
F13 C14 1.3341(16) . ?
F14 C14 1.3322(17) . ?
F15 C14 1.3466(17) . ?
F16 C15 1.3398(16) . ?
F17 C15 1.3453(16) . ?
F18 C15 1.3294(17) . ?
F19 C19 1.3465(19) . ?
F20 C19 1.3258(17) . ?
F21 C19 1.3379(19) . ?
F22 C20 1.3494(17) . ?
F23 C20 1.3362(16) . ?
F24 C20 1.3320(17) . ?
O1 C21 1.118(2) . ?
O2 C22 1.123(2) . ?
O3 C23 1.118(2) . ?
O4 C24 1.1220(19) . ?
N1 N2 1.3546(14) . ?
N1 C1 1.3480(16) . ?
N2 C3 1.3511(16) . ?
N3 N4 1.3589(14) . ?
N3 C6 1.3486(16) . ?
N4 C8 1.3453(16) . ?
N5 N6 1.3571(14) . ?
N5 C11 1.3475(17) . ?
N6 C13 1.3465(17) . ?
N7 N8 1.3573(14) . ?
N7 C16 1.3442(16) . ?
N8 C18 1.3503(16) . ?
C1 C2 1.3917(16) . ?
C1 C4 1.4840(17) . ?
C2 H2 0.9500 . ?
C2 C3 1.3904(18) . ?
C3 C5 1.4906(17) . ?
C6 C7 1.3877(19) . ?
C6 C9 1.4924(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.3940(17) . ?
C8 C10 1.4856(18) . ?
C11 C12 1.3900(17) . ?
C11 C14 1.4929(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3953(17) . ?
C13 C15 1.4908(17) . ?
C16 C17 1.3893(18) . ?
C16 C19 1.4925(18) . ?
C17 H17 0.9500 . ?
C17 C18 1.3892(17) . ?
C18 C20 1.4913(18) . ?
N9 C25 1.5162(18) . ?
N9 C27 1.5213(17) . ?
N9 C29 1.5223(17) . ?
N9 C31 1.5164(18) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.513(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.519(2) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.518(2) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.516(2) . ?
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
Cu1 Br Cu4 166.446(7) . . ?
Cu2 Br Cu1 72.641(6) . . ?
Cu2 Br Cu3 164.178(7) . . ?
Cu2 Br Cu4 113.589(6) . . ?
Cu3 Br Cu1 105.216(6) . . ?
Cu3 Br Cu4 72.144(6) . . ?
N1 Cu1 Br 93.66(3) . . ?
N3 Cu1 Br 94.33(3) . . ?
N3 Cu1 N1 99.27(5) . . ?
C21 Cu1 Br 109.63(5) . . ?
C21 Cu1 N1 122.78(6) . . ?
C21 Cu1 N3 128.50(6) . . ?
N2 Cu2 Br 94.75(3) . . ?
N4 Cu2 Br 95.26(3) . . ?
N4 Cu2 N2 99.86(5) . . ?
C22 Cu2 Br 107.68(5) . . ?
C22 Cu2 N2 121.32(6) . . ?
C22 Cu2 N4 129.65(6) . . ?
N5 Cu3 Br 96.28(3) . . ?
N7 Cu3 Br 93.38(3) . . ?
N7 Cu3 N5 99.21(5) . . ?
C23 Cu3 Br 107.04(5) . . ?
C23 Cu3 N5 125.52(6) . . ?
C23 Cu3 N7 126.75(6) . . ?
N6 Cu4 Br 94.14(3) . . ?
N8 Cu4 Br 93.99(3) . . ?
N8 Cu4 N6 100.91(5) . . ?
C24 Cu4 Br 107.32(5) . . ?
C24 Cu4 N6 121.40(6) . . ?
C24 Cu4 N8 129.86(6) . . ?
N2 N1 Cu1 118.07(8) . . ?
C1 N1 Cu1 133.79(8) . . ?
C1 N1 N2 107.61(10) . . ?
N1 N2 Cu2 117.93(8) . . ?
C3 N2 Cu2 133.89(9) . . ?
C3 N2 N1 107.56(11) . . ?
N4 N3 Cu1 118.14(8) . . ?
C6 N3 Cu1 133.50(9) . . ?
C6 N3 N4 107.36(11) . . ?
N3 N4 Cu2 117.97(8) . . ?
C8 N4 Cu2 133.22(9) . . ?
C8 N4 N3 107.76(10) . . ?
N6 N5 Cu3 118.13(8) . . ?
C11 N5 Cu3 134.02(9) . . ?
C11 N5 N6 107.65(11) . . ?
N5 N6 Cu4 117.49(8) . . ?
C13 N6 Cu4 133.83(9) . . ?
C13 N6 N5 107.54(10) . . ?
N8 N7 Cu3 118.91(8) . . ?
C16 N7 Cu3 132.35(9) . . ?
C16 N7 N8 107.94(11) . . ?
N7 N8 Cu4 117.19(8) . . ?
C18 N8 Cu4 135.20(9) . . ?
C18 N8 N7 107.10(10) . . ?
N1 C1 C2 111.19(11) . . ?
N1 C1 C4 120.12(11) . . ?
C2 C1 C4 128.68(12) . . ?
C1 C2 H2 128.7 . . ?
C3 C2 C1 102.52(11) . . ?
C3 C2 H2 128.7 . . ?
N2 C3 C2 111.11(11) . . ?
N2 C3 C5 120.58(12) . . ?
C2 C3 C5 128.29(12) . . ?
F1 C4 C1 112.64(11) . . ?
F2 C4 F1 105.86(10) . . ?
F2 C4 C1 112.39(11) . . ?
F3 C4 F1 106.90(11) . . ?
F3 C4 F2 106.98(11) . . ?
F3 C4 C1 111.65(10) . . ?
F4 C5 C3 111.95(12) . . ?
F5 C5 F4 105.86(13) . . ?
F5 C5 F6 107.96(13) . . ?
F5 C5 C3 112.85(12) . . ?
F6 C5 F4 107.18(12) . . ?
F6 C5 C3 110.73(12) . . ?
N3 C6 C7 111.26(11) . . ?
N3 C6 C9 121.31(12) . . ?
C7 C6 C9 127.41(13) . . ?
C6 C7 H7 128.7 . . ?
C6 C7 C8 102.65(11) . . ?
C8 C7 H7 128.7 . . ?
N4 C8 C7 110.97(12) . . ?
N4 C8 C10 121.37(11) . . ?
C7 C8 C10 127.66(12) . . ?
F7 C9 C6 111.54(12) . . ?
F8 C9 F7 106.43(14) . . ?
F8 C9 F9 107.47(13) . . ?
F8 C9 C6 112.89(11) . . ?
F9 C9 F7 107.23(12) . . ?
F9 C9 C6 110.97(13) . . ?
F10 C10 C8 111.95(11) . . ?
F11 C10 F10 106.69(12) . . ?
F11 C10 F12 107.72(12) . . ?
F11 C10 C8 111.61(12) . . ?
F12 C10 F10 105.85(12) . . ?
F12 C10 C8 112.65(11) . . ?
N5 C11 C12 111.20(11) . . ?
N5 C11 C14 120.34(12) . . ?
C12 C11 C14 128.41(12) . . ?
C11 C12 H12 128.8 . . ?
C11 C12 C13 102.46(11) . . ?
C13 C12 H12 128.8 . . ?
N6 C13 C12 111.15(11) . . ?
N6 C13 C15 121.07(11) . . ?
C12 C13 C15 127.78(12) . . ?
F13 C14 F15 106.14(12) . . ?
F13 C14 C11 112.19(11) . . ?
F14 C14 F13 107.47(12) . . ?
F14 C14 F15 107.30(12) . . ?
F14 C14 C11 111.27(12) . . ?
F15 C14 C11 112.15(11) . . ?
F16 C15 F17 105.61(11) . . ?
F16 C15 C13 112.28(11) . . ?
F17 C15 C13 112.19(12) . . ?
F18 C15 F16 107.48(12) . . ?
F18 C15 F17 107.71(12) . . ?
F18 C15 C13 111.23(11) . . ?
N7 C16 C17 111.07(12) . . ?
N7 C16 C19 120.55(12) . . ?
C17 C16 C19 128.38(12) . . ?
C16 C17 H17 128.7 . . ?
C18 C17 C16 102.60(11) . . ?
C18 C17 H17 128.7 . . ?
N8 C18 C17 111.29(11) . . ?
N8 C18 C20 120.88(12) . . ?
C17 C18 C20 127.81(12) . . ?
F19 C19 C16 111.82(12) . . ?
F20 C19 F19 107.90(14) . . ?
F20 C19 F21 107.64(13) . . ?
F20 C19 C16 110.95(13) . . ?
F21 C19 F19 105.52(13) . . ?
F21 C19 C16 112.71(13) . . ?
F22 C20 C18 112.03(12) . . ?
F23 C20 F22 106.52(12) . . ?
F23 C20 C18 111.18(12) . . ?
F24 C20 F22 106.11(13) . . ?
F24 C20 F23 107.88(13) . . ?
F24 C20 C18 112.76(12) . . ?
O1 C21 Cu1 177.30(16) . . ?
O2 C22 Cu2 175.96(14) . . ?
O3 C23 Cu3 179.33(17) . . ?
O4 C24 Cu4 176.10(15) . . ?
C25 N9 C27 111.38(11) . . ?
C25 N9 C29 110.95(11) . . ?
C25 N9 C31 106.67(11) . . ?
C27 N9 C29 106.28(10) . . ?
C31 N9 C27 110.93(10) . . ?
C31 N9 C29 110.69(11) . . ?
N9 C25 H25A 108.4 . . ?
N9 C25 H25B 108.4 . . ?
H25A C25 H25B 107.4 . . ?
C26 C25 N9 115.66(12) . . ?
C26 C25 H25A 108.4 . . ?
C26 C25 H25B 108.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N9 C27 H27A 108.5 . . ?
N9 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C28 C27 N9 114.97(11) . . ?
C28 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N9 C29 H29A 108.6 . . ?
N9 C29 H29B 108.6 . . ?
H29A C29 H29B 107.5 . . ?
C30 C29 N9 114.86(12) . . ?
C30 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N9 C31 H31A 108.5 . . ?
N9 C31 H31B 108.5 . . ?
N9 C31 C32 114.99(12) . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 H31A 108.5 . . ?
C32 C31 H31B 108.5 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 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
Cu1 N1 N2 Cu2 -0.63(13) . . . . ?
Cu1 N1 N2 C3 -172.80(9) . . . . ?
Cu1 N1 C1 C2 171.19(10) . . . . ?
Cu1 N1 C1 C4 -7.6(2) . . . . ?
Cu1 N3 N4 Cu2 0.21(13) . . . . ?
Cu1 N3 N4 C8 170.01(9) . . . . ?
Cu1 N3 C6 C7 -167.91(10) . . . . ?
Cu1 N3 C6 C9 13.8(2) . . . . ?
Cu2 N2 C3 C2 -170.41(10) . . . . ?
Cu2 N2 C3 C5 8.6(2) . . . . ?
Cu2 N4 C8 C7 167.73(10) . . . . ?
Cu2 N4 C8 C10 -12.4(2) . . . . ?
Cu3 N5 N6 Cu4 -6.64(13) . . . . ?
Cu3 N5 N6 C13 -176.12(9) . . . . ?
Cu3 N5 C11 C12 175.15(10) . . . . ?
Cu3 N5 C11 C14 -2.5(2) . . . . ?
Cu3 N7 N8 Cu4 -2.42(13) . . . . ?
Cu3 N7 N8 C18 170.63(9) . . . . ?
Cu3 N7 C16 C17 -169.10(10) . . . . ?
Cu3 N7 C16 C19 10.8(2) . . . . ?
Cu4 N6 C13 C12 -166.73(10) . . . . ?
Cu4 N6 C13 C15 12.4(2) . . . . ?
Cu4 N8 C18 C17 171.61(11) . . . . ?
Cu4 N8 C18 C20 -9.6(2) . . . . ?
N1 N2 C3 C2 -0.03(16) . . . . ?
N1 N2 C3 C5 178.99(12) . . . . ?
N1 C1 C2 C3 0.03(15) . . . . ?
N1 C1 C4 F1 -54.98(16) . . . . ?
N1 C1 C4 F2 64.50(16) . . . . ?
N1 C1 C4 F3 -175.27(12) . . . . ?
N2 N1 C1 C2 -0.05(15) . . . . ?
N2 N1 C1 C4 -178.83(11) . . . . ?
N2 C3 C5 F4 52.62(18) . . . . ?
N2 C3 C5 F5 -66.69(18) . . . . ?
N2 C3 C5 F6 172.16(13) . . . . ?
N3 N4 C8 C7 0.12(15) . . . . ?
N3 N4 C8 C10 179.98(12) . . . . ?
N3 C6 C7 C8 0.06(15) . . . . ?
N3 C6 C9 F7 74.94(18) . . . . ?
N3 C6 C9 F8 -44.85(19) . . . . ?
N3 C6 C9 F9 -165.57(13) . . . . ?
N4 N3 C6 C7 0.01(15) . . . . ?
N4 N3 C6 C9 -178.32(12) . . . . ?
N4 C8 C10 F10 -70.06(16) . . . . ?
N4 C8 C10 F11 170.43(12) . . . . ?
N4 C8 C10 F12 49.10(18) . . . . ?
N5 N6 C13 C12 0.29(15) . . . . ?
N5 N6 C13 C15 179.41(12) . . . . ?
N5 C11 C12 C13 -0.30(15) . . . . ?
N5 C11 C14 F13 61.41(18) . . . . ?
N5 C11 C14 F14 -178.14(13) . . . . ?
N5 C11 C14 F15 -57.94(17) . . . . ?
N6 N5 C11 C12 0.49(15) . . . . ?
N6 N5 C11 C14 -177.18(12) . . . . ?
N6 C13 C15 F16 -68.75(17) . . . . ?
N6 C13 C15 F17 50.02(17) . . . . ?
N6 C13 C15 F18 170.75(13) . . . . ?
N7 N8 C18 C17 0.40(16) . . . . ?
N7 N8 C18 C20 179.20(12) . . . . ?
N7 C16 C17 C18 0.02(16) . . . . ?
N7 C16 C19 F19 56.61(19) . . . . ?
N7 C16 C19 F20 177.13(14) . . . . ?
N7 C16 C19 F21 -62.08(19) . . . . ?
N8 N7 C16 C17 0.22(16) . . . . ?
N8 N7 C16 C19 -179.86(12) . . . . ?
N8 C18 C20 F22 -75.11(17) . . . . ?
N8 C18 C20 F23 165.82(13) . . . . ?
N8 C18 C20 F24 44.51(19) . . . . ?
C1 N1 N2 Cu2 172.21(9) . . . . ?
C1 N1 N2 C3 0.05(14) . . . . ?
C1 C2 C3 N2 0.00(16) . . . . ?
C1 C2 C3 C5 -178.92(14) . . . . ?
C2 C1 C4 F1 126.48(15) . . . . ?
C2 C1 C4 F2 -114.04(15) . . . . ?
C2 C1 C4 F3 6.2(2) . . . . ?
C2 C3 C5 F4 -128.54(15) . . . . ?
C2 C3 C5 F5 112.14(17) . . . . ?
C2 C3 C5 F6 -9.0(2) . . . . ?
C4 C1 C2 C3 178.68(13) . . . . ?
C6 N3 N4 Cu2 -169.88(9) . . . . ?
C6 N3 N4 C8 -0.08(14) . . . . ?
C6 C7 C8 N4 -0.11(15) . . . . ?
C6 C7 C8 C10 -179.96(13) . . . . ?
C7 C6 C9 F7 -103.11(18) . . . . ?
C7 C6 C9 F8 137.11(15) . . . . ?
C7 C6 C9 F9 16.4(2) . . . . ?
C7 C8 C10 F10 109.78(16) . . . . ?
C7 C8 C10 F11 -9.7(2) . . . . ?
C7 C8 C10 F12 -131.06(15) . . . . ?
C9 C6 C7 C8 178.27(13) . . . . ?
C11 N5 N6 Cu4 169.01(9) . . . . ?
C11 N5 N6 C13 -0.47(14) . . . . ?
C11 C12 C13 N6 0.00(15) . . . . ?
C11 C12 C13 C15 -179.05(13) . . . . ?
C12 C11 C14 F13 -115.81(16) . . . . ?
C12 C11 C14 F14 4.6(2) . . . . ?
C12 C11 C14 F15 124.83(15) . . . . ?
C12 C13 C15 F16 110.21(16) . . . . ?
C12 C13 C15 F17 -131.02(15) . . . . ?
C12 C13 C15 F18 -10.3(2) . . . . ?
C14 C11 C12 C13 177.13(13) . . . . ?
C16 N7 N8 Cu4 -173.42(9) . . . . ?
C16 N7 N8 C18 -0.38(15) . . . . ?
C16 C17 C18 N8 -0.26(16) . . . . ?
C16 C17 C18 C20 -178.95(14) . . . . ?
C17 C16 C19 F19 -123.49(16) . . . . ?
C17 C16 C19 F20 -3.0(2) . . . . ?
C17 C16 C19 F21 117.83(17) . . . . ?
C17 C18 C20 F22 103.47(17) . . . . ?
C17 C18 C20 F23 -15.6(2) . . . . ?
C17 C18 C20 F24 -136.91(15) . . . . ?
C19 C16 C17 C18 -179.89(14) . . . . ?
C25 N9 C27 C28 -60.77(15) . . . . ?
C25 N9 C29 C30 63.04(16) . . . . ?
C25 N9 C31 C32 -177.44(11) . . . . ?
C27 N9 C25 C26 -58.98(15) . . . . ?
C27 N9 C29 C30 -175.73(12) . . . . ?
C27 N9 C31 C32 61.10(15) . . . . ?
C29 N9 C25 C26 59.20(15) . . . . ?
C29 N9 C27 C28 178.28(12) . . . . ?
C29 N9 C31 C32 -56.64(15) . . . . ?
C31 N9 C25 C26 179.84(11) . . . . ?
C31 N9 C27 C28 57.89(15) . . . . ?
C31 N9 C29 C30 -55.19(16) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rad152_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894970'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-10-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 Cu2 F18 N4 O2'
_chemical_formula_sum            'C14 Cu2 F18 N4 O2'
_chemical_formula_weight         725.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           12
_space_group_name_H-M_alt        'C 1 2/m 1'
_space_group_name_Hall           '-C 2y'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z'
'-x, -y, -z'
'x, -y, z'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z'

_cell_length_a                   13.702(4)
_cell_length_b                   18.154(5)
_cell_length_c                   8.944(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.012(4)
_cell_angle_gamma                90
_cell_volume                     2183.8(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5555
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      29.14
_cell_measurement_theta_min      3.03
_shelx_estimated_absorpt_T_max   0.774
_shelx_estimated_absorpt_T_min   0.608
_exptl_absorpt_coefficient_mu    2.123
_exptl_absorpt_correction_T_max  0.3352
_exptl_absorpt_correction_T_min  0.2918
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0422 before and 0.0338 after correction. The Ratio of minimum to maximum transmission is 0.8705. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             1392
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.127
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0203
_diffrn_reflns_av_unetI/netI     0.0200
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            10473
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.173
_diffrn_reflns_theta_min         3.029
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2627
_reflns_number_total             3038
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.879
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_hydrogen_treatment    undef
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         3038
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0337
_refine_ls_R_factor_gt           0.0266
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²+4.5403P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0676
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   .
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu Cu 0.19929(2) 0.59103(2) 0.30074(2) 0.01697(7) Uani 1 1 d . . . . .
F1 F 0.37106(10) 0.67987(7) 0.32476(17) 0.0355(3) Uani 1 1 d . . . . .
F2 F 0.52617(10) 0.65662(8) 0.33537(19) 0.0431(4) Uani 1 1 d . . . . .
F3 F 0.42826(14) 0.66750(7) 0.11850(17) 0.0473(4) Uani 1 1 d . . . . .
F4 F 0.64281(15) 0.500000 0.3550(2) 0.0606(8) Uani 1 2 d S T P . .
F5 F 0.59866(10) 0.44142(8) 0.14587(19) 0.0425(4) Uani 1 1 d . . . . .
F6 F 0.19810(11) 0.65378(8) 0.78277(16) 0.0397(3) Uani 1 1 d . . . . .
F7 F 0.17511(12) 0.68177(7) 0.54453(16) 0.0381(3) Uani 1 1 d . . . . .
F8 F 0.04976(10) 0.66681(7) 0.65422(16) 0.0343(3) Uani 1 1 d . . . . .
F9 F 0.18749(18) 0.500000 0.9629(2) 0.0521(6) Uani 1 2 d S T P . .
F10 F 0.05444(15) 0.44062(10) 0.88271(18) 0.0575(5) Uani 1 1 d . . . . .
O O 0.10448(17) 0.71357(11) 0.1092(2) 0.0545(5) Uani 1 1 d . . . . .
N1 N 0.32244(11) 0.53746(7) 0.27971(16) 0.0160(3) Uani 1 1 d . . . . .
N2 N 0.15692(11) 0.53762(8) 0.47218(17) 0.0167(3) Uani 1 1 d . . . . .
C1 C 0.41250(13) 0.56024(9) 0.26056(19) 0.0168(3) Uani 1 1 d . . . . .
C2 C 0.47305(19) 0.500000 0.2467(3) 0.0173(5) Uani 1 2 d S T P . .
C3 C 0.43455(16) 0.64121(11) 0.2586(2) 0.0261(4) Uani 1 1 d . . . . .
C4 C 0.5779(2) 0.500000 0.2233(3) 0.0247(5) Uani 1 2 d S T P . .
C5 C 0.13896(13) 0.56031(10) 0.6072(2) 0.0176(3) Uani 1 1 d . . . . .
C6 C 0.12635(19) 0.500000 0.6979(3) 0.0186(5) Uani 1 2 d S T P . .
C7 C 0.14026(15) 0.64090(11) 0.6469(2) 0.0238(4) Uani 1 1 d . . . . .
C8 C 0.1051(2) 0.500000 0.8552(3) 0.0268(6) Uani 1 2 d S T P . .
C9 C 0.13980(17) 0.66666(12) 0.1817(3) 0.0297(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu N1 1.9873(15) . ?
Cu N2 1.9921(15) . ?
Cu C9 1.831(2) . ?
F1 C3 1.340(2) . ?
F2 C3 1.340(3) . ?
F3 C3 1.329(3) . ?
F4 C4 1.333(4) . ?
F5 C4 1.329(2) . ?
F6 C7 1.338(2) . ?
F7 C7 1.336(2) . ?
F8 C7 1.339(2) . ?
F9 C8 1.337(4) . ?
F10 C8 1.330(2) . ?
O C9 1.123(3) . ?
N1 N1 1.360(3) 6_565 ?
N1 C1 1.343(2) . ?
N2 N2 1.366(3) 6_565 ?
N2 C5 1.343(2) . ?
C1 C2 1.392(2) . ?
C1 C3 1.501(3) . ?
C2 C4 1.491(4) . ?
C5 C6 1.393(2) . ?
C5 C7 1.505(3) . ?
C6 C8 1.490(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu N2 102.25(6) . . ?
C9 Cu N1 127.13(8) . . ?
C9 Cu N2 130.53(8) . . ?
N1 N1 Cu 119.30(4) 6_565 . ?
C1 N1 Cu 132.76(12) . . ?
C1 N1 N1 107.93(9) . 6_565 ?
N2 N2 Cu 119.13(4) 6_565 . ?
C5 N2 Cu 132.34(12) . . ?
C5 N2 N2 107.87(10) . 6_565 ?
N1 C1 C2 110.32(16) . . ?
N1 C1 C3 119.65(16) . . ?
C2 C1 C3 130.03(17) . . ?
C1 C2 C1 103.5(2) . 6_565 ?
C1 C2 C4 128.25(11) 6_565 . ?
C1 C2 C4 128.25(11) . . ?
F1 C3 F2 106.75(17) . . ?
F1 C3 C1 111.02(16) . . ?
F2 C3 C1 111.68(17) . . ?
F3 C3 F1 107.32(18) . . ?
F3 C3 F2 107.08(17) . . ?
F3 C3 C1 112.68(17) . . ?
F4 C4 C2 112.0(2) . . ?
F5 C4 F4 106.69(17) 6_565 . ?
F5 C4 F4 106.69(17) . . ?
F5 C4 F5 106.3(2) 6_565 . ?
F5 C4 C2 112.39(16) . . ?
F5 C4 C2 112.39(16) 6_565 . ?
N2 C5 C6 110.30(16) . . ?
N2 C5 C7 120.96(16) . . ?
C6 C5 C7 128.63(16) . . ?
C5 C6 C5 103.7(2) . 6_565 ?
C5 C6 C8 128.17(11) . . ?
C5 C6 C8 128.17(11) 6_565 . ?
F6 C7 F8 106.70(16) . . ?
F6 C7 C5 111.24(17) . . ?
F7 C7 F6 107.35(17) . . ?
F7 C7 F8 107.09(17) . . ?
F7 C7 C5 111.60(15) . . ?
F8 C7 C5 112.56(16) . . ?
F9 C8 C6 112.9(2) . . ?
F10 C8 F9 105.37(18) . . ?
F10 C8 F9 105.37(18) 6_565 . ?
F10 C8 F10 108.3(3) 6_565 . ?
F10 C8 C6 112.20(16) . . ?
F10 C8 C6 112.20(16) 6_565 . ?
O C9 Cu 179.1(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rad667_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1895213'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-02-01 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2019-02-01
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C12 H2 Cu2 F12 N4 O2'
_chemical_formula_sum            'C12 H2 Cu2 F12 N4 O2'
_chemical_formula_weight         589.26
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   11.4684(14)
_cell_length_b                   11.5000(14)
_cell_length_c                   12.1867(15)
_cell_angle_alpha                68.669(3)
_cell_angle_beta                 87.811(4)
_cell_angle_gamma                62.226(3)
_cell_volume                     1307.8(3)
_cell_formula_units_Z            3
_cell_measurement_reflns_used    9900
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      37.96
_cell_measurement_theta_min      2.94
_shelx_estimated_absorpt_T_max   0.358
_shelx_estimated_absorpt_T_min   0.331
_exptl_absorpt_coefficient_mu    2.583
_exptl_absorpt_correction_T_max  0.2251
_exptl_absorpt_correction_T_min  0.1137
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0932 before and 0.0576 after correction. The Ratio of minimum to maximum transmission is 0.5051. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.245
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             852
_exptl_crystal_size_max          0.55
_exptl_crystal_size_mid          0.55
_exptl_crystal_size_min          0.5
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_Laue_measured_fraction_full 0.989
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            16195
_diffrn_reflns_point_group_measured_fraction_full 0.989
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         29.574
_diffrn_reflns_theta_min         2.935
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.989
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6890
_reflns_number_total             7250
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.992
_refine_diff_density_min         -0.625
_refine_diff_density_rms         0.152
_refine_ls_extinction_coef       0.0310(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     434
_refine_ls_number_reflns         7250
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0381
_refine_ls_R_factor_gt           0.0366
_refine_ls_restrained_S_all      1.029
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0111P)²+3.5977P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0869
_refine_ls_wR_factor_ref         0.0877
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C14(H14)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.43842(3) 0.58021(3) 0.14918(3) 0.01375(8) Uani 1 1 d . . . . .
Cu2 Cu 0.22510(3) 0.43704(3) 0.15923(3) 0.01370(8) Uani 1 1 d . . . . .
F1 F 0.13229(16) 1.04428(16) 0.12721(18) 0.0297(4) Uani 1 1 d . . . . .
F2 F 0.32431(15) 0.86576(17) 0.22172(14) 0.0231(3) Uani 1 1 d . . . . .
F3 F 0.27983(17) 0.94049(17) 0.03166(14) 0.0266(3) Uani 1 1 d . . . . .
F4 F -0.17548(14) 0.79669(16) 0.20754(16) 0.0253(3) Uani 1 1 d . . . . .
F5 F -0.04064(15) 0.56892(16) 0.28265(14) 0.0217(3) Uani 1 1 d . . . . .
F6 F -0.11042(15) 0.67876(17) 0.09405(14) 0.0232(3) Uani 1 1 d . . . . .
F7 F 0.73502(15) 0.41436(16) 0.07872(14) 0.0219(3) Uani 1 1 d . . . . .
F8 F 0.76507(17) 0.32413(19) 0.26922(14) 0.0286(3) Uani 1 1 d . . . . .
F9 F 0.85633(15) 0.18678(18) 0.1744(2) 0.0383(5) Uani 1 1 d . . . . .
F10 F 0.53250(16) -0.03630(16) 0.20543(18) 0.0299(4) Uani 1 1 d . . . . .
F11 F 0.35669(15) 0.09260(16) 0.26317(13) 0.0215(3) Uani 1 1 d . . . . .
F12 F 0.36144(17) 0.14316(18) 0.07683(14) 0.0253(3) Uani 1 1 d . . . . .
O1 O 0.6270(2) 0.6838(2) 0.1679(2) 0.0326(5) Uani 1 1 d . . . . .
O2 O 0.0338(2) 0.3356(2) 0.1425(2) 0.0299(4) Uani 1 1 d . . . . .
N1 N 0.24554(18) 0.6863(2) 0.14842(17) 0.0135(3) Uani 1 1 d . . . . .
N2 N 0.16521(18) 0.6256(2) 0.16414(17) 0.0139(3) Uani 1 1 d . . . . .
N3 N 0.50190(18) 0.3842(2) 0.15846(17) 0.0139(3) Uani 1 1 d . . . . .
N4 N 0.41851(18) 0.32844(19) 0.16286(17) 0.0128(3) Uani 1 1 d . . . . .
C1 C 0.1710(2) 0.8188(2) 0.1470(2) 0.0143(4) Uani 1 1 d . . . . .
C2 C 0.0416(2) 0.8474(2) 0.1620(2) 0.0166(4) Uani 1 1 d . . . . .
H2 H -0.030757 0.931930 0.164479 0.020 Uiso 1 1 calc R . . . .
C3 C 0.0433(2) 0.7221(2) 0.1724(2) 0.0141(4) Uani 1 1 d . . . . .
C4 C 0.2272(2) 0.9170(2) 0.1320(2) 0.0169(4) Uani 1 1 d . . . . .
C5 C -0.0700(2) 0.6913(2) 0.1890(2) 0.0161(4) Uani 1 1 d . . . . .
C6 C 0.6273(2) 0.2793(2) 0.1700(2) 0.0150(4) Uani 1 1 d . . . . .
C7 C 0.6291(2) 0.1536(2) 0.1825(2) 0.0167(4) Uani 1 1 d . . . . .
H7 H 0.703690 0.064062 0.192564 0.020 Uiso 1 1 calc R . . . .
C8 C 0.4951(2) 0.1910(2) 0.17660(19) 0.0138(4) Uani 1 1 d . . . . .
C9 C 0.7455(2) 0.3014(2) 0.1731(2) 0.0184(4) Uani 1 1 d . . . . .
C10 C 0.4368(2) 0.0980(2) 0.1801(2) 0.0160(4) Uani 1 1 d . . . . .
C11 C 0.5545(2) 0.6474(3) 0.1568(2) 0.0220(5) Uani 1 1 d . . . . .
C12 C 0.1080(2) 0.3719(3) 0.1500(2) 0.0205(4) Uani 1 1 d . . . . .
Cu3 Cu 0.39058(3) -0.06839(3) 0.50026(3) 0.01466(8) Uani 1 1 d . . . . .
F13 F 0.69486(16) -0.53980(16) 0.54200(18) 0.0315(4) Uani 1 1 d . . . . .
F14 F 0.52348(16) -0.41212(16) 0.60523(14) 0.0234(3) Uani 1 1 d . . . . .
F15 F 0.52030(16) -0.35971(18) 0.41763(14) 0.0250(3) Uani 1 1 d . . . . .
F16 F 1.01459(15) -0.30612(18) 0.47540(19) 0.0328(4) Uani 1 1 d . . . . .
F17 F 0.94217(16) -0.18474(19) 0.58593(15) 0.0281(3) Uani 1 1 d . . . . .
F18 F 0.88652(15) -0.07752(17) 0.39587(14) 0.0241(3) Uani 1 1 d . . . . .
O3 O 0.1973(2) -0.1582(2) 0.4607(2) 0.0320(4) Uani 1 1 d . . . . .
N5 N 0.58465(18) -0.1782(2) 0.50664(17) 0.0142(3) Uani 1 1 d . . . . .
N6 N 0.66757(19) -0.1213(2) 0.49687(18) 0.0149(3) Uani 1 1 d . . . . .
C13 C 0.6592(2) -0.3129(2) 0.5128(2) 0.0155(4) Uani 1 1 d . . . . .
C14 C 0.7909(2) -0.3467(2) 0.5066(2) 0.0177(4) Uani 1 1 d . . . . .
H14 H 0.863813 -0.433612 0.508613 0.021 Uiso 1 1 calc R . . . .
C15 C 0.7907(2) -0.2223(2) 0.4966(2) 0.0158(4) Uani 1 1 d . . . . .
C16 C 0.5998(2) -0.4061(2) 0.5192(2) 0.0172(4) Uani 1 1 d . . . . .
C17 C 0.9082(2) -0.1976(3) 0.4886(2) 0.0193(4) Uani 1 1 d . . . . .
C18 C 0.2712(2) -0.1269(3) 0.4788(2) 0.0214(5) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.9647(19) . ?
Cu1 N3 1.9791(19) . ?
Cu1 C11 1.844(2) . ?
Cu2 N2 1.9704(19) . ?
Cu2 N4 1.9665(18) . ?
Cu2 C12 1.840(2) . ?
F1 C4 1.337(3) . ?
F2 C4 1.340(3) . ?
F3 C4 1.337(3) . ?
F4 C5 1.340(3) . ?
F5 C5 1.348(3) . ?
F6 C5 1.341(3) . ?
F7 C9 1.342(3) . ?
F8 C9 1.338(3) . ?
F9 C9 1.334(3) . ?
F10 C10 1.336(3) . ?
F11 C10 1.345(3) . ?
F12 C10 1.337(3) . ?
O1 C11 1.122(3) . ?
O2 C12 1.128(3) . ?
N1 N2 1.364(2) . ?
N1 C1 1.349(3) . ?
N2 C3 1.349(3) . ?
N3 N4 1.368(2) . ?
N3 C6 1.348(3) . ?
N4 C8 1.350(3) . ?
C1 C2 1.383(3) . ?
C1 C4 1.497(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(3) . ?
C3 C5 1.486(3) . ?
C6 C7 1.388(3) . ?
C6 C9 1.495(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.386(3) . ?
C8 C10 1.490(3) . ?
Cu3 N5 1.9690(19) . ?
Cu3 N6 1.9760(19) 2_656 ?
Cu3 C18 1.846(3) . ?
F13 C16 1.334(3) . ?
F14 C16 1.342(3) . ?
F15 C16 1.342(3) . ?
F16 C17 1.336(3) . ?
F17 C17 1.340(3) . ?
F18 C17 1.346(3) . ?
O3 C18 1.119(3) . ?
N5 N6 1.364(3) . ?
N5 C13 1.350(3) . ?
N6 C15 1.348(3) . ?
C13 C14 1.380(3) . ?
C13 C16 1.495(3) . ?
C14 H14 0.9500 . ?
C14 C15 1.390(3) . ?
C15 C17 1.494(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
N1 Cu1 N3 113.92(8) . . ?
C11 Cu1 N1 123.74(9) . . ?
C11 Cu1 N3 122.04(9) . . ?
N4 Cu2 N2 114.00(7) . . ?
C12 Cu2 N2 122.19(9) . . ?
C12 Cu2 N4 123.80(9) . . ?
N2 N1 Cu1 122.79(14) . . ?
C1 N1 Cu1 129.40(15) . . ?
C1 N1 N2 107.40(17) . . ?
N1 N2 Cu2 122.60(14) . . ?
C3 N2 Cu2 129.78(15) . . ?
C3 N2 N1 107.40(18) . . ?
N4 N3 Cu1 122.87(14) . . ?
C6 N3 Cu1 129.74(15) . . ?
C6 N3 N4 107.23(17) . . ?
N3 N4 Cu2 122.78(14) . . ?
C8 N4 Cu2 129.76(15) . . ?
C8 N4 N3 107.34(17) . . ?
N1 C1 C2 111.22(19) . . ?
N1 C1 C4 122.23(19) . . ?
C2 C1 C4 126.5(2) . . ?
C1 C2 H2 128.5 . . ?
C1 C2 C3 103.02(19) . . ?
C3 C2 H2 128.5 . . ?
N2 C3 C2 110.96(19) . . ?
N2 C3 C5 121.8(2) . . ?
C2 C3 C5 127.2(2) . . ?
F1 C4 F2 107.30(19) . . ?
F1 C4 C1 110.89(19) . . ?
F2 C4 C1 112.51(19) . . ?
F3 C4 F1 107.00(19) . . ?
F3 C4 F2 106.40(19) . . ?
F3 C4 C1 112.39(19) . . ?
F4 C5 F5 107.16(18) . . ?
F4 C5 F6 107.09(18) . . ?
F4 C5 C3 110.40(19) . . ?
F5 C5 C3 113.03(18) . . ?
F6 C5 F5 105.87(19) . . ?
F6 C5 C3 112.92(19) . . ?
N3 C6 C7 111.32(19) . . ?
N3 C6 C9 121.8(2) . . ?
C7 C6 C9 126.8(2) . . ?
C6 C7 H7 128.6 . . ?
C8 C7 C6 102.89(19) . . ?
C8 C7 H7 128.6 . . ?
N4 C8 C7 111.21(19) . . ?
N4 C8 C10 122.21(19) . . ?
C7 C8 C10 126.5(2) . . ?
F7 C9 C6 112.95(19) . . ?
F8 C9 F7 105.66(19) . . ?
F8 C9 C6 112.9(2) . . ?
F9 C9 F7 107.5(2) . . ?
F9 C9 F8 107.2(2) . . ?
F9 C9 C6 110.33(19) . . ?
F10 C10 F11 106.62(19) . . ?
F10 C10 F12 107.91(19) . . ?
F10 C10 C8 111.04(18) . . ?
F11 C10 C8 112.84(19) . . ?
F12 C10 F11 105.44(18) . . ?
F12 C10 C8 112.61(19) . . ?
O1 C11 Cu1 176.2(3) . . ?
O2 C12 Cu2 178.2(2) . . ?
N5 Cu3 N6 113.23(8) . 2_656 ?
C18 Cu3 N5 124.03(10) . . ?
C18 Cu3 N6 122.48(10) . 2_656 ?
N6 N5 Cu3 123.09(14) . . ?
C13 N5 Cu3 129.34(15) . . ?
C13 N5 N6 107.44(18) . . ?
N5 N6 Cu3 123.06(14) . 2_656 ?
C15 N6 Cu3 129.50(16) . 2_656 ?
C15 N6 N5 107.17(18) . . ?
N5 C13 C14 111.3(2) . . ?
N5 C13 C16 122.2(2) . . ?
C14 C13 C16 126.4(2) . . ?
C13 C14 H14 128.6 . . ?
C13 C14 C15 102.9(2) . . ?
C15 C14 H14 128.6 . . ?
N6 C15 C14 111.2(2) . . ?
N6 C15 C17 122.0(2) . . ?
C14 C15 C17 126.8(2) . . ?
F13 C16 F14 107.03(19) . . ?
F13 C16 F15 107.8(2) . . ?
F13 C16 C13 110.97(19) . . ?
F14 C16 C13 112.60(19) . . ?
F15 C16 F14 105.66(19) . . ?
F15 C16 C13 112.40(19) . . ?
F16 C17 F17 107.4(2) . . ?
F16 C17 F18 107.3(2) . . ?
F16 C17 C15 110.5(2) . . ?
F17 C17 F18 105.8(2) . . ?
F17 C17 C15 112.7(2) . . ?
F18 C17 C15 112.8(2) . . ?
O3 C18 Cu3 176.9(3) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rad334_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894969'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-08-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C24 Cl5 Cu4 F24 N8 O4, C8 H20 N'
_chemical_formula_sum            'C32 H20 Cl5 Cu4 F24 N9 O4'
_chemical_formula_weight         1481.98
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   17.611(2)
_cell_length_b                   16.5740(19)
_cell_length_c                   18.361(2)
_cell_angle_alpha                90
_cell_angle_beta                 113.0230(10)
_cell_angle_gamma                90
_cell_volume                     4932.2(10)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9822
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      34.91
_cell_measurement_theta_min      2.98
_shelx_estimated_absorpt_T_max   0.823
_shelx_estimated_absorpt_T_min   0.551
_exptl_absorpt_coefficient_mu    2.111
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_correction_T_min  0.6049
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2014/5 (Bruker,2014/5) was used for absorption correction. wR2(int) was 0.0793 before and 0.0590 after correction. The Ratio of minimum to maximum transmission is 0.8099. The λ/2 correction factor is 0.00150.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.996
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             2896
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.096
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_av_unetI/netI     0.0298
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       22
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            43440
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         26.499
_diffrn_reflns_theta_min         2.798
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                8136
_reflns_number_total             10167
_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.
;
_vrf_PLAT910_rad334_0m_a         
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         15 Note  
RESPONSE: these were partially obstructed by hardware
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.34A (Bruker, 2013)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.34A (Bruker, 2013)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         1.292
_refine_diff_density_min         -0.866
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     735
_refine_ls_number_reflns         10167
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0682
_refine_ls_R_factor_gt           0.0508
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0348P)²+27.7173P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1142
_refine_ls_wR_factor_ref         0.1295
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Uiso/Uaniso restraints and constraints
Uanis(F3) \\sim Ueq: with sigma of 0.008 and sigma for terminal atoms of 0.008
3. Others
 Sof(F1)=Sof(F2)=Sof(F3)=1-FVAR(1)
 Sof(F1A)=Sof(F2A)=Sof(F3A)=FVAR(1)
4.a Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C27(H27A,H27B), C29(H29A,H29B), C31(H31A,H31B)
4.b Idealised Me refined as rotating group:
 C26(H26A,H26B,H26C), C28(H28A,H28B,H28C), C30(H30A,H30B,H30C), C32(H32A,H32B,
 H32C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.74733(3) 0.71331(3) 0.40823(3) 0.02107(12) Uani 1 1 d . . . . .
Cu2 Cu 0.75430(3) 0.72082(3) 0.58321(3) 0.02170(12) Uani 1 1 d . . . . .
Cu3 Cu 0.67217(3) 0.48546(3) 0.42205(3) 0.02617(13) Uani 1 1 d . . . . .
Cu4 Cu 0.82922(3) 0.49579(3) 0.58728(3) 0.02464(13) Uani 1 1 d . . . . .
Cl5 Cl 0.74807(6) 0.60363(6) 0.49904(5) 0.0243(2) Uani 1 1 d . . . . .
Cl1 Cl 0.47172(9) 0.91938(10) 0.39158(8) 0.0545(4) Uani 1 1 d . . . . .
Cl2 Cl 1.02690(9) 0.92204(10) 0.58574(8) 0.0531(4) Uani 1 1 d . . . . .
Cl3 Cl 0.57610(11) 0.32073(12) 0.65525(9) 0.0674(5) Uani 1 1 d . . . . .
Cl4 Cl 0.94118(11) 0.32156(11) 0.37042(10) 0.0673(5) Uani 1 1 d . . . . .
F1 F 0.6254(7) 0.8276(12) 0.2713(7) 0.058(5) Uani 0.325(16) 1 d . . P A 2
F1A F 0.6038(6) 0.7696(6) 0.2611(3) 0.073(4) Uani 0.675(16) 1 d . . P A 1
F2 F 0.5289(15) 0.7518(11) 0.2585(7) 0.095(11) Uani 0.325(16) 1 d . . P A 2
F2A F 0.4857(3) 0.8142(7) 0.2489(3) 0.077(4) Uani 0.675(16) 1 d . . P A 1
F3 F 0.5216(11) 0.8800(10) 0.2602(8) 0.070(5) Uani 0.325(16) 1 d . U P A 2
F3A F 0.5832(6) 0.8921(4) 0.2655(3) 0.077(3) Uani 0.675(16) 1 d . . P A 1
F4 F 0.6265(2) 0.80408(19) 0.63203(17) 0.0458(7) Uani 1 1 d . . . . .
F5 F 0.51751(18) 0.8700(3) 0.5646(2) 0.0629(11) Uani 1 1 d . . . . .
F6 F 0.6350(2) 0.92622(18) 0.60041(19) 0.0489(8) Uani 1 1 d . . . . .
F7 F 0.87527(18) 0.7879(2) 0.35438(16) 0.0438(7) Uani 1 1 d . . . . .
F8 F 0.99244(19) 0.8405(3) 0.42184(19) 0.0709(12) Uani 1 1 d . . . . .
F9 F 0.8838(2) 0.9137(2) 0.38156(19) 0.0602(10) Uani 1 1 d . . . . .
F10 F 0.9735(3) 0.7682(2) 0.73334(19) 0.0828(15) Uani 1 1 d . . . . .
F11 F 0.9779(2) 0.8944(2) 0.72387(18) 0.0641(11) Uani 1 1 d . . . . .
F12 F 0.8679(2) 0.8367(3) 0.7125(2) 0.0881(16) Uani 1 1 d . . . . .
F13 F 0.4931(2) 0.4416(3) 0.4152(2) 0.0884(15) Uani 1 1 d . . . . .
F14 F 0.5210(3) 0.3199(4) 0.4220(3) 0.126(2) Uani 1 1 d . . . . .
F15 F 0.4603(2) 0.3685(4) 0.4899(2) 0.0924(16) Uani 1 1 d . . . . .
F16 F 0.7491(2) 0.3463(2) 0.7687(2) 0.0649(10) Uani 1 1 d . . . . .
F17 F 0.7886(3) 0.4650(2) 0.7601(2) 0.0911(17) Uani 1 1 d . . . . .
F18 F 0.8427(2) 0.3665(3) 0.7267(2) 0.0726(12) Uani 1 1 d . . . . .
F19 F 0.7181(3) 0.4450(2) 0.25340(18) 0.0647(10) Uani 1 1 d . . . . .
F20 F 0.6715(3) 0.3447(3) 0.2947(2) 0.0796(13) Uani 1 1 d . . . . .
F21 F 0.7689(3) 0.3293(2) 0.2546(2) 0.0682(11) Uani 1 1 d . . . . .
F22 F 1.0499(2) 0.3767(3) 0.5330(2) 0.0796(14) Uani 1 1 d . . . . .
F23 F 0.9902(3) 0.3442(3) 0.6098(2) 0.0784(13) Uani 1 1 d . . . . .
F24 F 1.01295(19) 0.4660(2) 0.5940(2) 0.0659(11) Uani 1 1 d . . . . .
O1 O 0.7562(3) 0.6182(3) 0.2771(2) 0.0543(11) Uani 1 1 d . . . . .
O2 O 0.7399(3) 0.6394(3) 0.7186(2) 0.0552(11) Uani 1 1 d . . . . .
O3 O 0.5444(3) 0.5479(3) 0.2763(2) 0.0633(12) Uani 1 1 d . . . . .
O4 O 0.9541(2) 0.5680(3) 0.7301(2) 0.0541(10) Uani 1 1 d . . . . .
N1 N 0.65451(19) 0.7728(2) 0.42309(19) 0.0206(7) Uani 1 1 d . . . . .
N2 N 0.6614(2) 0.7818(2) 0.49877(19) 0.0215(7) Uani 1 1 d . . . . .
N3 N 0.8420(2) 0.7760(2) 0.48874(19) 0.0215(7) Uani 1 1 d . . . . .
N4 N 0.84740(19) 0.7749(2) 0.56374(19) 0.0199(7) Uani 1 1 d . . . . .
N5 N 0.6599(2) 0.4362(2) 0.5172(2) 0.0255(7) Uani 1 1 d . . . . .
N6 N 0.7264(2) 0.4396(2) 0.5863(2) 0.0260(7) Uani 1 1 d . . . . .
N7 N 0.7787(2) 0.4325(2) 0.4290(2) 0.0266(7) Uani 1 1 d . . . . .
N8 N 0.8451(2) 0.4384(2) 0.4978(2) 0.0270(8) Uani 1 1 d . . . . .
C1 C 0.5888(2) 0.8162(3) 0.3761(2) 0.0248(8) Uani 1 1 d . . . . .
C2 C 0.5534(3) 0.8547(3) 0.4216(3) 0.0279(9) Uani 1 1 d . . . . .
C3 C 0.6009(3) 0.8310(3) 0.4986(2) 0.0258(9) Uani 1 1 d . . . . .
C4 C 0.5648(3) 0.8197(3) 0.2892(3) 0.0328(10) Uani 1 1 d . . . . .
C5 C 0.5950(3) 0.8571(3) 0.5735(3) 0.0316(10) Uani 1 1 d . . . . .
C6 C 0.9022(2) 0.8244(3) 0.4859(3) 0.0268(9) Uani 1 1 d . . . . .
C7 C 0.9465(3) 0.8555(3) 0.5603(3) 0.0277(9) Uani 1 1 d . . . . .
C8 C 0.9102(2) 0.8228(2) 0.6077(2) 0.0235(8) Uani 1 1 d . . . . .
C9 C 0.9133(3) 0.8414(3) 0.4111(3) 0.0381(12) Uani 1 1 d . . . . .
C10 C 0.9330(3) 0.8303(3) 0.6947(3) 0.0289(9) Uani 1 1 d . . . . .
C11 C 0.6000(3) 0.3968(3) 0.5306(3) 0.0318(10) Uani 1 1 d . . . . .
C12 C 0.6282(3) 0.3742(3) 0.6095(3) 0.0359(11) Uani 1 1 d . . . . .
C13 C 0.7080(3) 0.4026(3) 0.6425(3) 0.0304(9) Uani 1 1 d . . . . .
C14 C 0.5186(3) 0.3814(4) 0.4651(3) 0.0435(13) Uani 1 1 d . . . . .
C15 C 0.7705(4) 0.3971(3) 0.7244(3) 0.0416(12) Uani 1 1 d . . . . .
C16 C 0.8011(3) 0.3925(3) 0.3768(3) 0.0308(10) Uani 1 1 d . . . . .
C17 C 0.8837(3) 0.3720(3) 0.4121(3) 0.0365(11) Uani 1 1 d . . . . .
C18 C 0.9092(3) 0.4020(3) 0.4883(3) 0.0310(10) Uani 1 1 d . . . . .
C19 C 0.7397(4) 0.3785(3) 0.2953(3) 0.0416(12) Uani 1 1 d . . . . .
C20 C 0.9903(3) 0.3974(3) 0.5556(3) 0.0419(12) Uani 1 1 d . . . . .
C21 C 0.7512(3) 0.6574(3) 0.3245(3) 0.0302(9) Uani 1 1 d . . . . .
C22 C 0.7478(3) 0.6735(3) 0.6693(3) 0.0320(10) Uani 1 1 d . . . . .
C23 C 0.5915(3) 0.5221(3) 0.3313(3) 0.0387(11) Uani 1 1 d . . . . .
C24 C 0.9081(3) 0.5397(3) 0.6758(3) 0.0346(10) Uani 1 1 d . . . . .
N9 N 0.2490(2) 0.8899(2) 0.4957(2) 0.0282(8) Uani 1 1 d . . . . .
C25 C 0.2389(4) 0.9258(4) 0.4162(3) 0.0491(14) Uani 1 1 d . . . . .
H25A H 0.263135 0.888402 0.389056 0.059 Uiso 1 1 calc R . . . .
H25B H 0.269713 0.977269 0.425135 0.059 Uiso 1 1 calc R . . . .
C26 C 0.1473(5) 0.9413(6) 0.3623(4) 0.095(3) Uani 1 1 d . . . . .
H26A H 0.143963 0.967412 0.313248 0.142 Uiso 1 1 calc GR . . . .
H26B H 0.122402 0.976501 0.389821 0.142 Uiso 1 1 calc GR . . . .
H26C H 0.117496 0.889878 0.349717 0.142 Uiso 1 1 calc GR . . . .
C27 C 0.2222(4) 0.9490(3) 0.5435(4) 0.0470(13) Uani 1 1 d . . . . .
H27A H 0.162883 0.960944 0.514164 0.056 Uiso 1 1 calc R . . . .
H27B H 0.228163 0.922797 0.593928 0.056 Uiso 1 1 calc R . . . .
C28 C 0.2689(6) 1.0276(5) 0.5623(6) 0.092(3) Uani 1 1 d . . . . .
H28A H 0.262371 1.055044 0.512887 0.139 Uiso 1 1 calc GR . . . .
H28B H 0.327524 1.016960 0.593071 0.139 Uiso 1 1 calc GR . . . .
H28C H 0.247154 1.062027 0.593067 0.139 Uiso 1 1 calc GR . . . .
C29 C 0.1962(4) 0.8173(4) 0.4856(5) 0.0644(19) Uani 1 1 d . . . . .
H29A H 0.137639 0.833737 0.459613 0.077 Uiso 1 1 calc R . . . .
H29B H 0.204767 0.795917 0.538612 0.077 Uiso 1 1 calc R . . . .
C30 C 0.2127(6) 0.7499(5) 0.4372(7) 0.105(4) Uani 1 1 d . . . . .
H30A H 0.199175 0.768756 0.382934 0.158 Uiso 1 1 calc GR . . . .
H30B H 0.178472 0.703029 0.436346 0.158 Uiso 1 1 calc GR . . . .
H30C H 0.271074 0.734659 0.461104 0.158 Uiso 1 1 calc GR . . . .
C31 C 0.3392(3) 0.8701(5) 0.5365(3) 0.0571(17) Uani 1 1 d . . . . .
H31A H 0.353020 0.828277 0.505136 0.069 Uiso 1 1 calc R . . . .
H31B H 0.371474 0.918940 0.536455 0.069 Uiso 1 1 calc R . . . .
C32 C 0.3660(5) 0.8407(8) 0.6197(4) 0.117(4) Uani 1 1 d . . . . .
H32A H 0.338406 0.789501 0.620225 0.176 Uiso 1 1 calc GR . . . .
H32B H 0.351354 0.880733 0.651240 0.176 Uiso 1 1 calc GR . . . .
H32C H 0.425907 0.832568 0.642117 0.176 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 Cl5 2.4633(11) . ?
Cu1 N1 2.017(3) . ?
Cu1 N3 2.029(3) . ?
Cu1 C21 1.818(5) . ?
Cu2 Cl5 2.4578(11) . ?
Cu2 N2 2.030(3) . ?
Cu2 N4 2.019(3) . ?
Cu2 C22 1.808(5) . ?
Cu3 Cl5 2.4785(11) . ?
Cu3 N5 2.015(4) . ?
Cu3 N7 2.029(4) . ?
Cu3 C23 1.820(5) . ?
Cu4 Cl5 2.4598(11) . ?
Cu4 N6 2.030(4) . ?
Cu4 N8 2.011(4) . ?
Cu4 C24 1.826(5) . ?
Cl1 C2 1.703(4) . ?
Cl2 C7 1.709(4) . ?
Cl3 C12 1.713(5) . ?
Cl4 C17 1.706(5) . ?
F1 C4 1.240(11) . ?
F1A C4 1.306(7) . ?
F2 C4 1.305(12) . ?
F2A C4 1.299(7) . ?
F3 C4 1.244(13) . ?
F3A C4 1.358(8) . ?
F4 C5 1.330(6) . ?
F5 C5 1.326(5) . ?
F6 C5 1.335(6) . ?
F7 C9 1.331(6) . ?
F8 C9 1.329(5) . ?
F9 C9 1.335(6) . ?
F10 C10 1.294(6) . ?
F11 C10 1.307(5) . ?
F12 C10 1.313(5) . ?
F13 C14 1.310(7) . ?
F14 C14 1.302(7) . ?
F15 C14 1.294(6) . ?
F16 C15 1.323(6) . ?
F17 C15 1.278(6) . ?
F18 C15 1.355(7) . ?
F19 C19 1.312(6) . ?
F20 C19 1.321(7) . ?
F21 C19 1.338(6) . ?
F22 C20 1.317(6) . ?
F23 C20 1.329(6) . ?
F24 C20 1.315(7) . ?
O1 C21 1.118(6) . ?
O2 C22 1.120(6) . ?
O3 C23 1.112(6) . ?
O4 C24 1.112(6) . ?
N1 N2 1.355(4) . ?
N1 C1 1.348(5) . ?
N2 C3 1.340(5) . ?
N3 N4 1.343(4) . ?
N3 C6 1.347(5) . ?
N4 C8 1.344(5) . ?
N5 N6 1.349(5) . ?
N5 C11 1.343(6) . ?
N6 C13 1.344(5) . ?
N7 N8 1.349(5) . ?
N7 C16 1.345(5) . ?
N8 C18 1.350(6) . ?
C1 C2 1.380(6) . ?
C1 C4 1.483(6) . ?
C2 C3 1.389(6) . ?
C3 C5 1.485(6) . ?
C6 C7 1.382(6) . ?
C6 C9 1.488(6) . ?
C7 C8 1.376(6) . ?
C8 C10 1.494(6) . ?
C11 C12 1.386(7) . ?
C11 C14 1.489(7) . ?
C12 C13 1.378(7) . ?
C13 C15 1.479(7) . ?
C16 C17 1.384(7) . ?
C16 C19 1.482(7) . ?
C17 C18 1.385(7) . ?
C18 C20 1.479(7) . ?
N9 C25 1.520(6) . ?
N9 C27 1.509(6) . ?
N9 C29 1.488(6) . ?
N9 C31 1.504(6) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.550(9) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C27 C28 1.508(9) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C28 H28C 0.9800 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C29 C30 1.525(10) . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9900 . ?
C31 H31B 0.9900 . ?
C31 C32 1.492(8) . ?
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
N1 Cu1 Cl5 93.40(10) . . ?
N1 Cu1 N3 97.43(13) . . ?
N3 Cu1 Cl5 95.71(10) . . ?
C21 Cu1 Cl5 101.77(15) . . ?
C21 Cu1 N1 131.58(17) . . ?
C21 Cu1 N3 125.81(17) . . ?
N2 Cu2 Cl5 95.11(10) . . ?
N4 Cu2 Cl5 94.55(10) . . ?
N4 Cu2 N2 96.40(13) . . ?
C22 Cu2 Cl5 101.81(16) . . ?
C22 Cu2 N2 125.18(17) . . ?
C22 Cu2 N4 132.89(17) . . ?
N5 Cu3 Cl5 92.43(10) . . ?
N5 Cu3 N7 100.33(14) . . ?
N7 Cu3 Cl5 91.55(11) . . ?
C23 Cu3 Cl5 108.18(17) . . ?
C23 Cu3 N5 128.27(19) . . ?
C23 Cu3 N7 125.0(2) . . ?
N6 Cu4 Cl5 92.35(10) . . ?
N8 Cu4 Cl5 92.10(10) . . ?
N8 Cu4 N6 100.61(15) . . ?
C24 Cu4 Cl5 109.90(16) . . ?
C24 Cu4 N6 123.80(19) . . ?
C24 Cu4 N8 127.97(19) . . ?
Cu1 Cl5 Cu3 109.77(4) . . ?
Cu2 Cl5 Cu1 80.18(3) . . ?
Cu2 Cl5 Cu3 149.84(5) . . ?
Cu2 Cl5 Cu4 106.77(4) . . ?
Cu4 Cl5 Cu1 146.10(5) . . ?
Cu4 Cl5 Cu3 81.16(3) . . ?
N2 N1 Cu1 116.1(2) . . ?
C1 N1 Cu1 135.4(3) . . ?
C1 N1 N2 107.9(3) . . ?
N1 N2 Cu2 116.8(2) . . ?
C3 N2 Cu2 135.1(3) . . ?
C3 N2 N1 108.2(3) . . ?
N4 N3 Cu1 116.7(2) . . ?
N4 N3 C6 107.9(3) . . ?
C6 N3 Cu1 135.4(3) . . ?
N3 N4 Cu2 116.8(2) . . ?
N3 N4 C8 108.6(3) . . ?
C8 N4 Cu2 133.7(3) . . ?
N6 N5 Cu3 116.8(3) . . ?
C11 N5 Cu3 135.6(3) . . ?
C11 N5 N6 107.6(3) . . ?
N5 N6 Cu4 118.1(3) . . ?
C13 N6 Cu4 133.2(3) . . ?
C13 N6 N5 108.8(4) . . ?
N8 N7 Cu3 118.0(3) . . ?
C16 N7 Cu3 133.6(3) . . ?
C16 N7 N8 108.3(4) . . ?
N7 N8 Cu4 116.9(3) . . ?
N7 N8 C18 108.0(4) . . ?
C18 N8 Cu4 135.1(3) . . ?
N1 C1 C2 109.7(4) . . ?
N1 C1 C4 121.5(4) . . ?
C2 C1 C4 128.8(4) . . ?
C1 C2 Cl1 128.4(3) . . ?
C1 C2 C3 104.5(4) . . ?
C3 C2 Cl1 127.2(3) . . ?
N2 C3 C2 109.7(4) . . ?
N2 C3 C5 121.2(4) . . ?
C2 C3 C5 128.9(4) . . ?
F1 C4 F2 107.3(12) . . ?
F1 C4 F3 104.4(11) . . ?
F1 C4 C1 112.0(6) . . ?
F1A C4 F3A 102.0(6) . . ?
F1A C4 C1 115.3(4) . . ?
F2 C4 C1 108.5(6) . . ?
F2A C4 F1A 110.1(6) . . ?
F2A C4 F3A 102.5(6) . . ?
F2A C4 C1 113.7(4) . . ?
F3 C4 F2 113.4(13) . . ?
F3 C4 C1 111.2(7) . . ?
F3A C4 C1 112.0(4) . . ?
F4 C5 F6 106.0(4) . . ?
F4 C5 C3 113.4(4) . . ?
F5 C5 F4 106.8(4) . . ?
F5 C5 F6 106.1(4) . . ?
F5 C5 C3 112.0(4) . . ?
F6 C5 C3 112.0(4) . . ?
N3 C6 C7 109.4(4) . . ?
N3 C6 C9 122.6(4) . . ?
C7 C6 C9 127.9(4) . . ?
C6 C7 Cl2 126.8(3) . . ?
C8 C7 Cl2 128.4(3) . . ?
C8 C7 C6 104.8(4) . . ?
N4 C8 C7 109.3(4) . . ?
N4 C8 C10 120.3(4) . . ?
C7 C8 C10 130.3(4) . . ?
F7 C9 F9 106.5(4) . . ?
F7 C9 C6 112.8(4) . . ?
F8 C9 F7 106.7(5) . . ?
F8 C9 F9 106.9(4) . . ?
F8 C9 C6 111.7(4) . . ?
F9 C9 C6 112.0(5) . . ?
F10 C10 F11 107.8(4) . . ?
F10 C10 F12 106.0(5) . . ?
F10 C10 C8 112.3(4) . . ?
F11 C10 F12 106.3(4) . . ?
F11 C10 C8 111.8(4) . . ?
F12 C10 C8 112.2(4) . . ?
N5 C11 C12 109.7(4) . . ?
N5 C11 C14 120.8(4) . . ?
C12 C11 C14 129.4(4) . . ?
C11 C12 Cl3 127.6(4) . . ?
C13 C12 Cl3 127.7(4) . . ?
C13 C12 C11 104.7(4) . . ?
N6 C13 C12 109.2(4) . . ?
N6 C13 C15 120.1(4) . . ?
C12 C13 C15 130.6(4) . . ?
F13 C14 C11 113.1(4) . . ?
F14 C14 F13 104.7(5) . . ?
F14 C14 C11 112.1(5) . . ?
F15 C14 F13 105.6(5) . . ?
F15 C14 F14 107.8(5) . . ?
F15 C14 C11 113.0(5) . . ?
F16 C15 F18 103.4(5) . . ?
F16 C15 C13 112.7(4) . . ?
F17 C15 F16 108.7(5) . . ?
F17 C15 F18 105.7(5) . . ?
F17 C15 C13 113.9(5) . . ?
F18 C15 C13 111.7(4) . . ?
N7 C16 C17 109.7(4) . . ?
N7 C16 C19 119.6(4) . . ?
C17 C16 C19 130.7(4) . . ?
C16 C17 Cl4 127.6(4) . . ?
C16 C17 C18 104.5(4) . . ?
C18 C17 Cl4 127.9(4) . . ?
N8 C18 C17 109.5(4) . . ?
N8 C18 C20 119.8(4) . . ?
C17 C18 C20 130.6(4) . . ?
F19 C19 F20 107.3(5) . . ?
F19 C19 F21 105.7(4) . . ?
F19 C19 C16 113.0(4) . . ?
F20 C19 F21 106.4(4) . . ?
F20 C19 C16 112.2(4) . . ?
F21 C19 C16 111.8(5) . . ?
F22 C20 F23 107.4(5) . . ?
F22 C20 C18 112.2(4) . . ?
F23 C20 C18 112.1(5) . . ?
F24 C20 F22 106.3(5) . . ?
F24 C20 F23 105.1(5) . . ?
F24 C20 C18 113.3(4) . . ?
O1 C21 Cu1 174.5(5) . . ?
O2 C22 Cu2 174.3(5) . . ?
O3 C23 Cu3 176.6(5) . . ?
O4 C24 Cu4 177.6(5) . . ?
C27 N9 C25 111.1(4) . . ?
C29 N9 C25 111.4(5) . . ?
C29 N9 C27 105.9(4) . . ?
C29 N9 C31 111.8(5) . . ?
C31 N9 C25 105.5(4) . . ?
C31 N9 C27 111.2(4) . . ?
N9 C25 H25A 109.1 . . ?
N9 C25 H25B 109.1 . . ?
N9 C25 C26 112.3(5) . . ?
H25A C25 H25B 107.9 . . ?
C26 C25 H25A 109.1 . . ?
C26 C25 H25B 109.1 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N9 C27 H27A 108.5 . . ?
N9 C27 H27B 108.5 . . ?
H27A C27 H27B 107.5 . . ?
C28 C27 N9 115.3(5) . . ?
C28 C27 H27A 108.5 . . ?
C28 C27 H27B 108.5 . . ?
C27 C28 H28A 109.5 . . ?
C27 C28 H28B 109.5 . . ?
C27 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
N9 C29 H29A 108.7 . . ?
N9 C29 H29B 108.7 . . ?
N9 C29 C30 114.3(5) . . ?
H29A C29 H29B 107.6 . . ?
C30 C29 H29A 108.7 . . ?
C30 C29 H29B 108.7 . . ?
C29 C30 H30A 109.5 . . ?
C29 C30 H30B 109.5 . . ?
C29 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
N9 C31 H31A 108.4 . . ?
N9 C31 H31B 108.4 . . ?
H31A C31 H31B 107.5 . . ?
C32 C31 N9 115.6(5) . . ?
C32 C31 H31A 108.4 . . ?
C32 C31 H31B 108.4 . . ?
C31 C32 H32A 109.5 . . ?
C31 C32 H32B 109.5 . . ?
C31 C32 H32C 109.5 . . ?
H32A C32 H32B 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
Cu1 N1 N2 Cu2 -8.5(4) . . . . ?
Cu1 N1 N2 C3 172.2(3) . . . . ?
Cu1 N1 C1 C2 -169.8(3) . . . . ?
Cu1 N1 C1 C4 8.7(7) . . . . ?
Cu1 N3 N4 Cu2 -6.1(4) . . . . ?
Cu1 N3 N4 C8 -176.6(3) . . . . ?
Cu1 N3 C6 C7 175.6(3) . . . . ?
Cu1 N3 C6 C9 -2.1(7) . . . . ?
Cu2 N2 C3 C2 -179.1(3) . . . . ?
Cu2 N2 C3 C5 5.0(7) . . . . ?
Cu2 N4 C8 C7 -168.4(3) . . . . ?
Cu2 N4 C8 C10 14.3(6) . . . . ?
Cu3 N5 N6 Cu4 1.5(4) . . . . ?
Cu3 N5 N6 C13 -178.6(3) . . . . ?
Cu3 N5 C11 C12 178.0(3) . . . . ?
Cu3 N5 C11 C14 -0.4(7) . . . . ?
Cu3 N7 N8 Cu4 2.3(4) . . . . ?
Cu3 N7 N8 C18 -177.6(3) . . . . ?
Cu3 N7 C16 C17 177.1(3) . . . . ?
Cu3 N7 C16 C19 -2.0(7) . . . . ?
Cu4 N6 C13 C12 -179.9(3) . . . . ?
Cu4 N6 C13 C15 -0.4(7) . . . . ?
Cu4 N8 C18 C17 -180.0(3) . . . . ?
Cu4 N8 C18 C20 1.7(7) . . . . ?
Cl1 C2 C3 N2 -177.8(3) . . . . ?
Cl1 C2 C3 C5 -2.2(7) . . . . ?
Cl2 C7 C8 N4 178.3(3) . . . . ?
Cl2 C7 C8 C10 -4.8(7) . . . . ?
Cl3 C12 C13 N6 178.3(4) . . . . ?
Cl3 C12 C13 C15 -1.1(9) . . . . ?
Cl4 C17 C18 N8 179.7(4) . . . . ?
Cl4 C17 C18 C20 -2.3(8) . . . . ?
N1 N2 C3 C2 0.0(5) . . . . ?
N1 N2 C3 C5 -175.9(4) . . . . ?
N1 C1 C2 Cl1 177.4(3) . . . . ?
N1 C1 C2 C3 -0.8(5) . . . . ?
N1 C1 C4 F1 -42.6(12) . . . . ?
N1 C1 C4 F1A 9.2(9) . . . . ?
N1 C1 C4 F2 75.7(15) . . . . ?
N1 C1 C4 F2A 137.7(7) . . . . ?
N1 C1 C4 F3 -159.0(11) . . . . ?
N1 C1 C4 F3A -106.7(7) . . . . ?
N2 N1 C1 C2 0.9(5) . . . . ?
N2 N1 C1 C4 179.4(4) . . . . ?
N2 C3 C5 F4 -28.3(6) . . . . ?
N2 C3 C5 F5 -149.4(4) . . . . ?
N2 C3 C5 F6 91.6(5) . . . . ?
N3 N4 C8 C7 -0.1(5) . . . . ?
N3 N4 C8 C10 -177.4(4) . . . . ?
N3 C6 C7 Cl2 -178.0(3) . . . . ?
N3 C6 C7 C8 0.6(5) . . . . ?
N3 C6 C9 F7 -18.2(7) . . . . ?
N3 C6 C9 F8 -138.3(5) . . . . ?
N3 C6 C9 F9 101.9(5) . . . . ?
N4 N3 C6 C7 -0.6(5) . . . . ?
N4 N3 C6 C9 -178.4(4) . . . . ?
N4 C8 C10 F10 76.7(5) . . . . ?
N4 C8 C10 F11 -161.9(4) . . . . ?
N4 C8 C10 F12 -42.6(6) . . . . ?
N5 N6 C13 C12 0.2(5) . . . . ?
N5 N6 C13 C15 179.7(4) . . . . ?
N5 C11 C12 Cl3 -178.3(4) . . . . ?
N5 C11 C12 C13 0.3(6) . . . . ?
N5 C11 C14 F13 -38.2(7) . . . . ?
N5 C11 C14 F14 79.9(7) . . . . ?
N5 C11 C14 F15 -158.1(5) . . . . ?
N6 N5 C11 C12 -0.2(5) . . . . ?
N6 N5 C11 C14 -178.7(4) . . . . ?
N6 C13 C15 F16 -167.8(4) . . . . ?
N6 C13 C15 F17 67.8(7) . . . . ?
N6 C13 C15 F18 -51.9(6) . . . . ?
N7 N8 C18 C17 0.0(5) . . . . ?
N7 N8 C18 C20 -178.4(4) . . . . ?
N7 C16 C17 Cl4 -179.6(4) . . . . ?
N7 C16 C17 C18 0.0(5) . . . . ?
N7 C16 C19 F19 69.0(6) . . . . ?
N7 C16 C19 F20 -52.4(6) . . . . ?
N7 C16 C19 F21 -171.9(4) . . . . ?
N8 N7 C16 C17 0.0(5) . . . . ?
N8 N7 C16 C19 -179.1(4) . . . . ?
N8 C18 C20 F22 -166.0(5) . . . . ?
N8 C18 C20 F23 73.1(6) . . . . ?
N8 C18 C20 F24 -45.6(7) . . . . ?
C1 N1 N2 Cu2 178.7(3) . . . . ?
C1 N1 N2 C3 -0.6(4) . . . . ?
C1 C2 C3 N2 0.5(5) . . . . ?
C1 C2 C3 C5 176.1(4) . . . . ?
C2 C1 C4 F1 135.6(11) . . . . ?
C2 C1 C4 F1A -172.5(7) . . . . ?
C2 C1 C4 F2 -106.1(15) . . . . ?
C2 C1 C4 F2A -44.1(9) . . . . ?
C2 C1 C4 F3 19.3(13) . . . . ?
C2 C1 C4 F3A 71.5(8) . . . . ?
C2 C3 C5 F4 156.5(5) . . . . ?
C2 C3 C5 F5 35.5(7) . . . . ?
C2 C3 C5 F6 -83.6(6) . . . . ?
C4 C1 C2 Cl1 -1.0(8) . . . . ?
C4 C1 C2 C3 -179.3(5) . . . . ?
C6 N3 N4 Cu2 171.0(3) . . . . ?
C6 N3 N4 C8 0.5(4) . . . . ?
C6 C7 C8 N4 -0.3(5) . . . . ?
C6 C7 C8 C10 176.6(4) . . . . ?
C7 C6 C9 F7 164.5(4) . . . . ?
C7 C6 C9 F8 44.4(7) . . . . ?
C7 C6 C9 F9 -75.4(6) . . . . ?
C7 C8 C10 F10 -99.9(6) . . . . ?
C7 C8 C10 F11 21.5(7) . . . . ?
C7 C8 C10 F12 140.8(5) . . . . ?
C9 C6 C7 Cl2 -0.4(7) . . . . ?
C9 C6 C7 C8 178.1(5) . . . . ?
C11 N5 N6 Cu4 -179.9(3) . . . . ?
C11 N5 N6 C13 0.0(5) . . . . ?
C11 C12 C13 N6 -0.3(6) . . . . ?
C11 C12 C13 C15 -179.7(5) . . . . ?
C12 C11 C14 F13 143.7(6) . . . . ?
C12 C11 C14 F14 -98.2(7) . . . . ?
C12 C11 C14 F15 23.8(9) . . . . ?
C12 C13 C15 F16 11.6(8) . . . . ?
C12 C13 C15 F17 -112.8(6) . . . . ?
C12 C13 C15 F18 127.5(6) . . . . ?
C14 C11 C12 Cl3 0.0(9) . . . . ?
C14 C11 C12 C13 178.6(5) . . . . ?
C16 N7 N8 Cu4 180.0(3) . . . . ?
C16 N7 N8 C18 0.1(5) . . . . ?
C16 C17 C18 N8 0.0(5) . . . . ?
C16 C17 C18 C20 178.1(5) . . . . ?
C17 C16 C19 F19 -109.9(6) . . . . ?
C17 C16 C19 F20 128.7(6) . . . . ?
C17 C16 C19 F21 9.2(8) . . . . ?
C17 C18 C20 F22 16.1(8) . . . . ?
C17 C18 C20 F23 -104.8(6) . . . . ?
C17 C18 C20 F24 136.5(6) . . . . ?
C19 C16 C17 Cl4 -0.7(8) . . . . ?
C19 C16 C17 C18 179.0(5) . . . . ?
C25 N9 C27 C28 -59.9(7) . . . . ?
C25 N9 C29 C30 58.2(8) . . . . ?
C25 N9 C31 C32 174.6(8) . . . . ?
C27 N9 C25 C26 -65.6(7) . . . . ?
C27 N9 C29 C30 179.1(7) . . . . ?
C27 N9 C31 C32 54.0(9) . . . . ?
C29 N9 C25 C26 52.3(7) . . . . ?
C29 N9 C27 C28 179.1(7) . . . . ?
C29 N9 C31 C32 -64.2(9) . . . . ?
C31 N9 C25 C26 173.8(6) . . . . ?
C31 N9 C27 C28 57.4(7) . . . . ?
C31 N9 C29 C30 -59.6(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rad115_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894971'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-10-29
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C14 H3 Cl2 Cu2 F12 N5 O2'
_chemical_formula_sum            'C14 H3 Cl2 Cu2 F12 N5 O2'
_chemical_formula_weight         699.19
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cl Cl 0.1484 0.1585 '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'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   12.1154(17)
_cell_length_b                   9.6123(13)
_cell_length_c                   19.084(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.863(3)
_cell_angle_gamma                90
_cell_volume                     2182.6(5)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9165
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.53
_cell_measurement_theta_min      3.01
_shelx_estimated_absorpt_T_max   0.679
_shelx_estimated_absorpt_T_min   0.626
_exptl_absorpt_coefficient_mu    2.320
_exptl_absorpt_correction_T_max  0.4330
_exptl_absorpt_correction_T_min  0.3900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0428 before and 0.0353 after correction. The Ratio of minimum to maximum transmission is 0.9007. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    2.128
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             1352
_exptl_crystal_size_max          0.223
_exptl_crystal_size_mid          0.187
_exptl_crystal_size_min          0.181
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_av_unetI/netI     0.0159
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            30516
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.550
_diffrn_reflns_theta_min         3.036
_diffrn_ambient_temperature      100.02
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6069
_reflns_number_total             6650
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.544
_refine_diff_density_min         -0.388
_refine_diff_density_rms         0.072
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.070
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     335
_refine_ls_number_reflns         6650
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0297
_refine_ls_R_factor_gt           0.0259
_refine_ls_restrained_S_all      1.070
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0205P)²+2.8352P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0648
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All C(H,H,H) groups
2.a Idealised Me refined as rotating group:
 C13(H13A,H13B,H13C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.75650(2) 0.31533(2) 0.69879(2) 0.01639(5) Uani 1 1 d . . . . .
Cu2 Cu 0.69110(2) 0.63681(2) 0.69246(2) 0.01873(5) Uani 1 1 d . . . . .
Cl1 Cl 0.30826(4) 0.35453(5) 0.51868(3) 0.02726(9) Uani 1 1 d . . . . .
Cl2 Cl 1.09791(4) 0.59964(5) 0.57029(2) 0.02579(9) Uani 1 1 d . . . . .
F1 F 0.62304(10) 0.09543(13) 0.58740(8) 0.0392(3) Uani 1 1 d . . . . .
F2 F 0.50557(18) 0.08378(14) 0.65783(8) 0.0555(5) Uani 1 1 d . . . . .
F3 F 0.44688(10) 0.09176(13) 0.54496(8) 0.0371(3) Uani 1 1 d . . . . .
F4 F 0.34340(10) 0.66738(13) 0.52936(7) 0.0317(3) Uani 1 1 d . . . . .
F5 F 0.37282(11) 0.69070(14) 0.64319(7) 0.0349(3) Uani 1 1 d . . . . .
F6 F 0.49696(10) 0.75989(12) 0.58393(8) 0.0341(3) Uani 1 1 d . . . . .
F7 F 0.92169(11) 0.20072(13) 0.58958(7) 0.0356(3) Uani 1 1 d . . . . .
F8 F 1.03226(12) 0.23403(14) 0.68930(7) 0.0371(3) Uani 1 1 d . . . . .
F9 F 1.08416(12) 0.29095(14) 0.59160(9) 0.0439(4) Uani 1 1 d . . . . .
F10 F 0.80549(9) 0.86340(12) 0.62430(7) 0.0283(2) Uani 1 1 d . . . . .
F11 F 0.92570(11) 0.84705(13) 0.55473(6) 0.0303(3) Uani 1 1 d . . . . .
F12 F 0.98309(10) 0.87191(12) 0.66731(6) 0.0306(3) Uani 1 1 d . . . . .
O1 O 0.82782(14) 0.03748(16) 0.75360(8) 0.0365(4) Uani 1 1 d . . . . .
O2 O 0.6200(2) 0.87223(18) 0.77139(11) 0.0536(5) Uani 1 1 d . . . . .
N1 N 0.60553(11) 0.36703(14) 0.64159(7) 0.0159(2) Uani 1 1 d . . . . .
N2 N 0.57886(11) 0.50395(14) 0.63892(8) 0.0163(2) Uani 1 1 d . . . . .
N3 N 0.85650(11) 0.44861(15) 0.65816(7) 0.0164(2) Uani 1 1 d . . . . .
N4 N 0.83072(11) 0.58580(14) 0.65707(7) 0.0157(2) Uani 1 1 d . . . . .
N5 N 0.74550(14) 0.4544(2) 0.78881(9) 0.0283(3) Uani 1 1 d . . . . .
C1 C 0.51965(13) 0.29728(17) 0.60156(8) 0.0161(3) Uani 1 1 d . . . . .
C2 C 0.43557(13) 0.38986(18) 0.57181(8) 0.0167(3) Uani 1 1 d . . . . .
C3 C 0.47703(13) 0.51951(17) 0.59706(9) 0.0162(3) Uani 1 1 d . . . . .
C4 C 0.52391(15) 0.14270(19) 0.59764(10) 0.0227(3) Uani 1 1 d . . . . .
C5 C 0.42316(14) 0.65869(18) 0.58825(10) 0.0213(3) Uani 1 1 d . . . . .
C6 C 0.94875(13) 0.43239(18) 0.62891(9) 0.0178(3) Uani 1 1 d . . . . .
C7 C 0.98413(13) 0.56080(18) 0.60818(9) 0.0179(3) Uani 1 1 d . . . . .
C8 C 0.90689(13) 0.65435(17) 0.62689(8) 0.0162(3) Uani 1 1 d . . . . .
C9 C 0.99694(15) 0.29014(19) 0.62480(10) 0.0232(3) Uani 1 1 d . . . . .
C10 C 0.90482(14) 0.80854(18) 0.61879(9) 0.0192(3) Uani 1 1 d . . . . .
C11 C 0.80000(15) 0.14361(19) 0.73311(9) 0.0222(3) Uani 1 1 d . . . . .
C12 C 0.76651(14) 0.46505(18) 0.84944(9) 0.0195(3) Uani 1 1 d . . . . .
C13 C 0.79485(17) 0.4778(2) 0.92650(10) 0.0274(4) Uani 1 1 d . . . . .
H13A H 0.785565 0.574702 0.940200 0.041 Uiso 1 1 calc GR . . . .
H13B H 0.873047 0.449141 0.943083 0.041 Uiso 1 1 calc GR . . . .
H13C H 0.745071 0.418023 0.948267 0.041 Uiso 1 1 calc GR . . . .
C14 C 0.65041(18) 0.7843(2) 0.74158(11) 0.0280(4) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 2.0078(14) . ?
Cu1 N3 2.0160(14) . ?
Cu1 N5 2.2008(17) . ?
Cu1 C11 1.8169(18) . ?
Cu2 N2 2.0000(14) . ?
Cu2 N4 1.9971(14) . ?
Cu2 C14 1.8184(19) . ?
Cl1 C2 1.7126(16) . ?
Cl2 C7 1.7141(16) . ?
F1 C4 1.332(2) . ?
F2 C4 1.336(2) . ?
F3 C4 1.330(2) . ?
F4 C5 1.340(2) . ?
F5 C5 1.344(2) . ?
F6 C5 1.334(2) . ?
F7 C9 1.338(2) . ?
F8 C9 1.338(2) . ?
F9 C9 1.331(2) . ?
F10 C10 1.336(2) . ?
F11 C10 1.346(2) . ?
F12 C10 1.3404(19) . ?
O1 C11 1.121(2) . ?
O2 C14 1.119(2) . ?
N1 N2 1.3539(19) . ?
N1 C1 1.348(2) . ?
N2 C3 1.346(2) . ?
N3 N4 1.3544(19) . ?
N3 C6 1.349(2) . ?
N4 C8 1.348(2) . ?
N5 C12 1.142(2) . ?
C1 C2 1.391(2) . ?
C1 C4 1.489(2) . ?
C2 C3 1.395(2) . ?
C3 C5 1.484(2) . ?
C6 C7 1.388(2) . ?
C6 C9 1.495(2) . ?
C7 C8 1.392(2) . ?
C8 C10 1.490(2) . ?
C12 C13 1.451(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N3 100.69(6) . . ?
N1 Cu1 N5 95.22(6) . . ?
N3 Cu1 N5 92.48(6) . . ?
C11 Cu1 N1 126.40(7) . . ?
C11 Cu1 N3 124.16(7) . . ?
C11 Cu1 N5 109.07(8) . . ?
N4 Cu2 N2 102.02(6) . . ?
C14 Cu2 N2 122.47(8) . . ?
C14 Cu2 N4 134.03(8) . . ?
N2 N1 Cu1 116.58(10) . . ?
C1 N1 Cu1 135.40(11) . . ?
C1 N1 N2 108.00(13) . . ?
N1 N2 Cu2 117.84(10) . . ?
C3 N2 Cu2 133.73(11) . . ?
C3 N2 N1 108.41(13) . . ?
N4 N3 Cu1 118.11(10) . . ?
C6 N3 Cu1 133.67(12) . . ?
C6 N3 N4 108.22(13) . . ?
N3 N4 Cu2 116.19(10) . . ?
C8 N4 Cu2 135.72(12) . . ?
C8 N4 N3 107.94(13) . . ?
C12 N5 Cu1 144.17(17) . . ?
N1 C1 C2 109.93(14) . . ?
N1 C1 C4 119.63(15) . . ?
C2 C1 C4 130.37(15) . . ?
C1 C2 Cl1 128.57(13) . . ?
C1 C2 C3 104.03(14) . . ?
C3 C2 Cl1 127.38(13) . . ?
N2 C3 C2 109.62(14) . . ?
N2 C3 C5 120.11(15) . . ?
C2 C3 C5 130.10(15) . . ?
F1 C4 F2 106.39(17) . . ?
F1 C4 C1 112.85(15) . . ?
F2 C4 C1 111.52(15) . . ?
F3 C4 F1 106.69(15) . . ?
F3 C4 F2 106.68(16) . . ?
F3 C4 C1 112.29(15) . . ?
F4 C5 F5 106.17(14) . . ?
F4 C5 C3 112.55(15) . . ?
F5 C5 C3 111.87(14) . . ?
F6 C5 F4 106.77(15) . . ?
F6 C5 F5 106.81(15) . . ?
F6 C5 C3 112.25(14) . . ?
N3 C6 C7 109.85(14) . . ?
N3 C6 C9 119.32(15) . . ?
C7 C6 C9 130.82(15) . . ?
C6 C7 Cl2 129.04(13) . . ?
C6 C7 C8 104.04(14) . . ?
C8 C7 Cl2 126.90(13) . . ?
N4 C8 C7 109.95(14) . . ?
N4 C8 C10 122.07(15) . . ?
C7 C8 C10 127.96(15) . . ?
F7 C9 F8 105.81(16) . . ?
F7 C9 C6 112.21(15) . . ?
F8 C9 C6 112.38(15) . . ?
F9 C9 F7 106.96(16) . . ?
F9 C9 F8 107.18(16) . . ?
F9 C9 C6 111.89(15) . . ?
F10 C10 F11 106.80(14) . . ?
F10 C10 F12 107.26(15) . . ?
F10 C10 C8 112.47(14) . . ?
F11 C10 C8 111.43(14) . . ?
F12 C10 F11 105.84(14) . . ?
F12 C10 C8 112.61(14) . . ?
O1 C11 Cu1 179.01(19) . . ?
N5 C12 C13 179.2(2) . . ?
O2 C14 Cu2 176.4(2) . . ?

_olex2_submission_special_instructions 'No special instructions were received'

#===END
####################################################################### 
# 
# 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_rad383_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894967'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C17 H3 Cu2 F18 N6 O2, C8 H20 N'
_chemical_formula_sum            'C25 H23 Cu2 F18 N7 O2'
_chemical_formula_weight         922.58
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   37.7152(18)
_cell_length_b                   10.5333(5)
_cell_length_c                   18.8804(9)
_cell_angle_alpha                90
_cell_angle_beta                 115.266(2)
_cell_angle_gamma                90
_cell_volume                     6783.0(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9881
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.51
_cell_measurement_theta_min      2.93
_shelx_estimated_absorpt_T_max   0.873
_shelx_estimated_absorpt_T_min   0.759
_exptl_absorpt_coefficient_mu    1.391
_exptl_absorpt_correction_T_max  0.3334
_exptl_absorpt_correction_T_min  0.2842
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0777 before and 0.0512 after correction. The Ratio of minimum to maximum transmission is 0.8524. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.807
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             3664
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0251
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            37162
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         27.541
_diffrn_reflns_theta_min         2.928
_diffrn_ambient_temperature      100.19
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                6884
_reflns_number_total             7805
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.644
_refine_diff_density_min         -0.741
_refine_diff_density_rms         0.064
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     531
_refine_ls_number_reflns         7805
_refine_ls_number_restraints     147
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0318
_refine_ls_restrained_S_all      1.045
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0269P)²+18.5334P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0719
_refine_ls_wR_factor_ref         0.0754
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N7-C18 \\sim N7-C18A \\sim N7-C24A \\sim N7-C24 \\sim N7-C22 \\sim N7-C20
 with sigma of 0.005
 C21-C20 \\sim C23-C22 \\sim C25-C24 \\sim C25A-C24A \\sim C19A-C18A \\sim
C19-C18
 with sigma of 0.005
3. Uiso/Uaniso restraints and constraints
C18 \\sim C18A \\sim C19A \\sim C19 \\sim C24 \\sim C24A \\sim C25 \\sim C25A
\\sim C23 \\sim C21: within 1.7A with sigma of 0.008 and sigma for terminal
atoms of 0.008
Uanis(C19A) \\sim Ueq, Uanis(C18A) \\sim Ueq, Uanis(C18) \\sim Ueq, Uanis(C19)
\\sim Ueq, Uanis(C24A) \\sim Ueq, Uanis(C25) \\sim Ueq, Uanis(C25A) \\sim Ueq,
Uanis(C24) \\sim Ueq, Uanis(C23) \\sim Ueq, Uanis(C21) \\sim Ueq: with sigma of
0.05 and sigma for terminal atoms of 0.05
Uanis(F10) \\sim Ueq: with sigma of 0.008 and sigma for terminal atoms of 0.008
4. Others
 Sof(C24A)=Sof(H24C)=Sof(H24D)=Sof(C25A)=Sof(H25D)=Sof(H25E)=Sof(H25F)=1-FVAR(1)
 Sof(C24)=Sof(H24A)=Sof(H24B)=Sof(C25)=Sof(H25A)=Sof(H25B)=Sof(H25C)=FVAR(1)
 Sof(C18A)=Sof(H18C)=Sof(H18D)=Sof(C19A)=Sof(H19D)=Sof(H19E)=Sof(H19F)=1-FVAR(2)
 Sof(C18)=Sof(H18A)=Sof(H18B)=Sof(C19)=Sof(H19A)=Sof(H19B)=Sof(H19C)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C18(H18A,H18B), C20(H20A,H20B), C22(H22A,H22B), C24(H24A,H24B), C24A(H24C,
 H24D), C18A(H18C,H18D)
5.b Aromatic/amide H refined with riding coordinates:
 C2(H2), C7(H7), C12(H12)
5.c Idealised Me refined as rotating group:
 C19(H19A,H19B,H19C), C21(H21A,H21B,H21C), C23(H23A,H23B,H23C), C25(H25A,H25B,
 H25C), C25A(H25D,H25E,H25F), C19A(H19D,H19E,H19F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.32876(2) 0.30176(2) 0.27754(2) 0.01853(6) Uani 1 1 d . . . . .
Cu2 Cu 0.42390(2) 0.26708(2) 0.32744(2) 0.02114(7) Uani 1 1 d . . . . .
F1 F 0.32361(4) 0.2881(2) 0.52992(9) 0.0532(5) Uani 1 1 d . . . . .
F2 F 0.30738(4) 0.40997(14) 0.42958(8) 0.0348(3) Uani 1 1 d . . . . .
F3 F 0.29456(4) 0.21160(14) 0.41347(9) 0.0387(3) Uani 1 1 d . . . . .
F4 F 0.47712(4) 0.2065(3) 0.60890(10) 0.0836(8) Uani 1 1 d . . . . .
F5 F 0.47562(5) 0.1058(2) 0.50760(13) 0.0738(6) Uani 1 1 d . . . . .
F6 F 0.48687(4) 0.3048(2) 0.51988(9) 0.0538(5) Uani 1 1 d . . . . .
F7 F 0.30307(4) 0.72789(13) 0.16814(9) 0.0386(3) Uani 1 1 d . . . . .
F8 F 0.28157(4) 0.53884(14) 0.13165(8) 0.0357(3) Uani 1 1 d . . . . .
F9 F 0.29268(4) 0.60172(13) 0.24707(8) 0.0317(3) Uani 1 1 d . . . . .
F10 F 0.45684(5) 0.6597(3) 0.23684(16) 0.0995(10) Uani 1 1 d . U . . .
F11 F 0.47718(4) 0.53297(17) 0.33536(10) 0.0509(4) Uani 1 1 d . . . . .
F12 F 0.45807(5) 0.4565(3) 0.21948(11) 0.0756(7) Uani 1 1 d . . . . .
F13 F 0.27218(4) -0.02458(15) 0.07725(9) 0.0411(4) Uani 1 1 d . . . . .
F14 F 0.26749(4) 0.05018(16) 0.17901(9) 0.0436(4) Uani 1 1 d . . . . .
F15 F 0.26871(4) 0.17679(15) 0.09188(9) 0.0417(4) Uani 1 1 d . . . . .
F16 F 0.42767(5) -0.0985(2) 0.17827(15) 0.0834(8) Uani 1 1 d . . . . .
F17 F 0.44907(4) 0.09219(16) 0.20034(9) 0.0442(4) Uani 1 1 d . . . . .
F18 F 0.45322(4) -0.02467(16) 0.29451(9) 0.0455(4) Uani 1 1 d . . . . .
O1 O 0.24478(4) 0.33515(17) 0.23511(10) 0.0330(4) Uani 1 1 d . . . . .
O2 O 0.50827(5) 0.2408(2) 0.37076(12) 0.0521(6) Uani 1 1 d . . . . .
N1 N 0.36591(5) 0.27242(16) 0.39266(10) 0.0197(3) Uani 1 1 d . . . . .
N2 N 0.40454(5) 0.25142(16) 0.41273(10) 0.0213(3) Uani 1 1 d . . . . .
N3 N 0.35821(4) 0.44912(16) 0.25684(9) 0.0181(3) Uani 1 1 d . . . . .
N4 N 0.39705(5) 0.43370(17) 0.27652(10) 0.0216(3) Uani 1 1 d . . . . .
N5 N 0.34648(5) 0.16153(17) 0.22476(10) 0.0228(4) Uani 1 1 d . . . . .
N6 N 0.38556(5) 0.14435(16) 0.24824(10) 0.0198(3) Uani 1 1 d . . . . .
C1 C 0.36086(6) 0.2720(2) 0.45885(12) 0.0255(4) Uani 1 1 d . . . . .
C2 C 0.39609(7) 0.2514(3) 0.52348(14) 0.0420(7) Uani 1 1 d . . . . .
H2 H 0.400973 0.247104 0.577119 0.050 Uiso 1 1 calc R . . . .
C3 C 0.42240(6) 0.2387(2) 0.49070(13) 0.0314(5) Uani 1 1 d . . . . .
C4 C 0.32172(6) 0.2948(2) 0.45769(13) 0.0302(5) Uani 1 1 d . . . . .
C5 C 0.46528(7) 0.2136(4) 0.53173(16) 0.0507(8) Uani 1 1 d . . . . .
C6 C 0.34754(6) 0.5628(2) 0.22201(11) 0.0209(4) Uani 1 1 d . . . . .
C7 C 0.37923(6) 0.6246(2) 0.21838(14) 0.0327(5) Uani 1 1 d . . . . .
H7 H 0.379992 0.705763 0.197134 0.039 Uiso 1 1 calc R . . . .
C8 C 0.40941(6) 0.5386(2) 0.25335(14) 0.0317(5) Uani 1 1 d . . . . .
C9 C 0.30634(6) 0.6075(2) 0.19195(13) 0.0243(4) Uani 1 1 d . . . . .
C10 C 0.45049(7) 0.5471(3) 0.26158(19) 0.0551(9) Uani 1 1 d . . . . .
C11 C 0.32781(6) 0.07307(19) 0.17038(11) 0.0205(4) Uani 1 1 d . . . . .
C12 C 0.35411(6) -0.00419(19) 0.15765(12) 0.0221(4) Uani 1 1 d . . . . .
H12 H 0.348848 -0.073924 0.122709 0.026 Uiso 1 1 calc R . . . .
C13 C 0.39009(6) 0.04519(18) 0.20846(11) 0.0188(4) Uani 1 1 d . . . . .
C14 C 0.28424(6) 0.0684(2) 0.13012(13) 0.0279(5) Uani 1 1 d . . . . .
C15 C 0.42986(6) 0.0038(2) 0.22066(13) 0.0269(4) Uani 1 1 d . . . . .
C16 C 0.27693(6) 0.3210(2) 0.25171(12) 0.0228(4) Uani 1 1 d . . . . .
C17 C 0.47589(6) 0.2505(2) 0.35379(14) 0.0342(5) Uani 1 1 d . . . . .
N7 N 0.37443(5) 0.75552(15) 0.46627(9) 0.0231(4) Uani 1 1 d D . . . .
C18 C 0.3990(7) 0.863(2) 0.4573(13) 0.055(3) Uani 0.448(13) 1 d D U P A 1
H18A H 0.387029 0.941358 0.466214 0.066 Uiso 0.448(13) 1 calc R . P A 1
H18B H 0.424779 0.854878 0.503028 0.066 Uiso 0.448(13) 1 calc R . P A 1
C19 C 0.3840(4) 0.8994(8) 0.3713(6) 0.058(2) Uani 0.448(13) 1 d D U P A 2
H19A H 0.395057 0.980787 0.365324 0.087 Uiso 0.448(13) 1 calc GR . P A 2
H19B H 0.355425 0.906628 0.350163 0.087 Uiso 0.448(13) 1 calc GR . P A 2
H19C H 0.390863 0.833337 0.342770 0.087 Uiso 0.448(13) 1 calc GR . P A 2
C20 C 0.38237(6) 0.63398(18) 0.43219(11) 0.0217(4) Uani 1 1 d D . . . .
H20A H 0.364171 0.567654 0.433980 0.026 Uiso 1 1 calc R . . . .
H20B H 0.376236 0.649188 0.376414 0.026 Uiso 1 1 calc R . . . .
C21 C 0.42359(7) 0.5836(3) 0.47240(18) 0.0514(8) Uani 1 1 d D U . . .
H21A H 0.429806 0.564968 0.527301 0.077 Uiso 1 1 calc GR . . . .
H21B H 0.441957 0.647262 0.469875 0.077 Uiso 1 1 calc GR . . . .
H21C H 0.425823 0.505711 0.446188 0.077 Uiso 1 1 calc GR . . . .
C22 C 0.38310(7) 0.7396(2) 0.55170(11) 0.0287(5) Uani 1 1 d D . . . .
H22A H 0.411253 0.719026 0.581349 0.034 Uiso 1 1 calc R . . . .
H22B H 0.378295 0.821563 0.571723 0.034 Uiso 1 1 calc R . . . .
C23 C 0.35923(13) 0.6380(3) 0.5678(2) 0.0766(13) Uani 1 1 d D U . . .
H23A H 0.365259 0.637901 0.623664 0.115 Uiso 1 1 calc GR . . . .
H23B H 0.365686 0.554982 0.553007 0.115 Uiso 1 1 calc GR . . . .
H23C H 0.331254 0.655344 0.537085 0.115 Uiso 1 1 calc GR . . . .
C24 C 0.33474(19) 0.8072(8) 0.4107(4) 0.0408(19) Uani 0.488(14) 1 d D U P A 2
H24A H 0.334219 0.816163 0.358029 0.049 Uiso 0.488(14) 1 calc R . P A 2
H24B H 0.314342 0.744752 0.406546 0.049 Uiso 0.488(14) 1 calc R . P A 2
C25 C 0.3245(3) 0.9337(8) 0.4347(5) 0.056(2) Uani 0.488(14) 1 d D U P A 2
H25A H 0.325823 0.926859 0.487573 0.084 Uiso 0.488(14) 1 calc GR . P A 2
H25B H 0.297921 0.958096 0.397904 0.084 Uiso 0.488(14) 1 calc GR . P A 2
H25C H 0.343162 0.998202 0.434392 0.084 Uiso 0.488(14) 1 calc GR . P A 2
C24A C 0.32985(11) 0.7688(8) 0.4248(4) 0.0318(16) Uani 0.512(14) 1 d D U P A 1
H24C H 0.322032 0.775032 0.367780 0.038 Uiso 0.512(14) 1 calc R . P A 1
H24D H 0.317977 0.690381 0.434051 0.038 Uiso 0.512(14) 1 calc R . P A 1
C25A C 0.3127(2) 0.8813(9) 0.4495(4) 0.0427(17) Uani 0.512(14) 1 d D U P A 1
H25D H 0.317645 0.871723 0.504547 0.064 Uiso 0.512(14) 1 calc GR . P A 1
H25E H 0.284434 0.885383 0.416842 0.064 Uiso 0.512(14) 1 calc GR . P A 1
H25F H 0.325102 0.959639 0.443101 0.064 Uiso 0.512(14) 1 calc GR . P A 1
C18A C 0.4030(5) 0.8596(17) 0.4701(10) 0.050(2) Uani 0.552(13) 1 d D U P A 2
H18C H 0.430241 0.827543 0.489883 0.061 Uiso 0.552(13) 1 calc R . P A 2
H18D H 0.402072 0.932015 0.502695 0.061 Uiso 0.552(13) 1 calc R . P A 2
C19A C 0.4079(4) 0.8913(7) 0.3941(5) 0.061(2) Uani 0.552(13) 1 d D U P A 1
H19D H 0.429270 0.953376 0.410676 0.092 Uiso 0.552(13) 1 calc GR . P A 1
H19E H 0.384640 0.926812 0.351065 0.092 Uiso 0.552(13) 1 calc GR . P A 1
H19F H 0.415930 0.813622 0.376393 0.092 Uiso 0.552(13) 1 calc GR . P A 1


_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 N1 2.0452(16) . ?
Cu1 N3 2.0410(16) . ?
Cu1 N5 2.0468(17) . ?
Cu1 C16 1.813(2) . ?
Cu2 N2 2.0391(18) . ?
Cu2 N4 2.0492(18) . ?
Cu2 N6 2.0379(16) . ?
Cu2 C17 1.814(2) . ?
F1 C4 1.337(3) . ?
F2 C4 1.342(3) . ?
F3 C4 1.336(3) . ?
F4 C5 1.331(3) . ?
F5 C5 1.342(4) . ?
F6 C5 1.339(3) . ?
F7 C9 1.334(2) . ?
F8 C9 1.336(3) . ?
F9 C9 1.345(2) . ?
F10 C10 1.333(4) . ?
F11 C10 1.334(3) . ?
F12 C10 1.348(4) . ?
F13 C14 1.333(3) . ?
F14 C14 1.337(3) . ?
F15 C14 1.344(3) . ?
F16 C15 1.323(3) . ?
F17 C15 1.333(3) . ?
F18 C15 1.327(3) . ?
O1 C16 1.125(2) . ?
O2 C17 1.127(3) . ?
N1 N2 1.358(2) . ?
N1 C1 1.342(3) . ?
N2 C3 1.339(3) . ?
N3 N4 1.358(2) . ?
N3 C6 1.342(3) . ?
N4 C8 1.343(3) . ?
N5 N6 1.358(2) . ?
N5 C11 1.342(3) . ?
N6 C13 1.339(3) . ?
C1 C2 1.385(3) . ?
C1 C4 1.486(3) . ?
C2 H2 0.9500 . ?
C2 C3 1.382(3) . ?
C3 C5 1.489(3) . ?
C6 C7 1.388(3) . ?
C6 C9 1.485(3) . ?
C7 H7 0.9500 . ?
C7 C8 1.382(3) . ?
C8 C10 1.492(3) . ?
C11 C12 1.381(3) . ?
C11 C14 1.488(3) . ?
C12 H12 0.9500 . ?
C12 C13 1.386(3) . ?
C13 C15 1.483(3) . ?
N7 C18 1.517(4) . ?
N7 C20 1.519(2) . ?
N7 C22 1.512(2) . ?
N7 C24 1.516(3) . ?
N7 C24A 1.528(3) . ?
N7 C18A 1.518(3) . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C18 C19A 1.40(2) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C19 C18A 1.74(2) . ?
C20 H20A 0.9900 . ?
C20 H20B 0.9900 . ?
C20 C21 1.506(3) . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9900 . ?
C22 H22B 0.9900 . ?
C22 C23 1.510(3) . ?
C23 H23A 0.9800 . ?
C23 H23B 0.9800 . ?
C23 H23C 0.9800 . ?
C24 H24A 0.9900 . ?
C24 H24B 0.9900 . ?
C24 C25 1.510(4) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C25 H25C 0.9800 . ?
C24A H24C 0.9900 . ?
C24A H24D 0.9900 . ?
C24A C25A 1.515(4) . ?
C25A H25D 0.9800 . ?
C25A H25E 0.9800 . ?
C25A H25F 0.9800 . ?
C18A H18C 0.9900 . ?
C18A H18D 0.9900 . ?
C19A H19D 0.9800 . ?
C19A H19E 0.9800 . ?
C19A H19F 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
N1 Cu1 N5 100.98(7) . . ?
N3 Cu1 N1 97.85(6) . . ?
N3 Cu1 N5 97.94(7) . . ?
C16 Cu1 N1 118.27(8) . . ?
C16 Cu1 N3 118.40(8) . . ?
C16 Cu1 N5 119.24(8) . . ?
N2 Cu2 N4 99.67(7) . . ?
N6 Cu2 N2 98.45(7) . . ?
N6 Cu2 N4 98.35(7) . . ?
C17 Cu2 N2 119.03(9) . . ?
C17 Cu2 N4 118.11(10) . . ?
C17 Cu2 N6 119.06(9) . . ?
N2 N1 Cu1 119.20(13) . . ?
C1 N1 Cu1 133.24(13) . . ?
C1 N1 N2 107.54(16) . . ?
N1 N2 Cu2 118.02(12) . . ?
C3 N2 Cu2 134.01(14) . . ?
C3 N2 N1 107.43(17) . . ?
N4 N3 Cu1 117.91(13) . . ?
C6 N3 Cu1 134.29(13) . . ?
C6 N3 N4 107.66(16) . . ?
N3 N4 Cu2 119.34(13) . . ?
C8 N4 Cu2 133.36(14) . . ?
C8 N4 N3 107.24(17) . . ?
N6 N5 Cu1 118.14(12) . . ?
C11 N5 Cu1 134.40(14) . . ?
C11 N5 N6 107.41(16) . . ?
N5 N6 Cu2 119.10(12) . . ?
C13 N6 Cu2 133.29(13) . . ?
C13 N6 N5 107.55(16) . . ?
N1 C1 C2 110.90(19) . . ?
N1 C1 C4 121.36(18) . . ?
C2 C1 C4 127.7(2) . . ?
C1 C2 H2 128.6 . . ?
C3 C2 C1 102.9(2) . . ?
C3 C2 H2 128.6 . . ?
N2 C3 C2 111.24(19) . . ?
N2 C3 C5 121.0(2) . . ?
C2 C3 C5 127.8(2) . . ?
F1 C4 F2 106.8(2) . . ?
F1 C4 C1 110.87(18) . . ?
F2 C4 C1 112.48(18) . . ?
F3 C4 F1 107.18(18) . . ?
F3 C4 F2 105.89(17) . . ?
F3 C4 C1 113.3(2) . . ?
F4 C5 F5 108.3(3) . . ?
F4 C5 F6 106.2(2) . . ?
F4 C5 C3 111.2(2) . . ?
F5 C5 C3 112.5(3) . . ?
F6 C5 F5 105.4(2) . . ?
F6 C5 C3 112.9(2) . . ?
N3 C6 C7 110.98(18) . . ?
N3 C6 C9 121.06(17) . . ?
C7 C6 C9 128.0(2) . . ?
C6 C7 H7 128.6 . . ?
C8 C7 C6 102.7(2) . . ?
C8 C7 H7 128.6 . . ?
N4 C8 C7 111.42(18) . . ?
N4 C8 C10 120.3(2) . . ?
C7 C8 C10 128.1(2) . . ?
F7 C9 F8 107.28(18) . . ?
F7 C9 F9 107.02(17) . . ?
F7 C9 C6 111.19(17) . . ?
F8 C9 F9 105.98(17) . . ?
F8 C9 C6 113.04(17) . . ?
F9 C9 C6 111.96(17) . . ?
F10 C10 F11 107.3(3) . . ?
F10 C10 F12 107.9(3) . . ?
F10 C10 C8 110.5(2) . . ?
F11 C10 F12 106.3(2) . . ?
F11 C10 C8 112.9(2) . . ?
F12 C10 C8 111.6(3) . . ?
N5 C11 C12 111.15(17) . . ?
N5 C11 C14 121.20(18) . . ?
C12 C11 C14 127.62(19) . . ?
C11 C12 H12 128.6 . . ?
C11 C12 C13 102.84(17) . . ?
C13 C12 H12 128.6 . . ?
N6 C13 C12 111.06(17) . . ?
N6 C13 C15 120.35(17) . . ?
C12 C13 C15 128.58(19) . . ?
F13 C14 F14 107.50(18) . . ?
F13 C14 F15 106.91(18) . . ?
F13 C14 C11 110.86(18) . . ?
F14 C14 F15 105.51(19) . . ?
F14 C14 C11 113.35(18) . . ?
F15 C14 C11 112.31(18) . . ?
F16 C15 F17 107.2(2) . . ?
F16 C15 F18 107.1(2) . . ?
F16 C15 C13 110.35(18) . . ?
F17 C15 C13 112.81(18) . . ?
F18 C15 F17 105.13(18) . . ?
F18 C15 C13 113.81(18) . . ?
O1 C16 Cu1 178.7(2) . . ?
O2 C17 Cu2 179.4(2) . . ?
C18 N7 C20 109.9(12) . . ?
C18 N7 C24A 117.8(11) . . ?
C20 N7 C24A 103.5(3) . . ?
C22 N7 C18 109.7(9) . . ?
C22 N7 C20 111.49(15) . . ?
C22 N7 C24 118.6(4) . . ?
C22 N7 C24A 104.3(3) . . ?
C22 N7 C18A 101.7(6) . . ?
C24 N7 C20 108.9(3) . . ?
C24 N7 C18A 104.2(9) . . ?
C18A N7 C20 111.4(9) . . ?
N7 C18 H18A 105.0 . . ?
N7 C18 H18B 105.0 . . ?
H18A C18 H18B 105.8 . . ?
C19A C18 N7 129.3(16) . . ?
C19A C18 H18A 105.0 . . ?
C19A C18 H18B 105.0 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18A C19 H19A 109.5 . . ?
C18A C19 H19B 109.5 . . ?
C18A C19 H19C 109.5 . . ?
N7 C20 H20A 108.4 . . ?
N7 C20 H20B 108.4 . . ?
H20A C20 H20B 107.5 . . ?
C21 C20 N7 115.55(17) . . ?
C21 C20 H20A 108.4 . . ?
C21 C20 H20B 108.4 . . ?
C20 C21 H21A 109.5 . . ?
C20 C21 H21B 109.5 . . ?
C20 C21 H21C 109.5 . . ?
H21A C21 H21B 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
N7 C22 H22A 108.6 . . ?
N7 C22 H22B 108.6 . . ?
H22A C22 H22B 107.6 . . ?
C23 C22 N7 114.6(2) . . ?
C23 C22 H22A 108.6 . . ?
C23 C22 H22B 108.6 . . ?
C22 C23 H23A 109.5 . . ?
C22 C23 H23B 109.5 . . ?
C22 C23 H23C 109.5 . . ?
H23A C23 H23B 109.5 . . ?
H23A C23 H23C 109.5 . . ?
H23B C23 H23C 109.5 . . ?
N7 C24 H24A 108.7 . . ?
N7 C24 H24B 108.7 . . ?
H24A C24 H24B 107.6 . . ?
C25 C24 N7 114.3(5) . . ?
C25 C24 H24A 108.7 . . ?
C25 C24 H24B 108.7 . . ?
C24 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C24 C25 H25C 109.5 . . ?
H25A C25 H25B 109.5 . . ?
H25A C25 H25C 109.5 . . ?
H25B C25 H25C 109.5 . . ?
N7 C24A H24C 108.3 . . ?
N7 C24A H24D 108.3 . . ?
H24C C24A H24D 107.4 . . ?
C25A C24A N7 115.7(4) . . ?
C25A C24A H24C 108.3 . . ?
C25A C24A H24D 108.3 . . ?
C24A C25A H25D 109.5 . . ?
C24A C25A H25E 109.5 . . ?
C24A C25A H25F 109.5 . . ?
H25D C25A H25E 109.5 . . ?
H25D C25A H25F 109.5 . . ?
H25E C25A H25F 109.5 . . ?
N7 C18A C19 99.4(8) . . ?
N7 C18A H18C 111.9 . . ?
N7 C18A H18D 111.9 . . ?
C19 C18A H18C 111.9 . . ?
C19 C18A H18D 111.9 . . ?
H18C C18A H18D 109.6 . . ?
C18 C19A H19D 109.5 . . ?
C18 C19A H19E 109.5 . . ?
C18 C19A H19F 109.5 . . ?
H19D C19A H19E 109.5 . . ?
H19D C19A H19F 109.5 . . ?
H19E C19A H19F 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
Cu1 N1 N2 Cu2 5.64(19) . . . . ?
Cu1 N1 N2 C3 178.34(15) . . . . ?
Cu1 N1 C1 C2 -177.78(18) . . . . ?
Cu1 N1 C1 C4 0.8(3) . . . . ?
Cu1 N3 N4 Cu2 -1.31(18) . . . . ?
Cu1 N3 N4 C8 176.30(14) . . . . ?
Cu1 N3 C6 C7 -175.57(16) . . . . ?
Cu1 N3 C6 C9 3.5(3) . . . . ?
Cu1 N5 N6 Cu2 -4.93(19) . . . . ?
Cu1 N5 N6 C13 177.41(13) . . . . ?
Cu1 N5 C11 C12 -177.00(15) . . . . ?
Cu1 N5 C11 C14 4.8(3) . . . . ?
Cu2 N2 C3 C2 170.83(19) . . . . ?
Cu2 N2 C3 C5 -9.4(4) . . . . ?
Cu2 N4 C8 C7 177.24(17) . . . . ?
Cu2 N4 C8 C10 1.5(4) . . . . ?
Cu2 N6 C13 C12 -176.75(14) . . . . ?
Cu2 N6 C13 C15 2.0(3) . . . . ?
N1 N2 C3 C2 -0.2(3) . . . . ?
N1 N2 C3 C5 179.5(2) . . . . ?
N1 C1 C2 C3 -0.4(3) . . . . ?
N1 C1 C4 F1 179.0(2) . . . . ?
N1 C1 C4 F2 -61.5(3) . . . . ?
N1 C1 C4 F3 58.5(3) . . . . ?
N2 N1 C1 C2 0.3(3) . . . . ?
N2 N1 C1 C4 178.9(2) . . . . ?
N2 C3 C5 F4 178.9(3) . . . . ?
N2 C3 C5 F5 -59.4(3) . . . . ?
N2 C3 C5 F6 59.6(4) . . . . ?
N3 N4 C8 C7 0.1(3) . . . . ?
N3 N4 C8 C10 -175.6(2) . . . . ?
N3 C6 C7 C8 0.3(3) . . . . ?
N3 C6 C9 F7 172.65(18) . . . . ?
N3 C6 C9 F8 -66.6(2) . . . . ?
N3 C6 C9 F9 53.0(3) . . . . ?
N4 N3 C6 C7 -0.2(2) . . . . ?
N4 N3 C6 C9 178.83(18) . . . . ?
N4 C8 C10 F10 -178.6(3) . . . . ?
N4 C8 C10 F11 -58.4(4) . . . . ?
N4 C8 C10 F12 61.3(3) . . . . ?
N5 N6 C13 C12 0.5(2) . . . . ?
N5 N6 C13 C15 179.19(18) . . . . ?
N5 C11 C12 C13 -0.2(2) . . . . ?
N5 C11 C14 F13 178.38(19) . . . . ?
N5 C11 C14 F14 -60.6(3) . . . . ?
N5 C11 C14 F15 58.9(3) . . . . ?
N6 N5 C11 C12 0.5(2) . . . . ?
N6 N5 C11 C14 -177.70(18) . . . . ?
N6 C13 C15 F16 177.4(2) . . . . ?
N6 C13 C15 F17 -62.7(3) . . . . ?
N6 C13 C15 F18 56.9(3) . . . . ?
C1 N1 N2 Cu2 -172.77(14) . . . . ?
C1 N1 N2 C3 -0.1(2) . . . . ?
C1 C2 C3 N2 0.4(3) . . . . ?
C1 C2 C3 C5 -179.4(3) . . . . ?
C2 C1 C4 F1 -2.7(4) . . . . ?
C2 C1 C4 F2 116.8(3) . . . . ?
C2 C1 C4 F3 -123.2(3) . . . . ?
C2 C3 C5 F4 -1.4(5) . . . . ?
C2 C3 C5 F5 120.3(3) . . . . ?
C2 C3 C5 F6 -120.7(3) . . . . ?
C4 C1 C2 C3 -178.9(2) . . . . ?
C6 N3 N4 Cu2 -177.54(13) . . . . ?
C6 N3 N4 C8 0.1(2) . . . . ?
C6 C7 C8 N4 -0.2(3) . . . . ?
C6 C7 C8 C10 175.1(3) . . . . ?
C7 C6 C9 F7 -8.5(3) . . . . ?
C7 C6 C9 F8 112.3(3) . . . . ?
C7 C6 C9 F9 -128.1(2) . . . . ?
C7 C8 C10 F10 6.5(5) . . . . ?
C7 C8 C10 F11 126.6(3) . . . . ?
C7 C8 C10 F12 -113.6(3) . . . . ?
C9 C6 C7 C8 -178.7(2) . . . . ?
C11 N5 N6 Cu2 177.08(13) . . . . ?
C11 N5 N6 C13 -0.6(2) . . . . ?
C11 C12 C13 N6 -0.1(2) . . . . ?
C11 C12 C13 C15 -178.7(2) . . . . ?
C12 C11 C14 F13 0.5(3) . . . . ?
C12 C11 C14 F14 121.5(2) . . . . ?
C12 C11 C14 F15 -119.0(2) . . . . ?
C12 C13 C15 F16 -4.1(3) . . . . ?
C12 C13 C15 F17 115.8(2) . . . . ?
C12 C13 C15 F18 -124.6(2) . . . . ?
C14 C11 C12 C13 177.8(2) . . . . ?
C18 N7 C20 C21 63.6(10) . . . . ?
C18 N7 C22 C23 177.9(13) . . . . ?
C18 N7 C24A C25A -60.7(13) . . . . ?
C20 N7 C18 C19A 40(3) . . . . ?
C20 N7 C22 C23 -60.0(3) . . . . ?
C20 N7 C24 C25 -175.7(6) . . . . ?
C20 N7 C24A C25A 177.8(5) . . . . ?
C20 N7 C18A C19 74.5(12) . . . . ?
C22 N7 C18 C19A 163(2) . . . . ?
C22 N7 C20 C21 -58.3(3) . . . . ?
C22 N7 C24 C25 55.4(8) . . . . ?
C22 N7 C24A C25A 61.1(6) . . . . ?
C22 N7 C18A C19 -166.6(9) . . . . ?
C24 N7 C20 C21 169.0(5) . . . . ?
C24 N7 C22 C23 67.7(5) . . . . ?
C24 N7 C18A C19 -42.8(13) . . . . ?
C24A N7 C18 C19A -78(3) . . . . ?
C24A N7 C20 C21 -169.7(4) . . . . ?
C24A N7 C22 C23 51.0(4) . . . . ?
C18A N7 C20 C21 54.6(7) . . . . ?
C18A N7 C22 C23 -178.9(10) . . . . ?
C18A N7 C24 C25 -56.7(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_rad630_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1894968'
loop_
_audit_author_name
_audit_author_address
'Rasika Dias'
;The University of Texas at Arlington
United States of America
;
_audit_update_record             
;
2019-01-31 deposited with the CCDC.	2019-03-25 downloaded from the CCDC.
;
_audit_creation_date             2018-07-25
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2017/1
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'Br C24 Cl4 Cu4 F24 N8 O4, C8 H20 N'
_chemical_formula_sum            'C32 H20 Br Cl4 Cu4 F24 N9 O4'
_chemical_formula_weight         1526.44
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 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'
Br Br -0.2901 2.4595 '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'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   51.263(5)
_cell_length_b                   16.7952(15)
_cell_length_c                   17.4829(15)
_cell_angle_alpha                90
_cell_angle_beta                 94.807(3)
_cell_angle_gamma                90
_cell_volume                     14999(2)
_cell_formula_units_Z            12
_cell_measurement_reflns_used    9275
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.50
_cell_measurement_theta_min      3.08
_shelx_estimated_absorpt_T_max   0.602
_shelx_estimated_absorpt_T_min   0.397
_exptl_absorpt_coefficient_mu    2.829
_exptl_absorpt_correction_T_max  0.3368
_exptl_absorpt_correction_T_min  0.2521
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0824 before and 0.0574 after correction. The Ratio of minimum to maximum transmission is 0.7485. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            yellow
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    2.028
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       rods
_exptl_crystal_F_000             8904
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0437
_diffrn_reflns_av_unetI/netI     0.0354
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       73
_diffrn_reflns_limit_h_min       -73
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            104971
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.541
_diffrn_reflns_theta_min         2.693
_diffrn_ambient_temperature      99.99
_diffrn_detector_area_resol_mean 8
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  
'Bruker D8 Quest with a Photon 100 CMOS detector'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'sealed tube'
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                17425
_reflns_number_total             22904
_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.
;
_vrf_PLAT910_rad630_0m_a         
;
PROBLEM: Missing # of FCF Reflection(s) Below Theta(Min).         19 Note  
RESPONSE: these were obstructed by hardware
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max         0.718
_refine_diff_density_min         -0.528
_refine_diff_density_rms         0.091
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.015
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1117
_refine_ls_number_reflns         22904
_refine_ls_number_restraints     162
_refine_ls_R_factor_all          0.0572
_refine_ls_R_factor_gt           0.0355
_refine_ls_restrained_S_all      1.071
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0333P)²+30.1669P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0778
_refine_ls_wR_factor_ref         0.0864
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 F10-F11 \\sim F10-F12 \\sim F11-F12 \\sim F12A-F11A \\sim F12A-F10A \\sim
F11A-F10A
 with sigma of 0.04
 C10-F10 \\sim C10-F11 \\sim C10-F12 \\sim C10-F12A \\sim C10-F11A \\sim
C10-F10A
 with sigma of 0.02
 F31-F32 \\sim F31-F33 \\sim F32-F33 \\sim F32A-F33A \\sim F32A-F31A \\sim
F33A-F31A
 with sigma of 0.04
 C29-F31 \\sim C29-F32 \\sim C29-F33 \\sim C29-F32A \\sim C29-F33A \\sim
C29-F31A
 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(F12) \\sim Ueq, Uanis(F12A) \\sim Ueq, Uanis(F10) \\sim Ueq, Uanis(F10A)
\\sim Ueq, Uanis(F11) \\sim Ueq, Uanis(F11A) \\sim Ueq: with sigma of 0.005 and
sigma for terminal atoms of 0.005
Uanis(F33A) \\sim Ueq, Uanis(F33) \\sim Ueq, Uanis(F31A) \\sim Ueq, Uanis(F31)
\\sim Ueq, Uanis(F32A) \\sim Ueq, Uanis(F32) \\sim Ueq: with sigma of 0.005 and
sigma for terminal atoms of 0.005
Uanis(C46) \\sim Ueq, Uanis(C48) \\sim Ueq: with sigma of 0.005 and sigma for
terminal atoms of 0.005
Uanis(F3) \\sim Ueq, Uanis(F1) \\sim Ueq, Uanis(F2) \\sim Ueq: with sigma of
0.008 and sigma for terminal atoms of 0.008
4. Others
 Sof(F12A)=Sof(F11A)=Sof(F10A)=1-FVAR(1)
 Sof(F10)=Sof(F11)=Sof(F12)=FVAR(1)
 Sof(F32A)=Sof(F33A)=Sof(F31A)=1-FVAR(2)
 Sof(F31)=Sof(F32)=Sof(F33)=FVAR(2)
5.a Secondary CH2 refined with riding coordinates:
 C37(H37A,H37B), C39(H39A,H39B), C41(H41A,H41B), C43(H43A,H43B), C45(H45A,
 H45B), C47(H47A,H47B)
5.b Idealised Me refined as rotating group:
 C38(H38A,H38B,H38C), C40(H40A,H40B,H40C), C42(H42A,H42B,H42C), C44(H44A,H44B,
 H44C), C46(H46A,H46B,H46C), C48(H48A,H48B,H48C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.66856(2) 0.39908(2) 0.57969(2) 0.01947(5) Uani 1 1 d . . . . .
Cu1 Cu 0.69575(2) 0.27124(2) 0.56060(2) 0.01753(5) Uani 1 1 d . . . . .
Cu2 Cu 0.63840(2) 0.28377(2) 0.61535(2) 0.01640(5) Uani 1 1 d . . . . .
Cu3 Cu 0.69506(2) 0.52713(2) 0.62086(2) 0.01955(6) Uani 1 1 d . . . . .
Cu4 Cu 0.63836(2) 0.51402(2) 0.52587(2) 0.01849(6) Uani 1 1 d . . . . .
Cl1 Cl 0.70113(2) 0.11393(5) 0.85996(4) 0.0513(2) Uani 1 1 d . . . . .
Cl2 Cl 0.63024(2) 0.06402(4) 0.35434(3) 0.03117(13) Uani 1 1 d . . . . .
Cl3 Cl 0.62328(2) 0.71189(5) 0.79395(5) 0.0536(2) Uani 1 1 d . . . . .
Cl4 Cl 0.70961(2) 0.63433(4) 0.30951(4) 0.03636(15) Uani 1 1 d . . . . .
F1 F 0.74530(4) 0.24059(15) 0.68949(17) 0.0843(8) Uani 1 1 d . U . . .
F2 F 0.73744(5) 0.12734(19) 0.64995(16) 0.1002(10) Uani 1 1 d . U . . .
F3 F 0.74679(4) 0.14604(18) 0.76790(12) 0.0916(10) Uani 1 1 d . U . . .
F4 F 0.64839(3) 0.22480(9) 0.87278(8) 0.0339(3) Uani 1 1 d . . . . .
F5 F 0.63664(4) 0.11574(10) 0.81819(10) 0.0450(4) Uani 1 1 d . . . . .
F6 F 0.62238(3) 0.22672(10) 0.77001(8) 0.0353(4) Uani 1 1 d . . . . .
F7 F 0.70986(3) 0.18658(10) 0.41296(9) 0.0375(4) Uani 1 1 d . . . . .
F8 F 0.70110(4) 0.06593(11) 0.43823(12) 0.0572(5) Uani 1 1 d . . . . .
F9 F 0.68649(3) 0.11842(13) 0.33122(9) 0.0506(5) Uani 1 1 d . . . . .
F10 F 0.59295(19) 0.1742(7) 0.5496(4) 0.042(2) Uani 0.245(8) 1 d D U . A 1
F11 F 0.58697(17) 0.2302(7) 0.4434(7) 0.058(3) Uani 0.245(8) 1 d D U . A 1
F12 F 0.58778(18) 0.1050(6) 0.4512(7) 0.054(3) Uani 0.245(8) 1 d D U . A 1
F13 F 0.67717(4) 0.65854(15) 0.85396(10) 0.0654(6) Uani 1 1 d . . . . .
F14 F 0.69888(4) 0.70231(12) 0.76425(12) 0.0600(6) Uani 1 1 d . . . . .
F15 F 0.70085(4) 0.58011(11) 0.79425(10) 0.0510(5) Uani 1 1 d . . . . .
F16 F 0.58122(3) 0.66192(13) 0.67630(12) 0.0602(6) Uani 1 1 d . . . . .
F17 F 0.59417(4) 0.66755(15) 0.56563(12) 0.0700(7) Uani 1 1 d . . . . .
F18 F 0.58560(3) 0.55581(11) 0.61203(15) 0.0673(7) Uani 1 1 d . . . . .
F19 F 0.75060(3) 0.54933(10) 0.49801(11) 0.0466(4) Uani 1 1 d . . . . .
F20 F 0.73737(3) 0.64607(11) 0.56389(9) 0.0400(4) Uani 1 1 d . . . . .
F21 F 0.74748(3) 0.66611(11) 0.44905(10) 0.0472(4) Uani 1 1 d . . . . .
F22 F 0.63974(4) 0.49925(11) 0.33149(10) 0.0479(4) Uani 1 1 d . . . . .
F23 F 0.62676(3) 0.61346(10) 0.36308(9) 0.0394(4) Uani 1 1 d . . . . .
F24 F 0.65248(3) 0.60288(14) 0.27367(9) 0.0593(6) Uani 1 1 d . . . . .
O1 O 0.73989(4) 0.35327(14) 0.49884(13) 0.0466(5) Uani 1 1 d . . . . .
O2 O 0.59533(3) 0.38310(12) 0.66317(11) 0.0351(4) Uani 1 1 d . . . . .
O3 O 0.74612(4) 0.46577(14) 0.68374(12) 0.0475(5) Uani 1 1 d . . . . .
O4 O 0.59139(4) 0.43656(14) 0.45173(14) 0.0532(6) Uani 1 1 d . . . . .
N1 N 0.69012(4) 0.22524(11) 0.66403(10) 0.0187(4) Uani 1 1 d . . . . .
N2 N 0.66594(3) 0.23024(10) 0.68850(10) 0.0173(3) Uani 1 1 d . . . . .
N3 N 0.66741(3) 0.20908(11) 0.49948(10) 0.0187(3) Uani 1 1 d . . . . .
N4 N 0.64268(3) 0.21793(11) 0.52014(10) 0.0177(3) Uani 1 1 d . . . . .
N5 N 0.66470(4) 0.57986(11) 0.66636(10) 0.0202(4) Uani 1 1 d . . . . .
N6 N 0.64119(4) 0.57591(11) 0.62535(10) 0.0197(4) Uani 1 1 d . . . . .
N7 N 0.69112(4) 0.57152(11) 0.51261(10) 0.0193(4) Uani 1 1 d . . . . .
N8 N 0.66777(4) 0.56155(11) 0.47207(10) 0.0184(3) Uani 1 1 d . . . . .
C1 C 0.70562(5) 0.18632(14) 0.71773(13) 0.0237(5) Uani 1 1 d . . . . .
C2 C 0.69121(5) 0.16501(15) 0.77780(13) 0.0270(5) Uani 1 1 d . . . . .
C3 C 0.66647(4) 0.19484(13) 0.75763(12) 0.0211(4) Uani 1 1 d . . . . .
C4 C 0.73390(5) 0.17495(19) 0.70729(15) 0.0364(6) Uani 1 1 d . . . . .
C5 C 0.64340(5) 0.19096(15) 0.80371(13) 0.0266(5) Uani 1 1 d . . . . .
C6 C 0.66677(4) 0.15732(13) 0.44065(11) 0.0190(4) Uani 1 1 d . . . . .
C7 C 0.64136(5) 0.13138(13) 0.42279(12) 0.0210(4) Uani 1 1 d . . . . .
C8 C 0.62682(4) 0.17141(13) 0.47436(12) 0.0187(4) Uani 1 1 d . . . . .
C9 C 0.69095(5) 0.13249(15) 0.40605(13) 0.0256(5) Uani 1 1 d . . . . .
C10 C 0.59815(5) 0.16775(15) 0.47996(13) 0.0261(5) Uani 1 1 d D . . . .
C11 C 0.66189(5) 0.62511(14) 0.72872(13) 0.0234(4) Uani 1 1 d . . . . .
C12 C 0.63641(5) 0.65165(14) 0.72790(14) 0.0272(5) Uani 1 1 d . . . . .
C13 C 0.62389(4) 0.61872(13) 0.66214(13) 0.0226(4) Uani 1 1 d . . . . .
C14 C 0.68450(5) 0.64119(16) 0.78542(14) 0.0305(5) Uani 1 1 d . . . . .
C15 C 0.59634(5) 0.62490(16) 0.62964(15) 0.0311(5) Uani 1 1 d . . . . .
C16 C 0.70821(4) 0.59839(13) 0.46424(13) 0.0208(4) Uani 1 1 d . . . . .
C17 C 0.69591(5) 0.60514(13) 0.39101(12) 0.0223(4) Uani 1 1 d . . . . .
C18 C 0.67049(4) 0.58141(13) 0.39871(12) 0.0201(4) Uani 1 1 d . . . . .
C19 C 0.73575(5) 0.61498(15) 0.49342(15) 0.0286(5) Uani 1 1 d . . . . .
C20 C 0.64749(5) 0.57444(16) 0.34159(13) 0.0279(5) Uani 1 1 d . . . . .
C31 C 0.72409(5) 0.31791(15) 0.52330(14) 0.0265(5) Uani 1 1 d . . . . .
C32 C 0.61064(4) 0.34146(14) 0.64447(12) 0.0214(4) Uani 1 1 d . . . . .
C33 C 0.72670(5) 0.49148(16) 0.66250(13) 0.0288(5) Uani 1 1 d . . . . .
C34 C 0.60904(5) 0.46786(16) 0.47937(14) 0.0302(5) Uani 1 1 d . . . . .
Br2 Br 0.500000 0.09897(2) 0.750000 0.02244(7) Uani 1 2 d S T P . .
Cu5 Cu 0.47033(2) 0.21884(2) 0.77243(2) 0.01697(5) Uani 1 1 d . . . . .
Cu6 Cu 0.47267(2) -0.02316(2) 0.69771(2) 0.02078(6) Uani 1 1 d . . . . .
Cl5 Cl 0.47087(2) 0.42347(5) 0.50290(4) 0.04546(19) Uani 1 1 d . . . . .
Cl6 Cl 0.54907(2) -0.17213(5) 0.51250(4) 0.04737(19) Uani 1 1 d . . . . .
F25 F 0.42189(3) 0.26307(11) 0.60675(11) 0.0487(5) Uani 1 1 d . . . . .
F26 F 0.42874(3) 0.33910(10) 0.70258(8) 0.0357(4) Uani 1 1 d . . . . .
F27 F 0.42452(3) 0.38923(12) 0.59055(11) 0.0572(6) Uani 1 1 d . . . . .
F28 F 0.54837(3) 0.29993(9) 0.58693(9) 0.0330(3) Uani 1 1 d . . . . .
F29 F 0.53771(3) 0.42301(10) 0.59312(10) 0.0417(4) Uani 1 1 d . . . . .
F30 F 0.52713(3) 0.35627(14) 0.49101(9) 0.0537(5) Uani 1 1 d . . . . .
F31 F 0.47255(9) -0.0442(2) 0.5125(2) 0.0507(11) Uani 0.697(11) 1 d D U . B 1
F32 F 0.49383(10) -0.1353(4) 0.4575(3) 0.0656(14) Uani 0.697(11) 1 d D U . B 1
F33 F 0.46742(10) -0.1636(3) 0.5409(3) 0.0701(16) Uani 0.697(11) 1 d D U . B 1
F34 F 0.58664(3) -0.16261(11) 0.65404(10) 0.0478(4) Uani 1 1 d . . . . .
F35 F 0.57338(3) -0.13827(11) 0.76457(9) 0.0425(4) Uani 1 1 d . . . . .
F36 F 0.58442(3) -0.04255(10) 0.69381(12) 0.0480(4) Uani 1 1 d . . . . .
O5 O 0.42219(4) 0.13855(13) 0.81033(13) 0.0463(5) Uani 1 1 d . . . . .
O6 O 0.42542(4) 0.05045(14) 0.62212(14) 0.0511(6) Uani 1 1 d . . . . .
N9 N 0.47794(3) 0.27541(11) 0.67490(9) 0.0169(3) Uani 1 1 d . . . . .
N10 N 0.50310(3) 0.27980(11) 0.65788(9) 0.0169(3) Uani 1 1 d . . . . .
N11 N 0.50344(4) -0.07424(11) 0.65319(10) 0.0216(4) Uani 1 1 d . . . . .
N12 N 0.52625(4) -0.07469(12) 0.69776(10) 0.0219(4) Uani 1 1 d . . . . .
C21 C 0.46336(4) 0.32178(13) 0.62563(11) 0.0180(4) Uani 1 1 d . . . . .
C22 C 0.47923(4) 0.35734(14) 0.57515(12) 0.0228(4) Uani 1 1 d . . . . .
C23 C 0.50407(4) 0.32902(13) 0.59772(12) 0.0196(4) Uani 1 1 d . . . . .
C24 C 0.43459(4) 0.32815(15) 0.63086(13) 0.0236(5) Uani 1 1 d . . . . .
C25 C 0.52927(5) 0.35105(16) 0.56735(13) 0.0266(5) Uani 1 1 d . . . . .
C26 C 0.50785(5) -0.10639(14) 0.58508(13) 0.0262(5) Uani 1 1 d . . . . .
C27 C 0.53372(5) -0.12890(14) 0.58520(14) 0.0279(5) Uani 1 1 d . . . . .
C28 C 0.54471(5) -0.10737(13) 0.65767(13) 0.0242(5) Uani 1 1 d . . . . .
C29 C 0.48618(6) -0.11432(17) 0.52358(14) 0.0370(6) Uani 1 1 d D . . . .
C30 C 0.57208(5) -0.11293(15) 0.69202(15) 0.0301(5) Uani 1 1 d . . . . .
C35 C 0.44011(5) 0.17202(14) 0.79621(13) 0.0248(5) Uani 1 1 d . . . . .
C36 C 0.44326(5) 0.01972(16) 0.64882(14) 0.0302(5) Uani 1 1 d . . . . .
N13 N 0.66544(4) -0.09573(12) 0.59529(10) 0.0210(4) Uani 1 1 d . . . . .
C37 C 0.65056(5) -0.05249(15) 0.65466(14) 0.0298(5) Uani 1 1 d . . . . .
H37A H 0.633756 -0.080509 0.659034 0.036 Uiso 1 1 calc R . . . .
H37B H 0.660818 -0.056510 0.705061 0.036 Uiso 1 1 calc R . . . .
C38 C 0.64479(8) 0.03391(18) 0.63845(19) 0.0539(9) Uani 1 1 d . . . . .
H38A H 0.635909 0.056836 0.680804 0.081 Uiso 1 1 calc GR . . . .
H38B H 0.633492 0.038733 0.590619 0.081 Uiso 1 1 calc GR . . . .
H38C H 0.661224 0.062508 0.633375 0.081 Uiso 1 1 calc GR . . . .
C39 C 0.65142(5) -0.08739(16) 0.51646(13) 0.0306(5) Uani 1 1 d . . . . .
H39A H 0.661365 -0.117038 0.479536 0.037 Uiso 1 1 calc R . . . .
H39B H 0.651494 -0.030511 0.501628 0.037 Uiso 1 1 calc R . . . .
C40 C 0.62350(5) -0.1167(2) 0.50912(16) 0.0449(8) Uani 1 1 d . . . . .
H40A H 0.613006 -0.084519 0.541848 0.067 Uiso 1 1 calc GR . . . .
H40B H 0.623039 -0.172561 0.525177 0.067 Uiso 1 1 calc GR . . . .
H40C H 0.616312 -0.112086 0.455572 0.067 Uiso 1 1 calc GR . . . .
C41 C 0.66753(6) -0.18100(15) 0.62056(16) 0.0338(6) Uani 1 1 d . . . . .
H41A H 0.649648 -0.202451 0.623413 0.041 Uiso 1 1 calc R . . . .
H41B H 0.676493 -0.182876 0.672934 0.041 Uiso 1 1 calc R . . . .
C42 C 0.68215(7) -0.23470(18) 0.5687(2) 0.0519(8) Uani 1 1 d . . . . .
H42A H 0.682070 -0.289430 0.588123 0.078 Uiso 1 1 calc GR . . . .
H42B H 0.700254 -0.216169 0.568037 0.078 Uiso 1 1 calc GR . . . .
H42C H 0.673542 -0.233129 0.516509 0.078 Uiso 1 1 calc GR . . . .
C43 C 0.69229(5) -0.05859(18) 0.59068(15) 0.0356(6) Uani 1 1 d . . . . .
H43A H 0.689962 -0.001904 0.576142 0.043 Uiso 1 1 calc R . . . .
H43B H 0.701001 -0.085383 0.549279 0.043 Uiso 1 1 calc R . . . .
C44 C 0.71031(6) -0.0633(3) 0.66471(17) 0.0552(9) Uani 1 1 d . . . . .
H44A H 0.702629 -0.032936 0.705128 0.083 Uiso 1 1 calc GR . . . .
H44B H 0.727447 -0.040845 0.655885 0.083 Uiso 1 1 calc GR . . . .
H44C H 0.712400 -0.119016 0.680593 0.083 Uiso 1 1 calc GR . . . .
N14 N 0.500000 0.38605(17) 0.250000 0.0282(6) Uani 1 2 d S T P . .
C45 C 0.52066(8) 0.4359(2) 0.21687(19) 0.0563(10) Uani 1 1 d . . . . .
H45A H 0.512282 0.468272 0.174295 0.068 Uiso 1 1 calc R . . . .
H45B H 0.533431 0.400061 0.194951 0.068 Uiso 1 1 calc R . . . .
C46 C 0.53529(13) 0.4910(4) 0.2738(4) 0.133(2) Uani 1 1 d . U . . .
H46A H 0.550128 0.514797 0.250277 0.200 Uiso 1 1 calc GR . . . .
H46B H 0.541725 0.460669 0.319432 0.200 Uiso 1 1 calc GR . . . .
H46C H 0.523495 0.533144 0.288599 0.200 Uiso 1 1 calc GR . . . .
C47 C 0.51138(7) 0.3350(2) 0.31511(18) 0.0571(10) Uani 1 1 d . . . . .
H47A H 0.496990 0.304916 0.336140 0.068 Uiso 1 1 calc R . . . .
H47B H 0.519165 0.370185 0.356355 0.068 Uiso 1 1 calc R . . . .
C48 C 0.53226(9) 0.2759(3) 0.2936(3) 0.0946(16) Uani 1 1 d . U . . .
H48A H 0.524798 0.240611 0.252802 0.142 Uiso 1 1 calc GR . . . .
H48B H 0.538252 0.244200 0.338702 0.142 Uiso 1 1 calc GR . . . .
H48C H 0.547095 0.305126 0.275409 0.142 Uiso 1 1 calc GR . . . .
F12A F 0.59069(5) 0.09305(17) 0.4983(3) 0.0604(11) Uani 0.755(8) 1 d D U . A 2
F11A F 0.58467(5) 0.1829(3) 0.41485(14) 0.0585(11) Uani 0.755(8) 1 d D U . A 2
F10A F 0.58962(6) 0.2134(3) 0.5332(2) 0.0524(11) Uani 0.755(8) 1 d D U . A 2
F32A F 0.4946(2) -0.0987(7) 0.4548(5) 0.043(2) Uani 0.303(11) 1 d D U . B 2
F33A F 0.4797(3) -0.1927(5) 0.5198(5) 0.067(3) Uani 0.303(11) 1 d D U . B 2
F31A F 0.46641(17) -0.0754(8) 0.5308(6) 0.059(3) Uani 0.303(11) 1 d D U . B 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
Br1 Cu1 2.5967(4) . ?
Br1 Cu2 2.5865(4) . ?
Br1 Cu3 2.6124(4) . ?
Br1 Cu4 2.6006(4) . ?
Cu1 N1 2.0094(18) . ?
Cu1 N3 2.0204(18) . ?
Cu1 C31 1.819(2) . ?
Cu2 N2 2.0332(17) . ?
Cu2 N4 2.0254(17) . ?
Cu2 C32 1.829(2) . ?
Cu3 N5 2.0116(19) . ?
Cu3 N7 2.0283(18) . ?
Cu3 C33 1.823(3) . ?
Cu4 N6 2.0208(18) . ?
Cu4 N8 2.0083(18) . ?
Cu4 C34 1.821(2) . ?
Cl1 C2 1.713(2) . ?
Cl2 C7 1.710(2) . ?
Cl3 C12 1.715(2) . ?
Cl4 C17 1.712(2) . ?
F1 C4 1.298(4) . ?
F2 C4 1.307(4) . ?
F3 C4 1.295(3) . ?
F4 C5 1.340(3) . ?
F5 C5 1.340(3) . ?
F6 C5 1.327(3) . ?
F7 C9 1.327(3) . ?
F8 C9 1.337(3) . ?
F9 C9 1.330(3) . ?
F10 C10 1.272(8) . ?
F11 C10 1.333(7) . ?
F12 C10 1.265(7) . ?
F13 C14 1.318(3) . ?
F14 C14 1.334(3) . ?
F15 C14 1.326(3) . ?
F16 C15 1.326(3) . ?
F17 C15 1.326(3) . ?
F18 C15 1.310(3) . ?
F19 C19 1.339(3) . ?
F20 C19 1.334(3) . ?
F21 C19 1.334(3) . ?
F22 C20 1.331(3) . ?
F23 C20 1.329(3) . ?
F24 C20 1.325(3) . ?
O1 C31 1.118(3) . ?
O2 C32 1.120(3) . ?
O3 C33 1.119(3) . ?
O4 C34 1.120(3) . ?
N1 N2 1.348(2) . ?
N1 C1 1.347(3) . ?
N2 C3 1.345(3) . ?
N3 N4 1.355(2) . ?
N3 C6 1.345(3) . ?
N4 C8 1.343(3) . ?
N5 N6 1.351(2) . ?
N5 C11 1.347(3) . ?
N6 C13 1.346(3) . ?
N7 N8 1.349(2) . ?
N7 C16 1.345(3) . ?
N8 C18 1.343(3) . ?
C1 C2 1.381(3) . ?
C1 C4 1.489(3) . ?
C2 C3 1.382(3) . ?
C3 C5 1.487(3) . ?
C6 C7 1.384(3) . ?
C6 C9 1.484(3) . ?
C7 C8 1.390(3) . ?
C8 C10 1.482(3) . ?
C10 F12A 1.358(4) . ?
C10 F11A 1.306(3) . ?
C10 F10A 1.309(3) . ?
C11 C12 1.379(3) . ?
C11 C14 1.485(3) . ?
C12 C13 1.384(3) . ?
C13 C15 1.481(3) . ?
C16 C17 1.383(3) . ?
C16 C19 1.487(3) . ?
C17 C18 1.380(3) . ?
C18 C20 1.484(3) . ?
Br2 Cu5 2.5731(4) . ?
Br2 Cu5 2.5731(4) 2_656 ?
Br2 Cu6 2.6059(4) . ?
Br2 Cu6 2.6059(4) 2_656 ?
Cu5 N9 2.0185(17) . ?
Cu5 N10 2.0274(17) 2_656 ?
Cu5 C35 1.816(2) . ?
Cu6 N11 2.0087(19) . ?
Cu6 N12 2.0185(18) 2_656 ?
Cu6 C36 1.819(3) . ?
Cl5 C22 1.709(2) . ?
Cl6 C27 1.711(2) . ?
F25 C24 1.323(3) . ?
F26 C24 1.326(3) . ?
F27 C24 1.325(3) . ?
F28 C25 1.325(3) . ?
F29 C25 1.348(3) . ?
F30 C25 1.333(3) . ?
F31 C29 1.374(4) . ?
F32 C29 1.299(5) . ?
F33 C29 1.323(4) . ?
F34 C30 1.333(3) . ?
F35 C30 1.334(3) . ?
F36 C30 1.340(3) . ?
O5 C35 1.122(3) . ?
O6 C36 1.117(3) . ?
N9 N10 1.350(2) . ?
N9 C21 1.342(3) . ?
N10 C23 1.342(3) . ?
N11 N12 1.350(3) . ?
N11 C26 1.344(3) . ?
N12 C28 1.341(3) . ?
C21 C22 1.385(3) . ?
C21 C24 1.489(3) . ?
C22 C23 1.386(3) . ?
C23 C25 1.484(3) . ?
C26 C27 1.379(4) . ?
C26 C29 1.486(4) . ?
C27 C28 1.391(3) . ?
C28 C30 1.482(4) . ?
C29 F32A 1.337(8) . ?
C29 F33A 1.358(7) . ?
C29 F31A 1.222(8) . ?
N13 C37 1.523(3) . ?
N13 C39 1.507(3) . ?
N13 C41 1.500(3) . ?
N13 C43 1.519(3) . ?
C37 H37A 0.9900 . ?
C37 H37B 0.9900 . ?
C37 C38 1.503(4) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9900 . ?
C39 H39B 0.9900 . ?
C39 C40 1.509(4) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C41 C42 1.520(4) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C43 C44 1.528(4) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
N14 C45 1.504(3) . ?
N14 C45 1.504(3) 2_655 ?
N14 C47 1.503(3) 2_655 ?
N14 C47 1.503(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C45 C46 1.511(5) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C46 H46C 0.9800 . ?
C47 H47A 0.9900 . ?
C47 H47B 0.9900 . ?
C47 C48 1.530(5) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C48 H48C 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
Cu1 Br1 Cu3 116.340(13) . . ?
Cu1 Br1 Cu4 151.272(12) . . ?
Cu2 Br1 Cu1 75.521(12) . . ?
Cu2 Br1 Cu3 149.035(12) . . ?
Cu2 Br1 Cu4 107.063(13) . . ?
Cu4 Br1 Cu3 76.620(12) . . ?
N1 Cu1 Br1 94.77(5) . . ?
N1 Cu1 N3 97.25(7) . . ?
N3 Cu1 Br1 97.20(5) . . ?
C31 Cu1 Br1 98.24(8) . . ?
C31 Cu1 N1 131.88(9) . . ?
C31 Cu1 N3 126.40(9) . . ?
N2 Cu2 Br1 94.89(5) . . ?
N4 Cu2 Br1 95.89(5) . . ?
N4 Cu2 N2 99.10(7) . . ?
C32 Cu2 Br1 99.51(7) . . ?
C32 Cu2 N2 125.07(8) . . ?
C32 Cu2 N4 131.17(8) . . ?
N5 Cu3 Br1 94.00(5) . . ?
N5 Cu3 N7 100.80(8) . . ?
N7 Cu3 Br1 92.11(5) . . ?
C33 Cu3 Br1 105.34(8) . . ?
C33 Cu3 N5 132.75(9) . . ?
C33 Cu3 N7 120.60(9) . . ?
N6 Cu4 Br1 94.18(5) . . ?
N8 Cu4 Br1 90.98(5) . . ?
N8 Cu4 N6 101.31(7) . . ?
C34 Cu4 Br1 106.83(8) . . ?
C34 Cu4 N6 126.88(10) . . ?
C34 Cu4 N8 125.74(10) . . ?
N2 N1 Cu1 117.84(13) . . ?
C1 N1 Cu1 133.87(16) . . ?
C1 N1 N2 108.27(17) . . ?
N1 N2 Cu2 115.89(13) . . ?
C3 N2 Cu2 136.16(15) . . ?
C3 N2 N1 107.93(17) . . ?
N4 N3 Cu1 116.72(13) . . ?
C6 N3 Cu1 135.14(15) . . ?
C6 N3 N4 108.14(17) . . ?
N3 N4 Cu2 116.56(13) . . ?
C8 N4 Cu2 134.88(15) . . ?
C8 N4 N3 108.09(17) . . ?
N6 N5 Cu3 116.98(13) . . ?
C11 N5 Cu3 135.04(16) . . ?
C11 N5 N6 107.82(18) . . ?
N5 N6 Cu4 118.57(14) . . ?
C13 N6 Cu4 133.10(15) . . ?
C13 N6 N5 108.31(18) . . ?
N8 N7 Cu3 117.32(13) . . ?
C16 N7 Cu3 133.69(15) . . ?
C16 N7 N8 107.88(17) . . ?
N7 N8 Cu4 118.10(13) . . ?
C18 N8 Cu4 133.44(15) . . ?
C18 N8 N7 108.21(17) . . ?
N1 C1 C2 109.5(2) . . ?
N1 C1 C4 120.0(2) . . ?
C2 C1 C4 130.4(2) . . ?
C1 C2 Cl1 128.86(19) . . ?
C1 C2 C3 104.47(19) . . ?
C3 C2 Cl1 126.66(19) . . ?
N2 C3 C2 109.78(19) . . ?
N2 C3 C5 123.3(2) . . ?
C2 C3 C5 126.9(2) . . ?
F1 C4 F2 104.0(3) . . ?
F1 C4 C1 112.5(2) . . ?
F2 C4 C1 111.8(3) . . ?
F3 C4 F1 107.8(3) . . ?
F3 C4 F2 107.7(3) . . ?
F3 C4 C1 112.5(2) . . ?
F4 C5 F5 105.22(19) . . ?
F4 C5 C3 111.7(2) . . ?
F5 C5 C3 111.9(2) . . ?
F6 C5 F4 107.1(2) . . ?
F6 C5 F5 107.3(2) . . ?
F6 C5 C3 113.10(19) . . ?
N3 C6 C7 109.76(19) . . ?
N3 C6 C9 121.7(2) . . ?
C7 C6 C9 128.5(2) . . ?
C6 C7 Cl2 128.19(18) . . ?
C6 C7 C8 104.30(18) . . ?
C8 C7 Cl2 127.49(18) . . ?
N4 C8 C7 109.70(19) . . ?
N4 C8 C10 122.61(19) . . ?
C7 C8 C10 127.7(2) . . ?
F7 C9 F8 106.2(2) . . ?
F7 C9 F9 106.0(2) . . ?
F7 C9 C6 113.54(19) . . ?
F8 C9 C6 111.9(2) . . ?
F9 C9 F8 107.1(2) . . ?
F9 C9 C6 111.7(2) . . ?
F10 C10 F11 106.0(6) . . ?
F10 C10 C8 110.4(5) . . ?
F11 C10 C8 108.9(4) . . ?
F12 C10 F10 109.6(6) . . ?
F12 C10 F11 108.4(7) . . ?
F12 C10 C8 113.2(5) . . ?
F12A C10 C8 110.8(2) . . ?
F11A C10 C8 112.9(2) . . ?
F11A C10 F12A 104.3(3) . . ?
F11A C10 F10A 108.8(3) . . ?
F10A C10 C8 114.5(2) . . ?
F10A C10 F12A 104.8(3) . . ?
N5 C11 C12 109.9(2) . . ?
N5 C11 C14 120.8(2) . . ?
C12 C11 C14 129.3(2) . . ?
C11 C12 Cl3 127.48(19) . . ?
C11 C12 C13 104.6(2) . . ?
C13 C12 Cl3 127.9(2) . . ?
N6 C13 C12 109.4(2) . . ?
N6 C13 C15 119.9(2) . . ?
C12 C13 C15 130.7(2) . . ?
F13 C14 F14 106.8(2) . . ?
F13 C14 F15 106.9(2) . . ?
F13 C14 C11 112.4(2) . . ?
F14 C14 C11 111.9(2) . . ?
F15 C14 F14 105.6(2) . . ?
F15 C14 C11 112.8(2) . . ?
F16 C15 C13 112.6(2) . . ?
F17 C15 F16 104.7(2) . . ?
F17 C15 C13 111.8(2) . . ?
F18 C15 F16 107.7(2) . . ?
F18 C15 F17 106.0(2) . . ?
F18 C15 C13 113.4(2) . . ?
N7 C16 C17 109.8(2) . . ?
N7 C16 C19 119.8(2) . . ?
C17 C16 C19 130.4(2) . . ?
C16 C17 Cl4 127.35(19) . . ?
C18 C17 Cl4 128.34(18) . . ?
C18 C17 C16 104.30(19) . . ?
N8 C18 C17 109.80(19) . . ?
N8 C18 C20 118.9(2) . . ?
C17 C18 C20 131.3(2) . . ?
F19 C19 C16 112.7(2) . . ?
F20 C19 F19 106.0(2) . . ?
F20 C19 C16 111.97(19) . . ?
F21 C19 F19 106.5(2) . . ?
F21 C19 F20 106.8(2) . . ?
F21 C19 C16 112.5(2) . . ?
F22 C20 C18 112.0(2) . . ?
F23 C20 F22 105.6(2) . . ?
F23 C20 C18 112.3(2) . . ?
F24 C20 F22 107.5(2) . . ?
F24 C20 F23 107.1(2) . . ?
F24 C20 C18 111.9(2) . . ?
O1 C31 Cu1 172.8(2) . . ?
O2 C32 Cu2 173.0(2) . . ?
O3 C33 Cu3 174.9(3) . . ?
O4 C34 Cu4 177.2(3) . . ?
Cu5 Br2 Cu5 77.034(16) . 2_656 ?
Cu5 Br2 Cu6 150.420(8) . 2_656 ?
Cu5 Br2 Cu6 150.421(8) 2_656 . ?
Cu5 Br2 Cu6 111.228(10) 2_656 2_656 ?
Cu5 Br2 Cu6 111.227(10) . . ?
Cu6 Br2 Cu6 76.164(16) . 2_656 ?
N9 Cu5 Br2 94.64(5) . . ?
N9 Cu5 N10 95.86(7) . 2_656 ?
N10 Cu5 Br2 96.36(5) 2_656 . ?
C35 Cu5 Br2 102.86(8) . . ?
C35 Cu5 N9 128.77(9) . . ?
C35 Cu5 N10 128.62(9) . 2_656 ?
N11 Cu6 Br2 93.19(5) . . ?
N11 Cu6 N12 101.83(8) . 2_656 ?
N12 Cu6 Br2 92.68(5) 2_656 . ?
C36 Cu6 Br2 104.68(8) . . ?
C36 Cu6 N11 129.35(10) . . ?
C36 Cu6 N12 123.64(10) . 2_656 ?
N10 N9 Cu5 117.91(13) . . ?
C21 N9 Cu5 132.75(14) . . ?
C21 N9 N10 108.55(17) . . ?
N9 N10 Cu5 116.50(13) . 2_656 ?
C23 N10 Cu5 135.64(15) . 2_656 ?
C23 N10 N9 107.78(17) . . ?
N12 N11 Cu6 116.68(14) . . ?
C26 N11 Cu6 135.30(17) . . ?
C26 N11 N12 107.90(19) . . ?
N11 N12 Cu6 118.48(14) . 2_656 ?
C28 N12 Cu6 132.96(16) . 2_656 ?
C28 N12 N11 108.40(18) . . ?
N9 C21 C22 109.51(19) . . ?
N9 C21 C24 120.25(19) . . ?
C22 C21 C24 130.24(19) . . ?
C21 C22 Cl5 128.81(17) . . ?
C21 C22 C23 104.22(18) . . ?
C23 C22 Cl5 126.94(18) . . ?
N10 C23 C22 109.94(19) . . ?
N10 C23 C25 121.64(19) . . ?
C22 C23 C25 128.3(2) . . ?
F25 C24 F26 105.8(2) . . ?
F25 C24 F27 108.1(2) . . ?
F25 C24 C21 112.62(19) . . ?
F26 C24 C21 111.80(18) . . ?
F27 C24 F26 106.7(2) . . ?
F27 C24 C21 111.52(19) . . ?
F28 C25 F29 106.57(19) . . ?
F28 C25 F30 107.4(2) . . ?
F28 C25 C23 113.10(19) . . ?
F29 C25 C23 111.6(2) . . ?
F30 C25 F29 105.8(2) . . ?
F30 C25 C23 111.93(19) . . ?
N11 C26 C27 110.0(2) . . ?
N11 C26 C29 120.4(2) . . ?
C27 C26 C29 129.6(2) . . ?
C26 C27 Cl6 128.1(2) . . ?
C26 C27 C28 104.3(2) . . ?
C28 C27 Cl6 127.6(2) . . ?
N12 C28 C27 109.4(2) . . ?
N12 C28 C30 120.0(2) . . ?
C27 C28 C30 130.6(2) . . ?
F31 C29 C26 111.4(2) . . ?
F32 C29 F31 107.1(3) . . ?
F32 C29 F33 108.3(3) . . ?
F32 C29 C26 113.9(3) . . ?
F33 C29 F31 101.4(3) . . ?
F33 C29 C26 113.8(3) . . ?
F32A C29 C26 110.8(5) . . ?
F32A C29 F33A 104.0(5) . . ?
F33A C29 C26 106.6(5) . . ?
F31A C29 C26 117.0(4) . . ?
F31A C29 F32A 108.7(7) . . ?
F31A C29 F33A 108.9(6) . . ?
F34 C30 F35 106.8(2) . . ?
F34 C30 F36 106.3(2) . . ?
F34 C30 C28 112.8(2) . . ?
F35 C30 F36 105.9(2) . . ?
F35 C30 C28 112.1(2) . . ?
F36 C30 C28 112.5(2) . . ?
O5 C35 Cu5 175.6(2) . . ?
O6 C36 Cu6 175.2(3) . . ?
C39 N13 C37 110.55(18) . . ?
C39 N13 C43 106.16(18) . . ?
C41 N13 C37 106.38(18) . . ?
C41 N13 C39 112.0(2) . . ?
C41 N13 C43 111.4(2) . . ?
C43 N13 C37 110.38(19) . . ?
N13 C37 H37A 108.4 . . ?
N13 C37 H37B 108.4 . . ?
H37A C37 H37B 107.4 . . ?
C38 C37 N13 115.7(2) . . ?
C38 C37 H37A 108.4 . . ?
C38 C37 H37B 108.4 . . ?
C37 C38 H38A 109.5 . . ?
C37 C38 H38B 109.5 . . ?
C37 C38 H38C 109.5 . . ?
H38A C38 H38B 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
N13 C39 H39A 108.5 . . ?
N13 C39 H39B 108.5 . . ?
N13 C39 C40 115.1(2) . . ?
H39A C39 H39B 107.5 . . ?
C40 C39 H39A 108.5 . . ?
C40 C39 H39B 108.5 . . ?
C39 C40 H40A 109.5 . . ?
C39 C40 H40B 109.5 . . ?
C39 C40 H40C 109.5 . . ?
H40A C40 H40B 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N13 C41 H41A 108.6 . . ?
N13 C41 H41B 108.6 . . ?
N13 C41 C42 114.7(2) . . ?
H41A C41 H41B 107.6 . . ?
C42 C41 H41A 108.6 . . ?
C42 C41 H41B 108.6 . . ?
C41 C42 H42A 109.5 . . ?
C41 C42 H42B 109.5 . . ?
C41 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
N13 C43 H43A 108.6 . . ?
N13 C43 H43B 108.6 . . ?
N13 C43 C44 114.8(2) . . ?
H43A C43 H43B 107.5 . . ?
C44 C43 H43A 108.6 . . ?
C44 C43 H43B 108.6 . . ?
C43 C44 H44A 109.5 . . ?
C43 C44 H44B 109.5 . . ?
C43 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C45 N14 C45 112.3(4) 2_655 . ?
C47 N14 C45 105.49(17) . 2_655 ?
C47 N14 C45 105.50(17) 2_655 . ?
C47 N14 C45 111.6(2) 2_655 2_655 ?
C47 N14 C45 111.6(2) . . ?
C47 N14 C47 110.5(4) . 2_655 ?
N14 C45 H45A 108.6 . . ?
N14 C45 H45B 108.6 . . ?
N14 C45 C46 114.4(3) . . ?
H45A C45 H45B 107.6 . . ?
C46 C45 H45A 108.6 . . ?
C46 C45 H45B 108.6 . . ?
C45 C46 H46A 109.5 . . ?
C45 C46 H46B 109.5 . . ?
C45 C46 H46C 109.5 . . ?
H46A C46 H46B 109.5 . . ?
H46A C46 H46C 109.5 . . ?
H46B C46 H46C 109.5 . . ?
N14 C47 H47A 108.6 . . ?
N14 C47 H47B 108.6 . . ?
N14 C47 C48 114.7(3) . . ?
H47A C47 H47B 107.6 . . ?
C48 C47 H47A 108.6 . . ?
C48 C47 H47B 108.6 . . ?
C47 C48 H48A 109.5 . . ?
C47 C48 H48B 109.5 . . ?
C47 C48 H48C 109.5 . . ?
H48A C48 H48B 109.5 . . ?
H48A C48 H48C 109.5 . . ?
H48B C48 H48C 109.5 . . ?

_olex2_submission_special_instructions 'No special instructions were received'
