# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_1a
_database_code_depnum_ccdc_archive 'CCDC 2263362'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H40 Cu4 I4 N8'
_chemical_formula_sum            'C36 H40 Cu4 I4 N8'
_chemical_formula_weight         1346.52

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   9.52910(20)
_cell_length_b                   22.9164(5)
_cell_length_c                   9.8700(2)
_cell_angle_alpha                90
_cell_angle_beta                 102.612(2)
_cell_angle_gamma                90
_cell_volume                     2103.34(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3840
_cell_measurement_theta_min      3.8410
_cell_measurement_theta_max      73.7100

_exptl_crystal_description       plates
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.126
_exptl_crystal_F_000             1280
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    25.609
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.046
_exptl_absorpt_correction_T_max  0.342
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET) 
(compiled Aug  2 2013,16:46:58) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            6992
_diffrn_reflns_av_unetI/netI     0.0483
_diffrn_reflns_av_R_equivalents  0.0377
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_k_max       26
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         3.858
_diffrn_reflns_theta_max         73.685
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.948
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.948
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.948
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             4018
_reflns_number_gt                3686
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0429P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00033(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4018
_refine_ls_number_parameters     240
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0356
_refine_ls_R_factor_gt           0.0320
_refine_ls_wR_factor_ref         0.0791
_refine_ls_wR_factor_gt          0.0765
_refine_ls_goodness_of_fit_ref   1.020
_refine_ls_restrained_S_all      1.020
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.86126(7) 0.47015(3) 0.30550(8) 0.03749(18) Uani 1 1 d . . . . .
Cu2 Cu 1.02736(7) 0.41841(3) 0.49759(7) 0.03358(16) Uani 1 1 d . . . . .
I1 I 0.83853(3) 0.35706(2) 0.30645(3) 0.03101(10) Uani 1 1 d . . . . .
I2 I 1.13220(3) 0.50763(2) 0.37195(3) 0.02562(10) Uani 1 1 d . . . . .
N1 N 0.7117(4) 0.51768(14) 0.1908(4) 0.0232(6) Uani 1 1 d . . . . .
C2 C 0.5758(4) 0.52342(16) 0.2022(4) 0.0221(7) Uani 1 1 d . . . . .
N3 N 0.5020(4) 0.56267(14) 0.1108(3) 0.0229(6) Uani 1 1 d . . . . .
C4 C 0.5958(4) 0.58421(16) 0.0346(4) 0.0233(7) Uani 1 1 d . . . . .
C5 C 0.5769(5) 0.62537(18) -0.0720(4) 0.0294(8) Uani 1 1 d . . . . .
H5A H 0.487953 0.644935 -0.104048 0.035 Uiso 1 1 calc R U . . .
C6 C 0.6950(6) 0.63605(18) -0.1285(5) 0.0342(10) Uani 1 1 d . . . . .
H6A H 0.686872 0.664013 -0.200823 0.041 Uiso 1 1 calc R U . . .
C7 C 0.8267(6) 0.6070(2) -0.0825(5) 0.0358(10) Uani 1 1 d . . . . .
H7A H 0.904453 0.614998 -0.125607 0.043 Uiso 1 1 calc R U . . .
C8 C 0.8448(5) 0.56663(18) 0.0253(5) 0.0301(8) Uani 1 1 d . . . . .
H8A H 0.933772 0.547106 0.057383 0.036 Uiso 1 1 calc R U . . .
C9 C 0.7263(4) 0.55600(15) 0.0844(4) 0.0224(7) Uani 1 1 d . . . . .
C10 C 0.5114(5) 0.49067(18) 0.3039(5) 0.0292(8) Uani 1 1 d . . . . .
H10A H 0.581584 0.462581 0.353828 0.044 Uiso 1 1 calc R U . . .
H10B H 0.425536 0.469817 0.254662 0.044 Uiso 1 1 calc R U . . .
H10C H 0.484663 0.518056 0.370285 0.044 Uiso 1 1 calc R U . . .
C11 C 0.3523(5) 0.57968(19) 0.0952(5) 0.0302(8) Uani 1 1 d . . . . .
H11A H 0.299429 0.570839 0.000647 0.045 Uiso 1 1 calc R U . . .
H11B H 0.346754 0.621634 0.112567 0.045 Uiso 1 1 calc R U . . .
H11C H 0.309754 0.558030 0.161916 0.045 Uiso 1 1 calc R U . . .
N21 N 1.1510(4) 0.36302(13) 0.6214(4) 0.0234(6) Uani 1 1 d . . . . .
C22 C 1.1098(4) 0.32825(16) 0.7123(4) 0.0241(7) Uani 1 1 d . . . . .
N23 N 1.2169(4) 0.29271(13) 0.7780(4) 0.0243(6) Uani 1 1 d . . . . .
C24 C 1.3365(4) 0.30414(16) 0.7244(4) 0.0232(7) Uani 1 1 d . . . . .
C25 C 1.4717(5) 0.27856(18) 0.7451(5) 0.0320(9) Uani 1 1 d . . . . .
H25A H 1.499733 0.248506 0.811822 0.038 Uiso 1 1 calc R U . . .
C26 C 1.5637(5) 0.2985(2) 0.6650(6) 0.0372(10) Uani 1 1 d . . . . .
H26A H 1.656537 0.281651 0.675941 0.045 Uiso 1 1 calc R U . . .
C27 C 1.5222(5) 0.3436(2) 0.5672(5) 0.0337(9) Uani 1 1 d . . . . .
H27A H 1.588065 0.356655 0.514131 0.040 Uiso 1 1 calc R U . . .
C28 C 1.3876(5) 0.36914(17) 0.5467(4) 0.0260(8) Uani 1 1 d . . . . .
H28A H 1.360520 0.399660 0.481012 0.031 Uiso 1 1 calc R U . . .
C29 C 1.2928(4) 0.34860(15) 0.6256(4) 0.0207(7) Uani 1 1 d . . . . .
C30 C 0.9622(5) 0.3255(2) 0.7396(6) 0.0353(9) Uani 1 1 d . . . . .
H30A H 0.901896 0.355528 0.684705 0.053 Uiso 1 1 calc R U . . .
H30B H 0.966883 0.332268 0.838490 0.053 Uiso 1 1 calc R U . . .
H30C H 0.920629 0.286931 0.713371 0.053 Uiso 1 1 calc R U . . .
C31 C 1.2089(5) 0.24994(18) 0.8861(5) 0.0320(9) Uani 1 1 d . . . . .
H31A H 1.153553 0.215958 0.844194 0.048 Uiso 1 1 calc R U . . .
H31B H 1.161524 0.267582 0.954807 0.048 Uiso 1 1 calc R U . . .
H31C H 1.306224 0.237631 0.931761 0.048 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.948(3) . ?
Cu1 Cu2 2.4890(9) . ?
Cu1 I1 2.6007(7) . ?
Cu1 I2 2.6634(7) . ?
Cu2 N21 1.966(3) . ?
Cu2 I2 2.6939(7) . ?
Cu2 I1 2.7002(8) . ?
Cu2 I2 2.7745(7) 3_766 ?
N1 C2 1.330(5) . ?
N1 C9 1.399(5) . ?
C2 N3 1.357(5) . ?
C2 C10 1.489(5) . ?
N3 C4 1.378(5) . ?
N3 C11 1.454(5) . ?
C4 C9 1.393(6) . ?
C4 C5 1.396(6) . ?
C5 C6 1.382(7) . ?
C6 C7 1.406(8) . ?
C7 C8 1.391(7) . ?
C8 C9 1.401(6) . ?
N21 C22 1.322(5) . ?
N21 C29 1.383(5) . ?
C22 N23 1.355(5) . ?
C22 C30 1.490(6) . ?
N23 C24 1.382(5) . ?
N23 C31 1.463(5) . ?
C24 C25 1.389(6) . ?
C24 C29 1.409(5) . ?
C25 C26 1.381(7) . ?
C26 C27 1.409(7) . ?
C27 C28 1.384(7) . ?
C28 C29 1.397(6) . ?

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 Cu2 166.38(11) . . ?
N1 Cu1 I1 120.55(10) . . ?
Cu2 Cu1 I1 64.04(2) . . ?
N1 Cu1 I2 120.65(10) . . ?
Cu2 Cu1 I2 62.94(2) . . ?
I1 Cu1 I2 113.42(2) . . ?
N21 Cu2 Cu1 167.51(11) . . ?
N21 Cu2 I2 122.97(10) . . ?
Cu1 Cu2 I2 61.70(2) . . ?
N21 Cu2 I1 108.41(10) . . ?
Cu1 Cu2 I1 59.99(2) . . ?
I2 Cu2 I1 109.33(2) . . ?
N21 Cu2 I2 114.87(10) . 3_766 ?
Cu1 Cu2 I2 74.97(3) . 3_766 ?
I2 Cu2 I2 92.63(2) . 3_766 ?
I1 Cu2 I2 107.05(2) . 3_766 ?
Cu1 I1 Cu2 55.97(2) . . ?
Cu1 I2 Cu2 55.36(2) . . ?
Cu1 I2 Cu2 73.22(2) . 3_766 ?
Cu2 I2 Cu2 87.37(2) . 3_766 ?
C2 N1 C9 105.1(3) . . ?
C2 N1 Cu1 127.5(3) . . ?
C9 N1 Cu1 127.3(3) . . ?
N1 C2 N3 112.5(3) . . ?
N1 C2 C10 124.0(4) . . ?
N3 C2 C10 123.5(4) . . ?
C2 N3 C4 107.2(3) . . ?
C2 N3 C11 127.0(3) . . ?
C4 N3 C11 125.8(3) . . ?
N3 C4 C9 106.1(3) . . ?
N3 C4 C5 131.4(4) . . ?
C9 C4 C5 122.5(4) . . ?
C6 C5 C4 116.2(4) . . ?
C5 C6 C7 122.3(4) . . ?
C8 C7 C6 121.0(4) . . ?
C7 C8 C9 117.2(4) . . ?
C4 C9 N1 109.2(3) . . ?
C4 C9 C8 120.7(4) . . ?
N1 C9 C8 130.1(4) . . ?
C22 N21 C29 105.6(3) . . ?
C22 N21 Cu2 125.8(3) . . ?
C29 N21 Cu2 128.4(3) . . ?
N21 C22 N23 112.5(4) . . ?
N21 C22 C30 125.4(4) . . ?
N23 C22 C30 122.0(4) . . ?
C22 N23 C24 107.5(3) . . ?
C22 N23 C31 126.7(4) . . ?
C24 N23 C31 125.8(4) . . ?
N23 C24 C25 132.8(4) . . ?
N23 C24 C29 105.0(3) . . ?
C25 C24 C29 122.1(4) . . ?
C26 C25 C24 117.4(4) . . ?
C25 C26 C27 121.1(4) . . ?
C28 C27 C26 121.5(4) . . ?
C27 C28 C29 117.8(4) . . ?
N21 C29 C28 130.5(4) . . ?
N21 C29 C24 109.4(3) . . ?
C28 C29 C24 120.1(4) . . ?

_refine_diff_density_max         0.692
_refine_diff_density_min         -1.102
_refine_diff_density_rms         0.142


####################################################################### 
# 
# 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_1a-tol
_database_code_depnum_ccdc_archive 'CCDC 2263363'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H40 Cu4 I4 N8, C7 H8'
_chemical_formula_sum            'C43 H48 Cu4 I4 N8'
_chemical_formula_weight         1438.65

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.3257 6.8362 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           52
_space_group_name_H-M_alt        'P n n a'
_space_group_name_Hall           '-P 2a 2bc'

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

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

_cell_length_a                   20.0759(2)
_cell_length_b                   16.97565(17)
_cell_length_c                   14.15214(16)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4823.06(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    5613
_cell_measurement_theta_min      3.8050
_cell_measurement_theta_max      73.5700

_exptl_crystal_description       tablets
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.981
_exptl_crystal_F_000             2760
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.15
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    22.389
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.131
_exptl_absorpt_correction_T_max  0.332
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.36.28 (release 01-02-2013 CrysAlis171 .NET) 
(compiled Feb  1 2013,16:14:44) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            9477
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_av_R_equivalents  0.0199
_diffrn_reflns_limit_h_min       -24
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.821
_diffrn_reflns_theta_max         73.813
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measured_fraction_theta_full 0.992
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_Laue_measured_fraction_full 0.992
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_point_group_measured_fraction_full 0.992
_reflns_number_total             4704
_reflns_number_gt                4248
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0340P)²+2.5181P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.000180(10)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4704
_refine_ls_number_parameters     275
_refine_ls_number_restraints     52
_refine_ls_R_factor_all          0.0294
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_ref         0.0662
_refine_ls_wR_factor_gt          0.0640
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.004
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.70672(3) 0.73174(3) 0.64344(4) 0.04415(14) Uani 1 1 d . . . . .
Cu2 Cu 0.58297(2) 0.75216(3) 0.62870(4) 0.04209(14) Uani 1 1 d . . . . .
I1 I 0.64911(2) 0.86518(2) 0.71057(2) 0.03301(8) Uani 1 1 d . . . . .
I2 I 0.64453(2) 0.68348(2) 0.48838(2) 0.03956(8) Uani 1 1 d . . . . .
N1 N 0.80477(13) 0.72100(15) 0.63516(18) 0.0294(5) Uani 1 1 d . . . . .
C2 C 0.83916(16) 0.65453(18) 0.6391(2) 0.0295(6) Uani 1 1 d . . . . .
N3 N 0.90570(13) 0.66803(15) 0.63490(18) 0.0299(5) Uani 1 1 d . . . . .
C4 C 0.91521(16) 0.74821(18) 0.6265(2) 0.0287(6) Uani 1 1 d . . . . .
C5 C 0.97280(17) 0.7933(2) 0.6166(2) 0.0380(7) Uani 1 1 d . . . . .
H5A H 1.015865 0.770114 0.616088 0.046 Uiso 1 1 calc R U . . .
C6 C 0.96375(19) 0.8738(2) 0.6075(3) 0.0427(8) Uani 1 1 d . . . . .
H6A H 1.001568 0.906804 0.599690 0.051 Uiso 1 1 calc R U . . .
C7 C 0.9000(2) 0.9079(2) 0.6096(3) 0.0418(8) Uani 1 1 d . . . . .
H7A H 0.895727 0.963504 0.604909 0.050 Uiso 1 1 calc R U . . .
C8 C 0.84325(18) 0.86231(19) 0.6185(2) 0.0359(7) Uani 1 1 d . . . . .
H8A H 0.800172 0.885467 0.618707 0.043 Uiso 1 1 calc R U . . .
C9 C 0.85161(15) 0.78082(19) 0.6270(2) 0.0282(6) Uani 1 1 d . . . . .
C10 C 0.80972(18) 0.57451(19) 0.6472(3) 0.0386(7) Uani 1 1 d . . . . .
H10A H 0.818660 0.553280 0.710312 0.058 Uiso 1 1 calc R U . . .
H10B H 0.829585 0.539896 0.599455 0.058 Uiso 1 1 calc R U . . .
H10C H 0.761494 0.577564 0.637083 0.058 Uiso 1 1 calc R U . . .
C11 C 0.95871(19) 0.6094(2) 0.6395(3) 0.0427(8) Uani 1 1 d . . . . .
H11A H 0.986758 0.619590 0.694786 0.064 Uiso 1 1 calc R U . . .
H11B H 0.985884 0.612412 0.582040 0.064 Uiso 1 1 calc R U . . .
H11C H 0.939106 0.556663 0.644585 0.064 Uiso 1 1 calc R U . . .
N21 N 0.48569(13) 0.74454(15) 0.62849(18) 0.0292(5) Uani 1 1 d . . . . .
C22 C 0.43936(16) 0.80080(18) 0.6327(2) 0.0304(6) Uani 1 1 d . . . . .
N23 N 0.37733(14) 0.77141(15) 0.62485(18) 0.0294(5) Uani 1 1 d . . . . .
C24 C 0.38252(15) 0.69062(18) 0.6141(2) 0.0280(6) Uani 1 1 d . . . . .
C25 C 0.33430(16) 0.6326(2) 0.6025(2) 0.0333(7) Uani 1 1 d . . . . .
H25A H 0.288120 0.644780 0.601145 0.040 Uiso 1 1 calc R U . . .
C26 C 0.35738(16) 0.5560(2) 0.5931(3) 0.0364(7) Uani 1 1 d . . . . .
H26A H 0.326321 0.514414 0.584456 0.044 Uiso 1 1 calc R U . . .
C27 C 0.42559(17) 0.53876(19) 0.5962(2) 0.0356(7) Uani 1 1 d . . . . .
H27A H 0.439566 0.485521 0.590233 0.043 Uiso 1 1 calc R U . . .
C28 C 0.47319(16) 0.59689(19) 0.6075(2) 0.0339(7) Uani 1 1 d . . . . .
H28A H 0.519345 0.584621 0.609080 0.041 Uiso 1 1 calc R U . . .
C29 C 0.45061(15) 0.67452(17) 0.6167(2) 0.0264(6) Uani 1 1 d . . . . .
C30 C 0.45361(18) 0.88644(19) 0.6444(3) 0.0392(7) Uani 1 1 d . . . . .
H30A H 0.501654 0.894244 0.652391 0.059 Uiso 1 1 calc R U . . .
H30B H 0.430181 0.906322 0.700323 0.059 Uiso 1 1 calc R U . . .
H30C H 0.438367 0.915056 0.588329 0.059 Uiso 1 1 calc R U . . .
C31 C 0.31465(18) 0.8155(2) 0.6270(3) 0.0399(8) Uani 1 1 d . . . . .
H31A H 0.297968 0.817772 0.691972 0.060 Uiso 1 1 calc R U . . .
H31B H 0.281780 0.789047 0.586745 0.060 Uiso 1 1 calc R U . . .
H31C H 0.322257 0.869043 0.603554 0.060 Uiso 1 1 calc R U . . .
C40 C 0.1470(7) 0.5957(8) 0.8024(11) 0.053(3) Uiso 0.293(7) 1 d D U P A -1
H40A H 0.109004 0.561980 0.786299 0.079 Uiso 0.293(7) 1 calc R U P A -1
H40B H 0.165336 0.618948 0.744681 0.079 Uiso 0.293(7) 1 calc R U P A -1
H40C H 0.132243 0.637684 0.845072 0.079 Uiso 0.293(7) 1 calc R U P A -1
C41 C 0.1937(3) 0.5527(4) 0.8450(6) 0.032(2) Uiso 0.293(7) 1 d DG U P A -1
C42 C 0.1953(5) 0.5488(6) 0.9431(6) 0.030(2) Uiso 0.293(7) 1 d DG U P A -1
H42A H 0.163032 0.576330 0.979323 0.036 Uiso 0.293(7) 1 calc R U P A -1
C43 C 0.2443(7) 0.5047(8) 0.9881(3) 0.038(2) Uiso 0.293(7) 1 d G U P A -1
H43A H 0.245407 0.502058 1.055130 0.045 Uiso 0.293(7) 1 calc R U P A -1
C44 C 0.2916(5) 0.4644(6) 0.9350(7) 0.038(3) Uiso 0.293(7) 1 d G U P A -1
H44A H 0.325004 0.434260 0.965823 0.045 Uiso 0.293(7) 1 calc R U P A -1
C45 C 0.2899(4) 0.4683(5) 0.8370(6) 0.042(3) Uiso 0.293(7) 1 d G U P A -1
H45A H 0.322226 0.440734 0.800707 0.051 Uiso 0.293(7) 1 calc R U P A -1
C46 C 0.2410(5) 0.5124(6) 0.7919(3) 0.040(4) Uiso 0.293(7) 1 d DG U P A -1
H46A H 0.239852 0.515007 0.724897 0.048 Uiso 0.293(7) 1 calc R U P A -1
C40' C 0.1581(9) 0.5836(11) 0.8472(16) 0.069(6) Uiso 0.207(7) 1 d D U P A -2
H40D H 0.116944 0.552672 0.846215 0.104 Uiso 0.207(7) 1 calc R U P A -2
H40E H 0.164789 0.608485 0.785399 0.104 Uiso 0.207(7) 1 calc R U P A -2
H40F H 0.154942 0.624415 0.895975 0.104 Uiso 0.207(7) 1 calc R U P A -2
C41' C 0.2100(5) 0.5360(6) 0.8663(8) 0.033(3) Uiso 0.207(7) 1 d DG U P A -2
C42' C 0.2279(6) 0.5181(7) 0.9587(6) 0.023(3) Uiso 0.207(7) 1 d DG U P A -2
H42B H 0.203204 0.539252 1.010001 0.028 Uiso 0.207(7) 1 calc R U P A -2
C43' C 0.2821(7) 0.4692(8) 0.9761(6) 0.033(4) Uiso 0.207(7) 1 d G U P A -2
H43B H 0.294414 0.456952 1.039193 0.040 Uiso 0.207(7) 1 calc R U P A -2
C44' C 0.3183(5) 0.4382(6) 0.9010(10) 0.037(4) Uiso 0.207(7) 1 d G U P A -2
H44B H 0.355349 0.404823 0.912871 0.045 Uiso 0.207(7) 1 calc R U P A -2
C45' C 0.3003(7) 0.4562(8) 0.8086(8) 0.045(4) Uiso 0.207(7) 1 d G U P A -2
H45B H 0.325073 0.434992 0.757356 0.054 Uiso 0.207(7) 1 calc R U P A -2
C46' C 0.2462(7) 0.5050(9) 0.7913(5) 0.033(4) Uiso 0.207(7) 1 d DG U P A -2
H46B H 0.233862 0.517292 0.728162 0.040 Uiso 0.207(7) 1 calc R U P A -2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.980(3) . ?
Cu1 Cu2 2.5171(7) . ?
Cu1 I2 2.6542(6) . ?
Cu1 I1 2.7150(6) . ?
Cu1 I1 2.8834(7) 4_566 ?
Cu2 N21 1.957(3) . ?
Cu2 I1 2.6051(5) . ?
Cu2 I2 2.6135(6) . ?
N1 C2 1.324(4) . ?
N1 C9 1.389(4) . ?
C2 N3 1.357(4) . ?
C2 C10 1.486(5) . ?
N3 C4 1.380(4) . ?
N3 C11 1.459(4) . ?
C4 C9 1.392(4) . ?
C4 C5 1.394(5) . ?
C5 C6 1.384(6) . ?
C6 C7 1.406(6) . ?
C7 C8 1.382(5) . ?
C8 C9 1.399(4) . ?
N21 C22 1.335(4) . ?
N21 C29 1.392(4) . ?
C22 N23 1.346(4) . ?
C22 C30 1.491(5) . ?
N23 C24 1.384(4) . ?
N23 C31 1.464(4) . ?
C24 C25 1.391(5) . ?
C24 C29 1.395(4) . ?
C25 C26 1.387(5) . ?
C26 C27 1.401(5) . ?
C27 C28 1.383(5) . ?
C28 C29 1.399(4) . ?
C40 C41 1.332(15) . ?
C41 C42 1.3900 . ?
C41 C46 1.3900 . ?
C42 C43 1.3900 . ?
C43 C44 1.3900 . ?
C44 C45 1.3900 . ?
C45 C46 1.3900 . ?
C40' C41' 1.345(17) . ?
C41' C42' 1.3900 . ?
C41' C46' 1.3900 . ?
C42' C43' 1.3900 . ?
C43' C44' 1.3900 . ?
C44' C45' 1.3900 . ?
C45' C46' 1.3900 . ?

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 Cu2 171.44(9) . . ?
N1 Cu1 I2 112.97(8) . . ?
Cu2 Cu1 I2 60.644(17) . . ?
N1 Cu1 I1 121.40(8) . . ?
Cu2 Cu1 I1 59.581(16) . . ?
I2 Cu1 I1 110.272(19) . . ?
N1 Cu1 I1 112.86(8) . 4_566 ?
Cu2 Cu1 I1 75.05(2) . 4_566 ?
I2 Cu1 I1 103.158(19) . 4_566 ?
I1 Cu1 I1 93.122(18) . 4_566 ?
N21 Cu2 Cu1 167.39(8) . . ?
N21 Cu2 I1 123.91(8) . . ?
Cu1 Cu2 I1 63.989(17) . . ?
N21 Cu2 I2 116.19(8) . . ?
Cu1 Cu2 I2 62.274(18) . . ?
I1 Cu2 I2 115.18(2) . . ?
Cu2 I1 Cu1 56.430(16) . . ?
Cu2 I1 Cu1 95.907(18) . 4_566 ?
Cu1 I1 Cu1 66.66(2) . 4_566 ?
Cu2 I2 Cu1 57.082(17) . . ?
C2 N1 C9 105.9(3) . . ?
C2 N1 Cu1 126.5(2) . . ?
C9 N1 Cu1 127.6(2) . . ?
N1 C2 N3 111.6(3) . . ?
N1 C2 C10 125.1(3) . . ?
N3 C2 C10 123.3(3) . . ?
C2 N3 C4 107.9(2) . . ?
C2 N3 C11 126.9(3) . . ?
C4 N3 C11 125.2(3) . . ?
N3 C4 C9 105.4(3) . . ?
N3 C4 C5 131.7(3) . . ?
C9 C4 C5 122.9(3) . . ?
C6 C5 C4 116.3(3) . . ?
C5 C6 C7 121.6(3) . . ?
C8 C7 C6 121.4(3) . . ?
C7 C8 C9 117.6(3) . . ?
N1 C9 C4 109.3(3) . . ?
N1 C9 C8 130.5(3) . . ?
C4 C9 C8 120.2(3) . . ?
C22 N21 C29 105.3(3) . . ?
C22 N21 Cu2 130.4(2) . . ?
C29 N21 Cu2 124.2(2) . . ?
N21 C22 N23 112.1(3) . . ?
N21 C22 C30 124.7(3) . . ?
N23 C22 C30 123.2(3) . . ?
C22 N23 C24 107.9(2) . . ?
C22 N23 C31 127.2(3) . . ?
C24 N23 C31 125.0(3) . . ?
N23 C24 C25 131.5(3) . . ?
N23 C24 C29 105.4(3) . . ?
C25 C24 C29 123.1(3) . . ?
C26 C25 C24 116.3(3) . . ?
C25 C26 C27 121.3(3) . . ?
C28 C27 C26 122.0(3) . . ?
C27 C28 C29 117.3(3) . . ?
N21 C29 C24 109.4(3) . . ?
N21 C29 C28 130.7(3) . . ?
C24 C29 C28 120.0(3) . . ?
C40 C41 C42 119.6(7) . . ?
C40 C41 C46 120.4(7) . . ?
C42 C41 C46 120.0 . . ?
C41 C42 C43 120.0 . . ?
C44 C43 C42 120.0 . . ?
C43 C44 C45 120.0 . . ?
C46 C45 C44 120.0 . . ?
C45 C46 C41 120.0 . . ?
C40' C41' C42' 121.5(8) . . ?
C40' C41' C46' 118.5(8) . . ?
C42' C41' C46' 120.0 . . ?
C43' C42' C41' 120.0 . . ?
C42' C43' C44' 120.0 . . ?
C45' C44' C43' 120.0 . . ?
C44' C45' C46' 120.0 . . ?
C45' C46' C41' 120.0 . . ?

_refine_diff_density_max         0.844
_refine_diff_density_min         -0.796
_refine_diff_density_rms         0.085


####################################################################### 
# 
# 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_1d
_database_code_depnum_ccdc_archive 'CCDC 2263366'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C36 H40 Cu4 F4 N8'
_chemical_formula_sum            'C36 H40 Cu4 F4 N8'
_chemical_formula_weight         914.92

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'

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

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

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

_cell_length_a                   9.6197(5)
_cell_length_b                   14.6022(6)
_cell_length_c                   15.2132(8)
_cell_angle_alpha                116.031(5)
_cell_angle_beta                 98.314(4)
_cell_angle_gamma                100.323(4)
_cell_volume                     1827.90(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4014
_cell_measurement_theta_min      2.8640
_cell_measurement_theta_max      27.1450

_exptl_crystal_description       blocks
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.662
_exptl_crystal_F_000             928
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.298
_exptl_crystal_size_mid          0.205
_exptl_crystal_size_min          0.165
_exptl_absorpt_coefficient_mu    2.355
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.648
_exptl_absorpt_correction_T_max  0.729
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            12266
_diffrn_reflns_av_unetI/netI     0.0853
_diffrn_reflns_av_R_equivalents  0.0420
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.711
_diffrn_reflns_theta_max         28.232
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.792
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.792
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.792
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             12266
_reflns_number_gt                7363
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       'CrysAlisPro, Rigaku OD'
_computing_cell_refinement       'CrysAlisPro, Rigaku OD'
_computing_data_reduction        'CrysAlisPro, Rigaku OD'
_computing_structure_solution    'SHELXS-2014 (Sheldrick, 2017)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2014 (Sheldrick, 2017)'
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0380P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         12266
_refine_ls_number_parameters     488
_refine_ls_number_restraints     14
_refine_ls_R_factor_all          0.0641
_refine_ls_R_factor_gt           0.0341
_refine_ls_wR_factor_ref         0.0803
_refine_ls_wR_factor_gt          0.0771
_refine_ls_goodness_of_fit_ref   0.858
_refine_ls_restrained_S_all      0.857
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.19318(6) 0.41076(4) 0.06745(4) 0.02942(15) Uani 1 1 d . . . . .
Cu2 Cu 0.39315(6) 0.49869(4) 0.24468(4) 0.02508(14) Uani 1 1 d . . . . .
Cu3 Cu 0.26639(6) 0.57674(4) 0.39739(4) 0.02763(15) Uani 1 1 d . . . . .
Cu4 Cu 0.08787(6) 0.50979(4) 0.22017(4) 0.03118(15) Uani 1 1 d . . . . .
N1 N 0.3088(4) 0.5167(3) 0.0505(2) 0.0339(10) Uani 1 1 d . . . . .
C2 C 0.4217(5) 0.5944(3) 0.1171(3) 0.0289(11) Uani 1 1 d . . . . .
N3 N 0.4672(4) 0.6034(2) 0.2090(2) 0.0257(9) Uani 1 1 d . . . . .
C4 C 0.2628(5) 0.5090(4) -0.0498(3) 0.0493(15) Uani 1 1 d . . . . .
H4A H 0.220599 0.567343 -0.043169 0.074 Uiso 1 1 calc R U . . .
H4B H 0.189612 0.441270 -0.094924 0.074 Uiso 1 1 calc R U . . .
H4C H 0.347632 0.513378 -0.078008 0.074 Uiso 1 1 calc R U . . .
C5 C 0.5065(5) 0.6693(3) 0.0871(3) 0.0393(13) Uani 1 1 d . . . . .
H5A H 0.451923 0.719726 0.086508 0.059 Uiso 1 1 calc R U . . .
H5B H 0.520603 0.628710 0.019578 0.059 Uiso 1 1 calc R U . . .
H5C H 0.601815 0.708024 0.135922 0.059 Uiso 1 1 calc R U . . .
C6 C 0.5837(5) 0.6895(3) 0.2832(3) 0.0279(11) Uani 1 1 d . . . . .
C7 C 0.5823(5) 0.7950(3) 0.3171(3) 0.0354(12) Uani 1 1 d D . . . .
H7A H 0.500359 0.809470 0.288116 0.042 Uiso 0.159(6) 1 calc R U P A 2
F7 F 0.4672(4) 0.8161(2) 0.2753(2) 0.0511(12) Uani 0.841(6) 1 d D U P A 1
C8 C 0.6950(6) 0.8789(4) 0.3909(4) 0.0468(14) Uani 1 1 d . . . . .
H8A H 0.691617 0.949545 0.409954 0.056 Uiso 1 1 calc R U . . .
C9 C 0.8110(6) 0.8600(4) 0.4362(4) 0.0518(15) Uani 1 1 d . . . . .
H9A H 0.887680 0.917510 0.488363 0.062 Uiso 1 1 calc R U . . .
C10 C 0.8172(5) 0.7567(4) 0.4061(4) 0.0531(15) Uani 1 1 d . . . . .
H10A H 0.898599 0.742921 0.436611 0.064 Uiso 1 1 calc R U . . .
C11 C 0.7045(5) 0.6744(4) 0.3316(3) 0.0408(13) Uani 1 1 d D . . . .
H11A H 0.709375 0.604001 0.312374 0.049 Uiso 0.841(6) 1 calc R U P A 1
F11' F 0.7252(17) 0.5795(11) 0.2951(11) 0.040(5) Uiso 0.159(6) 1 d D U P A 2
N21 N 0.3022(4) 0.4656(3) 0.4193(2) 0.0281(9) Uani 1 1 d . . . . .
C22 C 0.3530(5) 0.3894(3) 0.3617(3) 0.0263(11) Uani 1 1 d . . . . .
N23 N 0.3864(4) 0.3871(2) 0.2777(2) 0.0237(8) Uani 1 1 d . . . . .
C24 C 0.2674(5) 0.4688(3) 0.5118(3) 0.0371(12) Uani 1 1 d . . . . .
H24A H 0.186861 0.406822 0.493267 0.056 Uiso 1 1 calc R U . . .
H24B H 0.238631 0.533534 0.549035 0.056 Uiso 1 1 calc R U . . .
H24C H 0.353557 0.468141 0.554370 0.056 Uiso 1 1 calc R U . . .
C25 C 0.3845(5) 0.3082(3) 0.3926(3) 0.0368(12) Uani 1 1 d . . . . .
H25A H 0.441560 0.344466 0.463131 0.055 Uiso 1 1 calc R U . . .
H25B H 0.440070 0.266390 0.349083 0.055 Uiso 1 1 calc R U . . .
H25C H 0.292234 0.261107 0.385486 0.055 Uiso 1 1 calc R U . . .
C26 C 0.4258(5) 0.3021(3) 0.2067(3) 0.0248(10) Uani 1 1 d . . . . .
C27 C 0.3423(5) 0.1971(3) 0.1594(3) 0.0334(11) Uani 1 1 d D . . . .
H27A H 0.257558 0.180522 0.180687 0.040 Uiso 0.444(5) 1 calc R U P B 2
F27 F 0.2285(5) 0.1731(3) 0.1906(3) 0.0422(16) Uani 0.556(5) 1 d D U P B 1
C28 C 0.3761(5) 0.1167(3) 0.0836(3) 0.0396(12) Uani 1 1 d . . . . .
H28A H 0.316554 0.046011 0.054116 0.047 Uiso 1 1 calc R U . . .
C29 C 0.4963(6) 0.1389(4) 0.0507(3) 0.0426(13) Uani 1 1 d . . . . .
H29A H 0.520691 0.083730 -0.002062 0.051 Uiso 1 1 calc R U . . .
C30 C 0.5815(5) 0.2413(4) 0.0943(3) 0.0398(13) Uani 1 1 d . . . . .
H30A H 0.664684 0.257690 0.071423 0.048 Uiso 1 1 calc R U . . .
C31 C 0.5462(5) 0.3191(3) 0.1703(3) 0.0314(11) Uani 1 1 d D . . . .
H31A H 0.607624 0.389303 0.200168 0.038 Uiso 0.556(5) 1 calc R U P B 1
F31' F 0.6358(6) 0.4135(4) 0.2151(4) 0.044(2) Uiso 0.444(5) 1 d D U P B 2
N41 N 0.1333(4) 0.6522(3) 0.2490(3) 0.0300(9) Uani 1 1 d . . . . .
C42 C 0.1882(5) 0.7292(3) 0.3417(3) 0.0289(11) Uani 1 1 d . . . . .
N43 N 0.2388(4) 0.7071(2) 0.4148(2) 0.0284(9) Uani 1 1 d . . . . .
C44 C 0.0944(5) 0.6780(3) 0.1671(3) 0.0427(13) Uani 1 1 d . . . . .
H44A H 0.011683 0.708904 0.175596 0.064 Uiso 1 1 calc R U . . .
H44B H 0.067332 0.613308 0.101831 0.064 Uiso 1 1 calc R U . . .
H44C H 0.178204 0.729003 0.169361 0.064 Uiso 1 1 calc R U . . .
C45 C 0.1902(5) 0.8420(3) 0.3680(3) 0.0410(13) Uani 1 1 d . . . . .
H45A H 0.275675 0.874353 0.353026 0.061 Uiso 1 1 calc R U . . .
H45B H 0.194994 0.882431 0.440030 0.061 Uiso 1 1 calc R U . . .
H45C H 0.101094 0.842331 0.327795 0.061 Uiso 1 1 calc R U . . .
C46 C 0.3050(5) 0.7880(3) 0.5146(3) 0.0266(10) Uani 1 1 d . . . . .
C47 C 0.2406(5) 0.7949(3) 0.5924(3) 0.0388(12) Uani 1 1 d . . . . .
F47 F 0.1066(3) 0.7272(2) 0.5678(2) 0.0685(9) Uani 1 1 d . . . . .
C48 C 0.3065(6) 0.8661(4) 0.6924(3) 0.0491(14) Uani 1 1 d . . . . .
H48A H 0.260191 0.866761 0.743678 0.059 Uiso 1 1 calc R U . . .
C49 C 0.4403(6) 0.9365(3) 0.7175(4) 0.0467(14) Uani 1 1 d . . . . .
H49A H 0.486704 0.986825 0.786068 0.056 Uiso 1 1 calc R U . . .
C50 C 0.5053(5) 0.9328(3) 0.6424(4) 0.0433(13) Uani 1 1 d . . . . .
H50A H 0.597108 0.981480 0.658781 0.052 Uiso 1 1 calc R U . . .
C51 C 0.4394(5) 0.8597(3) 0.5437(3) 0.0362(12) Uani 1 1 d . . . . .
H51A H 0.487952 0.858143 0.493179 0.043 Uiso 1 1 calc R U . . .
N61 N 0.0044(4) 0.3736(3) 0.2011(3) 0.0308(9) Uani 1 1 d . . . . .
C62 C 0.0059(5) 0.2849(3) 0.1260(3) 0.0285(11) Uani 1 1 d . . . . .
N63 N 0.0688(4) 0.2868(2) 0.0532(2) 0.0263(9) Uani 1 1 d . . . . .
C64 C -0.0539(5) 0.3733(4) 0.2864(3) 0.0468(14) Uani 1 1 d . . . . .
H64A H -0.154278 0.327619 0.260089 0.070 Uiso 1 1 calc R U . . .
H64B H -0.052912 0.445589 0.333658 0.070 Uiso 1 1 calc R U . . .
H64C H 0.007066 0.346387 0.321535 0.070 Uiso 1 1 calc R U . . .
C65 C -0.0582(5) 0.1801(3) 0.1228(3) 0.0341(12) Uani 1 1 d . . . . .
H65A H -0.019806 0.184362 0.188153 0.051 Uiso 1 1 calc R U . . .
H65B H -0.031175 0.123278 0.069490 0.051 Uiso 1 1 calc R U . . .
H65C H -0.164784 0.165038 0.108579 0.051 Uiso 1 1 calc R U . . .
C66 C 0.0518(5) 0.1948(3) -0.0377(3) 0.0261(11) Uani 1 1 d . . . . .
C67 C -0.0835(5) 0.1244(3) -0.0994(3) 0.0309(11) Uani 1 1 d . . . . .
F67 F -0.2080(3) 0.14282(19) -0.07028(19) 0.0444(7) Uani 1 1 d . . . . .
C68 C -0.1001(6) 0.0382(3) -0.1907(3) 0.0406(13) Uani 1 1 d . . . . .
H68A H -0.194036 -0.008765 -0.229310 0.049 Uiso 1 1 calc R U . . .
C69 C 0.0214(6) 0.0209(3) -0.2255(3) 0.0455(14) Uani 1 1 d . . . . .
H69A H 0.012505 -0.038460 -0.288772 0.055 Uiso 1 1 calc R U . . .
C70 C 0.1577(6) 0.0906(4) -0.1678(4) 0.0434(13) Uani 1 1 d . . . . .
H70A H 0.242024 0.079827 -0.192238 0.052 Uiso 1 1 calc R U . . .
C71 C 0.1703(5) 0.1745(3) -0.0760(3) 0.0311(11) Uani 1 1 d . . . . .
H71A H 0.264588 0.220610 -0.037109 0.037 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.875(3) . ?
Cu1 N63 1.886(3) . ?
Cu1 Cu4 2.6023(8) . ?
Cu1 Cu2 2.6824(7) . ?
Cu2 N3 1.895(3) . ?
Cu2 N23 1.898(3) . ?
Cu2 Cu3 2.6789(7) . ?
Cu2 Cu4 2.9490(8) . ?
Cu3 N21 1.872(3) . ?
Cu3 N43 1.877(3) . ?
Cu3 Cu4 2.6306(7) . ?
Cu4 N41 1.878(3) . ?
Cu4 N61 1.881(3) . ?
N1 C2 1.313(5) . ?
N1 C4 1.475(5) . ?
C2 N3 1.343(5) . ?
C2 C5 1.515(5) . ?
N3 C6 1.413(5) . ?
C6 C11 1.388(6) . ?
C6 C7 1.396(6) . ?
C7 F7 1.348(5) . ?
C7 C8 1.379(6) . ?
C8 C9 1.361(7) . ?
C9 C10 1.387(7) . ?
C10 C11 1.373(6) . ?
C11 F11' 1.314(13) . ?
N21 C22 1.307(5) . ?
N21 C24 1.476(4) . ?
C22 N23 1.349(5) . ?
C22 C25 1.516(5) . ?
N23 C26 1.400(5) . ?
C26 C31 1.383(6) . ?
C26 C27 1.391(5) . ?
C27 F27 1.306(5) . ?
C27 C28 1.368(6) . ?
C28 C29 1.367(6) . ?
C29 C30 1.372(6) . ?
C30 C31 1.358(6) . ?
C31 F31' 1.298(6) . ?
N41 C42 1.309(5) . ?
N41 C44 1.469(4) . ?
C42 N43 1.338(5) . ?
C42 C45 1.511(5) . ?
N43 C46 1.408(5) . ?
C46 C51 1.381(6) . ?
C46 C47 1.387(6) . ?
C47 F47 1.362(5) . ?
C47 C48 1.376(6) . ?
C48 C49 1.378(6) . ?
C49 C50 1.366(6) . ?
C50 C51 1.368(6) . ?
N61 C62 1.302(5) . ?
N61 C64 1.487(5) . ?
C62 N63 1.345(5) . ?
C62 C65 1.521(5) . ?
N63 C66 1.403(5) . ?
C66 C71 1.375(6) . ?
C66 C67 1.397(6) . ?
C67 F67 1.366(5) . ?
C67 C68 1.367(6) . ?
C68 C69 1.370(6) . ?
C69 C70 1.389(6) . ?
C70 C71 1.365(6) . ?

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 N63 167.33(15) . . ?
N1 Cu1 Cu4 105.72(11) . . ?
N63 Cu1 Cu4 85.02(11) . . ?
N1 Cu1 Cu2 83.20(10) . . ?
N63 Cu1 Cu2 107.48(10) . . ?
Cu4 Cu1 Cu2 67.82(2) . . ?
N3 Cu2 N23 159.43(15) . . ?
N3 Cu2 Cu3 111.04(10) . . ?
N23 Cu2 Cu3 83.61(10) . . ?
N3 Cu2 Cu1 84.89(10) . . ?
N23 Cu2 Cu1 104.15(10) . . ?
Cu3 Cu2 Cu1 109.85(3) . . ?
N3 Cu2 Cu4 97.83(11) . . ?
N23 Cu2 Cu4 102.48(10) . . ?
Cu3 Cu2 Cu4 55.483(19) . . ?
Cu1 Cu2 Cu4 54.798(19) . . ?
N21 Cu3 N43 163.97(15) . . ?
N21 Cu3 Cu4 112.72(10) . . ?
N43 Cu3 Cu4 81.27(10) . . ?
N21 Cu3 Cu2 84.39(11) . . ?
N43 Cu3 Cu2 109.05(10) . . ?
Cu4 Cu3 Cu2 67.47(2) . . ?
N41 Cu4 N61 167.04(16) . . ?
N41 Cu4 Cu1 106.23(11) . . ?
N61 Cu4 Cu1 84.73(11) . . ?
N41 Cu4 Cu3 86.28(11) . . ?
N61 Cu4 Cu3 95.68(10) . . ?
Cu1 Cu4 Cu3 113.97(3) . . ?
N41 Cu4 Cu2 95.09(11) . . ?
N61 Cu4 Cu2 96.72(11) . . ?
Cu1 Cu4 Cu2 57.38(2) . . ?
Cu3 Cu4 Cu2 57.045(19) . . ?
C2 N1 C4 118.6(3) . . ?
C2 N1 Cu1 127.4(3) . . ?
C4 N1 Cu1 114.0(3) . . ?
N1 C2 N3 120.2(3) . . ?
N1 C2 C5 119.5(4) . . ?
N3 C2 C5 120.2(4) . . ?
C2 N3 C6 120.9(3) . . ?
C2 N3 Cu2 123.4(3) . . ?
C6 N3 Cu2 115.5(2) . . ?
C11 C6 C7 115.3(4) . . ?
C11 C6 N3 121.8(4) . . ?
C7 C6 N3 122.8(4) . . ?
F7 C7 C8 118.4(4) . . ?
F7 C7 C6 118.9(4) . . ?
C8 C7 C6 122.7(5) . . ?
C9 C8 C7 119.7(5) . . ?
C8 C9 C10 119.9(5) . . ?
C11 C10 C9 119.3(5) . . ?
F11' C11 C10 116.9(8) . . ?
F11' C11 C6 119.2(8) . . ?
C10 C11 C6 123.0(5) . . ?
C22 N21 C24 119.7(3) . . ?
C22 N21 Cu3 126.4(3) . . ?
C24 N21 Cu3 113.9(3) . . ?
N21 C22 N23 119.8(3) . . ?
N21 C22 C25 120.3(4) . . ?
N23 C22 C25 119.8(4) . . ?
C22 N23 C26 122.9(3) . . ?
C22 N23 Cu2 124.6(3) . . ?
C26 N23 Cu2 112.5(2) . . ?
C31 C26 C27 114.5(4) . . ?
C31 C26 N23 121.0(4) . . ?
C27 C26 N23 124.2(4) . . ?
F27 C27 C28 118.0(4) . . ?
F27 C27 C26 118.7(4) . . ?
C28 C27 C26 123.2(4) . . ?
C29 C28 C27 119.5(4) . . ?
C28 C29 C30 119.6(4) . . ?
C31 C30 C29 119.5(4) . . ?
F31' C31 C30 117.7(5) . . ?
F31' C31 C26 118.4(5) . . ?
C30 C31 C26 123.8(4) . . ?
C42 N41 C44 119.3(3) . . ?
C42 N41 Cu4 121.2(3) . . ?
C44 N41 Cu4 119.3(3) . . ?
N41 C42 N43 119.5(4) . . ?
N41 C42 C45 120.8(4) . . ?
N43 C42 C45 119.6(4) . . ?
C42 N43 C46 121.3(3) . . ?
C42 N43 Cu3 126.6(3) . . ?
C46 N43 Cu3 111.0(2) . . ?
C51 C46 C47 115.5(4) . . ?
C51 C46 N43 124.0(4) . . ?
C47 C46 N43 120.4(4) . . ?
F47 C47 C48 119.2(4) . . ?
F47 C47 C46 118.0(4) . . ?
C48 C47 C46 122.9(4) . . ?
C47 C48 C49 119.4(4) . . ?
C50 C49 C48 119.0(4) . . ?
C49 C50 C51 120.5(4) . . ?
C50 C51 C46 122.6(4) . . ?
C62 N61 C64 120.2(3) . . ?
C62 N61 Cu4 125.5(3) . . ?
C64 N61 Cu4 114.1(3) . . ?
N61 C62 N63 119.6(3) . . ?
N61 C62 C65 120.1(4) . . ?
N63 C62 C65 120.2(4) . . ?
C62 N63 C66 122.0(3) . . ?
C62 N63 Cu1 123.0(3) . . ?
C66 N63 Cu1 114.9(2) . . ?
C71 C66 C67 115.6(4) . . ?
C71 C66 N63 120.3(4) . . ?
C67 C66 N63 123.7(4) . . ?
F67 C67 C68 117.0(4) . . ?
F67 C67 C66 119.5(4) . . ?
C68 C67 C66 123.5(5) . . ?
C67 C68 C69 118.7(5) . . ?
C68 C69 C70 119.7(5) . . ?
C71 C70 C69 119.9(5) . . ?
C70 C71 C66 122.5(4) . . ?

_refine_diff_density_max         0.505
_refine_diff_density_min         -0.406
_refine_diff_density_rms         0.079


####################################################################### 
# 
# 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_1b
_database_code_depnum_ccdc_archive 'CCDC 2263364'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 Br Cu N4'
_chemical_formula_sum            'C18 H20 Br Cu N4'
_chemical_formula_weight         435.83

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.6763 1.2805 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu -1.9646 0.5888 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

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

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

_cell_length_a                   15.1457(4)
_cell_length_b                   8.88279(16)
_cell_length_c                   14.4845(4)
_cell_angle_alpha                90
_cell_angle_beta                 110.461(3)
_cell_angle_gamma                90
_cell_volume                     1825.75(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    2980
_cell_measurement_theta_min      3.0880
_cell_measurement_theta_max      73.1920

_exptl_crystal_description       blocks
_exptl_crystal_colour            'Pale brown'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.586
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    4.293
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.586
_exptl_absorpt_correction_T_max  0.763
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) 
(compiled Aug 13 2014,18:06:01) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur PX Ultra A'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 10.4115
_diffrn_reflns_number            5629
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0249
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.114
_diffrn_reflns_theta_max         73.760
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             3510
_reflns_number_gt                3090
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0353P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3510
_refine_ls_number_parameters     221
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0339
_refine_ls_R_factor_gt           0.0288
_refine_ls_wR_factor_ref         0.0726
_refine_ls_wR_factor_gt          0.0693
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.74185(2) 0.87444(4) 0.36179(2) 0.03050(10) Uani 1 1 d . . . . .
Br1 Br 0.75687(2) 1.01933(3) 0.22963(2) 0.03467(9) Uani 1 1 d . . . . .
N1 N 0.67651(13) 0.9743(2) 0.44248(13) 0.0278(4) Uani 1 1 d . . . . .
C2 C 0.70391(16) 0.9688(2) 0.54022(16) 0.0292(4) Uani 1 1 d . . . . .
N3 N 0.65196(14) 1.0619(2) 0.57545(14) 0.0309(4) Uani 1 1 d . . . . .
C4 C 0.58728(16) 1.1330(2) 0.49646(17) 0.0295(4) Uani 1 1 d . . . . .
C5 C 0.51840(17) 1.2411(3) 0.4899(2) 0.0376(5) Uani 1 1 d . . . . .
H5A H 0.508127 1.278046 0.546817 0.045 Uiso 1 1 calc R U . . .
C6 C 0.46597(17) 1.2916(3) 0.3968(2) 0.0432(6) Uani 1 1 d . . . . .
H6A H 0.418000 1.364339 0.389409 0.052 Uiso 1 1 calc R U . . .
C7 C 0.48173(17) 1.2383(3) 0.3126(2) 0.0402(5) Uani 1 1 d . . . . .
H7A H 0.444548 1.276396 0.249771 0.048 Uiso 1 1 calc R U . . .
C8 C 0.55038(16) 1.1311(3) 0.31915(17) 0.0333(5) Uani 1 1 d . . . . .
H8A H 0.560994 1.095636 0.262033 0.040 Uiso 1 1 calc R U . . .
C9 C 0.60310(15) 1.0775(2) 0.41257(16) 0.0273(4) Uani 1 1 d . . . . .
C10 C 0.78279(19) 0.8759(3) 0.60511(18) 0.0392(5) Uani 1 1 d . . . . .
H10A H 0.810759 0.818024 0.564657 0.059 Uiso 1 1 calc R U . . .
H10B H 0.758913 0.806665 0.643577 0.059 Uiso 1 1 calc R U . . .
H10C H 0.830747 0.941690 0.649886 0.059 Uiso 1 1 calc R U . . .
C11 C 0.6627(2) 1.0834(3) 0.67887(18) 0.0412(5) Uani 1 1 d . . . . .
H11A H 0.706388 1.007916 0.719343 0.062 Uiso 1 1 calc R U . . .
H11B H 0.601228 1.072356 0.686532 0.062 Uiso 1 1 calc R U . . .
H11C H 0.687600 1.184403 0.700062 0.062 Uiso 1 1 calc R U . . .
N21 N 0.79902(13) 0.6723(2) 0.38820(13) 0.0280(4) Uani 1 1 d . . . . .
C22 C 0.76678(15) 0.5519(2) 0.41975(15) 0.0284(4) Uani 1 1 d . . . . .
N23 N 0.82070(13) 0.4287(2) 0.42378(13) 0.0288(4) Uani 1 1 d . . . . .
C24 C 0.89331(16) 0.4714(2) 0.39251(16) 0.0286(4) Uani 1 1 d . . . . .
C25 C 0.96771(17) 0.3908(3) 0.38085(17) 0.0355(5) Uani 1 1 d . . . . .
H25A H 0.976214 0.286276 0.395222 0.043 Uiso 1 1 calc R U . . .
C26 C 1.02830(18) 0.4714(3) 0.34722(18) 0.0393(5) Uani 1 1 d . . . . .
H26A H 1.079935 0.420876 0.338158 0.047 Uiso 1 1 calc R U . . .
C27 C 1.01608(16) 0.6252(3) 0.32609(17) 0.0361(5) Uani 1 1 d . . . . .
H27A H 1.059447 0.676361 0.303035 0.043 Uiso 1 1 calc R U . . .
C28 C 0.94227(16) 0.7045(3) 0.33800(16) 0.0314(4) Uani 1 1 d . . . . .
H28A H 0.934443 0.809199 0.324177 0.038 Uiso 1 1 calc R U . . .
C29 C 0.87986(15) 0.6251(2) 0.37101(15) 0.0265(4) Uani 1 1 d . . . . .
C30 C 0.68052(17) 0.5477(3) 0.44673(18) 0.0367(5) Uani 1 1 d . . . . .
H30A H 0.653247 0.648870 0.440511 0.055 Uiso 1 1 calc R U . . .
H30B H 0.697071 0.512851 0.514888 0.055 Uiso 1 1 calc R U . . .
H30C H 0.634483 0.478622 0.402530 0.055 Uiso 1 1 calc R U . . .
C31 C 0.80592(19) 0.2774(3) 0.45461(19) 0.0391(5) Uani 1 1 d . . . . .
H31A H 0.776216 0.214665 0.396290 0.059 Uiso 1 1 calc R U . . .
H31B H 0.764899 0.282293 0.493958 0.059 Uiso 1 1 calc R U . . .
H31C H 0.866712 0.233437 0.494288 0.059 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N21 1.9718(18) . ?
Cu1 N1 1.9853(18) . ?
Cu1 Br1 2.3827(4) . ?
N1 C2 1.330(3) . ?
N1 C9 1.388(3) . ?
C2 N3 1.358(3) . ?
C2 C10 1.486(3) . ?
N3 C4 1.373(3) . ?
N3 C11 1.462(3) . ?
C4 C5 1.396(3) . ?
C4 C9 1.407(3) . ?
C5 C6 1.379(4) . ?
C6 C7 1.403(4) . ?
C7 C8 1.389(3) . ?
C8 C9 1.393(3) . ?
N21 C22 1.322(3) . ?
N21 C29 1.397(3) . ?
C22 N23 1.354(3) . ?
C22 C30 1.489(3) . ?
N23 C24 1.381(3) . ?
N23 C31 1.458(3) . ?
C24 C25 1.395(3) . ?
C24 C29 1.399(3) . ?
C25 C26 1.380(4) . ?
C26 C27 1.398(4) . ?
C27 C28 1.382(3) . ?
C28 C29 1.391(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
N21 Cu1 N1 124.63(7) . . ?
N21 Cu1 Br1 119.27(5) . . ?
N1 Cu1 Br1 116.02(5) . . ?
C2 N1 C9 105.93(18) . . ?
C2 N1 Cu1 125.17(15) . . ?
C9 N1 Cu1 128.39(15) . . ?
N1 C2 N3 111.81(19) . . ?
N1 C2 C10 125.2(2) . . ?
N3 C2 C10 123.0(2) . . ?
C2 N3 C4 107.78(18) . . ?
C2 N3 C11 126.4(2) . . ?
C4 N3 C11 125.8(2) . . ?
N3 C4 C5 132.2(2) . . ?
N3 C4 C9 105.74(18) . . ?
C5 C4 C9 122.0(2) . . ?
C6 C5 C4 116.9(2) . . ?
C5 C6 C7 121.6(2) . . ?
C8 C7 C6 121.5(2) . . ?
C7 C8 C9 117.5(2) . . ?
N1 C9 C8 130.8(2) . . ?
N1 C9 C4 108.74(19) . . ?
C8 C9 C4 120.4(2) . . ?
C22 N21 C29 105.73(18) . . ?
C22 N21 Cu1 127.85(15) . . ?
C29 N21 Cu1 126.30(14) . . ?
N21 C22 N23 112.26(19) . . ?
N21 C22 C30 125.1(2) . . ?
N23 C22 C30 122.7(2) . . ?
C22 N23 C24 107.51(18) . . ?
C22 N23 C31 127.1(2) . . ?
C24 N23 C31 125.4(2) . . ?
N23 C24 C25 131.9(2) . . ?
N23 C24 C29 105.70(19) . . ?
C25 C24 C29 122.4(2) . . ?
C26 C25 C24 116.2(2) . . ?
C25 C26 C27 122.1(2) . . ?
C28 C27 C26 121.4(2) . . ?
C27 C28 C29 117.4(2) . . ?
C28 C29 N21 130.7(2) . . ?
C28 C29 C24 120.5(2) . . ?
N21 C29 C24 108.78(19) . . ?

_refine_diff_density_max         0.298
_refine_diff_density_min         -0.608
_refine_diff_density_rms         0.067


####################################################################### 
# 
# 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_1c
_database_code_depnum_ccdc_archive 'CCDC 2263365'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C18 H20 Cl2 Cu2 N4'
_chemical_formula_sum            'C18 H20 Cl2 Cu2 N4'
_chemical_formula_weight         490.36

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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   10.4396(5)
_cell_length_b                   13.5659(10)
_cell_length_c                   14.4025(11)
_cell_angle_alpha                74.007(7)
_cell_angle_beta                 89.553(5)
_cell_angle_gamma                79.913(5)
_cell_volume                     1928.7(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    3429
_cell_measurement_theta_min      2.7320
_cell_measurement_theta_max      27.3980

_exptl_crystal_description       plates
_exptl_crystal_colour            Colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.689
_exptl_crystal_F_000             992
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.448
_exptl_crystal_size_mid          0.282
_exptl_crystal_size_min          0.062
_exptl_absorpt_coefficient_mu    2.492
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.445
_exptl_absorpt_correction_T_max  0.836
_exptl_absorpt_process_details   
; 
CrysAlisPro 1.171.42.49 (Rigaku Oxford Diffraction, 2022) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            9964
_diffrn_reflns_av_unetI/netI     0.0724
_diffrn_reflns_av_R_equivalents  0.0333
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.419
_diffrn_reflns_theta_max         28.139
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.802
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.802
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.802
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             9964
_reflns_number_gt                6516
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
; 
 _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. Completness statistics refer to single and 
 composite reflections containing twin component 1 only. 
;

_computing_data_collection       CrysAlisPro,
_computing_cell_refinement       CrysAlisPro,
_computing_data_reduction        CrysAlisPro,
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_refine_special_details          'Refined as a 2-component twin.,Twin'
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0289P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_extinction_coef       0.00227(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         9964
_refine_ls_number_parameters     479
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0578
_refine_ls_R_factor_gt           0.0329
_refine_ls_wR_factor_ref         0.0652
_refine_ls_wR_factor_gt          0.0620
_refine_ls_goodness_of_fit_ref   0.863
_refine_ls_restrained_S_all      0.863
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1A Cu 0.81080(6) 0.44320(5) 0.39946(5) 0.02478(18) Uani 1 1 d . . . . .
Cu2A Cu 0.64303(6) 0.59954(4) 0.36824(4) 0.02684(17) Uani 1 1 d . . . . .
Cl1A Cl 0.62552(16) 0.82854(9) 0.19497(10) 0.0551(5) Uani 1 1 d . . . . .
Cl2A Cl 0.91772(13) 0.24097(9) 0.37424(10) 0.0400(4) Uani 1 1 d . . . . .
N1A N 0.9343(4) 0.5309(3) 0.3737(3) 0.0230(11) Uani 1 1 d . . . . .
C2A C 0.9032(5) 0.6314(4) 0.3643(4) 0.0228(15) Uani 1 1 d . . . . .
N3A N 0.7777(4) 0.6753(3) 0.3658(3) 0.0278(12) Uani 1 1 d . . . . .
C4A C 1.0706(6) 0.4861(4) 0.3660(5) 0.0363(18) Uani 1 1 d . . . . .
H4A1 H 1.106040 0.529306 0.308997 0.054 Uiso 1 1 calc R U . . .
H4A2 H 1.076514 0.415347 0.359867 0.054 Uiso 1 1 calc R U . . .
H4A3 H 1.120709 0.483767 0.424129 0.054 Uiso 1 1 calc R U . . .
C5A C 1.0087(5) 0.6981(4) 0.3472(4) 0.0392(15) Uani 1 1 d . . . . .
H5A1 H 1.066561 0.678593 0.405135 0.059 Uiso 1 1 calc R U . . .
H5A2 H 0.968309 0.771803 0.333385 0.059 Uiso 1 1 calc R U . . .
H5A3 H 1.059145 0.686941 0.292217 0.059 Uiso 1 1 calc R U . . .
C6A C 0.7433(5) 0.7799(3) 0.3717(3) 0.0270(13) Uani 1 1 d . . . . .
C7A C 0.6701(5) 0.8583(4) 0.2990(4) 0.0291(13) Uani 1 1 d . . . . .
C8A C 0.6309(5) 0.9589(4) 0.3063(5) 0.0416(15) Uani 1 1 d . . . . .
H8AA H 0.581783 1.010952 0.254826 0.050 Uiso 1 1 calc R U . . .
C9A C 0.6641(6) 0.9826(4) 0.3891(5) 0.0511(19) Uani 1 1 d . . . . .
H9AA H 0.636460 1.050672 0.396001 0.061 Uiso 1 1 calc R U . . .
C10A C 0.7374(6) 0.9066(4) 0.4613(5) 0.0542(19) Uani 1 1 d . . . . .
H10A H 0.762452 0.923045 0.517720 0.065 Uiso 1 1 calc R U . . .
C11A C 0.7753(6) 0.8076(4) 0.4538(4) 0.0434(16) Uani 1 1 d . . . . .
H11A H 0.824647 0.756349 0.505800 0.052 Uiso 1 1 calc R U . . .
N21A N 0.5193(5) 0.5136(4) 0.3719(4) 0.0250(14) Uani 1 1 d . . . . .
C22A C 0.5487(5) 0.4112(4) 0.4038(4) 0.0257(14) Uani 1 1 d . . . . .
N23A N 0.6752(4) 0.3646(3) 0.4270(3) 0.0236(10) Uani 1 1 d . . . . .
C24A C 0.3846(5) 0.5617(4) 0.3410(4) 0.0311(15) Uani 1 1 d . . . . .
H24A H 0.351902 0.526005 0.298000 0.047 Uiso 1 1 calc R U . . .
H24B H 0.380541 0.635386 0.306422 0.047 Uiso 1 1 calc R U . . .
H24C H 0.331010 0.555963 0.397718 0.047 Uiso 1 1 calc R U . . .
C25A C 0.4459(5) 0.3451(4) 0.4030(4) 0.0310(16) Uani 1 1 d . . . . .
H25A H 0.377414 0.359637 0.446788 0.046 Uiso 1 1 calc R U . . .
H25B H 0.485925 0.271128 0.424349 0.046 Uiso 1 1 calc R U . . .
H25C H 0.407921 0.361663 0.337280 0.046 Uiso 1 1 calc R U . . .
C26A C 0.7099(5) 0.2618(4) 0.4883(4) 0.0240(12) Uani 1 1 d . . . . .
C27A C 0.8267(5) 0.1994(4) 0.4756(3) 0.0260(12) Uani 1 1 d . . . . .
C28A C 0.8744(5) 0.1056(4) 0.5406(4) 0.0327(14) Uani 1 1 d . . . . .
H28A H 0.955773 0.066676 0.530818 0.039 Uiso 1 1 calc R U . . .
C29A C 0.8047(6) 0.0672(3) 0.6203(5) 0.0361(14) Uani 1 1 d . . . . .
H29A H 0.836951 0.001829 0.665326 0.043 Uiso 1 1 calc R U . . .
C30A C 0.6879(5) 0.1255(4) 0.6331(4) 0.0348(14) Uani 1 1 d . . . . .
H30A H 0.638050 0.099411 0.686867 0.042 Uiso 1 1 calc R U . . .
C31A C 0.6422(5) 0.2210(3) 0.5692(3) 0.0274(12) Uani 1 1 d . . . . .
H31A H 0.562100 0.260398 0.580735 0.033 Uiso 1 1 calc R U . . .
Cu1B Cu 0.21705(6) 0.44516(4) 0.12944(5) 0.02134(17) Uani 1 1 d . . . . .
Cu2B Cu 0.31255(5) 0.60290(4) 0.08519(4) 0.02396(17) Uani 1 1 d . . . . .
Cl1B Cl 0.22345(15) 0.83280(9) 0.14291(10) 0.0479(4) Uani 1 1 d . . . . .
Cl2B Cl 0.20068(12) 0.23935(8) 0.25236(9) 0.0334(3) Uani 1 1 d . . . . .
N1B N 0.0548(4) 0.5328(3) 0.1105(3) 0.0211(11) Uani 1 1 d . . . . .
C2B C 0.0383(5) 0.6351(4) 0.0707(4) 0.0241(14) Uani 1 1 d . . . . .
N3B N 0.1429(4) 0.6797(3) 0.0492(3) 0.0236(11) Uani 1 1 d . . . . .
C4B C -0.0615(5) 0.4843(4) 0.1396(4) 0.0246(15) Uani 1 1 d . . . . .
H4B1 H -0.106654 0.513636 0.188474 0.037 Uiso 1 1 calc R U . . .
H4B2 H -0.034275 0.408826 0.166478 0.037 Uiso 1 1 calc R U . . .
H4B3 H -0.120406 0.498384 0.082934 0.037 Uiso 1 1 calc R U . . .
C5B C -0.0967(5) 0.6994(3) 0.0552(4) 0.0362(15) Uani 1 1 d . . . . .
H5B1 H -0.147812 0.676364 0.011016 0.054 Uiso 1 1 calc R U . . .
H5B2 H -0.091476 0.773019 0.027252 0.054 Uiso 1 1 calc R U . . .
H5B3 H -0.138832 0.690607 0.117304 0.054 Uiso 1 1 calc R U . . .
C6B C 0.1293(5) 0.7843(3) -0.0108(4) 0.0258(12) Uani 1 1 d . . . . .
C7B C 0.1655(5) 0.8613(4) 0.0237(4) 0.0306(13) Uani 1 1 d . . . . .
C8B C 0.1575(5) 0.9622(4) -0.0351(4) 0.0371(16) Uani 1 1 d . . . . .
H8BA H 0.182496 1.014132 -0.009888 0.044 Uiso 1 1 calc R U . . .
C9B C 0.1140(7) 0.9872(3) -0.1291(6) 0.0424(15) Uani 1 1 d . . . . .
H9BA H 0.107416 1.056689 -0.168965 0.051 Uiso 1 1 calc R U . . .
C10B C 0.0792(6) 0.9114(4) -0.1668(5) 0.0501(19) Uani 1 1 d . . . . .
H10B H 0.050975 0.928215 -0.232747 0.060 Uiso 1 1 calc R U . . .
C11B C 0.0862(5) 0.8111(4) -0.1073(4) 0.0405(15) Uani 1 1 d . . . . .
H11B H 0.061028 0.759437 -0.132766 0.049 Uiso 1 1 calc R U . . .
N21B N 0.4752(5) 0.5152(3) 0.1251(4) 0.0208(13) Uani 1 1 d . . . . .
C22B C 0.4923(5) 0.4137(4) 0.1444(3) 0.0175(12) Uani 1 1 d . . . . .
N23B N 0.3872(4) 0.3683(3) 0.1422(3) 0.0181(9) Uani 1 1 d . . . . .
C24B C 0.5877(5) 0.5666(3) 0.1334(4) 0.0285(15) Uani 1 1 d . . . . .
H24D H 0.632773 0.533750 0.196693 0.043 Uiso 1 1 calc R U . . .
H24E H 0.556366 0.640786 0.126705 0.043 Uiso 1 1 calc R U . . .
H24F H 0.648028 0.559142 0.082295 0.043 Uiso 1 1 calc R U . . .
C25B C 0.6258(5) 0.3495(4) 0.1757(4) 0.0287(15) Uani 1 1 d . . . . .
H25D H 0.683257 0.361201 0.121103 0.043 Uiso 1 1 calc R U . . .
H25E H 0.619450 0.275437 0.197429 0.043 Uiso 1 1 calc R U . . .
H25F H 0.661406 0.369975 0.228849 0.043 Uiso 1 1 calc R U . . .
C26B C 0.4002(4) 0.2672(3) 0.1303(3) 0.0182(12) Uani 1 1 d . . . . .
C27B C 0.3142(4) 0.2019(3) 0.1728(3) 0.0203(11) Uani 1 1 d . . . . .
C28B C 0.3109(5) 0.1086(4) 0.1526(4) 0.0287(13) Uani 1 1 d . . . . .
H28B H 0.247567 0.067890 0.179960 0.034 Uiso 1 1 calc R U . . .
C29B C 0.4008(5) 0.0756(3) 0.0922(5) 0.0342(17) Uani 1 1 d . . . . .
H29B H 0.400405 0.011078 0.078417 0.041 Uiso 1 1 calc R U . . .
C30B C 0.4913(5) 0.1355(4) 0.0516(4) 0.0326(13) Uani 1 1 d . . . . .
H30B H 0.554552 0.111533 0.011210 0.039 Uiso 1 1 calc R U . . .
C31B C 0.4903(4) 0.2307(3) 0.0695(3) 0.0250(12) Uani 1 1 d . . . . .
H31B H 0.551924 0.272147 0.039999 0.030 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1A N1A 1.871(4) . ?
Cu1A N23A 1.893(4) . ?
Cu1A Cu2A 2.4399(8) . ?
Cu2A N3A 1.876(4) . ?
Cu2A N21A 1.877(5) . ?
Cl1A C7A 1.742(5) . ?
Cl2A C27A 1.751(5) . ?
N1A C2A 1.314(6) . ?
N1A C4A 1.463(6) . ?
C2A N3A 1.344(6) . ?
C2A C5A 1.521(7) . ?
N3A C6A 1.427(5) . ?
C6A C7A 1.387(6) . ?
C6A C11A 1.395(6) . ?
C7A C8A 1.387(6) . ?
C8A C9A 1.379(9) . ?
C9A C10A 1.369(8) . ?
C10A C11A 1.365(6) . ?
N21A C22A 1.317(6) . ?
N21A C24A 1.459(6) . ?
C22A N23A 1.362(6) . ?
C22A C25A 1.517(7) . ?
N23A C26A 1.416(5) . ?
C26A C31A 1.390(6) . ?
C26A C27A 1.399(6) . ?
C27A C28A 1.368(6) . ?
C28A C29A 1.381(7) . ?
C29A C30A 1.373(7) . ?
C30A C31A 1.374(6) . ?
Cu1B N1B 1.866(4) . ?
Cu1B N23B 1.878(4) . ?
Cu1B Cu2B 2.4423(8) . ?
Cu2B N21B 1.886(5) . ?
Cu2B N3B 1.887(4) . ?
Cl1B C7B 1.741(5) . ?
Cl2B C27B 1.750(5) . ?
N1B C2B 1.328(6) . ?
N1B C4B 1.484(6) . ?
C2B N3B 1.333(6) . ?
C2B C5B 1.505(7) . ?
N3B C6B 1.427(5) . ?
C6B C7B 1.381(6) . ?
C6B C11B 1.393(6) . ?
C7B C8B 1.387(6) . ?
C8B C9B 1.363(9) . ?
C9B C10B 1.387(9) . ?
C10B C11B 1.384(6) . ?
N21B C22B 1.308(6) . ?
N21B C24B 1.488(6) . ?
C22B N23B 1.353(6) . ?
C22B C25B 1.507(7) . ?
N23B C26B 1.412(5) . ?
C26B C27B 1.391(6) . ?
C26B C31B 1.400(6) . ?
C27B C28B 1.380(6) . ?
C28B C29B 1.376(7) . ?
C29B C30B 1.376(7) . ?
C30B C31B 1.383(6) . ?

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
N1A Cu1A N23A 174.92(19) . . ?
N1A Cu1A Cu2A 87.69(13) . . ?
N23A Cu1A Cu2A 87.46(12) . . ?
N3A Cu2A N21A 175.1(2) . . ?
N3A Cu2A Cu1A 87.36(13) . . ?
N21A Cu2A Cu1A 87.77(16) . . ?
C2A N1A C4A 118.6(4) . . ?
C2A N1A Cu1A 122.2(4) . . ?
C4A N1A Cu1A 119.1(3) . . ?
N1A C2A N3A 119.7(4) . . ?
N1A C2A C5A 119.9(5) . . ?
N3A C2A C5A 120.4(5) . . ?
C2A N3A C6A 120.6(4) . . ?
C2A N3A Cu2A 121.5(3) . . ?
C6A N3A Cu2A 117.8(3) . . ?
C7A C6A C11A 116.2(4) . . ?
C7A C6A N3A 122.2(4) . . ?
C11A C6A N3A 121.5(4) . . ?
C6A C7A C8A 122.5(5) . . ?
C6A C7A Cl1A 118.5(4) . . ?
C8A C7A Cl1A 119.0(4) . . ?
C9A C8A C7A 119.3(5) . . ?
C10A C9A C8A 119.0(5) . . ?
C11A C10A C9A 121.4(6) . . ?
C10A C11A C6A 121.6(5) . . ?
C22A N21A C24A 118.5(4) . . ?
C22A N21A Cu2A 122.4(4) . . ?
C24A N21A Cu2A 119.0(4) . . ?
N21A C22A N23A 119.4(5) . . ?
N21A C22A C25A 120.4(5) . . ?
N23A C22A C25A 119.8(5) . . ?
C22A N23A C26A 121.9(4) . . ?
C22A N23A Cu1A 120.8(3) . . ?
C26A N23A Cu1A 116.2(3) . . ?
C31A C26A C27A 115.9(4) . . ?
C31A C26A N23A 123.9(4) . . ?
C27A C26A N23A 119.7(5) . . ?
C28A C27A C26A 122.3(5) . . ?
C28A C27A Cl2A 117.7(4) . . ?
C26A C27A Cl2A 120.0(4) . . ?
C27A C28A C29A 120.3(5) . . ?
C30A C29A C28A 118.6(5) . . ?
C29A C30A C31A 120.8(5) . . ?
C30A C31A C26A 121.9(5) . . ?
N1B Cu1B N23B 174.43(18) . . ?
N1B Cu1B Cu2B 86.99(13) . . ?
N23B Cu1B Cu2B 87.61(11) . . ?
N21B Cu2B N3B 174.81(19) . . ?
N21B Cu2B Cu1B 86.94(15) . . ?
N3B Cu2B Cu1B 87.89(12) . . ?
C2B N1B C4B 118.9(4) . . ?
C2B N1B Cu1B 123.5(3) . . ?
C4B N1B Cu1B 117.7(3) . . ?
N1B C2B N3B 119.0(4) . . ?
N1B C2B C5B 119.9(5) . . ?
N3B C2B C5B 121.0(5) . . ?
C2B N3B C6B 120.1(4) . . ?
C2B N3B Cu2B 121.3(3) . . ?
C6B N3B Cu2B 118.3(3) . . ?
C7B C6B C11B 117.7(4) . . ?
C7B C6B N3B 120.8(5) . . ?
C11B C6B N3B 121.4(4) . . ?
C6B C7B C8B 121.3(5) . . ?
C6B C7B Cl1B 120.3(4) . . ?
C8B C7B Cl1B 118.5(4) . . ?
C9B C8B C7B 120.1(5) . . ?
C8B C9B C10B 120.2(5) . . ?
C11B C10B C9B 119.3(6) . . ?
C10B C11B C6B 121.4(5) . . ?
C22B N21B C24B 119.8(4) . . ?
C22B N21B Cu2B 123.2(4) . . ?
C24B N21B Cu2B 117.0(3) . . ?
N21B C22B N23B 118.7(4) . . ?
N21B C22B C25B 119.7(4) . . ?
N23B C22B C25B 121.4(4) . . ?
C22B N23B C26B 121.3(4) . . ?
C22B N23B Cu1B 121.5(3) . . ?
C26B N23B Cu1B 116.0(3) . . ?
C27B C26B C31B 116.5(4) . . ?
C27B C26B N23B 120.5(4) . . ?
C31B C26B N23B 122.8(4) . . ?
C28B C27B C26B 122.7(4) . . ?
C28B C27B Cl2B 117.4(3) . . ?
C26B C27B Cl2B 119.8(3) . . ?
C29B C28B C27B 119.0(5) . . ?
C28B C29B C30B 120.4(5) . . ?
C29B C30B C31B 120.0(5) . . ?
C30B C31B C26B 121.3(4) . . ?

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.427
_refine_diff_density_rms         0.083


####################################################################### 
# 
# 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_1d-phen
_database_code_depnum_ccdc_archive 'CCDC 2263367'
loop_
_audit_author_name
_audit_author_address
'Andrew White'
;Imperial College London
United Kingdom
;
_audit_update_record             
;
2023-05-16 deposited with the CCDC.	2023-11-22 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C30 H28 Cu2 F2 N6'
_chemical_formula_sum            'C30 H28 Cu2 F2 N6'
_chemical_formula_weight         637.66

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'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           62
_space_group_name_H-M_alt        'P n m a'
_space_group_name_Hall           '-P 2ac 2n'

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

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

_cell_length_a                   17.3777(6)
_cell_length_b                   14.5390(5)
_cell_length_c                   10.7488(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2715.71(17)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    1581
_cell_measurement_theta_min      2.7590
_cell_measurement_theta_max      26.8630

_exptl_crystal_description       needles
_exptl_crystal_colour            Red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.560
_exptl_crystal_F_000             1304
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    1.612
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_T_max  0.924
_exptl_absorpt_process_details   
; 
CrysAlisPro, Agilent Technologies, 
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET) 
(compiled Mar 28 2014,12:25:20) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid. 
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897) 
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm. 
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Agilent Xcalibur 3 E'
_diffrn_measurement_method       'omega scans'
_diffrn_detector_area_resol_mean 16.0382
_diffrn_reflns_number            6013
_diffrn_reflns_av_unetI/netI     0.0434
_diffrn_reflns_av_R_equivalents  0.0301
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         2.356
_diffrn_reflns_theta_max         28.208
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.810
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.810
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.810
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2815
_reflns_number_gt                2262
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'CrysAlisPro, Agilent Technologies'
_computing_cell_refinement       'CrysAlisPro, Agilent Technologies'
_computing_data_reduction        'CrysAlisPro, Agilent Technologies'
_computing_structure_solution    'SHELXS-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'CIFTAB-2013 (Sheldrick, 2013)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0528P)²+1.2372P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2815
_refine_ls_number_parameters     212
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0577
_refine_ls_R_factor_gt           0.0412
_refine_ls_wR_factor_ref         0.1050
_refine_ls_wR_factor_gt          0.0961
_refine_ls_goodness_of_fit_ref   1.060
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.65347(3) 0.750000 0.64684(5) 0.01988(16) Uani 1 2 d S T P . .
Cu2 Cu 0.60473(3) 0.750000 0.42264(5) 0.01954(16) Uani 1 2 d S T P . .
N1 N 0.61441(14) 0.62112(16) 0.6328(2) 0.0203(6) Uani 1 1 d . . . . .
C2 C 0.60753(16) 0.5754(2) 0.5287(3) 0.0212(7) Uani 1 1 d . . . . .
N3 N 0.60776(14) 0.62220(16) 0.4201(2) 0.0206(5) Uani 1 1 d . . . . .
C4 C 0.6025(2) 0.5712(2) 0.7495(3) 0.0322(8) Uani 1 1 d . . . . .
H4A H 0.620623 0.608833 0.819204 0.048 Uiso 1 1 calc R U . . .
H4B H 0.631282 0.513292 0.747306 0.048 Uiso 1 1 calc R U . . .
H4C H 0.547544 0.558126 0.760011 0.048 Uiso 1 1 calc R U . . .
C5 C 0.59533(19) 0.4722(2) 0.5275(3) 0.0297(8) Uani 1 1 d . . . . .
H5A H 0.642312 0.441407 0.555943 0.045 Uiso 1 1 calc R U . . .
H5B H 0.583149 0.452101 0.442767 0.045 Uiso 1 1 calc R U . . .
H5C H 0.552640 0.456383 0.583125 0.045 Uiso 1 1 calc R U . . .
C6 C 0.61817(18) 0.57848(19) 0.3049(3) 0.0229(7) Uani 1 1 d . . . . .
C7 C 0.5691(2) 0.5970(2) 0.2050(3) 0.0298(7) Uani 1 1 d . . . . .
H7A H 0.527027 0.637607 0.218042 0.036 Uiso 0.429(5) 1 calc R U P A 2
F1 F 0.50947(19) 0.6510(2) 0.2260(3) 0.0402(12) Uani 0.571(5) 1 d . U P A 1
C8 C 0.5788(2) 0.5591(2) 0.0884(3) 0.0368(9) Uani 1 1 d . . . . .
H8A H 0.543634 0.573396 0.023515 0.044 Uiso 1 1 calc R U . . .
C9 C 0.6395(2) 0.5005(2) 0.0661(4) 0.0406(9) Uani 1 1 d . . . . .
H9A H 0.646235 0.473807 -0.013781 0.049 Uiso 1 1 calc R U . . .
C10 C 0.6907(2) 0.4809(2) 0.1615(4) 0.0377(9) Uani 1 1 d . . . . .
H10A H 0.733062 0.441032 0.147207 0.045 Uiso 1 1 calc R U . . .
C11 C 0.67959(19) 0.5200(2) 0.2776(3) 0.0318(8) Uani 1 1 d . . . . .
H11A H 0.715448 0.506265 0.341730 0.038 Uiso 0.571(5) 1 calc R U P A 1
F1' F 0.7286(3) 0.5018(3) 0.3660(5) 0.0449(16) Uiso 0.429(5) 1 d . U P A 2
N21 N 0.7717(2) 0.750000 0.5871(4) 0.0273(9) Uani 1 2 d S T P . .
C22 C 0.7982(3) 0.750000 0.4715(5) 0.0371(12) Uani 1 2 d S T P . .
H22A H 0.761873 0.750000 0.405512 0.044 Uiso 1 2 calc R U P . .
C23 C 0.8761(3) 0.750000 0.4407(6) 0.0509(16) Uani 1 2 d S T P . .
H23A H 0.892062 0.750000 0.356142 0.061 Uiso 1 2 calc R U P . .
C24 C 0.9285(3) 0.750000 0.5341(7) 0.0522(17) Uani 1 2 d S T P . .
H24A H 0.981952 0.750000 0.515567 0.063 Uiso 1 2 calc R U P . .
C25 C 0.9037(3) 0.750000 0.6571(6) 0.0427(15) Uani 1 2 d S T P . .
C26 C 0.9551(3) 0.750000 0.7602(8) 0.0569(19) Uani 1 2 d S T P . .
H26A H 1.009010 0.750000 0.745245 0.068 Uiso 1 2 calc R U P . .
C27 C 0.9293(3) 0.750000 0.8781(8) 0.0556(19) Uani 1 2 d S T P . .
H27A H 0.965334 0.750000 0.944603 0.067 Uiso 1 2 calc R U P . .
C28 C 0.8481(3) 0.750000 0.9057(6) 0.0406(14) Uani 1 2 d S T P . .
C29 C 0.8180(4) 0.750000 1.0257(6) 0.0558(18) Uani 1 2 d S T P . .
H29A H 0.851853 0.750000 1.095089 0.067 Uiso 1 2 calc R U P . .
C30 C 0.7402(4) 0.750000 1.0448(5) 0.0496(16) Uani 1 2 d S T P . .
H30A H 0.719170 0.750000 1.126364 0.059 Uiso 1 2 calc R U P . .
C31 C 0.6926(3) 0.750000 0.9399(5) 0.0366(12) Uani 1 2 d S T P . .
H31A H 0.638496 0.750000 0.952882 0.044 Uiso 1 2 calc R U P . .
N32 N 0.7177(2) 0.750000 0.8239(4) 0.0287(9) Uani 1 2 d S T P . .
C33 C 0.7954(3) 0.750000 0.8066(5) 0.0301(12) Uani 1 2 d S T P . .
C34 C 0.8241(3) 0.750000 0.6805(5) 0.0301(12) Uani 1 2 d S T P . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N1 1.999(2) . ?
Cu1 N1 1.999(2) 7_575 ?
Cu1 N21 2.153(4) . ?
Cu1 N32 2.206(4) . ?
Cu1 Cu2 2.5543(7) . ?
Cu2 N3 1.859(2) . ?
Cu2 N3 1.859(2) 7_575 ?
N1 C2 1.307(4) . ?
N1 C4 1.464(4) . ?
C2 N3 1.352(4) . ?
C2 C5 1.515(4) . ?
N3 C6 1.403(4) . ?
C6 C11 1.396(5) . ?
C6 C7 1.397(5) . ?
C7 F1 1.319(5) . ?
C7 C8 1.380(5) . ?
C8 C9 1.376(5) . ?
C9 C10 1.387(5) . ?
C10 C11 1.385(5) . ?
C11 F1' 1.303(6) . ?
N21 C22 1.325(6) . ?
N21 C34 1.355(6) . ?
C22 C23 1.392(7) . ?
C23 C24 1.356(9) . ?
C24 C25 1.391(9) . ?
C25 C34 1.406(7) . ?
C25 C26 1.423(9) . ?
C26 C27 1.345(9) . ?
C27 C28 1.443(9) . ?
C28 C29 1.392(9) . ?
C28 C33 1.404(7) . ?
C29 C30 1.368(9) . ?
C30 C31 1.398(7) . ?
C31 N32 1.320(6) . ?
N32 C33 1.364(6) . ?
C33 C34 1.444(7) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N1 Cu1 N1 139.27(14) . 7_575 ?
N1 Cu1 N21 107.56(7) . . ?
N1 Cu1 N21 107.56(7) 7_575 . ?
N1 Cu1 N32 103.71(8) . . ?
N1 Cu1 N32 103.71(8) 7_575 . ?
N21 Cu1 N32 76.97(15) . . ?
N1 Cu1 Cu2 79.39(7) . . ?
N1 Cu1 Cu2 79.39(7) 7_575 . ?
N21 Cu1 Cu2 92.02(11) . . ?
N32 Cu1 Cu2 168.99(11) . . ?
N3 Cu2 N3 176.32(15) . 7_575 ?
N3 Cu2 Cu1 90.27(8) . . ?
N3 Cu2 Cu1 90.27(8) 7_575 . ?
C2 N1 C4 117.9(3) . . ?
C2 N1 Cu1 125.0(2) . . ?
C4 N1 Cu1 116.6(2) . . ?
N1 C2 N3 118.9(3) . . ?
N1 C2 C5 121.6(3) . . ?
N3 C2 C5 119.5(3) . . ?
C2 N3 C6 122.3(2) . . ?
C2 N3 Cu2 119.4(2) . . ?
C6 N3 Cu2 118.02(19) . . ?
C11 C6 C7 115.0(3) . . ?
C11 C6 N3 124.1(3) . . ?
C7 C6 N3 120.8(3) . . ?
F1 C7 C8 119.2(3) . . ?
F1 C7 C6 117.6(3) . . ?
C8 C7 C6 123.1(3) . . ?
C9 C8 C7 119.9(3) . . ?
C8 C9 C10 119.4(3) . . ?
C11 C10 C9 119.5(3) . . ?
F1' C11 C10 118.9(4) . . ?
F1' C11 C6 118.0(4) . . ?
C10 C11 C6 123.1(3) . . ?
C22 N21 C34 117.5(4) . . ?
C22 N21 Cu1 127.7(3) . . ?
C34 N21 Cu1 114.8(3) . . ?
N21 C22 C23 124.1(5) . . ?
C24 C23 C22 118.4(6) . . ?
C23 C24 C25 119.7(5) . . ?
C24 C25 C34 118.4(5) . . ?
C24 C25 C26 123.1(5) . . ?
C34 C25 C26 118.6(6) . . ?
C27 C26 C25 121.6(5) . . ?
C26 C27 C28 121.3(5) . . ?
C29 C28 C33 117.3(5) . . ?
C29 C28 C27 123.9(5) . . ?
C33 C28 C27 118.8(6) . . ?
C30 C29 C28 120.7(5) . . ?
C29 C30 C31 117.6(6) . . ?
N32 C31 C30 124.4(5) . . ?
C31 N32 C33 117.2(4) . . ?
C31 N32 Cu1 130.3(3) . . ?
C33 N32 Cu1 112.5(3) . . ?
N32 C33 C28 122.8(5) . . ?
N32 C33 C34 118.0(4) . . ?
C28 C33 C34 119.2(5) . . ?
N21 C34 C25 121.9(5) . . ?
N21 C34 C33 117.6(4) . . ?
C25 C34 C33 120.5(5) . . ?

_refine_diff_density_max         0.882
_refine_diff_density_min         -0.393
_refine_diff_density_rms         0.085



#===END


