# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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_levobipyamr-3
_database_code_depnum_ccdc_archive 'CCDC 1917610'
loop_
_audit_author_name
_audit_author_address
'Dhanraj Masram'
;Department of Chemistry, University of Delhi
India
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-08-22 downloaded from the CCDC.
;
_audit_creation_date             2019-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C28 H29 Cl Cu F N6 O4, 2(Cl)'
_chemical_formula_sum            'C28 H29 Cl3 Cu F N6 O4'
_chemical_formula_weight         702.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H28 Cl Cu F N6 O4'
_chemical_oxdiff_usercomment     17-05-2018
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
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                   15.1992(16)
_cell_length_b                   13.4765(11)
_cell_length_c                   15.5358(17)
_cell_angle_alpha                90
_cell_angle_beta                 103.078(11)
_cell_angle_gamma                90
_cell_volume                     3099.7(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6281
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      23.3200
_cell_measurement_theta_min      3.4490
_shelx_estimated_absorpt_T_max   0.932
_shelx_estimated_absorpt_T_min   0.914
_exptl_absorpt_coefficient_mu    1.013
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.83766
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'light green'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.505
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1440
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0773
_diffrn_reflns_av_unetI/netI     0.0637
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            41879
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.369
_diffrn_reflns_theta_min         3.310
_diffrn_ambient_temperature      298.15
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9853
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -84.00   5.00   1.00    4.50    --  -15.17 -77.00 -60.00   89
  2  ω    -13.00  21.00   1.00    4.50    --  -15.17 -99.00   0.00   34
  3  ω    -84.00  10.00   1.00    4.50    --  -15.17 -77.00 120.00   94
  4  ω     23.00  87.00   1.00    4.50    --   19.00  57.00  30.00   64
  5  ω    -24.00  59.00   1.00    4.50    --   19.00 -99.00-180.00   83
  6  ω    -49.00  37.00   1.00    4.50    --   19.00 -57.00  60.00   86
  7  ω    -49.00  37.00   1.00    4.50    --   19.00 -57.00-120.00   86
  8  ω     22.00  87.00   1.00    4.50    --   19.00  57.00-150.00   65
  9  ω    -18.00  64.00   1.00    4.50    --   19.00-107.00  17.49   82
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0141435000
_diffrn_orient_matrix_UB_12      0.0127335000
_diffrn_orient_matrix_UB_13      -0.0391075000
_diffrn_orient_matrix_UB_21      -0.0048922000
_diffrn_orient_matrix_UB_22      -0.0502483000
_diffrn_orient_matrix_UB_23      -0.0138941000
_diffrn_orient_matrix_UB_31      -0.0455075000
_diffrn_orient_matrix_UB_32      0.0090631000
_diffrn_orient_matrix_UB_33      -0.0217966000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4140
_reflns_number_total             6335
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.482
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.069
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     431
_refine_ls_number_reflns         6335
_refine_ls_number_restraints     109
_refine_ls_R_factor_all          0.1074
_refine_ls_R_factor_gt           0.0697
_refine_ls_restrained_S_all      1.072
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0589P)²+3.9256P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1598
_refine_ls_wR_factor_ref         0.1790
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
 N3-H3
 0.94 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
Uanis(C2) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(C4) \\sim Ueq, Uanis(C1) \\sim
Ueq: with sigma of 0.1 and sigma for terminal atoms of 0.2
4. Rigid body (RIGU) restrains
 N4, C21, O4, C30A, C23, C15, C20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
 O4, N4, C15, C30B, C29, C22, C16, C20
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: C30B(0.5) H30A(0.5) H30B(0.5) H30C(0.5) C23(0.5) H23(0.5) C29(0.5)
 H29(0.5) C21(0.5) H21A(0.5) H21B(0.5) C22(0.5) H22A(0.5) H22B(0.5) C30A(0.5)
 H30D(0.5) H30E(0.5) H30F(0.5) Cl5(0.6666) Cl6(0.3333)
6.a Ternary CH refined with riding coordinates:
 N6(H6), C23(H23), C29(H29)
6.b Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C26(H26A,H26B), C24(H24A,H24B), C27(H27A,H27B), C21(H21A,
 H21B), C22(H22A,H22B)
6.c Aromatic/amide H refined with riding coordinates:
 C17(H17), C16(H16), C10(H10), C7(H7), C4(H4), C8(H8), C9(H9), C1(H1), C2(H2),
 C3(H3A)
6.d Idealised Me refined as rotating group:
 C28(H28A,H28B,H28C), C30B(H30A,H30B,H30C), C30A(H30D,H30E,H30F)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cu1 Cu 0.54232(4) 0.17384(5) 0.74534(4) 0.0496(2) Uani 1 1 d . . . . .
Cl1 Cl 0.61422(10) 0.09300(11) 0.88783(10) 0.0701(4) Uani 1 1 d . . . . .
F1 F 0.8545(2) 0.0501(2) 0.5151(2) 0.0689(9) Uani 1 1 d . . . . .
O4 O 0.6894(2) -0.2480(3) 0.4684(3) 0.0646(9) Uani 1 1 d . U . . .
O2 O 0.6026(2) 0.1099(3) 0.6613(2) 0.0546(9) Uani 1 1 d . . . . .
O1 O 0.4411(2) 0.0853(3) 0.7106(3) 0.0638(10) Uani 1 1 d . . . . .
O3 O 0.3749(2) -0.0592(3) 0.6774(3) 0.0767(12) Uani 1 1 d . . . . .
N6 N 0.9510(3) -0.2765(3) 0.3892(3) 0.0529(10) Uani 1 1 d . . . . .
H6 H 0.970394 -0.236440 0.344257 0.063 Uiso 1 1 calc R . . . .
N4 N 0.5600(3) -0.1661(3) 0.5509(3) 0.0591(11) Uani 1 1 d . U . . .
N5 N 0.8344(3) -0.1384(4) 0.4443(3) 0.0672(13) Uani 1 1 d . . . . .
N1 N 0.4602(2) 0.2711(3) 0.7853(2) 0.0486(10) Uani 1 1 d . . . . .
N2 N 0.6340(2) 0.2823(3) 0.7513(3) 0.0506(10) Uani 1 1 d . . . . .
N3 N 0.5280(3) 0.4124(3) 0.7385(3) 0.0647(13) Uani 1 1 d D . . . .
C14 C 0.6486(3) -0.0161(3) 0.5796(3) 0.0433(11) Uani 1 1 d . . . . .
C19 C 0.7732(3) -0.0996(4) 0.4882(3) 0.0491(12) Uani 1 1 d . . . . .
C13 C 0.5856(3) 0.0249(4) 0.6268(3) 0.0446(11) Uani 1 1 d . . . . .
C20 C 0.6989(3) -0.1531(4) 0.4997(3) 0.0500(11) Uani 1 1 d . U . . .
C17 C 0.7248(3) 0.0370(4) 0.5702(3) 0.0495(12) Uani 1 1 d . . . . .
H17 H 0.735416 0.100168 0.594378 0.059 Uiso 1 1 calc R . . . .
C18 C 0.7833(3) -0.0033(4) 0.5260(3) 0.0491(12) Uani 1 1 d . . . . .
C16 C 0.5016(3) -0.1265(4) 0.5940(4) 0.0573(13) Uani 1 1 d . U . . .
H16 H 0.451367 -0.164051 0.598178 0.069 Uiso 1 1 calc R . . . .
C25 C 0.9776(3) -0.2230(4) 0.4749(3) 0.0556(13) Uani 1 1 d . . . . .
H25A H 1.042480 -0.212858 0.489179 0.067 Uiso 1 1 calc R . . . .
H25B H 0.962588 -0.263461 0.521220 0.067 Uiso 1 1 calc R . . . .
C5 C 0.4603(3) 0.3683(4) 0.7692(4) 0.0564(13) Uani 1 1 d . . . . .
C10 C 0.7193(3) 0.2535(4) 0.7511(4) 0.0604(14) Uani 1 1 d . . . . .
H10 H 0.734931 0.187450 0.763384 0.072 Uiso 1 1 calc R . . . .
C26 C 0.8511(3) -0.2870(4) 0.3626(4) 0.0612(14) Uani 1 1 d . . . . .
H26A H 0.830301 -0.329331 0.404427 0.073 Uiso 1 1 calc R . . . .
H26B H 0.834333 -0.317857 0.304777 0.073 Uiso 1 1 calc R . . . .
C15 C 0.6351(3) -0.1119(4) 0.5419(3) 0.0459(10) Uani 1 1 d . U . . .
C6 C 0.6134(3) 0.3775(4) 0.7355(3) 0.0511(12) Uani 1 1 d . . . . .
C24 C 0.9314(3) -0.1252(4) 0.4721(4) 0.0625(15) Uani 1 1 d . . . . .
H24A H 0.946279 -0.094853 0.530260 0.075 Uiso 1 1 calc R . . . .
H24B H 0.952011 -0.081407 0.431215 0.075 Uiso 1 1 calc R . . . .
C7 C 0.6748(4) 0.4453(4) 0.7159(4) 0.0661(15) Uani 1 1 d . . . . .
H7 H 0.658191 0.511215 0.704471 0.079 Uiso 1 1 calc R . . . .
C11 C 0.4366(3) -0.0012(4) 0.6762(3) 0.0542(13) Uani 1 1 d . . . . .
C12 C 0.5107(3) -0.0338(4) 0.6327(3) 0.0463(11) Uani 1 1 d . . . . .
C4 C 0.3909(4) 0.4306(5) 0.7845(4) 0.0693(16) Uani 1 1 d . U . . .
H4 H 0.391444 0.497929 0.771472 0.083 Uiso 1 1 calc R . . . .
C27 C 0.8068(3) -0.1872(4) 0.3597(3) 0.0555(13) Uani 1 1 d . . . . .
H27A H 0.823485 -0.146730 0.314315 0.067 Uiso 1 1 calc R . . . .
H27B H 0.741640 -0.195103 0.344983 0.067 Uiso 1 1 calc R . . . .
C8 C 0.7594(4) 0.4145(5) 0.7133(4) 0.0693(16) Uani 1 1 d . . . . .
H8 H 0.800548 0.458492 0.698202 0.083 Uiso 1 1 calc R . . . .
C28 C 0.9981(4) -0.3747(4) 0.3941(5) 0.086(2) Uani 1 1 d . . . . .
H28A H 1.062247 -0.364577 0.410087 0.129 Uiso 1 1 calc GR . . . .
H28B H 0.982034 -0.406917 0.337647 0.129 Uiso 1 1 calc GR . . . .
H28C H 0.980156 -0.415519 0.437846 0.129 Uiso 1 1 calc GR . . . .
C9 C 0.7833(4) 0.3162(5) 0.7338(4) 0.0672(16) Uani 1 1 d . . . . .
H9 H 0.841587 0.293881 0.735549 0.081 Uiso 1 1 calc R . . . .
C1 C 0.3926(3) 0.2346(5) 0.8205(3) 0.0607(14) Uani 1 1 d . U . . .
H1 H 0.392696 0.167311 0.833733 0.073 Uiso 1 1 calc R . . . .
C2 C 0.3246(4) 0.2923(5) 0.8372(4) 0.0705(17) Uani 1 1 d . U . . .
H2 H 0.279451 0.264816 0.861295 0.085 Uiso 1 1 calc R . . . .
C3 C 0.3243(4) 0.3930(6) 0.8175(4) 0.0769(19) Uani 1 1 d . U . . .
H3A H 0.278153 0.433690 0.827331 0.092 Uiso 1 1 calc R . . . .
Cl0A Cl 1.01708(12) -0.15131(11) 0.24971(11) 0.0797(5) Uani 1 1 d . . . . .
C30B C 0.4782(11) -0.3132(18) 0.5003(19) 0.109(6) Uani 0.5 1 d . U P A 2
H30A H 0.440803 -0.301580 0.541518 0.164 Uiso 0.5 1 calc GR . P A 2
H30B H 0.482398 -0.383202 0.490743 0.164 Uiso 0.5 1 calc GR . P A 2
H30C H 0.452181 -0.281052 0.445307 0.164 Uiso 0.5 1 calc GR . P A 2
C23 C 0.5375(10) -0.2542(10) 0.4877(10) 0.068(3) Uani 0.5 1 d . U P B 1
H23 H 0.524057 -0.231250 0.426277 0.081 Uiso 0.5 1 calc R . P B 1
C29 C 0.5569(9) -0.2782(10) 0.5315(10) 0.067(3) Uani 0.5 1 d . U P A 2
H29 H 0.588027 -0.315773 0.583444 0.080 Uiso 0.5 1 calc R . P A 2
C21 C 0.6372(9) -0.3064(10) 0.5130(11) 0.077(3) Uani 0.5 1 d . U P B 1
H21A H 0.661802 -0.305026 0.576334 0.093 Uiso 0.5 1 calc R . P B 1
H21B H 0.634354 -0.374629 0.492753 0.093 Uiso 0.5 1 calc R . P B 1
C22 C 0.6036(9) -0.2876(11) 0.4594(10) 0.078(3) Uani 0.5 1 d . U P A 2
H22A H 0.607452 -0.357868 0.447041 0.093 Uiso 0.5 1 calc R . P A 2
H22B H 0.565304 -0.257833 0.407349 0.093 Uiso 0.5 1 calc R . P A 2
C30A C 0.4514(11) -0.3148(15) 0.5082(14) 0.073(4) Uani 0.5 1 d . U P B 1
H30D H 0.459268 -0.322915 0.570914 0.110 Uiso 0.5 1 calc GR . P B 1
H30E H 0.447450 -0.378799 0.480517 0.110 Uiso 0.5 1 calc GR . P B 1
H30F H 0.396908 -0.278260 0.485343 0.110 Uiso 0.5 1 calc GR . P B 1
Cl5 Cl 0.7665(11) 0.4352(9) 0.4459(10) 0.460(10) Uani 0.6666 1 d . . P C -1
Cl6 Cl 0.7225(8) 0.5034(12) 0.4662(12) 0.257(7) Uani 0.3333 1 d . . P C 1
H3 H 0.538(4) 0.478(2) 0.757(4) 0.10(2) Uiso 1 1 d 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 Cl1 2.4873(16) . ?
Cu1 O2 1.956(3) . ?
Cu1 O1 1.925(3) . ?
Cu1 N1 2.003(4) . ?
Cu1 N2 2.007(4) . ?
C30Bb H30A 0.9600 . ?
C30Bb H30B 0.9600 . ?
C30Bb H30C 0.9600 . ?
C23a H23 0.9800 . ?
C30Bb C29 1.274(18) . ?
C29b H29 0.9800 . ?
C23a C21 1.64(2) . ?
C21a H21A 0.9700 . ?
C21a H21B 0.9700 . ?
C29b C22 1.461(19) . ?
C22b H22A 0.9700 . ?
C22b H22B 0.9700 . ?
C23a C30A 1.634(17) . ?
C30Aa H30D 0.9600 . ?
C30Aa H30E 0.9600 . ?
C30Aa H30F 0.9600 . ?
F1 C18 1.343(5) . ?
O4 C20 1.365(6) . ?
O4 C21 1.406(13) . ?
O4 C22 1.386(12) . ?
O2 C13 1.267(5) . ?
O1 C11 1.277(6) . ?
O3 C11 1.225(6) . ?
N6 H6 0.9800 . ?
N6 C25 1.487(6) . ?
N6 C26 1.488(6) . ?
N6 C28 1.498(7) . ?
N4 C16 1.339(6) . ?
N4 C15 1.388(6) . ?
N4 C23 1.529(14) . ?
N4 C29 1.539(14) . ?
N5 C19 1.375(6) . ?
N5 C24 1.451(6) . ?
N5 C27 1.444(6) . ?
N1 C5 1.333(7) . ?
N1 C1 1.361(6) . ?
N2 C10 1.354(6) . ?
N2 C6 1.330(6) . ?
N3 C5 1.365(7) . ?
N3 C6 1.390(6) . ?
N3 H3 0.93(2) . ?
C14 C13 1.441(6) . ?
C14 C17 1.398(6) . ?
C14 C15 1.413(6) . ?
C19 C20 1.385(7) . ?
C19 C18 1.419(7) . ?
C13 C12 1.407(6) . ?
C20 C15 1.402(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.353(6) . ?
C16 H16 0.9300 . ?
C16 C12 1.379(7) . ?
C25 H25A 0.9700 . ?
C25 H25B 0.9700 . ?
C25 C24 1.490(7) . ?
C5 C4 1.410(7) . ?
C10 H10 0.9300 . ?
C10 C9 1.360(7) . ?
C26 H26A 0.9700 . ?
C26 H26B 0.9700 . ?
C26 C27 1.500(7) . ?
C6 C7 1.389(7) . ?
C24 H24A 0.9700 . ?
C24 H24B 0.9700 . ?
C7 H7 0.9300 . ?
C7 C8 1.359(8) . ?
C11 C12 1.505(7) . ?
C4 H4 0.9300 . ?
C4 C3 1.334(8) . ?
C27 H27A 0.9700 . ?
C27 H27B 0.9700 . ?
C8 H8 0.9300 . ?
C8 C9 1.392(8) . ?
C28 H28A 0.9600 . ?
C28 H28B 0.9600 . ?
C28 H28C 0.9600 . ?
C9 H9 0.9300 . ?
C1 H1 0.9300 . ?
C1 C2 1.363(7) . ?
C2 H2 0.9300 . ?
C2 C3 1.391(9) . ?
C3 H3A 0.9300 . ?
Cl5 Cl6 1.219(15) . ?

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
C22b C29b N4 103.7(11) . . ?
C30Bb C29b N4 115.0(15) . . ?
C29b C30Bb H30A 109.5 . . ?
C29b C30Bb H30B 109.5 . . ?
H30Ab C30Bb H30B 109.5 . . ?
H30Ab C30Bb H30C 109.5 . . ?
H30Bb C30Bb H30C 109.5 . . ?
O2 Cu1 Cl1 102.90(11) . . ?
O2 Cu1 N1 156.03(16) . . ?
O2 Cu1 N2 85.77(15) . . ?
O1 Cu1 Cl1 98.05(13) . . ?
O1 Cu1 O2 90.31(14) . . ?
O1 Cu1 N1 88.75(16) . . ?
O1 Cu1 N2 165.20(17) . . ?
C29b C30Bb H30C 109.5 . . ?
C30Aa C23a H23 110.3 . . ?
N1 Cu1 Cl1 100.95(12) . . ?
N1 Cu1 N2 89.07(16) . . ?
N2 Cu1 Cl1 96.74(13) . . ?
C20 O4 C21 111.9(6) . . ?
C20 O4 C22 114.7(7) . . ?
C21a C23a H23 110.3 . . ?
C22b C29b H29 111.0 . . ?
C30Bb C29b H29 111.0 . . ?
C30Aa C23a C21 118.5(12) . . ?
C13 O2 Cu1 126.8(3) . . ?
C11 O1 Cu1 130.3(3) . . ?
C25 N6 H6 107.8 . . ?
C25 N6 C26 110.4(4) . . ?
C25 N6 C28 110.7(4) . . ?
C26 N6 H6 107.8 . . ?
C26 N6 C28 112.1(4) . . ?
C23a C21a H21A 111.0 . . ?
H21Aa C21a H21B 109.0 . . ?
C23a C21a H21B 111.0 . . ?
C30Bb C29b C22 104.7(16) . . ?
C29b C22b H22A 107.3 . . ?
C29b C22b H22B 107.3 . . ?
H22Ab C22b H22B 106.9 . . ?
C28 N6 H6 107.8 . . ?
C16 N4 C15 119.7(4) . . ?
C16 N4 C23 123.6(6) . . ?
C16 N4 C29 119.6(6) . . ?
C15 N4 C23 114.4(6) . . ?
C15 N4 C29 119.1(6) . . ?
C19 N5 C24 124.2(4) . . ?
C19 N5 C27 122.3(4) . . ?
C27 N5 C24 113.2(4) . . ?
C5 N1 Cu1 123.9(3) . . ?
C5 N1 C1 117.6(4) . . ?
C1 N1 Cu1 117.9(4) . . ?
C10 N2 Cu1 116.5(4) . . ?
C23a C30Aa H30D 109.5 . . ?
C23a C30Aa H30E 109.5 . . ?
H30Da C30Aa H30E 109.5 . . ?
H30Da C30Aa H30F 109.5 . . ?
C23a C30Aa H30F 109.5 . . ?
H30Ea C30Aa H30F 109.5 . . ?
O4 C21a C23 103.7(11) . . ?
O4 C22b C29 119.9(10) . . ?
O4 C21a H21A 111.0 . . ?
O4 C21a H21B 111.0 . . ?
O4 C22b H22A 107.3 . . ?
O4 C22b H22B 107.3 . . ?
C6 N2 Cu1 124.2(3) . . ?
C6 N2 C10 117.5(4) . . ?
C5 N3 C6 130.4(5) . . ?
C5 N3 H3 113(4) . . ?
C6 N3 H3 104(4) . . ?
C17 C14 C13 121.2(4) . . ?
C17 C14 C15 118.0(4) . . ?
C15 C14 C13 120.7(4) . . ?
N5 C19 C20 122.0(5) . . ?
N5 C19 C18 122.1(4) . . ?
C20 C19 C18 116.0(4) . . ?
O2 C13 C14 117.9(4) . . ?
O2 C13 C12 124.9(4) . . ?
C12 C13 C14 117.2(4) . . ?
O4 C20 C19 117.7(4) . . ?
O4 C20 C15 120.6(4) . . ?
C19 C20 C15 121.6(4) . . ?
C14 C17 H17 119.9 . . ?
C18 C17 C14 120.2(5) . . ?
C18 C17 H17 119.9 . . ?
F1 C18 C19 117.0(4) . . ?
F1 C18 C17 119.3(4) . . ?
C17 C18 C19 123.7(4) . . ?
N4 C16 H16 117.8 . . ?
N4 C16 C12 124.5(5) . . ?
C12 C16 H16 117.8 . . ?
N6 C25 H25A 109.2 . . ?
N6 C25 H25B 109.2 . . ?
N6 C25 C24 111.9(4) . . ?
H25A C25 H25B 107.9 . . ?
C24 C25 H25A 109.2 . . ?
N4 C23a H23 110.3 . . ?
N4 C29b H29 111.0 . . ?
N4 C23a C21 96.9(9) . . ?
N4 C23a C30A 109.6(11) . . ?
C24 C25 H25B 109.2 . . ?
N1 C5 N3 121.7(4) . . ?
N1 C5 C4 121.4(5) . . ?
N3 C5 C4 116.9(5) . . ?
N2 C10 H10 118.3 . . ?
N2 C10 C9 123.4(5) . . ?
C9 C10 H10 118.3 . . ?
N6 C26 H26A 109.6 . . ?
N6 C26 H26B 109.6 . . ?
N6 C26 C27 110.3(4) . . ?
H26A C26 H26B 108.1 . . ?
C27 C26 H26A 109.6 . . ?
C27 C26 H26B 109.6 . . ?
N4 C15 C14 118.9(4) . . ?
N4 C15 C20 120.7(4) . . ?
C20 C15 C14 120.3(4) . . ?
N2 C6 N3 120.2(4) . . ?
N2 C6 C7 122.2(5) . . ?
C7 C6 N3 117.6(5) . . ?
N5 C24 C25 109.9(5) . . ?
N5 C24 H24A 109.7 . . ?
N5 C24 H24B 109.7 . . ?
C25 C24 H24A 109.7 . . ?
C25 C24 H24B 109.7 . . ?
H24A C24 H24B 108.2 . . ?
C6 C7 H7 120.2 . . ?
C8 C7 C6 119.6(5) . . ?
C8 C7 H7 120.2 . . ?
O1 C11 C12 118.7(4) . . ?
O3 C11 O1 123.1(5) . . ?
O3 C11 C12 118.3(5) . . ?
C13 C12 C11 124.3(4) . . ?
C16 C12 C13 119.0(4) . . ?
C16 C12 C11 116.7(4) . . ?
C5 C4 H4 120.0 . . ?
C3 C4 C5 120.0(6) . . ?
C3 C4 H4 120.0 . . ?
N5 C27 C26 110.2(4) . . ?
N5 C27 H27A 109.6 . . ?
N5 C27 H27B 109.6 . . ?
C26 C27 H27A 109.6 . . ?
C26 C27 H27B 109.6 . . ?
H27A C27 H27B 108.1 . . ?
C7 C8 H8 120.5 . . ?
C7 C8 C9 118.9(5) . . ?
C9 C8 H8 120.5 . . ?
N6 C28 H28A 109.5 . . ?
N6 C28 H28B 109.5 . . ?
N6 C28 H28C 109.5 . . ?
H28A C28 H28B 109.5 . . ?
H28A C28 H28C 109.5 . . ?
H28B C28 H28C 109.5 . . ?
C10 C9 C8 118.3(5) . . ?
C10 C9 H9 120.8 . . ?
C8 C9 H9 120.8 . . ?
N1 C1 H1 118.5 . . ?
N1 C1 C2 123.0(6) . . ?
C2 C1 H1 118.5 . . ?
C1 C2 H2 120.7 . . ?
C1 C2 C3 118.6(6) . . ?
C3 C2 H2 120.7 . . ?
C4 C3 C2 119.4(5) . . ?
C4 C3 H3A 120.3 . . ?
C2 C3 H3A 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C22b O4 C20 C19 -162.9(8) . . . . ?
C30Bb C29b C22b O4 174.3(17) . . . . ?
C30Aa C23a C21a O4 166.1(11) . . . . ?
C21a O4 C20 C19 155.7(8) . . . . ?
C22b O4 C20 C15 17.0(10) . . . . ?
C21a O4 C20 C15 -24.5(9) . . . . ?
Cu1 O2 C13 C14 -168.5(3) . . . . ?
Cu1 O2 C13 C12 9.8(7) . . . . ?
C23a N4 C16 C12 -162.7(8) . . . . ?
Cu1 O1 C11 O3 161.2(4) . . . . ?
Cu1 O1 C11 C12 -18.3(7) . . . . ?
C29b N4 C16 C12 164.3(8) . . . . ?
Cu1 N1 C5 N3 -12.6(7) . . . . ?
Cu1 N1 C5 C4 168.3(4) . . . . ?
Cu1 N1 C1 C2 -169.6(4) . . . . ?
Cu1 N2 C10 C9 163.8(4) . . . . ?
C29b N4 C15 C14 -164.7(7) . . . . ?
C23a N4 C15 C14 164.0(7) . . . . ?
C23a N4 C15 C20 -19.0(9) . . . . ?
C29b N4 C15 C20 12.3(9) . . . . ?
Cu1 N2 C6 N3 18.6(7) . . . . ?
Cu1 N2 C6 C7 -161.5(4) . . . . ?
O4 C20 C15 N4 -1.4(7) . . . . ?
O4 C20 C15 C14 175.6(4) . . . . ?
O2 C13 C12 C16 -178.2(5) . . . . ?
O2 C13 C12 C11 4.1(8) . . . . ?
O1 C11 C12 C13 -0.3(8) . . . . ?
O1 C11 C12 C16 -178.0(5) . . . . ?
O3 C11 C12 C13 -179.8(5) . . . . ?
O3 C11 C12 C16 2.4(7) . . . . ?
N6 C25 C24 N5 54.6(6) . . . . ?
N6 C26 C27 N5 -56.6(6) . . . . ?
N4 C29b C22b O4 53.4(17) . . . . ?
N4 C23a C21a O4 -77.1(10) . . . . ?
N4 C16 C12 C13 0.5(8) . . . . ?
N4 C16 C12 C11 178.4(5) . . . . ?
N5 C19 C20 O4 2.1(7) . . . . ?
N5 C19 C20 C15 -177.8(5) . . . . ?
N5 C19 C18 F1 1.7(7) . . . . ?
N5 C19 C18 C17 -179.5(5) . . . . ?
N1 C5 C4 C3 1.6(8) . . . . ?
N1 C1 C2 C3 0.0(8) . . . . ?
N2 C10 C9 C8 -1.5(8) . . . . ?
N2 C6 C7 C8 -0.7(8) . . . . ?
N3 C5 C4 C3 -177.5(5) . . . . ?
N3 C6 C7 C8 179.2(5) . . . . ?
C14 C13 C12 C16 0.2(7) . . . . ?
C14 C13 C12 C11 -177.5(4) . . . . ?
C14 C17 C18 F1 177.8(4) . . . . ?
C14 C17 C18 C19 -0.9(8) . . . . ?
C19 N5 C24 C25 129.8(6) . . . . ?
C19 N5 C27 C26 -128.2(5) . . . . ?
C19 C20 C15 N4 178.4(5) . . . . ?
C19 C20 C15 C14 -4.6(7) . . . . ?
C13 C14 C17 C18 179.7(5) . . . . ?
C13 C14 C15 N4 0.0(7) . . . . ?
C13 C14 C15 C20 -177.0(4) . . . . ?
C20 O4 C21a C23a 64.5(10) . . . . ?
C20 O4 C22b C29b -47.4(17) . . . . ?
C20 C19 C18 F1 -179.6(4) . . . . ?
C20 C19 C18 C17 -0.8(7) . . . . ?
C17 C14 C13 O2 -1.6(7) . . . . ?
C17 C14 C13 C12 179.9(4) . . . . ?
C17 C14 C15 N4 179.7(4) . . . . ?
C17 C14 C15 C20 2.7(7) . . . . ?
C18 C19 C20 O4 -176.6(4) . . . . ?
C18 C19 C20 C15 3.6(7) . . . . ?
C16 N4 C29b C22b 160.1(8) . . . . ?
C16 N4 C29b C30Bb 46(2) . . . . ?
C16 N4 C23a C30Aa -20.3(14) . . . . ?
C16 N4 C23a C21a -143.9(8) . . . . ?
C16 N4 C15 C14 0.7(7) . . . . ?
C16 N4 C15 C20 177.7(5) . . . . ?
C25 N6 C26 C27 55.4(6) . . . . ?
C5 N1 C1 C2 2.0(7) . . . . ?
C5 N3 C6 N2 11.7(9) . . . . ?
C5 N3 C6 C7 -168.2(6) . . . . ?
C5 C4 C3 C2 0.4(9) . . . . ?
C10 N2 C6 N3 -177.3(5) . . . . ?
C10 N2 C6 C7 2.6(7) . . . . ?
C26 N6 C25 C24 -55.0(6) . . . . ?
C15 N4 C23a C30Aa 177.1(10) . . . . ?
C15 N4 C29b C22b -34.5(13) . . . . ?
C15 N4 C23a C21a 53.6(10) . . . . ?
C15 N4 C29b C30Bb -148.2(17) . . . . ?
C15 N4 C16 C12 -1.0(8) . . . . ?
C15 C14 C13 O2 178.0(4) . . . . ?
C15 C14 C13 C12 -0.5(7) . . . . ?
C15 C14 C17 C18 0.0(7) . . . . ?
C6 N2 C10 C9 -1.5(8) . . . . ?
C6 N3 C5 N1 -14.9(9) . . . . ?
C6 N3 C5 C4 164.2(5) . . . . ?
C6 C7 C8 C9 -2.3(9) . . . . ?
C24 N5 C19 C20 -139.2(6) . . . . ?
C24 N5 C19 C18 39.4(8) . . . . ?
C24 N5 C27 C26 58.3(6) . . . . ?
C7 C8 C9 C10 3.3(9) . . . . ?
C27 N5 C19 C20 48.0(8) . . . . ?
C27 N5 C19 C18 -133.4(5) . . . . ?
C27 N5 C24 C25 -56.8(6) . . . . ?
C28 N6 C25 C24 -179.7(5) . . . . ?
C28 N6 C26 C27 179.2(5) . . . . ?
C1 N1 C5 N3 176.4(5) . . . . ?
C1 N1 C5 C4 -2.7(7) . . . . ?
C1 C2 C3 C4 -1.2(9) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.276
_oxdiff_exptl_absorpt_empirical_full_min 0.852
####################################################################### 
# 
# 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_levocubatho
_database_code_depnum_ccdc_archive 'CCDC 1917611'
loop_
_audit_author_name
_audit_author_address
'Dhanraj Masram'
;Department of Chemistry, University of Delhi
India
;
_audit_update_record             
;
2019-08-13 deposited with the CCDC.	2019-08-22 downloaded from the CCDC.
;
_audit_creation_date             2019-07-24
_audit_creation_method           
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         'C42 H36 Cl Cu F N5 O4, 2(Cl)'
_chemical_formula_sum            'C42 H36 Cl3 Cu F N5 O4'
_chemical_formula_weight         863.65
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C42 H35 Cl Cu F N5 O4 '
_chemical_oxdiff_usercomment     26-04-2018
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

_cell_length_a                   12.5234(11)
_cell_length_b                   13.0688(14)
_cell_length_c                   13.2794(12)
_cell_angle_alpha                101.577(8)
_cell_angle_beta                 108.055(8)
_cell_angle_gamma                94.122(8)
_cell_volume                     2003.2(3)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    4798
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      23.9380
_cell_measurement_theta_min      3.5090
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.932
_exptl_absorpt_coefficient_mu    0.799
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.59595
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'bluish green'
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_modifier   bluish
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.432
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             888
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.06
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0919
_diffrn_reflns_av_unetI/netI     0.0911
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            25673
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.681
_diffrn_reflns_theta_min         3.425
_diffrn_ambient_temperature      293(2)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9853
_diffrn_detector_type            Sapphire3
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω     -9.00  79.00   1.00    7.50    --   19.00  77.00  90.00   88
  2  ω      1.00  83.00   1.00    7.50    --   19.00  57.00   0.00   82
  3  ω      0.00  87.00   1.00    7.50    --   19.00  57.00 -90.00   87
  4  ω    -24.00  59.00   1.00    7.50    --   19.00 -99.00 -60.00   83
  5  ω    -17.00  61.00   1.00    7.50    --   19.00-102.00  47.00   78
  6  ω    -18.00  64.00   1.00    7.50    --   19.00-107.00 134.89   82
  7  ω    -34.00  53.00   1.00    7.50    --  -15.17  57.00-150.00   87
  8  ω    -84.00   3.00   1.00    7.50    --  -15.17 -38.00 120.00   87
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Sapphire3'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0011345000
_diffrn_orient_matrix_UB_12      -0.0081903000
_diffrn_orient_matrix_UB_13      -0.0547839000
_diffrn_orient_matrix_UB_21      0.0259556000
_diffrn_orient_matrix_UB_22      0.0528669000
_diffrn_orient_matrix_UB_23      0.0105986000
_diffrn_orient_matrix_UB_31      0.0542907000
_diffrn_orient_matrix_UB_32      -0.0164939000
_diffrn_orient_matrix_UB_33      0.0150539000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4854
_reflns_number_total             7574
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         1.396
_refine_diff_density_min         -0.860
_refine_diff_density_rms         0.139
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.055
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     534
_refine_ls_number_reflns         7574
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.1396
_refine_ls_R_factor_gt           0.0998
_refine_ls_restrained_S_all      1.055
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1696P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2569
_refine_ls_wR_factor_ref         0.2935
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2. Restrained distances
3. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 1A with sigma of 0.04 and sigma
for terminal atoms of 0.08
4. Rigid body (RIGU) restrains
 H33A, C43, H43B, C44, H43A, H44A, H43C, H44B, C33, O4, N3
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.001
5. Others
 Fixed Sof: H33(0.5) H33A(0.5) C32(0.5) H32A(0.5) H32B(0.5) C34(0.5) H34A(0.5)
 H34B(0.5) H34C(0.5) C44(0.5) H44A(0.5) H44B(0.5) C43(0.5) H43A(0.5) H43B(0.5)
 H43C(0.5) Cl3(0.5) Cl1(0.5)
6.a Ternary CH refined with riding coordinates:
 C33(H33), C33(H33A), N5(H5)
6.b Secondary CH2 refined with riding coordinates:
 C32(H32A,H32B), C38(H38A,H38B), C40(H40A,H40B), C39(H39A,H39B), C41(H41A,
 H41B), C44(H44A,H44B)
6.c Me refined with riding coordinates:
 C42(H42A,H42B,H42C)
6.d Aromatic/amide H refined with riding coordinates:
 C2(H2), C6(H6), C30(H30), C18(H18), C7(H7), C11(H11), C35(H35), C12(H12),
 C1(H1), C14(H14), C15(H15), C20(H20), C17(H17), C21(H21), C24(H24), C16(H16),
 C22(H22), C23(H23)
6.e Idealised Me refined as rotating group:
 C34(H34A,H34B,H34C), C43(H43A,H43B,H43C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C33 C 0.3952(6) 0.2773(7) 0.4227(6) 0.0661(17) Uani 1 1 d . U . . .
H33 H 0.326885 0.297213 0.438068 0.079 Uiso 0.5 1 calc R . P A 1
H33A H 0.321734 0.231974 0.387427 0.079 Uiso 0.5 1 calc R U P B 2
C32 C 0.4952(9) 0.3164(12) 0.5291(9) 0.053(3) Uani 0.5 1 d . U P C 1
H32A H 0.500866 0.392000 0.555943 0.063 Uiso 0.5 1 calc R . P C 1
H32B H 0.485311 0.281684 0.584359 0.063 Uiso 0.5 1 calc R . P C 1
C34 C 0.3733(14) 0.1684(13) 0.3754(13) 0.081(4) Uani 0.5 1 d . U P C 1
H34A H 0.437228 0.146591 0.355731 0.122 Uiso 0.5 1 calc GR . P C 1
H34B H 0.307101 0.153410 0.311356 0.122 Uiso 0.5 1 calc GR . P C 1
H34C H 0.360741 0.130743 0.426688 0.122 Uiso 0.5 1 calc GR . P C 1
Cu1 Cu 0.36249(5) 0.59900(6) 0.06605(6) 0.0496(3) Uani 1 1 d . U . . .
Cl1 Cl 0.37165(16) 0.73861(17) 0.22705(14) 0.0775(6) Uani 1 1 d . U . . .
O1AA O 0.2349(3) 0.5012(4) 0.0581(4) 0.0632(12) Uani 1 1 d . U . . .
N1 N 0.4792(4) 0.6822(4) 0.0272(4) 0.0479(11) Uani 1 1 d . U . . .
O3 O 0.1402(3) 0.4013(4) 0.1237(4) 0.0633(12) Uani 1 1 d . U . . .
F1 F 0.8502(3) 0.4490(3) 0.3585(3) 0.0703(11) Uani 1 1 d . U . . .
N2 N 0.2594(4) 0.6635(4) -0.0455(4) 0.0441(11) Uani 1 1 d . U . . .
C27 C 0.4507(5) 0.4633(4) 0.2042(4) 0.0433(13) Uani 1 1 d . U . . .
C9 C 0.4373(4) 0.7412(4) -0.0430(4) 0.0410(12) Uani 1 1 d . U . . .
C10 C 0.6226(5) 0.8192(4) -0.0298(5) 0.0444(13) Uani 1 1 d . U . . .
O4 O 0.6002(4) 0.2898(5) 0.5034(4) 0.0802(15) Uani 1 1 d . U . . .
C8 C 0.5016(4) 0.8084(4) -0.0789(4) 0.0414(12) Uani 1 1 d . U . . .
C3 C 0.1381(4) 0.7786(5) -0.1911(4) 0.0450(13) Uani 1 1 d . U . . .
C2 C 0.0847(5) 0.7092(5) -0.1496(5) 0.0472(13) Uani 1 1 d . U . . .
H2 H 0.006050 0.700550 -0.169299 0.057 Uiso 1 1 calc R . . . .
N3 N 0.4162(4) 0.3411(4) 0.3479(4) 0.0524(12) Uani 1 1 d . U . . .
C28 C 0.5446(4) 0.4297(4) 0.2802(4) 0.0415(12) Uani 1 1 d . U . . .
C6 C 0.3297(5) 0.8513(5) -0.1975(4) 0.0455(13) Uani 1 1 d . U . . .
H6 H 0.294918 0.887522 -0.249451 0.055 Uiso 1 1 calc R . . . .
C30 C 0.3287(5) 0.3691(5) 0.2736(5) 0.0521(15) Uani 1 1 d . U . . .
H30 H 0.255586 0.346652 0.271270 0.062 Uiso 1 1 calc R . . . .
C31 C 0.6186(5) 0.3420(5) 0.4305(5) 0.0580(16) Uani 1 1 d . U . . .
C36 C 0.7420(5) 0.4272(5) 0.3596(5) 0.0517(15) Uani 1 1 d . U . . .
C37 C 0.7271(5) 0.3693(5) 0.4340(5) 0.0542(15) Uani 1 1 d . U . . .
C18 C 0.6843(5) 0.9914(5) -0.0672(5) 0.0532(15) Uani 1 1 d . U . . .
H18 H 0.620660 1.016929 -0.055485 0.064 Uiso 1 1 calc R . . . .
C7 C 0.4420(5) 0.8591(5) -0.1624(5) 0.0510(14) Uani 1 1 d . U . . .
H7 H 0.483457 0.898339 -0.192551 0.061 Uiso 1 1 calc R . . . .
C5 C 0.3142(4) 0.7293(4) -0.0847(4) 0.0400(12) Uani 1 1 d . U . . .
C11 C 0.6632(5) 0.7584(5) 0.0427(5) 0.0565(16) Uani 1 1 d . U . . .
H11 H 0.741259 0.762755 0.074733 0.068 Uiso 1 1 calc R . . . .
C35 C 0.6578(5) 0.4599(5) 0.2869(5) 0.0487(14) Uani 1 1 d . U . . .
H35 H 0.673875 0.501065 0.242391 0.058 Uiso 1 1 calc R . . . .
C4 C 0.2596(4) 0.7884(4) -0.1576(4) 0.0429(13) Uani 1 1 d . U . . .
C12 C 0.5927(5) 0.6911(5) 0.0701(5) 0.0549(15) Uani 1 1 d . U . . .
H12 H 0.624325 0.651001 0.119281 0.066 Uiso 1 1 calc R . . . .
C13 C 0.7017(4) 0.8904(4) -0.0578(4) 0.0433(13) Uani 1 1 d . U . . .
N4 N 0.8206(5) 0.3409(5) 0.5057(5) 0.0759(18) Uani 1 1 d . U . . .
C25 C 0.2301(4) 0.4452(4) 0.1230(5) 0.0467(13) Uani 1 1 d . U . . .
C1 C 0.1454(5) 0.6523(5) -0.0796(5) 0.0500(14) Uani 1 1 d . U . . .
H1 H 0.106123 0.604837 -0.055414 0.060 Uiso 1 1 calc R . . . .
C19 C 0.0750(5) 0.8409(5) -0.2621(5) 0.0489(14) Uani 1 1 d . U . . .
C26 C 0.3395(5) 0.4271(5) 0.2028(5) 0.0475(14) Uani 1 1 d . U . . .
C29 C 0.5236(4) 0.3685(5) 0.3500(4) 0.0462(13) Uani 1 1 d . U . . .
C14 C 0.8000(5) 0.8552(5) -0.0740(5) 0.0557(15) Uani 1 1 d . U . . .
H14 H 0.815400 0.787985 -0.066605 0.067 Uiso 1 1 calc R . . . .
C15 C 0.8731(5) 0.9197(6) -0.1006(6) 0.0645(18) Uani 1 1 d . U . . .
H15 H 0.938282 0.895544 -0.109932 0.077 Uiso 1 1 calc R . . . .
N5 N 0.9454(5) 0.3252(5) 0.7211(4) 0.0651(15) Uani 1 1 d . U . . .
H5 H 1.011638 0.300108 0.705154 0.078 Uiso 1 1 calc R . . . .
C20 C 0.1018(5) 0.9518(5) -0.2404(6) 0.0586(16) Uani 1 1 d . U . . .
H20 H 0.162352 0.987253 -0.179316 0.070 Uiso 1 1 calc R . . . .
C17 C 0.7579(5) 1.0550(6) -0.0934(5) 0.0613(17) Uani 1 1 d . U . . .
H17 H 0.744531 1.123370 -0.097724 0.074 Uiso 1 1 calc R . . . .
C38 C 0.9214(6) 0.4158(6) 0.5735(6) 0.0678(19) Uani 1 1 d . U . . .
H38A H 0.914399 0.483903 0.555439 0.081 Uiso 1 1 calc R . . . .
H38B H 0.987808 0.391322 0.559318 0.081 Uiso 1 1 calc R . . . .
C21 C 0.0389(7) 1.0072(7) -0.3090(7) 0.083(2) Uani 1 1 d . U . . .
H21 H 0.056559 1.080233 -0.293971 0.100 Uiso 1 1 calc R . . . .
C24 C -0.0194(5) 0.7911(6) -0.3536(5) 0.0645(18) Uani 1 1 d . U . . .
H24 H -0.041005 0.718618 -0.368460 0.077 Uiso 1 1 calc R . . . .
C16 C 0.8529(6) 1.0186(6) -0.1137(6) 0.0710(19) Uani 1 1 d . U . . .
H16 H 0.901021 1.060129 -0.135388 0.085 Uiso 1 1 calc R . . . .
C40 C 0.8449(6) 0.2453(6) 0.6511(6) 0.071(2) Uani 1 1 d . U . . .
H40A H 0.778046 0.264754 0.668179 0.085 Uiso 1 1 calc R . . . .
H40B H 0.857014 0.176893 0.666721 0.085 Uiso 1 1 calc R . . . .
C39 C 0.9356(6) 0.4271(6) 0.6915(6) 0.074(2) Uani 1 1 d . U . . .
H39A H 1.003091 0.476769 0.735700 0.089 Uiso 1 1 calc R . . . .
H39B H 0.870796 0.454983 0.706272 0.089 Uiso 1 1 calc R . . . .
C22 C -0.0524(7) 0.9543(9) -0.4019(7) 0.089(3) Uani 1 1 d . U . . .
H22 H -0.093320 0.991795 -0.449685 0.107 Uiso 1 1 calc R . . . .
C41 C 0.8248(6) 0.2379(6) 0.5310(6) 0.0690(19) Uani 1 1 d . U . . .
H41A H 0.885379 0.206288 0.511080 0.083 Uiso 1 1 calc R . . . .
H41B H 0.753881 0.192510 0.488147 0.083 Uiso 1 1 calc R . . . .
C23 C -0.0801(7) 0.8497(9) -0.4214(6) 0.089(3) Uani 1 1 d . U . . .
H23 H -0.141686 0.815592 -0.482136 0.107 Uiso 1 1 calc R . . . .
O1 O 0.4719(3) 0.5185(3) 0.1430(3) 0.0525(10) Uani 1 1 d . U . . .
C42 C 0.9683(9) 0.3348(10) 0.8431(7) 0.115(3) Uani 1 1 d . U . . .
H42A H 0.974118 0.266332 0.858536 0.172 Uiso 1 1 calc R . . . .
H42B H 1.038125 0.380975 0.884003 0.172 Uiso 1 1 calc R . . . .
H42C H 0.907176 0.363062 0.863075 0.172 Uiso 1 1 calc R . . . .
Cl2 Cl 1.17012(14) 0.28889(17) 0.70432(16) 0.0820(6) Uani 1 1 d . U . . .
C44 C 0.4905(12) 0.2085(14) 0.4505(16) 0.086(3) Uani 0.5 1 d . U P C 2
H44A H 0.492776 0.160811 0.385243 0.103 Uiso 0.5 1 calc R U P C 2
H44B H 0.480052 0.167624 0.500974 0.103 Uiso 0.5 1 calc R U P C 2
C43 C 0.394(2) 0.3488(16) 0.5196(14) 0.116(7) Uani 0.5 1 d . U P C 2
H43A H 0.404460 0.312454 0.577281 0.174 Uiso 0.5 1 calc GR U P C 2
H43B H 0.322110 0.374871 0.505673 0.174 Uiso 0.5 1 calc GR U P C 2
H43C H 0.453775 0.406916 0.540735 0.174 Uiso 0.5 1 calc GR U P C 2
Cl3 Cl 0.5528(16) 0.9531(14) 0.300(2) 0.363(12) Uani 0.5 1 d . U P D 1
Cl1_1 Cl 0.6527(11) 0.9090(12) 0.3262(14) 0.272(7) Uani 0.5 1 d . U P E 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
C33 H33 0.9800 . ?
C33 H33A 0.9800 . ?
C33 C32 1.533(13) . ?
C32a H32A 0.9700 . ?
C32a H32B 0.9700 . ?
C33 C34 1.406(17) . ?
C34a H34A 0.9600 . ?
C34a H34B 0.9600 . ?
C34a H34C 0.9600 . ?
C32a O4 1.504(12) . ?
C33 N3 1.487(8) . ?
C33 C44 1.545(16) . ?
C44b H44A 0.9700 . ?
C44b H44B 0.9700 . ?
C33 C43 1.437(19) . ?
C43b H43A 0.9600 . ?
C43b H43B 0.9600 . ?
C43b H43C 0.9600 . ?
Cu1 Cl1 2.483(2) . ?
Cu1 O1AA 1.935(4) . ?
Cu1 N1 2.012(5) . ?
Cu1 N2 2.011(5) . ?
Cu1 O1 1.949(4) . ?
O1AA C25 1.250(7) . ?
N1 C9 1.335(7) . ?
N1 C12 1.344(7) . ?
O3 C25 1.229(6) . ?
F1 C36 1.370(6) . ?
N2 C5 1.341(7) . ?
N2 C1 1.344(7) . ?
C27 C28 1.453(7) . ?
C27 C26 1.432(8) . ?
C27 O1 1.262(7) . ?
C9 C8 1.397(7) . ?
C9 C5 1.451(7) . ?
C10 C8 1.436(7) . ?
C10 C11 1.370(8) . ?
C10 C13 1.490(8) . ?
O4 C31 1.355(7) . ?
O4 C44 1.550(17) . ?
C8 C7 1.442(8) . ?
C3 C2 1.384(8) . ?
C3 C4 1.435(7) . ?
C3 C19 1.454(8) . ?
C2 H2 0.9300 . ?
C2 C1 1.384(8) . ?
N3 C30 1.356(7) . ?
N3 C29 1.358(7) . ?
C28 C35 1.415(7) . ?
C28 C29 1.409(8) . ?
C6 H6 0.9300 . ?
C6 C7 1.327(8) . ?
C6 C4 1.444(7) . ?
C30 H30 0.9300 . ?
C30 C26 1.352(8) . ?
C31 C37 1.364(8) . ?
C31 C29 1.448(8) . ?
C36 C37 1.407(8) . ?
C36 C35 1.350(8) . ?
C37 N4 1.388(8) . ?
C18 H18 0.9300 . ?
C18 C13 1.376(8) . ?
C18 C17 1.367(9) . ?
C7 H7 0.9300 . ?
C5 C4 1.402(7) . ?
C11 H11 0.9300 . ?
C11 C12 1.379(8) . ?
C35 H35 0.9300 . ?
C12 H12 0.9300 . ?
C13 C14 1.406(8) . ?
N4 C38 1.458(9) . ?
N4 C41 1.452(9) . ?
C25 C26 1.518(8) . ?
C1 H1 0.9300 . ?
C19 C20 1.413(9) . ?
C19 C24 1.407(8) . ?
C14 H14 0.9300 . ?
C14 C15 1.373(9) . ?
C15 H15 0.9300 . ?
C15 C16 1.369(10) . ?
N5 H5 0.9800 . ?
N5 C40 1.495(9) . ?
N5 C39 1.466(9) . ?
N5 C42 1.531(9) . ?
C20 H20 0.9300 . ?
C20 C21 1.370(9) . ?
C17 H17 0.9300 . ?
C17 C16 1.394(9) . ?
C38 H38A 0.9700 . ?
C38 H38B 0.9700 . ?
C38 C39 1.497(10) . ?
C21 H21 0.9300 . ?
C21 C22 1.406(12) . ?
C24 H24 0.9300 . ?
C24 C23 1.383(11) . ?
C16 H16 0.9300 . ?
C40 H40A 0.9700 . ?
C40 H40B 0.9700 . ?
C40 C41 1.518(10) . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C22 H22 0.9300 . ?
C22 C23 1.337(12) . ?
C41 H41A 0.9700 . ?
C41 H41B 0.9700 . ?
C23 H23 0.9300 . ?
C42 H42A 0.9600 . ?
C42 H42B 0.9600 . ?
C42 H42C 0.9600 . ?

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
C34a C33 H33 107.1 . . ?
C32a C33 H33 107.1 . . ?
C43b C33 H33A 109.6 . . ?
N3 C33 H33 107.1 . . ?
N3 C33 H33A 109.6 . . ?
N3 C33 C32 105.2(7) . . ?
N3 C33 C44 109.3(7) . . ?
C44b C33 H33A 109.6 . . ?
C34a C33 C32 117.3(10) . . ?
O1AA Cu1 Cl1 100.45(16) . . ?
C33 C32a H32A 110.4 . . ?
C33 C32a H32B 110.4 . . ?
O1AA Cu1 N1 163.2(2) . . ?
O1AA Cu1 N2 90.25(18) . . ?
O1AA Cu1 O1 92.40(17) . . ?
H32Aa C32a H32B 108.6 . . ?
C33 C34a H34A 109.5 . . ?
C33 C34a H34B 109.5 . . ?
H34Aa C34a H34B 109.5 . . ?
H34Aa C34a H34C 109.5 . . ?
C33 C34a H34C 109.5 . . ?
H34Ba C34a H34C 109.5 . . ?
C33 C44b O4 103.8(11) . . ?
C34a C33 N3 112.6(8) . . ?
C43b C33 N3 108.0(9) . . ?
C43b C33 C44 110.5(12) . . ?
C33 C44b H44A 111.0 . . ?
H44Ab C44b H44B 109.0 . . ?
C33 C44b H44B 111.0 . . ?
C33 C43b H43A 109.5 . . ?
C33 C43b H43B 109.5 . . ?
H43Ab C43b H43B 109.5 . . ?
C33 C43b H43C 109.5 . . ?
H43Bb C43b H43C 109.5 . . ?
H43Ab C43b H43C 109.5 . . ?
N1 Cu1 Cl1 94.35(14) . . ?
N2 Cu1 Cl1 96.05(14) . . ?
N2 Cu1 N1 80.30(18) . . ?
O1 Cu1 Cl1 97.31(14) . . ?
O1 Cu1 N1 93.53(17) . . ?
O1 Cu1 N2 165.67(18) . . ?
C25 O1AA Cu1 127.8(4) . . ?
C9 N1 Cu1 115.0(4) . . ?
C9 N1 C12 117.4(5) . . ?
C12 N1 Cu1 127.4(4) . . ?
C5 N2 Cu1 114.0(3) . . ?
C5 N2 C1 118.0(5) . . ?
C1 N2 Cu1 127.9(4) . . ?
C26 C27 C28 116.1(5) . . ?
O1 C27 C28 118.7(5) . . ?
O1 C27 C26 125.1(5) . . ?
N1 C9 C8 125.4(5) . . ?
N1 C9 C5 114.6(5) . . ?
C8 C9 C5 120.0(5) . . ?
C8 C10 C13 122.2(5) . . ?
C11 C10 C8 116.9(5) . . ?
C11 C10 C13 120.9(5) . . ?
C31 O4 C32 111.2(6) . . ?
C31 O4 C44 110.8(7) . . ?
C9 C8 C10 116.3(5) . . ?
C9 C8 C7 117.9(5) . . ?
C10 C8 C7 125.7(5) . . ?
C2 C3 C4 116.4(5) . . ?
O4 C32a C33 106.6(8) . . ?
O4 C32a H32A 110.4 . . ?
O4 C32a H32B 110.4 . . ?
O4 C44b H44A 111.0 . . ?
O4 C44b H44B 111.0 . . ?
C2 C3 C19 121.9(5) . . ?
C4 C3 C19 121.6(5) . . ?
C3 C2 H2 119.1 . . ?
C3 C2 C1 121.7(5) . . ?
C1 C2 H2 119.1 . . ?
C30 N3 C33 120.9(5) . . ?
C30 N3 C29 118.9(5) . . ?
C29 N3 C33 120.2(5) . . ?
C35 C28 C27 120.6(5) . . ?
C29 C28 C27 120.1(5) . . ?
C29 C28 C35 119.3(5) . . ?
C7 C6 H6 118.9 . . ?
C7 C6 C4 122.2(5) . . ?
C4 C6 H6 118.9 . . ?
N3 C30 H30 117.5 . . ?
C26 C30 N3 125.1(5) . . ?
C26 C30 H30 117.5 . . ?
O4 C31 C37 119.3(5) . . ?
O4 C31 C29 120.1(5) . . ?
C37 C31 C29 120.6(6) . . ?
F1 C36 C37 117.1(5) . . ?
C35 C36 F1 117.6(5) . . ?
C35 C36 C37 125.3(5) . . ?
C31 C37 C36 117.2(5) . . ?
C31 C37 N4 122.8(6) . . ?
N4 C37 C36 120.0(5) . . ?
C13 C18 H18 119.1 . . ?
C17 C18 H18 119.1 . . ?
C17 C18 C13 121.8(6) . . ?
C8 C7 H7 119.1 . . ?
C6 C7 C8 121.8(5) . . ?
C6 C7 H7 119.1 . . ?
N2 C5 C9 116.0(5) . . ?
N2 C5 C4 123.8(5) . . ?
C4 C5 C9 120.2(5) . . ?
C10 C11 H11 118.7 . . ?
C10 C11 C12 122.5(6) . . ?
C12 C11 H11 118.7 . . ?
C28 C35 H35 120.9 . . ?
C36 C35 C28 118.2(5) . . ?
C36 C35 H35 120.9 . . ?
C3 C4 C6 124.6(5) . . ?
C5 C4 C3 118.0(5) . . ?
C5 C4 C6 117.4(5) . . ?
N1 C12 C11 121.4(6) . . ?
N1 C12 H12 119.3 . . ?
C11 C12 H12 119.3 . . ?
C18 C13 C10 122.9(5) . . ?
C18 C13 C14 117.5(5) . . ?
C14 C13 C10 119.5(5) . . ?
C37 N4 C38 123.1(6) . . ?
C37 N4 C41 124.4(5) . . ?
C41 N4 C38 112.2(5) . . ?
O1AA C25 C26 119.2(5) . . ?
O3 C25 O1AA 123.0(5) . . ?
O3 C25 C26 117.8(5) . . ?
N2 C1 C2 122.1(5) . . ?
N2 C1 H1 119.0 . . ?
C2 C1 H1 119.0 . . ?
C20 C19 C3 122.4(5) . . ?
C24 C19 C3 119.7(6) . . ?
C24 C19 C20 117.8(6) . . ?
C27 C26 C25 124.4(5) . . ?
C30 C26 C27 119.1(5) . . ?
C30 C26 C25 116.5(5) . . ?
N3 C29 C28 120.7(5) . . ?
N3 C29 C31 119.9(5) . . ?
C28 C29 C31 119.3(5) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 C13 120.2(6) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.1 . . ?
C16 C15 C14 121.9(6) . . ?
C16 C15 H15 119.1 . . ?
C40 N5 H5 106.8 . . ?
C40 N5 C42 112.8(6) . . ?
C39 N5 H5 106.8 . . ?
C39 N5 C40 110.9(5) . . ?
C39 N5 C42 112.4(7) . . ?
C42 N5 H5 106.8 . . ?
C19 C20 H20 119.9 . . ?
C21 C20 C19 120.2(7) . . ?
C21 C20 H20 119.9 . . ?
C18 C17 H17 119.7 . . ?
C18 C17 C16 120.6(6) . . ?
C16 C17 H17 119.7 . . ?
N4 C38 H38A 109.6 . . ?
N4 C38 H38B 109.6 . . ?
N4 C38 C39 110.3(6) . . ?
H38A C38 H38B 108.1 . . ?
C39 C38 H38A 109.6 . . ?
C39 C38 H38B 109.6 . . ?
C20 C21 H21 119.8 . . ?
C20 C21 C22 120.3(8) . . ?
C22 C21 H21 119.8 . . ?
C19 C24 H24 119.9 . . ?
C23 C24 C19 120.1(7) . . ?
C23 C24 H24 119.9 . . ?
C15 C16 C17 117.9(6) . . ?
C15 C16 H16 121.0 . . ?
C17 C16 H16 121.0 . . ?
N5 C40 H40A 109.4 . . ?
N5 C40 H40B 109.4 . . ?
N5 C40 C41 111.3(6) . . ?
H40A C40 H40B 108.0 . . ?
C41 C40 H40A 109.4 . . ?
C41 C40 H40B 109.4 . . ?
N5 C39 C38 110.9(6) . . ?
N5 C39 H39A 109.5 . . ?
N5 C39 H39B 109.5 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 108.1 . . ?
C21 C22 H22 120.1 . . ?
C23 C22 C21 119.8(8) . . ?
C23 C22 H22 120.1 . . ?
N4 C41 C40 111.7(7) . . ?
N4 C41 H41A 109.3 . . ?
N4 C41 H41B 109.3 . . ?
C40 C41 H41A 109.3 . . ?
C40 C41 H41B 109.3 . . ?
H41A C41 H41B 107.9 . . ?
C24 C23 H23 119.2 . . ?
C22 C23 C24 121.6(8) . . ?
C22 C23 H23 119.2 . . ?
C27 O1 Cu1 122.8(3) . . ?
N5 C42 H42A 109.5 . . ?
N5 C42 H42B 109.5 . . ?
N5 C42 H42C 109.5 . . ?
H42A C42 H42B 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C34a C33 C32a O4 62.2(12) . . . . ?
C33 C32a O4 C31 63.2(10) . . . . ?
C44b C33 N3 C30 149.6(9) . . . . ?
C43b C33 C44b O4 -59.8(14) . . . . ?
N3 C33 C44b O4 59.0(12) . . . . ?
N3 C33 C32a O4 -63.8(10) . . . . ?
C43b C33 N3 C30 -90.1(12) . . . . ?
C34a C33 N3 C30 84.8(10) . . . . ?
C32a C33 N3 C30 -146.3(7) . . . . ?
C32a C33 N3 C29 36.4(9) . . . . ?
C34a C33 N3 C29 -92.5(10) . . . . ?
C44b C33 N3 C29 -27.7(11) . . . . ?
C43b C33 N3 C29 92.6(12) . . . . ?
C32a O4 C31 C37 149.5(7) . . . . ?
C44b O4 C31 C37 -144.0(9) . . . . ?
C44b O4 C31 C29 36.1(11) . . . . ?
C31 O4 C44b C33 -64.7(12) . . . . ?
C32a O4 C31 C29 -30.4(9) . . . . ?
C33 N3 C30 C26 179.7(6) . . . . ?
C33 N3 C29 C28 -179.4(6) . . . . ?
C33 N3 C29 C31 -4.3(9) . . . . ?
Cu1 O1AA C25 O3 165.3(5) . . . . ?
Cu1 O1AA C25 C26 -16.6(8) . . . . ?
Cu1 N1 C9 C8 177.6(4) . . . . ?
Cu1 N1 C9 C5 -4.0(6) . . . . ?
Cu1 N1 C12 C11 -174.2(5) . . . . ?
Cu1 N2 C5 C9 1.4(6) . . . . ?
Cu1 N2 C5 C4 -175.6(4) . . . . ?
Cu1 N2 C1 C2 173.7(4) . . . . ?
O1AA C25 C26 C27 -5.0(9) . . . . ?
O1AA C25 C26 C30 177.6(6) . . . . ?
N1 C9 C8 C10 -4.4(8) . . . . ?
N1 C9 C8 C7 174.5(5) . . . . ?
N1 C9 C5 N2 1.7(7) . . . . ?
N1 C9 C5 C4 178.8(5) . . . . ?
O3 C25 C26 C27 173.1(6) . . . . ?
O3 C25 C26 C30 -4.2(8) . . . . ?
F1 C36 C37 C31 -176.1(6) . . . . ?
F1 C36 C37 N4 3.0(9) . . . . ?
F1 C36 C35 C28 174.4(5) . . . . ?
N2 C5 C4 C3 0.7(8) . . . . ?
N2 C5 C4 C6 -176.6(5) . . . . ?
C27 C28 C35 C36 179.5(5) . . . . ?
C27 C28 C29 N3 -0.6(8) . . . . ?
C27 C28 C29 C31 -175.7(5) . . . . ?
C9 N1 C12 C11 0.0(9) . . . . ?
C9 C8 C7 C6 6.5(8) . . . . ?
C9 C5 C4 C3 -176.1(5) . . . . ?
C9 C5 C4 C6 6.6(7) . . . . ?
C10 C8 C7 C6 -174.7(5) . . . . ?
C10 C11 C12 N1 -0.6(10) . . . . ?
C10 C13 C14 C15 179.6(6) . . . . ?
O4 C31 C37 C36 -177.4(6) . . . . ?
O4 C31 C37 N4 3.6(10) . . . . ?
O4 C31 C29 N3 0.1(9) . . . . ?
O4 C31 C29 C28 175.2(6) . . . . ?
C8 C9 C5 N2 -179.8(5) . . . . ?
C8 C9 C5 C4 -2.7(8) . . . . ?
C8 C10 C11 C12 -1.2(9) . . . . ?
C8 C10 C13 C18 44.2(8) . . . . ?
C8 C10 C13 C14 -136.9(6) . . . . ?
C3 C2 C1 N2 2.0(9) . . . . ?
C3 C19 C20 C21 -179.1(6) . . . . ?
C3 C19 C24 C23 179.9(6) . . . . ?
C2 C3 C4 C6 175.8(5) . . . . ?
C2 C3 C4 C5 -1.3(7) . . . . ?
C2 C3 C19 C20 126.8(6) . . . . ?
C2 C3 C19 C24 -50.4(8) . . . . ?
N3 C30 C26 C27 -0.2(10) . . . . ?
N3 C30 C26 C25 177.3(5) . . . . ?
C28 C27 C26 C30 2.8(8) . . . . ?
C28 C27 C26 C25 -174.5(5) . . . . ?
C28 C27 O1 Cu1 -163.5(4) . . . . ?
C30 N3 C29 C28 3.2(8) . . . . ?
C30 N3 C29 C31 178.3(6) . . . . ?
C31 C37 N4 C38 -131.0(8) . . . . ?
C31 C37 N4 C41 41.9(11) . . . . ?
C36 C37 N4 C38 50.0(10) . . . . ?
C36 C37 N4 C41 -137.2(7) . . . . ?
C37 C31 C29 N3 -179.8(6) . . . . ?
C37 C31 C29 C28 -4.7(9) . . . . ?
C37 C36 C35 C28 -3.3(10) . . . . ?
C37 N4 C38 C39 115.8(7) . . . . ?
C37 N4 C41 C40 -119.0(7) . . . . ?
C18 C13 C14 C15 -1.5(9) . . . . ?
C18 C17 C16 C15 -3.6(10) . . . . ?
C7 C6 C4 C3 178.8(6) . . . . ?
C7 C6 C4 C5 -4.1(8) . . . . ?
C5 N2 C1 C2 -2.6(8) . . . . ?
C5 C9 C8 C10 177.3(5) . . . . ?
C5 C9 C8 C7 -3.8(8) . . . . ?
C11 C10 C8 C9 3.4(8) . . . . ?
C11 C10 C8 C7 -175.4(6) . . . . ?
C11 C10 C13 C18 -137.6(6) . . . . ?
C11 C10 C13 C14 41.3(8) . . . . ?
C35 C28 C29 N3 178.0(5) . . . . ?
C35 C28 C29 C31 2.9(8) . . . . ?
C35 C36 C37 C31 1.5(10) . . . . ?
C35 C36 C37 N4 -179.4(6) . . . . ?
C4 C3 C2 C1 0.0(8) . . . . ?
C4 C3 C19 C20 -51.2(8) . . . . ?
C4 C3 C19 C24 131.5(6) . . . . ?
C4 C6 C7 C8 -2.5(9) . . . . ?
C12 N1 C9 C8 2.6(8) . . . . ?
C12 N1 C9 C5 -178.9(5) . . . . ?
C13 C10 C8 C9 -178.3(5) . . . . ?
C13 C10 C8 C7 2.9(8) . . . . ?
C13 C10 C11 C12 -179.5(6) . . . . ?
C13 C18 C17 C16 1.3(10) . . . . ?
C13 C14 C15 C16 -0.9(11) . . . . ?
N4 C38 C39 N5 58.8(8) . . . . ?
C1 N2 C5 C9 178.2(5) . . . . ?
C1 N2 C5 C4 1.2(8) . . . . ?
C19 C3 C2 C1 -178.1(5) . . . . ?
C19 C3 C4 C6 -6.1(8) . . . . ?
C19 C3 C4 C5 176.9(5) . . . . ?
C19 C20 C21 C22 -0.5(10) . . . . ?
C19 C24 C23 C22 -0.8(12) . . . . ?
C26 C27 C28 C35 179.1(5) . . . . ?
C26 C27 C28 C29 -2.4(8) . . . . ?
C26 C27 O1 Cu1 18.7(8) . . . . ?
C29 N3 C30 C26 -2.9(9) . . . . ?
C29 C28 C35 C36 0.9(8) . . . . ?
C29 C31 C37 C36 2.5(10) . . . . ?
C29 C31 C37 N4 -176.5(6) . . . . ?
C14 C15 C16 C17 3.4(11) . . . . ?
N5 C40 C41 N4 -51.7(7) . . . . ?
C20 C19 C24 C23 2.5(9) . . . . ?
C20 C21 C22 C23 2.2(12) . . . . ?
C17 C18 C13 C10 -179.8(6) . . . . ?
C17 C18 C13 C14 1.3(9) . . . . ?
C38 N4 C41 C40 54.6(8) . . . . ?
C21 C22 C23 C24 -1.6(13) . . . . ?
C24 C19 C20 C21 -1.9(9) . . . . ?
C40 N5 C39 C38 -56.6(7) . . . . ?
C39 N5 C40 C41 52.9(8) . . . . ?
C41 N4 C38 C39 -57.8(8) . . . . ?
O1 C27 C28 C35 1.1(8) . . . . ?
O1 C27 C28 C29 179.6(5) . . . . ?
O1 C27 C26 C30 -179.4(6) . . . . ?
O1 C27 C26 C25 3.3(9) . . . . ?
C42 N5 C40 C41 -179.9(7) . . . . ?
C42 N5 C39 C38 176.0(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.320
_oxdiff_exptl_absorpt_empirical_full_min 0.742
