# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_lb0535_CFZ-DCF-MeOH
_database_code_depnum_ccdc_archive 'CCDC 2032488'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
'N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-2,10-dihydrophenazin-2-ylidene]propan-2-aminium methanol 2-{2-[(2-chloro-6-methylphenyl)amino]phenyl}acetate'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
'C27 H23 Cl2 N4, C14 H10 Cl2 N O2, 0.491(C H4 O), C0.25 H1.02 O0.25'
_chemical_formula_sum            'C41.75 H35.98 Cl4 N5 O2.75'
_chemical_formula_weight         793.42

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                   16.7209(3)
_cell_length_b                   17.2504(5)
_cell_length_c                   27.8319(7)
_cell_angle_alpha                90
_cell_angle_beta                 93.438(2)
_cell_angle_gamma                90
_cell_volume                     8013.4(3)
_cell_formula_units_Z            8
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5538
_cell_measurement_theta_min      3.1520
_cell_measurement_theta_max      66.2640

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.315
_exptl_crystal_F_000             3291
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.210
_exptl_crystal_size_mid          0.130
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    3.039
_shelx_estimated_absorpt_T_min   0.568
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_T_min  0.678
_exptl_absorpt_correction_T_max  0.827
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018) 
Analytical numeric absorption correction using a multifaceted crystal 
model based on expressions derived by R.C. Clark & J.S. Reid.
Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics, 
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            23679
_diffrn_reflns_av_unetI/netI     0.0316
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_theta_min         3.181
_diffrn_reflns_theta_max         67.066
_diffrn_reflns_theta_full        67.066
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             7080
_reflns_number_gt                4722
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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)+(0.1035P)²+4.0085P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7080
_refine_ls_number_parameters     519
_refine_ls_number_restraints     21
_refine_ls_R_factor_all          0.0870
_refine_ls_R_factor_gt           0.0592
_refine_ls_wR_factor_ref         0.1928
_refine_ls_wR_factor_gt          0.1683
_refine_ls_goodness_of_fit_ref   1.017
_refine_ls_restrained_S_all      1.019
_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
Cl3 Cl 0.56672(6) 0.78107(7) 0.32300(4) 0.1024(3) Uani 1 1 d . . . . .
Cl4 Cl 0.83513(7) 0.65653(9) 0.25690(5) 0.1268(5) Uani 1 1 d . . . . .
O1 O 0.56916(13) 0.58936(15) 0.36491(8) 0.0782(6) Uani 1 1 d . . . . .
O2 O 0.55254(18) 0.46495(19) 0.37694(13) 0.1213(11) Uani 1 1 d . . . . .
N5 N 0.69490(16) 0.66169(18) 0.31980(10) 0.0730(7) Uani 1 1 d . . . . .
H5 H 0.650(2) 0.655(2) 0.3251(14) 0.088 Uiso 1 1 d . U . . .
C28 C 0.5940(2) 0.5207(2) 0.36567(12) 0.0771(9) Uani 1 1 d . . . . .
C29 C 0.6801(2) 0.5059(2) 0.35142(15) 0.0877(10) Uani 1 1 d . . . . .
H29A H 0.694846 0.453373 0.360794 0.105 Uiso 1 1 calc R U . . .
H29B H 0.680558 0.508689 0.316633 0.105 Uiso 1 1 calc R U . . .
C30 C 0.74317(18) 0.5598(2) 0.37252(12) 0.0766(9) Uani 1 1 d . . . . .
C31 C 0.7985(2) 0.5355(3) 0.40986(16) 0.1002(13) Uani 1 1 d . . . . .
H31 H 0.793900 0.485756 0.422309 0.120 Uiso 1 1 calc R U . . .
C32 C 0.8585(2) 0.5827(3) 0.42835(17) 0.1072(14) Uani 1 1 d . . . . .
H32 H 0.894088 0.564828 0.452844 0.129 Uiso 1 1 calc R U . . .
C33 C 0.8661(2) 0.6560(3) 0.41073(15) 0.0957(12) Uani 1 1 d . . . . .
H33 H 0.906707 0.688295 0.423267 0.115 Uiso 1 1 calc R U . . .
C34 C 0.81317(19) 0.6822(2) 0.37423(13) 0.0816(9) Uani 1 1 d . . . . .
H34 H 0.818844 0.732070 0.362142 0.098 Uiso 1 1 calc R U . . .
C35 C 0.75132(17) 0.6348(2) 0.35528(11) 0.0695(8) Uani 1 1 d . . . . .
C36 C 0.70433(18) 0.7256(2) 0.29055(11) 0.0706(8) Uani 1 1 d . . . . .
C37 C 0.7660(2) 0.7311(3) 0.25915(13) 0.0906(11) Uani 1 1 d . . . . .
C38 C 0.7709(3) 0.7941(3) 0.22745(16) 0.1136(15) Uani 1 1 d . . . . .
H38 H 0.813088 0.797467 0.207248 0.136 Uiso 1 1 calc R U . . .
C39 C 0.7130(3) 0.8505(3) 0.22652(17) 0.1164(15) Uani 1 1 d . . . . .
H39 H 0.716309 0.892372 0.205722 0.140 Uiso 1 1 calc R U . . .
C40 C 0.6513(3) 0.8458(3) 0.25537(17) 0.1049(13) Uani 1 1 d . . . . .
H40 H 0.611639 0.883734 0.254058 0.126 Uiso 1 1 calc R U . . .
C41 C 0.6474(2) 0.7851(2) 0.28657(12) 0.0782(9) Uani 1 1 d . . . . .
Cl1 Cl -0.04461(10) 0.50202(12) 0.30879(6) 0.1656(7) Uani 1 1 d . . . . .
Cl2 Cl 0.78246(6) 0.64771(8) 0.58895(5) 0.1173(4) Uani 1 1 d . . . . .
N1 N 0.16967(13) 0.62628(15) 0.46614(10) 0.0679(6) Uani 1 1 d . . . . .
N2 N 0.27464(15) 0.67103(15) 0.54344(9) 0.0692(6) Uani 1 1 d . . . . .
N3 N 0.50008(14) 0.60967(17) 0.45290(10) 0.0679(7) Uani 1 1 d . . . . .
H3 H 0.514(2) 0.605(2) 0.4249(13) 0.082 Uiso 1 1 d . U . . .
N4 N 0.39764(16) 0.58019(19) 0.37426(9) 0.0778(8) Uani 1 1 d . . . . .
H4 H 0.451(2) 0.578(2) 0.3731(13) 0.093 Uiso 1 1 d . U . . .
C1 C 0.0563(2) 0.6599(2) 0.51340(15) 0.0838(10) Uani 1 1 d . . . . .
H1 H 0.019874 0.645694 0.488364 0.101 Uiso 1 1 calc R U . . .
C2 C 0.0296(2) 0.6873(2) 0.55615(17) 0.0965(12) Uani 1 1 d . . . . .
H2 H -0.025205 0.691636 0.559680 0.116 Uiso 1 1 calc R U . . .
C3 C 0.0825(2) 0.7084(2) 0.59376(16) 0.0947(12) Uani 1 1 d . . . . .
H3A H 0.063148 0.726643 0.622277 0.114 Uiso 1 1 calc R U . . .
C4 C 0.1635(2) 0.7026(2) 0.58940(13) 0.0827(9) Uani 1 1 d . . . . .
H4A H 0.198868 0.716675 0.614986 0.099 Uiso 1 1 calc R U . . .
C5 C 0.19317(18) 0.67554(19) 0.54627(12) 0.0698(8) Uani 1 1 d . . . . .
C6 C 0.30252(17) 0.64487(17) 0.50287(11) 0.0630(7) Uani 1 1 d . . . . .
C7 C 0.38604(17) 0.63865(19) 0.49932(11) 0.0656(7) Uani 1 1 d . . . . .
H7 H 0.419674 0.651560 0.525943 0.079 Uiso 1 1 calc R U . . .
C8 C 0.41958(16) 0.61436(18) 0.45827(10) 0.0612(7) Uani 1 1 d . . . . .
C9 C 0.36671(16) 0.59661(18) 0.41572(11) 0.0635(7) Uani 1 1 d . . . . .
C10 C 0.28293(17) 0.60019(19) 0.41939(11) 0.0684(8) Uani 1 1 d . . . . .
H10 H 0.248980 0.586988 0.392964 0.082 Uiso 1 1 calc R U . . .
C11 C 0.25093(16) 0.62290(18) 0.46143(11) 0.0642(7) Uani 1 1 d . . . . .
C12 C 0.13857(18) 0.65372(18) 0.50811(12) 0.0700(8) Uani 1 1 d . . . . .
C13 C 0.11656(16) 0.59751(19) 0.42752(12) 0.0686(8) Uani 1 1 d . . . . .
C14 C 0.0962(2) 0.5206(2) 0.42715(15) 0.0878(10) Uani 1 1 d . . . . .
H14 H 0.115496 0.488194 0.451907 0.105 Uiso 1 1 calc R U . . .
C15 C 0.0471(3) 0.4915(3) 0.38988(19) 0.1035(13) Uani 1 1 d . . . . .
H15 H 0.033073 0.439343 0.389458 0.124 Uiso 1 1 calc R U . . .
C16 C 0.0195(2) 0.5385(3) 0.35422(16) 0.0958(12) Uani 1 1 d . . . . .
C17 C 0.0394(2) 0.6154(3) 0.35413(15) 0.0985(12) Uani 1 1 d . . . . .
H17 H 0.019464 0.647233 0.329205 0.118 Uiso 1 1 calc R U . . .
C18 C 0.0890(2) 0.6463(2) 0.39106(14) 0.0844(10) Uani 1 1 d . . . . .
H18 H 0.103308 0.698388 0.391149 0.101 Uiso 1 1 calc R U . . .
C19 C 0.56394(16) 0.62003(18) 0.48797(11) 0.0644(7) Uani 1 1 d . . . . .
C20 C 0.63473(18) 0.6490(2) 0.47165(13) 0.0771(9) Uani 1 1 d . . . . .
H20 H 0.636968 0.663727 0.439610 0.093 Uiso 1 1 calc R U . . .
C21 C 0.7017(2) 0.6563(2) 0.50257(15) 0.0870(10) Uani 1 1 d . . . . .
H21 H 0.749492 0.674377 0.491249 0.104 Uiso 1 1 calc R U . . .
C22 C 0.69781(19) 0.6368(2) 0.54981(14) 0.0825(10) Uani 1 1 d . . . . .
C23 C 0.6279(2) 0.6085(2) 0.56703(13) 0.0860(10) Uani 1 1 d . . . . .
H23 H 0.625833 0.595733 0.599392 0.103 Uiso 1 1 calc R U . . .
C24 C 0.56065(19) 0.5991(2) 0.53573(12) 0.0747(8) Uani 1 1 d . . . . .
H24 H 0.513690 0.578749 0.546881 0.090 Uiso 1 1 calc R U . . .
C25 C 0.3523(2) 0.5762(3) 0.32680(13) 0.0915(11) Uani 1 1 d . . . . .
H25 H 0.309269 0.614838 0.326720 0.110 Uiso 1 1 calc R U . . .
C26 C 0.4091(3) 0.5997(4) 0.28859(15) 0.1256(17) Uani 1 1 d . . . . .
H26A H 0.429506 0.650724 0.295501 0.188 Uiso 1 1 calc R U . . .
H26B H 0.380755 0.599507 0.257548 0.188 Uiso 1 1 calc R U . . .
H26C H 0.452753 0.563556 0.288635 0.188 Uiso 1 1 calc R U . . .
C27 C 0.3153(3) 0.5001(3) 0.31753(18) 0.1260(17) Uani 1 1 d . . . . .
H27A H 0.356282 0.462331 0.312849 0.189 Uiso 1 1 calc R U . . .
H27B H 0.279774 0.502807 0.289160 0.189 Uiso 1 1 calc R U . . .
H27C H 0.285534 0.485232 0.344522 0.189 Uiso 1 1 calc R U . . .
O3A O 0.1162(4) 0.8208(3) 0.37299(19) 0.0923(19) Uani 0.491(6) 1 d D U P A 1
H3OA H 0.115601 0.862440 0.387190 0.138 Uiso 0.491(6) 1 calc R U P A 1
C42A C 0.0490(8) 0.8183(7) 0.3354(5) 0.155(5) Uani 0.491(6) 1 d D U P A 1
H42A H -0.000860 0.826073 0.350119 0.232 Uiso 0.491(6) 1 calc R U P A 1
H42B H 0.048322 0.768695 0.319674 0.232 Uiso 0.491(6) 1 calc R U P A 1
H42C H 0.056096 0.858371 0.312105 0.232 Uiso 0.491(6) 1 calc R U P A 1
O3B O -0.0203(13) 0.8182(11) 0.2854(10) 0.200(8) Uani 0.254(3) 1 d D U P A -1
H3OB H -0.047874 0.840741 0.304378 0.300 Uiso 0.2545 1 calc . U P A -1
C42B C -0.0127(15) 0.8673(17) 0.2419(10) 0.166(10) Uani 0.254(3) 1 d D U P A -1
H42D H -0.001957 0.835008 0.214959 0.248 Uiso 0.2545 1 calc . U P A -1
H42E H 0.030509 0.903439 0.247667 0.248 Uiso 0.2545 1 calc . U P A -1
H42F H -0.061736 0.895229 0.235038 0.248 Uiso 0.2545 1 calc . U P A -1


_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
Cl3 C41 1.738(4) . ?
Cl4 C37 1.734(4) . ?
O1 C28 1.256(4) . ?
O2 C28 1.236(4) . ?
N5 C36 1.385(4) . ?
N5 C35 1.403(4) . ?
N5 H5 0.79(4) . ?
C28 C29 1.538(5) . ?
C29 C30 1.499(6) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C35 1.390(5) . ?
C30 C31 1.412(5) . ?
C31 C32 1.369(7) . ?
C31 H31 0.9300 . ?
C32 C33 1.366(7) . ?
C32 H32 0.9300 . ?
C33 C34 1.382(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.397(5) . ?
C34 H34 0.9300 . ?
C36 C37 1.394(4) . ?
C36 C41 1.399(5) . ?
C37 C38 1.404(6) . ?
C38 C39 1.372(7) . ?
C38 H38 0.9300 . ?
C39 C40 1.347(7) . ?
C39 H39 0.9300 . ?
C40 C41 1.365(5) . ?
C40 H40 0.9300 . ?
Cl1 C16 1.727(4) . ?
Cl2 C22 1.744(3) . ?
N1 C11 1.374(4) . ?
N1 C12 1.390(4) . ?
N1 C13 1.441(4) . ?
N2 C6 1.326(4) . ?
N2 C5 1.371(4) . ?
N3 C8 1.366(3) . ?
N3 C19 1.414(4) . ?
N3 H3 0.83(4) . ?
N4 C9 1.323(4) . ?
N4 C25 1.485(4) . ?
N4 H4 0.90(4) . ?
C1 C2 1.379(6) . ?
C1 C12 1.397(4) . ?
C1 H1 0.9300 . ?
C2 C3 1.379(6) . ?
C2 H2 0.9300 . ?
C3 C4 1.370(5) . ?
C3 H3A 0.9300 . ?
C4 C5 1.406(5) . ?
C4 H4A 0.9300 . ?
C5 C12 1.410(5) . ?
C6 C7 1.410(4) . ?
C6 C11 1.448(4) . ?
C7 C8 1.368(4) . ?
C7 H7 0.9300 . ?
C8 C9 1.467(4) . ?
C9 C10 1.412(4) . ?
C10 C11 1.373(4) . ?
C10 H10 0.9300 . ?
C13 C14 1.369(5) . ?
C13 C18 1.376(5) . ?
C14 C15 1.379(6) . ?
C14 H14 0.9300 . ?
C15 C16 1.342(7) . ?
C15 H15 0.9300 . ?
C16 C17 1.367(7) . ?
C17 C18 1.388(6) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.382(5) . ?
C19 C20 1.387(4) . ?
C20 C21 1.377(5) . ?
C20 H20 0.9300 . ?
C21 C22 1.362(6) . ?
C21 H21 0.9300 . ?
C22 C23 1.379(5) . ?
C23 C24 1.391(5) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C27 1.469(7) . ?
C25 C26 1.522(6) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
O3A C42A 1.491(13) . ?
O3A H3OA 0.8200 . ?
C42A O3B 1.76(2) . ?
C42A H42A 0.9600 . ?
C42A H42B 0.9600 . ?
C42A H42C 0.9600 . ?
O3B C42B 1.489(16) . ?
O3B H3OB 0.8200 . ?
C42B H42D 0.9600 . ?
C42B H42E 0.9600 . ?
C42B H42F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C36 N5 C35 125.5(3) . . ?
C36 N5 H5 112(3) . . ?
C35 N5 H5 116(3) . . ?
O2 C28 O1 123.2(3) . . ?
O2 C28 C29 119.0(4) . . ?
O1 C28 C29 117.8(3) . . ?
C30 C29 C28 116.3(3) . . ?
C30 C29 H29A 108.2 . . ?
C28 C29 H29A 108.2 . . ?
C30 C29 H29B 108.2 . . ?
C28 C29 H29B 108.2 . . ?
H29A C29 H29B 107.4 . . ?
C35 C30 C31 117.2(4) . . ?
C35 C30 C29 121.6(3) . . ?
C31 C30 C29 121.2(4) . . ?
C32 C31 C30 122.2(4) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C33 C32 C31 119.8(4) . . ?
C33 C32 H32 120.1 . . ?
C31 C32 H32 120.1 . . ?
C32 C33 C34 119.9(4) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C33 C34 C35 120.8(4) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C30 C35 C34 120.0(3) . . ?
C30 C35 N5 118.3(3) . . ?
C34 C35 N5 121.6(3) . . ?
N5 C36 C37 122.5(3) . . ?
N5 C36 C41 122.0(3) . . ?
C37 C36 C41 115.2(3) . . ?
C36 C37 C38 121.3(4) . . ?
C36 C37 Cl4 119.4(3) . . ?
C38 C37 Cl4 119.1(3) . . ?
C39 C38 C37 119.5(4) . . ?
C39 C38 H38 120.3 . . ?
C37 C38 H38 120.3 . . ?
C40 C39 C38 120.8(4) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C41 119.4(4) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C40 C41 C36 123.8(3) . . ?
C40 C41 Cl3 118.0(3) . . ?
C36 C41 Cl3 118.2(3) . . ?
C11 N1 C12 121.1(3) . . ?
C11 N1 C13 118.9(2) . . ?
C12 N1 C13 120.0(2) . . ?
C6 N2 C5 118.0(3) . . ?
C8 N3 C19 128.7(3) . . ?
C8 N3 H3 116(3) . . ?
C19 N3 H3 115(3) . . ?
C9 N4 C25 125.5(3) . . ?
C9 N4 H4 119(2) . . ?
C25 N4 H4 115(2) . . ?
C2 C1 C12 119.3(4) . . ?
C2 C1 H1 120.4 . . ?
C12 C1 H1 120.4 . . ?
C3 C2 C1 121.3(3) . . ?
C3 C2 H2 119.4 . . ?
C1 C2 H2 119.4 . . ?
C4 C3 C2 120.4(4) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.8 . . ?
C3 C4 C5 120.1(4) . . ?
C3 C4 H4A 120.0 . . ?
C5 C4 H4A 120.0 . . ?
N2 C5 C4 118.1(3) . . ?
N2 C5 C12 122.8(3) . . ?
C4 C5 C12 119.1(3) . . ?
N2 C6 C7 119.1(3) . . ?
N2 C6 C11 123.0(3) . . ?
C7 C6 C11 118.0(3) . . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
N3 C8 C7 124.4(3) . . ?
N3 C8 C9 116.7(2) . . ?
C7 C8 C9 118.7(2) . . ?
N4 C9 C10 120.9(3) . . ?
N4 C9 C8 120.0(3) . . ?
C10 C9 C8 119.0(3) . . ?
C11 C10 C9 120.9(3) . . ?
C11 C10 H10 119.6 . . ?
C9 C10 H10 119.6 . . ?
C10 C11 N1 122.1(3) . . ?
C10 C11 C6 120.6(3) . . ?
N1 C11 C6 117.3(3) . . ?
N1 C12 C1 122.4(3) . . ?
N1 C12 C5 117.8(3) . . ?
C1 C12 C5 119.9(3) . . ?
C14 C13 C18 121.0(3) . . ?
C14 C13 N1 118.7(3) . . ?
C18 C13 N1 120.2(3) . . ?
C13 C14 C15 119.7(4) . . ?
C13 C14 H14 120.2 . . ?
C15 C14 H14 120.2 . . ?
C16 C15 C14 119.9(4) . . ?
C16 C15 H15 120.0 . . ?
C14 C15 H15 120.0 . . ?
C15 C16 C17 121.0(4) . . ?
C15 C16 Cl1 119.5(4) . . ?
C17 C16 Cl1 119.5(4) . . ?
C16 C17 C18 120.3(4) . . ?
C16 C17 H17 119.8 . . ?
C18 C17 H17 119.8 . . ?
C13 C18 C17 118.1(4) . . ?
C13 C18 H18 121.0 . . ?
C17 C18 H18 121.0 . . ?
C24 C19 C20 119.6(3) . . ?
C24 C19 N3 124.0(3) . . ?
C20 C19 N3 116.3(3) . . ?
C21 C20 C19 120.4(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.9(3) . . ?
C21 C22 Cl2 119.5(3) . . ?
C23 C22 Cl2 119.6(3) . . ?
C22 C23 C24 119.6(3) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C19 C24 C23 119.6(3) . . ?
C19 C24 H24 120.2 . . ?
C23 C24 H24 120.2 . . ?
C27 C25 N4 112.6(4) . . ?
C27 C25 C26 112.9(4) . . ?
N4 C25 C26 107.6(3) . . ?
C27 C25 H25 107.8 . . ?
N4 C25 H25 107.8 . . ?
C26 C25 H25 107.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C42A O3A H3OA 109.5 . . ?
O3A C42A O3B 172.1(15) . . ?
O3A C42A H42A 109.5 . . ?
O3B C42A H42A 77.9 . . ?
O3A C42A H42B 109.5 . . ?
O3B C42A H42B 69.5 . . ?
H42A C42A H42B 109.5 . . ?
O3A C42A H42C 109.5 . . ?
O3B C42A H42C 64.4 . . ?
H42A C42A H42C 109.5 . . ?
H42B C42A H42C 109.5 . . ?
C42B O3B C42A 124.0(14) . . ?
C42B O3B H3OB 109.5 . . ?
C42A O3B H3OB 81.9 . . ?
O3B C42B H42D 109.5 . . ?
O3B C42B H42E 109.5 . . ?
H42D C42B H42E 109.5 . . ?
O3B C42B H42F 109.5 . . ?
H42D C42B H42F 109.5 . . ?
H42E C42B H42F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C28 C29 C30 -135.6(4) . . . . ?
O1 C28 C29 C30 44.9(5) . . . . ?
C28 C29 C30 C35 -75.9(4) . . . . ?
C28 C29 C30 C31 106.0(4) . . . . ?
C35 C30 C31 C32 -0.8(5) . . . . ?
C29 C30 C31 C32 177.3(4) . . . . ?
C30 C31 C32 C33 0.3(6) . . . . ?
C31 C32 C33 C34 -0.2(6) . . . . ?
C32 C33 C34 C35 0.6(6) . . . . ?
C31 C30 C35 C34 1.2(4) . . . . ?
C29 C30 C35 C34 -176.9(3) . . . . ?
C31 C30 C35 N5 -177.0(3) . . . . ?
C29 C30 C35 N5 4.9(4) . . . . ?
C33 C34 C35 C30 -1.1(5) . . . . ?
C33 C34 C35 N5 177.0(3) . . . . ?
C36 N5 C35 C30 -163.0(3) . . . . ?
C36 N5 C35 C34 18.8(5) . . . . ?
C35 N5 C36 C37 60.3(5) . . . . ?
C35 N5 C36 C41 -127.0(4) . . . . ?
N5 C36 C37 C38 175.5(4) . . . . ?
C41 C36 C37 C38 2.3(6) . . . . ?
N5 C36 C37 Cl4 -1.2(5) . . . . ?
C41 C36 C37 Cl4 -174.3(3) . . . . ?
C36 C37 C38 C39 -1.5(7) . . . . ?
Cl4 C37 C38 C39 175.2(4) . . . . ?
C37 C38 C39 C40 -0.5(8) . . . . ?
C38 C39 C40 C41 1.3(8) . . . . ?
C39 C40 C41 C36 -0.3(7) . . . . ?
C39 C40 C41 Cl3 -179.8(4) . . . . ?
N5 C36 C41 C40 -174.6(4) . . . . ?
C37 C36 C41 C40 -1.5(6) . . . . ?
N5 C36 C41 Cl3 4.8(5) . . . . ?
C37 C36 C41 Cl3 178.0(3) . . . . ?
C12 C1 C2 C3 -0.2(6) . . . . ?
C1 C2 C3 C4 0.1(6) . . . . ?
C2 C3 C4 C5 0.4(6) . . . . ?
C6 N2 C5 C4 179.5(3) . . . . ?
C6 N2 C5 C12 0.0(5) . . . . ?
C3 C4 C5 N2 179.7(3) . . . . ?
C3 C4 C5 C12 -0.7(5) . . . . ?
C5 N2 C6 C7 -179.1(3) . . . . ?
C5 N2 C6 C11 1.5(4) . . . . ?
N2 C6 C7 C8 -178.0(3) . . . . ?
C11 C6 C7 C8 1.3(5) . . . . ?
C19 N3 C8 C7 7.2(5) . . . . ?
C19 N3 C8 C9 -176.8(3) . . . . ?
C6 C7 C8 N3 178.0(3) . . . . ?
C6 C7 C8 C9 2.1(5) . . . . ?
C25 N4 C9 C10 10.2(5) . . . . ?
C25 N4 C9 C8 -167.5(3) . . . . ?
N3 C8 C9 N4 -2.7(4) . . . . ?
C7 C8 C9 N4 173.5(3) . . . . ?
N3 C8 C9 C10 179.7(3) . . . . ?
C7 C8 C9 C10 -4.1(5) . . . . ?
N4 C9 C10 C11 -175.1(3) . . . . ?
C8 C9 C10 C11 2.6(5) . . . . ?
C9 C10 C11 N1 -179.4(3) . . . . ?
C9 C10 C11 C6 0.9(5) . . . . ?
C12 N1 C11 C10 -176.2(3) . . . . ?
C13 N1 C11 C10 6.6(5) . . . . ?
C12 N1 C11 C6 3.4(4) . . . . ?
C13 N1 C11 C6 -173.8(3) . . . . ?
N2 C6 C11 C10 176.4(3) . . . . ?
C7 C6 C11 C10 -3.0(5) . . . . ?
N2 C6 C11 N1 -3.2(4) . . . . ?
C7 C6 C11 N1 177.4(3) . . . . ?
C11 N1 C12 C1 178.1(3) . . . . ?
C13 N1 C12 C1 -4.7(5) . . . . ?
C11 N1 C12 C5 -2.1(4) . . . . ?
C13 N1 C12 C5 175.1(3) . . . . ?
C2 C1 C12 N1 179.7(3) . . . . ?
C2 C1 C12 C5 -0.1(5) . . . . ?
N2 C5 C12 N1 0.3(5) . . . . ?
C4 C5 C12 N1 -179.2(3) . . . . ?
N2 C5 C12 C1 -179.9(3) . . . . ?
C4 C5 C12 C1 0.6(5) . . . . ?
C11 N1 C13 C14 87.9(4) . . . . ?
C12 N1 C13 C14 -89.3(4) . . . . ?
C11 N1 C13 C18 -90.1(4) . . . . ?
C12 N1 C13 C18 92.7(4) . . . . ?
C18 C13 C14 C15 -0.4(6) . . . . ?
N1 C13 C14 C15 -178.4(3) . . . . ?
C13 C14 C15 C16 0.0(6) . . . . ?
C14 C15 C16 C17 0.0(7) . . . . ?
C14 C15 C16 Cl1 -177.9(3) . . . . ?
C15 C16 C17 C18 0.3(6) . . . . ?
Cl1 C16 C17 C18 178.2(3) . . . . ?
C14 C13 C18 C17 0.7(5) . . . . ?
N1 C13 C18 C17 178.7(3) . . . . ?
C16 C17 C18 C13 -0.7(5) . . . . ?
C8 N3 C19 C24 34.1(5) . . . . ?
C8 N3 C19 C20 -149.7(3) . . . . ?
C24 C19 C20 C21 0.7(5) . . . . ?
N3 C19 C20 C21 -175.7(3) . . . . ?
C19 C20 C21 C22 -1.8(6) . . . . ?
C20 C21 C22 C23 1.3(6) . . . . ?
C20 C21 C22 Cl2 -178.9(3) . . . . ?
C21 C22 C23 C24 0.5(6) . . . . ?
Cl2 C22 C23 C24 -179.4(3) . . . . ?
C20 C19 C24 C23 1.1(5) . . . . ?
N3 C19 C24 C23 177.2(3) . . . . ?
C22 C23 C24 C19 -1.6(5) . . . . ?
C9 N4 C25 C27 -85.3(5) . . . . ?
C9 N4 C25 C26 149.6(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.83(4) 1.98(4) 2.792(3) 168(4) .
N4 H4 O1 0.90(4) 2.00(4) 2.899(3) 171(4) .
N4 H4 O2 0.90(4) 2.58(4) 3.262(4) 133(3) .
N5 H5 O1 0.79(4) 2.13(4) 2.805(3) 145(4) .
O3A H3OA O2 0.82 2.07 2.710(6) 134.7 3_455
C18 H18 O3A 0.93 2.19 3.091(6) 164.2 .
C24 H24 O2 0.93 2.56 3.356(5) 143.3 5_666

_refine_diff_density_max         0.421
_refine_diff_density_min         -0.369
_refine_diff_density_rms         0.044


# start Validation Reply Form
_vrf_PLAT416_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.80 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms is
constrained by the geometry of the molecule.
;
_vrf_PLAT230_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Hirshfeld Test Diff for    C16      --C17      .        6.3 s.u.  
RESPONSE: Large thermal motion of the fragment.
;
_vrf_PLAT242_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16 is neighboring atom of a chlorine atom. C25 is neighboring
atom of a wobbling isopropyl group. C28 is the carbon atom of a 
carboxylate.
;
_vrf_PLAT260_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Large Average Ueq of Residue Including       O3A      0.123 Check 
RESPONSE: This residue corresponds to a disordered methanol molecule.
;
_vrf_PLAT334_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Small Aver. Benzene C-C Dist C13      -C18             1.37 Ang.  
RESPONSE: Large thermal motion of the fragment.
;
_vrf_PLAT340_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00537 Ang.  
RESPONSE: Limited resolution, Cu radiation was used for weakly diffracting
crystals, large thermal motion of the molecules, especially disordered 
methanol molecule. 
;
_vrf_PLAT906_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Large K Value in the Analysis of Variance ......      5.295 Check 
RESPONSE: Weakly diffracting crystal.
;
_vrf_PLAT911_lb0535_CFZ-DCF-MeOH 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.597         87 Report
RESPONSE:  These reflections are missing because of the instrument 
geometry limitations.
;
####################################################################### 
# 
# 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_lb0623_CFZ-DCF_in_PPP
_database_code_depnum_ccdc_archive 'CCDC 2032493'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
; 
pentakis(1-phenylpropan-1-one) bis(N-[(2E)-10-(4-chlorophenyl)
-3-[(4-chlorophenyl)amino]-2,10-dihydrophenazin-2-ylidene]
propan-2-aminium) bis(2-{2-[(2,6-dichlorophenyl)amino]phenyl}
acetate)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
2(C27 H23 Cl2 N4), 2(C14 H10 Cl2 N O2), 5(C9 H10 O)
;
_chemical_formula_sum            'C127 H116 Cl8 N10 O9'
_chemical_formula_weight         2209.89

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'
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'
Cl Cl 0.3639 0.7018 '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                   10.7319(4)
_cell_length_b                   13.6005(6)
_cell_length_c                   21.5496(9)
_cell_angle_alpha                73.502(4)
_cell_angle_beta                 77.404(4)
_cell_angle_gamma                73.540(4)
_cell_volume                     2859.7(2)
_cell_formula_units_Z            1
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    6947
_cell_measurement_theta_min      3.6160
_cell_measurement_theta_max      66.6340

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Metallic Dark Red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.283
_exptl_crystal_F_000             1156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.070
_exptl_absorpt_coefficient_mu    2.304
_shelx_estimated_absorpt_T_min   0.656
_shelx_estimated_absorpt_T_max   0.855
_exptl_absorpt_correction_T_min  0.859
_exptl_absorpt_correction_T_max  0.935
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.798
_oxdiff_exptl_absorpt_empirical_full_max 1.447
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            28672
_diffrn_reflns_av_unetI/netI     0.0430
_diffrn_reflns_av_R_equivalents  0.0508
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.163
_diffrn_reflns_theta_max         66.591
_diffrn_reflns_theta_full        66.591
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             10049
_reflns_number_gt                6767
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0746P)²+0.3561P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         10049
_refine_ls_number_parameters     937
_refine_ls_number_restraints     445
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0521
_refine_ls_wR_factor_ref         0.1602
_refine_ls_wR_factor_gt          0.1376
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.009
_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 0.95034(11) 0.89037(7) 0.32115(5) 0.1235(3) Uani 1 1 d . . . . .
Cl2 Cl 0.37325(10) -0.08427(7) 0.41732(5) 0.1141(3) Uani 1 1 d . . . . .
N1 N 0.72715(17) 0.52436(14) 0.46377(8) 0.0559(4) Uani 1 1 d . . . . .
N2 N 0.61523(18) 0.35329(15) 0.52753(9) 0.0601(4) Uani 1 1 d . . . . .
N3 N 0.5718(2) 0.30400(16) 0.32365(10) 0.0664(5) Uani 1 1 d . . . . .
H3 H 0.562(3) 0.337(2) 0.2824(15) 0.080 Uiso 1 1 d . U . . .
N4 N 0.6867(2) 0.47077(17) 0.25959(10) 0.0654(5) Uani 1 1 d . . . . .
H4 H 0.657(3) 0.439(2) 0.2386(14) 0.079 Uiso 1 1 d . U . . .
C1 C 0.7403(2) 0.5500(2) 0.56964(12) 0.0646(6) Uani 1 1 d . . . . .
H1 H 0.776940 0.607743 0.549815 0.077 Uiso 1 1 calc R U . . .
C2 C 0.7173(2) 0.5174(2) 0.63646(12) 0.0709(6) Uani 1 1 d . . . . .
H2 H 0.738308 0.553898 0.661725 0.085 Uiso 1 1 calc R U . . .
C3 C 0.6630(2) 0.4308(2) 0.66757(12) 0.0722(6) Uani 1 1 d . . . . .
H3A H 0.648412 0.409812 0.713021 0.087 Uiso 1 1 calc R U . . .
C4 C 0.6316(2) 0.3772(2) 0.63068(11) 0.0683(6) Uani 1 1 d . . . . .
H4A H 0.596000 0.319167 0.651355 0.082 Uiso 1 1 calc R U . . .
C5 C 0.6521(2) 0.40804(18) 0.56252(11) 0.0578(5) Uani 1 1 d . . . . .
C6 C 0.6349(2) 0.38299(17) 0.46309(10) 0.0538(5) Uani 1 1 d . . . . .
C7 C 0.5959(2) 0.32854(18) 0.42649(11) 0.0596(5) Uani 1 1 d . . . . .
H7 H 0.557800 0.272416 0.448957 0.072 Uiso 1 1 calc R U . . .
C8 C 0.6114(2) 0.35436(17) 0.35991(11) 0.0574(5) Uani 1 1 d . . . . .
C9 C 0.6722(2) 0.44310(17) 0.32411(10) 0.0560(5) Uani 1 1 d . . . . .
C10 C 0.7133(2) 0.49643(18) 0.36022(11) 0.0589(5) Uani 1 1 d . . . . .
H10 H 0.754300 0.551024 0.338082 0.071 Uiso 1 1 calc R U . . .
C11 C 0.69432(19) 0.46981(17) 0.42714(10) 0.0541(5) Uani 1 1 d . . . . .
C12 C 0.7079(2) 0.49525(18) 0.53132(11) 0.0568(5) Uani 1 1 d . . . . .
C13 C 0.7822(2) 0.61476(18) 0.42965(11) 0.0584(5) Uani 1 1 d . . . . .
C14 C 0.6988(2) 0.7096(2) 0.40649(13) 0.0703(6) Uani 1 1 d . . . . .
H14 H 0.608431 0.716429 0.413905 0.084 Uiso 1 1 calc R U . . .
C15 C 0.7513(3) 0.7944(2) 0.37211(14) 0.0789(7) Uani 1 1 d . . . . .
H15 H 0.696773 0.858794 0.354995 0.095 Uiso 1 1 calc R U . . .
C16 C 0.8845(3) 0.7832(2) 0.36335(13) 0.0778(7) Uani 1 1 d . . . . .
C17 C 0.9674(3) 0.6885(2) 0.38702(13) 0.0767(7) Uani 1 1 d . . . . .
H17 H 1.057512 0.682461 0.380716 0.092 Uiso 1 1 calc R U . . .
C18 C 0.9160(2) 0.6022(2) 0.42028(12) 0.0655(6) Uani 1 1 d . . . . .
H18 H 0.970784 0.537198 0.435971 0.079 Uiso 1 1 calc R U . . .
C19 C 0.5229(2) 0.21183(19) 0.34889(11) 0.0640(6) Uani 1 1 d . . . . .
C20 C 0.4155(3) 0.2072(2) 0.32526(13) 0.0723(6) Uani 1 1 d . . . . .
H20 H 0.374588 0.264992 0.295384 0.087 Uiso 1 1 calc R U . . .
C21 C 0.3687(3) 0.1159(2) 0.34626(15) 0.0821(8) Uani 1 1 d . . . . .
H21 H 0.296430 0.112296 0.330515 0.098 Uiso 1 1 calc R U . . .
C22 C 0.4299(3) 0.0312(2) 0.39042(14) 0.0805(7) Uani 1 1 d . . . . .
C23 C 0.5376(3) 0.0345(2) 0.41361(14) 0.0797(7) Uani 1 1 d . . . . .
H23 H 0.578524 -0.023550 0.443304 0.096 Uiso 1 1 calc R U . . .
C24 C 0.5843(3) 0.1246(2) 0.39242(13) 0.0734(6) Uani 1 1 d . . . . .
H24 H 0.657993 0.127004 0.407533 0.088 Uiso 1 1 calc R U . . .
C25 C 0.7401(3) 0.5606(2) 0.21778(12) 0.0729(7) Uani 1 1 d . . . . .
H25 H 0.819844 0.559372 0.233426 0.088 Uiso 1 1 calc R U . . .
C26 C 0.7771(4) 0.5477(3) 0.14866(14) 0.1039(11) Uani 1 1 d . . . . .
H26A H 0.817518 0.603223 0.121850 0.156 Uiso 1 1 calc R U . . .
H26B H 0.699639 0.550811 0.132049 0.156 Uiso 1 1 calc R U . . .
H26C H 0.837712 0.480664 0.147929 0.156 Uiso 1 1 calc R U . . .
C27 C 0.6425(3) 0.6642(3) 0.22230(17) 0.1016(10) Uani 1 1 d . . . . .
H27A H 0.679446 0.721544 0.195244 0.152 Uiso 1 1 calc R U . . .
H27B H 0.622988 0.670235 0.266892 0.152 Uiso 1 1 calc R U . . .
H27C H 0.563266 0.666467 0.207622 0.152 Uiso 1 1 calc R U . . .
Cl3 Cl 0.06986(10) 0.63389(8) 0.23540(4) 0.1106(3) Uani 1 1 d . . . . .
Cl4 Cl 0.16579(9) 0.69954(9) -0.02878(4) 0.1148(3) Uani 1 1 d . . . . .
O1 O 0.5772(2) 0.37877(16) 0.19014(9) 0.0849(5) Uani 1 1 d . . . . .
O2 O 0.3718(3) 0.4649(2) 0.20435(11) 0.1224(9) Uani 1 1 d . . . . .
N5 N 0.2109(2) 0.5812(2) 0.11010(12) 0.0806(6) Uani 1 1 d . . . . .
H5 H 0.252(3) 0.560(3) 0.1481(16) 0.097 Uiso 1 1 d . U . . .
C28 C 0.4734(3) 0.4312(2) 0.16892(13) 0.0754(7) Uani 1 1 d . . . . .
C29 C 0.4730(3) 0.4554(3) 0.09569(12) 0.0811(7) Uani 1 1 d . . . . .
H29A H 0.470352 0.529807 0.077523 0.097 Uiso 1 1 calc R U . . .
H29B H 0.554866 0.415741 0.076109 0.097 Uiso 1 1 calc R U . . .
C30 C 0.3606(3) 0.4306(2) 0.07617(11) 0.0719(6) Uani 1 1 d . . . . .
C31 C 0.3829(4) 0.3443(3) 0.04993(14) 0.0931(9) Uani 1 1 d . . . . .
H31 H 0.467140 0.301091 0.045400 0.112 Uiso 1 1 calc R U . . .
C32 C 0.2822(5) 0.3208(3) 0.03027(16) 0.1073(11) Uani 1 1 d . . . . .
H32 H 0.298926 0.261978 0.013159 0.129 Uiso 1 1 calc R U . . .
C33 C 0.1589(4) 0.3841(3) 0.03607(16) 0.1013(10) Uani 1 1 d . . . . .
H33 H 0.091380 0.368764 0.022559 0.122 Uiso 1 1 calc R U . . .
C34 C 0.1337(3) 0.4706(3) 0.06187(14) 0.0849(8) Uani 1 1 d . . . . .
H34 H 0.049137 0.513346 0.065907 0.102 Uiso 1 1 calc R U . . .
C35 C 0.2341(3) 0.4945(2) 0.08195(11) 0.0703(6) Uani 1 1 d . . . . .
C36 C 0.1058(3) 0.6679(2) 0.10361(14) 0.0778(7) Uani 1 1 d . . . . .
C37 C 0.0330(3) 0.7040(3) 0.15866(17) 0.0879(8) Uani 1 1 d . . . . .
C38 C -0.0652(4) 0.7938(3) 0.1544(2) 0.1125(11) Uani 1 1 d . . . . .
H38 H -0.109605 0.816246 0.191896 0.135 Uiso 1 1 calc R U . . .
C39 C -0.0974(4) 0.8499(4) 0.0948(3) 0.1276(14) Uani 1 1 d . . . . .
H39 H -0.166098 0.910010 0.091933 0.153 Uiso 1 1 calc R U . . .
C40 C -0.0301(4) 0.8195(3) 0.0381(2) 0.1193(13) Uani 1 1 d . . . . .
H40 H -0.053104 0.858355 -0.002511 0.143 Uiso 1 1 calc R U . . .
C41 C 0.0726(3) 0.7296(3) 0.04317(16) 0.0923(9) Uani 1 1 d . . . . .
O3 O 0.6254(19) 0.9399(11) 0.2434(9) 0.181(6) Uani 0.71(4) 1 d D U P A 1
C42 C 0.7270(16) 1.1152(12) 0.1955(8) 0.142(4) Uani 0.71(4) 1 d D U P A 1
H42A H 0.723462 1.095367 0.242189 0.213 Uiso 0.71(4) 1 calc R U P A 1
H42B H 0.742323 1.184797 0.178895 0.213 Uiso 0.71(4) 1 calc R U P A 1
H42C H 0.797143 1.066039 0.176233 0.213 Uiso 0.71(4) 1 calc R U P A 1
C43 C 0.5967(17) 1.1141(10) 0.1783(8) 0.133(4) Uani 0.71(4) 1 d D U P A 1
H43A H 0.528384 1.170630 0.192608 0.159 Uiso 0.71(4) 1 calc R U P A 1
H43B H 0.603910 1.127881 0.131074 0.159 Uiso 0.71(4) 1 calc R U P A 1
C44 C 0.5568(16) 1.0109(9) 0.2090(9) 0.124(3) Uani 0.71(4) 1 d D U P A 1
C45 C 0.4273(16) 1.0016(11) 0.2010(9) 0.123(3) Uani 0.71(4) 1 d D U P A 1
C46 C 0.3488(15) 1.0756(11) 0.1574(7) 0.135(3) Uani 0.71(4) 1 d D U P A 1
H46 H 0.374114 1.137435 0.133854 0.162 Uiso 0.71(4) 1 calc R U P A 1
C47 C 0.2343(13) 1.0584(11) 0.1488(8) 0.153(4) Uani 0.71(4) 1 d D U P A 1
H47 H 0.183349 1.108546 0.119187 0.183 Uiso 0.71(4) 1 calc R U P A 1
C48 C 0.1939(14) 0.9683(13) 0.1831(8) 0.164(4) Uani 0.71(4) 1 d D U P A 1
H48 H 0.116745 0.956800 0.176742 0.197 Uiso 0.71(4) 1 calc R U P A 1
C49 C 0.2694(17) 0.8959(13) 0.2268(10) 0.169(5) Uani 0.71(4) 1 d D U P A 1
H49 H 0.242612 0.834998 0.251052 0.203 Uiso 0.71(4) 1 calc R U P A 1
C50 C 0.384(2) 0.9122(17) 0.2352(16) 0.148(4) Uani 0.71(4) 1 d D U P A 1
H50 H 0.433630 0.861379 0.264970 0.177 Uiso 0.71(4) 1 calc R U P A 1
O3A O 0.662(3) 0.9285(17) 0.2295(16) 0.132(7) Uani 0.29(4) 1 d D U P A 2
C42A C 0.784(5) 1.096(4) 0.183(3) 0.175(13) Uani 0.29(4) 1 d D U P A 2
H42D H 0.794876 1.069550 0.228183 0.263 Uiso 0.29(4) 1 calc R U P A 2
H42E H 0.808574 1.162103 0.166124 0.263 Uiso 0.29(4) 1 calc R U P A 2
H42F H 0.839489 1.045969 0.158537 0.263 Uiso 0.29(4) 1 calc R U P A 2
C43A C 0.641(5) 1.111(2) 0.176(2) 0.136(9) Uani 0.29(4) 1 d D U P A 2
H43C H 0.587070 1.167427 0.195897 0.163 Uiso 0.29(4) 1 calc R U P A 2
H43D H 0.632491 1.131164 0.129984 0.163 Uiso 0.29(4) 1 calc R U P A 2
C44A C 0.591(4) 1.012(2) 0.208(2) 0.138(9) Uani 0.29(4) 1 d D U P A 2
C45A C 0.456(3) 1.007(3) 0.206(2) 0.143(11) Uani 0.29(4) 1 d D U P A 2
C46A C 0.371(3) 1.090(3) 0.170(2) 0.162(13) Uani 0.29(4) 1 d D U P A 2
H46A H 0.399317 1.150147 0.146439 0.195 Uiso 0.29(4) 1 calc R U P A 2
C47A C 0.246(3) 1.083(3) 0.170(2) 0.180(15) Uani 0.29(4) 1 d D U P A 2
H47A H 0.191093 1.138080 0.145194 0.216 Uiso 0.29(4) 1 calc R U P A 2
C48A C 0.202(3) 0.996(4) 0.207(2) 0.190(15) Uani 0.29(4) 1 d D U P A 2
H48A H 0.117077 0.992367 0.207400 0.228 Uiso 0.29(4) 1 calc R U P A 2
C49A C 0.284(3) 0.916(3) 0.244(2) 0.171(14) Uani 0.29(4) 1 d D U P A 2
H49A H 0.252997 0.857677 0.270301 0.205 Uiso 0.29(4) 1 calc R U P A 2
C50A C 0.410(5) 0.920(4) 0.243(4) 0.149(13) Uani 0.29(4) 1 d D U P A 2
H50A H 0.465781 0.863183 0.266958 0.178 Uiso 0.29(4) 1 calc R U P A 2
O4 O 0.9812(8) 0.3474(5) 0.4489(4) 0.121(2) Uani 0.697(12) 1 d D U P B 1
C51 C 1.0929(9) 0.1072(5) 0.4998(4) 0.138(3) Uani 0.697(12) 1 d D U P B 1
H51A H 1.131311 0.070204 0.465728 0.207 Uiso 0.697(12) 1 calc R U P B 1
H51B H 1.083613 0.057153 0.541113 0.207 Uiso 0.697(12) 1 calc R U P B 1
H51C H 1.148707 0.150405 0.501147 0.207 Uiso 0.697(12) 1 calc R U P B 1
C52 C 0.9720(14) 0.1696(9) 0.4875(6) 0.149(4) Uani 0.697(12) 1 d D U P B 1
H52A H 0.923212 0.188568 0.527601 0.179 Uiso 0.697(12) 1 calc R U P B 1
H52B H 0.924661 0.128759 0.475101 0.179 Uiso 0.697(12) 1 calc R U P B 1
C53 C 0.9754(10) 0.2709(7) 0.4337(4) 0.096(2) Uani 0.697(12) 1 d D U P B 1
C54 C 0.9924(14) 0.2701(9) 0.3629(4) 0.086(2) Uani 0.697(12) 1 d D U P B 1
C55 C 1.0404(12) 0.3481(8) 0.3156(4) 0.096(2) Uani 0.697(12) 1 d D U P B 1
H55 H 1.056489 0.402702 0.328275 0.115 Uiso 0.697(12) 1 calc R U P B 1
C56 C 1.0649(16) 0.3482(11) 0.2513(5) 0.128(3) Uani 0.697(12) 1 d D U P B 1
H56 H 1.097293 0.402426 0.220930 0.153 Uiso 0.697(12) 1 calc R U P B 1
C57 C 1.0427(13) 0.2694(9) 0.2305(5) 0.148(4) Uani 0.697(12) 1 d D U P B 1
H57 H 1.058894 0.269759 0.186291 0.177 Uiso 0.697(12) 1 calc R U P B 1
C58 C 0.9955(13) 0.1888(8) 0.2768(5) 0.156(4) Uani 0.697(12) 1 d D U P B 1
H58 H 0.978377 0.135191 0.263476 0.188 Uiso 0.697(12) 1 calc R U P B 1
C59 C 0.9742(14) 0.1880(11) 0.3411(4) 0.119(4) Uani 0.697(12) 1 d D U P B 1
H59 H 0.946878 0.131599 0.371703 0.143 Uiso 0.697(12) 1 calc R U P B 1
O4A O 1.045(2) 0.3303(18) 0.4257(11) 0.166(7) Uani 0.303(12) 1 d D U P B 2
C51A C 0.962(3) 0.143(2) 0.5351(11) 0.181(12) Uani 0.303(12) 1 d D U P B 2
H51D H 0.908150 0.092586 0.554898 0.272 Uiso 0.303(12) 1 calc R U P B 2
H51E H 0.941943 0.194428 0.560274 0.272 Uiso 0.303(12) 1 calc R U P B 2
H51F H 1.052687 0.106426 0.533761 0.272 Uiso 0.303(12) 1 calc R U P B 2
C52A C 0.9368(19) 0.189(2) 0.4750(11) 0.137(7) Uani 0.303(12) 1 d D U P B 2
H52C H 0.848071 0.232744 0.480503 0.164 Uiso 0.303(12) 1 calc R U P B 2
H52D H 0.931165 0.133140 0.457097 0.164 Uiso 0.303(12) 1 calc R U P B 2
C53A C 1.011(3) 0.257(2) 0.4194(10) 0.121(7) Uani 0.303(12) 1 d D U P B 2
C54A C 1.013(4) 0.253(2) 0.3503(9) 0.095(6) Uani 0.303(12) 1 d D U P B 2
C55A C 1.057(4) 0.326(2) 0.2980(11) 0.121(8) Uani 0.303(12) 1 d D U P B 2
H55A H 1.102906 0.369842 0.305255 0.145 Uiso 0.303(12) 1 calc R U P B 2
C56A C 1.036(5) 0.338(3) 0.2365(13) 0.157(9) Uani 0.303(12) 1 d D U P B 2
H56A H 1.064352 0.390211 0.202419 0.189 Uiso 0.303(12) 1 calc R U P B 2
C57A C 0.974(3) 0.271(2) 0.2247(13) 0.162(8) Uani 0.303(12) 1 d D U P B 2
H57A H 0.963179 0.276187 0.182174 0.195 Uiso 0.303(12) 1 calc R U P B 2
C58A C 0.926(2) 0.198(2) 0.2761(14) 0.158(7) Uani 0.303(12) 1 d D U P B 2
H58A H 0.888359 0.149735 0.268108 0.189 Uiso 0.303(12) 1 calc R U P B 2
C59A C 0.936(3) 0.195(3) 0.3377(13) 0.130(7) Uani 0.303(12) 1 d D U P B 2
H59A H 0.890439 0.153957 0.372562 0.156 Uiso 0.303(12) 1 calc R U P B 2
O5 O 0.6632(15) 1.0492(9) 0.0169(8) 0.175(6) Uani 0.5 1 d . . P C -1
C60 C 0.6489(14) 1.2163(10) -0.0905(7) 0.158(4) Uani 0.5 1 d . U P C -1
H60A H 0.631251 1.266856 -0.130810 0.237 Uiso 0.5 1 calc R U P C -1
H60B H 0.737978 1.175685 -0.095863 0.237 Uiso 0.5 1 calc R U P C -1
H60C H 0.636098 1.252499 -0.056508 0.237 Uiso 0.5 1 calc R U P C -1
C61 C 0.555(2) 1.1424(13) -0.0719(12) 0.118(5) Uani 0.5 1 d . U P C -1
H61A H 0.465574 1.184242 -0.065409 0.141 Uiso 0.5 1 calc R U P C -1
H61B H 0.563180 1.111394 -0.108410 0.141 Uiso 0.5 1 calc R U P C -1
C62 C 0.5766(8) 1.0558(9) -0.0123(5) 0.104(2) Uani 0.5 1 d . U P C -1
C63 C 0.4924(18) 0.9795(11) 0.0088(8) 0.090(2) Uani 0.5 1 d . U P C -1
C64 C 0.5261(9) 0.8921(7) 0.0603(4) 0.113(2) Uani 0.5 1 d . U P C -1
H64 H 0.597241 0.884173 0.080894 0.135 Uiso 0.5 1 calc R U P C -1
C65 C 0.452(3) 0.8180(14) 0.0800(11) 0.120(5) Uani 0.5 1 d . U P C -1
H65 H 0.472951 0.760022 0.114515 0.144 Uiso 0.5 1 calc R U P C -1
C66 C 0.3477(10) 0.8276(9) 0.0502(5) 0.114(3) Uani 0.5 1 d . U P C -1
H66 H 0.295287 0.779206 0.065791 0.137 Uiso 0.5 1 calc R U P C -1
C67 C 0.3216(18) 0.9093(11) -0.0028(8) 0.115(3) Uani 0.5 1 d . U P C -1
H67 H 0.257190 0.912698 -0.026585 0.138 Uiso 0.5 1 calc R U P C -1
C68 C 0.3903(11) 0.9862(9) -0.0210(5) 0.105(3) Uani 0.5 1 d . U P C -1
H68 H 0.366240 1.044696 -0.054676 0.126 Uiso 0.5 1 calc R U P C -1


_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 C16 1.733(2) . ?
Cl2 C22 1.744(3) . ?
N1 C11 1.378(3) . ?
N1 C12 1.381(3) . ?
N1 C13 1.452(3) . ?
N2 C6 1.318(3) . ?
N2 C5 1.377(3) . ?
N3 C8 1.369(3) . ?
N3 C19 1.416(3) . ?
N4 C9 1.319(3) . ?
N4 C25 1.477(3) . ?
C1 C2 1.370(3) . ?
C1 C12 1.407(3) . ?
C2 C3 1.394(4) . ?
C3 C4 1.365(4) . ?
C4 C5 1.394(3) . ?
C5 C12 1.411(3) . ?
C6 C7 1.413(3) . ?
C6 C11 1.447(3) . ?
C7 C8 1.361(3) . ?
C8 C9 1.475(3) . ?
C9 C10 1.406(3) . ?
C10 C11 1.367(3) . ?
C13 C18 1.374(3) . ?
C13 C14 1.374(3) . ?
C14 C15 1.378(4) . ?
C15 C16 1.370(4) . ?
C16 C17 1.373(4) . ?
C17 C18 1.382(3) . ?
C19 C20 1.381(3) . ?
C19 C24 1.384(4) . ?
C20 C21 1.391(4) . ?
C21 C22 1.373(4) . ?
C22 C23 1.372(4) . ?
C23 C24 1.376(4) . ?
C25 C26 1.503(4) . ?
C25 C27 1.512(4) . ?
Cl3 C37 1.725(4) . ?
Cl4 C41 1.739(4) . ?
O1 C28 1.242(3) . ?
O2 C28 1.239(4) . ?
N5 C36 1.379(4) . ?
N5 C35 1.413(4) . ?
C28 C29 1.519(4) . ?
C29 C30 1.509(4) . ?
C30 C31 1.384(4) . ?
C30 C35 1.390(4) . ?
C31 C32 1.386(5) . ?
C32 C33 1.361(5) . ?
C33 C34 1.376(5) . ?
C34 C35 1.391(4) . ?
C36 C41 1.393(4) . ?
C36 C37 1.403(4) . ?
C37 C38 1.364(5) . ?
C38 C39 1.356(6) . ?
C39 C40 1.385(6) . ?
C40 C41 1.391(6) . ?
O3 C44 1.206(10) . ?
C42 C43 1.528(11) . ?
C43 C44 1.510(10) . ?
C44 C45 1.480(10) . ?
C45 C50 1.382(9) . ?
C45 C46 1.390(9) . ?
C46 C47 1.375(11) . ?
C47 C48 1.371(11) . ?
C48 C49 1.367(11) . ?
C49 C50 1.362(13) . ?
O3A C44A 1.201(17) . ?
C42A C43A 1.526(18) . ?
C43A C44A 1.517(16) . ?
C44A C45A 1.480(16) . ?
C45A C50A 1.381(16) . ?
C45A C46A 1.383(15) . ?
C46A C47A 1.369(18) . ?
C47A C48A 1.367(17) . ?
C48A C49A 1.364(17) . ?
C49A C50A 1.368(18) . ?
O4 C53 1.196(7) . ?
C51 C52 1.368(13) . ?
C52 C53 1.532(10) . ?
C53 C54 1.500(9) . ?
C54 C55 1.377(8) . ?
C54 C59 1.402(10) . ?
C55 C56 1.351(11) . ?
C56 C57 1.368(12) . ?
C57 C58 1.387(11) . ?
C58 C59 1.353(10) . ?
O4A C53A 1.203(15) . ?
C51A C52A 1.32(2) . ?
C52A C53A 1.514(16) . ?
C53A C54A 1.502(15) . ?
C54A C55A 1.374(15) . ?
C54A C59A 1.406(17) . ?
C55A C56A 1.350(19) . ?
C56A C57A 1.371(19) . ?
C57A C58A 1.381(18) . ?
C58A C59A 1.342(17) . ?
O5 C62 1.200(15) . ?
C60 C61 1.535(18) . ?
C61 C62 1.49(2) . ?
C62 C63 1.478(16) . ?
C63 C68 1.36(2) . ?
C63 C64 1.400(15) . ?
C64 C65 1.38(2) . ?
C65 C66 1.36(2) . ?
C66 C67 1.364(17) . ?
C67 C68 1.366(18) . ?

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
C11 N1 C12 121.48(17) . . ?
C11 N1 C13 118.41(17) . . ?
C12 N1 C13 120.10(17) . . ?
C6 N2 C5 118.47(17) . . ?
C8 N3 C19 125.3(2) . . ?
C9 N4 C25 125.6(2) . . ?
C2 C1 C12 119.3(2) . . ?
C1 C2 C3 121.7(2) . . ?
C4 C3 C2 119.4(2) . . ?
C3 C4 C5 121.1(2) . . ?
N2 C5 C4 118.87(19) . . ?
N2 C5 C12 121.83(19) . . ?
C4 C5 C12 119.3(2) . . ?
N2 C6 C7 119.16(18) . . ?
N2 C6 C11 123.31(19) . . ?
C7 C6 C11 117.53(19) . . ?
C8 C7 C6 123.10(19) . . ?
C7 C8 N3 123.96(19) . . ?
C7 C8 C9 118.60(19) . . ?
N3 C8 C9 117.43(19) . . ?
N4 C9 C10 121.57(19) . . ?
N4 C9 C8 119.86(19) . . ?
C10 C9 C8 118.56(19) . . ?
C11 C10 C9 121.47(19) . . ?
C10 C11 N1 122.68(18) . . ?
C10 C11 C6 120.70(19) . . ?
N1 C11 C6 116.61(18) . . ?
N1 C12 C1 122.42(19) . . ?
N1 C12 C5 118.25(19) . . ?
C1 C12 C5 119.3(2) . . ?
C18 C13 C14 122.1(2) . . ?
C18 C13 N1 119.0(2) . . ?
C14 C13 N1 118.90(19) . . ?
C13 C14 C15 118.9(2) . . ?
C16 C15 C14 119.4(3) . . ?
C15 C16 C17 121.5(2) . . ?
C15 C16 Cl1 119.5(2) . . ?
C17 C16 Cl1 119.1(2) . . ?
C16 C17 C18 119.6(2) . . ?
C13 C18 C17 118.5(2) . . ?
C20 C19 C24 119.5(2) . . ?
C20 C19 N3 118.0(2) . . ?
C24 C19 N3 122.3(2) . . ?
C19 C20 C21 119.8(3) . . ?
C22 C21 C20 119.5(3) . . ?
C23 C22 C21 121.2(2) . . ?
C23 C22 Cl2 118.5(2) . . ?
C21 C22 Cl2 120.4(2) . . ?
C22 C23 C24 119.2(3) . . ?
C23 C24 C19 120.7(2) . . ?
N4 C25 C26 109.1(2) . . ?
N4 C25 C27 110.7(2) . . ?
C26 C25 C27 112.0(3) . . ?
C36 N5 C35 125.9(2) . . ?
O2 C28 O1 123.3(3) . . ?
O2 C28 C29 118.9(3) . . ?
O1 C28 C29 117.7(3) . . ?
C30 C29 C28 115.2(2) . . ?
C31 C30 C35 118.3(3) . . ?
C31 C30 C29 120.1(3) . . ?
C35 C30 C29 121.6(3) . . ?
C30 C31 C32 121.4(3) . . ?
C33 C32 C31 119.8(3) . . ?
C32 C33 C34 120.2(3) . . ?
C33 C34 C35 120.3(3) . . ?
C30 C35 C34 120.0(3) . . ?
C30 C35 N5 118.2(2) . . ?
C34 C35 N5 121.7(3) . . ?
N5 C36 C41 123.1(3) . . ?
N5 C36 C37 120.6(3) . . ?
C41 C36 C37 116.1(3) . . ?
C38 C37 C36 122.8(3) . . ?
C38 C37 Cl3 117.9(3) . . ?
C36 C37 Cl3 119.2(2) . . ?
C39 C38 C37 119.3(4) . . ?
C38 C39 C40 121.3(4) . . ?
C39 C40 C41 118.7(4) . . ?
C40 C41 C36 121.7(4) . . ?
C40 C41 Cl4 118.0(3) . . ?
C36 C41 Cl4 120.2(3) . . ?
C44 C43 C42 113.2(9) . . ?
O3 C44 C45 120.5(9) . . ?
O3 C44 C43 120.1(11) . . ?
C45 C44 C43 119.1(8) . . ?
C50 C45 C46 116.9(9) . . ?
C50 C45 C44 119.4(8) . . ?
C46 C45 C44 123.6(8) . . ?
C47 C46 C45 120.7(8) . . ?
C48 C47 C46 121.1(9) . . ?
C49 C48 C47 118.7(10) . . ?
C50 C49 C48 120.5(10) . . ?
C49 C50 C45 122.1(10) . . ?
C44A C43A C42A 112.6(18) . . ?
O3A C44A C45A 115.2(19) . . ?
O3A C44A C43A 122.2(19) . . ?
C45A C44A C43A 121.9(16) . . ?
C50A C45A C46A 118.5(17) . . ?
C50A C45A C44A 119.3(16) . . ?
C46A C45A C44A 122.1(17) . . ?
C47A C46A C45A 120.4(16) . . ?
C48A C47A C46A 120.5(17) . . ?
C49A C48A C47A 119.6(18) . . ?
C48A C49A C50A 120.6(18) . . ?
C49A C50A C45A 120.4(18) . . ?
C51 C52 C53 114.7(10) . . ?
O4 C53 C54 120.3(6) . . ?
O4 C53 C52 118.1(8) . . ?
C54 C53 C52 120.9(8) . . ?
C55 C54 C59 116.3(7) . . ?
C55 C54 C53 119.7(6) . . ?
C59 C54 C53 123.7(7) . . ?
C56 C55 C54 122.4(7) . . ?
C55 C56 C57 120.7(7) . . ?
C56 C57 C58 118.7(8) . . ?
C59 C58 C57 120.2(8) . . ?
C58 C59 C54 121.6(7) . . ?
C51A C52A C53A 130(2) . . ?
O4A C53A C54A 116.0(16) . . ?
O4A C53A C52A 123.1(19) . . ?
C54A C53A C52A 119.1(16) . . ?
C55A C54A C59A 116.7(17) . . ?
C55A C54A C53A 121.1(15) . . ?
C59A C54A C53A 119.8(17) . . ?
C56A C55A C54A 122.3(18) . . ?
C55A C56A C57A 119.4(18) . . ?
C56A C57A C58A 119.9(18) . . ?
C59A C58A C57A 119.8(18) . . ?
C58A C59A C54A 120.8(17) . . ?
C62 C61 C60 115.2(15) . . ?
O5 C62 C63 122.0(13) . . ?
O5 C62 C61 118.9(12) . . ?
C63 C62 C61 119.1(12) . . ?
C68 C63 C64 118.6(10) . . ?
C68 C63 C62 124.1(9) . . ?
C64 C63 C62 117.2(13) . . ?
C65 C64 C63 118.7(12) . . ?
C66 C65 C64 121.6(13) . . ?
C65 C66 C67 119.1(13) . . ?
C66 C67 C68 119.9(13) . . ?
C63 C68 C67 121.9(11) . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.89(3) 1.89(3) 2.760(3) 165(3) .
N4 H4 O1 0.86(3) 1.94(3) 2.802(3) 175(3) .
N5 H5 O2 0.95(3) 1.91(4) 2.787(3) 153(3) .
C15 H15 O3 0.93 2.53 3.230(12) 132.3 .
C18 H18 O4 0.93 2.49 3.238(6) 137.7 .
C1 H1 O4A 0.93 2.50 3.21(2) 133.1 2_766
C38 H38 O3A 0.93 2.59 3.33(3) 137.5 1_455

_refine_diff_density_max         0.323
_refine_diff_density_min         -0.289
_refine_diff_density_rms         0.035


# start Validation Reply Form
_vrf_PLAT416_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.87 Ang.  
RESPONSE: Such geometry of these hydrogen atoms is constrained by the 
geometry of the molecule.
;
_vrf_PLAT242_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C25 Check   
RESPONSE: C25 is neighbor atom of an isopropyl group. C28 is the carbon 
atom of a carboxylate.
;
_vrf_PLAT250_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        3.1 Note  
RESPONSE: Structure contains disordered planar molecules of propiophenone and
ellipsoids are elongated in the plane parallel to the one of these molecules.
;
_vrf_PLAT260_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Large Average Ueq of Residue Including        O3      0.147 Check 
RESPONSE: O3, O4, O5, O3A and O4A belong to wobbling and
disordered propiophenone molecules.
;
_vrf_PLAT331_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Small Aver Phenyl C-C Dist C54      --C59      .       1.37 Ang.  
RESPONSE: These carbon atoms belong to a disordered propiophenone molecule.
;
_vrf_PLAT340_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00432 Ang.  
RESPONSE: The structure contains 2.5 molecules of disordered propiophenone.
;
_vrf_PLAT911_lb0623_CFZ-DCF_in_PPP 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.595         45 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
####################################################################### 
# 
# 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_lb0612_CFZ-DCF_in_EtOH_LT
_database_code_depnum_ccdc_archive 'CCDC 2032490'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]
-2,10-dihydrophenazin-2-ylidene]propan-2-aminium ethanol 
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            
;
Clofaziminium (1+) diclofenac (1-) ethanol solvate
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4, C14 H10 Cl2 N O2, 
C2 H6 O
;
_chemical_formula_sum            'C43 H39 Cl4 N5 O3'
_chemical_formula_weight         815.59

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'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.5325(5)
_cell_length_b                   13.1139(3)
_cell_length_c                   13.1773(4)
_cell_angle_alpha                82.032(2)
_cell_angle_beta                 71.833(3)
_cell_angle_gamma                74.538(3)
_cell_volume                     1979.61(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13216
_cell_measurement_theta_min      3.4940
_cell_measurement_theta_max      67.1000

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.368
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.520
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.170
_exptl_absorpt_coefficient_mu    3.094
_shelx_estimated_absorpt_T_min   0.296
_shelx_estimated_absorpt_T_max   0.621
_exptl_absorpt_correction_T_min  0.395
_exptl_absorpt_correction_T_max  0.706
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.769
_oxdiff_exptl_absorpt_empirical_full_max 1.484
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3712
_diffrn_reflns_number            21176
_diffrn_reflns_av_unetI/netI     0.0370
_diffrn_reflns_av_R_equivalents  0.0457
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.503
_diffrn_reflns_theta_max         67.211
_diffrn_reflns_theta_full        67.211
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             6977
_reflns_number_gt                6386
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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)+(0.1257P)²+0.1958P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6977
_refine_ls_number_parameters     511
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0596
_refine_ls_R_factor_gt           0.0569
_refine_ls_wR_factor_ref         0.1655
_refine_ls_wR_factor_gt          0.1599
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_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 0.72262(5) -0.15385(4) -0.07656(4) 0.04468(18) Uani 1 1 d . . . . .
Cl2 Cl -0.10897(4) 0.65529(4) 0.74044(4) 0.03814(17) Uani 1 1 d . . . . .
N1 N 0.45541(14) -0.05115(12) 0.36944(13) 0.0307(4) Uani 1 1 d . . . . .
N2 N 0.29618(15) 0.01222(12) 0.56512(14) 0.0321(4) Uani 1 1 d . . . . .
N3 N 0.27644(15) 0.37674(13) 0.44151(14) 0.0309(4) Uani 1 1 d . . . . .
H3 H 0.319(2) 0.413(2) 0.405(2) 0.037 Uiso 1 1 d . U . . .
N4 N 0.39274(14) 0.31384(13) 0.23999(13) 0.0301(3) Uani 1 1 d . . . . .
H4 H 0.352(2) 0.379(2) 0.253(2) 0.036 Uiso 1 1 d . U . . .
C1 C 0.47959(18) -0.23624(15) 0.43853(17) 0.0334(4) Uani 1 1 d . . . . .
H1 H 0.536940 -0.259268 0.374160 0.040 Uiso 1 1 calc R U . . .
C2 C 0.44526(19) -0.30878(15) 0.52072(18) 0.0355(4) Uani 1 1 d . . . . .
H2 H 0.479752 -0.382162 0.512523 0.043 Uiso 1 1 calc R U . . .
C3 C 0.36046(19) -0.27619(16) 0.61603(18) 0.0372(5) Uani 1 1 d . . . . .
H3A H 0.335966 -0.327456 0.670663 0.045 Uiso 1 1 calc R U . . .
C4 C 0.31258(19) -0.16976(16) 0.63054(17) 0.0358(4) Uani 1 1 d . . . . .
H4A H 0.256644 -0.147811 0.695997 0.043 Uiso 1 1 calc R U . . .
C5 C 0.34643(18) -0.09292(15) 0.54823(17) 0.0323(4) Uani 1 1 d . . . . .
C6 C 0.32613(17) 0.08376(15) 0.48663(16) 0.0307(4) Uani 1 1 d . . . . .
C7 C 0.27871(17) 0.19337(15) 0.50452(16) 0.0312(4) Uani 1 1 d . . . . .
H7 H 0.225241 0.213470 0.571684 0.037 Uiso 1 1 calc R U . . .
C8 C 0.30826(17) 0.27076(15) 0.42720(16) 0.0306(4) Uani 1 1 d . . . . .
C9 C 0.38152(16) 0.23989(15) 0.31939(16) 0.0301(4) Uani 1 1 d . . . . .
C10 C 0.43557(17) 0.13169(15) 0.30332(16) 0.0314(4) Uani 1 1 d . . . . .
H10 H 0.490872 0.111629 0.236974 0.038 Uiso 1 1 calc R U . . .
C11 C 0.40847(17) 0.05494(15) 0.38351(16) 0.0303(4) Uani 1 1 d . . . . .
C12 C 0.42836(17) -0.12762(15) 0.45150(16) 0.0312(4) Uani 1 1 d . . . . .
C13 C 0.52283(17) -0.08205(14) 0.26280(16) 0.0315(4) Uani 1 1 d . . . . .
C14 C 0.64278(18) -0.09886(15) 0.23165(17) 0.0334(4) Uani 1 1 d . . . . .
H14 H 0.681811 -0.093622 0.281321 0.040 Uiso 1 1 calc R U . . .
C15 C 0.70436(19) -0.12330(15) 0.12727(17) 0.0359(4) Uani 1 1 d . . . . .
H15 H 0.786285 -0.135999 0.104706 0.043 Uiso 1 1 calc R U . . .
C16 C 0.64502(18) -0.12902(15) 0.05617(17) 0.0354(4) Uani 1 1 d . . . . .
C17 C 0.52562(19) -0.11340(16) 0.08689(17) 0.0358(4) Uani 1 1 d . . . . .
H17 H 0.486780 -0.118352 0.036961 0.043 Uiso 1 1 calc R U . . .
C18 C 0.46399(18) -0.09041(15) 0.19192(17) 0.0332(4) Uani 1 1 d . . . . .
H18 H 0.382340 -0.080498 0.215082 0.040 Uiso 1 1 calc R U . . .
C19 C 0.18609(17) 0.43399(15) 0.52061(16) 0.0305(4) Uani 1 1 d . . . . .
C20 C 0.19848(18) 0.53165(15) 0.54065(16) 0.0327(4) Uani 1 1 d . . . . .
H20 H 0.269468 0.551819 0.507787 0.039 Uiso 1 1 calc R U . . .
C21 C 0.10776(18) 0.59889(15) 0.60811(17) 0.0338(4) Uani 1 1 d . . . . .
H21 H 0.115559 0.665908 0.620299 0.041 Uiso 1 1 calc R U . . .
C22 C 0.00581(17) 0.56797(15) 0.65762(16) 0.0330(4) Uani 1 1 d . . . . .
C23 C -0.00786(17) 0.47002(15) 0.64200(16) 0.0326(4) Uani 1 1 d . . . . .
H23 H -0.077843 0.449097 0.678042 0.039 Uiso 1 1 calc R U . . .
C24 C 0.08271(17) 0.40323(15) 0.57270(16) 0.0313(4) Uani 1 1 d . . . . .
H24 H 0.074366 0.336376 0.560645 0.038 Uiso 1 1 calc R U . . .
C25 C 0.46576(18) 0.29575(15) 0.12974(16) 0.0332(4) Uani 1 1 d . . . . .
H25 H 0.467995 0.222951 0.113119 0.040 Uiso 1 1 calc R U . . .
C26 C 0.4128(2) 0.37535(17) 0.05268(17) 0.0386(5) Uani 1 1 d . . . . .
H26A H 0.333224 0.370526 0.063720 0.058 Uiso 1 1 calc R U . . .
H26B H 0.458361 0.359636 -0.021108 0.058 Uiso 1 1 calc R U . . .
H26C H 0.412739 0.447114 0.065815 0.058 Uiso 1 1 calc R U . . .
C27 C 0.5886(2) 0.3016(2) 0.1180(2) 0.0474(5) Uani 1 1 d . . . . .
H27A H 0.587928 0.371795 0.136228 0.071 Uiso 1 1 calc R U . . .
H27B H 0.635981 0.289672 0.043970 0.071 Uiso 1 1 calc R U . . .
H27C H 0.621101 0.247180 0.166258 0.071 Uiso 1 1 calc R U . . .
Cl3 Cl 0.10676(5) 0.54635(4) 0.06667(4) 0.04162(17) Uani 1 1 d . . . . .
Cl4 Cl 0.18721(5) 0.93456(4) 0.04035(5) 0.05003(19) Uani 1 1 d . . . . .
O1 O 0.41866(12) 0.51462(11) 0.32580(12) 0.0356(3) Uani 1 1 d . . . . .
O2 O 0.28918(12) 0.53198(10) 0.23784(12) 0.0348(3) Uani 1 1 d . . . . .
N5 N 0.18068(15) 0.71521(15) 0.13768(15) 0.0350(4) Uani 1 1 d . . . . .
H5 H 0.205(2) 0.651(3) 0.147(2) 0.042 Uiso 1 1 d . U . . .
C28 C 0.35168(16) 0.56938(15) 0.27358(16) 0.0313(4) Uani 1 1 d . . . . .
C29 C 0.34501(17) 0.68838(15) 0.25337(17) 0.0330(4) Uani 1 1 d . . . . .
H29A H 0.394525 0.707491 0.289786 0.040 Uiso 1 1 calc R U . . .
H29B H 0.375724 0.704667 0.175652 0.040 Uiso 1 1 calc R U . . .
C30 C 0.22317(18) 0.75507(15) 0.29275(17) 0.0341(4) Uani 1 1 d . . . . .
C31 C 0.1870(2) 0.80472(16) 0.38837(19) 0.0397(5) Uani 1 1 d . . . . .
H31 H 0.238796 0.793806 0.430492 0.048 Uiso 1 1 calc R U . . .
C32 C 0.0771(2) 0.86990(18) 0.4239(2) 0.0454(5) Uani 1 1 d . . . . .
H32 H 0.054029 0.902891 0.489637 0.054 Uiso 1 1 calc R U . . .
C33 C 0.0012(2) 0.88643(18) 0.3625(2) 0.0448(5) Uani 1 1 d . . . . .
H33 H -0.073364 0.932481 0.385152 0.054 Uiso 1 1 calc R U . . .
C34 C 0.03445(19) 0.83551(17) 0.26774(19) 0.0401(5) Uani 1 1 d . . . . .
H34 H -0.018329 0.845595 0.226785 0.048 Uiso 1 1 calc R U . . .
C35 C 0.14473(18) 0.76978(15) 0.23255(17) 0.0342(4) Uani 1 1 d . . . . .
C36 C 0.13170(17) 0.74606(16) 0.05424(17) 0.0349(4) Uani 1 1 d . . . . .
C37 C 0.09409(18) 0.67531(17) 0.00984(18) 0.0387(5) Uani 1 1 d . . . . .
C38 C 0.0500(2) 0.7036(2) -0.0766(2) 0.0463(5) Uani 1 1 d . . . . .
H38 H 0.025562 0.653311 -0.104008 0.056 Uiso 1 1 calc R U . . .
C39 C 0.0416(2) 0.8060(2) -0.1231(2) 0.0522(6) Uani 1 1 d . . . . .
H39 H 0.009301 0.826879 -0.181251 0.063 Uiso 1 1 calc R U . . .
C40 C 0.0806(2) 0.8778(2) -0.0840(2) 0.0488(6) Uani 1 1 d . . . . .
H40 H 0.075887 0.947738 -0.115969 0.059 Uiso 1 1 calc R U . . .
C41 C 0.12639(19) 0.84758(17) 0.00131(19) 0.0419(5) Uani 1 1 d . . . . .
O3 O 0.37305(15) 0.44893(13) 0.68953(13) 0.0446(4) Uani 1 1 d . . . . .
C42 C 0.2083(2) 0.39873(19) 0.8129(2) 0.0466(5) Uani 1 1 d . . . . .
H42A H 0.177002 0.373818 0.887219 0.070 Uiso 1 1 calc R U . . .
H42B H 0.214441 0.345342 0.764861 0.070 Uiso 1 1 calc R U . . .
H42C H 0.156766 0.465346 0.796567 0.070 Uiso 1 1 calc R U . . .
C43 C 0.3255(2) 0.4166(2) 0.7976(2) 0.0493(6) Uani 1 1 d . . . . .
H43A H 0.319346 0.471802 0.844646 0.059 Uiso 1 1 calc R U . . .
H43B H 0.376746 0.350297 0.817360 0.059 Uiso 1 1 calc R U . . .
H3OB H 0.444(4) 0.454(3) 0.682(3) 0.074 Uiso 1 1 d . 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 C16 1.743(2) . ?
Cl2 C22 1.750(2) . ?
N1 C11 1.372(3) . ?
N1 C12 1.393(3) . ?
N1 C13 1.445(3) . ?
N2 C6 1.330(3) . ?
N2 C5 1.372(3) . ?
N3 C8 1.363(3) . ?
N3 C19 1.400(3) . ?
N3 H3 0.81(3) . ?
N4 C9 1.325(3) . ?
N4 C25 1.468(3) . ?
N4 H4 0.88(3) . ?
C1 C2 1.380(3) . ?
C1 C12 1.408(3) . ?
C1 H1 0.9500 . ?
C2 C3 1.401(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.379(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.418(3) . ?
C4 H4A 0.9500 . ?
C5 C12 1.408(3) . ?
C6 C7 1.423(3) . ?
C6 C11 1.454(3) . ?
C7 C8 1.372(3) . ?
C7 H7 0.9500 . ?
C8 C9 1.474(3) . ?
C9 C10 1.414(3) . ?
C10 C11 1.382(3) . ?
C10 H10 0.9500 . ?
C13 C18 1.389(3) . ?
C13 C14 1.393(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.386(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.388(3) . ?
C17 C18 1.388(3) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C20 1.400(3) . ?
C19 C24 1.400(3) . ?
C20 C21 1.383(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.380(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.391(3) . ?
C23 C24 1.391(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C27 1.520(3) . ?
C25 C26 1.523(3) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
Cl3 C37 1.740(2) . ?
Cl4 C41 1.737(2) . ?
O1 C28 1.263(3) . ?
O2 C28 1.255(2) . ?
N5 C36 1.384(3) . ?
N5 C35 1.415(3) . ?
N5 H5 0.82(3) . ?
C28 C29 1.530(3) . ?
C29 C30 1.512(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.390(3) . ?
C30 C35 1.406(3) . ?
C31 C32 1.389(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.388(4) . ?
C32 H32 0.9500 . ?
C33 C34 1.392(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.394(3) . ?
C34 H34 0.9500 . ?
C36 C37 1.408(3) . ?
C36 C41 1.410(3) . ?
C37 C38 1.380(3) . ?
C38 C39 1.388(4) . ?
C38 H38 0.9500 . ?
C39 C40 1.388(4) . ?
C39 H39 0.9500 . ?
C40 C41 1.381(4) . ?
C40 H40 0.9500 . ?
O3 C43 1.415(3) . ?
O3 H3OB 0.88(4) . ?
C42 C43 1.495(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 H43A 0.9900 . ?
C43 H43B 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
C11 N1 C12 121.49(17) . . ?
C11 N1 C13 117.62(16) . . ?
C12 N1 C13 120.47(15) . . ?
C6 N2 C5 118.42(17) . . ?
C8 N3 C19 129.62(17) . . ?
C8 N3 H3 117.7(19) . . ?
C19 N3 H3 112.1(19) . . ?
C9 N4 C25 125.28(17) . . ?
C9 N4 H4 118.0(17) . . ?
C25 N4 H4 116.7(17) . . ?
C2 C1 C12 119.0(2) . . ?
C2 C1 H1 120.5 . . ?
C12 C1 H1 120.5 . . ?
C1 C2 C3 121.22(19) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 120.02(19) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 120.3(2) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
N2 C5 C12 122.58(17) . . ?
N2 C5 C4 118.69(19) . . ?
C12 C5 C4 118.71(18) . . ?
N2 C6 C7 119.12(18) . . ?
N2 C6 C11 122.69(17) . . ?
C7 C6 C11 118.17(17) . . ?
C8 C7 C6 121.68(18) . . ?
C8 C7 H7 119.2 . . ?
C6 C7 H7 119.2 . . ?
N3 C8 C7 125.23(18) . . ?
N3 C8 C9 115.57(17) . . ?
C7 C8 C9 119.19(17) . . ?
N4 C9 C10 121.93(18) . . ?
N4 C9 C8 119.15(17) . . ?
C10 C9 C8 118.91(17) . . ?
C11 C10 C9 120.40(18) . . ?
C11 C10 H10 119.8 . . ?
C9 C10 H10 119.8 . . ?
N1 C11 C10 122.13(18) . . ?
N1 C11 C6 116.99(17) . . ?
C10 C11 C6 120.87(17) . . ?
N1 C12 C5 117.76(17) . . ?
N1 C12 C1 121.60(19) . . ?
C5 C12 C1 120.64(18) . . ?
C18 C13 C14 121.47(19) . . ?
C18 C13 N1 117.92(18) . . ?
C14 C13 N1 120.56(18) . . ?
C15 C14 C13 119.10(19) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 119.20(19) . . ?
C14 C15 H15 120.4 . . ?
C16 C15 H15 120.4 . . ?
C15 C16 C17 122.02(19) . . ?
C15 C16 Cl1 118.89(16) . . ?
C17 C16 Cl1 119.07(16) . . ?
C16 C17 C18 118.79(19) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C17 C18 C13 119.38(19) . . ?
C17 C18 H18 120.3 . . ?
C13 C18 H18 120.3 . . ?
C20 C19 C24 119.40(18) . . ?
C20 C19 N3 116.52(17) . . ?
C24 C19 N3 123.85(17) . . ?
C21 C20 C19 120.25(18) . . ?
C21 C20 H20 119.9 . . ?
C19 C20 H20 119.9 . . ?
C22 C21 C20 119.56(18) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 121.53(18) . . ?
C21 C22 Cl2 118.87(15) . . ?
C23 C22 Cl2 119.60(16) . . ?
C22 C23 C24 118.85(18) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C23 C24 C19 120.35(17) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
N4 C25 C27 110.59(17) . . ?
N4 C25 C26 109.63(17) . . ?
C27 C25 C26 111.76(18) . . ?
N4 C25 H25 108.3 . . ?
C27 C25 H25 108.3 . . ?
C26 C25 H25 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C36 N5 C35 124.10(18) . . ?
C36 N5 H5 115.5(19) . . ?
C35 N5 H5 113.2(19) . . ?
O2 C28 O1 123.73(17) . . ?
O2 C28 C29 117.81(17) . . ?
O1 C28 C29 118.46(16) . . ?
C30 C29 C28 112.70(16) . . ?
C30 C29 H29A 109.1 . . ?
C28 C29 H29A 109.1 . . ?
C30 C29 H29B 109.1 . . ?
C28 C29 H29B 109.1 . . ?
H29A C29 H29B 107.8 . . ?
C31 C30 C35 118.58(19) . . ?
C31 C30 C29 120.64(19) . . ?
C35 C30 C29 120.76(19) . . ?
C32 C31 C30 121.6(2) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C33 C32 C31 119.4(2) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C32 C33 C34 120.0(2) . . ?
C32 C33 H33 120.0 . . ?
C34 C33 H33 120.0 . . ?
C33 C34 C35 120.4(2) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C30 119.9(2) . . ?
C34 C35 N5 121.9(2) . . ?
C30 C35 N5 118.15(18) . . ?
N5 C36 C37 122.30(18) . . ?
N5 C36 C41 122.06(19) . . ?
C37 C36 C41 115.4(2) . . ?
C38 C37 C36 123.0(2) . . ?
C38 C37 Cl3 119.52(18) . . ?
C36 C37 Cl3 117.51(17) . . ?
C37 C38 C39 119.6(2) . . ?
C37 C38 H38 120.2 . . ?
C39 C38 H38 120.2 . . ?
C40 C39 C38 119.6(2) . . ?
C40 C39 H39 120.2 . . ?
C38 C39 H39 120.2 . . ?
C41 C40 C39 120.1(2) . . ?
C41 C40 H40 119.9 . . ?
C39 C40 H40 119.9 . . ?
C40 C41 C36 122.3(2) . . ?
C40 C41 Cl4 119.09(18) . . ?
C36 C41 Cl4 118.48(18) . . ?
C43 O3 H3OB 108(2) . . ?
C43 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C43 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
O3 C43 C42 109.8(2) . . ?
O3 C43 H43A 109.7 . . ?
C42 C43 H43A 109.7 . . ?
O3 C43 H43B 109.7 . . ?
C42 C43 H43B 109.7 . . ?
H43A C43 H43B 108.2 . . ?

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
C12 C1 C2 C3 0.2(3) . . . . ?
C1 C2 C3 C4 -2.3(3) . . . . ?
C2 C3 C4 C5 1.7(3) . . . . ?
C6 N2 C5 C12 0.2(3) . . . . ?
C6 N2 C5 C4 -178.34(18) . . . . ?
C3 C4 C5 N2 179.41(18) . . . . ?
C3 C4 C5 C12 0.8(3) . . . . ?
C5 N2 C6 C7 -177.22(17) . . . . ?
C5 N2 C6 C11 0.9(3) . . . . ?
N2 C6 C7 C8 178.68(18) . . . . ?
C11 C6 C7 C8 0.5(3) . . . . ?
C19 N3 C8 C7 -19.8(3) . . . . ?
C19 N3 C8 C9 161.10(18) . . . . ?
C6 C7 C8 N3 -172.77(18) . . . . ?
C6 C7 C8 C9 6.4(3) . . . . ?
C25 N4 C9 C10 -3.9(3) . . . . ?
C25 N4 C9 C8 177.64(17) . . . . ?
N3 C8 C9 N4 -13.0(3) . . . . ?
C7 C8 C9 N4 167.75(18) . . . . ?
N3 C8 C9 C10 168.44(17) . . . . ?
C7 C8 C9 C10 -10.8(3) . . . . ?
N4 C9 C10 C11 -170.21(18) . . . . ?
C8 C9 C10 C11 8.3(3) . . . . ?
C12 N1 C11 C10 179.19(17) . . . . ?
C13 N1 C11 C10 -8.2(3) . . . . ?
C12 N1 C11 C6 -2.1(3) . . . . ?
C13 N1 C11 C6 170.45(16) . . . . ?
C9 C10 C11 N1 177.21(17) . . . . ?
C9 C10 C11 C6 -1.4(3) . . . . ?
N2 C6 C11 N1 0.0(3) . . . . ?
C7 C6 C11 N1 178.17(16) . . . . ?
N2 C6 C11 C10 178.74(18) . . . . ?
C7 C6 C11 C10 -3.1(3) . . . . ?
C11 N1 C12 C5 3.1(3) . . . . ?
C13 N1 C12 C5 -169.21(17) . . . . ?
C11 N1 C12 C1 -177.66(17) . . . . ?
C13 N1 C12 C1 10.0(3) . . . . ?
N2 C5 C12 N1 -2.2(3) . . . . ?
C4 C5 C12 N1 176.35(17) . . . . ?
N2 C5 C12 C1 178.61(17) . . . . ?
C4 C5 C12 C1 -2.9(3) . . . . ?
C2 C1 C12 N1 -176.84(18) . . . . ?
C2 C1 C12 C5 2.3(3) . . . . ?
C11 N1 C13 C18 -81.9(2) . . . . ?
C12 N1 C13 C18 90.8(2) . . . . ?
C11 N1 C13 C14 95.8(2) . . . . ?
C12 N1 C13 C14 -91.6(2) . . . . ?
C18 C13 C14 C15 0.7(3) . . . . ?
N1 C13 C14 C15 -176.85(16) . . . . ?
C13 C14 C15 C16 0.9(3) . . . . ?
C14 C15 C16 C17 -1.5(3) . . . . ?
C14 C15 C16 Cl1 177.10(14) . . . . ?
C15 C16 C17 C18 0.6(3) . . . . ?
Cl1 C16 C17 C18 -178.03(15) . . . . ?
C16 C17 C18 C13 1.0(3) . . . . ?
C14 C13 C18 C17 -1.7(3) . . . . ?
N1 C13 C18 C17 175.98(16) . . . . ?
C8 N3 C19 C20 156.63(19) . . . . ?
C8 N3 C19 C24 -28.8(3) . . . . ?
C24 C19 C20 C21 -2.5(3) . . . . ?
N3 C19 C20 C21 172.33(18) . . . . ?
C19 C20 C21 C22 1.6(3) . . . . ?
C20 C21 C22 C23 0.5(3) . . . . ?
C20 C21 C22 Cl2 -178.67(16) . . . . ?
C21 C22 C23 C24 -1.6(3) . . . . ?
Cl2 C22 C23 C24 177.56(15) . . . . ?
C22 C23 C24 C19 0.6(3) . . . . ?
C20 C19 C24 C23 1.4(3) . . . . ?
N3 C19 C24 C23 -173.04(18) . . . . ?
C9 N4 C25 C27 -86.4(2) . . . . ?
C9 N4 C25 C26 149.91(18) . . . . ?
O2 C28 C29 C30 55.1(2) . . . . ?
O1 C28 C29 C30 -124.3(2) . . . . ?
C28 C29 C30 C31 102.0(2) . . . . ?
C28 C29 C30 C35 -79.2(2) . . . . ?
C35 C30 C31 C32 -1.6(3) . . . . ?
C29 C30 C31 C32 177.28(19) . . . . ?
C30 C31 C32 C33 -0.2(3) . . . . ?
C31 C32 C33 C34 1.8(3) . . . . ?
C32 C33 C34 C35 -1.5(3) . . . . ?
C33 C34 C35 C30 -0.3(3) . . . . ?
C33 C34 C35 N5 178.79(19) . . . . ?
C31 C30 C35 C34 1.8(3) . . . . ?
C29 C30 C35 C34 -177.05(18) . . . . ?
C31 C30 C35 N5 -177.30(18) . . . . ?
C29 C30 C35 N5 3.9(3) . . . . ?
C36 N5 C35 C34 22.9(3) . . . . ?
C36 N5 C35 C30 -158.01(18) . . . . ?
C35 N5 C36 C37 -129.4(2) . . . . ?
C35 N5 C36 C41 56.9(3) . . . . ?
N5 C36 C37 C38 -176.9(2) . . . . ?
C41 C36 C37 C38 -2.8(3) . . . . ?
N5 C36 C37 Cl3 2.1(3) . . . . ?
C41 C36 C37 Cl3 176.20(16) . . . . ?
C36 C37 C38 C39 0.0(4) . . . . ?
Cl3 C37 C38 C39 -178.96(19) . . . . ?
C37 C38 C39 C40 1.8(4) . . . . ?
C38 C39 C40 C41 -0.7(4) . . . . ?
C39 C40 C41 C36 -2.3(4) . . . . ?
C39 C40 C41 Cl4 173.88(19) . . . . ?
N5 C36 C41 C40 178.1(2) . . . . ?
C37 C36 C41 C40 4.0(3) . . . . ?
N5 C36 C41 Cl4 1.8(3) . . . . ?
C37 C36 C41 Cl4 -172.29(16) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.81(3) 2.03(3) 2.834(2) 174(3) .
N3 H3 O2 0.81(3) 2.59(3) 3.125(2) 125(2) .
N4 H4 O1 0.88(3) 2.55(3) 3.135(2) 124(2) .
N4 H4 O2 0.88(3) 1.96(3) 2.809(2) 162(2) .
N5 H5 O2 0.82(3) 2.09(3) 2.804(2) 145(3) .
O3 H3OB O1 0.88(4) 1.85(4) 2.719(2) 171(4) 2_666
C23 H23 O2 0.95 2.49 3.390(2) 158.2 2_566
N5 H5 Cl3 0.82(3) 2.58(3) 2.9743(18) 111(2) .
C1 H1 O3 0.95 2.58 3.264(3) 129.2 2_656
C14 H14 N2 0.95 2.53 3.411(3) 153.8 2_656
C20 H20 O1 0.95 2.55 3.264(3) 131.6 .
C26 H26C O2 0.98 2.52 3.148(3) 121.5 .

_refine_diff_density_max         0.907
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.120


# start Validation Reply Form
_vrf_PLAT911_lb0612_CFZ-DCF_in_EtOH_LT 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        102 Report
RESPONSE: These reflections are missing because of the instrument geometry 
limitations.
;
####################################################################### 
# 
# 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_lb0724_CFZ-DCF_PEO
_database_code_depnum_ccdc_archive 'CCDC 2032499'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid N-
[(2E)-10-(4-chlorophenyl)-3-[(4-
chlorophenyl)amino]-2,10-dihydrophenazin-2-
ylidene]propan-2-aminium 2-{2-[(2,6-
dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            
;
clofaziminium 1+ diclofenac 1- diclofenac salt cocrystal
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4 1+, C14 H10 Cl2 N O2 1-, C14 H11 Cl2 N O2
;
_chemical_formula_sum            'C55 H44 Cl6 N6 O4'
_chemical_formula_weight         1065.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.9326(3)
_cell_length_b                   15.2549(4)
_cell_length_c                   16.0042(4)
_cell_angle_alpha                89.161(2)
_cell_angle_beta                 70.570(2)
_cell_angle_gamma                69.693(2)
_cell_volume                     2559.79(12)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    12774
_cell_measurement_theta_min      2.9200
_cell_measurement_theta_max      66.9930

_exptl_crystal_description       Plate
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.383
_exptl_crystal_F_000             1100
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.300
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.490
_shelx_estimated_absorpt_T_min   0.421
_shelx_estimated_absorpt_T_max   0.818
_exptl_absorpt_correction_T_min  0.503
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.849
_oxdiff_exptl_absorpt_empirical_full_max 1.265
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3712
_diffrn_reflns_number            25042
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_av_R_equivalents  0.0246
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.947
_diffrn_reflns_theta_max         67.141
_diffrn_reflns_theta_full        67.141
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             9036
_reflns_number_gt                7679
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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)+(0.0629P)²+0.8969P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9036
_refine_ls_number_parameters     657
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0520
_refine_ls_R_factor_gt           0.0449
_refine_ls_wR_factor_ref         0.1289
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.042
_refine_ls_restrained_S_all      1.042
_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
Cl3 Cl 0.27010(7) 1.03617(6) 0.47625(5) 0.0807(2) Uani 1 1 d . . . . .
Cl4 Cl 0.04085(7) 0.86859(4) 0.32904(4) 0.07357(18) Uani 1 1 d . . . . .
O1 O 0.54769(15) 0.63809(12) 0.45530(11) 0.0721(5) Uani 1 1 d . . . . .
O2 O 0.39288(17) 0.77845(12) 0.49498(12) 0.0736(5) Uani 1 1 d . . . . .
N5 N 0.24761(17) 0.87299(13) 0.39003(12) 0.0561(4) Uani 1 1 d . . . . .
H5 H 0.270(2) 0.8570(18) 0.4359(19) 0.067 Uiso 1 1 d . U . . .
C28 C 0.4515(2) 0.69995(16) 0.44888(15) 0.0563(5) Uani 1 1 d . . . . .
C29 C 0.3998(2) 0.68009(16) 0.37950(18) 0.0665(6) Uani 1 1 d . . . . .
H29A H 0.439847 0.613615 0.357779 0.080 Uiso 1 1 calc R U . . .
H29B H 0.308878 0.694292 0.407449 0.080 Uiso 1 1 calc R U . . .
C30 C 0.4224(2) 0.73629(16) 0.30155(15) 0.0590(5) Uani 1 1 d . . . . .
C31 C 0.5197(3) 0.6950(2) 0.22128(19) 0.0862(9) Uani 1 1 d . . . . .
H31 H 0.571999 0.632327 0.216177 0.103 Uiso 1 1 calc R U . . .
C32 C 0.5407(3) 0.7450(3) 0.14869(19) 0.1075(13) Uani 1 1 d . . . . .
H32 H 0.606910 0.716061 0.095515 0.129 Uiso 1 1 calc R U . . .
C33 C 0.4639(3) 0.8373(3) 0.15507(18) 0.0940(10) Uani 1 1 d . . . . .
H33 H 0.477822 0.870881 0.106083 0.113 Uiso 1 1 calc R U . . .
C34 C 0.3661(2) 0.88053(19) 0.23406(15) 0.0691(6) Uani 1 1 d . . . . .
H34 H 0.313779 0.943013 0.237891 0.083 Uiso 1 1 calc R U . . .
C35 C 0.34504(19) 0.83120(15) 0.30808(14) 0.0522(5) Uani 1 1 d . . . . .
C36 C 0.15340(18) 0.96092(13) 0.39650(12) 0.0461(4) Uani 1 1 d . . . . .
C37 C 0.0521(2) 0.96977(14) 0.36754(13) 0.0503(4) Uani 1 1 d . . . . .
C38 C -0.0411(2) 1.05522(17) 0.37112(15) 0.0602(5) Uani 1 1 d . . . . .
H38 H -0.106184 1.058969 0.349959 0.072 Uiso 1 1 calc R U . . .
C39 C -0.0365(2) 1.13480(16) 0.40639(17) 0.0671(6) Uani 1 1 d . . . . .
H39 H -0.098713 1.192948 0.408683 0.081 Uiso 1 1 calc R U . . .
C40 C 0.0585(2) 1.12961(16) 0.43825(16) 0.0648(6) Uani 1 1 d . . . . .
H40 H 0.060314 1.183728 0.462893 0.078 Uiso 1 1 calc R U . . .
C41 C 0.1517(2) 1.04324(15) 0.43346(14) 0.0535(5) Uani 1 1 d . . . . .
Cl1 Cl 0.59527(10) 0.46225(9) 1.08812(5) 0.1307(4) Uani 1 1 d . . . . .
Cl2 Cl 1.01912(8) 0.37247(6) 0.03205(4) 0.0898(2) Uani 1 1 d . . . . .
N1 N 0.93382(15) 0.36818(11) 0.71047(11) 0.0465(4) Uani 1 1 d . . . . .
N2 N 1.11147(15) 0.32219(11) 0.53681(11) 0.0493(4) Uani 1 1 d . . . . .
N3 N 0.79064(17) 0.49790(13) 0.41976(11) 0.0512(4) Uani 1 1 d . . . . .
H3 H 0.721(2) 0.5472(18) 0.4284(16) 0.061 Uiso 1 1 d . U . . .
N4 N 0.61817(15) 0.55383(12) 0.59362(12) 0.0482(4) Uani 1 1 d . . . . .
H4 H 0.597(2) 0.5773(17) 0.5494(17) 0.058 Uiso 1 1 d . U . . .
C1 C 1.0999(2) 0.27456(15) 0.76677(16) 0.0564(5) Uani 1 1 d . . . . .
H1 H 1.042478 0.287369 0.825033 0.068 Uiso 1 1 calc R U . . .
C2 C 1.2262(2) 0.22018(16) 0.74816(18) 0.0637(6) Uani 1 1 d . . . . .
H2 H 1.253927 0.196721 0.794651 0.076 Uiso 1 1 calc R U . . .
C3 C 1.3134(2) 0.19943(16) 0.66155(18) 0.0641(6) Uani 1 1 d . . . . .
H3A H 1.398392 0.162653 0.650750 0.077 Uiso 1 1 calc R U . . .
C4 C 1.2747(2) 0.23286(15) 0.59206(16) 0.0573(5) Uani 1 1 d . . . . .
H4A H 1.333323 0.218157 0.534128 0.069 Uiso 1 1 calc R U . . .
C5 C 1.14634(19) 0.28952(13) 0.60799(14) 0.0480(4) Uani 1 1 d . . . . .
C6 C 0.99189(18) 0.37627(13) 0.55236(13) 0.0447(4) Uani 1 1 d . . . . .
C7 C 0.95299(18) 0.41051(14) 0.47931(13) 0.0472(4) Uani 1 1 d . . . . .
H7 H 1.013378 0.393641 0.422015 0.057 Uiso 1 1 calc R U . . .
C8 C 0.83114(18) 0.46690(13) 0.48977(13) 0.0445(4) Uani 1 1 d . . . . .
C9 C 0.73687(18) 0.49732(13) 0.58075(13) 0.0440(4) Uani 1 1 d . . . . .
C10 C 0.77392(18) 0.46360(13) 0.65329(13) 0.0467(4) Uani 1 1 d . . . . .
H10 H 0.714508 0.482264 0.710833 0.056 Uiso 1 1 calc R U . . .
C11 C 0.89603(18) 0.40363(13) 0.64108(13) 0.0436(4) Uani 1 1 d . . . . .
C12 C 1.05918(19) 0.31048(13) 0.69620(14) 0.0471(4) Uani 1 1 d . . . . .
C13 C 0.84338(19) 0.39371(14) 0.80111(13) 0.0496(4) Uani 1 1 d . . . . .
C14 C 0.7776(2) 0.33682(17) 0.83935(17) 0.0697(6) Uani 1 1 d . . . . .
H14 H 0.784765 0.284444 0.806029 0.084 Uiso 1 1 calc R U . . .
C15 C 0.7004(3) 0.3586(2) 0.92841(19) 0.0844(8) Uani 1 1 d . . . . .
H15 H 0.655921 0.320490 0.955900 0.101 Uiso 1 1 calc R U . . .
C16 C 0.6902(3) 0.4368(2) 0.97550(17) 0.0789(8) Uani 1 1 d . . . . .
C17 C 0.7522(3) 0.4948(2) 0.93743(19) 0.0804(8) Uani 1 1 d . . . . .
H17 H 0.742558 0.548219 0.970507 0.097 Uiso 1 1 calc R U . . .
C18 C 0.8300(2) 0.47322(18) 0.84886(17) 0.0659(6) Uani 1 1 d . . . . .
H18 H 0.873135 0.512242 0.821620 0.079 Uiso 1 1 calc R U . . .
C19 C 0.85181(18) 0.46490(14) 0.32881(13) 0.0466(4) Uani 1 1 d . . . . .
C20 C 0.8195(2) 0.52699(15) 0.26863(14) 0.0529(5) Uani 1 1 d . . . . .
H20 H 0.763843 0.588579 0.289779 0.063 Uiso 1 1 calc R U . . .
C21 C 0.8687(2) 0.49864(17) 0.17802(15) 0.0608(5) Uani 1 1 d . . . . .
H21 H 0.845732 0.540702 0.138645 0.073 Uiso 1 1 calc R U . . .
C22 C 0.9519(2) 0.40781(17) 0.14643(14) 0.0589(5) Uani 1 1 d . . . . .
C23 C 0.9832(2) 0.34447(16) 0.20467(15) 0.0589(5) Uani 1 1 d . . . . .
H23 H 1.037598 0.282694 0.183008 0.071 Uiso 1 1 calc R U . . .
C24 C 0.9337(2) 0.37266(15) 0.29525(15) 0.0552(5) Uani 1 1 d . . . . .
H24 H 0.955371 0.329634 0.334263 0.066 Uiso 1 1 calc R U . . .
C25 C 0.51683(19) 0.58886(14) 0.68153(14) 0.0521(5) Uani 1 1 d . . . . .
H25 H 0.524466 0.537536 0.719319 0.062 Uiso 1 1 calc R U . . .
C26 C 0.5316(3) 0.66916(19) 0.7254(2) 0.0783(7) Uani 1 1 d . . . . .
H26A H 0.612640 0.647627 0.733607 0.117 Uiso 1 1 calc R U . . .
H26B H 0.464513 0.691559 0.782346 0.117 Uiso 1 1 calc R U . . .
H26C H 0.527175 0.719310 0.688261 0.117 Uiso 1 1 calc R U . . .
C27 C 0.3888(2) 0.6168(2) 0.66946(18) 0.0723(7) Uani 1 1 d . . . . .
H27A H 0.375734 0.671583 0.638174 0.108 Uiso 1 1 calc R U . . .
H27B H 0.322336 0.630643 0.726819 0.108 Uiso 1 1 calc R U . . .
H27C H 0.387233 0.566039 0.635726 0.108 Uiso 1 1 calc R U . . .
Cl5 Cl 0.14272(9) 0.79843(6) 0.87770(6) 0.1033(3) Uani 1 1 d . . . . .
Cl6 Cl 0.26428(11) 1.04265(8) 1.03710(6) 0.1146(3) Uani 1 1 d . . . . .
O3 O 0.46385(16) 0.87105(15) 0.58688(11) 0.0755(5) Uani 1 1 d . . . . .
H3O H 0.432(4) 0.833(3) 0.560(3) 0.113 Uiso 1 1 d . U . . .
O4 O 0.28355(17) 0.89955(17) 0.69974(12) 0.0866(6) Uani 1 1 d . . . . .
N6 N 0.2852(2) 0.92369(16) 0.88071(13) 0.0656(5) Uani 1 1 d . . . . .
H6 H 0.262(3) 0.919(2) 0.837(2) 0.079 Uiso 1 1 d . U . . .
C42 C 0.3850(2) 0.90936(17) 0.66665(15) 0.0588(5) Uani 1 1 d . . . . .
C43 C 0.4344(2) 0.96229(16) 0.71529(16) 0.0633(6) Uani 1 1 d . . . . .
H43A H 0.364680 1.018283 0.749727 0.076 Uiso 1 1 calc R U . . .
H43B H 0.497465 0.982159 0.672194 0.076 Uiso 1 1 calc R U . . .
C44 C 0.4936(2) 0.90360(15) 0.77680(15) 0.0565(5) Uani 1 1 d . . . . .
C45 C 0.6250(3) 0.8651(2) 0.7531(2) 0.0756(7) Uani 1 1 d . . . . .
H45 H 0.676123 0.874542 0.698247 0.091 Uiso 1 1 calc R U . . .
C46 C 0.6810(3) 0.8133(3) 0.8088(2) 0.0964(10) Uani 1 1 d . . . . .
H46 H 0.769385 0.787792 0.791567 0.116 Uiso 1 1 calc R U . . .
C47 C 0.6070(3) 0.7992(2) 0.8894(2) 0.0947(10) Uani 1 1 d . . . . .
H47 H 0.645321 0.765131 0.927650 0.114 Uiso 1 1 calc R U . . .
C48 C 0.4759(3) 0.8352(2) 0.91490(18) 0.0739(7) Uani 1 1 d . . . . .
H48 H 0.426231 0.824493 0.969730 0.089 Uiso 1 1 calc R U . . .
C49 C 0.4182(2) 0.88721(16) 0.85876(15) 0.0571(5) Uani 1 1 d . . . . .
C50 C 0.1988(2) 0.91948(18) 0.96367(15) 0.0637(6) Uani 1 1 d . . . . .
C51 C 0.1220(3) 0.86682(19) 0.97168(18) 0.0719(6) Uani 1 1 d . . . . .
C52 C 0.0274(3) 0.8677(2) 1.0502(2) 0.0858(8) Uani 1 1 d . . . . .
H52 H -0.024092 0.833303 1.052018 0.103 Uiso 1 1 calc R U . . .
C53 C 0.0103(3) 0.9191(3) 1.1243(2) 0.0927(9) Uani 1 1 d . U . . .
H53 H -0.052321 0.919059 1.177677 0.111 Uiso 1 1 calc R U . . .
C54 C 0.0840(3) 0.9714(3) 1.12194(18) 0.0939(10) Uani 1 1 d . U . . .
H54 H 0.071960 1.006227 1.173526 0.113 Uiso 1 1 calc R U . . .
C55 C 0.1779(3) 0.9722(2) 1.04109(18) 0.0797(7) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl3 C41 1.735(2) . ?
Cl4 C37 1.734(2) . ?
O1 C28 1.242(3) . ?
O2 C28 1.252(3) . ?
N5 C36 1.398(3) . ?
N5 C35 1.405(3) . ?
N5 H5 0.86(3) . ?
C28 C29 1.517(3) . ?
C29 C30 1.506(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.385(4) . ?
C30 C35 1.404(3) . ?
C31 C32 1.381(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.371(5) . ?
C32 H32 0.9300 . ?
C33 C34 1.380(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.393(3) . ?
C34 H34 0.9300 . ?
C36 C41 1.387(3) . ?
C36 C37 1.397(3) . ?
C37 C38 1.376(3) . ?
C38 C39 1.372(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.369(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.381(3) . ?
C40 H40 0.9300 . ?
Cl1 C16 1.743(3) . ?
Cl2 C22 1.743(2) . ?
N1 C11 1.369(2) . ?
N1 C12 1.389(2) . ?
N1 C13 1.450(3) . ?
N2 C6 1.316(2) . ?
N2 C5 1.369(3) . ?
N3 C8 1.378(2) . ?
N3 C19 1.402(3) . ?
N3 H3 0.87(3) . ?
N4 C9 1.325(2) . ?
N4 C25 1.473(3) . ?
N4 H4 0.86(3) . ?
C1 C2 1.374(3) . ?
C1 C12 1.405(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.389(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.368(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.409(3) . ?
C4 H4A 0.9300 . ?
C5 C12 1.408(3) . ?
C6 C7 1.425(3) . ?
C6 C11 1.451(3) . ?
C7 C8 1.362(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.473(3) . ?
C9 C10 1.405(3) . ?
C10 C11 1.374(3) . ?
C10 H10 0.9300 . ?
C13 C14 1.372(3) . ?
C13 C18 1.376(3) . ?
C14 C15 1.385(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.368(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.356(5) . ?
C17 C18 1.380(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.393(3) . ?
C19 C24 1.394(3) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.376(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C23 C24 1.381(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.511(3) . ?
C25 C27 1.515(3) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
Cl5 C51 1.741(3) . ?
Cl6 C55 1.716(3) . ?
O3 C42 1.303(3) . ?
O3 H3O 0.97(4) . ?
O4 C42 1.211(3) . ?
N6 C50 1.401(3) . ?
N6 C49 1.405(3) . ?
N6 H6 0.84(3) . ?
C42 C43 1.503(4) . ?
C43 C44 1.506(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.384(3) . ?
C44 C49 1.398(3) . ?
C45 C46 1.369(4) . ?
C45 H45 0.9300 . ?
C46 C47 1.363(5) . ?
C46 H46 0.9300 . ?
C47 C48 1.379(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.387(3) . ?
C48 H48 0.9300 . ?
C50 C55 1.388(4) . ?
C50 C51 1.391(4) . ?
C51 C52 1.378(4) . ?
C52 C53 1.349(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.369(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.405(4) . ?
C54 H54 0.9300 . ?

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
C36 N5 C35 120.75(17) . . ?
C36 N5 H5 118.7(17) . . ?
C35 N5 H5 113.8(17) . . ?
O1 C28 O2 125.4(2) . . ?
O1 C28 C29 118.0(2) . . ?
O2 C28 C29 116.55(18) . . ?
C30 C29 C28 113.1(2) . . ?
C30 C29 H29A 109.0 . . ?
C28 C29 H29A 109.0 . . ?
C30 C29 H29B 109.0 . . ?
C28 C29 H29B 109.0 . . ?
H29A C29 H29B 107.8 . . ?
C31 C30 C35 118.4(2) . . ?
C31 C30 C29 120.5(2) . . ?
C35 C30 C29 121.0(2) . . ?
C32 C31 C30 121.4(3) . . ?
C32 C31 H31 119.3 . . ?
C30 C31 H31 119.3 . . ?
C33 C32 C31 120.0(3) . . ?
C33 C32 H32 120.0 . . ?
C31 C32 H32 120.0 . . ?
C32 C33 C34 120.1(3) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C33 C34 C35 120.4(3) . . ?
C33 C34 H34 119.8 . . ?
C35 C34 H34 119.8 . . ?
C34 C35 C30 119.7(2) . . ?
C34 C35 N5 122.20(19) . . ?
C30 C35 N5 118.1(2) . . ?
C41 C36 C37 116.03(18) . . ?
C41 C36 N5 123.16(19) . . ?
C37 C36 N5 120.78(19) . . ?
C38 C37 C36 122.6(2) . . ?
C38 C37 Cl4 118.81(17) . . ?
C36 C37 Cl4 118.58(15) . . ?
C39 C38 C37 119.0(2) . . ?
C39 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?
C40 C39 C38 120.8(2) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C41 119.4(2) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C40 C41 C36 122.2(2) . . ?
C40 C41 Cl3 119.43(18) . . ?
C36 C41 Cl3 118.35(16) . . ?
C11 N1 C12 121.16(17) . . ?
C11 N1 C13 119.93(15) . . ?
C12 N1 C13 118.87(16) . . ?
C6 N2 C5 118.15(17) . . ?
C8 N3 C19 128.58(17) . . ?
C8 N3 H3 120.6(16) . . ?
C19 N3 H3 110.6(16) . . ?
C9 N4 C25 124.76(17) . . ?
C9 N4 H4 120.4(16) . . ?
C25 N4 H4 114.6(16) . . ?
C2 C1 C12 118.8(2) . . ?
C2 C1 H1 120.6 . . ?
C12 C1 H1 120.6 . . ?
C1 C2 C3 121.5(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 120.3(2) . . ?
C4 C3 H3A 119.9 . . ?
C2 C3 H3A 119.9 . . ?
C3 C4 C5 120.2(2) . . ?
C3 C4 H4A 119.9 . . ?
C5 C4 H4A 119.9 . . ?
N2 C5 C12 122.60(17) . . ?
N2 C5 C4 118.50(19) . . ?
C12 C5 C4 118.90(19) . . ?
N2 C6 C7 119.22(18) . . ?
N2 C6 C11 123.22(17) . . ?
C7 C6 C11 117.56(16) . . ?
C8 C7 C6 122.84(18) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 N3 123.68(18) . . ?
C7 C8 C9 118.62(17) . . ?
N3 C8 C9 117.69(16) . . ?
N4 C9 C10 120.65(18) . . ?
N4 C9 C8 120.33(17) . . ?
C10 C9 C8 119.00(16) . . ?
C11 C10 C9 121.44(18) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N1 C11 C10 122.59(18) . . ?
N1 C11 C6 116.98(16) . . ?
C10 C11 C6 120.42(17) . . ?
N1 C12 C1 121.89(19) . . ?
N1 C12 C5 117.85(17) . . ?
C1 C12 C5 120.25(18) . . ?
C14 C13 C18 121.0(2) . . ?
C14 C13 N1 120.26(19) . . ?
C18 C13 N1 118.6(2) . . ?
C13 C14 C15 118.9(2) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C16 C15 C14 119.3(3) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C17 C16 C15 122.0(2) . . ?
C17 C16 Cl1 119.1(2) . . ?
C15 C16 Cl1 118.9(3) . . ?
C16 C17 C18 119.0(3) . . ?
C16 C17 H17 120.5 . . ?
C18 C17 H17 120.5 . . ?
C13 C18 C17 119.6(3) . . ?
C13 C18 H18 120.2 . . ?
C17 C18 H18 120.2 . . ?
C20 C19 C24 118.11(19) . . ?
C20 C19 N3 117.14(18) . . ?
C24 C19 N3 124.51(18) . . ?
C21 C20 C19 121.1(2) . . ?
C21 C20 H20 119.4 . . ?
C19 C20 H20 119.4 . . ?
C22 C21 C20 119.6(2) . . ?
C22 C21 H21 120.2 . . ?
C20 C21 H21 120.2 . . ?
C21 C22 C23 120.4(2) . . ?
C21 C22 Cl2 120.00(18) . . ?
C23 C22 Cl2 119.59(18) . . ?
C22 C23 C24 120.0(2) . . ?
C22 C23 H23 120.0 . . ?
C24 C23 H23 120.0 . . ?
C23 C24 C19 120.7(2) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
N4 C25 C26 110.49(19) . . ?
N4 C25 C27 108.59(18) . . ?
C26 C25 C27 112.4(2) . . ?
N4 C25 H25 108.4 . . ?
C26 C25 H25 108.4 . . ?
C27 C25 H25 108.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C42 O3 H3O 111(2) . . ?
C50 N6 C49 123.7(2) . . ?
C50 N6 H6 114(2) . . ?
C49 N6 H6 113(2) . . ?
O4 C42 O3 122.7(2) . . ?
O4 C42 C43 123.2(2) . . ?
O3 C42 C43 114.0(2) . . ?
C42 C43 C44 112.13(19) . . ?
C42 C43 H43A 109.2 . . ?
C44 C43 H43A 109.2 . . ?
C42 C43 H43B 109.2 . . ?
C44 C43 H43B 109.2 . . ?
H43A C43 H43B 107.9 . . ?
C45 C44 C49 118.6(2) . . ?
C45 C44 C43 120.2(2) . . ?
C49 C44 C43 121.2(2) . . ?
C46 C45 C44 121.3(3) . . ?
C46 C45 H45 119.3 . . ?
C44 C45 H45 119.3 . . ?
C47 C46 C45 119.9(3) . . ?
C47 C46 H46 120.0 . . ?
C45 C46 H46 120.0 . . ?
C46 C47 C48 120.6(3) . . ?
C46 C47 H47 119.7 . . ?
C48 C47 H47 119.7 . . ?
C47 C48 C49 120.0(3) . . ?
C47 C48 H48 120.0 . . ?
C49 C48 H48 120.0 . . ?
C48 C49 C44 119.6(2) . . ?
C48 C49 N6 122.3(2) . . ?
C44 C49 N6 118.1(2) . . ?
C55 C50 C51 116.0(2) . . ?
C55 C50 N6 122.6(3) . . ?
C51 C50 N6 121.2(2) . . ?
C52 C51 C50 123.2(3) . . ?
C52 C51 Cl5 118.0(2) . . ?
C50 C51 Cl5 118.8(2) . . ?
C53 C52 C51 119.2(3) . . ?
C53 C52 H52 120.4 . . ?
C51 C52 H52 120.4 . . ?
C52 C53 C54 120.9(3) . . ?
C52 C53 H53 119.5 . . ?
C54 C53 H53 119.5 . . ?
C53 C54 C55 119.5(3) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C50 C55 C54 121.1(3) . . ?
C50 C55 Cl6 119.4(2) . . ?
C54 C55 Cl6 119.4(2) . . ?

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
O1 C28 C29 C30 -108.4(2) . . . . ?
O2 C28 C29 C30 71.4(3) . . . . ?
C28 C29 C30 C31 102.0(3) . . . . ?
C28 C29 C30 C35 -78.5(3) . . . . ?
C35 C30 C31 C32 -0.4(4) . . . . ?
C29 C30 C31 C32 179.1(3) . . . . ?
C30 C31 C32 C33 -0.4(5) . . . . ?
C31 C32 C33 C34 0.3(6) . . . . ?
C32 C33 C34 C35 0.6(5) . . . . ?
C33 C34 C35 C30 -1.4(4) . . . . ?
C33 C34 C35 N5 179.1(3) . . . . ?
C31 C30 C35 C34 1.3(3) . . . . ?
C29 C30 C35 C34 -178.2(2) . . . . ?
C31 C30 C35 N5 -179.1(2) . . . . ?
C29 C30 C35 N5 1.4(3) . . . . ?
C36 N5 C35 C34 11.3(3) . . . . ?
C36 N5 C35 C30 -168.2(2) . . . . ?
C35 N5 C36 C41 -103.8(2) . . . . ?
C35 N5 C36 C37 78.0(3) . . . . ?
C41 C36 C37 C38 3.0(3) . . . . ?
N5 C36 C37 C38 -178.68(19) . . . . ?
C41 C36 C37 Cl4 -174.81(15) . . . . ?
N5 C36 C37 Cl4 3.5(3) . . . . ?
C36 C37 C38 C39 -1.6(3) . . . . ?
Cl4 C37 C38 C39 176.23(17) . . . . ?
C37 C38 C39 C40 -0.5(3) . . . . ?
C38 C39 C40 C41 1.0(4) . . . . ?
C39 C40 C41 C36 0.6(3) . . . . ?
C39 C40 C41 Cl3 -178.46(18) . . . . ?
C37 C36 C41 C40 -2.5(3) . . . . ?
N5 C36 C41 C40 179.2(2) . . . . ?
C37 C36 C41 Cl3 176.58(15) . . . . ?
N5 C36 C41 Cl3 -1.7(3) . . . . ?
C12 C1 C2 C3 -0.6(3) . . . . ?
C1 C2 C3 C4 -0.2(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C6 N2 C5 C12 0.9(3) . . . . ?
C6 N2 C5 C4 -178.94(18) . . . . ?
C3 C4 C5 N2 179.6(2) . . . . ?
C3 C4 C5 C12 -0.3(3) . . . . ?
C5 N2 C6 C7 -179.47(17) . . . . ?
C5 N2 C6 C11 0.7(3) . . . . ?
N2 C6 C7 C8 -179.90(18) . . . . ?
C11 C6 C7 C8 -0.1(3) . . . . ?
C6 C7 C8 N3 -177.55(18) . . . . ?
C6 C7 C8 C9 2.9(3) . . . . ?
C19 N3 C8 C7 14.7(3) . . . . ?
C19 N3 C8 C9 -165.67(19) . . . . ?
C25 N4 C9 C10 2.0(3) . . . . ?
C25 N4 C9 C8 -179.62(18) . . . . ?
C7 C8 C9 N4 178.52(18) . . . . ?
N3 C8 C9 N4 -1.1(3) . . . . ?
C7 C8 C9 C10 -3.1(3) . . . . ?
N3 C8 C9 C10 177.29(18) . . . . ?
N4 C9 C10 C11 178.85(18) . . . . ?
C8 C9 C10 C11 0.5(3) . . . . ?
C12 N1 C11 C10 -177.59(18) . . . . ?
C13 N1 C11 C10 0.0(3) . . . . ?
C12 N1 C11 C6 1.5(3) . . . . ?
C13 N1 C11 C6 179.10(16) . . . . ?
C9 C10 C11 N1 -178.58(17) . . . . ?
C9 C10 C11 C6 2.4(3) . . . . ?
N2 C6 C11 N1 -1.9(3) . . . . ?
C7 C6 C11 N1 178.27(17) . . . . ?
N2 C6 C11 C10 177.19(18) . . . . ?
C7 C6 C11 C10 -2.6(3) . . . . ?
C11 N1 C12 C1 179.12(18) . . . . ?
C13 N1 C12 C1 1.5(3) . . . . ?
C11 N1 C12 C5 0.0(3) . . . . ?
C13 N1 C12 C5 -177.66(17) . . . . ?
C2 C1 C12 N1 -178.08(19) . . . . ?
C2 C1 C12 C5 1.0(3) . . . . ?
N2 C5 C12 N1 -1.3(3) . . . . ?
C4 C5 C12 N1 178.58(18) . . . . ?
N2 C5 C12 C1 179.58(18) . . . . ?
C4 C5 C12 C1 -0.6(3) . . . . ?
C11 N1 C13 C14 94.8(2) . . . . ?
C12 N1 C13 C14 -87.5(2) . . . . ?
C11 N1 C13 C18 -88.4(2) . . . . ?
C12 N1 C13 C18 89.3(2) . . . . ?
C18 C13 C14 C15 -2.3(4) . . . . ?
N1 C13 C14 C15 174.4(2) . . . . ?
C13 C14 C15 C16 0.9(4) . . . . ?
C14 C15 C16 C17 0.9(5) . . . . ?
C14 C15 C16 Cl1 -178.7(2) . . . . ?
C15 C16 C17 C18 -1.2(4) . . . . ?
Cl1 C16 C17 C18 178.3(2) . . . . ?
C14 C13 C18 C17 2.0(4) . . . . ?
N1 C13 C18 C17 -174.8(2) . . . . ?
C16 C17 C18 C13 -0.2(4) . . . . ?
C8 N3 C19 C20 -156.2(2) . . . . ?
C8 N3 C19 C24 29.5(3) . . . . ?
C24 C19 C20 C21 -1.0(3) . . . . ?
N3 C19 C20 C21 -175.8(2) . . . . ?
C19 C20 C21 C22 -0.6(3) . . . . ?
C20 C21 C22 C23 2.0(3) . . . . ?
C20 C21 C22 Cl2 -177.66(18) . . . . ?
C21 C22 C23 C24 -1.8(4) . . . . ?
Cl2 C22 C23 C24 177.85(18) . . . . ?
C22 C23 C24 C19 0.2(3) . . . . ?
C20 C19 C24 C23 1.2(3) . . . . ?
N3 C19 C24 C23 175.5(2) . . . . ?
C9 N4 C25 C26 78.6(2) . . . . ?
C9 N4 C25 C27 -157.7(2) . . . . ?
O4 C42 C43 C44 80.5(3) . . . . ?
O3 C42 C43 C44 -96.5(2) . . . . ?
C42 C43 C44 C45 103.8(3) . . . . ?
C42 C43 C44 C49 -76.5(3) . . . . ?
C49 C44 C45 C46 -1.2(4) . . . . ?
C43 C44 C45 C46 178.5(3) . . . . ?
C44 C45 C46 C47 -0.2(5) . . . . ?
C45 C46 C47 C48 1.3(5) . . . . ?
C46 C47 C48 C49 -0.9(5) . . . . ?
C47 C48 C49 C44 -0.6(4) . . . . ?
C47 C48 C49 N6 178.7(3) . . . . ?
C45 C44 C49 C48 1.6(3) . . . . ?
C43 C44 C49 C48 -178.1(2) . . . . ?
C45 C44 C49 N6 -177.7(2) . . . . ?
C43 C44 C49 N6 2.7(3) . . . . ?
C50 N6 C49 C48 6.7(4) . . . . ?
C50 N6 C49 C44 -174.1(2) . . . . ?
C49 N6 C50 C55 70.2(3) . . . . ?
C49 N6 C50 C51 -114.6(3) . . . . ?
C55 C50 C51 C52 1.9(4) . . . . ?
N6 C50 C51 C52 -173.6(2) . . . . ?
C55 C50 C51 Cl5 -179.8(2) . . . . ?
N6 C50 C51 Cl5 4.8(3) . . . . ?
C50 C51 C52 C53 -2.5(4) . . . . ?
Cl5 C51 C52 C53 179.1(2) . . . . ?
C51 C52 C53 C54 1.2(5) . . . . ?
C52 C53 C54 C55 0.6(5) . . . . ?
C51 C50 C55 C54 -0.1(4) . . . . ?
N6 C50 C55 C54 175.4(3) . . . . ?
C51 C50 C55 Cl6 -177.8(2) . . . . ?
N6 C50 C55 Cl6 -2.4(4) . . . . ?
C53 C54 C55 C50 -1.1(5) . . . . ?
C53 C54 C55 Cl6 176.6(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.87(3) 1.96(3) 2.817(2) 168(2) .
N4 H4 O1 0.86(3) 1.91(3) 2.769(2) 176(2) .
N5 H5 O2 0.86(3) 2.04(3) 2.835(2) 153(2) .
N6 H6 O4 0.84(3) 2.14(3) 2.932(3) 156(3) .
O3 H3O O2 0.97(4) 1.62(4) 2.568(3) 167(4) .
C4 H4A O3 0.93 2.48 3.347(3) 155.9 2_766
C38 H38 O4 0.93 2.38 3.303(3) 169.0 2_576

_refine_diff_density_max         0.616
_refine_diff_density_min         -0.499
_refine_diff_density_rms         0.040


# start Validation Reply Form
_vrf_PLAT230_lb0724_CFZ-DCF_PEO  
;
PROBLEM: Hirshfeld Test Diff for    C53      --C54      .        6.3 s.u.  
RESPONSE: ...
;
_vrf_PLAT241_lb0724_CFZ-DCF_PEO  
;
PROBLEM: High   MainMol Ueq as Compared to Neighbors of        C32 Check   
RESPONSE: ...
;
_vrf_PLAT242_lb0724_CFZ-DCF_PEO  
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16 is a neighboring atom of a chlorine atom, C42 is the carbon 
atom of a carboxylic acid group.
;
_vrf_PLAT334_lb0724_CFZ-DCF_PEO  
;
PROBLEM: Small Aver. Benzene C-C Dist C13      -C18             1.37 Ang.  
RESPONSE: ...
;
_vrf_PLAT416_lb0724_CFZ-DCF_PEO  
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.94 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms is constrained
by the geometry of the molecule.
;
_vrf_PLAT911_lb0724_CFZ-DCF_PEO  
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        124 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
# end Validation Reply Form
####################################################################### 
# 
# 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_lb0690_CFZ-DCF-SAL_100K
_database_code_depnum_ccdc_archive 'CCDC 2032492'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
nonakis(2-hydroxybenzaldehyde) tetrakis(N-[(2E)-10-
(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-2,10-
dihydrophenazin-2-ylidene]propan-2-aminium) 
tetrakis(2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate) 
hydrate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
4(C27 H23 Cl2 N4), 4(C14 H10 Cl2 N O2), 9(C7 H6 O2), H2 O
;
_chemical_formula_sum            'C227 H188 Cl16 N20 O27'
_chemical_formula_weight         4195.16

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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'
Cl Cl 0.3639 0.7018 '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                   10.4132(5)
_cell_length_b                   21.2266(7)
_cell_length_c                   25.0657(7)
_cell_angle_alpha                66.238(3)
_cell_angle_beta                 89.969(3)
_cell_angle_gamma                86.658(3)
_cell_volume                     5060.5(3)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    14095
_cell_measurement_theta_min      4.1060
_cell_measurement_theta_max      66.6760

_exptl_crystal_description       Plate
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.377
_exptl_crystal_F_000             2178
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.420
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    2.609
_shelx_estimated_absorpt_T_min   0.407
_shelx_estimated_absorpt_T_max   0.903
_exptl_absorpt_correction_T_min  0.413
_exptl_absorpt_correction_T_max  0.910
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.769
_oxdiff_exptl_absorpt_empirical_full_max 1.591
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            53166
_diffrn_reflns_av_unetI/netI     0.0617
_diffrn_reflns_av_R_equivalents  0.0690
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -25
_diffrn_reflns_limit_k_max       25
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       29
_diffrn_reflns_theta_min         2.279
_diffrn_reflns_theta_max         67.184
_diffrn_reflns_theta_full        67.184
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             17765
_reflns_number_gt                13730
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0859P)²+1.7218P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         17765
_refine_ls_number_parameters     1552
_refine_ls_number_restraints     717
_refine_ls_R_factor_all          0.0751
_refine_ls_R_factor_gt           0.0595
_refine_ls_wR_factor_ref         0.1709
_refine_ls_wR_factor_gt          0.1527
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_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
Cl3 Cl -0.11415(9) 0.72472(4) 0.40916(3) 0.0515(2) Uani 1 1 d . . . . .
Cl4 Cl 0.04003(7) 0.53957(4) 0.32060(3) 0.04385(19) Uani 1 1 d . . . . .
O1 O 0.2387(2) 0.71431(11) 0.41489(9) 0.0414(5) Uani 1 1 d . . . . .
O2 O 0.4456(2) 0.68160(12) 0.43886(10) 0.0468(5) Uani 1 1 d . . . . .
N5 N 0.0761(2) 0.65391(13) 0.35978(10) 0.0379(6) Uani 1 1 d . . . . .
H5 H 0.107(3) 0.6705(18) 0.3875(15) 0.046 Uiso 1 1 d . U . . .
C28 C 0.3436(3) 0.68377(14) 0.41166(12) 0.0368(6) Uani 1 1 d . . . . .
C29 C 0.3480(3) 0.64310(17) 0.37288(14) 0.0424(7) Uani 1 1 d . . . . .
H29A H 0.439269 0.632443 0.366858 0.051 Uiso 1 1 calc R U . . .
H29B H 0.308823 0.598665 0.394229 0.051 Uiso 1 1 calc R U . . .
C30 C 0.2812(3) 0.67825(15) 0.31402(13) 0.0385(7) Uani 1 1 d . . . . .
C31 C 0.3524(3) 0.70750(17) 0.26377(14) 0.0462(8) Uani 1 1 d . . . . .
H31 H 0.443338 0.707340 0.267146 0.055 Uiso 1 1 calc R U . . .
C32 C 0.2930(4) 0.73691(18) 0.20878(14) 0.0541(9) Uani 1 1 d . . . . .
H32 H 0.342903 0.756792 0.174998 0.065 Uiso 1 1 calc R U . . .
C33 C 0.1612(4) 0.73702(17) 0.20362(14) 0.0512(9) Uani 1 1 d . . . . .
H33 H 0.120337 0.756442 0.166116 0.061 Uiso 1 1 calc R U . . .
C34 C 0.0880(3) 0.70886(16) 0.25302(13) 0.0422(7) Uani 1 1 d . . . . .
H34 H -0.002841 0.709245 0.249203 0.051 Uiso 1 1 calc R U . . .
C35 C 0.1472(3) 0.68005(15) 0.30815(12) 0.0353(6) Uani 1 1 d . . . . .
C36 C -0.0479(3) 0.63352(15) 0.36211(12) 0.0377(6) Uani 1 1 d . . . . .
C37 C -0.1486(3) 0.66071(17) 0.38543(13) 0.0439(7) Uani 1 1 d . . . . .
C38 C -0.2718(3) 0.63759(18) 0.39165(15) 0.0505(8) Uani 1 1 d . . . . .
H38 H -0.337314 0.657172 0.407745 0.061 Uiso 1 1 calc R U . . .
C39 C -0.2980(3) 0.58539(18) 0.37401(16) 0.0521(8) Uani 1 1 d . . . . .
H39 H -0.382085 0.569113 0.378034 0.062 Uiso 1 1 calc R U . . .
C40 C -0.2025(3) 0.55700(17) 0.35063(14) 0.0450(7) Uani 1 1 d . . . . .
H40 H -0.220893 0.521625 0.338215 0.054 Uiso 1 1 calc R U . . .
C41 C -0.0807(3) 0.58027(15) 0.34544(13) 0.0385(7) Uani 1 1 d . . . . .
Cl1 Cl 0.84982(10) -0.26525(5) 0.80867(3) 0.0604(2) Uani 1 1 d . . . . .
Cl2 Cl 0.83417(9) 0.44894(4) 0.26240(3) 0.0502(2) Uani 1 1 d . . . . .
N1 N 0.8249(2) -0.05127(12) 0.56634(9) 0.0314(5) Uani 1 1 d . . . . .
N2 N 0.8411(2) 0.04043(12) 0.44946(10) 0.0341(5) Uani 1 1 d . . . . .
N3 N 0.8422(2) 0.23247(12) 0.50327(10) 0.0346(5) Uani 1 1 d . . . . .
H3 H 0.804(3) 0.2463(17) 0.5301(15) 0.042 Uiso 1 1 d . U . . .
N4 N 0.8450(2) 0.14144(13) 0.61996(10) 0.0324(5) Uani 1 1 d . . . . .
H4 H 0.839(3) 0.184(2) 0.6088(14) 0.039 Uiso 1 1 d . U . . .
C1 C 0.8058(3) -0.14607(15) 0.53512(13) 0.0357(6) Uani 1 1 d . . . . .
H1 H 0.799210 -0.178413 0.574303 0.043 Uiso 1 1 calc R U . . .
C2 C 0.8021(3) -0.16752(16) 0.48974(13) 0.0382(6) Uani 1 1 d . . . . .
H2 H 0.791571 -0.214654 0.497920 0.046 Uiso 1 1 calc R U . . .
C3 C 0.8137(3) -0.12035(16) 0.43200(13) 0.0393(7) Uani 1 1 d . . . . .
H3A H 0.813235 -0.135994 0.401432 0.047 Uiso 1 1 calc R U . . .
C4 C 0.8256(3) -0.05220(16) 0.41914(12) 0.0368(6) Uani 1 1 d . . . . .
H4A H 0.831578 -0.020620 0.379665 0.044 Uiso 1 1 calc R U . . .
C5 C 0.8293(3) -0.02802(15) 0.46434(12) 0.0331(6) Uani 1 1 d . . . . .
C6 C 0.8420(3) 0.06311(14) 0.49191(11) 0.0322(6) Uani 1 1 d . . . . .
C7 C 0.8466(3) 0.13471(14) 0.47650(12) 0.0329(6) Uani 1 1 d . . . . .
H7 H 0.851706 0.164550 0.436472 0.039 Uiso 1 1 calc R U . . .
C8 C 0.8440(3) 0.16280(14) 0.51729(11) 0.0318(6) Uani 1 1 d . . . . .
C9 C 0.8417(3) 0.11542(14) 0.57945(11) 0.0302(6) Uani 1 1 d . . . . .
C10 C 0.8367(3) 0.04422(14) 0.59515(11) 0.0303(6) Uani 1 1 d . . . . .
H10A H 0.835313 0.013921 0.635208 0.036 Uiso 1 1 calc R U . . .
C11 C 0.8337(3) 0.01741(14) 0.55282(11) 0.0307(6) Uani 1 1 d . . . . .
C12 C 0.8193(3) -0.07650(15) 0.52276(11) 0.0317(6) Uani 1 1 d . . . . .
C13 C 0.8280(3) -0.10065(14) 0.62689(11) 0.0321(6) Uani 1 1 d . . . . .
C14 C 0.9453(3) -0.11967(15) 0.65656(13) 0.0389(7) Uani 1 1 d . . . . .
H14 H 1.021116 -0.098956 0.638404 0.047 Uiso 1 1 calc R U . . .
C15 C 0.9506(3) -0.16968(16) 0.71348(13) 0.0425(7) Uani 1 1 d . . . . .
H15 H 1.030064 -0.182854 0.734862 0.051 Uiso 1 1 calc R U . . .
C16 C 0.8391(4) -0.20013(16) 0.73877(13) 0.0450(8) Uani 1 1 d . . . . .
C17 C 0.7218(3) -0.18009(16) 0.70940(13) 0.0423(7) Uani 1 1 d . . . . .
H17 H 0.646071 -0.200735 0.727687 0.051 Uiso 1 1 calc R U . . .
C18 C 0.7152(3) -0.12939(15) 0.65276(12) 0.0361(6) Uani 1 1 d . . . . .
H18 H 0.635043 -0.114660 0.632113 0.043 Uiso 1 1 calc R U . . .
C19 C 0.8399(3) 0.28266(14) 0.44480(12) 0.0360(6) Uani 1 1 d . . . . .
C20 C 0.9432(3) 0.28681(16) 0.40859(13) 0.0422(7) Uani 1 1 d . . . . .
H20 H 1.015490 0.254664 0.422492 0.051 Uiso 1 1 calc R U . . .
C21 C 0.9414(3) 0.33765(17) 0.35219(13) 0.0450(7) Uani 1 1 d . . . . .
H21 H 1.011536 0.340031 0.327343 0.054 Uiso 1 1 calc R U . . .
C22 C 0.8363(3) 0.38482(15) 0.33260(12) 0.0411(7) Uani 1 1 d . . . . .
C23 C 0.7327(3) 0.38145(16) 0.36803(14) 0.0446(7) Uani 1 1 d . . . . .
H23 H 0.660396 0.413576 0.354045 0.054 Uiso 1 1 calc R U . . .
C24 C 0.7359(3) 0.33040(16) 0.42440(13) 0.0419(7) Uani 1 1 d . . . . .
H24 H 0.665783 0.328255 0.449217 0.050 Uiso 1 1 calc R U . . .
C25 C 0.8394(3) 0.09941(15) 0.68305(12) 0.0358(6) Uani 1 1 d . . . . .
H25 H 0.776933 0.063165 0.689337 0.043 Uiso 1 1 calc R U . . .
C26 C 0.7900(4) 0.14503(17) 0.71361(13) 0.0490(8) Uani 1 1 d . . . . .
H26A H 0.705299 0.166713 0.697085 0.074 Uiso 1 1 calc R U . . .
H26B H 0.850204 0.180851 0.707995 0.074 Uiso 1 1 calc R U . . .
H26C H 0.782711 0.116833 0.755383 0.074 Uiso 1 1 calc R U . . .
C27 C 0.9703(3) 0.06368(18) 0.70796(13) 0.0467(8) Uani 1 1 d . . . . .
H27A H 1.033318 0.098443 0.701396 0.070 Uiso 1 1 calc R U . . .
H27B H 0.997867 0.033418 0.688588 0.070 Uiso 1 1 calc R U . . .
H27C H 0.963963 0.036209 0.749909 0.070 Uiso 1 1 calc R U . . .
Cl7 Cl 0.41518(11) 0.80576(5) 0.05124(4) 0.0613(3) Uani 1 1 d . . . . .
Cl8 Cl 0.50172(8) 1.03360(4) 0.08861(4) 0.0503(2) Uani 1 1 d . . . . .
O3 O 0.7638(2) 0.80351(10) 0.06390(8) 0.0390(5) Uani 1 1 d . . . . .
O4 O 0.9755(2) 0.81400(13) 0.06198(12) 0.0568(6) Uani 1 1 d . . . . .
N10 N 0.5772(3) 0.89759(13) 0.08423(10) 0.0373(6) Uani 1 1 d . . . . .
H10 H 0.610(4) 0.8719(19) 0.0696(16) 0.045 Uiso 1 1 d . U . . .
C69 C 0.8629(3) 0.82855(15) 0.07292(12) 0.0366(6) Uani 1 1 d . . . . .
C70 C 0.8502(3) 0.88332(15) 0.09842(13) 0.0371(6) Uani 1 1 d . . . . .
H70A H 0.936819 0.889927 0.110780 0.044 Uiso 1 1 calc R U . . .
H70B H 0.817803 0.927613 0.067211 0.044 Uiso 1 1 calc R U . . .
C71 C 0.7625(3) 0.86664(14) 0.14953(12) 0.0364(6) Uani 1 1 d . . . . .
C72 C 0.8148(3) 0.84289(16) 0.20629(13) 0.0420(7) Uani 1 1 d . . . . .
H72 H 0.905452 0.835667 0.212335 0.050 Uiso 1 1 calc R U . . .
C73 C 0.7361(4) 0.82978(17) 0.25373(13) 0.0471(8) Uani 1 1 d . . . . .
H73 H 0.772795 0.813743 0.291965 0.057 Uiso 1 1 calc R U . . .
C74 C 0.6048(4) 0.84006(17) 0.24526(13) 0.0470(8) Uani 1 1 d . . . . .
H74 H 0.551054 0.831204 0.277798 0.056 Uiso 1 1 calc R U . . .
C75 C 0.5499(3) 0.86333(16) 0.18944(13) 0.0418(7) Uani 1 1 d . . . . .
H75 H 0.459159 0.870798 0.183866 0.050 Uiso 1 1 calc R U . . .
C76 C 0.6291(3) 0.87561(14) 0.14171(12) 0.0357(6) Uani 1 1 d . . . . .
C77 C 0.4472(3) 0.91918(16) 0.07217(12) 0.0383(6) Uani 1 1 d . . . . .
C78 C 0.3590(4) 0.88145(18) 0.05677(13) 0.0470(8) Uani 1 1 d . . . . .
C79 C 0.2291(4) 0.9026(2) 0.04608(15) 0.0591(10) Uani 1 1 d . . . . .
H79 H 0.171472 0.875392 0.036543 0.071 Uiso 1 1 calc R U . . .
C80 C 0.1847(4) 0.9634(2) 0.04944(16) 0.0618(10) Uani 1 1 d . . . . .
H80 H 0.095955 0.977798 0.042521 0.074 Uiso 1 1 calc R U . . .
C81 C 0.2685(3) 1.0036(2) 0.06282(15) 0.0530(8) Uani 1 1 d . . . . .
H81 H 0.238016 1.045677 0.064728 0.064 Uiso 1 1 calc R U . . .
C82 C 0.3977(3) 0.98148(17) 0.07340(13) 0.0424(7) Uani 1 1 d . . . . .
Cl5 Cl 0.65982(10) 0.23973(4) 0.31559(3) 0.0565(2) Uani 1 1 d . . . . .
Cl6 Cl 0.65159(10) 0.95229(4) -0.24610(3) 0.0539(2) Uani 1 1 d . . . . .
N6 N 0.6795(2) 0.44904(11) 0.07307(9) 0.0268(5) Uani 1 1 d . . . . .
N7 N 0.6612(2) 0.53361(11) -0.04621(9) 0.0299(5) Uani 1 1 d . . . . .
N8 N 0.6949(3) 0.73466(12) -0.00705(9) 0.0350(5) Uani 1 1 d D . . . .
H8 H 0.733(3) 0.7523(17) 0.0168(13) 0.042 Uiso 1 1 d D U . . .
N9 N 0.6908(3) 0.65524(13) 0.10960(10) 0.0340(5) Uani 1 1 d . . . . .
H9 H 0.695(3) 0.696(2) 0.0937(15) 0.041 Uiso 1 1 d . U . . .
C42 C 0.6802(3) 0.34694(14) 0.05002(11) 0.0308(6) Uani 1 1 d . . . . .
H42 H 0.688206 0.316863 0.090141 0.037 Uiso 1 1 calc R U . . .
C43 C 0.6744(3) 0.32069(14) 0.00793(12) 0.0331(6) Uani 1 1 d . . . . .
H43 H 0.679285 0.272153 0.019328 0.040 Uiso 1 1 calc R U . . .
C44 C 0.6615(3) 0.36472(15) -0.05160(12) 0.0349(6) Uani 1 1 d . . . . .
H44 H 0.656281 0.345648 -0.079865 0.042 Uiso 1 1 calc R U . . .
C45 C 0.6566(3) 0.43449(14) -0.06904(12) 0.0324(6) Uani 1 1 d . . . . .
H45 H 0.648092 0.463754 -0.109350 0.039 Uiso 1 1 calc R U . . .
C46 C 0.6640(3) 0.46384(13) -0.02694(11) 0.0281(5) Uani 1 1 d . . . . .
C47 C 0.6720(3) 0.56105(14) -0.00712(11) 0.0290(5) Uani 1 1 d . . . . .
C48 C 0.6753(3) 0.63320(13) -0.02710(11) 0.0296(6) Uani 1 1 d . . . . .
H48 H 0.669348 0.660585 -0.067857 0.036 Uiso 1 1 calc R U . . .
C49 C 0.6868(3) 0.66530(14) 0.01052(11) 0.0303(6) Uani 1 1 d . . . . .
C50 C 0.6881(3) 0.62272(14) 0.07353(11) 0.0303(6) Uani 1 1 d . . . . .
C51 C 0.6878(3) 0.55083(14) 0.09424(11) 0.0298(6) Uani 1 1 d . . . . .
H51 H 0.693058 0.523615 0.135027 0.036 Uiso 1 1 calc R U . . .
C52 C 0.6800(3) 0.51867(13) 0.05553(11) 0.0276(5) Uani 1 1 d . . . . .
C53 C 0.6739(3) 0.41892(13) 0.03261(11) 0.0279(5) Uani 1 1 d . . . . .
C54 C 0.6768(3) 0.40289(13) 0.13457(11) 0.0295(6) Uani 1 1 d . . . . .
C55 C 0.7905(3) 0.37142(14) 0.16399(11) 0.0320(6) Uani 1 1 d . . . . .
H55 H 0.870800 0.383332 0.145770 0.038 Uiso 1 1 calc R U . . .
C56 C 0.7855(3) 0.32200(15) 0.22074(12) 0.0380(6) Uani 1 1 d . . . . .
H56 H 0.862556 0.299794 0.241935 0.046 Uiso 1 1 calc R U . . .
C57 C 0.6669(3) 0.30540(15) 0.24614(12) 0.0402(7) Uani 1 1 d . . . . .
C58 C 0.5539(3) 0.33845(15) 0.21705(12) 0.0399(7) Uani 1 1 d . . . . .
H58 H 0.473947 0.327513 0.235821 0.048 Uiso 1 1 calc R U . . .
C59 C 0.5573(3) 0.38782(15) 0.16016(12) 0.0351(6) Uani 1 1 d . . . . .
H59 H 0.480295 0.410659 0.139304 0.042 Uiso 1 1 calc R U . . .
C60 C 0.6872(3) 0.78316(14) -0.06578(11) 0.0336(6) Uani 1 1 d . . . . .
C61 C 0.7841(3) 0.82906(15) -0.08652(12) 0.0393(7) Uani 1 1 d . . . . .
H61A H 0.856773 0.825158 -0.062257 0.047 Uiso 1 1 calc R U . . .
C62 C 0.7744(3) 0.88040(16) -0.14250(13) 0.0439(7) Uani 1 1 d . . . . .
H62 H 0.840509 0.911599 -0.156880 0.053 Uiso 1 1 calc R U . . .
C63 C 0.6679(3) 0.88572(15) -0.17710(12) 0.0405(7) Uani 1 1 d . . . . .
C64 C 0.5714(3) 0.83979(15) -0.15754(12) 0.0374(6) Uani 1 1 d . . . . .
H64 H 0.499640 0.843411 -0.182236 0.045 Uiso 1 1 calc R U . . .
C65 C 0.5811(3) 0.78874(14) -0.10163(12) 0.0357(6) Uani 1 1 d . . . . .
H65 H 0.515272 0.757345 -0.087609 0.043 Uiso 1 1 calc R U . . .
C66 C 0.6973(3) 0.62237(15) 0.17349(11) 0.0385(7) Uani 1 1 d . . . . .
H66 H 0.763114 0.582608 0.185866 0.046 Uiso 1 1 calc R U . . .
C67 C 0.5683(4) 0.59561(17) 0.19792(13) 0.0472(8) Uani 1 1 d . . . . .
H67A H 0.503223 0.634229 0.186570 0.071 Uiso 1 1 calc R U . . .
H67B H 0.575677 0.572922 0.240548 0.071 Uiso 1 1 calc R U . . .
H67C H 0.542971 0.562404 0.182410 0.071 Uiso 1 1 calc R U . . .
C68 C 0.7412(4) 0.67545(18) 0.19555(13) 0.0517(9) Uani 1 1 d . . . . .
H68A H 0.747041 0.654595 0.238251 0.078 Uiso 1 1 calc R U . . .
H68B H 0.678896 0.715427 0.182563 0.078 Uiso 1 1 calc R U . . .
H68C H 0.825774 0.690299 0.179944 0.078 Uiso 1 1 calc R U . . .
O5S O 0.5201(2) 0.23812(11) 0.50931(9) 0.0455(5) Uani 1 1 d . . . . .
H5OS H 0.537(4) 0.269(2) 0.5290(18) 0.068 Uiso 1 1 d . U . . .
O6S O 0.5312(2) 0.10313(12) 0.43455(9) 0.0467(5) Uani 1 1 d . . . . .
C1S C 0.5148(3) 0.17183(15) 0.54545(12) 0.0362(6) Uani 1 1 d . . . . .
C2S C 0.5176(3) 0.12161(15) 0.52209(12) 0.0348(6) Uani 1 1 d . . . . .
C3S C 0.5077(3) 0.05258(16) 0.55881(13) 0.0386(6) Uani 1 1 d . . . . .
H3S H 0.508741 0.018952 0.542745 0.046 Uiso 1 1 calc R U . . .
C4S C 0.4962(3) 0.03201(17) 0.61874(13) 0.0421(7) Uani 1 1 d . . . . .
H4S H 0.489086 -0.015150 0.643659 0.051 Uiso 1 1 calc R U . . .
C5S C 0.4955(3) 0.08220(17) 0.64129(13) 0.0417(7) Uani 1 1 d . . . . .
H5S H 0.488883 0.068636 0.682183 0.050 Uiso 1 1 calc R U . . .
C6S C 0.5041(3) 0.15098(16) 0.60593(12) 0.0392(7) Uani 1 1 d . . . . .
H6S H 0.502839 0.184213 0.622422 0.047 Uiso 1 1 calc R U . . .
C7S C 0.5325(3) 0.14274(17) 0.45902(13) 0.0394(7) Uani 1 1 d . . . . .
H7S H 0.543891 0.190016 0.435827 0.047 Uiso 1 1 calc R U . . .
O7T O 0.0163(2) 0.73428(12) 0.01114(9) 0.0484(5) Uani 1 1 d D . . . .
H7OT H -0.004(4) 0.766(2) 0.0312(19) 0.073 Uiso 1 1 d . U . . .
O8T O -0.0061(2) 0.60422(12) -0.06661(9) 0.0485(6) Uani 1 1 d D . . . .
C8T C 0.0096(3) 0.61805(16) 0.02271(12) 0.0373(6) Uani 1 1 d D . . . .
C9T C 0.0172(3) 0.66704(16) 0.04713(12) 0.0401(7) Uani 1 1 d D . . . .
C10T C 0.0259(3) 0.64422(17) 0.10782(13) 0.0439(7) Uani 1 1 d D . . . .
H10T H 0.029455 0.676732 0.124913 0.053 Uiso 1 1 calc R U . . .
C11T C 0.0293(3) 0.57496(18) 0.14273(13) 0.0476(8) Uani 1 1 d D . . . .
H11T H 0.033944 0.560090 0.183893 0.057 Uiso 1 1 calc R U . . .
C12T C 0.0261(3) 0.52602(18) 0.11871(14) 0.0458(7) Uani 1 1 d D . . . .
H12T H 0.030517 0.478152 0.143108 0.055 Uiso 1 1 calc R U . . .
C13T C 0.0165(3) 0.54850(17) 0.05886(13) 0.0425(7) Uani 1 1 d D . . . .
H13T H 0.014504 0.515562 0.042150 0.051 Uiso 1 1 calc R U . . .
C14T C -0.0063(3) 0.64195(17) -0.04059(13) 0.0419(7) Uani 1 1 d D . . . .
H14T H -0.017550 0.690259 -0.062970 0.050 Uiso 1 1 calc R U . . .
O9U O 0.7785(6) 0.1850(3) 0.1944(2) 0.0653(15) Uani 0.705(6) 1 d D U P A 1
H9OU H 0.722664 0.169304 0.219774 0.098 Uiso 0.705(6) 1 calc R U P A 1
O10U O 0.6943(6) 0.0796(4) 0.2810(2) 0.0925(19) Uani 0.705(6) 1 d D U P A 1
C15U C 0.7670(5) 0.0721(3) 0.1940(2) 0.0484(12) Uani 0.705(6) 1 d D U P A 1
C16U C 0.803(3) 0.1408(5) 0.1684(6) 0.044(3) Uani 0.705(6) 1 d D U P A 1
C17U C 0.8546(7) 0.1658(4) 0.1133(3) 0.0527(15) Uani 0.705(6) 1 d D U P A 1
H17U H 0.877278 0.212305 0.095402 0.063 Uiso 0.705(6) 1 calc R U P A 1
C18U C 0.8722(7) 0.1233(4) 0.0853(3) 0.0619(17) Uani 0.705(6) 1 d D U P A 1
H18U H 0.907859 0.140872 0.047592 0.074 Uiso 0.705(6) 1 calc R U P A 1
C19U C 0.8398(16) 0.0545(6) 0.1099(5) 0.063(4) Uani 0.705(6) 1 d D U P A 1
H19U H 0.853179 0.025695 0.089321 0.075 Uiso 0.705(6) 1 calc R U P A 1
C20U C 0.7883(6) 0.0297(3) 0.1643(3) 0.0597(15) Uani 0.705(6) 1 d D U P A 1
H20U H 0.766850 -0.017059 0.181878 0.072 Uiso 0.705(6) 1 calc R U P A 1
C21U C 0.7158(16) 0.0452(6) 0.2520(5) 0.070(3) Uani 0.705(6) 1 d D U P A 1
H21U H 0.697618 -0.002132 0.268855 0.084 Uiso 0.705(6) 1 calc R U P A 1
O9V O 0.8589(9) 0.1983(4) 0.1134(4) 0.040(2) Uani 0.295(6) 1 d D U P A 2
H9OV H 0.894746 0.183633 0.090202 0.060 Uiso 0.295(6) 1 calc R U P A 2
O10V O 0.9180(10) 0.1061(4) 0.0688(3) 0.047(2) Uani 0.295(6) 1 d D U P A 2
C15V C 0.8103(10) 0.0775(5) 0.1584(4) 0.034(2) Uani 0.295(6) 1 d D U P A 2
C16V C 0.808(6) 0.1450(10) 0.1577(13) 0.032(4) Uani 0.295(6) 1 d D U P A 2
C17V C 0.7677(13) 0.1534(6) 0.2071(5) 0.036(3) Uani 0.295(6) 1 d D U P A 2
H17V H 0.772668 0.197107 0.208831 0.043 Uiso 0.295(6) 1 calc R U P A 2
C18V C 0.7215(11) 0.1012(6) 0.2529(5) 0.041(3) Uani 0.295(6) 1 d D U P A 2
H18V H 0.691384 0.109518 0.285394 0.049 Uiso 0.295(6) 1 calc R U P A 2
C19V C 0.716(2) 0.0347(9) 0.2539(8) 0.036(4) Uani 0.295(6) 1 d D U P A 2
H19V H 0.684830 -0.002024 0.286592 0.044 Uiso 0.295(6) 1 calc R U P A 2
C20V C 0.7592(10) 0.0248(5) 0.2058(4) 0.035(2) Uani 0.295(6) 1 d D U P A 2
H20V H 0.753658 -0.019259 0.204776 0.042 Uiso 0.295(6) 1 calc R U P A 2
C21V C 0.867(3) 0.0650(10) 0.1110(9) 0.039(5) Uani 0.295(6) 1 d D U P A 2
H21V H 0.864650 0.019467 0.112890 0.047 Uiso 0.295(6) 1 calc R U P A 2
O11W O 0.2519(6) 0.3408(3) 0.2817(3) 0.0734(16) Uani 0.594(6) 1 d D U P B 1
H11W H 0.237871 0.311104 0.315113 0.110 Uiso 0.594(6) 1 calc R U P B 1
O12W O 0.3264(6) 0.2757(3) 0.3888(3) 0.0895(19) Uani 0.594(6) 1 d D U P B 1
C22W C 0.3410(17) 0.3938(5) 0.3404(4) 0.068(3) Uani 0.594(6) 1 d D U P B 1
C23W C 0.2842(6) 0.4005(3) 0.2859(2) 0.0490(15) Uani 0.594(6) 1 d D U P B 1
C24W C 0.2598(12) 0.4624(5) 0.2407(5) 0.076(3) Uani 0.594(6) 1 d D U P B 1
H24W H 0.216978 0.465413 0.206225 0.091 Uiso 0.594(6) 1 calc R U P B 1
C25W C 0.2982(8) 0.5209(4) 0.2455(4) 0.073(2) Uani 0.594(6) 1 d D U P B 1
H25W H 0.286725 0.564190 0.213163 0.088 Uiso 0.594(6) 1 calc R U P B 1
C26W C 0.3523(7) 0.5174(4) 0.2960(4) 0.0685(19) Uani 0.594(6) 1 d D U P B 1
H26W H 0.375553 0.558514 0.298940 0.082 Uiso 0.594(6) 1 calc R U P B 1
C27W C 0.3748(7) 0.4534(4) 0.3445(3) 0.0565(18) Uani 0.594(6) 1 d D U P B 1
H27W H 0.412905 0.451649 0.379517 0.068 Uiso 0.594(6) 1 calc R U P B 1
C28W C 0.3572(15) 0.3283(5) 0.3868(4) 0.078(3) Uani 0.594(6) 1 d D U P B 1
H28W H 0.398754 0.327043 0.421042 0.094 Uiso 0.594(6) 1 calc R U P B 1
O11X O 0.2867(9) 0.3342(7) 0.3160(6) 0.107(4) Uani 0.406(6) 1 d D U P B 2
H11X H 0.253377 0.358407 0.282991 0.161 Uiso 0.406(6) 1 calc DR U P B 2
O12X O 0.2601(16) 0.4359(10) 0.2252(7) 0.167(8) Uani 0.406(6) 1 d D U P B 2
C22X C 0.3252(9) 0.4491(6) 0.3077(4) 0.076(3) Uani 0.406(6) 1 d D U P B 2
C23X C 0.3219(16) 0.3752(6) 0.3416(5) 0.057(3) Uani 0.406(6) 1 d D U P B 2
C24X C 0.357(2) 0.3460(7) 0.3994(6) 0.078(4) Uani 0.406(6) 1 d D U P B 2
H24X H 0.357568 0.297415 0.420227 0.116 Uiso 0.406(6) 1 calc R U P B 2
C25X C 0.3926(10) 0.3863(5) 0.4275(5) 0.072(3) Uani 0.406(6) 1 d D U P B 2
H25X H 0.413511 0.365956 0.468075 0.086 Uiso 0.406(6) 1 calc R U P B 2
C26X C 0.3975(11) 0.4577(6) 0.3959(5) 0.087(3) Uani 0.406(6) 1 d D U P B 2
H26X H 0.424991 0.485376 0.414969 0.104 Uiso 0.406(6) 1 calc R U P B 2
C27X C 0.3638(14) 0.4873(7) 0.3392(6) 0.087(4) Uani 0.406(6) 1 d D U P B 2
H27X H 0.365948 0.535883 0.319319 0.105 Uiso 0.406(6) 1 calc R U P B 2
C28X C 0.2976(17) 0.4762(10) 0.2467(6) 0.085(5) Uani 0.406(6) 1 d D U P B 2
H28X H 0.307242 0.523504 0.222832 0.102 Uiso 0.406(6) 1 calc R U P B 2
O13Y O 0.2597(9) 0.4863(7) 0.4761(5) 0.223(8) Uani 0.5 1 d D U P C -1
H13Y H 0.260076 0.454122 0.464666 0.335 Uiso 0.5 1 calc DR U P C -1
O14Y O 0.1877(15) 0.3936(6) 0.4531(4) 0.197(7) Uani 0.5 1 d D U P C -1
C29Y C 0.0469(11) 0.4568(7) 0.4847(6) 0.083(3) Uani 0.5 1 d D U P C -1
C30Y C 0.1392(11) 0.4990(8) 0.4909(8) 0.089(4) Uani 0.5 1 d D U P C -1
C31Y C 0.1191(19) 0.5493(10) 0.5122(9) 0.142(6) Uani 0.5 1 d D U P C -1
H31Y H 0.186443 0.575927 0.515487 0.170 Uiso 0.5 1 calc R U P C -1
C32Y C -0.003(2) 0.5584(9) 0.5280(7) 0.141(6) Uani 0.5 1 d D U P C -1
H32Y H -0.022244 0.590638 0.544757 0.169 Uiso 0.5 1 calc R U P C -1
C33Y C -0.1004(19) 0.5193(9) 0.5195(8) 0.118(6) Uani 0.5 1 d D U P C -1
H33Y H -0.185705 0.528835 0.528804 0.142 Uiso 0.5 1 calc R U P C -1
C34Y C -0.0807(10) 0.4680(7) 0.4984(6) 0.078(3) Uani 0.5 1 d D U P C -1
H34Y H -0.148594 0.442529 0.493682 0.093 Uiso 0.5 1 calc R U P C -1
C35Y C 0.0764(16) 0.4060(6) 0.4618(4) 0.134(5) Uani 0.5 1 d D U P C -1
H35Y H 0.009712 0.382290 0.453612 0.161 Uiso 0.5 1 calc R U P C -1
O15 O 0.5127(10) 0.4552(4) 0.4742(4) 0.119(3) Uani 0.5 1 d D . P . .
H15O H 0.4328(18) 0.451(4) 0.477(6) 0.142 Uiso 0.5 1 d D U P . .
H15P H 0.534(10) 0.479(7) 0.493(6) 0.142 Uiso 0.5 1 d D U P . .


_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
Cl3 C37 1.743(3) . ?
Cl4 C41 1.738(3) . ?
O1 C28 1.257(4) . ?
O2 C28 1.250(4) . ?
N5 C36 1.379(4) . ?
N5 C35 1.414(4) . ?
N5 H5 0.96(4) . ?
C28 C29 1.537(4) . ?
C29 C30 1.507(5) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.394(4) . ?
C30 C35 1.400(5) . ?
C31 C32 1.391(5) . ?
C31 H31 0.9500 . ?
C32 C33 1.378(6) . ?
C32 H32 0.9500 . ?
C33 C34 1.388(5) . ?
C33 H33 0.9500 . ?
C34 C35 1.393(4) . ?
C34 H34 0.9500 . ?
C36 C37 1.406(4) . ?
C36 C41 1.412(4) . ?
C37 C38 1.387(5) . ?
C38 C39 1.388(5) . ?
C38 H38 0.9500 . ?
C39 C40 1.382(5) . ?
C39 H39 0.9500 . ?
C40 C41 1.375(5) . ?
C40 H40 0.9500 . ?
Cl1 C16 1.739(3) . ?
Cl2 C22 1.737(3) . ?
N1 C11 1.366(4) . ?
N1 C12 1.400(3) . ?
N1 C13 1.455(4) . ?
N2 C6 1.333(3) . ?
N2 C5 1.360(4) . ?
N3 C8 1.375(4) . ?
N3 C19 1.422(4) . ?
N3 H3 0.92(4) . ?
N4 C9 1.338(3) . ?
N4 C25 1.473(4) . ?
N4 H4 0.84(4) . ?
C1 C2 1.386(4) . ?
C1 C12 1.397(4) . ?
C1 H1 0.9500 . ?
C2 C3 1.399(4) . ?
C2 H2 0.9500 . ?
C3 C4 1.363(4) . ?
C3 H3A 0.9500 . ?
C4 C5 1.421(4) . ?
C4 H4A 0.9500 . ?
C5 C12 1.418(4) . ?
C6 C7 1.413(4) . ?
C6 C11 1.448(4) . ?
C7 C8 1.375(4) . ?
C7 H7 0.9500 . ?
C8 C9 1.476(4) . ?
C9 C10 1.404(4) . ?
C10 C11 1.393(4) . ?
C10 H10A 0.9500 . ?
C13 C14 1.382(4) . ?
C13 C18 1.391(4) . ?
C14 C15 1.392(4) . ?
C14 H14 0.9500 . ?
C15 C16 1.387(5) . ?
C15 H15 0.9500 . ?
C16 C17 1.379(5) . ?
C17 C18 1.392(4) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.385(4) . ?
C19 C20 1.391(4) . ?
C20 C21 1.390(4) . ?
C20 H20 0.9500 . ?
C21 C22 1.385(5) . ?
C21 H21 0.9500 . ?
C22 C23 1.383(5) . ?
C23 C24 1.391(4) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C27 1.524(5) . ?
C25 C26 1.526(4) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
Cl7 C78 1.736(4) . ?
Cl8 C82 1.738(3) . ?
O3 C69 1.248(4) . ?
O4 C69 1.254(4) . ?
N10 C77 1.397(4) . ?
N10 C76 1.419(4) . ?
N10 H10 0.83(4) . ?
C69 C70 1.536(4) . ?
C70 C71 1.507(4) . ?
C70 H70A 0.9900 . ?
C70 H70B 0.9900 . ?
C71 C76 1.395(5) . ?
C71 C72 1.402(4) . ?
C72 C73 1.386(5) . ?
C72 H72 0.9500 . ?
C73 C74 1.375(5) . ?
C73 H73 0.9500 . ?
C74 C75 1.393(5) . ?
C74 H74 0.9500 . ?
C75 C76 1.397(4) . ?
C75 H75 0.9500 . ?
C77 C82 1.403(4) . ?
C77 C78 1.403(5) . ?
C78 C79 1.391(6) . ?
C79 C80 1.380(6) . ?
C79 H79 0.9500 . ?
C80 C81 1.386(6) . ?
C80 H80 0.9500 . ?
C81 C82 1.388(5) . ?
C81 H81 0.9500 . ?
Cl5 C57 1.742(3) . ?
Cl6 C63 1.738(3) . ?
N6 C52 1.362(3) . ?
N6 C53 1.403(3) . ?
N6 C54 1.457(3) . ?
N7 C47 1.334(3) . ?
N7 C46 1.359(3) . ?
N8 C49 1.364(4) . ?
N8 C60 1.415(4) . ?
N8 H8 0.924(18) . ?
N9 C50 1.342(3) . ?
N9 C66 1.466(3) . ?
N9 H9 0.81(4) . ?
C42 C43 1.380(4) . ?
C42 C53 1.407(4) . ?
C42 H42 0.9500 . ?
C43 C44 1.407(4) . ?
C43 H43 0.9500 . ?
C44 C45 1.362(4) . ?
C44 H44 0.9500 . ?
C45 C46 1.430(4) . ?
C45 H45 0.9500 . ?
C46 C53 1.410(4) . ?
C47 C48 1.409(4) . ?
C47 C52 1.461(4) . ?
C48 C49 1.377(4) . ?
C48 H48 0.9500 . ?
C49 C50 1.470(4) . ?
C50 C51 1.400(4) . ?
C51 C52 1.398(4) . ?
C51 H51 0.9500 . ?
C54 C55 1.380(4) . ?
C54 C59 1.394(4) . ?
C55 C56 1.389(4) . ?
C55 H55 0.9500 . ?
C56 C57 1.387(5) . ?
C56 H56 0.9500 . ?
C57 C58 1.379(5) . ?
C58 C59 1.390(4) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
C60 C65 1.394(4) . ?
C60 C61 1.394(4) . ?
C61 C62 1.386(4) . ?
C61 H61A 0.9500 . ?
C62 C63 1.379(5) . ?
C62 H62 0.9500 . ?
C63 C64 1.389(4) . ?
C64 C65 1.383(4) . ?
C64 H64 0.9500 . ?
C65 H65 0.9500 . ?
C66 C67 1.519(5) . ?
C66 C68 1.532(4) . ?
C66 H66 1.0000 . ?
C67 H67A 0.9800 . ?
C67 H67B 0.9800 . ?
C67 H67C 0.9800 . ?
C68 H68A 0.9800 . ?
C68 H68B 0.9800 . ?
C68 H68C 0.9800 . ?
O5S C1S 1.336(4) . ?
O5S H5OS 0.99(5) . ?
O6S C7S 1.225(4) . ?
C1S C6S 1.404(4) . ?
C1S C2S 1.407(4) . ?
C2S C3S 1.391(4) . ?
C2S C7S 1.470(4) . ?
C3S C4S 1.393(4) . ?
C3S H3S 0.9500 . ?
C4S C5S 1.392(4) . ?
C4S H4S 0.9500 . ?
C5S C6S 1.378(5) . ?
C5S H5S 0.9500 . ?
C6S H6S 0.9500 . ?
C7S H7S 0.9500 . ?
O7T C9T 1.346(4) . ?
O7T H7OT 1.00(5) . ?
O8T C14T 1.220(4) . ?
C8T C13T 1.384(4) . ?
C8T C9T 1.409(4) . ?
C8T C14T 1.464(4) . ?
C9T C10T 1.399(4) . ?
C10T C11T 1.373(5) . ?
C10T H10T 0.9500 . ?
C11T C12T 1.397(5) . ?
C11T H11T 0.9500 . ?
C12T C13T 1.381(4) . ?
C12T H12T 0.9500 . ?
C13T H13T 0.9500 . ?
C14T H14T 0.9500 . ?
O9U C16U 1.355(8) . ?
O9U H9OU 0.8400 . ?
O10U C21U 1.234(10) . ?
C15U C20U 1.391(7) . ?
C15U C16U 1.411(8) . ?
C15U C21U 1.444(9) . ?
C16U C17U 1.382(9) . ?
C17U C18U 1.353(9) . ?
C17U H17U 0.9500 . ?
C18U C19U 1.400(10) . ?
C18U H18U 0.9500 . ?
C19U C20U 1.370(10) . ?
C19U H19U 0.9500 . ?
C20U H20U 0.9500 . ?
C21U H21U 0.9500 . ?
O9V C16V 1.362(13) . ?
O9V H9OV 0.8400 . ?
O10V C21V 1.212(13) . ?
C15V C20V 1.394(11) . ?
C15V C16V 1.424(12) . ?
C15V C21V 1.439(13) . ?
C16V C17V 1.382(14) . ?
C17V C18V 1.346(13) . ?
C17V H17V 0.9500 . ?
C18V C19V 1.406(14) . ?
C18V H18V 0.9500 . ?
C19V C20V 1.374(13) . ?
C19V H19V 0.9500 . ?
C20V H20V 0.9500 . ?
C21V H21V 0.9500 . ?
O11W C23W 1.373(8) . ?
O11W H11W 0.8400 . ?
O12W C28W 1.164(10) . ?
C22W C27W 1.375(10) . ?
C22W C28W 1.409(11) . ?
C22W C23W 1.439(10) . ?
C23W C24W 1.354(11) . ?
C24W C25W 1.376(11) . ?
C24W H24W 0.9500 . ?
C25W C26W 1.359(10) . ?
C25W H25W 0.9500 . ?
C26W C27W 1.417(10) . ?
C26W H26W 0.9500 . ?
C27W H27W 0.9500 . ?
C28W H28W 0.9500 . ?
O11X C23X 1.340(12) . ?
O11X H11X 0.8400 . ?
O12X C28X 1.260(15) . ?
C22X C27X 1.412(13) . ?
C22X C28X 1.422(13) . ?
C22X C23X 1.454(12) . ?
C23X C24X 1.366(13) . ?
C24X C25X 1.374(13) . ?
C24X H24X 0.9500 . ?
C25X C26X 1.403(12) . ?
C25X H25X 0.9500 . ?
C26X C27X 1.340(13) . ?
C26X H26X 0.9500 . ?
C27X H27X 0.9500 . ?
C28X H28X 0.9500 . ?
O13Y C30Y 1.352(12) . ?
O13Y H13Y 0.8400 . ?
O14Y C35Y 1.213(13) . ?
C29Y C30Y 1.402(12) . ?
C29Y C34Y 1.403(12) . ?
C29Y C35Y 1.429(13) . ?
C30Y C31Y 1.378(13) . ?
C31Y C32Y 1.354(14) . ?
C31Y H31Y 0.9500 . ?
C32Y C33Y 1.419(14) . ?
C32Y H32Y 0.9500 . ?
C33Y C34Y 1.395(13) . ?
C33Y H33Y 0.9500 . ?
C34Y H34Y 0.9500 . ?
C35Y H35Y 0.9500 . ?
O15 H15O 0.84(2) . ?
O15 H15P 0.85(2) . ?

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
C36 N5 C35 124.1(2) . . ?
C36 N5 H5 120(2) . . ?
C35 N5 H5 110(2) . . ?
O2 C28 O1 125.6(2) . . ?
O2 C28 C29 116.2(3) . . ?
O1 C28 C29 118.2(3) . . ?
C30 C29 C28 116.0(3) . . ?
C30 C29 H29A 108.3 . . ?
C28 C29 H29A 108.3 . . ?
C30 C29 H29B 108.3 . . ?
C28 C29 H29B 108.3 . . ?
H29A C29 H29B 107.4 . . ?
C31 C30 C35 118.4(3) . . ?
C31 C30 C29 120.5(3) . . ?
C35 C30 C29 121.0(3) . . ?
C32 C31 C30 121.3(3) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C33 C32 C31 119.6(3) . . ?
C33 C32 H32 120.2 . . ?
C31 C32 H32 120.2 . . ?
C32 C33 C34 120.2(3) . . ?
C32 C33 H33 119.9 . . ?
C34 C33 H33 119.9 . . ?
C33 C34 C35 120.2(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 120.2(3) . . ?
C34 C35 N5 122.2(3) . . ?
C30 C35 N5 117.6(3) . . ?
N5 C36 C37 122.2(3) . . ?
N5 C36 C41 122.5(3) . . ?
C37 C36 C41 115.1(3) . . ?
C38 C37 C36 123.0(3) . . ?
C38 C37 Cl3 119.2(2) . . ?
C36 C37 Cl3 117.8(3) . . ?
C37 C38 C39 119.0(3) . . ?
C37 C38 H38 120.5 . . ?
C39 C38 H38 120.5 . . ?
C40 C39 C38 120.3(3) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C41 C40 C39 119.6(3) . . ?
C41 C40 H40 120.2 . . ?
C39 C40 H40 120.2 . . ?
C40 C41 C36 122.9(3) . . ?
C40 C41 Cl4 118.5(2) . . ?
C36 C41 Cl4 118.5(2) . . ?
C11 N1 C12 121.3(2) . . ?
C11 N1 C13 120.4(2) . . ?
C12 N1 C13 118.2(2) . . ?
C6 N2 C5 118.3(2) . . ?
C8 N3 C19 123.0(2) . . ?
C8 N3 H3 115(2) . . ?
C19 N3 H3 116(2) . . ?
C9 N4 C25 123.7(2) . . ?
C9 N4 H4 118(2) . . ?
C25 N4 H4 118(2) . . ?
C2 C1 C12 119.4(3) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C1 C2 C3 120.6(3) . . ?
C1 C2 H2 119.7 . . ?
C3 C2 H2 119.7 . . ?
C4 C3 C2 120.7(3) . . ?
C4 C3 H3A 119.7 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 120.5(3) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
N2 C5 C12 123.3(2) . . ?
N2 C5 C4 118.5(3) . . ?
C12 C5 C4 118.3(3) . . ?
N2 C6 C7 118.5(2) . . ?
N2 C6 C11 122.4(3) . . ?
C7 C6 C11 119.0(2) . . ?
C8 C7 C6 122.5(3) . . ?
C8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
N3 C8 C7 123.6(2) . . ?
N3 C8 C9 118.4(2) . . ?
C7 C8 C9 118.1(2) . . ?
N4 C9 C10 121.2(2) . . ?
N4 C9 C8 119.0(2) . . ?
C10 C9 C8 119.8(2) . . ?
C11 C10 C9 120.9(2) . . ?
C11 C10 H10A 119.5 . . ?
C9 C10 H10A 119.5 . . ?
N1 C11 C10 122.6(2) . . ?
N1 C11 C6 117.8(2) . . ?
C10 C11 C6 119.6(2) . . ?
C1 C12 N1 122.6(2) . . ?
C1 C12 C5 120.5(2) . . ?
N1 C12 C5 116.9(2) . . ?
C14 C13 C18 121.7(3) . . ?
C14 C13 N1 118.4(3) . . ?
C18 C13 N1 119.8(2) . . ?
C13 C14 C15 119.0(3) . . ?
C13 C14 H14 120.5 . . ?
C15 C14 H14 120.5 . . ?
C16 C15 C14 119.6(3) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C17 C16 C15 121.3(3) . . ?
C17 C16 Cl1 120.1(3) . . ?
C15 C16 Cl1 118.6(3) . . ?
C16 C17 C18 119.5(3) . . ?
C16 C17 H17 120.2 . . ?
C18 C17 H17 120.2 . . ?
C13 C18 C17 118.9(3) . . ?
C13 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C24 C19 C20 119.3(3) . . ?
C24 C19 N3 119.5(3) . . ?
C20 C19 N3 121.1(3) . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.8 . . ?
C19 C20 H20 119.8 . . ?
C22 C21 C20 119.3(3) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C23 C22 C21 121.0(3) . . ?
C23 C22 Cl2 119.5(3) . . ?
C21 C22 Cl2 119.5(2) . . ?
C22 C23 C24 119.1(3) . . ?
C22 C23 H23 120.5 . . ?
C24 C23 H23 120.5 . . ?
C19 C24 C23 120.8(3) . . ?
C19 C24 H24 119.6 . . ?
C23 C24 H24 119.6 . . ?
N4 C25 C27 111.1(2) . . ?
N4 C25 C26 109.3(2) . . ?
C27 C25 C26 111.4(3) . . ?
N4 C25 H25 108.3 . . ?
C27 C25 H25 108.3 . . ?
C26 C25 H25 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C77 N10 C76 120.5(2) . . ?
C77 N10 H10 119(3) . . ?
C76 N10 H10 108(3) . . ?
O3 C69 O4 125.8(3) . . ?
O3 C69 C70 119.2(3) . . ?
O4 C69 C70 115.0(3) . . ?
C71 C70 C69 115.0(2) . . ?
C71 C70 H70A 108.5 . . ?
C69 C70 H70A 108.5 . . ?
C71 C70 H70B 108.5 . . ?
C69 C70 H70B 108.5 . . ?
H70A C70 H70B 107.5 . . ?
C76 C71 C72 118.6(3) . . ?
C76 C71 C70 121.4(3) . . ?
C72 C71 C70 120.0(3) . . ?
C73 C72 C71 121.0(3) . . ?
C73 C72 H72 119.5 . . ?
C71 C72 H72 119.5 . . ?
C74 C73 C72 119.8(3) . . ?
C74 C73 H73 120.1 . . ?
C72 C73 H73 120.1 . . ?
C73 C74 C75 120.7(3) . . ?
C73 C74 H74 119.7 . . ?
C75 C74 H74 119.7 . . ?
C74 C75 C76 119.6(3) . . ?
C74 C75 H75 120.2 . . ?
C76 C75 H75 120.2 . . ?
C71 C76 C75 120.4(3) . . ?
C71 C76 N10 118.1(2) . . ?
C75 C76 N10 121.6(3) . . ?
N10 C77 C82 121.4(3) . . ?
N10 C77 C78 122.7(3) . . ?
C82 C77 C78 115.9(3) . . ?
C79 C78 C77 122.3(3) . . ?
C79 C78 Cl7 119.4(3) . . ?
C77 C78 Cl7 118.3(3) . . ?
C80 C79 C78 119.4(4) . . ?
C80 C79 H79 120.3 . . ?
C78 C79 H79 120.3 . . ?
C79 C80 C81 120.6(4) . . ?
C79 C80 H80 119.7 . . ?
C81 C80 H80 119.7 . . ?
C80 C81 C82 119.0(4) . . ?
C80 C81 H81 120.5 . . ?
C82 C81 H81 120.5 . . ?
C81 C82 C77 122.7(3) . . ?
C81 C82 Cl8 118.2(3) . . ?
C77 C82 Cl8 119.1(3) . . ?
C52 N6 C53 121.4(2) . . ?
C52 N6 C54 121.50(19) . . ?
C53 N6 C54 117.0(2) . . ?
C47 N7 C46 118.5(2) . . ?
C49 N8 C60 124.7(2) . . ?
C49 N8 H8 121(2) . . ?
C60 N8 H8 112(2) . . ?
C50 N9 C66 126.2(2) . . ?
C50 N9 H9 115(2) . . ?
C66 N9 H9 119(2) . . ?
C43 C42 C53 119.0(2) . . ?
C43 C42 H42 120.5 . . ?
C53 C42 H42 120.5 . . ?
C42 C43 C44 121.0(3) . . ?
C42 C43 H43 119.5 . . ?
C44 C43 H43 119.5 . . ?
C45 C44 C43 120.5(2) . . ?
C45 C44 H44 119.7 . . ?
C43 C44 H44 119.7 . . ?
C44 C45 C46 120.3(3) . . ?
C44 C45 H45 119.9 . . ?
C46 C45 H45 119.9 . . ?
N7 C46 C53 123.2(2) . . ?
N7 C46 C45 118.4(2) . . ?
C53 C46 C45 118.4(2) . . ?
N7 C47 C48 118.7(2) . . ?
N7 C47 C52 122.1(2) . . ?
C48 C47 C52 119.2(2) . . ?
C49 C48 C47 122.1(2) . . ?
C49 C48 H48 118.9 . . ?
C47 C48 H48 118.9 . . ?
N8 C49 C48 124.0(2) . . ?
N8 C49 C50 117.7(2) . . ?
C48 C49 C50 118.3(2) . . ?
N9 C50 C51 122.1(2) . . ?
N9 C50 C49 117.6(2) . . ?
C51 C50 C49 120.3(2) . . ?
C52 C51 C50 120.7(2) . . ?
C52 C51 H51 119.6 . . ?
C50 C51 H51 119.6 . . ?
N6 C52 C51 123.4(2) . . ?
N6 C52 C47 117.5(2) . . ?
C51 C52 C47 119.2(2) . . ?
N6 C53 C42 122.0(2) . . ?
N6 C53 C46 117.2(2) . . ?
C42 C53 C46 120.8(2) . . ?
C55 C54 C59 122.3(2) . . ?
C55 C54 N6 119.4(2) . . ?
C59 C54 N6 118.0(2) . . ?
C54 C55 C56 118.8(3) . . ?
C54 C55 H55 120.6 . . ?
C56 C55 H55 120.6 . . ?
C57 C56 C55 119.3(3) . . ?
C57 C56 H56 120.3 . . ?
C55 C56 H56 120.3 . . ?
C58 C57 C56 121.5(3) . . ?
C58 C57 Cl5 119.1(2) . . ?
C56 C57 Cl5 119.4(3) . . ?
C57 C58 C59 119.8(3) . . ?
C57 C58 H58 120.1 . . ?
C59 C58 H58 120.1 . . ?
C58 C59 C54 118.2(3) . . ?
C58 C59 H59 120.9 . . ?
C54 C59 H59 120.9 . . ?
C65 C60 C61 119.8(3) . . ?
C65 C60 N8 121.3(3) . . ?
C61 C60 N8 118.8(3) . . ?
C62 C61 C60 120.1(3) . . ?
C62 C61 H61A 120.0 . . ?
C60 C61 H61A 120.0 . . ?
C63 C62 C61 119.3(3) . . ?
C63 C62 H62 120.3 . . ?
C61 C62 H62 120.3 . . ?
C62 C63 C64 121.4(3) . . ?
C62 C63 Cl6 119.6(2) . . ?
C64 C63 Cl6 118.9(3) . . ?
C65 C64 C63 119.1(3) . . ?
C65 C64 H64 120.5 . . ?
C63 C64 H64 120.5 . . ?
C64 C65 C60 120.3(3) . . ?
C64 C65 H65 119.9 . . ?
C60 C65 H65 119.9 . . ?
N9 C66 C67 111.0(3) . . ?
N9 C66 C68 107.8(2) . . ?
C67 C66 C68 111.9(3) . . ?
N9 C66 H66 108.7 . . ?
C67 C66 H66 108.7 . . ?
C68 C66 H66 108.7 . . ?
C66 C67 H67A 109.5 . . ?
C66 C67 H67B 109.5 . . ?
H67A C67 H67B 109.5 . . ?
C66 C67 H67C 109.5 . . ?
H67A C67 H67C 109.5 . . ?
H67B C67 H67C 109.5 . . ?
C66 C68 H68A 109.5 . . ?
C66 C68 H68B 109.5 . . ?
H68A C68 H68B 109.5 . . ?
C66 C68 H68C 109.5 . . ?
H68A C68 H68C 109.5 . . ?
H68B C68 H68C 109.5 . . ?
C1S O5S H5OS 114(2) . . ?
O5S C1S C6S 121.9(3) . . ?
O5S C1S C2S 119.0(2) . . ?
C6S C1S C2S 119.1(3) . . ?
C3S C2S C1S 119.9(2) . . ?
C3S C2S C7S 120.7(3) . . ?
C1S C2S C7S 119.4(3) . . ?
C2S C3S C4S 121.0(3) . . ?
C2S C3S H3S 119.5 . . ?
C4S C3S H3S 119.5 . . ?
C5S C4S C3S 118.4(3) . . ?
C5S C4S H4S 120.8 . . ?
C3S C4S H4S 120.8 . . ?
C6S C5S C4S 121.8(3) . . ?
C6S C5S H5S 119.1 . . ?
C4S C5S H5S 119.1 . . ?
C5S C6S C1S 119.8(3) . . ?
C5S C6S H6S 120.1 . . ?
C1S C6S H6S 120.1 . . ?
O6S C7S C2S 124.0(3) . . ?
O6S C7S H7S 118.0 . . ?
C2S C7S H7S 118.0 . . ?
C9T O7T H7OT 113(3) . . ?
C13T C8T C9T 119.6(3) . . ?
C13T C8T C14T 121.3(3) . . ?
C9T C8T C14T 119.1(3) . . ?
O7T C9T C10T 122.3(3) . . ?
O7T C9T C8T 118.7(3) . . ?
C10T C9T C8T 119.0(3) . . ?
C11T C10T C9T 120.2(3) . . ?
C11T C10T H10T 119.9 . . ?
C9T C10T H10T 119.9 . . ?
C10T C11T C12T 121.1(3) . . ?
C10T C11T H11T 119.5 . . ?
C12T C11T H11T 119.5 . . ?
C13T C12T C11T 118.8(3) . . ?
C13T C12T H12T 120.6 . . ?
C11T C12T H12T 120.6 . . ?
C12T C13T C8T 121.3(3) . . ?
C12T C13T H13T 119.3 . . ?
C8T C13T H13T 119.3 . . ?
O8T C14T C8T 124.6(3) . . ?
O8T C14T H14T 117.7 . . ?
C8T C14T H14T 117.7 . . ?
C16U O9U H9OU 109.5 . . ?
C20U C15U C16U 119.1(5) . . ?
C20U C15U C21U 120.5(6) . . ?
C16U C15U C21U 120.2(6) . . ?
O9U C16U C17U 118.7(6) . . ?
O9U C16U C15U 121.1(7) . . ?
C17U C16U C15U 119.9(7) . . ?
C18U C17U C16U 119.3(6) . . ?
C18U C17U H17U 120.3 . . ?
C16U C17U H17U 120.3 . . ?
C17U C18U C19U 122.4(7) . . ?
C17U C18U H18U 118.8 . . ?
C19U C18U H18U 118.8 . . ?
C20U C19U C18U 118.4(8) . . ?
C20U C19U H19U 120.8 . . ?
C18U C19U H19U 120.8 . . ?
C19U C20U C15U 120.8(6) . . ?
C19U C20U H20U 119.6 . . ?
C15U C20U H20U 119.6 . . ?
O10U C21U C15U 124.2(9) . . ?
O10U C21U H21U 117.9 . . ?
C15U C21U H21U 117.9 . . ?
C16V O9V H9OV 109.5 . . ?
C20V C15V C16V 118.9(9) . . ?
C20V C15V C21V 121.6(9) . . ?
C16V C15V C21V 119.5(10) . . ?
O9V C16V C17V 119.8(11) . . ?
O9V C16V C15V 121.7(12) . . ?
C17V C16V C15V 118.0(11) . . ?
C18V C17V C16V 121.6(11) . . ?
C18V C17V H17V 119.2 . . ?
C16V C17V H17V 119.2 . . ?
C17V C18V C19V 121.8(11) . . ?
C17V C18V H18V 119.1 . . ?
C19V C18V H18V 119.1 . . ?
C20V C19V C18V 117.5(13) . . ?
C20V C19V H19V 121.3 . . ?
C18V C19V H19V 121.3 . . ?
C19V C20V C15V 121.8(11) . . ?
C19V C20V H20V 119.1 . . ?
C15V C20V H20V 119.1 . . ?
O10V C21V C15V 127.2(15) . . ?
O10V C21V H21V 116.4 . . ?
C15V C21V H21V 116.4 . . ?
C23W O11W H11W 109.5 . . ?
C27W C22W C28W 123.1(9) . . ?
C27W C22W C23W 117.1(7) . . ?
C28W C22W C23W 119.8(8) . . ?
C24W C23W O11W 120.6(7) . . ?
C24W C23W C22W 122.5(7) . . ?
O11W C23W C22W 116.9(6) . . ?
C23W C24W C25W 119.0(9) . . ?
C23W C24W H24W 120.5 . . ?
C25W C24W H24W 120.5 . . ?
C26W C25W C24W 120.7(8) . . ?
C26W C25W H25W 119.7 . . ?
C24W C25W H25W 119.7 . . ?
C25W C26W C27W 121.2(7) . . ?
C25W C26W H26W 119.4 . . ?
C27W C26W H26W 119.4 . . ?
C22W C27W C26W 119.4(7) . . ?
C22W C27W H27W 120.3 . . ?
C26W C27W H27W 120.3 . . ?
O12W C28W C22W 128.4(11) . . ?
O12W C28W H28W 115.8 . . ?
C22W C28W H28W 115.8 . . ?
C23X O11X H11X 109.5 . . ?
C27X C22X C28X 125.7(12) . . ?
C27X C22X C23X 115.1(9) . . ?
C28X C22X C23X 119.1(11) . . ?
O11X C23X C24X 118.7(12) . . ?
O11X C23X C22X 120.0(11) . . ?
C24X C23X C22X 121.3(11) . . ?
C23X C24X C25X 120.6(12) . . ?
C23X C24X H24X 119.7 . . ?
C25X C24X H24X 119.7 . . ?
C24X C25X C26X 119.4(10) . . ?
C24X C25X H25X 120.3 . . ?
C26X C25X H25X 120.3 . . ?
C27X C26X C25X 120.8(11) . . ?
C27X C26X H26X 119.6 . . ?
C25X C26X H26X 119.6 . . ?
C26X C27X C22X 122.7(12) . . ?
C26X C27X H27X 118.7 . . ?
C22X C27X H27X 118.7 . . ?
O12X C28X C22X 118.2(15) . . ?
O12X C28X H28X 120.9 . . ?
C22X C28X H28X 120.9 . . ?
C30Y O13Y H13Y 109.5 . . ?
C30Y C29Y C34Y 118.1(10) . . ?
C30Y C29Y C35Y 122.6(11) . . ?
C34Y C29Y C35Y 119.2(11) . . ?
O13Y C30Y C31Y 118.3(12) . . ?
O13Y C30Y C29Y 115.1(12) . . ?
C31Y C30Y C29Y 126.5(11) . . ?
C32Y C31Y C30Y 115.8(14) . . ?
C32Y C31Y H31Y 122.1 . . ?
C30Y C31Y H31Y 122.1 . . ?
C31Y C32Y C33Y 119.5(14) . . ?
C31Y C32Y H32Y 120.2 . . ?
C33Y C32Y H32Y 120.2 . . ?
C34Y C33Y C32Y 124.9(13) . . ?
C34Y C33Y H33Y 117.5 . . ?
C32Y C33Y H33Y 117.5 . . ?
C33Y C34Y C29Y 115.0(10) . . ?
C33Y C34Y H34Y 122.5 . . ?
C29Y C34Y H34Y 122.5 . . ?
O14Y C35Y C29Y 119.1(14) . . ?
O14Y C35Y H35Y 120.4 . . ?
C29Y C35Y H35Y 120.4 . . ?
H15O O15 H15P 107(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C28 C29 C30 -138.3(3) . . . . ?
O1 C28 C29 C30 43.8(4) . . . . ?
C28 C29 C30 C31 104.1(3) . . . . ?
C28 C29 C30 C35 -78.4(4) . . . . ?
C35 C30 C31 C32 -1.0(4) . . . . ?
C29 C30 C31 C32 176.5(3) . . . . ?
C30 C31 C32 C33 -0.3(5) . . . . ?
C31 C32 C33 C34 0.9(5) . . . . ?
C32 C33 C34 C35 -0.2(5) . . . . ?
C33 C34 C35 C30 -1.1(4) . . . . ?
C33 C34 C35 N5 176.8(3) . . . . ?
C31 C30 C35 C34 1.7(4) . . . . ?
C29 C30 C35 C34 -175.9(3) . . . . ?
C31 C30 C35 N5 -176.2(2) . . . . ?
C29 C30 C35 N5 6.2(4) . . . . ?
C36 N5 C35 C34 21.8(4) . . . . ?
C36 N5 C35 C30 -160.3(3) . . . . ?
C35 N5 C36 C37 -125.0(3) . . . . ?
C35 N5 C36 C41 60.0(4) . . . . ?
N5 C36 C37 C38 -175.6(3) . . . . ?
C41 C36 C37 C38 -0.2(5) . . . . ?
N5 C36 C37 Cl3 2.6(4) . . . . ?
C41 C36 C37 Cl3 178.0(2) . . . . ?
C36 C37 C38 C39 -0.2(5) . . . . ?
Cl3 C37 C38 C39 -178.4(3) . . . . ?
C37 C38 C39 C40 0.0(5) . . . . ?
C38 C39 C40 C41 0.7(5) . . . . ?
C39 C40 C41 C36 -1.2(5) . . . . ?
C39 C40 C41 Cl4 175.6(3) . . . . ?
N5 C36 C41 C40 176.3(3) . . . . ?
C37 C36 C41 C40 1.0(5) . . . . ?
N5 C36 C41 Cl4 -0.5(4) . . . . ?
C37 C36 C41 Cl4 -175.9(2) . . . . ?
C12 C1 C2 C3 1.0(4) . . . . ?
C1 C2 C3 C4 -1.6(5) . . . . ?
C2 C3 C4 C5 1.4(5) . . . . ?
C6 N2 C5 C12 -0.6(4) . . . . ?
C6 N2 C5 C4 178.7(3) . . . . ?
C3 C4 C5 N2 -179.9(3) . . . . ?
C3 C4 C5 C12 -0.4(4) . . . . ?
C5 N2 C6 C7 -176.4(3) . . . . ?
C5 N2 C6 C11 1.3(4) . . . . ?
N2 C6 C7 C8 178.0(3) . . . . ?
C11 C6 C7 C8 0.2(4) . . . . ?
C19 N3 C8 C7 1.5(4) . . . . ?
C19 N3 C8 C9 -177.9(3) . . . . ?
C6 C7 C8 N3 -176.8(3) . . . . ?
C6 C7 C8 C9 2.6(4) . . . . ?
C25 N4 C9 C10 -2.1(4) . . . . ?
C25 N4 C9 C8 178.1(3) . . . . ?
N3 C8 C9 N4 -3.5(4) . . . . ?
C7 C8 C9 N4 177.0(3) . . . . ?
N3 C8 C9 C10 176.7(3) . . . . ?
C7 C8 C9 C10 -2.8(4) . . . . ?
N4 C9 C10 C11 -179.8(3) . . . . ?
C8 C9 C10 C11 0.0(4) . . . . ?
C12 N1 C11 C10 178.6(3) . . . . ?
C13 N1 C11 C10 -4.7(4) . . . . ?
C12 N1 C11 C6 -2.3(4) . . . . ?
C13 N1 C11 C6 174.4(2) . . . . ?
C9 C10 C11 N1 -178.0(3) . . . . ?
C9 C10 C11 C6 2.9(4) . . . . ?
N2 C6 C11 N1 0.1(4) . . . . ?
C7 C6 C11 N1 177.8(3) . . . . ?
N2 C6 C11 C10 179.2(3) . . . . ?
C7 C6 C11 C10 -3.1(4) . . . . ?
C2 C1 C12 N1 -179.4(3) . . . . ?
C2 C1 C12 C5 -0.1(4) . . . . ?
C11 N1 C12 C1 -177.7(3) . . . . ?
C13 N1 C12 C1 5.5(4) . . . . ?
C11 N1 C12 C5 2.9(4) . . . . ?
C13 N1 C12 C5 -173.9(2) . . . . ?
N2 C5 C12 C1 179.2(3) . . . . ?
C4 C5 C12 C1 -0.2(4) . . . . ?
N2 C5 C12 N1 -1.4(4) . . . . ?
C4 C5 C12 N1 179.2(3) . . . . ?
C11 N1 C13 C14 -77.1(3) . . . . ?
C12 N1 C13 C14 99.7(3) . . . . ?
C11 N1 C13 C18 105.3(3) . . . . ?
C12 N1 C13 C18 -77.9(3) . . . . ?
C18 C13 C14 C15 1.0(4) . . . . ?
N1 C13 C14 C15 -176.5(2) . . . . ?
C13 C14 C15 C16 1.1(4) . . . . ?
C14 C15 C16 C17 -2.4(4) . . . . ?
C14 C15 C16 Cl1 177.1(2) . . . . ?
C15 C16 C17 C18 1.4(4) . . . . ?
Cl1 C16 C17 C18 -178.0(2) . . . . ?
C14 C13 C18 C17 -1.9(4) . . . . ?
N1 C13 C18 C17 175.5(2) . . . . ?
C16 C17 C18 C13 0.7(4) . . . . ?
C8 N3 C19 C24 117.7(3) . . . . ?
C8 N3 C19 C20 -65.5(4) . . . . ?
C24 C19 C20 C21 -1.0(5) . . . . ?
N3 C19 C20 C21 -177.8(3) . . . . ?
C19 C20 C21 C22 0.8(5) . . . . ?
C20 C21 C22 C23 -0.8(5) . . . . ?
C20 C21 C22 Cl2 179.4(2) . . . . ?
C21 C22 C23 C24 1.0(5) . . . . ?
Cl2 C22 C23 C24 -179.3(2) . . . . ?
C20 C19 C24 C23 1.1(5) . . . . ?
N3 C19 C24 C23 177.9(3) . . . . ?
C22 C23 C24 C19 -1.1(5) . . . . ?
C9 N4 C25 C27 80.0(3) . . . . ?
C9 N4 C25 C26 -156.7(3) . . . . ?
O3 C69 C70 C71 46.0(4) . . . . ?
O4 C69 C70 C71 -135.2(3) . . . . ?
C69 C70 C71 C76 -78.5(4) . . . . ?
C69 C70 C71 C72 102.8(3) . . . . ?
C76 C71 C72 C73 -1.2(4) . . . . ?
C70 C71 C72 C73 177.5(3) . . . . ?
C71 C72 C73 C74 0.1(5) . . . . ?
C72 C73 C74 C75 0.2(5) . . . . ?
C73 C74 C75 C76 0.7(5) . . . . ?
C72 C71 C76 C75 2.1(4) . . . . ?
C70 C71 C76 C75 -176.6(3) . . . . ?
C72 C71 C76 N10 -178.0(2) . . . . ?
C70 C71 C76 N10 3.3(4) . . . . ?
C74 C75 C76 C71 -1.9(4) . . . . ?
C74 C75 C76 N10 178.3(3) . . . . ?
C77 N10 C76 C71 -168.6(3) . . . . ?
C77 N10 C76 C75 11.3(4) . . . . ?
C76 N10 C77 C82 70.3(4) . . . . ?
C76 N10 C77 C78 -111.3(3) . . . . ?
N10 C77 C78 C79 178.6(3) . . . . ?
C82 C77 C78 C79 -3.0(4) . . . . ?
N10 C77 C78 Cl7 -1.2(4) . . . . ?
C82 C77 C78 Cl7 177.2(2) . . . . ?
C77 C78 C79 C80 1.3(5) . . . . ?
Cl7 C78 C79 C80 -178.8(3) . . . . ?
C78 C79 C80 C81 0.6(5) . . . . ?
C79 C80 C81 C82 -0.7(5) . . . . ?
C80 C81 C82 C77 -1.2(5) . . . . ?
C80 C81 C82 Cl8 178.7(3) . . . . ?
N10 C77 C82 C81 -178.6(3) . . . . ?
C78 C77 C82 C81 2.9(4) . . . . ?
N10 C77 C82 Cl8 1.5(4) . . . . ?
C78 C77 C82 Cl8 -176.9(2) . . . . ?
C53 C42 C43 C44 -0.5(4) . . . . ?
C42 C43 C44 C45 1.1(4) . . . . ?
C43 C44 C45 C46 -0.2(4) . . . . ?
C47 N7 C46 C53 2.0(4) . . . . ?
C47 N7 C46 C45 -178.0(2) . . . . ?
C44 C45 C46 N7 178.7(3) . . . . ?
C44 C45 C46 C53 -1.2(4) . . . . ?
C46 N7 C47 C48 177.0(2) . . . . ?
C46 N7 C47 C52 -3.2(4) . . . . ?
N7 C47 C48 C49 -179.7(3) . . . . ?
C52 C47 C48 C49 0.5(4) . . . . ?
C60 N8 C49 C48 2.8(5) . . . . ?
C60 N8 C49 C50 -176.0(3) . . . . ?
C47 C48 C49 N8 177.6(3) . . . . ?
C47 C48 C49 C50 -3.6(4) . . . . ?
C66 N9 C50 C51 1.8(5) . . . . ?
C66 N9 C50 C49 -177.5(3) . . . . ?
N8 C49 C50 N9 3.2(4) . . . . ?
C48 C49 C50 N9 -175.7(3) . . . . ?
N8 C49 C50 C51 -176.1(3) . . . . ?
C48 C49 C50 C51 5.0(4) . . . . ?
N9 C50 C51 C52 177.5(3) . . . . ?
C49 C50 C51 C52 -3.2(4) . . . . ?
C53 N6 C52 C51 -178.8(2) . . . . ?
C54 N6 C52 C51 5.0(4) . . . . ?
C53 N6 C52 C47 1.2(4) . . . . ?
C54 N6 C52 C47 -175.1(2) . . . . ?
C50 C51 C52 N6 179.9(3) . . . . ?
C50 C51 C52 C47 0.0(4) . . . . ?
N7 C47 C52 N6 1.7(4) . . . . ?
C48 C47 C52 N6 -178.5(2) . . . . ?
N7 C47 C52 C51 -178.4(3) . . . . ?
C48 C47 C52 C51 1.4(4) . . . . ?
C52 N6 C53 C42 176.6(2) . . . . ?
C54 N6 C53 C42 -7.0(4) . . . . ?
C52 N6 C53 C46 -2.3(4) . . . . ?
C54 N6 C53 C46 174.1(2) . . . . ?
C43 C42 C53 N6 -179.9(2) . . . . ?
C43 C42 C53 C46 -1.0(4) . . . . ?
N7 C46 C53 N6 0.8(4) . . . . ?
C45 C46 C53 N6 -179.2(2) . . . . ?
N7 C46 C53 C42 -178.1(3) . . . . ?
C45 C46 C53 C42 1.8(4) . . . . ?
C52 N6 C54 C55 -96.7(3) . . . . ?
C53 N6 C54 C55 86.8(3) . . . . ?
C52 N6 C54 C59 88.5(3) . . . . ?
C53 N6 C54 C59 -87.9(3) . . . . ?
C59 C54 C55 C56 1.3(4) . . . . ?
N6 C54 C55 C56 -173.2(2) . . . . ?
C54 C55 C56 C57 0.3(4) . . . . ?
C55 C56 C57 C58 -2.2(4) . . . . ?
C55 C56 C57 Cl5 176.1(2) . . . . ?
C56 C57 C58 C59 2.4(4) . . . . ?
Cl5 C57 C58 C59 -175.8(2) . . . . ?
C57 C58 C59 C54 -0.8(4) . . . . ?
C55 C54 C59 C58 -1.0(4) . . . . ?
N6 C54 C59 C58 173.5(2) . . . . ?
C49 N8 C60 C65 56.6(4) . . . . ?
C49 N8 C60 C61 -127.7(3) . . . . ?
C65 C60 C61 C62 0.5(4) . . . . ?
N8 C60 C61 C62 -175.3(3) . . . . ?
C60 C61 C62 C63 0.4(4) . . . . ?
C61 C62 C63 C64 -1.4(4) . . . . ?
C61 C62 C63 Cl6 177.1(2) . . . . ?
C62 C63 C64 C65 1.6(4) . . . . ?
Cl6 C63 C64 C65 -177.0(2) . . . . ?
C63 C64 C65 C60 -0.7(4) . . . . ?
C61 C60 C65 C64 -0.3(4) . . . . ?
N8 C60 C65 C64 175.3(2) . . . . ?
C50 N9 C66 C67 -74.9(4) . . . . ?
C50 N9 C66 C68 162.2(3) . . . . ?
O5S C1S C2S C3S -177.8(3) . . . . ?
C6S C1S C2S C3S 1.0(4) . . . . ?
O5S C1S C2S C7S 3.0(4) . . . . ?
C6S C1S C2S C7S -178.2(3) . . . . ?
C1S C2S C3S C4S -0.6(5) . . . . ?
C7S C2S C3S C4S 178.6(3) . . . . ?
C2S C3S C4S C5S -0.3(5) . . . . ?
C3S C4S C5S C6S 0.8(5) . . . . ?
C4S C5S C6S C1S -0.4(5) . . . . ?
O5S C1S C6S C5S 178.2(3) . . . . ?
C2S C1S C6S C5S -0.5(5) . . . . ?
C3S C2S C7S O6S 3.5(5) . . . . ?
C1S C2S C7S O6S -177.2(3) . . . . ?
C13T C8T C9T O7T 177.0(3) . . . . ?
C14T C8T C9T O7T -3.4(4) . . . . ?
C13T C8T C9T C10T -2.8(4) . . . . ?
C14T C8T C9T C10T 176.8(3) . . . . ?
O7T C9T C10T C11T -178.6(3) . . . . ?
C8T C9T C10T C11T 1.2(5) . . . . ?
C9T C10T C11T C12T 0.9(5) . . . . ?
C10T C11T C12T C13T -1.5(5) . . . . ?
C11T C12T C13T C8T -0.2(5) . . . . ?
C9T C8T C13T C12T 2.3(5) . . . . ?
C14T C8T C13T C12T -177.3(3) . . . . ?
C13T C8T C14T O8T -5.1(5) . . . . ?
C9T C8T C14T O8T 175.3(3) . . . . ?
C20U C15U C16U O9U 176.6(16) . . . . ?
C21U C15U C16U O9U -7(3) . . . . ?
C20U C15U C16U C17U 3(3) . . . . ?
C21U C15U C16U C17U 178.7(17) . . . . ?
O9U C16U C17U C18U -175.8(15) . . . . ?
C15U C16U C17U C18U -2(3) . . . . ?
C16U C17U C18U C19U 0.3(19) . . . . ?
C17U C18U C19U C20U 0(2) . . . . ?
C18U C19U C20U C15U 0.9(19) . . . . ?
C16U C15U C20U C19U -2.2(18) . . . . ?
C21U C15U C20U C19U -178.4(13) . . . . ?
C20U C15U C21U O10U -179.9(12) . . . . ?
C16U C15U C21U O10U 4(2) . . . . ?
C20V C15V C16V O9V 179(4) . . . . ?
C21V C15V C16V O9V 0(7) . . . . ?
C20V C15V C16V C17V 7(6) . . . . ?
C21V C15V C16V C17V -172(4) . . . . ?
O9V C16V C17V C18V -177(3) . . . . ?
C15V C16V C17V C18V -6(7) . . . . ?
C16V C17V C18V C19V 3(4) . . . . ?
C17V C18V C19V C20V -1(3) . . . . ?
C18V C19V C20V C15V 2(3) . . . . ?
C16V C15V C20V C19V -6(4) . . . . ?
C21V C15V C20V C19V 173(2) . . . . ?
C20V C15V C21V O10V -177(2) . . . . ?
C16V C15V C21V O10V 1(5) . . . . ?
C27W C22W C23W C24W -2(2) . . . . ?
C28W C22W C23W C24W 176.4(13) . . . . ?
C27W C22W C23W O11W 179.2(10) . . . . ?
C28W C22W C23W O11W -2.0(19) . . . . ?
O11W C23W C24W C25W -177.4(9) . . . . ?
C22W C23W C24W C25W 4.3(18) . . . . ?
C23W C24W C25W C26W -4.1(16) . . . . ?
C24W C25W C26W C27W 2.1(13) . . . . ?
C28W C22W C27W C26W -178.5(13) . . . . ?
C23W C22W C27W C26W 0.2(19) . . . . ?
C25W C26W C27W C22W -0.2(14) . . . . ?
C27W C22W C28W O12W 176.0(14) . . . . ?
C23W C22W C28W O12W -3(3) . . . . ?
C27X C22X C23X O11X -179.9(13) . . . . ?
C28X C22X C23X O11X -3(2) . . . . ?
C27X C22X C23X C24X -2(2) . . . . ?
C28X C22X C23X C24X 174.8(17) . . . . ?
O11X C23X C24X C25X -179.2(15) . . . . ?
C22X C23X C24X C25X 2(3) . . . . ?
C23X C24X C25X C26X -3(3) . . . . ?
C24X C25X C26X C27X 2.4(19) . . . . ?
C25X C26X C27X C22X -1.7(19) . . . . ?
C28X C22X C27X C26X -174.9(13) . . . . ?
C23X C22X C27X C26X 1.3(18) . . . . ?
C27X C22X C28X O12X -177.7(14) . . . . ?
C23X C22X C28X O12X 6(2) . . . . ?
C34Y C29Y C30Y O13Y -179.0(12) . . . . ?
C35Y C29Y C30Y O13Y -3(2) . . . . ?
C34Y C29Y C30Y C31Y 3(3) . . . . ?
C35Y C29Y C30Y C31Y 179.7(16) . . . . ?
O13Y C30Y C31Y C32Y -178.0(17) . . . . ?
C29Y C30Y C31Y C32Y 0(3) . . . . ?
C30Y C31Y C32Y C33Y -3(3) . . . . ?
C31Y C32Y C33Y C34Y 4(3) . . . . ?
C32Y C33Y C34Y C29Y -1(3) . . . . ?
C30Y C29Y C34Y C33Y -3(2) . . . . ?
C35Y C29Y C34Y C33Y -179.0(12) . . . . ?
C30Y C29Y C35Y O14Y 8(2) . . . . ?
C34Y C29Y C35Y O14Y -175.8(12) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.92(4) 1.92(4) 2.819(3) 166(3) 2_666
N4 H4 O1 0.84(4) 2.10(4) 2.904(3) 162(3) 2_666
N8 H8 O3 0.924(18) 1.94(2) 2.834(3) 163(3) .
N9 H9 O3 0.81(4) 2.25(4) 3.028(3) 163(3) .
N10 H10 O3 0.83(4) 2.14(4) 2.896(3) 151(3) .
N5 H5 O1 0.96(4) 1.97(4) 2.846(3) 151(3) .
O5S H5OS O2 0.99(5) 1.57(5) 2.564(3) 177(4) 2_666
O7T H7OT O4 1.00(5) 1.52(5) 2.514(3) 176(4) 1_455
O9U H9OU O10U 0.84 1.94 2.607(8) 135.2 .
O9V H9OV O10V 0.84 1.93 2.659(13) 144.9 .
O11W H11W O12W 0.84 1.90 2.569(9) 135.2 .
O11X H11X O12X 0.84 1.70 2.43(2) 142.8 .
O13Y H13Y O14Y 0.84 1.65 2.419(16) 151.4 .
O15 H15O O13Y 0.84(2) 1.90(2) 2.683(14) 154(6) .
O15 H15P O13Y 0.85(2) 2.54(7) 3.210(18) 137(9) 2_666
O15 H15P O15 0.85(2) 1.93(7) 2.700(19) 150(11) 2_666
C38 H38 O2 0.95 2.49 3.391(4) 159.5 1_455
C79 H79 O4 0.95 2.43 3.262(4) 146.1 1_455
C1 H1 O12W 0.95 2.37 3.051(6) 128.6 2_656
C29 H29B O13Y 0.99 2.52 3.468(11) 160.0 .
C18 H18 O6S 0.95 2.34 3.247(4) 159.6 2_656
C55 H55 O8T 0.95 2.37 3.221(3) 149.2 2_665
C61 H61A O7T 0.95 2.58 3.370(4) 141.3 1_655
C28W H28W O5S 0.95 2.53 3.295(12) 137.4 .
C14 H14 N2 0.95 2.54 3.416(4) 153.3 2_756
C25 H25 Cl6 1.00 2.67 3.601(3) 154.4 1_546
C59 H59 N7 0.95 2.57 3.441(4) 153.1 2_665
C66 H66 Cl2 1.00 2.77 3.651(3) 147.8 .
N9 H9 N8 0.81(4) 2.32(3) 2.726(3) 112(3) .

_refine_diff_density_max         0.481
_refine_diff_density_min         -0.497
_refine_diff_density_rms         0.063


# start Validation Reply Form
_vrf_PLAT250_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        4.3 Note  
RESPONSE: Three salicylaldehyde molecules in the asymetric unit
 are disordered.
;
_vrf_PLAT416_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Short Intra D-H..H-D       H8       ..H9       .       1.87 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms (H8, H9 and H3, H4) 
is constrained by the geometry of the molecule.
;
_vrf_PLAT260_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Large Average Ueq of Residue Including      O13Y      0.134 Check 
RESPONSE: O13Y belongs to a wobbling salicylaldehyde molecule disordered
over an inversion center. O15 belongs to a disordered water molecule.
;
_vrf_PLAT340_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00448 Ang.  
RESPONSE: The structure contains disordered molecules despite data collection
at 100K.
;
_vrf_PLAT906_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.878 Check 
RESPONSE: ...
;
_vrf_PLAT911_lb0690_CFZ-DCF-SAL_100K 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        366 Report
RESPONSE: These reflections are missing because of the instrument geometry 
limitations.
;
####################################################################### 
# 
# 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_lb0750_CFZ-DCF-1-1_anhydrous
_database_code_depnum_ccdc_archive 'CCDC 2032495'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;      
N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-2,10-
dihydrophenazin-2-ylidene]propan-2-aminium 2-{2-
[(2,6-dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            'clofaziminium diclofenac'
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4 1+, C14 H10 Cl2 N O2 1-
;
_chemical_formula_sum            'C41 H33 Cl4 N5 O2'
_chemical_formula_weight         769.52

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                   12.4461(6)
_cell_length_b                   13.2751(5)
_cell_length_c                   13.3667(6)
_cell_angle_alpha                84.423(3)
_cell_angle_beta                 67.963(4)
_cell_angle_gamma                66.662(4)
_cell_volume                     1876.21(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    5532
_cell_measurement_theta_min      3.5420
_cell_measurement_theta_max      66.4880

_exptl_crystal_description       Plate
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.362
_exptl_crystal_F_000             796
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.070
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    3.213
_shelx_estimated_absorpt_T_min   0.391
_shelx_estimated_absorpt_T_max   0.856
_exptl_absorpt_correction_T_min  0.699
_exptl_absorpt_correction_T_max  0.936
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.904
_oxdiff_exptl_absorpt_empirical_full_max 1.144
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            17078
_diffrn_reflns_av_unetI/netI     0.0375
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.574
_diffrn_reflns_theta_max         67.144
_diffrn_reflns_theta_full        67.144
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.990
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.990
_reflns_number_total             6630
_reflns_number_gt                5192
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0675P)²+0.4102P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6630
_refine_ls_number_parameters     480
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0622
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1409
_refine_ls_wR_factor_gt          0.1247
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
Cl3 Cl 0.82622(9) 0.03712(6) 0.04014(7) 0.0904(3) Uani 1 1 d . . . . .
Cl4 Cl 0.52629(6) 0.44860(5) 0.21995(7) 0.0728(2) Uani 1 1 d . . . . .
O1 O 0.4972(3) 0.1654(2) 0.57675(17) 0.1089(9) Uani 1 1 d . . . . .
O2 O 0.5011(2) 0.26591(17) 0.43568(18) 0.0858(6) Uani 1 1 d . . . . .
N5 N 0.6726(2) 0.20681(18) 0.22590(18) 0.0612(5) Uani 1 1 d . . . . .
H5 H 0.608(3) 0.240(3) 0.279(3) 0.073 Uiso 1 1 d . U . . .
C28 C 0.5349(3) 0.1768(2) 0.4788(2) 0.0650(7) Uani 1 1 d . . . . .
C29 C 0.6298(2) 0.07441(19) 0.4049(2) 0.0577(6) Uani 1 1 d . . . . .
H29A H 0.640092 0.010245 0.447510 0.069 Uiso 1 1 calc R U . . .
H29B H 0.597767 0.065296 0.351942 0.069 Uiso 1 1 calc R U . . .
C30 C 0.7558(2) 0.08215(18) 0.34717(18) 0.0526(5) Uani 1 1 d . . . . .
C31 C 0.8559(3) 0.0271(2) 0.3813(2) 0.0668(7) Uani 1 1 d . . . . .
H31 H 0.843863 -0.014095 0.441840 0.080 Uiso 1 1 calc R U . . .
C32 C 0.9721(3) 0.0317(2) 0.3285(3) 0.0754(8) Uani 1 1 d . . . . .
H32 H 1.037560 -0.006046 0.352869 0.090 Uiso 1 1 calc R U . . .
C33 C 0.9906(3) 0.0929(2) 0.2389(3) 0.0705(7) Uani 1 1 d . . . . .
H33 H 1.069599 0.094738 0.201369 0.085 Uiso 1 1 calc R U . . .
C34 C 0.8929(3) 0.1513(2) 0.2049(2) 0.0639(6) Uani 1 1 d . . . . .
H34 H 0.905584 0.194241 0.145764 0.077 Uiso 1 1 calc R U . . .
C35 C 0.7752(2) 0.14675(18) 0.25787(19) 0.0526(5) Uani 1 1 d . . . . .
C36 C 0.6876(2) 0.2467(2) 0.1235(2) 0.0574(6) Uani 1 1 d . . . . .
C37 C 0.6262(2) 0.3571(2) 0.1079(2) 0.0613(6) Uani 1 1 d . . . . .
C38 C 0.6427(3) 0.3964(3) 0.0055(3) 0.0759(8) Uani 1 1 d . . . . .
H38 H 0.601108 0.470675 -0.001902 0.091 Uiso 1 1 calc R U . . .
C39 C 0.7194(4) 0.3271(3) -0.0844(3) 0.0857(9) Uani 1 1 d . . . . .
H39 H 0.731882 0.354218 -0.152846 0.103 Uiso 1 1 calc R U . . .
C40 C 0.7783(3) 0.2168(3) -0.0730(2) 0.0802(8) Uani 1 1 d . . . . .
H40 H 0.830225 0.168868 -0.133900 0.096 Uiso 1 1 calc R U . . .
C41 C 0.7599(3) 0.1776(2) 0.0293(2) 0.0663(7) Uani 1 1 d . . . . .
Cl1 Cl 0.28356(8) 0.15789(6) 1.41417(6) 0.0818(2) Uani 1 1 d . . . . .
Cl2 Cl 0.12601(12) 0.75414(8) 0.39261(9) 0.1113(4) Uani 1 1 d . . . . .
N1 N 0.14171(17) 0.47367(14) 1.09673(14) 0.0457(4) Uani 1 1 d . . . . .
N2 N 0.05216(17) 0.63091(15) 0.96131(15) 0.0494(4) Uani 1 1 d . . . . .
N3 N 0.3473(2) 0.40094(18) 0.64843(16) 0.0587(5) Uani 1 1 d . . . . .
H3 H 0.387(3) 0.343(3) 0.620(3) 0.070 Uiso 1 1 d . U . . .
N4 N 0.4388(2) 0.23852(17) 0.77926(18) 0.0629(6) Uani 1 1 d . . . . .
H4 H 0.464(3) 0.222(3) 0.709(3) 0.075 Uiso 1 1 d . U . . .
C1 C -0.0032(2) 0.6046(2) 1.2519(2) 0.0603(6) Uani 1 1 d . . . . .
H1 H 0.024043 0.554222 1.299414 0.072 Uiso 1 1 calc R U . . .
C2 C -0.0932(3) 0.7078(2) 1.2899(2) 0.0717(7) Uani 1 1 d . . . . .
H2 H -0.126130 0.727152 1.363449 0.086 Uiso 1 1 calc R U . . .
C3 C -0.1363(3) 0.7839(2) 1.2203(2) 0.0733(8) Uani 1 1 d . . . . .
H3A H -0.197743 0.853298 1.247580 0.088 Uiso 1 1 calc R U . . .
C4 C -0.0888(3) 0.7569(2) 1.1130(2) 0.0630(6) Uani 1 1 d . . . . .
H4A H -0.118621 0.807864 1.066993 0.076 Uiso 1 1 calc R U . . .
C5 C 0.0053(2) 0.65278(18) 1.07026(18) 0.0493(5) Uani 1 1 d . . . . .
C6 C 0.1447(2) 0.53479(17) 0.92068(17) 0.0448(5) Uani 1 1 d . . . . .
C7 C 0.1970(2) 0.51278(18) 0.80826(18) 0.0488(5) Uani 1 1 d . . . . .
H7 H 0.163899 0.566282 0.765606 0.059 Uiso 1 1 calc R U . . .
C8 C 0.2942(2) 0.41673(18) 0.75794(17) 0.0481(5) Uani 1 1 d . . . . .
C9 C 0.3437(2) 0.33161(18) 0.82643(18) 0.0497(5) Uani 1 1 d . . . . .
C10 C 0.2913(2) 0.35237(17) 0.93965(17) 0.0486(5) Uani 1 1 d . . . . .
H10 H 0.322502 0.298534 0.982935 0.058 Uiso 1 1 calc R U . . .
C11 C 0.19520(19) 0.45028(17) 0.98730(16) 0.0438(5) Uani 1 1 d . . . . .
C12 C 0.0472(2) 0.57592(18) 1.14153(18) 0.0474(5) Uani 1 1 d . . . . .
C13 C 0.1820(2) 0.39129(17) 1.16935(17) 0.0457(5) Uani 1 1 d . . . . .
C14 C 0.2761(3) 0.3874(2) 1.2009(2) 0.0621(6) Uani 1 1 d . . . . .
H14 H 0.318098 0.434045 1.171973 0.075 Uiso 1 1 calc R U . . .
C15 C 0.3090(3) 0.3144(2) 1.2757(2) 0.0654(7) Uani 1 1 d . . . . .
H15 H 0.373277 0.311121 1.297090 0.078 Uiso 1 1 calc R U . . .
C16 C 0.2455(2) 0.24728(19) 1.31758(19) 0.0553(6) Uani 1 1 d . . . . .
C17 C 0.1512(3) 0.2498(2) 1.2867(2) 0.0663(7) Uani 1 1 d . . . . .
H17 H 0.108699 0.203748 1.316617 0.080 Uiso 1 1 calc R U . . .
C18 C 0.1200(3) 0.3219(2) 1.2102(2) 0.0605(6) Uani 1 1 d . . . . .
H18 H 0.057835 0.323311 1.186890 0.073 Uiso 1 1 calc R U . . .
C19 C 0.3020(2) 0.4833(2) 0.58089(18) 0.0547(6) Uani 1 1 d . . . . .
C20 C 0.2353(3) 0.4685(2) 0.5260(2) 0.0696(7) Uani 1 1 d . . . . .
H20 H 0.224532 0.402685 0.529194 0.084 Uiso 1 1 calc R U . . .
C21 C 0.1840(3) 0.5508(3) 0.4662(3) 0.0796(8) Uani 1 1 d . . . . .
H21 H 0.138953 0.540361 0.429000 0.096 Uiso 1 1 calc R U . . .
C22 C 0.1995(3) 0.6477(2) 0.4617(2) 0.0694(7) Uani 1 1 d . . . . .
C23 C 0.2713(3) 0.6621(2) 0.5117(2) 0.0773(8) Uani 1 1 d . . . . .
H23 H 0.285096 0.726731 0.505709 0.093 Uiso 1 1 calc R U . . .
C24 C 0.3225(3) 0.5791(2) 0.5710(2) 0.0703(7) Uani 1 1 d . . . . .
H24 H 0.371559 0.587844 0.604868 0.084 Uiso 1 1 calc R U . . .
C25 C 0.5047(3) 0.1480(2) 0.8351(2) 0.0795(9) Uani 1 1 d . . . . .
H25 H 0.496638 0.177771 0.902979 0.095 Uiso 1 1 calc R U . . .
C26 C 0.4496(5) 0.0663(4) 0.8590(5) 0.145(2) Uani 1 1 d . . . . .
H26A H 0.361088 0.100829 0.900480 0.217 Uiso 1 1 calc R U . . .
H26B H 0.489278 0.010575 0.899785 0.217 Uiso 1 1 calc R U . . .
H26C H 0.461908 0.033307 0.792672 0.217 Uiso 1 1 calc R U . . .
C27 C 0.6451(4) 0.0987(3) 0.7615(4) 0.1087(13) Uani 1 1 d . . . . .
H27A H 0.654077 0.067010 0.695770 0.163 Uiso 1 1 calc R U . . .
H27B H 0.691223 0.042890 0.798057 0.163 Uiso 1 1 calc R U . . .
H27C H 0.677352 0.155616 0.744729 0.163 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
Cl3 C41 1.731(3) . ?
Cl4 C37 1.739(3) . ?
O1 C28 1.230(4) . ?
O2 C28 1.250(4) . ?
N5 C36 1.390(3) . ?
N5 C35 1.409(3) . ?
N5 H5 0.84(3) . ?
C28 C29 1.528(4) . ?
C29 C30 1.506(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.391(4) . ?
C30 C35 1.403(3) . ?
C31 C32 1.375(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.377(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.374(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.391(4) . ?
C34 H34 0.9300 . ?
C36 C37 1.397(4) . ?
C36 C41 1.400(4) . ?
C37 C38 1.386(4) . ?
C38 C39 1.364(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.376(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.384(4) . ?
C40 H40 0.9300 . ?
Cl1 C16 1.737(2) . ?
Cl2 C22 1.744(3) . ?
N1 C11 1.369(3) . ?
N1 C12 1.396(3) . ?
N1 C13 1.454(3) . ?
N2 C6 1.323(3) . ?
N2 C5 1.362(3) . ?
N3 C8 1.359(3) . ?
N3 C19 1.425(3) . ?
N3 H3 0.77(3) . ?
N4 C9 1.326(3) . ?
N4 C25 1.475(3) . ?
N4 H4 0.89(3) . ?
C1 C2 1.372(4) . ?
C1 C12 1.393(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.391(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.353(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.407(3) . ?
C4 H4A 0.9300 . ?
C5 C12 1.408(3) . ?
C6 C7 1.403(3) . ?
C6 C11 1.454(3) . ?
C7 C8 1.370(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.471(3) . ?
C9 C10 1.411(3) . ?
C10 C11 1.372(3) . ?
C10 H10 0.9300 . ?
C13 C14 1.368(3) . ?
C13 C18 1.375(3) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.365(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.370(4) . ?
C17 C18 1.387(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.371(4) . ?
C19 C24 1.378(4) . ?
C20 C21 1.378(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.368(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.375(4) . ?
C23 C24 1.379(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.452(6) . ?
C25 C27 1.542(5) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C36 N5 C35 122.7(2) . . ?
C36 N5 H5 120(2) . . ?
C35 N5 H5 111(2) . . ?
O1 C28 O2 124.8(3) . . ?
O1 C28 C29 117.4(3) . . ?
O2 C28 C29 117.8(2) . . ?
C30 C29 C28 111.6(2) . . ?
C30 C29 H29A 109.3 . . ?
C28 C29 H29A 109.3 . . ?
C30 C29 H29B 109.3 . . ?
C28 C29 H29B 109.3 . . ?
H29A C29 H29B 108.0 . . ?
C31 C30 C35 117.8(2) . . ?
C31 C30 C29 121.4(2) . . ?
C35 C30 C29 120.8(2) . . ?
C32 C31 C30 122.1(3) . . ?
C32 C31 H31 118.9 . . ?
C30 C31 H31 118.9 . . ?
C31 C32 C33 119.3(3) . . ?
C31 C32 H32 120.4 . . ?
C33 C32 H32 120.4 . . ?
C34 C33 C32 120.3(3) . . ?
C34 C33 H33 119.9 . . ?
C32 C33 H33 119.9 . . ?
C33 C34 C35 120.7(3) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C34 C35 C30 119.7(2) . . ?
C34 C35 N5 122.1(2) . . ?
C30 C35 N5 118.2(2) . . ?
N5 C36 C37 122.4(2) . . ?
N5 C36 C41 122.1(2) . . ?
C37 C36 C41 115.4(2) . . ?
C38 C37 C36 122.0(3) . . ?
C38 C37 Cl4 118.8(2) . . ?
C36 C37 Cl4 119.2(2) . . ?
C39 C38 C37 120.6(3) . . ?
C39 C38 H38 119.7 . . ?
C37 C38 H38 119.7 . . ?
C38 C39 C40 119.5(3) . . ?
C38 C39 H39 120.2 . . ?
C40 C39 H39 120.2 . . ?
C39 C40 C41 119.7(3) . . ?
C39 C40 H40 120.1 . . ?
C41 C40 H40 120.1 . . ?
C40 C41 C36 122.5(3) . . ?
C40 C41 Cl3 118.3(2) . . ?
C36 C41 Cl3 119.1(2) . . ?
C11 N1 C12 121.34(18) . . ?
C11 N1 C13 120.27(17) . . ?
C12 N1 C13 118.39(17) . . ?
C6 N2 C5 118.26(19) . . ?
C8 N3 C19 121.1(2) . . ?
C8 N3 H3 122(2) . . ?
C19 N3 H3 115(2) . . ?
C9 N4 C25 125.7(2) . . ?
C9 N4 H4 121(2) . . ?
C25 N4 H4 113(2) . . ?
C2 C1 C12 119.4(2) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C1 C2 C3 121.2(2) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 120.0(2) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 120.7(3) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
N2 C5 C4 118.3(2) . . ?
N2 C5 C12 122.9(2) . . ?
C4 C5 C12 118.8(2) . . ?
N2 C6 C7 118.87(19) . . ?
N2 C6 C11 123.00(19) . . ?
C7 C6 C11 118.13(19) . . ?
C8 C7 C6 123.5(2) . . ?
C8 C7 H7 118.2 . . ?
C6 C7 H7 118.2 . . ?
N3 C8 C7 121.8(2) . . ?
N3 C8 C9 120.4(2) . . ?
C7 C8 C9 117.75(19) . . ?
N4 C9 C10 122.0(2) . . ?
N4 C9 C8 118.7(2) . . ?
C10 C9 C8 119.30(19) . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N1 C11 C10 123.27(19) . . ?
N1 C11 C6 116.86(18) . . ?
C10 C11 C6 119.87(19) . . ?
C1 C12 N1 122.6(2) . . ?
C1 C12 C5 119.8(2) . . ?
N1 C12 C5 117.54(19) . . ?
C14 C13 C18 120.7(2) . . ?
C14 C13 N1 119.9(2) . . ?
C18 C13 N1 119.3(2) . . ?
C13 C14 C15 120.3(2) . . ?
C13 C14 H14 119.9 . . ?
C15 C14 H14 119.9 . . ?
C16 C15 C14 118.8(2) . . ?
C16 C15 H15 120.6 . . ?
C14 C15 H15 120.6 . . ?
C15 C16 C17 121.7(2) . . ?
C15 C16 Cl1 119.02(19) . . ?
C17 C16 Cl1 119.2(2) . . ?
C16 C17 C18 119.3(2) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 119.2(2) . . ?
C13 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C20 C19 C24 119.1(2) . . ?
C20 C19 N3 120.0(2) . . ?
C24 C19 N3 120.9(2) . . ?
C19 C20 C21 120.4(3) . . ?
C19 C20 H20 119.8 . . ?
C21 C20 H20 119.8 . . ?
C22 C21 C20 119.8(3) . . ?
C22 C21 H21 120.1 . . ?
C20 C21 H21 120.1 . . ?
C21 C22 C23 120.7(3) . . ?
C21 C22 Cl2 119.3(2) . . ?
C23 C22 Cl2 120.0(2) . . ?
C22 C23 C24 118.9(3) . . ?
C22 C23 H23 120.6 . . ?
C24 C23 H23 120.6 . . ?
C19 C24 C23 121.0(3) . . ?
C19 C24 H24 119.5 . . ?
C23 C24 H24 119.5 . . ?
C26 C25 N4 110.3(3) . . ?
C26 C25 C27 111.8(3) . . ?
N4 C25 C27 107.8(3) . . ?
C26 C25 H25 109.0 . . ?
N4 C25 H25 109.0 . . ?
C27 C25 H25 109.0 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 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
O1 C28 C29 C30 -114.3(3) . . . . ?
O2 C28 C29 C30 65.7(3) . . . . ?
C28 C29 C30 C31 101.8(3) . . . . ?
C28 C29 C30 C35 -77.3(3) . . . . ?
C35 C30 C31 C32 -2.1(4) . . . . ?
C29 C30 C31 C32 178.8(3) . . . . ?
C30 C31 C32 C33 0.2(4) . . . . ?
C31 C32 C33 C34 1.9(5) . . . . ?
C32 C33 C34 C35 -2.1(4) . . . . ?
C33 C34 C35 C30 0.1(4) . . . . ?
C33 C34 C35 N5 179.1(2) . . . . ?
C31 C30 C35 C34 1.9(3) . . . . ?
C29 C30 C35 C34 -179.0(2) . . . . ?
C31 C30 C35 N5 -177.1(2) . . . . ?
C29 C30 C35 N5 2.0(3) . . . . ?
C36 N5 C35 C34 20.3(4) . . . . ?
C36 N5 C35 C30 -160.7(2) . . . . ?
C35 N5 C36 C37 -126.3(3) . . . . ?
C35 N5 C36 C41 57.3(4) . . . . ?
N5 C36 C37 C38 179.3(2) . . . . ?
C41 C36 C37 C38 -4.0(4) . . . . ?
N5 C36 C37 Cl4 -0.5(3) . . . . ?
C41 C36 C37 Cl4 176.2(2) . . . . ?
C36 C37 C38 C39 0.8(4) . . . . ?
Cl4 C37 C38 C39 -179.4(2) . . . . ?
C37 C38 C39 C40 1.7(5) . . . . ?
C38 C39 C40 C41 -0.5(5) . . . . ?
C39 C40 C41 C36 -3.1(5) . . . . ?
C39 C40 C41 Cl3 175.3(3) . . . . ?
N5 C36 C41 C40 -178.1(3) . . . . ?
C37 C36 C41 C40 5.2(4) . . . . ?
N5 C36 C41 Cl3 3.5(4) . . . . ?
C37 C36 C41 Cl3 -173.2(2) . . . . ?
C12 C1 C2 C3 0.8(5) . . . . ?
C1 C2 C3 C4 -0.4(5) . . . . ?
C2 C3 C4 C5 -0.8(5) . . . . ?
C6 N2 C5 C4 176.9(2) . . . . ?
C6 N2 C5 C12 -2.9(3) . . . . ?
C3 C4 C5 N2 -178.4(3) . . . . ?
C3 C4 C5 C12 1.5(4) . . . . ?
C5 N2 C6 C7 -177.6(2) . . . . ?
C5 N2 C6 C11 2.3(3) . . . . ?
N2 C6 C7 C8 179.0(2) . . . . ?
C11 C6 C7 C8 -1.0(3) . . . . ?
C19 N3 C8 C7 -1.4(4) . . . . ?
C19 N3 C8 C9 -178.9(2) . . . . ?
C6 C7 C8 N3 -176.0(2) . . . . ?
C6 C7 C8 C9 1.5(4) . . . . ?
C25 N4 C9 C10 -2.3(4) . . . . ?
C25 N4 C9 C8 175.9(3) . . . . ?
N3 C8 C9 N4 -1.6(4) . . . . ?
C7 C8 C9 N4 -179.2(2) . . . . ?
N3 C8 C9 C10 176.6(2) . . . . ?
C7 C8 C9 C10 -1.0(3) . . . . ?
N4 C9 C10 C11 178.1(2) . . . . ?
C8 C9 C10 C11 0.0(3) . . . . ?
C12 N1 C11 C10 177.6(2) . . . . ?
C13 N1 C11 C10 -2.9(3) . . . . ?
C12 N1 C11 C6 -2.9(3) . . . . ?
C13 N1 C11 C6 176.55(19) . . . . ?
C9 C10 C11 N1 180.0(2) . . . . ?
C9 C10 C11 C6 0.6(3) . . . . ?
N2 C6 C11 N1 0.5(3) . . . . ?
C7 C6 C11 N1 -179.51(19) . . . . ?
N2 C6 C11 C10 180.0(2) . . . . ?
C7 C6 C11 C10 -0.1(3) . . . . ?
C2 C1 C12 N1 178.1(2) . . . . ?
C2 C1 C12 C5 0.0(4) . . . . ?
C11 N1 C12 C1 -175.7(2) . . . . ?
C13 N1 C12 C1 4.8(3) . . . . ?
C11 N1 C12 C5 2.4(3) . . . . ?
C13 N1 C12 C5 -177.06(19) . . . . ?
N2 C5 C12 C1 178.8(2) . . . . ?
C4 C5 C12 C1 -1.1(4) . . . . ?
N2 C5 C12 N1 0.6(3) . . . . ?
C4 C5 C12 N1 -179.3(2) . . . . ?
C11 N1 C13 C14 92.1(3) . . . . ?
C12 N1 C13 C14 -88.4(3) . . . . ?
C11 N1 C13 C18 -91.4(3) . . . . ?
C12 N1 C13 C18 88.1(3) . . . . ?
C18 C13 C14 C15 -0.9(4) . . . . ?
N1 C13 C14 C15 175.5(2) . . . . ?
C13 C14 C15 C16 -0.4(4) . . . . ?
C14 C15 C16 C17 0.6(4) . . . . ?
C14 C15 C16 Cl1 -178.3(2) . . . . ?
C15 C16 C17 C18 0.5(4) . . . . ?
Cl1 C16 C17 C18 179.4(2) . . . . ?
C14 C13 C18 C17 2.0(4) . . . . ?
N1 C13 C18 C17 -174.5(2) . . . . ?
C16 C17 C18 C13 -1.7(4) . . . . ?
C8 N3 C19 C20 -107.6(3) . . . . ?
C8 N3 C19 C24 71.3(3) . . . . ?
C24 C19 C20 C21 -3.2(4) . . . . ?
N3 C19 C20 C21 175.7(3) . . . . ?
C19 C20 C21 C22 -0.1(5) . . . . ?
C20 C21 C22 C23 3.4(5) . . . . ?
C20 C21 C22 Cl2 -176.1(3) . . . . ?
C21 C22 C23 C24 -3.1(5) . . . . ?
Cl2 C22 C23 C24 176.3(3) . . . . ?
C20 C19 C24 C23 3.5(4) . . . . ?
N3 C19 C24 C23 -175.5(3) . . . . ?
C22 C23 C24 C19 -0.3(5) . . . . ?
C9 N4 C25 C26 93.7(4) . . . . ?
C9 N4 C25 C27 -144.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.77(3) 2.21(3) 2.966(3) 167(3) .
N3 H3 O2 0.77(3) 2.42(3) 3.025(3) 136(3) .
N4 H4 O1 0.89(3) 1.82(3) 2.697(3) 167(3) .
N5 H5 O2 0.84(3) 1.99(3) 2.765(3) 154(3) .

_refine_diff_density_max         0.526
_refine_diff_density_min         -0.373
_refine_diff_density_rms         0.042


# start Validation Reply Form
_vrf_PLAT220_lb0750_CFZ-DCF-1-1_anhydrous 
;
PROBLEM: NonSolvent Resd 1  C   Ueq(max) / Ueq(min) Range        3.3 Ratio 
RESPONSE: ...
;
_vrf_PLAT242_lb0750_CFZ-DCF-1-1_anhydrous 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16 and C22  are neighboring atoms to chlorine, C25 is the 
neighboring atom of a wobbling isopropyl group and C28 is the carbon atom of
a carboxylate.
;
_vrf_PLAT340_lb0750_CFZ-DCF-1-1_anhydrous 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............     0.0041 Ang.  
RESPONSE: ...
;
_vrf_PLAT906_lb0750_CFZ-DCF-1-1_anhydrous 
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.204 Check 
RESPONSE: ...
;
_vrf_PLAT911_lb0750_CFZ-DCF-1-1_anhydrous 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598         65 Report
RESPONSE: These reflections are missing because of the instrument
geometry limitations.
;
####################################################################### 
# 
# 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_lb0517_CFZ-DCF_in_MeCN
_database_code_depnum_ccdc_archive 'CCDC 2032491'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-2,10-
dihydrophenazin-2-ylidene] propan-2-aminium acetonitrile 
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate 
dihydrate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4, C14 H10 Cl2 N O2, C2 H3 N, 2(H2 O)
;
_chemical_formula_sum            'C43 H40 Cl4 N6 O4'
_chemical_formula_weight         846.61

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'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   11.6515(3)
_cell_length_b                   11.7149(3)
_cell_length_c                   16.0793(4)
_cell_angle_alpha                103.558(2)
_cell_angle_beta                 90.461(2)
_cell_angle_gamma                105.250(2)
_cell_volume                     2052.78(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    13996
_cell_measurement_theta_min      2.8140
_cell_measurement_theta_max      66.9670

_exptl_crystal_description       Plate
_exptl_crystal_colour            'Metallic dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.370
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.650
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    3.031
_shelx_estimated_absorpt_T_min   0.243
_shelx_estimated_absorpt_T_max   0.582
_exptl_absorpt_correction_T_min  0.360
_exptl_absorpt_correction_T_max  0.628
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.16b (Rigaku Oxford Diffraction, 2018)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            18621
_diffrn_reflns_av_unetI/netI     0.0197
_diffrn_reflns_av_R_equivalents  0.0194
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         2.835
_diffrn_reflns_theta_max         67.065
_diffrn_reflns_theta_full        67.065
_diffrn_measured_fraction_theta_max 0.985
_diffrn_measured_fraction_theta_full 0.985
_diffrn_reflns_Laue_measured_fraction_max 0.985
_diffrn_reflns_Laue_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.985
_diffrn_reflns_point_group_measured_fraction_full 0.985
_reflns_number_total             7196
_reflns_number_gt                6969
_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       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_computing_data_reduction        'CrysAlisPro 1.171.40.16b (Rigaku OD, 2018)'
_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)+(0.0403P)²+0.8440P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7196
_refine_ls_number_parameters     538
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0312
_refine_ls_wR_factor_ref         0.0802
_refine_ls_wR_factor_gt          0.0795
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.032
_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
Cl2 Cl 0.41051(3) 1.35131(3) 0.99341(2) 0.03300(10) Uani 1 1 d . . . . .
Cl3 Cl 0.31071(3) 0.68581(3) 0.61457(2) 0.03027(9) Uani 1 1 d . . . . .
Cl4 Cl 0.57538(3) 0.89550(4) 0.38710(2) 0.03618(10) Uani 1 1 d . . . . .
Cl1 Cl 0.17444(3) -0.07876(3) 0.65457(3) 0.04606(13) Uani 1 1 d . . . . .
O1 O 0.57877(9) 0.84278(9) 0.73017(6) 0.0262(2) Uani 1 1 d . . . . .
O2 O 0.72141(9) 0.97854(10) 0.82172(7) 0.0336(2) Uani 1 1 d . . . . .
O4 O 0.94722(11) 0.81989(11) 0.98544(8) 0.0378(3) Uani 1 1 d . . . . .
H4OA H 0.979(2) 0.765(2) 0.9608(15) 0.057 Uiso 1 1 d . U . . .
H4OB H 0.939(2) 0.863(2) 0.9458(15) 0.057 Uiso 1 1 d . U . . .
N4 N 0.46228(10) 0.62416(11) 0.77273(7) 0.0203(2) Uani 1 1 d . . . . .
H4 H 0.5036(15) 0.6920(17) 0.7685(11) 0.024 Uiso 1 1 d . U . . .
N2 N 0.02868(10) 0.60627(10) 0.90896(7) 0.0200(2) Uani 1 1 d . . . . .
O3 O 0.93825(12) 0.97254(12) 0.88415(9) 0.0424(3) Uani 1 1 d . . . . .
H3OB H 0.963(2) 1.042(2) 0.9193(17) 0.064 Uiso 1 1 d . U . . .
H3OA H 0.868(2) 0.976(2) 0.8663(16) 0.064 Uiso 1 1 d . U . . .
N1 N 0.08235(10) 0.38897(10) 0.83175(7) 0.0200(2) Uani 1 1 d . . . . .
N3 N 0.40707(10) 0.83772(10) 0.84692(7) 0.0208(2) Uani 1 1 d . . . . .
H3 H 0.4623(16) 0.8356(15) 0.8131(11) 0.025 Uiso 1 1 d . U . . .
N5 N 0.53623(10) 0.82386(11) 0.55555(8) 0.0250(3) Uani 1 1 d . . . . .
H5 H 0.5213(16) 0.8298(16) 0.6064(13) 0.030 Uiso 1 1 d . U . . .
C5 C -0.05303(11) 0.49646(12) 0.90256(8) 0.0199(3) Uani 1 1 d . . . . .
C19 C 0.39893(11) 0.95690(12) 0.88351(8) 0.0195(3) Uani 1 1 d . . . . .
C8 C 0.32604(12) 0.73070(12) 0.84757(8) 0.0194(3) Uani 1 1 d . . . . .
C12 C -0.02912(11) 0.38449(12) 0.86344(8) 0.0201(3) Uani 1 1 d . . . . .
C20 C 0.44063(11) 1.04369(12) 0.83667(9) 0.0213(3) Uani 1 1 d . . . . .
H20 H 0.466382 1.019466 0.780980 0.026 Uiso 1 1 calc R U . . .
C25 C 0.50476(12) 0.51899(12) 0.72917(9) 0.0219(3) Uani 1 1 d . . . . .
H25 H 0.434618 0.451777 0.698918 0.026 Uiso 1 1 calc R U . . .
C11 C 0.16642(11) 0.49685(12) 0.83804(8) 0.0193(3) Uani 1 1 d . . . . .
C30 C 0.74490(12) 0.85682(12) 0.59778(9) 0.0224(3) Uani 1 1 d . . . . .
C6 C 0.13392(11) 0.60817(12) 0.87814(8) 0.0191(3) Uani 1 1 d . . . . .
C9 C 0.35823(11) 0.61649(12) 0.80771(8) 0.0191(3) Uani 1 1 d . . . . .
C28 C 0.67743(12) 0.92529(12) 0.74794(9) 0.0225(3) Uani 1 1 d . . . . .
C1 C -0.11686(12) 0.27372(12) 0.85712(9) 0.0220(3) Uani 1 1 d . . . . .
H1 H -0.101362 0.198392 0.830495 0.026 Uiso 1 1 calc R U . . .
C10 C 0.27751(12) 0.50369(12) 0.80677(8) 0.0208(3) Uani 1 1 d . . . . .
H10 H 0.299628 0.430628 0.784207 0.025 Uiso 1 1 calc R U . . .
C7 C 0.21731(12) 0.72156(12) 0.88141(8) 0.0203(3) Uani 1 1 d . . . . .
H7 H 0.197186 0.794380 0.908141 0.024 Uiso 1 1 calc R U . . .
C2 C -0.22546(12) 0.27538(13) 0.88987(9) 0.0234(3) Uani 1 1 d . . . . .
H2 H -0.284671 0.200548 0.885703 0.028 Uiso 1 1 calc R U . . .
C4 C -0.16548(12) 0.49451(13) 0.93532(9) 0.0224(3) Uani 1 1 d . . . . .
H4A H -0.182580 0.569097 0.961725 0.027 Uiso 1 1 calc R U . . .
C24 C 0.36058(12) 0.99290(12) 0.96515(9) 0.0221(3) Uani 1 1 d . . . . .
H24 H 0.332858 0.934353 0.997663 0.027 Uiso 1 1 calc R U . . .
C22 C 0.40543(12) 1.19825(12) 0.95144(9) 0.0233(3) Uani 1 1 d . . . . .
C21 C 0.44482(12) 1.16470(13) 0.87056(9) 0.0239(3) Uani 1 1 d . . . . .
H21 H 0.474254 1.223992 0.838907 0.029 Uiso 1 1 calc R U . . .
C3 C -0.25019(12) 0.38602(13) 0.92938(9) 0.0238(3) Uani 1 1 d . . . . .
H3A H -0.325405 0.385552 0.951888 0.029 Uiso 1 1 calc R U . . .
C31 C 0.85018(13) 0.82274(14) 0.58446(9) 0.0273(3) Uani 1 1 d . . . . .
H31 H 0.919315 0.868126 0.621347 0.033 Uiso 1 1 calc R U . . .
C35 C 0.64397(12) 0.79063(12) 0.54153(9) 0.0220(3) Uani 1 1 d . . . . .
C13 C 0.10716(11) 0.27528(12) 0.78745(9) 0.0221(3) Uani 1 1 d . . . . .
C36 C 0.43823(12) 0.78217(13) 0.49554(9) 0.0246(3) Uani 1 1 d . . . . .
C41 C 0.32556(13) 0.71852(13) 0.51451(9) 0.0259(3) Uani 1 1 d . . . . .
C34 C 0.65145(13) 0.69208(13) 0.47576(9) 0.0269(3) Uani 1 1 d . . . . .
H34 H 0.583151 0.647048 0.437929 0.032 Uiso 1 1 calc R U . . .
C23 C 0.36284(12) 1.11392(13) 0.99891(9) 0.0234(3) Uani 1 1 d . . . . .
H23 H 0.335426 1.138454 1.053988 0.028 Uiso 1 1 calc R U . . .
C38 C 0.34443(14) 0.76990(14) 0.35608(10) 0.0312(3) Uani 1 1 d . . . . .
H38 H 0.351556 0.787549 0.301323 0.037 Uiso 1 1 calc R U . . .
C14 C 0.14360(12) 0.20620(13) 0.83561(10) 0.0274(3) Uani 1 1 d . . . . .
H14 H 0.155047 0.233692 0.896329 0.033 Uiso 1 1 calc R U . . .
N6 N 0.02764(15) 0.51328(16) 0.66843(11) 0.0510(4) Uani 1 1 d . . . . .
C40 C 0.22556(13) 0.68095(14) 0.45733(11) 0.0317(3) Uani 1 1 d . . . . .
H40 H 0.150889 0.638239 0.472830 0.038 Uiso 1 1 calc R U . . .
C27 C 0.58904(13) 0.55714(13) 0.66294(10) 0.0285(3) Uani 1 1 d . . . . .
H27A H 0.546001 0.580590 0.619972 0.043 Uiso 1 1 calc R U . . .
H27B H 0.619947 0.488762 0.634805 0.043 Uiso 1 1 calc R U . . .
H27C H 0.655564 0.626668 0.691329 0.043 Uiso 1 1 calc R U . . .
C32 C 0.85746(14) 0.72457(15) 0.51903(10) 0.0318(3) Uani 1 1 d . . . . .
H32 H 0.930357 0.702757 0.511575 0.038 Uiso 1 1 calc R U . . .
C33 C 0.75717(14) 0.65868(14) 0.46466(10) 0.0309(3) Uani 1 1 d . . . . .
H33 H 0.760725 0.590774 0.419868 0.037 Uiso 1 1 calc R U . . .
C29 C 0.74067(13) 0.96229(13) 0.67123(9) 0.0255(3) Uani 1 1 d . . . . .
H29A H 0.699580 1.014941 0.649845 0.031 Uiso 1 1 calc R U . . .
H29B H 0.823382 1.011495 0.691185 0.031 Uiso 1 1 calc R U . . .
C18 C 0.09165(13) 0.23936(13) 0.69903(10) 0.0278(3) Uani 1 1 d . . . . .
H18 H 0.066495 0.288586 0.667331 0.033 Uiso 1 1 calc R U . . .
C39 C 0.23550(14) 0.70625(15) 0.37741(11) 0.0339(3) Uani 1 1 d . . . . .
H39 H 0.167811 0.680011 0.337368 0.041 Uiso 1 1 calc R U . . .
C37 C 0.44319(13) 0.80796(13) 0.41448(10) 0.0275(3) Uani 1 1 d . . . . .
C17 C 0.11349(14) 0.12989(14) 0.65724(11) 0.0332(3) Uani 1 1 d . . . . .
H17 H 0.104788 0.103601 0.596412 0.040 Uiso 1 1 calc R U . . .
C16 C 0.14808(12) 0.05998(13) 0.70570(11) 0.0321(3) Uani 1 1 d . . . . .
C15 C 0.16325(13) 0.09564(14) 0.79370(11) 0.0325(3) Uani 1 1 d . . . . .
H15 H 0.186798 0.045546 0.825410 0.039 Uiso 1 1 calc R U . . .
C26 C 0.56401(16) 0.47370(15) 0.79433(10) 0.0343(4) Uani 1 1 d . . . . .
H26A H 0.635379 0.537307 0.822364 0.051 Uiso 1 1 calc R U . . .
H26B H 0.586749 0.400353 0.765253 0.051 Uiso 1 1 calc R U . . .
H26C H 0.508226 0.454145 0.837506 0.051 Uiso 1 1 calc R U . . .
C43 C -0.00995(15) 0.59227(18) 0.70038(12) 0.0415(4) Uani 1 1 d . . . . .
C42 C -0.05889(19) 0.6916(2) 0.74261(13) 0.0530(5) Uani 1 1 d . . . . .
H42A H -0.115709 0.703355 0.702285 0.079 Uiso 1 1 calc R U . . .
H42B H 0.005948 0.766842 0.761517 0.079 Uiso 1 1 calc R U . . .
H42C H -0.099821 0.671401 0.792413 0.079 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
Cl2 C22 1.7466(14) . ?
Cl3 C41 1.7389(15) . ?
Cl4 C37 1.7348(15) . ?
Cl1 C16 1.7471(15) . ?
O1 C28 1.2721(17) . ?
O2 C28 1.2386(18) . ?
O4 H4OA 0.85(3) . ?
O4 H4OB 0.92(3) . ?
N4 C9 1.3310(18) . ?
N4 C25 1.4749(17) . ?
N4 H4 0.832(19) . ?
N2 C6 1.3229(17) . ?
N2 C5 1.3653(17) . ?
O3 H3OB 0.85(3) . ?
O3 H3OA 0.88(3) . ?
N1 C11 1.3616(17) . ?
N1 C12 1.3916(17) . ?
N1 C13 1.4580(17) . ?
N3 C8 1.3590(17) . ?
N3 C19 1.4107(17) . ?
N3 H3 0.848(18) . ?
N5 C36 1.3933(19) . ?
N5 C35 1.4138(18) . ?
N5 H5 0.83(2) . ?
C5 C4 1.4127(19) . ?
C5 C12 1.4149(19) . ?
C19 C20 1.3935(19) . ?
C19 C24 1.3963(19) . ?
C8 C7 1.3709(19) . ?
C8 C9 1.4857(18) . ?
C12 C1 1.4064(19) . ?
C20 C21 1.382(2) . ?
C20 H20 0.9500 . ?
C25 C26 1.516(2) . ?
C25 C27 1.5190(19) . ?
C25 H25 1.0000 . ?
C11 C10 1.3819(19) . ?
C11 C6 1.4592(18) . ?
C30 C31 1.390(2) . ?
C30 C35 1.406(2) . ?
C30 C29 1.5075(19) . ?
C6 C7 1.4138(19) . ?
C9 C10 1.4028(19) . ?
C28 C29 1.5327(19) . ?
C1 C2 1.378(2) . ?
C1 H1 0.9500 . ?
C10 H10 0.9500 . ?
C7 H7 0.9500 . ?
C2 C3 1.407(2) . ?
C2 H2 0.9500 . ?
C4 C3 1.371(2) . ?
C4 H4A 0.9500 . ?
C24 C23 1.387(2) . ?
C24 H24 0.9500 . ?
C22 C23 1.381(2) . ?
C22 C21 1.386(2) . ?
C21 H21 0.9500 . ?
C3 H3A 0.9500 . ?
C31 C32 1.386(2) . ?
C31 H31 0.9500 . ?
C35 C34 1.393(2) . ?
C13 C14 1.380(2) . ?
C13 C18 1.381(2) . ?
C36 C37 1.404(2) . ?
C36 C41 1.404(2) . ?
C41 C40 1.386(2) . ?
C34 C33 1.388(2) . ?
C34 H34 0.9500 . ?
C23 H23 0.9500 . ?
C38 C39 1.383(2) . ?
C38 C37 1.386(2) . ?
C38 H38 0.9500 . ?
C14 C15 1.390(2) . ?
C14 H14 0.9500 . ?
N6 C43 1.143(3) . ?
C40 C39 1.384(2) . ?
C40 H40 0.9500 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C32 C33 1.385(2) . ?
C32 H32 0.9500 . ?
C33 H33 0.9500 . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C18 C17 1.390(2) . ?
C18 H18 0.9500 . ?
C39 H39 0.9500 . ?
C17 C16 1.381(2) . ?
C17 H17 0.9500 . ?
C16 C15 1.374(2) . ?
C15 H15 0.9500 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C43 C42 1.458(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 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
H4OA O4 H4OB 107(2) . . ?
C9 N4 C25 125.00(12) . . ?
C9 N4 H4 119.0(12) . . ?
C25 N4 H4 115.4(12) . . ?
C6 N2 C5 119.02(11) . . ?
H3OB O3 H3OA 101(2) . . ?
C11 N1 C12 121.65(11) . . ?
C11 N1 C13 119.48(11) . . ?
C12 N1 C13 118.81(11) . . ?
C8 N3 C19 127.43(12) . . ?
C8 N3 H3 118.0(12) . . ?
C19 N3 H3 113.4(11) . . ?
C36 N5 C35 123.51(12) . . ?
C36 N5 H5 116.2(13) . . ?
C35 N5 H5 110.1(13) . . ?
N2 C5 C4 118.99(12) . . ?
N2 C5 C12 122.11(12) . . ?
C4 C5 C12 118.90(12) . . ?
C20 C19 C24 119.48(12) . . ?
C20 C19 N3 116.62(12) . . ?
C24 C19 N3 123.72(12) . . ?
N3 C8 C7 124.53(12) . . ?
N3 C8 C9 117.04(11) . . ?
C7 C8 C9 118.42(12) . . ?
N1 C12 C1 122.22(12) . . ?
N1 C12 C5 117.74(12) . . ?
C1 C12 C5 120.04(12) . . ?
C21 C20 C19 120.55(13) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
N4 C25 C26 110.14(11) . . ?
N4 C25 C27 108.67(11) . . ?
C26 C25 C27 112.02(12) . . ?
N4 C25 H25 108.6 . . ?
C26 C25 H25 108.6 . . ?
C27 C25 H25 108.6 . . ?
N1 C11 C10 122.73(12) . . ?
N1 C11 C6 117.12(11) . . ?
C10 C11 C6 120.14(12) . . ?
C31 C30 C35 118.39(13) . . ?
C31 C30 C29 120.06(13) . . ?
C35 C30 C29 121.54(12) . . ?
N2 C6 C7 119.40(12) . . ?
N2 C6 C11 122.35(12) . . ?
C7 C6 C11 118.22(12) . . ?
N4 C9 C10 121.83(12) . . ?
N4 C9 C8 118.97(12) . . ?
C10 C9 C8 119.19(12) . . ?
O2 C28 O1 124.37(13) . . ?
O2 C28 C29 119.56(12) . . ?
O1 C28 C29 116.02(12) . . ?
C2 C1 C12 119.43(13) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C11 C10 C9 121.23(12) . . ?
C11 C10 H10 119.4 . . ?
C9 C10 H10 119.4 . . ?
C8 C7 C6 122.68(12) . . ?
C8 C7 H7 118.7 . . ?
C6 C7 H7 118.7 . . ?
C1 C2 C3 121.13(13) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C3 C4 C5 120.65(13) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
C23 C24 C19 120.19(13) . . ?
C23 C24 H24 119.9 . . ?
C19 C24 H24 119.9 . . ?
C23 C22 C21 121.61(13) . . ?
C23 C22 Cl2 119.80(11) . . ?
C21 C22 Cl2 118.59(11) . . ?
C20 C21 C22 119.00(13) . . ?
C20 C21 H21 120.5 . . ?
C22 C21 H21 120.5 . . ?
C4 C3 C2 119.85(12) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C32 C31 C30 122.06(14) . . ?
C32 C31 H31 119.0 . . ?
C30 C31 H31 119.0 . . ?
C34 C35 C30 119.47(13) . . ?
C34 C35 N5 121.90(13) . . ?
C30 C35 N5 118.60(12) . . ?
C14 C13 C18 122.23(13) . . ?
C14 C13 N1 118.71(13) . . ?
C18 C13 N1 119.05(13) . . ?
N5 C36 C37 122.47(13) . . ?
N5 C36 C41 121.95(13) . . ?
C37 C36 C41 115.44(13) . . ?
C40 C41 C36 123.04(14) . . ?
C40 C41 Cl3 118.49(12) . . ?
C36 C41 Cl3 118.47(11) . . ?
C33 C34 C35 121.01(14) . . ?
C33 C34 H34 119.5 . . ?
C35 C34 H34 119.5 . . ?
C22 C23 C24 119.16(13) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C39 C38 C37 120.11(15) . . ?
C39 C38 H38 119.9 . . ?
C37 C38 H38 119.9 . . ?
C13 C14 C15 118.82(14) . . ?
C13 C14 H14 120.6 . . ?
C15 C14 H14 120.6 . . ?
C39 C40 C41 119.37(14) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C33 C32 C31 119.20(13) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 119.86(14) . . ?
C32 C33 H33 120.1 . . ?
C34 C33 H33 120.1 . . ?
C30 C29 C28 114.59(11) . . ?
C30 C29 H29A 108.6 . . ?
C28 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C13 C18 C17 118.80(14) . . ?
C13 C18 H18 120.6 . . ?
C17 C18 H18 120.6 . . ?
C38 C39 C40 119.71(14) . . ?
C38 C39 H39 120.1 . . ?
C40 C39 H39 120.1 . . ?
C38 C37 C36 122.29(14) . . ?
C38 C37 Cl4 118.25(12) . . ?
C36 C37 Cl4 119.41(11) . . ?
C16 C17 C18 118.84(15) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C15 C16 C17 122.33(14) . . ?
C15 C16 Cl1 118.06(13) . . ?
C17 C16 Cl1 119.61(13) . . ?
C16 C15 C14 118.97(15) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
N6 C43 C42 178.7(2) . . ?
C43 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C43 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C6 N2 C5 C4 -179.87(12) . . . . ?
C6 N2 C5 C12 -0.47(19) . . . . ?
C8 N3 C19 C20 -140.83(13) . . . . ?
C8 N3 C19 C24 44.1(2) . . . . ?
C19 N3 C8 C7 3.5(2) . . . . ?
C19 N3 C8 C9 -177.26(12) . . . . ?
C11 N1 C12 C1 179.81(12) . . . . ?
C13 N1 C12 C1 2.53(19) . . . . ?
C11 N1 C12 C5 0.21(18) . . . . ?
C13 N1 C12 C5 -177.07(11) . . . . ?
N2 C5 C12 N1 0.64(19) . . . . ?
C4 C5 C12 N1 -179.96(11) . . . . ?
N2 C5 C12 C1 -178.97(12) . . . . ?
C4 C5 C12 C1 0.43(19) . . . . ?
C24 C19 C20 C21 0.35(19) . . . . ?
N3 C19 C20 C21 -174.90(12) . . . . ?
C9 N4 C25 C26 -84.66(16) . . . . ?
C9 N4 C25 C27 152.29(13) . . . . ?
C12 N1 C11 C10 -179.73(12) . . . . ?
C13 N1 C11 C10 -2.47(19) . . . . ?
C12 N1 C11 C6 -1.10(18) . . . . ?
C13 N1 C11 C6 176.15(11) . . . . ?
C5 N2 C6 C7 177.50(11) . . . . ?
C5 N2 C6 C11 -0.51(18) . . . . ?
N1 C11 C6 N2 1.30(19) . . . . ?
C10 C11 C6 N2 179.95(12) . . . . ?
N1 C11 C6 C7 -176.74(11) . . . . ?
C10 C11 C6 C7 1.92(18) . . . . ?
C25 N4 C9 C10 0.6(2) . . . . ?
C25 N4 C9 C8 -178.43(11) . . . . ?
N3 C8 C9 N4 -0.97(18) . . . . ?
C7 C8 C9 N4 178.33(12) . . . . ?
N3 C8 C9 C10 -179.98(12) . . . . ?
C7 C8 C9 C10 -0.68(18) . . . . ?
N1 C12 C1 C2 179.92(12) . . . . ?
C5 C12 C1 C2 -0.49(19) . . . . ?
N1 C11 C10 C9 174.48(12) . . . . ?
C6 C11 C10 C9 -4.1(2) . . . . ?
N4 C9 C10 C11 -175.51(12) . . . . ?
C8 C9 C10 C11 3.47(19) . . . . ?
N3 C8 C7 C6 177.80(12) . . . . ?
C9 C8 C7 C6 -1.45(19) . . . . ?
N2 C6 C7 C8 -177.22(12) . . . . ?
C11 C6 C7 C8 0.87(19) . . . . ?
C12 C1 C2 C3 0.1(2) . . . . ?
N2 C5 C4 C3 179.42(12) . . . . ?
C12 C5 C4 C3 0.00(19) . . . . ?
C20 C19 C24 C23 0.67(19) . . . . ?
N3 C19 C24 C23 175.56(12) . . . . ?
C19 C20 C21 C22 -0.8(2) . . . . ?
C23 C22 C21 C20 0.3(2) . . . . ?
Cl2 C22 C21 C20 -179.71(10) . . . . ?
C5 C4 C3 C2 -0.4(2) . . . . ?
C1 C2 C3 C4 0.3(2) . . . . ?
C35 C30 C31 C32 -1.4(2) . . . . ?
C29 C30 C31 C32 178.43(13) . . . . ?
C31 C30 C35 C34 1.3(2) . . . . ?
C29 C30 C35 C34 -178.52(13) . . . . ?
C31 C30 C35 N5 179.12(13) . . . . ?
C29 C30 C35 N5 -0.7(2) . . . . ?
C36 N5 C35 C34 -15.5(2) . . . . ?
C36 N5 C35 C30 166.81(13) . . . . ?
C11 N1 C13 C14 99.37(15) . . . . ?
C12 N1 C13 C14 -83.29(15) . . . . ?
C11 N1 C13 C18 -81.66(16) . . . . ?
C12 N1 C13 C18 95.68(15) . . . . ?
C35 N5 C36 C37 -62.1(2) . . . . ?
C35 N5 C36 C41 122.38(15) . . . . ?
N5 C36 C41 C40 177.00(13) . . . . ?
C37 C36 C41 C40 1.2(2) . . . . ?
N5 C36 C41 Cl3 -2.76(19) . . . . ?
C37 C36 C41 Cl3 -178.58(10) . . . . ?
C30 C35 C34 C33 -0.3(2) . . . . ?
N5 C35 C34 C33 -178.05(13) . . . . ?
C21 C22 C23 C24 0.7(2) . . . . ?
Cl2 C22 C23 C24 -179.28(10) . . . . ?
C19 C24 C23 C22 -1.2(2) . . . . ?
C18 C13 C14 C15 -1.2(2) . . . . ?
N1 C13 C14 C15 177.75(12) . . . . ?
C36 C41 C40 C39 0.2(2) . . . . ?
Cl3 C41 C40 C39 179.92(11) . . . . ?
C30 C31 C32 C33 0.5(2) . . . . ?
C31 C32 C33 C34 0.5(2) . . . . ?
C35 C34 C33 C32 -0.6(2) . . . . ?
C31 C30 C29 C28 -104.09(15) . . . . ?
C35 C30 C29 C28 75.77(17) . . . . ?
O2 C28 C29 C30 137.23(14) . . . . ?
O1 C28 C29 C30 -45.27(17) . . . . ?
C14 C13 C18 C17 0.0(2) . . . . ?
N1 C13 C18 C17 -178.92(12) . . . . ?
C37 C38 C39 C40 0.1(2) . . . . ?
C41 C40 C39 C38 -0.8(2) . . . . ?
C39 C38 C37 C36 1.3(2) . . . . ?
C39 C38 C37 Cl4 -176.10(12) . . . . ?
N5 C36 C37 C38 -177.72(13) . . . . ?
C41 C36 C37 C38 -1.9(2) . . . . ?
N5 C36 C37 Cl4 -0.31(19) . . . . ?
C41 C36 C37 Cl4 175.49(10) . . . . ?
C13 C18 C17 C16 1.0(2) . . . . ?
C18 C17 C16 C15 -0.9(2) . . . . ?
C18 C17 C16 Cl1 179.31(11) . . . . ?
C17 C16 C15 C14 -0.3(2) . . . . ?
Cl1 C16 C15 C14 179.52(11) . . . . ?
C13 C14 C15 C16 1.3(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.848(18) 1.909(19) 2.7532(15) 173.1(16) .
N4 H4 O1 0.832(19) 1.993(19) 2.8068(15) 165.5(16) .
N5 H5 O1 0.83(2) 2.05(2) 2.7940(16) 148.7(17) .
O4 H4OA N2 0.85(3) 2.08(3) 2.9157(16) 168(2) 1_655
O4 H4OB O3 0.92(3) 1.79(3) 2.7060(18) 169(2) .
O3 H3OB O4 0.85(3) 2.00(3) 2.8192(18) 163(2) 2_777
O3 H3OA O2 0.88(3) 1.86(3) 2.7353(17) 177(2) .

_refine_diff_density_max         0.515
_refine_diff_density_min         -0.411
_refine_diff_density_rms         0.039


# start Validation Reply Form
_vrf_PLAT416_lb0517_CFZ-DCF_in_MeCN 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.86 Ang.  
RESPONSE:  These hydrogen atoms are constrained by the geometry of the 
molecule. 
;
_vrf_PLAT911_lb0517_CFZ-DCF_in_MeCN 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.597        111 Report
RESPONSE: Those reflections are missing because of the instrument geometry
limitations.
;
_vrf_PLAT913_lb0517_CFZ-DCF_in_MeCN 
;
PROBLEM: Missing # of Very Strong Reflections in FCF ....         19 Note  
RESPONSE: Those reflections are missing because of overflow.
;
####################################################################### 
# 
# 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_lb0765_CFZ-DCF12_LAG_EtOH_EtOH
_database_code_depnum_ccdc_archive 'CCDC 2032496'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
 2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid N-
[(2E)-10-(4-chlorophenyl)-3-[(4-
chlorophenyl)amino]-2,10-dihydrophenazin-2-
ylidene]propan-2-aminium 2-{2-[(2,6-
dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            
;
clofaziminium diclofenac (1-) diclofenac salt cocrystal
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4 1+, C14 H10 Cl2 N O2 1-, 
C14 H11 Cl2 N O2
;
_chemical_formula_sum            'C55 H44 Cl6 N6 O4'
_chemical_formula_weight         1065.66

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 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'
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'
Cl Cl 0.3639 0.7018 '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                   10.8837(2)
_cell_length_b                   14.4737(3)
_cell_length_c                   17.7519(4)
_cell_angle_alpha                101.568(2)
_cell_angle_beta                 105.173(2)
_cell_angle_gamma                94.286(2)
_cell_volume                     2620.06(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    14280
_cell_measurement_theta_min      3.1130
_cell_measurement_theta_max      66.9040

_exptl_crystal_description       Plate
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.351
_exptl_crystal_F_000             1100
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.540
_exptl_crystal_size_mid          0.340
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    3.410
_shelx_estimated_absorpt_T_min   0.260
_shelx_estimated_absorpt_T_max   0.822
_exptl_absorpt_correction_T_min  0.358
_exptl_absorpt_correction_T_max  0.831
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.844
_oxdiff_exptl_absorpt_empirical_full_max 1.147
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            26706
_diffrn_reflns_av_unetI/netI     0.0215
_diffrn_reflns_av_R_equivalents  0.0222
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.649
_diffrn_reflns_theta_max         67.100
_diffrn_reflns_theta_full        67.100
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measured_fraction_theta_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_point_group_measured_fraction_max 0.986
_diffrn_reflns_point_group_measured_fraction_full 0.986
_reflns_number_total             9218
_reflns_number_gt                8043
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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)+(0.0678P)²+0.9591P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9218
_refine_ls_number_parameters     657
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0504
_refine_ls_wR_factor_ref         0.1407
_refine_ls_wR_factor_gt          0.1352
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_restrained_S_all      1.047
_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 0.85591(12) 1.12858(7) 0.06659(5) 0.1272(4) Uani 1 1 d . . . . .
Cl2 Cl 1.05288(7) 0.48793(6) 0.71384(4) 0.0879(2) Uani 1 1 d . . . . .
N1 N 1.03915(15) 0.98740(11) 0.36031(10) 0.0480(4) Uani 1 1 d . . . . .
N2 N 1.15547(16) 0.94182(11) 0.50591(10) 0.0531(4) Uani 1 1 d . . . . .
N3 N 0.84524(17) 0.66821(12) 0.44499(11) 0.0542(4) Uani 1 1 d . . . . .
H3 H 0.764(3) 0.6515(18) 0.4227(15) 0.065 Uiso 1 1 d . U . . .
N4 N 0.74765(16) 0.69751(13) 0.29338(10) 0.0546(4) Uani 1 1 d . . . . .
H4 H 0.729(2) 0.6442(19) 0.3064(15) 0.065 Uiso 1 1 d . U . . .
C1 C 1.2067(2) 1.12333(15) 0.39346(16) 0.0638(5) Uani 1 1 d . . . . .
H1 H 1.170340 1.140441 0.345523 0.077 Uiso 1 1 calc R U . . .
C2 C 1.3163(2) 1.17496(17) 0.44642(19) 0.0781(7) Uani 1 1 d . . . . .
H2 H 1.354472 1.227274 0.433847 0.094 Uiso 1 1 calc R U . . .
C3 C 1.3724(2) 1.15125(18) 0.51878(19) 0.0812(8) Uani 1 1 d . . . . .
H3A H 1.447220 1.187470 0.553826 0.097 Uiso 1 1 calc R U . . .
C4 C 1.3177(2) 1.07503(16) 0.53816(17) 0.0703(6) Uani 1 1 d . . . . .
H4A H 1.354820 1.059688 0.586774 0.084 Uiso 1 1 calc R U . . .
C5 C 1.20506(19) 1.01918(13) 0.48499(13) 0.0535(5) Uani 1 1 d . . . . .
C6 C 1.05343(17) 0.88715(13) 0.45405(11) 0.0464(4) Uani 1 1 d . . . . .
C7 C 1.00253(18) 0.80646(13) 0.47458(12) 0.0495(4) Uani 1 1 d . . . . .
H7 H 1.041591 0.794425 0.524248 0.059 Uiso 1 1 calc R U . . .
C8 C 0.89851(18) 0.74519(13) 0.42489(11) 0.0475(4) Uani 1 1 d . . . . .
C9 C 0.83975(17) 0.76222(13) 0.34502(11) 0.0470(4) Uani 1 1 d . . . . .
C10 C 0.88474(18) 0.84576(14) 0.32595(12) 0.0491(4) Uani 1 1 d . . . . .
H10 H 0.842935 0.859983 0.277661 0.059 Uiso 1 1 calc R U . . .
C11 C 0.98945(17) 0.90690(13) 0.37738(11) 0.0453(4) Uani 1 1 d . . . . .
C12 C 1.14965(18) 1.04416(13) 0.41229(13) 0.0508(4) Uani 1 1 d . . . . .
C13 C 0.98152(19) 1.01444(14) 0.28592(12) 0.0506(4) Uani 1 1 d . . . . .
C14 C 0.9042(3) 1.08543(18) 0.28610(16) 0.0729(6) Uani 1 1 d . . . . .
H14 H 0.879386 1.109811 0.331633 0.087 Uiso 1 1 calc R U . . .
C15 C 0.8640(3) 1.1200(2) 0.21807(19) 0.0873(8) Uani 1 1 d . . . . .
H15 H 0.813122 1.168878 0.217601 0.105 Uiso 1 1 calc R U . . .
C16 C 0.8995(3) 1.08180(18) 0.15117(16) 0.0747(7) Uani 1 1 d . . . . .
C17 C 0.9717(2) 1.00887(18) 0.14968(15) 0.0701(6) Uani 1 1 d . . . . .
H17 H 0.992318 0.982260 0.103083 0.084 Uiso 1 1 calc R U . . .
C18 C 1.0141(2) 0.97484(16) 0.21800(13) 0.0588(5) Uani 1 1 d . . . . .
H18 H 1.064229 0.925543 0.218000 0.071 Uiso 1 1 calc R U . . .
C19 C 0.89968(19) 0.63163(13) 0.51223(12) 0.0502(4) Uani 1 1 d . . . . .
C20 C 0.8178(2) 0.59457(16) 0.55018(14) 0.0608(5) Uani 1 1 d . . . . .
H20 H 0.730413 0.598763 0.533396 0.073 Uiso 1 1 calc R U . . .
C21 C 0.8648(2) 0.55145(18) 0.61267(15) 0.0665(6) Uani 1 1 d . . . . .
H21 H 0.809271 0.526039 0.637462 0.080 Uiso 1 1 calc R U . . .
C22 C 0.9942(2) 0.54645(16) 0.63786(13) 0.0595(5) Uani 1 1 d . . . . .
C23 C 1.0783(2) 0.58471(15) 0.60217(13) 0.0557(5) Uani 1 1 d . . . . .
H23 H 1.166066 0.582690 0.620650 0.067 Uiso 1 1 calc R U . . .
C24 C 1.03013(19) 0.62584(14) 0.53885(12) 0.0527(4) Uani 1 1 d . . . . .
H24 H 1.085791 0.650067 0.513580 0.063 Uiso 1 1 calc R U . . .
C25 C 0.6741(2) 0.70523(16) 0.21321(13) 0.0607(5) Uani 1 1 d . . . . .
H25 H 0.725954 0.748765 0.194210 0.073 Uiso 1 1 calc R U . . .
C26 C 0.6465(5) 0.6092(3) 0.1559(2) 0.1217(14) Uani 1 1 d . . . . .
H26A H 0.725881 0.584740 0.155092 0.183 Uiso 1 1 calc R U . . .
H26B H 0.602534 0.615434 0.103050 0.183 Uiso 1 1 calc R U . . .
H26C H 0.593620 0.566351 0.172901 0.183 Uiso 1 1 calc R U . . .
C27 C 0.5549(4) 0.7448(4) 0.2178(2) 0.156(2) Uani 1 1 d . . . . .
H27A H 0.501199 0.701228 0.233698 0.234 Uiso 1 1 calc R U . . .
H27B H 0.510325 0.754336 0.166182 0.234 Uiso 1 1 calc R U . . .
H27C H 0.575396 0.804532 0.256413 0.234 Uiso 1 1 calc R U . . .
Cl5 Cl 0.28195(7) 0.54170(6) 0.04745(5) 0.0956(2) Uani 1 1 d . . . . .
Cl6 Cl -0.09277(9) 0.75633(7) 0.07954(6) 0.1103(3) Uani 1 1 d . . . . .
O3 O 0.37660(17) 0.67656(12) 0.38683(10) 0.0705(4) Uani 1 1 d . . . . .
H3O H 0.443(3) 0.641(2) 0.385(2) 0.106 Uiso 1 1 d . U . . .
O4 O 0.28234(18) 0.58292(12) 0.26708(10) 0.0749(4) Uani 1 1 d . . . . .
N6 N 0.1461(2) 0.67403(14) 0.14053(12) 0.0673(5) Uani 1 1 d . . . . .
H6 H 0.179(3) 0.631(2) 0.1624(17) 0.081 Uiso 1 1 d . U . . .
C42 C 0.2880(2) 0.65304(15) 0.31846(12) 0.0550(5) Uani 1 1 d . . . . .
C43 C 0.1952(2) 0.72506(17) 0.30861(14) 0.0633(5) Uani 1 1 d . . . . .
H43A H 0.109407 0.692859 0.279532 0.076 Uiso 1 1 calc R U . . .
H43B H 0.192949 0.759981 0.360832 0.076 Uiso 1 1 calc R U . . .
C44 C 0.2376(2) 0.79269(15) 0.26327(13) 0.0573(5) Uani 1 1 d . . . . .
C45 C 0.3072(2) 0.88165(17) 0.30255(16) 0.0715(6) Uani 1 1 d . . . . .
H45 H 0.328835 0.899250 0.358213 0.086 Uiso 1 1 calc R U . . .
C46 C 0.3448(3) 0.94401(18) 0.2616(2) 0.0840(8) Uani 1 1 d . . . . .
H46 H 0.391053 1.003195 0.289113 0.101 Uiso 1 1 calc R U . . .
C47 C 0.3134(3) 0.91815(18) 0.1792(2) 0.0831(8) Uani 1 1 d . . . . .
H47 H 0.337253 0.960529 0.150859 0.100 Uiso 1 1 calc R U . . .
C48 C 0.2469(2) 0.83004(17) 0.13856(16) 0.0699(6) Uani 1 1 d . . . . .
H48 H 0.226240 0.813296 0.082903 0.084 Uiso 1 1 calc R U . . .
C49 C 0.2102(2) 0.76580(15) 0.17972(13) 0.0567(5) Uani 1 1 d . . . . .
C50 C 0.0912(2) 0.64772(16) 0.05715(13) 0.0635(5) Uani 1 1 d . . . . .
C51 C 0.1404(2) 0.58373(18) 0.00685(15) 0.0712(6) Uani 1 1 d . . . . .
C52 C 0.0794(3) 0.5533(2) -0.07442(16) 0.0860(8) Uani 1 1 d . . . . .
H52 H 0.113230 0.509349 -0.106557 0.103 Uiso 1 1 calc R U . . .
C53 C -0.0304(3) 0.5877(2) -0.10726(17) 0.0915(8) Uani 1 1 d . . . . .
H53 H -0.071128 0.567421 -0.161908 0.110 Uiso 1 1 calc R U . . .
C54 C -0.0808(3) 0.6516(2) -0.06052(17) 0.0869(8) Uani 1 1 d . . . . .
H54 H -0.154900 0.675811 -0.083215 0.104 Uiso 1 1 calc R U . . .
C55 C -0.0214(3) 0.68014(18) 0.02072(16) 0.0742(6) Uani 1 1 d . . . . .
Cl3 Cl 0.65738(14) 0.33402(9) 0.10645(9) 0.1552(5) Uani 1 1 d . . . . .
Cl4 Cl 0.25498(8) 0.17376(7) 0.17906(7) 0.1214(3) Uani 1 1 d . . . . .
O1 O 0.64114(17) 0.50220(12) 0.30290(13) 0.0809(5) Uani 1 1 d . . . . .
O2 O 0.57609(15) 0.60066(11) 0.39119(11) 0.0717(4) Uani 1 1 d . . . . .
N5 N 0.4872(2) 0.31331(15) 0.21087(13) 0.0719(5) Uani 1 1 d . . . . .
H5 H 0.527(3) 0.367(2) 0.2116(17) 0.086 Uiso 1 1 d . U . . .
C28 C 0.5733(2) 0.51867(16) 0.34827(15) 0.0621(5) Uani 1 1 d . . . . .
C29 C 0.4825(2) 0.43794(16) 0.35544(17) 0.0675(6) Uani 1 1 d . . . . .
H29A H 0.459073 0.457000 0.404839 0.081 Uiso 1 1 calc R U . . .
H29B H 0.404611 0.427657 0.311332 0.081 Uiso 1 1 calc R U . . .
C30 C 0.5374(2) 0.34538(15) 0.35496(14) 0.0591(5) Uani 1 1 d . . . . .
C31 C 0.5906(2) 0.31930(18) 0.42616(15) 0.0688(6) Uani 1 1 d . . . . .
H31 H 0.595979 0.361133 0.474443 0.083 Uiso 1 1 calc R U . . .
C32 C 0.6359(2) 0.2328(2) 0.42744(17) 0.0746(7) Uani 1 1 d . . . . .
H32 H 0.672511 0.217039 0.475941 0.089 Uiso 1 1 calc R U . . .
C33 C 0.6263(2) 0.17063(19) 0.35634(18) 0.0752(7) Uani 1 1 d . . . . .
H33 H 0.653476 0.111249 0.356558 0.090 Uiso 1 1 calc R U . . .
C34 C 0.5765(2) 0.19540(17) 0.28428(16) 0.0712(6) Uani 1 1 d . . . . .
H34 H 0.571432 0.152990 0.236334 0.085 Uiso 1 1 calc R U . . .
C35 C 0.5341(2) 0.28322(15) 0.28314(14) 0.0602(5) Uani 1 1 d . . . . .
C36 C 0.4554(3) 0.24835(18) 0.13707(16) 0.0749(7) Uani 1 1 d . . . . .
C37 C 0.3490(3) 0.1780(2) 0.1150(2) 0.0919(9) Uani 1 1 d . . . . .
C38 C 0.3153(5) 0.1127(3) 0.0436(3) 0.1322(16) Uani 1 1 d . . . . .
H38 H 0.245865 0.065394 0.031742 0.159 Uiso 1 1 calc R U . . .
C39 C 0.3824(7) 0.1167(4) -0.0094(3) 0.150(2) Uani 1 1 d . . . . .
H39 H 0.357844 0.072516 -0.058309 0.180 Uiso 1 1 calc R U . . .
C40 C 0.4875(6) 0.1853(4) 0.0074(3) 0.1354(15) Uani 1 1 d . . . . .
H40 H 0.533162 0.187944 -0.029856 0.163 Uiso 1 1 calc R U . . .
C41 C 0.5234(4) 0.2505(2) 0.0816(2) 0.0995(9) Uani 1 1 d . . . . .


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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C16 1.738(2) . ?
Cl2 C22 1.741(2) . ?
N1 C11 1.369(2) . ?
N1 C12 1.393(3) . ?
N1 C13 1.449(2) . ?
N2 C6 1.322(2) . ?
N2 C5 1.365(3) . ?
N3 C8 1.370(2) . ?
N3 C19 1.409(3) . ?
N3 H3 0.87(3) . ?
N4 C9 1.325(3) . ?
N4 C25 1.469(3) . ?
N4 H4 0.87(3) . ?
C1 C2 1.365(4) . ?
C1 C12 1.402(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.392(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.361(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.410(3) . ?
C4 H4A 0.9300 . ?
C5 C12 1.404(3) . ?
C6 C7 1.408(3) . ?
C6 C11 1.452(3) . ?
C7 C8 1.364(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.473(3) . ?
C9 C10 1.407(3) . ?
C10 C11 1.377(3) . ?
C10 H10 0.9300 . ?
C13 C18 1.373(3) . ?
C13 C14 1.376(3) . ?
C14 C15 1.378(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.369(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.362(4) . ?
C17 C18 1.381(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.387(3) . ?
C19 C24 1.389(3) . ?
C20 C21 1.382(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.374(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.384(3) . ?
C23 C24 1.378(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C27 1.472(4) . ?
C25 C26 1.506(4) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
Cl5 C51 1.731(3) . ?
Cl6 C55 1.732(3) . ?
O3 C42 1.301(3) . ?
O3 H3O 0.91(4) . ?
O4 C42 1.207(3) . ?
N6 C50 1.404(3) . ?
N6 C49 1.404(3) . ?
N6 H6 0.85(3) . ?
C42 C43 1.508(3) . ?
C43 C44 1.504(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.391(3) . ?
C44 C49 1.400(3) . ?
C45 C46 1.369(4) . ?
C45 H45 0.9300 . ?
C46 C47 1.377(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.375(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.388(3) . ?
C48 H48 0.9300 . ?
C50 C55 1.390(4) . ?
C50 C51 1.391(4) . ?
C51 C52 1.384(4) . ?
C52 C53 1.363(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.360(4) . ?
C53 H53 0.9300 . ?
C54 C55 1.379(4) . ?
C54 H54 0.9300 . ?
Cl3 C41 1.723(4) . ?
Cl4 C37 1.724(4) . ?
O1 C28 1.229(3) . ?
O2 C28 1.269(3) . ?
N5 C36 1.393(4) . ?
N5 C35 1.418(3) . ?
N5 H5 0.86(3) . ?
C28 C29 1.520(3) . ?
C29 C30 1.507(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.384(3) . ?
C30 C35 1.395(3) . ?
C31 C32 1.382(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.369(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.381(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.387(3) . ?
C34 H34 0.9300 . ?
C36 C41 1.382(4) . ?
C36 C37 1.399(4) . ?
C37 C38 1.363(6) . ?
C38 C39 1.340(8) . ?
C38 H38 0.9300 . ?
C39 C40 1.385(7) . ?
C39 H39 0.9300 . ?
C40 C41 1.398(6) . ?
C40 H40 0.9300 . ?

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
C11 N1 C12 121.24(16) . . ?
C11 N1 C13 121.10(16) . . ?
C12 N1 C13 117.61(15) . . ?
C6 N2 C5 118.05(17) . . ?
C8 N3 C19 125.80(17) . . ?
C8 N3 H3 115.6(16) . . ?
C19 N3 H3 116.2(16) . . ?
C9 N4 C25 125.91(17) . . ?
C9 N4 H4 118.8(16) . . ?
C25 N4 H4 115.3(16) . . ?
C2 C1 C12 119.1(2) . . ?
C2 C1 H1 120.4 . . ?
C12 C1 H1 120.4 . . ?
C1 C2 C3 121.6(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 119.9(2) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 120.4(2) . . ?
C3 C4 H4A 119.8 . . ?
C5 C4 H4A 119.8 . . ?
N2 C5 C12 122.66(18) . . ?
N2 C5 C4 118.4(2) . . ?
C12 C5 C4 118.94(19) . . ?
N2 C6 C7 118.51(17) . . ?
N2 C6 C11 123.36(17) . . ?
C7 C6 C11 118.12(16) . . ?
C8 C7 C6 122.93(18) . . ?
C8 C7 H7 118.5 . . ?
C6 C7 H7 118.5 . . ?
C7 C8 N3 123.66(18) . . ?
C7 C8 C9 118.50(16) . . ?
N3 C8 C9 117.84(17) . . ?
N4 C9 C10 122.47(18) . . ?
N4 C9 C8 118.69(16) . . ?
C10 C9 C8 118.83(16) . . ?
C11 C10 C9 121.30(17) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N1 C11 C10 123.38(17) . . ?
N1 C11 C6 116.62(16) . . ?
C10 C11 C6 120.00(16) . . ?
N1 C12 C1 122.06(19) . . ?
N1 C12 C5 117.96(17) . . ?
C1 C12 C5 119.97(19) . . ?
C18 C13 C14 120.9(2) . . ?
C18 C13 N1 119.36(18) . . ?
C14 C13 N1 119.43(19) . . ?
C13 C14 C15 119.3(2) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C16 C15 C14 119.4(2) . . ?
C16 C15 H15 120.3 . . ?
C14 C15 H15 120.3 . . ?
C17 C16 C15 121.5(2) . . ?
C17 C16 Cl1 118.6(2) . . ?
C15 C16 Cl1 119.9(2) . . ?
C16 C17 C18 119.4(2) . . ?
C16 C17 H17 120.3 . . ?
C18 C17 H17 120.3 . . ?
C13 C18 C17 119.4(2) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C20 C19 C24 118.82(18) . . ?
C20 C19 N3 118.16(18) . . ?
C24 C19 N3 122.89(17) . . ?
C21 C20 C19 120.67(19) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 119.44(19) . . ?
C22 C21 H21 120.3 . . ?
C20 C21 H21 120.3 . . ?
C21 C22 C23 121.04(19) . . ?
C21 C22 Cl2 119.57(16) . . ?
C23 C22 Cl2 119.36(17) . . ?
C24 C23 C22 119.03(19) . . ?
C24 C23 H23 120.5 . . ?
C22 C23 H23 120.5 . . ?
C23 C24 C19 120.96(18) . . ?
C23 C24 H24 119.5 . . ?
C19 C24 H24 119.5 . . ?
N4 C25 C27 109.6(2) . . ?
N4 C25 C26 109.9(2) . . ?
C27 C25 C26 111.4(3) . . ?
N4 C25 H25 108.6 . . ?
C27 C25 H25 108.6 . . ?
C26 C25 H25 108.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C42 O3 H3O 110(2) . . ?
C50 N6 C49 122.09(19) . . ?
C50 N6 H6 116(2) . . ?
C49 N6 H6 113(2) . . ?
O4 C42 O3 124.0(2) . . ?
O4 C42 C43 123.2(2) . . ?
O3 C42 C43 112.73(19) . . ?
C44 C43 C42 109.10(18) . . ?
C44 C43 H43A 109.9 . . ?
C42 C43 H43A 109.9 . . ?
C44 C43 H43B 109.9 . . ?
C42 C43 H43B 109.9 . . ?
H43A C43 H43B 108.3 . . ?
C45 C44 C49 118.4(2) . . ?
C45 C44 C43 121.6(2) . . ?
C49 C44 C43 120.1(2) . . ?
C46 C45 C44 121.9(3) . . ?
C46 C45 H45 119.1 . . ?
C44 C45 H45 119.1 . . ?
C45 C46 C47 119.3(2) . . ?
C45 C46 H46 120.4 . . ?
C47 C46 H46 120.4 . . ?
C48 C47 C46 120.4(3) . . ?
C48 C47 H47 119.8 . . ?
C46 C47 H47 119.8 . . ?
C47 C48 C49 120.7(3) . . ?
C47 C48 H48 119.6 . . ?
C49 C48 H48 119.6 . . ?
C48 C49 C44 119.3(2) . . ?
C48 C49 N6 122.3(2) . . ?
C44 C49 N6 118.33(19) . . ?
C55 C50 C51 116.0(2) . . ?
C55 C50 N6 121.2(2) . . ?
C51 C50 N6 122.6(2) . . ?
C52 C51 C50 121.7(3) . . ?
C52 C51 Cl5 119.5(2) . . ?
C50 C51 Cl5 118.80(19) . . ?
C53 C52 C51 119.9(3) . . ?
C53 C52 H52 120.0 . . ?
C51 C52 H52 120.0 . . ?
C54 C53 C52 120.3(3) . . ?
C54 C53 H53 119.8 . . ?
C52 C53 H53 119.8 . . ?
C53 C54 C55 119.6(3) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C50 122.3(3) . . ?
C54 C55 Cl6 118.5(2) . . ?
C50 C55 Cl6 119.1(2) . . ?
C36 N5 C35 120.6(2) . . ?
C36 N5 H5 114(2) . . ?
C35 N5 H5 113(2) . . ?
O1 C28 O2 123.1(2) . . ?
O1 C28 C29 119.6(2) . . ?
O2 C28 C29 117.3(2) . . ?
C30 C29 C28 114.16(18) . . ?
C30 C29 H29A 108.7 . . ?
C28 C29 H29A 108.7 . . ?
C30 C29 H29B 108.7 . . ?
C28 C29 H29B 108.7 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C35 118.4(2) . . ?
C31 C30 C29 120.5(2) . . ?
C35 C30 C29 121.1(2) . . ?
C32 C31 C30 121.8(2) . . ?
C32 C31 H31 119.1 . . ?
C30 C31 H31 119.1 . . ?
C33 C32 C31 119.1(2) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C32 C33 C34 120.5(2) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C35 120.3(3) . . ?
C33 C34 H34 119.9 . . ?
C35 C34 H34 119.9 . . ?
C34 C35 C30 119.8(2) . . ?
C34 C35 N5 122.3(2) . . ?
C30 C35 N5 117.9(2) . . ?
C41 C36 N5 122.9(3) . . ?
C41 C36 C37 116.6(3) . . ?
N5 C36 C37 120.5(3) . . ?
C38 C37 C36 122.3(4) . . ?
C38 C37 Cl4 118.2(3) . . ?
C36 C37 Cl4 119.4(3) . . ?
C39 C38 C37 119.9(4) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C38 C39 C40 121.2(4) . . ?
C38 C39 H39 119.4 . . ?
C40 C39 H39 119.4 . . ?
C39 C40 C41 118.4(5) . . ?
C39 C40 H40 120.8 . . ?
C41 C40 H40 120.8 . . ?
C36 C41 C40 121.5(4) . . ?
C36 C41 Cl3 118.6(3) . . ?
C40 C41 Cl3 119.9(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C12 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 -0.1(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C6 N2 C5 C12 2.1(3) . . . . ?
C6 N2 C5 C4 -176.78(19) . . . . ?
C3 C4 C5 N2 178.2(2) . . . . ?
C3 C4 C5 C12 -0.7(4) . . . . ?
C5 N2 C6 C7 179.17(18) . . . . ?
C5 N2 C6 C11 -2.0(3) . . . . ?
N2 C6 C7 C8 -179.28(18) . . . . ?
C11 C6 C7 C8 1.8(3) . . . . ?
C6 C7 C8 N3 -177.76(19) . . . . ?
C6 C7 C8 C9 2.3(3) . . . . ?
C19 N3 C8 C7 -11.0(3) . . . . ?
C19 N3 C8 C9 168.91(18) . . . . ?
C25 N4 C9 C10 -4.5(3) . . . . ?
C25 N4 C9 C8 176.51(19) . . . . ?
C7 C8 C9 N4 172.85(18) . . . . ?
N3 C8 C9 N4 -7.1(3) . . . . ?
C7 C8 C9 C10 -6.2(3) . . . . ?
N3 C8 C9 C10 173.89(18) . . . . ?
N4 C9 C10 C11 -173.04(18) . . . . ?
C8 C9 C10 C11 6.0(3) . . . . ?
C12 N1 C11 C10 -176.31(18) . . . . ?
C13 N1 C11 C10 1.2(3) . . . . ?
C12 N1 C11 C6 3.4(3) . . . . ?
C13 N1 C11 C6 -179.14(16) . . . . ?
C9 C10 C11 N1 177.86(17) . . . . ?
C9 C10 C11 C6 -1.8(3) . . . . ?
N2 C6 C11 N1 -0.7(3) . . . . ?
C7 C6 C11 N1 178.14(17) . . . . ?
N2 C6 C11 C10 178.99(18) . . . . ?
C7 C6 C11 C10 -2.2(3) . . . . ?
C11 N1 C12 C1 175.77(19) . . . . ?
C13 N1 C12 C1 -1.8(3) . . . . ?
C11 N1 C12 C5 -3.3(3) . . . . ?
C13 N1 C12 C5 179.14(17) . . . . ?
C2 C1 C12 N1 -178.8(2) . . . . ?
C2 C1 C12 C5 0.3(3) . . . . ?
N2 C5 C12 N1 0.5(3) . . . . ?
C4 C5 C12 N1 179.35(19) . . . . ?
N2 C5 C12 C1 -178.63(19) . . . . ?
C4 C5 C12 C1 0.3(3) . . . . ?
C11 N1 C13 C18 -83.9(2) . . . . ?
C12 N1 C13 C18 93.7(2) . . . . ?
C11 N1 C13 C14 101.9(2) . . . . ?
C12 N1 C13 C14 -80.6(2) . . . . ?
C18 C13 C14 C15 -3.0(4) . . . . ?
N1 C13 C14 C15 171.2(2) . . . . ?
C13 C14 C15 C16 1.3(4) . . . . ?
C14 C15 C16 C17 1.4(4) . . . . ?
C14 C15 C16 Cl1 -176.9(2) . . . . ?
C15 C16 C17 C18 -2.4(4) . . . . ?
Cl1 C16 C17 C18 175.94(19) . . . . ?
C14 C13 C18 C17 2.0(3) . . . . ?
N1 C13 C18 C17 -172.15(19) . . . . ?
C16 C17 C18 C13 0.7(4) . . . . ?
C8 N3 C19 C20 144.6(2) . . . . ?
C8 N3 C19 C24 -39.5(3) . . . . ?
C24 C19 C20 C21 -0.9(3) . . . . ?
N3 C19 C20 C21 175.2(2) . . . . ?
C19 C20 C21 C22 0.8(4) . . . . ?
C20 C21 C22 C23 0.6(4) . . . . ?
C20 C21 C22 Cl2 -177.4(2) . . . . ?
C21 C22 C23 C24 -1.9(3) . . . . ?
Cl2 C22 C23 C24 176.11(17) . . . . ?
C22 C23 C24 C19 1.8(3) . . . . ?
C20 C19 C24 C23 -0.5(3) . . . . ?
N3 C19 C24 C23 -176.4(2) . . . . ?
C9 N4 C25 C27 -93.4(4) . . . . ?
C9 N4 C25 C26 143.8(3) . . . . ?
O4 C42 C43 C44 -82.4(3) . . . . ?
O3 C42 C43 C44 95.4(2) . . . . ?
C42 C43 C44 C45 -98.6(2) . . . . ?
C42 C43 C44 C49 79.8(3) . . . . ?
C49 C44 C45 C46 2.5(3) . . . . ?
C43 C44 C45 C46 -179.2(2) . . . . ?
C44 C45 C46 C47 -0.2(4) . . . . ?
C45 C46 C47 C48 -1.1(4) . . . . ?
C46 C47 C48 C49 0.1(4) . . . . ?
C47 C48 C49 C44 2.2(4) . . . . ?
C47 C48 C49 N6 -177.8(2) . . . . ?
C45 C44 C49 C48 -3.4(3) . . . . ?
C43 C44 C49 C48 178.2(2) . . . . ?
C45 C44 C49 N6 176.6(2) . . . . ?
C43 C44 C49 N6 -1.8(3) . . . . ?
C50 N6 C49 C48 -13.6(4) . . . . ?
C50 N6 C49 C44 166.4(2) . . . . ?
C49 N6 C50 C55 -73.5(3) . . . . ?
C49 N6 C50 C51 110.6(3) . . . . ?
C55 C50 C51 C52 -1.0(4) . . . . ?
N6 C50 C51 C52 175.1(2) . . . . ?
C55 C50 C51 Cl5 178.87(19) . . . . ?
N6 C50 C51 Cl5 -5.0(3) . . . . ?
C50 C51 C52 C53 1.4(4) . . . . ?
Cl5 C51 C52 C53 -178.4(2) . . . . ?
C51 C52 C53 C54 -0.3(5) . . . . ?
C52 C53 C54 C55 -1.1(5) . . . . ?
C53 C54 C55 C50 1.6(4) . . . . ?
C53 C54 C55 Cl6 -176.4(2) . . . . ?
C51 C50 C55 C54 -0.5(4) . . . . ?
N6 C50 C55 C54 -176.7(2) . . . . ?
C51 C50 C55 Cl6 177.47(19) . . . . ?
N6 C50 C55 Cl6 1.3(3) . . . . ?
O1 C28 C29 C30 39.3(3) . . . . ?
O2 C28 C29 C30 -139.7(2) . . . . ?
C28 C29 C30 C31 98.0(3) . . . . ?
C28 C29 C30 C35 -83.1(3) . . . . ?
C35 C30 C31 C32 -2.2(3) . . . . ?
C29 C30 C31 C32 176.8(2) . . . . ?
C30 C31 C32 C33 -1.0(4) . . . . ?
C31 C32 C33 C34 2.5(4) . . . . ?
C32 C33 C34 C35 -0.9(4) . . . . ?
C33 C34 C35 C30 -2.3(4) . . . . ?
C33 C34 C35 N5 177.4(2) . . . . ?
C31 C30 C35 C34 3.8(3) . . . . ?
C29 C30 C35 C34 -175.1(2) . . . . ?
C31 C30 C35 N5 -175.9(2) . . . . ?
C29 C30 C35 N5 5.1(3) . . . . ?
C36 N5 C35 C34 14.2(4) . . . . ?
C36 N5 C35 C30 -166.1(2) . . . . ?
C35 N5 C36 C41 -112.7(3) . . . . ?
C35 N5 C36 C37 68.8(3) . . . . ?
C41 C36 C37 C38 2.0(5) . . . . ?
N5 C36 C37 C38 -179.4(3) . . . . ?
C41 C36 C37 Cl4 -177.2(2) . . . . ?
N5 C36 C37 Cl4 1.4(4) . . . . ?
C36 C37 C38 C39 -2.4(6) . . . . ?
Cl4 C37 C38 C39 176.8(4) . . . . ?
C37 C38 C39 C40 1.1(8) . . . . ?
C38 C39 C40 C41 0.5(8) . . . . ?
N5 C36 C41 C40 -178.8(3) . . . . ?
C37 C36 C41 C40 -0.2(5) . . . . ?
N5 C36 C41 Cl3 2.8(4) . . . . ?
C37 C36 C41 Cl3 -178.6(2) . . . . ?
C39 C40 C41 C36 -1.0(7) . . . . ?
C39 C40 C41 Cl3 177.4(4) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O2 0.87(3) 2.01(3) 2.860(2) 168(2) .
N4 H4 O1 0.87(3) 2.18(3) 3.028(2) 163(2) .
N5 H5 O1 0.86(3) 2.30(3) 3.007(3) 139(3) .
N6 H6 O4 0.85(3) 2.18(3) 2.953(3) 151(3) .
O3 H3O O2 0.91(4) 1.59(4) 2.496(2) 168(3) .
C3 H3A O3 0.93 2.49 3.376(3) 159.0 2_776
C31 H31 O3 0.93 2.57 3.232(3) 128.0 2_666
C26 H26C O1 0.96 2.60 3.302(5) 130.2 .

_refine_diff_density_max         0.491
_refine_diff_density_min         -0.498
_refine_diff_density_rms         0.036


# start Validation Reply Form
_vrf_PLAT220_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: NonSolvent Resd 1  C   Ueq(max) / Ueq(min) Range        3.4 Ratio 
RESPONSE: ...
;
_vrf_PLAT241_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: High   MainMol Ueq as Compared to Neighbors of        C39 Check   
RESPONSE: C39 belongs to a wobbling dichlorophenyl group of
 diclofenac molecule.
;
_vrf_PLAT242_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16, C37 and C41 are the neighboring atoms of a chlorine atom.
C25 belongs to a wobbling isopropyl group. 
;
_vrf_PLAT334_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Small Aver. Benzene C-C Dist C13      -C18             1.37 Ang.  
RESPONSE: ...
;
_vrf_PLAT416_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.98 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms is constrained
by the geometry of the molecule.
;
_vrf_PLAT906_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Large K Value in the Analysis of Variance ......      2.291 Check 
RESPONSE: ...
;
_vrf_PLAT911_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.597        129 Report
RESPONSE: These reflections are missing because of the 
instrument geometry limitations.
;
_vrf_PLAT913_lb0765_CFZ-DCF12_LAG_EtOH_EtOH 
;
PROBLEM: Missing # of Very Strong Reflections in FCF ....         30 Note  
RESPONSE: These reflections are missing because of overflow.
;
####################################################################### 
# 
# 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_lb0704_CFZ-DCF_in_EtOH_RT
_database_code_depnum_ccdc_archive 'CCDC 2032489'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;       
N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]
-2,10-dihydrophenazin-2-ylidene]propan-2-aminium ethanol 
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4, C14 H10 Cl2 N O2, C2 H6 O
;
_chemical_formula_sum            'C43 H39 Cl4 N5 O3'
_chemical_formula_weight         815.59

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'
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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   12.5818(4)
_cell_length_b                   13.4486(3)
_cell_length_c                   13.5318(3)
_cell_angle_alpha                80.291(2)
_cell_angle_beta                 71.638(2)
_cell_angle_gamma                71.710(2)
_cell_volume                     2057.12(10)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    14721
_cell_measurement_theta_min      3.4120
_cell_measurement_theta_max      67.0530

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.317
_exptl_crystal_F_000             848
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.760
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.090
_exptl_absorpt_coefficient_mu    2.978
_shelx_estimated_absorpt_T_min   0.211
_shelx_estimated_absorpt_T_max   0.775
_exptl_absorpt_correction_T_min  0.601
_exptl_absorpt_correction_T_max  0.894
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.793
_oxdiff_exptl_absorpt_empirical_full_max 1.266
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3712
_diffrn_reflns_number            27818
_diffrn_reflns_av_unetI/netI     0.0208
_diffrn_reflns_av_R_equivalents  0.0238
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         3.452
_diffrn_reflns_theta_max         67.080
_diffrn_reflns_theta_full        67.080
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.984
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.984
_reflns_number_total             7236
_reflns_number_gt                6397
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0736P)²+0.6211P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         7236
_refine_ls_number_parameters     536
_refine_ls_number_restraints     82
_refine_ls_R_factor_all          0.0549
_refine_ls_R_factor_gt           0.0500
_refine_ls_wR_factor_ref         0.1455
_refine_ls_wR_factor_gt          0.1389
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.066
_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 0.72416(7) -0.15915(7) -0.06943(5) 0.0941(2) Uani 1 1 d . . . . .
Cl2 Cl -0.09758(6) 0.64542(5) 0.74266(5) 0.0844(2) Uani 1 1 d . . . . .
N1 N 0.45460(14) -0.04771(12) 0.36111(12) 0.0498(4) Uani 1 1 d . . . . .
N2 N 0.31198(15) 0.01586(13) 0.55744(12) 0.0546(4) Uani 1 1 d . . . . .
N3 N 0.27645(16) 0.37596(13) 0.43247(13) 0.0561(4) Uani 1 1 d . . . . .
H3 H 0.319(2) 0.410(2) 0.394(2) 0.067 Uiso 1 1 d . U . . .
N4 N 0.39073(15) 0.31539(13) 0.23523(12) 0.0518(4) Uani 1 1 d . . . . .
H4 H 0.353(2) 0.382(2) 0.2484(19) 0.062 Uiso 1 1 d . U . . .
C1 C 0.4801(2) -0.23137(15) 0.42931(18) 0.0585(5) Uani 1 1 d . . . . .
H1 H 0.530191 -0.254339 0.365424 0.070 Uiso 1 1 calc R U . . .
C2 C 0.4521(2) -0.30260(17) 0.5116(2) 0.0681(6) Uani 1 1 d . . . . .
H2 H 0.483386 -0.374129 0.503017 0.082 Uiso 1 1 calc R U . . .
C3 C 0.3777(3) -0.26907(19) 0.6076(2) 0.0756(7) Uani 1 1 d . . . . .
H3A H 0.358761 -0.318301 0.662278 0.091 Uiso 1 1 calc R U . . .
C4 C 0.3323(2) -0.16439(18) 0.62229(18) 0.0689(6) Uani 1 1 d . . . . .
H4A H 0.283365 -0.142917 0.687082 0.083 Uiso 1 1 calc R U . . .
C5 C 0.35906(18) -0.08839(15) 0.53971(16) 0.0539(4) Uani 1 1 d . . . . .
C6 C 0.33499(16) 0.08639(14) 0.47893(14) 0.0480(4) Uani 1 1 d . . . . .
C7 C 0.28915(17) 0.19464(15) 0.49580(14) 0.0512(4) Uani 1 1 d . . . . .
H7 H 0.242291 0.214168 0.561826 0.061 Uiso 1 1 calc R U . . .
C8 C 0.31126(16) 0.27150(14) 0.41861(14) 0.0488(4) Uani 1 1 d . . . . .
C9 C 0.37997(16) 0.24096(14) 0.31246(14) 0.0470(4) Uani 1 1 d . . . . .
C10 C 0.43053(17) 0.13364(14) 0.29611(14) 0.0497(4) Uani 1 1 d . . . . .
H10 H 0.479356 0.113828 0.230761 0.060 Uiso 1 1 calc R U . . .
C11 C 0.40882(16) 0.05764(14) 0.37535(14) 0.0471(4) Uani 1 1 d . . . . .
C12 C 0.43209(17) -0.12341(14) 0.44265(15) 0.0506(4) Uani 1 1 d . . . . .
C13 C 0.52207(18) -0.07928(13) 0.25756(15) 0.0507(4) Uani 1 1 d . . . . .
C14 C 0.64150(19) -0.09640(16) 0.22717(17) 0.0576(5) Uani 1 1 d . . . . .
H14 H 0.679311 -0.090059 0.273822 0.069 Uiso 1 1 calc R U . . .
C15 C 0.7044(2) -0.12309(17) 0.12655(18) 0.0640(5) Uani 1 1 d . . . . .
H15 H 0.785046 -0.135705 0.104963 0.077 Uiso 1 1 calc R U . . .
C16 C 0.6456(2) -0.13069(17) 0.05874(17) 0.0636(5) Uani 1 1 d . . . . .
C17 C 0.5271(2) -0.11489(18) 0.08902(18) 0.0648(5) Uani 1 1 d . . . . .
H17 H 0.489427 -0.121426 0.042331 0.078 Uiso 1 1 calc R U . . .
C18 C 0.46426(19) -0.08911(16) 0.18988(17) 0.0584(5) Uani 1 1 d . . . . .
H18 H 0.383928 -0.078517 0.211835 0.070 Uiso 1 1 calc R U . . .
C19 C 0.18920(17) 0.43148(14) 0.51383(14) 0.0506(4) Uani 1 1 d . . . . .
C20 C 0.2011(2) 0.52583(16) 0.53171(17) 0.0603(5) Uani 1 1 d . . . . .
H20 H 0.268840 0.545130 0.496069 0.072 Uiso 1 1 calc R U . . .
C21 C 0.1129(2) 0.59115(17) 0.60203(18) 0.0629(5) Uani 1 1 d . . . . .
H21 H 0.120516 0.654698 0.613015 0.075 Uiso 1 1 calc R U . . .
C22 C 0.01396(19) 0.56101(17) 0.65546(16) 0.0591(5) Uani 1 1 d . . . . .
C23 C 0.00084(18) 0.46705(17) 0.64099(16) 0.0581(5) Uani 1 1 d . . . . .
H23 H -0.066121 0.447277 0.678722 0.070 Uiso 1 1 calc R U . . .
C24 C 0.08857(18) 0.40238(16) 0.56956(15) 0.0536(4) Uani 1 1 d . . . . .
H24 H 0.080156 0.339099 0.558791 0.064 Uiso 1 1 calc R U . . .
C25 C 0.46246(19) 0.29964(16) 0.12698(15) 0.0582(5) Uani 1 1 d . . . . .
H25 H 0.467945 0.229397 0.111230 0.070 Uiso 1 1 calc R U . . .
C26 C 0.4042(3) 0.3794(2) 0.05353(18) 0.0814(7) Uani 1 1 d . . . . .
H26A H 0.327155 0.373576 0.064256 0.122 Uiso 1 1 calc R U . . .
H26B H 0.449068 0.366525 -0.017324 0.122 Uiso 1 1 calc R U . . .
H26C H 0.399294 0.448775 0.066971 0.122 Uiso 1 1 calc R U . . .
C27 C 0.5828(3) 0.3050(4) 0.1153(2) 0.1083(11) Uani 1 1 d . . . . .
H27A H 0.578743 0.371941 0.134353 0.162 Uiso 1 1 calc R U . . .
H27B H 0.628624 0.296350 0.043997 0.162 Uiso 1 1 calc R U . . .
H27C H 0.618207 0.250100 0.159929 0.162 Uiso 1 1 calc R U . . .
Cl3 Cl 0.08990(10) 0.56760(8) 0.07061(8) 0.1153(3) Uani 1 1 d . . . . .
Cl4 Cl 0.19715(10) 0.93204(7) 0.03878(10) 0.1291(4) Uani 1 1 d . . . . .
O1 O 0.42070(14) 0.51229(13) 0.31603(14) 0.0736(4) Uani 1 1 d D . . . .
O2 O 0.28521(14) 0.53594(11) 0.23783(13) 0.0662(4) Uani 1 1 d . . . . .
N5 N 0.17599(18) 0.72074(16) 0.13605(17) 0.0686(5) Uani 1 1 d . . . . .
H5 H 0.202(3) 0.656(3) 0.145(2) 0.082 Uiso 1 1 d . U . . .
C28 C 0.35002(17) 0.56968(15) 0.26836(16) 0.0549(5) Uani 1 1 d . . . . .
C29 C 0.34010(19) 0.68705(16) 0.25060(19) 0.0620(5) Uani 1 1 d . . . . .
H29A H 0.387609 0.702370 0.287078 0.074 Uiso 1 1 calc R U . . .
H29B H 0.371206 0.704387 0.176639 0.074 Uiso 1 1 calc R U . . .
C30 C 0.2170(2) 0.75578(16) 0.28707(19) 0.0636(5) Uani 1 1 d . . . . .
C31 C 0.1807(3) 0.8046(2) 0.3797(2) 0.0869(8) Uani 1 1 d . . . . .
H31 H 0.231967 0.792124 0.419985 0.104 Uiso 1 1 calc R U . . .
C32 C 0.0708(4) 0.8706(3) 0.4125(3) 0.1134(12) Uani 1 1 d . . . . .
H32 H 0.048038 0.902738 0.474514 0.136 Uiso 1 1 calc R U . . .
C33 C -0.0058(3) 0.8894(3) 0.3537(3) 0.1107(12) Uani 1 1 d . . . . .
H33 H -0.080197 0.934697 0.375795 0.133 Uiso 1 1 calc R U . . .
C34 C 0.0274(2) 0.8410(2) 0.2615(3) 0.0888(8) Uani 1 1 d . . . . .
H34 H -0.024933 0.853725 0.222133 0.107 Uiso 1 1 calc R U . . .
C35 C 0.1392(2) 0.77323(16) 0.2278(2) 0.0662(6) Uani 1 1 d . . . . .
C36 C 0.1304(2) 0.7564(2) 0.0518(2) 0.0742(7) Uani 1 1 d . . . . .
C37 C 0.0884(2) 0.6936(3) 0.0108(2) 0.0896(8) Uani 1 1 d . . . . .
C38 C 0.0482(3) 0.7260(4) -0.0766(3) 0.1267(15) Uani 1 1 d . . . . .
H38 H 0.020600 0.682366 -0.102678 0.152 Uiso 1 1 calc R U . . .
C39 C 0.0501(4) 0.8260(5) -0.1249(3) 0.147(2) Uani 1 1 d . . . . .
H39 H 0.022332 0.849913 -0.183129 0.176 Uiso 1 1 calc R U . . .
C40 C 0.0919(4) 0.8880(4) -0.0876(3) 0.1331(18) Uani 1 1 d . . . . .
H40 H 0.093035 0.954334 -0.120556 0.160 Uiso 1 1 calc R U . . .
C41 C 0.1331(3) 0.8541(2) -0.0012(3) 0.0962(10) Uani 1 1 d . . . . .
O3A O 0.6046(11) 0.6070(12) 0.250(2) 0.180(9) Uani 0.226(8) 1 d D U P A 1
H3A1 H 0.546159 0.598559 0.241763 0.270 Uiso 0.226(8) 1 calc DR U P A 1
C42A C 0.7012(13) 0.5136(9) 0.2238(15) 0.084(5) Uani 0.226(8) 1 d D U P A 1
H42A H 0.717405 0.481640 0.289207 0.101 Uiso 0.226(8) 1 calc R U P A 1
H42B H 0.671169 0.465982 0.200961 0.101 Uiso 0.226(8) 1 calc R U P A 1
C43A C 0.7965(18) 0.511(3) 0.161(2) 0.222(16) Uani 0.226(8) 1 d D U P A 1
H43A H 0.845180 0.440054 0.157519 0.333 Uiso 0.226(8) 1 calc R U P A 1
H43B H 0.785996 0.537869 0.092875 0.333 Uiso 0.226(8) 1 calc R U P A 1
H43C H 0.832705 0.553687 0.182024 0.333 Uiso 0.226(8) 1 calc R U P A 1
O3B O 0.6200(3) 0.5419(4) 0.3190(3) 0.1043(13) Uani 0.774(8) 1 d D U P A 2
H3B H 0.559962 0.530276 0.318418 0.156 Uiso 0.774(8) 1 calc R U P A 2
C42B C 0.6920(8) 0.5524(10) 0.2128(7) 0.182(4) Uani 0.774(8) 1 d D U P A 2
H42C H 0.728142 0.481613 0.190828 0.218 Uiso 0.774(8) 1 calc R U P A 2
H42D H 0.638519 0.586946 0.171128 0.218 Uiso 0.774(8) 1 calc R U P A 2
C43B C 0.7710(6) 0.5972(5) 0.1839(5) 0.130(2) Uani 0.774(8) 1 d D U P A 2
H43D H 0.805623 0.593611 0.109926 0.195 Uiso 0.774(8) 1 calc R U P A 2
H43E H 0.738771 0.669351 0.199733 0.195 Uiso 0.774(8) 1 calc R U P A 2
H43F H 0.829300 0.562955 0.219631 0.195 Uiso 0.774(8) 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 C16 1.743(2) . ?
Cl2 C22 1.749(2) . ?
N1 C11 1.373(2) . ?
N1 C12 1.393(2) . ?
N1 C13 1.445(2) . ?
N2 C6 1.323(2) . ?
N2 C5 1.370(3) . ?
N3 C8 1.361(2) . ?
N3 C19 1.406(2) . ?
N3 H3 0.82(3) . ?
N4 C9 1.325(2) . ?
N4 C25 1.469(3) . ?
N4 H4 0.89(3) . ?
C1 C2 1.373(3) . ?
C1 C12 1.405(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.391(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.366(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.414(3) . ?
C4 H4A 0.9300 . ?
C5 C12 1.403(3) . ?
C6 C7 1.416(3) . ?
C6 C11 1.454(3) . ?
C7 C8 1.368(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.474(3) . ?
C9 C10 1.407(3) . ?
C10 C11 1.375(3) . ?
C10 H10 0.9300 . ?
C13 C14 1.380(3) . ?
C13 C18 1.381(3) . ?
C14 C15 1.385(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.381(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.372(3) . ?
C17 C18 1.384(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.391(3) . ?
C19 C20 1.391(3) . ?
C20 C21 1.383(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.374(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.377(3) . ?
C23 C24 1.385(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C27 1.495(4) . ?
C25 C26 1.511(3) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
Cl3 C37 1.748(4) . ?
Cl4 C41 1.743(4) . ?
O1 C28 1.251(3) . ?
O2 C28 1.245(3) . ?
N5 C36 1.383(3) . ?
N5 C35 1.408(3) . ?
N5 H5 0.84(3) . ?
C28 C29 1.527(3) . ?
C29 C30 1.506(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.393(4) . ?
C30 C35 1.394(4) . ?
C31 C32 1.368(5) . ?
C31 H31 0.9300 . ?
C32 C33 1.374(6) . ?
C32 H32 0.9300 . ?
C33 C34 1.390(5) . ?
C33 H33 0.9300 . ?
C34 C35 1.396(3) . ?
C34 H34 0.9300 . ?
C36 C37 1.387(4) . ?
C36 C41 1.392(4) . ?
C37 C38 1.382(5) . ?
C38 C39 1.396(8) . ?
C38 H38 0.9300 . ?
C39 C40 1.345(7) . ?
C39 H39 0.9300 . ?
C40 C41 1.377(6) . ?
C40 H40 0.9300 . ?
O3A C42A 1.450(10) . ?
O3A H3A1 0.8200 . ?
C42A C43A 1.227(12) . ?
C42A H42A 0.9700 . ?
C42A H42B 0.9700 . ?
C43A H43A 0.9600 . ?
C43A H43B 0.9600 . ?
C43A H43C 0.9600 . ?
O3B C42B 1.449(8) . ?
O3B H3B 0.8200 . ?
C42B C43B 1.246(9) . ?
C42B H42C 0.9700 . ?
C42B H42D 0.9700 . ?
C43B H43D 0.9600 . ?
C43B H43E 0.9600 . ?
C43B H43F 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C11 N1 C12 121.37(16) . . ?
C11 N1 C13 118.56(15) . . ?
C12 N1 C13 119.98(15) . . ?
C6 N2 C5 118.39(17) . . ?
C8 N3 C19 129.52(17) . . ?
C8 N3 H3 115.3(18) . . ?
C19 N3 H3 114.2(18) . . ?
C9 N4 C25 126.08(16) . . ?
C9 N4 H4 118.8(16) . . ?
C25 N4 H4 115.1(16) . . ?
C2 C1 C12 119.3(2) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C1 C2 C3 120.8(2) . . ?
C1 C2 H2 119.6 . . ?
C3 C2 H2 119.6 . . ?
C4 C3 C2 120.5(2) . . ?
C4 C3 H3A 119.8 . . ?
C2 C3 H3A 119.7 . . ?
C3 C4 C5 120.5(2) . . ?
C3 C4 H4A 119.7 . . ?
C5 C4 H4A 119.7 . . ?
N2 C5 C12 122.86(17) . . ?
N2 C5 C4 118.8(2) . . ?
C12 C5 C4 118.29(19) . . ?
N2 C6 C7 119.45(17) . . ?
N2 C6 C11 122.68(17) . . ?
C7 C6 C11 117.84(16) . . ?
C8 C7 C6 122.44(17) . . ?
C8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
N3 C8 C7 124.75(17) . . ?
N3 C8 C9 116.39(16) . . ?
C7 C8 C9 118.85(16) . . ?
N4 C9 C10 122.11(17) . . ?
N4 C9 C8 118.94(16) . . ?
C10 C9 C8 118.94(16) . . ?
C11 C10 C9 120.96(17) . . ?
C11 C10 H10 119.5 . . ?
C9 C10 H10 119.5 . . ?
N1 C11 C10 122.31(17) . . ?
N1 C11 C6 117.01(16) . . ?
C10 C11 C6 120.69(16) . . ?
N1 C12 C5 117.67(17) . . ?
N1 C12 C1 121.80(19) . . ?
C5 C12 C1 120.53(18) . . ?
C14 C13 C18 121.31(19) . . ?
C14 C13 N1 120.02(18) . . ?
C18 C13 N1 118.65(18) . . ?
C13 C14 C15 119.3(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 119.0(2) . . ?
C16 C15 H15 120.5 . . ?
C14 C15 H15 120.5 . . ?
C17 C16 C15 121.9(2) . . ?
C17 C16 Cl1 119.21(18) . . ?
C15 C16 Cl1 118.92(18) . . ?
C16 C17 C18 119.2(2) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 119.3(2) . . ?
C13 C18 H18 120.3 . . ?
C17 C18 H18 120.3 . . ?
C24 C19 C20 119.10(18) . . ?
C24 C19 N3 123.83(18) . . ?
C20 C19 N3 116.80(18) . . ?
C21 C20 C19 120.6(2) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 119.2(2) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 121.52(19) . . ?
C21 C22 Cl2 118.61(17) . . ?
C23 C22 Cl2 119.87(17) . . ?
C22 C23 C24 119.2(2) . . ?
C22 C23 H23 120.4 . . ?
C24 C23 H23 120.4 . . ?
C23 C24 C19 120.42(19) . . ?
C23 C24 H24 119.8 . . ?
C19 C24 H24 119.8 . . ?
N4 C25 C27 109.9(2) . . ?
N4 C25 C26 109.65(17) . . ?
C27 C25 C26 112.4(2) . . ?
N4 C25 H25 108.3 . . ?
C27 C25 H25 108.3 . . ?
C26 C25 H25 108.3 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C36 N5 C35 124.4(2) . . ?
C36 N5 H5 116(2) . . ?
C35 N5 H5 114(2) . . ?
O2 C28 O1 122.98(19) . . ?
O2 C28 C29 118.77(19) . . ?
O1 C28 C29 118.21(19) . . ?
C30 C29 C28 113.63(17) . . ?
C30 C29 H29A 108.8 . . ?
C28 C29 H29A 108.8 . . ?
C30 C29 H29B 108.8 . . ?
C28 C29 H29B 108.8 . . ?
H29A C29 H29B 107.7 . . ?
C31 C30 C35 119.2(2) . . ?
C31 C30 C29 120.0(2) . . ?
C35 C30 C29 120.7(2) . . ?
C32 C31 C30 121.2(3) . . ?
C32 C31 H31 119.4 . . ?
C30 C31 H31 119.4 . . ?
C31 C32 C33 119.8(3) . . ?
C31 C32 H32 120.1 . . ?
C33 C32 H32 120.1 . . ?
C32 C33 C34 120.4(3) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C33 C34 C35 120.0(3) . . ?
C33 C34 H34 120.0 . . ?
C35 C34 H34 120.0 . . ?
C30 C35 C34 119.3(3) . . ?
C30 C35 N5 118.6(2) . . ?
C34 C35 N5 122.1(3) . . ?
N5 C36 C37 121.8(2) . . ?
N5 C36 C41 121.4(3) . . ?
C37 C36 C41 116.6(3) . . ?
C38 C37 C36 122.5(4) . . ?
C38 C37 Cl3 119.1(3) . . ?
C36 C37 Cl3 118.4(2) . . ?
C37 C38 C39 118.3(5) . . ?
C37 C38 H38 120.8 . . ?
C39 C38 H38 120.8 . . ?
C40 C39 C38 120.4(4) . . ?
C40 C39 H39 119.8 . . ?
C38 C39 H39 119.8 . . ?
C39 C40 C41 120.6(4) . . ?
C39 C40 H40 119.7 . . ?
C41 C40 H40 119.7 . . ?
C40 C41 C36 121.5(4) . . ?
C40 C41 Cl4 119.4(3) . . ?
C36 C41 Cl4 119.0(2) . . ?
C42A O3A H3A1 109.5 . . ?
C43A C42A O3A 125.7(15) . . ?
C43A C42A H42A 105.9 . . ?
O3A C42A H42A 105.9 . . ?
C43A C42A H42B 105.9 . . ?
O3A C42A H42B 105.9 . . ?
H42A C42A H42B 106.2 . . ?
C42A C43A H43A 109.5 . . ?
C42A C43A H43B 109.5 . . ?
H43A C43A H43B 109.5 . . ?
C42A C43A H43C 109.5 . . ?
H43A C43A H43C 109.5 . . ?
H43B C43A H43C 109.5 . . ?
C42B O3B H3B 109.5 . . ?
C43B C42B O3B 125.5(9) . . ?
C43B C42B H42C 106.0 . . ?
O3B C42B H42C 106.0 . . ?
C43B C42B H42D 106.0 . . ?
O3B C42B H42D 106.0 . . ?
H42C C42B H42D 106.3 . . ?
C42B C43B H43D 109.5 . . ?
C42B C43B H43E 109.5 . . ?
H43D C43B H43E 109.5 . . ?
C42B C43B H43F 109.5 . . ?
H43D C43B H43F 109.5 . . ?
H43E C43B H43F 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
C12 C1 C2 C3 -0.3(4) . . . . ?
C1 C2 C3 C4 -1.0(4) . . . . ?
C2 C3 C4 C5 0.8(4) . . . . ?
C6 N2 C5 C12 1.2(3) . . . . ?
C6 N2 C5 C4 -178.2(2) . . . . ?
C3 C4 C5 N2 -179.9(2) . . . . ?
C3 C4 C5 C12 0.7(3) . . . . ?
C5 N2 C6 C7 -178.79(18) . . . . ?
C5 N2 C6 C11 -0.6(3) . . . . ?
N2 C6 C7 C8 178.81(19) . . . . ?
C11 C6 C7 C8 0.5(3) . . . . ?
C19 N3 C8 C7 -18.7(3) . . . . ?
C19 N3 C8 C9 162.75(19) . . . . ?
C6 C7 C8 N3 -175.05(19) . . . . ?
C6 C7 C8 C9 3.4(3) . . . . ?
C25 N4 C9 C10 -5.7(3) . . . . ?
C25 N4 C9 C8 175.29(18) . . . . ?
N3 C8 C9 N4 -8.7(3) . . . . ?
C7 C8 C9 N4 172.69(19) . . . . ?
N3 C8 C9 C10 172.25(18) . . . . ?
C7 C8 C9 C10 -6.4(3) . . . . ?
N4 C9 C10 C11 -173.65(19) . . . . ?
C8 C9 C10 C11 5.4(3) . . . . ?
C12 N1 C11 C10 179.58(18) . . . . ?
C13 N1 C11 C10 -3.8(3) . . . . ?
C12 N1 C11 C6 -0.6(3) . . . . ?
C13 N1 C11 C6 175.97(16) . . . . ?
C9 C10 C11 N1 178.38(17) . . . . ?
C9 C10 C11 C6 -1.4(3) . . . . ?
N2 C6 C11 N1 0.3(3) . . . . ?
C7 C6 C11 N1 178.56(17) . . . . ?
N2 C6 C11 C10 -179.87(18) . . . . ?
C7 C6 C11 C10 -1.6(3) . . . . ?
C11 N1 C12 C5 1.2(3) . . . . ?
C13 N1 C12 C5 -175.38(17) . . . . ?
C11 N1 C12 C1 -178.94(18) . . . . ?
C13 N1 C12 C1 4.5(3) . . . . ?
N2 C5 C12 N1 -1.4(3) . . . . ?
C4 C5 C12 N1 177.92(19) . . . . ?
N2 C5 C12 C1 178.65(19) . . . . ?
C4 C5 C12 C1 -2.0(3) . . . . ?
C2 C1 C12 N1 -178.1(2) . . . . ?
C2 C1 C12 C5 1.8(3) . . . . ?
C11 N1 C13 C14 91.9(2) . . . . ?
C12 N1 C13 C14 -91.5(2) . . . . ?
C11 N1 C13 C18 -86.5(2) . . . . ?
C12 N1 C13 C18 90.1(2) . . . . ?
C18 C13 C14 C15 0.5(3) . . . . ?
N1 C13 C14 C15 -177.80(17) . . . . ?
C13 C14 C15 C16 0.7(3) . . . . ?
C14 C15 C16 C17 -1.5(3) . . . . ?
C14 C15 C16 Cl1 177.47(16) . . . . ?
C15 C16 C17 C18 0.9(3) . . . . ?
Cl1 C16 C17 C18 -178.02(17) . . . . ?
C14 C13 C18 C17 -1.1(3) . . . . ?
N1 C13 C18 C17 177.25(17) . . . . ?
C16 C17 C18 C13 0.4(3) . . . . ?
C8 N3 C19 C24 -30.8(3) . . . . ?
C8 N3 C19 C20 155.2(2) . . . . ?
C24 C19 C20 C21 -1.6(3) . . . . ?
N3 C19 C20 C21 172.7(2) . . . . ?
C19 C20 C21 C22 1.0(3) . . . . ?
C20 C21 C22 C23 0.3(3) . . . . ?
C20 C21 C22 Cl2 -179.06(17) . . . . ?
C21 C22 C23 C24 -1.2(3) . . . . ?
Cl2 C22 C23 C24 178.24(16) . . . . ?
C22 C23 C24 C19 0.6(3) . . . . ?
C20 C19 C24 C23 0.7(3) . . . . ?
N3 C19 C24 C23 -173.07(18) . . . . ?
C9 N4 C25 C27 -89.2(3) . . . . ?
C9 N4 C25 C26 146.8(2) . . . . ?
O2 C28 C29 C30 50.5(3) . . . . ?
O1 C28 C29 C30 -127.3(2) . . . . ?
C28 C29 C30 C31 103.9(3) . . . . ?
C28 C29 C30 C35 -77.5(3) . . . . ?
C35 C30 C31 C32 -1.1(4) . . . . ?
C29 C30 C31 C32 177.4(3) . . . . ?
C30 C31 C32 C33 0.2(5) . . . . ?
C31 C32 C33 C34 0.5(6) . . . . ?
C32 C33 C34 C35 -0.3(5) . . . . ?
C31 C30 C35 C34 1.4(3) . . . . ?
C29 C30 C35 C34 -177.2(2) . . . . ?
C31 C30 C35 N5 -178.0(2) . . . . ?
C29 C30 C35 N5 3.4(3) . . . . ?
C33 C34 C35 C30 -0.7(4) . . . . ?
C33 C34 C35 N5 178.7(3) . . . . ?
C36 N5 C35 C30 -154.8(2) . . . . ?
C36 N5 C35 C34 25.9(4) . . . . ?
C35 N5 C36 C37 -126.9(3) . . . . ?
C35 N5 C36 C41 58.4(3) . . . . ?
N5 C36 C37 C38 -176.5(3) . . . . ?
C41 C36 C37 C38 -1.6(4) . . . . ?
N5 C36 C37 Cl3 2.0(4) . . . . ?
C41 C36 C37 Cl3 176.9(2) . . . . ?
C36 C37 C38 C39 -0.1(5) . . . . ?
Cl3 C37 C38 C39 -178.6(3) . . . . ?
C37 C38 C39 C40 1.0(7) . . . . ?
C38 C39 C40 C41 -0.2(7) . . . . ?
C39 C40 C41 C36 -1.6(6) . . . . ?
C39 C40 C41 Cl4 175.0(4) . . . . ?
N5 C36 C41 C40 177.4(3) . . . . ?
C37 C36 C41 C40 2.5(4) . . . . ?
N5 C36 C41 Cl4 0.8(4) . . . . ?
C37 C36 C41 Cl4 -174.1(2) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.82(3) 2.10(3) 2.907(3) 170(2) .
N3 H3 O2 0.82(3) 2.53(3) 3.104(2) 128(2) .
N4 H4 O1 0.89(3) 2.57(2) 3.196(2) 127.6(19) .
N4 H4 O2 0.89(3) 1.98(3) 2.845(2) 165(2) .
N5 H5 O2 0.84(3) 2.09(3) 2.803(2) 143(3) .
O3A H3A1 O1 0.82 2.15 2.817(14) 139.1 .
O3B H3B O1 0.82 1.85 2.672(3) 176.7 .
C23 H23 O2 0.93 2.58 3.463(3) 158.6 2_566
N5 H5 Cl3 0.84(3) 2.60(3) 2.970(2) 109(2) .
C20 H20 O1 0.93 2.58 3.312(3) 135.4 .
C26 H26C O2 0.96 2.56 3.215(3) 125.7 .

_refine_diff_density_max         0.643
_refine_diff_density_min         -0.559
_refine_diff_density_rms         0.042


# start Validation Reply Form
_vrf_PLAT241_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: High   MainMol Ueq as Compared to Neighbors of        C39 Check   
RESPONSE: C39 belongs to a wobbling dichlorophenyl group of
 diclofenac anion.
;
_vrf_PLAT242_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C25 Check   
RESPONSE: C25 is the neighboring atom of a wobbling isopropyl group. 
C37 and  C41 are neighboring atoms of chlorine atoms.
;
_vrf_PLAT260_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: Large Average Ueq of Residue Including       O3B      0.139 Check 
RESPONSE: This residue is a disordered ethanol molecule.
;
_vrf_PLAT416_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.96 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms is constrained 
by the geometry of the molecule.
;
_vrf_PLAT601_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: Structure Contains Solvent Accessible VOIDS of .         37 Ang**3
RESPONSE: Yes indeed, there is solvent accessible voids at room temperature
in this structure. However, there is no electron density located in these 
voids.
;
_vrf_PLAT911_lb0704_CFZ-DCF_in_EtOH_RT 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.597        111 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
####################################################################### 
# 
# 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_lb0673_CFZ-DCF_in_PPP_LT
_database_code_depnum_ccdc_archive 'CCDC 2032494'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
; 
pentakis(1-phenylpropan-1-one) bis(N-[(2E)-10-(4-chlorophenyl)
-3-[(4-chlorophenyl)amino]-2,10-dihydrophenazin-2-ylidene]
propan-2-aminium) bis(2-{2-[(2,6-dichlorophenyl)amino]phenyl}
acetate)
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         
;
2(C27 H23 Cl2 N4), 2(C14 H10 Cl2 N O2), 5(C9 H10 O)
;
_chemical_formula_sum            'C127 H116 Cl8 N10 O9'
_chemical_formula_weight         2209.89

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'
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'
H H 0.0000 0.0000 '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                   10.5086(4)
_cell_length_b                   13.4783(5)
_cell_length_c                   21.4224(8)
_cell_angle_alpha                73.629(3)
_cell_angle_beta                 76.913(3)
_cell_angle_gamma                73.271(3)
_cell_volume                     2752.92(19)
_cell_formula_units_Z            1
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    10217
_cell_measurement_theta_min      3.4860
_cell_measurement_theta_max      66.9450

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Metallic Dark Red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.333
_exptl_crystal_F_000             1156
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    2.393
_shelx_estimated_absorpt_T_min   0.586
_shelx_estimated_absorpt_T_max   0.870
_exptl_absorpt_correction_T_min  0.711
_exptl_absorpt_correction_T_max  0.875
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.850
_oxdiff_exptl_absorpt_empirical_full_max 1.197
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3712
_diffrn_reflns_number            28107
_diffrn_reflns_av_unetI/netI     0.0404
_diffrn_reflns_av_R_equivalents  0.0381
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         2.177
_diffrn_reflns_theta_max         67.151
_diffrn_reflns_theta_full        67.151
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measured_fraction_theta_full 0.988
_diffrn_reflns_Laue_measured_fraction_max 0.988
_diffrn_reflns_Laue_measured_fraction_full 0.988
_diffrn_reflns_point_group_measured_fraction_max 0.988
_diffrn_reflns_point_group_measured_fraction_full 0.988
_reflns_number_total             9723
_reflns_number_gt                7857
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0407P)²+0.3975P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9723
_refine_ls_number_parameters     753
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0474
_refine_ls_R_factor_gt           0.0351
_refine_ls_wR_factor_ref         0.0903
_refine_ls_wR_factor_gt          0.0831
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_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
Cl3 Cl 0.07131(5) 0.63920(4) 0.23947(2) 0.03876(12) Uani 1 1 d . . . . .
Cl4 Cl 0.16182(4) 0.70737(4) -0.02742(2) 0.03819(12) Uani 1 1 d . . . . .
N5 N 0.21032(14) 0.58420(12) 0.11210(8) 0.0297(3) Uani 1 1 d . . . . .
H5 H 0.247(2) 0.5652(17) 0.1495(11) 0.036 Uiso 1 1 d . U . . .
C28 C 0.47910(17) 0.43118(14) 0.16830(9) 0.0285(4) Uani 1 1 d . . . . .
O1 O 0.58929(12) 0.37895(10) 0.18804(6) 0.0311(3) Uani 1 1 d . . . . .
O2 O 0.37368(13) 0.46356(12) 0.20479(6) 0.0414(3) Uani 1 1 d . . . . .
C29 C 0.47830(17) 0.45635(16) 0.09379(9) 0.0328(4) Uani 1 1 d . . . . .
H29A H 0.475859 0.532862 0.075284 0.039 Uiso 1 1 calc R U . . .
H29B H 0.563445 0.415043 0.073078 0.039 Uiso 1 1 calc R U . . .
C30 C 0.36241(17) 0.43201(14) 0.07541(8) 0.0298(4) Uani 1 1 d . . . . .
C31 C 0.3820(2) 0.34473(16) 0.04889(9) 0.0366(4) Uani 1 1 d . . . . .
H31 H 0.469659 0.299474 0.043471 0.044 Uiso 1 1 calc R U . . .
C32 C 0.2781(2) 0.32140(16) 0.03009(9) 0.0403(5) Uani 1 1 d . . . . .
H32 H 0.294560 0.260881 0.012392 0.048 Uiso 1 1 calc R U . . .
C33 C 0.1502(2) 0.38730(16) 0.03737(9) 0.0374(4) Uani 1 1 d . . . . .
H33 H 0.078067 0.372283 0.024638 0.045 Uiso 1 1 calc R U . . .
C34 C 0.12774(18) 0.47499(15) 0.06325(9) 0.0316(4) Uani 1 1 d . . . . .
H34 H 0.039883 0.520227 0.067844 0.038 Uiso 1 1 calc R U . . .
C35 C 0.23126(17) 0.49820(14) 0.08265(8) 0.0278(4) Uani 1 1 d . . . . .
C36 C 0.10341(16) 0.67367(14) 0.10623(9) 0.0289(4) Uani 1 1 d . . . . .
C37 C 0.03102(17) 0.71145(15) 0.16234(9) 0.0320(4) Uani 1 1 d . . . . .
C38 C -0.06812(18) 0.80513(15) 0.15909(11) 0.0382(4) Uani 1 1 d . . . . .
H38 H -0.112862 0.828637 0.198019 0.046 Uiso 1 1 calc R U . . .
C39 C -0.1010(2) 0.86396(16) 0.09838(12) 0.0438(5) Uani 1 1 d . . . . .
H39 H -0.170583 0.927553 0.095561 0.053 Uiso 1 1 calc R U . . .
C40 C -0.0333(2) 0.83090(16) 0.04147(11) 0.0415(5) Uani 1 1 d . . . . .
H40 H -0.056464 0.871562 -0.000209 0.050 Uiso 1 1 calc R U . . .
C41 C 0.06864(17) 0.73790(14) 0.04571(9) 0.0327(4) Uani 1 1 d . . . . .
Cl1 Cl 0.95504(5) 0.89993(4) 0.32496(2) 0.04082(12) Uani 1 1 d . . . . .
Cl2 Cl 0.37017(5) -0.08561(3) 0.41471(2) 0.03842(12) Uani 1 1 d . . . . .
N1 N 0.72767(12) 0.52804(11) 0.46600(7) 0.0230(3) Uani 1 1 d . . . . .
N2 N 0.61704(13) 0.35306(11) 0.52935(7) 0.0246(3) Uani 1 1 d . . . . .
N3 N 0.57909(13) 0.30441(11) 0.32240(8) 0.0259(3) Uani 1 1 d . . . . .
H3 H 0.572(2) 0.3330(16) 0.2809(11) 0.031 Uiso 1 1 d . U . . .
N4 N 0.69212(13) 0.47544(12) 0.25889(7) 0.0259(3) Uani 1 1 d . . . . .
H4 H 0.666(2) 0.4414(17) 0.2380(10) 0.031 Uiso 1 1 d . U . . .
C1 C 0.73815(15) 0.55374(13) 0.57326(8) 0.0253(3) Uani 1 1 d . . . . .
H1 H 0.775193 0.613830 0.553066 0.030 Uiso 1 1 calc R U . . .
C2 C 0.71366(16) 0.52059(14) 0.64099(8) 0.0276(4) Uani 1 1 d . . . . .
H2 H 0.733243 0.558762 0.667328 0.033 Uiso 1 1 calc R U . . .
C3 C 0.65999(16) 0.43093(14) 0.67172(8) 0.0277(4) Uani 1 1 d . . . . .
H3A H 0.644098 0.408767 0.718417 0.033 Uiso 1 1 calc R U . . .
C4 C 0.63087(16) 0.37592(14) 0.63412(8) 0.0267(4) Uani 1 1 d . . . . .
H4A H 0.595651 0.315092 0.655024 0.032 Uiso 1 1 calc R U . . .
C5 C 0.65247(15) 0.40835(13) 0.56455(8) 0.0234(3) Uani 1 1 d . . . . .
C6 C 0.63734(15) 0.38388(13) 0.46409(8) 0.0235(3) Uani 1 1 d . . . . .
C7 C 0.59995(15) 0.32873(13) 0.42684(8) 0.0242(3) Uani 1 1 d . . . . .
H7 H 0.561191 0.270310 0.449672 0.029 Uiso 1 1 calc R U . . .
C8 C 0.61673(15) 0.35520(13) 0.35925(8) 0.0242(3) Uani 1 1 d . . . . .
C9 C 0.67747(15) 0.44640(13) 0.32433(8) 0.0238(3) Uani 1 1 d . . . . .
C10 C 0.71725(15) 0.50046(13) 0.36100(8) 0.0242(3) Uani 1 1 d . . . . .
H10 H 0.759681 0.556951 0.338444 0.029 Uiso 1 1 calc R U . . .
C11 C 0.69633(15) 0.47367(12) 0.42893(8) 0.0227(3) Uani 1 1 d . . . . .
C12 C 0.70788(14) 0.49794(13) 0.53449(8) 0.0231(3) Uani 1 1 d . . . . .
C13 C 0.78314(16) 0.61958(13) 0.43243(8) 0.0235(3) Uani 1 1 d . . . . .
C14 C 0.69736(16) 0.71538(13) 0.40790(8) 0.0270(4) Uani 1 1 d . . . . .
H14 H 0.603152 0.721675 0.414435 0.032 Uiso 1 1 calc R U . . .
C15 C 0.75061(17) 0.80186(14) 0.37373(9) 0.0296(4) Uani 1 1 d . . . . .
H15 H 0.693937 0.867744 0.355388 0.036 Uiso 1 1 calc R U . . .
C16 C 0.88792(17) 0.79061(13) 0.36678(8) 0.0284(4) Uani 1 1 d . . . . .
C17 C 0.97350(16) 0.69529(14) 0.39160(8) 0.0279(4) Uani 1 1 d . . . . .
H17 H 1.067373 0.689620 0.386240 0.033 Uiso 1 1 calc R U . . .
C18 C 0.92057(16) 0.60809(13) 0.42442(8) 0.0253(3) Uani 1 1 d . . . . .
H18 H 0.977775 0.541412 0.441157 0.030 Uiso 1 1 calc R U . . .
C19 C 0.52814(16) 0.21200(13) 0.34729(8) 0.0255(3) Uani 1 1 d . . . . .
C20 C 0.41860(16) 0.20717(13) 0.32217(8) 0.0272(4) Uani 1 1 d . . . . .
H20 H 0.377757 0.266664 0.291019 0.033 Uiso 1 1 calc R U . . .
C21 C 0.36929(17) 0.11617(14) 0.34242(9) 0.0303(4) Uani 1 1 d . . . . .
H21 H 0.295605 0.112563 0.325063 0.036 Uiso 1 1 calc R U . . .
C22 C 0.42948(17) 0.03050(14) 0.38848(9) 0.0303(4) Uani 1 1 d . . . . .
C23 C 0.53782(18) 0.03366(14) 0.41365(9) 0.0299(4) Uani 1 1 d . . . . .
H23 H 0.577805 -0.025764 0.445118 0.036 Uiso 1 1 calc R U . . .
C24 C 0.58756(17) 0.12406(13) 0.39265(8) 0.0283(4) Uani 1 1 d . . . . .
H24 H 0.662933 0.126195 0.409313 0.034 Uiso 1 1 calc R U . . .
C25 C 0.74492(17) 0.56776(14) 0.21823(8) 0.0285(4) Uani 1 1 d . . . . .
H25 H 0.830482 0.564716 0.232511 0.034 Uiso 1 1 calc R U . . .
C26 C 0.64537(18) 0.67259(14) 0.22585(9) 0.0346(4) Uani 1 1 d . . . . .
H26A H 0.630168 0.677829 0.271790 0.052 Uiso 1 1 calc R U . . .
H26B H 0.559955 0.675335 0.213482 0.052 Uiso 1 1 calc R U . . .
H26C H 0.681933 0.732077 0.197190 0.052 Uiso 1 1 calc R U . . .
C27 C 0.7757(2) 0.55866(16) 0.14685(9) 0.0369(4) Uani 1 1 d . . . . .
H27A H 0.692011 0.563847 0.131873 0.055 Uiso 1 1 calc R U . . .
H27B H 0.837993 0.489890 0.143448 0.055 Uiso 1 1 calc R U . . .
H27C H 0.816812 0.616396 0.119258 0.055 Uiso 1 1 calc R U . . .
C42 C 0.2555(2) -0.11997(17) 0.80492(11) 0.0462(5) Uani 1 1 d . . . . .
H42A H 0.181472 -0.064466 0.820226 0.069 Uiso 1 1 calc R U . . .
H42B H 0.235993 -0.189856 0.825546 0.069 Uiso 1 1 calc R U . . .
H42C H 0.265487 -0.107497 0.756927 0.069 Uiso 1 1 calc R U . . .
C43 C 0.3852(2) -0.11700(16) 0.82362(10) 0.0415(5) Uani 1 1 d . . . . .
H43A H 0.373271 -0.127609 0.872045 0.050 Uiso 1 1 calc R U . . .
H43B H 0.457858 -0.176828 0.811122 0.050 Uiso 1 1 calc R U . . .
C44 C 0.4276(2) -0.01455(16) 0.79139(9) 0.0390(5) Uani 1 1 d . . . . .
O3 O 0.35439(15) 0.06060(11) 0.75958(8) 0.0505(4) Uani 1 1 d . . . . .
C45 C 0.5609(2) -0.00389(16) 0.79953(9) 0.0392(5) Uani 1 1 d . . . . .
C46 C 0.6054(2) 0.08664(17) 0.76250(10) 0.0452(5) Uani 1 1 d . . . . .
H46 H 0.553028 0.138125 0.731855 0.054 Uiso 1 1 calc R U . . .
C47 C 0.7249(2) 0.10187(19) 0.77008(11) 0.0535(6) Uani 1 1 d . . . . .
H47 H 0.755123 0.163113 0.744215 0.064 Uiso 1 1 calc R U . . .
C48 C 0.8010(2) 0.0278(2) 0.81542(12) 0.0544(6) Uani 1 1 d . . . . .
H48 H 0.882125 0.039134 0.821433 0.065 Uiso 1 1 calc R U . . .
C49 C 0.7582(2) -0.06256(19) 0.85189(11) 0.0495(5) Uani 1 1 d . . . . .
H49 H 0.810836 -0.113752 0.882536 0.059 Uiso 1 1 calc R U . . .
C50 C 0.6391(2) -0.07880(17) 0.84397(10) 0.0438(5) Uani 1 1 d . . . . .
H50 H 0.610771 -0.141280 0.868945 0.053 Uiso 1 1 calc R U . . .
C51 C -0.0852(2) 0.89969(16) 0.50183(11) 0.0468(5) Uani 1 1 d . . . . .
H51A H -0.070497 0.957394 0.463266 0.070 Uiso 1 1 calc R U . . .
H51B H -0.124406 0.929296 0.540720 0.070 Uiso 1 1 calc R U . . .
H51C H -0.146777 0.863311 0.494279 0.070 Uiso 1 1 calc R U . . .
C52 C 0.0486(2) 0.82057(15) 0.51306(10) 0.0390(4) Uani 1 1 d . . . . .
H52A H 0.094153 0.797465 0.471932 0.047 Uiso 1 1 calc R U . . .
H52B H 0.107680 0.854952 0.525454 0.047 Uiso 1 1 calc R U . . .
C53 C 0.02448(16) 0.72554(14) 0.56709(10) 0.0324(4) Uani 1 1 d . . . . .
O4 O 0.01701(14) 0.64654(10) 0.55253(7) 0.0409(3) Uani 1 1 d . . . . .
C54 C 0.00362(16) 0.72991(14) 0.63812(9) 0.0306(4) Uani 1 1 d . . . . .
C55 C 0.0267(2) 0.81144(15) 0.65850(10) 0.0389(4) Uani 1 1 d . . . . .
H55 H 0.057799 0.868051 0.626693 0.047 Uiso 1 1 calc R U . . .
C56 C 0.0050(3) 0.81088(18) 0.72444(12) 0.0526(6) Uani 1 1 d . . . . .
H56 H 0.021503 0.866870 0.737875 0.063 Uiso 1 1 calc R U . . .
C57 C -0.0408(3) 0.72888(18) 0.77129(11) 0.0527(6) Uani 1 1 d . . . . .
H57 H -0.055982 0.728824 0.816733 0.063 Uiso 1 1 calc R U . . .
C58 C -0.0643(2) 0.64759(16) 0.75185(11) 0.0435(5) Uani 1 1 d . . . . .
H58 H -0.096096 0.591576 0.783893 0.052 Uiso 1 1 calc R U . . .
C59 C -0.04152(17) 0.64735(15) 0.68573(10) 0.0354(4) Uani 1 1 d . . . . .
H59 H -0.056732 0.590557 0.672613 0.042 Uiso 1 1 calc R U . . .
O5 O 0.3398(8) -0.0648(6) -0.0158(4) 0.0478(15) Uani 0.5 1 d . . P A -1
C60 C 0.3592(5) -0.2283(4) 0.0954(3) 0.0457(10) Uani 0.5 1 d . . P A -1
H60A H 0.266789 -0.187069 0.105616 0.069 Uiso 0.5 1 calc R U P A -1
H60B H 0.384055 -0.283435 0.134579 0.069 Uiso 0.5 1 calc R U P A -1
H60C H 0.365249 -0.261777 0.059442 0.069 Uiso 0.5 1 calc R U P A -1
C61 C 0.4568(19) -0.1528(9) 0.0743(8) 0.033(3) Uani 0.5 1 d . . P A -1
H61A H 0.450199 -0.119138 0.110802 0.040 Uiso 0.5 1 calc R U P A -1
H61B H 0.550290 -0.195263 0.065904 0.040 Uiso 0.5 1 calc R U P A -1
C62 C 0.4265(4) -0.0676(4) 0.0138(2) 0.0335(9) Uani 0.5 1 d . . P A -1
C63 C 0.5098(14) 0.0144(9) -0.0082(6) 0.0265(18) Uani 0.5 1 d . . P A -1
C64 C 0.6178(4) 0.0070(4) 0.0195(2) 0.0335(8) Uani 0.5 1 d . . P A -1
H64 H 0.645684 -0.052825 0.053770 0.040 Uiso 0.5 1 calc R U P A -1
C65 C 0.6874(11) 0.0876(9) -0.0026(5) 0.0404(19) Uani 0.5 1 d . . P A -1
H65 H 0.762310 0.082734 0.016866 0.048 Uiso 0.5 1 calc R U P A -1
C66 C 0.6482(4) 0.1737(3) -0.0524(2) 0.0365(9) Uani 0.5 1 d . . P A -1
H66 H 0.696859 0.227666 -0.067239 0.044 Uiso 0.5 1 calc R U P A -1
C67 C 0.5392(19) 0.1832(9) -0.0812(8) 0.032(2) Uani 0.5 1 d . . P A -1
H67 H 0.513078 0.242981 -0.115777 0.038 Uiso 0.5 1 calc R U P A -1
C68 C 0.4675(4) 0.1039(3) -0.05892(19) 0.0340(8) Uani 0.5 1 d . . P A -1
H68 H 0.391059 0.109985 -0.077628 0.041 Uiso 0.5 1 calc R U P A -1


_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
Cl3 C37 1.741(2) . ?
Cl4 C41 1.7376(19) . ?
N5 C36 1.390(2) . ?
N5 C35 1.412(2) . ?
N5 H5 0.91(2) . ?
C28 O2 1.245(2) . ?
C28 O1 1.265(2) . ?
C28 C29 1.537(2) . ?
C29 C30 1.505(3) . ?
C29 H29A 0.9900 . ?
C29 H29B 0.9900 . ?
C30 C31 1.391(3) . ?
C30 C35 1.412(2) . ?
C31 C32 1.385(3) . ?
C31 H31 0.9500 . ?
C32 C33 1.385(3) . ?
C32 H32 0.9500 . ?
C33 C34 1.382(3) . ?
C33 H33 0.9500 . ?
C34 C35 1.389(3) . ?
C34 H34 0.9500 . ?
C36 C41 1.401(3) . ?
C36 C37 1.411(3) . ?
C37 C38 1.382(3) . ?
C38 C39 1.380(3) . ?
C38 H38 0.9500 . ?
C39 C40 1.386(3) . ?
C39 H39 0.9500 . ?
C40 C41 1.391(3) . ?
C40 H40 0.9500 . ?
Cl1 C16 1.7434(17) . ?
Cl2 C22 1.7495(18) . ?
N1 C11 1.364(2) . ?
N1 C12 1.391(2) . ?
N1 C13 1.450(2) . ?
N2 C6 1.327(2) . ?
N2 C5 1.366(2) . ?
N3 C8 1.360(2) . ?
N3 C19 1.415(2) . ?
N3 H3 0.87(2) . ?
N4 C9 1.330(2) . ?
N4 C25 1.477(2) . ?
N4 H4 0.86(2) . ?
C1 C2 1.379(2) . ?
C1 C12 1.402(2) . ?
C1 H1 0.9500 . ?
C2 C3 1.410(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.368(3) . ?
C3 H3A 0.9500 . ?
C4 C5 1.414(2) . ?
C4 H4A 0.9500 . ?
C5 C12 1.417(2) . ?
C6 C7 1.410(2) . ?
C6 C11 1.457(2) . ?
C7 C8 1.373(2) . ?
C7 H7 0.9500 . ?
C8 C9 1.482(2) . ?
C9 C10 1.403(2) . ?
C10 C11 1.379(2) . ?
C10 H10 0.9500 . ?
C13 C18 1.383(2) . ?
C13 C14 1.385(2) . ?
C14 C15 1.384(3) . ?
C14 H14 0.9500 . ?
C15 C16 1.384(3) . ?
C15 H15 0.9500 . ?
C16 C17 1.381(3) . ?
C17 C18 1.385(2) . ?
C17 H17 0.9500 . ?
C18 H18 0.9500 . ?
C19 C24 1.392(2) . ?
C19 C20 1.401(2) . ?
C20 C21 1.387(3) . ?
C20 H20 0.9500 . ?
C21 C22 1.388(3) . ?
C21 H21 0.9500 . ?
C22 C23 1.381(3) . ?
C23 C24 1.383(3) . ?
C23 H23 0.9500 . ?
C24 H24 0.9500 . ?
C25 C27 1.522(3) . ?
C25 C26 1.523(3) . ?
C25 H25 1.0000 . ?
C26 H26A 0.9800 . ?
C26 H26B 0.9800 . ?
C26 H26C 0.9800 . ?
C27 H27A 0.9800 . ?
C27 H27B 0.9800 . ?
C27 H27C 0.9800 . ?
C42 C43 1.518(3) . ?
C42 H42A 0.9800 . ?
C42 H42B 0.9800 . ?
C42 H42C 0.9800 . ?
C43 C44 1.503(3) . ?
C43 H43A 0.9900 . ?
C43 H43B 0.9900 . ?
C44 O3 1.217(2) . ?
C44 C45 1.501(3) . ?
C45 C50 1.392(3) . ?
C45 C46 1.397(3) . ?
C46 C47 1.380(3) . ?
C46 H46 0.9500 . ?
C47 C48 1.387(3) . ?
C47 H47 0.9500 . ?
C48 C49 1.385(4) . ?
C48 H48 0.9500 . ?
C49 C50 1.384(3) . ?
C49 H49 0.9500 . ?
C50 H50 0.9500 . ?
C51 C52 1.522(3) . ?
C51 H51A 0.9800 . ?
C51 H51B 0.9800 . ?
C51 H51C 0.9800 . ?
C52 C53 1.504(3) . ?
C52 H52A 0.9900 . ?
C52 H52B 0.9900 . ?
C53 O4 1.218(2) . ?
C53 C54 1.503(3) . ?
C54 C55 1.389(3) . ?
C54 C59 1.396(3) . ?
C55 C56 1.377(3) . ?
C55 H55 0.9500 . ?
C56 C57 1.387(3) . ?
C56 H56 0.9500 . ?
C57 C58 1.376(3) . ?
C57 H57 0.9500 . ?
C58 C59 1.383(3) . ?
C58 H58 0.9500 . ?
C59 H59 0.9500 . ?
O5 C62 1.210(9) . ?
C60 C61 1.556(17) . ?
C60 H60A 0.9800 . ?
C60 H60B 0.9800 . ?
C60 H60C 0.9800 . ?
C61 C62 1.495(14) . ?
C61 H61A 0.9900 . ?
C61 H61B 0.9900 . ?
C62 C63 1.513(7) . ?
C63 C64 1.362(18) . ?
C63 C68 1.416(14) . ?
C64 C65 1.396(9) . ?
C64 H64 0.9500 . ?
C65 C66 1.370(11) . ?
C65 H65 0.9500 . ?
C66 C67 1.38(2) . ?
C66 H66 0.9500 . ?
C67 C68 1.396(15) . ?
C67 H67 0.9500 . ?
C68 H68 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C36 N5 C35 125.30(15) . . ?
C36 N5 H5 116.3(13) . . ?
C35 N5 H5 112.9(13) . . ?
O2 C28 O1 124.58(16) . . ?
O2 C28 C29 118.81(15) . . ?
O1 C28 C29 116.61(15) . . ?
C30 C29 C28 114.52(14) . . ?
C30 C29 H29A 108.6 . . ?
C28 C29 H29A 108.6 . . ?
C30 C29 H29B 108.6 . . ?
C28 C29 H29B 108.6 . . ?
H29A C29 H29B 107.6 . . ?
C31 C30 C35 117.66(17) . . ?
C31 C30 C29 120.86(16) . . ?
C35 C30 C29 121.45(16) . . ?
C32 C31 C30 122.34(17) . . ?
C32 C31 H31 118.8 . . ?
C30 C31 H31 118.8 . . ?
C33 C32 C31 119.25(18) . . ?
C33 C32 H32 120.4 . . ?
C31 C32 H32 120.4 . . ?
C34 C33 C32 119.74(19) . . ?
C34 C33 H33 120.1 . . ?
C32 C33 H33 120.1 . . ?
C33 C34 C35 121.21(17) . . ?
C33 C34 H34 119.4 . . ?
C35 C34 H34 119.4 . . ?
C34 C35 C30 119.79(17) . . ?
C34 C35 N5 122.55(15) . . ?
C30 C35 N5 117.61(16) . . ?
N5 C36 C41 123.68(16) . . ?
N5 C36 C37 120.51(16) . . ?
C41 C36 C37 115.51(16) . . ?
C38 C37 C36 123.24(18) . . ?
C38 C37 Cl3 117.98(15) . . ?
C36 C37 Cl3 118.75(14) . . ?
C39 C38 C37 118.92(19) . . ?
C39 C38 H38 120.5 . . ?
C37 C38 H38 120.5 . . ?
C38 C39 C40 120.45(18) . . ?
C38 C39 H39 119.8 . . ?
C40 C39 H39 119.8 . . ?
C39 C40 C41 119.67(19) . . ?
C39 C40 H40 120.2 . . ?
C41 C40 H40 120.2 . . ?
C40 C41 C36 122.16(18) . . ?
C40 C41 Cl4 117.76(15) . . ?
C36 C41 Cl4 119.93(13) . . ?
C11 N1 C12 121.84(13) . . ?
C11 N1 C13 118.49(13) . . ?
C12 N1 C13 119.67(13) . . ?
C6 N2 C5 118.38(14) . . ?
C8 N3 C19 125.32(15) . . ?
C8 N3 H3 121.1(14) . . ?
C19 N3 H3 112.9(14) . . ?
C9 N4 C25 124.63(15) . . ?
C9 N4 H4 119.4(14) . . ?
C25 N4 H4 115.9(14) . . ?
C2 C1 C12 119.41(16) . . ?
C2 C1 H1 120.3 . . ?
C12 C1 H1 120.3 . . ?
C1 C2 C3 120.99(16) . . ?
C1 C2 H2 119.5 . . ?
C3 C2 H2 119.5 . . ?
C4 C3 C2 119.83(16) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 120.92(16) . . ?
C3 C4 H4A 119.5 . . ?
C5 C4 H4A 119.5 . . ?
N2 C5 C4 118.61(15) . . ?
N2 C5 C12 122.91(15) . . ?
C4 C5 C12 118.47(15) . . ?
N2 C6 C7 119.30(15) . . ?
N2 C6 C11 122.49(15) . . ?
C7 C6 C11 118.20(14) . . ?
C8 C7 C6 123.31(15) . . ?
C8 C7 H7 118.3 . . ?
C6 C7 H7 118.3 . . ?
N3 C8 C7 124.29(15) . . ?
N3 C8 C9 117.97(15) . . ?
C7 C8 C9 117.73(15) . . ?
N4 C9 C10 121.62(15) . . ?
N4 C9 C8 119.07(15) . . ?
C10 C9 C8 119.31(14) . . ?
C11 C10 C9 121.68(15) . . ?
C11 C10 H10 119.2 . . ?
C9 C10 H10 119.2 . . ?
N1 C11 C10 123.08(15) . . ?
N1 C11 C6 117.21(14) . . ?
C10 C11 C6 119.71(15) . . ?
N1 C12 C1 122.49(15) . . ?
N1 C12 C5 117.13(15) . . ?
C1 C12 C5 120.37(15) . . ?
C18 C13 C14 121.86(15) . . ?
C18 C13 N1 119.08(14) . . ?
C14 C13 N1 119.05(14) . . ?
C15 C14 C13 119.18(15) . . ?
C15 C14 H14 120.4 . . ?
C13 C14 H14 120.4 . . ?
C14 C15 C16 118.81(16) . . ?
C14 C15 H15 120.6 . . ?
C16 C15 H15 120.6 . . ?
C17 C16 C15 122.05(16) . . ?
C17 C16 Cl1 118.98(13) . . ?
C15 C16 Cl1 118.97(13) . . ?
C16 C17 C18 119.10(15) . . ?
C16 C17 H17 120.4 . . ?
C18 C17 H17 120.4 . . ?
C13 C18 C17 118.97(15) . . ?
C13 C18 H18 120.5 . . ?
C17 C18 H18 120.5 . . ?
C24 C19 C20 119.18(16) . . ?
C24 C19 N3 122.45(16) . . ?
C20 C19 N3 118.26(15) . . ?
C21 C20 C19 120.52(16) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C20 C21 C22 118.86(17) . . ?
C20 C21 H21 120.6 . . ?
C22 C21 H21 120.6 . . ?
C23 C22 C21 121.45(17) . . ?
C23 C22 Cl2 118.58(14) . . ?
C21 C22 Cl2 119.96(14) . . ?
C22 C23 C24 119.41(16) . . ?
C22 C23 H23 120.3 . . ?
C24 C23 H23 120.3 . . ?
C23 C24 C19 120.57(17) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
N4 C25 C27 107.94(15) . . ?
N4 C25 C26 111.48(13) . . ?
C27 C25 C26 111.07(15) . . ?
N4 C25 H25 108.8 . . ?
C27 C25 H25 108.8 . . ?
C26 C25 H25 108.8 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C43 C42 H42A 109.5 . . ?
C43 C42 H42B 109.5 . . ?
H42A C42 H42B 109.5 . . ?
C43 C42 H42C 109.5 . . ?
H42A C42 H42C 109.5 . . ?
H42B C42 H42C 109.5 . . ?
C44 C43 C42 113.44(17) . . ?
C44 C43 H43A 108.9 . . ?
C42 C43 H43A 108.9 . . ?
C44 C43 H43B 108.9 . . ?
C42 C43 H43B 108.9 . . ?
H43A C43 H43B 107.7 . . ?
O3 C44 C45 119.44(19) . . ?
O3 C44 C43 120.9(2) . . ?
C45 C44 C43 119.64(17) . . ?
C50 C45 C46 119.0(2) . . ?
C50 C45 C44 122.52(19) . . ?
C46 C45 C44 118.44(18) . . ?
C47 C46 C45 120.5(2) . . ?
C47 C46 H46 119.7 . . ?
C45 C46 H46 119.7 . . ?
C46 C47 C48 120.1(2) . . ?
C46 C47 H47 120.0 . . ?
C48 C47 H47 120.0 . . ?
C49 C48 C47 119.8(2) . . ?
C49 C48 H48 120.1 . . ?
C47 C48 H48 120.1 . . ?
C50 C49 C48 120.4(2) . . ?
C50 C49 H49 119.8 . . ?
C48 C49 H49 119.8 . . ?
C49 C50 C45 120.2(2) . . ?
C49 C50 H50 119.9 . . ?
C45 C50 H50 119.9 . . ?
C52 C51 H51A 109.5 . . ?
C52 C51 H51B 109.5 . . ?
H51A C51 H51B 109.5 . . ?
C52 C51 H51C 109.5 . . ?
H51A C51 H51C 109.5 . . ?
H51B C51 H51C 109.5 . . ?
C53 C52 C51 109.57(16) . . ?
C53 C52 H52A 109.8 . . ?
C51 C52 H52A 109.8 . . ?
C53 C52 H52B 109.8 . . ?
C51 C52 H52B 109.8 . . ?
H52A C52 H52B 108.2 . . ?
O4 C53 C54 120.45(17) . . ?
O4 C53 C52 119.13(18) . . ?
C54 C53 C52 120.37(17) . . ?
C55 C54 C59 118.74(18) . . ?
C55 C54 C53 123.46(17) . . ?
C59 C54 C53 117.79(17) . . ?
C56 C55 C54 120.54(19) . . ?
C56 C55 H55 119.7 . . ?
C54 C55 H55 119.7 . . ?
C55 C56 C57 120.2(2) . . ?
C55 C56 H56 119.9 . . ?
C57 C56 H56 119.9 . . ?
C58 C57 C56 119.9(2) . . ?
C58 C57 H57 120.1 . . ?
C56 C57 H57 120.1 . . ?
C57 C58 C59 120.08(19) . . ?
C57 C58 H58 120.0 . . ?
C59 C58 H58 120.0 . . ?
C58 C59 C54 120.50(19) . . ?
C58 C59 H59 119.7 . . ?
C54 C59 H59 119.7 . . ?
C61 C60 H60A 109.5 . . ?
C61 C60 H60B 109.5 . . ?
H60A C60 H60B 109.5 . . ?
C61 C60 H60C 109.5 . . ?
H60A C60 H60C 109.5 . . ?
H60B C60 H60C 109.5 . . ?
C62 C61 C60 112.4(12) . . ?
C62 C61 H61A 109.1 . . ?
C60 C61 H61A 109.1 . . ?
C62 C61 H61B 109.1 . . ?
C60 C61 H61B 109.1 . . ?
H61A C61 H61B 107.9 . . ?
O5 C62 C61 121.5(8) . . ?
O5 C62 C63 122.0(8) . . ?
C61 C62 C63 116.5(9) . . ?
C64 C63 C68 120.2(6) . . ?
C64 C63 C62 123.4(9) . . ?
C68 C63 C62 116.4(11) . . ?
C63 C64 C65 119.8(7) . . ?
C63 C64 H64 120.1 . . ?
C65 C64 H64 120.1 . . ?
C66 C65 C64 120.3(10) . . ?
C66 C65 H65 119.8 . . ?
C64 C65 H65 119.8 . . ?
C65 C66 C67 121.0(8) . . ?
C65 C66 H66 119.5 . . ?
C67 C66 H66 119.5 . . ?
C66 C67 C68 119.3(10) . . ?
C66 C67 H67 120.4 . . ?
C68 C67 H67 120.4 . . ?
C67 C68 C63 119.4(10) . . ?
C67 C68 H68 120.3 . . ?
C63 C68 H68 120.3 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C28 C29 C30 -48.7(2) . . . . ?
O1 C28 C29 C30 131.94(17) . . . . ?
C28 C29 C30 C31 -106.55(19) . . . . ?
C28 C29 C30 C35 75.2(2) . . . . ?
C35 C30 C31 C32 -0.3(3) . . . . ?
C29 C30 C31 C32 -178.54(17) . . . . ?
C30 C31 C32 C33 0.4(3) . . . . ?
C31 C32 C33 C34 -0.1(3) . . . . ?
C32 C33 C34 C35 -0.5(3) . . . . ?
C33 C34 C35 C30 0.6(3) . . . . ?
C33 C34 C35 N5 -176.93(17) . . . . ?
C31 C30 C35 C34 -0.3(2) . . . . ?
C29 C30 C35 C34 178.01(16) . . . . ?
C31 C30 C35 N5 177.42(15) . . . . ?
C29 C30 C35 N5 -4.3(2) . . . . ?
C36 N5 C35 C34 -22.4(3) . . . . ?
C36 N5 C35 C30 160.04(16) . . . . ?
C35 N5 C36 C41 -53.3(3) . . . . ?
C35 N5 C36 C37 133.29(18) . . . . ?
N5 C36 C37 C38 174.00(17) . . . . ?
C41 C36 C37 C38 0.1(3) . . . . ?
N5 C36 C37 Cl3 -4.0(2) . . . . ?
C41 C36 C37 Cl3 -177.85(13) . . . . ?
C36 C37 C38 C39 1.6(3) . . . . ?
Cl3 C37 C38 C39 179.62(15) . . . . ?
C37 C38 C39 C40 -1.6(3) . . . . ?
C38 C39 C40 C41 -0.1(3) . . . . ?
C39 C40 C41 C36 2.0(3) . . . . ?
C39 C40 C41 Cl4 -173.48(16) . . . . ?
N5 C36 C41 C40 -175.60(18) . . . . ?
C37 C36 C41 C40 -1.9(3) . . . . ?
N5 C36 C41 Cl4 -0.2(2) . . . . ?
C37 C36 C41 Cl4 173.44(13) . . . . ?
C12 C1 C2 C3 0.6(2) . . . . ?
C1 C2 C3 C4 -0.3(2) . . . . ?
C2 C3 C4 C5 -0.7(2) . . . . ?
C6 N2 C5 C4 179.91(13) . . . . ?
C6 N2 C5 C12 1.0(2) . . . . ?
C3 C4 C5 N2 -177.59(14) . . . . ?
C3 C4 C5 C12 1.4(2) . . . . ?
C5 N2 C6 C7 -179.22(13) . . . . ?
C5 N2 C6 C11 0.3(2) . . . . ?
N2 C6 C7 C8 179.77(14) . . . . ?
C11 C6 C7 C8 0.2(2) . . . . ?
C19 N3 C8 C7 -5.7(2) . . . . ?
C19 N3 C8 C9 175.55(14) . . . . ?
C6 C7 C8 N3 -178.70(14) . . . . ?
C6 C7 C8 C9 0.1(2) . . . . ?
C25 N4 C9 C10 -2.6(2) . . . . ?
C25 N4 C9 C8 176.93(14) . . . . ?
N3 C8 C9 N4 0.4(2) . . . . ?
C7 C8 C9 N4 -178.47(14) . . . . ?
N3 C8 C9 C10 179.96(14) . . . . ?
C7 C8 C9 C10 1.1(2) . . . . ?
N4 C9 C10 C11 176.88(14) . . . . ?
C8 C9 C10 C11 -2.7(2) . . . . ?
C12 N1 C11 C10 -178.72(14) . . . . ?
C13 N1 C11 C10 1.3(2) . . . . ?
C12 N1 C11 C6 1.7(2) . . . . ?
C13 N1 C11 C6 -178.35(13) . . . . ?
C9 C10 C11 N1 -176.62(14) . . . . ?
C9 C10 C11 C6 3.0(2) . . . . ?
N2 C6 C11 N1 -1.6(2) . . . . ?
C7 C6 C11 N1 177.90(13) . . . . ?
N2 C6 C11 C10 178.74(14) . . . . ?
C7 C6 C11 C10 -1.7(2) . . . . ?
C11 N1 C12 C1 -179.25(14) . . . . ?
C13 N1 C12 C1 0.8(2) . . . . ?
C11 N1 C12 C5 -0.5(2) . . . . ?
C13 N1 C12 C5 179.55(13) . . . . ?
C2 C1 C12 N1 178.81(13) . . . . ?
C2 C1 C12 C5 0.1(2) . . . . ?
N2 C5 C12 N1 -0.9(2) . . . . ?
C4 C5 C12 N1 -179.86(13) . . . . ?
N2 C5 C12 C1 177.85(14) . . . . ?
C4 C5 C12 C1 -1.1(2) . . . . ?
C11 N1 C13 C18 -100.13(18) . . . . ?
C12 N1 C13 C18 79.85(19) . . . . ?
C11 N1 C13 C14 78.31(19) . . . . ?
C12 N1 C13 C14 -101.71(18) . . . . ?
C18 C13 C14 C15 0.7(3) . . . . ?
N1 C13 C14 C15 -177.66(15) . . . . ?
C13 C14 C15 C16 -1.8(3) . . . . ?
C14 C15 C16 C17 1.4(3) . . . . ?
C14 C15 C16 Cl1 -178.96(13) . . . . ?
C15 C16 C17 C18 0.1(3) . . . . ?
Cl1 C16 C17 C18 -179.51(13) . . . . ?
C14 C13 C18 C17 0.8(3) . . . . ?
N1 C13 C18 C17 179.19(15) . . . . ?
C16 C17 C18 C13 -1.2(2) . . . . ?
C8 N3 C19 C24 -46.3(2) . . . . ?
C8 N3 C19 C20 137.50(16) . . . . ?
C24 C19 C20 C21 0.3(2) . . . . ?
N3 C19 C20 C21 176.66(15) . . . . ?
C19 C20 C21 C22 0.7(2) . . . . ?
C20 C21 C22 C23 -0.9(3) . . . . ?
C20 C21 C22 Cl2 -179.69(13) . . . . ?
C21 C22 C23 C24 0.1(3) . . . . ?
Cl2 C22 C23 C24 178.90(13) . . . . ?
C22 C23 C24 C19 1.0(2) . . . . ?
C20 C19 C24 C23 -1.2(2) . . . . ?
N3 C19 C24 C23 -177.32(15) . . . . ?
C9 N4 C25 C27 167.21(15) . . . . ?
C9 N4 C25 C26 -70.6(2) . . . . ?
C42 C43 C44 O3 7.4(3) . . . . ?
C42 C43 C44 C45 -173.75(17) . . . . ?
O3 C44 C45 C50 168.75(19) . . . . ?
C43 C44 C45 C50 -10.1(3) . . . . ?
O3 C44 C45 C46 -9.1(3) . . . . ?
C43 C44 C45 C46 172.04(17) . . . . ?
C50 C45 C46 C47 -0.3(3) . . . . ?
C44 C45 C46 C47 177.61(18) . . . . ?
C45 C46 C47 C48 -1.0(3) . . . . ?
C46 C47 C48 C49 1.5(3) . . . . ?
C47 C48 C49 C50 -0.8(3) . . . . ?
C48 C49 C50 C45 -0.5(3) . . . . ?
C46 C45 C50 C49 1.0(3) . . . . ?
C44 C45 C50 C49 -176.82(18) . . . . ?
C51 C52 C53 O4 96.0(2) . . . . ?
C51 C52 C53 C54 -81.3(2) . . . . ?
O4 C53 C54 C55 171.82(17) . . . . ?
C52 C53 C54 C55 -11.0(3) . . . . ?
O4 C53 C54 C59 -8.2(2) . . . . ?
C52 C53 C54 C59 168.97(16) . . . . ?
C59 C54 C55 C56 -0.2(3) . . . . ?
C53 C54 C55 C56 179.71(19) . . . . ?
C54 C55 C56 C57 -0.3(3) . . . . ?
C55 C56 C57 C58 0.2(4) . . . . ?
C56 C57 C58 C59 0.3(3) . . . . ?
C57 C58 C59 C54 -0.8(3) . . . . ?
C55 C54 C59 C58 0.8(3) . . . . ?
C53 C54 C59 C58 -179.17(16) . . . . ?
C60 C61 C62 O5 -4.0(16) . . . . ?
C60 C61 C62 C63 176.0(9) . . . . ?
O5 C62 C63 C64 -172.4(9) . . . . ?
C61 C62 C63 C64 7.6(15) . . . . ?
O5 C62 C63 C68 9.6(13) . . . . ?
C61 C62 C63 C68 -170.4(10) . . . . ?
C68 C63 C64 C65 -0.5(14) . . . . ?
C62 C63 C64 C65 -178.4(9) . . . . ?
C63 C64 C65 C66 -0.5(14) . . . . ?
C64 C65 C66 C67 0.5(15) . . . . ?
C65 C66 C67 C68 0.3(18) . . . . ?
C66 C67 C68 C63 -1.3(18) . . . . ?
C64 C63 C68 C67 1.4(16) . . . . ?
C62 C63 C68 C67 179.4(10) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.87(2) 1.89(2) 2.756(2) 169.5(18) .
N4 H4 O1 0.86(2) 1.95(2) 2.798(2) 173.2(19) .
N5 H5 O2 0.91(2) 1.95(2) 2.766(2) 148.8(19) .
C15 H15 O3 0.95 2.49 3.174(2) 128.9 2_666
C18 H18 O4 0.95 2.48 3.217(2) 134.0 2_666

_refine_diff_density_max         0.255
_refine_diff_density_min         -0.241
_refine_diff_density_rms         0.041


# start Validation Reply Form
_vrf_PLAT416_lb0673_CFZ-DCF_in_PPP_LT 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.90 Ang.  
RESPONSE: Such geometry of these hydrogen atoms is constrained by the 
geometry of the molecule.
;
_vrf_PLAT911_lb0673_CFZ-DCF_in_PPP_LT 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        117 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
####################################################################### 
# 
# 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_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc
_database_code_depnum_ccdc_archive 'CCDC 2032498'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid N-
[10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-
2,10-dihydrophenazin-2-ylidene]propan-2-aminium 
ethyl acetate 2-{2-[(2,6-dichlorophenyl)amino]phenyl}
acetate
;
_chemical_name_common            
;
Clofaziminium 1+ diclofenac 1- diclofenac 
ethylacetate solvate
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;
C27 H23 Cl2 N4, C14 H10 Cl2 N O2, 
C14 H11 Cl2 N O2, C4 H8 O2
;
_chemical_formula_sum            'C59 H52 Cl6 N6 O6'
_chemical_formula_weight         1153.76

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'
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'
Cl Cl 0.3639 0.7018 '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                   15.0569(4)
_cell_length_b                   15.3773(4)
_cell_length_c                   15.4247(4)
_cell_angle_alpha                76.043(2)
_cell_angle_beta                 61.975(3)
_cell_angle_gamma                63.541(3)
_cell_volume                     2820.07(16)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    15505
_cell_measurement_theta_min      3.2400
_cell_measurement_theta_max      67.0100

_exptl_crystal_description       Prism
_exptl_crystal_colour            'Dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.359
_exptl_crystal_F_000             1196
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.620
_exptl_crystal_size_mid          0.300
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.237
_shelx_estimated_absorpt_T_min   0.239
_shelx_estimated_absorpt_T_max   0.642
_exptl_absorpt_correction_T_min  0.356
_exptl_absorpt_correction_T_max  0.719
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.67a (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.748
_oxdiff_exptl_absorpt_empirical_full_max 1.162
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 5.1856
_diffrn_reflns_number            27162
_diffrn_reflns_av_unetI/netI     0.0202
_diffrn_reflns_av_R_equivalents  0.0223
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.213
_diffrn_reflns_theta_max         67.142
_diffrn_reflns_theta_full        67.142
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             9942
_reflns_number_gt                8898
_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       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.67a (Rigaku OD, 2019)'
_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)+(0.0660P)²+0.6770P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         9942
_refine_ls_number_parameters     714
_refine_ls_number_restraints     24
_refine_ls_R_factor_all          0.0455
_refine_ls_R_factor_gt           0.0417
_refine_ls_wR_factor_ref         0.1217
_refine_ls_wR_factor_gt          0.1175
_refine_ls_goodness_of_fit_ref   1.052
_refine_ls_restrained_S_all      1.052
_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
Cl5 Cl 0.29945(5) 0.13353(5) 0.70050(5) 0.08331(19) Uani 1 1 d . . . . .
Cl6 Cl 0.73314(4) -0.00065(4) 0.47649(4) 0.07164(16) Uani 1 1 d . . . . .
O3 O 0.35527(13) 0.47983(10) 0.58833(13) 0.0688(4) Uani 1 1 d . . . . .
H3O H 0.288(3) 0.500(2) 0.624(2) 0.103 Uiso 1 1 d . U . . .
O4 O 0.33834(13) 0.34479(11) 0.58726(17) 0.0874(6) Uani 1 1 d . . . . .
N6 N 0.51188(14) 0.15508(11) 0.57634(13) 0.0528(4) Uani 1 1 d . . . . .
H6 H 0.452(2) 0.1973(18) 0.5792(17) 0.063 Uiso 1 1 d . U . . .
C42 C 0.39458(16) 0.39065(13) 0.56398(15) 0.0536(4) Uani 1 1 d . . . . .
C43 C 0.51691(16) 0.34573(14) 0.51049(14) 0.0553(4) Uani 1 1 d . . . . .
H43A H 0.545232 0.396587 0.482601 0.066 Uiso 1 1 calc R U . . .
H43B H 0.536924 0.308346 0.457078 0.066 Uiso 1 1 calc R U . . .
C44 C 0.56660(13) 0.28012(12) 0.58007(13) 0.0466(4) Uani 1 1 d . . . . .
C45 C 0.61591(15) 0.31180(14) 0.61593(16) 0.0574(5) Uani 1 1 d . . . . .
H45 H 0.617640 0.373390 0.596660 0.069 Uiso 1 1 calc R U . . .
C46 C 0.66227(17) 0.25434(16) 0.67923(19) 0.0677(5) Uani 1 1 d . . . . .
H46 H 0.695106 0.276810 0.702186 0.081 Uiso 1 1 calc R U . . .
C47 C 0.65949(18) 0.16340(16) 0.70815(17) 0.0650(5) Uani 1 1 d . . . . .
H47 H 0.691220 0.123857 0.750379 0.078 Uiso 1 1 calc R U . . .
C48 C 0.60972(15) 0.13050(13) 0.67471(15) 0.0539(4) Uani 1 1 d . . . . .
H48 H 0.607481 0.069192 0.695444 0.065 Uiso 1 1 calc R U . . .
C49 C 0.56307(13) 0.18761(12) 0.61066(13) 0.0455(4) Uani 1 1 d . . . . .
C50 C 0.51702(15) 0.05964(13) 0.59354(13) 0.0490(4) Uani 1 1 d . . . . .
C51 C 0.42402(16) 0.03850(14) 0.64927(14) 0.0550(4) Uani 1 1 d . . . . .
C52 C 0.4276(2) -0.05494(17) 0.66261(16) 0.0654(5) Uani 1 1 d . . . . .
H52 H 0.363772 -0.066366 0.699182 0.078 Uiso 1 1 calc R U . . .
C53 C 0.5259(2) -0.13105(15) 0.62155(17) 0.0652(5) Uani 1 1 d . . . . .
H53 H 0.528834 -0.194184 0.631167 0.078 Uiso 1 1 calc R U . . .
C54 C 0.61902(19) -0.11374(14) 0.56670(16) 0.0620(5) Uani 1 1 d . . . . .
H54 H 0.685584 -0.165145 0.539340 0.074 Uiso 1 1 calc R U . . .
C55 C 0.61440(16) -0.01971(13) 0.55182(14) 0.0538(4) Uani 1 1 d . . . . .
Cl3 Cl -0.17766(5) 0.40047(5) 0.56268(5) 0.07986(17) Uani 1 1 d . . . . .
Cl4 Cl 0.24093(4) 0.36409(4) 0.35365(5) 0.07508(17) Uani 1 1 d . . . . .
O1 O -0.13468(15) 0.41693(11) 0.18194(13) 0.0784(5) Uani 1 1 d . . . . .
O2 O -0.14707(12) 0.45356(13) 0.31774(12) 0.0740(4) Uani 1 1 d . . . . .
N5 N 0.02612(13) 0.37752(11) 0.37855(12) 0.0512(4) Uani 1 1 d . . . . .
H5 H -0.036(2) 0.4104(17) 0.3788(16) 0.061 Uiso 1 1 d . U . . .
C28 C -0.09368(17) 0.42473(13) 0.23212(15) 0.0565(5) Uani 1 1 d . . . . .
C29 C 0.02904(18) 0.39668(15) 0.18886(14) 0.0596(5) Uani 1 1 d . . . . .
H29A H 0.058889 0.393130 0.118147 0.072 Uiso 1 1 calc R U . . .
H29B H 0.043271 0.446725 0.201921 0.072 Uiso 1 1 calc R U . . .
C30 C 0.08580(14) 0.30018(13) 0.23105(13) 0.0486(4) Uani 1 1 d . . . . .
C31 C 0.14117(17) 0.21680(15) 0.17824(15) 0.0616(5) Uani 1 1 d . . . . .
H31 H 0.143787 0.220830 0.116004 0.074 Uiso 1 1 calc R U . . .
C32 C 0.19291(19) 0.12727(16) 0.21613(18) 0.0707(6) Uani 1 1 d . . . . .
H32 H 0.229628 0.071932 0.179706 0.085 Uiso 1 1 calc R U . . .
C33 C 0.18931(18) 0.12130(15) 0.30765(18) 0.0676(5) Uani 1 1 d . . . . .
H33 H 0.223091 0.061432 0.333769 0.081 Uiso 1 1 calc R U . . .
C34 C 0.13609(16) 0.20318(13) 0.36124(15) 0.0560(4) Uani 1 1 d . . . . .
H34 H 0.135512 0.198379 0.422754 0.067 Uiso 1 1 calc R U . . .
C35 C 0.08313(13) 0.29308(12) 0.32442(13) 0.0460(4) Uani 1 1 d . . . . .
C36 C 0.03324(14) 0.37748(11) 0.46561(13) 0.0460(4) Uani 1 1 d . . . . .
C37 C 0.12949(16) 0.36967(13) 0.46506(15) 0.0536(4) Uani 1 1 d . . . . .
C38 C 0.1382(2) 0.36837(15) 0.55093(19) 0.0682(6) Uani 1 1 d . . . . .
H38 H 0.203963 0.361051 0.548784 0.082 Uiso 1 1 calc R U . . .
C39 C 0.0490(2) 0.37797(17) 0.63907(19) 0.0750(7) Uani 1 1 d . . . . .
H39 H 0.054457 0.377101 0.696895 0.090 Uiso 1 1 calc R U . . .
C40 C -0.0479(2) 0.38881(16) 0.64294(16) 0.0689(6) Uani 1 1 d . . . . .
H40 H -0.108613 0.396798 0.702800 0.083 Uiso 1 1 calc R U . . .
C41 C -0.05473(16) 0.38779(13) 0.55707(14) 0.0539(4) Uani 1 1 d . . . . .
Cl1 Cl 0.36835(8) 1.07012(4) -0.04078(6) 0.1120(3) Uani 1 1 d . . . . .
Cl2 Cl 1.17032(5) -0.03483(4) -0.09370(6) 0.0900(2) Uani 1 1 d . . . . .
N1 N 0.54380(11) 0.65055(10) -0.09983(10) 0.0432(3) Uani 1 1 d . . . . .
N2 N 0.61418(12) 0.45383(10) -0.12820(11) 0.0477(3) Uani 1 1 d . . . . .
N3 N 0.86009(13) 0.36751(11) 0.02061(12) 0.0514(4) Uani 1 1 d . . . . .
H3 H 0.8670(19) 0.3806(16) 0.0651(17) 0.062 Uiso 1 1 d . U . . .
N4 N 0.78056(12) 0.56055(11) 0.05959(11) 0.0453(3) Uani 1 1 d . . . . .
H4 H 0.8148(18) 0.5206(16) 0.0866(16) 0.054 Uiso 1 1 d . U . . .
C1 C 0.41971(16) 0.69181(14) -0.17686(14) 0.0540(4) Uani 1 1 d . . . . .
H1 H 0.394802 0.757731 -0.168305 0.065 Uiso 1 1 calc R U . . .
C2 C 0.37881(18) 0.66027(17) -0.22059(15) 0.0620(5) Uani 1 1 d . . . . .
H2 H 0.325993 0.705502 -0.241789 0.074 Uiso 1 1 calc R U . . .
C3 C 0.41489(18) 0.56178(17) -0.23386(15) 0.0632(5) Uani 1 1 d . . . . .
H3A H 0.386400 0.541855 -0.263895 0.076 Uiso 1 1 calc R U . . .
C4 C 0.49177(17) 0.49484(15) -0.20284(14) 0.0566(4) Uani 1 1 d . . . . .
H4A H 0.515085 0.429185 -0.211423 0.068 Uiso 1 1 calc R U . . .
C5 C 0.53668(14) 0.52367(13) -0.15778(12) 0.0463(4) Uani 1 1 d . . . . .
C6 C 0.65626(13) 0.48196(12) -0.08676(12) 0.0427(3) Uani 1 1 d . . . . .
C7 C 0.73636(14) 0.41112(12) -0.05509(13) 0.0456(4) Uani 1 1 d . . . . .
H7 H 0.759800 0.346148 -0.066363 0.055 Uiso 1 1 calc R U . . .
C8 C 0.78057(13) 0.43425(12) -0.00871(12) 0.0429(3) Uani 1 1 d . . . . .
C9 C 0.74111(13) 0.53718(12) 0.01143(11) 0.0416(3) Uani 1 1 d . . . . .
C10 C 0.66492(14) 0.60787(12) -0.02245(12) 0.0439(4) Uani 1 1 d . . . . .
H10 H 0.642710 0.673047 -0.012805 0.053 Uiso 1 1 calc R U . . .
C11 C 0.62196(13) 0.58307(12) -0.06987(11) 0.0415(3) Uani 1 1 d . . . . .
C12 C 0.49963(14) 0.62328(13) -0.14519(12) 0.0449(4) Uani 1 1 d . . . . .
C13 C 0.50395(14) 0.75239(12) -0.08254(12) 0.0442(4) Uani 1 1 d . . . . .
C14 C 0.55926(17) 0.80779(14) -0.14931(14) 0.0566(4) Uani 1 1 d . . . . .
H14 H 0.624073 0.779749 -0.203197 0.068 Uiso 1 1 calc R U . . .
C15 C 0.5167(2) 0.90619(15) -0.13487(16) 0.0679(5) Uani 1 1 d . . . . .
H15 H 0.552674 0.945209 -0.179223 0.081 Uiso 1 1 calc R U . . .
C16 C 0.42149(19) 0.94566(14) -0.05508(16) 0.0637(5) Uani 1 1 d . . . . .
C17 C 0.36696(18) 0.89038(15) 0.01291(16) 0.0652(5) Uani 1 1 d . . . . .
H17 H 0.302707 0.918600 0.067167 0.078 Uiso 1 1 calc R U . . .
C18 C 0.40930(16) 0.79189(14) -0.00071(14) 0.0561(4) Uani 1 1 d . . . . .
H18 H 0.374308 0.752712 0.044823 0.067 Uiso 1 1 calc R U . . .
C19 C 0.92824(14) 0.27140(12) -0.00890(13) 0.0471(4) Uani 1 1 d . . . . .
C20 C 0.97017(17) 0.20706(14) 0.05525(16) 0.0596(5) Uani 1 1 d . . . . .
H20 H 0.947571 0.227192 0.117082 0.072 Uiso 1 1 calc R U . . .
C21 C 1.04490(18) 0.11359(15) 0.02926(18) 0.0670(5) Uani 1 1 d . . . . .
H21 H 1.072997 0.071366 0.072867 0.080 Uiso 1 1 calc R U . . .
C22 C 1.07711(16) 0.08378(14) -0.06116(17) 0.0620(5) Uani 1 1 d . . . . .
C23 C 1.03736(17) 0.14601(17) -0.12662(17) 0.0663(5) Uani 1 1 d . . . . .
H23 H 1.060231 0.125110 -0.188188 0.080 Uiso 1 1 calc R U . . .
C24 C 0.96336(16) 0.23964(15) -0.10076(15) 0.0591(5) Uani 1 1 d . . . . .
H24 H 0.936772 0.281835 -0.145291 0.071 Uiso 1 1 calc R U . . .
C25 C 0.74926(15) 0.65939(12) 0.08527(13) 0.0469(4) Uani 1 1 d . . . . .
H25 H 0.742508 0.704060 0.029360 0.056 Uiso 1 1 calc R U . . .
C26 C 0.64105(19) 0.69146(17) 0.17328(17) 0.0695(6) Uani 1 1 d . . . . .
H26A H 0.585269 0.693699 0.157837 0.104 Uiso 1 1 calc R U . . .
H26B H 0.623664 0.754896 0.190396 0.104 Uiso 1 1 calc R U . . .
H26C H 0.645256 0.646213 0.227700 0.104 Uiso 1 1 calc R U . . .
C27 C 0.83918(19) 0.66077(17) 0.10360(18) 0.0664(5) Uani 1 1 d . . . . .
H27A H 0.840812 0.623525 0.162922 0.100 Uiso 1 1 calc R U . . .
H27B H 0.825458 0.726627 0.110134 0.100 Uiso 1 1 calc R U . . .
H27C H 0.908163 0.633036 0.049356 0.100 Uiso 1 1 calc R U . . .
C56 C 0.8382(4) 0.2041(4) 0.3732(4) 0.183(3) Uani 1 1 d . . . . .
H56A H 0.768384 0.200128 0.398807 0.275 Uiso 1 1 calc R U . . .
H56B H 0.836518 0.263659 0.334799 0.275 Uiso 1 1 calc R U . . .
H56C H 0.854807 0.202676 0.426638 0.275 Uiso 1 1 calc R U . . .
C57 C 0.9190(4) 0.1247(3) 0.3135(4) 0.1411(16) Uani 1 1 d . . . . .
H57A H 0.892476 0.116309 0.270948 0.169 Uiso 1 1 calc R U . . .
H57B H 0.983464 0.139152 0.272085 0.169 Uiso 1 1 calc R U . . .
O5 O 0.94833(19) 0.0374(2) 0.3673(2) 0.1492(13) Uani 1 1 d . . . . .
C58 C 1.0284(3) -0.0419(3) 0.3172(4) 0.1422(18) Uani 1 1 d . . . . .
O6 O 1.0866(3) -0.0384(3) 0.2319(3) 0.1631(12) Uani 1 1 d . . . . .
C59 C 1.0454(4) -0.1278(5) 0.3786(7) 0.343(8) Uani 1 1 d . . . . .
H59A H 1.093146 -0.183545 0.338538 0.514 Uiso 1 1 calc R U . . .
H59B H 0.976634 -0.133427 0.420847 0.514 Uiso 1 1 calc R U . . .
H59C H 1.077761 -0.124411 0.417797 0.514 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
Cl5 C51 1.732(2) . ?
Cl6 C55 1.727(2) . ?
O3 C42 1.299(2) . ?
O3 H3O 0.84(3) . ?
O4 C42 1.211(2) . ?
N6 C50 1.400(2) . ?
N6 C49 1.407(2) . ?
N6 H6 0.83(2) . ?
C42 C43 1.505(3) . ?
C43 C44 1.513(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.390(3) . ?
C44 C49 1.403(2) . ?
C45 C46 1.377(3) . ?
C45 H45 0.9300 . ?
C46 C47 1.375(3) . ?
C46 H46 0.9300 . ?
C47 C48 1.382(3) . ?
C47 H47 0.9300 . ?
C48 C49 1.387(3) . ?
C48 H48 0.9300 . ?
C50 C51 1.395(3) . ?
C50 C55 1.397(3) . ?
C51 C52 1.382(3) . ?
C52 C53 1.377(3) . ?
C52 H52 0.9300 . ?
C53 C54 1.365(3) . ?
C53 H53 0.9300 . ?
C54 C55 1.383(3) . ?
C54 H54 0.9300 . ?
Cl3 C41 1.734(2) . ?
Cl4 C37 1.735(2) . ?
O1 C28 1.247(2) . ?
O2 C28 1.247(2) . ?
N5 C36 1.396(2) . ?
N5 C35 1.406(2) . ?
N5 H5 0.84(2) . ?
C28 C29 1.522(3) . ?
C29 C30 1.511(3) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.384(3) . ?
C30 C35 1.401(2) . ?
C31 C32 1.388(3) . ?
C31 H31 0.9300 . ?
C32 C33 1.369(3) . ?
C32 H32 0.9300 . ?
C33 C34 1.375(3) . ?
C33 H33 0.9300 . ?
C34 C35 1.391(3) . ?
C34 H34 0.9300 . ?
C36 C41 1.391(3) . ?
C36 C37 1.396(3) . ?
C37 C38 1.386(3) . ?
C38 C39 1.371(4) . ?
C38 H38 0.9300 . ?
C39 C40 1.366(4) . ?
C39 H39 0.9300 . ?
C40 C41 1.380(3) . ?
C40 H40 0.9300 . ?
Cl1 C16 1.739(2) . ?
Cl2 C22 1.746(2) . ?
N1 C11 1.366(2) . ?
N1 C12 1.391(2) . ?
N1 C13 1.448(2) . ?
N2 C6 1.325(2) . ?
N2 C5 1.368(2) . ?
N3 C8 1.372(2) . ?
N3 C19 1.407(2) . ?
N3 H3 0.82(2) . ?
N4 C9 1.330(2) . ?
N4 C25 1.472(2) . ?
N4 H4 0.78(2) . ?
C1 C2 1.373(3) . ?
C1 C12 1.404(2) . ?
C1 H1 0.9300 . ?
C2 C3 1.394(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.360(3) . ?
C3 H3A 0.9300 . ?
C4 C5 1.412(2) . ?
C4 H4A 0.9300 . ?
C5 C12 1.405(2) . ?
C6 C7 1.416(2) . ?
C6 C11 1.451(2) . ?
C7 C8 1.365(2) . ?
C7 H7 0.9300 . ?
C8 C9 1.477(2) . ?
C9 C10 1.396(2) . ?
C10 C11 1.378(2) . ?
C10 H10 0.9300 . ?
C13 C14 1.372(3) . ?
C13 C18 1.379(3) . ?
C14 C15 1.384(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.366(3) . ?
C15 H15 0.9300 . ?
C16 C17 1.371(3) . ?
C17 C18 1.383(3) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C20 1.384(3) . ?
C19 C24 1.388(3) . ?
C20 C21 1.380(3) . ?
C20 H20 0.9300 . ?
C21 C22 1.366(3) . ?
C21 H21 0.9300 . ?
C22 C23 1.373(3) . ?
C23 C24 1.380(3) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C26 1.506(3) . ?
C25 C27 1.517(3) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
C56 C57 1.409(6) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C57 O5 1.401(4) . ?
C57 H57A 0.9700 . ?
C57 H57B 0.9700 . ?
O5 C58 1.345(6) . ?
C58 O6 1.194(6) . ?
C58 C59 1.425(6) . ?
C59 H59A 0.9600 . ?
C59 H59B 0.9600 . ?
C59 H59C 0.9600 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C42 O3 H3O 112(2) . . ?
C50 N6 C49 122.58(15) . . ?
C50 N6 H6 114.4(16) . . ?
C49 N6 H6 112.5(16) . . ?
O4 C42 O3 122.98(19) . . ?
O4 C42 C43 122.06(18) . . ?
O3 C42 C43 114.83(16) . . ?
C42 C43 C44 110.36(15) . . ?
C42 C43 H43A 109.6 . . ?
C44 C43 H43A 109.6 . . ?
C42 C43 H43B 109.6 . . ?
C44 C43 H43B 109.6 . . ?
H43A C43 H43B 108.1 . . ?
C45 C44 C49 118.71(16) . . ?
C45 C44 C43 119.84(16) . . ?
C49 C44 C43 121.45(16) . . ?
C46 C45 C44 121.70(18) . . ?
C46 C45 H45 119.1 . . ?
C44 C45 H45 119.1 . . ?
C47 C46 C45 119.29(18) . . ?
C47 C46 H46 120.4 . . ?
C45 C46 H46 120.4 . . ?
C46 C47 C48 120.27(19) . . ?
C46 C47 H47 119.9 . . ?
C48 C47 H47 119.9 . . ?
C47 C48 C49 120.95(18) . . ?
C47 C48 H48 119.5 . . ?
C49 C48 H48 119.5 . . ?
C48 C49 C44 119.08(16) . . ?
C48 C49 N6 121.49(16) . . ?
C44 C49 N6 119.43(15) . . ?
C51 C50 C55 115.80(16) . . ?
C51 C50 N6 121.93(17) . . ?
C55 C50 N6 122.19(17) . . ?
C52 C51 C50 122.31(19) . . ?
C52 C51 Cl5 119.12(16) . . ?
C50 C51 Cl5 118.54(15) . . ?
C53 C52 C51 119.7(2) . . ?
C53 C52 H52 120.1 . . ?
C51 C52 H52 120.1 . . ?
C54 C53 C52 119.92(19) . . ?
C54 C53 H53 120.0 . . ?
C52 C53 H53 120.0 . . ?
C53 C54 C55 120.0(2) . . ?
C53 C54 H54 120.0 . . ?
C55 C54 H54 120.0 . . ?
C54 C55 C50 122.22(19) . . ?
C54 C55 Cl6 118.30(16) . . ?
C50 C55 Cl6 119.46(14) . . ?
C36 N5 C35 121.02(14) . . ?
C36 N5 H5 115.1(15) . . ?
C35 N5 H5 112.9(15) . . ?
O2 C28 O1 124.0(2) . . ?
O2 C28 C29 116.57(16) . . ?
O1 C28 C29 119.39(19) . . ?
C30 C29 C28 112.16(17) . . ?
C30 C29 H29A 109.2 . . ?
C28 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C31 C30 C35 118.63(17) . . ?
C31 C30 C29 120.58(17) . . ?
C35 C30 C29 120.79(16) . . ?
C30 C31 C32 121.45(19) . . ?
C30 C31 H31 119.3 . . ?
C32 C31 H31 119.3 . . ?
C33 C32 C31 119.32(18) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C32 C33 C34 120.48(19) . . ?
C32 C33 H33 119.8 . . ?
C34 C33 H33 119.8 . . ?
C33 C34 C35 120.70(19) . . ?
C33 C34 H34 119.6 . . ?
C35 C34 H34 119.6 . . ?
C34 C35 C30 119.41(16) . . ?
C34 C35 N5 121.87(16) . . ?
C30 C35 N5 118.72(15) . . ?
C41 C36 C37 116.05(16) . . ?
C41 C36 N5 122.61(16) . . ?
C37 C36 N5 121.32(17) . . ?
C38 C37 C36 122.0(2) . . ?
C38 C37 Cl4 118.70(16) . . ?
C36 C37 Cl4 119.28(15) . . ?
C39 C38 C37 119.3(2) . . ?
C39 C38 H38 120.4 . . ?
C37 C38 H38 120.4 . . ?
C40 C39 C38 120.76(19) . . ?
C40 C39 H39 119.6 . . ?
C38 C39 H39 119.6 . . ?
C39 C40 C41 119.3(2) . . ?
C39 C40 H40 120.3 . . ?
C41 C40 H40 120.3 . . ?
C40 C41 C36 122.54(19) . . ?
C40 C41 Cl3 119.04(17) . . ?
C36 C41 Cl3 118.42(14) . . ?
C11 N1 C12 121.25(14) . . ?
C11 N1 C13 119.83(13) . . ?
C12 N1 C13 118.90(13) . . ?
C6 N2 C5 118.20(14) . . ?
C8 N3 C19 128.29(15) . . ?
C8 N3 H3 119.1(16) . . ?
C19 N3 H3 112.3(16) . . ?
C9 N4 C25 125.64(15) . . ?
C9 N4 H4 121.1(16) . . ?
C25 N4 H4 112.2(16) . . ?
C2 C1 C12 119.16(18) . . ?
C2 C1 H1 120.4 . . ?
C12 C1 H1 120.4 . . ?
C1 C2 C3 121.29(18) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 119.96(17) . . ?
C4 C3 H3A 120.0 . . ?
C2 C3 H3A 120.0 . . ?
C3 C4 C5 120.89(19) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
N2 C5 C12 122.72(14) . . ?
N2 C5 C4 118.84(16) . . ?
C12 C5 C4 118.44(16) . . ?
N2 C6 C7 119.38(15) . . ?
N2 C6 C11 122.77(15) . . ?
C7 C6 C11 117.83(14) . . ?
C8 C7 C6 122.72(15) . . ?
C8 C7 H7 118.6 . . ?
C6 C7 H7 118.6 . . ?
C7 C8 N3 123.99(16) . . ?
C7 C8 C9 118.52(14) . . ?
N3 C8 C9 117.49(14) . . ?
N4 C9 C10 121.57(15) . . ?
N4 C9 C8 119.28(14) . . ?
C10 C9 C8 119.14(14) . . ?
C11 C10 C9 121.35(15) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N1 C11 C10 122.40(15) . . ?
N1 C11 C6 117.22(14) . . ?
C10 C11 C6 120.34(14) . . ?
N1 C12 C1 121.92(16) . . ?
N1 C12 C5 117.81(15) . . ?
C1 C12 C5 120.26(15) . . ?
C14 C13 C18 121.65(17) . . ?
C14 C13 N1 119.34(16) . . ?
C18 C13 N1 118.98(16) . . ?
C13 C14 C15 118.69(18) . . ?
C13 C14 H14 120.7 . . ?
C15 C14 H14 120.7 . . ?
C16 C15 C14 119.6(2) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C17 122.03(18) . . ?
C15 C16 Cl1 118.42(18) . . ?
C17 C16 Cl1 119.55(17) . . ?
C16 C17 C18 118.74(19) . . ?
C16 C17 H17 120.6 . . ?
C18 C17 H17 120.6 . . ?
C13 C18 C17 119.29(19) . . ?
C13 C18 H18 120.4 . . ?
C17 C18 H18 120.4 . . ?
C20 C19 C24 118.24(17) . . ?
C20 C19 N3 117.20(16) . . ?
C24 C19 N3 124.31(16) . . ?
C21 C20 C19 121.30(19) . . ?
C21 C20 H20 119.3 . . ?
C19 C20 H20 119.3 . . ?
C22 C21 C20 119.29(19) . . ?
C22 C21 H21 120.4 . . ?
C20 C21 H21 120.4 . . ?
C21 C22 C23 120.80(19) . . ?
C21 C22 Cl2 119.42(17) . . ?
C23 C22 Cl2 119.77(17) . . ?
C22 C23 C24 119.8(2) . . ?
C22 C23 H23 120.1 . . ?
C24 C23 H23 120.1 . . ?
C23 C24 C19 120.58(18) . . ?
C23 C24 H24 119.7 . . ?
C19 C24 H24 119.7 . . ?
N4 C25 C26 110.86(15) . . ?
N4 C25 C27 108.64(15) . . ?
C26 C25 C27 111.61(17) . . ?
N4 C25 H25 108.6 . . ?
C26 C25 H25 108.6 . . ?
C27 C25 H25 108.6 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C57 C56 H56A 109.5 . . ?
C57 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C57 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
O5 C57 C56 113.3(4) . . ?
O5 C57 H57A 108.9 . . ?
C56 C57 H57A 108.9 . . ?
O5 C57 H57B 108.9 . . ?
C56 C57 H57B 108.9 . . ?
H57A C57 H57B 107.7 . . ?
C58 O5 C57 118.0(3) . . ?
O6 C58 O5 122.9(4) . . ?
O6 C58 C59 123.6(6) . . ?
O5 C58 C59 113.0(6) . . ?
C58 C59 H59A 109.5 . . ?
C58 C59 H59B 109.5 . . ?
H59A C59 H59B 109.5 . . ?
C58 C59 H59C 109.5 . . ?
H59A C59 H59C 109.5 . . ?
H59B C59 H59C 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
O4 C42 C43 C44 -75.0(2) . . . . ?
O3 C42 C43 C44 100.89(19) . . . . ?
C42 C43 C44 C45 -103.1(2) . . . . ?
C42 C43 C44 C49 76.1(2) . . . . ?
C49 C44 C45 C46 0.9(3) . . . . ?
C43 C44 C45 C46 -179.88(19) . . . . ?
C44 C45 C46 C47 -0.2(3) . . . . ?
C45 C46 C47 C48 -0.6(3) . . . . ?
C46 C47 C48 C49 0.8(3) . . . . ?
C47 C48 C49 C44 -0.2(3) . . . . ?
C47 C48 C49 N6 -179.80(19) . . . . ?
C45 C44 C49 C48 -0.6(3) . . . . ?
C43 C44 C49 C48 -179.88(17) . . . . ?
C45 C44 C49 N6 178.96(17) . . . . ?
C43 C44 C49 N6 -0.3(3) . . . . ?
C50 N6 C49 C48 -8.6(3) . . . . ?
C50 N6 C49 C44 171.77(17) . . . . ?
C49 N6 C50 C51 116.5(2) . . . . ?
C49 N6 C50 C55 -66.9(3) . . . . ?
C55 C50 C51 C52 0.0(3) . . . . ?
N6 C50 C51 C52 176.76(18) . . . . ?
C55 C50 C51 Cl5 -178.18(14) . . . . ?
N6 C50 C51 Cl5 -1.4(2) . . . . ?
C50 C51 C52 C53 1.2(3) . . . . ?
Cl5 C51 C52 C53 179.41(16) . . . . ?
C51 C52 C53 C54 -1.0(3) . . . . ?
C52 C53 C54 C55 -0.5(3) . . . . ?
C53 C54 C55 C50 1.8(3) . . . . ?
C53 C54 C55 Cl6 -176.57(16) . . . . ?
C51 C50 C55 C54 -1.5(3) . . . . ?
N6 C50 C55 C54 -178.27(18) . . . . ?
C51 C50 C55 Cl6 176.83(14) . . . . ?
N6 C50 C55 Cl6 0.1(2) . . . . ?
O2 C28 C29 C30 74.6(2) . . . . ?
O1 C28 C29 C30 -104.6(2) . . . . ?
C28 C29 C30 C31 101.7(2) . . . . ?
C28 C29 C30 C35 -78.0(2) . . . . ?
C35 C30 C31 C32 0.4(3) . . . . ?
C29 C30 C31 C32 -179.3(2) . . . . ?
C30 C31 C32 C33 -0.1(4) . . . . ?
C31 C32 C33 C34 -0.7(4) . . . . ?
C32 C33 C34 C35 1.3(3) . . . . ?
C33 C34 C35 C30 -1.1(3) . . . . ?
C33 C34 C35 N5 178.58(19) . . . . ?
C31 C30 C35 C34 0.2(3) . . . . ?
C29 C30 C35 C34 179.93(18) . . . . ?
C31 C30 C35 N5 -179.44(17) . . . . ?
C29 C30 C35 N5 0.3(3) . . . . ?
C36 N5 C35 C34 9.3(3) . . . . ?
C36 N5 C35 C30 -171.08(17) . . . . ?
C35 N5 C36 C41 -112.3(2) . . . . ?
C35 N5 C36 C37 69.5(2) . . . . ?
C41 C36 C37 C38 2.5(3) . . . . ?
N5 C36 C37 C38 -179.22(17) . . . . ?
C41 C36 C37 Cl4 -176.07(13) . . . . ?
N5 C36 C37 Cl4 2.2(2) . . . . ?
C36 C37 C38 C39 -2.0(3) . . . . ?
Cl4 C37 C38 C39 176.53(17) . . . . ?
C37 C38 C39 C40 0.0(3) . . . . ?
C38 C39 C40 C41 1.5(3) . . . . ?
C39 C40 C41 C36 -0.9(3) . . . . ?
C39 C40 C41 Cl3 179.41(17) . . . . ?
C37 C36 C41 C40 -1.0(3) . . . . ?
N5 C36 C41 C40 -179.27(18) . . . . ?
C37 C36 C41 Cl3 178.66(13) . . . . ?
N5 C36 C41 Cl3 0.4(2) . . . . ?
C12 C1 C2 C3 0.2(3) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
C2 C3 C4 C5 -0.5(3) . . . . ?
C6 N2 C5 C12 -0.6(3) . . . . ?
C6 N2 C5 C4 179.46(16) . . . . ?
C3 C4 C5 N2 -179.68(18) . . . . ?
C3 C4 C5 C12 0.3(3) . . . . ?
C5 N2 C6 C7 179.75(15) . . . . ?
C5 N2 C6 C11 1.3(2) . . . . ?
N2 C6 C7 C8 -177.62(16) . . . . ?
C11 C6 C7 C8 0.9(3) . . . . ?
C6 C7 C8 N3 -178.35(16) . . . . ?
C6 C7 C8 C9 1.6(3) . . . . ?
C19 N3 C8 C7 16.1(3) . . . . ?
C19 N3 C8 C9 -163.83(17) . . . . ?
C25 N4 C9 C10 1.6(3) . . . . ?
C25 N4 C9 C8 -179.84(15) . . . . ?
C7 C8 C9 N4 177.67(16) . . . . ?
N3 C8 C9 N4 -2.4(2) . . . . ?
C7 C8 C9 C10 -3.7(2) . . . . ?
N3 C8 C9 C10 176.26(16) . . . . ?
N4 C9 C10 C11 -178.14(16) . . . . ?
C8 C9 C10 C11 3.3(2) . . . . ?
C12 N1 C11 C10 -178.23(16) . . . . ?
C13 N1 C11 C10 0.5(2) . . . . ?
C12 N1 C11 C6 -0.4(2) . . . . ?
C13 N1 C11 C6 178.28(14) . . . . ?
C9 C10 C11 N1 177.06(15) . . . . ?
C9 C10 C11 C6 -0.7(3) . . . . ?
N2 C6 C11 N1 -0.8(2) . . . . ?
C7 C6 C11 N1 -179.31(15) . . . . ?
N2 C6 C11 C10 177.05(16) . . . . ?
C7 C6 C11 C10 -1.4(2) . . . . ?
C11 N1 C12 C1 -179.65(16) . . . . ?
C13 N1 C12 C1 1.6(2) . . . . ?
C11 N1 C12 C5 1.1(2) . . . . ?
C13 N1 C12 C5 -177.63(15) . . . . ?
C2 C1 C12 N1 -179.59(17) . . . . ?
C2 C1 C12 C5 -0.3(3) . . . . ?
N2 C5 C12 N1 -0.6(3) . . . . ?
C4 C5 C12 N1 179.38(16) . . . . ?
N2 C5 C12 C1 -179.89(17) . . . . ?
C4 C5 C12 C1 0.1(3) . . . . ?
C11 N1 C13 C14 85.8(2) . . . . ?
C12 N1 C13 C14 -95.4(2) . . . . ?
C11 N1 C13 C18 -96.1(2) . . . . ?
C12 N1 C13 C18 82.6(2) . . . . ?
C18 C13 C14 C15 -1.8(3) . . . . ?
N1 C13 C14 C15 176.20(17) . . . . ?
C13 C14 C15 C16 0.1(3) . . . . ?
C14 C15 C16 C17 1.2(4) . . . . ?
C14 C15 C16 Cl1 -178.37(18) . . . . ?
C15 C16 C17 C18 -0.8(3) . . . . ?
Cl1 C16 C17 C18 178.73(16) . . . . ?
C14 C13 C18 C17 2.1(3) . . . . ?
N1 C13 C18 C17 -175.85(17) . . . . ?
C16 C17 C18 C13 -0.8(3) . . . . ?
C8 N3 C19 C20 -155.19(19) . . . . ?
C8 N3 C19 C24 30.7(3) . . . . ?
C24 C19 C20 C21 -0.1(3) . . . . ?
N3 C19 C20 C21 -174.53(19) . . . . ?
C19 C20 C21 C22 -0.7(3) . . . . ?
C20 C21 C22 C23 1.0(3) . . . . ?
C20 C21 C22 Cl2 -179.22(17) . . . . ?
C21 C22 C23 C24 -0.5(3) . . . . ?
Cl2 C22 C23 C24 179.74(17) . . . . ?
C22 C23 C24 C19 -0.3(3) . . . . ?
C20 C19 C24 C23 0.6(3) . . . . ?
N3 C19 C24 C23 174.63(19) . . . . ?
C9 N4 C25 C26 78.2(2) . . . . ?
C9 N4 C25 C27 -158.84(17) . . . . ?
C56 C57 O5 C58 -177.1(5) . . . . ?
C57 O5 C58 O6 12.3(7) . . . . ?
C57 O5 C58 C59 -175.3(6) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.82(2) 2.00(2) 2.815(2) 173(2) 1_655
N4 H4 O1 0.78(2) 2.03(2) 2.794(2) 165(2) 1_655
N5 H5 O2 0.84(2) 2.07(2) 2.846(2) 152(2) .
O3 H3O O2 0.84(3) 1.73(3) 2.562(2) 171(3) 2_566
N6 H6 O4 0.83(2) 2.14(2) 2.898(2) 152(2) .
C38 H38 O4 0.93 2.26 3.168(3) 164.8 .

_refine_diff_density_max         0.377
_refine_diff_density_min         -0.401
_refine_diff_density_rms         0.041


# start Validation Reply Form
_vrf_PLAT242_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16 is the neighboring atom of a chlorine atom. C42 is the 
neighboring atom of a carboxylic acid group.
;
_vrf_PLAT244_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Low    Solvent Ueq as Compared to Neighbors of       C57 Check   
RESPONSE: Solvent is a wobbling molecule of ethylacetate. C57 and C56
are the carbon atoms of the ethyl group of ethyl acetate. C58 is the 
terminal carbon atom of the acetate group of ethylacetate.
;
_vrf_PLAT250_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Large U3/U1 Ratio for Average U(i,j) Tensor ....        3.6 Note  
RESPONSE: ...
;
_vrf_PLAT260_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Large Average Ueq of Residue Including       O5      0.187 Check 
RESPONSE: This residue is a wobbling molecule of ethylacetate.
;
_vrf_PLAT360_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Short  C(sp3)-C(sp3) Bond  C56     - C57     .       1.41 Ang.  
RESPONSE: C57 and C56 are the atom of the ethyl group of a 
wobbling ethyl acetate molecule.
;
_vrf_PLAT416_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.99 Ang.  
RESPONSE: These hydrogen atoms are constrained by the geometry of the
 molecule. 
;
_vrf_PLAT911_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        101 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
_vrf_PLAT913_lb0763_CFZ-DCF-1-2_LAG_EtOAc_in_EtOAc 
;
PROBLEM: Missing # of Very Strong Reflections in FCF ....         13 Note  
RESPONSE: These reflections are missing because of overflow.
;
####################################################################### 
# 
# 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_lb0721_CFZ-DCF_1-2_in_MeCN
_database_code_depnum_ccdc_archive 'CCDC 2032497'
loop_
_audit_author_name
_audit_author_address
'Laurie Bodart'
;Universite de Namur
Belgium
;
_audit_update_record             
;
2020-09-17 deposited with the CCDC.	2020-11-20 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        
;
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetic acid 
N-[(2E)-10-(4-chlorophenyl)-3-[(4-chlorophenyl)amino]-
2,10-dihydrophenazin-2-ylidene]propan-2-aminium 
bis(acetonitrile) 
2-{2-[(2,6-dichlorophenyl)amino]phenyl}acetate
;
_chemical_name_common            
;
Clofaziminium 1+ diclofenac 1- 
diclofenac acetonitrile solvated
cocrystal of salt
;
_chemical_melting_point          ?
_chemical_formula_moiety         
;	
C27 H23 Cl2 N4, C14 H10 Cl2 N O2, C14 H11 Cl2 N O2, 
2(C2 H3 N)
;
_chemical_formula_sum            'C59 H50 Cl6 N8 O4'
_chemical_formula_weight         1147.77

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'
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'
Cl Cl 0.3639 0.7018 '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                   15.0694(11)
_cell_length_b                   15.2735(10)
_cell_length_c                   15.5991(13)
_cell_angle_alpha                74.882(7)
_cell_angle_beta                 61.685(8)
_cell_angle_gamma                64.227(7)
_cell_volume                     2839.6(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    10211
_cell_measurement_theta_min      3.2090
_cell_measurement_theta_max      66.9030

_exptl_crystal_description       plate
_exptl_crystal_colour            'dark red'
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.342
_exptl_crystal_F_000             1188
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.310
_exptl_crystal_size_mid          0.240
_exptl_crystal_size_min          0.140
_exptl_absorpt_coefficient_mu    3.196
_shelx_estimated_absorpt_T_min   0.437
_shelx_estimated_absorpt_T_max   0.663
_exptl_absorpt_correction_T_min  0.711
_exptl_absorpt_correction_T_max  0.849
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.53 (Rigaku Oxford Diffraction, 2019)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_oxdiff_exptl_absorpt_empirical_full_min 0.721
_oxdiff_exptl_absorpt_empirical_full_max 4.849
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      295(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance Ultra (Cu) X-ray Source'
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Ruby, Gemini Ultra'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.3712
_diffrn_reflns_number            27894
_diffrn_reflns_av_unetI/netI     0.0300
_diffrn_reflns_av_R_equivalents  0.0322
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.221
_diffrn_reflns_theta_max         67.276
_diffrn_reflns_theta_full        67.276
_diffrn_measured_fraction_theta_max 0.983
_diffrn_measured_fraction_theta_full 0.983
_diffrn_reflns_Laue_measured_fraction_max 0.983
_diffrn_reflns_Laue_measured_fraction_full 0.983
_diffrn_reflns_point_group_measured_fraction_max 0.983
_diffrn_reflns_point_group_measured_fraction_full 0.983
_reflns_number_total             10010
_reflns_number_gt                7543
_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       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_cell_refinement       'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_computing_data_reduction        'CrysAlisPro 1.171.40.53 (Rigaku OD, 2019)'
_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)+(0.0839P)²+0.4564P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   dual
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     'SHELXL-2016/6 (Sheldrick 2016)'
_refine_ls_extinction_coef       0.00129(18)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         10010
_refine_ls_number_parameters     744
_refine_ls_number_restraints     34
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0496
_refine_ls_wR_factor_ref         0.1589
_refine_ls_wR_factor_gt          0.1422
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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
Cl3 Cl 0.24354(5) 0.36476(6) 0.84847(6) 0.0885(2) Uani 1 1 d . . . . .
Cl4 Cl -0.17423(6) 0.39818(7) 1.06236(6) 0.0945(3) Uani 1 1 d . . . . .
O1 O -0.1437(2) 0.42249(15) 0.68972(17) 0.0944(7) Uani 1 1 d . . . . .
O2 O -0.14882(15) 0.45334(16) 0.82253(15) 0.0886(6) Uani 1 1 d . . . . .
N5 N 0.02795(17) 0.37692(14) 0.87714(15) 0.0621(5) Uani 1 1 d . . . . .
H5 H -0.031(3) 0.411(2) 0.875(2) 0.074 Uiso 1 1 d . U . . .
C28 C -0.0990(2) 0.42677(17) 0.7373(2) 0.0700(7) Uani 1 1 d . . . . .
C29 C 0.0237(2) 0.3972(2) 0.6916(2) 0.0748(7) Uani 1 1 d . . . . .
H29A H 0.051182 0.393539 0.621865 0.090 Uiso 1 1 calc R U . . .
H29B H 0.041538 0.446725 0.701100 0.090 Uiso 1 1 calc R U . . .
C30 C 0.07859(19) 0.30001(18) 0.73494(18) 0.0631(6) Uani 1 1 d . . . . .
C31 C 0.1260(2) 0.2159(2) 0.6865(2) 0.0784(7) Uani 1 1 d . . . . .
H31 H 0.124159 0.220124 0.626754 0.094 Uiso 1 1 calc R U . . .
C32 C 0.1758(3) 0.1261(2) 0.7250(3) 0.0872(9) Uani 1 1 d . . . . .
H32 H 0.206975 0.070518 0.691528 0.105 Uiso 1 1 calc R U . . .
C33 C 0.1787(2) 0.1198(2) 0.8124(2) 0.0804(8) Uani 1 1 d . . . . .
H33 H 0.212550 0.059556 0.838433 0.096 Uiso 1 1 calc R U . . .
C34 C 0.1318(2) 0.20218(17) 0.8627(2) 0.0664(6) Uani 1 1 d . . . . .
H34 H 0.134830 0.196959 0.922085 0.080 Uiso 1 1 calc R U . . .
C35 C 0.08036(18) 0.29247(16) 0.82528(17) 0.0573(5) Uani 1 1 d . . . . .
C36 C 0.03677(19) 0.37608(15) 0.96236(18) 0.0572(5) Uani 1 1 d . . . . .
C37 C 0.1337(2) 0.36906(17) 0.9599(2) 0.0658(6) Uani 1 1 d . . . . .
C38 C 0.1436(3) 0.36745(19) 1.0442(3) 0.0800(8) Uani 1 1 d . . . . .
H38 H 0.209473 0.360684 1.040902 0.096 Uiso 1 1 calc R U . . .
C39 C 0.0557(3) 0.3759(2) 1.1327(3) 0.0863(9) Uani 1 1 d . . . . .
H39 H 0.062543 0.374595 1.189301 0.104 Uiso 1 1 calc R U . . .
C40 C -0.0421(3) 0.3862(2) 1.1385(2) 0.0823(8) Uani 1 1 d . . . . .
H40 H -0.101936 0.393334 1.198287 0.099 Uiso 1 1 calc R U . . .
C41 C -0.0503(2) 0.38587(18) 1.0543(2) 0.0668(6) Uani 1 1 d . . . . .
Cl5 Cl 0.29972(7) 0.12995(6) 0.20012(8) 0.1050(3) Uani 1 1 d . . . . .
Cl6 Cl 0.72985(6) 0.00227(6) -0.02327(7) 0.0965(3) Uani 1 1 d . . . . .
O3 O 0.35521(17) 0.47960(13) 0.08644(17) 0.0812(5) Uani 1 1 d . . . . .
O4 O 0.33811(16) 0.34314(14) 0.0885(2) 0.0994(7) Uani 1 1 d . . . . .
N6 N 0.51161(18) 0.15457(14) 0.07623(17) 0.0655(5) Uani 1 1 d . . . . .
H6 H 0.448(3) 0.199(2) 0.077(2) 0.079 Uiso 1 1 d . U . . .
C42 C 0.3945(2) 0.39016(17) 0.0642(2) 0.0649(6) Uani 1 1 d . . . . .
C43 C 0.5161(2) 0.34734(17) 0.01084(19) 0.0651(6) Uani 1 1 d . . . . .
H43A H 0.544325 0.399381 -0.017486 0.078 Uiso 1 1 calc R U . . .
H43B H 0.535586 0.310632 -0.041725 0.078 Uiso 1 1 calc R U . . .
C44 C 0.56547(17) 0.28111(16) 0.08015(17) 0.0565(5) Uani 1 1 d . . . . .
C45 C 0.61392(19) 0.31352(18) 0.1159(2) 0.0649(6) Uani 1 1 d . . . . .
H45 H 0.615042 0.376159 0.096884 0.078 Uiso 1 1 calc R U . . .
C46 C 0.6605(2) 0.2548(2) 0.1790(2) 0.0729(7) Uani 1 1 d . . . . .
H46 H 0.692566 0.277591 0.202329 0.088 Uiso 1 1 calc R U . . .
C47 C 0.6586(2) 0.1629(2) 0.2065(2) 0.0738(7) Uani 1 1 d . . . . .
H47 H 0.690418 0.122509 0.248315 0.089 Uiso 1 1 calc R U . . .
C48 C 0.6100(2) 0.12912(18) 0.1732(2) 0.0656(6) Uani 1 1 d . . . . .
H48 H 0.609031 0.066505 0.193266 0.079 Uiso 1 1 calc R U . . .
C49 C 0.56260(17) 0.18728(16) 0.11004(18) 0.0560(5) Uani 1 1 d . . . . .
C50 C 0.5159(2) 0.05868(16) 0.09389(19) 0.0630(6) Uani 1 1 d . . . . .
C51 C 0.4229(2) 0.03611(19) 0.1495(2) 0.0723(7) Uani 1 1 d . . . . .
C52 C 0.4257(3) -0.0581(2) 0.1634(2) 0.0836(8) Uani 1 1 d . . . . .
H52 H 0.362204 -0.070900 0.199880 0.100 Uiso 1 1 calc R U . . .
C53 C 0.5231(3) -0.1328(2) 0.1228(2) 0.0865(9) Uani 1 1 d . . . . .
H53 H 0.525444 -0.196399 0.132924 0.104 Uiso 1 1 calc R U . . .
C54 C 0.6162(3) -0.11428(19) 0.0679(2) 0.0828(8) Uani 1 1 d . . . . .
H54 H 0.681791 -0.165021 0.040863 0.099 Uiso 1 1 calc R U . . .
C55 C 0.6123(2) -0.01958(18) 0.0525(2) 0.0724(7) Uani 1 1 d . . . . .
H3B H 0.281(3) 0.498(3) 0.120(3) 0.109 Uiso 1 1 d . U . . .
Cl1 Cl 0.62492(10) -0.06752(6) 0.53775(9) 0.1251(4) Uani 1 1 d . . . . .
Cl2 Cl -0.16891(7) 1.02792(6) 0.57942(8) 0.1093(3) Uani 1 1 d . . . . .
N1 N 0.45244(15) 0.34974(13) 0.60103(14) 0.0536(4) Uani 1 1 d . . . . .
N2 N 0.38164(15) 0.54720(14) 0.62666(14) 0.0587(5) Uani 1 1 d . . . . .
N3 N 0.14530(17) 0.62999(14) 0.47098(17) 0.0633(5) Uani 1 1 d . . . . .
H3 H 0.143(2) 0.616(2) 0.426(2) 0.076 Uiso 1 1 d . U . . .
N4 N 0.22084(16) 0.43602(15) 0.43961(15) 0.0582(5) Uani 1 1 d . . . . .
H4 H 0.185(2) 0.481(2) 0.410(2) 0.070 Uiso 1 1 d . U . . .
C1 C 0.5747(2) 0.31052(19) 0.67843(19) 0.0647(6) Uani 1 1 d . . . . .
H1 H 0.599750 0.244396 0.670853 0.078 Uiso 1 1 calc R U . . .
C2 C 0.6143(2) 0.3431(2) 0.7214(2) 0.0725(7) Uani 1 1 d . . . . .
H2 H 0.666996 0.298386 0.742557 0.087 Uiso 1 1 calc R U . . .
C3 C 0.5777(2) 0.4416(2) 0.7343(2) 0.0732(7) Uani 1 1 d . . . . .
H3A H 0.605173 0.462023 0.764504 0.088 Uiso 1 1 calc R U . . .
C4 C 0.5012(2) 0.5081(2) 0.70244(19) 0.0667(6) Uani 1 1 d . . . . .
H4A H 0.477454 0.573895 0.710443 0.080 Uiso 1 1 calc R U . . .
C5 C 0.45814(19) 0.47796(17) 0.65768(17) 0.0574(5) Uani 1 1 d . . . . .
C6 C 0.34134(17) 0.51781(16) 0.58539(16) 0.0529(5) Uani 1 1 d . . . . .
C7 C 0.26278(18) 0.58802(16) 0.55189(17) 0.0569(5) Uani 1 1 d . . . . .
H7 H 0.238393 0.653118 0.562947 0.068 Uiso 1 1 calc R U . . .
C8 C 0.22173(18) 0.56364(16) 0.50410(16) 0.0548(5) Uani 1 1 d . . . . .
C9 C 0.25950(17) 0.46060(16) 0.48681(16) 0.0533(5) Uani 1 1 d . . . . .
C10 C 0.33408(18) 0.39073(16) 0.52237(17) 0.0554(5) Uani 1 1 d . . . . .
H10 H 0.356204 0.325259 0.514011 0.066 Uiso 1 1 calc R U . . .
C11 C 0.37550(17) 0.41671(15) 0.56950(16) 0.0523(5) Uani 1 1 d . . . . .
C12 C 0.49544(18) 0.37824(16) 0.64569(16) 0.0547(5) Uani 1 1 d . . . . .
C13 C 0.49255(18) 0.24791(15) 0.58387(16) 0.0545(5) Uani 1 1 d . . . . .
C14 C 0.5864(2) 0.21137(18) 0.50281(19) 0.0654(6) Uani 1 1 d . . . . .
H14 H 0.621516 0.252211 0.458224 0.079 Uiso 1 1 calc R U . . .
C15 C 0.6278(2) 0.1134(2) 0.4883(2) 0.0763(7) Uani 1 1 d . . . . .
H15 H 0.691857 0.087017 0.434749 0.092 Uiso 1 1 calc R U . . .
C16 C 0.5722(2) 0.05560(18) 0.5551(2) 0.0746(7) Uani 1 1 d . U . . .
C17 C 0.4780(3) 0.0927(2) 0.6341(2) 0.0842(8) Uani 1 1 d . U . . .
H17 H 0.441661 0.052159 0.677364 0.101 Uiso 1 1 calc R U . . .
C18 C 0.4361(2) 0.19075(18) 0.6501(2) 0.0709(6) Uani 1 1 d . . . . .
H18 H 0.372082 0.216936 0.703736 0.085 Uiso 1 1 calc R U . . .
C19 C 0.07676(18) 0.72544(16) 0.49891(18) 0.0590(5) Uani 1 1 d . . . . .
C20 C 0.0413(2) 0.79140(19) 0.4312(2) 0.0724(7) Uani 1 1 d . . . . .
H20 H 0.068596 0.773291 0.368462 0.087 Uiso 1 1 calc R U . . .
C21 C -0.0344(2) 0.8837(2) 0.4565(2) 0.0818(8) Uani 1 1 d . . . . .
H21 H -0.058208 0.927215 0.410869 0.098 Uiso 1 1 calc R U . . .
C22 C -0.0740(2) 0.91109(19) 0.5478(2) 0.0757(7) Uani 1 1 d . . . . .
C23 C -0.0393(2) 0.8474(2) 0.6159(2) 0.0784(7) Uani 1 1 d . . . . .
H23 H -0.065974 0.866697 0.678084 0.094 Uiso 1 1 calc R U . . .
C24 C 0.0354(2) 0.7547(2) 0.5914(2) 0.0709(7) Uani 1 1 d . . . . .
H24 H 0.058170 0.711396 0.637704 0.085 Uiso 1 1 calc R U . . .
C25 C 0.2520(2) 0.33683(17) 0.41538(18) 0.0603(5) Uani 1 1 d . . . . .
H25 H 0.258518 0.291605 0.471512 0.072 Uiso 1 1 calc R U . . .
C26 C 0.3604(2) 0.3063(2) 0.3279(2) 0.0819(8) Uani 1 1 d . . . . .
H26A H 0.357689 0.353677 0.273946 0.123 Uiso 1 1 calc R U . . .
H26B H 0.375968 0.243919 0.310189 0.123 Uiso 1 1 calc R U . . .
H26C H 0.416209 0.302153 0.344107 0.123 Uiso 1 1 calc R U . . .
C27 C 0.1629(3) 0.3336(2) 0.3979(2) 0.0801(8) Uani 1 1 d . . . . .
H27A H 0.161521 0.371081 0.338329 0.120 Uiso 1 1 calc R U . . .
H27B H 0.094421 0.360295 0.451286 0.120 Uiso 1 1 calc R U . . .
H27C H 0.176313 0.267231 0.392848 0.120 Uiso 1 1 calc R U . . .
N7 N 0.1673(4) 0.8192(5) 0.6907(4) 0.188(2) Uani 1 1 d . . . . .
C56 C 0.0161(7) 0.8788(6) 0.8510(6) 0.255(5) Uani 1 1 d . . . . .
H56A H -0.027406 0.946710 0.847502 0.383 Uiso 1 1 calc R U . . .
H56B H 0.046514 0.866907 0.896693 0.383 Uiso 1 1 calc R U . . .
H56C H -0.028125 0.840674 0.871995 0.383 Uiso 1 1 calc R U . . .
C57 C 0.0984(4) 0.8531(5) 0.7602(4) 0.1399(18) Uani 1 1 d . . . . .
C58A C 0.1460(15) 0.7969(14) 0.0908(17) 0.186(7) Uani 0.662(7) 1 d D U P A -1
H58A H 0.202782 0.735406 0.068863 0.279 Uiso 0.662(7) 1 calc R U P A -1
H58B H 0.145887 0.842996 0.035545 0.279 Uiso 0.662(7) 1 calc R U P A -1
H58C H 0.077494 0.788747 0.124365 0.279 Uiso 0.662(7) 1 calc R U P A -1
C59A C 0.1607(9) 0.8257(8) 0.1440(7) 0.153(4) Uani 0.662(7) 1 d D U P A -1
N8A N 0.1835(13) 0.8416(11) 0.1954(7) 0.272(7) Uani 0.662(7) 1 d D U P A -1
C58B C 0.129(2) 0.814(2) 0.079(3) 0.154(11) Uani 0.338(7) 1 d D U P A -2
H58D H 0.105887 0.763268 0.081120 0.230 Uiso 0.338(7) 1 calc R U P A -2
H58E H 0.113377 0.823023 0.143703 0.230 Uiso 0.338(7) 1 calc R U P A -2
H58F H 0.205706 0.794808 0.039639 0.230 Uiso 0.338(7) 1 calc R U P A -2
C59B C 0.0831(15) 0.8867(16) 0.0442(16) 0.149(7) Uani 0.338(7) 1 d D U P A -2
N8B N 0.0468(17) 0.9509(16) 0.0014(18) 0.200(9) Uani 0.338(7) 1 d D 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
Cl3 C37 1.733(3) . ?
Cl4 C41 1.739(3) . ?
O1 C28 1.243(3) . ?
O2 C28 1.251(3) . ?
N5 C36 1.394(3) . ?
N5 C35 1.412(3) . ?
N5 H5 0.82(3) . ?
C28 C29 1.525(4) . ?
C29 C30 1.511(4) . ?
C29 H29A 0.9700 . ?
C29 H29B 0.9700 . ?
C30 C31 1.389(4) . ?
C30 C35 1.396(3) . ?
C31 C32 1.381(4) . ?
C31 H31 0.9300 . ?
C32 C33 1.362(4) . ?
C32 H32 0.9300 . ?
C33 C34 1.384(4) . ?
C33 H33 0.9300 . ?
C34 C35 1.387(3) . ?
C34 H34 0.9300 . ?
C36 C41 1.399(4) . ?
C36 C37 1.400(3) . ?
C37 C38 1.384(4) . ?
C38 C39 1.373(5) . ?
C38 H38 0.9300 . ?
C39 C40 1.374(5) . ?
C39 H39 0.9300 . ?
C40 C41 1.377(4) . ?
C40 H40 0.9300 . ?
Cl5 C51 1.735(3) . ?
Cl6 C55 1.722(3) . ?
O3 C42 1.298(3) . ?
O3 H3B 0.93(4) . ?
O4 C42 1.210(3) . ?
N6 C50 1.396(3) . ?
N6 C49 1.405(3) . ?
N6 H6 0.89(3) . ?
C42 C43 1.508(4) . ?
C43 C44 1.511(3) . ?
C43 H43A 0.9700 . ?
C43 H43B 0.9700 . ?
C44 C45 1.390(3) . ?
C44 C49 1.400(3) . ?
C45 C46 1.384(4) . ?
C45 H45 0.9300 . ?
C46 C47 1.367(4) . ?
C46 H46 0.9300 . ?
C47 C48 1.378(4) . ?
C47 H47 0.9300 . ?
C48 C49 1.389(3) . ?
C48 H48 0.9300 . ?
C50 C51 1.395(4) . ?
C50 C55 1.400(4) . ?
C51 C52 1.383(4) . ?
C52 C53 1.377(5) . ?
C52 H52 0.9300 . ?
C53 C54 1.364(5) . ?
C53 H53 0.9300 . ?
C54 C55 1.383(4) . ?
C54 H54 0.9300 . ?
Cl1 C16 1.733(3) . ?
Cl2 C22 1.744(3) . ?
N1 C11 1.371(3) . ?
N1 C12 1.388(3) . ?
N1 C13 1.450(3) . ?
N2 C6 1.320(3) . ?
N2 C5 1.372(3) . ?
N3 C8 1.377(3) . ?
N3 C19 1.406(3) . ?
N3 H3 0.80(3) . ?
N4 C9 1.328(3) . ?
N4 C25 1.473(3) . ?
N4 H4 0.86(3) . ?
C1 C2 1.365(4) . ?
C1 C12 1.409(3) . ?
C1 H1 0.9300 . ?
C2 C3 1.392(4) . ?
C2 H2 0.9300 . ?
C3 C4 1.367(4) . ?
C3 H3A 0.9300 . ?
C4 C5 1.406(3) . ?
C4 H4A 0.9300 . ?
C5 C12 1.405(3) . ?
C6 C7 1.420(3) . ?
C6 C11 1.448(3) . ?
C7 C8 1.364(3) . ?
C7 H7 0.9300 . ?
C8 C9 1.473(3) . ?
C9 C10 1.396(3) . ?
C10 C11 1.375(3) . ?
C10 H10 0.9300 . ?
C13 C18 1.376(3) . ?
C13 C14 1.377(3) . ?
C14 C15 1.382(4) . ?
C14 H14 0.9300 . ?
C15 C16 1.379(4) . ?
C15 H15 0.9300 . ?
C16 C17 1.364(4) . ?
C17 C18 1.388(4) . ?
C17 H17 0.9300 . ?
C18 H18 0.9300 . ?
C19 C24 1.383(4) . ?
C19 C20 1.388(3) . ?
C20 C21 1.381(4) . ?
C20 H20 0.9300 . ?
C21 C22 1.360(4) . ?
C21 H21 0.9300 . ?
C22 C23 1.376(4) . ?
C23 C24 1.381(4) . ?
C23 H23 0.9300 . ?
C24 H24 0.9300 . ?
C25 C27 1.514(3) . ?
C25 C26 1.518(4) . ?
C25 H25 0.9800 . ?
C26 H26A 0.9600 . ?
C26 H26B 0.9600 . ?
C26 H26C 0.9600 . ?
C27 H27A 0.9600 . ?
C27 H27B 0.9600 . ?
C27 H27C 0.9600 . ?
N7 C57 1.131(7) . ?
C56 C57 1.378(9) . ?
C56 H56A 0.9600 . ?
C56 H56B 0.9600 . ?
C56 H56C 0.9600 . ?
C58A C59A 1.18(2) . ?
C58A H58A 0.9600 . ?
C58A H58B 0.9600 . ?
C58A H58C 0.9600 . ?
C59A N8A 1.120(12) . ?
C58B C59B 1.18(3) . ?
C58B H58D 0.9600 . ?
C58B H58E 0.9600 . ?
C58B H58F 0.9600 . ?
C59B N8B 1.116(17) . ?

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
C36 N5 C35 121.57(18) . . ?
C36 N5 H5 116(2) . . ?
C35 N5 H5 112(2) . . ?
O1 C28 O2 123.9(3) . . ?
O1 C28 C29 119.3(3) . . ?
O2 C28 C29 116.7(2) . . ?
C30 C29 C28 112.2(2) . . ?
C30 C29 H29A 109.2 . . ?
C28 C29 H29A 109.2 . . ?
C30 C29 H29B 109.2 . . ?
C28 C29 H29B 109.2 . . ?
H29A C29 H29B 107.9 . . ?
C31 C30 C35 118.7(2) . . ?
C31 C30 C29 120.4(2) . . ?
C35 C30 C29 120.9(2) . . ?
C32 C31 C30 121.5(3) . . ?
C32 C31 H31 119.2 . . ?
C30 C31 H31 119.2 . . ?
C33 C32 C31 119.3(3) . . ?
C33 C32 H32 120.3 . . ?
C31 C32 H32 120.3 . . ?
C32 C33 C34 120.6(3) . . ?
C32 C33 H33 119.7 . . ?
C34 C33 H33 119.7 . . ?
C33 C34 C35 120.5(3) . . ?
C33 C34 H34 119.7 . . ?
C35 C34 H34 119.7 . . ?
C34 C35 C30 119.3(2) . . ?
C34 C35 N5 121.6(2) . . ?
C30 C35 N5 119.1(2) . . ?
N5 C36 C41 122.8(2) . . ?
N5 C36 C37 121.3(2) . . ?
C41 C36 C37 115.9(2) . . ?
C38 C37 C36 121.7(3) . . ?
C38 C37 Cl3 119.0(2) . . ?
C36 C37 Cl3 119.3(2) . . ?
C39 C38 C37 119.8(3) . . ?
C39 C38 H38 120.1 . . ?
C37 C38 H38 120.1 . . ?
C38 C39 C40 120.6(3) . . ?
C38 C39 H39 119.7 . . ?
C40 C39 H39 119.7 . . ?
C39 C40 C41 119.0(3) . . ?
C39 C40 H40 120.5 . . ?
C41 C40 H40 120.5 . . ?
C40 C41 C36 122.9(3) . . ?
C40 C41 Cl4 118.7(2) . . ?
C36 C41 Cl4 118.40(18) . . ?
C42 O3 H3B 108(2) . . ?
C50 N6 C49 122.73(19) . . ?
C50 N6 H6 114(2) . . ?
C49 N6 H6 113.2(19) . . ?
O4 C42 O3 122.4(3) . . ?
O4 C42 C43 122.4(2) . . ?
O3 C42 C43 115.1(2) . . ?
C42 C43 C44 110.2(2) . . ?
C42 C43 H43A 109.6 . . ?
C44 C43 H43A 109.6 . . ?
C42 C43 H43B 109.6 . . ?
C44 C43 H43B 109.6 . . ?
H43A C43 H43B 108.1 . . ?
C45 C44 C49 119.0(2) . . ?
C45 C44 C43 119.9(2) . . ?
C49 C44 C43 121.1(2) . . ?
C46 C45 C44 121.6(2) . . ?
C46 C45 H45 119.2 . . ?
C44 C45 H45 119.2 . . ?
C47 C46 C45 118.8(2) . . ?
C47 C46 H46 120.6 . . ?
C45 C46 H46 120.6 . . ?
C46 C47 C48 120.9(2) . . ?
C46 C47 H47 119.6 . . ?
C48 C47 H47 119.6 . . ?
C47 C48 C49 121.0(2) . . ?
C47 C48 H48 119.5 . . ?
C49 C48 H48 119.5 . . ?
C48 C49 C44 118.7(2) . . ?
C48 C49 N6 121.8(2) . . ?
C44 C49 N6 119.52(19) . . ?
C51 C50 N6 121.7(2) . . ?
C51 C50 C55 116.1(2) . . ?
N6 C50 C55 122.1(2) . . ?
C52 C51 C50 122.1(3) . . ?
C52 C51 Cl5 119.2(2) . . ?
C50 C51 Cl5 118.7(2) . . ?
C53 C52 C51 119.5(3) . . ?
C53 C52 H52 120.3 . . ?
C51 C52 H52 120.3 . . ?
C54 C53 C52 120.5(3) . . ?
C54 C53 H53 119.7 . . ?
C52 C53 H53 119.7 . . ?
C53 C54 C55 119.6(3) . . ?
C53 C54 H54 120.2 . . ?
C55 C54 H54 120.2 . . ?
C54 C55 C50 122.2(3) . . ?
C54 C55 Cl6 118.4(2) . . ?
C50 C55 Cl6 119.4(2) . . ?
C11 N1 C12 121.15(18) . . ?
C11 N1 C13 119.30(17) . . ?
C12 N1 C13 119.50(17) . . ?
C6 N2 C5 118.08(19) . . ?
C8 N3 C19 127.9(2) . . ?
C8 N3 H3 117(2) . . ?
C19 N3 H3 114(2) . . ?
C9 N4 C25 125.96(19) . . ?
C9 N4 H4 118.9(19) . . ?
C25 N4 H4 113.8(19) . . ?
C2 C1 C12 119.3(2) . . ?
C2 C1 H1 120.4 . . ?
C12 C1 H1 120.4 . . ?
C1 C2 C3 121.6(2) . . ?
C1 C2 H2 119.2 . . ?
C3 C2 H2 119.2 . . ?
C4 C3 C2 119.7(2) . . ?
C4 C3 H3A 120.1 . . ?
C2 C3 H3A 120.1 . . ?
C3 C4 C5 120.7(2) . . ?
C3 C4 H4A 119.6 . . ?
C5 C4 H4A 119.6 . . ?
N2 C5 C12 122.36(19) . . ?
N2 C5 C4 118.8(2) . . ?
C12 C5 C4 118.9(2) . . ?
N2 C6 C7 119.22(19) . . ?
N2 C6 C11 123.30(19) . . ?
C7 C6 C11 117.46(18) . . ?
C8 C7 C6 122.5(2) . . ?
C8 C7 H7 118.8 . . ?
C6 C7 H7 118.8 . . ?
C7 C8 N3 123.8(2) . . ?
C7 C8 C9 119.07(19) . . ?
N3 C8 C9 117.08(19) . . ?
N4 C9 C10 121.6(2) . . ?
N4 C9 C8 119.65(19) . . ?
C10 C9 C8 118.77(19) . . ?
C11 C10 C9 121.4(2) . . ?
C11 C10 H10 119.3 . . ?
C9 C10 H10 119.3 . . ?
N1 C11 C10 122.3(2) . . ?
N1 C11 C6 116.91(18) . . ?
C10 C11 C6 120.80(19) . . ?
N1 C12 C5 118.19(18) . . ?
N1 C12 C1 122.0(2) . . ?
C5 C12 C1 119.8(2) . . ?
C18 C13 C14 122.2(2) . . ?
C18 C13 N1 118.7(2) . . ?
C14 C13 N1 119.0(2) . . ?
C13 C14 C15 119.4(2) . . ?
C13 C14 H14 120.3 . . ?
C15 C14 H14 120.3 . . ?
C16 C15 C14 118.6(3) . . ?
C16 C15 H15 120.7 . . ?
C14 C15 H15 120.7 . . ?
C17 C16 C15 121.8(2) . . ?
C17 C16 Cl1 119.6(2) . . ?
C15 C16 Cl1 118.6(2) . . ?
C16 C17 C18 120.2(3) . . ?
C16 C17 H17 119.9 . . ?
C18 C17 H17 119.9 . . ?
C13 C18 C17 117.8(3) . . ?
C13 C18 H18 121.1 . . ?
C17 C18 H18 121.1 . . ?
C24 C19 C20 118.5(2) . . ?
C24 C19 N3 124.2(2) . . ?
C20 C19 N3 117.1(2) . . ?
C21 C20 C19 120.5(3) . . ?
C21 C20 H20 119.7 . . ?
C19 C20 H20 119.7 . . ?
C22 C21 C20 120.1(3) . . ?
C22 C21 H21 119.9 . . ?
C20 C21 H21 119.9 . . ?
C21 C22 C23 120.5(3) . . ?
C21 C22 Cl2 120.1(2) . . ?
C23 C22 Cl2 119.4(2) . . ?
C22 C23 C24 119.6(3) . . ?
C22 C23 H23 120.2 . . ?
C24 C23 H23 120.2 . . ?
C23 C24 C19 120.8(2) . . ?
C23 C24 H24 119.6 . . ?
C19 C24 H24 119.6 . . ?
N4 C25 C27 108.7(2) . . ?
N4 C25 C26 111.1(2) . . ?
C27 C25 C26 111.8(2) . . ?
N4 C25 H25 108.4 . . ?
C27 C25 H25 108.4 . . ?
C26 C25 H25 108.4 . . ?
C25 C26 H26A 109.5 . . ?
C25 C26 H26B 109.5 . . ?
H26A C26 H26B 109.5 . . ?
C25 C26 H26C 109.5 . . ?
H26A C26 H26C 109.5 . . ?
H26B C26 H26C 109.5 . . ?
C25 C27 H27A 109.5 . . ?
C25 C27 H27B 109.5 . . ?
H27A C27 H27B 109.5 . . ?
C25 C27 H27C 109.5 . . ?
H27A C27 H27C 109.5 . . ?
H27B C27 H27C 109.5 . . ?
C57 C56 H56A 109.5 . . ?
C57 C56 H56B 109.5 . . ?
H56A C56 H56B 109.5 . . ?
C57 C56 H56C 109.5 . . ?
H56A C56 H56C 109.5 . . ?
H56B C56 H56C 109.5 . . ?
N7 C57 C56 170.5(8) . . ?
C59A C58A H58A 109.5 . . ?
C59A C58A H58B 109.5 . . ?
H58A C58A H58B 109.5 . . ?
C59A C58A H58C 109.5 . . ?
H58A C58A H58C 109.5 . . ?
H58B C58A H58C 109.5 . . ?
N8A C59A C58A 171.3(19) . . ?
C59B C58B H58D 109.5 . . ?
C59B C58B H58E 109.5 . . ?
H58D C58B H58E 109.5 . . ?
C59B C58B H58F 109.5 . . ?
H58D C58B H58F 109.5 . . ?
H58E C58B H58F 109.5 . . ?
N8B C59B C58B 172(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 C28 C29 C30 -106.7(3) . . . . ?
O2 C28 C29 C30 72.6(3) . . . . ?
C28 C29 C30 C31 99.7(3) . . . . ?
C28 C29 C30 C35 -78.6(3) . . . . ?
C35 C30 C31 C32 -1.0(4) . . . . ?
C29 C30 C31 C32 -179.4(3) . . . . ?
C30 C31 C32 C33 -0.1(5) . . . . ?
C31 C32 C33 C34 0.4(5) . . . . ?
C32 C33 C34 C35 0.5(5) . . . . ?
C33 C34 C35 C30 -1.6(4) . . . . ?
C33 C34 C35 N5 177.3(3) . . . . ?
C31 C30 C35 C34 1.8(4) . . . . ?
C29 C30 C35 C34 -179.8(2) . . . . ?
C31 C30 C35 N5 -177.1(2) . . . . ?
C29 C30 C35 N5 1.3(4) . . . . ?
C36 N5 C35 C34 8.1(4) . . . . ?
C36 N5 C35 C30 -173.0(2) . . . . ?
C35 N5 C36 C41 -111.4(3) . . . . ?
C35 N5 C36 C37 71.2(3) . . . . ?
N5 C36 C37 C38 -179.5(2) . . . . ?
C41 C36 C37 C38 2.8(3) . . . . ?
N5 C36 C37 Cl3 1.8(3) . . . . ?
C41 C36 C37 Cl3 -175.81(17) . . . . ?
C36 C37 C38 C39 -2.0(4) . . . . ?
Cl3 C37 C38 C39 176.6(2) . . . . ?
C37 C38 C39 C40 -0.2(4) . . . . ?
C38 C39 C40 C41 1.4(4) . . . . ?
C39 C40 C41 C36 -0.5(4) . . . . ?
C39 C40 C41 Cl4 179.6(2) . . . . ?
N5 C36 C41 C40 -179.2(2) . . . . ?
C37 C36 C41 C40 -1.6(4) . . . . ?
N5 C36 C41 Cl4 0.8(3) . . . . ?
C37 C36 C41 Cl4 178.35(18) . . . . ?
O4 C42 C43 C44 -74.8(3) . . . . ?
O3 C42 C43 C44 101.9(2) . . . . ?
C42 C43 C44 C45 -102.5(3) . . . . ?
C42 C43 C44 C49 77.0(3) . . . . ?
C49 C44 C45 C46 0.9(4) . . . . ?
C43 C44 C45 C46 -179.6(2) . . . . ?
C44 C45 C46 C47 0.0(4) . . . . ?
C45 C46 C47 C48 -0.8(4) . . . . ?
C46 C47 C48 C49 0.6(4) . . . . ?
C47 C48 C49 C44 0.4(4) . . . . ?
C47 C48 C49 N6 -179.2(2) . . . . ?
C45 C44 C49 C48 -1.1(3) . . . . ?
C43 C44 C49 C48 179.5(2) . . . . ?
C45 C44 C49 N6 178.5(2) . . . . ?
C43 C44 C49 N6 -0.9(3) . . . . ?
C50 N6 C49 C48 -7.8(4) . . . . ?
C50 N6 C49 C44 172.7(2) . . . . ?
C49 N6 C50 C51 116.3(3) . . . . ?
C49 N6 C50 C55 -67.3(3) . . . . ?
N6 C50 C51 C52 176.8(2) . . . . ?
C55 C50 C51 C52 0.2(4) . . . . ?
N6 C50 C51 Cl5 -1.6(3) . . . . ?
C55 C50 C51 Cl5 -178.1(2) . . . . ?
C50 C51 C52 C53 1.2(4) . . . . ?
Cl5 C51 C52 C53 179.5(2) . . . . ?
C51 C52 C53 C54 -1.1(5) . . . . ?
C52 C53 C54 C55 -0.3(5) . . . . ?
C53 C54 C55 C50 1.8(4) . . . . ?
C53 C54 C55 Cl6 -176.1(2) . . . . ?
C51 C50 C55 C54 -1.7(4) . . . . ?
N6 C50 C55 C54 -178.2(2) . . . . ?
C51 C50 C55 Cl6 176.2(2) . . . . ?
N6 C50 C55 Cl6 -0.4(3) . . . . ?
C12 C1 C2 C3 0.5(4) . . . . ?
C1 C2 C3 C4 -0.8(4) . . . . ?
C2 C3 C4 C5 0.7(4) . . . . ?
C6 N2 C5 C12 0.9(3) . . . . ?
C6 N2 C5 C4 -179.5(2) . . . . ?
C3 C4 C5 N2 -179.9(2) . . . . ?
C3 C4 C5 C12 -0.4(4) . . . . ?
C5 N2 C6 C7 -179.5(2) . . . . ?
C5 N2 C6 C11 -1.4(3) . . . . ?
N2 C6 C7 C8 176.5(2) . . . . ?
C11 C6 C7 C8 -1.7(3) . . . . ?
C6 C7 C8 N3 179.8(2) . . . . ?
C6 C7 C8 C9 0.4(4) . . . . ?
C19 N3 C8 C7 -17.4(4) . . . . ?
C19 N3 C8 C9 162.1(2) . . . . ?
C25 N4 C9 C10 -2.3(4) . . . . ?
C25 N4 C9 C8 178.9(2) . . . . ?
C7 C8 C9 N4 -179.4(2) . . . . ?
N3 C8 C9 N4 1.1(3) . . . . ?
C7 C8 C9 C10 1.7(3) . . . . ?
N3 C8 C9 C10 -177.8(2) . . . . ?
N4 C9 C10 C11 178.7(2) . . . . ?
C8 C9 C10 C11 -2.5(3) . . . . ?
C12 N1 C11 C10 177.9(2) . . . . ?
C13 N1 C11 C10 0.4(3) . . . . ?
C12 N1 C11 C6 -0.2(3) . . . . ?
C13 N1 C11 C6 -177.78(19) . . . . ?
C9 C10 C11 N1 -177.0(2) . . . . ?
C9 C10 C11 C6 1.1(4) . . . . ?
N2 C6 C11 N1 1.0(3) . . . . ?
C7 C6 C11 N1 179.2(2) . . . . ?
N2 C6 C11 C10 -177.2(2) . . . . ?
C7 C6 C11 C10 0.9(3) . . . . ?
C11 N1 C12 C5 -0.1(3) . . . . ?
C13 N1 C12 C5 177.4(2) . . . . ?
C11 N1 C12 C1 -179.9(2) . . . . ?
C13 N1 C12 C1 -2.4(3) . . . . ?
N2 C5 C12 N1 -0.2(3) . . . . ?
C4 C5 C12 N1 -179.7(2) . . . . ?
N2 C5 C12 C1 179.6(2) . . . . ?
C4 C5 C12 C1 0.0(4) . . . . ?
C2 C1 C12 N1 179.7(2) . . . . ?
C2 C1 C12 C5 -0.1(4) . . . . ?
C11 N1 C13 C18 -85.7(3) . . . . ?
C12 N1 C13 C18 96.8(3) . . . . ?
C11 N1 C13 C14 95.2(3) . . . . ?
C12 N1 C13 C14 -82.4(3) . . . . ?
C18 C13 C14 C15 -2.1(4) . . . . ?
N1 C13 C14 C15 177.0(2) . . . . ?
C13 C14 C15 C16 1.3(4) . . . . ?
C14 C15 C16 C17 0.2(4) . . . . ?
C14 C15 C16 Cl1 -179.2(2) . . . . ?
C15 C16 C17 C18 -0.9(5) . . . . ?
Cl1 C16 C17 C18 178.5(2) . . . . ?
C14 C13 C18 C17 1.3(4) . . . . ?
N1 C13 C18 C17 -177.8(2) . . . . ?
C16 C17 C18 C13 0.2(4) . . . . ?
C8 N3 C19 C24 -32.7(4) . . . . ?
C8 N3 C19 C20 153.3(3) . . . . ?
C24 C19 C20 C21 -0.6(4) . . . . ?
N3 C19 C20 C21 173.7(3) . . . . ?
C19 C20 C21 C22 0.6(5) . . . . ?
C20 C21 C22 C23 0.0(5) . . . . ?
C20 C21 C22 Cl2 179.6(2) . . . . ?
C21 C22 C23 C24 -0.8(4) . . . . ?
Cl2 C22 C23 C24 179.7(2) . . . . ?
C22 C23 C24 C19 0.8(4) . . . . ?
C20 C19 C24 C23 -0.1(4) . . . . ?
N3 C19 C24 C23 -174.0(2) . . . . ?
C9 N4 C25 C27 158.6(2) . . . . ?
C9 N4 C25 C26 -78.0(3) . . . . ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N3 H3 O1 0.80(3) 2.04(3) 2.837(3) 178(3) 2_566
N4 H4 O1 0.86(3) 1.97(3) 2.803(3) 164(3) 2_566
N5 H5 O2 0.82(3) 2.09(3) 2.848(3) 154(3) .
O3 H3B O2 0.93(4) 1.64(4) 2.557(3) 171(4) 2_566
N6 H6 O4 0.89(3) 2.09(3) 2.904(3) 151(3) .
C38 H38 O4 0.93 2.28 3.170(3) 160.6 1_556
C43 H43A O3 0.97 2.59 3.553(3) 171.1 2_665
C56 H56B N8B 0.96 2.33 3.12(3) 139.8 1_556

_refine_diff_density_max         0.442
_refine_diff_density_min         -0.358
_refine_diff_density_rms         0.044


# start Validation Reply Form
_vrf_PLAT230_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Hirshfeld Test Diff for    C16      --C17      .        7.0 s.u.  
RESPONSE: ...
;
_vrf_PLAT242_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Low    MainMol Ueq as Compared to Neighbors of        C16 Check   
RESPONSE: C16 is neighboring atom of a chlorine atom, C28 and C42 are carbon
of carbonyl groups.
;
_vrf_PLAT244_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Low    Solvent Ueq as Compared to Neighbors of        C57 Check   
RESPONSE: C57 is a carbon atom of a non-bonded, wobbling acetonitrile 
molecule.
;
_vrf_PLAT260_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Large Average Ueq of Residue Including        N7      0.194 Check 
RESPONSE: N7, N8A and N8B belong to disordered/non-bonded acetonitrile 
molecules.
;
_vrf_PLAT340_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Low Bond Precision on  C-C Bonds ...............    0.00436 Ang.  
RESPONSE: The structure contains disordered and non-bonded acetonitrile 
molecules and there is also quite large thermal motion of the fragments.
;
_vrf_PLAT416_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Short Intra D-H..H-D       H3       ..H4       .       1.92 Ang.  
RESPONSE: Such specific geometry of these hydrogen atoms is constrained
by the geometry of the molecule.
;
_vrf_PLAT911_lb0721_CFZ-DCF_1-2_in_MeCN 
;
PROBLEM: Missing FCF Refl Between Thmin & STh/L=    0.598        175 Report
RESPONSE: These reflections are missing because of the instrument geometry
limitations.
;
