#==========================================================================
data_global
#==========================================================================

_audit_creation_method            SHELXL-97
_audit_creation_date              '16 July 2006'

#==========================================================================

# PROCESSING SUMMARY  (IUCr Office Use Only)

_journal_date_recd_electronic     ?
_journal_date_to_coeditor         ?
_journal_date_from_coeditor       ?
_journal_date_accepted            ?
_journal_date_printers_first      ?
_journal_date_printers_final      ?
_journal_date_proofs_out          ?
_journal_date_proofs_in           ?
_journal_coeditor_name            ?
_journal_coeditor_code            ?
_journal_coeditor_notes
; ?
;
_journal_techeditor_code          ?
_journal_techeditor_notes
; ?
;
_journal_coden_ASTM               ?
_journal_name_full                ?
_journal_year                     ?
_journal_volume                   ?
_journal_issue                    ?
_journal_page_first               ?
_journal_page_last                ?
_journal_suppl_publ_number        ?
_journal_suppl_publ_pages         ?

#==========================================================================

# SUBMISSION DETAILS

_publ_contact_letter
;
Date of submission:  2006-07-16

Please consider this CIF submission for publication in Green
Chemistry.  All authors have seen and approved this submission.

The CIF has passed the Chester CHECKCIF routines and gives a
satisfactory PRINTCIF file.

Best wishes,
Guanwu Wang
;

_publ_contact_author_name         'Dr. Guanwu Wang'
_publ_contact_author_address
; Department of Chemistry
  University of Science and Technology of China
  Hefei 230026
  P.R.China
;
_publ_contact_author_email         gwang@ustc.edu.cn
_publ_contact_author_fax          '86 551 360 7864'
_publ_contact_author_phone        '86 551 360 7864'

_publ_requested_journal           'Green Chemistry'
_publ_requested_category          EO
_publ_requested_coeditor_name     ?

#==========================================================================

# TITLE AND AUTHOR LIST

_publ_section_title
;
Benign one-pot multi-component approaches to the synthesis of
novel unsymmetrical 4-arylacridinediones
;

_publ_section_title_footnote
;
?
;

loop_
_publ_author_name
_publ_author_address

'Guanwu Wang' 
; Department of Chemistry
  University of Science and Technology of China
  Hefei 230026
  P.R.China
;
 'Chunbao Miao' 
; Department of Chemistry
  University of Science and Technology of China
  Hefei 230026
  P.R.China
;


#==========================================================================

# TEXT

_publ_section_abstract
;
A synthetic route to unsymmetrical 4-arylacridinediones
 in aqueous-phase or solvent-free conditions is described. 
These aqueous and solvent-free conditions give excellent yields 
that could not be achieved in organic solvents. 
The current process provides a simple and green method 
to obtain a variety of novel unsymmetrical acridinediones,
 which may have potential biological activities.
;

#==========================================================================
data_I
#==========================================================================

# CHEMICAL DATA

_chemical_name_systematic
;
1,8-dioxo-3, 3-dimethyl-9-(4-Chloro-phenyl)-
1,2,3,4,5,6,7,8,9,10-decahydroacridine
;   
_chemical_name_common             ? 
_chemical_melting_point           511k
_chemical_formula_moiety 
 'C21 H22 Cl N O2'          
_chemical_formula_sum 
 'C21 H22 Cl N O2' 
_chemical_formula_weight          355.85 
 
loop_ 
 _atom_type_symbol 
 _atom_type_description 
 _atom_type_scat_dispersion_real 
 _atom_type_scat_dispersion_imag 
 _atom_type_scat_source 
 'C'  'C'   0.0033   0.0016 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'H'  'H'   0.0000   0.0000 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'Cl'  'Cl'   0.1484   0.1585 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'N'  'N'   0.0061   0.0033 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 'O'  'O'   0.0106   0.0060 
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4' 
 
_symmetry_cell_setting                 monoclinic
_symmetry_space_group_name_H-M        'p 21/c'
_symmetry_space_group_name_Hall       '-p 2ybc'
_symmetry_Int_Tables_number            14
 
loop_ 
 _symmetry_equiv_pos_as_xyz 
 'x, y, z' 
 '-x, y+1/2, -z+1/2' 
 '-x, -y, -z' 
 'x, -y-1/2, z-1/2' 
 
_cell_length_a                    7.1209(8) 
_cell_length_b                    16.3999(19) 
_cell_length_c                    15.0997(16) 
_cell_angle_alpha                 90.00 
_cell_angle_beta                  92.716(4) 
_cell_angle_gamma                 90.00 
_cell_volume                      1761.4(3) 
_cell_formula_units_Z             4 
_cell_measurement_temperature     193(2) 
_cell_measurement_reflns_used     6559 
_cell_measurement_theta_min       3.1 
_cell_measurement_theta_max       25.3
 
_exptl_crystal_description        'block' 
_exptl_crystal_colour             'light-Yellow'
_exptl_crystal_size_max           0.40 
_exptl_crystal_size_mid           0.30 
_exptl_crystal_size_min           0.20 
_exptl_crystal_density_meas       ? 
_exptl_crystal_density_diffrn     1.342 
_exptl_crystal_density_method     'not measured' 
_exptl_crystal_F_000              752 
_exptl_absorpt_coefficient_mu     0.231 
_exptl_absorpt_correction_type    multi-scan
_exptl_absorpt_correction_T_min   0.9132 
_exptl_absorpt_correction_T_max   0.9552 
_exptl_absorpt_process_details      
 'Jacobson, R. (1998) Private communication'
_exptl_special_details 
; 
 ? 
; 
 
_diffrn_ambient_temperature       193(2) 
_diffrn_radiation_wavelength      0.71070 
_diffrn_radiation_type            MoK\a 
_diffrn_radiation_source          'fine-focus sealed tube' 
_diffrn_radiation_monochromator   graphite 
_diffrn_measurement_device_type   'Rigaku Mercury'
_diffrn_measurement_method        ω 
_diffrn_detector_area_resol_mean  7.31
_diffrn_standards_number          ? 
_diffrn_standards_interval_count  ? 
_diffrn_standards_interval_time   ? 
_diffrn_standards_decay_%         ? 
_diffrn_reflns_number             17172 
_diffrn_reflns_av_R_equivalents   0.0261 
_diffrn_reflns_av_sigmaI/netI     0.0199 
_diffrn_reflns_limit_h_min        -8 
_diffrn_reflns_limit_h_max        8 
_diffrn_reflns_limit_k_min        -19 
_diffrn_reflns_limit_k_max        18 
_diffrn_reflns_limit_l_min        -17 
_diffrn_reflns_limit_l_max        18 
_diffrn_reflns_theta_min          3.12 
_diffrn_reflns_theta_max          25.35 
_reflns_number_total              3230 
_reflns_number_gt                 2957 
_reflns_threshold_expression      >2sigma(I) 
 
_computing_data_collection        'CrystalClear'
_computing_cell_refinement        'CrystalClear'
_computing_data_reduction         'CrystalStructure' 
_computing_structure_solution     'SHELXS-97 (Sheldrick, 1990)' 
_computing_structure_refinement   'SHELXL-97 (Sheldrick, 1997)' 
_computing_molecular_graphics     ? 
_computing_publication_material   ? 
 
_refine_special_details 
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
; 
 
_refine_ls_structure_factor_coef  Fsqd  
_refine_ls_matrix_type            full 
_refine_ls_weighting_scheme       calc  
_refine_ls_weighting_details 
 'calc w=1/[σ²(Fo²)+(0.0408P)²+0.8248P] where P=(Fo²+2Fc²)/3' 
_atom_sites_solution_primary      direct 
_atom_sites_solution_secondary    difmap 
_atom_sites_solution_hydrogens    geom 
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none 
_refine_ls_extinction_coef        ? 
_refine_ls_number_reflns          3230 
_refine_ls_number_parameters      229 
_refine_ls_number_restraints      0 
_refine_ls_R_factor_all           0.0454 
_refine_ls_R_factor_gt            0.0412 
_refine_ls_wR_factor_ref          0.0986 
_refine_ls_wR_factor_gt           0.0963 
_refine_ls_goodness_of_fit_ref    1.099 
_refine_ls_restrained_S_all       1.099 
_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_symmetry_multiplicity 
 _atom_site_calc_flag 
 _atom_site_refinement_flags 
 _atom_site_disorder_assembly 
 _atom_site_disorder_group 
Cl1 Cl 0.34520(9) 0.42029(3) 0.54182(3) 0.05080(18) Uani 1 1 d . . . 
O1 O 0.42829(16) 0.06404(7) 0.30124(8) 0.0346(3) Uani 1 1 d . . . 
O2 O 0.20215(15) 0.29775(7) 0.11080(8) 0.0317(3) Uani 1 1 d . . . 
N1 N 0.84095(18) 0.22956(8) 0.14637(9) 0.0245(3) Uani 1 1 d . . . 
H1 H 0.9588 0.2420 0.1376 0.029 Uiso 1 1 calc R . . 
C1 C 0.8003(2) 0.15974(9) 0.19293(10) 0.0218(3) Uani 1 1 d . . . 
C2 C 0.6290(2) 0.15018(9) 0.22658(10) 0.0214(3) Uani 1 1 d . . . 
C3 C 0.4789(2) 0.21542(9) 0.21758(10) 0.0218(3) Uani 1 1 d . . . 
H3 H 0.3575 0.1874 0.2013 0.026 Uiso 1 1 calc R . . 
C4 C 0.5218(2) 0.27147(9) 0.14133(10) 0.0209(3) Uani 1 1 d . . . 
C5 C 0.6998(2) 0.27990(9) 0.11355(10) 0.0212(3) Uani 1 1 d . . . 
C6 C 0.5788(2) 0.07244(10) 0.26591(10) 0.0238(3) Uani 1 1 d . . . 
C7 C 0.7131(2) 0.00212(10) 0.25780(12) 0.0292(4) Uani 1 1 d . . . 
H7A H 0.6857 -0.0255 0.2003 0.035 Uiso 1 1 calc R . . 
H7B H 0.6909 -0.0377 0.3054 0.035 Uiso 1 1 calc R . . 
C8 C 0.9208(2) 0.02715(9) 0.26360(11) 0.0247(4) Uani 1 1 d . . . 
C9 C 0.9499(2) 0.09484(10) 0.19568(11) 0.0250(4) Uani 1 1 d . . . 
H9A H 1.0732 0.1209 0.2094 0.030 Uiso 1 1 calc R . . 
H9B H 0.9543 0.0699 0.1361 0.030 Uiso 1 1 calc R . . 
C10 C 0.3670(2) 0.31216(9) 0.09400(10) 0.0223(3) Uani 1 1 d . . . 
C11 C 0.4108(2) 0.37074(10) 0.02088(11) 0.0259(4) Uani 1 1 d . . . 
H11A H 0.3175 0.4156 0.0196 0.031 Uiso 1 1 calc R . . 
H11B H 0.3984 0.3419 -0.0367 0.031 Uiso 1 1 calc R . . 
C12 C 0.6073(2) 0.40680(9) 0.03206(11) 0.0248(4) Uani 1 1 d . . . 
H12A H 0.6153 0.4425 0.0850 0.030 Uiso 1 1 calc R . . 
H12B H 0.6340 0.4402 -0.0204 0.030 Uiso 1 1 calc R . . 
C13 C 0.7515(2) 0.33861(10) 0.04267(11) 0.0245(3) Uani 1 1 d . . . 
H13A H 0.7593 0.3092 -0.0143 0.029 Uiso 1 1 calc R . . 
H13B H 0.8767 0.3623 0.0581 0.029 Uiso 1 1 calc R . . 
C14 C 0.4496(2) 0.26433(9) 0.30160(10) 0.0236(3) Uani 1 1 d . . . 
C15 C 0.5956(2) 0.30677(11) 0.34461(11) 0.0303(4) Uani 1 1 d . . . 
H15 H 0.7184 0.3033 0.3228 0.036 Uiso 1 1 calc R . . 
C16 C 0.5663(3) 0.35429(11) 0.41886(12) 0.0361(4) Uani 1 1 d . . . 
H16 H 0.6675 0.3831 0.4476 0.043 Uiso 1 1 calc R . . 
C17 C 0.3871(3) 0.35899(10) 0.45028(11) 0.0341(4) Uani 1 1 d . . . 
C18 C 0.2400(3) 0.31679(11) 0.40969(12) 0.0351(4) Uani 1 1 d . . . 
H18 H 0.1179 0.3197 0.4323 0.042 Uiso 1 1 calc R . . 
C19 C 0.2718(2) 0.27001(11) 0.33553(12) 0.0301(4) Uani 1 1 d . . . 
H19 H 0.1700 0.2412 0.3072 0.036 Uiso 1 1 calc R . . 
C20 C 1.0432(2) -0.04622(10) 0.24201(13) 0.0337(4) Uani 1 1 d . . . 
H20A H 1.0164 -0.0914 0.2820 0.051 Uiso 1 1 calc R . . 
H20B H 1.1761 -0.0311 0.2497 0.051 Uiso 1 1 calc R . . 
H20C H 1.0155 -0.0631 0.1805 0.051 Uiso 1 1 calc R . . 
C21 C 0.9755(2) 0.05754(12) 0.35712(11) 0.0330(4) Uani 1 1 d . . . 
H21A H 0.8995 0.1054 0.3706 0.050 Uiso 1 1 calc R . . 
H21B H 1.1089 0.0724 0.3605 0.050 Uiso 1 1 calc R . . 
H21C H 0.9530 0.0143 0.4001 0.050 Uiso 1 1 calc R . . 
 
 
_geom_special_details 
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
; 
 
loop_ 
 _geom_bond_atom_site_label_1 
 _geom_bond_atom_site_label_2 
 _geom_bond_distance 
 _geom_bond_site_symmetry_2 
 _geom_bond_publ_flag 
Cl1 C17 1.7462(17) . ? 
O1 C6 1.2272(19) . ? 
O2 C10 1.2352(18) . ? 
N1 C5 1.375(2) . ? 
N1 C1 1.381(2) . ? 
N1 H1 0.8800 . ? 
C1 C2 1.353(2) . ? 
C1 C9 1.505(2) . ? 
C2 C6 1.458(2) . ? 
C2 C3 1.514(2) . ? 
C3 C4 1.516(2) . ? 
C3 C14 1.524(2) . ? 
C3 H3 1.0000 . ? 
C4 C5 1.361(2) . ? 
C4 C10 1.448(2) . ? 
C5 C13 1.499(2) . ? 
C6 C7 1.507(2) . ? 
C7 C8 1.533(2) . ? 
C7 H7A 0.9900 . ? 
C7 H7B 0.9900 . ? 
C8 C20 1.530(2) . ? 
C8 C21 1.530(2) . ? 
C8 C9 1.532(2) . ? 
C9 H9A 0.9900 . ? 
C9 H9B 0.9900 . ? 
C10 C11 1.507(2) . ? 
C11 C12 1.521(2) . ? 
C11 H11A 0.9900 . ? 
C11 H11B 0.9900 . ? 
C12 C13 1.522(2) . ? 
C12 H12A 0.9900 . ? 
C12 H12B 0.9900 . ? 
C13 H13A 0.9900 . ? 
C13 H13B 0.9900 . ? 
C14 C15 1.387(2) . ? 
C14 C19 1.391(2) . ? 
C15 C16 1.389(2) . ? 
C15 H15 0.9500 . ? 
C16 C17 1.384(3) . ? 
C16 H16 0.9500 . ? 
C17 C18 1.375(3) . ? 
C18 C19 1.385(3) . ? 
C18 H18 0.9500 . ? 
C19 H19 0.9500 . ? 
C20 H20A 0.9800 . ? 
C20 H20B 0.9800 . ? 
C20 H20C 0.9800 . ? 
C21 H21A 0.9800 . ? 
C21 H21B 0.9800 . ? 
C21 H21C 0.9800 . ? 
 
loop_ 
 _geom_angle_atom_site_label_1 
 _geom_angle_atom_site_label_2 
 _geom_angle_atom_site_label_3 
 _geom_angle 
 _geom_angle_site_symmetry_1 
 _geom_angle_site_symmetry_3 
 _geom_angle_publ_flag 
C5 N1 C1 120.93(13) . . ? 
C5 N1 H1 119.5 . . ? 
C1 N1 H1 119.5 . . ? 
C2 C1 N1 120.11(14) . . ? 
C2 C1 C9 123.87(14) . . ? 
N1 C1 C9 115.80(13) . . ? 
C1 C2 C6 119.82(14) . . ? 
C1 C2 C3 121.98(14) . . ? 
C6 C2 C3 117.96(13) . . ? 
C2 C3 C4 109.28(12) . . ? 
C2 C3 C14 114.92(13) . . ? 
C4 C3 C14 110.72(13) . . ? 
C2 C3 H3 107.2 . . ? 
C4 C3 H3 107.2 . . ? 
C14 C3 H3 107.2 . . ? 
C5 C4 C10 119.98(14) . . ? 
C5 C4 C3 121.30(14) . . ? 
C10 C4 C3 118.59(13) . . ? 
C4 C5 N1 120.24(14) . . ? 
C4 C5 C13 123.31(14) . . ? 
N1 C5 C13 116.31(13) . . ? 
O1 C6 C2 120.74(14) . . ? 
O1 C6 C7 121.35(14) . . ? 
C2 C6 C7 117.85(13) . . ? 
C6 C7 C8 113.87(13) . . ? 
C6 C7 H7A 108.8 . . ? 
C8 C7 H7A 108.8 . . ? 
C6 C7 H7B 108.8 . . ? 
C8 C7 H7B 108.8 . . ? 
H7A C7 H7B 107.7 . . ? 
C20 C8 C21 109.27(14) . . ? 
C20 C8 C9 109.31(13) . . ? 
C21 C8 C9 110.19(14) . . ? 
C20 C8 C7 109.57(13) . . ? 
C21 C8 C7 110.03(14) . . ? 
C9 C8 C7 108.45(13) . . ? 
C1 C9 C8 114.39(13) . . ? 
C1 C9 H9A 108.7 . . ? 
C8 C9 H9A 108.7 . . ? 
C1 C9 H9B 108.7 . . ? 
C8 C9 H9B 108.7 . . ? 
H9A C9 H9B 107.6 . . ? 
O2 C10 C4 121.27(14) . . ? 
O2 C10 C11 120.26(14) . . ? 
C4 C10 C11 118.43(13) . . ? 
C10 C11 C12 112.80(13) . . ? 
C10 C11 H11A 109.0 . . ? 
C12 C11 H11A 109.0 . . ? 
C10 C11 H11B 109.0 . . ? 
C12 C11 H11B 109.0 . . ? 
H11A C11 H11B 107.8 . . ? 
C11 C12 C13 109.81(13) . . ? 
C11 C12 H12A 109.7 . . ? 
C13 C12 H12A 109.7 . . ? 
C11 C12 H12B 109.7 . . ? 
C13 C12 H12B 109.7 . . ? 
H12A C12 H12B 108.2 . . ? 
C5 C13 C12 111.09(13) . . ? 
C5 C13 H13A 109.4 . . ? 
C12 C13 H13A 109.4 . . ? 
C5 C13 H13B 109.4 . . ? 
C12 C13 H13B 109.4 . . ? 
H13A C13 H13B 108.0 . . ? 
C15 C14 C19 117.98(15) . . ? 
C15 C14 C3 121.66(14) . . ? 
C19 C14 C3 120.32(14) . . ? 
C14 C15 C16 121.40(16) . . ? 
C14 C15 H15 119.3 . . ? 
C16 C15 H15 119.3 . . ? 
C17 C16 C15 118.97(17) . . ? 
C17 C16 H16 120.5 . . ? 
C15 C16 H16 120.5 . . ? 
C18 C17 C16 120.93(16) . . ? 
C18 C17 Cl1 119.18(14) . . ? 
C16 C17 Cl1 119.88(15) . . ? 
C17 C18 C19 119.27(16) . . ? 
C17 C18 H18 120.4 . . ? 
C19 C18 H18 120.4 . . ? 
C18 C19 C14 121.42(17) . . ? 
C18 C19 H19 119.3 . . ? 
C14 C19 H19 119.3 . . ? 
C8 C20 H20A 109.5 . . ? 
C8 C20 H20B 109.5 . . ? 
H20A C20 H20B 109.5 . . ? 
C8 C20 H20C 109.5 . . ? 
H20A C20 H20C 109.5 . . ? 
H20B C20 H20C 109.5 . . ? 
C8 C21 H21A 109.5 . . ? 
C8 C21 H21B 109.5 . . ? 
H21A C21 H21B 109.5 . . ? 
C8 C21 H21C 109.5 . . ? 
H21A C21 H21C 109.5 . . ? 
H21B C21 H21C 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 
C5 N1 C1 C2 -17.0(2) . . . . ? 
C5 N1 C1 C9 157.85(14) . . . . ? 
N1 C1 C2 C6 172.36(14) . . . . ? 
C9 C1 C2 C6 -2.0(2) . . . . ? 
N1 C1 C2 C3 -2.0(2) . . . . ? 
C9 C1 C2 C3 -176.39(14) . . . . ? 
C1 C2 C3 C4 20.8(2) . . . . ? 
C6 C2 C3 C4 -153.62(13) . . . . ? 
C1 C2 C3 C14 -104.32(17) . . . . ? 
C6 C2 C3 C14 81.22(17) . . . . ? 
C2 C3 C4 C5 -24.1(2) . . . . ? 
C14 C3 C4 C5 103.43(17) . . . . ? 
C2 C3 C4 C10 151.70(13) . . . . ? 
C14 C3 C4 C10 -80.74(17) . . . . ? 
C10 C4 C5 N1 -167.11(14) . . . . ? 
C3 C4 C5 N1 8.7(2) . . . . ? 
C10 C4 C5 C13 8.5(2) . . . . ? 
C3 C4 C5 C13 -175.75(14) . . . . ? 
C1 N1 C5 C4 13.5(2) . . . . ? 
C1 N1 C5 C13 -162.35(14) . . . . ? 
C1 C2 C6 O1 175.86(15) . . . . ? 
C3 C2 C6 O1 -9.6(2) . . . . ? 
C1 C2 C6 C7 -7.0(2) . . . . ? 
C3 C2 C6 C7 167.58(14) . . . . ? 
O1 C6 C7 C8 -146.92(16) . . . . ? 
C2 C6 C7 C8 36.0(2) . . . . ? 
C6 C7 C8 C20 -172.29(14) . . . . ? 
C6 C7 C8 C21 67.55(18) . . . . ? 
C6 C7 C8 C9 -53.04(18) . . . . ? 
C2 C1 C9 C8 -18.1(2) . . . . ? 
N1 C1 C9 C8 167.26(13) . . . . ? 
C20 C8 C9 C1 163.34(14) . . . . ? 
C21 C8 C9 C1 -76.57(17) . . . . ? 
C7 C8 C9 C1 43.92(18) . . . . ? 
C5 C4 C10 O2 170.99(15) . . . . ? 
C3 C4 C10 O2 -4.9(2) . . . . ? 
C5 C4 C10 C11 -6.8(2) . . . . ? 
C3 C4 C10 C11 177.31(14) . . . . ? 
O2 C10 C11 C12 157.24(15) . . . . ? 
C4 C10 C11 C12 -24.9(2) . . . . ? 
C10 C11 C12 C13 53.59(18) . . . . ? 
C4 C5 C13 C12 21.7(2) . . . . ? 
N1 C5 C13 C12 -162.59(13) . . . . ? 
C11 C12 C13 C5 -51.35(18) . . . . ? 
C2 C3 C14 C15 57.1(2) . . . . ? 
C4 C3 C14 C15 -67.26(18) . . . . ? 
C2 C3 C14 C19 -125.30(15) . . . . ? 
C4 C3 C14 C19 110.29(16) . . . . ? 
C19 C14 C15 C16 -0.6(2) . . . . ? 
C3 C14 C15 C16 177.01(15) . . . . ? 
C14 C15 C16 C17 0.1(3) . . . . ? 
C15 C16 C17 C18 0.7(3) . . . . ? 
C15 C16 C17 Cl1 -178.41(14) . . . . ? 
C16 C17 C18 C19 -1.0(3) . . . . ? 
Cl1 C17 C18 C19 178.14(13) . . . . ? 
C17 C18 C19 C14 0.5(3) . . . . ? 
C15 C14 C19 C18 0.3(2) . . . . ? 
C3 C14 C19 C18 -177.32(15) . . . . ? 
 
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 
N1 H1 O2  0.88 2.02 2.8785(17) 165.9 1_655 
C20 H20B O1  0.98 2.48 3.370(2) 151.4 1_655 
C21 H21B O1  0.98 2.49 3.373(2) 150.3 1_655 
 
_diffrn_measured_fraction_theta_max    0.997 
_diffrn_reflns_theta_full              25.35 
_diffrn_measured_fraction_theta_full   0.997 
_refine_diff_density_max    0.220 
_refine_diff_density_min   -0.287 
_refine_diff_density_rms    0.040 
