# Supplementary Material (ESI) for Chemical Communications
# This journal is (c) The Royal Society of Chemistry 2011

data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182
loop_
_publ_author_name
'Ying-Chun Chen'
'Ji-Rong  Huang'
'Hai-Lei Cui'
'Jie Lei'
'Xun-Hao  Sun'
_publ_contact_author_email       ycchenhuaxi@yahoo.com.cn
_publ_contact_author_name        'Ying-Chun Chen'

data_3t
_database_code_depnum_ccdc_archive 'CCDC 805105'
#TrackingRef '- 3t.cif'

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C22 H21 Br Cl N O2'
_chemical_formula_weight         446.76

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   P2(1)

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

_cell_length_a                   7.0532(14)
_cell_length_b                   15.697(3)
_cell_length_c                   8.9730(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 99.348(3)
_cell_angle_gamma                90.00
_cell_volume                     980.3(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    103(2)
_cell_measurement_reflns_used    ?
_cell_measurement_theta_min      ?
_cell_measurement_theta_max      ?

_exptl_crystal_description       ?
_exptl_crystal_colour            ?
_exptl_crystal_size_max          0.43
_exptl_crystal_size_mid          0.40
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             456
_exptl_absorpt_coefficient_mu    2.250
_exptl_absorpt_correction_type   Multi-scans
_exptl_absorpt_correction_T_min  0.4425
_exptl_absorpt_correction_T_max  0.5517
_exptl_absorpt_process_details   ?

_exptl_special_details           
;
?
;

_diffrn_ambient_temperature      103(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rotating Anode'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Rigaku SPIDER'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            9373
_diffrn_reflns_av_R_equivalents  0.0321
_diffrn_reflns_av_sigmaI/netI    0.0927
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.20
_diffrn_reflns_theta_max         27.49
_reflns_number_total             4423
_reflns_number_gt                3527
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_cell_refinement       'Rapid Auto Version 3.0 (Rigaku 2004)'
_computing_data_reduction        'Rapid Auto Version 3.0 (Rigaku 2004)'
_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 F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2sigma(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ 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/[\s^2^(Fo^2^)+(0.0000P)^2^+-0.1000P] where P=(Fo^2^+2Fc^2^)/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       ?
_chemical_absolute_configuration ad
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.029(5)
_refine_ls_number_reflns         4423
_refine_ls_number_parameters     247
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0353
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0344
_refine_ls_wR_factor_gt          0.0336
_refine_ls_goodness_of_fit_ref   0.795
_refine_ls_restrained_S_all      0.795
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.81443(4) 0.66693(3) 0.99088(3) 0.02695(8) Uani 1 1 d . . .
Cl1 Cl 0.06771(10) 0.44846(4) 1.04366(8) 0.02610(19) Uani 1 1 d . . .
N1 N 0.5327(3) 0.63877(13) 0.5280(2) 0.0130(5) Uani 1 1 d . . .
O1 O 0.4069(2) 0.74145(11) 0.3657(2) 0.0183(5) Uani 1 1 d . . .
O2 O 0.9378(2) 0.67990(12) 0.47549(18) 0.0191(5) Uani 1 1 d . . .
C1 C 0.5723(4) 0.71639(15) 0.9113(3) 0.0144(6) Uani 1 1 d . . .
C2 C 0.4569(4) 0.74009(17) 1.0163(3) 0.0194(7) Uani 1 1 d . . .
H2 H 0.5004 0.7322 1.1213 0.023 Uiso 1 1 calc R . .
C3 C 0.2798(4) 0.77488(17) 0.9663(3) 0.0206(7) Uani 1 1 d . . .
H3 H 0.1993 0.7910 1.0367 0.025 Uiso 1 1 calc R . .
C4 C 0.2183(4) 0.78658(17) 0.8132(3) 0.0181(7) Uani 1 1 d . . .
H4 H 0.0952 0.8105 0.7788 0.022 Uiso 1 1 calc R . .
C5 C 0.3344(4) 0.76382(17) 0.7108(3) 0.0164(7) Uani 1 1 d . . .
H5 H 0.2913 0.7736 0.6063 0.020 Uiso 1 1 calc R . .
C6 C 0.5138(4) 0.72674(15) 0.7566(3) 0.0120(6) Uani 1 1 d . . .
C7 C 0.6373(4) 0.70008(15) 0.6394(3) 0.0152(7) Uani 1 1 d . . .
H7 H 0.7477 0.6675 0.6964 0.018 Uiso 1 1 calc R . .
C8 C 0.7248(4) 0.77430(18) 0.5695(3) 0.0139(6) Uani 1 1 d . . .
C9 C 0.8646(4) 0.75041(18) 0.4656(3) 0.0163(7) Uani 1 1 d . . .
C10 C 0.9135(4) 0.81428(16) 0.3548(3) 0.0236(8) Uani 1 1 d . . .
H10A H 0.9969 0.7878 0.2905 0.028 Uiso 1 1 calc R . .
H10B H 0.9805 0.8626 0.4091 0.028 Uiso 1 1 calc R . .
H10C H 0.7953 0.8344 0.2919 0.028 Uiso 1 1 calc R . .
C11 C 0.7092(4) 0.85443(16) 0.6097(3) 0.0205(7) Uani 1 1 d . . .
H11A H 0.6386 0.8684 0.6879 0.025 Uiso 1 1 calc R . .
H11B H 0.7685 0.8982 0.5604 0.025 Uiso 1 1 calc R . .
C12 C 0.4204(3) 0.6663(2) 0.3999(2) 0.0153(5) Uani 1 1 d . . .
C13 C 0.3128(4) 0.59853(16) 0.2990(3) 0.0201(7) Uani 1 1 d . . .
H13A H 0.1905 0.6219 0.2480 0.024 Uiso 1 1 calc R . .
H13B H 0.2880 0.5494 0.3605 0.024 Uiso 1 1 calc R . .
H13C H 0.3904 0.5805 0.2234 0.024 Uiso 1 1 calc R . .
C14 C 0.5468(4) 0.55047(17) 0.5770(3) 0.0165(7) Uani 1 1 d . . .
C15 C 0.4337(4) 0.52869(16) 0.6992(3) 0.0142(6) Uani 1 1 d . . .
C16 C 0.5095(4) 0.47775(17) 0.8221(3) 0.0196(7) Uani 1 1 d . . .
H16 H 0.6388 0.4588 0.8319 0.024 Uiso 1 1 calc R . .
C17 C 0.3991(4) 0.45440(17) 0.9299(3) 0.0191(7) Uani 1 1 d . . .
H17 H 0.4526 0.4203 1.0138 0.023 Uiso 1 1 calc R . .
C18 C 0.2110(4) 0.48120(18) 0.9140(3) 0.0176(6) Uani 1 1 d . . .
C19 C 0.1332(4) 0.53217(17) 0.7935(3) 0.0167(7) Uani 1 1 d . . .
H19 H 0.0037 0.5509 0.7839 0.020 Uiso 1 1 calc R . .
C20 C 0.2442(4) 0.55555(16) 0.6878(3) 0.0161(7) Uani 1 1 d . . .
H20 H 0.1905 0.5907 0.6055 0.019 Uiso 1 1 calc R . .
C21 C 0.6490(4) 0.49239(19) 0.5179(3) 0.0213(7) Uani 1 1 d . . .
H21 H 0.6536 0.4373 0.5622 0.026 Uiso 1 1 calc R . .
C22 C 0.7576(4) 0.50357(18) 0.3901(3) 0.0277(8) Uani 1 1 d . . .
H22A H 0.7625 0.5642 0.3650 0.033 Uiso 1 1 calc R . .
H22B H 0.6930 0.4721 0.3019 0.033 Uiso 1 1 calc R . .
H22C H 0.8885 0.4817 0.4192 0.033 Uiso 1 1 calc R . .

loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Br1 0.02352(15) 0.03833(19) 0.01766(15) -0.00022(19) -0.00067(11) 0.00804(18)
Cl1 0.0285(4) 0.0282(5) 0.0235(4) 0.0046(4) 0.0098(3) -0.0069(4)
N1 0.0169(13) 0.0118(14) 0.0113(13) -0.0015(10) 0.0054(10) -0.0014(10)
O1 0.0225(12) 0.0198(12) 0.0127(11) 0.0002(10) 0.0038(9) 0.0001(9)
O2 0.0176(10) 0.0170(13) 0.0240(11) 0.0015(11) 0.0068(8) 0.0057(10)
C1 0.0172(15) 0.0111(15) 0.0152(16) 0.0009(12) 0.0041(12) -0.0010(12)
C2 0.0259(18) 0.0248(18) 0.0074(16) -0.0019(13) 0.0023(13) -0.0063(14)
C3 0.0235(18) 0.0194(18) 0.0226(18) -0.0038(14) 0.0147(14) 0.0007(13)
C4 0.0156(17) 0.0180(18) 0.0203(18) -0.0038(14) 0.0021(14) 0.0017(14)
C5 0.0223(18) 0.0173(18) 0.0096(16) -0.0013(13) 0.0022(13) -0.0009(14)
C6 0.0159(15) 0.0073(15) 0.0132(16) -0.0042(12) 0.0039(12) -0.0046(12)
C7 0.0152(15) 0.0187(17) 0.0116(16) 0.0002(12) 0.0016(12) 0.0027(12)
C8 0.0117(15) 0.0172(17) 0.0119(16) 0.0003(14) -0.0007(12) -0.0017(12)
C9 0.0110(15) 0.0229(18) 0.0141(17) -0.0066(14) -0.0011(12) -0.0057(13)
C10 0.032(2) 0.0193(18) 0.0222(19) 0.0005(15) 0.0116(15) 0.0019(14)
C11 0.0183(17) 0.0203(19) 0.025(2) -0.0003(15) 0.0087(14) -0.0012(13)
C12 0.0142(13) 0.0220(16) 0.0120(13) 0.0004(19) 0.0091(10) -0.0009(17)
C13 0.0229(18) 0.0218(18) 0.0162(18) -0.0011(14) 0.0050(14) -0.0055(14)
C14 0.0127(15) 0.0177(18) 0.0185(18) -0.0017(14) 0.0003(13) 0.0020(13)
C15 0.0176(16) 0.0118(17) 0.0140(17) 0.0014(13) 0.0047(13) -0.0020(13)
C16 0.0195(17) 0.0151(17) 0.0236(19) -0.0013(14) 0.0018(14) 0.0012(13)
C17 0.0316(18) 0.0105(17) 0.0133(16) 0.0041(13) -0.0027(13) 0.0015(14)
C18 0.0205(16) 0.0193(17) 0.0142(16) -0.0031(13) 0.0063(12) -0.0079(13)
C19 0.0130(16) 0.0146(17) 0.0231(19) -0.0024(14) 0.0050(13) -0.0012(13)
C20 0.0213(18) 0.0144(17) 0.0126(17) 0.0007(13) 0.0023(14) 0.0013(13)
C21 0.0211(18) 0.0154(18) 0.029(2) -0.0014(15) 0.0082(15) 0.0024(13)
C22 0.0259(18) 0.032(2) 0.026(2) -0.0077(16) 0.0087(15) 0.0063(15)

_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
Br1 C1 1.906(3) . ?
Cl1 C18 1.738(3) . ?
N1 C12 1.357(3) . ?
N1 C14 1.453(3) . ?
N1 C7 1.493(3) . ?
O1 C12 1.219(4) . ?
O2 C9 1.218(3) . ?
C1 C2 1.392(3) . ?
C1 C6 1.392(3) . ?
C2 C3 1.370(3) . ?
C2 H2 0.9500 . ?
C3 C4 1.384(3) . ?
C3 H3 0.9500 . ?
C4 C5 1.374(3) . ?
C4 H4 0.9500 . ?
C5 C6 1.392(3) . ?
C5 H5 0.9500 . ?
C6 C7 1.529(3) . ?
C7 C8 1.502(3) . ?
C7 H7 1.0000 . ?
C8 C11 1.318(3) . ?
C8 C9 1.510(4) . ?
C9 C10 1.491(3) . ?
C10 H10A 0.9800 . ?
C10 H10B 0.9800 . ?
C10 H10C 0.9800 . ?
C11 H11A 0.9500 . ?
C11 H11B 0.9500 . ?
C12 C13 1.518(3) . ?
C13 H13A 0.9800 . ?
C13 H13B 0.9800 . ?
C13 H13C 0.9800 . ?
C14 C21 1.325(3) . ?
C14 C15 1.497(4) . ?
C15 C20 1.389(3) . ?
C15 C16 1.396(3) . ?
C16 C17 1.386(3) . ?
C16 H16 0.9500 . ?
C17 C18 1.377(3) . ?
C17 H17 0.9500 . ?
C18 C19 1.385(3) . ?
C19 C20 1.374(3) . ?
C19 H19 0.9500 . ?
C20 H20 0.9500 . ?
C21 C22 1.489(3) . ?
C21 H21 0.9500 . ?
C22 H22A 0.9800 . ?
C22 H22B 0.9800 . ?
C22 H22C 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
C12 N1 C14 124.2(2) . . ?
C12 N1 C7 121.3(2) . . ?
C14 N1 C7 114.2(2) . . ?
C2 C1 C6 122.2(2) . . ?
C2 C1 Br1 116.24(19) . . ?
C6 C1 Br1 121.6(2) . . ?
C3 C2 C1 119.1(2) . . ?
C3 C2 H2 120.4 . . ?
C1 C2 H2 120.4 . . ?
C2 C3 C4 120.0(3) . . ?
C2 C3 H3 120.0 . . ?
C4 C3 H3 120.0 . . ?
C5 C4 C3 120.3(3) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
C4 C5 C6 121.5(3) . . ?
C4 C5 H5 119.2 . . ?
C6 C5 H5 119.2 . . ?
C1 C6 C5 116.8(3) . . ?
C1 C6 C7 123.0(2) . . ?
C5 C6 C7 120.2(2) . . ?
N1 C7 C8 114.3(2) . . ?
N1 C7 C6 111.2(2) . . ?
C8 C7 C6 113.2(2) . . ?
N1 C7 H7 105.8 . . ?
C8 C7 H7 105.8 . . ?
C6 C7 H7 105.8 . . ?
C11 C8 C7 124.6(3) . . ?
C11 C8 C9 119.8(2) . . ?
C7 C8 C9 114.8(2) . . ?
O2 C9 C10 121.2(3) . . ?
O2 C9 C8 119.5(3) . . ?
C10 C9 C8 119.3(3) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C8 C11 H11A 120.0 . . ?
C8 C11 H11B 120.0 . . ?
H11A C11 H11B 120.0 . . ?
O1 C12 N1 122.2(3) . . ?
O1 C12 C13 121.2(2) . . ?
N1 C12 C13 116.7(3) . . ?
C12 C13 H13A 109.5 . . ?
C12 C13 H13B 109.5 . . ?
H13A C13 H13B 109.5 . . ?
C12 C13 H13C 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
C21 C14 N1 123.4(3) . . ?
C21 C14 C15 121.7(3) . . ?
N1 C14 C15 114.9(2) . . ?
C20 C15 C16 118.2(3) . . ?
C20 C15 C14 119.8(3) . . ?
C16 C15 C14 121.9(3) . . ?
C17 C16 C15 121.1(3) . . ?
C17 C16 H16 119.5 . . ?
C15 C16 H16 119.5 . . ?
C18 C17 C16 119.2(3) . . ?
C18 C17 H17 120.4 . . ?
C16 C17 H17 120.4 . . ?
C17 C18 C19 120.7(3) . . ?
C17 C18 Cl1 119.7(2) . . ?
C19 C18 Cl1 119.6(2) . . ?
C20 C19 C18 119.7(3) . . ?
C20 C19 H19 120.1 . . ?
C18 C19 H19 120.1 . . ?
C19 C20 C15 121.1(3) . . ?
C19 C20 H20 119.4 . . ?
C15 C20 H20 119.4 . . ?
C14 C21 C22 127.5(3) . . ?
C14 C21 H21 116.3 . . ?
C22 C21 H21 116.3 . . ?
C21 C22 H22A 109.5 . . ?
C21 C22 H22B 109.5 . . ?
H22A C22 H22B 109.5 . . ?
C21 C22 H22C 109.5 . . ?
H22A C22 H22C 109.5 . . ?
H22B C22 H22C 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 C1 C2 C3 -0.1(4) . . . . ?
Br1 C1 C2 C3 -179.1(2) . . . . ?
C1 C2 C3 C4 -0.4(4) . . . . ?
C2 C3 C4 C5 -0.3(4) . . . . ?
C3 C4 C5 C6 1.6(4) . . . . ?
C2 C1 C6 C5 1.3(4) . . . . ?
Br1 C1 C6 C5 -179.80(18) . . . . ?
C2 C1 C6 C7 -179.2(2) . . . . ?
Br1 C1 C6 C7 -0.3(3) . . . . ?
C4 C5 C6 C1 -2.0(4) . . . . ?
C4 C5 C6 C7 178.5(3) . . . . ?
C12 N1 C7 C8 -40.6(3) . . . . ?
C14 N1 C7 C8 145.5(2) . . . . ?
C12 N1 C7 C6 89.2(3) . . . . ?
C14 N1 C7 C6 -84.8(3) . . . . ?
C1 C6 C7 N1 123.3(2) . . . . ?
C5 C6 C7 N1 -57.2(3) . . . . ?
C1 C6 C7 C8 -106.3(3) . . . . ?
C5 C6 C7 C8 73.2(3) . . . . ?
N1 C7 C8 C11 132.8(3) . . . . ?
C6 C7 C8 C11 4.1(4) . . . . ?
N1 C7 C8 C9 -57.5(3) . . . . ?
C6 C7 C8 C9 173.8(2) . . . . ?
C11 C8 C9 O2 150.2(3) . . . . ?
C7 C8 C9 O2 -20.0(4) . . . . ?
C11 C8 C9 C10 -28.6(4) . . . . ?
C7 C8 C9 C10 161.2(2) . . . . ?
C14 N1 C12 O1 177.1(2) . . . . ?
C7 N1 C12 O1 3.7(4) . . . . ?
C14 N1 C12 C13 -3.5(4) . . . . ?
C7 N1 C12 C13 -176.9(2) . . . . ?
C12 N1 C14 C21 77.6(4) . . . . ?
C7 N1 C14 C21 -108.7(3) . . . . ?
C12 N1 C14 C15 -101.5(3) . . . . ?
C7 N1 C14 C15 72.3(3) . . . . ?
C21 C14 C15 C20 -132.4(3) . . . . ?
N1 C14 C15 C20 46.7(3) . . . . ?
C21 C14 C15 C16 44.1(4) . . . . ?
N1 C14 C15 C16 -136.8(2) . . . . ?
C20 C15 C16 C17 0.0(4) . . . . ?
C14 C15 C16 C17 -176.5(2) . . . . ?
C15 C16 C17 C18 0.8(4) . . . . ?
C16 C17 C18 C19 -1.2(4) . . . . ?
C16 C17 C18 Cl1 177.1(2) . . . . ?
C17 C18 C19 C20 0.7(4) . . . . ?
Cl1 C18 C19 C20 -177.6(2) . . . . ?
C18 C19 C20 C15 0.2(4) . . . . ?
C16 C15 C20 C19 -0.6(4) . . . . ?
C14 C15 C20 C19 176.0(3) . . . . ?
N1 C14 C21 C22 -3.2(4) . . . . ?
C15 C14 C21 C22 175.8(2) . . . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.49
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.912
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.060