# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2008

data_global
_journal_name_full               Chem.Commun.

_journal_coden_Cambridge         0182
_journal_volume                  ?
_journal_page_first              ?
_journal_year                    ?

_publ_contact_author_name        'Andrew Whiting'
_publ_contact_author_email       ANDY.WHITING@DURHAM.AC.UK

_publ_section_title              
;
The First Example of Enamine-Lewis Acid Cooperative
Bifunctional Catalysis: Application to the Asymmetric Aldol Reaction.

;
loop_
_publ_author_name
'Andrew Whiting'
'Kenny Arnold'
'Andrei S Batsanov'
'Bryan Davies'
'Christophe Grosjean'
'Thorben Schutz'
;
K.Zawatzky
;

# Attachment 'B806779A.cif'

data_(S)-6
_database_code_depnum_ccdc_archive 'CCDC 666984'

_database_code_CSD               666984

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; (S)-N-(1,1-Dimethylethoxycarbonyl)-(pyrrolidin-2-
yl)methylboronic acid
;
_chemical_name_common            
;(S)-N-(1,1-Dimethylethoxycarbonyl)-(pyrrolidin-2-
yl)methylboronic acid
;
_chemical_melting_point          373
_chemical_formula_moiety         'C10 H20 B N O4'
_chemical_formula_sum            'C10 H20 B N O4'
_chemical_formula_weight         229.08
_chemical_absolute_configuration syn
_chemical_optical_rotation       '[\a]~D~^22^=-60 (c 1.00 in CH~2~Cl~2~)'

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 0.0000 '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'
B B 0.0013 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'

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

_cell_length_a                   9.3385(9)
_cell_length_b                   11.5001(11)
_cell_length_c                   12.0643(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1295.6(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    7045
_cell_measurement_theta_min      2.45
_cell_measurement_theta_max      28.95

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.45
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.174
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             496
_exptl_absorpt_coefficient_mu    0.088
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.8742
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_process_details   'SADABS 2.10 (Bruker, 2003)'

_exptl_special_details           
;The data collection nominally covered over a hemisphere of reciprocal
space, by a combination of 4 runs of narrow-frame \w-scans (scan
width 0.3\% \w, 5s exposure), every run at a different \f angle.
Crystal to detector distance 4.40 cm. 3434 unique reflections before
merging Friedel equivalents.
;

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens SMART 1K CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 8
_diffrn_standards_number         0
_diffrn_reflns_number            13209
_diffrn_reflns_av_R_equivalents  0.0370
_diffrn_reflns_av_sigmaI/netI    0.0230
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.45
_diffrn_reflns_theta_max         28.96
_reflns_number_total             1968
_reflns_number_gt                1798
_reflns_threshold_expression     I>2\s(I)
_reflns_Friedel_coverage         0.74

_computing_data_collection       'SMART version 5.049 (Bruker, 1998)'
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_structure_solution    'SHELXTL version 6.14 (Bruker, 2003)'
_computing_structure_refinement  'SHELXTL version 6.14 (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL version 6.14 (Bruker, 2003)'
_computing_publication_material  'SHELXTL version 6.14 (Bruker, 2003)'

_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.
;

_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^)+(0.0469P)^2^+0.0994P] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   difmap
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
'undeterminable, all \Df" set to 0, Friedel equivalents merged'
_refine_ls_number_reflns         1968
_refine_ls_number_parameters     225
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0355
_refine_ls_R_factor_gt           0.0306
_refine_ls_wR_factor_ref         0.0768
_refine_ls_wR_factor_gt          0.0747
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_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
B B 0.08781(17) 0.25166(14) 0.50012(14) 0.0200(3) Uani 1 1 d . . .
O1 O 0.19867(12) 0.17739(9) 0.50937(10) 0.0298(3) Uani 1 1 d . . .
H01 H 0.283(3) 0.213(2) 0.503(2) 0.053(7) Uiso 1 1 d . . .
O2 O -0.04763(11) 0.20865(9) 0.50966(9) 0.0230(2) Uani 1 1 d . . .
H02 H -0.052(2) 0.141(2) 0.5283(18) 0.049(7) Uiso 1 1 d . . .
O3 O 0.35581(11) 0.68124(8) 0.34303(8) 0.0234(2) Uani 1 1 d . . .
O4 O 0.41529(11) 0.51781(8) 0.44002(8) 0.0238(2) Uani 1 1 d . . .
N1 N 0.20960(12) 0.52995(10) 0.34006(9) 0.0184(2) Uani 1 1 d . . .
C1 C 0.33376(15) 0.57160(11) 0.37901(11) 0.0191(3) Uani 1 1 d . . .
C2 C 0.16457(15) 0.40863(11) 0.35915(11) 0.0180(3) Uani 1 1 d . . .
H2 H 0.2489(19) 0.3578(15) 0.3452(13) 0.020(4) Uiso 1 1 d . . .
C3 C 0.05019(19) 0.39207(13) 0.26907(13) 0.0287(3) Uani 1 1 d . . .
H31 H 0.103(2) 0.3702(18) 0.1959(17) 0.037(5) Uiso 1 1 d . . .
H32 H -0.023(2) 0.3347(19) 0.2904(16) 0.038(5) Uiso 1 1 d . . .
C4 C -0.01351(18) 0.51336(14) 0.25333(14) 0.0300(3) Uani 1 1 d . . .
H41 H -0.082(2) 0.5296(18) 0.3166(16) 0.037(5) Uiso 1 1 d . . .
H42 H -0.061(2) 0.5224(18) 0.1819(17) 0.042(5) Uiso 1 1 d . . .
C5 C 0.11606(17) 0.59301(13) 0.26250(12) 0.0240(3) Uani 1 1 d . . .
H51 H 0.094(2) 0.6709(18) 0.2933(15) 0.032(5) Uiso 1 1 d . . .
H52 H 0.164(2) 0.6014(18) 0.1896(17) 0.039(5) Uiso 1 1 d . . .
C6 C 0.49237(17) 0.74089(13) 0.36452(12) 0.0246(3) Uani 1 1 d . . .
C7 C 0.4679(2) 0.85843(14) 0.31018(14) 0.0330(4) Uani 1 1 d . . .
H71 H 0.559(2) 0.9055(19) 0.3206(17) 0.040(5) Uiso 1 1 d . . .
H72 H 0.448(2) 0.850(2) 0.2312(19) 0.049(6) Uiso 1 1 d . . .
H73 H 0.387(2) 0.904(2) 0.3498(18) 0.045(6) Uiso 1 1 d . . .
C8 C 0.5167(2) 0.75590(16) 0.48835(14) 0.0373(4) Uani 1 1 d . . .
H81 H 0.431(2) 0.7909(18) 0.5227(18) 0.043(6) Uiso 1 1 d . . .
H82 H 0.542(2) 0.684(2) 0.5266(17) 0.046(6) Uiso 1 1 d . . .
H83 H 0.597(2) 0.8112(19) 0.4974(18) 0.043(5) Uiso 1 1 d . . .
C9 C 0.6128(2) 0.67456(16) 0.30876(15) 0.0343(4) Uani 1 1 d . . .
H91 H 0.601(2) 0.6668(19) 0.2314(18) 0.045(6) Uiso 1 1 d . . .
H92 H 0.627(2) 0.6021(19) 0.3463(17) 0.044(6) Uiso 1 1 d . . .
H93 H 0.703(3) 0.718(2) 0.3216(17) 0.049(6) Uiso 1 1 d . . .
C10 C 0.10697(15) 0.38742(11) 0.47650(11) 0.0189(3) Uani 1 1 d . . .
H101 H 0.016(2) 0.4308(15) 0.4873(15) 0.029(5) Uiso 1 1 d . . .
H102 H 0.175(2) 0.4201(15) 0.5304(14) 0.025(4) Uiso 1 1 d . . .

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
B 0.0195(7) 0.0180(6) 0.0226(6) 0.0026(5) 0.0008(6) -0.0012(5)
O1 0.0170(5) 0.0209(5) 0.0516(7) 0.0093(5) 0.0019(5) -0.0001(4)
O2 0.0163(5) 0.0177(4) 0.0351(5) 0.0065(4) 0.0007(4) -0.0010(4)
O3 0.0250(5) 0.0163(4) 0.0289(5) 0.0045(4) -0.0017(4) -0.0050(4)
O4 0.0210(5) 0.0192(4) 0.0312(5) 0.0045(4) -0.0042(4) -0.0012(4)
N1 0.0195(6) 0.0141(5) 0.0215(5) 0.0026(4) -0.0018(4) -0.0001(4)
C1 0.0221(7) 0.0141(5) 0.0212(6) 0.0009(5) 0.0032(5) 0.0002(5)
C2 0.0188(6) 0.0128(5) 0.0224(6) -0.0009(5) -0.0008(5) -0.0009(5)
C3 0.0350(9) 0.0223(7) 0.0288(7) -0.0036(6) -0.0115(6) -0.0036(7)
C4 0.0292(8) 0.0286(8) 0.0321(7) 0.0037(6) -0.0121(6) -0.0001(6)
C5 0.0276(8) 0.0216(6) 0.0229(6) 0.0044(5) -0.0042(6) 0.0028(6)
C6 0.0278(7) 0.0219(7) 0.0240(6) 0.0013(5) 0.0009(5) -0.0109(6)
C7 0.0484(10) 0.0212(7) 0.0293(7) 0.0032(6) 0.0035(7) -0.0115(7)
C8 0.0536(12) 0.0332(8) 0.0251(7) 0.0007(7) -0.0028(7) -0.0179(9)
C9 0.0313(9) 0.0321(8) 0.0394(8) 0.0050(7) 0.0078(7) -0.0065(7)
C10 0.0176(6) 0.0162(5) 0.0228(6) 0.0000(5) 0.0014(5) -0.0009(5)

_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
B O1 1.3467(19) . ?
B O2 1.3629(18) . ?
B C10 1.597(2) . ?
O1 H01 0.89(3) . ?
O2 H02 0.81(2) . ?
O3 C1 1.3493(16) . ?
O3 C6 1.4711(17) . ?
O4 C1 1.2264(16) . ?
N1 C1 1.3396(18) . ?
N1 C5 1.4712(17) . ?
N1 C2 1.4753(17) . ?
C2 C10 1.5340(18) . ?
C2 C3 1.536(2) . ?
C2 H2 0.995(17) . ?
C3 C4 1.528(2) . ?
C3 H31 1.04(2) . ?
C3 H32 0.98(2) . ?
C4 C5 1.522(2) . ?
C4 H41 1.01(2) . ?
C4 H42 0.97(2) . ?
C5 H51 0.99(2) . ?
C5 H52 0.99(2) . ?
C6 C9 1.517(2) . ?
C6 C7 1.520(2) . ?
C6 C8 1.521(2) . ?
C7 H71 1.01(2) . ?
C7 H72 0.97(2) . ?
C7 H73 1.04(2) . ?
C8 H81 0.99(2) . ?
C8 H82 0.98(2) . ?
C8 H83 0.99(2) . ?
C9 H91 0.94(2) . ?
C9 H92 0.96(2) . ?
C9 H93 0.99(2) . ?
C10 H101 0.99(2) . ?
C10 H102 0.986(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
O1 B O2 118.44(13) . . ?
O1 B C10 123.27(13) . . ?
O2 B C10 118.28(12) . . ?
B O1 H01 112.2(15) . . ?
B O2 H02 114.7(17) . . ?
C1 O3 C6 120.75(11) . . ?
C1 N1 C5 124.11(12) . . ?
C1 N1 C2 122.01(11) . . ?
C5 N1 C2 113.34(11) . . ?
O4 C1 N1 124.58(12) . . ?
O4 C1 O3 124.73(13) . . ?
N1 C1 O3 110.69(12) . . ?
N1 C2 C10 113.23(10) . . ?
N1 C2 C3 101.84(11) . . ?
C10 C2 C3 112.92(12) . . ?
N1 C2 H2 107.7(10) . . ?
C10 C2 H2 109.9(9) . . ?
C3 C2 H2 110.9(9) . . ?
C4 C3 C2 104.21(12) . . ?
C4 C3 H31 107.4(11) . . ?
C2 C3 H31 107.5(11) . . ?
C4 C3 H32 112.1(12) . . ?
C2 C3 H32 112.3(12) . . ?
H31 C3 H32 112.8(16) . . ?
C5 C4 C3 103.35(13) . . ?
C5 C4 H41 109.6(11) . . ?
C3 C4 H41 108.7(12) . . ?
C5 C4 H42 111.1(12) . . ?
C3 C4 H42 112.5(12) . . ?
H41 C4 H42 111.3(16) . . ?
N1 C5 C4 102.81(11) . . ?
N1 C5 H51 109.2(11) . . ?
C4 C5 H51 114.1(11) . . ?
N1 C5 H52 110.1(12) . . ?
C4 C5 H52 110.7(12) . . ?
H51 C5 H52 109.7(16) . . ?
O3 C6 C9 109.30(12) . . ?
O3 C6 C7 102.02(12) . . ?
C9 C6 C7 111.57(13) . . ?
O3 C6 C8 110.82(12) . . ?
C9 C6 C8 112.47(15) . . ?
C7 C6 C8 110.19(14) . . ?
C6 C7 H71 107.2(12) . . ?
C6 C7 H72 111.3(13) . . ?
H71 C7 H72 109.4(18) . . ?
C6 C7 H73 111.0(12) . . ?
H71 C7 H73 106.6(15) . . ?
H72 C7 H73 111.1(18) . . ?
C6 C8 H81 109.8(12) . . ?
C6 C8 H82 113.8(12) . . ?
H81 C8 H82 110.3(19) . . ?
C6 C8 H83 107.1(12) . . ?
H81 C8 H83 108.0(16) . . ?
H82 C8 H83 107.7(17) . . ?
C6 C9 H91 113.5(13) . . ?
C6 C9 H92 109.1(13) . . ?
H91 C9 H92 113.6(19) . . ?
C6 C9 H93 107.8(13) . . ?
H91 C9 H93 107.6(19) . . ?
H92 C9 H93 104.6(19) . . ?
C2 C10 B 111.07(11) . . ?
C2 C10 H101 109.9(11) . . ?
B C10 H101 111.9(10) . . ?
C2 C10 H102 108.8(10) . . ?
B C10 H102 109.1(10) . . ?
H101 C10 H102 106.0(14) . . ?

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 O4 -176.83(13) . . . . ?
C2 N1 C1 O4 -5.8(2) . . . . ?
C5 N1 C1 O3 3.94(18) . . . . ?
C2 N1 C1 O3 174.94(11) . . . . ?
C6 O3 C1 O4 7.6(2) . . . . ?
C6 O3 C1 N1 -173.13(11) . . . . ?
C1 N1 C2 C10 77.22(16) . . . . ?
C5 N1 C2 C10 -110.90(13) . . . . ?
C1 N1 C2 C3 -161.25(12) . . . . ?
C5 N1 C2 C3 10.64(15) . . . . ?
N1 C2 C3 C4 -29.97(15) . . . . ?
C10 C2 C3 C4 91.78(14) . . . . ?
C2 C3 C4 C5 38.72(16) . . . . ?
C1 N1 C5 C4 -175.32(12) . . . . ?
C2 N1 C5 C4 12.99(15) . . . . ?
C3 C4 C5 N1 -31.25(15) . . . . ?
C1 O3 C6 C9 61.82(16) . . . . ?
C1 O3 C6 C7 -179.96(12) . . . . ?
C1 O3 C6 C8 -62.67(18) . . . . ?
N1 C2 C10 B -169.26(12) . . . . ?
C3 C2 C10 B 75.66(15) . . . . ?
O1 B C10 C2 68.22(19) . . . . ?
O2 B C10 C2 -110.72(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
O1 H01 O2 0.89(3) 1.83(3) 2.7172(15) 178(2) 4_556
O2 H02 O4 0.81(2) 1.89(2) 2.6964(14) 172(2) 4_456

_diffrn_measured_fraction_theta_max 1.000
_diffrn_reflns_theta_full        28.96
_diffrn_measured_fraction_theta_full 1.000
_refine_diff_density_max         0.175
_refine_diff_density_min         -0.165
_refine_diff_density_rms         0.034

#===================================================END

data_(S)-7
_database_code_depnum_ccdc_archive 'CCDC 666985'

_database_code_CSD               666985

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
(S)-Pinacol-(pyrrolidinium-2-yl)-methylboronic acid chloride
;
_chemical_name_common            
'(S)-Pinacol-(pyrrolidinium-2-yl)-methylboronic acid chloride'
_chemical_melting_point          476
_chemical_formula_moiety         'C11 H23 B N O2 1+,Cl 1-'
_chemical_formula_sum            'C11 H23 B Cl N O2'
_chemical_formula_weight         247.56
_chemical_absolute_configuration ad
_chemical_optical_rotation       '[\a]~D~^22^=+22 (c 1.00 in CH~2~Cl~2~)'

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'
B B 0.0013 0.0007 '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'

_symmetry_cell_setting           Monoclinic
_symmetry_space_group_name_H-M   'C 2'

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

_cell_length_a                   22.004(4)
_cell_length_b                   6.5982(12)
_cell_length_c                   10.0393(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 93.683(12)
_cell_angle_gamma                90.00
_cell_volume                     1454.5(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    6172
_cell_measurement_theta_min      2.66
_cell_measurement_theta_max      27.48

_exptl_crystal_description       blade
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.35
_exptl_crystal_size_min          0.13
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.131
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             536
_exptl_absorpt_coefficient_mu    0.250
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.73
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   SADABS-2006/1

_exptl_special_details           
;The data collection nominally covered full sphere of reciprocal
space, by a combination of 4 runs of narrow-frame \w-scans (scan
width 0.3\% \w, 31.4 s exposure), every run at a different \f angle.
Crystal to detector distance 4.42 cm. 1821 unique reflections after
merging Friedel equivalents. Between 160 and 175 K the crystals
undergo a phase transition, whereupon they turn polycrystalline.
;

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'Siemens SMART 1K CCD area detector'
_diffrn_measurement_method       '\w scans'
_diffrn_detector_area_resol_mean 8
_diffrn_standards_number         0
_diffrn_reflns_number            8899
_diffrn_reflns_av_R_equivalents  0.0216
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_min       -28
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_theta_min         1.85
_diffrn_reflns_theta_max         27.50
_reflns_number_total             3349
_reflns_number_gt                2990
_reflns_threshold_expression     I>2\s(I)
_reflns_Friedel_coverage         0.84

_computing_data_collection       'SMART version 5.049 (Bruker, 1998)'
_computing_cell_refinement       'SAINT version 6.45A (Bruker, 2003)'
_computing_data_reduction        'SAINT version 6.45A (Bruker, 2003)'
_computing_structure_solution    'SHELXTL version 6.14 (Bruker, 2003)'
_computing_structure_refinement  'SHELXTL version 6.14 (Bruker, 2003)'
_computing_molecular_graphics    'SHELXTL version 6.14 (Bruker, 2003)'
_computing_publication_material  'SHELXTL version 6.14 (Bruker, 2003)'

_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. The O(1), O(2),
C(6), C(7), C(8), C(9), C(10) and C(11) atoms (with the attached hydrogens)
are disordered between two positions with occupancies 85% and (primed) 15%.
Major positions were refined in anisotropic, minor in isotropic approximation.
Methyl groups of the major positions were refined as rigid bodies rotating
around C---C bonds, with a common refined U for three H atoms. Amino H atoms:
refall, other H atoms: riding model.
;

_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^)+(0.0631P)^2^+0.6355P] 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    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.086(84)
_refine_ls_number_reflns         3349
_refine_ls_number_parameters     195
_refine_ls_number_restraints     10
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0508
_refine_ls_wR_factor_ref         0.1324
_refine_ls_wR_factor_gt          0.1268
_refine_ls_goodness_of_fit_ref   1.088
_refine_ls_restrained_S_all      1.088
_refine_ls_shift/su_max          0.007
_refine_ls_shift/su_mean         0.001

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 0.5000 0.27670(17) 0.0000 0.0676(3) Uani 1 2 d S . .
Cl2 Cl 0.5000 0.35382(18) 0.5000 0.0840(4) Uani 1 2 d S . .
O1 O 0.24128(12) 0.4655(5) 0.2897(4) 0.0697(9) Uani 0.85 1 d P A 1
O2 O 0.27380(11) 0.7586(5) 0.1995(4) 0.0743(10) Uani 0.85 1 d P A 1
O1' O 0.2421(7) 0.522(2) 0.3181(15) 0.042(4) Uiso 0.15 1 d PD A 2
O2' O 0.2680(9) 0.703(3) 0.168(2) 0.065(6) Uiso 0.15 1 d PD A 2
N N 0.46572(8) 0.5504(3) 0.2311(2) 0.0474(4) Uani 1 1 d . . .
H1N H 0.4741(12) 0.460(4) 0.172(3) 0.053(7) Uiso 1 1 d . . .
H2N H 0.4728(12) 0.477(4) 0.314(3) 0.052(7) Uiso 1 1 d . . .
C1 C 0.35631(9) 0.4916(4) 0.2672(2) 0.0503(5) Uani 1 1 d . A .
H11 H 0.3668 0.4596 0.3622 0.060 Uiso 1 1 d R . .
H12 H 0.3584 0.3640 0.2159 0.060 Uiso 1 1 d R . .
C2 C 0.40263(9) 0.6391(4) 0.2187(2) 0.0444(4) Uani 1 1 d . . .
H2 H 0.3918 0.6721 0.1229 0.053 Uiso 1 1 d R . .
C3 C 0.41135(13) 0.8335(5) 0.2977(4) 0.0737(8) Uani 1 1 d . . .
H31 H 0.3814 0.9365 0.2644 0.088 Uiso 1 1 d R . .
H32 H 0.4063 0.8105 0.3938 0.088 Uiso 1 1 d R . .
C4 C 0.47526(16) 0.9024(5) 0.2764(4) 0.0857(10) Uani 1 1 d . . .
H41 H 0.4746 1.0066 0.2054 0.103 Uiso 1 1 d R . .
H42 H 0.4942 0.9620 0.3595 0.103 Uiso 1 1 d R . .
C5 C 0.51016(12) 0.7236(5) 0.2354(3) 0.0730(9) Uani 1 1 d . . .
H51 H 0.5446 0.6969 0.3014 0.088 Uiso 1 1 d R . .
H52 H 0.5264 0.7450 0.1468 0.088 Uiso 1 1 d R . .
C6 C 0.18566(12) 0.5803(5) 0.2511(4) 0.0539(7) Uani 0.85 1 d PD A 1
C7 C 0.20961(11) 0.7981(5) 0.2251(3) 0.0562(7) Uani 0.85 1 d PD A 1
C8 C 0.15606(16) 0.4774(7) 0.1282(4) 0.0819(11) Uani 0.85 1 d P A 1
H81 H 0.1486 0.3341 0.1475 0.099(8) Uiso 0.85 1 d PR A 1
H82 H 0.1836 0.4873 0.0555 0.099(8) Uiso 0.85 1 d PR A 1
H83 H 0.1173 0.5438 0.1012 0.099(8) Uiso 0.85 1 d PR A 1
C9 C 0.14402(17) 0.5651(9) 0.3645(5) 0.0918(13) Uani 0.85 1 d P A 1
H91 H 0.1635 0.6121 0.4494 0.102(8) Uiso 0.85 1 d PR A 1
H92 H 0.1326 0.4222 0.3729 0.102(8) Uiso 0.85 1 d PR A 1
H93 H 0.1074 0.6460 0.3420 0.102(8) Uiso 0.85 1 d PR A 1
C10 C 0.1824(2) 0.8973(9) 0.0989(6) 0.0837(14) Uani 0.85 1 d P A 1
H101 H 0.1882 0.8143 0.0197 0.103(9) Uiso 0.85 1 d PR A 1
H102 H 0.2027 1.0284 0.0894 0.103(9) Uiso 0.85 1 d PR A 1
H103 H 0.1387 0.9192 0.1075 0.103(9) Uiso 0.85 1 d PR A 1
C11 C 0.2079(2) 0.9389(7) 0.3437(5) 0.0948(13) Uani 0.85 1 d P A 1
H111 H 0.2288 1.0667 0.3266 0.142(12) Uiso 0.85 1 d PR A 1
H112 H 0.2283 0.8720 0.4215 0.142(12) Uiso 0.85 1 d PR A 1
H113 H 0.1654 0.9669 0.3614 0.142(12) Uiso 0.85 1 d PR A 1
C6' C 0.1887(8) 0.646(3) 0.2935(15) 0.053(5) Uiso 0.15 1 d PD A 2
C7' C 0.2034(7) 0.722(2) 0.1519(14) 0.049(3) Uiso 0.15 1 d PD A 2
C8' C 0.1931(13) 0.794(4) 0.406(2) 0.093(7) Uiso 0.15 1 d PD A 2
H81' H 0.1831 0.7278 0.4894 0.139 Uiso 0.15 1 d PR A 2
H82' H 0.1633 0.9014 0.3840 0.139 Uiso 0.15 1 d PR A 2
H83' H 0.2339 0.8533 0.4174 0.139 Uiso 0.15 1 d PR A 2
C9' C 0.1335(10) 0.512(4) 0.271(3) 0.083(6) Uiso 0.15 1 d PD A 2
H91' H 0.1409 0.4247 0.1949 0.125 Uiso 0.15 1 d PR A 2
H92' H 0.0969 0.5935 0.2507 0.125 Uiso 0.15 1 d PR A 2
H93' H 0.1277 0.4278 0.3499 0.125 Uiso 0.15 1 d PR A 2
C10' C 0.1880(16) 0.943(4) 0.144(3) 0.075(9) Uiso 0.15 1 d PD A 2
H10' H 0.2049 1.0168 0.2227 0.113 Uiso 0.15 1 d PR A 2
H11' H 0.1436 0.9581 0.1370 0.113 Uiso 0.15 1 d PR A 2
H12' H 0.2051 0.9974 0.0638 0.113 Uiso 0.15 1 d PR A 2
C11' C 0.1799(9) 0.591(3) 0.0407(17) 0.066(4) Uiso 0.15 1 d PD A 2
H13' H 0.1912 0.4496 0.0581 0.099 Uiso 0.15 1 d PR A 2
H14' H 0.1977 0.6372 -0.0410 0.099 Uiso 0.15 1 d PR A 2
H15' H 0.1354 0.6026 0.0298 0.099 Uiso 0.15 1 d PR A 2
B B 0.28920(10) 0.5747(4) 0.2525(3) 0.0466(5) Uani 1 1 d D . .

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
Cl1 0.0680(5) 0.0812(6) 0.0557(5) 0.000 0.0198(4) 0.000
Cl2 0.1045(8) 0.0811(7) 0.0616(5) 0.000 -0.0315(5) 0.000
O1 0.0341(11) 0.0523(17) 0.122(3) 0.0171(18) 0.0031(13) -0.0038(11)
O2 0.0307(10) 0.0633(18) 0.129(3) 0.030(2) 0.0048(12) 0.0006(12)
N 0.0304(8) 0.0604(12) 0.0514(10) -0.0053(9) 0.0024(7) -0.0036(8)
C1 0.0335(9) 0.0578(12) 0.0593(12) 0.0107(10) 0.0002(8) 0.0003(9)
C2 0.0318(9) 0.0538(12) 0.0474(10) 0.0021(9) 0.0004(8) 0.0008(8)
C3 0.0554(14) 0.0601(17) 0.106(2) -0.0200(16) 0.0046(14) -0.0030(12)
C4 0.0709(18) 0.066(2) 0.121(3) -0.0092(18) 0.0126(18) -0.0237(16)
C5 0.0421(12) 0.082(2) 0.094(2) -0.0013(16) 0.0046(13) -0.0238(13)
C6 0.0313(12) 0.0541(17) 0.077(2) 0.0011(17) 0.0044(12) 0.0001(12)
C7 0.0351(12) 0.0571(17) 0.0762(18) 0.0048(15) 0.0025(11) 0.0039(12)
C8 0.0561(18) 0.083(2) 0.105(3) -0.015(2) -0.0118(18) -0.0031(17)
C9 0.063(2) 0.117(3) 0.099(3) 0.010(3) 0.031(2) -0.016(2)
C10 0.069(2) 0.094(3) 0.087(3) 0.028(3) -0.004(2) 0.009(2)
C11 0.103(3) 0.071(2) 0.109(3) -0.021(2) -0.002(3) -0.004(2)
B 0.0309(10) 0.0550(14) 0.0538(13) 0.0039(11) 0.0012(9) -0.0028(10)

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

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 B 1.349(4) . ?
O1 C6 1.470(4) . ?
O2 B 1.359(4) . ?
O2 C7 1.475(4) . ?
O1' B 1.310(16) . ?
O1' C6' 1.44(2) . ?
O2' B 1.270(19) . ?
O2' C7' 1.43(2) . ?
N C5 1.503(3) . ?
N C2 1.504(3) . ?
N H1N 0.87(3) . ?
N H2N 0.97(3) . ?
C1 C2 1.512(3) . ?
C1 B 1.573(3) . ?
C1 H11 0.9899 . ?
C1 H12 0.9900 . ?
C2 C3 1.514(4) . ?
C2 H2 1.0000 . ?
C3 C4 1.506(4) . ?
C3 H31 0.9901 . ?
C3 H32 0.9900 . ?
C4 C5 1.480(5) . ?
C4 H41 0.9900 . ?
C4 H42 0.9900 . ?
C5 H51 0.9900 . ?
C5 H52 0.9900 . ?
C6 C9 1.510(5) . ?
C6 C8 1.517(5) . ?
C6 C7 1.558(4) . ?
C7 C11 1.512(5) . ?
C7 C10 1.515(5) . ?
C8 H81 0.9815 . ?
C8 H82 0.9812 . ?
C8 H83 0.9816 . ?
C9 H91 0.9807 . ?
C9 H92 0.9804 . ?
C9 H93 0.9806 . ?
C10 H101 0.9809 . ?
C10 H102 0.9806 . ?
C10 H103 0.9806 . ?
C11 H111 0.9808 . ?
C11 H112 0.9804 . ?
C11 H113 0.9805 . ?
C6' C8' 1.494(18) . ?
C6' C9' 1.508(18) . ?
C6' C7' 1.559(16) . ?
C7' C11' 1.476(17) . ?
C7' C10' 1.499(19) . ?
C8' H81' 0.9799 . ?
C8' H82' 0.9800 . ?
C8' H83' 0.9800 . ?
C9' H91' 0.9799 . ?
C9' H92' 0.9800 . ?
C9' H93' 0.9801 . ?
C10' H10' 0.9800 . ?
C10' H11' 0.9802 . ?
C10' H12' 0.9800 . ?
C11' H13' 0.9801 . ?
C11' H14' 0.9800 . ?
C11' H15' 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
B O1 C6 107.7(3) . . ?
B O2 C7 107.9(2) . . ?
B O1' C6' 115.2(13) . . ?
B O2' C7' 116.8(16) . . ?
C5 N C2 107.5(2) . . ?
C5 N H1N 112.1(18) . . ?
C2 N H1N 116.6(17) . . ?
C5 N H2N 106.8(16) . . ?
C2 N H2N 111.3(15) . . ?
H1N N H2N 102(2) . . ?
C2 C1 B 113.2(2) . . ?
C2 C1 H11 109.0 . . ?
B C1 H11 109.0 . . ?
C2 C1 H12 108.9 . . ?
B C1 H12 108.9 . . ?
H11 C1 H12 107.7 . . ?
N C2 C1 111.14(19) . . ?
N C2 C3 101.61(18) . . ?
C1 C2 C3 116.2(2) . . ?
N C2 H2 109.1 . . ?
C1 C2 H2 109.0 . . ?
C3 C2 H2 109.4 . . ?
C4 C3 C2 105.7(2) . . ?
C4 C3 H31 110.7 . . ?
C2 C3 H31 110.2 . . ?
C4 C3 H32 110.3 . . ?
C2 C3 H32 111.2 . . ?
H31 C3 H32 108.7 . . ?
C5 C4 C3 107.7(2) . . ?
C5 C4 H41 109.6 . . ?
C3 C4 H41 110.0 . . ?
C5 C4 H42 110.6 . . ?
C3 C4 H42 110.4 . . ?
H41 C4 H42 108.5 . . ?
C4 C5 N 105.4(2) . . ?
C4 C5 H51 110.1 . . ?
N C5 H51 110.6 . . ?
C4 C5 H52 111.1 . . ?
N C5 H52 110.8 . . ?
H51 C5 H52 108.7 . . ?
O1 C6 C9 107.6(3) . . ?
O1 C6 C8 106.9(3) . . ?
C9 C6 C8 109.5(3) . . ?
O1 C6 C7 103.6(2) . . ?
C9 C6 C7 114.6(4) . . ?
C8 C6 C7 114.1(3) . . ?
O2 C7 C11 108.6(3) . . ?
O2 C7 C10 105.2(3) . . ?
C11 C7 C10 111.4(4) . . ?
O2 C7 C6 101.8(2) . . ?
C11 C7 C6 114.1(3) . . ?
C10 C7 C6 114.7(3) . . ?
O1' C6' C8' 103.3(16) . . ?
O1' C6' C9' 109.5(16) . . ?
C8' C6' C9' 120.5(18) . . ?
O1' C6' C7' 97.1(13) . . ?
C8' C6' C7' 118.3(16) . . ?
C9' C6' C7' 105.4(14) . . ?
O2' C7' C11' 109.5(14) . . ?
O2' C7' C10' 107.9(18) . . ?
C11' C7' C10' 117.5(17) . . ?
O2' C7' C6' 97.8(13) . . ?
C11' C7' C6' 114.8(13) . . ?
C10' C7' C6' 107.5(18) . . ?
C6' C8' H81' 110.3 . . ?
C6' C8' H82' 107.0 . . ?
H91 C8' H82' 111.2 . . ?
H81' C8' H82' 109.5 . . ?
C6' C8' H83' 111.2 . . ?
H81' C8' H83' 109.5 . . ?
H82' C8' H83' 109.5 . . ?
C6' C9' H91' 106.7 . . ?
C6' C9' H92' 110.7 . . ?
H91' C9' H92' 109.5 . . ?
C6' C9' H93' 111.0 . . ?
H91' C9' H93' 109.5 . . ?
H92' C9' H93' 109.5 . . ?
C7' C10' H11' 108.9 . . ?
H10' C10' H11' 109.5 . . ?
C7' C10' H12' 107.7 . . ?
H10' C10' H12' 109.5 . . ?
H11' C10' H12' 109.5 . . ?
C7' C11' H13' 110.4 . . ?
C7' C11' H14' 108.2 . . ?
H13' C11' H14' 109.5 . . ?
C7' C11' H15' 109.8 . . ?
H13' C11' H15' 109.5 . . ?
H14' C11' H15' 109.5 . . ?
O2' B O1' 104.3(13) . . ?
O1 B O2 113.9(2) . . ?
O2' B C1 126.7(10) . . ?
O1' B C1 128.9(8) . . ?
O1 B C1 122.2(2) . . ?
O2 B C1 123.8(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
C5 N C2 C1 -157.6(2) . . . . ?
C5 N C2 C3 -33.3(3) . . . . ?
B C1 C2 N -178.34(19) . . . . ?
B C1 C2 C3 66.1(3) . . . . ?
N C2 C3 C4 33.1(3) . . . . ?
C1 C2 C3 C4 153.9(2) . . . . ?
C2 C3 C4 C5 -21.6(4) . . . . ?
C3 C4 C5 N 0.7(4) . . . . ?
C2 N C5 C4 20.7(3) . . . . ?
B O1 C6 C9 -138.0(4) . . . . ?
B O1 C6 C8 104.5(3) . . . . ?
B O1 C6 C7 -16.3(4) . . . . ?
B O2 C7 C11 100.3(4) . . . . ?
B O2 C7 C10 -140.4(4) . . . . ?
B O2 C7 C6 -20.4(4) . . . . ?
O1 C6 C7 O2 21.8(4) . . . . ?
C9 C6 C7 O2 138.7(3) . . . . ?
C8 C6 C7 O2 -94.0(3) . . . . ?
O1 C6 C7 C11 -94.9(3) . . . . ?
C9 C6 C7 C11 22.0(4) . . . . ?
C8 C6 C7 C11 149.3(3) . . . . ?
O1 C6 C7 C10 134.9(4) . . . . ?
C9 C6 C7 C10 -108.3(4) . . . . ?
C8 C6 C7 C10 19.1(4) . . . . ?
B O1' C6' C8' -96.2(17) . . . . ?
B O1' C6' C9' 134.3(15) . . . . ?
B O1' C6' C7' 25.2(15) . . . . ?
B O2' C7' C11' -94.3(18) . . . . ?
B O2' C7' C10' 136.8(19) . . . . ?
B O2' C7' C6' 25.5(19) . . . . ?
O1' C6' C7' O2' -26.4(15) . . . . ?
C8' C6' C7' O2' 83(2) . . . . ?
C9' C6' C7' O2' -138.9(16) . . . . ?
O1' C6' C7' C11' 89.3(15) . . . . ?
C8' C6' C7' C11' -161.4(18) . . . . ?
C9' C6' C7' C11' -23(2) . . . . ?
O1' C6' C7' C10' -138.0(19) . . . . ?
C8' C6' C7' C10' -29(2) . . . . ?
C9' C6' C7' C10' 109(2) . . . . ?
C7' O2' B O1' -11.1(18) . . . . ?
C7' O2' B C1 165.8(10) . . . . ?
C6' O1' B O2' -11.1(15) . . . . ?
C6' O1' B C1 172.1(8) . . . . ?
C6 O1 B O2 3.8(5) . . . . ?
C6 O1 B C1 -175.0(3) . . . . ?
C7 O2 B O1 11.6(4) . . . . ?
C7 O2 B C1 -169.7(3) . . . . ?
C2 C1 B O2' 27.2(11) . . . . ?
C2 C1 B O1' -156.7(8) . . . . ?
C2 C1 B O1 179.7(3) . . . . ?
C2 C1 B O2 1.1(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
N H1N Cl1 0.87(3) 2.21(3) 3.072(2) 170(2) .
N H2N Cl2 0.97(3) 2.09(3) 3.045(2) 170(2) .

_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        27.50
_diffrn_measured_fraction_theta_full 0.999
_refine_diff_density_max         0.383
_refine_diff_density_min         -0.159
_refine_diff_density_rms         0.038

#===================================================END