# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_pMeO5pyisocorr_a
_database_code_depnum_ccdc_archive 'CCDC 1847337'
loop_
_audit_author_name
_audit_author_address
'Laura J. McCormick'
;Advanced Light Source, Lawrence Berkeley National Laboratory
United States of America
;
_audit_update_record             
;
2018-06-05 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
5,10,15-tris(4'-methoxyphenyl)-5-(2''-pyrrolyl)isocorrole
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H37 Cl2 N5 O3'
_chemical_formula_weight         766.69

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)'
O O 0.0132 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1697 0.1896 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_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                   9.7321(6)
_cell_length_b                   12.1142(7)
_cell_length_c                   16.7703(10)
_cell_angle_alpha                85.618(2)
_cell_angle_beta                 85.655(2)
_cell_angle_gamma                70.199(2)
_cell_volume                     1852.20(19)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9333
_cell_measurement_theta_min      2.30
_cell_measurement_theta_max      24.60

_exptl_crystal_description       lath
_exptl_crystal_colour            green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.375
_exptl_crystal_F_000             800
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.030
_exptl_crystal_size_min          0.010
_exptl_absorpt_coefficient_mu    0.280
_shelx_estimated_absorpt_T_min   0.938
_shelx_estimated_absorpt_T_max   0.997
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.902
_exptl_absorpt_correction_T_max  0.997
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS, Madison WI'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   
;
Advanced Light Source, station 11.3.1
;
_diffrn_measurement_device_type  'Bruker D8 with PHOTON II detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            24592
_diffrn_reflns_av_unetI/netI     0.0398
_diffrn_reflns_av_R_equivalents  0.0583
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.330
_diffrn_reflns_theta_max         24.614
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.718
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.718
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.718
_reflns_number_total             4811
_reflns_number_gt                3895
_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.
;
_vrf_THETM01_pMeO5pyisocorr_a    
;
PROBLEM: The value of sine(theta_max)/wavelength is less than 0.550
RESPONSE: The crystals were very poorly diffracting and few spots were
seen at higher resolution than 0.93 A, so the data was cut to this
resolution during integration.
;

_computing_data_collection       'Bruker APEX3 Bruker-AXS, Madison WI'
_computing_cell_refinement       'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_structure_solution    'SHELXT 2014/5 Bruker-AXS, Madison WI'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Absorption corrections applied using
S. Brennan and P. L. Cowan, Rev. Sci. Instrum., 1992 63, 850

EXTI corrections have been applied.

The crystals were very small and weakly diffracting.

One of the methoxyphenyl groups was found to be disordered, and has been
modelled over two sites with complementary occupancies. Pairs of atoms,
o1_1 and o1_2, have been constrained to have equal Uij values. The SAME and
RESI constraints have been used to ensure that the bond lengths and angles
are equal between the two different sites.
The dichloromethane molecule was also found to be disordered and has been
modelled over two site with complementary occupancies. The C-Cl bonds have
been constrained to be equal. The thermal ellipsoids of these atoms imply
that there is further disorder of the dichloromethane, however, due to the
lower than ideal resolution, attempting to model this disorder would not
increase the chemical understanding of the system.

The nitrogen of the pyrrole has been modelled over one sites only, based on
an inspection of the bond lengths within the pyrrole unit. The C28-C29 bond
is longer (1.470(9)) than the other C-C and C-N bond:
C27 C28 1.346(7)
C27 N5 1.366(7) 
C30 N5 1.369(7) 
C29 C30 1.335(8)
suggesting that the single C-C bond in the pyrrole ring is at this position.
Also, this position allows for a hydrogen bond to exist between N5 and O3.

The hydrogen atoms bound to the pendant pyrrole nitrogen was included at its
geometrically estimated position. Those bound to the isocorrole pyrrole rings
have been assigned and fixed at a distance of 0.91 from the nitrogen atom to
which they are bound.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0681P)²+5.0736P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.019(2)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         4811
_refine_ls_number_parameters     554
_refine_ls_number_restraints     46
_refine_ls_R_factor_all          0.0970
_refine_ls_R_factor_gt           0.0814
_refine_ls_wR_factor_ref         0.2088
_refine_ls_wR_factor_gt          0.1996
_refine_ls_goodness_of_fit_ref   1.137
_refine_ls_restrained_S_all      1.135
_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
C1 C 0.9798(5) 0.1933(4) 0.4090(3) 0.0344(12) Uani 1 1 d . . . . .
C2 C 1.0639(5) 0.0802(4) 0.4326(3) 0.0406(13) Uani 1 1 d . . . . .
H2 H 1.1171 0.0574 0.4798 0.049 Uiso 1 1 calc R U . . .
C3 C 1.0572(5) 0.0050(4) 0.3746(3) 0.0422(13) Uani 1 1 d . . . . .
H3 H 1.1042 -0.0778 0.3755 0.051 Uiso 1 1 calc R U . . .
C4 C 0.9692(5) 0.0736(4) 0.3157(3) 0.0396(12) Uani 1 1 d . . . . .
C5 C 0.9160(6) 0.0457(4) 0.2399(3) 0.0432(13) Uani 1 1 d D . . . .
C6 C 0.7548(5) 0.1216(4) 0.2270(3) 0.0369(12) Uani 1 1 d . . . . .
C7 C 0.6577(6) 0.0845(5) 0.1815(3) 0.0462(14) Uani 1 1 d . . . . .
H7 H 0.6806 0.0119 0.1568 0.055 Uiso 1 1 calc R U . . .
C8 C 0.5296(6) 0.1732(4) 0.1814(3) 0.0426(13) Uani 1 1 d . . . . .
H8 H 0.4443 0.1751 0.1565 0.051 Uiso 1 1 calc R U . . .
C9 C 0.5448(5) 0.2660(4) 0.2263(3) 0.0354(12) Uani 1 1 d . . . . .
C10 C 0.4401(5) 0.3725(4) 0.2392(3) 0.0327(11) Uani 1 1 d . . . . .
C12 C 0.3635(5) 0.5843(4) 0.2812(3) 0.0383(12) Uani 1 1 d . . . . .
H12 H 0.2808 0.6188 0.2498 0.046 Uiso 1 1 calc R U . . .
C11 C 0.4524(5) 0.4663(4) 0.2835(3) 0.0340(12) Uani 1 1 d . . . . .
C15 C 0.6236(5) 0.5707(4) 0.4327(3) 0.0314(11) Uani 1 1 d . . . . .
C14 C 0.5370(5) 0.5598(4) 0.3685(3) 0.0334(11) Uani 1 1 d . . . . .
C13 C 0.4167(5) 0.6418(4) 0.3327(3) 0.0353(12) Uani 1 1 d . . . . .
H13 H 0.3782 0.7232 0.3421 0.042 Uiso 1 1 calc R U . . .
C16 C 0.7498(5) 0.4803(4) 0.4528(3) 0.0329(11) Uani 1 1 d . . . . .
C17 C 0.8237(5) 0.4522(4) 0.5275(3) 0.0337(11) Uani 1 1 d . . . . .
H17 H 0.8055 0.5012 0.5714 0.040 Uiso 1 1 calc R U . . .
C18 C 0.9233(5) 0.3432(4) 0.5229(3) 0.0363(12) Uani 1 1 d . . . . .
H18 H 0.9870 0.3003 0.5632 0.044 Uiso 1 1 calc R U . . .
C19 C 0.9139(5) 0.3045(4) 0.4445(3) 0.0338(11) Uani 1 1 d . . . . .
C20_1 C 1.0244(7) 0.0729(9) 0.1717(5) 0.038(2) Uani 0.579(3) 1 d D . P A -1
C21_1 C 1.1750(8) 0.0171(7) 0.1703(4) 0.0442(18) Uani 0.579(3) 1 d D . P A -1
H21_1 H 1.2170 -0.0371 0.2131 0.053 Uiso 0.579(3) 1 calc R U P A -1
C22_1 C 1.2647(8) 0.0392(7) 0.1076(5) 0.0466(19) Uani 0.579(3) 1 d D . P A -1
H22_1 H 1.3670 -0.0019 0.1066 0.056 Uiso 0.579(3) 1 calc R U P A -1
C23_1 C 1.2065(8) 0.1205(7) 0.0469(4) 0.043(2) Uani 0.579(3) 1 d D . P A -1
C24_1 C 1.0588(8) 0.1803(8) 0.0483(5) 0.0449(19) Uani 0.579(3) 1 d D . P A -1
H24_1 H 1.0186 0.2385 0.0073 0.054 Uiso 0.579(3) 1 calc R U P A -1
C25_1 C 0.9686(8) 0.1554(7) 0.1097(5) 0.0434(18) Uani 0.579(3) 1 d D . P A -1
H25_1 H 0.8662 0.1958 0.1096 0.052 Uiso 0.579(3) 1 calc R U P A -1
O1_1 O 1.3063(7) 0.1371(6) -0.0122(4) 0.0545(14) Uani 0.579(3) 1 d D . P A -1
C26_1 C 1.248(2) 0.2216(15) -0.0770(9) 0.071(6) Uani 0.579(3) 1 d D . P A -1
H26A_1 H 1.1749 0.1991 -0.1029 0.106 Uiso 0.579(3) 1 calc R U P A -1
H26B_1 H 1.3270 0.2234 -0.1162 0.106 Uiso 0.579(3) 1 calc R U P A -1
H26C_1 H 1.2013 0.2996 -0.0559 0.106 Uiso 0.579(3) 1 calc R U P A -1
C20_2 C 0.9854(17) 0.0726(15) 0.1616(5) 0.038(2) Uani 0.421(3) 1 d D . P A -2
C21_2 C 0.9702(12) 0.0301(10) 0.0894(5) 0.0442(18) Uani 0.421(3) 1 d D . P A -2
H21_2 H 0.9095 -0.0167 0.0877 0.053 Uiso 0.421(3) 1 calc R U P A -2
C22_2 C 1.0427(12) 0.0551(10) 0.0199(5) 0.0466(19) Uani 0.421(3) 1 d D . P A -2
H22_2 H 1.0319 0.0255 -0.0292 0.056 Uiso 0.421(3) 1 calc R U P A -2
C23_2 C 1.1303(15) 0.1228(12) 0.0219(5) 0.043(2) Uani 0.421(3) 1 d D . P A -2
C24_2 C 1.1473(13) 0.1658(10) 0.0926(5) 0.0449(19) Uani 0.421(3) 1 d D . P A -2
H24_2 H 1.2076 0.2130 0.0936 0.054 Uiso 0.421(3) 1 calc R U P A -2
C25_2 C 1.0759(12) 0.1398(10) 0.1623(5) 0.0434(18) Uani 0.421(3) 1 d D . P A -2
H25_2 H 1.0891 0.1683 0.2114 0.052 Uiso 0.421(3) 1 calc R U P A -2
O1_2 O 1.2036(10) 0.1377(8) -0.0500(4) 0.0545(14) Uani 0.421(3) 1 d D . P A -2
C26_2 C 1.277(4) 0.223(2) -0.0542(15) 0.071(6) Uani 0.421(3) 1 d D . P A -2
H26A_2 H 1.2046 0.3025 -0.0593 0.106 Uiso 0.421(3) 1 calc R U P A -2
H26B_2 H 1.3465 0.2106 -0.1008 0.106 Uiso 0.421(3) 1 calc R U P A -2
H26C_2 H 1.3295 0.2155 -0.0054 0.106 Uiso 0.421(3) 1 calc R U P A -2
C27 C 0.9274(6) -0.0834(4) 0.2459(3) 0.0415(13) Uani 1 1 d . . . . .
C28 C 1.0143(6) -0.1765(5) 0.2062(4) 0.0557(16) Uani 1 1 d . . . . .
H28 H 1.0879 -0.1771 0.1655 0.067 Uiso 1 1 calc R U . . .
C29 C 0.9717(6) -0.2771(5) 0.2389(4) 0.0625(18) Uani 1 1 d . . . . .
H29 H 1.0138 -0.3558 0.2233 0.075 Uiso 1 1 calc R U . . .
C30 C 0.8634(6) -0.2380(5) 0.2944(3) 0.0470(14) Uani 1 1 d . . . . .
H30 H 0.8137 -0.2837 0.3249 0.056 Uiso 1 1 calc R U . . .
C31 C 0.2942(5) 0.3986(4) 0.2054(3) 0.0337(11) Uani 1 1 d . . . . .
C32 C 0.2705(5) 0.4357(4) 0.1258(3) 0.0386(12) Uani 1 1 d . . . . .
H32 H 0.3490 0.4437 0.0912 0.046 Uiso 1 1 calc R U . . .
C33 C 0.1334(6) 0.4612(5) 0.0963(3) 0.0443(13) Uani 1 1 d . . . . .
H33 H 0.1186 0.4857 0.0415 0.053 Uiso 1 1 calc R U . . .
C34 C 0.0177(6) 0.4513(4) 0.1464(3) 0.0426(13) Uani 1 1 d . . . . .
C35 C 0.0371(6) 0.4158(4) 0.2264(3) 0.0412(13) Uani 1 1 d . . . . .
H35 H -0.0421 0.4089 0.2608 0.049 Uiso 1 1 calc R U . . .
C36 C 0.1762(6) 0.3904(5) 0.2553(3) 0.0428(13) Uani 1 1 d . . . . .
H36 H 0.1906 0.3670 0.3103 0.051 Uiso 1 1 calc R U . . .
C37 C -0.2394(6) 0.4865(6) 0.1640(4) 0.0677(19) Uani 1 1 d . . . . .
H37A H -0.2262 0.4085 0.1897 0.102 Uiso 1 1 calc R U . . .
H37B H -0.3270 0.5116 0.1328 0.102 Uiso 1 1 calc R U . . .
H37C H -0.2507 0.5427 0.2051 0.102 Uiso 1 1 calc R U . . .
C38 C 0.5722(5) 0.6774(4) 0.4789(3) 0.0313(11) Uani 1 1 d . . . . .
C39 C 0.6731(5) 0.7226(4) 0.5050(3) 0.0355(12) Uani 1 1 d . . . . .
H39 H 0.7740 0.6862 0.4907 0.043 Uiso 1 1 calc R U . . .
C40 C 0.6308(5) 0.8198(4) 0.5515(3) 0.0377(12) Uani 1 1 d . . . . .
H40 H 0.7020 0.8491 0.5687 0.045 Uiso 1 1 calc R U . . .
C41 C 0.4844(6) 0.8734(4) 0.5727(3) 0.0363(12) Uani 1 1 d . . . . .
C42 C 0.3803(5) 0.8304(4) 0.5468(3) 0.0338(11) Uani 1 1 d . . . . .
H42 H 0.2795 0.8673 0.5611 0.041 Uiso 1 1 calc R U . . .
C43 C 0.4243(5) 0.7344(4) 0.5006(3) 0.0324(11) Uani 1 1 d . . . . .
H43 H 0.3527 0.7059 0.4829 0.039 Uiso 1 1 calc R U . . .
C44 C 0.5370(7) 1.0123(5) 0.6490(3) 0.0529(15) Uani 1 1 d . . . . .
H44A H 0.6059 0.9488 0.6805 0.079 Uiso 1 1 calc R U . . .
H44B H 0.4867 1.0777 0.6832 0.079 Uiso 1 1 calc R U . . .
H44C H 0.5904 1.0393 0.6042 0.079 Uiso 1 1 calc R U . . .
N1 N 0.9283(4) 0.1863(3) 0.3360(2) 0.0376(10) Uani 1 1 d D . . . .
H1N H 0.855(4) 0.243(3) 0.311(3) 0.045 Uiso 1 1 d D U . . .
N2 N 0.6897(4) 0.2279(3) 0.2524(2) 0.0361(10) Uani 1 1 d . . . . .
N3 N 0.5563(4) 0.4543(3) 0.3367(2) 0.0325(9) Uani 1 1 d D . . . .
H3N H 0.634(3) 0.390(3) 0.349(3) 0.039 Uiso 1 1 d D U . . .
N4 N 0.8119(4) 0.3862(3) 0.4035(2) 0.0343(10) Uani 1 1 d . . . . .
N5 N 0.8370(6) -0.1203(4) 0.2995(3) 0.0552(13) Uani 1 1 d . . . . .
H5 H 0.7712 -0.0749 0.3325 0.066 Uiso 1 1 calc R U . . .
O2 O -0.1146(4) 0.4820(4) 0.1121(2) 0.0567(11) Uani 1 1 d . . . . .
O3 O 0.4318(4) 0.9698(3) 0.6187(2) 0.0441(9) Uani 1 1 d . . . . .
C1S C 0.381(3) 0.8222(15) 0.0379(8) 0.115(7) Uani 0.533(5) 1 d D . P B 1
H1S1 H 0.3031 0.8843 0.0097 0.138 Uiso 0.533(5) 1 calc R U P B 1
H1S2 H 0.4761 0.8197 0.0108 0.138 Uiso 0.533(5) 1 calc R U P B 1
Cl1S Cl 0.3577(6) 0.6905(5) 0.0301(3) 0.126(2) Uani 0.533(5) 1 d D . P B 1
Cl2S Cl 0.3778(5) 0.8588(5) 0.1356(3) 0.133(2) Uani 0.533(5) 1 d D . P B 1
C2S C 0.346(3) 0.764(2) 0.0116(9) 0.115(7) Uani 0.467(5) 1 d D . P B 2
H2S1 H 0.4291 0.7774 -0.0204 0.138 Uiso 0.467(5) 1 calc R U P B 2
H2S2 H 0.2670 0.8408 0.0163 0.138 Uiso 0.467(5) 1 calc R U P B 2
Cl3S Cl 0.2830(8) 0.6712(4) -0.0379(3) 0.121(2) Uani 0.467(5) 1 d D . P B 2
Cl4S Cl 0.4014(4) 0.7077(3) 0.1060(3) 0.0735(15) Uani 0.467(5) 1 d D . P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N1 1.377(6) . ?
C1 C2 1.382(7) . ?
C1 C19 1.435(7) . ?
C2 C3 1.402(7) . ?
C2 H2 0.9500 . ?
C3 C4 1.385(7) . ?
C3 H3 0.9500 . ?
C4 N1 1.350(6) . ?
C4 C5 1.512(7) . ?
C5 C20_2 1.496(9) . ?
C5 C27 1.526(7) . ?
C5 C6 1.548(7) . ?
C5 C20_1 1.589(8) . ?
C6 N2 1.315(6) . ?
C6 C7 1.459(7) . ?
C7 C8 1.343(7) . ?
C7 H7 0.9500 . ?
C8 C9 1.452(7) . ?
C8 H8 0.9500 . ?
C9 C10 1.367(7) . ?
C9 N2 1.420(6) . ?
C10 C11 1.447(6) . ?
C10 C31 1.493(7) . ?
C12 C13 1.380(7) . ?
C12 C11 1.397(7) . ?
C12 H12 0.9500 . ?
C11 N3 1.362(6) . ?
C15 C16 1.384(7) . ?
C15 C14 1.457(6) . ?
C15 C38 1.476(6) . ?
C14 N3 1.370(6) . ?
C14 C13 1.395(7) . ?
C13 H13 0.9500 . ?
C16 N4 1.396(6) . ?
C16 C17 1.451(6) . ?
C17 C18 1.352(7) . ?
C17 H17 0.9500 . ?
C18 C19 1.447(7) . ?
C18 H18 0.9500 . ?
C19 N4 1.331(6) . ?
C20_1 C25_1 1.390(6) . ?
C20_1 C21_1 1.390(6) . ?
C21_1 C22_1 1.384(8) . ?
C21_1 H21_1 0.9500 . ?
C22_1 C23_1 1.373(6) . ?
C22_1 H22_1 0.9500 . ?
C23_1 C24_1 1.372(6) . ?
C23_1 O1_1 1.387(9) . ?
C24_1 C25_1 1.385(8) . ?
C24_1 H24_1 0.9500 . ?
C25_1 H25_1 0.9500 . ?
O1_1 C26_1 1.442(17) . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C20_2 C25_2 1.388(7) . ?
C20_2 C21_2 1.388(7) . ?
C21_2 C22_2 1.384(8) . ?
C21_2 H21_2 0.9500 . ?
C22_2 C23_2 1.371(7) . ?
C22_2 H22_2 0.9500 . ?
C23_2 C24_2 1.373(7) . ?
C23_2 O1_2 1.385(9) . ?
C24_2 C25_2 1.385(8) . ?
C24_2 H24_2 0.9500 . ?
C25_2 H25_2 0.9500 . ?
O1_2 C26_2 1.441(17) . ?
C26_2 H26A_2 0.9800 . ?
C26_2 H26B_2 0.9800 . ?
C26_2 H26C_2 0.9800 . ?
C27 C28 1.346(7) . ?
C27 N5 1.366(7) . ?
C28 C29 1.470(9) . ?
C28 H28 0.9500 . ?
C29 C30 1.335(8) . ?
C29 H29 0.9500 . ?
C30 N5 1.369(7) . ?
C30 H30 0.9500 . ?
C31 C32 1.387(7) . ?
C31 C36 1.396(7) . ?
C32 C33 1.385(7) . ?
C32 H32 0.9500 . ?
C33 C34 1.386(7) . ?
C33 H33 0.9500 . ?
C34 O2 1.371(6) . ?
C34 C35 1.385(7) . ?
C35 C36 1.398(7) . ?
C35 H35 0.9500 . ?
C36 H36 0.9500 . ?
C37 O2 1.427(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 C39 1.387(6) . ?
C38 C43 1.403(7) . ?
C39 C40 1.388(7) . ?
C39 H39 0.9500 . ?
C40 C41 1.382(7) . ?
C40 H40 0.9500 . ?
C41 O3 1.376(6) . ?
C41 C42 1.395(7) . ?
C42 C43 1.374(7) . ?
C42 H42 0.9500 . ?
C43 H43 0.9500 . ?
C44 O3 1.431(6) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
N1 H1N 0.907(10) . ?
N3 H3N 0.910(10) . ?
N5 H5 0.8800 . ?
C1S Cl1S 1.702(13) . ?
C1S Cl2S 1.725(12) . ?
C1S H1S1 0.9900 . ?
C1S H1S2 0.9900 . ?
C2S Cl4S 1.725(14) . ?
C2S Cl3S 1.737(15) . ?
C2S H2S1 0.9900 . ?
C2S H2S2 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
N1 C1 C2 106.3(4) . . ?
N1 C1 C19 114.7(4) . . ?
C2 C1 C19 137.8(5) . . ?
C1 C2 C3 108.0(4) . . ?
C1 C2 H2 126.0 . . ?
C3 C2 H2 126.0 . . ?
C4 C3 C2 107.4(4) . . ?
C4 C3 H3 126.3 . . ?
C2 C3 H3 126.3 . . ?
N1 C4 C3 107.3(4) . . ?
N1 C4 C5 119.3(4) . . ?
C3 C4 C5 133.3(5) . . ?
C20_2 C5 C4 118.0(5) . . ?
C20_2 C5 C27 109.5(7) . . ?
C4 C5 C27 108.7(4) . . ?
C20_2 C5 C6 99.8(8) . . ?
C4 C5 C6 111.8(4) . . ?
C27 C5 C6 108.5(4) . . ?
C4 C5 C20_1 103.4(5) . . ?
C27 C5 C20_1 112.4(5) . . ?
C6 C5 C20_1 111.9(4) . . ?
N2 C6 C7 111.6(4) . . ?
N2 C6 C5 125.2(4) . . ?
C7 C6 C5 123.2(4) . . ?
C8 C7 C6 106.3(4) . . ?
C8 C7 H7 126.8 . . ?
C6 C7 H7 126.8 . . ?
C7 C8 C9 107.7(5) . . ?
C7 C8 H8 126.1 . . ?
C9 C8 H8 126.1 . . ?
C10 C9 N2 125.8(4) . . ?
C10 C9 C8 126.3(5) . . ?
N2 C9 C8 107.8(4) . . ?
C9 C10 C11 127.4(4) . . ?
C9 C10 C31 118.4(4) . . ?
C11 C10 C31 114.1(4) . . ?
C13 C12 C11 108.0(4) . . ?
C13 C12 H12 126.0 . . ?
C11 C12 H12 126.0 . . ?
N3 C11 C12 106.8(4) . . ?
N3 C11 C10 125.2(4) . . ?
C12 C11 C10 128.0(4) . . ?
C16 C15 C14 120.8(4) . . ?
C16 C15 C38 119.9(4) . . ?
C14 C15 C38 119.3(4) . . ?
N3 C14 C13 106.5(4) . . ?
N3 C14 C15 122.4(4) . . ?
C13 C14 C15 130.8(4) . . ?
C12 C13 C14 108.2(4) . . ?
C12 C13 H13 125.9 . . ?
C14 C13 H13 125.9 . . ?
C15 C16 N4 120.9(4) . . ?
C15 C16 C17 130.0(4) . . ?
N4 C16 C17 108.2(4) . . ?
C18 C17 C16 107.2(4) . . ?
C18 C17 H17 126.4 . . ?
C16 C17 H17 126.4 . . ?
C17 C18 C19 106.6(4) . . ?
C17 C18 H18 126.7 . . ?
C19 C18 H18 126.7 . . ?
N4 C19 C1 116.6(4) . . ?
N4 C19 C18 110.8(4) . . ?
C1 C19 C18 132.1(4) . . ?
C25_1 C20_1 C21_1 117.4(7) . . ?
C25_1 C20_1 C5 119.6(6) . . ?
C21_1 C20_1 C5 122.9(6) . . ?
C22_1 C21_1 C20_1 121.0(6) . . ?
C22_1 C21_1 H21_1 119.5 . . ?
C20_1 C21_1 H21_1 119.5 . . ?
C23_1 C22_1 C21_1 120.3(6) . . ?
C23_1 C22_1 H22_1 119.9 . . ?
C21_1 C22_1 H22_1 119.9 . . ?
C24_1 C23_1 C22_1 120.0(7) . . ?
C24_1 C23_1 O1_1 124.5(6) . . ?
C22_1 C23_1 O1_1 115.5(6) . . ?
C23_1 C24_1 C25_1 119.7(6) . . ?
C23_1 C24_1 H24_1 120.2 . . ?
C25_1 C24_1 H24_1 120.2 . . ?
C24_1 C25_1 C20_1 121.6(6) . . ?
C24_1 C25_1 H25_1 119.2 . . ?
C20_1 C25_1 H25_1 119.2 . . ?
C23_1 O1_1 C26_1 116.6(8) . . ?
O1_1 C26_1 H26A_1 109.5 . . ?
O1_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
O1_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C25_2 C20_2 C21_2 118.4(7) . . ?
C25_2 C20_2 C5 117.6(7) . . ?
C21_2 C20_2 C5 124.0(7) . . ?
C22_2 C21_2 C20_2 120.6(6) . . ?
C22_2 C21_2 H21_2 119.7 . . ?
C20_2 C21_2 H21_2 119.7 . . ?
C23_2 C22_2 C21_2 120.0(7) . . ?
C23_2 C22_2 H22_2 120.0 . . ?
C21_2 C22_2 H22_2 120.0 . . ?
C22_2 C23_2 C24_2 120.6(8) . . ?
C22_2 C23_2 O1_2 115.4(6) . . ?
C24_2 C23_2 O1_2 124.0(7) . . ?
C23_2 C24_2 C25_2 119.5(7) . . ?
C23_2 C24_2 H24_2 120.2 . . ?
C25_2 C24_2 H24_2 120.2 . . ?
C24_2 C25_2 C20_2 121.0(7) . . ?
C24_2 C25_2 H25_2 119.5 . . ?
C20_2 C25_2 H25_2 119.5 . . ?
C23_2 O1_2 C26_2 117.1(9) . . ?
O1_2 C26_2 H26A_2 109.5 . . ?
O1_2 C26_2 H26B_2 109.5 . . ?
H26A_2 C26_2 H26B_2 109.5 . . ?
O1_2 C26_2 H26C_2 109.5 . . ?
H26A_2 C26_2 H26C_2 109.5 . . ?
H26B_2 C26_2 H26C_2 109.5 . . ?
C28 C27 N5 108.4(5) . . ?
C28 C27 C5 131.9(5) . . ?
N5 C27 C5 119.7(4) . . ?
C27 C28 C29 105.8(6) . . ?
C27 C28 H28 127.1 . . ?
C29 C28 H28 127.1 . . ?
C30 C29 C28 107.7(5) . . ?
C30 C29 H29 126.1 . . ?
C28 C29 H29 126.1 . . ?
C29 C30 N5 107.7(5) . . ?
C29 C30 H30 126.2 . . ?
N5 C30 H30 126.2 . . ?
C32 C31 C36 118.5(4) . . ?
C32 C31 C10 121.6(4) . . ?
C36 C31 C10 119.8(4) . . ?
C33 C32 C31 120.5(5) . . ?
C33 C32 H32 119.7 . . ?
C31 C32 H32 119.7 . . ?
C32 C33 C34 120.3(5) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
O2 C34 C35 123.4(5) . . ?
O2 C34 C33 115.9(4) . . ?
C35 C34 C33 120.7(5) . . ?
C34 C35 C36 118.4(5) . . ?
C34 C35 H35 120.8 . . ?
C36 C35 H35 120.8 . . ?
C31 C36 C35 121.6(5) . . ?
C31 C36 H36 119.2 . . ?
C35 C36 H36 119.2 . . ?
O2 C37 H37A 109.5 . . ?
O2 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
O2 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C39 C38 C43 117.5(4) . . ?
C39 C38 C15 119.6(4) . . ?
C43 C38 C15 122.9(4) . . ?
C38 C39 C40 121.8(5) . . ?
C38 C39 H39 119.1 . . ?
C40 C39 H39 119.1 . . ?
C41 C40 C39 119.5(4) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
O3 C41 C40 123.9(4) . . ?
O3 C41 C42 116.1(4) . . ?
C40 C41 C42 120.0(4) . . ?
C43 C42 C41 119.6(4) . . ?
C43 C42 H42 120.2 . . ?
C41 C42 H42 120.2 . . ?
C42 C43 C38 121.6(4) . . ?
C42 C43 H43 119.2 . . ?
C38 C43 H43 119.2 . . ?
O3 C44 H44A 109.5 . . ?
O3 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
O3 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C4 N1 C1 110.8(4) . . ?
C4 N1 H1N 121(3) . . ?
C1 N1 H1N 126(3) . . ?
C6 N2 C9 106.6(4) . . ?
C11 N3 C14 110.6(4) . . ?
C11 N3 H3N 128(3) . . ?
C14 N3 H3N 121(3) . . ?
C19 N4 C16 107.1(4) . . ?
C27 N5 C30 110.3(5) . . ?
C27 N5 H5 124.8 . . ?
C30 N5 H5 124.8 . . ?
C34 O2 C37 117.3(4) . . ?
C41 O3 C44 117.2(4) . . ?
Cl1S C1S Cl2S 113.4(9) . . ?
Cl1S C1S H1S1 108.9 . . ?
Cl2S C1S H1S1 108.9 . . ?
Cl1S C1S H1S2 108.9 . . ?
Cl2S C1S H1S2 108.9 . . ?
H1S1 C1S H1S2 107.7 . . ?
Cl4S C2S Cl3S 112.4(11) . . ?
Cl4S C2S H2S1 109.1 . . ?
Cl3S C2S H2S1 109.1 . . ?
Cl4S C2S H2S2 109.1 . . ?
Cl3S C2S H2S2 109.1 . . ?
H2S1 C2S H2S2 107.8 . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N5 H5 O3 0.88 2.10 2.943(6) 160.5 2_666

_refine_diff_density_max         0.474
_refine_diff_density_min         -0.537
_refine_diff_density_rms         0.065

_shelxl_version_number           2014/6

_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
####################################################################### 
# 
# 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_CupMeO10pyr_a
_database_code_depnum_ccdc_archive 'CCDC 1847338'
loop_
_audit_author_name
_audit_author_address
'Laura J. McCormick'
;Advanced Light Source, Lawrence Berkeley National Laboratory
United States of America
;
_audit_update_record             
;
2018-06-05 deposited with the CCDC.	2019-02-26 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/6
_chemical_name_systematic        
"Copper(II) 5,10,15-tris(4'-methoxyphenyl)-10-(2''-pyrrolyl)isocorrole"
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C45 H34 Cl3 Cu N5 O3'
_chemical_formula_weight         862.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0040 0.0020 'Calculated using XDISP in WinGX (Farrugia, 1999)'
H H 0.0000 0.0000 'Calculated using XDISP in WinGX (Farrugia, 1999)'
N N 0.0076 0.0040 'Calculated using XDISP in WinGX (Farrugia, 1999)'
O O 0.0132 0.0074 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cu Cu 0.2913 1.4803 'Calculated using XDISP in WinGX (Farrugia, 1999)'
Cl Cl 0.1697 0.1896 'Calculated using XDISP in WinGX (Farrugia, 1999)'

_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                   11.1767(16)
_cell_length_b                   11.6310(16)
_cell_length_c                   15.297(2)
_cell_angle_alpha                104.788(3)
_cell_angle_beta                 91.215(3)
_cell_angle_gamma                96.469(3)
_cell_volume                     1907.9(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9353
_cell_measurement_theta_min      3.01
_cell_measurement_theta_max      31.77

_exptl_crystal_description       block
_exptl_crystal_colour            'dark orange'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.502
_exptl_crystal_F_000             886
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.150
_exptl_crystal_size_mid          0.080
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    1.050
_shelx_estimated_absorpt_T_min   0.858
_shelx_estimated_absorpt_T_max   0.930
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.776
_exptl_absorpt_correction_T_max  0.930
_exptl_absorpt_process_details   'SADABS-2016/2 - Bruker AXS, Madison WI'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.7749
_diffrn_radiation_type           synchrotron
_diffrn_source                   
;
Advanced Light Source, station 11.3.1
;
_diffrn_measurement_device_type  'Bruker D8 with PHOTON II detector'
_diffrn_measurement_method       'φ and ω shutterless scans'
_diffrn_detector_area_resol_mean 7.39
_diffrn_reflns_number            94061
_diffrn_reflns_av_unetI/netI     0.0285
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         1.503
_diffrn_reflns_theta_max         31.849
_diffrn_reflns_theta_full        27.706
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             10084
_reflns_number_gt                8319
_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 APEX3 Bruker-AXS, Madison WI'
_computing_cell_refinement       'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_data_reduction        'SAINT V8.38A Bruker-AXS, Madison WI'
_computing_structure_solution    'SHELXT 2014/5 Bruker-AXS, Madison WI'
_computing_structure_refinement  'SHELXL-2014/6 (Sheldrick, 2014)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
Elongated thermal ellipsoids of the methoxybenzene substituent at the 5-
position on the corrole indicated that this group was disordered. It was
modelled over two sites with complementary occupancies, and pairs of
equivalent atoms were constrained to have equal Uij values.
It was not immediately clear which of the atoms on the pyrrole substituent
was the nitrogen atom, so both sites were refined as a superposition of
both carbon and hydrogen, the thermal parameters of the two coincident
atoms were constrained to be the same, and their relative occupancies
were refined.
The occupancies of the major component in both instances refined to 80.3
and 80.5, so a common free variable was used for both MeOC6H4 and C/N
disorder.

A region of electron density between corrole units was initially modelled
as a full occupancy chloroform molecule, however, large peaks near to the
Cl atoms coupled with elongated thermal ellipsoids of the Cl atoms
indicated that there were multiple CHCl3 sites. One large peak of electron
density was  assigned as an alternate site of Cl3, with the C1c, Cl1 and
Cl2 atoms copied as a new orientation of the CHCLl3 molecule. These two
sites were refined with pairs of corresponding atoms constrained to have
equal Uij values, although no restraints were placed upon the two
occupancies. A third site could then be observed, and the occupancies of
the three sites were restrained to sum to 1. The three different sites
were restrained to have equal bond lengths and angles through use of a SAME
command.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1191P)²+3.9013P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'dual space'
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10084
_refine_ls_number_parameters     570
_refine_ls_number_restraints     56
_refine_ls_R_factor_all          0.0842
_refine_ls_R_factor_gt           0.0698
_refine_ls_wR_factor_ref         0.2105
_refine_ls_wR_factor_gt          0.1939
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.027
_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
C1 C 0.4547(3) 0.3055(3) 0.4005(2) 0.0281(6) Uani 1 1 d . . . . .
C2 C 0.4898(3) 0.2386(3) 0.3154(2) 0.0330(6) Uani 1 1 d . . . . .
H2 H 0.4672 0.2470 0.2573 0.040 Uiso 1 1 calc R U . . .
C3 C 0.5636(3) 0.1586(3) 0.3341(2) 0.0306(6) Uani 1 1 d . . . . .
H3 H 0.6000 0.1007 0.2909 0.037 Uiso 1 1 calc R U . . .
C4 C 0.5747(3) 0.1795(3) 0.4306(2) 0.0259(5) Uani 1 1 d . . . . .
C5 C 0.6375(3) 0.1242(3) 0.4873(2) 0.0259(5) Uani 1 1 d . . . . .
C6 C 0.6315(3) 0.1536(3) 0.5828(2) 0.0278(6) Uani 1 1 d . . . . .
C7 C 0.6996(3) 0.1096(3) 0.6451(2) 0.0367(7) Uani 1 1 d . . . . .
H7 H 0.7562 0.0535 0.6299 0.044 Uiso 1 1 calc R U . . .
C8 C 0.6681(4) 0.1631(4) 0.7306(2) 0.0419(8) Uani 1 1 d . . . . .
H8 H 0.6971 0.1499 0.7856 0.050 Uiso 1 1 calc R U . . .
C9 C 0.5831(3) 0.2426(3) 0.7209(2) 0.0331(7) Uani 1 1 d . . . . .
C10 C 0.5396(3) 0.3347(3) 0.7999(2) 0.0357(7) Uani 1 1 d . . . . .
C11 C 0.4288(3) 0.3917(3) 0.7807(2) 0.0342(7) Uani 1 1 d . . . . .
C12 C 0.3437(4) 0.4357(4) 0.8447(3) 0.0432(9) Uani 1 1 d . . . . .
H12 H 0.3376 0.4248 0.9040 0.052 Uiso 1 1 calc R U . . .
C13 C 0.2720(3) 0.4973(3) 0.8034(3) 0.0405(8) Uani 1 1 d . . . . .
H13 H 0.2071 0.5379 0.8296 0.049 Uiso 1 1 calc R U . . .
C14 C 0.3122(3) 0.4893(3) 0.7142(2) 0.0331(7) Uani 1 1 d . . . . .
C15 C 0.2611(3) 0.5361(3) 0.6466(2) 0.0315(6) Uani 1 1 d . . . . .
C16 C 0.2888(3) 0.5029(3) 0.5546(2) 0.0306(6) Uani 1 1 d . . . . .
C17 C 0.2561(3) 0.5434(3) 0.4771(2) 0.0323(6) Uani 1 1 d . . . . .
H17 H 0.2063 0.6043 0.4766 0.039 Uiso 1 1 calc R U . . .
C18 C 0.3104(3) 0.4772(3) 0.4028(2) 0.0326(6) Uani 1 1 d . . . . .
H18 H 0.3049 0.4840 0.3423 0.039 Uiso 1 1 calc R U . . .
C19 C 0.3762(3) 0.3973(3) 0.4358(2) 0.0291(6) Uani 1 1 d . . . . .
C20 C 0.7211(3) 0.0368(3) 0.4472(2) 0.0261(5) Uani 1 1 d . . . . .
C21 C 0.7181(3) -0.0742(3) 0.4667(2) 0.0329(7) Uani 1 1 d . . . . .
H21 H 0.6551 -0.0989 0.5011 0.039 Uiso 1 1 calc R U . . .
C22 C 0.8056(3) -0.1500(3) 0.4368(3) 0.0362(7) Uani 1 1 d . . . . .
H22 H 0.8010 -0.2260 0.4497 0.043 Uiso 1 1 calc R U . . .
C23 C 0.8994(3) -0.1134(3) 0.3880(2) 0.0345(7) Uani 1 1 d . . . . .
C24 C 0.9019(3) -0.0047(3) 0.3648(3) 0.0374(7) Uani 1 1 d . . . . .
H24 H 0.9639 0.0186 0.3290 0.045 Uiso 1 1 calc R U . . .
C25 C 0.8140(3) 0.0694(3) 0.3940(2) 0.0337(7) Uani 1 1 d . . . . .
H25 H 0.8164 0.1433 0.3780 0.040 Uiso 1 1 calc R U . . .
C26 C 1.0003(4) -0.2835(4) 0.3860(3) 0.0487(10) Uani 1 1 d . . . . .
H26A H 1.0019 -0.2663 0.4521 0.073 Uiso 1 1 calc R U . . .
H26B H 1.0738 -0.3174 0.3640 0.073 Uiso 1 1 calc R U . . .
H26C H 0.9297 -0.3411 0.3600 0.073 Uiso 1 1 calc R U . . .
C27_1 C 0.5038(6) 0.2691(6) 0.8736(3) 0.0364(12) Uani 0.800(11) 1 d D . P A 1
C28_1 C 0.4091(6) 0.1772(5) 0.8566(4) 0.0440(13) Uani 0.800(11) 1 d D . P A 1
H28_1 H 0.3660 0.1545 0.7994 0.053 Uiso 0.800(11) 1 calc R U P A 1
C29_1 C 0.3765(8) 0.1179(5) 0.9227(4) 0.0563(18) Uani 0.800(11) 1 d D . P A 1
H29_1 H 0.3120 0.0544 0.9106 0.068 Uiso 0.800(11) 1 calc R U P A 1
C30_1 C 0.4386(7) 0.1522(5) 1.0058(3) 0.060(2) Uani 0.800(11) 1 d D . P A 1
C31_1 C 0.5330(8) 0.2431(6) 1.0237(3) 0.0569(19) Uani 0.800(11) 1 d D . P A 1
H31_1 H 0.5755 0.2657 1.0811 0.068 Uiso 0.800(11) 1 calc R U P A 1
C32_1 C 0.5662(6) 0.3021(5) 0.9575(3) 0.0459(14) Uani 0.800(11) 1 d D . P A 1
H32_1 H 0.6313 0.3649 0.9698 0.055 Uiso 0.800(11) 1 calc R U P A 1
O2_1 O 0.4139(9) 0.0986(6) 1.0751(4) 0.090(3) Uani 0.800(11) 1 d D . P A 1
C33_1 C 0.3103(13) 0.0040(8) 1.0585(7) 0.105(5) Uani 0.800(11) 1 d D . P A 1
H33A_1 H 0.2359 0.0392 1.0525 0.158 Uiso 0.800(11) 1 calc R U P A 1
H33B_1 H 0.3057 -0.0329 1.1093 0.158 Uiso 0.800(11) 1 calc R U P A 1
H33C_1 H 0.3205 -0.0570 1.0026 0.158 Uiso 0.800(11) 1 calc R U P A 1
C27_2 C 0.538(2) 0.286(3) 0.8862(14) 0.0364(12) Uani 0.200(11) 1 d D . P A 2
C28_2 C 0.444(2) 0.195(2) 0.8790(13) 0.0440(13) Uani 0.200(11) 1 d D . P A 2
H28_2 H 0.3934 0.1689 0.8255 0.053 Uiso 0.200(11) 1 calc R U P A 2
C29_2 C 0.425(2) 0.142(2) 0.9503(15) 0.0563(18) Uani 0.200(11) 1 d D . P A 2
H29_2 H 0.3588 0.0810 0.9462 0.068 Uiso 0.200(11) 1 calc R U P A 2
C30_2 C 0.501(2) 0.177(2) 1.0264(12) 0.060(2) Uani 0.200(11) 1 d D . P A 2
C31_2 C 0.597(2) 0.265(2) 1.0332(11) 0.0569(19) Uani 0.200(11) 1 d D . P A 2
H31_2 H 0.6509 0.2872 1.0853 0.068 Uiso 0.200(11) 1 calc R U P A 2
C32_2 C 0.615(2) 0.321(2) 0.9633(13) 0.0459(14) Uani 0.200(11) 1 d D . P A 2
H32_2 H 0.6795 0.3834 0.9686 0.055 Uiso 0.200(11) 1 calc R U P A 2
O2_2 O 0.490(3) 0.129(2) 1.0999(13) 0.090(3) Uani 0.200(11) 1 d D . P A 2
C33_2 C 0.379(3) 0.047(3) 1.100(2) 0.105(5) Uani 0.200(11) 1 d D . P A 2
H33A_2 H 0.3084 0.0874 1.0918 0.158 Uiso 0.200(11) 1 calc R U P A 2
H33B_2 H 0.3758 0.0251 1.1574 0.158 Uiso 0.200(11) 1 calc R U P A 2
H33C_2 H 0.3785 -0.0250 1.0499 0.158 Uiso 0.200(11) 1 calc R U P A 2
C34 C 0.1720(3) 0.6221(3) 0.6769(2) 0.0323(6) Uani 1 1 d . . . . .
C35 C 0.1961(3) 0.7180(3) 0.7550(2) 0.0344(7) Uani 1 1 d . . . . .
H35 H 0.2715 0.7292 0.7878 0.041 Uiso 1 1 calc R U . . .
C36 C 0.1124(3) 0.7959(3) 0.7850(2) 0.0363(7) Uani 1 1 d . . . . .
H36 H 0.1301 0.8601 0.8379 0.044 Uiso 1 1 calc R U . . .
C37 C 0.0012(3) 0.7796(3) 0.7368(2) 0.0349(7) Uani 1 1 d . . . . .
C38 C -0.0245(3) 0.6861(3) 0.6596(3) 0.0355(7) Uani 1 1 d . . . . .
H38 H -0.1000 0.6753 0.6269 0.043 Uiso 1 1 calc R U . . .
C39 C 0.0609(3) 0.6081(3) 0.6301(2) 0.0335(7) Uani 1 1 d . . . . .
H39 H 0.0430 0.5441 0.5771 0.040 Uiso 1 1 calc R U . . .
C40 C -0.1907(4) 0.8460(4) 0.7238(3) 0.0497(10) Uani 1 1 d . . . . .
H40A H -0.1791 0.8473 0.6607 0.074 Uiso 1 1 calc R U . . .
H40B H -0.2375 0.9105 0.7527 0.074 Uiso 1 1 calc R U . . .
H40C H -0.2341 0.7686 0.7256 0.074 Uiso 1 1 calc R U . . .
C41 C 0.6445(4) 0.4363(3) 0.8257(2) 0.0411(8) Uani 1 1 d . . . . .
C42A C 0.7642(4) 0.4386(4) 0.8096(3) 0.0528(10) Uani 0.800(11) 1 d . . P A 1
H42A H 0.8030 0.3721 0.7792 0.063 Uiso 0.800(11) 1 calc R U P A 1
N5A N 0.6267(4) 0.5499(4) 0.8730(3) 0.0632(11) Uani 0.800(11) 1 d . . P A 1
H5A H 0.5571 0.5721 0.8923 0.076 Uiso 0.800(11) 1 calc R U P A 1
N5B N 0.7642(4) 0.4386(4) 0.8096(3) 0.0528(10) Uani 0.200(11) 1 d . . P A 2
H5B H 0.8002 0.3770 0.7814 0.063 Uiso 0.200(11) 1 calc R U P A 2
C42B C 0.6267(4) 0.5499(4) 0.8730(3) 0.0632(11) Uani 0.200(11) 1 d . . P A 2
H42B H 0.5516 0.5739 0.8938 0.076 Uiso 0.200(11) 1 calc R U P A 2
C43 C 0.8211(6) 0.5581(6) 0.8465(3) 0.0690(14) Uani 1 1 d . . . . .
H43 H 0.9039 0.5860 0.8439 0.083 Uiso 1 1 calc R U . A 1
C44 C 0.7351(6) 0.6240(5) 0.8858(4) 0.0787(17) Uani 1 1 d . . . . .
H44 H 0.7470 0.7067 0.9167 0.094 Uiso 1 1 calc R U . A 1
N1 N 0.5067(2) 0.2682(2) 0.46739(17) 0.0257(5) Uani 1 1 d . . . . .
N2 N 0.5621(2) 0.2377(2) 0.63428(18) 0.0284(5) Uani 1 1 d . . . . .
N3 N 0.4101(2) 0.4223(2) 0.70306(18) 0.0299(5) Uani 1 1 d . . . . .
N4 N 0.3612(2) 0.4143(2) 0.52542(19) 0.0292(5) Uani 1 1 d . . . . .
O1 O 0.9938(2) -0.1765(2) 0.3595(2) 0.0442(6) Uani 1 1 d . . . . .
O3 O -0.0753(2) 0.8629(2) 0.77143(19) 0.0410(6) Uani 1 1 d . . . . .
Cu1 Cu 0.46646(3) 0.33949(3) 0.58871(2) 0.02631(13) Uani 1 1 d . . . . .
C1C_3 C 0.9818(7) -0.2660(7) 0.0498(4) 0.0626(18) Uani 0.654(2) 1 d D . P B 1
H1C_3 H 0.9124 -0.3291 0.0253 0.075 Uiso 0.654(2) 1 calc R U P B 1
Cl1_3 Cl 0.9868(2) -0.2298(2) 0.16863(12) 0.0699(5) Uani 0.654(2) 1 d D . P B 1
Cl2_3 Cl 0.9626(2) -0.1351(2) 0.01179(15) 0.0707(5) Uani 0.654(2) 1 d D . P B 1
Cl3_3 Cl 1.1147(3) -0.3181(3) 0.00768(16) 0.0974(9) Uani 0.654(2) 1 d D . P B 1
C1C_4 C 0.9550(11) -0.2289(15) 0.0353(9) 0.0626(18) Uani 0.112(2) 1 d D . P C 2
H1C_4 H 0.9280 -0.2994 -0.0169 0.075 Uiso 0.112(2) 1 calc R U P C 2
Cl1_4 Cl 0.8791(10) -0.2463(12) 0.1313(7) 0.0699(5) Uani 0.112(2) 1 d D . P C 2
Cl2_4 Cl 1.1145(9) -0.2218(12) 0.0574(8) 0.0707(5) Uani 0.112(2) 1 d D . P C 2
Cl3_4 Cl 0.9268(15) -0.0983(17) 0.0068(10) 0.0974(9) Uani 0.112(2) 1 d D . P C
2
C1C_5 C 1.0650(11) -0.2505(9) 0.0900(6) 0.0626(18) Uani 0.2269(18) 1 d D . P D
3
H1C_5 H 1.1350 -0.2787 0.1168 0.075 Uiso 0.2269(18) 1 calc R U P D 3
Cl1_5 Cl 1.0803(6) -0.2718(6) -0.0270(3) 0.0699(5) Uani 0.2269(18) 1 d D . P D
3
Cl2_5 Cl 1.0635(6) -0.0932(5) 0.1403(4) 0.0707(5) Uani 0.2269(18) 1 d D . P D 3
Cl3_5 Cl 0.9309(7) -0.3260(7) 0.1138(4) 0.0974(9) Uani 0.2269(18) 1 d D . P D 3


_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
C1 N1 1.353(4) . ?
C1 C2 1.424(4) . ?
C1 C19 1.463(4) . ?
C2 C3 1.388(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.434(4) . ?
C3 H3 0.9500 . ?
C4 N1 1.364(4) . ?
C4 C5 1.420(4) . ?
C5 C6 1.419(4) . ?
C5 C20 1.484(4) . ?
C6 N2 1.408(4) . ?
C6 C7 1.433(4) . ?
C7 C8 1.369(5) . ?
C7 H7 0.9500 . ?
C8 C9 1.429(4) . ?
C8 H8 0.9500 . ?
C9 N2 1.326(4) . ?
C9 C10 1.525(4) . ?
C10 C11 1.526(5) . ?
C10 C41 1.536(6) . ?
C10 C27_1 1.549(5) . ?
C10 C27_2 1.560(13) . ?
C11 N3 1.342(4) . ?
C11 C12 1.421(4) . ?
C12 C13 1.377(5) . ?
C12 H12 0.9500 . ?
C13 C14 1.430(5) . ?
C13 H13 0.9500 . ?
C14 N3 1.402(4) . ?
C14 C15 1.423(5) . ?
C15 C16 1.411(5) . ?
C15 C34 1.488(4) . ?
C16 N4 1.373(4) . ?
C16 C17 1.438(4) . ?
C17 C18 1.393(5) . ?
C17 H17 0.9500 . ?
C18 C19 1.427(4) . ?
C18 H18 0.9500 . ?
C19 N4 1.351(4) . ?
C20 C21 1.395(4) . ?
C20 C25 1.410(4) . ?
C21 C22 1.396(4) . ?
C21 H21 0.9500 . ?
C22 C23 1.390(5) . ?
C22 H22 0.9500 . ?
C23 O1 1.368(4) . ?
C23 C24 1.396(4) . ?
C24 C25 1.386(4) . ?
C24 H24 0.9500 . ?
C25 H25 0.9500 . ?
C26 O1 1.413(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27_1 C28_1 1.387(5) . ?
C27_1 C32_1 1.389(5) . ?
C28_1 C29_1 1.397(5) . ?
C28_1 H28_1 0.9500 . ?
C29_1 C30_1 1.377(6) . ?
C29_1 H29_1 0.9500 . ?
C30_1 C31_1 1.377(6) . ?
C30_1 O2_1 1.378(5) . ?
C31_1 C32_1 1.395(5) . ?
C31_1 H31_1 0.9500 . ?
C32_1 H32_1 0.9500 . ?
O2_1 C33_1 1.474(13) . ?
C33_1 H33A_1 0.9800 . ?
C33_1 H33B_1 0.9800 . ?
C33_1 H33C_1 0.9800 . ?
C27_2 C28_2 1.387(6) . ?
C27_2 C32_2 1.388(6) . ?
C28_2 C29_2 1.397(6) . ?
C28_2 H28_2 0.9500 . ?
C29_2 C30_2 1.376(7) . ?
C29_2 H29_2 0.9500 . ?
C30_2 C31_2 1.377(7) . ?
C30_2 O2_2 1.378(7) . ?
C31_2 C32_2 1.396(6) . ?
C31_2 H31_2 0.9500 . ?
C32_2 H32_2 0.9500 . ?
O2_2 C33_2 1.475(14) . ?
C33_2 H33A_2 0.9800 . ?
C33_2 H33B_2 0.9800 . ?
C33_2 H33C_2 0.9800 . ?
C34 C39 1.392(5) . ?
C34 C35 1.408(5) . ?
C35 C36 1.380(4) . ?
C35 H35 0.9500 . ?
C36 C37 1.400(5) . ?
C36 H36 0.9500 . ?
C37 O3 1.376(4) . ?
C37 C38 1.386(5) . ?
C38 C39 1.395(4) . ?
C38 H38 0.9500 . ?
C39 H39 0.9500 . ?
C40 O3 1.436(5) . ?
C40 H40A 0.9800 . ?
C40 H40B 0.9800 . ?
C40 H40C 0.9800 . ?
C41 N5B 1.365(6) . ?
C41 C42A 1.365(6) . ?
C41 C42B 1.373(5) . ?
C41 N5A 1.373(5) . ?
C42A C43 1.429(8) . ?
C42A H42A 0.9500 . ?
N5A C44 1.385(8) . ?
N5A H5A 0.8800 . ?
N5B C43 1.429(8) . ?
N5B H5B 0.8800 . ?
C42B C44 1.385(8) . ?
C42B H42B 0.9500 . ?
C43 C44 1.352(9) . ?
C43 H43 0.9500 . ?
C44 H44 0.9500 . ?
N1 Cu1 1.915(3) . ?
N2 Cu1 1.925(3) . ?
N3 Cu1 1.925(3) . ?
N4 Cu1 1.921(3) . ?
C1C_3 Cl3_3 1.742(8) . ?
C1C_3 Cl1_3 1.756(7) . ?
C1C_3 Cl2_3 1.795(7) . ?
C1C_3 H1C_3 1.0000 . ?
C1C_4 Cl3_4 1.743(9) . ?
C1C_4 Cl1_4 1.757(8) . ?
C1C_4 Cl2_4 1.796(9) . ?
C1C_4 H1C_4 1.0000 . ?
C1C_5 Cl3_5 1.744(9) . ?
C1C_5 Cl1_5 1.758(8) . ?
C1C_5 Cl2_5 1.797(9) . ?
C1C_5 H1C_5 1.0000 . ?

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 C1 C2 109.1(3) . . ?
N1 C1 C19 111.9(3) . . ?
C2 C1 C19 138.9(3) . . ?
C3 C2 C1 106.3(3) . . ?
C3 C2 H2 126.8 . . ?
C1 C2 H2 126.8 . . ?
C2 C3 C4 107.5(3) . . ?
C2 C3 H3 126.3 . . ?
C4 C3 H3 126.3 . . ?
N1 C4 C5 120.3(3) . . ?
N1 C4 C3 107.6(3) . . ?
C5 C4 C3 132.1(3) . . ?
C6 C5 C4 123.6(3) . . ?
C6 C5 C20 116.7(3) . . ?
C4 C5 C20 119.6(3) . . ?
N2 C6 C5 125.7(3) . . ?
N2 C6 C7 107.3(3) . . ?
C5 C6 C7 126.9(3) . . ?
C8 C7 C6 107.6(3) . . ?
C8 C7 H7 126.2 . . ?
C6 C7 H7 126.2 . . ?
C7 C8 C9 106.6(3) . . ?
C7 C8 H8 126.7 . . ?
C9 C8 H8 126.7 . . ?
N2 C9 C8 110.6(3) . . ?
N2 C9 C10 124.7(3) . . ?
C8 C9 C10 123.9(3) . . ?
C9 C10 C11 116.7(3) . . ?
C9 C10 C41 104.8(3) . . ?
C11 C10 C41 106.5(3) . . ?
C9 C10 C27_1 107.1(4) . . ?
C11 C10 C27_1 105.8(4) . . ?
C41 C10 C27_1 116.4(3) . . ?
C9 C10 C27_2 109.6(14) . . ?
C11 C10 C27_2 116.2(13) . . ?
C41 C10 C27_2 101.1(8) . . ?
N3 C11 C12 111.1(3) . . ?
N3 C11 C10 122.7(3) . . ?
C12 C11 C10 125.6(3) . . ?
C13 C12 C11 106.0(3) . . ?
C13 C12 H12 127.0 . . ?
C11 C12 H12 127.0 . . ?
C12 C13 C14 108.0(3) . . ?
C12 C13 H13 126.0 . . ?
C14 C13 H13 126.0 . . ?
N3 C14 C15 125.2(3) . . ?
N3 C14 C13 107.6(3) . . ?
C15 C14 C13 127.2(3) . . ?
C16 C15 C14 123.5(3) . . ?
C16 C15 C34 120.1(3) . . ?
C14 C15 C34 116.4(3) . . ?
N4 C16 C15 119.7(3) . . ?
N4 C16 C17 107.0(3) . . ?
C15 C16 C17 133.3(3) . . ?
C18 C17 C16 107.7(3) . . ?
C18 C17 H17 126.2 . . ?
C16 C17 H17 126.2 . . ?
C17 C18 C19 106.3(3) . . ?
C17 C18 H18 126.9 . . ?
C19 C18 H18 126.9 . . ?
N4 C19 C18 109.1(3) . . ?
N4 C19 C1 112.8(3) . . ?
C18 C19 C1 138.1(3) . . ?
C21 C20 C25 117.8(3) . . ?
C21 C20 C5 122.1(3) . . ?
C25 C20 C5 119.8(3) . . ?
C20 C21 C22 121.5(3) . . ?
C20 C21 H21 119.2 . . ?
C22 C21 H21 119.2 . . ?
C23 C22 C21 119.5(3) . . ?
C23 C22 H22 120.2 . . ?
C21 C22 H22 120.2 . . ?
O1 C23 C22 124.9(3) . . ?
O1 C23 C24 115.1(3) . . ?
C22 C23 C24 120.0(3) . . ?
C25 C24 C23 120.0(3) . . ?
C25 C24 H24 120.0 . . ?
C23 C24 H24 120.0 . . ?
C24 C25 C20 121.0(3) . . ?
C24 C25 H25 119.5 . . ?
C20 C25 H25 119.5 . . ?
O1 C26 H26A 109.5 . . ?
O1 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
O1 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C28_1 C27_1 C32_1 119.4(4) . . ?
C28_1 C27_1 C10 120.3(3) . . ?
C32_1 C27_1 C10 120.3(4) . . ?
C27_1 C28_1 C29_1 120.5(4) . . ?
C27_1 C28_1 H28_1 119.7 . . ?
C29_1 C28_1 H28_1 119.7 . . ?
C30_1 C29_1 C28_1 119.4(5) . . ?
C30_1 C29_1 H29_1 120.3 . . ?
C28_1 C29_1 H29_1 120.3 . . ?
C31_1 C30_1 C29_1 120.7(4) . . ?
C31_1 C30_1 O2_1 115.5(5) . . ?
C29_1 C30_1 O2_1 123.8(5) . . ?
C30_1 C31_1 C32_1 120.0(5) . . ?
C30_1 C31_1 H31_1 120.0 . . ?
C32_1 C31_1 H31_1 120.0 . . ?
C27_1 C32_1 C31_1 119.9(5) . . ?
C27_1 C32_1 H32_1 120.0 . . ?
C31_1 C32_1 H32_1 120.0 . . ?
C30_1 O2_1 C33_1 116.3(6) . . ?
O2_1 C33_1 H33A_1 109.5 . . ?
O2_1 C33_1 H33B_1 109.5 . . ?
H33A_1 C33_1 H33B_1 109.5 . . ?
O2_1 C33_1 H33C_1 109.5 . . ?
H33A_1 C33_1 H33C_1 109.5 . . ?
H33B_1 C33_1 H33C_1 109.5 . . ?
C28_2 C27_2 C32_2 119.5(7) . . ?
C28_2 C27_2 C10 110.9(10) . . ?
C32_2 C27_2 C10 129.6(11) . . ?
C27_2 C28_2 C29_2 120.2(7) . . ?
C27_2 C28_2 H28_2 119.9 . . ?
C29_2 C28_2 H28_2 119.9 . . ?
C30_2 C29_2 C28_2 119.7(7) . . ?
C30_2 C29_2 H29_2 120.1 . . ?
C28_2 C29_2 H29_2 120.1 . . ?
C29_2 C30_2 C31_2 120.6(7) . . ?
C29_2 C30_2 O2_2 124.0(8) . . ?
C31_2 C30_2 O2_2 115.4(8) . . ?
C30_2 C31_2 C32_2 119.8(6) . . ?
C30_2 C31_2 H31_2 120.1 . . ?
C32_2 C31_2 H31_2 120.1 . . ?
C27_2 C32_2 C31_2 120.1(6) . . ?
C27_2 C32_2 H32_2 120.0 . . ?
C31_2 C32_2 H32_2 120.0 . . ?
C30_2 O2_2 C33_2 116.2(10) . . ?
O2_2 C33_2 H33A_2 109.5 . . ?
O2_2 C33_2 H33B_2 109.5 . . ?
H33A_2 C33_2 H33B_2 109.5 . . ?
O2_2 C33_2 H33C_2 109.5 . . ?
H33A_2 C33_2 H33C_2 109.5 . . ?
H33B_2 C33_2 H33C_2 109.5 . . ?
C39 C34 C35 118.0(3) . . ?
C39 C34 C15 120.9(3) . . ?
C35 C34 C15 121.1(3) . . ?
C36 C35 C34 121.4(3) . . ?
C36 C35 H35 119.3 . . ?
C34 C35 H35 119.3 . . ?
C35 C36 C37 119.4(3) . . ?
C35 C36 H36 120.3 . . ?
C37 C36 H36 120.3 . . ?
O3 C37 C38 124.7(3) . . ?
O3 C37 C36 115.0(3) . . ?
C38 C37 C36 120.3(3) . . ?
C37 C38 C39 119.6(3) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C34 C39 C38 121.3(3) . . ?
C34 C39 H39 119.4 . . ?
C38 C39 H39 119.4 . . ?
O3 C40 H40A 109.5 . . ?
O3 C40 H40B 109.5 . . ?
H40A C40 H40B 109.5 . . ?
O3 C40 H40C 109.5 . . ?
H40A C40 H40C 109.5 . . ?
H40B C40 H40C 109.5 . . ?
N5B C41 C42B 107.1(4) . . ?
C42A C41 N5A 107.1(4) . . ?
N5B C41 C10 131.5(4) . . ?
C42A C41 C10 131.5(4) . . ?
C42B C41 C10 121.4(4) . . ?
N5A C41 C10 121.4(4) . . ?
C41 C42A C43 108.2(4) . . ?
C41 C42A H42A 125.9 . . ?
C43 C42A H42A 125.9 . . ?
C41 N5A C44 109.5(5) . . ?
C41 N5A H5A 125.2 . . ?
C44 N5A H5A 125.2 . . ?
C41 N5B C43 108.2(4) . . ?
C41 N5B H5B 125.9 . . ?
C43 N5B H5B 125.9 . . ?
C41 C42B C44 109.5(5) . . ?
C41 C42B H42B 125.2 . . ?
C44 C42B H42B 125.2 . . ?
C44 C43 C42A 107.1(5) . . ?
C44 C43 N5B 107.1(5) . . ?
C44 C43 H43 126.4 . . ?
C42A C43 H43 126.4 . . ?
C43 C44 N5A 108.0(5) . . ?
C43 C44 C42B 108.0(5) . . ?
C43 C44 H44 126.0 . . ?
N5A C44 H44 126.0 . . ?
C1 N1 C4 109.5(3) . . ?
C1 N1 Cu1 117.1(2) . . ?
C4 N1 Cu1 133.4(2) . . ?
C9 N2 C6 107.8(2) . . ?
C9 N2 Cu1 125.6(2) . . ?
C6 N2 Cu1 126.3(2) . . ?
C11 N3 C14 107.3(3) . . ?
C11 N3 Cu1 123.6(2) . . ?
C14 N3 Cu1 125.4(2) . . ?
C19 N4 C16 109.9(3) . . ?
C19 N4 Cu1 116.1(2) . . ?
C16 N4 Cu1 132.5(2) . . ?
C23 O1 C26 117.7(3) . . ?
C37 O3 C40 115.7(3) . . ?
N1 Cu1 N4 81.19(11) . . ?
N1 Cu1 N2 90.77(11) . . ?
N4 Cu1 N2 169.17(12) . . ?
N1 Cu1 N3 171.90(11) . . ?
N4 Cu1 N3 90.70(11) . . ?
N2 Cu1 N3 97.24(11) . . ?
Cl3_3 C1C_3 Cl1_3 111.4(4) . . ?
Cl3_3 C1C_3 Cl2_3 107.9(4) . . ?
Cl1_3 C1C_3 Cl2_3 109.7(4) . . ?
Cl3_3 C1C_3 H1C_3 109.3 . . ?
Cl1_3 C1C_3 H1C_3 109.3 . . ?
Cl2_3 C1C_3 H1C_3 109.3 . . ?
Cl3_4 C1C_4 Cl1_4 111.7(7) . . ?
Cl3_4 C1C_4 Cl2_4 108.4(7) . . ?
Cl1_4 C1C_4 Cl2_4 109.4(7) . . ?
Cl3_4 C1C_4 H1C_4 109.1 . . ?
Cl1_4 C1C_4 H1C_4 109.1 . . ?
Cl2_4 C1C_4 H1C_4 109.1 . . ?
Cl3_5 C1C_5 Cl1_5 112.1(6) . . ?
Cl3_5 C1C_5 Cl2_5 107.9(6) . . ?
Cl1_5 C1C_5 Cl2_5 108.2(6) . . ?
Cl3_5 C1C_5 H1C_5 109.5 . . ?
Cl1_5 C1C_5 H1C_5 109.5 . . ?
Cl2_5 C1C_5 H1C_5 109.5 . . ?

_refine_diff_density_max         1.383
_refine_diff_density_min         -1.674
_refine_diff_density_rms         0.116

_shelxl_version_number           2014/6

