# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2012


#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication 
#  deposited with the CCDC, and may include chemical, crystal,   
#  experimental, refinement, atomic coordinates, 
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted. 
# 
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material 
#  of the CCDC or of third parties, and may not be copied or further 
#  disseminated in any form, whether machine-readable or not,  
#  except for the purpose of generating routine backup copies 
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and 
#  data retrieval see:
#                         www.ccdc.cam.ac.uk 
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively. 
#
####################################################################### 

data_kcl4q-mecoet
_database_code_depnum_ccdc_archive 'CCDC 849635'
#TrackingRef 'KCl4Q-MeCOEt_100K-cifdoc.cif'


_audit_creation_date             2010-06-30T12:43:18-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C10 H8 Cl4 K1 O3'
_chemical_formula_sum            'C10 H8 Cl4 K O3'
_chemical_formula_weight         357.08

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   7.9573(3)
_cell_length_b                   16.6249(5)
_cell_length_c                   20.7201(7)
_cell_angle_alpha                90
_cell_angle_beta                 96.423(3)
_cell_angle_gamma                90
_cell_volume                     2723.84(16)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    7621
_cell_measurement_theta_min      2.6556
_cell_measurement_theta_max      75.7264

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       rod
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1771
_exptl_absorpt_coefficient_mu    10.625
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.44156
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_reflns_number            13651
_diffrn_reflns_av_R_equivalents  0.04
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         75.91
_diffrn_reflns_theta_full        75.91
_diffrn_measured_fraction_theta_max 0.989
_diffrn_measured_fraction_theta_full 0.989
_reflns_number_total             5601
_reflns_number_gt                4395
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.33.55 (release 05-01-2010 CrysAlis171 .NET)
(compiled Jan 5 2010,16:28:46)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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^)+(0.0741P)^2^+5.6333P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5601
_refine_ls_number_parameters     357
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0567
_refine_ls_wR_factor_ref         0.1576
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.88
_refine_diff_density_min         -0.46

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.3868 1.0657 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
O1B O 0.4794(4) 0.68023(16) 0.27564(15) 0.0344(7) Uani 1 d . . .
O1A O 0.0303(4) 0.67428(16) 0.28869(15) 0.0336(7) Uani 1 d . . .
C2B C 0.5610(6) 0.5432(2) 0.2828(2) 0.0314(9) Uani 1 d . . .
C5B C 0.3711(6) 0.5189(2) 0.1618(2) 0.0290(8) Uani 1 d . . .
C6B C 0.3775(6) 0.5941(2) 0.1889(2) 0.0291(8) Uani 1 d . . .
C2A C 0.1105(6) 0.5370(2) 0.29741(19) 0.0286(8) Uani 1 d . . .
C3A C 0.1031(5) 0.4617(2) 0.2713(2) 0.0291(8) Uani 1 d . . .
C1B C 0.4724(6) 0.6113(2) 0.2513(2) 0.0305(9) Uani 1 d . . .
C6A C -0.0746(6) 0.5865(2) 0.2037(2) 0.0316(9) Uani 1 d . . .
Cl3A Cl -0.20132(15) 0.49142(6) 0.10437(5) 0.0376(3) Uani 1 d . . .
Cl2B Cl 0.65881(16) 0.38817(6) 0.29541(5) 0.0389(3) Uani 1 d . . .
O2B O 0.4528(4) 0.38122(16) 0.16946(15) 0.0349(7) Uani 1 d . . .
O2A O 0.0025(4) 0.37458(16) 0.18466(15) 0.0332(7) Uani 1 d . . .
C5A C -0.0814(6) 0.5111(2) 0.1773(2) 0.0308(9) Uani 1 d . . .
C4B C 0.4559(6) 0.4506(2) 0.1938(2) 0.0290(9) Uani 1 d . . .
O4 O 0.8708(5) 0.7166(2) 0.44373(17) 0.0486(9) Uani 1 d . . .
O3 O 0.3823(5) 0.7324(2) 0.45038(18) 0.0540(10) Uani 1 d . . .
C11 C 0.9677(6) 0.7430(3) 0.4885(2) 0.0364(10) Uani 1 d . . .
C7 C 0.4823(7) 0.7532(3) 0.4961(2) 0.0393(10) Uani 1 d . . .
C14 C 1.0024(7) 0.6009(3) 0.5322(3) 0.0404(11) Uani 1 d . . .
C10 C 0.5009(7) 0.6062(3) 0.5294(3) 0.0400(11) Uani 1 d . . .
C8 C 0.5395(7) 0.8394(3) 0.5052(2) 0.0427(11) Uani 1 d . . .
H8A H 0.4882 0.8714 0.4697 0.064 Uiso 1 calc R . .
H8C H 0.6603 0.842 0.5064 0.064 Uiso 1 calc R . .
H8B H 0.5063 0.8597 0.5453 0.064 Uiso 1 calc R . .
C12 C 1.0166(7) 0.8311(3) 0.4922(3) 0.0425(11) Uani 1 d . . .
H12A H 0.9613 0.8589 0.4551 0.064 Uiso 1 calc R . .
H12C H 1.1369 0.836 0.4926 0.064 Uiso 1 calc R . .
H12B H 0.9825 0.8541 0.5312 0.064 Uiso 1 calc R . .
C9 C 0.5482(6) 0.6933(3) 0.5465(2) 0.0375(10) Uani 1 d . . .
C13 C 1.0421(6) 0.6902(3) 0.5431(2) 0.0367(10) Uani 1 d . . .
H13A H 0.9993 0.7073 0.5829 0.044 Uiso 1 calc R . .
H13B H 1.1639 0.6973 0.5487 0.044 Uiso 1 calc R . .
Cl4A Cl -0.18646(15) 0.66567(6) 0.16622(5) 0.0369(3) Uani 1 d . . .
H9A H 0.498(7) 0.709(3) 0.588(3) 0.051(16) Uiso 1 d . . .
H10A H 0.377(8) 0.603(3) 0.524(3) 0.047(15) Uiso 1 d . . .
H9B H 0.667(7) 0.705(3) 0.551(2) 0.035(13) Uiso 1 d . . .
H10C H 0.546(8) 0.588(4) 0.492(3) 0.053(17) Uiso 1 d . . .
H14C H 1.064(7) 0.565(3) 0.566(3) 0.043(14) Uiso 1 d . . .
H14B H 1.036(8) 0.581(4) 0.497(3) 0.06(2) Uiso 1 d . . .
H10B H 0.553(8) 0.568(4) 0.563(3) 0.061(18) Uiso 1 d . . .
H14A H 0.879(9) 0.593(4) 0.532(3) 0.07(2) Uiso 1 d . . .
Cl4B Cl 0.27796(14) 0.67543(5) 0.14983(5) 0.0340(2) Uani 1 d . . .
Cl1A Cl 0.22058(14) 0.55757(6) 0.37191(5) 0.0349(2) Uani 1 d . . .
K1 K 0.27136(12) 0.77717(5) 0.33051(4) 0.0314(2) Uani 1 d . . .
K2 K 0.76328(12) 0.75931(5) 0.32053(4) 0.0308(2) Uani 1 d . . .
Cl2A Cl 0.19976(15) 0.38065(6) 0.31219(5) 0.0355(2) Uani 1 d . . .
Cl1B Cl 0.68167(15) 0.56317(6) 0.35526(5) 0.0369(3) Uani 1 d . . .
Cl3B Cl 0.26480(14) 0.50154(6) 0.08603(5) 0.0354(2) Uani 1 d . . .
C1A C 0.0241(6) 0.6049(2) 0.2649(2) 0.0294(9) Uani 1 d . . .
C4A C 0.0089(6) 0.4436(2) 0.2092(2) 0.0293(9) Uani 1 d . . .
C3B C 0.5536(6) 0.4679(2) 0.2563(2) 0.0326(9) Uani 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
O1B 0.0479(18) 0.0196(12) 0.0358(16) -0.0061(11) 0.0058(14) -0.0044(12)
O1A 0.0408(17) 0.0207(13) 0.0391(16) -0.0064(11) 0.0042(13) -0.0013(12)
C2B 0.047(3) 0.0237(18) 0.0239(19) -0.0017(15) 0.0034(17) -0.0040(17)
C5B 0.036(2) 0.0253(18) 0.0258(19) -0.0049(15) 0.0049(16) -0.0074(16)
C6B 0.038(2) 0.0199(17) 0.030(2) -0.0007(15) 0.0069(17) -0.0031(16)
C2A 0.037(2) 0.0258(18) 0.0237(18) 0.0000(15) 0.0046(16) -0.0014(16)
C3A 0.035(2) 0.0218(17) 0.032(2) 0.0038(15) 0.0076(17) 0.0015(16)
C1B 0.040(2) 0.0217(17) 0.031(2) -0.0032(15) 0.0090(18) -0.0041(16)
C6A 0.041(2) 0.0202(17) 0.033(2) 0.0011(15) 0.0035(18) 0.0015(16)
Cl3A 0.0448(6) 0.0294(5) 0.0366(5) -0.0067(4) -0.0041(5) 0.0011(4)
Cl2B 0.0568(7) 0.0251(5) 0.0348(5) 0.0023(4) 0.0052(5) 0.0050(4)
O2B 0.0480(19) 0.0200(13) 0.0378(16) -0.0043(11) 0.0096(14) -0.0028(12)
O2A 0.0411(17) 0.0195(13) 0.0390(16) -0.0049(11) 0.0041(13) -0.0034(12)
C5A 0.040(2) 0.0246(18) 0.028(2) -0.0035(15) 0.0040(17) -0.0002(17)
C4B 0.040(2) 0.0198(17) 0.029(2) -0.0035(14) 0.0101(17) -0.0065(16)
O4 0.059(2) 0.0478(19) 0.0353(18) 0.0011(15) -0.0113(16) -0.0024(17)
O3 0.063(2) 0.052(2) 0.0416(19) 0.0059(16) -0.0193(18) -0.0022(18)
C11 0.039(3) 0.035(2) 0.035(2) 0.0016(18) 0.0031(19) 0.0033(19)
C7 0.044(3) 0.040(2) 0.033(2) 0.0032(19) 0.004(2) 0.000(2)
C14 0.052(3) 0.027(2) 0.043(3) 0.0003(19) 0.008(2) 0.002(2)
C10 0.042(3) 0.033(2) 0.044(3) 0.001(2) 0.000(2) 0.003(2)
C8 0.051(3) 0.033(2) 0.043(3) 0.0068(19) 0.001(2) -0.004(2)
C12 0.048(3) 0.034(2) 0.045(3) 0.0087(19) -0.001(2) 0.000(2)
C9 0.038(3) 0.037(2) 0.037(2) 0.0036(18) 0.000(2) 0.001(2)
C13 0.042(3) 0.030(2) 0.037(2) 0.0021(17) 0.001(2) 0.0006(19)
Cl4A 0.0485(6) 0.0228(4) 0.0387(5) 0.0000(4) 0.0014(5) 0.0046(4)
Cl4B 0.0432(6) 0.0218(4) 0.0366(5) -0.0008(4) 0.0027(4) 0.0004(4)
Cl1A 0.0435(6) 0.0313(5) 0.0295(5) -0.0053(4) 0.0020(4) -0.0020(4)
K1 0.0346(5) 0.0249(4) 0.0333(4) 0.0020(3) -0.0020(4) 0.0012(3)
K2 0.0344(5) 0.0220(4) 0.0348(5) -0.0004(3) -0.0019(4) 0.0002(3)
Cl2A 0.0490(6) 0.0236(4) 0.0337(5) 0.0032(4) 0.0039(4) 0.0026(4)
Cl1B 0.0486(6) 0.0299(5) 0.0312(5) -0.0029(4) -0.0001(4) -0.0025(4)
Cl3B 0.0449(6) 0.0272(5) 0.0330(5) -0.0069(4) 0.0000(4) -0.0022(4)
C1A 0.039(2) 0.0190(16) 0.032(2) -0.0019(15) 0.0093(18) -0.0026(16)
C4A 0.038(2) 0.0189(17) 0.032(2) -0.0033(15) 0.0083(18) -0.0057(16)
C3B 0.043(2) 0.0226(18) 0.033(2) 0.0029(16) 0.0073(18) 0.0020(17)


#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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
O1B C1B 1.250(5) . ?
O1B K1 2.656(3) . ?
O1B K2 2.688(3) . ?
O1A C1A 1.253(5) . ?
O1A K1 2.643(3) . ?
O1A K2 2.694(3) 1_455 ?
C2B C3B 1.364(6) . ?
C2B C1B 1.451(6) . ?
C2B Cl1B 1.722(4) . ?
C5B C6B 1.369(5) . ?
C5B C4B 1.444(6) . ?
C5B Cl3B 1.723(4) . ?
C6B C1B 1.450(6) . ?
C6B Cl4B 1.722(4) . ?
C2A C3A 1.363(6) . ?
C2A C1A 1.448(6) . ?
C2A Cl1A 1.722(4) . ?
C3A C4A 1.446(6) . ?
C3A Cl2A 1.725(4) . ?
C6A C5A 1.366(6) . ?
C6A C1A 1.448(6) . ?
C6A Cl4A 1.725(4) . ?
Cl3A C5A 1.726(4) . ?
Cl2B C3B 1.722(4) . ?
Cl2B K1 3.2932(14) 2_645 ?
O2B C4B 1.257(5) . ?
O2B K2 2.681(3) 2_645 ?
O2B K1 2.795(3) 2_645 ?
O2A C4A 1.254(5) . ?
O2A K2 2.684(3) 2_645 ?
O2A K1 2.705(3) 2_545 ?
C5A C4A 1.451(6) . ?
C4B C3B 1.463(6) . ?
O4 C11 1.219(6) . ?
O4 K2 2.695(3) . ?
O3 C7 1.217(6) . ?
O3 K1 2.648(4) . ?
C11 C13 1.500(6) . ?
C11 C12 1.515(6) . ?
C7 C9 1.496(6) . ?
C7 C8 1.509(6) . ?
C14 C13 1.528(6) . ?
C14 H14C 1.01(6) . ?
C14 H14B 0.87(7) . ?
C14 H14A 0.99(7) . ?
C10 C9 1.529(7) . ?
C10 H10A 0.98(6) . ?
C10 H10C 0.93(6) . ?
C10 H10B 1.00(7) . ?
C8 H8A 0.96 . ?
C8 H8C 0.96 . ?
C8 H8B 0.96 . ?
C12 H12A 0.96 . ?
C12 H12C 0.96 . ?
C12 H12B 0.96 . ?
C9 H9A 1.02(6) . ?
C9 H9B 0.96(5) . ?
C13 H13A 0.97 . ?
C13 H13B 0.97 . ?
Cl4A K2 3.6182(14) 1_455 ?
K1 O2A 2.705(3) 2 ?
K1 O2B 2.795(3) 2_655 ?
K1 Cl2B 3.2932(14) 2_655 ?
K2 O2B 2.681(3) 2_655 ?
K2 O2A 2.684(3) 2_655 ?
K2 O1A 2.694(3) 1_655 ?
K2 Cl1B 3.4171(13) . ?
K2 Cl2A 3.4495(14) 2_655 ?
K2 Cl4A 3.6182(14) 1_655 ?
Cl2A K2 3.4496(14) 2_645 ?

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
C1B O1B K1 136.6(3) . . ?
C1B O1B K2 125.9(3) . . ?
K1 O1B K2 95.46(9) . . ?
C1A O1A K1 136.0(3) . . ?
C1A O1A K2 125.6(3) . 1_455 ?
K1 O1A K2 98.25(9) . 1_455 ?
C3B C2B C1B 122.6(4) . . ?
C3B C2B Cl1B 121.5(3) . . ?
C1B C2B Cl1B 115.9(3) . . ?
C6B C5B C4B 122.5(4) . . ?
C6B C5B Cl3B 121.3(3) . . ?
C4B C5B Cl3B 116.2(3) . . ?
C5B C6B C1B 122.5(4) . . ?
C5B C6B Cl4B 122.0(3) . . ?
C1B C6B Cl4B 115.5(3) . . ?
C3A C2A C1A 122.3(4) . . ?
C3A C2A Cl1A 122.3(3) . . ?
C1A C2A Cl1A 115.4(3) . . ?
C2A C3A C4A 122.6(4) . . ?
C2A C3A Cl2A 121.7(3) . . ?
C4A C3A Cl2A 115.7(3) . . ?
O1B C1B C6B 122.4(4) . . ?
O1B C1B C2B 122.4(4) . . ?
C6B C1B C2B 115.2(3) . . ?
C5A C6A C1A 122.6(4) . . ?
C5A C6A Cl4A 121.6(3) . . ?
C1A C6A Cl4A 115.8(3) . . ?
C3B Cl2B K1 100.08(15) . 2_645 ?
C4B O2B K2 130.3(3) . 2_645 ?
C4B O2B K1 126.0(3) . 2_645 ?
K2 O2B K1 92.44(9) 2_645 2_645 ?
C4A O2A K2 132.3(3) . 2_645 ?
C4A O2A K1 126.2(3) . 2_545 ?
K2 O2A K1 97.00(9) 2_645 2_545 ?
C6A C5A C4A 122.0(4) . . ?
C6A C5A Cl3A 121.2(3) . . ?
C4A C5A Cl3A 116.7(3) . . ?
O2B C4B C5B 123.5(4) . . ?
O2B C4B C3B 121.3(4) . . ?
C5B C4B C3B 115.2(3) . . ?
C11 O4 K2 137.1(3) . . ?
C7 O3 K1 140.4(3) . . ?
O4 C11 C13 121.7(4) . . ?
O4 C11 C12 121.6(4) . . ?
C13 C11 C12 116.7(4) . . ?
O3 C7 C9 120.1(4) . . ?
O3 C7 C8 122.0(4) . . ?
C9 C7 C8 117.9(4) . . ?
C13 C14 H14C 113(3) . . ?
C13 C14 H14B 114(4) . . ?
H14C C14 H14B 101(5) . . ?
C13 C14 H14A 109(4) . . ?
H14C C14 H14A 109(5) . . ?
H14B C14 H14A 110(6) . . ?
C9 C10 H10A 107(3) . . ?
C9 C10 H10C 113(4) . . ?
H10A C10 H10C 112(5) . . ?
C9 C10 H10B 111(4) . . ?
H10A C10 H10B 112(5) . . ?
H10C C10 H10B 102(5) . . ?
C7 C8 H8A 109.5 . . ?
C7 C8 H8C 109.5 . . ?
H8A C8 H8C 109.5 . . ?
C7 C8 H8B 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8C C8 H8B 109.5 . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
H12C C12 H12B 109.5 . . ?
C7 C9 C10 114.3(4) . . ?
C7 C9 H9A 106(3) . . ?
C10 C9 H9A 109(3) . . ?
C7 C9 H9B 102(3) . . ?
C10 C9 H9B 116(3) . . ?
H9A C9 H9B 109(4) . . ?
C11 C13 C14 113.5(4) . . ?
C11 C13 H13A 108.9 . . ?
C14 C13 H13A 108.9 . . ?
C11 C13 H13B 108.9 . . ?
C14 C13 H13B 108.9 . . ?
H13A C13 H13B 107.7 . . ?
C6A Cl4A K2 91.87(15) . 1_455 ?
O1A K1 O3 106.22(11) . . ?
O1A K1 O1B 86.07(9) . . ?
O3 K1 O1B 94.16(12) . . ?
O1A K1 O2A 78.67(9) . 2 ?
O3 K1 O2A 117.20(12) . 2 ?
O1B K1 O2A 147.81(10) . 2 ?
O1A K1 O2B 160.39(10) . 2_655 ?
O3 K1 O2B 89.67(11) . 2_655 ?
O1B K1 O2B 81.28(9) . 2_655 ?
O2A K1 O2B 104.60(9) 2 2_655 ?
O1A K1 Cl2B 106.47(8) . 2_655 ?
O3 K1 Cl2B 146.35(10) . 2_655 ?
O1B K1 Cl2B 80.35(7) . 2_655 ?
O2A K1 Cl2B 77.15(7) 2 2_655 ?
O2B K1 Cl2B 56.72(7) 2_655 2_655 ?
O1A K1 K2 128.37(7) . . ?
O3 K1 K2 78.45(10) . . ?
O1B K1 K2 42.59(7) . . ?
O2A K1 K2 145.92(7) 2 . ?
O2B K1 K2 42.64(6) 2_655 . ?
Cl2B K1 K2 75.22(3) 2_655 . ?
O1A K1 K2 41.35(7) . 1_455 ?
O3 K1 K2 104.74(10) . 1_455 ?
O1B K1 K2 127.04(7) . 1_455 ?
O2A K1 K2 41.30(6) 2 1_455 ?
O2B K1 K2 145.88(7) 2_655 1_455 ?
Cl2B K1 K2 104.92(3) 2_655 1_455 ?
K2 K1 K2 169.62(3) . 1_455 ?
O2B K2 O2A 85.27(9) 2_655 2_655 ?
O2B K2 O1B 82.83(10) 2_655 . ?
O2A K2 O1B 153.61(10) 2_655 . ?
O2B K2 O1A 161.02(10) 2_655 1_655 ?
O2A K2 O1A 78.15(9) 2_655 1_655 ?
O1B K2 O1A 108.28(9) . 1_655 ?
O2B K2 O4 105.32(11) 2_655 . ?
O2A K2 O4 94.47(11) 2_655 . ?
O1B K2 O4 111.36(11) . . ?
O1A K2 O4 85.31(11) 1_655 . ?
O2B K2 Cl1B 124.51(8) 2_655 . ?
O2A K2 Cl1B 147.04(7) 2_655 . ?
O1B K2 Cl1B 55.53(7) . . ?
O1A K2 Cl1B 74.01(7) 1_655 . ?
O4 K2 Cl1B 66.21(8) . . ?
O2B K2 Cl2A 74.46(7) 2_655 2_655 ?
O2A K2 Cl2A 55.18(7) 2_655 2_655 ?
O1B K2 Cl2A 98.83(7) . 2_655 ?
O1A K2 Cl2A 88.38(7) 1_655 2_655 ?
O4 K2 Cl2A 149.64(9) . 2_655 ?
Cl1B K2 Cl2A 139.56(4) . 2_655 ?
O2B K2 Cl4A 121.93(8) 2_655 1_655 ?
O2A K2 Cl4A 97.23(7) 2_655 1_655 ?
O1B K2 Cl4A 69.85(7) . 1_655 ?
O1A K2 Cl4A 52.40(7) 1_655 1_655 ?
O4 K2 Cl4A 131.98(9) . 1_655 ?
Cl1B K2 Cl4A 79.51(3) . 1_655 ?
Cl2A K2 Cl4A 61.28(3) 2_655 1_655 ?
O2B K2 K1 44.92(7) 2_655 . ?
O2A K2 K1 130.13(7) 2_655 . ?
O1B K2 K1 41.96(7) . . ?
O1A K2 K1 149.82(7) 1_655 . ?
O4 K2 K1 100.45(9) . . ?
Cl1B K2 K1 81.26(3) . . ?
Cl2A K2 K1 99.84(3) 2_655 . ?
Cl4A K2 K1 106.65(3) 1_655 . ?
O2B K2 K1 126.00(7) 2_655 1_655 ?
O2A K2 K1 41.70(6) 2_655 1_655 ?
O1B K2 K1 148.42(7) . 1_655 ?
O1A K2 K1 40.40(6) 1_655 1_655 ?
O4 K2 K1 76.17(9) . 1_655 ?
Cl1B K2 K1 105.80(3) . 1_655 ?
Cl2A K2 K1 79.84(3) 2_655 1_655 ?
Cl4A K2 K1 82.41(3) 1_655 1_655 ?
K1 K2 K1 169.62(3) . 1_655 ?
C3A Cl2A K2 97.94(14) . 2_645 ?
C2B Cl1B K2 95.79(14) . . ?
O1A C1A C6A 122.2(4) . . ?
O1A C1A C2A 122.7(4) . . ?
C6A C1A C2A 115.1(3) . . ?
O2A C4A C3A 123.0(4) . . ?
O2A C4A C5A 121.8(4) . . ?
C3A C4A C5A 115.2(3) . . ?
C2B C3B C4B 122.1(4) . . ?
C2B C3B Cl2B 121.3(4) . . ?
C4B C3B Cl2B 116.6(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C4B C5B C6B C1B 1.0(7) . . . . ?
Cl3B C5B C6B C1B -177.1(3) . . . . ?
C4B C5B C6B Cl4B 179.2(3) . . . . ?
Cl3B C5B C6B Cl4B 1.0(6) . . . . ?
C1A C2A C3A C4A 0.2(7) . . . . ?
Cl1A C2A C3A C4A 179.1(3) . . . . ?
C1A C2A C3A Cl2A -177.3(3) . . . . ?
Cl1A C2A C3A Cl2A 1.6(6) . . . . ?
K1 O1B C1B C6B 72.4(6) . . . . ?
K2 O1B C1B C6B -128.3(4) . . . . ?
K1 O1B C1B C2B -108.8(5) . . . . ?
K2 O1B C1B C2B 50.5(5) . . . . ?
C5B C6B C1B O1B 179.3(4) . . . . ?
Cl4B C6B C1B O1B 1.1(6) . . . . ?
C5B C6B C1B C2B 0.4(6) . . . . ?
Cl4B C6B C1B C2B -177.8(3) . . . . ?
C3B C2B C1B O1B -180.0(4) . . . . ?
Cl1B C2B C1B O1B -1.5(6) . . . . ?
C3B C2B C1B C6B -1.1(7) . . . . ?
Cl1B C2B C1B C6B 177.3(3) . . . . ?
C1A C6A C5A C4A 0.7(7) . . . . ?
Cl4A C6A C5A C4A -178.5(3) . . . . ?
C1A C6A C5A Cl3A 179.7(3) . . . . ?
Cl4A C6A C5A Cl3A 0.6(6) . . . . ?
K2 O2B C4B C5B -90.3(5) 2_645 . . . ?
K1 O2B C4B C5B 136.6(4) 2_645 . . . ?
K2 O2B C4B C3B 92.3(5) 2_645 . . . ?
K1 O2B C4B C3B -40.9(5) 2_645 . . . ?
C6B C5B C4B O2B -179.3(4) . . . . ?
Cl3B C5B C4B O2B -1.1(6) . . . . ?
C6B C5B C4B C3B -1.8(6) . . . . ?
Cl3B C5B C4B C3B 176.5(3) . . . . ?
K2 O4 C11 C13 -158.8(4) . . . . ?
K2 O4 C11 C12 22.2(8) . . . . ?
K1 O3 C7 C9 -157.6(4) . . . . ?
K1 O3 C7 C8 24.4(9) . . . . ?
O3 C7 C9 C10 8.9(7) . . . . ?
C8 C7 C9 C10 -173.1(5) . . . . ?
O4 C11 C13 C14 7.2(7) . . . . ?
C12 C11 C13 C14 -173.7(4) . . . . ?
C5A C6A Cl4A K2 148.9(4) . . . 1_455 ?
C1A C6A Cl4A K2 -30.4(3) . . . 1_455 ?
C1A O1A K1 O3 -81.7(4) . . . . ?
K2 O1A K1 O3 94.05(13) 1_455 . . . ?
C1A O1A K1 O1B 11.5(4) . . . . ?
K2 O1A K1 O1B -172.76(11) 1_455 . . . ?
C1A O1A K1 O2A 163.1(4) . . . 2 ?
K2 O1A K1 O2A -21.24(10) 1_455 . . 2 ?
C1A O1A K1 O2B 61.3(5) . . . 2_655 ?
K2 O1A K1 O2B -123.0(3) 1_455 . . 2_655 ?
C1A O1A K1 Cl2B 90.3(4) . . . 2_655 ?
K2 O1A K1 Cl2B -94.04(9) 1_455 . . 2_655 ?
C1A O1A K1 K2 6.3(4) . . . . ?
K2 O1A K1 K2 -178.00(5) 1_455 . . . ?
C1A O1A K1 K2 -175.7(5) . . . 1_455 ?
C7 O3 K1 O1A -177.0(6) . . . . ?
C7 O3 K1 O1B 95.9(6) . . . . ?
C7 O3 K1 O2A -91.6(6) . . . 2 ?
C7 O3 K1 O2B 14.6(6) . . . 2_655 ?
C7 O3 K1 Cl2B 17.1(7) . . . 2_655 ?
C7 O3 K1 K2 56.1(6) . . . . ?
C7 O3 K1 K2 -134.1(6) . . . 1_455 ?
C1B O1B K1 O1A -10.7(4) . . . . ?
K2 O1B K1 O1A -173.93(10) . . . . ?
C1B O1B K1 O3 95.3(4) . . . . ?
K2 O1B K1 O3 -67.92(12) . . . . ?
C1B O1B K1 O2A -72.0(5) . . . 2 ?
K2 O1B K1 O2A 124.69(16) . . . 2 ?
C1B O1B K1 O2B -175.6(4) . . . 2_655 ?
K2 O1B K1 O2B 21.10(9) . . . 2_655 ?
C1B O1B K1 Cl2B -118.1(4) . . . 2_655 ?
K2 O1B K1 Cl2B 78.62(8) . . . 2_655 ?
C1B O1B K1 K2 163.3(5) . . . . ?
C1B O1B K1 K2 -16.6(4) . . . 1_455 ?
K2 O1B K1 K2 -179.91(5) . . . 1_455 ?
C1B O1B K2 O2B 172.2(3) . . . 2_655 ?
K1 O1B K2 O2B -21.96(10) . . . 2_655 ?
C1B O1B K2 O2A 108.3(4) . . . 2_655 ?
K1 O1B K2 O2A -85.8(2) . . . 2_655 ?
C1B O1B K2 O1A 8.0(4) . . . 1_655 ?
K1 O1B K2 O1A 173.85(9) . . . 1_655 ?
C1B O1B K2 O4 -84.1(3) . . . . ?
K1 O1B K2 O4 81.74(12) . . . . ?
C1B O1B K2 Cl1B -46.7(3) . . . . ?
K1 O1B K2 Cl1B 119.20(11) . . . . ?
C1B O1B K2 Cl2A 99.2(3) . . . 2_655 ?
K1 O1B K2 Cl2A -94.94(8) . . . 2_655 ?
C1B O1B K2 Cl4A 44.3(3) . . . 1_655 ?
K1 O1B K2 Cl4A -149.84(10) . . . 1_655 ?
C1B O1B K2 K1 -165.9(4) . . . . ?
C1B O1B K2 K1 14.3(4) . . . 1_655 ?
K1 O1B K2 K1 -179.87(7) . . . 1_655 ?
C11 O4 K2 O2B -75.2(5) . . . 2_655 ?
C11 O4 K2 O2A 11.1(5) . . . 2_655 ?
C11 O4 K2 O1B -163.4(5) . . . . ?
C11 O4 K2 O1A 88.8(5) . . . 1_655 ?
C11 O4 K2 Cl1B 163.4(5) . . . . ?
C11 O4 K2 Cl2A 10.1(6) . . . 2_655 ?
C11 O4 K2 Cl4A 115.0(5) . . . 1_655 ?
C11 O4 K2 K1 -121.1(5) . . . . ?
C11 O4 K2 K1 48.9(5) . . . 1_655 ?
O1A K1 K2 O2B 156.05(14) . . . 2_655 ?
O3 K1 K2 O2B -102.31(13) . . . 2_655 ?
O1B K1 K2 O2B 148.31(14) . . . 2_655 ?
O2A K1 K2 O2B 19.72(16) 2 . . 2_655 ?
Cl2B K1 K2 O2B 56.55(10) 2_655 . . 2_655 ?
K2 K1 K2 O2B 148.7(2) 1_455 . . 2_655 ?
O1A K1 K2 O2A 152.31(13) . . . 2_655 ?
O3 K1 K2 O2A -106.05(13) . . . 2_655 ?
O1B K1 K2 O2A 144.57(14) . . . 2_655 ?
O2A K1 K2 O2A 15.98(9) 2 . . 2_655 ?
O2B K1 K2 O2A -3.74(13) 2_655 . . 2_655 ?
Cl2B K1 K2 O2A 52.81(10) 2_655 . . 2_655 ?
K2 K1 K2 O2A 144.96(19) 1_455 . . 2_655 ?
O1A K1 K2 O1B 7.74(13) . . . . ?
O3 K1 K2 O1B 109.38(13) . . . . ?
O2A K1 K2 O1B -128.59(17) 2 . . . ?
O2B K1 K2 O1B -148.31(14) 2_655 . . . ?
Cl2B K1 K2 O1B -91.76(10) 2_655 . . . ?
K2 K1 K2 O1B 0.4(2) 1_455 . . . ?
O1A K1 K2 O1A -3.94(10) . . . 1_655 ?
O3 K1 K2 O1A 97.70(17) . . . 1_655 ?
O1B K1 K2 O1A -11.68(17) . . . 1_655 ?
O2A K1 K2 O1A -140.27(19) 2 . . 1_655 ?
O2B K1 K2 O1A -159.99(18) 2_655 . . 1_655 ?
Cl2B K1 K2 O1A -103.44(15) 2_655 . . 1_655 ?
K2 K1 K2 O1A -11.3(3) 1_455 . . 1_655 ?
O1A K1 K2 O4 -102.67(12) . . . . ?
O3 K1 K2 O4 -1.03(12) . . . . ?
O1B K1 K2 O4 -110.41(13) . . . . ?
O2A K1 K2 O4 121.00(15) 2 . . . ?
O2B K1 K2 O4 101.28(13) 2_655 . . . ?
Cl2B K1 K2 O4 157.82(8) 2_655 . . . ?
K2 K1 K2 O4 -110.0(2) 1_455 . . . ?
O1A K1 K2 Cl1B -38.99(10) . . . . ?
O3 K1 K2 Cl1B 62.65(9) . . . . ?
O1B K1 K2 Cl1B -46.73(10) . . . . ?
O2A K1 K2 Cl1B -175.32(13) 2 . . . ?
O2B K1 K2 Cl1B 164.96(10) 2_655 . . . ?
Cl2B K1 K2 Cl1B -138.49(3) 2_655 . . . ?
K2 K1 K2 Cl1B -46.3(2) 1_455 . . . ?
O1A K1 K2 Cl2A 100.03(10) . . . 2_655 ?
O3 K1 K2 Cl2A -158.33(9) . . . 2_655 ?
O1B K1 K2 Cl2A 92.29(10) . . . 2_655 ?
O2A K1 K2 Cl2A -36.30(13) 2 . . 2_655 ?
O2B K1 K2 Cl2A -56.02(10) 2_655 . . 2_655 ?
Cl2B K1 K2 Cl2A 0.52(3) 2_655 . . 2_655 ?
K2 K1 K2 Cl2A 92.67(19) 1_455 . . 2_655 ?
O1A K1 K2 Cl4A 37.23(10) . . . 1_655 ?
O3 K1 K2 Cl4A 138.87(9) . . . 1_655 ?
O1B K1 K2 Cl4A 29.50(10) . . . 1_655 ?
O2A K1 K2 Cl4A -99.09(13) 2 . . 1_655 ?
O2B K1 K2 Cl4A -118.81(10) 2_655 . . 1_655 ?
Cl2B K1 K2 Cl4A -62.27(3) 2_655 . . 1_655 ?
K2 K1 K2 Cl4A 29.9(2) 1_455 . . 1_655 ?
O1A K1 K2 K1 -172.64(18) . . . 1_655 ?
O3 K1 K2 K1 -71.0(2) . . . 1_655 ?
O1B K1 K2 K1 179.6(2) . . . 1_655 ?
O2A K1 K2 K1 51.0(3) 2 . . 1_655 ?
O2B K1 K2 K1 31.3(2) 2_655 . . 1_655 ?
Cl2B K1 K2 K1 87.9(2) 2_655 . . 1_655 ?
K2 K1 K2 K1 180.0000(10) 1_455 . . 1_655 ?
C2A C3A Cl2A K2 -157.3(4) . . . 2_645 ?
C4A C3A Cl2A K2 25.1(3) . . . 2_645 ?
C3B C2B Cl1B K2 150.5(4) . . . . ?
C1B C2B Cl1B K2 -28.0(3) . . . . ?
O2B K2 Cl1B C2B 79.91(19) 2_655 . . . ?
O2A K2 Cl1B C2B -128.9(2) 2_655 . . . ?
O1B K2 Cl1B C2B 30.88(18) . . . . ?
O1A K2 Cl1B C2B -95.46(18) 1_655 . . . ?
O4 K2 Cl1B C2B 172.63(19) . . . . ?
Cl2A K2 Cl1B C2B -27.88(18) 2_655 . . . ?
Cl4A K2 Cl1B C2B -41.79(16) 1_655 . . . ?
K1 K2 Cl1B C2B 67.07(16) . . . . ?
K1 K2 Cl1B C2B -120.72(16) 1_655 . . . ?
K1 O1A C1A C6A -125.8(4) . . . . ?
K2 O1A C1A C6A 59.5(5) 1_455 . . . ?
K1 O1A C1A C2A 56.2(6) . . . . ?
K2 O1A C1A C2A -118.6(4) 1_455 . . . ?
C5A C6A C1A O1A 179.7(4) . . . . ?
Cl4A C6A C1A O1A -1.1(6) . . . . ?
C5A C6A C1A C2A -2.1(6) . . . . ?
Cl4A C6A C1A C2A 177.1(3) . . . . ?
C3A C2A C1A O1A 179.9(4) . . . . ?
Cl1A C2A C1A O1A 0.9(6) . . . . ?
C3A C2A C1A C6A 1.7(6) . . . . ?
Cl1A C2A C1A C6A -177.3(3) . . . . ?
K2 O2A C4A C3A -40.0(6) 2_645 . . . ?
K1 O2A C4A C3A 110.5(4) 2_545 . . . ?
K2 O2A C4A C5A 141.2(3) 2_645 . . . ?
K1 O2A C4A C5A -68.4(5) 2_545 . . . ?
C2A C3A C4A O2A 179.4(4) . . . . ?
Cl2A C3A C4A O2A -2.9(6) . . . . ?
C2A C3A C4A C5A -1.7(6) . . . . ?
Cl2A C3A C4A C5A 176.0(3) . . . . ?
C6A C5A C4A O2A -179.9(4) . . . . ?
Cl3A C5A C4A O2A 1.1(6) . . . . ?
C6A C5A C4A C3A 1.2(6) . . . . ?
Cl3A C5A C4A C3A -177.8(3) . . . . ?
C1B C2B C3B C4B 0.3(7) . . . . ?
Cl1B C2B C3B C4B -178.0(3) . . . . ?
C1B C2B C3B Cl2B -179.4(3) . . . . ?
Cl1B C2B C3B Cl2B 2.3(6) . . . . ?
O2B C4B C3B C2B 178.7(4) . . . . ?
C5B C4B C3B C2B 1.1(6) . . . . ?
O2B C4B C3B Cl2B -1.6(6) . . . . ?
C5B C4B C3B Cl2B -179.2(3) . . . . ?
K1 Cl2B C3B C2B -151.3(4) 2_645 . . . ?
K1 Cl2B C3B C4B 29.0(4) 2_645 . . . ?


data_new
_database_code_depnum_ccdc_archive 'CCDC 849636'
#TrackingRef 'KCl4Q-MeCOEt_200K-cifdoc.cif'


_audit_creation_date             2011-05-09T15:14:14-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C10 H8 Cl4 K O3'
_chemical_formula_sum            'C10 H8 Cl4 K O3'
_chemical_formula_weight         357.08

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   4.05710(10)
_cell_length_b                   16.5931(4)
_cell_length_c                   20.7334(4)
_cell_angle_alpha                90
_cell_angle_beta                 96.925(2)
_cell_angle_gamma                90
_cell_volume                     1385.59(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    3557
_cell_measurement_theta_min      2.6607
_cell_measurement_theta_max      75.8004

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       rod
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.07
_exptl_crystal_density_diffrn    1.712
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             716
_exptl_absorpt_coefficient_mu    10.444
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.11785
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_reflns_number            6324
_diffrn_reflns_av_R_equivalents  0.0285
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         3.42
_diffrn_reflns_theta_max         75.98
_diffrn_reflns_theta_full        75.98
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.984
_reflns_number_total             2832
_reflns_number_gt                2285
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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^)+(0.0506P)^2^+0.6912P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2832
_refine_ls_number_parameters     195
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0387
_refine_ls_wR_factor_ref         0.1033
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_restrained_S_all      1.016
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.265
_refine_diff_density_min         -0.246

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.018 0.009 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.364 0.702 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
K K 0.387 1.066 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.049 0.032 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
K1 K -0.53563(15) 0.26812(3) 0.17457(3) 0.04084(16) Uani 1 d . . .
O2 O -0.0390(6) 0.37724(12) 0.17879(10) 0.0469(5) Uani 1 d . . .
O1 O 0.0102(6) 0.67686(12) 0.28393(11) 0.0478(5) Uani 1 d . . .
Cl2 Cl 0.3673(2) 0.38433(4) 0.30503(4) 0.0525(2) Uani 1 d . . .
Cl1 Cl 0.4071(2) 0.56040(5) 0.36504(3) 0.0515(2) Uani 1 d . . .
Cl4 Cl -0.4066(2) 0.66931(4) 0.16012(4) 0.0505(2) Uani 1 d . . .
Cl3 Cl -0.4328(2) 0.49512(4) 0.09737(4) 0.0517(2) Uani 1 d . . .
C4 C -0.0283(7) 0.44632(15) 0.20323(13) 0.0394(6) Uani 1 d . . .
C3 C 0.1602(8) 0.46454(16) 0.26516(14) 0.0413(6) Uani 1 d . . .
C2 C 0.1769(8) 0.53986(16) 0.29184(13) 0.0412(6) Uani 1 d . . .
C1 C -0.0011(7) 0.60742(15) 0.25999(14) 0.0401(6) Uani 1 d . . .
C6 C -0.1922(8) 0.58928(16) 0.19848(14) 0.0407(6) Uani 1 d . . .
C5 C -0.2056(7) 0.51377(16) 0.17143(13) 0.0405(6) Uani 1 d . . .
O3 O -0.7476(8) 0.22818(17) 0.05156(12) 0.0731(8) Uani 1 d . . .
C7 C -0.9444(8) 0.2507(2) 0.00686(14) 0.0482(7) Uani 1 d . . .
C8 C -1.0478(11) 0.3371(2) -0.0002(2) 0.0601(9) Uani 1 d . . .
C9 C -1.0856(9) 0.1932(2) -0.04489(15) 0.0487(7) Uani 1 d . . .
C40 C -1.0017(10) 0.1056(2) -0.03085(19) 0.0549(8) Uani 1 d . . .
H8A H -0.993(16) 0.364(4) 0.034(3) 0.12(2) Uiso 1 d . . .
H8B H -0.985(14) 0.362(3) -0.036(3) 0.103(18) Uiso 1 d . . .
H8C H -1.288(17) 0.339(4) -0.004(3) 0.13(2) Uiso 1 d . . .
H9A H -1.003(10) 0.210(2) -0.0861(19) 0.062(11) Uiso 1 d . . .
H9B H -1.320(10) 0.201(2) -0.0514(17) 0.053(10) Uiso 1 d . . .
H10A H -1.110(11) 0.071(3) -0.065(2) 0.070(12) Uiso 1 d . . .
H10B H -0.776(12) 0.097(3) -0.026(2) 0.072(13) Uiso 1 d . . .
H10C H -1.079(11) 0.086(3) 0.007(2) 0.077(13) Uiso 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
K1 0.0414(3) 0.0307(3) 0.0496(3) -0.0020(2) 0.0025(2) -0.0011(2)
O2 0.0585(13) 0.0266(9) 0.0576(11) -0.0075(8) 0.0151(9) -0.0042(9)
O1 0.0566(13) 0.0287(9) 0.0598(11) -0.0110(8) 0.0143(10) -0.0051(9)
Cl2 0.0728(5) 0.0335(3) 0.0528(4) 0.0038(3) 0.0137(3) 0.0069(3)
Cl1 0.0641(5) 0.0444(4) 0.0467(3) -0.0065(3) 0.0095(3) -0.0043(3)
Cl4 0.0615(5) 0.0305(3) 0.0604(4) -0.0007(3) 0.0108(3) 0.0044(3)
Cl3 0.0592(5) 0.0398(4) 0.0555(4) -0.0108(3) 0.0038(3) -0.0019(3)
C4 0.0475(16) 0.0244(11) 0.0497(14) -0.0051(10) 0.0194(12) -0.0065(11)
C3 0.0513(17) 0.0280(12) 0.0471(14) 0.0001(10) 0.0167(12) -0.0021(11)
C2 0.0512(17) 0.0328(13) 0.0421(13) -0.0023(10) 0.0162(11) -0.0054(12)
C1 0.0482(15) 0.0254(11) 0.0502(14) -0.0048(10) 0.0195(12) -0.0076(11)
C6 0.0491(16) 0.0263(11) 0.0489(14) -0.0016(10) 0.0149(12) -0.0028(11)
C5 0.0486(16) 0.0301(12) 0.0448(13) -0.0033(10) 0.0138(11) -0.0039(12)
O3 0.091(2) 0.0660(16) 0.0565(13) -0.0070(12) -0.0161(13) 0.0058(15)
C7 0.0496(18) 0.0505(17) 0.0445(14) -0.0019(12) 0.0059(12) -0.0018(14)
C8 0.068(3) 0.0476(19) 0.064(2) -0.0115(16) 0.0061(17) 0.0015(17)
C9 0.0491(19) 0.0472(16) 0.0495(15) -0.0029(13) 0.0048(13) -0.0006(14)
C40 0.058(2) 0.0431(17) 0.0637(19) -0.0025(14) 0.0090(16) -0.0035(15)


#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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
K1 O1 2.671(2) 2_545 ?
K1 O1 2.672(2) 2_445 ?
K1 O3 2.675(3) . ?
K1 O2 2.702(2) . ?
K1 O2 2.739(2) 1_455 ?
K1 Cl2 3.3832(9) 1_455 ?
K1 Cl1 3.5957(9) 2_545 ?
O2 C4 1.252(3) . ?
O2 K1 2.739(2) 1_655 ?
O1 C1 1.253(3) . ?
O1 K1 2.671(2) 2 ?
O1 K1 2.672(2) 2_455 ?
Cl2 C3 1.730(3) . ?
Cl2 K1 3.3832(9) 1_655 ?
Cl1 C2 1.718(3) . ?
Cl1 K1 3.5958(9) 2 ?
Cl4 C6 1.728(3) . ?
Cl3 C5 1.721(3) . ?
C4 C3 1.445(4) . ?
C4 C5 1.446(4) . ?
C3 C2 1.365(4) . ?
C2 C1 1.449(4) . ?
C1 C6 1.442(4) . ?
C6 C5 1.371(4) . ?
O3 C7 1.207(4) . ?
C7 C8 1.496(5) . ?
C7 C9 1.497(4) . ?
C8 H8A 0.85(7) . ?
C8 H8B 0.92(6) . ?
C8 H8C 0.97(7) . ?
C9 C40 1.514(5) . ?
C9 H9A 0.99(4) . ?
C9 H9B 0.95(4) . ?
C40 H10A 0.98(4) . ?
C40 H10B 0.92(5) . ?
C40 H10C 0.94(5) . ?

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 K1 O1 98.80(6) 2_545 2_445 ?
O1 K1 O3 108.60(8) 2_545 . ?
O1 K1 O3 90.30(9) 2_445 . ?
O1 K1 O2 78.84(7) 2_545 . ?
O1 K1 O2 158.85(7) 2_445 . ?
O3 K1 O2 110.47(9) . . ?
O1 K1 O2 159.03(7) 2_545 1_455 ?
O1 K1 O2 78.19(6) 2_445 1_455 ?
O3 K1 O2 92.23(8) . 1_455 ?
O2 K1 O2 96.43(6) . 1_455 ?
O1 K1 Cl2 103.35(5) 2_545 1_455 ?
O1 K1 Cl2 84.71(5) 2_445 1_455 ?
O3 K1 Cl2 148.05(7) . 1_455 ?
O2 K1 Cl2 75.55(5) . 1_455 ?
O2 K1 Cl2 55.84(5) 1_455 1_455 ?
O1 K1 Cl1 52.99(5) 2_545 2_545 ?
O1 K1 Cl1 70.14(5) 2_445 2_545 ?
O3 K1 Cl1 65.39(6) . 2_545 ?
O2 K1 Cl1 121.43(5) . 2_545 ?
O2 K1 Cl1 140.38(5) 1_455 2_545 ?
Cl2 K1 Cl1 139.73(2) 1_455 2_545 ?
O1 K1 K1 139.39(5) 2_545 1_455 ?
O1 K1 K1 40.59(5) 2_445 1_455 ?
O3 K1 K1 78.08(7) . 1_455 ?
O2 K1 K1 137.87(5) . 1_455 ?
O2 K1 K1 41.45(4) 1_455 1_455 ?
Cl2 K1 K1 77.717(18) 1_455 1_455 ?
Cl1 K1 K1 99.937(17) 2_545 1_455 ?
O1 K1 K1 40.61(5) 2_545 1_655 ?
O1 K1 K1 139.41(5) 2_445 1_655 ?
O3 K1 K1 101.92(7) . 1_655 ?
O2 K1 K1 42.13(5) . 1_655 ?
O2 K1 K1 138.55(4) 1_455 1_655 ?
Cl2 K1 K1 102.283(18) 1_455 1_655 ?
Cl1 K1 K1 80.063(17) 2_545 1_655 ?
K1 K1 K1 180.000(16) 1_455 1_655 ?
C4 O2 K1 128.03(18) . . ?
C4 O2 K1 128.9(2) . 1_655 ?
K1 O2 K1 96.43(6) . 1_655 ?
C1 O1 K1 129.7(2) . 2 ?
C1 O1 K1 130.92(19) . 2_455 ?
K1 O1 K1 98.80(6) 2 2_455 ?
C3 Cl2 K1 98.81(9) . 1_655 ?
C2 Cl1 K1 93.83(10) . 2 ?
O2 C4 C3 122.7(3) . . ?
O2 C4 C5 122.2(3) . . ?
C3 C4 C5 115.1(2) . . ?
C2 C3 C4 123.1(3) . . ?
C2 C3 Cl2 120.9(2) . . ?
C4 C3 Cl2 116.0(2) . . ?
C3 C2 C1 121.7(3) . . ?
C3 C2 Cl1 122.3(2) . . ?
C1 C2 Cl1 115.9(2) . . ?
O1 C1 C6 122.2(3) . . ?
O1 C1 C2 122.6(3) . . ?
C6 C1 C2 115.3(2) . . ?
C5 C6 C1 122.9(3) . . ?
C5 C6 Cl4 121.4(2) . . ?
C1 C6 Cl4 115.7(2) . . ?
C6 C5 C4 121.9(3) . . ?
C6 C5 Cl3 121.3(2) . . ?
C4 C5 Cl3 116.8(2) . . ?
C7 O3 K1 139.6(2) . . ?
O3 C7 C8 121.6(3) . . ?
O3 C7 C9 120.9(3) . . ?
C8 C7 C9 117.5(3) . . ?
C7 C8 H8A 112(4) . . ?
C7 C8 H8B 114(4) . . ?
H8A C8 H8B 113(5) . . ?
C7 C8 H8C 108(4) . . ?
H8A C8 H8C 102(5) . . ?
H8B C8 H8C 107(5) . . ?
C7 C9 C40 114.6(3) . . ?
C7 C9 H9A 107(2) . . ?
C40 C9 H9A 110(2) . . ?
C7 C9 H9B 108(2) . . ?
C40 C9 H9B 111(2) . . ?
H9A C9 H9B 106(3) . . ?
C9 C40 H10A 111(3) . . ?
C9 C40 H10B 111(3) . . ?
H10A C40 H10B 110(4) . . ?
C9 C40 H10C 114(3) . . ?
H10A C40 H10C 104(4) . . ?
H10B C40 H10C 107(4) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O1 K1 O2 C4 -132.3(3) 2_545 . . . ?
O1 K1 O2 C4 -46.8(4) 2_445 . . . ?
O3 K1 O2 C4 121.8(2) . . . . ?
O2 K1 O2 C4 27.0(3) 1_455 . . . ?
Cl2 K1 O2 C4 -25.2(2) 1_455 . . . ?
Cl1 K1 O2 C4 -165.2(2) 2_545 . . . ?
K1 K1 O2 C4 27.0(3) 1_455 . . . ?
K1 K1 O2 C4 -153.0(3) 1_655 . . . ?
O1 K1 O2 K1 20.68(7) 2_545 . . 1_655 ?
O1 K1 O2 K1 106.24(18) 2_445 . . 1_655 ?
O3 K1 O2 K1 -85.19(9) . . . 1_655 ?
O2 K1 O2 K1 180 1_455 . . 1_655 ?
Cl2 K1 O2 K1 127.77(6) 1_455 . . 1_655 ?
Cl1 K1 O2 K1 -12.22(8) 2_545 . . 1_655 ?
K1 K1 O2 K1 180 1_455 . . 1_655 ?
K1 O2 C4 C3 103.0(3) . . . . ?
K1 O2 C4 C3 -41.6(4) 1_655 . . . ?
K1 O2 C4 C5 -76.8(3) . . . . ?
K1 O2 C4 C5 138.7(2) 1_655 . . . ?
O2 C4 C3 C2 179.1(3) . . . . ?
C5 C4 C3 C2 -1.1(4) . . . . ?
O2 C4 C3 Cl2 -1.1(4) . . . . ?
C5 C4 C3 Cl2 178.6(2) . . . . ?
K1 Cl2 C3 C2 -154.0(2) 1_655 . . . ?
K1 Cl2 C3 C4 26.2(2) 1_655 . . . ?
C4 C3 C2 C1 1.3(4) . . . . ?
Cl2 C3 C2 C1 -178.5(2) . . . . ?
C4 C3 C2 Cl1 -179.1(2) . . . . ?
Cl2 C3 C2 Cl1 1.2(4) . . . . ?
K1 Cl1 C2 C3 153.0(2) 2 . . . ?
K1 Cl1 C2 C1 -27.4(2) 2 . . . ?
K1 O1 C1 C6 -126.4(3) 2 . . . ?
K1 O1 C1 C6 64.3(3) 2_455 . . . ?
K1 O1 C1 C2 53.4(3) 2 . . . ?
K1 O1 C1 C2 -115.9(3) 2_455 . . . ?
C3 C2 C1 O1 179.7(3) . . . . ?
Cl1 C2 C1 O1 0.0(4) . . . . ?
C3 C2 C1 C6 -0.5(4) . . . . ?
Cl1 C2 C1 C6 179.79(19) . . . . ?
O1 C1 C6 C5 179.6(3) . . . . ?
C2 C1 C6 C5 -0.2(4) . . . . ?
O1 C1 C6 Cl4 -0.4(4) . . . . ?
C2 C1 C6 Cl4 179.83(19) . . . . ?
C1 C6 C5 C4 0.3(4) . . . . ?
Cl4 C6 C5 C4 -179.8(2) . . . . ?
C1 C6 C5 Cl3 -179.1(2) . . . . ?
Cl4 C6 C5 Cl3 0.8(4) . . . . ?
O2 C4 C5 C6 -179.9(3) . . . . ?
C3 C4 C5 C6 0.3(4) . . . . ?
O2 C4 C5 Cl3 -0.4(4) . . . . ?
C3 C4 C5 Cl3 179.81(19) . . . . ?
O1 K1 O3 C7 -172.1(4) 2_545 . . . ?
O1 K1 O3 C7 88.5(4) 2_445 . . . ?
O2 K1 O3 C7 -87.4(4) . . . . ?
O2 K1 O3 C7 10.3(4) 1_455 . . . ?
Cl2 K1 O3 C7 8.1(5) 1_455 . . . ?
Cl1 K1 O3 C7 156.4(4) 2_545 . . . ?
K1 K1 O3 C7 49.5(4) 1_455 . . . ?
K1 K1 O3 C7 -130.5(4) 1_655 . . . ?
K1 O3 C7 C8 27.6(6) . . . . ?
K1 O3 C7 C9 -154.4(3) . . . . ?
O3 C7 C9 C40 8.5(5) . . . . ?
C8 C7 C9 C40 -173.4(3) . . . . ?





data_nh4cl4q-ch34cn-3
_database_code_depnum_ccdc_archive 'CCDC 855438'
#TrackingRef 'NH4Cl4Q_acetonitril_cifdoc.cif'


_audit_creation_date             2010-12-03T09:54:08-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

#------------------ CHEMICAL INFORMATION ------------------------------------#

_chemical_formula_moiety         'C6 Cl4 O2, C2 H3 N, H4 N'
_chemical_formula_sum            'C8 H7 Cl4 N2 O2'
_chemical_formula_weight         304.96

#------------------ UNIT CELL INFORMATION -----------------------------------#

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/m 1'
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                   3.7932(2)
_cell_length_b                   16.7161(6)
_cell_length_c                   8.8555(3)
_cell_angle_alpha                90
_cell_angle_beta                 100.817(4)
_cell_angle_gamma                90
_cell_volume                     551.53(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    1549
_cell_measurement_theta_min      2.6411
_cell_measurement_theta_max      75.6313

#------------------ CRYSTAL INFORMATION -------------------------------------#

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.836
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             306
_exptl_absorpt_coefficient_mu    9.66
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.4085
_exptl_absorpt_correction_T_max  1

#------------------ DATA COLLECTION INFORMATION -----------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby'
_diffrn_measurement_method       '\w scans'
_diffrn_reflns_number            2263
_diffrn_reflns_av_R_equivalents  0.0384
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         5.08
_diffrn_reflns_theta_max         75.81
_diffrn_reflns_theta_full        75.81
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measured_fraction_theta_full 0.98
_reflns_number_total             1168
_reflns_number_gt                1036
_reflns_threshold_expression     >2sigma(I)

#------------------ COMPUTER PROGRAMS USED ----------------------------------#

_computing_data_collection       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_cell_refinement       
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_data_reduction        
;
CrysAlisPro, Oxford Diffraction Ltd.,
Version 1.171.34.40 (release 27-08-2010 CrysAlis171 .NET)
(compiled Aug 27 2010,11:50:40)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#------------------ REFINEMENT INFORMATION ----------------------------------#

_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^)+(0.1542P)^2^+0.0000P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1168
_refine_ls_number_parameters     96
_refine_ls_number_restraints     9
_refine_ls_R_factor_gt           0.0703
_refine_ls_wR_factor_ref         0.1931
_refine_ls_goodness_of_fit_ref   1.076
_refine_ls_restrained_S_all      1.073
_refine_ls_shift/su_max          0
_refine_diff_density_max         1.993
_refine_diff_density_min         -0.48

#------------------ ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS --------#

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0 0 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_group
_atom_site_disorder_assembly
C4 C 0.2264(13) 0.25 -0.0696(6) 0.0217(10) Uani 1 d S . .
H1C H -0.023(9) 0.25 0.412(6) 0.019(15) Uiso 1 d SD . .
H5B H 0.418(12) 0.299(2) -0.244(6) 0.038(14) Uiso 1 d D . .
H1A H 0.281(11) 0.2953(18) 0.407(5) 0.033(13) Uiso 1 d D . .
H5A H 0.093(14) 0.25 -0.301(8) 0.07(3) Uiso 1 d SD . .
H1B H 0.143(16) 0.25 0.280(2) 0.030(17) Uiso 1 d SD . .
Cl1 Cl 0.0649(2) 0.56164(5) 0.17312(9) 0.0207(4) Uani 1 d . . .
Cl2 Cl -0.34584(19) 0.40040(4) 0.21179(8) 0.0196(4) Uani 1 d . . .
O1 O 0.3625(8) 0.63727(17) 0.4673(3) 0.0316(7) Uani 1 d . . .
C2 C 0.0266(9) 0.5264(2) 0.3520(4) 0.0217(7) Uani 1 d . . .
C1 C 0.1954(10) 0.5736(2) 0.4829(4) 0.0256(8) Uani 1 d . . .
C3 C -0.1543(10) 0.4570(2) 0.3679(4) 0.0217(7) Uani 1 d . . .
N1 N 0.1758(11) 0.25 0.3786(5) 0.0197(9) Uani 1 d SD . .
N2 N 0.1580(14) 0.25 0.0497(5) 0.0281(10) Uani 1 d S . .
C5 C 0.3069(14) 0.25 -0.2242(6) 0.0239(11) Uani 1 d SD . .

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
C4 0.025(2) 0.015(2) 0.024(3) 0 0.0036(19) 0
Cl1 0.0301(6) 0.0171(6) 0.0148(6) 0.0013(2) 0.0037(4) -0.0014(3)
Cl2 0.0274(6) 0.0149(6) 0.0152(6) -0.0026(2) 0.0007(4) -0.0022(3)
O1 0.0462(15) 0.0277(14) 0.0202(14) -0.0009(10) 0.0042(11) -0.0208(12)
C2 0.0281(16) 0.0200(17) 0.0171(16) -0.0023(12) 0.0049(13) -0.0042(14)
C1 0.034(2) 0.0227(18) 0.021(2) -0.0007(14) 0.0051(15) -0.0096(15)
C3 0.0267(16) 0.0225(18) 0.0149(16) -0.0027(12) 0.0015(12) -0.0073(13)
N1 0.0231(19) 0.018(2) 0.018(2) 0 0.0026(15) 0
N2 0.040(2) 0.026(2) 0.016(2) 0 0.0002(17) 0
C5 0.026(2) 0.024(3) 0.023(3) 0 0.0082(18) 0


#------------------ MOLECULAR GEOMETRY --------------------------------------#

_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
C4 N2 1.134(8) . ?
C4 C5 1.458(7) . ?
Cl1 C2 1.721(4) . ?
Cl2 C3 1.720(4) . ?
O1 C1 1.260(5) . ?
C2 C3 1.369(5) . ?
C2 C1 1.449(5) . ?
C1 C3 1.452(5) 3_566 ?
C3 C1 1.452(5) 3_566 ?
N1 H1C 0.859(19) . ?
N1 H1A 0.870(18) . ?
N1 H1B 0.861(19) . ?
C5 H5B 0.957(19) . ?
C5 H5A 0.96(2) . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C4 C5 178.9(5) . . ?
C3 C2 C1 122.3(3) . . ?
C3 C2 Cl1 121.0(3) . . ?
C1 C2 Cl1 116.7(3) . . ?
O1 C1 C2 121.9(3) . . ?
O1 C1 C3 122.7(3) . 3_566 ?
C2 C1 C3 115.4(3) . 3_566 ?
C2 C3 C1 122.3(3) . 3_566 ?
C2 C3 Cl2 121.9(3) . . ?
C1 C3 Cl2 115.9(3) 3_566 . ?
H1C N1 H1A 107(3) . . ?
H1C N1 H1B 112(4) . . ?
H1A N1 H1B 105(3) . . ?
C4 C5 H5B 110(3) . . ?
C4 C5 H5A 112(6) . . ?
H5B C5 H5A 102(3) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C3 C2 C1 O1 179.7(4) . . . . ?
Cl1 C2 C1 O1 -0.1(5) . . . . ?
C3 C2 C1 C3 -1.0(6) . . . 3_566 ?
Cl1 C2 C1 C3 179.2(3) . . . 3_566 ?
C1 C2 C3 C1 1.1(6) . . . 3_566 ?
Cl1 C2 C3 C1 -179.1(3) . . . 3_566 ?
C1 C2 C3 Cl2 -178.7(3) . . . . ?
Cl1 C2 C3 Cl2 1.1(5) . . . . ?