# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 2179415'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2022-06-15 deposited with the CCDC.	2022-09-14 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         ?
_chemical_formula_sum            'C29 H25 Cu N4'
_chemical_formula_weight         493.07

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.999(3)
_cell_length_b                   16.823(5)
_cell_length_c                   12.040(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.099(4)
_cell_angle_gamma                90
_cell_volume                     2411.9(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6255
_cell_measurement_theta_min      2.26
_cell_measurement_theta_max      28.73

_exptl_crystal_description       block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.358
_exptl_crystal_F_000             1024
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    0.930
_shelx_estimated_absorpt_T_min   0.768
_shelx_estimated_absorpt_T_max   0.897
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6554
_exptl_absorpt_correction_T_max  0.7459
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            14262
_diffrn_reflns_av_unetI/netI     0.0290
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.091
_diffrn_reflns_theta_max         27.102
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             5320
_reflns_number_gt                4573
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0354P)²+1.5237P] 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         5320
_refine_ls_number_parameters     309
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0395
_refine_ls_R_factor_gt           0.0324
_refine_ls_wR_factor_ref         0.0833
_refine_ls_wR_factor_gt          0.0797
_refine_ls_goodness_of_fit_ref   1.037
_refine_ls_restrained_S_all      1.037
_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 0.20311(2) 0.42478(2) 0.35283(2) 0.02509(8) Uani 1 1 d . . . . .
N1 N 0.37230(12) 0.42726(8) 0.38400(11) 0.0185(3) Uani 1 1 d . . . . .
N2 N 0.23438(12) 0.54932(9) 0.32034(11) 0.0183(3) Uani 1 1 d . . . . .
N3 N 0.08336(12) 0.37889(8) 0.42682(12) 0.0188(3) Uani 1 1 d . . . . .
N4 N 0.14209(12) 0.39370(9) 0.19725(12) 0.0218(3) Uani 1 1 d . . . . .
C1 C -0.10577(15) 0.32178(12) 0.43384(16) 0.0264(4) Uani 1 1 d . . . . .
H1A H -0.084145 0.271363 0.471221 0.040 Uiso 1 1 calc R U . . .
H1B H -0.173812 0.313915 0.381007 0.040 Uiso 1 1 calc R U . . .
H1C H -0.120352 0.361473 0.489843 0.040 Uiso 1 1 calc R U . . .
C2 C -0.01105(14) 0.35064(10) 0.37087(14) 0.0189(3) Uani 1 1 d . . . . .
C3 C -0.03129(14) 0.34583(10) 0.25317(15) 0.0204(3) Uani 1 1 d . . . . .
H3 H -0.104268 0.328177 0.223995 0.024 Uiso 1 1 calc R U . . .
C4 C 0.04091(15) 0.36339(10) 0.17221(14) 0.0202(3) Uani 1 1 d . . . . .
C5 C -0.00032(16) 0.34023(12) 0.05221(15) 0.0275(4) Uani 1 1 d . . . . .
H5A H 0.008988 0.385286 0.002590 0.041 Uiso 1 1 calc R U . . .
H5B H -0.079891 0.325608 0.046304 0.041 Uiso 1 1 calc R U . . .
H5C H 0.043337 0.294869 0.030332 0.041 Uiso 1 1 calc R U . . .
C6 C 0.44214(16) 0.36830(10) 0.42035(15) 0.0239(4) Uani 1 1 d . . . . .
H6 H 0.410633 0.320895 0.445927 0.029 Uiso 1 1 calc R U . . .
C7 C 0.55867(17) 0.37229(11) 0.42294(16) 0.0283(4) Uani 1 1 d . . . . .
H7 H 0.604363 0.328496 0.449529 0.034 Uiso 1 1 calc R U . . .
C8 C 0.60661(16) 0.44020(11) 0.38663(16) 0.0270(4) Uani 1 1 d . . . . .
H8 H 0.685752 0.444023 0.387970 0.032 Uiso 1 1 calc R U . . .
C9 C 0.53665(15) 0.50397(10) 0.34746(14) 0.0212(4) Uani 1 1 d . . . . .
C10 C 0.57875(15) 0.57660(11) 0.30619(16) 0.0258(4) Uani 1 1 d . . . . .
H10 H 0.657426 0.583382 0.306865 0.031 Uiso 1 1 calc R U . . .
C11 C 0.50849(15) 0.63548(11) 0.26642(15) 0.0250(4) Uani 1 1 d . . . . .
H11 H 0.538470 0.682147 0.237026 0.030 Uiso 1 1 calc R U . . .
C12 C 0.38910(14) 0.62897(10) 0.26764(14) 0.0198(3) Uani 1 1 d . . . . .
C13 C 0.31269(16) 0.68922(11) 0.22888(15) 0.0239(4) Uani 1 1 d . . . . .
H13 H 0.338266 0.736906 0.198179 0.029 Uiso 1 1 calc R U . . .
C14 C 0.20040(16) 0.67785(11) 0.23622(15) 0.0245(4) Uani 1 1 d . . . . .
H14 H 0.147278 0.717439 0.209520 0.029 Uiso 1 1 calc R U . . .
C15 C 0.16485(15) 0.60781(11) 0.28312(14) 0.0221(4) Uani 1 1 d . . . . .
H15 H 0.087064 0.601555 0.288763 0.027 Uiso 1 1 calc R U . . .
C16 C 0.34497(14) 0.55940(10) 0.31099(13) 0.0166(3) Uani 1 1 d . . . . .
C17 C 0.42003(14) 0.49503(10) 0.34855(13) 0.0168(3) Uani 1 1 d . . . . .
C21 C 0.10114(14) 0.37301(10) 0.54591(14) 0.0197(3) Uani 1 1 d . . . . .
C22 C 0.12375(18) 0.30038(12) 0.59959(17) 0.0329(4) Uani 1 1 d . . . . .
H22 H 0.123875 0.252965 0.556757 0.039 Uiso 1 1 calc R U . . .
C23 C 0.14623(19) 0.29699(14) 0.71613(18) 0.0399(5) Uani 1 1 d . . . . .
H23 H 0.160768 0.247092 0.751957 0.048 Uiso 1 1 calc R U . . .
C24 C 0.14758(16) 0.36524(15) 0.77982(16) 0.0359(5) Uani 1 1 d . . . . .
H24 H 0.163710 0.362539 0.858989 0.043 Uiso 1 1 calc R U . . .
C25 C 0.12528(15) 0.43745(13) 0.72741(16) 0.0303(4) Uani 1 1 d . . . . .
H25 H 0.125368 0.484603 0.770825 0.036 Uiso 1 1 calc R U . . .
C26 C 0.10260(14) 0.44168(11) 0.61108(15) 0.0231(4) Uani 1 1 d . . . . .
H26 H 0.088000 0.491795 0.575909 0.028 Uiso 1 1 calc R U . . .
C31 C 0.20870(15) 0.41797(11) 0.11374(14) 0.0225(4) Uani 1 1 d . . . . .
C32 C 0.18332(17) 0.48832(11) 0.05438(15) 0.0279(4) Uani 1 1 d . . . . .
H32 H 0.116103 0.516198 0.063095 0.034 Uiso 1 1 calc R U . . .
C33 C 0.25586(18) 0.51792(12) -0.01751(16) 0.0323(5) Uani 1 1 d . . . . .
H33 H 0.238103 0.566160 -0.056766 0.039 Uiso 1 1 calc R U . . .
C34 C 0.35349(18) 0.47770(13) -0.03225(16) 0.0336(5) Uani 1 1 d . . . . .
H34 H 0.402579 0.497901 -0.081629 0.040 Uiso 1 1 calc R U . . .
C35 C 0.37876(18) 0.40790(13) 0.02558(17) 0.0344(5) Uani 1 1 d . . . . .
H35 H 0.445409 0.379780 0.015425 0.041 Uiso 1 1 calc R U . . .
C36 C 0.30751(17) 0.37821(12) 0.09874(16) 0.0288(4) Uani 1 1 d . . . . .
H36 H 0.326532 0.330441 0.138715 0.035 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 N3 1.9419(15) . ?
Cu1 N4 1.9948(15) . ?
Cu1 N1 2.0189(16) . ?
Cu1 N2 2.1724(16) . ?
N1 C6 1.337(2) . ?
N1 C17 1.368(2) . ?
N2 C15 1.331(2) . ?
N2 C16 1.356(2) . ?
N3 C2 1.332(2) . ?
N3 C21 1.427(2) . ?
N4 C4 1.317(2) . ?
N4 C31 1.420(2) . ?
C1 C2 1.522(2) . ?
C2 C3 1.410(2) . ?
C3 C4 1.413(2) . ?
C4 C5 1.519(2) . ?
C6 C7 1.396(3) . ?
C7 C8 1.375(3) . ?
C8 C9 1.407(3) . ?
C9 C17 1.409(2) . ?
C9 C10 1.434(2) . ?
C10 C11 1.349(3) . ?
C11 C12 1.439(2) . ?
C12 C13 1.407(2) . ?
C12 C16 1.411(2) . ?
C13 C14 1.375(3) . ?
C14 C15 1.396(3) . ?
C16 C17 1.445(2) . ?
C21 C22 1.393(3) . ?
C21 C26 1.395(3) . ?
C22 C23 1.397(3) . ?
C23 C24 1.380(3) . ?
C24 C25 1.380(3) . ?
C25 C26 1.395(3) . ?
C31 C36 1.392(3) . ?
C31 C32 1.397(3) . ?
C32 C33 1.393(3) . ?
C33 C34 1.383(3) . ?
C34 C35 1.380(3) . ?
C35 C36 1.394(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
N3 Cu1 N4 96.90(6) . . ?
N3 Cu1 N1 134.99(6) . . ?
N4 Cu1 N1 115.08(6) . . ?
N3 Cu1 N2 128.32(6) . . ?
N4 Cu1 N2 97.77(6) . . ?
N1 Cu1 N2 79.72(5) . . ?
C6 N1 C17 116.80(15) . . ?
C6 N1 Cu1 128.38(12) . . ?
C17 N1 Cu1 114.17(11) . . ?
C15 N2 C16 117.29(15) . . ?
C15 N2 Cu1 131.17(12) . . ?
C16 N2 Cu1 109.15(11) . . ?
C2 N3 C21 119.72(14) . . ?
C2 N3 Cu1 122.75(12) . . ?
C21 N3 Cu1 117.47(11) . . ?
C4 N4 C31 122.21(15) . . ?
C4 N4 Cu1 122.51(12) . . ?
C31 N4 Cu1 114.61(11) . . ?
N3 C2 C3 123.97(15) . . ?
N3 C2 C1 120.18(15) . . ?
C3 C2 C1 115.85(15) . . ?
C2 C3 C4 129.58(16) . . ?
N4 C4 C3 123.33(15) . . ?
N4 C4 C5 119.98(16) . . ?
C3 C4 C5 116.56(15) . . ?
N1 C6 C7 123.86(17) . . ?
C8 C7 C6 119.35(17) . . ?
C7 C8 C9 118.98(18) . . ?
C8 C9 C17 117.87(16) . . ?
C8 C9 C10 122.99(17) . . ?
C17 C9 C10 119.13(16) . . ?
C11 C10 C9 121.12(17) . . ?
C10 C11 C12 121.31(16) . . ?
C13 C12 C16 117.46(16) . . ?
C13 C12 C11 123.41(16) . . ?
C16 C12 C11 119.12(16) . . ?
C14 C13 C12 118.83(17) . . ?
C13 C14 C15 119.63(17) . . ?
N2 C15 C14 123.36(17) . . ?
N2 C16 C12 123.38(15) . . ?
N2 C16 C17 117.31(14) . . ?
C12 C16 C17 119.31(15) . . ?
N1 C17 C9 123.13(15) . . ?
N1 C17 C16 116.97(15) . . ?
C9 C17 C16 119.89(15) . . ?
C22 C21 C26 118.49(17) . . ?
C22 C21 N3 121.55(16) . . ?
C26 C21 N3 119.85(15) . . ?
C21 C22 C23 120.3(2) . . ?
C24 C23 C22 120.8(2) . . ?
C23 C24 C25 119.35(18) . . ?
C24 C25 C26 120.45(19) . . ?
C25 C26 C21 120.64(18) . . ?
C36 C31 C32 118.42(17) . . ?
C36 C31 N4 121.12(17) . . ?
C32 C31 N4 119.99(17) . . ?
C33 C32 C31 120.49(19) . . ?
C34 C33 C32 120.59(19) . . ?
C35 C34 C33 119.24(18) . . ?
C34 C35 C36 120.7(2) . . ?
C31 C36 C35 120.57(19) . . ?

_refine_diff_density_max         0.735
_refine_diff_density_min         -0.813
_refine_diff_density_rms         0.053


####################################################################### 
# 
# 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_4
_database_code_depnum_ccdc_archive 'CCDC 2179418'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2022-06-15 deposited with the CCDC.	2022-09-14 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         ?
_chemical_formula_sum            'C35 H29 Cu N4'
_chemical_formula_weight         569.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.103(5)
_cell_length_b                   12.437(5)
_cell_length_c                   19.039(8)
_cell_angle_alpha                102.097(5)
_cell_angle_beta                 99.622(5)
_cell_angle_gamma                92.954(5)
_cell_volume                     2751(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    6664
_cell_measurement_theta_min      2.21
_cell_measurement_theta_max      26.53

_exptl_crystal_description       Blocks
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.374
_exptl_crystal_F_000             1184
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.020
_exptl_absorpt_coefficient_mu    0.826
_shelx_estimated_absorpt_T_min   0.802
_shelx_estimated_absorpt_T_max   0.984
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6880
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            38905
_diffrn_reflns_av_unetI/netI     0.0573
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_theta_min         1.112
_diffrn_reflns_theta_max         27.484
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             12587
_reflns_number_gt                8744
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0471P)²+0.3218P] 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         12587
_refine_ls_number_parameters     725
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0702
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_ref         0.1100
_refine_ls_wR_factor_gt          0.0969
_refine_ls_goodness_of_fit_ref   1.034
_refine_ls_restrained_S_all      1.034
_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 0.75112(2) 0.94514(2) 0.31932(2) 0.02287(9) Uani 1 1 d . . . . .
N1 N 0.64357(14) 0.91333(15) 0.22252(10) 0.0188(4) Uani 1 1 d . . . . .
N2 N 0.60004(14) 0.91189(15) 0.35250(10) 0.0183(4) Uani 1 1 d . . . . .
N3 N 0.82755(14) 1.09398(15) 0.33679(10) 0.0213(4) Uani 1 1 d . . . . .
N4 N 0.88062(14) 0.87287(16) 0.35565(10) 0.0203(4) Uani 1 1 d . . . . .
C1 C 0.9876(2) 1.2360(2) 0.38259(15) 0.0348(6) Uani 1 1 d . . . . .
H1A H 0.995246 1.253412 0.335657 0.052 Uiso 1 1 calc R U . . .
H1B H 1.062065 1.242595 0.413471 0.052 Uiso 1 1 calc R U . . .
H1C H 0.940117 1.287663 0.406996 0.052 Uiso 1 1 calc R U . . .
C2 C 0.93386(18) 1.1191(2) 0.36965(12) 0.0230(5) Uani 1 1 d . . . . .
C3 C 1.00186(17) 1.0423(2) 0.39546(12) 0.0248(5) Uani 1 1 d . . . . .
H3 H 1.074543 1.071946 0.421781 0.030 Uiso 1 1 calc R U . . .
C4 C 0.97860(17) 0.9288(2) 0.38823(12) 0.0214(5) Uani 1 1 d . . . . .
C5 C 1.07320(18) 0.8681(2) 0.41988(13) 0.0291(6) Uani 1 1 d . . . . .
H5A H 1.055917 0.847339 0.464004 0.044 Uiso 1 1 calc R U . . .
H5B H 1.143596 0.916204 0.432300 0.044 Uiso 1 1 calc R U . . .
H5C H 1.081314 0.801469 0.383807 0.044 Uiso 1 1 calc R U . . .
C10 C 0.67218(18) 0.91881(18) 0.15638(12) 0.0214(5) Uani 1 1 d . . . . .
C11 C 0.78678(19) 0.9232(2) 0.15099(13) 0.0275(5) Uani 1 1 d . . . . .
H11 H 0.842442 0.925587 0.193002 0.033 Uiso 1 1 calc R U . . .
C12 C 0.8182(2) 0.9241(2) 0.08526(14) 0.0322(6) Uani 1 1 d . . . . .
H12 H 0.895702 0.927177 0.081907 0.039 Uiso 1 1 calc R U . . .
C13 C 0.7366(2) 0.9206(2) 0.02274(14) 0.0344(6) Uani 1 1 d . . . . .
H13 H 0.759182 0.920702 -0.022705 0.041 Uiso 1 1 calc R U . . .
C14 C 0.6254(2) 0.9170(2) 0.02705(13) 0.0304(6) Uani 1 1 d . . . . .
H14 H 0.570946 0.915324 -0.015467 0.036 Uiso 1 1 calc R U . . .
C15 C 0.58978(19) 0.91582(19) 0.09381(12) 0.0250(5) Uani 1 1 d . . . . .
C16 C 0.47599(19) 0.90727(19) 0.10125(13) 0.0270(6) Uani 1 1 d . . . . .
H16 H 0.418420 0.905702 0.060373 0.032 Uiso 1 1 calc R U . . .
C17 C 0.44835(18) 0.9013(2) 0.16651(13) 0.0254(5) Uani 1 1 d . . . . .
H17 H 0.371649 0.895476 0.171608 0.031 Uiso 1 1 calc R U . . .
C18 C 0.53478(17) 0.90379(18) 0.22691(12) 0.0202(5) Uani 1 1 d . . . . .
C20 C 0.58419(17) 0.89682(18) 0.41981(12) 0.0196(5) Uani 1 1 d . . . . .
C21 C 0.67720(18) 0.91643(19) 0.47729(12) 0.0218(5) Uani 1 1 d . . . . .
H21 H 0.748734 0.941693 0.469652 0.026 Uiso 1 1 calc R U . . .
C22 C 0.66474(19) 0.8991(2) 0.54431(13) 0.0257(5) Uani 1 1 d . . . . .
H22 H 0.728309 0.911445 0.582696 0.031 Uiso 1 1 calc R U . . .
C23 C 0.55958(19) 0.8635(2) 0.55725(13) 0.0278(6) Uani 1 1 d . . . . .
H23 H 0.552573 0.851010 0.603930 0.033 Uiso 1 1 calc R U . . .
C24 C 0.46745(19) 0.84669(19) 0.50281(13) 0.0258(5) Uani 1 1 d . . . . .
H24 H 0.396002 0.824223 0.511992 0.031 Uiso 1 1 calc R U . . .
C25 C 0.47789(18) 0.86257(19) 0.43296(12) 0.0213(5) Uani 1 1 d . . . . .
C26 C 0.38572(18) 0.84550(19) 0.37452(13) 0.0243(5) Uani 1 1 d . . . . .
H26 H 0.312546 0.824206 0.381540 0.029 Uiso 1 1 calc R U . . .
C27 C 0.40233(18) 0.85974(19) 0.30817(13) 0.0244(5) Uani 1 1 d . . . . .
H27 H 0.340867 0.847515 0.268365 0.029 Uiso 1 1 calc R U . . .
C28 C 0.51112(17) 0.89275(18) 0.29839(12) 0.0192(5) Uani 1 1 d . . . . .
C31 C 0.76685(18) 1.17269(19) 0.30624(12) 0.0223(5) Uani 1 1 d . . . . .
C32 C 0.7848(2) 1.1966(2) 0.24071(14) 0.0368(6) Uani 1 1 d . . . . .
H32 H 0.842666 1.164339 0.217564 0.044 Uiso 1 1 calc R U . . .
C33 C 0.7181(3) 1.2677(2) 0.20912(15) 0.0465(8) Uani 1 1 d . . . . .
H33 H 0.730507 1.283284 0.164156 0.056 Uiso 1 1 calc R U . . .
C34 C 0.6348(2) 1.3156(2) 0.24167(15) 0.0415(7) Uani 1 1 d . . . . .
H34 H 0.590303 1.364852 0.219948 0.050 Uiso 1 1 calc R U . . .
C35 C 0.6165(2) 1.2915(2) 0.30615(15) 0.0362(7) Uani 1 1 d . . . . .
H35 H 0.558748 1.324226 0.329107 0.043 Uiso 1 1 calc R U . . .
C36 C 0.68149(19) 1.2201(2) 0.33800(14) 0.0298(6) Uani 1 1 d . . . . .
H36 H 0.667127 1.203472 0.382297 0.036 Uiso 1 1 calc R U . . .
C41 C 0.86717(16) 0.7568(2) 0.34953(13) 0.0220(5) Uani 1 1 d . . . . .
C42 C 0.83533(19) 0.7136(2) 0.40541(14) 0.0297(6) Uani 1 1 d . . . . .
H42 H 0.825280 0.762093 0.449147 0.036 Uiso 1 1 calc R U . . .
C43 C 0.81804(19) 0.6005(2) 0.39813(16) 0.0381(7) Uani 1 1 d . . . . .
H43 H 0.795975 0.572169 0.436787 0.046 Uiso 1 1 calc R U . . .
C44 C 0.8326(2) 0.5289(2) 0.33520(17) 0.0392(7) Uani 1 1 d . . . . .
H44 H 0.821446 0.451358 0.330468 0.047 Uiso 1 1 calc R U . . .
C45 C 0.86367(19) 0.5712(2) 0.27909(15) 0.0366(7) Uani 1 1 d . . . . .
H45 H 0.873770 0.522386 0.235497 0.044 Uiso 1 1 calc R U . . .
C46 C 0.88017(17) 0.6842(2) 0.28593(13) 0.0261(5) Uani 1 1 d . . . . .
H46 H 0.900591 0.712261 0.246715 0.031 Uiso 1 1 calc R U . . .
Cu1A Cu 0.22669(2) 0.55834(2) 0.18232(2) 0.02252(9) Uani 1 1 d . . . . .
N1A N 0.32273(14) 0.58220(15) 0.28405(10) 0.0198(4) Uani 1 1 d . . . . .
N2A N 0.38577(14) 0.58966(15) 0.16010(10) 0.0192(4) Uani 1 1 d . . . . .
N3A N 0.09720(14) 0.62806(15) 0.14225(10) 0.0192(4) Uani 1 1 d . . . . .
N4A N 0.15438(14) 0.40668(15) 0.15975(10) 0.0199(4) Uani 1 1 d . . . . .
C1A C -0.09552(17) 0.62697(19) 0.07467(13) 0.0251(5) Uani 1 1 d . . . . .
H1A1 H -0.099496 0.698720 0.106928 0.038 Uiso 1 1 calc R U . . .
H1A2 H -0.166447 0.581251 0.068228 0.038 Uiso 1 1 calc R U . . .
H1A3 H -0.082740 0.637955 0.027070 0.038 Uiso 1 1 calc R U . . .
C2A C 0.00049(17) 0.56974(19) 0.10834(12) 0.0196(5) Uani 1 1 d . . . . .
C3A C -0.02094(17) 0.45641(19) 0.10233(12) 0.0208(5) Uani 1 1 d . . . . .
H3A H -0.094164 0.426141 0.077387 0.025 Uiso 1 1 calc R U . . .
C4A C 0.04852(17) 0.38025(19) 0.12729(12) 0.0197(5) Uani 1 1 d . . . . .
C5A C -0.00182(19) 0.2625(2) 0.11408(14) 0.0295(6) Uani 1 1 d . . . . .
H5A1 H 0.040760 0.213635 0.083386 0.044 Uiso 1 1 calc R U . . .
H5A2 H -0.080406 0.256676 0.089362 0.044 Uiso 1 1 calc R U . . .
H5A3 H 0.001535 0.240758 0.160935 0.044 Uiso 1 1 calc R U . . .
C10A C 0.28419(18) 0.57747(18) 0.34717(12) 0.0211(5) Uani 1 1 d . . . . .
C11A C 0.16698(18) 0.5774(2) 0.34653(13) 0.0254(5) Uani 1 1 d . . . . .
H11A H 0.116600 0.574575 0.302065 0.030 Uiso 1 1 calc R U . . .
C12A C 0.1263(2) 0.5812(2) 0.40937(14) 0.0312(6) Uani 1 1 d . . . . .
H12A H 0.047573 0.581499 0.408478 0.037 Uiso 1 1 calc R U . . .
C13A C 0.1995(2) 0.5848(2) 0.47557(14) 0.0333(6) Uani 1 1 d . . . . .
H13A H 0.170144 0.589112 0.519253 0.040 Uiso 1 1 calc R U . . .
C14A C 0.3121(2) 0.5821(2) 0.47739(14) 0.0326(6) Uani 1 1 d . . . . .
H14A H 0.360820 0.582962 0.522205 0.039 Uiso 1 1 calc R U . . .
C15A C 0.35709(19) 0.57794(19) 0.41349(13) 0.0249(5) Uani 1 1 d . . . . .
C16A C 0.47357(19) 0.5784(2) 0.41181(13) 0.0300(6) Uani 1 1 d . . . . .
H16A H 0.525541 0.576368 0.454728 0.036 Uiso 1 1 calc R U . . .
C17A C 0.51098(18) 0.5818(2) 0.34911(13) 0.0274(6) Uani 1 1 d . . . . .
H17A H 0.589072 0.581415 0.347740 0.033 Uiso 1 1 calc R U . . .
C18A C 0.43297(17) 0.58590(19) 0.28546(12) 0.0215(5) Uani 1 1 d . . . . .
C20A C 0.41308(17) 0.60680(18) 0.09568(12) 0.0199(5) Uani 1 1 d . . . . .
C21A C 0.32585(18) 0.59793(19) 0.03502(13) 0.0233(5) Uani 1 1 d . . . . .
H21A H 0.250201 0.580001 0.038948 0.028 Uiso 1 1 calc R U . . .
C22A C 0.35042(19) 0.6152(2) -0.02937(13) 0.0277(6) Uani 1 1 d . . . . .
H22A H 0.291175 0.610019 -0.069864 0.033 Uiso 1 1 calc R U . . .
C23A C 0.46203(19) 0.6405(2) -0.03685(14) 0.0280(6) Uani 1 1 d . . . . .
H23A H 0.477659 0.651734 -0.082177 0.034 Uiso 1 1 calc R U . . .
C24A C 0.54754(19) 0.64881(19) 0.02102(13) 0.0264(5) Uani 1 1 d . . . . .
H24A H 0.622774 0.665594 0.015738 0.032 Uiso 1 1 calc R U . . .
C25A C 0.52546(18) 0.63276(19) 0.08863(13) 0.0227(5) Uani 1 1 d . . . . .
C26A C 0.60985(18) 0.64111(19) 0.15052(13) 0.0260(5) Uani 1 1 d . . . . .
H26A H 0.686252 0.658085 0.147832 0.031 Uiso 1 1 calc R U . . .
C27A C 0.58258(17) 0.62506(19) 0.21391(13) 0.0244(5) Uani 1 1 d . . . . .
H27A H 0.639569 0.631113 0.255783 0.029 Uiso 1 1 calc R U . . .
C28A C 0.46855(17) 0.59917(18) 0.21743(12) 0.0205(5) Uani 1 1 d . . . . .
C31A C 0.10892(16) 0.74325(19) 0.14469(12) 0.0211(5) Uani 1 1 d . . . . .
C32A C 0.11122(18) 0.8194(2) 0.20964(13) 0.0270(6) Uani 1 1 d . . . . .
H32A H 0.104600 0.794298 0.252699 0.032 Uiso 1 1 calc R U . . .
C33A C 0.1231(2) 0.9321(2) 0.21249(15) 0.0355(6) Uani 1 1 d . . . . .
H33A H 0.123557 0.983351 0.257241 0.043 Uiso 1 1 calc R U . . .
C34A C 0.13425(19) 0.9699(2) 0.15078(15) 0.0345(6) Uani 1 1 d . . . . .
H34A H 0.142045 1.046919 0.152682 0.041 Uiso 1 1 calc R U . . .
C35A C 0.13397(19) 0.8949(2) 0.08639(15) 0.0339(6) Uani 1 1 d . . . . .
H35A H 0.142377 0.920482 0.043752 0.041 Uiso 1 1 calc R U . . .
C36A C 0.12149(18) 0.7821(2) 0.08310(13) 0.0272(5) Uani 1 1 d . . . . .
H36A H 0.121593 0.731199 0.038275 0.033 Uiso 1 1 calc R U . . .
C41A C 0.21715(17) 0.32675(18) 0.18729(12) 0.0201(5) Uani 1 1 d . . . . .
C42A C 0.29848(18) 0.2780(2) 0.15114(13) 0.0261(5) Uani 1 1 d . . . . .
H42A H 0.310268 0.296921 0.106967 0.031 Uiso 1 1 calc R U . . .
C43A C 0.36280(19) 0.2020(2) 0.17875(14) 0.0309(6) Uani 1 1 d . . . . .
H43A H 0.417303 0.168219 0.153000 0.037 Uiso 1 1 calc R U . . .
C44A C 0.3479(2) 0.1754(2) 0.24339(14) 0.0305(6) Uani 1 1 d . . . . .
H44A H 0.391434 0.122843 0.262134 0.037 Uiso 1 1 calc R U . . .
C45A C 0.2695(2) 0.2253(2) 0.28061(13) 0.0318(6) Uani 1 1 d . . . . .
H45A H 0.259895 0.207879 0.325592 0.038 Uiso 1 1 calc R U . . .
C46A C 0.2041(2) 0.3011(2) 0.25316(13) 0.0277(5) Uani 1 1 d . . . . .
H46A H 0.150396 0.335300 0.279477 0.033 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 N4 1.9457(18) . ?
Cu1 N3 1.964(2) . ?
Cu1 N1 2.0215(18) . ?
Cu1 N2 2.0811(19) . ?
N1 C18 1.334(3) . ?
N1 C10 1.375(3) . ?
N2 C28 1.333(3) . ?
N2 C20 1.376(3) . ?
N3 C2 1.324(3) . ?
N3 C31 1.416(3) . ?
N4 C4 1.328(3) . ?
N4 C41 1.422(3) . ?
C1 C2 1.515(3) . ?
C2 C3 1.405(3) . ?
C3 C4 1.398(3) . ?
C4 C5 1.515(3) . ?
C10 C11 1.407(3) . ?
C10 C15 1.413(3) . ?
C11 C12 1.369(3) . ?
C12 C13 1.405(3) . ?
C13 C14 1.362(3) . ?
C14 C15 1.411(3) . ?
C15 C16 1.409(3) . ?
C16 C17 1.355(3) . ?
C17 C18 1.413(3) . ?
C18 C28 1.469(3) . ?
C20 C21 1.404(3) . ?
C20 C25 1.412(3) . ?
C21 C22 1.369(3) . ?
C22 C23 1.403(3) . ?
C23 C24 1.364(3) . ?
C24 C25 1.410(3) . ?
C25 C26 1.410(3) . ?
C26 C27 1.357(3) . ?
C27 C28 1.412(3) . ?
C31 C36 1.379(3) . ?
C31 C32 1.390(3) . ?
C32 C33 1.390(4) . ?
C33 C34 1.368(4) . ?
C34 C35 1.373(4) . ?
C35 C36 1.383(3) . ?
C41 C42 1.387(3) . ?
C41 C46 1.388(3) . ?
C42 C43 1.385(4) . ?
C43 C44 1.378(4) . ?
C44 C45 1.381(4) . ?
C45 C46 1.385(3) . ?
Cu1A N3A 1.9513(18) . ?
Cu1A N4A 1.968(2) . ?
Cu1A N1A 2.0400(19) . ?
Cu1A N2A 2.0739(19) . ?
N1A C18A 1.328(3) . ?
N1A C10A 1.371(3) . ?
N2A C28A 1.333(3) . ?
N2A C20A 1.377(3) . ?
N3A C2A 1.333(3) . ?
N3A C31A 1.423(3) . ?
N4A C4A 1.318(3) . ?
N4A C41A 1.415(3) . ?
C1A C2A 1.515(3) . ?
C2A C3A 1.397(3) . ?
C3A C4A 1.402(3) . ?
C4A C5A 1.511(3) . ?
C10A C15A 1.413(3) . ?
C10A C11A 1.417(3) . ?
C11A C12A 1.361(3) . ?
C12A C13A 1.405(3) . ?
C13A C14A 1.361(3) . ?
C14A C15A 1.406(3) . ?
C15A C16A 1.415(3) . ?
C16A C17A 1.353(3) . ?
C17A C18A 1.418(3) . ?
C18A C28A 1.469(3) . ?
C20A C21A 1.410(3) . ?
C20A C25A 1.416(3) . ?
C21A C22A 1.365(3) . ?
C22A C23A 1.408(3) . ?
C23A C24A 1.362(3) . ?
C24A C25A 1.409(3) . ?
C25A C26A 1.406(3) . ?
C26A C27A 1.354(3) . ?
C27A C28A 1.417(3) . ?
C31A C36A 1.386(3) . ?
C31A C32A 1.386(3) . ?
C32A C33A 1.391(3) . ?
C33A C34A 1.377(4) . ?
C34A C35A 1.375(4) . ?
C35A C36A 1.391(3) . ?
C41A C42A 1.387(3) . ?
C41A C46A 1.389(3) . ?
C42A C43A 1.387(3) . ?
C43A C44A 1.377(4) . ?
C44A C45A 1.374(4) . ?
C45A C46A 1.390(3) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N4 Cu1 N3 97.38(8) . . ?
N4 Cu1 N1 132.23(8) . . ?
N3 Cu1 N1 109.22(7) . . ?
N4 Cu1 N2 117.72(8) . . ?
N3 Cu1 N2 123.65(7) . . ?
N1 Cu1 N2 79.30(8) . . ?
C18 N1 C10 118.57(18) . . ?
C18 N1 Cu1 115.14(14) . . ?
C10 N1 Cu1 125.40(14) . . ?
C28 N2 C20 118.00(18) . . ?
C28 N2 Cu1 113.61(15) . . ?
C20 N2 Cu1 128.02(14) . . ?
C2 N3 C31 120.26(19) . . ?
C2 N3 Cu1 122.75(16) . . ?
C31 N3 Cu1 116.73(14) . . ?
C4 N4 C41 119.55(18) . . ?
C4 N4 Cu1 122.20(16) . . ?
C41 N4 Cu1 118.19(13) . . ?
N3 C2 C3 123.2(2) . . ?
N3 C2 C1 120.2(2) . . ?
C3 C2 C1 116.51(19) . . ?
C4 C3 C2 129.7(2) . . ?
N4 C4 C3 124.3(2) . . ?
N4 C4 C5 119.3(2) . . ?
C3 C4 C5 116.48(19) . . ?
N1 C10 C11 118.4(2) . . ?
N1 C10 C15 121.8(2) . . ?
C11 C10 C15 119.7(2) . . ?
C12 C11 C10 120.1(2) . . ?
C11 C12 C13 120.5(2) . . ?
C14 C13 C12 120.2(2) . . ?
C13 C14 C15 120.9(2) . . ?
C16 C15 C14 123.7(2) . . ?
C16 C15 C10 117.7(2) . . ?
C14 C15 C10 118.6(2) . . ?
C17 C16 C15 120.2(2) . . ?
C16 C17 C18 119.3(2) . . ?
N1 C18 C17 122.4(2) . . ?
N1 C18 C28 115.25(18) . . ?
C17 C18 C28 122.3(2) . . ?
N2 C20 C21 118.61(19) . . ?
N2 C20 C25 122.30(19) . . ?
C21 C20 C25 119.1(2) . . ?
C22 C21 C20 120.0(2) . . ?
C21 C22 C23 121.1(2) . . ?
C24 C23 C22 120.0(2) . . ?
C23 C24 C25 120.2(2) . . ?
C24 C25 C26 122.6(2) . . ?
C24 C25 C20 119.6(2) . . ?
C26 C25 C20 117.8(2) . . ?
C27 C26 C25 119.5(2) . . ?
C26 C27 C28 119.9(2) . . ?
N2 C28 C27 122.5(2) . . ?
N2 C28 C18 115.36(19) . . ?
C27 C28 C18 122.10(19) . . ?
C36 C31 C32 118.5(2) . . ?
C36 C31 N3 120.1(2) . . ?
C32 C31 N3 121.1(2) . . ?
C33 C32 C31 119.9(3) . . ?
C34 C33 C32 121.1(3) . . ?
C33 C34 C35 119.1(2) . . ?
C34 C35 C36 120.6(3) . . ?
C31 C36 C35 120.8(2) . . ?
C42 C41 C46 118.5(2) . . ?
C42 C41 N4 120.8(2) . . ?
C46 C41 N4 120.6(2) . . ?
C43 C42 C41 120.7(3) . . ?
C44 C43 C42 120.5(3) . . ?
C43 C44 C45 119.2(3) . . ?
C44 C45 C46 120.5(3) . . ?
C45 C46 C41 120.6(2) . . ?
N3A Cu1A N4A 97.44(8) . . ?
N3A Cu1A N1A 133.08(7) . . ?
N4A Cu1A N1A 106.26(7) . . ?
N3A Cu1A N2A 121.88(8) . . ?
N4A Cu1A N2A 120.79(7) . . ?
N1A Cu1A N2A 78.98(7) . . ?
C18A N1A C10A 118.35(18) . . ?
C18A N1A Cu1A 114.79(15) . . ?
C10A N1A Cu1A 126.04(14) . . ?
C28A N2A C20A 118.24(18) . . ?
C28A N2A Cu1A 113.95(15) . . ?
C20A N2A Cu1A 127.72(14) . . ?
C2A N3A C31A 118.96(18) . . ?
C2A N3A Cu1A 121.91(16) . . ?
C31A N3A Cu1A 118.98(13) . . ?
C4A N4A C41A 119.72(19) . . ?
C4A N4A Cu1A 122.95(15) . . ?
C41A N4A Cu1A 116.96(14) . . ?
N3A C2A C3A 124.20(19) . . ?
N3A C2A C1A 119.9(2) . . ?
C3A C2A C1A 115.93(18) . . ?
C2A C3A C4A 130.22(19) . . ?
N4A C4A C3A 123.1(2) . . ?
N4A C4A C5A 119.7(2) . . ?
C3A C4A C5A 117.22(19) . . ?
N1A C10A C15A 122.6(2) . . ?
N1A C10A C11A 118.51(19) . . ?
C15A C10A C11A 118.8(2) . . ?
C12A C11A C10A 120.2(2) . . ?
C11A C12A C13A 120.7(2) . . ?
C14A C13A C12A 120.3(2) . . ?
C13A C14A C15A 120.5(2) . . ?
C14A C15A C10A 119.4(2) . . ?
C14A C15A C16A 123.6(2) . . ?
C10A C15A C16A 117.0(2) . . ?
C17A C16A C15A 120.1(2) . . ?
C16A C17A C18A 119.6(2) . . ?
N1A C18A C17A 122.3(2) . . ?
N1A C18A C28A 115.28(19) . . ?
C17A C18A C28A 122.4(2) . . ?
N2A C20A C21A 118.56(19) . . ?
N2A C20A C25A 122.14(19) . . ?
C21A C20A C25A 119.3(2) . . ?
C22A C21A C20A 119.8(2) . . ?
C21A C22A C23A 121.2(2) . . ?
C24A C23A C22A 119.9(2) . . ?
C23A C24A C25A 120.6(2) . . ?
C26A C25A C24A 123.3(2) . . ?
C26A C25A C20A 117.5(2) . . ?
C24A C25A C20A 119.2(2) . . ?
C27A C26A C25A 120.2(2) . . ?
C26A C27A C28A 119.6(2) . . ?
N2A C28A C27A 122.3(2) . . ?
N2A C28A C18A 115.43(19) . . ?
C27A C28A C18A 122.18(19) . . ?
C36A C31A C32A 118.4(2) . . ?
C36A C31A N3A 121.1(2) . . ?
C32A C31A N3A 120.4(2) . . ?
C31A C32A C33A 120.7(2) . . ?
C34A C33A C32A 120.4(3) . . ?
C35A C34A C33A 119.3(3) . . ?
C34A C35A C36A 120.6(3) . . ?
C31A C36A C35A 120.5(2) . . ?
C42A C41A C46A 118.7(2) . . ?
C42A C41A N4A 120.2(2) . . ?
C46A C41A N4A 120.9(2) . . ?
C41A C42A C43A 120.7(2) . . ?
C44A C43A C42A 120.2(2) . . ?
C45A C44A C43A 119.5(2) . . ?
C44A C45A C46A 120.7(2) . . ?
C41A C46A C45A 120.1(2) . . ?

_refine_diff_density_max         0.337
_refine_diff_density_min         -0.617
_refine_diff_density_rms         0.066



####################################################################### 
# 
# 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_3
_database_code_depnum_ccdc_archive 'CCDC 2179417'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2022-06-15 deposited with the CCDC.	2022-09-14 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C29 H37 Cu N4'
_chemical_formula_weight         505.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.3017(14)
_cell_length_b                   11.4634(17)
_cell_length_c                   24.990(4)
_cell_angle_alpha                81.683(2)
_cell_angle_beta                 87.757(2)
_cell_angle_gamma                79.001(2)
_cell_volume                     2588.1(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    9899
_cell_measurement_theta_min      2.37
_cell_measurement_theta_max      24.01

_exptl_crystal_description       Block
_exptl_crystal_colour            black
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.296
_exptl_crystal_F_000             1072
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.800
_exptl_crystal_size_mid          0.420
_exptl_crystal_size_min          0.250
_exptl_absorpt_coefficient_mu    0.868
_shelx_estimated_absorpt_T_min   0.544
_shelx_estimated_absorpt_T_max   0.812
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_correction_T_min  0.6640
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            57419
_diffrn_reflns_av_unetI/netI     0.0319
_diffrn_reflns_av_R_equivalents  0.0404
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_limit_l_max       30
_diffrn_reflns_theta_min         1.647
_diffrn_reflns_theta_max         26.022
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10217
_reflns_number_gt                8126
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXS-97 (Sheldrick 2008)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0431P)²+1.6836P] 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         10217
_refine_ls_number_parameters     617
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0551
_refine_ls_R_factor_gt           0.0398
_refine_ls_wR_factor_ref         0.0999
_refine_ls_wR_factor_gt          0.0931
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_restrained_S_all      1.046
_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
Cu2 Cu 0.08887(3) 0.41280(3) 0.13544(2) 0.04342(11) Uani 1 1 d . U . . .
Cu1 Cu 0.61047(3) 0.09985(2) 0.38232(2) 0.03121(9) Uani 1 1 d . . . . .
C1 C 0.8675(2) -0.2406(2) 0.35493(11) 0.0353(6) Uani 1 1 d . . . . .
H1A H 0.8081 -0.2973 0.3727 0.053 Uiso 1 1 calc R U . . .
H1B H 0.9698 -0.2680 0.3658 0.053 Uiso 1 1 calc R U . . .
H1C H 0.8608 -0.2358 0.3156 0.053 Uiso 1 1 calc R U . . .
C2 C 0.8109(2) -0.11699(18) 0.37145(8) 0.0212(4) Uani 1 1 d . . . . .
C3 C 0.9177(2) -0.06904(18) 0.39503(8) 0.0218(4) Uani 1 1 d . . . . .
H3 H 1.0095 -0.1220 0.4004 0.026 Uiso 1 1 calc R U . . .
C4 C 0.9125(2) 0.04406(18) 0.41216(8) 0.0204(4) Uani 1 1 d . . . . .
C5 C 1.0568(2) 0.0617(2) 0.43381(9) 0.0292(5) Uani 1 1 d . . . . .
H5A H 1.0926 0.1264 0.4103 0.044 Uiso 1 1 calc R U . . .
H5B H 1.1292 -0.0128 0.4346 0.044 Uiso 1 1 calc R U . . .
H5C H 1.0413 0.0828 0.4705 0.044 Uiso 1 1 calc R U . . .
C11 C 0.5672(3) 0.2553(3) 0.26443(10) 0.0433(7) Uani 1 1 d . . . . .
H11 H 0.6482 0.2012 0.2523 0.052 Uiso 1 1 calc R U . . .
C12 C 0.5050(4) 0.3541(3) 0.22858(11) 0.0573(9) Uani 1 1 d . . . . .
H12 H 0.5430 0.3665 0.1928 0.069 Uiso 1 1 calc R U . . .
C13 C 0.3896(3) 0.4332(3) 0.24486(12) 0.0549(8) Uani 1 1 d . . . . .
H13 H 0.3456 0.5008 0.2204 0.066 Uiso 1 1 calc R U . . .
C14 C 0.3354(3) 0.4146(2) 0.29808(10) 0.0382(6) Uani 1 1 d . . . . .
C15 C 0.2170(3) 0.4933(2) 0.31973(13) 0.0481(7) Uani 1 1 d . . . . .
H15 H 0.1702 0.5635 0.2974 0.058 Uiso 1 1 calc R U . . .
C16 C 0.1705(3) 0.4702(2) 0.37086(13) 0.0420(7) Uani 1 1 d . . . . .
H16 H 0.0928 0.5254 0.3842 0.050 Uiso 1 1 calc R U . . .
C17 C 0.2349(2) 0.36416(19) 0.40603(10) 0.0280(5) Uani 1 1 d . . . . .
C18 C 0.1892(2) 0.3356(2) 0.45960(10) 0.0325(5) Uani 1 1 d . . . . .
H18 H 0.1121 0.3881 0.4749 0.039 Uiso 1 1 calc R U . . .
C19 C 0.2563(2) 0.2318(2) 0.48965(9) 0.0308(5) Uani 1 1 d . . . . .
H19 H 0.2254 0.2104 0.5258 0.037 Uiso 1 1 calc R U . . .
C20 C 0.3708(2) 0.1580(2) 0.46648(9) 0.0264(5) Uani 1 1 d . . . . .
H20 H 0.4166 0.0864 0.4880 0.032 Uiso 1 1 calc R U . . .
C21 C 0.3514(2) 0.28406(18) 0.38587(8) 0.0201(4) Uani 1 1 d . . . . .
C22 C 0.4032(2) 0.3100(2) 0.33134(9) 0.0253(5) Uani 1 1 d . . . . .
C31 C 0.5706(2) -0.1243(2) 0.34036(10) 0.0338(6) Uani 1 1 d . . . . .
H31 H 0.6280 -0.1954 0.3252 0.041 Uiso 1 1 calc R U . . .
C32 C 0.4669(3) -0.1682(2) 0.38410(11) 0.0404(6) Uani 1 1 d . . . . .
H32A H 0.4132 -0.0989 0.4007 0.048 Uiso 1 1 calc R U . . .
H32B H 0.5248 -0.2242 0.4128 0.048 Uiso 1 1 calc R U . . .
C33 C 0.3568(3) -0.2317(3) 0.36175(14) 0.0577(9) Uani 1 1 d . . . . .
H33A H 0.4094 -0.3067 0.3493 0.069 Uiso 1 1 calc R U . . .
H33B H 0.2874 -0.2533 0.3909 0.069 Uiso 1 1 calc R U . . .
C34 C 0.2725(3) -0.1524(2) 0.31509(11) 0.0398(6) Uani 1 1 d . . . . .
H34A H 0.2094 -0.1988 0.2993 0.048 Uiso 1 1 calc R U . . .
H34B H 0.2081 -0.0838 0.3289 0.048 Uiso 1 1 calc R U . . .
C35 C 0.3723(3) -0.1054(3) 0.27130(11) 0.0508(8) Uani 1 1 d . . . . .
H35A H 0.3128 -0.0480 0.2435 0.061 Uiso 1 1 calc R U . . .
H35B H 0.4265 -0.1728 0.2536 0.061 Uiso 1 1 calc R U . . .
C36 C 0.4814(3) -0.0426(3) 0.29504(10) 0.0447(7) Uani 1 1 d . . . . .
H36A H 0.5486 -0.0165 0.2660 0.054 Uiso 1 1 calc R U . . .
H36B H 0.4272 0.0298 0.3092 0.054 Uiso 1 1 calc R U . . .
C41 C 0.8061(2) 0.2462(2) 0.42525(10) 0.0306(5) Uani 1 1 d . . . . .
H41 H 0.9120 0.2478 0.4299 0.037 Uiso 1 1 calc R U . . .
C42 C 0.7462(3) 0.3475(2) 0.38144(10) 0.0371(6) Uani 1 1 d . . . . .
H42A H 0.6457 0.3402 0.3727 0.044 Uiso 1 1 calc R U . . .
H42B H 0.8075 0.3397 0.3484 0.044 Uiso 1 1 calc R U . . .
C43 C 0.7422(3) 0.4709(2) 0.39746(12) 0.0459(7) Uani 1 1 d . . . . .
H43A H 0.8437 0.4836 0.4006 0.055 Uiso 1 1 calc R U . . .
H43B H 0.6932 0.5329 0.3688 0.055 Uiso 1 1 calc R U . . .
C44 C 0.6627(3) 0.4847(2) 0.44999(12) 0.0456(7) Uani 1 1 d . . . . .
H44A H 0.5580 0.4825 0.4455 0.055 Uiso 1 1 calc R U . . .
H44B H 0.6689 0.5637 0.4604 0.055 Uiso 1 1 calc R U . . .
C45 C 0.7261(3) 0.3863(2) 0.49457(11) 0.0435(6) Uani 1 1 d . . . . .
H45A H 0.6668 0.3950 0.5280 0.052 Uiso 1 1 calc R U . . .
H45B H 0.8272 0.3945 0.5021 0.052 Uiso 1 1 calc R U . . .
C46 C 0.7283(3) 0.2623(2) 0.47870(10) 0.0351(6) Uani 1 1 d . . . . .
H46A H 0.7778 0.2004 0.5073 0.042 Uiso 1 1 calc R U . . .
H46B H 0.6263 0.2501 0.4763 0.042 Uiso 1 1 calc R U . . .
N1A N 0.0256(2) 0.28386(18) 0.19569(8) 0.0304(4) Uani 1 1 d . U . . .
N2A N -0.06003(19) 0.34214(18) 0.09343(8) 0.0309(4) Uani 1 1 d . U . . .
N3A N 0.0664(2) 0.58050(17) 0.14790(10) 0.0381(5) Uani 1 1 d . . . . .
N4A N 0.2907(2) 0.38347(17) 0.10616(8) 0.0317(4) Uani 1 1 d . . . . .
N1 N 0.5190(2) 0.23207(18) 0.31513(7) 0.0296(4) Uani 1 1 d . . . . .
N2 N 0.42045(17) 0.18114(15) 0.41602(7) 0.0203(4) Uani 1 1 d . . . . .
N3 N 0.67337(18) -0.06256(16) 0.36318(7) 0.0255(4) Uani 1 1 d . . . . .
N4 N 0.79611(19) 0.12980(16) 0.40891(7) 0.0256(4) Uani 1 1 d . . . . .
C1A C 0.1637(3) 0.7682(2) 0.14455(13) 0.0470(7) Uani 1 1 d . . . . .
H1A1 H 0.0833 0.8185 0.1229 0.070 Uiso 1 1 calc R U . . .
H1A2 H 0.2556 0.7953 0.1337 0.070 Uiso 1 1 calc R U . . .
H1A3 H 0.1439 0.7745 0.1829 0.070 Uiso 1 1 calc R U . . .
C2A C 0.1762(2) 0.6382(2) 0.13542(10) 0.0308(5) Uani 1 1 d . . . . .
C3A C 0.3117(2) 0.5869(2) 0.11386(9) 0.0291(5) Uani 1 1 d . . . . .
H3A H 0.3801 0.6394 0.1080 0.035 Uiso 1 1 calc R U . . .
C4A C 0.3647(2) 0.4718(2) 0.09940(9) 0.0274(5) Uani 1 1 d . . . . .
C5A C 0.5192(3) 0.4550(2) 0.07538(10) 0.0377(6) Uani 1 1 d . . . . .
H5A1 H 0.5855 0.3971 0.1002 0.057 Uiso 1 1 calc R U . . .
H5A2 H 0.5523 0.5322 0.0699 0.057 Uiso 1 1 calc R U . . .
H5A3 H 0.5192 0.4251 0.0406 0.057 Uiso 1 1 calc R U . . .
C11A C 0.0620(3) 0.2569(3) 0.24774(10) 0.0478(7) Uani 1 1 d . . . . .
H11A H 0.1134 0.3084 0.2627 0.057 Uiso 1 1 calc R U . . .
C12A C 0.0290(4) 0.1578(4) 0.28127(12) 0.0696(11) Uani 1 1 d . . . . .
H12A H 0.0558 0.1439 0.3183 0.083 Uiso 1 1 calc R U . . .
C13A C -0.0408(3) 0.0816(3) 0.26132(14) 0.0694(11) Uani 1 1 d . . . . .
H13A H -0.0629 0.0131 0.2840 0.083 Uiso 1 1 calc R U . . .
C14A C -0.0810(3) 0.1038(2) 0.20684(12) 0.0448(7) Uani 1 1 d . . . . .
C15A C -0.1508(3) 0.0272(3) 0.18154(19) 0.0696(11) Uani 1 1 d . . . . .
H15A H -0.1732 -0.0435 0.2022 0.083 Uiso 1 1 calc R U . . .
C16A C -0.1855(3) 0.0517(3) 0.12976(19) 0.0657(11) Uani 1 1 d . . . . .
H16A H -0.2306 -0.0027 0.1141 0.079 Uiso 1 1 calc R U . . .
C17A C -0.1570(3) 0.1584(2) 0.09654(12) 0.0428(7) Uani 1 1 d . . . . .
C18A C -0.1927(3) 0.1896(4) 0.04211(15) 0.0638(10) Uani 1 1 d . . . . .
H18A H -0.2362 0.1377 0.0241 0.077 Uiso 1 1 calc R U . . .
C19A C -0.1651(3) 0.2941(4) 0.01492(12) 0.0691(11) Uani 1 1 d . . . . .
H19A H -0.1897 0.3164 -0.0222 0.083 Uiso 1 1 calc R U . . .
C20A C -0.1005(3) 0.3686(3) 0.04181(11) 0.0493(8) Uani 1 1 d . . . . .
H20A H -0.0842 0.4425 0.0223 0.059 Uiso 1 1 calc R U . . .
C21A C -0.0897(2) 0.23812(19) 0.12034(9) 0.0238(5) Uani 1 1 d . . . . .
C22A C -0.0476(2) 0.20869(19) 0.17595(9) 0.0247(5) Uani 1 1 d . . . . .
C31A C -0.0748(3) 0.6447(2) 0.16567(14) 0.0505(8) Uani 1 1 d . . . . .
H31A H -0.0601 0.7216 0.1772 0.061 Uiso 1 1 calc R U . . .
C32A C -0.1372(3) 0.5713(3) 0.21301(11) 0.0536(8) Uani 1 1 d . . . . .
H32C H -0.0700 0.5576 0.2440 0.064 Uiso 1 1 calc R U . . .
H32D H -0.1440 0.4921 0.2030 0.064 Uiso 1 1 calc R U . . .
C33A C -0.2892(3) 0.6337(4) 0.23010(14) 0.0692(11) Uani 1 1 d . . . . .
H33C H -0.3283 0.5813 0.2599 0.083 Uiso 1 1 calc R U . . .
H33D H -0.2815 0.7094 0.2434 0.083 Uiso 1 1 calc R U . . .
C34A C -0.3927(3) 0.6604(2) 0.18277(11) 0.0435(7) Uani 1 1 d . . . . .
H34C H -0.4078 0.5840 0.1719 0.052 Uiso 1 1 calc R U . . .
H34D H -0.4888 0.7041 0.1941 0.052 Uiso 1 1 calc R U . . .
C35A C -0.3344(3) 0.7348(2) 0.13487(15) 0.0560(9) Uani 1 1 d . . . . .
H35C H -0.3303 0.8151 0.1442 0.067 Uiso 1 1 calc R U . . .
H35D H -0.4015 0.7457 0.1040 0.067 Uiso 1 1 calc R U . . .
C36A C -0.1822(3) 0.6741(2) 0.11861(13) 0.0498(8) Uani 1 1 d . . . . .
H36C H -0.1437 0.7274 0.0891 0.060 Uiso 1 1 calc R U . . .
H36D H -0.1894 0.5990 0.1046 0.060 Uiso 1 1 calc R U . . .
C41A C 0.3583(3) 0.2677(2) 0.08943(11) 0.0360(6) Uani 1 1 d . . . . .
H41A H 0.4659 0.2658 0.0843 0.043 Uiso 1 1 calc R U . . .
C42A C 0.2958(3) 0.2530(2) 0.03588(10) 0.0427(6) Uani 1 1 d . . . . .
H42C H 0.3222 0.3150 0.0073 0.051 Uiso 1 1 calc R U . . .
H42D H 0.1877 0.2666 0.0389 0.051 Uiso 1 1 calc R U . . .
C43A C 0.3513(4) 0.1293(3) 0.01903(12) 0.0575(8) Uani 1 1 d . . . . .
H43C H 0.3006 0.1226 -0.0142 0.069 Uiso 1 1 calc R U . . .
H43D H 0.4575 0.1199 0.0107 0.069 Uiso 1 1 calc R U . . .
C44A C 0.3250(3) 0.0299(2) 0.06329(11) 0.0461(7) Uani 1 1 d . . . . .
H44C H 0.2184 0.0339 0.0691 0.055 Uiso 1 1 calc R U . . .
H44D H 0.3673 -0.0491 0.0521 0.055 Uiso 1 1 calc R U . . .
C45A C 0.3945(3) 0.0424(2) 0.11511(11) 0.0422(6) Uani 1 1 d . . . . .
H45C H 0.5020 0.0317 0.1099 0.051 Uiso 1 1 calc R U . . .
H45D H 0.3737 -0.0214 0.1439 0.051 Uiso 1 1 calc R U . . .
C46A C 0.3368(3) 0.1649(2) 0.13280(10) 0.0345(5) Uani 1 1 d . . . . .
H46C H 0.2311 0.1719 0.1417 0.041 Uiso 1 1 calc R U . . .
H46D H 0.3880 0.1711 0.1660 0.041 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
Cu2 N3A 1.962(2) . ?
Cu2 N4A 1.9741(19) . ?
Cu2 N1A 2.102(2) . ?
Cu2 N2A 2.113(2) . ?
Cu1 N3 1.9640(18) . ?
Cu1 N4 1.9806(18) . ?
Cu1 N2 2.0454(17) . ?
Cu1 N1 2.173(2) . ?
C1 C2 1.524(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 N3 1.322(3) . ?
C2 C3 1.409(3) . ?
C3 C4 1.415(3) . ?
C3 H3 0.9500 . ?
C4 N4 1.312(3) . ?
C4 C5 1.526(3) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C11 N1 1.334(3) . ?
C11 C12 1.385(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.357(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.405(4) . ?
C13 H13 0.9500 . ?
C14 C22 1.411(3) . ?
C14 C15 1.427(4) . ?
C15 C16 1.339(4) . ?
C15 H15 0.9500 . ?
C16 C17 1.436(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.400(3) . ?
C17 C21 1.408(3) . ?
C18 C19 1.366(3) . ?
C18 H18 0.9500 . ?
C19 C20 1.391(3) . ?
C19 H19 0.9500 . ?
C20 N2 1.334(3) . ?
C20 H20 0.9500 . ?
C21 N2 1.365(3) . ?
C21 C22 1.436(3) . ?
C22 N1 1.352(3) . ?
C31 N3 1.469(3) . ?
C31 C36 1.522(4) . ?
C31 C32 1.524(4) . ?
C31 H31 1.0000 . ?
C32 C33 1.529(3) . ?
C32 H32A 0.9900 . ?
C32 H32B 0.9900 . ?
C33 C34 1.514(4) . ?
C33 H33A 0.9900 . ?
C33 H33B 0.9900 . ?
C34 C35 1.514(4) . ?
C34 H34A 0.9900 . ?
C34 H34B 0.9900 . ?
C35 C36 1.532(3) . ?
C35 H35A 0.9900 . ?
C35 H35B 0.9900 . ?
C36 H36A 0.9900 . ?
C36 H36B 0.9900 . ?
C41 N4 1.471(3) . ?
C41 C46 1.512(3) . ?
C41 C42 1.514(3) . ?
C41 H41 1.0000 . ?
C42 C43 1.518(3) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 C44 1.495(4) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 C45 1.515(4) . ?
C44 H44A 0.9900 . ?
C44 H44B 0.9900 . ?
C45 C46 1.527(3) . ?
C45 H45A 0.9900 . ?
C45 H45B 0.9900 . ?
C46 H46A 0.9900 . ?
C46 H46B 0.9900 . ?
N1A C11A 1.334(3) . ?
N1A C22A 1.350(3) . ?
N2A C20A 1.334(3) . ?
N2A C21A 1.353(3) . ?
N3A C2A 1.324(3) . ?
N3A C31A 1.464(3) . ?
N4A C4A 1.317(3) . ?
N4A C41A 1.468(3) . ?
C1A C2A 1.521(3) . ?
C1A H1A1 0.9800 . ?
C1A H1A2 0.9800 . ?
C1A H1A3 0.9800 . ?
C2A C3A 1.407(3) . ?
C3A C4A 1.410(3) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.525(3) . ?
C5A H5A1 0.9800 . ?
C5A H5A2 0.9800 . ?
C5A H5A3 0.9800 . ?
C11A C12A 1.387(5) . ?
C11A H11A 0.9500 . ?
C12A C13A 1.342(5) . ?
C12A H12A 0.9500 . ?
C13A C14A 1.400(5) . ?
C13A H13A 0.9500 . ?
C14A C22A 1.412(3) . ?
C14A C15A 1.415(5) . ?
C15A C16A 1.323(5) . ?
C15A H15A 0.9500 . ?
C16A C17A 1.438(5) . ?
C16A H16A 0.9500 . ?
C17A C18A 1.392(4) . ?
C17A C21A 1.409(3) . ?
C18A C19A 1.353(5) . ?
C18A H18A 0.9500 . ?
C19A C20A 1.392(5) . ?
C19A H19A 0.9500 . ?
C20A H20A 0.9500 . ?
C21A C22A 1.433(3) . ?
C31A C32A 1.513(4) . ?
C31A C36A 1.531(4) . ?
C31A H31A 1.0000 . ?
C32A C33A 1.532(4) . ?
C32A H32C 0.9900 . ?
C32A H32D 0.9900 . ?
C33A C34A 1.514(4) . ?
C33A H33C 0.9900 . ?
C33A H33D 0.9900 . ?
C34A C35A 1.511(4) . ?
C34A H34C 0.9900 . ?
C34A H34D 0.9900 . ?
C35A C36A 1.521(4) . ?
C35A H35C 0.9900 . ?
C35A H35D 0.9900 . ?
C36A H36C 0.9900 . ?
C36A H36D 0.9900 . ?
C41A C46A 1.519(3) . ?
C41A C42A 1.523(4) . ?
C41A H41A 1.0000 . ?
C42A C43A 1.527(4) . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
C43A C44A 1.517(4) . ?
C43A H43C 0.9900 . ?
C43A H43D 0.9900 . ?
C44A C45A 1.506(4) . ?
C44A H44C 0.9900 . ?
C44A H44D 0.9900 . ?
C45A C46A 1.526(3) . ?
C45A H45C 0.9900 . ?
C45A H45D 0.9900 . ?
C46A H46C 0.9900 . ?
C46A H46D 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3A Cu2 N4A 101.22(8) . . ?
N3A Cu2 N1A 120.19(9) . . ?
N4A Cu2 N1A 118.68(8) . . ?
N3A Cu2 N2A 125.49(8) . . ?
N4A Cu2 N2A 113.49(8) . . ?
N1A Cu2 N2A 78.26(7) . . ?
N3 Cu1 N4 100.99(7) . . ?
N3 Cu1 N2 131.82(7) . . ?
N4 Cu1 N2 117.00(7) . . ?
N3 Cu1 N1 113.77(8) . . ?
N4 Cu1 N1 113.17(7) . . ?
N2 Cu1 N1 78.50(7) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N3 C2 C3 124.94(19) . . ?
N3 C2 C1 121.14(19) . . ?
C3 C2 C1 113.92(18) . . ?
C2 C3 C4 131.37(19) . . ?
C2 C3 H3 114.3 . . ?
C4 C3 H3 114.3 . . ?
N4 C4 C3 124.18(19) . . ?
N4 C4 C5 121.34(19) . . ?
C3 C4 C5 114.46(18) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C11 C12 123.4(3) . . ?
N1 C11 H11 118.3 . . ?
C12 C11 H11 118.3 . . ?
C13 C12 C11 119.6(3) . . ?
C13 C12 H12 120.2 . . ?
C11 C12 H12 120.2 . . ?
C12 C13 C14 119.7(3) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 H13 120.2 . . ?
C13 C14 C22 116.8(3) . . ?
C13 C14 C15 124.3(3) . . ?
C22 C14 C15 118.9(2) . . ?
C16 C15 C14 121.3(2) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 H15 119.4 . . ?
C15 C16 C17 121.8(2) . . ?
C15 C16 H16 119.1 . . ?
C17 C16 H16 119.1 . . ?
C18 C17 C21 117.7(2) . . ?
C18 C17 C16 123.9(2) . . ?
C21 C17 C16 118.4(2) . . ?
C19 C18 C17 119.5(2) . . ?
C19 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C18 C19 C20 119.0(2) . . ?
C18 C19 H19 120.5 . . ?
C20 C19 H19 120.5 . . ?
N2 C20 C19 124.3(2) . . ?
N2 C20 H20 117.8 . . ?
C19 C20 H20 117.8 . . ?
N2 C21 C17 123.1(2) . . ?
N2 C21 C22 117.17(18) . . ?
C17 C21 C22 119.78(19) . . ?
N1 C22 C14 123.3(2) . . ?
N1 C22 C21 116.88(19) . . ?
C14 C22 C21 119.8(2) . . ?
N3 C31 C36 111.4(2) . . ?
N3 C31 C32 110.6(2) . . ?
C36 C31 C32 109.23(19) . . ?
N3 C31 H31 108.5 . . ?
C36 C31 H31 108.5 . . ?
C32 C31 H31 108.5 . . ?
C31 C32 C33 112.1(2) . . ?
C31 C32 H32A 109.2 . . ?
C33 C32 H32A 109.2 . . ?
C31 C32 H32B 109.2 . . ?
C33 C32 H32B 109.2 . . ?
H32A C32 H32B 107.9 . . ?
C34 C33 C32 111.2(2) . . ?
C34 C33 H33A 109.4 . . ?
C32 C33 H33A 109.4 . . ?
C34 C33 H33B 109.4 . . ?
C32 C33 H33B 109.4 . . ?
H33A C33 H33B 108.0 . . ?
C35 C34 C33 112.4(2) . . ?
C35 C34 H34A 109.1 . . ?
C33 C34 H34A 109.1 . . ?
C35 C34 H34B 109.1 . . ?
C33 C34 H34B 109.1 . . ?
H34A C34 H34B 107.9 . . ?
C34 C35 C36 110.8(2) . . ?
C34 C35 H35A 109.5 . . ?
C36 C35 H35A 109.5 . . ?
C34 C35 H35B 109.5 . . ?
C36 C35 H35B 109.5 . . ?
H35A C35 H35B 108.1 . . ?
C31 C36 C35 112.0(2) . . ?
C31 C36 H36A 109.2 . . ?
C35 C36 H36A 109.2 . . ?
C31 C36 H36B 109.2 . . ?
C35 C36 H36B 109.2 . . ?
H36A C36 H36B 107.9 . . ?
N4 C41 C46 111.21(19) . . ?
N4 C41 C42 110.33(19) . . ?
C46 C41 C42 111.19(19) . . ?
N4 C41 H41 108.0 . . ?
C46 C41 H41 108.0 . . ?
C42 C41 H41 108.0 . . ?
C41 C42 C43 113.1(2) . . ?
C41 C42 H42A 109.0 . . ?
C43 C42 H42A 109.0 . . ?
C41 C42 H42B 109.0 . . ?
C43 C42 H42B 109.0 . . ?
H42A C42 H42B 107.8 . . ?
C44 C43 C42 111.7(2) . . ?
C44 C43 H43A 109.3 . . ?
C42 C43 H43A 109.3 . . ?
C44 C43 H43B 109.3 . . ?
C42 C43 H43B 109.3 . . ?
H43A C43 H43B 107.9 . . ?
C43 C44 C45 111.6(2) . . ?
C43 C44 H44A 109.3 . . ?
C45 C44 H44A 109.3 . . ?
C43 C44 H44B 109.3 . . ?
C45 C44 H44B 109.3 . . ?
H44A C44 H44B 108.0 . . ?
C44 C45 C46 111.2(2) . . ?
C44 C45 H45A 109.4 . . ?
C46 C45 H45A 109.4 . . ?
C44 C45 H45B 109.4 . . ?
C46 C45 H45B 109.4 . . ?
H45A C45 H45B 108.0 . . ?
C41 C46 C45 112.5(2) . . ?
C41 C46 H46A 109.1 . . ?
C45 C46 H46A 109.1 . . ?
C41 C46 H46B 109.1 . . ?
C45 C46 H46B 109.1 . . ?
H46A C46 H46B 107.8 . . ?
C11A N1A C22A 116.5(2) . . ?
C11A N1A Cu2 129.93(19) . . ?
C22A N1A Cu2 113.01(14) . . ?
C20A N2A C21A 116.3(2) . . ?
C20A N2A Cu2 129.64(18) . . ?
C21A N2A Cu2 112.15(14) . . ?
C2A N3A C31A 120.1(2) . . ?
C2A N3A Cu2 119.23(16) . . ?
C31A N3A Cu2 120.39(15) . . ?
C4A N4A C41A 119.05(19) . . ?
C4A N4A Cu2 119.04(16) . . ?
C41A N4A Cu2 121.85(14) . . ?
C11 N1 C22 117.2(2) . . ?
C11 N1 Cu1 131.10(18) . . ?
C22 N1 Cu1 111.22(14) . . ?
C20 N2 C21 116.48(18) . . ?
C20 N2 Cu1 127.85(14) . . ?
C21 N2 Cu1 114.58(13) . . ?
C2 N3 C31 119.77(18) . . ?
C2 N3 Cu1 118.92(14) . . ?
C31 N3 Cu1 121.31(14) . . ?
C4 N4 C41 119.28(18) . . ?
C4 N4 Cu1 119.40(14) . . ?
C41 N4 Cu1 121.32(14) . . ?
C2A C1A H1A1 109.5 . . ?
C2A C1A H1A2 109.5 . . ?
H1A1 C1A H1A2 109.5 . . ?
C2A C1A H1A3 109.5 . . ?
H1A1 C1A H1A3 109.5 . . ?
H1A2 C1A H1A3 109.5 . . ?
N3A C2A C3A 124.2(2) . . ?
N3A C2A C1A 121.0(2) . . ?
C3A C2A C1A 114.8(2) . . ?
C2A C3A C4A 131.9(2) . . ?
C2A C3A H3A 114.1 . . ?
C4A C3A H3A 114.1 . . ?
N4A C4A C3A 124.3(2) . . ?
N4A C4A C5A 121.2(2) . . ?
C3A C4A C5A 114.5(2) . . ?
C4A C5A H5A1 109.5 . . ?
C4A C5A H5A2 109.5 . . ?
H5A1 C5A H5A2 109.5 . . ?
C4A C5A H5A3 109.5 . . ?
H5A1 C5A H5A3 109.5 . . ?
H5A2 C5A H5A3 109.5 . . ?
N1A C11A C12A 123.7(3) . . ?
N1A C11A H11A 118.2 . . ?
C12A C11A H11A 118.2 . . ?
C13A C12A C11A 119.8(3) . . ?
C13A C12A H12A 120.1 . . ?
C11A C12A H12A 120.1 . . ?
C12A C13A C14A 119.5(3) . . ?
C12A C13A H13A 120.2 . . ?
C14A C13A H13A 120.2 . . ?
C13A C14A C22A 117.0(3) . . ?
C13A C14A C15A 123.9(3) . . ?
C22A C14A C15A 119.1(3) . . ?
C16A C15A C14A 121.6(3) . . ?
C16A C15A H15A 119.2 . . ?
C14A C15A H15A 119.2 . . ?
C15A C16A C17A 121.9(3) . . ?
C15A C16A H16A 119.0 . . ?
C17A C16A H16A 119.0 . . ?
C18A C17A C21A 117.1(3) . . ?
C18A C17A C16A 124.5(3) . . ?
C21A C17A C16A 118.4(3) . . ?
C19A C18A C17A 119.7(3) . . ?
C19A C18A H18A 120.1 . . ?
C17A C18A H18A 120.1 . . ?
C18A C19A C20A 119.4(3) . . ?
C18A C19A H19A 120.3 . . ?
C20A C19A H19A 120.3 . . ?
N2A C20A C19A 123.7(3) . . ?
N2A C20A H20A 118.1 . . ?
C19A C20A H20A 118.1 . . ?
N2A C21A C17A 123.7(2) . . ?
N2A C21A C22A 116.99(19) . . ?
C17A C21A C22A 119.3(2) . . ?
N1A C22A C14A 123.4(2) . . ?
N1A C22A C21A 116.91(19) . . ?
C14A C22A C21A 119.7(2) . . ?
N3A C31A C32A 111.1(2) . . ?
N3A C31A C36A 109.6(3) . . ?
C32A C31A C36A 109.9(2) . . ?
N3A C31A H31A 108.7 . . ?
C32A C31A H31A 108.7 . . ?
C36A C31A H31A 108.7 . . ?
C31A C32A C33A 112.0(3) . . ?
C31A C32A H32C 109.2 . . ?
C33A C32A H32C 109.2 . . ?
C31A C32A H32D 109.2 . . ?
C33A C32A H32D 109.2 . . ?
H32C C32A H32D 107.9 . . ?
C34A C33A C32A 110.4(2) . . ?
C34A C33A H33C 109.6 . . ?
C32A C33A H33C 109.6 . . ?
C34A C33A H33D 109.6 . . ?
C32A C33A H33D 109.6 . . ?
H33C C33A H33D 108.1 . . ?
C35A C34A C33A 111.9(3) . . ?
C35A C34A H34C 109.2 . . ?
C33A C34A H34C 109.2 . . ?
C35A C34A H34D 109.2 . . ?
C33A C34A H34D 109.2 . . ?
H34C C34A H34D 107.9 . . ?
C34A C35A C36A 110.7(2) . . ?
C34A C35A H35C 109.5 . . ?
C36A C35A H35C 109.5 . . ?
C34A C35A H35D 109.5 . . ?
C36A C35A H35D 109.5 . . ?
H35C C35A H35D 108.1 . . ?
C35A C36A C31A 112.7(3) . . ?
C35A C36A H36C 109.1 . . ?
C31A C36A H36C 109.1 . . ?
C35A C36A H36D 109.1 . . ?
C31A C36A H36D 109.1 . . ?
H36C C36A H36D 107.8 . . ?
N4A C41A C46A 110.7(2) . . ?
N4A C41A C42A 110.6(2) . . ?
C46A C41A C42A 110.5(2) . . ?
N4A C41A H41A 108.3 . . ?
C46A C41A H41A 108.3 . . ?
C42A C41A H41A 108.3 . . ?
C41A C42A C43A 113.0(2) . . ?
C41A C42A H42C 109.0 . . ?
C43A C42A H42C 109.0 . . ?
C41A C42A H42D 109.0 . . ?
C43A C42A H42D 109.0 . . ?
H42C C42A H42D 107.8 . . ?
C44A C43A C42A 111.4(2) . . ?
C44A C43A H43C 109.3 . . ?
C42A C43A H43C 109.3 . . ?
C44A C43A H43D 109.3 . . ?
C42A C43A H43D 109.3 . . ?
H43C C43A H43D 108.0 . . ?
C45A C44A C43A 110.2(2) . . ?
C45A C44A H44C 109.6 . . ?
C43A C44A H44C 109.6 . . ?
C45A C44A H44D 109.6 . . ?
C43A C44A H44D 109.6 . . ?
H44C C44A H44D 108.1 . . ?
C44A C45A C46A 111.5(2) . . ?
C44A C45A H45C 109.3 . . ?
C46A C45A H45C 109.3 . . ?
C44A C45A H45D 109.3 . . ?
C46A C45A H45D 109.3 . . ?
H45C C45A H45D 108.0 . . ?
C41A C46A C45A 112.4(2) . . ?
C41A C46A H46C 109.1 . . ?
C45A C46A H46C 109.1 . . ?
C41A C46A H46D 109.1 . . ?
C45A C46A H46D 109.1 . . ?
H46C C46A H46D 107.9 . . ?

_refine_diff_density_max         0.459
_refine_diff_density_min         -1.068
_refine_diff_density_rms         0.053


####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 2179416'
loop_
_audit_author_name
_audit_author_address
'Thomas Teets'
;University of Houston
United States of America
;
_audit_update_record             
;
2022-06-15 deposited with the CCDC.	2022-09-14 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         ?
_chemical_formula_sum            'C33 H15 Cu F18 N4'
_chemical_formula_weight         873.03

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

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

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

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

_cell_length_a                   11.377(5)
_cell_length_b                   12.277(5)
_cell_length_c                   12.867(6)
_cell_angle_alpha                82.704(5)
_cell_angle_beta                 73.418(5)
_cell_angle_gamma                69.858(5)
_cell_volume                     1616.3(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    123(2)
_cell_measurement_reflns_used    5547
_cell_measurement_theta_min      2.18
_cell_measurement_theta_max      25.36

_exptl_crystal_description       Block
_exptl_crystal_colour            violet
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.794
_exptl_crystal_F_000             864
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.170
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.814
_shelx_estimated_absorpt_T_min   0.854
_shelx_estimated_absorpt_T_max   0.960
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6596
_exptl_absorpt_correction_T_max  0.7456
_exptl_absorpt_process_details   sadabs
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      123(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            21459
_diffrn_reflns_av_unetI/netI     0.0444
_diffrn_reflns_av_R_equivalents  0.0397
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         1.652
_diffrn_reflns_theta_max         26.732
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6861
_reflns_number_gt                5419
_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       'Bruker APEX2'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_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)+(0.0615P)²+2.1064P] 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         6861
_refine_ls_number_parameters     505
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0603
_refine_ls_R_factor_gt           0.0452
_refine_ls_wR_factor_ref         0.1327
_refine_ls_wR_factor_gt          0.1227
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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 0.59703(4) 0.71388(3) 0.28696(3) 0.02580(13) Uani 1 1 d . . . . .
F1 F 0.88952(19) 0.48462(18) 0.49999(18) 0.0371(5) Uani 1 1 d . . . . .
F2 F 0.8168(2) 0.36280(15) 0.45369(15) 0.0310(5) Uani 1 1 d . . . . .
F3 F 0.73252(19) 0.43695(15) 0.61037(14) 0.0279(4) Uani 1 1 d . . . . .
F4 F 0.25727(17) 0.80357(17) 0.62041(14) 0.0280(4) Uani 1 1 d . . . . .
F5 F 0.3896(2) 0.89081(15) 0.62908(15) 0.0298(4) Uani 1 1 d . . . . .
F6 F 0.39854(18) 0.72551(16) 0.71164(13) 0.0254(4) Uani 1 1 d . . . . .
F7 F 1.25929(19) 0.43216(18) 0.20817(17) 0.0348(5) Uani 1 1 d . . . . .
F8 F 1.23874(19) 0.49943(18) 0.04926(15) 0.0323(5) Uani 1 1 d . . . . .
F9 F 1.15940(18) 0.61344(17) 0.18459(17) 0.0329(5) Uani 1 1 d . . . . .
F10 F 0.9813(2) 0.16713(15) 0.13355(17) 0.0352(5) Uani 1 1 d . . . . .
F11 F 0.80953(19) 0.27676(17) 0.08726(17) 0.0333(5) Uani 1 1 d . . . . .
F12 F 0.99858(19) 0.26599(17) -0.01738(15) 0.0319(5) Uani 1 1 d . . . . .
F13 F 0.1148(2) 1.27500(16) 0.3942(2) 0.0473(6) Uani 1 1 d . . . . .
F14 F 0.2215(2) 1.21384(17) 0.51529(16) 0.0385(5) Uani 1 1 d . . . . .
F15 F 0.32282(19) 1.22461(15) 0.34818(15) 0.0291(4) Uani 1 1 d . . . . .
F16 F 0.0893(2) 0.8945(2) 0.20989(16) 0.0404(5) Uani 1 1 d . . . . .
F17 F 0.0386(2) 0.80357(17) 0.36025(19) 0.0388(5) Uani 1 1 d . . . . .
F18 F -0.06421(18) 0.98423(17) 0.34213(18) 0.0354(5) Uani 1 1 d . . . . .
N1 N 0.5460(2) 0.7138(2) 0.14818(19) 0.0173(5) Uani 1 1 d . . . . .
N2 N 0.6835(2) 0.8337(2) 0.19290(19) 0.0157(5) Uani 1 1 d . . . . .
N3 N 0.7129(2) 0.5836(2) 0.35198(19) 0.0157(5) Uani 1 1 d . . . . .
N4 N 0.4638(2) 0.7751(2) 0.42092(19) 0.0156(5) Uani 1 1 d . . . . .
C1 C 0.7813(3) 0.4617(2) 0.5056(2) 0.0193(6) Uani 1 1 d . . . . .
C2 C 0.6858(3) 0.5630(2) 0.4583(2) 0.0137(6) Uani 1 1 d . . . . .
C3 C 0.5783(3) 0.6284(2) 0.5351(2) 0.0154(6) Uani 1 1 d . . . . .
H3 H 0.572108 0.602256 0.608560 0.018 Uiso 1 1 calc R U . . .
C4 C 0.4784(3) 0.7281(2) 0.5165(2) 0.0147(6) Uani 1 1 d . . . . .
C5 C 0.3806(3) 0.7864(3) 0.6195(2) 0.0191(6) Uani 1 1 d . . . . .
C11 C 0.4752(3) 0.6565(3) 0.1272(3) 0.0240(7) Uani 1 1 d . . . . .
H11 H 0.446461 0.604641 0.181563 0.029 Uiso 1 1 calc R U . . .
C12 C 0.4412(3) 0.6691(3) 0.0290(3) 0.0278(7) Uani 1 1 d . . . . .
H12 H 0.390081 0.626842 0.017711 0.033 Uiso 1 1 calc R U . . .
C13 C 0.4822(3) 0.7428(3) -0.0505(3) 0.0247(7) Uani 1 1 d . . . . .
H13 H 0.460506 0.751591 -0.117821 0.030 Uiso 1 1 calc R U . . .
C14 C 0.5570(3) 0.8058(3) -0.0322(2) 0.0190(6) Uani 1 1 d . . . . .
C15 C 0.6018(3) 0.8863(3) -0.1102(2) 0.0246(7) Uani 1 1 d . . . . .
H15 H 0.582948 0.897393 -0.178850 0.030 Uiso 1 1 calc R U . . .
C16 C 0.6709(3) 0.9472(3) -0.0880(2) 0.0226(7) Uani 1 1 d . . . . .
H16 H 0.698715 1.000758 -0.140939 0.027 Uiso 1 1 calc R U . . .
C17 C 0.7025(3) 0.9318(2) 0.0146(2) 0.0187(6) Uani 1 1 d . . . . .
C18 C 0.7702(3) 0.9949(3) 0.0433(3) 0.0217(6) Uani 1 1 d . . . . .
H18 H 0.799952 1.049650 -0.006671 0.026 Uiso 1 1 calc R U . . .
C19 C 0.7929(3) 0.9768(3) 0.1439(3) 0.0234(7) Uani 1 1 d . . . . .
H19 H 0.838202 1.019049 0.164607 0.028 Uiso 1 1 calc R U . . .
C20 C 0.7486(3) 0.8951(3) 0.2163(2) 0.0205(6) Uani 1 1 d . . . . .
H20 H 0.765988 0.882867 0.285613 0.025 Uiso 1 1 calc R U . . .
C21 C 0.6603(3) 0.8523(2) 0.0924(2) 0.0152(6) Uani 1 1 d . . . . .
C22 C 0.5869(3) 0.7875(2) 0.0689(2) 0.0154(6) Uani 1 1 d . . . . .
C31 C 0.8279(3) 0.5166(2) 0.2783(2) 0.0160(6) Uani 1 1 d . . . . .
C32 C 0.9431(3) 0.5423(2) 0.2568(2) 0.0183(6) Uani 1 1 d . . . . .
H32 H 0.947592 0.601212 0.295237 0.022 Uiso 1 1 calc R U . . .
C33 C 1.0513(3) 0.4811(3) 0.1788(2) 0.0191(6) Uani 1 1 d . . . . .
C34 C 1.0470(3) 0.3940(3) 0.1219(2) 0.0194(6) Uani 1 1 d . . . . .
H34 H 1.121437 0.352315 0.069006 0.023 Uiso 1 1 calc R U . . .
C35 C 0.9325(3) 0.3691(2) 0.1438(2) 0.0185(6) Uani 1 1 d . . . . .
C36 C 0.8227(3) 0.4306(2) 0.2201(2) 0.0178(6) Uani 1 1 d . . . . .
H36 H 0.744038 0.413982 0.232651 0.021 Uiso 1 1 calc R U . . .
C37 C 1.1762(3) 0.5068(3) 0.1557(3) 0.0248(7) Uani 1 1 d . . . . .
C38 C 0.9296(3) 0.2711(3) 0.0868(3) 0.0238(7) Uani 1 1 d . . . . .
C41 C 0.3535(3) 0.8694(2) 0.4075(2) 0.0160(6) Uani 1 1 d . . . . .
C42 C 0.3402(3) 0.9855(3) 0.4178(2) 0.0177(6) Uani 1 1 d . . . . .
H42 H 0.405794 1.003992 0.436728 0.021 Uiso 1 1 calc R U . . .
C43 C 0.2311(3) 1.0741(2) 0.4003(2) 0.0170(6) Uani 1 1 d . . . . .
C44 C 0.1348(3) 1.0502(2) 0.3703(2) 0.0177(6) Uani 1 1 d . . . . .
H44 H 0.059980 1.110839 0.359585 0.021 Uiso 1 1 calc R U . . .
C45 C 0.1508(3) 0.9349(2) 0.3565(2) 0.0163(6) Uani 1 1 d . . . . .
C46 C 0.2586(3) 0.8457(2) 0.3741(2) 0.0164(6) Uani 1 1 d . . . . .
H46 H 0.268027 0.767722 0.363195 0.020 Uiso 1 1 calc R U . . .
C47 C 0.2208(3) 1.1971(3) 0.4144(3) 0.0231(7) Uani 1 1 d . . . . .
C48 C 0.0538(3) 0.9048(3) 0.3182(3) 0.0212(6) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu1 N3 1.958(2) . ?
Cu1 N4 1.971(2) . ?
Cu1 N1 2.029(3) . ?
Cu1 N2 2.112(2) . ?
F1 C1 1.335(4) . ?
F2 C1 1.341(3) . ?
F3 C1 1.343(3) . ?
F4 C5 1.342(4) . ?
F5 C5 1.345(3) . ?
F6 C5 1.347(3) . ?
F7 C37 1.342(4) . ?
F8 C37 1.350(4) . ?
F9 C37 1.341(4) . ?
F10 C38 1.352(4) . ?
F11 C38 1.342(4) . ?
F12 C38 1.343(4) . ?
F13 C47 1.327(4) . ?
F14 C47 1.342(4) . ?
F15 C47 1.349(4) . ?
F16 C48 1.345(4) . ?
F17 C48 1.338(4) . ?
F18 C48 1.337(4) . ?
N1 C11 1.334(4) . ?
N1 C22 1.364(4) . ?
N2 C20 1.333(4) . ?
N2 C21 1.368(4) . ?
N3 C2 1.324(4) . ?
N3 C31 1.427(4) . ?
N4 C4 1.321(4) . ?
N4 C41 1.421(4) . ?
C1 C2 1.534(4) . ?
C2 C3 1.397(4) . ?
C3 C4 1.403(4) . ?
C4 C5 1.535(4) . ?
C11 C12 1.400(5) . ?
C12 C13 1.366(5) . ?
C13 C14 1.411(4) . ?
C14 C22 1.409(4) . ?
C14 C15 1.431(4) . ?
C15 C16 1.359(5) . ?
C16 C17 1.438(4) . ?
C17 C18 1.406(4) . ?
C17 C21 1.409(4) . ?
C18 C19 1.367(5) . ?
C19 C20 1.404(4) . ?
C21 C22 1.444(4) . ?
C31 C36 1.396(4) . ?
C31 C32 1.396(4) . ?
C32 C33 1.391(4) . ?
C33 C34 1.392(4) . ?
C33 C37 1.500(4) . ?
C34 C35 1.384(4) . ?
C35 C36 1.390(4) . ?
C35 C38 1.500(4) . ?
C41 C46 1.395(4) . ?
C41 C42 1.400(4) . ?
C42 C43 1.394(4) . ?
C43 C44 1.388(4) . ?
C43 C47 1.505(4) . ?
C44 C45 1.392(4) . ?
C45 C46 1.388(4) . ?
C45 C48 1.494(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N3 Cu1 N4 98.43(10) . . ?
N3 Cu1 N1 126.88(10) . . ?
N4 Cu1 N1 120.54(10) . . ?
N3 Cu1 N2 115.23(10) . . ?
N4 Cu1 N2 115.17(10) . . ?
N1 Cu1 N2 81.14(10) . . ?
C11 N1 C22 117.5(3) . . ?
C11 N1 Cu1 129.1(2) . . ?
C22 N1 Cu1 113.35(19) . . ?
C20 N2 C21 117.2(3) . . ?
C20 N2 Cu1 131.7(2) . . ?
C21 N2 Cu1 111.02(18) . . ?
C2 N3 C31 123.3(2) . . ?
C2 N3 Cu1 120.94(19) . . ?
C31 N3 Cu1 115.73(18) . . ?
C4 N4 C41 123.2(2) . . ?
C4 N4 Cu1 120.47(19) . . ?
C41 N4 Cu1 116.28(18) . . ?
F1 C1 F2 107.2(2) . . ?
F1 C1 F3 106.6(2) . . ?
F2 C1 F3 105.6(2) . . ?
F1 C1 C2 111.4(2) . . ?
F2 C1 C2 112.6(2) . . ?
F3 C1 C2 113.0(2) . . ?
N3 C2 C3 126.1(3) . . ?
N3 C2 C1 119.0(2) . . ?
C3 C2 C1 114.9(2) . . ?
C2 C3 C4 127.7(3) . . ?
N4 C4 C3 126.2(3) . . ?
N4 C4 C5 119.0(2) . . ?
C3 C4 C5 114.9(2) . . ?
F4 C5 F5 107.0(2) . . ?
F4 C5 F6 106.0(2) . . ?
F5 C5 F6 106.2(2) . . ?
F4 C5 C4 113.0(2) . . ?
F5 C5 C4 110.6(2) . . ?
F6 C5 C4 113.6(2) . . ?
N1 C11 C12 123.3(3) . . ?
C13 C12 C11 119.2(3) . . ?
C12 C13 C14 119.7(3) . . ?
C22 C14 C13 117.1(3) . . ?
C22 C14 C15 119.5(3) . . ?
C13 C14 C15 123.4(3) . . ?
C16 C15 C14 121.3(3) . . ?
C15 C16 C17 120.9(3) . . ?
C18 C17 C21 117.7(3) . . ?
C18 C17 C16 123.4(3) . . ?
C21 C17 C16 118.8(3) . . ?
C19 C18 C17 119.4(3) . . ?
C18 C19 C20 119.3(3) . . ?
N2 C20 C19 123.4(3) . . ?
N2 C21 C17 122.9(3) . . ?
N2 C21 C22 116.7(2) . . ?
C17 C21 C22 120.3(3) . . ?
N1 C22 C14 123.1(3) . . ?
N1 C22 C21 117.7(3) . . ?
C14 C22 C21 119.1(3) . . ?
C36 C31 C32 119.3(3) . . ?
C36 C31 N3 119.6(3) . . ?
C32 C31 N3 120.9(3) . . ?
C33 C32 C31 119.7(3) . . ?
C32 C33 C34 121.1(3) . . ?
C32 C33 C37 120.3(3) . . ?
C34 C33 C37 118.6(3) . . ?
C35 C34 C33 118.8(3) . . ?
C34 C35 C36 121.0(3) . . ?
C34 C35 C38 118.9(3) . . ?
C36 C35 C38 120.1(3) . . ?
C35 C36 C31 120.1(3) . . ?
F9 C37 F7 106.5(3) . . ?
F9 C37 F8 106.6(3) . . ?
F7 C37 F8 106.1(3) . . ?
F9 C37 C33 112.9(3) . . ?
F7 C37 C33 112.3(3) . . ?
F8 C37 C33 111.9(3) . . ?
F11 C38 F12 106.9(3) . . ?
F11 C38 F10 106.1(2) . . ?
F12 C38 F10 106.0(2) . . ?
F11 C38 C35 113.4(2) . . ?
F12 C38 C35 112.4(3) . . ?
F10 C38 C35 111.5(3) . . ?
C46 C41 C42 118.4(3) . . ?
C46 C41 N4 118.2(2) . . ?
C42 C41 N4 123.2(3) . . ?
C43 C42 C41 120.2(3) . . ?
C44 C43 C42 121.3(3) . . ?
C44 C43 C47 120.8(3) . . ?
C42 C43 C47 117.9(3) . . ?
C43 C44 C45 118.2(3) . . ?
C46 C45 C44 121.2(3) . . ?
C46 C45 C48 118.4(3) . . ?
C44 C45 C48 120.4(3) . . ?
C45 C46 C41 120.7(3) . . ?
F13 C47 F14 107.3(3) . . ?
F13 C47 F15 106.9(3) . . ?
F14 C47 F15 105.5(3) . . ?
F13 C47 C43 113.3(3) . . ?
F14 C47 C43 111.9(3) . . ?
F15 C47 C43 111.5(2) . . ?
F18 C48 F17 106.2(3) . . ?
F18 C48 F16 106.4(3) . . ?
F17 C48 F16 105.8(2) . . ?
F18 C48 C45 113.2(3) . . ?
F17 C48 C45 113.0(3) . . ?
F16 C48 C45 111.7(2) . . ?

_refine_diff_density_max         0.471
_refine_diff_density_min         -1.046
_refine_diff_density_rms         0.084


