# Supplementary Material (ESI) for Chemical Communications
# This journal is © The Royal Society of Chemistry 2004

data_global
_journal_name_full               Chem.Commun.
_journal_coden_cambridge         0182

loop_
_publ_author_name
'Anthony Francis, Hill'
'Ian R. Crossley'
'Elizabeth R. Humphrey'
'Matthew K. Smith'
'Never Tshabang'
'Anthony C. Willis'

_publ_contact_author_name        'Prof Anthony Francis Hill'
_publ_contact_author_address     
;
Research School of Chemistry
Institute of Advanced Studies
Australian National University
Building 35
Acton
Canberra
ACT
0200
AUSTRALIA
;

_publ_contact_author_email       willis@rsc.anu.edu.au
_publ_contact_author_fax         ' 61 2 6125 0750 '
_publ_contact_author_phone       ' 61 2 6125 4109 '
_publ_contact_letter             
;
?
;
_publ_requested_category         'FM '

_publ_requested_coeditor_name    ?
#=============================================================================
# 3. TITLE AND AUTHOR LIST
_publ_section_title              
;
Caveats for poly(methimazolyl)borate chemistry: The
novel inorganic heterocycles [H2C(mt)2BR2]Cl (mt = methimazolyl; BR2 =
BH2, BH(mt), 9-BBN
;

data_nvt9
_database_code_depnum_ccdc_archive 'CCDC 237690'
_audit_creation_date             04-22-04
_audit_creation_method           CRYSTALS_ver_12-03-99
#  4221411    nvt9
_audit_update_record             
;
2004-04-23- Report on C9 H16 B Cl N4 O S2
by Anthony C. Willis
for   Anthony F. Hill and Never Tshabang

2004-04-23 - passes checkcif tests with minor warnings

;
#==============================================================================
# 4. TEXT
_publ_section_abstract           #Text of the abstract
;
The crystal structure of
(C~9~H~14~BN~4~S~2~)Cl.H~2~O
is reported.
;
_publ_section_comment            #Text of the paper
;
The  structure consists of one C~9~H~14~BN~4~S~2~^+^ cation
one chloride anion and a water molecule of crystallization.

In solution the compound is presumably racemic but
upon crystallisation it has spontaneously resolved to give
a racemic conglomerate.
The absolute configuration of molecules in
the crystal used for this data collection
was determined by refining the Flack parameter.
(Flack, 1983, Flack & Bernardinelli, 1999)

The hydrogen atoms were included at idealized positions, where appropriate,
or at peaks in a difference electron density map,
and then were refined positionally.

The final difference electron density map is generally featureless
with the largest peak midway between N21 and C21.

;
_publ_section_acknowledgements   # Acknowledgments
;
?
;
_publ_section_figure_captions    #Captions to figures
;
?
;
_publ_section_exptl_refinement   
# see also _refine_ls_hydrogen for refinement keywords.
;
The hydrogen atoms were included at idealized positions, where appropriate,
or at peaks in a difference electron density map,
and then were refined positionally.
;
_publ_section_exptl_prep         
;
The compound was prepared by NT and
recrystallized  from dichloromethane/hexane.
;

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

_chemical_name_systematic        # IUPAC name, in full
;
?
;

_chemical_melting_point          ?

# choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse'
_refine_ls_matrix_type           full

# choose from 'heavy, direct, difmap, geom'
_atom_sites_solution_primary     direct

# _atom_sites_solution_secondary difmap
_atom_sites_solution_hydrogens   geom

# choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed'
_refine_ls_hydrogen_treatment    refxyz

#****************************************************************************
# General computing
#=============================================================
_computing_structure_refinement  
;
CRYSTALS (Watkin et al 2003)
;
_computing_publication_material  
;
CRYSTALS (Watkin et al 2003)
;
_computing_molecular_graphics    
;
ORTEP-II (Johnson 1976) in teXsan (MSC, 1992-1997)
;
#=============================================================

_cell_length_a                   9.3392(2)
_cell_angle_alpha                90
_cell_length_b                   11.9326(2)
_cell_angle_beta                 90
_cell_length_c                   12.7412(3)
_cell_angle_gamma                90
_cell_volume                     1419.89(5)

_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+1/2,-z
-x,y+1/2,-z+1/2
-x+1/2,-y,z+1/2

# choose from: rm (reference molecule of
# known chirality), ad (anomolous
# dispersion - ie. Flack param), rmad
# (both rm and ad), syn (known from
# synthetic pathway), unk (unknown)
# or . (not applicable).

_chemical_absolute_configuration ad
_refine_ls_abs_structure_details 
;
Flack parameter (1983), 1388 Friedel-pairs
;

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'B   ' 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 International_Tables_Vol_IV_Table_2.2B
'Cl  ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
'S   ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 International_Tables_Vol_IV_Table_2.2B

_cell_formula_units_Z            4
_chemical_formula_sum            ' C9 H16 B Cl N4 O S2 '
_chemical_formula_moiety         ' C9 H14 B N4 S2 +, Cl -, H2 O '
_chemical_compound_source        
;
?
;
_chemical_formula_weight         306.65

_cell_measurement_reflns_used    10150
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27
_cell_measurement_temperature    200

_exptl_crystal_description       ' plate '
_exptl_crystal_colour            ' brown '
_exptl_crystal_size_min          0.12
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_max          0.34

_exptl_crystal_density_diffrn    1.434
_exptl_crystal_density_meas      'not measured'
# Non-dispersive F(000):
_exptl_crystal_F_000             640
_exptl_absorpt_coefficient_mu    0.556

_diffrn_measurement_device_type  
;
Nonius Kappa CCD
;
_diffrn_radiation_monochromator  graphite
_computing_data_collection       
;
COLLECT (Nonius BV, 1997)
;
_computing_data_reduction        
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_cell_refinement       
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_structure_solution    
;
SIR92 (Altomare et al, 1994)
;

_diffrn_measurement_method       ' \f and \w scans with CCD '
_diffrn_special_details          
;
CCD data collecting conditions-
phi and omega scans of width 2.0 deg at rate 120 sec/frame,
crystal-detector distance 25mm,
multiple scan sets so over 95 percent of data collected with 4-fold
redundancy or more [assuming Friedel Law].
;

# Absorption correction

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.150
-1 0 0 0.190
0 1 1 0.070
0 -1 -1 0.050
0 -1 1 0.020
0 1 -1 0.100

_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.869
_exptl_absorpt_correction_T_max  0.943
_exptl_absorpt_process_details   
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
#_diffrn_reflns_av_R_equivalents   0.040
# Sheldrick geometric definitions 0.94 0.94

_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0.00

_diffrn_ambient_temperature      200
_diffrn_reflns_number            14615
_reflns_number_total             3248
_diffrn_reflns_av_R_equivalents  0.02
# Number of reflections with Friedels Law is 14615
# Number of reflections without Friedels Law is 3248
# Theoretical number of reflections is about 1628

_diffrn_reflns_theta_min         2.704
_diffrn_reflns_theta_max         27.483
_diffrn_measured_fraction_theta_max 0.999

_diffrn_reflns_theta_full        27.483
_diffrn_measured_fraction_theta_full 0.999

_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       16
_reflns_limit_h_min              -12
_reflns_limit_h_max              12
_reflns_limit_k_min              0
_reflns_limit_k_max              15
_reflns_limit_l_min              0
_reflns_limit_l_max              16

_refine_diff_density_min         -0.36
_refine_diff_density_max         0.24

_refine_ls_number_reflns         2582
_refine_ls_number_restraints     0
_refine_ls_number_parameters     212

#_refine_ls_R_factor_ref 0.0261
_refine_ls_wR_factor_ref         0.0267
_refine_ls_goodness_of_fit_ref   1.1151

#_reflns_number_all 2819
_refine_ls_R_factor_all          0.0299
_refine_ls_wR_factor_all         0.0288

# The I/u(I) cutoff below was used for refinement as
# well as the _gt R-factors:
_reflns_threshold_expression     I>3.00u(I)
_reflns_number_gt                2582
_refine_ls_R_factor_gt           0.0261
_refine_ls_wR_factor_gt          0.0267

_refine_ls_shift/su_max          0.000653
_refine_ls_abs_structure_Flack   0.01(6)
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Method, part 1, Chebychev polynomial, (Watkin, 1994, Prince, 1982)
[weight] = 1.0/[A~0~*T~0~(x)+A~1~*T~1~(x) ... +A~n-1~]*T~n-1~(x)]
where A~i~ are the Chebychev coefficients listed below and x= Fcalc/Fmax
Method = Robust Weighting (Prince, 1982)
W = [weight] * [1-(deltaF/6*sigmaF)^2^]^2^
A~i~ are:
0.592 0.319 0.497 0.133 0.159
;
_refine_ls_extinction_method     None
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073

## -------------------REFERENCES ----------------------##
## Insert your own references - in alphabetic order
_publ_section_references         
;
Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K.
(2000). maXus  Computer Program for the Solution and Refinement of
Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The
University of Glasgow.

Coppens, P. (1970).  The Evaluation of Absorption and Extinction in
Single-Crystal Structure Analysis.  Crystallographic Computing.  F. R. Ahmed,
S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270.

Flack, H.D. (1983) Acta Cryst., A39, 876-881.

Flack, H.D. & Bernardinelli, G. (1999) Acta Cryst., A55, 908-915.

Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C.,
Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution
of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435

Betteridge, P.W., Carruthers, J.R., Cooper, R.I.,
Prout, K., Watkin, D.J. (2003). J. Appl. Cryst. 36, 1487.

Nonius BV, COLLECT Software, 1997-2001)

Otwinowski, Z. & Minor, W. (1996), Processing of X-ray
Diffraction Data Collected in Oscillation Mode. Methods Enzymol.
276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press.

Prince, E.
Mathematical Techniques in Crystallography
and Materials Science
Springer-Verlag, New York, 1982.

Watkin D.J. (1994),
Acta Cryst, A50, 411-437

Molecular Structure Corporation. (1992-1997). teXsan.
Single Crystal Structure Analysis Software. Version 1.8.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.

Johnson, C.K. (1976)
ORTEP-II, A Fortran Thermal-Ellipsoid Plot Program, Report ORNL-5138,
Oak Ridge National Laboratory, Oak Ridge, Tennessee, USA.
;

# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

# Replace trailing . with the number of unfound
# hydrogen atoms attaced to relavent atom

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_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
_atom_site_attached_hydrogens
Cl1 Cl 0.34247(6) 0.28663(5) 1.11819(4) 0.0397 1.0000 Uani . . . . . .
S1 S 0.27755(5) 0.41542(4) 0.67077(4) 0.0328 1.0000 Uani . . . . . .
S2 S 0.24976(6) 0.15605(4) 0.66741(4) 0.0362 1.0000 Uani . . . . . .
O1 O 0.1851(2) 0.24342(16) 0.89931(14) 0.0508 1.0000 Uani . . . . . .
N11 N 0.30589(18) 0.38929(13) 0.45618(13) 0.0293 1.0000 Uani . . . . . .
N12 N 0.44638(19) 0.51654(14) 0.52391(14) 0.0315 1.0000 Uani . . . . . .
N21 N 0.27698(18) 0.17928(13) 0.45194(13) 0.0297 1.0000 Uani . . . . . .
N22 N 0.3855(2) 0.03208(14) 0.51643(14) 0.0327 1.0000 Uani . . . . . .
C1 C 0.3554(2) 0.2794(2) 0.69960(15) 0.0335 1.0000 Uani . . . . . .
C11 C 0.3447(2) 0.44001(16) 0.54573(15) 0.0278 1.0000 Uani . . . . . .
C12 C 0.3869(2) 0.43474(18) 0.37600(18) 0.0341 1.0000 Uani . . . . . .
C13 C 0.4728(3) 0.51407(18) 0.41771(17) 0.0347 1.0000 Uani . . . . . .
C14 C 0.5167(3) 0.5906(2) 0.5991(2) 0.0392 1.0000 Uani . . . . . .
C21 C 0.3071(2) 0.12380(16) 0.54109(16) 0.0303 1.0000 Uani . . . . . .
C22 C 0.3398(2) 0.12174(18) 0.37033(18) 0.0337 1.0000 Uani . . . . . .
C23 C 0.4053(2) 0.03021(18) 0.40953(18) 0.0347 1.0000 Uani . . . . . .
C24 C 0.4464(3) -0.0494(2) 0.5904(2) 0.0445 1.0000 Uani . . . . . .
B1 B 0.1948(2) 0.2928(2) 0.44110(19) 0.0336 1.0000 Uani . . . . . .
H1 H 0.112(2) 0.298(2) 0.4976(18) 0.0395 1.0000 Uiso . . . . . .
H2 H 0.157(2) 0.299(2) 0.3576(18) 0.0395 1.0000 Uiso . . . . . .
H3 H 0.092(3) 0.245(2) 0.897(2) 0.0605 1.0000 Uiso . . . . . .
H4 H 0.221(3) 0.271(2) 0.969(2) 0.0605 1.0000 Uiso . . . . . .
H11 H 0.356(3) 0.279(2) 0.7723(18) 0.0395 1.0000 Uiso . . . . . .
H12 H 0.448(2) 0.274(2) 0.6731(19) 0.0395 1.0000 Uiso . . . . . .
H121 H 0.372(3) 0.409(2) 0.302(2) 0.0400 1.0000 Uiso . . . . . .
H131 H 0.539(3) 0.564(2) 0.390(2) 0.0412 1.0000 Uiso . . . . . .
H141 H 0.573(3) 0.645(2) 0.559(2) 0.0469 1.0000 Uiso . . . . . .
H142 H 0.448(3) 0.635(2) 0.631(2) 0.0469 1.0000 Uiso . . . . . .
H143 H 0.576(3) 0.549(2) 0.648(2) 0.0469 1.0000 Uiso . . . . . .
H221 H 0.335(3) 0.143(2) 0.300(2) 0.0404 1.0000 Uiso . . . . . .
H231 H 0.462(3) -0.028(2) 0.381(2) 0.0410 1.0000 Uiso . . . . . .
H241 H 0.523(3) -0.096(2) 0.553(2) 0.0527 1.0000 Uiso . . . . . .
H242 H 0.491(3) -0.016(2) 0.643(2) 0.0527 1.0000 Uiso . . . . . .
H243 H 0.374(3) -0.103(2) 0.616(2) 0.0527 1.0000 Uiso . . . . . .

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 0.0385(3) 0.0426(3) 0.0379(3) -0.0038(3) 0.0003(2) 0.0012(2)
S1 0.0337(2) 0.0339(2) 0.0308(2) -0.0062(2) 0.0034(2) 0.0018(2)
S2 0.0418(3) 0.0354(3) 0.0315(2) -0.0016(2) 0.0082(3) -0.0076(2)
O1 0.0393(9) 0.0667(12) 0.0463(10) -0.0058(8) 0.0054(8) 0.0068(8)
N11 0.0304(9) 0.0283(8) 0.0294(9) -0.0007(7) -0.0023(7) 0.0044(6)
N12 0.0319(9) 0.0289(8) 0.0337(9) -0.0016(8) -0.0033(7) 0.0006(7)
N21 0.0282(8) 0.0321(8) 0.0289(8) -0.0048(6) 0.0009(7) -0.0035(7)
N22 0.0384(10) 0.0250(8) 0.0346(9) -0.0019(7) 0.0005(7) -0.0036(7)
C1 0.0338(10) 0.0400(11) 0.0266(9) -0.0013(9) 0.0002(8) -0.0009(10)
C11 0.0262(9) 0.0281(9) 0.0293(10) -0.0010(8) -0.0030(8) 0.0034(8)
C12 0.0400(11) 0.0324(11) 0.0298(11) 0.0013(9) 0.0009(9) 0.0054(9)
C13 0.0399(12) 0.0322(11) 0.0320(11) 0.0030(9) 0.0038(9) 0.0014(9)
C14 0.0406(12) 0.0346(11) 0.0422(13) -0.0065(11) -0.0067(10) -0.0058(10)
C21 0.0289(10) 0.0291(9) 0.0329(11) -0.0038(8) 0.0013(8) -0.0060(8)
C22 0.0379(11) 0.0334(10) 0.0299(11) -0.0075(8) 0.0041(9) -0.0039(9)
C23 0.0394(12) 0.0301(10) 0.0346(12) -0.0064(9) 0.0060(9) -0.0021(9)
C24 0.0577(15) 0.0311(11) 0.0447(14) 0.0028(10) -0.0019(12) 0.0016(11)
B1 0.0254(11) 0.0384(12) 0.0370(12) -0.0070(11) -0.0066(9) 0.0014(10)

loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C1 . 1.816(2) yes
S1 . C11 . 1.737(2) yes
S2 . C1 . 1.819(2) yes
S2 . C21 . 1.739(2) yes
O1 . H3 . 0.87(3) no
O1 . H4 . 1.01(3) no
N11 . C11 . 1.342(2) yes
N11 . C12 . 1.382(3) yes
N11 . B1 . 1.562(3) yes
N12 . C11 . 1.346(3) yes
N12 . C13 . 1.376(3) yes
N12 . C14 . 1.460(3) yes
N21 . C21 . 1.345(3) yes
N21 . C22 . 1.377(3) yes
N21 . B1 . 1.563(3) yes
N22 . C21 . 1.353(3) yes
N22 . C23 . 1.375(3) yes
N22 . C24 . 1.469(3) yes
C1 . H11 . 0.93(2) no
C1 . H12 . 0.93(2) no
C12 . C13 . 1.350(3) yes
C12 . H121 . 1.00(3) no
C13 . H131 . 0.93(2) no
C14 . H141 . 0.98(3) no
C14 . H142 . 0.93(3) no
C14 . H143 . 0.97(3) no
C22 . C23 . 1.348(3) yes
C22 . H221 . 0.94(3) no
C23 . H231 . 0.94(3) no
C24 . H241 . 1.03(3) no
C24 . H242 . 0.89(3) no
C24 . H243 . 0.98(3) no
B1 . H1 . 1.06(2) no
B1 . H2 . 1.12(2) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 . S1 . C11 . 101.06(9) yes
C1 . S2 . C21 . 102.74(10) yes
H3 . O1 . H4 . 111(2) no
C11 . N11 . C12 . 107.66(17) yes
C11 . N11 . B1 . 128.10(17) yes
C12 . N11 . B1 . 124.20(17) yes
C11 . N12 . C13 . 108.36(17) yes
C11 . N12 . C14 . 126.35(18) yes
C13 . N12 . C14 . 125.28(19) yes
C21 . N21 . C22 . 107.64(18) yes
C21 . N21 . B1 . 127.17(17) yes
C22 . N21 . B1 . 125.07(18) yes
C21 . N22 . C23 . 108.43(18) yes
C21 . N22 . C24 . 126.57(19) yes
C23 . N22 . C24 . 124.93(19) yes
S2 . C1 . S1 . 117.42(12) yes
S2 . C1 . H11 . 103.0(16) no
S1 . C1 . H11 . 102.0(16) no
S2 . C1 . H12 . 111.3(15) no
S1 . C1 . H12 . 111.4(15) no
H11 . C1 . H12 . 111(2) no
S1 . C11 . N12 . 123.96(15) yes
S1 . C11 . N11 . 127.30(15) yes
N12 . C11 . N11 . 108.74(17) yes
N11 . C12 . C13 . 108.0(2) yes
N11 . C12 . H121 . 119.9(14) no
C13 . C12 . H121 . 132.0(14) no
N12 . C13 . C12 . 107.2(2) yes
N12 . C13 . H131 . 118.8(16) no
C12 . C13 . H131 . 134.0(16) no
N12 . C14 . H141 . 107.6(16) no
N12 . C14 . H142 . 109.2(16) no
H141 . C14 . H142 . 103(2) no
N12 . C14 . H143 . 111.6(15) no
H141 . C14 . H143 . 112(2) no
H142 . C14 . H143 . 114(2) no
S2 . C21 . N22 . 124.07(16) yes
S2 . C21 . N21 . 127.46(15) yes
N22 . C21 . N21 . 108.38(18) yes
N21 . C22 . C23 . 108.5(2) yes
N21 . C22 . H221 . 124.6(16) no
C23 . C22 . H221 . 126.8(16) no
N22 . C23 . C22 . 107.01(19) yes
N22 . C23 . H231 . 117.9(16) no
C22 . C23 . H231 . 135.0(16) no
N22 . C24 . H241 . 109.3(16) no
N22 . C24 . H242 . 111.7(18) no
H241 . C24 . H242 . 106(2) no
N22 . C24 . H243 . 111.8(15) no
H241 . C24 . H243 . 106(2) no
H242 . C24 . H243 . 111(2) no
N21 . B1 . N11 . 107.56(15) yes
N21 . B1 . H1 . 110.3(13) no
N11 . B1 . H1 . 111.1(13) no
N21 . B1 . H2 . 107.4(12) no
N11 . B1 . H2 . 105.9(12) no
H1 . B1 . H2 . 114.2(16) no

#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
Cl1 O1 3.194(2) . . no
Cl1 O1 3.228(2) . 2_557 no
S1 C12 3.520(2) . 4_565 no
S2 O1 3.191(2) . . no
S2 C13 3.462(3) . 2_456 no
O1 C1 3.031(3) . . no
O1 C13 3.256(3) . 4_565 no
O1 C14 3.329(3) . 3_646 no
O1 C23 3.375(3) . 4 no
O1 N12 3.497(2) . 4_565 no
O1 C24 3.577(3) . 4 no
C13 C21 3.568(3) . 2_556 no
#------------------------------------------------------------------------------
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
S1 C1 S2 C21 . . . . 92.1(1) no
S1 C11 N11 C12 . . . . -179.9(2) no
S1 C11 N11 B1 . . . . -2.2(3) no
S1 C11 N12 C13 . . . . -179.6(2) no
S1 C11 N12 C14 . . . . 0.0(3) no
S2 C1 S1 C11 . . . . -92.5(1) no
S2 C21 N21 C22 . . . . -177.6(2) no
S2 C21 N21 B1 . . . . 6.2(3) no
S2 C21 N22 C23 . . . . 177.0(1) no
S2 C21 N22 C24 . . . . -5.9(3) no
N11 C11 S1 C1 . . . . 72.1(2) no
N11 C11 N12 C13 . . . . -0.1(2) no
N11 C11 N12 C14 . . . . 179.5(2) no
N11 C12 C13 N12 . . . . 0.9(2) no
N11 B1 N21 C21 . . . . 85.3(2) no
N11 B1 N21 C22 . . . . -90.3(2) no
N12 C11 S1 C1 . . . . -108.5(2) no
N12 C11 N11 C12 . . . . 0.6(2) no
N12 C11 N11 B1 . . . . 178.3(2) no
N21 C21 S2 C1 . . . . -72.8(2) no
N21 C21 N22 C23 . . . . 0.2(2) no
N21 C21 N22 C24 . . . . 177.3(2) no
N21 C22 C23 N22 . . . . -1.2(2) no
N21 B1 N11 C11 . . . . -89.8(2) no
N21 B1 N11 C12 . . . . 87.6(2) no
N22 C21 S2 C1 . . . . 111.0(2) no
N22 C21 N21 C22 . . . . -0.9(2) no
N22 C21 N21 B1 . . . . -177.1(2) no
C11 N11 C12 C13 . . . . -0.9(2) no
C11 N12 C13 C12 . . . . -0.5(2) no
C12 C13 N12 C14 . . . . 179.9(2) no
C13 C12 N11 B1 . . . . -178.7(2) no
C21 N21 C22 C23 . . . . 1.3(2) no
C21 N22 C23 C22 . . . . 0.6(2) no
C22 C23 N22 C24 . . . . -176.5(2) no
C23 C22 N21 B1 . . . . 177.6(2) no

#===END

data_nvt2
_database_code_depnum_ccdc_archive 'CCDC 237691'
_audit_creation_date             03-24-02
_audit_creation_method           CRYSTALS_ver_12-03-99
#  2201458    nvt2
_audit_update_record             
;
2003-02-24 - Report on C13 H20 B Cl N6 O S3
by Anthony C. Willis
for   Anthony F. Hill and Never Tshabang

2003-02-25 - passes checkcif tests with minor warnings

;
#==============================================================================
# 4. TEXT
_publ_section_abstract           #Text of the abstract
;
The crystal structure of
(C~13~H~18~BN~6~S~3~)Cl.H~2~O
is reported.
;
_publ_section_comment            #Text of the paper
;
The  crystallographic asymmetric unit  contains one
(C~13~H~18~BN~6~S~3~)^+^ cation,
one chloride anion
and one water molecule.
All atoms are on crystallographic general positions.

The hydrogen atoms were observed in a difference-electron density map.
They were included at idealized positions with the
methyl groups oriented to match the peaks in the difference map.
The H atoms bonded to  boron and oxygen were allowed to refine positionally
with individual isotropic displacement parameters
while those attached to carbon atoms
ride on the atoms to which they were bonded.

The biggest peaks in the final difference electron density map are located
within the methyl groups.
;
_publ_section_acknowledgements   # Acknowledgments
;
?
;
_publ_section_figure_captions    #Captions to figures
;
?
;
_publ_section_exptl_refinement   
# see also _refine_ls_hydrogen for refinement keywords.
;
H atoms attached to B and O atoms were refined positionally
with individual isotropic displacement parameters.
Other H atoms were included at idealized positions and
ride on the atoms to which they were bonded.
;
_publ_section_exptl_prep         
;
The compound was prepared by NT and
recrystallized  from chloroform/hexane.
;
#==========================================================================

_chemical_name_systematic        # IUPAC name, in full
;
?
;
_chemical_melting_point          'not measured'
# choose from 'full, fullcycle, atomblock, userblock, diagonal, sparse'
_refine_ls_matrix_type           full
# choose from 'heavy, direct, difmap, geom'
_atom_sites_solution_primary     direct
# _atom_sites_solution_secondary            difmap
_atom_sites_solution_hydrogens   geom
# choose from 'none, undef, noref, refall, refxyz, refU, constr, mixed'
_refine_ls_hydrogen_treatment    mixed
_refine_special_details          
;
\s^2^(Fo) is from averaging of equivalent reflections by CRYSTALS.

;
#****************************************************************************
# General computing
#=============================================================
_computing_structure_refinement  
;
CRYSTALS (Watkin et al 2001)
;
_computing_publication_material  
;
CRYSTALS (Watkin et al 2001)
;
_computing_molecular_graphics    
;
teXsan (MSC, 1992-1997)
;
#=============================================================
_cell_length_a                   22.5917(3)
_cell_angle_alpha                90
_cell_length_b                   8.0650(1)
_cell_angle_beta                 110.7819(6)
_cell_length_c                   22.6170(4)
_cell_angle_gamma                90
_cell_volume                     3852.75(10)
_symmetry_cell_setting           'Monoclinic '
_symmetry_space_group_name_H-M   'C 1 2/c 1 '
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
-x,y,-z+1/2
x,-y,z+1/2
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7997
0.0030 International_Tables_Vol_IV_Table_2.2B
'B   ' 0.0000 0.0010 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 International_Tables_Vol_IV_Table_2.2B
'Cl  ' 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
'S   ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 International_Tables_Vol_IV_Table_2.2B
_chemical_formula_sum            ' C13 H20 B1 Cl1 N6 O1 S3 '
_chemical_formula_moiety         ' C13 H18 B N6 S3 +, Cl - , H2 O '
_chemical_compound_source        
;
?
;
_chemical_formula_weight         418.80
_cell_measurement_reflns_used    43322
_cell_measurement_theta_min      3
_cell_measurement_theta_max      27
_cell_measurement_temperature    200
_cell_formula_units_Z            8
_exptl_crystal_description       ' plate '
_exptl_crystal_colour            ' colourless '
_exptl_crystal_size_min          0.03
_exptl_crystal_size_mid          0.16
_exptl_crystal_size_max          0.23
_exptl_crystal_density_diffrn    1.444
_exptl_crystal_density_meas      'not measured'
_exptl_crystal_F_000             1748.537
_exptl_absorpt_coefficient_mu    0.538
# Sheldrick geometric definitions 0.92 0.98
_diffrn_measurement_device_type  
;
Enraf Nonius Kappa CCD
;
_diffrn_radiation_monochromator  graphite
_computing_data_collection       
;
COLLECT (Nonius BV, 1997)
;
_computing_data_reduction        
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_cell_refinement       
;
Denzo/Scalepack (Otwinowski & Minor, 1996)
;
_computing_structure_solution    
;
SIR92 (Altomare et al, 1994)
;
_diffrn_measurement_method       ' \f and \w scans with CCD '
_diffrn_special_details          
;
CCD data collecting conditions-
phi and omega scans of width 1.4 deg at rate 84 sec/frame,
crystal-detector distance 28mm,
multiple scan sets so over 90 percent of data collected with 4-fold
redundancy or more.
;
# Absorption correction

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.120
-1 0 0 0.110
0 0 1 0.020
0 0 -1 0.015
4 4 -4 0.080
-4 -4 4 0.085
-4 -1 1 0.090

_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_T_min  0.912
_exptl_absorpt_correction_T_max  0.985
_exptl_absorpt_process_details   
;
via Gaussian method (Coppens, 1970) implemented in maXus (2000)
;
_diffrn_standards_interval_time  0
_diffrn_standards_interval_count 0
_diffrn_standards_number         0
_diffrn_standards_decay_%        0.00
_diffrn_ambient_temperature      200
_diffrn_reflns_number            39250
_reflns_number_total             4438
_diffrn_reflns_av_R_equivalents  0.04
# Number of reflections with Friedels Law is 4438
# Number of reflections without Friedels Law is 0
# Theoretical number of reflections is about 4424
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_reflns_number_gt                2500
_diffrn_reflns_theta_min         4.15
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_limit_h_min       -29
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -29
_diffrn_reflns_limit_l_max       29
_reflns_limit_h_min              -29
_reflns_limit_h_max              27
_reflns_limit_k_min              0
_reflns_limit_k_max              10
_reflns_limit_l_min              0
_reflns_limit_l_max              29
_refine_diff_density_min         -0.23
_refine_diff_density_max         0.21
_reflns_threshold_expression     >3.00\s(I)
_refine_ls_number_reflns         2500
_refine_ls_number_parameters     237
_refine_ls_R_factor_gt           0.0254
_refine_ls_wR_factor_ref         0.0271
_refine_ls_goodness_of_fit_ref   1.0676
_refine_ls_shift/su_max          0.000628
_refine_ls_structure_factor_coef F
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
Chebychev polynomial with 4 parameters, Carruthers & Watkin , 1979,
0.322    -.288    0.114    -.173
;
_diffrn_radiation_type           'Mo K\a'
_refine_ls_extinction_method     None
_diffrn_radiation_wavelength     0.71073
## -------------------REFERENCES ----------------------##
## Insert your own references - in alphabetic order
_publ_section_references         
;
Mackay, S., Gilmore, C. J.,Edwards, C., Stewart, N. & Shankland, K.
(2000). maXus  Computer Program for the Solution and Refinement of
Crystal Structures. Nonius, The Netherlands, MacScience, Japan & The
University of Glasgow.

Coppens, P. (1970).  The Evaluation of Absorption and Extinction in
Single-Crystal Structure Analysis.  Crystallographic Computing.  F. R. Ahmed,
S. R. Hall and C. P. Huber, eds., Munksgaard. Copenhagen. pp 255-270.

Carruthers, J.R. & Watkin, D.J. (1979) Acta Cryst., A35, 698-699.

Molecular Structure Corporation. (1992-1997). teXsan.
Single Crystal Structure Analysis Software. Version 1.8.
MSC, 3200 Research Forest Drive, The Woodlands, TX 77381, USA.

Altomare, A., Cascarano, G., Giacovazzo G., Guagliardi A., Burla M.C.,
Polidori, G. & Camalli, M. (1994) SIR92 - a program for automatic solution
of crystal structures by direct methods. J. Appl. Cryst. (27), 435-435

COLLECT Software, Nonius BV 1997-2001)

Otwinowski, Z. & Minor, W. (1996), Processing of X-ray
Diffraction Data Collected in Oscillation Mode. Methods Enzymol.
276, 1997, 307-326. Ed Carter, C.W. & Sweet, R.M., Academic Press.

Watkin, D.J., Prout, C.K., Carruthers, J.R., Betteridge, P.W. & Cooper
R.I. (2001) CRYSTALS
Issue 11. Chemical Crystallography Laboratory, OXFORD, UK.

;

# Uequiv = arithmetic mean of Ui
# i.e. Ueqiv = (U1+U2+U3)/3

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_occupancy
_atom_site_adp_type
Cl1 cl 0.20439(2) 0.61375(8) 0.65410(3) 0.0406 1.0000 Uani
S1 s 0.41278(2) 0.46567(7) 0.47998(2) 0.0310 1.0000 Uani
S2 s 0.40535(2) 0.83008(7) 0.51331(2) 0.0309 1.0000 Uani
S3 s 0.43350(3) 0.18009(7) 0.60599(3) 0.0385 1.0000 Uani
O1 o 0.30846(9) 0.7885(3) 0.77040(9) 0.0516 1.0000 Uani
N11 n 0.33157(7) 0.5129(2) 0.54544(7) 0.0265 1.0000 Uani
N12 n 0.28439(8) 0.4374(2) 0.44704(8) 0.0346 1.0000 Uani
N21 n 0.44422(7) 0.6210(2) 0.61649(7) 0.0257 1.0000 Uani
N22 n 0.52014(7) 0.7758(2) 0.60755(8) 0.0276 1.0000 Uani
N31 n 0.38255(7) 0.4205(2) 0.65978(7) 0.0268 1.0000 Uani
N32 n 0.39649(8) 0.1822(2) 0.70844(9) 0.0371 1.0000 Uani
C1 c 0.4157(1) 0.6803(3) 0.4572(1) 0.0335 1.0000 Uani
C11 c 0.34101(9) 0.4697(3) 0.49224(9) 0.0276 1.0000 Uani
C12 c 0.26730(9) 0.5083(3) 0.5330(1) 0.0355 1.0000 Uani
C13 c 0.2382(1) 0.4602(3) 0.47246(11) 0.0410 1.0000 Uani
C14 c 0.27341(12) 0.3899(4) 0.38153(11) 0.0527 1.0000 Uani
C21 c 0.45802(9) 0.7422(3) 0.58258(9) 0.0268 1.0000 Uani
C22 c 0.50003(9) 0.5784(3) 0.66374(9) 0.0299 1.0000 Uani
C23 c 0.54708(9) 0.6746(3) 0.65860(9) 0.0314 1.0000 Uani
C24 c 0.5534(1) 0.9031(3) 0.58567(11) 0.0376 1.0000 Uani
C31 c 0.40391(9) 0.2628(3) 0.6587(1) 0.0293 1.0000 Uani
C32 c 0.36130(9) 0.4342(3) 0.71043(9) 0.0337 1.0000 Uani
C33 c 0.3701(1) 0.2884(3) 0.7404(1) 0.0397 1.0000 Uani
C34 c 0.41294(14) 0.0093(3) 0.72541(15) 0.0589 1.0000 Uani
B1 b 0.3767(1) 0.5644(3) 0.6135(1) 0.0247 1.0000 Uani
H1 h 0.355(1) 0.668(3) 0.628(1) 0.033(6) 1.0000 Uiso
H2 h 0.2773(14) 0.758(4) 0.7393(14) 0.061(6) 1.0000 Uiso
H3 h 0.2980(14) 0.875(4) 0.7849(14) 0.061(6) 1.0000 Uiso
H11 h 0.4577(1) 0.7007(3) 0.4532(1) 0.0404 1.0000 Uiso
H12 h 0.3813(1) 0.6983(3) 0.4153(1) 0.0404 1.0000 Uiso
H121 h 0.24590(9) 0.5359(3) 0.5636(1) 0.0429 1.0000 Uiso
H131 h 0.1917(1) 0.4443(3) 0.45025(11) 0.0485 1.0000 Uiso
H141 h 0.31488(12) 0.3815(4) 0.37512(11) 0.0612 1.0000 Uiso
H142 h 0.24643(12) 0.4755(4) 0.35229(11) 0.0612 1.0000 Uiso
H143 h 0.25139(12) 0.2801(4) 0.37243(11) 0.0612 1.0000 Uiso
H221 h 0.50502(9) 0.4908(3) 0.69647(9) 0.0347 1.0000 Uiso
H231 h 0.59266(9) 0.6721(3) 0.68667(9) 0.0363 1.0000 Uiso
H241 h 0.5994(1) 0.9016(3) 0.61263(11) 0.0468 1.0000 Uiso
H242 h 0.5352(1) 1.0144(3) 0.58868(11) 0.0468 1.0000 Uiso
H243 h 0.5486(1) 0.8806(3) 0.54071(11) 0.0468 1.0000 Uiso
H321 h 0.34266(9) 0.5358(3) 0.72228(9) 0.0412 1.0000 Uiso
H331 h 0.3596(1) 0.2612(3) 0.7787(1) 0.0479 1.0000 Uiso
H341 h 0.43120(14) -0.0406(3) 0.69518(15) 0.0712 1.0000 Uiso
H342 h 0.44483(14) 0.0034(3) 0.76933(15) 0.0712 1.0000 Uiso
H343 h 0.37406(14) -0.0534(3) 0.72336(15) 0.0712 1.0000 Uiso
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 0.0303(2) 0.0534(3) 0.0362(3) -0.0018(3) 0.0096(2) 0.0073(2)
S1 0.0268(2) 0.0350(3) 0.0341(3) -0.0021(2) 0.0144(2) 0.0043(2)
S2 0.0280(2) 0.0295(3) 0.0353(3) 0.0075(2) 0.0113(2) 0.0053(2)
S3 0.0415(3) 0.0300(3) 0.0497(3) -0.0017(3) 0.0232(3) 0.0030(2)
O1 0.0338(9) 0.0635(13) 0.0515(11) -0.009(1) 0.0079(8) 0.0017(9)
N11 0.0221(8) 0.0307(9) 0.0275(8) -0.0011(7) 0.0097(6) -0.0014(7)
N12 0.0268(8) 0.0435(11) 0.0308(9) -0.0078(8) 0.0069(7) -0.0026(8)
N21 0.0240(8) 0.0265(8) 0.0260(8) 0.0005(7) 0.0083(6) -0.0021(7)
N22 0.0261(8) 0.0251(9) 0.0331(9) 0.0001(7) 0.0124(7) -0.0019(7)
N31 0.0239(8) 0.0310(9) 0.0262(8) -0.0004(7) 0.0098(6) -0.0023(7)
N32 0.0316(9) 0.0391(11) 0.040(1) 0.0115(9) 0.0120(8) -0.0030(8)
C1 0.029(1) 0.0406(12) 0.031(1) 0.006(1) 0.0114(8) 0.0033(9)
C11 0.0241(9) 0.029(1) 0.029(1) -0.0022(9) 0.0084(7) 0.0009(8)
C12 0.0223(9) 0.0456(13) 0.0393(12) -0.004(1) 0.0120(8) -0.0029(9)
C13 0.024(1) 0.0568(15) 0.0409(12) -0.0091(11) 0.0093(9) -0.005(1)
C14 0.0447(13) 0.0750(19) 0.0334(12) -0.0183(13) 0.008(1) -0.0081(14)
C21 0.0245(9) 0.027(1) 0.030(1) 0.0001(8) 0.0101(8) -0.0002(8)
C22 0.0275(9) 0.0356(11) 0.0237(9) 0.0053(8) 0.0056(8) -0.0006(8)
C23 0.0248(9) 0.0350(11) 0.031(1) -0.0007(9) 0.0055(8) -0.0027(9)
C24 0.0337(11) 0.0296(11) 0.0538(14) 0.005(1) 0.021(1) -0.0050(9)
C31 0.0238(9) 0.031(1) 0.0328(11) 0.0008(9) 0.0092(8) -0.0038(8)
C32 0.027(1) 0.0474(13) 0.0286(11) -0.0049(9) 0.0121(8) -0.0051(9)
C33 0.0305(11) 0.0594(16) 0.0298(11) 0.0064(11) 0.0114(9) -0.007(1)
C34 0.0555(16) 0.0447(15) 0.0777(19) 0.0289(14) 0.0252(14) 0.0022(13)
B1 0.0218(9) 0.0285(11) 0.0246(11) -0.0014(9) 0.0092(8) -0.0010(8)
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
S1 . C1 . 1.813(2) yes
S1 . C11 . 1.7395(19) yes
S2 . C1 . 1.826(2) yes
S2 . C21 . 1.746(2) yes
S3 . C31 . 1.697(2) yes
O1 . H2 . 0.84(3) no
O1 . H3 . 0.84(3) no
N11 . C11 . 1.341(2) yes
N11 . C12 . 1.378(2) yes
N11 . B1 . 1.570(3) yes
N12 . C11 . 1.349(2) yes
N12 . C13 . 1.370(3) yes
N12 . C14 . 1.464(3) yes
N21 . C21 . 1.346(3) yes
N21 . C22 . 1.376(2) yes
N21 . B1 . 1.569(3) yes
N22 . C21 . 1.341(2) yes
N22 . C23 . 1.368(3) yes
N22 . C24 . 1.459(3) yes
N31 . C31 . 1.364(3) yes
N31 . C32 . 1.395(2) yes
N31 . B1 . 1.538(3) yes
N32 . C31 . 1.359(3) yes
N32 . C33 . 1.385(3) yes
N32 . C34 . 1.459(3) yes
C1 . H11 . 1.000 no
C1 . H12 . 1.000 no
C12 . C13 . 1.349(3) yes
C12 . H121 . 1.000 no
C13 . H131 . 1.000 no
C14 . H141 . 1.000 no
C14 . H142 . 1.000 no
C14 . H143 . 1.000 no
C22 . C23 . 1.354(3) yes
C22 . H221 . 1.000 no
C23 . H231 . 1.000 no
C24 . H241 . 1.000 no
C24 . H242 . 1.000 no
C24 . H243 . 1.000 no
C32 . C33 . 1.337(3) yes
C32 . H321 . 1.000 no
C33 . H331 . 1.000 no
C34 . H341 . 1.000 no
C34 . H342 . 1.000 no
C34 . H343 . 1.000 no
B1 . H1 . 1.08(2) no
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 . S1 . C11 . 99.0(1) yes
C1 . S2 . C21 . 98.1(1) yes
H2 . O1 . H3 . 107.7(29) no
C11 . N11 . C12 . 107.57(16) yes
C11 . N11 . B1 . 133.86(16) yes
C12 . N11 . B1 . 118.57(16) yes
C11 . N12 . C13 . 108.30(17) yes
C11 . N12 . C14 . 126.31(18) yes
C13 . N12 . C14 . 125.38(18) yes
C21 . N21 . C22 . 106.87(15) yes
C21 . N21 . B1 . 127.17(16) yes
C22 . N21 . B1 . 124.72(16) yes
C21 . N22 . C23 . 108.69(16) yes
C21 . N22 . C24 . 125.99(17) yes
C23 . N22 . C24 . 125.29(17) yes
C31 . N31 . C32 . 108.39(17) yes
C31 . N31 . B1 . 129.59(16) yes
C32 . N31 . B1 . 121.92(17) yes
C31 . N32 . C33 . 109.80(19) yes
C31 . N32 . C34 . 125.4(2) yes
C33 . N32 . C34 . 124.8(2) yes
S1 . C1 . S2 . 114.05(11) yes
S1 . C1 . H11 . 108.32(7) no
S2 . C1 . H11 . 108.32(7) no
S1 . C1 . H12 . 108.32(7) no
S2 . C1 . H12 . 108.32(7) no
H11 . C1 . H12 . 109.467 no
S1 . C11 . N11 . 127.02(14) yes
S1 . C11 . N12 . 124.21(15) yes
N11 . C11 . N12 . 108.68(16) yes
N11 . C12 . C13 . 108.20(18) yes
N11 . C12 . H121 . 125.90(11) no
C13 . C12 . H121 . 125.90(12) no
N12 . C13 . C12 . 107.23(17) yes
N12 . C13 . H131 . 126.38(11) no
C12 . C13 . H131 . 126.38(12) no
N12 . C14 . H141 . 109.47(12) no
N12 . C14 . H142 . 109.47(14) no
H141 . C14 . H142 . 109.476 no
N12 . C14 . H143 . 109.47(14) no
H141 . C14 . H143 . 109.476 no
H142 . C14 . H143 . 109.476 no
S2 . C21 . N21 . 125.74(14) yes
S2 . C21 . N22 . 125.01(15) yes
N21 . C21 . N22 . 109.04(16) yes
N21 . C22 . C23 . 108.73(18) yes
N21 . C22 . H221 . 125.64(11) no
C23 . C22 . H221 . 125.64(12) no
N22 . C23 . C22 . 106.67(17) yes
N22 . C23 . H231 . 126.7(1) no
C22 . C23 . H231 . 126.66(12) no
N22 . C24 . H241 . 109.47(11) no
N22 . C24 . H242 . 109.47(11) no
H241 . C24 . H242 . 109.475 no
N22 . C24 . H243 . 109.47(12) no
H241 . C24 . H243 . 109.476 no
H242 . C24 . H243 . 109.476 no
S3 . C31 . N31 . 127.50(15) yes
S3 . C31 . N32 . 126.06(17) yes
N31 . C31 . N32 . 106.44(18) yes
N31 . C32 . C33 . 108.3(2) yes
N31 . C32 . H321 . 125.84(12) no
C33 . C32 . H321 . 125.84(13) no
N32 . C33 . C32 . 107.04(18) yes
N32 . C33 . H331 . 126.48(12) no
C32 . C33 . H331 . 126.48(13) no
N32 . C34 . H341 . 109.47(15) no
N32 . C34 . H342 . 109.47(15) no
H341 . C34 . H342 . 109.475 no
N32 . C34 . H343 . 109.47(13) no
H341 . C34 . H343 . 109.476 no
H342 . C34 . H343 . 109.476 no
N11 . B1 . N21 . 113.79(15) yes
N11 . B1 . N31 . 109.69(16) yes
N21 . B1 . N31 . 110.06(15) yes
N11 . B1 . H1 . 107.2(11) no
N21 . B1 . H1 . 107.8(12) no
N31 . B1 . H1 . 108.2(12) no

#------------------------------------------------------------------------------
loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
CL1 O1 3.169(2) . . no
CL1 O1 3.199(2) . 7_546 no
CL1 C1 3.407(2) . 4_566 no
S1 N22 3.484(2) . 2_666 no
S1 C24 3.527(3) . 2_666 no
S2 S3 3.4381(8) . 1_565 no
S2 C24 3.463(3) . 2_676 no
O1 C23 3.218(3) . 5_656 no
O1 C14 3.229(4) . 6_565 no
O1 C34 3.388(4) . 1_565 no
O1 C32 3.547(3) . . no
C13 C13 3.586(5) . 4_556 no
C22 C32 3.597(2) . 5_656 no
C23 C32 3.531(3) . 5_656 no
#------------------------------------------------------------------------------
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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
S1 C1 S2 C21 . . . . 46.9(1) no
S1 C11 N11 C12 . . . . 176.3(2) no
S1 C11 N11 B1 . . . . -3.4(4) no
S1 C11 N12 C13 . . . . -176.9(2) no
S1 C11 N12 C14 . . . . 1.7(3) no
S2 C1 S1 C11 . . . . 52.9(1) no
S2 C21 N21 C22 . . . . 174.7(2) no
S2 C21 N21 B1 . . . . -17.6(3) no
S2 C21 N22 C23 . . . . -175.1(2) no
S2 C21 N22 C24 . . . . 7.0(3) no
S3 C31 N31 C32 . . . . 178.8(1) no
S3 C31 N31 B1 . . . . 2.5(3) no
S3 C31 N32 C33 . . . . -179.1(1) no
S3 C31 N32 C34 . . . . 0.2(3) no
N11 C11 S1 C1 . . . . -86.0(2) no
N11 C11 N12 C13 . . . . -0.2(2) no
N11 C11 N12 C14 . . . . 178.4(2) no
N11 C12 C13 N12 . . . . -0.9(3) no
N11 B1 N21 C21 . . . . 56.0(3) no
N11 B1 N21 C22 . . . . -138.5(2) no
N11 B1 N31 C31 . . . . 59.5(2) no
N11 B1 N31 C32 . . . . -116.4(2) no
N12 C11 S1 C1 . . . . 90.1(2) no
N12 C11 N11 C12 . . . . -0.3(2) no
N12 C11 N11 B1 . . . . -179.9(2) no
N21 C21 S2 C1 . . . . -86.2(2) no
N21 C21 N22 C23 . . . . 0.0(3) no
N21 C21 N22 C24 . . . . -177.9(2) no
N21 C22 C23 N22 . . . . -0.6(3) no
N21 B1 N11 C11 . . . . 18.4(3) no
N21 B1 N11 C12 . . . . -161.2(2) no
N21 B1 N31 C31 . . . . -66.3(2) no
N21 B1 N31 C32 . . . . 117.9(2) no
N22 C21 S2 C1 . . . . 88.1(2) no
N22 C21 N21 C22 . . . . -0.3(2) no
N22 C21 N21 B1 . . . . 167.3(2) no
N31 C31 N32 C33 . . . . 0.5(2) no
N31 C31 N32 C34 . . . . 179.7(2) no
N31 C32 C33 N32 . . . . -0.4(2) no
N31 B1 N11 C11 . . . . -105.3(3) no
N31 B1 N11 C12 . . . . 75.1(2) no
N31 B1 N21 C21 . . . . 179.4(2) no
N31 B1 N21 C22 . . . . -15.0(3) no
N32 C31 N31 C32 . . . . -0.7(2) no
N32 C31 N31 B1 . . . . -177.0(2) no
C11 N11 C12 C13 . . . . 0.8(3) no
C11 N12 C13 C12 . . . . 0.7(3) no
C12 C13 N12 C14 . . . . -178.0(2) no
C13 C12 N11 B1 . . . . -179.5(2) no
C21 N21 C22 C23 . . . . 0.5(3) no
C21 N22 C23 C22 . . . . 0.4(3) no
C22 C23 N22 C24 . . . . 178.3(2) no
C23 C22 N21 B1 . . . . -167.5(2) no
C31 N31 C32 C33 . . . . 0.7(2) no
C31 N32 C33 C32 . . . . 0.0(2) no
C32 C33 N32 C34 . . . . -179.3(2) no
C33 C32 N31 B1 . . . . 177.4(2) no
#---------------------------------------------------------------------------

#===END

data_c:\docume~1\admini~1\desktop\newxta~1\mks19\mks19
_database_code_depnum_ccdc_archive 'CCDC 237867'
_audit_creation_method           SHELXL-97
#====
# 4. TEXT
_publ_section_abstract           #Text of the abstract
;
The crystal structure of
[C21 H34 B1 N4 O1 S2 Cl1]
is reported.
;
_publ_section_comment            #Text of the paper
;
The  crystallographic asymmetric unit consists of one molecule of
[C17 H26 B1 N4 S2 Cl1] and one molecules of dissordered C4H8O.

Hydrogen atoms attached to C atoms
were included at idealized positions
and ride on the atom to which they bonded.

;
_publ_section_exptl_refinement   
# see also _refine_ls_hydrogen for refinement keywords.
;
Hydrogen atoms attached to C atoms
were included at idealized positions
and ride on the atom to which they bonded.

;
_publ_section_exptl_prep         
;
The compound was prepared by MKS and
recrystallized  from tetrahydrofurane.
The sample ID is mks19.
.
;
#=====
_chemical_name_systematic        
;
?
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C21 H34 B Cl N4 O S2'
_chemical_formula_weight         468.90

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'
S S 0.1246 0.1234 '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   P2(1)/m

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

_cell_length_a                   6.9060(14)
_cell_length_b                   10.705(2)
_cell_length_c                   16.144(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.29(3)
_cell_angle_gamma                90.00
_cell_volume                     1192.5(4)
_cell_formula_units_z            2
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    20177
_cell_measurement_theta_min      2.91
_cell_measurement_theta_max      27.1
_exptl_crystal_description       prism
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.46
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.075
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.306
_exptl_crystal_density_method    'not measured'
_exptl_crystal_f_000             500
_exptl_absorpt_coefficient_mu    0.356
# absorption correction
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
1 0 0 0.230
-1 0 0 0.230
0 1 0 0.030
0 -1 0 0.045
0 0 1 0.057
6 7 -1 0.176
-6 -7 1 0.171
0 -1 -3 0.023
0 -1 1 0.037
_exptl_absorpt_correction_type   integration
_exptl_absorpt_correction_t_min  0.714
_exptl_absorpt_correction_t_max  0.929
_exptl_absorpt_process_details   
;
gaussian integration (coppens, 1970)
;

_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  CCD
_diffrn_measurement_method       ' \f and \w scans with ccd '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0.00
_diffrn_reflns_number            22380
_diffrn_reflns_av_R_equivalents  0.0614
_diffrn_reflns_av_sigmaI/netI    0.0372
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         2.95
_diffrn_reflns_theta_max         27.10
_reflns_number_total             2761
_reflns_number_gt                2259
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'Nonius Collect'
_computing_cell_refinement       Denzo-SMN
_computing_data_reduction        'X -seed'
_computing_structure_solution    'shelxs-97 (Sheldrick, 1990)'
_computing_structure_refinement  'shelxl-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'X-seed / Pov-ray'
_computing_publication_material  'Microsoft Office 2000'

_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^)+(0.0819P)^2^+0.9528P] 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_number_reflns         2761
_refine_ls_number_parameters     152
_refine_ls_number_restraints     37
_refine_ls_R_factor_all          0.0684
_refine_ls_R_factor_gt           0.0537
_refine_ls_wR_factor_ref         0.1518
_refine_ls_wR_factor_gt          0.1425
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.050
_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
S11 S 0.46144(8) 0.10458(6) 0.65999(4) 0.0309(2) Uani 1 1 d . . .
N11 N 0.8279(3) 0.13433(18) 0.73652(12) 0.0273(4) Uani 1 1 d . . .
N12 N 0.8110(3) 0.00311(19) 0.63143(12) 0.0314(4) Uani 1 1 d . . .
C1 C 0.4444(5) 0.2500 0.6024(2) 0.0318(7) Uani 1 2 d S . .
H1A H 0.5482 0.2500 0.5619 0.038 Uiso 1 2 calc SR . .
H1B H 0.3192 0.2500 0.5704 0.038 Uiso 1 2 calc SR . .
C11 C 0.7100(3) 0.0847(2) 0.67656(14) 0.0279(5) Uani 1 1 d . . .
C25 C 0.9464(5) 0.2500 0.8750(2) 0.0330(7) Uani 1 2 d S . .
H25 H 1.0791 0.2500 0.8524 0.040 Uiso 1 2 calc SR . .
C14 C 1.0081(3) 0.0822(2) 0.72693(15) 0.0333(5) Uani 1 1 d . . .
H14 H 1.1213 0.1001 0.7602 0.040 Uiso 1 1 calc R . .
C21 C 0.5795(5) 0.2500 0.8383(2) 0.0311(7) Uani 1 2 d S . .
H21 H 0.4783 0.2500 0.7923 0.037 Uiso 1 2 calc SR . .
C13 C 0.9978(3) 0.0011(2) 0.66225(16) 0.0361(6) Uani 1 1 d . . .
H13 H 1.1010 -0.0476 0.6423 0.043 Uiso 1 1 calc R . .
B1 B 0.7892(5) 0.2500 0.7980(2) 0.0271(7) Uani 1 2 d S . .
C24 C 0.9225(4) 0.1295(3) 0.92676(17) 0.0430(6) Uani 1 1 d . . .
H24A H 0.9630 0.0574 0.8932 0.052 Uiso 1 1 calc R . .
H24B H 1.0117 0.1342 0.9762 0.052 Uiso 1 1 calc R . .
C23 C 0.7177(5) 0.1045(3) 0.95570(18) 0.0514(8) Uani 1 1 d . . .
H23A H 0.6944 0.1580 1.0043 0.062 Uiso 1 1 calc R . .
H23B H 0.7094 0.0164 0.9739 0.062 Uiso 1 1 calc R . .
C12 C 0.7382(4) -0.0664(3) 0.55876(17) 0.0407(6) Uani 1 1 d . . .
H12A H 0.6197 -0.1111 0.5723 0.061 Uiso 1 1 calc R . .
H12B H 0.8365 -0.1265 0.5422 0.061 Uiso 1 1 calc R . .
H12C H 0.7096 -0.0081 0.5130 0.061 Uiso 1 1 calc R . .
C22 C 0.5572(4) 0.1290(3) 0.88883(17) 0.0433(7) Uani 1 1 d . . .
H22A H 0.4312 0.1319 0.9160 0.052 Uiso 1 1 calc R . .
H22B H 0.5528 0.0575 0.8499 0.052 Uiso 1 1 calc R . .
Cl1 Cl 0.81249(18) 0.2500 0.46621(9) 0.0626(4) Uani 1 2 d S . .
C5 C 0.410(3) 0.2500 0.1396(8) 0.202(7) Uani 1 2 d SDU . .
H5A H 0.3983 0.3246 0.1035 0.242 Uiso 0.50 1 calc PR . .
H5B H 0.3983 0.1754 0.1035 0.242 Uiso 0.50 1 calc PR . .
C4 C 0.628(3) 0.2500 0.1857(7) 0.318(14) Uani 1 2 d SDU . .
H4A H 0.7042 0.1739 0.1745 0.381 Uiso 0.50 1 calc PR . .
H4B H 0.7042 0.3261 0.1745 0.381 Uiso 0.50 1 calc PR . .
C3 C 0.556(2) 0.2500 0.2555(7) 0.174(5) Uani 1 2 d SDU . .
H3A H 0.6081 0.3242 0.2855 0.208 Uiso 0.50 1 calc PR . .
H3B H 0.6081 0.1758 0.2855 0.208 Uiso 0.50 1 calc PR . .
C2 C 0.359(2) 0.2500 0.2635(8) 0.209(8) Uani 1 2 d SDU . .
H2A H 0.3264 0.1757 0.2966 0.250 Uiso 0.50 1 calc PR . .
H2B H 0.3264 0.3243 0.2966 0.250 Uiso 0.50 1 calc PR . .
O9 O 0.245(2) 0.2500 0.1969(10) 0.294(8) Uani 1 2 d SDU . .

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
S11 0.0208(3) 0.0337(3) 0.0383(3) -0.0015(2) 0.0011(2) -0.0025(2)
N11 0.0209(9) 0.0302(10) 0.0311(10) -0.0008(8) 0.0030(7) 0.0002(7)
N12 0.0266(10) 0.0306(10) 0.0371(11) -0.0057(9) 0.0018(8) 0.0008(8)
C1 0.0268(16) 0.0390(18) 0.0296(16) 0.000 -0.0012(13) 0.000
C11 0.0254(11) 0.0266(11) 0.0320(11) -0.0010(9) 0.0044(9) -0.0021(8)
C25 0.0309(17) 0.0386(19) 0.0292(17) 0.000 -0.0007(13) 0.000
C14 0.0208(11) 0.0396(13) 0.0394(13) -0.0018(11) 0.0003(9) 0.0047(9)
C21 0.0281(16) 0.0377(18) 0.0277(16) 0.000 0.0050(13) 0.000
C13 0.0245(11) 0.0394(14) 0.0447(14) -0.0050(11) 0.0049(10) 0.0057(10)
B1 0.0259(17) 0.0268(18) 0.0290(18) 0.000 0.0038(14) 0.000
C24 0.0426(15) 0.0509(16) 0.0351(13) 0.0097(12) -0.0037(11) 0.0028(12)
C23 0.0523(17) 0.0613(19) 0.0411(15) 0.0188(14) 0.0061(13) -0.0012(14)
C12 0.0378(14) 0.0388(14) 0.0454(15) -0.0155(12) 0.0000(11) -0.0001(11)
C22 0.0368(14) 0.0527(16) 0.0410(14) 0.0118(13) 0.0098(11) -0.0051(12)
Cl1 0.0653(7) 0.0393(6) 0.0866(9) 0.000 0.0448(6) 0.000
C5 0.33(2) 0.138(10) 0.143(10) 0.000 0.098(13) 0.000
C4 0.39(3) 0.50(4) 0.062(7) 0.000 -0.044(11) 0.000
C3 0.183(13) 0.238(15) 0.097(8) 0.000 -0.026(8) 0.000
C2 0.180(15) 0.34(2) 0.107(9) 0.000 0.042(10) 0.000
O9 0.340(19) 0.309(17) 0.245(14) 0.000 0.137(15) 0.000

_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
S11 C11 1.739(2) . ?
S11 C1 1.8142(18) . ?
N11 C11 1.349(3) . ?
N11 C14 1.378(3) . ?
N11 B1 1.616(3) . ?
N12 C11 1.350(3) . ?
N12 C13 1.365(3) . ?
N12 C12 1.461(3) . ?
C1 S11 1.8142(18) 4_565 ?
C25 C24 1.549(3) 4_565 ?
C25 C24 1.549(3) . ?
C25 B1 1.618(5) . ?
C14 C13 1.357(4) . ?
C21 C22 1.541(3) 4_565 ?
C21 C22 1.541(3) . ?
C21 B1 1.611(5) . ?
B1 N11 1.616(3) 4_565 ?
C24 C23 1.531(4) . ?
C23 C22 1.539(4) . ?
C5 O9 1.499(15) . ?
C5 C4 1.653(19) . ?
C4 C3 1.248(16) . ?
C3 C2 1.374(16) . ?
C2 O9 1.310(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
C11 S11 C1 103.11(13) . . ?
C11 N11 C14 106.38(19) . . ?
C11 N11 B1 129.2(2) . . ?
C14 N11 B1 123.5(2) . . ?
C11 N12 C13 108.3(2) . . ?
C11 N12 C12 126.5(2) . . ?
C13 N12 C12 125.1(2) . . ?
S11 C1 S11 118.20(19) 4_565 . ?
N11 C11 N12 109.40(19) . . ?
N11 C11 S11 128.76(17) . . ?
N12 C11 S11 121.60(18) . . ?
C24 C25 C24 112.8(3) 4_565 . ?
C24 C25 B1 109.34(18) 4_565 . ?
C24 C25 B1 109.34(19) . . ?
C13 C14 N11 109.0(2) . . ?
C22 C21 C22 114.3(3) 4_565 . ?
C22 C21 B1 108.92(18) 4_565 . ?
C22 C21 B1 108.92(18) . . ?
C14 C13 N12 106.9(2) . . ?
C21 B1 N11 114.94(18) . 4_565 ?
C21 B1 N11 114.94(18) . . ?
N11 B1 N11 100.0(2) 4_565 . ?
C21 B1 C25 106.0(3) . . ?
N11 B1 C25 110.46(18) 4_565 . ?
N11 B1 C25 110.46(18) . . ?
C23 C24 C25 115.5(2) . . ?
C24 C23 C22 113.8(2) . . ?
C23 C22 C21 115.5(2) . . ?
O9 C5 C4 115.2(13) . . ?
C3 C4 C5 91.1(14) . . ?
C4 C3 C2 121.1(13) . . ?
O9 C2 C3 119.4(13) . . ?
C2 O9 C5 93.2(14) . . ?

_diffrn_measured_fraction_theta_max 0.997
_diffrn_reflns_theta_full        27.10
_diffrn_measured_fraction_theta_full 0.997
_refine_diff_density_max         0.523
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.067