# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2024

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

data_1_a
_database_code_depnum_ccdc_archive 'CCDC 2289992'
loop_
_audit_author_name
_audit_author_address
'Shek-Man YIU'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2023-08-22 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C43 H51 Cl N4 O2'
_chemical_formula_weight         691.32

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   30.3974(8)
_cell_length_b                   15.2528(4)
_cell_length_c                   22.3991(9)
_cell_angle_alpha                90
_cell_angle_beta                 131.8510(10)
_cell_angle_gamma                90
_cell_volume                     7735.8(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    9915
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      74.52

_exptl_crystal_description       needle
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.187
_exptl_crystal_F_000             2960
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.37
_exptl_crystal_size_mid          0.03
_exptl_crystal_size_min          0.02
_exptl_absorpt_coefficient_mu    1.183
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4217
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            32612
_diffrn_reflns_av_unetI/netI     0.0856
_diffrn_reflns_av_R_equivalents  0.0987
_diffrn_reflns_limit_h_min       -37
_diffrn_reflns_limit_h_max       37
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         3.494
_diffrn_reflns_theta_max         74.545
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             7878
_reflns_number_gt                5951
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.2000P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7878
_refine_ls_number_parameters     498
_refine_ls_number_restraints     168
_refine_ls_R_factor_all          0.1141
_refine_ls_R_factor_gt           0.0974
_refine_ls_wR_factor_ref         0.2964
_refine_ls_wR_factor_gt          0.2699
_refine_ls_goodness_of_fit_ref   1.143
_refine_ls_restrained_S_all      1.135
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.43194(3) 0.64472(5) 0.53635(4) 0.0515(3) Uani 1 1 d . . . . .
O1 O 0.66824(8) 0.61575(14) 0.91582(11) 0.0419(5) Uani 1 1 d . . . . .
O2 O 0.14075(13) 0.51507(19) -0.08862(14) 0.0661(7) Uani 1 1 d D . . . .
N1 N 0.77272(16) 0.6607(2) 1.12042(19) 0.0638(8) Uani 1 1 d . . . . .
N2 N 0.73830(15) 0.3814(2) 1.10093(18) 0.0591(7) Uani 1 1 d . . . . .
N3 N 0.62702(18) 0.3098(3) 0.8940(2) 0.0715(9) Uani 1 1 d . . . . .
N4 N 0.22729(10) 0.45963(17) 0.18218(15) 0.0402(5) Uani 1 1 d . . . . .
C1 C 0.74741(14) 0.6016(2) 1.07924(18) 0.0479(7) Uani 1 1 d . . . . .
C2 C 0.72730(13) 0.4453(2) 1.06715(17) 0.0454(7) Uani 1 1 d . . . . .
C3 C 0.63267(14) 0.3841(2) 0.89248(18) 0.0492(7) Uani 1 1 d . . . . .
C4 C 0.71589(12) 0.5275(2) 1.02882(17) 0.0409(6) Uani 1 1 d . . . . .
C5 C 0.67567(12) 0.5366(2) 0.94678(17) 0.0394(6) Uani 1 1 d . . . . .
C6 C 0.63657(12) 0.4751(2) 0.88384(16) 0.0397(6) Uani 1 1 d . . . . .
C7 C 0.60226(11) 0.5175(2) 0.81178(16) 0.0386(6) Uani 1 1 d . . . . .
C8 C 0.62285(12) 0.6120(2) 0.82732(16) 0.0394(6) Uani 1 1 d . . . . .
C9 C 0.57800(15) 0.6816(3) 0.8033(2) 0.0549(8) Uani 1 1 d . . . . .
H9A H 0.549385 0.688227 0.744848 0.082 Uiso 1 1 calc R U . . .
H9B H 0.598255 0.737521 0.828307 0.082 Uiso 1 1 calc R U . . .
H9C H 0.557335 0.664056 0.821104 0.082 Uiso 1 1 calc R U . . .
C10 C 0.65408(14) 0.6317(2) 0.7971(2) 0.0471(7) Uani 1 1 d . . . . .
H10A H 0.625653 0.628461 0.738463 0.071 Uiso 1 1 calc R U . . .
H10B H 0.685562 0.588625 0.819188 0.071 Uiso 1 1 calc R U . . .
H10C H 0.671173 0.690664 0.814219 0.071 Uiso 1 1 calc R U . . .
C11 C 0.55762(12) 0.4773(2) 0.73580(16) 0.0410(6) Uani 1 1 d . . . . .
H11 H 0.553885 0.415386 0.734528 0.049 Uiso 1 1 calc R U . . .
C12 C 0.51989(12) 0.5212(2) 0.66485(17) 0.0411(6) Uani 1 1 d . . . . .
H12 H 0.522861 0.583310 0.667062 0.049 Uiso 1 1 calc R U . . .
C13 C 0.47631(12) 0.4827(2) 0.58748(16) 0.0389(6) Uani 1 1 d . . . . .
C14 C 0.47616(14) 0.3848(2) 0.57723(18) 0.0468(7) Uani 1 1 d . . . . .
H14A H 0.453799 0.356374 0.589669 0.056 Uiso 1 1 calc R U . . .
H14B H 0.517322 0.363037 0.616363 0.056 Uiso 1 1 calc R U . . .
C15 C 0.44907(14) 0.3574(2) 0.4929(2) 0.0502(7) Uani 1 1 d . . . . .
H15 H 0.476322 0.379164 0.485724 0.060 Uiso 1 1 calc R U . . .
C16 C 0.39046(16) 0.4018(2) 0.4296(2) 0.0529(8) Uani 1 1 d . . . . .
H16A H 0.360997 0.376208 0.430575 0.063 Uiso 1 1 calc R U . . .
H16B H 0.377213 0.389323 0.376394 0.063 Uiso 1 1 calc R U . . .
C17 C 0.39180(12) 0.5014(2) 0.43997(16) 0.0401(6) Uani 1 1 d . . . . .
C18 C 0.43477(12) 0.5332(2) 0.52119(17) 0.0392(6) Uani 1 1 d . . . . .
C19 C 0.44564(14) 0.2559(2) 0.4824(2) 0.0530(8) Uani 1 1 d . . . . .
C20 C 0.42616(18) 0.2352(3) 0.3990(3) 0.0644(9) Uani 1 1 d . . . . .
H20A H 0.429693 0.172102 0.394810 0.097 Uiso 1 1 calc R U . . .
H20B H 0.451579 0.267222 0.394144 0.097 Uiso 1 1 calc R U . . .
H20C H 0.385036 0.253389 0.356054 0.097 Uiso 1 1 calc R U . . .
C21 C 0.4061(2) 0.2106(3) 0.4897(3) 0.0680(10) Uani 1 1 d . . . . .
H21A H 0.404720 0.147876 0.478964 0.102 Uiso 1 1 calc R U . . .
H21B H 0.366297 0.235395 0.450828 0.102 Uiso 1 1 calc R U . . .
H21C H 0.421291 0.218593 0.544019 0.102 Uiso 1 1 calc R U . . .
C22 C 0.50961(18) 0.2173(3) 0.5448(3) 0.0697(10) Uani 1 1 d . . . . .
H22A H 0.509025 0.155295 0.532899 0.105 Uiso 1 1 calc R U . . .
H22B H 0.523951 0.222986 0.598875 0.105 Uiso 1 1 calc R U . . .
H22C H 0.535865 0.249618 0.541615 0.105 Uiso 1 1 calc R U . . .
C23 C 0.35450(12) 0.5583(2) 0.37782(16) 0.0410(6) Uani 1 1 d . . . . .
H23 H 0.360683 0.618022 0.393745 0.049 Uiso 1 1 calc R U . . .
C24 C 0.28734(12) 0.62366(19) 0.23706(16) 0.0383(6) Uani 1 1 d . . . . .
C25 C 0.30765(12) 0.5451(2) 0.29288(16) 0.0378(6) Uani 1 1 d . . . . .
C26 C 0.27313(12) 0.4723(2) 0.26169(17) 0.0411(6) Uani 1 1 d . . . . .
H26 H 0.281570 0.427634 0.297641 0.049 Uiso 1 1 calc R U . . .
C27 C 0.18418(19) 0.3905(3) 0.1542(2) 0.0667(10) Uani 1 1 d . . . . .
H27A H 0.199018 0.351126 0.199431 0.080 Uiso 1 1 calc R U . . .
H27B H 0.146695 0.416870 0.134245 0.080 Uiso 1 1 calc R U . . .
C28 C 0.1735(2) 0.3404(3) 0.0909(2) 0.0660(10) Uani 1 1 d . . . . .
H28A H 0.144419 0.293747 0.073628 0.079 Uiso 1 1 calc R U . . .
H28B H 0.210729 0.311636 0.112375 0.079 Uiso 1 1 calc R U . . .
C29 C 0.14983(14) 0.3968(3) 0.01626(19) 0.0522(8) Uani 1 1 d . . . . .
C30 C 0.18324(12) 0.4851(2) 0.04406(17) 0.0410(6) Uani 1 1 d . . . . .
C31 C 0.17774(14) 0.5415(2) -0.00976(18) 0.0474(7) Uani 1 1 d . . . . .
C32 C 0.20903(15) 0.6195(2) 0.0154(2) 0.0493(7) Uani 1 1 d . . . . .
H32 H 0.204975 0.656655 -0.022072 0.059 Uiso 1 1 calc R U . . .
C33 C 0.24595(14) 0.6429(2) 0.09489(19) 0.0433(6) Uani 1 1 d . . . . .
H33 H 0.267477 0.696234 0.111548 0.052 Uiso 1 1 calc R U . . .
C34 C 0.25275(11) 0.59138(19) 0.15135(16) 0.0368(6) Uani 1 1 d . . . . .
C35 C 0.22044(11) 0.51246(19) 0.12468(16) 0.0367(6) Uani 1 1 d . . . . .
C36 C 0.24479(15) 0.6790(2) 0.2371(2) 0.0491(7) Uani 1 1 d . . . . .
H36A H 0.232462 0.731003 0.203463 0.074 Uiso 1 1 calc R U . . .
H36B H 0.264925 0.697186 0.291995 0.074 Uiso 1 1 calc R U . . .
H36C H 0.209988 0.643850 0.215769 0.074 Uiso 1 1 calc R U . . .
C37 C 0.33975(14) 0.6806(2) 0.2647(2) 0.0517(7) Uani 1 1 d . . . . .
H37A H 0.325163 0.730846 0.228527 0.077 Uiso 1 1 calc R U . . .
H37B H 0.366451 0.645736 0.263986 0.077 Uiso 1 1 calc R U . . .
H37C H 0.361070 0.701719 0.319294 0.077 Uiso 1 1 calc R U . . .
C38 C 0.08374(18) 0.4104(4) -0.0396(4) 0.0917(17) Uani 1 1 d . . . . .
H38A H 0.070715 0.448069 -0.084297 0.138 Uiso 1 1 calc R U . . .
H38B H 0.074018 0.438413 -0.010242 0.138 Uiso 1 1 calc R U . . .
H38C H 0.063693 0.353623 -0.060357 0.138 Uiso 1 1 calc R U . . .
C39 C 0.1659(2) 0.3394(3) -0.0220(3) 0.0657(10) Uani 1 1 d . . . . .
H39A H 0.147278 0.362516 -0.075074 0.099 Uiso 1 1 calc R U . . .
H39B H 0.152048 0.279449 -0.027376 0.099 Uiso 1 1 calc R U . . .
H39C H 0.208931 0.339037 0.011810 0.099 Uiso 1 1 calc R U . . .
C40 C 0.1179(6) 0.5782(6) -0.1489(5) 0.0697(19) Uani 0.8 1 d D U P A 1
H40A H 0.149775 0.599939 -0.146371 0.084 Uiso 0.8 1 calc R U P A 1
H40B H 0.102103 0.628485 -0.140295 0.084 Uiso 0.8 1 calc R U P A 1
C41 C 0.0696(3) 0.5385(5) -0.2298(3) 0.0861(18) Uani 0.8 1 d D U P A 1
H41A H 0.038641 0.515999 -0.230594 0.103 Uiso 0.8 1 calc R U P A 1
H41B H 0.051492 0.585682 -0.270475 0.103 Uiso 0.8 1 calc R U P A 1
C42 C 0.0875(3) 0.4661(6) -0.2544(4) 0.099(2) Uani 0.8 1 d D U P A 1
H42A H 0.052334 0.432199 -0.298721 0.119 Uiso 0.8 1 calc R U P A 1
H42B H 0.114956 0.425922 -0.208716 0.119 Uiso 0.8 1 calc R U P A 1
C43 C 0.1173(4) 0.5048(8) -0.2813(5) 0.114(3) Uani 0.8 1 d D U P A 1
H43A H 0.146149 0.462981 -0.270967 0.171 Uiso 0.8 1 calc R U P A 1
H43B H 0.137498 0.559149 -0.251602 0.171 Uiso 0.8 1 calc R U P A 1
H43C H 0.087639 0.517663 -0.338773 0.171 Uiso 0.8 1 calc R U P A 1
C40A C 0.114(3) 0.5802(19) -0.1515(18) 0.085(7) Uani 0.2 1 d D U P A 2
H40C H 0.141131 0.628159 -0.137521 0.102 Uiso 0.2 1 calc R U P A 2
H40D H 0.076837 0.604692 -0.167860 0.102 Uiso 0.2 1 calc R U P A 2
C41A C 0.1022(13) 0.5166(19) -0.2138(13) 0.087(5) Uani 0.2 1 d D U P A 2
H41C H 0.137997 0.480532 -0.187715 0.104 Uiso 0.2 1 calc R U P A 2
H41D H 0.069663 0.476594 -0.231903 0.104 Uiso 0.2 1 calc R U P A 2
C42A C 0.0865(14) 0.5609(18) -0.2856(13) 0.094(5) Uani 0.2 1 d D U P A 2
H42C H 0.120358 0.595498 -0.269863 0.113 Uiso 0.2 1 calc R U P A 2
H42D H 0.052517 0.600846 -0.310432 0.113 Uiso 0.2 1 calc R U P A 2
C43A C 0.0706(11) 0.489(2) -0.3441(15) 0.084(6) Uani 0.2 1 d D U P A 2
H43D H 0.099477 0.488530 -0.350564 0.125 Uiso 0.2 1 calc R U P A 2
H43E H 0.031118 0.500090 -0.396097 0.125 Uiso 0.2 1 calc R U P A 2
H43F H 0.071015 0.432170 -0.323382 0.125 Uiso 0.2 1 calc R U P A 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C18 1.748(3) . ?
O1 C5 1.334(4) . ?
O1 C8 1.479(3) . ?
O2 C31 1.377(4) . ?
O2 C40 1.407(7) . ?
O2 C40A 1.45(2) . ?
N1 C1 1.144(5) . ?
N2 C2 1.139(5) . ?
N3 C3 1.149(5) . ?
N4 C26 1.356(4) . ?
N4 C35 1.412(4) . ?
N4 C27 1.458(4) . ?
C1 C4 1.424(5) . ?
C2 C4 1.425(5) . ?
C3 C6 1.417(5) . ?
C4 C5 1.376(4) . ?
C5 C6 1.431(4) . ?
C6 C7 1.366(4) . ?
C7 C11 1.425(4) . ?
C7 C8 1.517(4) . ?
C8 C9 1.515(4) . ?
C8 C10 1.518(4) . ?
C9 H9A 0.9800 . ?
C9 H9B 0.9800 . ?
C9 H9C 0.9800 . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 C12 1.362(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.428(4) . ?
C12 H12 0.9500 . ?
C13 C18 1.375(4) . ?
C13 C14 1.511(4) . ?
C14 C15 1.532(4) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C15 C16 1.508(5) . ?
C15 C19 1.559(5) . ?
C15 H15 1.0000 . ?
C16 C17 1.533(5) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C17 C23 1.368(4) . ?
C17 C18 1.442(4) . ?
C19 C21 1.485(5) . ?
C19 C22 1.566(5) . ?
C19 C20 1.569(6) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21A 0.9800 . ?
C21 H21B 0.9800 . ?
C21 H21C 0.9800 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 0.9800 . ?
C23 C25 1.440(4) . ?
C23 H23 0.9500 . ?
C24 C34 1.530(4) . ?
C24 C25 1.533(4) . ?
C24 C37 1.536(4) . ?
C24 C36 1.544(4) . ?
C25 C26 1.358(4) . ?
C26 H26 0.9500 . ?
C27 C28 1.443(6) . ?
C27 H27A 0.9900 . ?
C27 H27B 0.9900 . ?
C28 C29 1.566(6) . ?
C28 H28A 0.9900 . ?
C28 H28B 0.9900 . ?
C29 C38 1.513(5) . ?
C29 C39 1.517(5) . ?
C29 C30 1.545(5) . ?
C30 C31 1.398(5) . ?
C30 C35 1.410(4) . ?
C31 C32 1.387(5) . ?
C32 C33 1.375(5) . ?
C32 H32 0.9500 . ?
C33 C34 1.383(4) . ?
C33 H33 0.9500 . ?
C34 C35 1.410(4) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C36 H36C 0.9800 . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C37 H37C 0.9800 . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C38 H38C 0.9800 . ?
C39 H39A 0.9800 . ?
C39 H39B 0.9800 . ?
C39 H39C 0.9800 . ?
C40 C41 1.502(11) . ?
C40 H40A 0.9900 . ?
C40 H40B 0.9900 . ?
C41 C42 1.491(10) . ?
C41 H41A 0.9900 . ?
C41 H41B 0.9900 . ?
C42 C43 1.502(11) . ?
C42 H42A 0.9900 . ?
C42 H42B 0.9900 . ?
C43 H43A 0.9800 . ?
C43 H43B 0.9800 . ?
C43 H43C 0.9800 . ?
C40A C41A 1.54(2) . ?
C40A H40C 0.9900 . ?
C40A H40D 0.9900 . ?
C41A C42A 1.498(18) . ?
C41A H41C 0.9900 . ?
C41A H41D 0.9900 . ?
C42A C43A 1.519(18) . ?
C42A H42C 0.9900 . ?
C42A H42D 0.9900 . ?
C43A H43D 0.9800 . ?
C43A H43E 0.9800 . ?
C43A H43F 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
C5 O1 C8 110.2(2) . . ?
C31 O2 C40 119.2(5) . . ?
C31 O2 C40A 119.6(15) . . ?
C26 N4 C35 120.9(2) . . ?
C26 N4 C27 120.6(3) . . ?
C35 N4 C27 118.5(3) . . ?
N1 C1 C4 179.2(4) . . ?
N2 C2 C4 177.0(4) . . ?
N3 C3 C6 175.4(3) . . ?
C5 C4 C1 120.4(3) . . ?
C5 C4 C2 122.4(3) . . ?
C1 C4 C2 117.1(3) . . ?
O1 C5 C4 118.5(3) . . ?
O1 C5 C6 109.9(2) . . ?
C4 C5 C6 131.6(3) . . ?
C7 C6 C3 123.9(3) . . ?
C7 C6 C5 109.3(3) . . ?
C3 C6 C5 126.8(3) . . ?
C6 C7 C11 125.1(3) . . ?
C6 C7 C8 107.8(2) . . ?
C11 C7 C8 126.9(3) . . ?
O1 C8 C9 105.2(2) . . ?
O1 C8 C7 102.5(2) . . ?
C9 C8 C7 116.7(3) . . ?
O1 C8 C10 106.8(2) . . ?
C9 C8 C10 112.7(3) . . ?
C7 C8 C10 111.7(2) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C7 124.9(3) . . ?
C12 C11 H11 117.6 . . ?
C7 C11 H11 117.6 . . ?
C11 C12 C13 126.2(3) . . ?
C11 C12 H12 116.9 . . ?
C13 C12 H12 116.9 . . ?
C18 C13 C12 121.4(3) . . ?
C18 C13 C14 118.8(3) . . ?
C12 C13 C14 119.8(3) . . ?
C13 C14 C15 113.7(3) . . ?
C13 C14 H14A 108.8 . . ?
C15 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C15 C14 H14B 108.8 . . ?
H14A C14 H14B 107.7 . . ?
C16 C15 C14 111.2(3) . . ?
C16 C15 C19 112.8(3) . . ?
C14 C15 C19 112.6(3) . . ?
C16 C15 H15 106.6 . . ?
C14 C15 H15 106.6 . . ?
C19 C15 H15 106.6 . . ?
C15 C16 C17 114.1(3) . . ?
C15 C16 H16A 108.7 . . ?
C17 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C17 C16 H16B 108.7 . . ?
H16A C16 H16B 107.6 . . ?
C23 C17 C18 120.6(3) . . ?
C23 C17 C16 123.7(3) . . ?
C18 C17 C16 115.7(3) . . ?
C13 C18 C17 125.5(3) . . ?
C13 C18 Cl1 117.6(2) . . ?
C17 C18 Cl1 116.8(2) . . ?
C21 C19 C15 115.0(3) . . ?
C21 C19 C22 109.9(3) . . ?
C15 C19 C22 108.7(3) . . ?
C21 C19 C20 110.3(3) . . ?
C15 C19 C20 108.2(3) . . ?
C22 C19 C20 104.1(3) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
H20A C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21A 109.5 . . ?
C19 C21 H21B 109.5 . . ?
H21A C21 H21B 109.5 . . ?
C19 C21 H21C 109.5 . . ?
H21A C21 H21C 109.5 . . ?
H21B C21 H21C 109.5 . . ?
C19 C22 H22A 109.5 . . ?
C19 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C19 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 109.5 . . ?
C17 C23 C25 132.3(3) . . ?
C17 C23 H23 113.8 . . ?
C25 C23 H23 113.8 . . ?
C34 C24 C25 109.7(2) . . ?
C34 C24 C37 110.3(2) . . ?
C25 C24 C37 111.6(2) . . ?
C34 C24 C36 107.6(2) . . ?
C25 C24 C36 108.0(2) . . ?
C37 C24 C36 109.5(3) . . ?
C26 C25 C23 122.6(3) . . ?
C26 C25 C24 117.8(2) . . ?
C23 C25 C24 118.2(3) . . ?
N4 C26 C25 123.8(3) . . ?
N4 C26 H26 118.1 . . ?
C25 C26 H26 118.1 . . ?
C28 C27 N4 110.7(3) . . ?
C28 C27 H27A 109.5 . . ?
N4 C27 H27A 109.5 . . ?
C28 C27 H27B 109.5 . . ?
N4 C27 H27B 109.5 . . ?
H27A C27 H27B 108.1 . . ?
C27 C28 C29 113.6(4) . . ?
C27 C28 H28A 108.8 . . ?
C29 C28 H28A 108.8 . . ?
C27 C28 H28B 108.8 . . ?
C29 C28 H28B 108.8 . . ?
H28A C28 H28B 107.7 . . ?
C38 C29 C39 111.3(4) . . ?
C38 C29 C30 111.5(3) . . ?
C39 C29 C30 111.0(3) . . ?
C38 C29 C28 111.6(4) . . ?
C39 C29 C28 101.2(3) . . ?
C30 C29 C28 109.8(3) . . ?
C31 C30 C35 117.0(3) . . ?
C31 C30 C29 121.4(3) . . ?
C35 C30 C29 121.6(3) . . ?
O2 C31 C32 121.6(3) . . ?
O2 C31 C30 116.8(3) . . ?
C32 C31 C30 121.5(3) . . ?
C33 C32 C31 119.7(3) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 122.1(3) . . ?
C32 C33 H33 118.9 . . ?
C34 C33 H33 118.9 . . ?
C33 C34 C35 117.5(3) . . ?
C33 C34 C24 121.5(3) . . ?
C35 C34 C24 120.5(2) . . ?
C34 C35 C30 122.2(3) . . ?
C34 C35 N4 117.6(2) . . ?
C30 C35 N4 120.2(3) . . ?
C24 C36 H36A 109.5 . . ?
C24 C36 H36B 109.5 . . ?
H36A C36 H36B 109.5 . . ?
C24 C36 H36C 109.5 . . ?
H36A C36 H36C 109.5 . . ?
H36B C36 H36C 109.5 . . ?
C24 C37 H37A 109.5 . . ?
C24 C37 H37B 109.5 . . ?
H37A C37 H37B 109.5 . . ?
C24 C37 H37C 109.5 . . ?
H37A C37 H37C 109.5 . . ?
H37B C37 H37C 109.5 . . ?
C29 C38 H38A 109.5 . . ?
C29 C38 H38B 109.5 . . ?
H38A C38 H38B 109.5 . . ?
C29 C38 H38C 109.5 . . ?
H38A C38 H38C 109.5 . . ?
H38B C38 H38C 109.5 . . ?
C29 C39 H39A 109.5 . . ?
C29 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C29 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
O2 C40 C41 110.0(7) . . ?
O2 C40 H40A 109.7 . . ?
C41 C40 H40A 109.7 . . ?
O2 C40 H40B 109.7 . . ?
C41 C40 H40B 109.7 . . ?
H40A C40 H40B 108.2 . . ?
C42 C41 C40 116.1(7) . . ?
C42 C41 H41A 108.3 . . ?
C40 C41 H41A 108.3 . . ?
C42 C41 H41B 108.3 . . ?
C40 C41 H41B 108.3 . . ?
H41A C41 H41B 107.4 . . ?
C41 C42 C43 108.9(8) . . ?
C41 C42 H42A 109.9 . . ?
C43 C42 H42A 109.9 . . ?
C41 C42 H42B 109.9 . . ?
C43 C42 H42B 109.9 . . ?
H42A C42 H42B 108.3 . . ?
C42 C43 H43A 109.5 . . ?
C42 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C42 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O2 C40A C41A 95.0(16) . . ?
O2 C40A H40C 112.7 . . ?
C41A C40A H40C 112.7 . . ?
O2 C40A H40D 112.7 . . ?
C41A C40A H40D 112.7 . . ?
H40C C40A H40D 110.2 . . ?
C42A C41A C40A 114(2) . . ?
C42A C41A H41C 108.8 . . ?
C40A C41A H41C 108.8 . . ?
C42A C41A H41D 108.8 . . ?
C40A C41A H41D 108.8 . . ?
H41C C41A H41D 107.6 . . ?
C41A C42A C43A 107(2) . . ?
C41A C42A H42C 110.3 . . ?
C43A C42A H42C 110.3 . . ?
C41A C42A H42D 110.3 . . ?
C43A C42A H42D 110.3 . . ?
H42C C42A H42D 108.6 . . ?
C42A C43A H43D 109.5 . . ?
C42A C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C42A C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?

_refine_diff_density_max         1.154
_refine_diff_density_min         -0.682
_refine_diff_density_rms         0.107



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

data_1_a_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2289993'
loop_
_audit_author_name
_audit_author_address
'Shek-Man YIU'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2023-08-22 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C40 H44 Cl4 N4 O2'
_chemical_formula_weight         754.59

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   9.0000(2)
_cell_length_b                   10.1845(2)
_cell_length_c                   22.4129(5)
_cell_angle_alpha                102.5470(10)
_cell_angle_beta                 92.9080(10)
_cell_angle_gamma                106.7020(10)
_cell_volume                     1906.59(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    213(2)
_cell_measurement_reflns_used    6286
_cell_measurement_theta_min      4.07
_cell_measurement_theta_max      74.56

_exptl_crystal_description       plate
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.314
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.32
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.01
_exptl_absorpt_coefficient_mu    3.135
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5245
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      213(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            25539
_diffrn_reflns_av_unetI/netI     0.0851
_diffrn_reflns_av_R_equivalents  0.0888
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_theta_min         2.034
_diffrn_reflns_theta_max         74.646
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             7731
_reflns_number_gt                5471
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1949P)²+0.4700P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7731
_refine_ls_number_parameters     505
_refine_ls_number_restraints     132
_refine_ls_R_factor_all          0.1103
_refine_ls_R_factor_gt           0.0857
_refine_ls_wR_factor_ref         0.2803
_refine_ls_wR_factor_gt          0.2457
_refine_ls_goodness_of_fit_ref   1.008
_refine_ls_restrained_S_all      1.002
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.43740(10) 0.15087(8) 0.43303(4) 0.0464(3) Uani 1 1 d . . . . .
O1 O 0.0977(3) -0.0346(2) 0.66285(11) 0.0423(5) Uani 1 1 d . . . . .
O2 O 0.9435(4) 0.7993(3) 0.13728(16) 0.0656(8) Uani 1 1 d . . . . .
N1 N -0.0900(4) -0.2487(4) 0.75877(18) 0.0601(8) Uani 1 1 d . . . . .
N2 N -0.3742(4) 0.0231(4) 0.73343(16) 0.0558(8) Uani 1 1 d . . . . .
N3 N -0.2435(4) 0.2357(4) 0.6353(2) 0.0647(10) Uani 1 1 d . . . . .
N4 N 0.5178(3) 0.5375(3) 0.22584(14) 0.0441(6) Uani 1 1 d . . . . .
C1 C -0.1052(4) -0.1596(4) 0.73741(17) 0.0459(7) Uani 1 1 d . . . . .
C2 C -0.2650(4) -0.0105(3) 0.72302(16) 0.0429(7) Uani 1 1 d . . . . .
C3 C -0.1530(4) 0.1774(4) 0.63795(17) 0.0445(7) Uani 1 1 d . . . . .
C4 C -0.1301(4) -0.0516(3) 0.71090(15) 0.0397(6) Uani 1 1 d . . . . .
C5 C -0.0287(3) 0.0066(3) 0.67296(14) 0.0359(6) Uani 1 1 d . . . . .
C6 C -0.0361(3) 0.1084(3) 0.63851(14) 0.0363(6) Uani 1 1 d . . . . .
C7 C 0.0868(4) 0.1265(3) 0.60394(14) 0.0369(6) Uani 1 1 d . . . . .
C8 C 0.1850(3) 0.0365(3) 0.61875(14) 0.0365(6) Uani 1 1 d . . . . .
C9 C 0.1898(4) -0.0831(4) 0.56551(17) 0.0468(7) Uani 1 1 d . . . . .
H9A H 0.249739 -0.044107 0.535196 0.070 Uiso 1 1 calc R U . . .
H9B H 0.084226 -0.136600 0.546630 0.070 Uiso 1 1 calc R U . . .
H9C H 0.238644 -0.144746 0.580749 0.070 Uiso 1 1 calc R U . . .
C10 C 0.3445(4) 0.1246(4) 0.65210(18) 0.0496(8) Uani 1 1 d . . . . .
H10A H 0.409049 0.165811 0.623431 0.074 Uiso 1 1 calc R U . . .
H10B H 0.393225 0.065260 0.669207 0.074 Uiso 1 1 calc R U . . .
H10C H 0.333686 0.199402 0.685075 0.074 Uiso 1 1 calc R U . . .
C11 C 0.1150(4) 0.2151(3) 0.56221(15) 0.0390(6) Uani 1 1 d . . . . .
H11 H 0.052941 0.275114 0.561975 0.047 Uiso 1 1 calc R U . . .
C12 C 0.2249(4) 0.2200(3) 0.52244(15) 0.0393(6) Uani 1 1 d . . . . .
H12 H 0.288555 0.161774 0.524093 0.047 Uiso 1 1 calc R U . . .
C13 C 0.2532(4) 0.3037(3) 0.47880(15) 0.0385(6) Uani 1 1 d . . . . .
C14 C 0.1741(4) 0.4161(4) 0.47960(17) 0.0470(8) Uani 1 1 d . . . . .
H14A H 0.073126 0.374384 0.453694 0.056 Uiso 1 1 calc R U . . .
H14B H 0.154248 0.451588 0.521734 0.056 Uiso 1 1 calc R U . . .
C15 C 0.2725(5) 0.5372(4) 0.45655(18) 0.0486(8) Uani 1 1 d . . . . .
H15A H 0.367306 0.587053 0.485562 0.058 Uiso 1 1 calc R U . . .
H15B H 0.213973 0.604075 0.454402 0.058 Uiso 1 1 calc R U . . .
C16 C 0.3176(4) 0.4856(3) 0.39322(17) 0.0438(7) Uani 1 1 d . . . . .
H16A H 0.223664 0.449067 0.363102 0.053 Uiso 1 1 calc R U . . .
H16B H 0.389389 0.565537 0.381343 0.053 Uiso 1 1 calc R U . . .
C17 C 0.3943(4) 0.3714(3) 0.39138(15) 0.0372(6) Uani 1 1 d . . . . .
C18 C 0.3539(4) 0.2877(3) 0.43538(14) 0.0368(6) Uani 1 1 d . . . . .
C19 C 0.5007(4) 0.3498(3) 0.35113(15) 0.0389(6) Uani 1 1 d . . . . .
H19 H 0.543205 0.277936 0.355803 0.047 Uiso 1 1 calc R U . . .
C20 C 0.5577(4) 0.4171(3) 0.30360(15) 0.0393(6) Uani 1 1 d . . . . .
C21 C 0.7088(4) 0.4001(3) 0.27943(15) 0.0383(6) Uani 1 1 d . . . . .
C22 C 0.7738(4) 0.5144(3) 0.24481(15) 0.0379(6) Uani 1 1 d . . . . .
C23 C 0.9305(4) 0.5559(4) 0.23710(17) 0.0461(7) Uani 1 1 d . . . . .
H23 H 0.998911 0.518773 0.256271 0.055 Uiso 1 1 calc R U . . .
C24 C 0.9892(4) 0.6507(4) 0.20181(19) 0.0506(8) Uani 1 1 d . . . . .
H24 H 1.096661 0.678981 0.198162 0.061 Uiso 1 1 calc R U . . .
C25 C 0.8909(4) 0.7036(4) 0.17216(17) 0.0462(7) Uani 1 1 d . . . . .
C26 C 0.7294(4) 0.6637(3) 0.17643(16) 0.0415(7) Uani 1 1 d . . . . .
C27 C 0.6196(18) 0.7095(18) 0.1354(8) 0.047(3) Uani 0.6 1 d D . P A 1
C28 C 0.4518(7) 0.6226(8) 0.1374(3) 0.0482(13) Uani 0.6 1 d D U P A 1
H28A H 0.432911 0.526507 0.112171 0.058 Uiso 0.6 1 calc R U P A 1
H28B H 0.380367 0.664244 0.119417 0.058 Uiso 0.6 1 calc R U P A 1
C29 C 0.4157(9) 0.6151(9) 0.2027(4) 0.0452(16) Uani 0.6 1 d D U P A 1
H29A H 0.438845 0.710423 0.229276 0.054 Uiso 0.6 1 calc R U P A 1
H29B H 0.305043 0.564366 0.202394 0.054 Uiso 0.6 1 calc R U P A 1
C27A C 0.618(3) 0.730(3) 0.1481(11) 0.041(4) Uani 0.4 1 d D U P A 2
C28A C 0.4573(13) 0.6881(16) 0.1712(8) 0.071(3) Uani 0.4 1 d D U P A 2
H28C H 0.460629 0.757307 0.209643 0.086 Uiso 0.4 1 calc R U P A 2
H28D H 0.380164 0.696717 0.141029 0.086 Uiso 0.4 1 calc R U P A 2
C29A C 0.4006(17) 0.5483(17) 0.1825(8) 0.067(3) Uani 0.4 1 d D U P A 2
H29C H 0.300782 0.535901 0.199591 0.081 Uiso 0.4 1 calc R U P A 2
H29D H 0.385226 0.475634 0.144093 0.081 Uiso 0.4 1 calc R U P A 2
C30 C 0.6745(4) 0.5711(3) 0.21448(15) 0.0375(6) Uani 1 1 d . . . . .
C31 C 0.4717(4) 0.4767(4) 0.27271(16) 0.0443(7) Uani 1 1 d . . . . .
H31 H 0.372849 0.475619 0.284703 0.053 Uiso 1 1 calc R U . . .
C32 C 0.6730(5) 0.2552(4) 0.2346(2) 0.0580(10) Uani 1 1 d . . . . .
H32A H 0.766964 0.246812 0.216913 0.087 Uiso 1 1 calc R U . . .
H32B H 0.592401 0.245208 0.202069 0.087 Uiso 1 1 calc R U . . .
H32C H 0.637034 0.181793 0.256509 0.087 Uiso 1 1 calc R U . . .
C33 C 0.8314(4) 0.4121(5) 0.33277(19) 0.0543(9) Uani 1 1 d . . . . .
H33A H 0.921915 0.391795 0.316104 0.081 Uiso 1 1 calc R U . . .
H33B H 0.786384 0.344957 0.356680 0.081 Uiso 1 1 calc R U . . .
H33C H 0.862735 0.507123 0.359017 0.081 Uiso 1 1 calc R U . . .
C34 C 0.648(3) 0.694(3) 0.0673(8) 0.081(5) Uani 0.6 1 d D U P A 1
H34A H 0.564966 0.714149 0.044874 0.122 Uiso 0.6 1 calc R U P A 1
H34B H 0.648573 0.598876 0.049579 0.122 Uiso 0.6 1 calc R U P A 1
H34C H 0.747582 0.760746 0.064633 0.122 Uiso 0.6 1 calc R U P A 1
C35 C 0.636(3) 0.8655(18) 0.1631(13) 0.068(5) Uani 0.6 1 d D U P A 1
H35A H 0.564559 0.894912 0.139115 0.102 Uiso 0.6 1 calc R U P A 1
H35B H 0.742518 0.922868 0.162510 0.102 Uiso 0.6 1 calc R U P A 1
H35C H 0.611965 0.877224 0.205271 0.102 Uiso 0.6 1 calc R U P A 1
C34A C 0.611(3) 0.680(3) 0.0782(10) 0.074(6) Uani 0.4 1 d D U P A 2
H34D H 0.524388 0.699259 0.058109 0.112 Uiso 0.4 1 calc R U P A 2
H34E H 0.596238 0.579005 0.067157 0.112 Uiso 0.4 1 calc R U P A 2
H34F H 0.707938 0.729410 0.065118 0.112 Uiso 0.4 1 calc R U P A 2
C35A C 0.674(3) 0.893(2) 0.1691(17) 0.055(6) Uani 0.4 1 d D U P A 2
H35D H 0.610296 0.930705 0.145456 0.083 Uiso 0.4 1 calc R U P A 2
H35E H 0.782130 0.928030 0.162637 0.083 Uiso 0.4 1 calc R U P A 2
H35F H 0.663403 0.921661 0.212524 0.083 Uiso 0.4 1 calc R U P A 2
C36 C 1.0994(5) 0.8305(5) 0.12353(19) 0.0556(9) Uani 1 1 d . . . . .
H36A H 1.113089 0.749741 0.093985 0.067 Uiso 1 1 calc R U . . .
H36B H 1.171094 0.850502 0.161062 0.067 Uiso 1 1 calc R U . . .
C37 C 1.1337(6) 0.9574(5) 0.0966(2) 0.0687(11) Uani 1 1 d . . . . .
H37A H 1.100126 1.031211 0.122919 0.082 Uiso 1 1 calc R U . . .
H37B H 1.073276 0.931180 0.055888 0.082 Uiso 1 1 calc R U . . .
C38 C 1.3052(7) 1.0155(7) 0.0906(3) 0.0909(18) Uani 1 1 d . . . . .
H38A H 1.365580 1.033494 0.130725 0.109 Uiso 1 1 calc R U . . .
H38B H 1.336074 0.943526 0.061766 0.109 Uiso 1 1 calc R U . . .
C39 C 1.3465(12) 1.1469(11) 0.0689(6) 0.152(4) Uani 1 1 d . . . . .
H39A H 1.458610 1.180203 0.068198 0.229 Uiso 1 1 calc R U . . .
H39B H 1.314294 1.218384 0.096563 0.229 Uiso 1 1 calc R U . . .
H39C H 1.293665 1.128566 0.027771 0.229 Uiso 1 1 calc R U . . .
Cl2 Cl 0.8234(4) 0.1429(3) 0.08097(12) 0.1440(9) Uani 1 1 d . . . . .
Cl3 Cl 1.0711(4) 0.3718(5) 0.0625(2) 0.209(2) Uani 1 1 d . . . . .
Cl4 Cl 0.7616(4) 0.3691(3) 0.0389(2) 0.1797(14) Uani 1 1 d . . . . .
C40 C 0.8866(13) 0.3186(10) 0.0855(4) 0.137(4) Uani 1 1 d . . . . .
H40 H 0.890630 0.369980 0.128733 0.165 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C18 1.756(3) . ?
O1 C5 1.334(4) . ?
O1 C8 1.477(3) . ?
O2 C25 1.374(4) . ?
O2 C36 1.413(5) . ?
N1 C1 1.151(5) . ?
N2 C2 1.149(5) . ?
N3 C3 1.144(5) . ?
N4 C31 1.356(4) . ?
N4 C30 1.403(4) . ?
N4 C29A 1.441(15) . ?
N4 C29 1.512(8) . ?
C1 C4 1.423(5) . ?
C2 C4 1.413(5) . ?
C3 C6 1.423(4) . ?
C4 C5 1.376(4) . ?
C5 C6 1.435(4) . ?
C6 C7 1.375(4) . ?
C7 C11 1.418(4) . ?
C7 C8 1.516(4) . ?
C8 C10 1.511(5) . ?
C8 C9 1.521(4) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 H9C 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C10 H10C 0.9700 . ?
C11 C12 1.362(5) . ?
C11 H11 0.9400 . ?
C12 C13 1.418(4) . ?
C12 H12 0.9400 . ?
C13 C18 1.378(4) . ?
C13 C14 1.509(4) . ?
C14 C15 1.506(5) . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 C16 1.521(5) . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 C17 1.508(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C17 C19 1.379(4) . ?
C17 C18 1.433(4) . ?
C19 C20 1.428(4) . ?
C19 H19 0.9400 . ?
C20 C31 1.358(5) . ?
C20 C21 1.530(4) . ?
C21 C32 1.529(5) . ?
C21 C22 1.532(4) . ?
C21 C33 1.545(5) . ?
C22 C23 1.383(5) . ?
C22 C30 1.414(4) . ?
C23 C24 1.385(5) . ?
C23 H23 0.9400 . ?
C24 C25 1.372(5) . ?
C24 H24 0.9400 . ?
C25 C26 1.407(5) . ?
C26 C30 1.409(4) . ?
C26 C27A 1.54(3) . ?
C26 C27 1.55(2) . ?
C27 C28 1.524(12) . ?
C27 C35 1.536(15) . ?
C27 C34 1.541(15) . ?
C28 C29 1.528(9) . ?
C28 H28A 0.9800 . ?
C28 H28B 0.9800 . ?
C29 H29A 0.9800 . ?
C29 H29B 0.9800 . ?
C27A C34A 1.531(17) . ?
C27A C28A 1.533(17) . ?
C27A C35A 1.543(17) . ?
C28A C29A 1.450(15) . ?
C28A H28C 0.9800 . ?
C28A H28D 0.9800 . ?
C29A H29C 0.9800 . ?
C29A H29D 0.9800 . ?
C31 H31 0.9400 . ?
C32 H32A 0.9700 . ?
C32 H32B 0.9700 . ?
C32 H32C 0.9700 . ?
C33 H33A 0.9700 . ?
C33 H33B 0.9700 . ?
C33 H33C 0.9700 . ?
C34 H34A 0.9700 . ?
C34 H34B 0.9700 . ?
C34 H34C 0.9700 . ?
C35 H35A 0.9700 . ?
C35 H35B 0.9700 . ?
C35 H35C 0.9700 . ?
C34A H34D 0.9700 . ?
C34A H34E 0.9700 . ?
C34A H34F 0.9700 . ?
C35A H35D 0.9700 . ?
C35A H35E 0.9700 . ?
C35A H35F 0.9700 . ?
C36 C37 1.502(6) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C37 C38 1.511(7) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C38 C39 1.477(9) . ?
C38 H38A 0.9800 . ?
C38 H38B 0.9800 . ?
C39 H39A 0.9700 . ?
C39 H39B 0.9700 . ?
C39 H39C 0.9700 . ?
Cl2 C40 1.693(11) . ?
Cl3 C40 1.734(10) . ?
Cl4 C40 1.751(13) . ?
C40 H40 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 C8 110.3(2) . . ?
C25 O2 C36 119.7(3) . . ?
C31 N4 C30 120.5(3) . . ?
C31 N4 C29A 118.9(6) . . ?
C30 N4 C29A 119.9(7) . . ?
C31 N4 C29 117.1(4) . . ?
C30 N4 C29 118.6(4) . . ?
N1 C1 C4 177.9(4) . . ?
N2 C2 C4 179.4(4) . . ?
N3 C3 C6 176.6(4) . . ?
C5 C4 C2 121.5(3) . . ?
C5 C4 C1 120.7(3) . . ?
C2 C4 C1 117.8(3) . . ?
O1 C5 C4 119.7(3) . . ?
O1 C5 C6 110.1(2) . . ?
C4 C5 C6 130.2(3) . . ?
C7 C6 C3 124.7(3) . . ?
C7 C6 C5 108.8(3) . . ?
C3 C6 C5 126.5(3) . . ?
C6 C7 C11 125.2(3) . . ?
C6 C7 C8 108.0(3) . . ?
C11 C7 C8 126.8(3) . . ?
O1 C8 C10 107.1(3) . . ?
O1 C8 C7 102.7(2) . . ?
C10 C8 C7 112.4(3) . . ?
O1 C8 C9 104.8(2) . . ?
C10 C8 C9 113.5(3) . . ?
C7 C8 C9 115.2(3) . . ?
C8 C9 H9A 109.5 . . ?
C8 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C8 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C8 C10 H10A 109.5 . . ?
C8 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C8 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C7 125.2(3) . . ?
C12 C11 H11 117.4 . . ?
C7 C11 H11 117.4 . . ?
C11 C12 C13 126.8(3) . . ?
C11 C12 H12 116.6 . . ?
C13 C12 H12 116.6 . . ?
C18 C13 C12 122.1(3) . . ?
C18 C13 C14 117.9(3) . . ?
C12 C13 C14 120.0(3) . . ?
C15 C14 C13 111.6(3) . . ?
C15 C14 H14A 109.3 . . ?
C13 C14 H14A 109.3 . . ?
C15 C14 H14B 109.3 . . ?
C13 C14 H14B 109.3 . . ?
H14A C14 H14B 108.0 . . ?
C14 C15 C16 111.2(3) . . ?
C14 C15 H15A 109.4 . . ?
C16 C15 H15A 109.4 . . ?
C14 C15 H15B 109.4 . . ?
C16 C15 H15B 109.4 . . ?
H15A C15 H15B 108.0 . . ?
C17 C16 C15 112.5(3) . . ?
C17 C16 H16A 109.1 . . ?
C15 C16 H16A 109.1 . . ?
C17 C16 H16B 109.1 . . ?
C15 C16 H16B 109.1 . . ?
H16A C16 H16B 107.8 . . ?
C19 C17 C18 121.2(3) . . ?
C19 C17 C16 122.6(3) . . ?
C18 C17 C16 116.2(3) . . ?
C13 C18 C17 125.7(3) . . ?
C13 C18 Cl1 117.0(2) . . ?
C17 C18 Cl1 117.2(2) . . ?
C17 C19 C20 131.5(3) . . ?
C17 C19 H19 114.3 . . ?
C20 C19 H19 114.3 . . ?
C31 C20 C19 122.4(3) . . ?
C31 C20 C21 118.3(3) . . ?
C19 C20 C21 118.5(3) . . ?
C32 C21 C20 109.3(3) . . ?
C32 C21 C22 108.6(3) . . ?
C20 C21 C22 109.1(2) . . ?
C32 C21 C33 109.0(3) . . ?
C20 C21 C33 111.0(3) . . ?
C22 C21 C33 109.8(3) . . ?
C23 C22 C30 117.4(3) . . ?
C23 C22 C21 120.8(3) . . ?
C30 C22 C21 121.6(3) . . ?
C22 C23 C24 121.6(3) . . ?
C22 C23 H23 119.2 . . ?
C24 C23 H23 119.2 . . ?
C25 C24 C23 120.2(3) . . ?
C25 C24 H24 119.9 . . ?
C23 C24 H24 119.9 . . ?
C24 C25 O2 122.5(3) . . ?
C24 C25 C26 121.6(3) . . ?
O2 C25 C26 115.9(3) . . ?
C25 C26 C30 116.7(3) . . ?
C25 C26 C27A 123.0(8) . . ?
C30 C26 C27A 119.9(8) . . ?
C25 C26 C27 119.9(5) . . ?
C30 C26 C27 123.1(5) . . ?
C28 C27 C35 108.0(13) . . ?
C28 C27 C34 108.1(11) . . ?
C35 C27 C34 107.5(15) . . ?
C28 C27 C26 108.3(11) . . ?
C35 C27 C26 108.2(14) . . ?
C34 C27 C26 116.4(13) . . ?
C27 C28 C29 112.8(9) . . ?
C27 C28 H28A 109.0 . . ?
C29 C28 H28A 109.0 . . ?
C27 C28 H28B 109.0 . . ?
C29 C28 H28B 109.0 . . ?
H28A C28 H28B 107.8 . . ?
N4 C29 C28 106.8(5) . . ?
N4 C29 H29A 110.4 . . ?
C28 C29 H29A 110.4 . . ?
N4 C29 H29B 110.4 . . ?
C28 C29 H29B 110.4 . . ?
H29A C29 H29B 108.6 . . ?
C34A C27A C28A 113.3(18) . . ?
C34A C27A C26 106.0(17) . . ?
C28A C27A C26 110.8(17) . . ?
C34A C27A C35A 111(2) . . ?
C28A C27A C35A 103.7(17) . . ?
C26 C27A C35A 112.0(19) . . ?
C29A C28A C27A 117.8(15) . . ?
C29A C28A H28C 107.9 . . ?
C27A C28A H28C 107.9 . . ?
C29A C28A H28D 107.9 . . ?
C27A C28A H28D 107.9 . . ?
H28C C28A H28D 107.2 . . ?
N4 C29A C28A 106.6(11) . . ?
N4 C29A H29C 110.4 . . ?
C28A C29A H29C 110.4 . . ?
N4 C29A H29D 110.4 . . ?
C28A C29A H29D 110.4 . . ?
H29C C29A H29D 108.6 . . ?
N4 C30 C26 120.0(3) . . ?
N4 C30 C22 117.5(3) . . ?
C26 C30 C22 122.4(3) . . ?
N4 C31 C20 124.8(3) . . ?
N4 C31 H31 117.6 . . ?
C20 C31 H31 117.6 . . ?
C21 C32 H32A 109.5 . . ?
C21 C32 H32B 109.5 . . ?
H32A C32 H32B 109.5 . . ?
C21 C32 H32C 109.5 . . ?
H32A C32 H32C 109.5 . . ?
H32B C32 H32C 109.5 . . ?
C21 C33 H33A 109.5 . . ?
C21 C33 H33B 109.5 . . ?
H33A C33 H33B 109.5 . . ?
C21 C33 H33C 109.5 . . ?
H33A C33 H33C 109.5 . . ?
H33B C33 H33C 109.5 . . ?
C27 C34 H34A 109.5 . . ?
C27 C34 H34B 109.5 . . ?
H34A C34 H34B 109.5 . . ?
C27 C34 H34C 109.5 . . ?
H34A C34 H34C 109.5 . . ?
H34B C34 H34C 109.5 . . ?
C27 C35 H35A 109.5 . . ?
C27 C35 H35B 109.5 . . ?
H35A C35 H35B 109.5 . . ?
C27 C35 H35C 109.5 . . ?
H35A C35 H35C 109.5 . . ?
H35B C35 H35C 109.5 . . ?
C27A C34A H34D 109.5 . . ?
C27A C34A H34E 109.5 . . ?
H34D C34A H34E 109.5 . . ?
C27A C34A H34F 109.5 . . ?
H34D C34A H34F 109.5 . . ?
H34E C34A H34F 109.5 . . ?
C27A C35A H35D 109.5 . . ?
C27A C35A H35E 109.5 . . ?
H35D C35A H35E 109.5 . . ?
C27A C35A H35F 109.5 . . ?
H35D C35A H35F 109.5 . . ?
H35E C35A H35F 109.5 . . ?
O2 C36 C37 108.0(4) . . ?
O2 C36 H36A 110.1 . . ?
C37 C36 H36A 110.1 . . ?
O2 C36 H36B 110.1 . . ?
C37 C36 H36B 110.1 . . ?
H36A C36 H36B 108.4 . . ?
C36 C37 C38 112.3(4) . . ?
C36 C37 H37A 109.1 . . ?
C38 C37 H37A 109.1 . . ?
C36 C37 H37B 109.1 . . ?
C38 C37 H37B 109.1 . . ?
H37A C37 H37B 107.9 . . ?
C39 C38 C37 114.3(6) . . ?
C39 C38 H38A 108.7 . . ?
C37 C38 H38A 108.7 . . ?
C39 C38 H38B 108.7 . . ?
C37 C38 H38B 108.7 . . ?
H38A C38 H38B 107.6 . . ?
C38 C39 H39A 109.5 . . ?
C38 C39 H39B 109.5 . . ?
H39A C39 H39B 109.5 . . ?
C38 C39 H39C 109.5 . . ?
H39A C39 H39C 109.5 . . ?
H39B C39 H39C 109.5 . . ?
Cl2 C40 Cl3 112.3(7) . . ?
Cl2 C40 Cl4 111.8(5) . . ?
Cl3 C40 Cl4 106.9(6) . . ?
Cl2 C40 H40 108.6 . . ?
Cl3 C40 H40 108.6 . . ?
Cl4 C40 H40 108.6 . . ?

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
C8 O1 C5 C4 177.4(3) . . . . ?
C8 O1 C5 C6 -1.1(3) . . . . ?
C2 C4 C5 O1 179.7(3) . . . . ?
C1 C4 C5 O1 -2.7(5) . . . . ?
C2 C4 C5 C6 -2.1(5) . . . . ?
C1 C4 C5 C6 175.5(3) . . . . ?
O1 C5 C6 C7 2.5(4) . . . . ?
C4 C5 C6 C7 -175.8(3) . . . . ?
O1 C5 C6 C3 -179.3(3) . . . . ?
C4 C5 C6 C3 2.4(6) . . . . ?
C3 C6 C7 C11 -0.7(5) . . . . ?
C5 C6 C7 C11 177.6(3) . . . . ?
C3 C6 C7 C8 179.0(3) . . . . ?
C5 C6 C7 C8 -2.8(3) . . . . ?
C5 O1 C8 C10 117.9(3) . . . . ?
C5 O1 C8 C7 -0.5(3) . . . . ?
C5 O1 C8 C9 -121.3(3) . . . . ?
C6 C7 C8 O1 2.0(3) . . . . ?
C11 C7 C8 O1 -178.3(3) . . . . ?
C6 C7 C8 C10 -112.7(3) . . . . ?
C11 C7 C8 C10 67.0(4) . . . . ?
C6 C7 C8 C9 115.3(3) . . . . ?
C11 C7 C8 C9 -65.0(4) . . . . ?
C6 C7 C11 C12 -171.4(3) . . . . ?
C8 C7 C11 C12 8.9(5) . . . . ?
C7 C11 C12 C13 177.9(3) . . . . ?
C11 C12 C13 C18 -171.6(3) . . . . ?
C11 C12 C13 C14 9.4(5) . . . . ?
C18 C13 C14 C15 -29.0(5) . . . . ?
C12 C13 C14 C15 150.1(3) . . . . ?
C13 C14 C15 C16 54.3(4) . . . . ?
C14 C15 C16 C17 -53.4(4) . . . . ?
C15 C16 C17 C19 -151.9(3) . . . . ?
C15 C16 C17 C18 26.4(4) . . . . ?
C12 C13 C18 C17 -177.2(3) . . . . ?
C14 C13 C18 C17 1.8(5) . . . . ?
C12 C13 C18 Cl1 3.9(4) . . . . ?
C14 C13 C18 Cl1 -177.1(2) . . . . ?
C19 C17 C18 C13 177.8(3) . . . . ?
C16 C17 C18 C13 -0.5(5) . . . . ?
C19 C17 C18 Cl1 -3.3(4) . . . . ?
C16 C17 C18 Cl1 178.3(2) . . . . ?
C18 C17 C19 C20 179.2(3) . . . . ?
C16 C17 C19 C20 -2.5(6) . . . . ?
C17 C19 C20 C31 -28.0(6) . . . . ?
C17 C19 C20 C21 162.4(3) . . . . ?
C31 C20 C21 C32 -91.3(4) . . . . ?
C19 C20 C21 C32 78.8(4) . . . . ?
C31 C20 C21 C22 27.4(4) . . . . ?
C19 C20 C21 C22 -162.6(3) . . . . ?
C31 C20 C21 C33 148.5(3) . . . . ?
C19 C20 C21 C33 -41.5(4) . . . . ?
C32 C21 C22 C23 -83.8(4) . . . . ?
C20 C21 C22 C23 157.2(3) . . . . ?
C33 C21 C22 C23 35.4(4) . . . . ?
C32 C21 C22 C30 89.8(4) . . . . ?
C20 C21 C22 C30 -29.2(4) . . . . ?
C33 C21 C22 C30 -151.0(3) . . . . ?
C30 C22 C23 C24 0.9(5) . . . . ?
C21 C22 C23 C24 174.8(3) . . . . ?
C22 C23 C24 C25 -1.6(6) . . . . ?
C23 C24 C25 O2 179.1(4) . . . . ?
C23 C24 C25 C26 -0.1(6) . . . . ?
C36 O2 C25 C24 9.4(6) . . . . ?
C36 O2 C25 C26 -171.4(4) . . . . ?
C24 C25 C26 C30 2.3(5) . . . . ?
O2 C25 C26 C30 -176.9(3) . . . . ?
C24 C25 C26 C27A 174.9(10) . . . . ?
O2 C25 C26 C27A -4.3(11) . . . . ?
C24 C25 C26 C27 -171.7(8) . . . . ?
O2 C25 C26 C27 9.1(8) . . . . ?
C25 C26 C27 C28 165.8(6) . . . . ?
C30 C26 C27 C28 -7.8(13) . . . . ?
C25 C26 C27 C35 -77.3(12) . . . . ?
C30 C26 C27 C35 109.1(12) . . . . ?
C25 C26 C27 C34 43.9(14) . . . . ?
C30 C26 C27 C34 -129.7(11) . . . . ?
C35 C27 C28 C29 -70.7(17) . . . . ?
C34 C27 C28 C29 173.2(13) . . . . ?
C26 C27 C28 C29 46.3(12) . . . . ?
C31 N4 C29 C28 -158.4(5) . . . . ?
C30 N4 C29 C28 43.2(7) . . . . ?
C27 C28 C29 N4 -64.1(11) . . . . ?
C25 C26 C27A C34A 68.3(16) . . . . ?
C30 C26 C27A C34A -119.3(14) . . . . ?
C25 C26 C27A C28A -168.4(10) . . . . ?
C30 C26 C27A C28A 3.9(18) . . . . ?
C25 C26 C27A C35A -53.1(18) . . . . ?
C30 C26 C27A C35A 119.2(15) . . . . ?
C34A C27A C28A C29A 84(3) . . . . ?
C26 C27A C28A C29A -34(2) . . . . ?
C35A C27A C28A C29A -155(2) . . . . ?
C31 N4 C29A C28A 137.6(10) . . . . ?
C30 N4 C29A C28A -51.3(15) . . . . ?
C27A C28A C29A N4 56(2) . . . . ?
C31 N4 C30 C26 -164.6(3) . . . . ?
C29A N4 C30 C26 24.5(9) . . . . ?
C29 N4 C30 C26 -7.0(6) . . . . ?
C31 N4 C30 C22 12.5(5) . . . . ?
C29A N4 C30 C22 -158.5(8) . . . . ?
C29 N4 C30 C22 170.1(5) . . . . ?
C25 C26 C30 N4 173.8(3) . . . . ?
C27A C26 C30 N4 1.0(10) . . . . ?
C27 C26 C30 N4 -12.4(8) . . . . ?
C25 C26 C30 C22 -3.1(5) . . . . ?
C27A C26 C30 C22 -175.9(10) . . . . ?
C27 C26 C30 C22 170.7(7) . . . . ?
C23 C22 C30 N4 -175.4(3) . . . . ?
C21 C22 C30 N4 10.7(4) . . . . ?
C23 C22 C30 C26 1.5(5) . . . . ?
C21 C22 C30 C26 -172.3(3) . . . . ?
C30 N4 C31 C20 -14.2(5) . . . . ?
C29A N4 C31 C20 156.8(9) . . . . ?
C29 N4 C31 C20 -172.1(5) . . . . ?
C19 C20 C31 N4 -177.6(3) . . . . ?
C21 C20 C31 N4 -8.0(5) . . . . ?
C25 O2 C36 C37 -168.7(4) . . . . ?
O2 C36 C37 C38 169.9(5) . . . . ?
C36 C37 C38 C39 -175.4(7) . . . . ?

_refine_diff_density_max         0.739
_refine_diff_density_min         -1.000
_refine_diff_density_rms         0.090



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

data_1_a_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2289994'
loop_
_audit_author_name
_audit_author_address
'Shek-Man YIU'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2023-08-22 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C50 H48 Cl4 F2 N4 O2'
_chemical_formula_weight         916.72

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'
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'

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

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

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

_cell_length_a                   9.9554(11)
_cell_length_b                   15.264(2)
_cell_length_c                   15.9425(19)
_cell_angle_alpha                76.061(5)
_cell_angle_beta                 83.579(4)
_cell_angle_gamma                84.782(5)
_cell_volume                     2331.4(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    233(2)
_cell_measurement_reflns_used    6156
_cell_measurement_theta_min      2.55
_cell_measurement_theta_max      25.18

_exptl_crystal_description       block
_exptl_crystal_colour            red
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_F_000             956
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.41
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    0.306
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5308
_exptl_absorpt_correction_T_max  0.7454
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      233(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            29614
_diffrn_reflns_av_unetI/netI     0.0956
_diffrn_reflns_av_R_equivalents  0.0926
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.345
_diffrn_reflns_theta_max         26.435
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             9556
_reflns_number_gt                5518
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0758P)²+1.1356P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9556
_refine_ls_number_parameters     640
_refine_ls_number_restraints     213
_refine_ls_R_factor_all          0.1268
_refine_ls_R_factor_gt           0.0666
_refine_ls_wR_factor_ref         0.1953
_refine_ls_wR_factor_gt          0.1564
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_restrained_S_all      1.030
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.88348(9) 0.31365(7) 0.35706(6) 0.0545(3) Uani 1 1 d . . . . .
F1 F 0.4939(3) -0.02945(18) 0.41676(14) 0.0825(8) Uani 1 1 d . . . . .
F2 F 1.2858(2) 0.21082(17) 0.05928(16) 0.0678(7) Uani 1 1 d . . . . .
O1 O 0.6912(2) 0.16133(14) 0.03844(12) 0.0327(5) Uani 1 1 d . . . . .
O2 O 0.8764(3) 0.35876(17) 0.63399(15) 0.0502(6) Uani 1 1 d . . . . .
N1 N 0.6485(4) 0.0425(3) -0.1172(2) 0.0695(10) Uani 1 1 d . . . . .
N2 N 0.3787(4) 0.2860(2) -0.1722(2) 0.0703(11) Uani 1 1 d . . . . .
N3 N 0.3922(3) 0.4261(2) -0.02663(19) 0.0542(8) Uani 1 1 d . . . . .
N4 N 0.7749(3) 0.6303(2) 0.73924(18) 0.0502(8) Uani 1 1 d . . . . .
C1 C 0.6083(3) 0.1084(3) -0.0983(2) 0.0442(9) Uani 1 1 d . . . . .
C2 C 0.4581(4) 0.2448(2) -0.1287(2) 0.0469(9) Uani 1 1 d . . . . .
C3 C 0.4693(3) 0.3670(2) -0.0049(2) 0.0370(7) Uani 1 1 d . . . . .
C4 C 0.5569(3) 0.1911(2) -0.07686(19) 0.0347(7) Uani 1 1 d . . . . .
C5 C 0.5999(3) 0.2160(2) -0.00798(18) 0.0302(7) Uani 1 1 d . . . . .
C6 C 0.5654(3) 0.2945(2) 0.02626(18) 0.0309(7) Uani 1 1 d . . . . .
C7 C 0.6373(3) 0.2891(2) 0.09621(18) 0.0309(7) Uani 1 1 d . . . . .
C8 C 0.7209(3) 0.1988(2) 0.11196(18) 0.0319(7) Uani 1 1 d . . . . .
C9 C 0.6629(3) 0.1355(2) 0.19517(19) 0.0323(7) Uani 1 1 d . . . . .
C10 C 0.5469(3) 0.0920(2) 0.1940(2) 0.0402(8) Uani 1 1 d . . . . .
H10 H 0.506457 0.100768 0.141836 0.048 Uiso 1 1 calc R U . . .
C11 C 0.4901(4) 0.0359(3) 0.2683(2) 0.0503(9) Uani 1 1 d . . . . .
H11 H 0.412026 0.005991 0.267441 0.060 Uiso 1 1 calc R U . . .
C12 C 0.5510(4) 0.0251(3) 0.3435(2) 0.0519(10) Uani 1 1 d . . . . .
C13 C 0.6635(4) 0.0665(3) 0.3486(2) 0.0504(9) Uani 1 1 d . . . . .
H13 H 0.701582 0.058081 0.401602 0.060 Uiso 1 1 calc R U . . .
C14 C 0.7211(4) 0.1218(2) 0.2730(2) 0.0420(8) Uani 1 1 d . . . . .
H14 H 0.800257 0.150307 0.274555 0.050 Uiso 1 1 calc R U . . .
C15 C 0.8735(3) 0.2043(2) 0.10164(19) 0.0335(7) Uani 1 1 d . . . . .
C16 C 0.9565(3) 0.1267(2) 0.1285(2) 0.0433(8) Uani 1 1 d . . . . .
H16 H 0.917698 0.072218 0.156769 0.052 Uiso 1 1 calc R U . . .
C17 C 1.0957(3) 0.1290(3) 0.1141(2) 0.0504(9) Uani 1 1 d . . . . .
H17 H 1.152260 0.076698 0.132766 0.060 Uiso 1 1 calc R U . . .
C18 C 1.1489(3) 0.2082(3) 0.0725(2) 0.0469(9) Uani 1 1 d . . . . .
C19 C 1.0710(4) 0.2864(3) 0.0426(2) 0.0467(9) Uani 1 1 d . . . . .
H19 H 1.111097 0.339820 0.012396 0.056 Uiso 1 1 calc R U . . .
C20 C 0.9314(3) 0.2838(2) 0.0587(2) 0.0397(8) Uani 1 1 d . . . . .
H20 H 0.875685 0.336496 0.040226 0.048 Uiso 1 1 calc R U . . .
C21 C 0.6282(3) 0.3539(2) 0.14745(19) 0.0347(7) Uani 1 1 d . . . . .
H21 H 0.566170 0.404154 0.132868 0.042 Uiso 1 1 calc R U . . .
C22 C 0.7005(3) 0.3502(2) 0.21535(19) 0.0337(7) Uani 1 1 d . . . . .
H22 H 0.768308 0.303085 0.226741 0.040 Uiso 1 1 calc R U . . .
C23 C 0.6830(3) 0.4112(2) 0.27093(19) 0.0314(7) Uani 1 1 d . . . . .
C24 C 0.5736(4) 0.4869(2) 0.2555(2) 0.0440(9) Uani 1 1 d . . . . .
H24A H 0.608984 0.537952 0.211097 0.053 Uiso 1 1 calc R U . . .
H24B H 0.497278 0.466152 0.233311 0.053 Uiso 1 1 calc R U . . .
C25 C 0.5244(4) 0.5182(3) 0.3361(2) 0.0532(10) Uani 1 1 d . . . . .
H25A H 0.462880 0.572309 0.321031 0.064 Uiso 1 1 calc R U . . .
H25B H 0.472777 0.470992 0.375961 0.064 Uiso 1 1 calc R U . . .
C26 C 0.6364(3) 0.5394(3) 0.3810(2) 0.0458(9) Uani 1 1 d . . . . .
H26A H 0.598747 0.553215 0.436245 0.055 Uiso 1 1 calc R U . . .
H26B H 0.678023 0.593473 0.345225 0.055 Uiso 1 1 calc R U . . .
C27 C 0.7451(3) 0.4619(2) 0.3986(2) 0.0365(7) Uani 1 1 d . . . . .
C28 C 0.7598(3) 0.4033(2) 0.33891(19) 0.0338(7) Uani 1 1 d . . . . .
C29 C 0.8220(3) 0.4479(2) 0.46620(19) 0.0384(8) Uani 1 1 d . . . . .
H29 H 0.889211 0.400063 0.469659 0.046 Uiso 1 1 calc R U . . .
C30 C 0.8136(3) 0.4975(2) 0.53398(19) 0.0369(8) Uani 1 1 d . . . . .
C31 C 0.8411(3) 0.4506(2) 0.6186(2) 0.0366(7) Uani 1 1 d . . . . .
C32 C 0.8364(3) 0.4926(2) 0.68707(19) 0.0392(8) Uani 1 1 d . . . . .
C33 C 0.8796(4) 0.4405(3) 0.7768(2) 0.0490(9) Uani 1 1 d D . . . .
C34 C 0.9064(7) 0.5110(5) 0.8284(4) 0.0503(15) Uani 0.6 1 d . U P A 1
H34A H 0.985537 0.544324 0.800790 0.060 Uiso 0.6 1 calc R U P A 1
H34B H 0.923360 0.480516 0.888105 0.060 Uiso 0.6 1 calc R U P A 1
C35 C 0.7767(7) 0.5769(6) 0.8276(5) 0.0498(16) Uani 0.6 1 d . U P A 1
H35A H 0.695249 0.542905 0.844853 0.060 Uiso 0.6 1 calc R U P A 1
H35B H 0.780539 0.616004 0.867729 0.060 Uiso 0.6 1 calc R U P A 1
C36 C 0.7060(11) 0.7188(10) 0.7282(9) 0.064(2) Uani 0.6 1 d . U P A 1
H36A H 0.726696 0.747250 0.773783 0.077 Uiso 0.6 1 calc R U P A 1
H36B H 0.607905 0.713518 0.733405 0.077 Uiso 0.6 1 calc R U P A 1
C37 C 0.7506(8) 0.7778(5) 0.6392(5) 0.0654(17) Uani 0.6 1 d . U P A 1
H37A H 0.848894 0.782301 0.633117 0.078 Uiso 0.6 1 calc R U P A 1
H37B H 0.706661 0.838811 0.632926 0.078 Uiso 0.6 1 calc R U P A 1
C42 C 1.0194(13) 0.3884(15) 0.7647(14) 0.063(5) Uani 0.6 1 d D U P A 1
H42A H 1.053268 0.363644 0.820889 0.094 Uiso 0.6 1 calc R U P A 1
H42B H 1.082869 0.429563 0.728567 0.094 Uiso 0.6 1 calc R U P A 1
H42C H 1.009362 0.339646 0.737015 0.094 Uiso 0.6 1 calc R U P A 1
C43 C 0.776(3) 0.3756(14) 0.8257(19) 0.059(5) Uani 0.6 1 d . U P A 1
H43A H 0.807136 0.343339 0.880920 0.088 Uiso 0.6 1 calc R U P A 1
H43B H 0.762626 0.332712 0.791742 0.088 Uiso 0.6 1 calc R U P A 1
H43C H 0.690247 0.409278 0.835850 0.088 Uiso 0.6 1 calc R U P A 1
C44 C 0.7862(14) 0.7881(8) 0.4827(7) 0.089(4) Uani 0.6 1 d . U P A 1
H44A H 0.757863 0.770312 0.433298 0.134 Uiso 0.6 1 calc R U P A 1
H44B H 0.883084 0.775046 0.484855 0.134 Uiso 0.6 1 calc R U P A 1
H44C H 0.764637 0.852404 0.477074 0.134 Uiso 0.6 1 calc R U P A 1
C45 C 0.5628(12) 0.7441(8) 0.5632(7) 0.074(3) Uani 0.6 1 d . U P A 1
H45A H 0.540212 0.714262 0.519778 0.112 Uiso 0.6 1 calc R U P A 1
H45B H 0.534109 0.807872 0.546928 0.112 Uiso 0.6 1 calc R U P A 1
H45C H 0.516803 0.716947 0.619076 0.112 Uiso 0.6 1 calc R U P A 1
C34A C 0.8246(16) 0.4967(8) 0.8459(7) 0.073(3) Uani 0.4 1 d D U P A 2
H34C H 0.728196 0.487095 0.861827 0.088 Uiso 0.4 1 calc R U P A 2
H34D H 0.871938 0.473156 0.898228 0.088 Uiso 0.4 1 calc R U P A 2
C35A C 0.8401(14) 0.5907(9) 0.8177(8) 0.064(3) Uani 0.4 1 d D U P A 2
H35C H 0.936771 0.601272 0.807096 0.076 Uiso 0.4 1 calc R U P A 2
H35D H 0.800972 0.620497 0.863730 0.076 Uiso 0.4 1 calc R U P A 2
C36A C 0.7486(17) 0.7271(16) 0.7231(14) 0.063(3) Uani 0.4 1 d . U P A 2
H36C H 0.831813 0.757563 0.699623 0.075 Uiso 0.4 1 calc R U P A 2
H36D H 0.714135 0.744946 0.776970 0.075 Uiso 0.4 1 calc R U P A 2
C37A C 0.6417(13) 0.7527(8) 0.6566(7) 0.071(2) Uani 0.4 1 d . U P A 2
H37C H 0.611121 0.816822 0.648850 0.085 Uiso 0.4 1 calc R U P A 2
H37D H 0.562981 0.716514 0.677132 0.085 Uiso 0.4 1 calc R U P A 2
C42A C 1.025(2) 0.406(2) 0.779(2) 0.072(7) Uani 0.4 1 d D U P A 2
H42D H 1.038661 0.368411 0.836117 0.107 Uiso 0.4 1 calc R U P A 2
H42E H 1.081704 0.456519 0.766266 0.107 Uiso 0.4 1 calc R U P A 2
H42F H 1.047376 0.370309 0.735883 0.107 Uiso 0.4 1 calc R U P A 2
C43A C 0.794(4) 0.359(2) 0.816(3) 0.065(8) Uani 0.4 1 d D U P A 2
H43D H 0.811395 0.334739 0.875915 0.098 Uiso 0.4 1 calc R U P A 2
H43E H 0.819046 0.312454 0.783394 0.098 Uiso 0.4 1 calc R U P A 2
H43F H 0.699079 0.377615 0.812263 0.098 Uiso 0.4 1 calc R U P A 2
C44A C 0.8101(18) 0.7966(12) 0.5226(10) 0.078(4) Uani 0.4 1 d D U P A 2
H44D H 0.853229 0.775999 0.472475 0.117 Uiso 0.4 1 calc R U P A 2
H44E H 0.877902 0.799149 0.560968 0.117 Uiso 0.4 1 calc R U P A 2
H44F H 0.765813 0.856304 0.503621 0.117 Uiso 0.4 1 calc R U P A 2
C45A C 0.5819(18) 0.7456(12) 0.5141(10) 0.075(4) Uani 0.4 1 d . U P A 2
H45D H 0.611188 0.736036 0.456666 0.112 Uiso 0.4 1 calc R U P A 2
H45E H 0.539510 0.806149 0.509008 0.112 Uiso 0.4 1 calc R U P A 2
H45F H 0.517326 0.701652 0.543341 0.112 Uiso 0.4 1 calc R U P A 2
C38 C 0.7097(4) 0.7338(3) 0.5688(2) 0.0510(9) Uani 1 1 d D . . . .
C39 C 0.7631(3) 0.6352(2) 0.5872(2) 0.0373(8) Uani 1 1 d . . . . .
C40 C 0.7787(3) 0.5892(2) 0.5223(2) 0.0371(8) Uani 1 1 d . . . . .
H40 H 0.764570 0.622364 0.465734 0.044 Uiso 1 1 calc R U . . .
C41 C 0.7919(3) 0.5861(2) 0.67186(19) 0.0375(8) Uani 1 1 d . . . . .
C46 C 0.7735(5) 0.3016(3) 0.6292(3) 0.0628(11) Uani 1 1 d . . . . .
H46A H 0.723648 0.327185 0.578304 0.075 Uiso 1 1 calc R U . . .
H46B H 0.709419 0.293846 0.681419 0.075 Uiso 1 1 calc R U . . .
C47 C 0.8476(7) 0.2120(4) 0.6222(5) 0.114(2) Uani 1 1 d . . . . .
H47A H 0.912918 0.223422 0.570676 0.137 Uiso 1 1 calc R U . . .
H47B H 0.899670 0.190669 0.672742 0.137 Uiso 1 1 calc R U . . .
C48 C 0.7720(8) 0.1430(5) 0.6170(6) 0.147(3) Uani 1 1 d . . . . .
H48A H 0.722645 0.161921 0.565119 0.177 Uiso 1 1 calc R U . . .
H48B H 0.705208 0.131002 0.667750 0.177 Uiso 1 1 calc R U . . .
C49 C 0.8602(8) 0.0547(4) 0.6130(6) 0.175(4) Uani 1 1 d . . . . .
H49A H 0.801901 0.006377 0.615593 0.263 Uiso 1 1 calc R U . . .
H49B H 0.915063 0.038456 0.661727 0.263 Uiso 1 1 calc R U . . .
H49C H 0.918716 0.064120 0.559164 0.263 Uiso 1 1 calc R U . . .
Cl2 Cl 0.24534(12) 0.06349(8) -0.07724(8) 0.0724(3) Uani 1 1 d . . . . .
Cl3 Cl -0.02676(12) 0.12416(10) -0.11561(10) 0.0903(4) Uani 1 1 d . . . . .
Cl4 Cl 0.18702(15) 0.12906(12) -0.25344(8) 0.0990(5) Uani 1 1 d . . . . .
C50 C 0.1439(4) 0.1402(3) -0.1470(3) 0.0578(10) Uani 1 1 d . . . . .
H50 H 0.161537 0.202185 -0.144242 0.069 Uiso 1 1 calc R U . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C28 1.748(3) . ?
F1 C12 1.360(4) . ?
F2 C18 1.358(4) . ?
O1 C5 1.336(3) . ?
O1 C8 1.490(3) . ?
O2 C31 1.383(4) . ?
O2 C46 1.424(5) . ?
N1 C1 1.143(5) . ?
N2 C2 1.150(4) . ?
N3 C3 1.142(4) . ?
N4 C41 1.388(4) . ?
N4 C36 1.439(15) . ?
N4 C36A 1.44(2) . ?
N4 C35 1.449(8) . ?
N4 C35A 1.449(13) . ?
C1 C4 1.423(5) . ?
C2 C4 1.426(5) . ?
C3 C6 1.427(4) . ?
C4 C5 1.368(4) . ?
C5 C6 1.432(4) . ?
C6 C7 1.374(4) . ?
C7 C21 1.418(4) . ?
C7 C8 1.526(4) . ?
C8 C15 1.517(4) . ?
C8 C9 1.529(4) . ?
C9 C10 1.388(4) . ?
C9 C14 1.389(4) . ?
C10 C11 1.381(5) . ?
C10 H10 0.9400 . ?
C11 C12 1.371(5) . ?
C11 H11 0.9400 . ?
C12 C13 1.354(5) . ?
C13 C14 1.393(5) . ?
C13 H13 0.9400 . ?
C14 H14 0.9400 . ?
C15 C20 1.383(5) . ?
C15 C16 1.387(4) . ?
C16 C17 1.382(5) . ?
C16 H16 0.9400 . ?
C17 C18 1.355(5) . ?
C17 H17 0.9400 . ?
C18 C19 1.375(5) . ?
C19 C20 1.387(5) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
C21 C22 1.353(4) . ?
C21 H21 0.9400 . ?
C22 C23 1.419(4) . ?
C22 H22 0.9400 . ?
C23 C28 1.371(4) . ?
C23 C24 1.509(4) . ?
C24 C25 1.494(5) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C26 1.490(5) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.525(4) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C29 1.355(4) . ?
C27 C28 1.443(4) . ?
C29 C30 1.453(4) . ?
C29 H29 0.9400 . ?
C30 C40 1.383(5) . ?
C30 C31 1.411(4) . ?
C31 C32 1.387(4) . ?
C32 C41 1.427(5) . ?
C32 C33 1.546(4) . ?
C33 C42A 1.492(17) . ?
C33 C43 1.515(16) . ?
C33 C43A 1.537(19) . ?
C33 C42 1.556(11) . ?
C33 C34 1.560(8) . ?
C33 C34A 1.576(13) . ?
C34 C35 1.563(11) . ?
C34 H34A 0.9800 . ?
C34 H34B 0.9800 . ?
C35 H35A 0.9800 . ?
C35 H35B 0.9800 . ?
C36 C37 1.528(16) . ?
C36 H36A 0.9800 . ?
C36 H36B 0.9800 . ?
C37 C38 1.547(8) . ?
C37 H37A 0.9800 . ?
C37 H37B 0.9800 . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C44 C38 1.575(11) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 C38 1.467(12) . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 0.9700 . ?
C34A C35A 1.414(15) . ?
C34A H34C 0.9800 . ?
C34A H34D 0.9800 . ?
C35A H35C 0.9800 . ?
C35A H35D 0.9800 . ?
C36A C37A 1.54(2) . ?
C36A H36C 0.9800 . ?
C36A H36D 0.9800 . ?
C37A C38 1.567(12) . ?
C37A H37C 0.9800 . ?
C37A H37D 0.9800 . ?
C42A H42D 0.9700 . ?
C42A H42E 0.9700 . ?
C42A H42F 0.9700 . ?
C43A H43D 0.9700 . ?
C43A H43E 0.9700 . ?
C43A H43F 0.9700 . ?
C44A C38 1.459(14) . ?
C44A H44D 0.9700 . ?
C44A H44E 0.9700 . ?
C44A H44F 0.9700 . ?
C45A C38 1.594(17) . ?
C45A H45D 0.9700 . ?
C45A H45E 0.9700 . ?
C45A H45F 0.9700 . ?
C38 C39 1.520(5) . ?
C39 C40 1.372(4) . ?
C39 C41 1.423(4) . ?
C40 H40 0.9400 . ?
C46 C47 1.516(7) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C47 C48 1.372(8) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C48 C49 1.551(9) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 H49C 0.9700 . ?
Cl2 C50 1.743(4) . ?
Cl3 C50 1.739(4) . ?
Cl4 C50 1.747(4) . ?
C50 H50 0.9900 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C5 O1 C8 110.4(2) . . ?
C31 O2 C46 116.9(3) . . ?
C41 N4 C36 120.6(6) . . ?
C41 N4 C36A 121.3(9) . . ?
C41 N4 C35 118.8(4) . . ?
C36 N4 C35 116.3(7) . . ?
C41 N4 C35A 119.1(6) . . ?
C36A N4 C35A 114.2(10) . . ?
N1 C1 C4 178.6(4) . . ?
N2 C2 C4 177.6(4) . . ?
N3 C3 C6 177.1(3) . . ?
C5 C4 C1 120.5(3) . . ?
C5 C4 C2 122.2(3) . . ?
C1 C4 C2 117.3(3) . . ?
O1 C5 C4 118.7(3) . . ?
O1 C5 C6 110.0(2) . . ?
C4 C5 C6 131.4(3) . . ?
C7 C6 C3 124.3(3) . . ?
C7 C6 C5 109.5(3) . . ?
C3 C6 C5 126.3(3) . . ?
C6 C7 C21 125.6(3) . . ?
C6 C7 C8 107.8(3) . . ?
C21 C7 C8 126.5(3) . . ?
O1 C8 C15 104.9(2) . . ?
O1 C8 C7 102.2(2) . . ?
C15 C8 C7 115.9(3) . . ?
O1 C8 C9 106.7(2) . . ?
C15 C8 C9 115.9(2) . . ?
C7 C8 C9 109.9(2) . . ?
C10 C9 C14 118.7(3) . . ?
C10 C9 C8 119.4(3) . . ?
C14 C9 C8 121.9(3) . . ?
C11 C10 C9 121.0(3) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
C12 C11 C10 118.0(4) . . ?
C12 C11 H11 121.0 . . ?
C10 C11 H11 121.0 . . ?
C13 C12 F1 118.6(3) . . ?
C13 C12 C11 123.6(3) . . ?
F1 C12 C11 117.8(4) . . ?
C12 C13 C14 117.9(3) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C9 C14 C13 120.9(3) . . ?
C9 C14 H14 119.6 . . ?
C13 C14 H14 119.6 . . ?
C20 C15 C16 119.3(3) . . ?
C20 C15 C8 120.8(3) . . ?
C16 C15 C8 119.7(3) . . ?
C17 C16 C15 120.6(3) . . ?
C17 C16 H16 119.7 . . ?
C15 C16 H16 119.7 . . ?
C18 C17 C16 118.5(3) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
C17 C18 F2 118.6(3) . . ?
C17 C18 C19 123.2(3) . . ?
F2 C18 C19 118.2(3) . . ?
C18 C19 C20 117.8(3) . . ?
C18 C19 H19 121.1 . . ?
C20 C19 H19 121.1 . . ?
C15 C20 C19 120.6(3) . . ?
C15 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C7 126.1(3) . . ?
C22 C21 H21 116.9 . . ?
C7 C21 H21 116.9 . . ?
C21 C22 C23 125.9(3) . . ?
C21 C22 H22 117.1 . . ?
C23 C22 H22 117.1 . . ?
C28 C23 C22 122.8(3) . . ?
C28 C23 C24 118.6(3) . . ?
C22 C23 C24 118.6(3) . . ?
C25 C24 C23 112.3(3) . . ?
C25 C24 H24A 109.1 . . ?
C23 C24 H24A 109.1 . . ?
C25 C24 H24B 109.1 . . ?
C23 C24 H24B 109.1 . . ?
H24A C24 H24B 107.9 . . ?
C26 C25 C24 112.9(3) . . ?
C26 C25 H25A 109.0 . . ?
C24 C25 H25A 109.0 . . ?
C26 C25 H25B 109.0 . . ?
C24 C25 H25B 109.0 . . ?
H25A C25 H25B 107.8 . . ?
C25 C26 C27 112.7(3) . . ?
C25 C26 H26A 109.1 . . ?
C27 C26 H26A 109.1 . . ?
C25 C26 H26B 109.1 . . ?
C27 C26 H26B 109.1 . . ?
H26A C26 H26B 107.8 . . ?
C29 C27 C28 121.9(3) . . ?
C29 C27 C26 122.6(3) . . ?
C28 C27 C26 115.4(3) . . ?
C23 C28 C27 125.4(3) . . ?
C23 C28 Cl1 117.8(2) . . ?
C27 C28 Cl1 116.7(2) . . ?
C27 C29 C30 128.1(3) . . ?
C27 C29 H29 115.9 . . ?
C30 C29 H29 115.9 . . ?
C40 C30 C31 116.3(3) . . ?
C40 C30 C29 124.6(3) . . ?
C31 C30 C29 119.1(3) . . ?
O2 C31 C32 118.4(3) . . ?
O2 C31 C30 118.7(3) . . ?
C32 C31 C30 123.0(3) . . ?
C31 C32 C41 117.9(3) . . ?
C31 C32 C33 121.3(3) . . ?
C41 C32 C33 120.8(3) . . ?
C42A C33 C43A 107(2) . . ?
C42A C33 C32 115.9(15) . . ?
C43 C33 C32 112.0(13) . . ?
C43A C33 C32 112(2) . . ?
C43 C33 C42 110.2(14) . . ?
C32 C33 C42 109.4(8) . . ?
C43 C33 C34 112.2(12) . . ?
C32 C33 C34 108.2(4) . . ?
C42 C33 C34 104.6(9) . . ?
C42A C33 C34A 115.8(15) . . ?
C43A C33 C34A 96.4(17) . . ?
C32 C33 C34A 108.7(5) . . ?
C33 C34 C35 106.8(5) . . ?
C33 C34 H34A 110.4 . . ?
C35 C34 H34A 110.4 . . ?
C33 C34 H34B 110.4 . . ?
C35 C34 H34B 110.4 . . ?
H34A C34 H34B 108.6 . . ?
N4 C35 C34 106.0(5) . . ?
N4 C35 H35A 110.5 . . ?
C34 C35 H35A 110.5 . . ?
N4 C35 H35B 110.5 . . ?
C34 C35 H35B 110.5 . . ?
H35A C35 H35B 108.7 . . ?
N4 C36 C37 110.2(9) . . ?
N4 C36 H36A 109.6 . . ?
C37 C36 H36A 109.6 . . ?
N4 C36 H36B 109.6 . . ?
C37 C36 H36B 109.6 . . ?
H36A C36 H36B 108.1 . . ?
C36 C37 C38 108.3(7) . . ?
C36 C37 H37A 110.0 . . ?
C38 C37 H37A 110.0 . . ?
C36 C37 H37B 110.0 . . ?
C38 C37 H37B 110.0 . . ?
H37A C37 H37B 108.4 . . ?
C33 C42 H42A 109.5 . . ?
C33 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C33 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C33 C43 H43A 109.5 . . ?
C33 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C33 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
C38 C44 H44A 109.5 . . ?
C38 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C38 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C38 C45 H45A 109.5 . . ?
C38 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C38 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
C35A C34A C33 114.6(10) . . ?
C35A C34A H34C 108.6 . . ?
C33 C34A H34C 108.6 . . ?
C35A C34A H34D 108.6 . . ?
C33 C34A H34D 108.6 . . ?
H34C C34A H34D 107.6 . . ?
C34A C35A N4 112.0(10) . . ?
C34A C35A H35C 109.2 . . ?
N4 C35A H35C 109.2 . . ?
C34A C35A H35D 109.2 . . ?
N4 C35A H35D 109.2 . . ?
H35C C35A H35D 107.9 . . ?
N4 C36A C37A 106.7(14) . . ?
N4 C36A H36C 110.4 . . ?
C37A C36A H36C 110.4 . . ?
N4 C36A H36D 110.4 . . ?
C37A C36A H36D 110.4 . . ?
H36C C36A H36D 108.6 . . ?
C36A C37A C38 107.6(11) . . ?
C36A C37A H37C 110.2 . . ?
C38 C37A H37C 110.2 . . ?
C36A C37A H37D 110.2 . . ?
C38 C37A H37D 110.2 . . ?
H37C C37A H37D 108.5 . . ?
C33 C42A H42D 109.5 . . ?
C33 C42A H42E 109.5 . . ?
H42D C42A H42E 109.5 . . ?
C33 C42A H42F 109.5 . . ?
H42D C42A H42F 109.5 . . ?
H42E C42A H42F 109.5 . . ?
C33 C43A H43D 109.5 . . ?
C33 C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C33 C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
C38 C44A H44D 109.5 . . ?
C38 C44A H44E 109.5 . . ?
H44D C44A H44E 109.5 . . ?
C38 C44A H44F 109.5 . . ?
H44D C44A H44F 109.5 . . ?
H44E C44A H44F 109.5 . . ?
C38 C45A H45D 109.5 . . ?
C38 C45A H45E 109.5 . . ?
H45D C45A H45E 109.5 . . ?
C38 C45A H45F 109.5 . . ?
H45D C45A H45F 109.5 . . ?
H45E C45A H45F 109.5 . . ?
C44A C38 C39 113.8(9) . . ?
C45 C38 C39 112.2(5) . . ?
C45 C38 C37 111.5(6) . . ?
C39 C38 C37 109.0(4) . . ?
C44A C38 C37A 115.4(9) . . ?
C39 C38 C37A 107.2(5) . . ?
C45 C38 C44 110.6(7) . . ?
C39 C38 C44 109.8(6) . . ?
C37 C38 C44 103.3(6) . . ?
C44A C38 C45A 109.5(9) . . ?
C39 C38 C45A 108.9(7) . . ?
C37A C38 C45A 101.2(8) . . ?
C40 C39 C41 117.7(3) . . ?
C40 C39 C38 120.2(3) . . ?
C41 C39 C38 122.0(3) . . ?
C39 C40 C30 124.7(3) . . ?
C39 C40 H40 117.6 . . ?
C30 C40 H40 117.6 . . ?
N4 C41 C39 119.1(3) . . ?
N4 C41 C32 120.7(3) . . ?
C39 C41 C32 120.2(3) . . ?
O2 C46 C47 105.3(4) . . ?
O2 C46 H46A 110.7 . . ?
C47 C46 H46A 110.7 . . ?
O2 C46 H46B 110.7 . . ?
C47 C46 H46B 110.7 . . ?
H46A C46 H46B 108.8 . . ?
C48 C47 C46 118.0(6) . . ?
C48 C47 H47A 107.8 . . ?
C46 C47 H47A 107.8 . . ?
C48 C47 H47B 107.8 . . ?
C46 C47 H47B 107.8 . . ?
H47A C47 H47B 107.1 . . ?
C47 C48 C49 112.5(7) . . ?
C47 C48 H48A 109.1 . . ?
C49 C48 H48A 109.1 . . ?
C47 C48 H48B 109.1 . . ?
C49 C48 H48B 109.1 . . ?
H48A C48 H48B 107.8 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
Cl3 C50 Cl2 110.8(2) . . ?
Cl3 C50 Cl4 111.1(2) . . ?
Cl2 C50 Cl4 109.6(2) . . ?
Cl3 C50 H50 108.4 . . ?
Cl2 C50 H50 108.4 . . ?
Cl4 C50 H50 108.4 . . ?

_refine_diff_density_max         0.728
_refine_diff_density_min         -0.440
_refine_diff_density_rms         0.059



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

data_1_a_sq
_database_code_depnum_ccdc_archive 'CCDC 2289995'
loop_
_audit_author_name
_audit_author_address
'Shek-Man YIU'
;City University of Hong Kong
Hong Kong
;
_audit_update_record             
;
2023-08-22 deposited with the CCDC.	2024-04-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C49 H45 Cl F2 N4 O2'
_chemical_formula_weight         795.34

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 2/c'
_space_group_name_Hall           '-C 2yc'

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

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

_cell_length_a                   30.7033(7)
_cell_length_b                   26.4439(6)
_cell_length_c                   11.6452(3)
_cell_angle_alpha                90
_cell_angle_beta                 111.3770(10)
_cell_angle_gamma                90
_cell_volume                     8804.4(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    218(2)
_cell_measurement_reflns_used    9750
_cell_measurement_theta_min      3.34
_cell_measurement_theta_max      74.66

_exptl_crystal_description       block
_exptl_crystal_colour            purple
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.200
_exptl_crystal_F_000             3344
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.03
_exptl_absorpt_coefficient_mu    1.179
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6195
_exptl_absorpt_correction_T_max  0.7538
_exptl_absorpt_process_details   
;
 SADABS 2016/2: Krause, L., Herbst-Irmer, R., Sheldrick G.M. & Stalke D.,
 J. Appl. Cryst. 48 (2015) 3-10
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      218(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'micro focus'
_diffrn_measurement_device_type  'Bruker D8 Venture Photon II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            58974
_diffrn_reflns_av_unetI/netI     0.0412
_diffrn_reflns_av_R_equivalents  0.0532
_diffrn_reflns_limit_h_min       -35
_diffrn_reflns_limit_h_max       38
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.091
_diffrn_reflns_theta_max         74.731
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             9041
_reflns_number_gt                7750
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

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

_computing_data_collection       'Bruker Apex3'
_computing_cell_refinement       'Bruker Saint'
_computing_data_reduction        'Bruker Saint'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1053P)²+2.7769P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9041
_refine_ls_number_parameters     603
_refine_ls_number_restraints     372
_refine_ls_R_factor_all          0.0594
_refine_ls_R_factor_gt           0.0533
_refine_ls_wR_factor_ref         0.1715
_refine_ls_wR_factor_gt          0.1636
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.054
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.47327(2) 0.61489(2) 0.55652(5) 0.06384(15) Uani 1 1 d . . . . .
F1 F 0.41780(7) 0.89173(8) 1.00570(13) 0.1080(6) Uani 1 1 d . . . . .
F2 F 0.45143(9) 0.99111(9) 0.2568(2) 0.1338(8) Uani 1 1 d . . . . .
O1 O 0.33628(4) 0.84506(4) 0.44084(11) 0.0498(3) Uani 1 1 d . . . . .
O2 O 0.77330(5) 0.39715(6) 1.03776(14) 0.0734(4) Uani 1 1 d . . . . .
N1 N 0.21796(7) 0.86330(11) 0.2897(3) 0.1133(10) Uani 1 1 d . . . . .
N2 N 0.23859(8) 0.69977(10) 0.3018(3) 0.0939(7) Uani 1 1 d . . . . .
N3 N 0.35484(7) 0.66730(7) 0.41894(19) 0.0712(4) Uani 1 1 d . . . . .
N4 N 0.68160(5) 0.54896(5) 0.93485(13) 0.0494(3) Uani 1 1 d . . . . .
C1 C 0.24352(7) 0.83029(10) 0.3199(3) 0.0761(6) Uani 1 1 d . . . . .
C2 C 0.25516(7) 0.73909(9) 0.3271(2) 0.0677(5) Uani 1 1 d . . . . .
C3 C 0.35647(6) 0.71024(7) 0.43296(16) 0.0544(4) Uani 1 1 d . . . . .
C4 C 0.27441(6) 0.78864(8) 0.35567(18) 0.0583(4) Uani 1 1 d . . . . .
C5 C 0.32223(6) 0.79668(7) 0.41527(15) 0.0488(3) Uani 1 1 d . . . . .
C6 C 0.36027(6) 0.76330(6) 0.45289(15) 0.0478(3) Uani 1 1 d . . . . .
C7 C 0.40221(5) 0.79140(6) 0.50519(14) 0.0450(3) Uani 1 1 d . . . . .
C8 C 0.38710(5) 0.84612(6) 0.50995(14) 0.0441(3) Uani 1 1 d . . . . .
C9 C 0.39466(6) 0.86013(6) 0.64345(14) 0.0460(3) Uani 1 1 d . . . . .
C10 C 0.36004(7) 0.85137(7) 0.69095(17) 0.0562(4) Uani 1 1 d . . . . .
H10 H 0.331039 0.838176 0.639654 0.067 Uiso 1 1 calc R U . . .
C11 C 0.36773(9) 0.86185(9) 0.8131(2) 0.0686(5) Uani 1 1 d . . . . .
H11 H 0.344204 0.856016 0.845271 0.082 Uiso 1 1 calc R U . . .
C12 C 0.41006(9) 0.88080(9) 0.88587(19) 0.0718(6) Uani 1 1 d . . . . .
C13 C 0.44556(8) 0.88971(9) 0.84366(19) 0.0704(5) Uani 1 1 d . . . . .
H13 H 0.474582 0.902378 0.896254 0.085 Uiso 1 1 calc R U . . .
C14 C 0.43718(6) 0.87938(8) 0.72012(17) 0.0582(4) Uani 1 1 d . . . . .
H14 H 0.460790 0.885582 0.688437 0.070 Uiso 1 1 calc R U . . .
C15 C 0.40703(5) 0.88474(6) 0.44577(15) 0.0475(3) Uani 1 1 d . . . . .
C16 C 0.40312(8) 0.93598(8) 0.4665(2) 0.0688(5) Uani 1 1 d . . . . .
H16 H 0.389709 0.946268 0.523502 0.083 Uiso 1 1 calc R U . . .
C17 C 0.41859(11) 0.97192(10) 0.4047(3) 0.0930(8) Uani 1 1 d . . . . .
H17 H 0.416270 1.006540 0.419865 0.112 Uiso 1 1 calc R U . . .
C18 C 0.43747(10) 0.95618(11) 0.3206(3) 0.0859(7) Uani 1 1 d . . . . .
C19 C 0.44217(9) 0.90670(11) 0.2980(2) 0.0769(6) Uani 1 1 d . . . . .
H19 H 0.455610 0.896980 0.240656 0.092 Uiso 1 1 calc R U . . .
C20 C 0.42673(7) 0.87035(8) 0.36120(17) 0.0596(4) Uani 1 1 d . . . . .
H20 H 0.429735 0.835838 0.346244 0.071 Uiso 1 1 calc R U . . .
C21 C 0.44838(6) 0.77690(6) 0.54910(15) 0.0482(3) Uani 1 1 d . . . . .
H21 H 0.471307 0.802313 0.575383 0.058 Uiso 1 1 calc R U . . .
C22 C 0.46347(6) 0.72600(6) 0.55712(15) 0.0496(3) Uani 1 1 d . . . . .
H22 H 0.440084 0.701110 0.529682 0.060 Uiso 1 1 calc R U . . .
C23 C 0.50891(6) 0.70954(6) 0.60104(14) 0.0470(3) Uani 1 1 d . . . . .
C24 C 0.54917(6) 0.74664(7) 0.63922(18) 0.0551(4) Uani 1 1 d . . . . .
H24A H 0.552411 0.761464 0.719048 0.066 Uiso 1 1 calc R U . . .
H24B H 0.542195 0.774079 0.578620 0.066 Uiso 1 1 calc R U . . .
C25 C 0.59500(7) 0.72198(7) 0.6494(2) 0.0615(4) Uani 1 1 d . . . . .
H25A H 0.620677 0.746040 0.685157 0.074 Uiso 1 1 calc R U . . .
H25B H 0.594017 0.712802 0.566928 0.074 Uiso 1 1 calc R U . . .
C26 C 0.60390(6) 0.67498(7) 0.72947(19) 0.0569(4) Uani 1 1 d . . . . .
H26A H 0.633163 0.659088 0.732733 0.068 Uiso 1 1 calc R U . . .
H26B H 0.607343 0.684582 0.813621 0.068 Uiso 1 1 calc R U . . .
C27 C 0.56422(6) 0.63744(6) 0.67961(15) 0.0487(3) Uani 1 1 d . . . . .
C28 C 0.52018(6) 0.65715(6) 0.61669(15) 0.0481(3) Uani 1 1 d . . . . .
C29 C 0.57149(6) 0.58466(7) 0.68991(16) 0.0507(4) Uani 1 1 d . . . . .
H29 H 0.545910 0.565735 0.638445 0.061 Uiso 1 1 calc R U . . .
C30 C 0.60898(5) 0.55536(6) 0.76107(15) 0.0473(3) Uani 1 1 d . . . . .
C31 C 0.64532(6) 0.57502(6) 0.86334(16) 0.0506(4) Uani 1 1 d . . . . .
H31 H 0.643670 0.609354 0.882254 0.061 Uiso 1 1 calc R U . . .
C35 C 0.72950(6) 0.47245(6) 0.98964(15) 0.0484(3) Uani 1 1 d . . . . .
C36 C 0.73363(7) 0.42104(7) 0.96435(17) 0.0582(4) Uani 1 1 d . . . . .
C37 C 0.69889(8) 0.39652(8) 0.8694(2) 0.0681(5) Uani 1 1 d . . . . .
H37 H 0.702143 0.362077 0.854225 0.082 Uiso 1 1 calc R U . . .
C38 C 0.65962(7) 0.42258(7) 0.79742(18) 0.0615(4) Uani 1 1 d . . . . .
H38 H 0.636404 0.405380 0.733388 0.074 Uiso 1 1 calc R U . . .
C39 C 0.65323(6) 0.47314(6) 0.81617(15) 0.0484(3) Uani 1 1 d . . . . .
C40 C 0.60906(6) 0.49942(6) 0.72987(14) 0.0482(3) Uani 1 1 d . . . . .
C41 C 0.68866(5) 0.49722(6) 0.91334(14) 0.0453(3) Uani 1 1 d . . . . .
C44 C 0.56576(6) 0.47320(8) 0.7401(2) 0.0629(4) Uani 1 1 d . . . . .
H44A H 0.565914 0.437691 0.719353 0.094 Uiso 1 1 calc R U . . .
H44B H 0.537612 0.489048 0.683580 0.094 Uiso 1 1 calc R U . . .
H44C H 0.566507 0.476370 0.823778 0.094 Uiso 1 1 calc R U . . .
C45 C 0.60741(8) 0.49470(9) 0.59673(17) 0.0649(5) Uani 1 1 d . . . . .
H45A H 0.609052 0.459296 0.576870 0.097 Uiso 1 1 calc R U . . .
H45B H 0.633698 0.512693 0.588808 0.097 Uiso 1 1 calc R U . . .
H45C H 0.578430 0.509122 0.540539 0.097 Uiso 1 1 calc R U . . .
C32 C 0.7129(2) 0.5715(3) 1.0505(6) 0.0629(14) Uani 0.65 1 d . U P A 1
H32A H 0.704525 0.559725 1.119455 0.075 Uiso 0.65 1 calc R U P A 1
H32B H 0.710122 0.608457 1.046146 0.075 Uiso 0.65 1 calc R U P A 1
C33 C 0.76182(10) 0.55634(12) 1.0699(3) 0.0623(7) Uani 0.65 1 d . U P A 1
H33A H 0.783341 0.573881 1.142601 0.075 Uiso 0.65 1 calc R U P A 1
H33B H 0.769253 0.566843 0.998444 0.075 Uiso 0.65 1 calc R U P A 1
C34 C 0.7691(5) 0.5002(6) 1.0878(10) 0.0545(16) Uani 0.65 1 d . U P A 1
C42 C 0.7716(2) 0.4833(2) 1.2167(6) 0.0684(12) Uani 0.65 1 d . U P A 1
H42A H 0.796919 0.500996 1.279228 0.103 Uiso 0.65 1 calc R U P A 1
H42B H 0.777141 0.447167 1.225545 0.103 Uiso 0.65 1 calc R U P A 1
H42C H 0.742266 0.491174 1.226441 0.103 Uiso 0.65 1 calc R U P A 1
C43 C 0.81790(18) 0.4888(2) 1.0816(5) 0.0698(12) Uani 0.65 1 d . U P A 1
H43A H 0.840273 0.513797 1.129606 0.105 Uiso 0.65 1 calc R U P A 1
H43B H 0.815778 0.490205 0.996451 0.105 Uiso 0.65 1 calc R U P A 1
H43C H 0.828066 0.455384 1.114748 0.105 Uiso 0.65 1 calc R U P A 1
C46 C 0.77730(9) 0.34394(9) 1.0202(2) 0.0753(6) Uani 0.65 1 d . U P B 1
H46A H 0.774364 0.337663 0.934771 0.090 Uiso 0.65 1 calc R U P B 1
H46B H 0.751680 0.326207 1.034407 0.090 Uiso 0.65 1 calc R U P B 1
C47 C 0.8230(3) 0.3233(3) 1.1056(8) 0.0710(14) Uani 0.65 1 d D U P B 1
H47A H 0.827777 0.334024 1.189893 0.085 Uiso 0.65 1 calc R U P B 1
H47B H 0.848245 0.337980 1.083635 0.085 Uiso 0.65 1 calc R U P B 1
C48 C 0.82642(15) 0.26522(18) 1.1028(5) 0.0866(12) Uani 0.65 1 d D U P B 1
H48A H 0.808991 0.250763 1.150653 0.104 Uiso 0.65 1 calc R U P B 1
H48B H 0.811413 0.253673 1.017413 0.104 Uiso 0.65 1 calc R U P B 1
C49 C 0.8762(2) 0.2451(3) 1.1538(6) 0.1220(19) Uani 0.65 1 d D U P B 1
H49A H 0.876007 0.209041 1.138382 0.183 Uiso 0.65 1 calc R U P B 1
H49B H 0.889657 0.251290 1.241912 0.183 Uiso 0.65 1 calc R U P B 1
H49C H 0.894801 0.262150 1.113685 0.183 Uiso 0.65 1 calc R U P B 1
C32A C 0.7226(4) 0.5795(5) 1.0241(12) 0.062(2) Uani 0.35 1 d . U P A 2
H32C H 0.745588 0.587104 0.986322 0.075 Uiso 0.35 1 calc R U P A 2
H32D H 0.711344 0.611441 1.046033 0.075 Uiso 0.35 1 calc R U P A 2
C33A C 0.74388(18) 0.5470(2) 1.1361(5) 0.0570(11) Uani 0.35 1 d . U P A 2
H33C H 0.719706 0.538448 1.169298 0.068 Uiso 0.35 1 calc R U P A 2
H33D H 0.768119 0.566512 1.199227 0.068 Uiso 0.35 1 calc R U P A 2
C34A C 0.7662(7) 0.4966(9) 1.1107(16) 0.048(2) Uani 0.35 1 d . U P A 2
C42A C 0.7738(6) 0.4638(4) 1.2238(12) 0.081(3) Uani 0.35 1 d . U P A 2
H42D H 0.793295 0.481849 1.297080 0.122 Uiso 0.35 1 calc R U P A 2
H42E H 0.789106 0.432597 1.216323 0.122 Uiso 0.35 1 calc R U P A 2
H42F H 0.743848 0.456234 1.230052 0.122 Uiso 0.35 1 calc R U P A 2
C43A C 0.8103(3) 0.5098(3) 1.0854(10) 0.0642(19) Uani 0.35 1 d . U P A 2
H43D H 0.833907 0.522871 1.160028 0.096 Uiso 0.35 1 calc R U P A 2
H43E H 0.802928 0.535204 1.021019 0.096 Uiso 0.35 1 calc R U P A 2
H43F H 0.822136 0.479681 1.059007 0.096 Uiso 0.35 1 calc R U P A 2
C46A C 0.77730(9) 0.34394(9) 1.0202(2) 0.0753(6) Uani 0.35 1 d . U P B 2
H46C H 0.773577 0.335899 0.934999 0.090 Uiso 0.35 1 calc R U P B 2
H46D H 0.754758 0.324360 1.043766 0.090 Uiso 0.35 1 calc R U P B 2
C47A C 0.8279(7) 0.3354(5) 1.1101(18) 0.087(4) Uani 0.35 1 d D U P B 2
H47C H 0.847034 0.364628 1.106691 0.104 Uiso 0.35 1 calc R U P B 2
H47D H 0.828167 0.332902 1.194306 0.104 Uiso 0.35 1 calc R U P B 2
C48A C 0.8492(4) 0.2876(4) 1.0795(10) 0.113(3) Uani 0.35 1 d D U P B 2
H48C H 0.872039 0.299660 1.045020 0.135 Uiso 0.35 1 calc R U P B 2
H48D H 0.867488 0.272658 1.159593 0.135 Uiso 0.35 1 calc R U P B 2
C49A C 0.8262(3) 0.2454(3) 1.0026(7) 0.092(2) Uani 0.35 1 d D U P B 2
H49D H 0.847132 0.230230 0.967094 0.138 Uiso 0.35 1 calc R U P B 2
H49E H 0.798132 0.257148 0.937115 0.138 Uiso 0.35 1 calc R U P B 2
H49F H 0.817783 0.220468 1.052107 0.138 Uiso 0.35 1 calc R U P B 2


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C28 1.7546(16) . ?
F1 C12 1.358(2) . ?
F2 C18 1.350(3) . ?
O1 C5 1.348(2) . ?
O1 C8 1.4724(18) . ?
O2 C36 1.362(2) . ?
O2 C46A 1.434(3) . ?
O2 C46 1.434(3) . ?
N1 C1 1.140(4) . ?
N2 C2 1.148(3) . ?
N3 C3 1.145(3) . ?
N4 C31 1.316(2) . ?
N4 C41 1.422(2) . ?
N4 C32 1.467(8) . ?
N4 C32A 1.537(13) . ?
C1 C4 1.413(3) . ?
C2 C4 1.426(3) . ?
C3 C6 1.420(2) . ?
C4 C5 1.393(2) . ?
C5 C6 1.401(2) . ?
C6 C7 1.418(2) . ?
C7 C21 1.375(2) . ?
C7 C8 1.527(2) . ?
C8 C15 1.520(2) . ?
C8 C9 1.531(2) . ?
C9 C14 1.382(2) . ?
C9 C10 1.385(2) . ?
C10 C11 1.382(3) . ?
C10 H10 0.9400 . ?
C11 C12 1.362(4) . ?
C11 H11 0.9400 . ?
C12 C13 1.370(4) . ?
C13 C14 1.393(3) . ?
C13 H13 0.9400 . ?
C14 H14 0.9400 . ?
C15 C20 1.384(3) . ?
C15 C16 1.389(3) . ?
C16 C17 1.377(3) . ?
C16 H16 0.9400 . ?
C17 C18 1.372(4) . ?
C17 H17 0.9400 . ?
C18 C19 1.353(4) . ?
C19 C20 1.394(3) . ?
C19 H19 0.9400 . ?
C20 H20 0.9400 . ?
C21 C22 1.416(2) . ?
C21 H21 0.9400 . ?
C22 C23 1.370(2) . ?
C22 H22 0.9400 . ?
C23 C28 1.423(2) . ?
C23 C24 1.512(2) . ?
C24 C25 1.516(3) . ?
C24 H24A 0.9800 . ?
C24 H24B 0.9800 . ?
C25 C26 1.518(3) . ?
C25 H25A 0.9800 . ?
C25 H25B 0.9800 . ?
C26 C27 1.514(2) . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C27 C28 1.384(2) . ?
C27 C29 1.411(2) . ?
C29 C30 1.384(2) . ?
C29 H29 0.9400 . ?
C30 C31 1.402(2) . ?
C30 C40 1.524(2) . ?
C31 H31 0.9400 . ?
C35 C36 1.406(3) . ?
C35 C41 1.407(2) . ?
C35 C34 1.520(15) . ?
C35 C34A 1.58(2) . ?
C36 C37 1.386(3) . ?
C37 C38 1.376(3) . ?
C37 H37 0.9400 . ?
C38 C39 1.380(2) . ?
C38 H38 0.9400 . ?
C39 C41 1.404(2) . ?
C39 C40 1.529(2) . ?
C40 C45 1.538(2) . ?
C40 C44 1.542(3) . ?
C44 H44A 0.9700 . ?
C44 H44B 0.9700 . ?
C44 H44C 0.9700 . ?
C45 H45A 0.9700 . ?
C45 H45B 0.9700 . ?
C45 H45C 0.9700 . ?
C32 C33 1.489(8) . ?
C32 H32A 0.9800 . ?
C32 H32B 0.9800 . ?
C33 C34 1.505(15) . ?
C33 H33A 0.9800 . ?
C33 H33B 0.9800 . ?
C34 C42 1.541(9) . ?
C34 C43 1.556(13) . ?
C42 H42A 0.9700 . ?
C42 H42B 0.9700 . ?
C42 H42C 0.9700 . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C43 H43C 0.9700 . ?
C46 C47 1.496(10) . ?
C46 H46A 0.9800 . ?
C46 H46B 0.9800 . ?
C47 C48 1.541(7) . ?
C47 H47A 0.9800 . ?
C47 H47B 0.9800 . ?
C48 C49 1.521(7) . ?
C48 H48A 0.9800 . ?
C48 H48B 0.9800 . ?
C49 H49A 0.9700 . ?
C49 H49B 0.9700 . ?
C49 H49C 0.9700 . ?
C32A C33A 1.499(13) . ?
C32A H32C 0.9800 . ?
C32A H32D 0.9800 . ?
C33A C34A 1.58(2) . ?
C33A H33C 0.9800 . ?
C33A H33D 0.9800 . ?
C34A C42A 1.521(17) . ?
C34A C43A 1.53(2) . ?
C42A H42D 0.9700 . ?
C42A H42E 0.9700 . ?
C42A H42F 0.9700 . ?
C43A H43D 0.9700 . ?
C43A H43E 0.9700 . ?
C43A H43F 0.9700 . ?
C46A C47A 1.540(18) . ?
C46A H46C 0.9800 . ?
C46A H46D 0.9800 . ?
C47A C48A 1.524(9) . ?
C47A H47C 0.9800 . ?
C47A H47D 0.9800 . ?
C48A C49A 1.444(9) . ?
C48A H48C 0.9800 . ?
C48A H48D 0.9800 . ?
C49A H49D 0.9700 . ?
C49A H49E 0.9700 . ?
C49A H49F 0.9700 . ?

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
C5 O1 C8 109.20(12) . . ?
C36 O2 C46A 117.99(16) . . ?
C36 O2 C46 117.99(16) . . ?
C31 N4 C41 122.73(13) . . ?
C31 N4 C32 119.2(3) . . ?
C41 N4 C32 117.5(3) . . ?
C31 N4 C32A 116.6(5) . . ?
C41 N4 C32A 119.0(5) . . ?
N1 C1 C4 178.7(3) . . ?
N2 C2 C4 178.1(3) . . ?
N3 C3 C6 177.9(2) . . ?
C5 C4 C1 120.00(18) . . ?
C5 C4 C2 121.90(19) . . ?
C1 C4 C2 118.09(17) . . ?
O1 C5 C4 116.70(16) . . ?
O1 C5 C6 111.45(14) . . ?
C4 C5 C6 131.84(17) . . ?
C5 C6 C7 109.11(14) . . ?
C5 C6 C3 124.20(15) . . ?
C7 C6 C3 126.57(15) . . ?
C21 C7 C6 131.74(15) . . ?
C21 C7 C8 122.46(14) . . ?
C6 C7 C8 105.78(13) . . ?
O1 C8 C15 106.29(12) . . ?
O1 C8 C7 103.75(12) . . ?
C15 C8 C7 115.90(13) . . ?
O1 C8 C9 107.32(12) . . ?
C15 C8 C9 113.43(13) . . ?
C7 C8 C9 109.30(12) . . ?
C14 C9 C10 119.03(16) . . ?
C14 C9 C8 120.18(15) . . ?
C10 C9 C8 120.71(15) . . ?
C11 C10 C9 120.62(19) . . ?
C11 C10 H10 119.7 . . ?
C9 C10 H10 119.7 . . ?
C12 C11 C10 118.72(19) . . ?
C12 C11 H11 120.6 . . ?
C10 C11 H11 120.6 . . ?
F1 C12 C11 119.2(2) . . ?
F1 C12 C13 117.9(2) . . ?
C11 C12 C13 122.92(19) . . ?
C12 C13 C14 117.7(2) . . ?
C12 C13 H13 121.1 . . ?
C14 C13 H13 121.1 . . ?
C9 C14 C13 120.97(19) . . ?
C9 C14 H14 119.5 . . ?
C13 C14 H14 119.5 . . ?
C20 C15 C16 118.66(17) . . ?
C20 C15 C8 121.61(16) . . ?
C16 C15 C8 119.62(16) . . ?
C17 C16 C15 121.0(2) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C18 C17 C16 118.7(2) . . ?
C18 C17 H17 120.7 . . ?
C16 C17 H17 120.7 . . ?
F2 C18 C19 118.5(3) . . ?
F2 C18 C17 119.2(3) . . ?
C19 C18 C17 122.4(2) . . ?
C18 C19 C20 118.9(2) . . ?
C18 C19 H19 120.6 . . ?
C20 C19 H19 120.6 . . ?
C15 C20 C19 120.5(2) . . ?
C15 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C7 C21 C22 123.92(15) . . ?
C7 C21 H21 118.0 . . ?
C22 C21 H21 118.0 . . ?
C23 C22 C21 126.23(16) . . ?
C23 C22 H22 116.9 . . ?
C21 C22 H22 116.9 . . ?
C22 C23 C28 121.59(15) . . ?
C22 C23 C24 121.04(15) . . ?
C28 C23 C24 117.33(14) . . ?
C23 C24 C25 112.33(15) . . ?
C23 C24 H24A 109.1 . . ?
C25 C24 H24A 109.1 . . ?
C23 C24 H24B 109.1 . . ?
C25 C24 H24B 109.1 . . ?
H24A C24 H24B 107.9 . . ?
C24 C25 C26 110.74(16) . . ?
C24 C25 H25A 109.5 . . ?
C26 C25 H25A 109.5 . . ?
C24 C25 H25B 109.5 . . ?
C26 C25 H25B 109.5 . . ?
H25A C25 H25B 108.1 . . ?
C27 C26 C25 111.22(15) . . ?
C27 C26 H26A 109.4 . . ?
C25 C26 H26A 109.4 . . ?
C27 C26 H26B 109.4 . . ?
C25 C26 H26B 109.4 . . ?
H26A C26 H26B 108.0 . . ?
C28 C27 C29 120.75(15) . . ?
C28 C27 C26 116.78(15) . . ?
C29 C27 C26 122.38(14) . . ?
C27 C28 C23 125.41(15) . . ?
C27 C28 Cl1 118.23(13) . . ?
C23 C28 Cl1 116.29(12) . . ?
C30 C29 C27 132.50(15) . . ?
C30 C29 H29 113.8 . . ?
C27 C29 H29 113.8 . . ?
C29 C30 C31 122.11(15) . . ?
C29 C30 C40 118.30(14) . . ?
C31 C30 C40 119.52(14) . . ?
N4 C31 C30 124.84(15) . . ?
N4 C31 H31 117.6 . . ?
C30 C31 H31 117.6 . . ?
C36 C35 C41 116.46(15) . . ?
C36 C35 C34 121.1(6) . . ?
C41 C35 C34 122.3(6) . . ?
C36 C35 C34A 119.1(8) . . ?
C41 C35 C34A 123.8(8) . . ?
O2 C36 C37 122.41(17) . . ?
O2 C36 C35 116.44(16) . . ?
C37 C36 C35 121.16(16) . . ?
C38 C37 C36 120.01(18) . . ?
C38 C37 H37 120.0 . . ?
C36 C37 H37 120.0 . . ?
C37 C38 C39 122.15(17) . . ?
C37 C38 H38 118.9 . . ?
C39 C38 H38 118.9 . . ?
C38 C39 C41 116.98(15) . . ?
C38 C39 C40 118.65(14) . . ?
C41 C39 C40 124.37(14) . . ?
C30 C40 C39 111.26(13) . . ?
C30 C40 C45 108.48(15) . . ?
C39 C40 C45 108.73(13) . . ?
C30 C40 C44 109.98(14) . . ?
C39 C40 C44 109.15(14) . . ?
C45 C40 C44 109.20(15) . . ?
C39 C41 C35 123.25(15) . . ?
C39 C41 N4 117.07(14) . . ?
C35 C41 N4 119.67(14) . . ?
C40 C44 H44A 109.5 . . ?
C40 C44 H44B 109.5 . . ?
H44A C44 H44B 109.5 . . ?
C40 C44 H44C 109.5 . . ?
H44A C44 H44C 109.5 . . ?
H44B C44 H44C 109.5 . . ?
C40 C45 H45A 109.5 . . ?
C40 C45 H45B 109.5 . . ?
H45A C45 H45B 109.5 . . ?
C40 C45 H45C 109.5 . . ?
H45A C45 H45C 109.5 . . ?
H45B C45 H45C 109.5 . . ?
N4 C32 C33 108.5(5) . . ?
N4 C32 H32A 110.0 . . ?
C33 C32 H32A 110.0 . . ?
N4 C32 H32B 110.0 . . ?
C33 C32 H32B 110.0 . . ?
H32A C32 H32B 108.4 . . ?
C32 C33 C34 112.2(6) . . ?
C32 C33 H33A 109.2 . . ?
C34 C33 H33A 109.2 . . ?
C32 C33 H33B 109.2 . . ?
C34 C33 H33B 109.2 . . ?
H33A C33 H33B 107.9 . . ?
C33 C34 C35 109.6(8) . . ?
C33 C34 C42 111.9(9) . . ?
C35 C34 C42 109.6(8) . . ?
C33 C34 C43 106.3(8) . . ?
C35 C34 C43 113.1(9) . . ?
C42 C34 C43 106.4(8) . . ?
C34 C42 H42A 109.5 . . ?
C34 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C34 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C34 C43 H43A 109.5 . . ?
C34 C43 H43B 109.5 . . ?
H43A C43 H43B 109.5 . . ?
C34 C43 H43C 109.5 . . ?
H43A C43 H43C 109.5 . . ?
H43B C43 H43C 109.5 . . ?
O2 C46 C47 111.8(3) . . ?
O2 C46 H46A 109.3 . . ?
C47 C46 H46A 109.3 . . ?
O2 C46 H46B 109.3 . . ?
C47 C46 H46B 109.3 . . ?
H46A C46 H46B 107.9 . . ?
C46 C47 C48 113.8(6) . . ?
C46 C47 H47A 108.8 . . ?
C48 C47 H47A 108.8 . . ?
C46 C47 H47B 108.8 . . ?
C48 C47 H47B 108.8 . . ?
H47A C47 H47B 107.7 . . ?
C49 C48 C47 114.0(6) . . ?
C49 C48 H48A 108.7 . . ?
C47 C48 H48A 108.7 . . ?
C49 C48 H48B 108.7 . . ?
C47 C48 H48B 108.7 . . ?
H48A C48 H48B 107.6 . . ?
C48 C49 H49A 109.5 . . ?
C48 C49 H49B 109.5 . . ?
H49A C49 H49B 109.5 . . ?
C48 C49 H49C 109.5 . . ?
H49A C49 H49C 109.5 . . ?
H49B C49 H49C 109.5 . . ?
C33A C32A N4 106.1(8) . . ?
C33A C32A H32C 110.5 . . ?
N4 C32A H32C 110.5 . . ?
C33A C32A H32D 110.5 . . ?
N4 C32A H32D 110.5 . . ?
H32C C32A H32D 108.7 . . ?
C32A C33A C34A 113.8(9) . . ?
C32A C33A H33C 108.8 . . ?
C34A C33A H33C 108.8 . . ?
C32A C33A H33D 108.8 . . ?
C34A C33A H33D 108.8 . . ?
H33C C33A H33D 107.7 . . ?
C42A C34A C43A 115.5(15) . . ?
C42A C34A C33A 105.0(12) . . ?
C43A C34A C33A 108.6(14) . . ?
C42A C34A C35 112.1(15) . . ?
C43A C34A C35 108.3(12) . . ?
C33A C34A C35 106.9(12) . . ?
C34A C42A H42D 109.5 . . ?
C34A C42A H42E 109.5 . . ?
H42D C42A H42E 109.5 . . ?
C34A C42A H42F 109.5 . . ?
H42D C42A H42F 109.5 . . ?
H42E C42A H42F 109.5 . . ?
C34A C43A H43D 109.5 . . ?
C34A C43A H43E 109.5 . . ?
H43D C43A H43E 109.5 . . ?
C34A C43A H43F 109.5 . . ?
H43D C43A H43F 109.5 . . ?
H43E C43A H43F 109.5 . . ?
O2 C46A C47A 99.4(5) . . ?
O2 C46A H46C 111.9 . . ?
C47A C46A H46C 111.9 . . ?
O2 C46A H46D 111.9 . . ?
C47A C46A H46D 111.9 . . ?
H46C C46A H46D 109.6 . . ?
C48A C47A C46A 112.0(12) . . ?
C48A C47A H47C 109.2 . . ?
C46A C47A H47C 109.2 . . ?
C48A C47A H47D 109.2 . . ?
C46A C47A H47D 109.2 . . ?
H47C C47A H47D 107.9 . . ?
C49A C48A C47A 129.1(11) . . ?
C49A C48A H48C 105.0 . . ?
C47A C48A H48C 105.0 . . ?
C49A C48A H48D 105.0 . . ?
C47A C48A H48D 105.0 . . ?
H48C C48A H48D 105.9 . . ?
C48A C49A H49D 109.5 . . ?
C48A C49A H49E 109.5 . . ?
H49D C49A H49E 109.5 . . ?
C48A C49A H49F 109.5 . . ?
H49D C49A H49F 109.5 . . ?
H49E C49A H49F 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
C8 O1 C5 C4 176.63(14) . . . . ?
C8 O1 C5 C6 -4.81(18) . . . . ?
C1 C4 C5 O1 3.0(3) . . . . ?
C2 C4 C5 O1 -178.06(17) . . . . ?
C1 C4 C5 C6 -175.2(2) . . . . ?
C2 C4 C5 C6 3.7(3) . . . . ?
O1 C5 C6 C7 -0.82(19) . . . . ?
C4 C5 C6 C7 177.46(18) . . . . ?
O1 C5 C6 C3 -177.00(15) . . . . ?
C4 C5 C6 C3 1.3(3) . . . . ?
C5 C6 C7 C21 -176.06(17) . . . . ?
C3 C6 C7 C21 0.0(3) . . . . ?
C5 C6 C7 C8 5.79(17) . . . . ?
C3 C6 C7 C8 -178.15(16) . . . . ?
C5 O1 C8 C15 130.65(13) . . . . ?
C5 O1 C8 C7 7.97(16) . . . . ?
C5 O1 C8 C9 -107.68(14) . . . . ?
C21 C7 C8 O1 173.44(14) . . . . ?
C6 C7 C8 O1 -8.20(15) . . . . ?
C21 C7 C8 C15 57.3(2) . . . . ?
C6 C7 C8 C15 -124.29(14) . . . . ?
C21 C7 C8 C9 -72.33(19) . . . . ?
C6 C7 C8 C9 106.03(14) . . . . ?
O1 C8 C9 C14 -159.63(15) . . . . ?
C15 C8 C9 C14 -42.5(2) . . . . ?
C7 C8 C9 C14 88.47(18) . . . . ?
O1 C8 C9 C10 23.7(2) . . . . ?
C15 C8 C9 C10 140.76(16) . . . . ?
C7 C8 C9 C10 -88.23(18) . . . . ?
C14 C9 C10 C11 0.2(3) . . . . ?
C8 C9 C10 C11 176.96(17) . . . . ?
C9 C10 C11 C12 -0.2(3) . . . . ?
C10 C11 C12 F1 179.3(2) . . . . ?
C10 C11 C12 C13 -0.4(4) . . . . ?
F1 C12 C13 C14 -178.8(2) . . . . ?
C11 C12 C13 C14 0.9(4) . . . . ?
C10 C9 C14 C13 0.3(3) . . . . ?
C8 C9 C14 C13 -176.43(18) . . . . ?
C12 C13 C14 C9 -0.9(3) . . . . ?
O1 C8 C15 C20 -97.72(17) . . . . ?
C7 C8 C15 C20 16.9(2) . . . . ?
C9 C8 C15 C20 144.59(16) . . . . ?
O1 C8 C15 C16 78.48(19) . . . . ?
C7 C8 C15 C16 -166.86(17) . . . . ?
C9 C8 C15 C16 -39.2(2) . . . . ?
C20 C15 C16 C17 -0.2(3) . . . . ?
C8 C15 C16 C17 -176.5(2) . . . . ?
C15 C16 C17 C18 0.9(4) . . . . ?
C16 C17 C18 F2 178.0(3) . . . . ?
C16 C17 C18 C19 -1.2(5) . . . . ?
F2 C18 C19 C20 -178.4(2) . . . . ?
C17 C18 C19 C20 0.8(4) . . . . ?
C16 C15 C20 C19 -0.2(3) . . . . ?
C8 C15 C20 C19 176.05(17) . . . . ?
C18 C19 C20 C15 -0.1(3) . . . . ?
C6 C7 C21 C22 -4.2(3) . . . . ?
C8 C7 C21 C22 173.64(15) . . . . ?
C7 C21 C22 C23 -179.39(16) . . . . ?
C21 C22 C23 C28 173.54(16) . . . . ?
C21 C22 C23 C24 -4.2(3) . . . . ?
C22 C23 C24 C25 -163.47(16) . . . . ?
C28 C23 C24 C25 18.7(2) . . . . ?
C23 C24 C25 C26 -51.3(2) . . . . ?
C24 C25 C26 C27 57.3(2) . . . . ?
C25 C26 C27 C28 -30.2(2) . . . . ?
C25 C26 C27 C29 146.37(17) . . . . ?
C29 C27 C28 C23 179.80(16) . . . . ?
C26 C27 C28 C23 -3.6(3) . . . . ?
C29 C27 C28 Cl1 2.9(2) . . . . ?
C26 C27 C28 Cl1 179.60(13) . . . . ?
C22 C23 C28 C27 -168.11(16) . . . . ?
C24 C23 C28 C27 9.7(3) . . . . ?
C22 C23 C28 Cl1 8.8(2) . . . . ?
C24 C23 C28 Cl1 -173.37(12) . . . . ?
C28 C27 C29 C30 -168.60(18) . . . . ?
C26 C27 C29 C30 14.9(3) . . . . ?
C27 C29 C30 C31 15.7(3) . . . . ?
C27 C29 C30 C40 -167.36(18) . . . . ?
C41 N4 C31 C30 2.0(3) . . . . ?
C32 N4 C31 C30 -169.7(3) . . . . ?
C32A N4 C31 C30 167.2(5) . . . . ?
C29 C30 C31 N4 179.46(17) . . . . ?
C40 C30 C31 N4 2.5(3) . . . . ?
C46A O2 C36 C37 -4.2(3) . . . . ?
C46 O2 C36 C37 -4.2(3) . . . . ?
C46A O2 C36 C35 175.82(19) . . . . ?
C46 O2 C36 C35 175.82(19) . . . . ?
C41 C35 C36 O2 179.62(16) . . . . ?
C34 C35 C36 O2 4.3(5) . . . . ?
C34A C35 C36 O2 -9.1(8) . . . . ?
C41 C35 C36 C37 -0.4(3) . . . . ?
C34 C35 C36 C37 -175.7(4) . . . . ?
C34A C35 C36 C37 170.9(7) . . . . ?
O2 C36 C37 C38 -179.5(2) . . . . ?
C35 C36 C37 C38 0.4(3) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
C37 C38 C39 C41 -0.4(3) . . . . ?
C37 C38 C39 C40 178.6(2) . . . . ?
C29 C30 C40 C39 179.13(15) . . . . ?
C31 C30 C40 C39 -3.8(2) . . . . ?
C29 C30 C40 C45 59.6(2) . . . . ?
C31 C30 C40 C45 -123.38(17) . . . . ?
C29 C30 C40 C44 -59.8(2) . . . . ?
C31 C30 C40 C44 117.26(17) . . . . ?
C38 C39 C40 C30 -177.63(16) . . . . ?
C41 C39 C40 C30 1.3(2) . . . . ?
C38 C39 C40 C45 -58.2(2) . . . . ?
C41 C39 C40 C45 120.71(18) . . . . ?
C38 C39 C40 C44 60.8(2) . . . . ?
C41 C39 C40 C44 -120.26(18) . . . . ?
C38 C39 C41 C35 0.5(3) . . . . ?
C40 C39 C41 C35 -178.45(15) . . . . ?
C38 C39 C41 N4 -178.42(16) . . . . ?
C40 C39 C41 N4 2.6(2) . . . . ?
C36 C35 C41 C39 -0.1(2) . . . . ?
C34 C35 C41 C39 175.1(4) . . . . ?
C34A C35 C41 C39 -170.9(7) . . . . ?
C36 C35 C41 N4 178.76(15) . . . . ?
C34 C35 C41 N4 -6.0(5) . . . . ?
C34A C35 C41 N4 7.9(8) . . . . ?
C31 N4 C41 C39 -4.5(2) . . . . ?
C32 N4 C41 C39 167.3(3) . . . . ?
C32A N4 C41 C39 -169.3(5) . . . . ?
C31 N4 C41 C35 176.59(16) . . . . ?
C32 N4 C41 C35 -11.6(3) . . . . ?
C32A N4 C41 C35 11.7(5) . . . . ?
C31 N4 C32 C33 -142.4(3) . . . . ?
C41 N4 C32 C33 45.5(5) . . . . ?
N4 C32 C33 C34 -64.4(6) . . . . ?
C32 C33 C34 C35 46.9(8) . . . . ?
C32 C33 C34 C42 -74.8(9) . . . . ?
C32 C33 C34 C43 169.4(6) . . . . ?
C36 C35 C34 C33 163.1(4) . . . . ?
C41 C35 C34 C33 -11.9(8) . . . . ?
C36 C35 C34 C42 -73.8(9) . . . . ?
C41 C35 C34 C42 111.2(8) . . . . ?
C36 C35 C34 C43 44.7(8) . . . . ?
C41 C35 C34 C43 -130.3(7) . . . . ?
C36 O2 C46 C47 178.9(4) . . . . ?
O2 C46 C47 C48 172.2(4) . . . . ?
C46 C47 C48 C49 160.8(5) . . . . ?
C31 N4 C32A C33A 147.8(6) . . . . ?
C41 N4 C32A C33A -46.4(9) . . . . ?
N4 C32A C33A C34A 64.5(12) . . . . ?
C32A C33A C34A C42A -165.5(11) . . . . ?
C32A C33A C34A C43A 70.4(14) . . . . ?
C32A C33A C34A C35 -46.3(13) . . . . ?
C36 C35 C34A C42A -47.3(16) . . . . ?
C41 C35 C34A C42A 123.3(13) . . . . ?
C36 C35 C34A C43A 81.3(12) . . . . ?
C41 C35 C34A C43A -108.1(12) . . . . ?
C36 C35 C34A C33A -161.8(6) . . . . ?
C41 C35 C34A C33A 8.8(13) . . . . ?
C36 O2 C46A C47A 174.4(8) . . . . ?
O2 C46A C47A C48A -158.7(12) . . . . ?
C46A C47A C48A C49A -17(2) . . . . ?

_refine_diff_density_max         0.483
_refine_diff_density_min         -0.375
_refine_diff_density_rms         0.048




