# Electronic Supplementary Material (ESI) for Chemical Communications.
# This journal is © The Royal Society of Chemistry 2023

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

data_HL8_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2251965'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        HL8
_chemical_formula_moiety         'C26 H28 N3 O2, N O3, H2 O'
_chemical_formula_sum            'C26 H30 N4 O6'
_chemical_formula_weight         494.54
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   5.3560(2)
_cell_length_b                   10.9666(4)
_cell_length_c                   11.0710(4)
_cell_angle_alpha                78.4470(10)
_cell_angle_beta                 76.3600(10)
_cell_angle_gamma                89.9920(10)
_cell_volume                     618.38(4)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    4895
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.26
_cell_measurement_theta_min      2.41
_shelx_estimated_absorpt_T_max   0.983
_shelx_estimated_absorpt_T_min   0.976
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6917
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1320 before and 0.0446 after correction.
The Ratio of minimum to maximum transmission is 0.9276.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            brown
_exptl_crystal_colour_primary    brown
_exptl_crystal_density_diffrn    1.328
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             262
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0264
_diffrn_reflns_av_unetI/netI     0.0393
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            10625
_diffrn_reflns_point_group_measured_fraction_full 0.853
_diffrn_reflns_point_group_measured_fraction_max 0.818
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.290
_diffrn_reflns_theta_min         1.934
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.642
_reflns_Friedel_fraction_full    0.710
_reflns_Friedel_fraction_max     0.639
_reflns_number_gt                4621
_reflns_number_total             5021
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.519
_refine_diff_density_min         -0.207
_refine_diff_density_rms         0.044
_refine_ls_abs_structure_details 
;
 Flack x determined using 1589 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.3(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         5021
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0442
_refine_ls_R_factor_gt           0.0394
_refine_ls_restrained_S_all      1.041
_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)+(0.0493P)²+0.1097P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0931
_refine_ls_wR_factor_ref         0.0962
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Free rotating group:
 O3(H3A)
2.b Ternary CH refined with riding coordinates:
 C15(H15)
2.c Secondary CH2 refined with riding coordinates:
 C25(H25A,H25B), C23(H23A,H23B)
2.d Aromatic/amide H refined with riding coordinates:
 C2(H2A), C4(H4), C5(H5), C21(H21), C17(H17), C9(H9), C7(H7), C11(H11),
 C12(H12), C10(H10), C19(H19), C20(H20), C18(H18)
2.e Idealised Me refined as rotating group:
 C24(H24A,H24B,H24C), C26(H26A,H26B,H26C), C22(H22A,H22B,H22C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
O1 O 0.4570(3) 0.37676(16) 0.54135(16) 0.0176(4) Uani 1 1 d . . . . .
O2 O 0.7757(3) 0.65105(16) 0.47414(16) 0.0188(4) Uani 1 1 d . . . . .
O5 O 1.2534(4) 0.40533(19) 0.09692(18) 0.0271(4) Uani 1 1 d . . . . .
N3 N -0.3012(4) 0.10384(18) 0.68851(19) 0.0158(4) Uani 1 1 d . . . . .
N1 N 0.6147(4) 0.48226(17) 0.70997(19) 0.0141(4) Uani 1 1 d . . . . .
O6 O 0.8436(4) 0.3642(2) 0.13056(19) 0.0313(5) Uani 1 1 d . . . . .
N2 N 1.2113(4) 0.64863(19) 0.4266(2) 0.0169(4) Uani 1 1 d . . . . .
N4 N 1.0378(4) 0.3794(2) 0.1707(2) 0.0232(5) Uani 1 1 d . . . . .
C14 C 0.9806(5) 0.6428(2) 0.5080(2) 0.0151(5) Uani 1 1 d . . . . .
C25 C -0.2970(5) 0.0873(2) 0.5585(2) 0.0187(5) Uani 1 1 d . . . . .
H25A H -0.231145 0.166034 0.497577 0.022 Uiso 1 1 calc R . . . .
H25B H -0.475192 0.070066 0.553403 0.022 Uiso 1 1 calc R . . . .
C15 C 1.2441(5) 0.6822(2) 0.2882(2) 0.0166(5) Uani 1 1 d . . . . .
H15 H 1.093681 0.645812 0.266070 0.020 Uiso 1 1 calc R . . . .
C13 C 0.9830(4) 0.6299(2) 0.6457(2) 0.0152(5) Uani 1 1 d . . . . .
C6 C 0.2438(4) 0.3382(2) 0.7593(2) 0.0135(4) Uani 1 1 d . . . . .
C16 C 1.2544(5) 0.8233(2) 0.2439(2) 0.0177(5) Uani 1 1 d . . . . .
C8 C 0.7929(4) 0.5567(2) 0.7437(2) 0.0142(5) Uani 1 1 d . . . . .
C2 C 0.0792(5) 0.2416(2) 0.6119(2) 0.0154(5) Uani 1 1 d . . . . .
H2A H 0.092902 0.229834 0.527881 0.018 Uiso 1 1 calc R . . . .
C1 C 0.2599(5) 0.3189(2) 0.6342(2) 0.0146(5) Uani 1 1 d . . . . .
C3 C -0.1249(4) 0.1800(2) 0.7107(2) 0.0146(5) Uani 1 1 d . . . . .
C4 C -0.1422(5) 0.2002(2) 0.8368(2) 0.0155(5) Uani 1 1 d . . . . .
H4 H -0.277694 0.160088 0.905317 0.019 Uiso 1 1 calc R . . . .
C5 C 0.0355(4) 0.2768(2) 0.8579(2) 0.0148(5) Uani 1 1 d . . . . .
H5 H 0.019855 0.289820 0.941625 0.018 Uiso 1 1 calc R . . . .
C21 C 1.1005(5) 0.8794(3) 0.1656(3) 0.0236(6) Uani 1 1 d . . . . .
H21 H 0.980749 0.829868 0.142705 0.028 Uiso 1 1 calc R . . . .
C17 C 1.4273(5) 0.8976(2) 0.2770(3) 0.0217(5) Uani 1 1 d . . . . .
H17 H 1.533614 0.860254 0.330339 0.026 Uiso 1 1 calc R . . . .
C9 C 0.7920(5) 0.5538(2) 0.8704(2) 0.0160(5) Uani 1 1 d . . . . .
H9 H 0.663704 0.504734 0.936484 0.019 Uiso 1 1 calc R . . . .
C24 C -0.3620(5) -0.0830(2) 0.8661(3) 0.0227(5) Uani 1 1 d . . . . .
H24A H -0.285793 -0.137690 0.808662 0.034 Uiso 1 1 calc GR . . . .
H24B H -0.492947 -0.130787 0.937231 0.034 Uiso 1 1 calc GR . . . .
H24C H -0.227626 -0.049329 0.898626 0.034 Uiso 1 1 calc GR . . . .
C7 C 0.4173(4) 0.4144(2) 0.7912(2) 0.0146(5) Uani 1 1 d . . . . .
H7 H 0.391654 0.417889 0.878272 0.017 Uiso 1 1 calc R . . . .
C23 C -0.4863(5) 0.0239(2) 0.7941(3) 0.0185(5) Uani 1 1 d . . . . .
H23A H -0.619579 -0.010994 0.760290 0.022 Uiso 1 1 calc R . . . .
H23B H -0.572702 0.075469 0.854088 0.022 Uiso 1 1 calc R . . . .
C11 C 1.1679(5) 0.6947(2) 0.8040(2) 0.0186(5) Uani 1 1 d . . . . .
H11 H 1.295074 0.741652 0.824719 0.022 Uiso 1 1 calc R . . . .
C12 C 1.1690(5) 0.6974(2) 0.6781(2) 0.0179(5) Uani 1 1 d . . . . .
H12 H 1.299001 0.746079 0.612639 0.022 Uiso 1 1 calc R . . . .
C26 C -0.1324(6) -0.0174(3) 0.5197(3) 0.0286(6) Uani 1 1 d . . . . .
H26A H -0.130874 -0.021002 0.431842 0.043 Uiso 1 1 calc GR . . . .
H26B H -0.203661 -0.096703 0.575893 0.043 Uiso 1 1 calc GR . . . .
H26C H 0.043600 -0.002090 0.526417 0.043 Uiso 1 1 calc GR . . . .
C10 C 0.9784(5) 0.6225(2) 0.8997(2) 0.0182(5) Uani 1 1 d . . . . .
H10 H 0.976684 0.620319 0.986138 0.022 Uiso 1 1 calc R . . . .
C19 C 1.2938(6) 1.0805(3) 0.1535(3) 0.0315(7) Uani 1 1 d . . . . .
H19 H 1.308540 1.168064 0.121904 0.038 Uiso 1 1 calc R . . . .
C22 C 1.4880(5) 0.6273(2) 0.2233(3) 0.0212(5) Uani 1 1 d . . . . .
H22A H 1.635675 0.658554 0.248201 0.032 Uiso 1 1 calc GR . . . .
H22B H 1.513295 0.651658 0.130948 0.032 Uiso 1 1 calc GR . . . .
H22C H 1.472015 0.536195 0.248990 0.032 Uiso 1 1 calc GR . . . .
C20 C 1.1209(6) 1.0078(3) 0.1204(3) 0.0310(7) Uani 1 1 d . . . . .
H20 H 1.015561 1.045444 0.066723 0.037 Uiso 1 1 calc R . . . .
C18 C 1.4458(6) 1.0257(3) 0.2328(3) 0.0294(6) Uani 1 1 d . . . . .
H18 H 1.562644 1.075839 0.256967 0.035 Uiso 1 1 calc R . . . .
H2 H 1.362(7) 0.637(3) 0.458(3) 0.032(9) Uiso 1 1 d . . . . .
O3 O 0.4566(4) 0.29422(18) 0.34537(18) 0.0231(4) Uani 1 1 d . . . . .
H3A H 0.592049 0.320013 0.284253 0.035 Uiso 1 1 d G . . . .
H3B H 0.345(7) 0.326(3) 0.319(4) 0.034(10) Uiso 1 1 d . . . . .
O4 O 1.0116(4) 0.3671(3) 0.2879(2) 0.0489(7) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C1 1.342(3) . ?
O2 C14 1.238(3) . ?
O5 N4 1.243(3) . ?
N3 C25 1.481(3) . ?
N3 C3 1.356(3) . ?
N3 C23 1.470(3) . ?
N1 C8 1.417(3) . ?
N1 C7 1.328(3) . ?
O6 N4 1.247(3) . ?
N2 C14 1.340(3) . ?
N2 C15 1.471(3) . ?
N2 H2 0.95(3) . ?
N4 O4 1.250(3) . ?
C14 C13 1.506(3) . ?
C25 H25A 0.9900 . ?
C25 H25B 0.9900 . ?
C25 C26 1.516(4) . ?
C15 H15 1.0000 . ?
C15 C16 1.523(3) . ?
C15 C22 1.522(3) . ?
C13 C8 1.410(3) . ?
C13 C12 1.393(3) . ?
C6 C1 1.426(3) . ?
C6 C5 1.421(3) . ?
C6 C7 1.400(3) . ?
C16 C21 1.391(4) . ?
C16 C17 1.391(4) . ?
C8 C9 1.396(3) . ?
C2 H2A 0.9500 . ?
C2 C1 1.383(3) . ?
C2 C3 1.410(3) . ?
C3 C4 1.439(3) . ?
C4 H4 0.9500 . ?
C4 C5 1.360(3) . ?
C5 H5 0.9500 . ?
C21 H21 0.9500 . ?
C21 C20 1.391(4) . ?
C17 H17 0.9500 . ?
C17 C18 1.388(4) . ?
C9 H9 0.9500 . ?
C9 C10 1.386(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C24 H24C 0.9800 . ?
C24 C23 1.526(3) . ?
C7 H7 0.9500 . ?
C23 H23A 0.9900 . ?
C23 H23B 0.9900 . ?
C11 H11 0.9500 . ?
C11 C12 1.388(4) . ?
C11 C10 1.392(4) . ?
C12 H12 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C10 H10 0.9500 . ?
C19 H19 0.9500 . ?
C19 C20 1.380(4) . ?
C19 C18 1.387(4) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C20 H20 0.9500 . ?
C18 H18 0.9500 . ?
O3 H3A 0.8695 . ?
O3 H3B 0.78(4) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C3 N3 C25 121.6(2) . . ?
C3 N3 C23 121.0(2) . . ?
C23 N3 C25 117.13(19) . . ?
C7 N1 C8 125.1(2) . . ?
C14 N2 C15 122.2(2) . . ?
C14 N2 H2 120(2) . . ?
C15 N2 H2 118(2) . . ?
O5 N4 O6 121.2(2) . . ?
O5 N4 O4 120.3(2) . . ?
O6 N4 O4 118.5(2) . . ?
O2 C14 N2 123.3(2) . . ?
O2 C14 C13 120.8(2) . . ?
N2 C14 C13 115.8(2) . . ?
N3 C25 H25A 108.9 . . ?
N3 C25 H25B 108.9 . . ?
N3 C25 C26 113.4(2) . . ?
H25A C25 H25B 107.7 . . ?
C26 C25 H25A 108.9 . . ?
C26 C25 H25B 108.9 . . ?
N2 C15 H15 108.7 . . ?
N2 C15 C16 110.34(19) . . ?
N2 C15 C22 109.3(2) . . ?
C16 C15 H15 108.7 . . ?
C22 C15 H15 108.7 . . ?
C22 C15 C16 111.0(2) . . ?
C8 C13 C14 121.7(2) . . ?
C12 C13 C14 119.4(2) . . ?
C12 C13 C8 118.8(2) . . ?
C5 C6 C1 117.6(2) . . ?
C7 C6 C1 124.4(2) . . ?
C7 C6 C5 118.0(2) . . ?
C21 C16 C15 120.9(2) . . ?
C21 C16 C17 118.9(2) . . ?
C17 C16 C15 120.1(2) . . ?
C13 C8 N1 118.4(2) . . ?
C9 C8 N1 121.6(2) . . ?
C9 C8 C13 119.9(2) . . ?
C1 C2 H2A 119.2 . . ?
C1 C2 C3 121.6(2) . . ?
C3 C2 H2A 119.2 . . ?
O1 C1 C6 117.4(2) . . ?
O1 C1 C2 122.2(2) . . ?
C2 C1 C6 120.3(2) . . ?
N3 C3 C2 121.5(2) . . ?
N3 C3 C4 120.5(2) . . ?
C2 C3 C4 118.0(2) . . ?
C3 C4 H4 120.0 . . ?
C5 C4 C3 120.0(2) . . ?
C5 C4 H4 120.0 . . ?
C6 C5 H5 118.8 . . ?
C4 C5 C6 122.4(2) . . ?
C4 C5 H5 118.8 . . ?
C16 C21 H21 119.8 . . ?
C16 C21 C20 120.4(3) . . ?
C20 C21 H21 119.8 . . ?
C16 C17 H17 119.7 . . ?
C18 C17 C16 120.6(2) . . ?
C18 C17 H17 119.7 . . ?
C8 C9 H9 120.0 . . ?
C10 C9 C8 120.0(2) . . ?
C10 C9 H9 120.0 . . ?
H24A C24 H24B 109.5 . . ?
H24A C24 H24C 109.5 . . ?
H24B C24 H24C 109.5 . . ?
C23 C24 H24A 109.5 . . ?
C23 C24 H24B 109.5 . . ?
C23 C24 H24C 109.5 . . ?
N1 C7 C6 125.5(2) . . ?
N1 C7 H7 117.2 . . ?
C6 C7 H7 117.2 . . ?
N3 C23 C24 113.2(2) . . ?
N3 C23 H23A 108.9 . . ?
N3 C23 H23B 108.9 . . ?
C24 C23 H23A 108.9 . . ?
C24 C23 H23B 108.9 . . ?
H23A C23 H23B 107.8 . . ?
C12 C11 H11 120.4 . . ?
C12 C11 C10 119.3(2) . . ?
C10 C11 H11 120.4 . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.3(2) . . ?
C11 C12 H12 119.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26B 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C9 C10 C11 120.7(2) . . ?
C9 C10 H10 119.6 . . ?
C11 C10 H10 119.6 . . ?
C20 C19 H19 120.0 . . ?
C20 C19 C18 119.9(3) . . ?
C18 C19 H19 120.0 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C20 H20 119.9 . . ?
C19 C20 C21 120.2(3) . . ?
C19 C20 H20 119.9 . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.9(3) . . ?
C19 C18 H18 120.0 . . ?
H3A O3 H3B 103.5 . . ?

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
O2 C14 C13 C8 38.6(3) . . . . ?
O2 C14 C13 C12 -137.8(2) . . . . ?
N3 C3 C4 C5 -179.9(2) . . . . ?
N1 C8 C9 C10 176.4(2) . . . . ?
N2 C14 C13 C8 -143.5(2) . . . . ?
N2 C14 C13 C12 40.1(3) . . . . ?
N2 C15 C16 C21 -129.9(2) . . . . ?
N2 C15 C16 C17 53.0(3) . . . . ?
C14 N2 C15 C16 82.5(3) . . . . ?
C14 N2 C15 C22 -155.1(2) . . . . ?
C14 C13 C8 N1 7.6(3) . . . . ?
C14 C13 C8 C9 -175.7(2) . . . . ?
C14 C13 C12 C11 175.7(2) . . . . ?
C25 N3 C3 C2 -3.6(3) . . . . ?
C25 N3 C3 C4 176.3(2) . . . . ?
C25 N3 C23 C24 103.3(3) . . . . ?
C15 N2 C14 O2 8.4(4) . . . . ?
C15 N2 C14 C13 -169.5(2) . . . . ?
C15 C16 C21 C20 -176.7(2) . . . . ?
C15 C16 C17 C18 177.3(2) . . . . ?
C13 C8 C9 C10 -0.2(3) . . . . ?
C16 C21 C20 C19 -0.2(4) . . . . ?
C16 C17 C18 C19 -0.9(4) . . . . ?
C8 N1 C7 C6 -178.3(2) . . . . ?
C8 C13 C12 C11 -0.8(3) . . . . ?
C8 C9 C10 C11 -0.1(3) . . . . ?
C2 C3 C4 C5 -0.1(3) . . . . ?
C1 C6 C5 C4 1.1(3) . . . . ?
C1 C6 C7 N1 2.4(4) . . . . ?
C1 C2 C3 N3 -179.7(2) . . . . ?
C1 C2 C3 C4 0.5(3) . . . . ?
C3 N3 C25 C26 89.2(3) . . . . ?
C3 N3 C23 C24 -70.1(3) . . . . ?
C3 C2 C1 O1 179.1(2) . . . . ?
C3 C2 C1 C6 0.0(3) . . . . ?
C3 C4 C5 C6 -0.7(3) . . . . ?
C5 C6 C1 O1 -179.9(2) . . . . ?
C5 C6 C1 C2 -0.7(3) . . . . ?
C5 C6 C7 N1 -176.9(2) . . . . ?
C21 C16 C17 C18 0.1(4) . . . . ?
C17 C16 C21 C20 0.5(4) . . . . ?
C7 N1 C8 C13 -175.9(2) . . . . ?
C7 N1 C8 C9 7.4(3) . . . . ?
C7 C6 C1 O1 0.8(3) . . . . ?
C7 C6 C1 C2 180.0(2) . . . . ?
C7 C6 C5 C4 -179.5(2) . . . . ?
C23 N3 C25 C26 -84.2(3) . . . . ?
C23 N3 C3 C2 169.6(2) . . . . ?
C23 N3 C3 C4 -10.6(3) . . . . ?
C12 C13 C8 N1 -176.0(2) . . . . ?
C12 C13 C8 C9 0.7(3) . . . . ?
C12 C11 C10 C9 0.0(4) . . . . ?
C10 C11 C12 C13 0.5(4) . . . . ?
C22 C15 C16 C21 108.8(3) . . . . ?
C22 C15 C16 C17 -68.3(3) . . . . ?
C20 C19 C18 C17 1.2(4) . . . . ?
C18 C19 C20 C21 -0.6(4) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HL5_a
_database_code_depnum_ccdc_archive 'CCDC 2251967'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        HL5
_chemical_formula_moiety         '2(C22 H19.6 F N2 O2)'
_chemical_formula_sum            'C44 H39.20 F2 N4 O4'
_chemical_formula_weight         725.99
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.566(3)
_cell_length_b                   5.0135(9)
_cell_length_c                   13.582(2)
_cell_angle_alpha                90
_cell_angle_beta                 107.667(5)
_cell_angle_gamma                90
_cell_volume                     880.2(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    3382
_cell_measurement_temperature    100
_cell_measurement_theta_max      27.89
_cell_measurement_theta_min      3.06
_shelx_estimated_absorpt_T_max   0.985
_shelx_estimated_absorpt_T_min   0.975
_exptl_absorpt_coefficient_mu    0.096
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6637
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0799 before and 0.0613 after correction.
The Ratio of minimum to maximum transmission is 0.8900.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'metallic orangish orange'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             381
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_unetI/netI     0.0881
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            13598
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.356
_diffrn_reflns_theta_min         3.063
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.789
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.983
_reflns_number_gt                2928
_reflns_number_total             4376
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_refine_diff_density_max         0.254
_refine_diff_density_min         -0.298
_refine_diff_density_rms         0.063
_refine_ls_abs_structure_details 
;
 Flack x determined using 931 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.1(9)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4376
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.1146
_refine_ls_R_factor_gt           0.0642
_refine_ls_restrained_S_all      1.033
_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)+(0.0712P)²+0.3595P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1422
_refine_ls_wR_factor_ref         0.1725
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H19(0.4) H19A(0.6) C17A(0.4) H17A(0.4) C18A(0.4) H18A(0.4)
 C17(0.6) H17(0.6) C20A(0.4) H20A(0.4) C21A(0.4) H21A(0.4) C21(0.6) H21(0.6)
 C18(0.6) H18B(0.6) H18C(0.6) C20(0.6) H20(0.6)
3.a Ternary CH refined with riding coordinates:
 C15(H15)
3.b Secondary CH2 refined with riding coordinates:
 C18(H18B,H18C)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C11(H11), C5(H5), C7(H7), C9(H9), C10(H10), C3(H3), C2(H2A),
 C19(H19), C19(H19A), C17A(H17A), C18A(H18A), C17(H17), C20A(H20A), C21A(H21A),
 C21(H21), C20(H20)
3.d Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
F1F F 0.3587(2) 1.2850(6) 1.0234(2) 0.0416(8) Uani 1 1 d . . . . .
O2 O 0.2665(2) 0.4057(5) 0.5104(2) 0.0290(8) Uani 1 1 d . . . . .
O1 O 0.1883(2) 0.6460(8) 0.6892(3) 0.0371(9) Uani 1 1 d . . . . .
H1 H 0.233187 0.548034 0.676402 0.056 Uiso 1 1 calc GR . . . .
N1 N 0.3699(3) 0.4181(8) 0.7263(3) 0.0256(8) Uani 1 1 d . . . . .
N2 N 0.2329(3) -0.0336(8) 0.4871(3) 0.0257(9) Uani 1 1 d . . . . .
C8 C 0.4359(3) 0.2328(8) 0.6989(3) 0.0236(10) Uani 1 1 d . . . . .
C13 C 0.3968(3) 0.0990(8) 0.6043(3) 0.0207(9) Uani 1 1 d . . . . .
C6 C 0.3382(3) 0.7709(9) 0.8292(3) 0.0255(10) Uani 1 1 d . . . . .
C12 C 0.4565(3) -0.0962(9) 0.5765(3) 0.0252(10) Uani 1 1 d . . . . .
H12 H 0.429958 -0.187016 0.512542 0.030 Uiso 1 1 calc R . . . .
C14 C 0.2932(3) 0.1703(9) 0.5304(3) 0.0228(9) Uani 1 1 d . . . . .
C16 C 0.1267(3) -0.0136(9) 0.3037(4) 0.0272(10) Uani 1 1 d . . . . .
C15 C 0.1288(3) 0.0034(9) 0.4152(3) 0.0247(10) Uani 1 1 d . . . . .
H15 H 0.105644 0.187020 0.426712 0.030 Uiso 1 1 calc R . . . .
C1 C 0.2335(3) 0.8005(10) 0.7722(3) 0.0279(10) Uani 1 1 d . . . . .
C11 C 0.5538(3) -0.1592(9) 0.6408(4) 0.0281(10) Uani 1 1 d . . . . .
H11 H 0.594209 -0.290805 0.620674 0.034 Uiso 1 1 calc R . . . .
C5 C 0.3797(4) 0.9383(10) 0.9148(4) 0.0296(10) Uani 1 1 d . . . . .
H5 H 0.450397 0.923339 0.954603 0.035 Uiso 1 1 calc R . . . .
C4 C 0.3174(4) 1.1225(10) 0.9401(4) 0.0303(11) Uani 1 1 d . . . . .
C7 C 0.4049(4) 0.5840(9) 0.8001(4) 0.0260(10) Uani 1 1 d . . . . .
H7 H 0.476758 0.583895 0.836611 0.031 Uiso 1 1 calc R . . . .
C22 C 0.0558(3) -0.1911(9) 0.4421(4) 0.0273(10) Uani 1 1 d . . . . .
H22A H 0.075494 -0.373725 0.430466 0.041 Uiso 1 1 calc GR . . . .
H22B H -0.015063 -0.156421 0.398390 0.041 Uiso 1 1 calc GR . . . .
H22C H 0.059638 -0.169261 0.514873 0.041 Uiso 1 1 calc GR . . . .
C9 C 0.5331(3) 0.1649(11) 0.7630(4) 0.0305(11) Uani 1 1 d . . . . .
H9 H 0.560116 0.252822 0.827552 0.037 Uiso 1 1 calc R . . . .
C10 C 0.5919(3) -0.0310(11) 0.7341(4) 0.0327(11) Uani 1 1 d . . . . .
H10 H 0.658491 -0.075791 0.778909 0.039 Uiso 1 1 calc R . . . .
C3 C 0.2151(4) 1.1571(11) 0.8844(4) 0.0317(11) Uani 1 1 d . . . . .
H3 H 0.174270 1.290124 0.903195 0.038 Uiso 1 1 calc R . . . .
C2 C 0.1730(4) 0.9922(11) 0.7998(4) 0.0335(11) Uani 1 1 d . . . . .
H2A H 0.102283 1.010819 0.760577 0.040 Uiso 1 1 calc R . . . .
C19 C 0.1133(5) -0.0353(13) 0.0942(4) 0.0462(14) Uani 1 1 d . . . . .
H19 H 0.110063 -0.043447 0.023389 0.055 Uiso 0.4 1 calc R . P A 1
H19A H 0.099582 -0.045371 0.021405 0.055 Uiso 0.6 1 calc R . P B 2
C17A C 0.2081(7) -0.073(2) 0.2716(8) 0.016(2) Uani 0.4 1 d . . P C 1
H17A H 0.272542 -0.113024 0.321232 0.019 Uiso 0.4 1 calc R . P C 1
C18A C 0.2002(8) -0.076(2) 0.1674(8) 0.022(2) Uani 0.4 1 d . . P C 1
H18A H 0.260952 -0.108773 0.148332 0.026 Uiso 0.4 1 calc R . P C 1
C17 C 0.1414(9) -0.256(2) 0.2593(8) 0.058(3) Uani 0.6 1 d . . P C 2
H17 H 0.155598 -0.412931 0.300398 0.070 Uiso 0.6 1 calc R . P C 2
C20A C 0.0198(8) 0.024(2) 0.1253(8) 0.026(3) Uani 0.4 1 d . . P C 1
H20A H -0.045276 0.054182 0.075029 0.031 Uiso 0.4 1 calc R . P C 1
C21A C 0.0302(7) 0.033(2) 0.2296(8) 0.020(2) Uani 0.4 1 d . . P C 1
H21A H -0.028383 0.071647 0.251617 0.024 Uiso 0.4 1 calc R . P C 1
C21 C 0.1160(9) 0.214(2) 0.2429(8) 0.057(3) Uani 0.6 1 d . . P C 2
H21 H 0.111553 0.383976 0.272242 0.069 Uiso 0.6 1 calc R . P C 2
C18 C 0.1352(10) -0.269(2) 0.1540(8) 0.061(3) Uani 0.6 1 d . . P C 2
H18B H 0.201982 -0.339290 0.149855 0.074 Uiso 0.6 1 calc R . P C 2
H18C H 0.081524 -0.401940 0.120892 0.074 Uiso 0.6 1 calc R . P C 2
C20 C 0.1116(11) 0.195(3) 0.1381(9) 0.081(4) Uani 0.6 1 d . . P C 2
H20 H 0.107340 0.353643 0.098622 0.098 Uiso 0.6 1 calc R . P C 2
H2 H 0.252(4) -0.184(12) 0.500(4) 0.030(14) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1F C4 1.369(5) . ?
C17Aa H17A 0.9500 . ?
C17Aa C18A 1.387(14) . ?
C18Aa H18A 0.9500 . ?
C17b H17 0.9500 . ?
C20Aa H20A 0.9500 . ?
C20Aa C21A 1.382(15) . ?
C21Aa H21A 0.9500 . ?
C21b H21 0.9500 . ?
C17b C18 1.408(14) . ?
C18b H18B 0.9900 . ?
C18b H18C 0.9900 . ?
C21b C20 1.410(15) . ?
C20b H20 0.9500 . ?
O2 C14 1.240(5) . ?
O1 H1 0.8400 . ?
O1 C1 1.352(6) . ?
N1 C8 1.416(6) . ?
N1 C7 1.277(6) . ?
N2 C14 1.329(6) . ?
N2 C15 1.465(5) . ?
N2 H2 0.80(6) . ?
C8 C13 1.403(6) . ?
C8 C9 1.384(6) . ?
C13 C12 1.393(6) . ?
C13 C14 1.502(6) . ?
C6 C1 1.404(6) . ?
C6 C5 1.405(6) . ?
C6 C7 1.439(6) . ?
C12 H12 0.9500 . ?
C12 C11 1.380(6) . ?
C16 C15 1.509(6) . ?
C16 C17A 1.337(10) . ?
C16 C17 1.397(11) . ?
C16 C21A 1.407(10) . ?
C16 C21 1.391(10) . ?
C15 H15 1.0000 . ?
C15 C22 1.511(6) . ?
C1 C2 1.388(7) . ?
C11 H11 0.9500 . ?
C11 C10 1.374(7) . ?
C5 H5 0.9500 . ?
C5 C4 1.365(7) . ?
C4 C3 1.375(6) . ?
C7 H7 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C9 H9 0.9500 . ?
C9 C10 1.395(7) . ?
C10 H10 0.9500 . ?
C3 H3 0.9500 . ?
C3 C2 1.390(7) . ?
C2 H2A 0.9500 . ?
C19 H19 0.9500 . ?
C19 H19A 0.9500 . ?
C19 C18A 1.308(12) . ?
C19 C20A 1.483(12) . ?
C19 C18 1.405(12) . ?
C19 C20 1.303(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
C1 O1 H1 109.5 . . ?
C20Aa C21Aa C16 120.8(9) . . ?
C21Aa C20Aa C19 118.0(8) . . ?
C7 N1 C8 121.3(4) . . ?
C14 N2 C15 122.5(4) . . ?
C18Aa C17Aa H17A 119.3 . . ?
C17Aa C18Aa H18A 118.4 . . ?
C14 N2 H2 121(4) . . ?
C18b C17b H17 119.8 . . ?
C15 N2 H2 117(4) . . ?
C13 C8 N1 117.4(4) . . ?
C9 C8 N1 123.6(4) . . ?
C9 C8 C13 118.8(4) . . ?
C8 C13 C14 121.0(4) . . ?
C12 C13 C8 119.6(4) . . ?
C12 C13 C14 119.3(4) . . ?
C1 C6 C5 118.5(4) . . ?
C1 C6 C7 122.2(4) . . ?
C5 C6 C7 119.3(4) . . ?
C21Aa C20Aa H20A 121.0 . . ?
C20Aa C21Aa H21A 119.6 . . ?
C20b C21b H21 119.7 . . ?
C17b C18b H18B 107.5 . . ?
C17b C18b H18C 107.5 . . ?
H18Bb C18b H18C 107.0 . . ?
C21b C20b H20 119.3 . . ?
C17b C16 C15 121.4(6) . . ?
C21b C16 C15 121.1(6) . . ?
C21Aa C16 C15 116.0(6) . . ?
C17Aa C16 C15 125.0(5) . . ?
C13 C12 H12 119.6 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
O2 C14 N2 122.4(4) . . ?
O2 C14 C13 121.6(4) . . ?
N2 C14 C13 116.0(4) . . ?
C21b C16 C17 117.4(7) . . ?
C17Aa C16 C21A 119.0(7) . . ?
C18Aa C19 H19 121.1 . . ?
C20Aa C19 H19 121.1 . . ?
C20b C19 H19A 119.9 . . ?
C18b C19 H19A 119.9 . . ?
C18Aa C19 C20A 117.8(7) . . ?
C20b C19 C18 120.3(7) . . ?
N2 C15 C16 112.5(4) . . ?
N2 C15 H15 107.3 . . ?
N2 C15 C22 109.1(4) . . ?
C16 C17Aa H17A 119.3 . . ?
C16 C17Aa C18A 121.3(8) . . ?
C16 C17b H17 119.8 . . ?
C16 C21Aa H21A 119.6 . . ?
C16 C21b H21 119.7 . . ?
C16 C17b C18 120.4(9) . . ?
C16 C21b C20 120.6(10) . . ?
C16 C15 H15 107.3 . . ?
C16 C15 C22 113.1(4) . . ?
C22 C15 H15 107.3 . . ?
O1 C1 C6 121.8(4) . . ?
O1 C1 C2 117.8(4) . . ?
C2 C1 C6 120.5(4) . . ?
C12 C11 H11 120.1 . . ?
C10 C11 C12 119.8(4) . . ?
C10 C11 H11 120.1 . . ?
C6 C5 H5 120.4 . . ?
C4 C5 C6 119.3(4) . . ?
C4 C5 H5 120.4 . . ?
F1F C4 C3 118.2(4) . . ?
C5 C4 F1F 118.8(4) . . ?
C5 C4 C3 123.1(4) . . ?
N1 C7 C6 121.6(4) . . ?
N1 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C8 C9 H9 119.6 . . ?
C8 C9 C10 120.9(4) . . ?
C10 C9 H9 119.6 . . ?
C11 C10 C9 120.1(4) . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C4 C3 H3 120.9 . . ?
C4 C3 C2 118.2(5) . . ?
C2 C3 H3 120.9 . . ?
C1 C2 C3 120.5(4) . . ?
C1 C2 H2A 119.8 . . ?
C3 C2 H2A 119.8 . . ?
C19 C18Aa C17A 123.1(9) . . ?
C19 C18Aa H18A 118.4 . . ?
C19 C18b C17 119.1(9) . . ?
C19 C20Aa H20A 121.0 . . ?
C19 C20b C21 121.3(11) . . ?
C19 C18b H18B 107.5 . . ?
C19 C18b H18C 107.5 . . ?
C19 C20b H20 119.3 . . ?

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
C17Aa C16 C15 N2 4.1(8) . . . . ?
C17b C16 C21b C20b 5.2(14) . . . . ?
C17Aa C16 C21Aa C20Aa -1.3(14) . . . . ?
C21b C16 C15 N2 -105.2(7) . . . . ?
C21b C16 C17b C18b -6.0(14) . . . . ?
C17b C16 C15 N2 71.0(8) . . . . ?
C21Aa C16 C15 N2 -176.9(6) . . . . ?
C21Aa C16 C15 C22 58.9(7) . . . . ?
C17b C16 C15 C22 -53.2(8) . . . . ?
C17Aa C16 C15 C22 -120.1(7) . . . . ?
C21b C16 C15 C22 130.6(7) . . . . ?
C21Aa C16 C17Aa C18Aa 3.1(13) . . . . ?
F1F C4 C3 C2 -180.0(4) . . . . ?
C18Aa C19 C20Aa C21Aa 0.2(15) . . . . ?
C20Aa C19 C18Aa C17Aa 1.7(15) . . . . ?
C18b C19 C20b C21b -9.7(18) . . . . ?
C20b C19 C18b C17b 8.6(16) . . . . ?
O1 C1 C2 C3 -180.0(5) . . . . ?
N1 C8 C13 C12 -176.4(4) . . . . ?
N1 C8 C13 C14 6.1(6) . . . . ?
N1 C8 C9 C10 176.1(4) . . . . ?
C8 N1 C7 C6 -179.3(4) . . . . ?
C8 C13 C12 C11 -0.2(6) . . . . ?
C8 C13 C14 O2 44.5(6) . . . . ?
C8 C13 C14 N2 -136.4(4) . . . . ?
C8 C9 C10 C11 0.1(8) . . . . ?
C13 C8 C9 C10 0.6(7) . . . . ?
C13 C12 C11 C10 0.9(7) . . . . ?
C6 C1 C2 C3 -0.2(7) . . . . ?
C6 C5 C4 F1F -179.8(4) . . . . ?
C6 C5 C4 C3 -1.3(7) . . . . ?
C12 C13 C14 O2 -133.1(5) . . . . ?
C12 C13 C14 N2 46.0(6) . . . . ?
C12 C11 C10 C9 -0.9(8) . . . . ?
C14 N2 C15 C16 97.6(5) . . . . ?
C14 N2 C15 C22 -136.0(4) . . . . ?
C14 C13 C12 C11 177.5(4) . . . . ?
C16 C21b C20b C19 2.8(19) . . . . ?
C16 C17Aa C18Aa C19 -3.5(16) . . . . ?
C16 C17b C18b C19 -0.5(17) . . . . ?
C15 N2 C14 O2 -2.3(7) . . . . ?
C15 N2 C14 C13 178.6(4) . . . . ?
C15 C16 C21Aa C20Aa 179.7(9) . . . . ?
C15 C16 C17Aa C18Aa -177.9(8) . . . . ?
C15 C16 C17b C18b 177.6(9) . . . . ?
C15 C16 C21b C20b -178.5(9) . . . . ?
C1 C6 C5 C4 0.3(7) . . . . ?
C1 C6 C7 N1 -6.5(7) . . . . ?
C5 C6 C1 O1 -179.8(4) . . . . ?
C5 C6 C1 C2 0.4(7) . . . . ?
C5 C6 C7 N1 176.3(4) . . . . ?
C5 C4 C3 C2 1.5(8) . . . . ?
C4 C3 C2 C1 -0.7(7) . . . . ?
C7 N1 C8 C13 -166.4(4) . . . . ?
C7 N1 C8 C9 18.0(7) . . . . ?
C7 C6 C1 O1 3.0(7) . . . . ?
C7 C6 C1 C2 -176.8(4) . . . . ?
C7 C6 C5 C4 177.6(4) . . . . ?
C9 C8 C13 C12 -0.6(6) . . . . ?
C9 C8 C13 C14 -178.2(4) . . . . ?
C19 C20Aa C21Aa C16 -0.4(15) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HL3_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2251966'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        HL3
_chemical_formula_moiety         '0.11(C22.1 H19.7 Cl N2 O2)'
_chemical_formula_sum            'C2.46 H2.19 Cl0.11 N0.22 O0.22'
_chemical_formula_weight         42.31
_chemical_absolute_configuration ?
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.596(4)
_cell_length_b                   5.0457(13)
_cell_length_c                   13.851(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.532(9)
_cell_angle_gamma                90
_cell_volume                     915.5(4)
_cell_formula_units_Z            18
_cell_measurement_reflns_used    4446
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.28
_cell_measurement_theta_min      2.45
_shelx_estimated_absorpt_T_max   0.964
_shelx_estimated_absorpt_T_min   0.945
_exptl_absorpt_coefficient_mu    0.229
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6476
_exptl_absorpt_correction_type   refdelf
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1537 before and 0.0631 after correction.
The Ratio of minimum to maximum transmission is 0.8684.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'orangish orange'
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.381
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             399
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.16
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0604
_diffrn_reflns_av_unetI/netI     0.0613
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            15901
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.406
_diffrn_reflns_theta_min         2.453
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.800
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.995
_reflns_number_gt                3786
_reflns_number_total             4584
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.218
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.054
_refine_ls_abs_structure_details 
;
 Flack x determined using 1395 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.10(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.045
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     286
_refine_ls_number_reflns         4584
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0652
_refine_ls_R_factor_gt           0.0482
_refine_ls_restrained_S_all      1.045
_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)+(0.0555P)²+0.2085P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1125
_refine_ls_wR_factor_ref         0.1225
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2. Others
 Fixed Sof: H19(0.4) H19A(0.6) C17A(0.5) H17A(0.5) C18A(0.4) H18A(0.4)
 C20A(0.4) H20A(0.4) C21(0.6) H21A(0.6) H21B(0.6) C21A(0.4) H21C(0.4) C20(0.6)
 H20(0.6) C17(0.6) H17(0.6) C18(0.6) H18(0.6)
3.a Ternary CH refined with riding coordinates:
 C15(H15)
3.b Secondary CH2 refined with riding coordinates:
 C21(H21A,H21B)
3.c Aromatic/amide H refined with riding coordinates:
 C12(H12), C5(H5), C10(H10), C11(H11), C9(H9), C7(H7), C3(H3), C2(H2A),
 C19(H19), C19(H19A), C17A(H17A), C18A(H18A), C20A(H20A), C21A(H21C), C20(H20),
 C17(H17), C18(H18)
3.d Idealised Me refined as rotating group:
 C26C(H26A,H26B,H26C)
3.e Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cl1 Cl 0.65301(7) 1.3004(2) -0.02993(6) 0.0336(2) Uani 1 1 d . . . . .
O2 O 0.73772(18) 0.3822(4) 0.49511(17) 0.0252(6) Uani 1 1 d . . . . .
O1 O 0.81957(18) 0.6311(6) 0.32238(17) 0.0319(6) Uani 1 1 d . . . . .
H1 H 0.774529 0.531508 0.333956 0.048 Uiso 1 1 calc GR . . . .
N1 N 0.6401(2) 0.4021(6) 0.28645(19) 0.0217(6) Uani 1 1 d . . . . .
N2 N 0.7706(2) -0.0555(6) 0.5188(2) 0.0210(6) Uani 1 1 d . . . . .
C14 C 0.7125(2) 0.1494(7) 0.4761(2) 0.0190(7) Uani 1 1 d . . . . .
C13 C 0.6115(2) 0.0767(6) 0.4045(2) 0.0190(7) Uani 1 1 d . . . . .
C6 C 0.6763(2) 0.7525(7) 0.1858(2) 0.0218(7) Uani 1 1 d . . . . .
C16 C 0.8694(2) -0.0418(7) 0.6974(2) 0.0228(7) Uani 1 1 d . . . . .
C8 C 0.5744(2) 0.2158(6) 0.3138(2) 0.0205(7) Uani 1 1 d . . . . .
C12 C 0.5521(2) -0.1216(6) 0.4304(2) 0.0214(7) Uani 1 1 d . . . . .
H12 H 0.577990 -0.217899 0.490812 0.026 Uiso 1 1 calc R . . . .
C5 C 0.6385(3) 0.9155(7) 0.1020(3) 0.0250(7) Uani 1 1 d . . . . .
H5 H 0.569581 0.897572 0.063541 0.030 Uiso 1 1 calc R . . . .
C10 C 0.4187(3) -0.0422(8) 0.2812(3) 0.0288(8) Uani 1 1 d . . . . .
H10 H 0.352381 -0.080144 0.239673 0.035 Uiso 1 1 calc R . . . .
C11 C 0.4560(2) -0.1808(8) 0.3698(2) 0.0239(7) Uani 1 1 d . . . . .
H11 H 0.415966 -0.315429 0.388704 0.029 Uiso 1 1 calc R . . . .
C1 C 0.7786(2) 0.7797(8) 0.2416(2) 0.0247(7) Uani 1 1 d . . . . .
C9 C 0.4776(2) 0.1517(8) 0.2530(2) 0.0268(8) Uani 1 1 d . . . . .
H9 H 0.451870 0.242335 0.191275 0.032 Uiso 1 1 calc R . . . .
C26C C 0.9466(2) -0.2096(8) 0.5617(2) 0.0235(7) Uani 1 1 d . . . . .
H26A H 0.928156 -0.391803 0.573969 0.035 Uiso 1 1 calc GR . . . .
H26B H 1.015818 -0.171475 0.602844 0.035 Uiso 1 1 calc GR . . . .
H26C H 0.944036 -0.188655 0.490696 0.035 Uiso 1 1 calc GR . . . .
C7 C 0.6086(3) 0.5642(7) 0.2140(3) 0.0238(7) Uani 1 1 d . . . . .
H7 H 0.538718 0.561092 0.177389 0.029 Uiso 1 1 calc R . . . .
C15 C 0.8714(2) -0.0173(7) 0.5890(2) 0.0213(7) Uani 1 1 d . . . . .
H15 H 0.894308 0.166605 0.579004 0.026 Uiso 1 1 calc R . . . .
C4 C 0.7006(3) 1.1017(7) 0.0748(2) 0.0263(8) Uani 1 1 d . . . . .
C3 C 0.8009(3) 1.1331(8) 0.1304(3) 0.0297(8) Uani 1 1 d . . . . .
H3 H 0.843017 1.263764 0.112194 0.036 Uiso 1 1 calc R . . . .
C2 C 0.8396(3) 0.9704(9) 0.2135(3) 0.0306(8) Uani 1 1 d . . . . .
H2A H 0.908606 0.990242 0.251418 0.037 Uiso 1 1 calc R . . . .
C19 C 0.8751(3) -0.0847(9) 0.9003(3) 0.0418(10) Uani 1 1 d . . . . .
H19 H 0.876946 -0.108496 0.968772 0.050 Uiso 0.4 1 calc R . P A 1
H19A H 0.883086 -0.099908 0.970314 0.050 Uiso 0.6 1 calc R . P B 2
C17A C 0.7852(5) -0.1082(13) 0.7269(5) 0.0245(14) Uani 0.5 1 d . . P C 1
H17A H 0.723023 -0.145230 0.677984 0.029 Uiso 0.5 1 calc R . P C 1
C18A C 0.7893(6) -0.1228(15) 0.8290(6) 0.0167(15) Uani 0.4 1 d . . P C 1
H18A H 0.728531 -0.161423 0.847693 0.020 Uiso 0.4 1 calc R . P C 1
C20A C 0.9666(6) -0.0053(18) 0.8717(6) 0.0209(17) Uani 0.4 1 d . . P C 1
H20A H 1.027571 0.037376 0.921501 0.025 Uiso 0.4 1 calc R . P C 1
C21 C 0.8820(6) 0.1762(16) 0.7605(6) 0.0485(19) Uani 0.6 1 d . . P C 2
H21A H 0.825934 0.301183 0.730957 0.058 Uiso 0.6 1 calc R . P C 2
H21B H 0.946309 0.264220 0.757768 0.058 Uiso 0.6 1 calc R . P C 2
C21A C 0.9636(6) 0.0070(16) 0.7713(6) 0.0178(16) Uani 0.4 1 d . . P C 1
H21C H 1.023591 0.047567 0.751532 0.021 Uiso 0.4 1 calc R . P C 1
C20 C 0.8852(8) 0.1481(19) 0.8611(6) 0.067(3) Uani 0.6 1 d . . P C 2
H20 H 0.895011 0.300832 0.902697 0.080 Uiso 0.6 1 calc R . P C 2
C17 C 0.8508(6) -0.2907(15) 0.7365(5) 0.0454(19) Uani 0.6 1 d . . P C 2
H17 H 0.837529 -0.441385 0.693800 0.055 Uiso 0.6 1 calc R . P C 2
C18 C 0.8518(7) -0.3168(18) 0.8374(6) 0.056(2) Uani 0.6 1 d . . P C 2
H18 H 0.837616 -0.482101 0.863648 0.067 Uiso 0.6 1 calc R . P C 2
H2 H 0.753(2) -0.214(9) 0.501(2) 0.015(8) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C4 1.739(4) . ?
C17Aa H17A 0.9500 . ?
C17Aa C18A 1.403(10) . ?
C18Aa H18A 0.9500 . ?
C20Aa H20A 0.9500 . ?
C21b H21A 0.9900 . ?
C21b H21B 0.9900 . ?
C20Aa C21A 1.381(11) . ?
C21Aa H21C 0.9500 . ?
C21b C20 1.390(11) . ?
C20b H20 0.9500 . ?
C17b H17 0.9500 . ?
C17b C18 1.401(10) . ?
C18b H18 0.9500 . ?
O2 C14 1.232(4) . ?
O1 H1 0.8400 . ?
O1 C1 1.338(4) . ?
N1 C8 1.417(4) . ?
N1 C7 1.277(4) . ?
N2 C14 1.339(4) . ?
N2 C15 1.466(4) . ?
N2 H2 0.85(4) . ?
C14 C13 1.509(4) . ?
C13 C8 1.408(4) . ?
C13 C12 1.392(5) . ?
C6 C5 1.404(5) . ?
C6 C1 1.405(4) . ?
C6 C7 1.447(5) . ?
C16 C15 1.514(5) . ?
C16 C17A 1.356(8) . ?
C16 C21 1.386(8) . ?
C16 C21A 1.430(8) . ?
C16 C17 1.417(8) . ?
C8 C9 1.397(4) . ?
C12 H12 0.9500 . ?
C12 C11 1.383(4) . ?
C5 H5 0.9500 . ?
C5 C4 1.381(5) . ?
C10 H10 0.9500 . ?
C10 C11 1.385(5) . ?
C10 C9 1.386(5) . ?
C11 H11 0.9500 . ?
C1 C2 1.392(5) . ?
C9 H9 0.9500 . ?
C26C H26A 0.9800 . ?
C26C H26B 0.9800 . ?
C26C H26C 0.9800 . ?
C26C C15 1.528(5) . ?
C7 H7 0.9500 . ?
C15 H15 1.0000 . ?
C4 C3 1.384(5) . ?
C3 H3 0.9500 . ?
C3 C2 1.397(5) . ?
C2 H2A 0.9500 . ?
C19 H19 0.9500 . ?
C19 H19A 0.9500 . ?
C19 C18A 1.324(9) . ?
C19 C20A 1.460(10) . ?
C19 C20 1.316(11) . ?
C19 C18 1.443(10) . ?

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
C1 O1 H1 109.5 . . ?
C18b C17b C16 120.6(7) . . ?
C20Aa C21Aa C16 119.5(7) . . ?
C7 N1 C8 122.2(3) . . ?
C17b C18b C19 117.9(7) . . ?
C14 N2 C15 121.8(3) . . ?
C21Aa C20Aa C19 119.2(6) . . ?
C14 N2 H2 121(2) . . ?
C15 N2 H2 117(2) . . ?
O2 C14 N2 123.0(3) . . ?
O2 C14 C13 121.6(3) . . ?
N2 C14 C13 115.3(3) . . ?
C8 C13 C14 120.7(3) . . ?
C12 C13 C14 119.6(3) . . ?
C12 C13 C8 119.6(3) . . ?
C18Aa C17Aa H17A 119.7 . . ?
C17Aa C18Aa H18A 118.9 . . ?
C21Aa C20Aa H20A 120.4 . . ?
C20b C21b H21A 107.0 . . ?
H21Ab C21b H21B 106.8 . . ?
C20b C21b H21B 107.0 . . ?
C20Aa C21Aa H21C 120.2 . . ?
C21b C20b H20 119.1 . . ?
C5 C6 C1 119.1(3) . . ?
C18b C17b H17 119.7 . . ?
C5 C6 C7 119.3(3) . . ?
C1 C6 C7 121.5(3) . . ?
C17b C18b H18 121.0 . . ?
C21Aa C16 C15 116.5(4) . . ?
C17Aa C16 C15 124.0(4) . . ?
C21b C16 C15 121.9(5) . . ?
C17b C16 C15 120.2(4) . . ?
C17Aa C16 C21A 119.5(5) . . ?
C21b C16 C17 117.8(5) . . ?
C20Aa C19 H19 120.6 . . ?
C18Aa C19 H19 120.6 . . ?
C13 C8 N1 117.9(3) . . ?
C20b C19 H19A 119.8 . . ?
C18b C19 H19A 119.8 . . ?
C18Aa C19 C20A 118.8(5) . . ?
C20b C19 C18 120.4(5) . . ?
C9 C8 N1 123.5(3) . . ?
C9 C8 C13 118.5(3) . . ?
C13 C12 H12 119.4 . . ?
C11 C12 C13 121.2(3) . . ?
C11 C12 H12 119.4 . . ?
C6 C5 H5 119.7 . . ?
C4 C5 C6 120.6(3) . . ?
C4 C5 H5 119.7 . . ?
C11 C10 H10 119.9 . . ?
C11 C10 C9 120.3(3) . . ?
C9 C10 H10 119.9 . . ?
C12 C11 C10 119.4(3) . . ?
C12 C11 H11 120.3 . . ?
C10 C11 H11 120.3 . . ?
O1 C1 C6 122.3(3) . . ?
O1 C1 C2 118.4(3) . . ?
C2 C1 C6 119.3(3) . . ?
C8 C9 H9 119.5 . . ?
C10 C9 C8 121.0(3) . . ?
C10 C9 H9 119.5 . . ?
H26A C26C H26B 109.5 . . ?
H26A C26C H26C 109.5 . . ?
H26B C26C H26C 109.5 . . ?
C15 C26C H26A 109.5 . . ?
C15 C26C H26B 109.5 . . ?
C15 C26C H26C 109.5 . . ?
N1 C7 C6 122.0(3) . . ?
N1 C7 H7 119.0 . . ?
C6 C7 H7 119.0 . . ?
N2 C15 C16 112.7(3) . . ?
N2 C15 C26C 108.7(3) . . ?
N2 C15 H15 107.5 . . ?
C16 C15 C26C 112.6(3) . . ?
C16 C17Aa H17A 119.7 . . ?
C16 C17Aa C18A 120.5(6) . . ?
C16 C21b H21A 107.0 . . ?
C16 C15 H15 107.5 . . ?
C26C C15 H15 107.5 . . ?
C5 C4 Cl1 120.1(3) . . ?
C5 C4 C3 120.6(3) . . ?
C3 C4 Cl1 119.3(3) . . ?
C4 C3 H3 120.4 . . ?
C4 C3 C2 119.2(3) . . ?
C2 C3 H3 120.4 . . ?
C1 C2 C3 121.1(3) . . ?
C1 C2 H2A 119.5 . . ?
C3 C2 H2A 119.5 . . ?
C16 C21b H21B 107.0 . . ?
C16 C21Aa H21C 120.2 . . ?
C16 C21b C20 121.1(7) . . ?
C16 C17b H17 119.7 . . ?
C19 C18Aa C17A 122.2(7) . . ?
C19 C18Aa H18A 118.9 . . ?
C19 C20Aa H20A 120.4 . . ?
C19 C20b C21 121.7(7) . . ?
C19 C20b H20 119.1 . . ?
C19 C18b H18 121.0 . . ?

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
C21b C16 C15 N2 -109.0(5) . . . . ?
C17b C16 C21b C20b 5.5(11) . . . . ?
C21b C16 C17b C18b -4.0(10) . . . . ?
C17b C16 C15 N2 68.8(5) . . . . ?
C17Aa C16 C21Aa C20Aa -2.2(10) . . . . ?
C21Aa C16 C15 N2 -176.7(4) . . . . ?
C21Aa C16 C17Aa C18Aa 1.6(9) . . . . ?
C17Aa C16 C15 N2 3.9(6) . . . . ?
C21b C16 C15 C26C 127.6(5) . . . . ?
C21Aa C16 C15 C26C 59.9(5) . . . . ?
C17b C16 C15 C26C -54.6(5) . . . . ?
C17Aa C16 C15 C26C -119.5(5) . . . . ?
Cl1 C4 C3 C2 -179.0(3) . . . . ?
C18Aa C19 C20Aa C21Aa -5.2(11) . . . . ?
C20b C19 C18b C17b 6.3(12) . . . . ?
C20Aa C19 C18Aa C17Aa 4.7(10) . . . . ?
C18b C19 C20b C21b -5.1(14) . . . . ?
O2 C14 C13 C8 42.5(5) . . . . ?
O2 C14 C13 C12 -134.4(4) . . . . ?
O1 C1 C2 C3 -179.5(4) . . . . ?
N1 C8 C9 C10 176.6(3) . . . . ?
N2 C14 C13 C8 -139.2(3) . . . . ?
N2 C14 C13 C12 43.8(4) . . . . ?
C14 N2 C15 C16 99.8(4) . . . . ?
C14 N2 C15 C26C -134.7(3) . . . . ?
C14 C13 C8 N1 7.7(4) . . . . ?
C14 C13 C8 C9 -176.2(3) . . . . ?
C14 C13 C12 C11 175.5(3) . . . . ?
C13 C8 C9 C10 0.7(5) . . . . ?
C13 C12 C11 C10 0.6(5) . . . . ?
C6 C5 C4 Cl1 179.5(3) . . . . ?
C6 C5 C4 C3 -0.7(5) . . . . ?
C6 C1 C2 C3 -0.5(6) . . . . ?
C16 C21b C20b C19 -1.0(15) . . . . ?
C16 C17Aa C18Aa C19 -3.0(11) . . . . ?
C16 C17b C18b C19 -1.7(12) . . . . ?
C8 N1 C7 C6 -179.5(3) . . . . ?
C8 C13 C12 C11 -1.5(5) . . . . ?
C12 C13 C8 N1 -175.3(3) . . . . ?
C12 C13 C8 C9 0.8(5) . . . . ?
C5 C6 C1 O1 179.9(3) . . . . ?
C5 C6 C1 C2 1.0(5) . . . . ?
C5 C6 C7 N1 176.5(3) . . . . ?
C5 C4 C3 C2 1.3(5) . . . . ?
C11 C10 C9 C8 -1.6(6) . . . . ?
C1 C6 C5 C4 -0.4(5) . . . . ?
C1 C6 C7 N1 -4.8(5) . . . . ?
C9 C10 C11 C12 0.9(6) . . . . ?
C7 N1 C8 C13 -169.6(3) . . . . ?
C7 N1 C8 C9 14.5(5) . . . . ?
C7 C6 C5 C4 178.3(3) . . . . ?
C7 C6 C1 O1 1.2(5) . . . . ?
C7 C6 C1 C2 -177.7(3) . . . . ?
C15 N2 C14 O2 -2.6(5) . . . . ?
C15 N2 C14 C13 179.1(3) . . . . ?
C15 C16 C17b C18b 178.1(6) . . . . ?
C15 C16 C17Aa C18Aa -179.0(5) . . . . ?
C15 C16 C21Aa C20Aa 178.4(6) . . . . ?
C15 C16 C21b C20b -176.7(7) . . . . ?
C4 C3 C2 C1 -0.6(6) . . . . ?
C19 C20Aa C21Aa C16 3.9(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HL4_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2251968'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        HL4
_chemical_formula_moiety         '2(C22 H18 Br N2 O2)'
_chemical_formula_sum            'C44 H36 Br2 N4 O4'
_chemical_formula_weight         844.59
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   5.1334(11)
_cell_length_b                   17.550(4)
_cell_length_c                   20.516(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.216(7)
_cell_angle_gamma                90
_cell_volume                     1848.4(6)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    7393
_cell_measurement_temperature    100
_cell_measurement_theta_max      25.35
_cell_measurement_theta_min      2.32
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    2.244
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6566
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1149 before and 0.0683 after correction.
The Ratio of minimum to maximum transmission is 0.8805.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            orange
_exptl_crystal_colour_primary    orange
_exptl_crystal_density_diffrn    1.518
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             860
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.18
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0727
_diffrn_reflns_av_unetI/netI     0.0871
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            31234
_diffrn_reflns_point_group_measured_fraction_full 0.933
_diffrn_reflns_point_group_measured_fraction_max 0.902
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.484
_diffrn_reflns_theta_min         2.300
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.756
_reflns_Friedel_fraction_full    0.863
_reflns_Friedel_fraction_max     0.802
_reflns_number_gt                6734
_reflns_number_total             8429
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.739
_refine_diff_density_min         -0.493
_refine_diff_density_rms         0.092
_refine_ls_abs_structure_details 
;
 Flack x determined using 2154 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.038(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     491
_refine_ls_number_reflns         8429
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0766
_refine_ls_R_factor_gt           0.0515
_refine_ls_restrained_S_all      1.031
_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)+(0.0336P)²+1.4618P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0946
_refine_ls_wR_factor_ref         0.1033
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C37(H37), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C29(H29), C21(H21), C27(H27), C17(H17), C31(H31), C43(H43),
 C39(H39), C10(H10), C9(H9), C24(H24), C2(H2), C18(H18), C41(H41), C19(H19),
 C25(H25), C34(H34), C32(H32), C33(H33), C12(H12), C40(H40), C11(H11), C3(H3A),
 C20(H20), C42(H42)
2.c Idealised Me refined as rotating group:
 C44(H44A,H44B,H44C), C22(H22A,H22B,H22C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1), O3(H3)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
Br2 Br -0.18765(13) 0.37265(4) 0.23308(3) 0.02574(16) Uani 1 1 d . . . . .
Br1 Br 1.68717(13) 0.62450(4) -0.26700(3) 0.02572(16) Uani 1 1 d . . . . .
O4 O 0.7462(8) 0.3325(3) 0.5776(2) 0.0191(10) Uani 1 1 d . . . . .
O2 O 0.7547(8) 0.6644(3) 0.0775(2) 0.0201(10) Uani 1 1 d . . . . .
O1 O 0.9911(9) 0.5645(3) -0.0363(2) 0.0281(11) Uani 1 1 d . . . . .
H1 H 0.885338 0.600409 -0.030618 0.042 Uiso 1 1 calc GR . . . .
N1 N 0.7764(10) 0.6986(3) -0.0587(3) 0.0196(12) Uani 1 1 d . . . . .
N2 N 0.3212(9) 0.6405(3) 0.0847(2) 0.0166(12) Uani 1 1 d . . . . .
O3 O 0.5079(9) 0.4327(3) 0.4641(2) 0.0281(11) Uani 1 1 d . . . . .
H3 H 0.632090 0.401540 0.465208 0.042 Uiso 1 1 calc GR . . . .
N4 N 1.1806(9) 0.3566(3) 0.5852(2) 0.0178(12) Uani 1 1 d . . . . .
N3 N 0.7238(10) 0.2985(3) 0.4415(2) 0.0189(11) Uani 1 1 d . . . . .
C6 C 1.1295(11) 0.6496(4) -0.1224(3) 0.0178(13) Uani 1 1 d . . . . .
C5 C 1.2918(12) 0.6615(4) -0.1759(3) 0.0221(14) Uani 1 1 d . . . . .
H5 H 1.277669 0.707148 -0.200577 0.027 Uiso 1 1 calc R . . . .
C4 C 1.4726(11) 0.6069(4) -0.1931(3) 0.0193(13) Uani 1 1 d . . . . .
C26 C 0.0291(12) 0.3900(4) 0.3074(3) 0.0200(14) Uani 1 1 d . . . . .
C8 C 0.5974(11) 0.7557(4) -0.0401(3) 0.0156(12) Uani 1 1 d . . . . .
C7 C 0.9435(11) 0.7079(4) -0.1037(3) 0.0206(14) Uani 1 1 d . . . . .
H7 H 0.946678 0.755294 -0.126118 0.025 Uiso 1 1 calc R . . . .
C28 C 0.3723(11) 0.3474(4) 0.3775(3) 0.0182(13) Uani 1 1 d . . . . .
C30 C 0.9031(11) 0.2414(3) 0.4603(3) 0.0159(12) Uani 1 1 d . . . . .
C44 C 1.3420(13) 0.4814(4) 0.6185(3) 0.0238(15) Uani 1 1 d . . . . .
H44A H 1.519306 0.460917 0.621342 0.036 Uiso 1 1 calc GR . . . .
H44B H 1.321571 0.522642 0.650286 0.036 Uiso 1 1 calc GR . . . .
H44C H 1.310624 0.501148 0.574521 0.036 Uiso 1 1 calc GR . . . .
C29 C 0.5556(12) 0.2888(4) 0.3961(3) 0.0222(14) Uani 1 1 d . . . . .
H29 H 0.551021 0.241327 0.373880 0.027 Uiso 1 1 calc R . . . .
C21 C 0.5003(12) 0.5865(4) 0.2495(3) 0.0240(15) Uani 1 1 d . . . . .
H21 H 0.641738 0.554274 0.238161 0.029 Uiso 1 1 calc R . . . .
C37 C 1.1483(11) 0.4188(4) 0.6331(3) 0.0172(13) Uani 1 1 d . . . . .
H37 H 0.968767 0.440150 0.628056 0.021 Uiso 1 1 calc R . . . .
C27 C 0.2088(12) 0.3354(4) 0.3244(3) 0.0215(14) Uani 1 1 d . . . . .
H27 H 0.221149 0.289549 0.299982 0.026 Uiso 1 1 calc R . . . .
C17 C 0.1212(12) 0.6554(4) 0.2191(3) 0.0218(14) Uani 1 1 d . . . . .
H17 H -0.003073 0.670427 0.187104 0.026 Uiso 1 1 calc R . . . .
C1 C 1.1480(12) 0.5809(4) -0.0882(3) 0.0207(14) Uani 1 1 d . . . . .
C14 C 0.5256(11) 0.6791(4) 0.0622(3) 0.0156(12) Uani 1 1 d . . . . .
C15 C 0.3521(11) 0.5789(4) 0.1325(3) 0.0185(13) Uani 1 1 d . . . . .
H15 H 0.532029 0.557782 0.127829 0.022 Uiso 1 1 calc R . . . .
C31 C 0.9586(12) 0.1769(4) 0.4221(3) 0.0239(14) Uani 1 1 d . . . . .
H31 H 0.870886 0.169629 0.381699 0.029 Uiso 1 1 calc R . . . .
C22 C 0.1598(13) 0.5151(4) 0.1177(3) 0.0241(15) Uani 1 1 d . . . . .
H22A H -0.018404 0.534861 0.120428 0.036 Uiso 1 1 calc GR . . . .
H22B H 0.182903 0.473911 0.149410 0.036 Uiso 1 1 calc GR . . . .
H22C H 0.191063 0.495525 0.073665 0.036 Uiso 1 1 calc GR . . . .
C16 C 0.3227(11) 0.6077(4) 0.2021(3) 0.0183(14) Uani 1 1 d . . . . .
C38 C 1.1777(12) 0.3890(4) 0.7023(3) 0.0183(14) Uani 1 1 d . . . . .
C36 C 0.9755(11) 0.3179(4) 0.5627(3) 0.0157(12) Uani 1 1 d . . . . .
C43 C 0.9982(13) 0.4109(4) 0.7496(3) 0.0259(15) Uani 1 1 d . . . . .
H43 H 0.856357 0.443024 0.738119 0.031 Uiso 1 1 calc R . . . .
C39 C 1.3788(13) 0.3412(4) 0.7190(3) 0.0235(14) Uani 1 1 d . . . . .
H39 H 1.501378 0.325554 0.687076 0.028 Uiso 1 1 calc R . . . .
C35 C 1.0374(11) 0.2522(4) 0.5186(3) 0.0161(12) Uani 1 1 d . . . . .
C10 C 0.3602(11) 0.8728(5) -0.0574(3) 0.0245(13) Uani 1 1 d . . . . .
H10 H 0.325911 0.916624 -0.083180 0.029 Uiso 1 1 calc R . . . .
C13 C 0.4617(11) 0.7450(4) 0.0185(3) 0.0174(12) Uani 1 1 d . . . . .
C9 C 0.5414(13) 0.8201(4) -0.0779(3) 0.0236(14) Uani 1 1 d . . . . .
H9 H 0.629095 0.827583 -0.118083 0.028 Uiso 1 1 calc R . . . .
C24 C 0.1635(14) 0.4695(4) 0.3954(4) 0.0294(17) Uani 1 1 d . . . . .
H24 H 0.143649 0.514684 0.420418 0.035 Uiso 1 1 calc R . . . .
C2 C 1.3345(14) 0.5276(4) -0.1048(3) 0.0280(16) Uani 1 1 d . . . . .
H2 H 1.352473 0.482319 -0.079767 0.034 Uiso 1 1 calc R . . . .
C23 C 0.3509(12) 0.4164(4) 0.4126(3) 0.0213(14) Uani 1 1 d . . . . .
C18 C 0.0982(13) 0.6820(4) 0.2832(3) 0.0240(14) Uani 1 1 d . . . . .
H18 H -0.038509 0.715989 0.294423 0.029 Uiso 1 1 calc R . . . .
C41 C 1.2246(13) 0.3374(4) 0.8303(4) 0.0256(16) Uani 1 1 d . . . . .
H41 H 1.239488 0.319199 0.873788 0.031 Uiso 1 1 calc R . . . .
C19 C 0.2740(13) 0.6588(4) 0.3300(4) 0.0273(16) Uani 1 1 d . . . . .
H19 H 0.256165 0.675480 0.373793 0.033 Uiso 1 1 calc R . . . .
C25 C 0.0056(14) 0.4568(4) 0.3421(3) 0.0275(15) Uani 1 1 d . . . . .
H25 H -0.118925 0.493982 0.329268 0.033 Uiso 1 1 calc R . . . .
C34 C 1.2233(12) 0.1995(4) 0.5376(3) 0.0210(14) Uani 1 1 d . . . . .
H34 H 1.318243 0.207709 0.576803 0.025 Uiso 1 1 calc R . . . .
C32 C 1.1393(12) 0.1244(5) 0.4429(3) 0.0248(13) Uani 1 1 d . . . . .
H32 H 1.171844 0.080297 0.417294 0.030 Uiso 1 1 calc R . . . .
C33 C 1.2743(11) 0.1349(4) 0.5007(3) 0.0213(14) Uani 1 1 d . . . . .
H33 H 1.399662 0.098623 0.514878 0.026 Uiso 1 1 calc R . . . .
C12 C 0.2760(11) 0.7982(4) 0.0376(3) 0.0192(14) Uani 1 1 d . . . . .
H12 H 0.181314 0.790247 0.076732 0.023 Uiso 1 1 calc R . . . .
C40 C 1.4018(12) 0.3156(4) 0.7835(4) 0.0254(15) Uani 1 1 d . . . . .
H40 H 1.541602 0.282760 0.795172 0.030 Uiso 1 1 calc R . . . .
C11 C 0.2275(11) 0.8622(4) 0.0008(3) 0.0229(14) Uani 1 1 d . . . . .
H11 H 0.104017 0.898904 0.014982 0.027 Uiso 1 1 calc R . . . .
C3 C 1.4960(13) 0.5401(4) -0.1580(3) 0.0268(15) Uani 1 1 d . . . . .
H3A H 1.621432 0.502950 -0.170170 0.032 Uiso 1 1 calc R . . . .
C20 C 0.4763(12) 0.6111(4) 0.3128(3) 0.0289(16) Uani 1 1 d . . . . .
H20 H 0.599201 0.595345 0.344804 0.035 Uiso 1 1 calc R . . . .
C42 C 1.0263(13) 0.3858(4) 0.8129(3) 0.0305(17) Uani 1 1 d . . . . .
H42 H 0.906206 0.402335 0.845024 0.037 Uiso 1 1 calc R . . . .


_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
Br2 C26 1.908(6) . ?
Br1 C4 1.903(6) . ?
O4 C36 1.244(7) . ?
O2 C14 1.243(7) . ?
O1 H1 0.8400 . ?
O1 C1 1.367(7) . ?
N1 C8 1.413(8) . ?
N1 C7 1.273(8) . ?
N2 C14 1.334(7) . ?
N2 C15 1.467(8) . ?
O3 H3 0.8400 . ?
O3 C23 1.356(8) . ?
N4 C37 1.479(8) . ?
N4 C36 1.333(8) . ?
N3 C30 1.413(8) . ?
N3 C29 1.279(8) . ?
C6 C5 1.397(9) . ?
C6 C7 1.452(9) . ?
C6 C1 1.398(9) . ?
C5 H5 0.9500 . ?
C5 C4 1.380(9) . ?
C4 C3 1.381(9) . ?
C26 C27 1.375(9) . ?
C26 C25 1.378(9) . ?
C8 C13 1.404(8) . ?
C8 C9 1.400(9) . ?
C7 H7 0.9500 . ?
C28 C29 1.445(9) . ?
C28 C27 1.389(9) . ?
C28 C23 1.413(9) . ?
C30 C31 1.407(9) . ?
C30 C35 1.391(8) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C44 C37 1.512(9) . ?
C29 H29 0.9500 . ?
C21 H21 0.9500 . ?
C21 C16 1.382(9) . ?
C21 C20 1.375(9) . ?
C37 H37 1.0000 . ?
C37 C38 1.521(9) . ?
C27 H27 0.9500 . ?
C17 H17 0.9500 . ?
C17 C16 1.377(9) . ?
C17 C18 1.402(9) . ?
C1 C2 1.383(9) . ?
C14 C13 1.499(9) . ?
C15 H15 1.0000 . ?
C15 C22 1.522(9) . ?
C15 C16 1.523(9) . ?
C31 H31 0.9500 . ?
C31 C32 1.375(9) . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C38 C43 1.393(9) . ?
C38 C39 1.373(9) . ?
C36 C35 1.501(9) . ?
C43 H43 0.9500 . ?
C43 C42 1.378(9) . ?
C39 H39 0.9500 . ?
C39 C40 1.403(9) . ?
C35 C34 1.384(9) . ?
C10 H10 0.9500 . ?
C10 C9 1.378(9) . ?
C10 C11 1.388(8) . ?
C13 C12 1.392(9) . ?
C9 H9 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.384(10) . ?
C24 C25 1.378(10) . ?
C2 H2 0.9500 . ?
C2 C3 1.391(10) . ?
C18 H18 0.9500 . ?
C18 C19 1.376(9) . ?
C41 H41 0.9500 . ?
C41 C40 1.379(9) . ?
C41 C42 1.373(9) . ?
C19 H19 0.9500 . ?
C19 C20 1.380(9) . ?
C25 H25 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.389(9) . ?
C32 H32 0.9500 . ?
C32 C33 1.384(8) . ?
C33 H33 0.9500 . ?
C12 H12 0.9500 . ?
C12 C11 1.376(9) . ?
C40 H40 0.9500 . ?
C11 H11 0.9500 . ?
C3 H3A 0.9500 . ?
C20 H20 0.9500 . ?
C42 H42 0.9500 . ?

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
C1 O1 H1 109.5 . . ?
C7 N1 C8 123.1(6) . . ?
C14 N2 C15 121.5(5) . . ?
C23 O3 H3 109.5 . . ?
C36 N4 C37 121.0(5) . . ?
C29 N3 C30 122.8(6) . . ?
C5 C6 C7 119.8(6) . . ?
C5 C6 C1 118.9(6) . . ?
C1 C6 C7 121.2(6) . . ?
C6 C5 H5 120.0 . . ?
C4 C5 C6 120.0(6) . . ?
C4 C5 H5 120.0 . . ?
C5 C4 Br1 118.9(5) . . ?
C5 C4 C3 120.9(6) . . ?
C3 C4 Br1 120.2(5) . . ?
C27 C26 Br2 118.8(5) . . ?
C27 C26 C25 121.4(6) . . ?
C25 C26 Br2 119.8(5) . . ?
C13 C8 N1 117.5(5) . . ?
C9 C8 N1 123.7(5) . . ?
C9 C8 C13 118.7(6) . . ?
N1 C7 C6 123.1(6) . . ?
N1 C7 H7 118.4 . . ?
C6 C7 H7 118.4 . . ?
C27 C28 C29 119.3(6) . . ?
C27 C28 C23 118.9(6) . . ?
C23 C28 C29 121.8(6) . . ?
C31 C30 N3 123.5(6) . . ?
C35 C30 N3 117.3(5) . . ?
C35 C30 C31 119.2(6) . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C37 C44 H44A 109.5 . . ?
C37 C44 H44B 109.5 . . ?
C37 C44 H44C 109.5 . . ?
N3 C29 C28 122.3(6) . . ?
N3 C29 H29 118.8 . . ?
C28 C29 H29 118.8 . . ?
C16 C21 H21 119.4 . . ?
C20 C21 H21 119.4 . . ?
C20 C21 C16 121.3(6) . . ?
N4 C37 C44 109.2(5) . . ?
N4 C37 H37 108.3 . . ?
N4 C37 C38 110.9(5) . . ?
C44 C37 H37 108.3 . . ?
C44 C37 C38 111.8(5) . . ?
C38 C37 H37 108.3 . . ?
C26 C27 C28 119.8(6) . . ?
C26 C27 H27 120.1 . . ?
C28 C27 H27 120.1 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.4(6) . . ?
C18 C17 H17 119.8 . . ?
O1 C1 C6 122.2(6) . . ?
O1 C1 C2 117.3(6) . . ?
C2 C1 C6 120.4(6) . . ?
O2 C14 N2 123.4(6) . . ?
O2 C14 C13 121.1(5) . . ?
N2 C14 C13 115.4(5) . . ?
N2 C15 H15 107.9 . . ?
N2 C15 C22 109.9(5) . . ?
N2 C15 C16 111.8(5) . . ?
C22 C15 H15 107.9 . . ?
C22 C15 C16 111.4(5) . . ?
C16 C15 H15 107.9 . . ?
C30 C31 H31 119.9 . . ?
C32 C31 C30 120.3(6) . . ?
C32 C31 H31 119.9 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C21 C16 C15 120.2(6) . . ?
C17 C16 C21 118.7(6) . . ?
C17 C16 C15 121.1(6) . . ?
C43 C38 C37 119.4(6) . . ?
C39 C38 C37 121.0(6) . . ?
C39 C38 C43 119.6(6) . . ?
O4 C36 N4 123.9(6) . . ?
O4 C36 C35 120.6(5) . . ?
N4 C36 C35 115.6(5) . . ?
C38 C43 H43 120.0 . . ?
C42 C43 C38 120.0(6) . . ?
C42 C43 H43 120.0 . . ?
C38 C39 H39 120.3 . . ?
C38 C39 C40 119.4(6) . . ?
C40 C39 H39 120.3 . . ?
C30 C35 C36 121.1(5) . . ?
C34 C35 C30 119.4(6) . . ?
C34 C35 C36 119.5(5) . . ?
C9 C10 H10 119.8 . . ?
C9 C10 C11 120.5(7) . . ?
C11 C10 H10 119.8 . . ?
C8 C13 C14 120.4(5) . . ?
C12 C13 C8 119.7(6) . . ?
C12 C13 C14 119.8(5) . . ?
C8 C9 H9 119.7 . . ?
C10 C9 C8 120.6(6) . . ?
C10 C9 H9 119.7 . . ?
C23 C24 H24 120.0 . . ?
C25 C24 H24 120.0 . . ?
C25 C24 C23 120.0(7) . . ?
C1 C2 H2 119.9 . . ?
C1 C2 C3 120.1(7) . . ?
C3 C2 H2 119.9 . . ?
O3 C23 C28 122.0(6) . . ?
O3 C23 C24 117.9(6) . . ?
C24 C23 C28 120.1(6) . . ?
C17 C18 H18 120.0 . . ?
C19 C18 C17 119.9(6) . . ?
C19 C18 H18 120.0 . . ?
C40 C41 H41 120.6 . . ?
C42 C41 H41 120.6 . . ?
C42 C41 C40 118.7(6) . . ?
C18 C19 H19 120.2 . . ?
C18 C19 C20 119.6(7) . . ?
C20 C19 H19 120.2 . . ?
C26 C25 H25 120.1 . . ?
C24 C25 C26 119.8(7) . . ?
C24 C25 H25 120.1 . . ?
C35 C34 H34 119.2 . . ?
C35 C34 C33 121.6(6) . . ?
C33 C34 H34 119.2 . . ?
C31 C32 H32 119.6 . . ?
C31 C32 C33 120.8(7) . . ?
C33 C32 H32 119.6 . . ?
C34 C33 H33 120.6 . . ?
C32 C33 C34 118.8(6) . . ?
C32 C33 H33 120.6 . . ?
C13 C12 H12 119.5 . . ?
C11 C12 C13 121.0(6) . . ?
C11 C12 H12 119.5 . . ?
C39 C40 H40 119.5 . . ?
C41 C40 C39 121.0(6) . . ?
C41 C40 H40 119.5 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.5(6) . . ?
C12 C11 H11 120.2 . . ?
C4 C3 C2 119.5(6) . . ?
C4 C3 H3A 120.3 . . ?
C2 C3 H3A 120.3 . . ?
C21 C20 C19 120.1(6) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C43 C42 H42 119.4 . . ?
C41 C42 C43 121.2(6) . . ?
C41 C42 H42 119.4 . . ?

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
Br2 C26 C27 C28 178.7(5) . . . . ?
Br2 C26 C25 C24 -179.5(5) . . . . ?
Br1 C4 C3 C2 -178.9(5) . . . . ?
O4 C36 C35 C30 48.4(8) . . . . ?
O4 C36 C35 C34 -128.8(6) . . . . ?
O2 C14 C13 C8 48.5(8) . . . . ?
O2 C14 C13 C12 -128.2(6) . . . . ?
O1 C1 C2 C3 178.4(6) . . . . ?
N1 C8 C13 C14 5.8(8) . . . . ?
N1 C8 C13 C12 -177.5(5) . . . . ?
N1 C8 C9 C10 178.5(6) . . . . ?
N2 C14 C13 C8 -134.0(6) . . . . ?
N2 C14 C13 C12 49.3(8) . . . . ?
N2 C15 C16 C21 -133.4(6) . . . . ?
N2 C15 C16 C17 46.2(8) . . . . ?
N4 C37 C38 C43 -134.1(6) . . . . ?
N4 C37 C38 C39 46.1(8) . . . . ?
N4 C36 C35 C30 -133.5(6) . . . . ?
N4 C36 C35 C34 49.2(8) . . . . ?
N3 C30 C31 C32 178.7(6) . . . . ?
N3 C30 C35 C36 5.6(8) . . . . ?
N3 C30 C35 C34 -177.1(5) . . . . ?
C6 C5 C4 Br1 179.2(5) . . . . ?
C6 C5 C4 C3 0.1(10) . . . . ?
C6 C1 C2 C3 -3.6(11) . . . . ?
C5 C6 C7 N1 174.4(6) . . . . ?
C5 C6 C1 O1 -178.3(6) . . . . ?
C5 C6 C1 C2 3.8(10) . . . . ?
C5 C4 C3 C2 0.2(10) . . . . ?
C8 N1 C7 C6 179.2(6) . . . . ?
C8 C13 C12 C11 -1.5(9) . . . . ?
C7 N1 C8 C13 -166.8(6) . . . . ?
C7 N1 C8 C9 15.9(9) . . . . ?
C7 C6 C5 C4 178.7(6) . . . . ?
C7 C6 C1 O1 1.0(10) . . . . ?
C7 C6 C1 C2 -177.0(6) . . . . ?
C30 N3 C29 C28 179.7(5) . . . . ?
C30 C31 C32 C33 -1.7(10) . . . . ?
C30 C35 C34 C33 -1.8(9) . . . . ?
C44 C37 C38 C43 103.7(7) . . . . ?
C44 C37 C38 C39 -76.0(8) . . . . ?
C29 N3 C30 C31 16.1(9) . . . . ?
C29 N3 C30 C35 -166.6(6) . . . . ?
C29 C28 C27 C26 178.3(5) . . . . ?
C29 C28 C23 O3 2.6(9) . . . . ?
C29 C28 C23 C24 -176.5(6) . . . . ?
C37 N4 C36 O4 2.9(9) . . . . ?
C37 N4 C36 C35 -175.1(5) . . . . ?
C37 C38 C43 C42 -178.4(6) . . . . ?
C37 C38 C39 C40 179.2(6) . . . . ?
C27 C26 C25 C24 -0.5(10) . . . . ?
C27 C28 C29 N3 174.9(6) . . . . ?
C27 C28 C23 O3 -178.6(6) . . . . ?
C27 C28 C23 C24 2.3(9) . . . . ?
C17 C18 C19 C20 1.9(11) . . . . ?
C1 C6 C5 C4 -2.1(9) . . . . ?
C1 C6 C7 N1 -4.8(10) . . . . ?
C1 C2 C3 C4 1.5(11) . . . . ?
C14 N2 C15 C22 -142.7(6) . . . . ?
C14 N2 C15 C16 93.1(6) . . . . ?
C14 C13 C12 C11 175.2(6) . . . . ?
C15 N2 C14 O2 2.9(9) . . . . ?
C15 N2 C14 C13 -174.5(5) . . . . ?
C31 C30 C35 C36 -176.9(5) . . . . ?
C31 C30 C35 C34 0.3(9) . . . . ?
C31 C32 C33 C34 0.3(10) . . . . ?
C22 C15 C16 C21 103.3(7) . . . . ?
C22 C15 C16 C17 -77.1(8) . . . . ?
C16 C21 C20 C19 -0.9(11) . . . . ?
C16 C17 C18 C19 -1.7(10) . . . . ?
C38 C43 C42 C41 -2.1(11) . . . . ?
C38 C39 C40 C41 0.4(10) . . . . ?
C36 N4 C37 C44 -143.4(6) . . . . ?
C36 N4 C37 C38 92.9(7) . . . . ?
C36 C35 C34 C33 175.5(5) . . . . ?
C43 C38 C39 C40 -0.6(10) . . . . ?
C39 C38 C43 C42 1.4(10) . . . . ?
C35 C30 C31 C32 1.4(9) . . . . ?
C35 C34 C33 C32 1.5(9) . . . . ?
C13 C8 C9 C10 1.3(9) . . . . ?
C13 C12 C11 C10 1.9(10) . . . . ?
C9 C8 C13 C14 -176.8(6) . . . . ?
C9 C8 C13 C12 -0.1(9) . . . . ?
C9 C10 C11 C12 -0.7(10) . . . . ?
C23 C28 C29 N3 -6.3(9) . . . . ?
C23 C28 C27 C26 -0.5(9) . . . . ?
C23 C24 C25 C26 2.3(11) . . . . ?
C18 C17 C16 C21 0.2(9) . . . . ?
C18 C17 C16 C15 -179.4(6) . . . . ?
C18 C19 C20 C21 -0.6(11) . . . . ?
C25 C26 C27 C28 -0.4(9) . . . . ?
C25 C24 C23 O3 177.7(6) . . . . ?
C25 C24 C23 C28 -3.1(11) . . . . ?
C40 C41 C42 C43 1.9(11) . . . . ?
C11 C10 C9 C8 -0.9(10) . . . . ?
C20 C21 C16 C17 1.0(10) . . . . ?
C20 C21 C16 C15 -179.3(6) . . . . ?
C42 C41 C40 C39 -1.0(11) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_HL2_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2252221'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-28 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
_audit_creation_date             2023-03-28
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        HL2
_chemical_formula_moiety         'C30 H36 N2 O2'
_chemical_formula_sum            'C30 H36 N2 O2'
_chemical_formula_weight         456.61
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.7339(16)
_cell_length_b                   12.884(2)
_cell_length_c                   20.882(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2618.7(7)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    9954
_cell_measurement_temperature    100
_cell_measurement_theta_max      30.46
_cell_measurement_theta_min      2.31
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.072
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6969
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1518 before and 0.0674 after correction.
The Ratio of minimum to maximum transmission is 0.9341.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'yellowish yellow'
_exptl_crystal_colour_modifier   yellowish
_exptl_crystal_colour_primary    yellow
_exptl_crystal_density_diffrn    1.158
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0826
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            39945
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.999
_diffrn_reflns_theta_min         2.798
_diffrn_ambient_temperature      100
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type            'CCD area detector'
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.780
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     1.000
_reflns_number_gt                5630
_reflns_number_total             6328
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (Bruker, 2018)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (Bruker, 2018)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.250
_refine_diff_density_min         -0.204
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2214 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.8(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.061
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         6328
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0500
_refine_ls_R_factor_gt           0.0412
_refine_ls_restrained_S_all      1.061
_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)+(0.0416P)²+0.4890P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0969
_refine_ls_wR_factor_ref         0.1034
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All N(H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Ternary CH refined with riding coordinates:
 C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 N2(H2), C21(H21), C20(H20), C19(H19), C18(H18), C17(H17), C9(H9), C10(H10),
 C11(H11), C12(H12), C7(H7), C3(H3), C5(H5)
2.c Idealised Me refined as rotating group:
 C22(H22A,H22B,H22C), C24(H24A,H24B,H24C), C30(H30A,H30B,H30C), C25(H25A,H25B,
 H25C), C26(H26A,H26B,H26C), C29(H29A,H29B,H29C), C28(H28A,H28B,H28C)
2.d Idealised tetrahedral OH refined as rotating group with stretchable bonds:
 O1(H1)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     ?
_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
O2_1 O 0.11250(14) 0.26418(11) 0.50674(7) 0.0220(3) Uani 1 1 d . . . . .
O1_1 O 0.37612(15) 0.17276(12) 0.69342(7) 0.0228(3) Uani 1 1 d . . . . .
H1_1 H 0.3507(9) 0.145(2) 0.6542(13) 0.034 Uiso 1 1 calc GR . . . .
N2_1 N 0.33267(17) 0.31580(13) 0.52240(8) 0.0201(4) Uani 1 1 d . . . . .
H2_1 H 0.419798 0.300175 0.516605 0.024 Uiso 1 1 calc R . . . .
N1_1 N 0.40718(17) 0.10214(13) 0.57558(8) 0.0180(3) Uani 1 1 d . . . . .
C16_1 C 0.3580(2) 0.50651(16) 0.51458(10) 0.0204(4) Uani 1 1 d . . . . .
C21_1 C 0.4878(2) 0.50232(18) 0.48677(12) 0.0281(5) Uani 1 1 d . . . . .
H21_1 H 0.539203 0.439692 0.488613 0.034 Uiso 1 1 calc R . . . .
C20_1 C 0.5431(3) 0.5884(2) 0.45640(13) 0.0344(5) Uani 1 1 d . . . . .
H20_1 H 0.631913 0.584276 0.437699 0.041 Uiso 1 1 calc R . . . .
C19_1 C 0.4701(3) 0.68000(19) 0.45315(12) 0.0336(5) Uani 1 1 d . . . . .
H19_1 H 0.508420 0.738798 0.432314 0.040 Uiso 1 1 calc R . . . .
C18_1 C 0.3404(3) 0.68585(18) 0.48045(12) 0.0321(5) Uani 1 1 d . . . . .
H18_1 H 0.289293 0.748529 0.478102 0.038 Uiso 1 1 calc R . . . .
C17_1 C 0.2858(2) 0.59981(17) 0.51118(11) 0.0260(5) Uani 1 1 d . . . . .
H17_1 H 0.197409 0.604532 0.530285 0.031 Uiso 1 1 calc R . . . .
C15_1 C 0.2980(2) 0.41583(17) 0.55162(10) 0.0214(4) Uani 1 1 d . . . . .
H15_1 H 0.195728 0.423002 0.550865 0.026 Uiso 1 1 calc R . . . .
C14_1 C 0.2375(2) 0.24760(16) 0.50426(9) 0.0172(4) Uani 1 1 d . . . . .
C13_1 C 0.2883(2) 0.14707(16) 0.47677(9) 0.0178(4) Uani 1 1 d . . . . .
C8_1 C 0.3672(2) 0.07612(15) 0.51193(9) 0.0183(4) Uani 1 1 d . . . . .
C9_1 C 0.4033(2) -0.01820(17) 0.48374(10) 0.0231(4) Uani 1 1 d . . . . .
H9_1 H 0.453459 -0.068097 0.507713 0.028 Uiso 1 1 calc R . . . .
C10_1 C 0.3663(3) -0.03969(17) 0.42089(10) 0.0267(5) Uani 1 1 d . . . . .
H10_1 H 0.391958 -0.103905 0.401988 0.032 Uiso 1 1 calc R . . . .
C11_1 C 0.2921(2) 0.03233(18) 0.38559(10) 0.0263(5) Uani 1 1 d . . . . .
H11_1 H 0.269016 0.018275 0.342243 0.032 Uiso 1 1 calc R . . . .
C12_1 C 0.2519(2) 0.12455(17) 0.41371(10) 0.0218(4) Uani 1 1 d . . . . .
H12_1 H 0.198981 0.172999 0.389875 0.026 Uiso 1 1 calc R . . . .
C22_1 C 0.3439(3) 0.41868(18) 0.62147(11) 0.0294(5) Uani 1 1 d . . . . .
H22A_1 H 0.443737 0.409795 0.623723 0.044 Uiso 1 1 calc GR . . . .
H22B_1 H 0.298817 0.362499 0.645131 0.044 Uiso 1 1 calc GR . . . .
H22C_1 H 0.318493 0.485583 0.640410 0.044 Uiso 1 1 calc GR . . . .
C7_1 C 0.5340(2) 0.08811(16) 0.59035(9) 0.0185(4) Uani 1 1 d . . . . .
H7_1 H 0.591548 0.053814 0.560326 0.022 Uiso 1 1 calc R . . . .
C6_1 C 0.5939(2) 0.12201(15) 0.65067(9) 0.0184(4) Uani 1 1 d . . . . .
C1_1 C 0.5148(2) 0.16913(15) 0.69938(9) 0.0182(4) Uani 1 1 d . . . . .
C2_1 C 0.5791(2) 0.21178(17) 0.75356(10) 0.0217(4) Uani 1 1 d . . . . .
C3_1 C 0.7221(2) 0.20413(18) 0.75644(10) 0.0247(5) Uani 1 1 d . . . . .
H3_1 H 0.767016 0.233272 0.792602 0.030 Uiso 1 1 calc R . . . .
C4_1 C 0.8038(2) 0.15649(18) 0.70974(10) 0.0246(5) Uani 1 1 d . . . . .
C5_1 C 0.7362(2) 0.11541(17) 0.65695(10) 0.0213(4) Uani 1 1 d . . . . .
H5_1 H 0.788040 0.082046 0.624379 0.026 Uiso 1 1 calc R . . . .
C23_1 C 0.4974(3) 0.26256(18) 0.80812(10) 0.0277(5) Uani 1 1 d . . . . .
C24_1 C 0.4056(3) 0.3507(2) 0.78353(12) 0.0361(6) Uani 1 1 d . . . . .
H24A_1 H 0.462508 0.403495 0.762627 0.054 Uiso 1 1 calc GR . . . .
H24B_1 H 0.356254 0.382020 0.819589 0.054 Uiso 1 1 calc GR . . . .
H24C_1 H 0.339280 0.322869 0.752665 0.054 Uiso 1 1 calc GR . . . .
C27_1 C 0.9607(2) 0.1514(2) 0.71492(12) 0.0326(5) Uani 1 1 d . . . . .
C30_1 C 1.0060(3) 0.0379(3) 0.71663(15) 0.0474(7) Uani 1 1 d . . . . .
H30A_1 H 0.975379 0.002863 0.677490 0.071 Uiso 1 1 calc GR . . . .
H30B_1 H 0.965257 0.003594 0.753981 0.071 Uiso 1 1 calc GR . . . .
H30C_1 H 1.106355 0.034380 0.719534 0.071 Uiso 1 1 calc GR . . . .
C25_1 C 0.4086(3) 0.1792(2) 0.84040(11) 0.0351(6) Uani 1 1 d . . . . .
H25A_1 H 0.347867 0.147458 0.808488 0.053 Uiso 1 1 calc GR . . . .
H25B_1 H 0.353065 0.211180 0.874228 0.053 Uiso 1 1 calc GR . . . .
H25C_1 H 0.467983 0.125808 0.859083 0.053 Uiso 1 1 calc GR . . . .
C26_1 C 0.5915(3) 0.3095(3) 0.85966(12) 0.0441(7) Uani 1 1 d . . . . .
H26A_1 H 0.649262 0.363426 0.840408 0.066 Uiso 1 1 calc GR . . . .
H26B_1 H 0.650050 0.254904 0.877693 0.066 Uiso 1 1 calc GR . . . .
H26C_1 H 0.535320 0.339991 0.893730 0.066 Uiso 1 1 calc GR . . . .
C29_1 C 1.0236(3) 0.2050(3) 0.65633(14) 0.0514(8) Uani 1 1 d . . . . .
H29A_1 H 0.990097 0.171449 0.617215 0.077 Uiso 1 1 calc GR . . . .
H29B_1 H 1.123889 0.199596 0.658230 0.077 Uiso 1 1 calc GR . . . .
H29C_1 H 0.996864 0.278379 0.656086 0.077 Uiso 1 1 calc GR . . . .
C28_1 C 1.0140(3) 0.2052(3) 0.77525(15) 0.0518(8) Uani 1 1 d . . . . .
H28A_1 H 1.114412 0.199903 0.776765 0.078 Uiso 1 1 calc GR . . . .
H28B_1 H 0.974620 0.171801 0.813186 0.078 Uiso 1 1 calc GR . . . .
H28C_1 H 0.987263 0.278561 0.774456 0.078 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O2_1 C14_1 1.236(2) . ?
O1_1 H1_1 0.93(3) . ?
O1_1 C1_1 1.357(2) . ?
N2_1 H2_1 0.8800 . ?
N2_1 C15_1 1.465(3) . ?
N2_1 C14_1 1.332(3) . ?
N1_1 C8_1 1.425(2) . ?
N1_1 C7_1 1.285(3) . ?
C16_1 C21_1 1.392(3) . ?
C16_1 C17_1 1.395(3) . ?
C16_1 C15_1 1.518(3) . ?
C21_1 H21_1 0.9500 . ?
C21_1 C20_1 1.386(3) . ?
C20_1 H20_1 0.9500 . ?
C20_1 C19_1 1.379(4) . ?
C19_1 H19_1 0.9500 . ?
C19_1 C18_1 1.387(4) . ?
C18_1 H18_1 0.9500 . ?
C18_1 C17_1 1.387(3) . ?
C17_1 H17_1 0.9500 . ?
C15_1 H15_1 1.0000 . ?
C15_1 C22_1 1.526(3) . ?
C14_1 C13_1 1.501(3) . ?
C13_1 C8_1 1.402(3) . ?
C13_1 C12_1 1.394(3) . ?
C8_1 C9_1 1.395(3) . ?
C9_1 H9_1 0.9500 . ?
C9_1 C10_1 1.389(3) . ?
C10_1 H10_1 0.9500 . ?
C10_1 C11_1 1.388(3) . ?
C11_1 H11_1 0.9500 . ?
C11_1 C12_1 1.382(3) . ?
C12_1 H12_1 0.9500 . ?
C22_1 H22A_1 0.9800 . ?
C22_1 H22B_1 0.9800 . ?
C22_1 H22C_1 0.9800 . ?
C7_1 H7_1 0.9500 . ?
C7_1 C6_1 1.456(3) . ?
C6_1 C1_1 1.413(3) . ?
C6_1 C5_1 1.393(3) . ?
C1_1 C2_1 1.405(3) . ?
C2_1 C3_1 1.396(3) . ?
C2_1 C23_1 1.536(3) . ?
C3_1 H3_1 0.9500 . ?
C3_1 C4_1 1.400(3) . ?
C4_1 C5_1 1.389(3) . ?
C4_1 C27_1 1.532(3) . ?
C5_1 H5_1 0.9500 . ?
C23_1 C24_1 1.534(3) . ?
C23_1 C25_1 1.535(3) . ?
C23_1 C26_1 1.537(3) . ?
C24_1 H24A_1 0.9800 . ?
C24_1 H24B_1 0.9800 . ?
C24_1 H24C_1 0.9800 . ?
C27_1 C30_1 1.527(4) . ?
C27_1 C29_1 1.533(4) . ?
C27_1 C28_1 1.529(4) . ?
C30_1 H30A_1 0.9800 . ?
C30_1 H30B_1 0.9800 . ?
C30_1 H30C_1 0.9800 . ?
C25_1 H25A_1 0.9800 . ?
C25_1 H25B_1 0.9800 . ?
C25_1 H25C_1 0.9800 . ?
C26_1 H26A_1 0.9800 . ?
C26_1 H26B_1 0.9800 . ?
C26_1 H26C_1 0.9800 . ?
C29_1 H29A_1 0.9800 . ?
C29_1 H29B_1 0.9800 . ?
C29_1 H29C_1 0.9800 . ?
C28_1 H28A_1 0.9800 . ?
C28_1 H28B_1 0.9800 . ?
C28_1 H28C_1 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1_1 O1_1 H1_1 109.5 . . ?
C15_1 N2_1 H2_1 118.7 . . ?
C14_1 N2_1 H2_1 118.7 . . ?
C14_1 N2_1 C15_1 122.57(17) . . ?
C7_1 N1_1 C8_1 116.92(17) . . ?
C21_1 C16_1 C17_1 118.0(2) . . ?
C21_1 C16_1 C15_1 122.16(19) . . ?
C17_1 C16_1 C15_1 119.7(2) . . ?
C16_1 C21_1 H21_1 119.6 . . ?
C20_1 C21_1 C16_1 120.8(2) . . ?
C20_1 C21_1 H21_1 119.6 . . ?
C21_1 C20_1 H20_1 119.8 . . ?
C19_1 C20_1 C21_1 120.5(2) . . ?
C19_1 C20_1 H20_1 119.8 . . ?
C20_1 C19_1 H19_1 120.2 . . ?
C20_1 C19_1 C18_1 119.7(2) . . ?
C18_1 C19_1 H19_1 120.2 . . ?
C19_1 C18_1 H18_1 120.1 . . ?
C17_1 C18_1 C19_1 119.7(2) . . ?
C17_1 C18_1 H18_1 120.1 . . ?
C16_1 C17_1 H17_1 119.4 . . ?
C18_1 C17_1 C16_1 121.3(2) . . ?
C18_1 C17_1 H17_1 119.4 . . ?
N2_1 C15_1 C16_1 112.09(17) . . ?
N2_1 C15_1 H15_1 107.7 . . ?
N2_1 C15_1 C22_1 110.60(18) . . ?
C16_1 C15_1 H15_1 107.7 . . ?
C16_1 C15_1 C22_1 110.85(18) . . ?
C22_1 C15_1 H15_1 107.7 . . ?
O2_1 C14_1 N2_1 123.97(19) . . ?
O2_1 C14_1 C13_1 119.31(18) . . ?
N2_1 C14_1 C13_1 116.67(17) . . ?
C8_1 C13_1 C14_1 122.90(18) . . ?
C12_1 C13_1 C14_1 117.21(18) . . ?
C12_1 C13_1 C8_1 119.89(19) . . ?
C13_1 C8_1 N1_1 119.00(18) . . ?
C9_1 C8_1 N1_1 122.00(18) . . ?
C9_1 C8_1 C13_1 119.00(19) . . ?
C8_1 C9_1 H9_1 119.8 . . ?
C10_1 C9_1 C8_1 120.5(2) . . ?
C10_1 C9_1 H9_1 119.8 . . ?
C9_1 C10_1 H10_1 119.9 . . ?
C11_1 C10_1 C9_1 120.2(2) . . ?
C11_1 C10_1 H10_1 119.9 . . ?
C10_1 C11_1 H11_1 120.1 . . ?
C12_1 C11_1 C10_1 119.8(2) . . ?
C12_1 C11_1 H11_1 120.1 . . ?
C13_1 C12_1 H12_1 119.7 . . ?
C11_1 C12_1 C13_1 120.6(2) . . ?
C11_1 C12_1 H12_1 119.7 . . ?
C15_1 C22_1 H22A_1 109.5 . . ?
C15_1 C22_1 H22B_1 109.5 . . ?
C15_1 C22_1 H22C_1 109.5 . . ?
H22A_1 C22_1 H22B_1 109.5 . . ?
H22A_1 C22_1 H22C_1 109.5 . . ?
H22B_1 C22_1 H22C_1 109.5 . . ?
N1_1 C7_1 H7_1 118.3 . . ?
N1_1 C7_1 C6_1 123.42(19) . . ?
C6_1 C7_1 H7_1 118.3 . . ?
C1_1 C6_1 C7_1 122.23(18) . . ?
C5_1 C6_1 C7_1 117.50(18) . . ?
C5_1 C6_1 C1_1 120.01(18) . . ?
O1_1 C1_1 C6_1 119.42(17) . . ?
O1_1 C1_1 C2_1 120.26(18) . . ?
C2_1 C1_1 C6_1 120.32(18) . . ?
C1_1 C2_1 C23_1 122.23(19) . . ?
C3_1 C2_1 C1_1 116.82(19) . . ?
C3_1 C2_1 C23_1 120.94(19) . . ?
C2_1 C3_1 H3_1 117.7 . . ?
C2_1 C3_1 C4_1 124.6(2) . . ?
C4_1 C3_1 H3_1 117.7 . . ?
C3_1 C4_1 C27_1 122.4(2) . . ?
C5_1 C4_1 C3_1 116.8(2) . . ?
C5_1 C4_1 C27_1 120.8(2) . . ?
C6_1 C5_1 H5_1 119.2 . . ?
C4_1 C5_1 C6_1 121.5(2) . . ?
C4_1 C5_1 H5_1 119.2 . . ?
C2_1 C23_1 C26_1 112.2(2) . . ?
C24_1 C23_1 C2_1 111.65(18) . . ?
C24_1 C23_1 C25_1 109.6(2) . . ?
C24_1 C23_1 C26_1 106.9(2) . . ?
C25_1 C23_1 C2_1 108.64(19) . . ?
C25_1 C23_1 C26_1 107.7(2) . . ?
C23_1 C24_1 H24A_1 109.5 . . ?
C23_1 C24_1 H24B_1 109.5 . . ?
C23_1 C24_1 H24C_1 109.5 . . ?
H24A_1 C24_1 H24B_1 109.5 . . ?
H24A_1 C24_1 H24C_1 109.5 . . ?
H24B_1 C24_1 H24C_1 109.5 . . ?
C4_1 C27_1 C29_1 108.79(19) . . ?
C30_1 C27_1 C4_1 109.3(2) . . ?
C30_1 C27_1 C29_1 109.6(3) . . ?
C30_1 C27_1 C28_1 108.5(2) . . ?
C28_1 C27_1 C4_1 112.1(2) . . ?
C28_1 C27_1 C29_1 108.5(2) . . ?
C27_1 C30_1 H30A_1 109.5 . . ?
C27_1 C30_1 H30B_1 109.5 . . ?
C27_1 C30_1 H30C_1 109.5 . . ?
H30A_1 C30_1 H30B_1 109.5 . . ?
H30A_1 C30_1 H30C_1 109.5 . . ?
H30B_1 C30_1 H30C_1 109.5 . . ?
C23_1 C25_1 H25A_1 109.5 . . ?
C23_1 C25_1 H25B_1 109.5 . . ?
C23_1 C25_1 H25C_1 109.5 . . ?
H25A_1 C25_1 H25B_1 109.5 . . ?
H25A_1 C25_1 H25C_1 109.5 . . ?
H25B_1 C25_1 H25C_1 109.5 . . ?
C23_1 C26_1 H26A_1 109.5 . . ?
C23_1 C26_1 H26B_1 109.5 . . ?
C23_1 C26_1 H26C_1 109.5 . . ?
H26A_1 C26_1 H26B_1 109.5 . . ?
H26A_1 C26_1 H26C_1 109.5 . . ?
H26B_1 C26_1 H26C_1 109.5 . . ?
C27_1 C29_1 H29A_1 109.5 . . ?
C27_1 C29_1 H29B_1 109.5 . . ?
C27_1 C29_1 H29C_1 109.5 . . ?
H29A_1 C29_1 H29B_1 109.5 . . ?
H29A_1 C29_1 H29C_1 109.5 . . ?
H29B_1 C29_1 H29C_1 109.5 . . ?
C27_1 C28_1 H28A_1 109.5 . . ?
C27_1 C28_1 H28B_1 109.5 . . ?
C27_1 C28_1 H28C_1 109.5 . . ?
H28A_1 C28_1 H28B_1 109.5 . . ?
H28A_1 C28_1 H28C_1 109.5 . . ?
H28B_1 C28_1 H28C_1 109.5 . . ?

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
O2_1 C14_1 C13_1 C8_1 -119.9(2) . . . . ?
O2_1 C14_1 C13_1 C12_1 59.1(3) . . . . ?
O1_1 C1_1 C2_1 C3_1 179.43(19) . . . . ?
O1_1 C1_1 C2_1 C23_1 0.7(3) . . . . ?
N2_1 C14_1 C13_1 C8_1 62.7(3) . . . . ?
N2_1 C14_1 C13_1 C12_1 -118.4(2) . . . . ?
N1_1 C8_1 C9_1 C10_1 -178.0(2) . . . . ?
N1_1 C7_1 C6_1 C1_1 3.1(3) . . . . ?
N1_1 C7_1 C6_1 C5_1 -171.0(2) . . . . ?
C16_1 C21_1 C20_1 C19_1 -0.1(4) . . . . ?
C21_1 C16_1 C17_1 C18_1 0.7(3) . . . . ?
C21_1 C16_1 C15_1 N2_1 -38.1(3) . . . . ?
C21_1 C16_1 C15_1 C22_1 86.0(2) . . . . ?
C21_1 C20_1 C19_1 C18_1 0.0(4) . . . . ?
C20_1 C19_1 C18_1 C17_1 0.5(4) . . . . ?
C19_1 C18_1 C17_1 C16_1 -0.8(4) . . . . ?
C17_1 C16_1 C21_1 C20_1 -0.2(3) . . . . ?
C17_1 C16_1 C15_1 N2_1 145.93(19) . . . . ?
C17_1 C16_1 C15_1 C22_1 -89.9(2) . . . . ?
C15_1 N2_1 C14_1 O2_1 4.4(3) . . . . ?
C15_1 N2_1 C14_1 C13_1 -178.29(17) . . . . ?
C15_1 C16_1 C21_1 C20_1 -176.3(2) . . . . ?
C15_1 C16_1 C17_1 C18_1 176.8(2) . . . . ?
C14_1 N2_1 C15_1 C16_1 -123.2(2) . . . . ?
C14_1 N2_1 C15_1 C22_1 112.5(2) . . . . ?
C14_1 C13_1 C8_1 N1_1 -3.1(3) . . . . ?
C14_1 C13_1 C8_1 C9_1 176.28(18) . . . . ?
C14_1 C13_1 C12_1 C11_1 -178.47(19) . . . . ?
C13_1 C8_1 C9_1 C10_1 2.6(3) . . . . ?
C8_1 N1_1 C7_1 C6_1 172.61(18) . . . . ?
C8_1 C13_1 C12_1 C11_1 0.5(3) . . . . ?
C8_1 C9_1 C10_1 C11_1 -0.5(3) . . . . ?
C9_1 C10_1 C11_1 C12_1 -1.7(4) . . . . ?
C10_1 C11_1 C12_1 C13_1 1.7(3) . . . . ?
C12_1 C13_1 C8_1 N1_1 177.94(18) . . . . ?
C12_1 C13_1 C8_1 C9_1 -2.6(3) . . . . ?
C7_1 N1_1 C8_1 C13_1 -132.3(2) . . . . ?
C7_1 N1_1 C8_1 C9_1 48.3(3) . . . . ?
C7_1 C6_1 C1_1 O1_1 7.6(3) . . . . ?
C7_1 C6_1 C1_1 C2_1 -172.41(19) . . . . ?
C7_1 C6_1 C5_1 C4_1 172.73(19) . . . . ?
C6_1 C1_1 C2_1 C3_1 -0.5(3) . . . . ?
C6_1 C1_1 C2_1 C23_1 -179.22(19) . . . . ?
C1_1 C6_1 C5_1 C4_1 -1.5(3) . . . . ?
C1_1 C2_1 C3_1 C4_1 -0.6(3) . . . . ?
C1_1 C2_1 C23_1 C24_1 -56.3(3) . . . . ?
C1_1 C2_1 C23_1 C25_1 64.8(3) . . . . ?
C1_1 C2_1 C23_1 C26_1 -176.3(2) . . . . ?
C2_1 C3_1 C4_1 C5_1 0.7(3) . . . . ?
C2_1 C3_1 C4_1 C27_1 179.3(2) . . . . ?
C3_1 C2_1 C23_1 C24_1 125.1(2) . . . . ?
C3_1 C2_1 C23_1 C25_1 -113.9(2) . . . . ?
C3_1 C2_1 C23_1 C26_1 5.1(3) . . . . ?
C3_1 C4_1 C5_1 C6_1 0.4(3) . . . . ?
C3_1 C4_1 C27_1 C30_1 119.3(3) . . . . ?
C3_1 C4_1 C27_1 C29_1 -121.1(3) . . . . ?
C3_1 C4_1 C27_1 C28_1 -1.1(3) . . . . ?
C5_1 C6_1 C1_1 O1_1 -178.37(18) . . . . ?
C5_1 C6_1 C1_1 C2_1 1.6(3) . . . . ?
C5_1 C4_1 C27_1 C30_1 -62.2(3) . . . . ?
C5_1 C4_1 C27_1 C29_1 57.5(3) . . . . ?
C5_1 C4_1 C27_1 C28_1 177.5(2) . . . . ?
C23_1 C2_1 C3_1 C4_1 178.1(2) . . . . ?
C27_1 C4_1 C5_1 C6_1 -178.2(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_CuL3_o_0m_a
_database_code_depnum_ccdc_archive 'CCDC 2251969'
loop_
_audit_author_name
_audit_author_address
'Dr. Ritika Gautam'
;Department of Chemistry IIT Kanpur
India
;
_audit_update_record             
;
2023-03-27 deposited with the CCDC.	2023-10-26 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT987_CuL3_o_0m_a         
;
PROBLEM: The Flack x is >> 0 -  Do a BASF/TWIN Refinement...          I Check 
RESPONSE: The Flack parameter is near to zero [0.031(5)].
;
# end Validation Reply Form
_audit_creation_date             2023-03-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2016/4
_chemical_name_common            ?
_chemical_name_systematic        Cu(L3)2
_chemical_formula_moiety         
'0.25(C44 H36 Cl2 Cu N4 O4), 0.25(C44 H35 Cl2 Cu N4 O4)'
_chemical_formula_sum            'C22 H17.75 Cl Cu0.50 N2 O2'
_chemical_formula_weight         409.35
_chemical_absolute_configuration unk
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cu Cu 0.3201 1.2651 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
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           4
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   13.9547(13)
_cell_length_b                   16.5604(16)
_cell_length_c                   16.4837(15)
_cell_angle_alpha                90
_cell_angle_beta                 100.864(3)
_cell_angle_gamma                90
_cell_volume                     3741.0(6)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9981
_cell_measurement_temperature    100
_cell_measurement_theta_max      28.115
_cell_measurement_theta_min      2.451
_shelx_estimated_absorpt_T_max   0.926
_shelx_estimated_absorpt_T_min   0.906
_exptl_absorpt_coefficient_mu    0.778
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_correction_T_min  0.6025
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.1341 before and 0.0666 after correction.
The Ratio of minimum to maximum transmission is 0.8080.
The λ/2 correction factor is Not present.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            green
_exptl_crystal_colour_lustre     .
_exptl_crystal_colour_primary    green
_exptl_crystal_density_diffrn    1.454
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1690
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.1
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0526
_diffrn_reflns_av_unetI/netI     0.0590
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            62661
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.312
_diffrn_reflns_theta_min         1.929
_diffrn_ambient_temperature      100.0
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_reflns_Friedel_coverage         0.932
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.996
_reflns_number_gt                16143
_reflns_number_total             18569
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.40B (?, 2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.40B (?, 2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_refine_diff_density_max         0.590
_refine_diff_density_min         -0.530
_refine_diff_density_rms         0.065
_refine_ls_abs_structure_details 
;
 Flack x determined using 6643 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.031(5)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1007
_refine_ls_number_reflns         18569
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0503
_refine_ls_R_factor_gt           0.0393
_refine_ls_restrained_S_all      1.041
_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)+(0.0340P)²+0.7687P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0829
_refine_ls_wR_factor_ref         0.0873
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C59(HF), C81(HM), C37(H37), C15(H15)
2.b Aromatic/amide H refined with riding coordinates:
 C77(H), C47(HA), C46(HB), C10(H10), C29(H29), C69(HC), C78(HD), C71(HE),
 C11(H11), C9(H9), C27(H27), C5(H5), C24(H24), C53(HG), C7(H7), C51(HH),
 C76(HI), C56(HJ), C73(HK), C55(HL), C12(H12), C31(H31), C54(HN), C25(H25),
 C49(HO), C75(HP), C3(H3), C61(HQ), C17(H17), C85(HR), C32(H32), C18(H18),
 C87(HS), C21(H21), C19(H19), C20(H20), C34(H34), C83(HW), C68(HX), C84(H1AA),
 C33(H33), C64(H2AA), C2(H2A), C65(H3AA), C62(H4AA), C86(H5AA), C63(H6AA),
 C43(H43), C39(H39), C42(H42), C40(H40), C41(H41)
2.c Idealised Me refined as rotating group:
 C66(HT,HU,HV), C22(H22A,H22B,H22C), C88(HY,HZ,H0AA), C44(H44A,H44B,H44C)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_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
Cu2 Cu -0.00477(3) 0.52983(3) 0.50495(3) 0.01323(11) Uani 1 1 d . . . . .
Cu1 Cu 0.49447(3) 0.46744(3) 0.01136(3) 0.01285(11) Uani 1 1 d . . . . .
Cl4 Cl -0.21193(7) 0.89000(6) 0.28735(6) 0.0193(2) Uani 1 1 d . . . . .
Cl3 Cl -0.19506(8) 0.17481(6) 0.67806(7) 0.0213(2) Uani 1 1 d . . . . .
Cl2 Cl 0.25161(8) 0.10981(6) -0.18475(6) 0.0251(2) Uani 1 1 d . . . . .
Cl1 Cl 0.30829(8) 0.82398(6) 0.18096(6) 0.0217(2) Uani 1 1 d . . . . .
O1 O 0.4635(2) 0.57873(18) -0.01547(17) 0.0175(6) Uani 1 1 d . . . . .
O7 O -0.0519(2) 0.63643(17) 0.52338(17) 0.0159(6) Uani 1 1 d . . . . .
O8 O 0.16131(19) 0.52408(19) 0.50048(16) 0.0155(6) Uani 1 1 d . . . . .
O6 O -0.1430(2) 0.59775(19) 0.79547(16) 0.0185(6) Uani 1 1 d . . . . .
O4 O 0.65736(19) 0.46698(19) -0.00791(15) 0.0153(6) Uani 1 1 d . . . . .
O3 O 0.4576(2) 0.35856(17) 0.03455(16) 0.0151(6) Uani 1 1 d . . . . .
O5 O -0.0404(2) 0.41878(17) 0.47804(17) 0.0167(6) Uani 1 1 d . . . . .
O2 O 0.3738(2) 0.4199(2) 0.30376(17) 0.0229(7) Uani 1 1 d . . . . .
N5 N 0.0100(2) 0.5099(2) 0.6248(2) 0.0139(7) Uani 1 1 d . . . . .
N7 N -0.0061(2) 0.5522(2) 0.3873(2) 0.0135(7) Uani 1 1 d . . . . .
N3 N 0.4798(2) 0.4427(2) -0.1083(2) 0.0139(7) Uani 1 1 d . . . . .
N6 N -0.1596(2) 0.5982(2) 0.6557(2) 0.0145(7) Uani 1 1 d . . . . .
N2 N 0.3523(2) 0.3789(2) 0.1694(2) 0.0143(7) Uani 1 1 d . . . . .
N8 N 0.2853(2) 0.4779(2) 0.4427(2) 0.0144(7) Uani 1 1 d . . . . .
N1 N 0.5165(2) 0.4893(2) 0.1312(2) 0.0133(7) Uani 1 1 d . . . . .
N4 N 0.7747(2) 0.5056(2) -0.0785(2) 0.0167(7) Uani 1 1 d . . . . .
C77 C 0.0798(3) 0.3459(3) 0.2713(3) 0.0179(9) Uani 1 1 d . . . . .
H H 0.096243 0.296247 0.248438 0.022 Uiso 1 1 calc R . . . .
C47 C -0.1515(3) 0.2357(3) 0.5359(3) 0.0171(9) Uani 1 1 d . . . . .
HA H -0.178098 0.187049 0.510656 0.021 Uiso 1 1 calc R . . . .
C46 C -0.1143(3) 0.2930(3) 0.4900(3) 0.0158(9) Uani 1 1 d . . . . .
HB H -0.115396 0.283024 0.433101 0.019 Uiso 1 1 calc R . . . .
C10 C 0.7110(3) 0.3585(3) 0.2467(3) 0.0193(9) Uani 1 1 d . . . . .
H10 H 0.777469 0.346385 0.246336 0.023 Uiso 1 1 calc R . . . .
C52 C 0.0530(3) 0.5714(2) 0.6829(2) 0.0133(8) Uani 1 1 d . . . . .
C29 C 0.4384(3) 0.3795(3) -0.1453(2) 0.0144(8) Uani 1 1 d . . . . .
H29 H 0.432669 0.376960 -0.203543 0.017 Uiso 1 1 calc R . . . .
C70 C -0.1675(3) 0.8113(2) 0.3553(2) 0.0163(8) Uani 1 1 d . . . . .
C69 C -0.1757(3) 0.8177(3) 0.4382(3) 0.0181(9) Uani 1 1 d . . . . .
HC H -0.207666 0.862778 0.456858 0.022 Uiso 1 1 calc R . . . .
C1 C 0.4314(3) 0.6311(2) 0.0309(3) 0.0149(8) Uani 1 1 d . . . . .
C50 C -0.0730(3) 0.3792(3) 0.6108(2) 0.0143(8) Uani 1 1 d . . . . .
C78 C 0.1440(3) 0.3811(3) 0.3349(2) 0.0146(8) Uani 1 1 d . . . . .
HD H 0.205593 0.356508 0.353973 0.018 Uiso 1 1 calc R . . . .
C71 C -0.1234(3) 0.7460(2) 0.3274(2) 0.0150(8) Uani 1 1 d . . . . .
HE H -0.118558 0.742770 0.270789 0.018 Uiso 1 1 calc R . . . .
C11 C 0.6645(3) 0.3235(3) 0.3056(3) 0.0188(9) Uani 1 1 d . . . . .
H11 H 0.699595 0.288722 0.346541 0.023 Uiso 1 1 calc R . . . .
C80 C 0.1902(3) 0.4887(2) 0.4432(2) 0.0130(8) Uani 1 1 d . . . . .
C72 C -0.0851(3) 0.6836(2) 0.3819(2) 0.0140(8) Uani 1 1 d . . . . .
C9 C 0.6603(3) 0.4112(2) 0.1886(2) 0.0151(8) Uani 1 1 d . . . . .
H9 H 0.692106 0.434809 0.148336 0.018 Uiso 1 1 calc R . . . .
C82 C 0.4385(3) 0.4418(3) 0.5363(2) 0.0169(8) Uani 1 1 d . . . . .
C27 C 0.3514(3) 0.2510(2) -0.1569(2) 0.0161(8) Uani 1 1 d . . . . .
H27 H 0.344471 0.254916 -0.215205 0.019 Uiso 1 1 calc R . . . .
C5 C 0.3963(3) 0.6813(3) 0.1633(2) 0.0153(8) Uani 1 1 d . . . . .
H5 H 0.397106 0.673908 0.220566 0.018 Uiso 1 1 calc R . . . .
C59 C -0.2653(3) 0.5832(2) 0.6347(2) 0.0160(8) Uani 1 1 d . . . . .
HF H -0.299464 0.626243 0.661060 0.019 Uiso 1 1 calc R . . . .
C67 C -0.0894(3) 0.6892(2) 0.4672(3) 0.0143(8) Uani 1 1 d . . . . .
C48 C -0.1500(3) 0.2494(3) 0.6198(3) 0.0164(9) Uani 1 1 d . . . . .
C24 C 0.3770(3) 0.2346(3) 0.0134(3) 0.0160(8) Uani 1 1 d . . . . .
H24 H 0.387526 0.227075 0.071543 0.019 Uiso 1 1 calc R . . . .
C53 C 0.1503(3) 0.5915(2) 0.6848(2) 0.0160(9) Uani 1 1 d . . . . .
HG H 0.184590 0.568280 0.645973 0.019 Uiso 1 1 calc R . . . .
C7 C 0.4800(3) 0.5520(3) 0.1626(2) 0.0142(8) Uani 1 1 d . . . . .
H7 H 0.483586 0.552234 0.220742 0.017 Uiso 1 1 calc R . . . .
C45 C -0.0740(3) 0.3671(2) 0.5254(2) 0.0144(8) Uani 1 1 d . . . . .
C51 C -0.0276(3) 0.4479(3) 0.6552(2) 0.0146(8) Uani 1 1 d . . . . .
HH H -0.024837 0.447989 0.713204 0.018 Uiso 1 1 calc R . . . .
C14 C 0.4071(3) 0.3996(3) 0.2423(2) 0.0156(8) Uani 1 1 d . . . . .
C76 C -0.0088(3) 0.3826(3) 0.2403(3) 0.0199(9) Uani 1 1 d . . . . .
HI H -0.051682 0.359533 0.194581 0.024 Uiso 1 1 calc R . . . .
C13 C 0.5152(3) 0.3912(3) 0.2453(2) 0.0142(8) Uani 1 1 d . . . . .
C56 C 0.0499(3) 0.6619(3) 0.7974(2) 0.0146(8) Uani 1 1 d . . . . .
HJ H 0.015893 0.685976 0.835927 0.018 Uiso 1 1 calc R . . . .
C73 C -0.0414(3) 0.6161(3) 0.3472(2) 0.0142(8) Uani 1 1 d . . . . .
HK H -0.038261 0.618717 0.290221 0.017 Uiso 1 1 calc R . . . .
C55 C 0.1473(3) 0.6796(3) 0.8010(2) 0.0176(9) Uani 1 1 d . . . . .
HL H 0.180329 0.714817 0.842509 0.021 Uiso 1 1 calc R . . . .
C12 C 0.5672(3) 0.3395(3) 0.3042(2) 0.0163(8) Uani 1 1 d . . . . .
H12 H 0.535254 0.314905 0.343887 0.020 Uiso 1 1 calc R . . . .
C31 C 0.4429(3) 0.5415(3) -0.2186(2) 0.0184(9) Uani 1 1 d . . . . .
H31 H 0.379095 0.519537 -0.233004 0.022 Uiso 1 1 calc R . . . .
C58 C -0.1077(3) 0.5999(3) 0.7317(2) 0.0148(8) Uani 1 1 d . . . . .
C79 C 0.1201(3) 0.4529(2) 0.3722(2) 0.0118(8) Uani 1 1 d . . . . .
C28 C 0.4002(3) 0.3129(2) -0.1057(2) 0.0137(8) Uani 1 1 d . . . . .
C74 C 0.0280(3) 0.4871(2) 0.3435(2) 0.0136(8) Uani 1 1 d . . . . .
C81 C 0.3620(3) 0.5068(3) 0.5104(2) 0.0179(9) Uani 1 1 d . . . . .
HM H 0.330204 0.517459 0.558873 0.021 Uiso 1 1 calc R . . . .
C8 C 0.5630(3) 0.4297(2) 0.1889(2) 0.0134(8) Uani 1 1 d . . . . .
C54 C 0.1969(3) 0.6454(3) 0.7436(3) 0.0173(9) Uani 1 1 d . . . . .
HN H 0.263185 0.659267 0.744695 0.021 Uiso 1 1 calc R . . . .
C38 C 0.9198(3) 0.4169(3) -0.0457(2) 0.0193(9) Uani 1 1 d . . . . .
C16 C 0.2210(3) 0.4677(3) 0.1030(2) 0.0171(8) Uani 1 1 d . . . . .
C25 C 0.3275(3) 0.1772(2) -0.0368(2) 0.0172(8) Uani 1 1 d . . . . .
H25 H 0.301861 0.131428 -0.013585 0.021 Uiso 1 1 calc R . . . .
C6 C 0.4351(3) 0.6207(3) 0.1176(2) 0.0136(8) Uani 1 1 d . . . . .
C35 C 0.6061(3) 0.5363(3) -0.1374(2) 0.0143(8) Uani 1 1 d . . . . .
C57 C 0.0004(3) 0.6086(3) 0.7373(2) 0.0142(8) Uani 1 1 d . . . . .
C30 C 0.5105(3) 0.5062(3) -0.1566(2) 0.0135(8) Uani 1 1 d . . . . .
C49 C -0.1116(3) 0.3190(3) 0.6568(3) 0.0159(8) Uani 1 1 d . . . . .
HO H -0.110679 0.327269 0.713981 0.019 Uiso 1 1 calc R . . . .
C60 C -0.2952(3) 0.5908(2) 0.5419(2) 0.0190(8) Uani 1 1 d . . . . .
C37 C 0.8555(3) 0.4787(3) -0.0133(2) 0.0205(9) Uani 1 1 d . . . . .
H37 H 0.826586 0.452199 0.030927 0.025 Uiso 1 1 calc R . . . .
C4 C 0.3578(3) 0.7504(3) 0.1246(3) 0.0167(9) Uani 1 1 d . . . . .
C23 C 0.4134(3) 0.3052(3) -0.0187(2) 0.0148(8) Uani 1 1 d . . . . .
C75 C -0.0347(3) 0.4531(3) 0.2764(2) 0.0182(9) Uani 1 1 d . . . . .
HP H -0.095461 0.478273 0.255196 0.022 Uiso 1 1 calc R . . . .
C15 C 0.2458(3) 0.3902(3) 0.1513(2) 0.0172(8) Uani 1 1 d . . . . .
H15 H 0.223579 0.396292 0.205214 0.021 Uiso 1 1 calc R . . . .
C3 C 0.3565(3) 0.7632(3) 0.0407(3) 0.0169(9) Uani 1 1 d . . . . .
H3 H 0.330596 0.811988 0.015179 0.020 Uiso 1 1 calc R . . . .
C61 C -0.2648(3) 0.5344(3) 0.4903(2) 0.0249(9) Uani 1 1 d . . . . .
HQ H -0.225907 0.490066 0.513697 0.030 Uiso 1 1 calc R . . . .
C36 C 0.6811(3) 0.4993(2) -0.0694(2) 0.0136(8) Uani 1 1 d . . . . .
C17 C 0.1894(3) 0.5347(3) 0.1418(2) 0.0222(8) Uani 1 1 d . . . . .
H17 H 0.181519 0.530794 0.197664 0.027 Uiso 1 1 calc R . . . .
C85 C 0.5810(3) 0.3251(3) 0.5914(3) 0.0257(9) Uani 1 1 d . . . . .
HR H 0.629600 0.285720 0.610127 0.031 Uiso 1 1 calc R . . . .
C32 C 0.4686(3) 0.6097(3) -0.2601(3) 0.0198(9) Uani 1 1 d . . . . .
H32 H 0.421862 0.634189 -0.302296 0.024 Uiso 1 1 calc R . . . .
C26 C 0.3144(3) 0.1857(2) -0.1226(3) 0.0163(8) Uani 1 1 d . . . . .
C18 C 0.1692(3) 0.6075(3) 0.0994(3) 0.0256(9) Uani 1 1 d . . . . .
H18 H 0.148152 0.653021 0.126504 0.031 Uiso 1 1 calc R . . . .
C87 C 0.4395(3) 0.4006(3) 0.6099(2) 0.0209(8) Uani 1 1 d . . . . .
HS H 0.391087 0.412027 0.641803 0.025 Uiso 1 1 calc R . . . .
C66 C -0.2919(3) 0.5015(3) 0.6666(2) 0.0207(9) Uani 1 1 d . . . . .
HT H -0.262352 0.458448 0.638661 0.031 Uiso 1 1 calc GR . . . .
HU H -0.362948 0.495114 0.655379 0.031 Uiso 1 1 calc GR . . . .
HV H -0.267314 0.498199 0.726264 0.031 Uiso 1 1 calc GR . . . .
C21 C 0.2322(3) 0.4748(3) 0.0212(2) 0.0229(9) Uani 1 1 d . . . . .
H21 H 0.254434 0.429730 -0.005762 0.028 Uiso 1 1 calc R . . . .
C19 C 0.1800(3) 0.6133(3) 0.0179(3) 0.0259(9) Uani 1 1 d . . . . .
H19 H 0.166074 0.662706 -0.011217 0.031 Uiso 1 1 calc R . . . .
C20 C 0.2114(3) 0.5466(3) -0.0215(3) 0.0273(10) Uani 1 1 d . . . . .
H20 H 0.218408 0.550345 -0.077605 0.033 Uiso 1 1 calc R . . . .
C34 C 0.6299(3) 0.6041(3) -0.1794(2) 0.0163(8) Uani 1 1 d . . . . .
H34 H 0.694172 0.625409 -0.166596 0.020 Uiso 1 1 calc R . . . .
C83 C 0.5094(3) 0.4237(3) 0.4908(2) 0.0215(9) Uani 1 1 d . . . . .
HW H 0.509914 0.451621 0.440493 0.026 Uiso 1 1 calc R . . . .
C68 C -0.1369(3) 0.7579(3) 0.4922(3) 0.0179(9) Uani 1 1 d . . . . .
HX H -0.142228 0.762784 0.548641 0.022 Uiso 1 1 calc R . . . .
C22 C 0.1952(3) 0.3164(3) 0.1082(2) 0.0210(9) Uani 1 1 d . . . . .
H22A H 0.124373 0.323387 0.100564 0.032 Uiso 1 1 calc GR . . . .
H22B H 0.214626 0.268327 0.142082 0.032 Uiso 1 1 calc GR . . . .
H22C H 0.214115 0.309761 0.054293 0.032 Uiso 1 1 calc GR . . . .
C88 C 0.4033(3) 0.5866(3) 0.4872(3) 0.0302(11) Uani 1 1 d . . . . .
HY H 0.432636 0.579024 0.438136 0.045 Uiso 1 1 calc GR . . . .
HZ H 0.453254 0.605668 0.533161 0.045 Uiso 1 1 calc GR . . . .
H0AA H 0.350828 0.626619 0.475214 0.045 Uiso 1 1 calc GR . . . .
C84 C 0.5799(3) 0.3653(3) 0.5175(3) 0.0250(9) Uani 1 1 d . . . . .
H1AA H 0.627375 0.352912 0.484984 0.030 Uiso 1 1 calc R . . . .
C33 C 0.5609(3) 0.6411(3) -0.2400(3) 0.0193(9) Uani 1 1 d . . . . .
H33 H 0.577787 0.687991 -0.267401 0.023 Uiso 1 1 calc R . . . .
C64 C -0.3773(4) 0.6615(4) 0.4206(4) 0.0464(15) Uani 1 1 d . . . . .
H2AA H -0.416387 0.705374 0.396514 0.056 Uiso 1 1 calc R . . . .
C2 C 0.3924(3) 0.7055(3) -0.0049(3) 0.0167(9) Uani 1 1 d . . . . .
H2A H 0.391340 0.715115 -0.061826 0.020 Uiso 1 1 calc R . . . .
C65 C -0.3513(3) 0.6556(3) 0.5065(3) 0.0314(11) Uani 1 1 d . . . . .
H3AA H -0.371950 0.695727 0.540571 0.038 Uiso 1 1 calc R . . . .
C62 C -0.2900(4) 0.5413(3) 0.4050(3) 0.0386(13) Uani 1 1 d . . . . .
H4AA H -0.267973 0.502449 0.370265 0.046 Uiso 1 1 calc R . . . .
C86 C 0.5107(3) 0.3428(3) 0.6374(3) 0.0259(9) Uani 1 1 d . . . . .
H5AA H 0.510953 0.315433 0.688070 0.031 Uiso 1 1 calc R . . . .
C63 C -0.3471(4) 0.6051(4) 0.3713(3) 0.0473(16) Uani 1 1 d . . . . .
H6AA H -0.365654 0.609618 0.313011 0.057 Uiso 1 1 calc R . . . .
C43 C 0.9823(3) 0.4387(3) -0.0973(2) 0.0277(10) Uani 1 1 d . . . . .
H43 H 0.983933 0.493056 -0.115373 0.033 Uiso 1 1 calc R . . . .
C39 C 0.9188(3) 0.3367(3) -0.0201(3) 0.0322(11) Uani 1 1 d . . . . .
H39 H 0.875505 0.320628 0.015025 0.039 Uiso 1 1 calc R . . . .
C42 C 1.0435(4) 0.3814(4) -0.1235(3) 0.0419(14) Uani 1 1 d . . . . .
H42 H 1.086387 0.396719 -0.159158 0.050 Uiso 1 1 calc R . . . .
C40 C 0.9799(4) 0.2804(3) -0.0451(3) 0.0440(14) Uani 1 1 d . . . . .
H40 H 0.979488 0.226307 -0.026043 0.053 Uiso 1 1 calc R . . . .
C44 C 0.9144(3) 0.5515(3) 0.0249(3) 0.0354(13) Uani 1 1 d . . . . .
H44A H 0.970036 0.532996 0.066127 0.053 Uiso 1 1 calc GR . . . .
H44B H 0.872818 0.586524 0.051413 0.053 Uiso 1 1 calc GR . . . .
H44C H 0.938195 0.581797 -0.018458 0.053 Uiso 1 1 calc GR . . . .
C41 C 1.0412(4) 0.3020(3) -0.0971(3) 0.0436(14) Uani 1 1 d . . . . .
H41 H 1.082139 0.262700 -0.115178 0.052 Uiso 1 1 calc R . . . .
H7AA H -0.135(3) 0.607(3) 0.618(2) 0.010(11) Uiso 1 1 d . . . . .
H8AA H 0.297(3) 0.460(2) 0.398(2) 0.005(9) Uiso 1 1 d . . . . .
H2 H 0.382(3) 0.368(3) 0.126(2) 0.011(11) Uiso 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cu2 O7 1.928(3) . ?
Cu2 O8 2.335(3) . ?
Cu2 O5 1.935(3) . ?
Cu2 N5 1.975(3) . ?
Cu2 N7 1.970(3) . ?
Cu1 O1 1.925(3) . ?
Cu1 O4 2.354(3) . ?
Cu1 O3 1.933(3) . ?
Cu1 N3 1.986(3) . ?
Cu1 N1 1.974(3) . ?
Cl4 C70 1.754(4) . ?
Cl3 C48 1.752(4) . ?
Cl2 C26 1.749(4) . ?
Cl1 C4 1.751(4) . ?
O1 C1 1.290(5) . ?
O7 C67 1.308(5) . ?
O8 C80 1.241(5) . ?
O6 C58 1.242(5) . ?
O4 C36 1.245(5) . ?
O3 C23 1.314(5) . ?
O5 C45 1.303(5) . ?
O2 C14 1.237(5) . ?
N5 C52 1.448(5) . ?
N5 C51 1.296(5) . ?
N7 C73 1.295(5) . ?
N7 C74 1.429(5) . ?
N3 C29 1.291(5) . ?
N3 C30 1.434(5) . ?
N6 C59 1.471(5) . ?
N6 C58 1.324(5) . ?
N6 H7AA 0.77(4) . ?
N2 C14 1.342(5) . ?
N2 C15 1.472(5) . ?
N2 H2 0.90(4) . ?
N8 C80 1.340(5) . ?
N8 C81 1.473(5) . ?
N8 H8AA 0.84(4) . ?
N1 C7 1.306(5) . ?
N1 C8 1.437(5) . ?
N4 C37 1.473(5) . ?
N4 C36 1.346(5) . ?
C77 H 0.9500 . ?
C77 C78 1.373(6) . ?
C77 C76 1.386(6) . ?
C47 HA 0.9500 . ?
C47 C46 1.375(6) . ?
C47 C48 1.397(6) . ?
C46 HB 0.9500 . ?
C46 C45 1.428(6) . ?
C10 H10 0.9500 . ?
C10 C11 1.392(6) . ?
C10 C9 1.387(6) . ?
C52 C53 1.392(6) . ?
C52 C57 1.403(6) . ?
C29 H29 0.9500 . ?
C29 C28 1.435(6) . ?
C70 C69 1.396(6) . ?
C70 C71 1.365(5) . ?
C69 HC 0.9500 . ?
C69 C68 1.373(6) . ?
C1 C6 1.430(6) . ?
C1 C2 1.429(6) . ?
C50 C45 1.420(5) . ?
C50 C51 1.434(6) . ?
C50 C49 1.417(6) . ?
C78 HD 0.9500 . ?
C78 C79 1.408(6) . ?
C71 HE 0.9500 . ?
C71 C72 1.408(5) . ?
C11 H11 0.9500 . ?
C11 C12 1.380(6) . ?
C80 C79 1.499(5) . ?
C72 C67 1.421(5) . ?
C72 C73 1.442(6) . ?
C9 H9 0.9500 . ?
C9 C8 1.393(5) . ?
C82 C81 1.520(6) . ?
C82 C87 1.388(6) . ?
C82 C83 1.383(5) . ?
C27 H27 0.9500 . ?
C27 C28 1.418(5) . ?
C27 C26 1.366(5) . ?
C5 H5 0.9500 . ?
C5 C6 1.422(6) . ?
C5 C4 1.369(6) . ?
C59 HF 1.0000 . ?
C59 C60 1.514(5) . ?
C59 C66 1.523(5) . ?
C67 C68 1.417(6) . ?
C48 C49 1.367(6) . ?
C24 H24 0.9500 . ?
C24 C25 1.359(6) . ?
C24 C23 1.417(6) . ?
C53 HG 0.9500 . ?
C53 C54 1.387(6) . ?
C7 H7 0.9500 . ?
C7 C6 1.436(6) . ?
C51 HH 0.9500 . ?
C14 C13 1.505(5) . ?
C76 HI 0.9500 . ?
C76 C75 1.389(6) . ?
C13 C12 1.392(6) . ?
C13 C8 1.397(5) . ?
C56 HJ 0.9500 . ?
C56 C55 1.380(6) . ?
C56 C57 1.407(5) . ?
C73 HK 0.9500 . ?
C55 HL 0.9500 . ?
C55 C54 1.394(6) . ?
C12 H12 0.9500 . ?
C31 H31 0.9500 . ?
C31 C30 1.382(6) . ?
C31 C32 1.401(6) . ?
C58 C57 1.501(5) . ?
C79 C74 1.402(5) . ?
C28 C23 1.416(5) . ?
C74 C75 1.394(6) . ?
C81 HM 1.0000 . ?
C81 C88 1.520(6) . ?
C54 HN 0.9500 . ?
C38 C37 1.521(6) . ?
C38 C43 1.378(6) . ?
C38 C39 1.395(6) . ?
C16 C15 1.516(5) . ?
C16 C17 1.393(6) . ?
C16 C21 1.392(5) . ?
C25 H25 0.9500 . ?
C25 C26 1.398(5) . ?
C35 C30 1.403(5) . ?
C35 C36 1.511(6) . ?
C35 C34 1.392(6) . ?
C49 HO 0.9500 . ?
C60 C61 1.382(6) . ?
C60 C65 1.390(6) . ?
C37 H37 1.0000 . ?
C37 C44 1.526(6) . ?
C4 C3 1.397(6) . ?
C75 HP 0.9500 . ?
C15 H15 1.0000 . ?
C15 C22 1.519(6) . ?
C3 H3 0.9500 . ?
C3 C2 1.367(6) . ?
C61 HQ 0.9500 . ?
C61 C62 1.389(6) . ?
C17 H17 0.9500 . ?
C17 C18 1.395(6) . ?
C85 HR 0.9500 . ?
C85 C84 1.385(6) . ?
C85 C86 1.379(6) . ?
C32 H32 0.9500 . ?
C32 C33 1.371(6) . ?
C18 H18 0.9500 . ?
C18 C19 1.384(6) . ?
C87 HS 0.9500 . ?
C87 C86 1.393(6) . ?
C66 HT 0.9800 . ?
C66 HU 0.9800 . ?
C66 HV 0.9800 . ?
C21 H21 0.9500 . ?
C21 C20 1.384(6) . ?
C19 H19 0.9500 . ?
C19 C20 1.393(6) . ?
C20 H20 0.9500 . ?
C34 H34 0.9500 . ?
C34 C33 1.392(6) . ?
C83 HW 0.9500 . ?
C83 C84 1.391(6) . ?
C68 HX 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C88 HY 0.9800 . ?
C88 HZ 0.9800 . ?
C88 H0AA 0.9800 . ?
C84 H1AA 0.9500 . ?
C33 H33 0.9500 . ?
C64 H2AA 0.9500 . ?
C64 C65 1.397(7) . ?
C64 C63 1.356(8) . ?
C2 H2A 0.9500 . ?
C65 H3AA 0.9500 . ?
C62 H4AA 0.9500 . ?
C62 C63 1.376(8) . ?
C86 H5AA 0.9500 . ?
C63 H6AA 0.9500 . ?
C43 H43 0.9500 . ?
C43 C42 1.397(6) . ?
C39 H39 0.9500 . ?
C39 C40 1.377(7) . ?
C42 H42 0.9500 . ?
C42 C41 1.386(8) . ?
C40 H40 0.9500 . ?
C40 C41 1.369(8) . ?
C44 H44A 0.9800 . ?
C44 H44B 0.9800 . ?
C44 H44C 0.9800 . ?
C41 H41 0.9500 . ?

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
O7 Cu2 O8 114.38(12) . . ?
O7 Cu2 O5 145.66(12) . . ?
O7 Cu2 N5 88.25(13) . . ?
O7 Cu2 N7 92.45(13) . . ?
O5 Cu2 O8 99.67(12) . . ?
O5 Cu2 N5 92.55(13) . . ?
O5 Cu2 N7 89.92(13) . . ?
N5 Cu2 O8 96.20(11) . . ?
N7 Cu2 O8 78.59(11) . . ?
N7 Cu2 N5 174.55(14) . . ?
O1 Cu1 O4 98.81(12) . . ?
O1 Cu1 O3 151.85(12) . . ?
O1 Cu1 N3 89.61(13) . . ?
O1 Cu1 N1 92.31(13) . . ?
O3 Cu1 O4 108.86(12) . . ?
O3 Cu1 N3 91.27(13) . . ?
O3 Cu1 N1 88.28(13) . . ?
N3 Cu1 O4 77.69(11) . . ?
N1 Cu1 O4 99.41(11) . . ?
N1 Cu1 N3 176.75(14) . . ?
C1 O1 Cu1 126.5(3) . . ?
C67 O7 Cu2 127.1(3) . . ?
C80 O8 Cu2 120.7(3) . . ?
C36 O4 Cu1 121.4(3) . . ?
C23 O3 Cu1 127.1(3) . . ?
C45 O5 Cu2 126.3(3) . . ?
C52 N5 Cu2 119.7(3) . . ?
C51 N5 Cu2 123.0(3) . . ?
C51 N5 C52 116.7(3) . . ?
C73 N7 Cu2 126.0(3) . . ?
C73 N7 C74 119.3(3) . . ?
C74 N7 Cu2 114.4(3) . . ?
C29 N3 Cu1 126.1(3) . . ?
C29 N3 C30 119.1(3) . . ?
C30 N3 Cu1 114.5(3) . . ?
C59 N6 H7AA 115(3) . . ?
C58 N6 C59 124.9(3) . . ?
C58 N6 H7AA 120(3) . . ?
C14 N2 C15 122.2(3) . . ?
C14 N2 H2 119(3) . . ?
C15 N2 H2 117(3) . . ?
C80 N8 C81 122.1(3) . . ?
C80 N8 H8AA 114(3) . . ?
C81 N8 H8AA 123(3) . . ?
C7 N1 Cu1 122.9(3) . . ?
C7 N1 C8 116.4(3) . . ?
C8 N1 Cu1 120.1(3) . . ?
C36 N4 C37 121.4(3) . . ?
C78 C77 H 119.9 . . ?
C78 C77 C76 120.2(4) . . ?
C76 C77 H 119.9 . . ?
C46 C47 HA 120.1 . . ?
C46 C47 C48 119.7(4) . . ?
C48 C47 HA 120.1 . . ?
C47 C46 HB 119.0 . . ?
C47 C46 C45 122.0(4) . . ?
C45 C46 HB 119.0 . . ?
C11 C10 H10 120.0 . . ?
C9 C10 H10 120.0 . . ?
C9 C10 C11 119.9(4) . . ?
C53 C52 N5 117.6(4) . . ?
C53 C52 C57 120.4(4) . . ?
C57 C52 N5 122.0(3) . . ?
N3 C29 H29 117.3 . . ?
N3 C29 C28 125.4(3) . . ?
C28 C29 H29 117.3 . . ?
C69 C70 Cl4 118.9(3) . . ?
C71 C70 Cl4 120.1(3) . . ?
C71 C70 C69 121.0(4) . . ?
C70 C69 HC 120.5 . . ?
C68 C69 C70 119.0(4) . . ?
C68 C69 HC 120.5 . . ?
O1 C1 C6 124.1(4) . . ?
O1 C1 C2 118.8(4) . . ?
C2 C1 C6 117.0(4) . . ?
C45 C50 C51 122.5(4) . . ?
C49 C50 C45 119.9(4) . . ?
C49 C50 C51 117.4(3) . . ?
C77 C78 HD 119.4 . . ?
C77 C78 C79 121.2(4) . . ?
C79 C78 HD 119.4 . . ?
C70 C71 HE 119.7 . . ?
C70 C71 C72 120.5(4) . . ?
C72 C71 HE 119.7 . . ?
C10 C11 H11 120.2 . . ?
C12 C11 C10 119.7(4) . . ?
C12 C11 H11 120.2 . . ?
O8 C80 N8 122.1(4) . . ?
O8 C80 C79 121.5(4) . . ?
N8 C80 C79 116.3(3) . . ?
C71 C72 C67 120.1(4) . . ?
C71 C72 C73 117.0(4) . . ?
C67 C72 C73 122.8(4) . . ?
C10 C9 H9 119.7 . . ?
C10 C9 C8 120.5(4) . . ?
C8 C9 H9 119.7 . . ?
C87 C82 C81 119.0(4) . . ?
C83 C82 C81 122.5(4) . . ?
C83 C82 C87 118.6(4) . . ?
C28 C27 H27 119.9 . . ?
C26 C27 H27 119.9 . . ?
C26 C27 C28 120.1(4) . . ?
C6 C5 H5 120.1 . . ?
C4 C5 H5 120.1 . . ?
C4 C5 C6 119.9(4) . . ?
N6 C59 HF 108.5 . . ?
N6 C59 C60 107.3(3) . . ?
N6 C59 C66 111.5(3) . . ?
C60 C59 HF 108.5 . . ?
C60 C59 C66 112.5(3) . . ?
C66 C59 HF 108.5 . . ?
O7 C67 C72 124.8(4) . . ?
O7 C67 C68 118.5(4) . . ?
C68 C67 C72 116.7(4) . . ?
C47 C48 Cl3 119.3(3) . . ?
C49 C48 Cl3 120.1(3) . . ?
C49 C48 C47 120.6(4) . . ?
C25 C24 H24 119.1 . . ?
C25 C24 C23 121.7(4) . . ?
C23 C24 H24 119.1 . . ?
C52 C53 HG 120.1 . . ?
C54 C53 C52 119.8(4) . . ?
C54 C53 HG 120.1 . . ?
N1 C7 H7 116.9 . . ?
N1 C7 C6 126.1(4) . . ?
C6 C7 H7 116.9 . . ?
O5 C45 C46 118.6(4) . . ?
O5 C45 C50 124.4(4) . . ?
C50 C45 C46 117.1(4) . . ?
N5 C51 C50 127.2(4) . . ?
N5 C51 HH 116.4 . . ?
C50 C51 HH 116.4 . . ?
O2 C14 N2 124.3(4) . . ?
O2 C14 C13 121.8(4) . . ?
N2 C14 C13 113.8(3) . . ?
C77 C76 HI 120.1 . . ?
C77 C76 C75 119.8(4) . . ?
C75 C76 HI 120.1 . . ?
C12 C13 C14 117.8(4) . . ?
C12 C13 C8 119.6(4) . . ?
C8 C13 C14 122.5(4) . . ?
C55 C56 HJ 119.6 . . ?
C55 C56 C57 120.8(4) . . ?
C57 C56 HJ 119.6 . . ?
N7 C73 C72 125.4(4) . . ?
N7 C73 HK 117.3 . . ?
C72 C73 HK 117.3 . . ?
C56 C55 HL 120.2 . . ?
C56 C55 C54 119.7(4) . . ?
C54 C55 HL 120.2 . . ?
C11 C12 C13 120.8(4) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 H12 119.6 . . ?
C30 C31 H31 120.0 . . ?
C30 C31 C32 120.0(4) . . ?
C32 C31 H31 120.0 . . ?
O6 C58 N6 124.5(4) . . ?
O6 C58 C57 120.4(3) . . ?
N6 C58 C57 115.1(3) . . ?
C78 C79 C80 120.2(3) . . ?
C74 C79 C78 118.1(4) . . ?
C74 C79 C80 121.7(4) . . ?
C27 C28 C29 117.6(3) . . ?
C23 C28 C29 122.7(4) . . ?
C23 C28 C27 119.6(4) . . ?
C79 C74 N7 120.4(3) . . ?
C75 C74 N7 119.1(4) . . ?
C75 C74 C79 120.2(4) . . ?
N8 C81 C82 110.8(3) . . ?
N8 C81 HM 107.1 . . ?
N8 C81 C88 110.4(3) . . ?
C82 C81 HM 107.1 . . ?
C82 C81 C88 114.0(3) . . ?
C88 C81 HM 107.1 . . ?
C9 C8 N1 117.9(4) . . ?
C9 C8 C13 119.3(4) . . ?
C13 C8 N1 122.8(4) . . ?
C53 C54 C55 120.5(4) . . ?
C53 C54 HN 119.7 . . ?
C55 C54 HN 119.7 . . ?
C43 C38 C37 121.6(4) . . ?
C43 C38 C39 118.6(4) . . ?
C39 C38 C37 119.7(4) . . ?
C17 C16 C15 119.7(3) . . ?
C21 C16 C15 121.6(4) . . ?
C21 C16 C17 118.7(4) . . ?
C24 C25 H25 120.0 . . ?
C24 C25 C26 120.1(4) . . ?
C26 C25 H25 120.0 . . ?
C1 C6 C7 122.8(4) . . ?
C5 C6 C1 119.9(4) . . ?
C5 C6 C7 117.3(4) . . ?
C30 C35 C36 121.3(4) . . ?
C34 C35 C30 118.7(4) . . ?
C34 C35 C36 120.0(4) . . ?
C52 C57 C56 118.6(4) . . ?
C52 C57 C58 124.1(4) . . ?
C56 C57 C58 117.2(4) . . ?
C31 C30 N3 119.2(3) . . ?
C31 C30 C35 120.2(4) . . ?
C35 C30 N3 120.4(4) . . ?
C50 C49 HO 119.6 . . ?
C48 C49 C50 120.7(4) . . ?
C48 C49 HO 119.6 . . ?
C61 C60 C59 120.5(4) . . ?
C61 C60 C65 118.5(4) . . ?
C65 C60 C59 121.0(4) . . ?
N4 C37 C38 111.6(3) . . ?
N4 C37 H37 107.8 . . ?
N4 C37 C44 110.0(4) . . ?
C38 C37 H37 107.8 . . ?
C38 C37 C44 111.6(3) . . ?
C44 C37 H37 107.8 . . ?
C5 C4 Cl1 119.6(3) . . ?
C5 C4 C3 121.3(4) . . ?
C3 C4 Cl1 119.1(3) . . ?
O3 C23 C24 117.5(3) . . ?
O3 C23 C28 124.8(4) . . ?
C28 C23 C24 117.7(4) . . ?
C76 C75 C74 120.3(4) . . ?
C76 C75 HP 119.9 . . ?
C74 C75 HP 119.9 . . ?
N2 C15 C16 109.6(3) . . ?
N2 C15 H15 107.6 . . ?
N2 C15 C22 110.8(3) . . ?
C16 C15 H15 107.6 . . ?
C16 C15 C22 113.4(3) . . ?
C22 C15 H15 107.6 . . ?
C4 C3 H3 120.0 . . ?
C2 C3 C4 120.0(4) . . ?
C2 C3 H3 120.0 . . ?
C60 C61 HQ 119.4 . . ?
C60 C61 C62 121.2(5) . . ?
C62 C61 HQ 119.4 . . ?
O4 C36 N4 122.5(4) . . ?
O4 C36 C35 121.6(3) . . ?
N4 C36 C35 115.9(3) . . ?
C16 C17 H17 119.7 . . ?
C16 C17 C18 120.7(4) . . ?
C18 C17 H17 119.7 . . ?
C84 C85 HR 120.3 . . ?
C86 C85 HR 120.3 . . ?
C86 C85 C84 119.3(4) . . ?
C31 C32 H32 119.9 . . ?
C33 C32 C31 120.2(4) . . ?
C33 C32 H32 119.9 . . ?
C27 C26 Cl2 120.9(3) . . ?
C27 C26 C25 120.7(4) . . ?
C25 C26 Cl2 118.5(3) . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.8(4) . . ?
C19 C18 H18 120.1 . . ?
C82 C87 HS 119.7 . . ?
C82 C87 C86 120.7(4) . . ?
C86 C87 HS 119.7 . . ?
C59 C66 HT 109.5 . . ?
C59 C66 HU 109.5 . . ?
C59 C66 HV 109.5 . . ?
HT C66 HU 109.5 . . ?
HT C66 HV 109.5 . . ?
HU C66 HV 109.5 . . ?
C16 C21 H21 119.5 . . ?
C20 C21 C16 120.9(4) . . ?
C20 C21 H21 119.5 . . ?
C18 C19 H19 120.0 . . ?
C18 C19 C20 120.0(4) . . ?
C20 C19 H19 120.0 . . ?
C21 C20 C19 119.9(4) . . ?
C21 C20 H20 120.1 . . ?
C19 C20 H20 120.1 . . ?
C35 C34 H34 119.5 . . ?
C33 C34 C35 121.0(4) . . ?
C33 C34 H34 119.5 . . ?
C82 C83 HW 119.5 . . ?
C82 C83 C84 120.9(4) . . ?
C84 C83 HW 119.5 . . ?
C69 C68 C67 122.6(4) . . ?
C69 C68 HX 118.7 . . ?
C67 C68 HX 118.7 . . ?
C15 C22 H22A 109.5 . . ?
C15 C22 H22B 109.5 . . ?
C15 C22 H22C 109.5 . . ?
H22A C22 H22B 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C81 C88 HY 109.5 . . ?
C81 C88 HZ 109.5 . . ?
C81 C88 H0AA 109.5 . . ?
HY C88 HZ 109.5 . . ?
HY C88 H0AA 109.5 . . ?
HZ C88 H0AA 109.5 . . ?
C85 C84 C83 120.2(4) . . ?
C85 C84 H1AA 119.9 . . ?
C83 C84 H1AA 119.9 . . ?
C32 C33 C34 119.8(4) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C65 C64 H2AA 119.7 . . ?
C63 C64 H2AA 119.7 . . ?
C63 C64 C65 120.6(5) . . ?
C1 C2 H2A 119.1 . . ?
C3 C2 C1 121.8(4) . . ?
C3 C2 H2A 119.1 . . ?
C60 C65 C64 119.8(5) . . ?
C60 C65 H3AA 120.1 . . ?
C64 C65 H3AA 120.1 . . ?
C61 C62 H4AA 120.4 . . ?
C63 C62 C61 119.3(5) . . ?
C63 C62 H4AA 120.4 . . ?
C85 C86 C87 120.3(4) . . ?
C85 C86 H5AA 119.8 . . ?
C87 C86 H5AA 119.8 . . ?
C64 C63 C62 120.6(5) . . ?
C64 C63 H6AA 119.7 . . ?
C62 C63 H6AA 119.7 . . ?
C38 C43 H43 119.7 . . ?
C38 C43 C42 120.5(5) . . ?
C42 C43 H43 119.7 . . ?
C38 C39 H39 119.6 . . ?
C40 C39 C38 120.8(5) . . ?
C40 C39 H39 119.6 . . ?
C43 C42 H42 120.1 . . ?
C41 C42 C43 119.8(5) . . ?
C41 C42 H42 120.1 . . ?
C39 C40 H40 119.8 . . ?
C41 C40 C39 120.4(5) . . ?
C41 C40 H40 119.8 . . ?
C37 C44 H44A 109.5 . . ?
C37 C44 H44B 109.5 . . ?
C37 C44 H44C 109.5 . . ?
H44A C44 H44B 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C42 C41 H41 120.1 . . ?
C40 C41 C42 119.8(5) . . ?
C40 C41 H41 120.1 . . ?

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
Cu2 O7 C67 C72 -12.7(6) . . . . ?
Cu2 O7 C67 C68 168.0(3) . . . . ?
Cu2 O8 C80 N8 -173.7(3) . . . . ?
Cu2 O8 C80 C79 3.8(5) . . . . ?
Cu2 O5 C45 C46 167.9(3) . . . . ?
Cu2 O5 C45 C50 -12.3(6) . . . . ?
Cu2 N5 C52 C53 -64.6(4) . . . . ?
Cu2 N5 C52 C57 117.0(4) . . . . ?
Cu2 N5 C51 C50 9.2(6) . . . . ?
Cu2 N7 C73 C72 1.0(6) . . . . ?
Cu2 N7 C74 C79 -54.5(4) . . . . ?
Cu2 N7 C74 C75 119.5(3) . . . . ?
Cu1 O1 C1 C6 15.5(6) . . . . ?
Cu1 O1 C1 C2 -166.6(3) . . . . ?
Cu1 O4 C36 N4 174.5(3) . . . . ?
Cu1 O4 C36 C35 -3.5(5) . . . . ?
Cu1 O3 C23 C24 -168.4(3) . . . . ?
Cu1 O3 C23 C28 12.2(6) . . . . ?
Cu1 N3 C29 C28 -4.0(6) . . . . ?
Cu1 N3 C30 C31 -117.9(4) . . . . ?
Cu1 N3 C30 C35 57.3(4) . . . . ?
Cu1 N1 C7 C6 -11.9(6) . . . . ?
Cu1 N1 C8 C9 66.0(4) . . . . ?
Cu1 N1 C8 C13 -114.9(4) . . . . ?
Cl4 C70 C69 C68 -177.0(3) . . . . ?
Cl4 C70 C71 C72 178.2(3) . . . . ?
Cl3 C48 C49 C50 178.7(3) . . . . ?
Cl1 C4 C3 C2 -178.2(3) . . . . ?
O1 C1 C6 C5 -178.9(4) . . . . ?
O1 C1 C6 C7 3.4(6) . . . . ?
O1 C1 C2 C3 179.4(4) . . . . ?
O7 C67 C68 C69 178.0(4) . . . . ?
O8 C80 C79 C78 -145.4(4) . . . . ?
O8 C80 C79 C74 31.8(6) . . . . ?
O6 C58 C57 C52 144.7(4) . . . . ?
O6 C58 C57 C56 -40.0(6) . . . . ?
O2 C14 C13 C12 55.8(6) . . . . ?
O2 C14 C13 C8 -127.6(5) . . . . ?
N5 C52 C53 C54 -175.1(4) . . . . ?
N5 C52 C57 C56 173.8(4) . . . . ?
N5 C52 C57 C58 -10.9(6) . . . . ?
N7 C74 C75 C76 -170.5(4) . . . . ?
N3 C29 C28 C27 176.0(4) . . . . ?
N3 C29 C28 C23 -7.0(6) . . . . ?
N6 C59 C60 C61 68.4(5) . . . . ?
N6 C59 C60 C65 -109.8(4) . . . . ?
N6 C58 C57 C52 -37.7(6) . . . . ?
N6 C58 C57 C56 137.6(4) . . . . ?
N2 C14 C13 C12 -120.7(4) . . . . ?
N2 C14 C13 C8 55.9(6) . . . . ?
N8 C80 C79 C78 32.3(5) . . . . ?
N8 C80 C79 C74 -150.5(4) . . . . ?
N1 C7 C6 C1 -4.8(6) . . . . ?
N1 C7 C6 C5 177.4(4) . . . . ?
C77 C78 C79 C80 178.2(4) . . . . ?
C77 C78 C79 C74 0.9(6) . . . . ?
C77 C76 C75 C74 0.0(6) . . . . ?
C47 C46 C45 O5 -179.7(4) . . . . ?
C47 C46 C45 C50 0.5(6) . . . . ?
C47 C48 C49 C50 0.4(6) . . . . ?
C46 C47 C48 Cl3 -178.5(3) . . . . ?
C46 C47 C48 C49 -0.2(6) . . . . ?
C10 C11 C12 C13 -0.9(6) . . . . ?
C10 C9 C8 N1 175.4(4) . . . . ?
C10 C9 C8 C13 -3.7(6) . . . . ?
C52 N5 C51 C50 -179.2(4) . . . . ?
C52 C53 C54 C55 0.3(6) . . . . ?
C29 N3 C30 C31 56.1(5) . . . . ?
C29 N3 C30 C35 -128.7(4) . . . . ?
C29 C28 C23 O3 2.8(6) . . . . ?
C29 C28 C23 C24 -176.6(4) . . . . ?
C70 C69 C68 C67 -0.5(6) . . . . ?
C70 C71 C72 C67 -2.0(6) . . . . ?
C70 C71 C72 C73 178.8(4) . . . . ?
C69 C70 C71 C72 0.0(6) . . . . ?
C78 C77 C76 C75 -3.1(6) . . . . ?
C78 C79 C74 N7 170.0(3) . . . . ?
C78 C79 C74 C75 -4.0(6) . . . . ?
C71 C70 C69 C68 1.2(6) . . . . ?
C71 C72 C67 O7 -176.7(4) . . . . ?
C71 C72 C67 C68 2.6(6) . . . . ?
C71 C72 C73 N7 -177.2(4) . . . . ?
C11 C10 C9 C8 0.3(6) . . . . ?
C80 N8 C81 C82 133.8(4) . . . . ?
C80 N8 C81 C88 -98.9(4) . . . . ?
C80 C79 C74 N7 -7.2(6) . . . . ?
C80 C79 C74 C75 178.8(4) . . . . ?
C72 C67 C68 C69 -1.4(6) . . . . ?
C9 C10 C11 C12 2.0(6) . . . . ?
C82 C87 C86 C85 -0.6(6) . . . . ?
C82 C83 C84 C85 -1.1(7) . . . . ?
C27 C28 C23 O3 179.8(4) . . . . ?
C27 C28 C23 C24 0.4(6) . . . . ?
C5 C4 C3 C2 1.2(6) . . . . ?
C59 N6 C58 O6 -8.0(7) . . . . ?
C59 N6 C58 C57 174.5(4) . . . . ?
C59 C60 C61 C62 -178.7(4) . . . . ?
C59 C60 C65 C64 179.5(4) . . . . ?
C67 C72 C73 N7 3.7(6) . . . . ?
C48 C47 C46 C45 -0.3(6) . . . . ?
C24 C25 C26 Cl2 179.2(3) . . . . ?
C24 C25 C26 C27 0.4(6) . . . . ?
C53 C52 C57 C56 -4.5(6) . . . . ?
C53 C52 C57 C58 170.8(4) . . . . ?
C7 N1 C8 C9 -122.1(4) . . . . ?
C7 N1 C8 C13 56.9(5) . . . . ?
C45 C50 C51 N5 6.3(7) . . . . ?
C45 C50 C49 C48 -0.1(6) . . . . ?
C51 N5 C52 C53 123.4(4) . . . . ?
C51 N5 C52 C57 -54.9(5) . . . . ?
C51 C50 C45 O5 -4.9(6) . . . . ?
C51 C50 C45 C46 174.9(4) . . . . ?
C51 C50 C49 C48 -175.6(4) . . . . ?
C14 N2 C15 C16 97.9(4) . . . . ?
C14 N2 C15 C22 -136.2(4) . . . . ?
C14 C13 C12 C11 174.3(4) . . . . ?
C14 C13 C8 N1 9.1(6) . . . . ?
C14 C13 C8 C9 -171.9(4) . . . . ?
C76 C77 C78 C79 2.6(6) . . . . ?
C56 C55 C54 C53 -2.5(6) . . . . ?
C73 N7 C74 C79 130.8(4) . . . . ?
C73 N7 C74 C75 -55.2(5) . . . . ?
C73 C72 C67 O7 2.4(6) . . . . ?
C73 C72 C67 C68 -178.3(4) . . . . ?
C55 C56 C57 C52 2.3(6) . . . . ?
C55 C56 C57 C58 -173.3(4) . . . . ?
C12 C13 C8 N1 -174.3(4) . . . . ?
C12 C13 C8 C9 4.7(6) . . . . ?
C31 C32 C33 C34 1.4(6) . . . . ?
C58 N6 C59 C60 177.1(4) . . . . ?
C58 N6 C59 C66 -59.2(5) . . . . ?
C79 C74 C75 C76 3.5(6) . . . . ?
C28 C27 C26 Cl2 178.5(3) . . . . ?
C28 C27 C26 C25 -2.7(6) . . . . ?
C74 N7 C73 C72 175.1(4) . . . . ?
C81 N8 C80 O8 0.4(6) . . . . ?
C81 N8 C80 C79 -177.3(3) . . . . ?
C81 C82 C87 C86 -177.5(4) . . . . ?
C81 C82 C83 C84 178.3(4) . . . . ?
C8 N1 C7 C6 176.5(4) . . . . ?
C8 C13 C12 C11 -2.4(6) . . . . ?
C38 C43 C42 C41 -0.1(7) . . . . ?
C38 C39 C40 C41 -1.5(7) . . . . ?
C16 C17 C18 C19 0.4(6) . . . . ?
C16 C21 C20 C19 0.9(6) . . . . ?
C25 C24 C23 O3 177.9(4) . . . . ?
C25 C24 C23 C28 -2.7(6) . . . . ?
C6 C1 C2 C3 -2.5(6) . . . . ?
C6 C5 C4 Cl1 178.9(3) . . . . ?
C6 C5 C4 C3 -0.5(6) . . . . ?
C35 C34 C33 C32 -1.4(6) . . . . ?
C57 C52 C53 C54 3.3(6) . . . . ?
C57 C56 C55 C54 1.2(6) . . . . ?
C30 N3 C29 C28 -177.2(4) . . . . ?
C30 C31 C32 C33 0.6(6) . . . . ?
C30 C35 C36 O4 -30.3(6) . . . . ?
C30 C35 C36 N4 151.5(4) . . . . ?
C30 C35 C34 C33 -0.6(6) . . . . ?
C49 C50 C45 O5 179.9(4) . . . . ?
C49 C50 C45 C46 -0.3(6) . . . . ?
C49 C50 C51 N5 -178.4(4) . . . . ?
C60 C61 C62 C63 -0.7(7) . . . . ?
C37 N4 C36 O4 -3.8(6) . . . . ?
C37 N4 C36 C35 174.4(4) . . . . ?
C37 C38 C43 C42 177.4(4) . . . . ?
C37 C38 C39 C40 -176.7(4) . . . . ?
C4 C5 C6 C1 -1.7(6) . . . . ?
C4 C5 C6 C7 176.2(4) . . . . ?
C4 C3 C2 C1 0.4(6) . . . . ?
C23 C24 C25 C26 2.3(6) . . . . ?
C15 N2 C14 O2 9.6(7) . . . . ?
C15 N2 C14 C13 -174.0(4) . . . . ?
C15 C16 C17 C18 177.9(3) . . . . ?
C15 C16 C21 C20 -178.5(4) . . . . ?
C61 C60 C65 C64 1.3(6) . . . . ?
C61 C62 C63 C64 1.2(7) . . . . ?
C36 N4 C37 C38 124.0(4) . . . . ?
C36 N4 C37 C44 -111.6(4) . . . . ?
C36 C35 C30 N3 4.3(6) . . . . ?
C36 C35 C30 C31 179.5(4) . . . . ?
C36 C35 C34 C33 -177.5(4) . . . . ?
C17 C16 C15 N2 -106.8(4) . . . . ?
C17 C16 C15 C22 128.8(4) . . . . ?
C17 C16 C21 C20 -0.7(6) . . . . ?
C17 C18 C19 C20 -0.3(6) . . . . ?
C32 C31 C30 N3 172.6(4) . . . . ?
C32 C31 C30 C35 -2.6(6) . . . . ?
C26 C27 C28 C29 179.4(4) . . . . ?
C26 C27 C28 C23 2.2(6) . . . . ?
C18 C19 C20 C21 -0.4(6) . . . . ?
C87 C82 C81 N8 -105.3(4) . . . . ?
C87 C82 C81 C88 129.5(4) . . . . ?
C87 C82 C83 C84 0.4(6) . . . . ?
C66 C59 C60 C61 -54.6(5) . . . . ?
C66 C59 C60 C65 127.3(4) . . . . ?
C21 C16 C15 N2 71.0(4) . . . . ?
C21 C16 C15 C22 -53.4(5) . . . . ?
C21 C16 C17 C18 0.1(6) . . . . ?
C34 C35 C30 N3 -172.6(4) . . . . ?
C34 C35 C30 C31 2.6(6) . . . . ?
C34 C35 C36 O4 146.5(4) . . . . ?
C34 C35 C36 N4 -31.6(5) . . . . ?
C83 C82 C81 N8 76.8(5) . . . . ?
C83 C82 C81 C88 -48.4(5) . . . . ?
C83 C82 C87 C86 0.4(6) . . . . ?
C84 C85 C86 C87 -0.1(7) . . . . ?
C2 C1 C6 C5 3.2(6) . . . . ?
C2 C1 C6 C7 -174.6(4) . . . . ?
C65 C60 C61 C62 -0.5(6) . . . . ?
C65 C64 C63 C62 -0.4(8) . . . . ?
C86 C85 C84 C83 0.9(7) . . . . ?
C63 C64 C65 C60 -0.9(7) . . . . ?
C43 C38 C37 N4 72.6(5) . . . . ?
C43 C38 C37 C44 -50.9(5) . . . . ?
C43 C38 C39 C40 0.8(6) . . . . ?
C43 C42 C41 C40 -0.7(7) . . . . ?
C39 C38 C37 N4 -110.0(4) . . . . ?
C39 C38 C37 C44 126.5(4) . . . . ?
C39 C38 C43 C42 0.0(6) . . . . ?
C39 C40 C41 C42 1.4(7) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
