# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2017

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_nacN1Cl1q-mecoet
_database_code_depnum_ccdc_archive 'CCDC 1530878'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2015-02-26T14:50:53-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C8 H4 Cl2 N2 Na O4, C4 H8 O'
_chemical_formula_sum            'C12 H12 Cl2 N2 Na1 O5'
_chemical_formula_weight         358.13
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_Int_Tables_number      14
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x+1/2, -y+1/2, z+1/2'
_cell_length_a                   12.5284(6)
_cell_length_b                   6.3807(2)
_cell_length_c                   20.8145(8)
_cell_angle_alpha                90
_cell_angle_beta                 105.488(4)
_cell_angle_gamma                90
_cell_volume                     1603.49(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    4539
_cell_measurement_theta_min      3.6579
_cell_measurement_theta_max      77.9181
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.484
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             732
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    4.134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.23314
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      -0.0576016
_diffrn_orient_matrix_ub_12      0.0772302
_diffrn_orient_matrix_ub_13      -0.0708921
_diffrn_orient_matrix_ub_21      0.1117007
_diffrn_orient_matrix_ub_22      -0.005541
_diffrn_orient_matrix_ub_23      -0.0178048
_diffrn_orient_matrix_ub_31      -0.0220469
_diffrn_orient_matrix_ub_32      -0.2287208
_diffrn_orient_matrix_ub_33      -0.0235297
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.025
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_number            7358
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         4.408
_diffrn_reflns_theta_max         78.142
_diffrn_reflns_theta_full        67.684
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.959
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_point_group_measured_fraction_ful 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.959
_reflns_number_total             3287
_reflns_number_gt                2935
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0804P)²+3.0045P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3287
_refine_ls_number_parameters     215
_refine_ls_number_restraints     5
_refine_ls_R_factor_all          0.0741
_refine_ls_R_factor_gt           0.0676
_refine_ls_wR_factor_ref         0.1884
_refine_ls_wR_factor_gt          0.1792
_refine_ls_goodness_of_fit_ref   1.091
_refine_ls_restrained_S_all      1.102
_refine_ls_shift/su_max          0.01
_refine_ls_shift/su_mean         0.001
_refine_diff_density_max         0.919
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.085

#----------------------------------------------------------------------------#
#                   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'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
S S 0.3331 0.5567 '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'
Na Na 0.1353 0.1239 '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_disorder_assembly
_atom_site_disorder_group
Na1 Na 0.77313(11) 0.9612(2) 0.24904(6) 0.0403(3) Uani 1 d . .
Cl2 Cl 0.44923(9) 0.67600(19) 0.16198(5) 0.0587(3) Uani 1 d . .
Cl1 Cl 0.28916(7) 0.71672(16) 0.01503(5) 0.0500(3) Uani 1 d . .
O1 O 0.6818(2) 0.7178(4) 0.16479(12) 0.0461(6) Uani 1 d . .
O2 O 0.4107(2) 0.8089(4) -0.08405(11) 0.0434(6) Uani 1 d . .
N2 N 0.6683(4) 0.8257(7) -0.1143(2) 0.0661(10) Uani 1 d . .
N1 N 0.8698(4) 0.7853(8) 0.0696(2) 0.0755(12) Uani 1 d . .
C1 C 0.6192(3) 0.7389(5) 0.10765(16) 0.0365(7) Uani 1 d . .
C6 C 0.4993(3) 0.7233(5) 0.09424(16) 0.0375(7) Uani 1 d . .
C5 C 0.4308(3) 0.7434(5) 0.03124(16) 0.0357(7) Uani 1 d . .
C4 C 0.4726(3) 0.7842(5) -0.02650(16) 0.0346(7) Uani 1 d . .
C3 C 0.5921(3) 0.7932(5) -0.01326(15) 0.0345(7) Uani 1 d . .
C2 C 0.6613(3) 0.7724(5) 0.05027(16) 0.0350(7) Uani 1 d . .
C8 C 0.6375(3) 0.8117(6) -0.07167(17) 0.0402(8) Uani 1 d . .
C7 C 0.7828(3) 0.7792(6) 0.06191(18) 0.0462(8) Uani 1 d . .
O3 O 1.0025(3) 0.4524(7) 0.18761(17) 0.0725(10) Uani 1 d . .
C9 C 1.1465(8) 0.7670(15) 0.2045(4) 0.121(3) Uani 1 d . .
H9A H 1.201 0.8724 0.2039 0.181 Uiso 1 calc . .
H9B H 1.1687 0.6894 0.2454 0.181 Uiso 1 calc . .
H9C H 1.0763 0.8327 0.2011 0.181 Uiso 1 calc . .
C10 C 1.1367(6) 0.6231(19) 0.1476(5) 0.166(6) Uani 1 d . .
H10A H 1.1148 0.7014 0.1062 0.199 Uiso 1 calc . .
H10B H 1.2079 0.5586 0.1505 0.199 Uiso 1 calc . .
C11 C 1.0565(4) 0.4645(12) 0.1478(3) 0.106(3) Uani 1 d . .
C12 C 1.0369(7) 0.3036(14) 0.0867(4) 0.115(3) Uani 1 d . .
H12A H 0.9818 0.2026 0.09 0.172 Uiso 1 calc . .
H12B H 1.1051 0.2327 0.088 0.172 Uiso 1 calc . .
H12C H 1.0122 0.3789 0.0455 0.172 Uiso 1 calc . .
O4 O 0.8025(2) 1.2329(5) 0.17788(13) 0.0472(6) Uani 1 d . .
H4A H 0.870(2) 1.279(7) 0.170(2) 0.059(13) Uiso 1 d . .
H4B H 0.757(4) 1.233(10) 0.1339(14) 0.10(2) Uiso 1 d . .
O5 O 0.8987(2) 0.6744(5) 0.27556(16) 0.0483(7) Uani 1 d . .
H5A H 0.934(4) 0.648(8) 0.255(3) 0.052(15) Uiso 1 d . .
H5B H 0.928(5) 0.671(9) 0.315(3) 0.072(17) Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   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
Na1 O4 2.372(3) . ?
Na1 O5 2.380(3) . ?
Na1 O1 2.383(3) 2_655 ?
Na1 O1 2.393(3) . ?
Na1 O4 2.470(3) 2_645 ?
Na1 O5 2.481(3) 2_655 ?
Na1 Na1 3.2447(5) 2_655 ?
Na1 Na1 3.2447(5) 2_645 ?
Cl2 C6 1.716(3) . ?
Cl1 C5 1.724(3) . ?
O1 C1 1.245(4) . ?
O1 Na1 2.383(3) 2_645 ?
O2 C4 1.251(4) . ?
N2 C8 1.061(5) . ?
N1 C7 1.058(6) . ?
C1 C2 1.445(5) . ?
C1 C6 1.456(5) . ?
C6 C5 1.368(4) . ?
C5 C4 1.456(5) . ?
C4 C3 1.449(5) . ?
C3 C2 1.381(4) . ?
C3 C8 1.478(5) . ?
C2 C7 1.477(5) . ?
O3 C11 1.204(6) . ?
C9 C10 1.477(14) . ?
C9 H9A 0.96 . ?
C9 H9B 0.96 . ?
C9 H9C 0.96 . ?
C10 C11 1.428(10) . ?
C10 H10A 0.97 . ?
C10 H10B 0.97 . ?
C11 C12 1.602(9) . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?
O4 Na1 2.470(3) 2_655 ?
O4 H4A 0.948(19) . ?
O4 H4B 0.941(19) . ?
O5 Na1 2.481(3) 2_645 ?
O5 H5A 0.71(5) . ?
O5 H5B 0.80(6) . ?

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
O4 Na1 O5 120.26(12) . . ?
O4 Na1 O1 85.56(10) . 2_655 ?
O5 Na1 O1 110.16(11) . 2_655 ?
O4 Na1 O1 98.07(10) . . ?
O5 Na1 O1 80.10(10) . . ?
O1 Na1 O1 165.63(7) 2_655 . ?
O4 Na1 O4 164.67(10) . 2_645 ?
O5 Na1 O4 75.05(11) . 2_645 ?
O1 Na1 O4 89.68(10) 2_655 2_645 ?
O1 Na1 O4 83.20(10) . 2_645 ?
O4 Na1 O5 74.98(11) . 2_655 ?
O5 Na1 O5 162.29(13) . 2_655 ?
O1 Na1 O5 78.27(10) 2_655 2_655 ?
O1 Na1 O5 89.19(10) . 2_655 ?
O4 Na1 O5 89.79(11) 2_645 2_655 ?
O4 Na1 Na1 49.23(8) . 2_655 ?
O5 Na1 Na1 149.58(10) . 2_655 ?
O1 Na1 Na1 47.33(7) 2_655 2_655 ?
O1 Na1 Na1 126.53(9) . 2_655 ?
O4 Na1 Na1 118.23(9) 2_645 2_655 ?
O5 Na1 Na1 46.80(8) 2_655 2_655 ?
O4 Na1 Na1 141.67(10) . 2_645 ?
O5 Na1 Na1 49.47(8) . 2_645 ?
O1 Na1 Na1 132.35(10) 2_655 2_645 ?
O1 Na1 Na1 47.07(7) . 2_645 ?
O4 Na1 Na1 46.64(7) 2_645 2_645 ?
O5 Na1 Na1 113.19(10) 2_655 2_645 ?
Na1 Na1 Na1 158.99(10) 2_655 2_645 ?
C1 O1 Na1 139.1(2) . 2_645 ?
C1 O1 Na1 133.3(2) . . ?
Na1 O1 Na1 85.61(8) 2_645 . ?
O1 C1 C2 122.0(3) . . ?
O1 C1 C6 122.0(3) . . ?
C2 C1 C6 116.0(3) . . ?
C5 C6 C1 121.9(3) . . ?
C5 C6 Cl2 122.1(3) . . ?
C1 C6 Cl2 116.0(2) . . ?
C6 C5 C4 122.5(3) . . ?
C6 C5 Cl1 121.8(3) . . ?
C4 C5 Cl1 115.7(2) . . ?
O2 C4 C3 121.4(3) . . ?
O2 C4 C5 123.0(3) . . ?
C3 C4 C5 115.5(3) . . ?
C2 C3 C4 122.1(3) . . ?
C2 C3 C8 120.9(3) . . ?
C4 C3 C8 116.9(3) . . ?
C3 C2 C1 122.1(3) . . ?
C3 C2 C7 120.7(3) . . ?
C1 C2 C7 117.2(3) . . ?
N2 C8 C3 178.7(4) . . ?
N1 C7 C2 179.2(5) . . ?
C10 C9 H9A 109.5 . . ?
C10 C9 H9B 109.5 . . ?
H9A C9 H9B 109.5 . . ?
C10 C9 H9C 109.5 . . ?
H9A C9 H9C 109.5 . . ?
H9B C9 H9C 109.5 . . ?
C11 C10 C9 110.2(6) . . ?
C11 C10 H10A 109.6 . . ?
C9 C10 H10A 109.6 . . ?
C11 C10 H10B 109.6 . . ?
C9 C10 H10B 109.6 . . ?
H10A C10 H10B 108.1 . . ?
O3 C11 C10 125.0(8) . . ?
O3 C11 C12 120.7(6) . . ?
C10 C11 C12 114.2(7) . . ?
C11 C12 H12A 109.5 . . ?
C11 C12 H12B 109.5 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?
Na1 O4 Na1 84.12(8) . 2_655 ?
Na1 O4 H4A 129(3) . . ?
Na1 O4 H4A 115(3) 2_655 . ?
Na1 O4 H4B 117(4) . . ?
Na1 O4 H4B 112(4) 2_655 . ?
H4A O4 H4B 100(3) . . ?
Na1 O5 Na1 83.73(9) . 2_645 ?
Na1 O5 H5A 122(4) . . ?
Na1 O5 H5A 113(4) 2_645 . ?
Na1 O5 H5B 110(4) . . ?
Na1 O5 H5B 109(4) 2_645 . ?
H5A O5 H5B 114(6) . . ?

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
Na1 O1 C1 C2 -117.7(4) 2_645 . . . ?
Na1 O1 C1 C2 84.2(4) . . . . ?
Na1 O1 C1 C6 59.9(5) 2_645 . . . ?
Na1 O1 C1 C6 -98.2(4) . . . . ?
O1 C1 C6 C5 -179.0(3) . . . . ?
C2 C1 C6 C5 -1.3(5) . . . . ?
O1 C1 C6 Cl2 0.5(4) . . . . ?
C2 C1 C6 Cl2 178.2(2) . . . . ?
C1 C6 C5 C4 -0.8(5) . . . . ?
Cl2 C6 C5 C4 179.8(3) . . . . ?
C1 C6 C5 Cl1 177.9(3) . . . . ?
Cl2 C6 C5 Cl1 -1.5(4) . . . . ?
C6 C5 C4 O2 -177.9(3) . . . . ?
Cl1 C5 C4 O2 3.3(4) . . . . ?
C6 C5 C4 C3 2.6(5) . . . . ?
Cl1 C5 C4 C3 -176.2(2) . . . . ?
O2 C4 C3 C2 178.1(3) . . . . ?
C5 C4 C3 C2 -2.4(5) . . . . ?
O2 C4 C3 C8 -5.9(5) . . . . ?
C5 C4 C3 C8 173.7(3) . . . . ?
C4 C3 C2 C1 0.4(5) . . . . ?
C8 C3 C2 C1 -175.5(3) . . . . ?
C4 C3 C2 C7 179.1(3) . . . . ?
C8 C3 C2 C7 3.2(5) . . . . ?
O1 C1 C2 C3 179.2(3) . . . . ?
C6 C1 C2 C3 1.5(5) . . . . ?
O1 C1 C2 C7 0.4(5) . . . . ?
C6 C1 C2 C7 -177.3(3) . . . . ?
C9 C10 C11 O3 1.7(11) . . . . ?
C9 C10 C11 C12 178.4(7) . . . . ?



# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_liddq-120k
_database_code_depnum_ccdc_archive 'CCDC 1530876'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2013-09-03T11:02:47-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_moiety         'C8 H6 Cl2 Li N2 O5'
_chemical_formula_sum            'C8 H6 Cl2 Li N2 O5'
_chemical_formula_weight         287.99

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.8772(8)
_cell_length_b                   7.9735(8)
_cell_length_c                   10.4011(8)
_cell_angle_alpha                94.304(7)
_cell_angle_beta                 106.276(8)
_cell_angle_gamma                109.851(9)
_cell_volume                     579.26(9)
_cell_formula_units_Z            2
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    2769
_cell_measurement_theta_min      4.5057
_cell_measurement_theta_max      75.504

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.651
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             290
_exptl_absorpt_coefficient_mu    5.205
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.74923
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            4351
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.51
_diffrn_reflns_theta_max         75.69
_diffrn_reflns_theta_full        75.69
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measured_fraction_theta_full 0.981
_reflns_number_total             2360
_reflns_number_gt                2118
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_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/[σ²(Fo²)+(0.0485P)²+0.1497P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2360
_refine_ls_number_parameters     187
_refine_ls_number_restraints     9
_refine_ls_R_factor_gt           0.0321
_refine_ls_wR_factor_ref         0.0912
_refine_ls_goodness_of_fit_ref   1.079
_refine_ls_restrained_S_all      1.081
_refine_ls_shift/su_max          0.001
_refine_diff_density_max         0.298
_refine_diff_density_min         -0.328

#------------------ 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 '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'
H H 0 0 '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
Li1 Li 0.6546(5) 0.8216(4) 0.5130(3) 0.0262(6) Uani 1 d . . .
Cl1 Cl 0.44450(6) 0.65000(6) 0.81833(4) 0.02610(14) Uani 1 d . . .
Cl2 Cl 0.53708(6) 0.79222(6) 1.12841(4) 0.02428(13) Uani 1 d . . .
O1 O 0.87172(18) 1.13443(17) 1.23668(12) 0.0219(3) Uani 1 d . . .
O2 O 0.71199(18) 0.88388(18) 0.70163(12) 0.0243(3) Uani 1 d . . .
N1 N 1.1878(2) 1.4966(2) 1.15944(16) 0.0241(3) Uani 1 d . . .
N2 N 1.0647(2) 1.2924(2) 0.73651(16) 0.0261(3) Uani 1 d . . .
C1 C 0.8347(2) 1.0779(2) 1.11352(17) 0.0194(3) Uani 1 d . . .
C2 C 0.9408(2) 1.1797(2) 1.03195(17) 0.0183(3) Uani 1 d . . .
C3 C 0.8998(2) 1.1151(2) 0.89459(17) 0.0194(3) Uani 1 d . . .
C4 C 0.7483(2) 0.9425(2) 0.82363(18) 0.0204(3) Uani 1 d . . .
C5 C 0.6352(2) 0.8449(2) 0.90440(18) 0.0209(3) Uani 1 d . . .
C6 C 0.6761(2) 0.9074(2) 1.03888(18) 0.0203(3) Uani 1 d . . .
C7 C 1.0803(2) 1.3563(2) 1.10053(17) 0.0198(3) Uani 1 d . . .
C8 C 0.9959(2) 1.2181(2) 0.81030(17) 0.0199(3) Uani 1 d . . .
O3 O 0.38223(19) 0.66743(18) 0.44445(13) 0.0262(3) Uani 1 d D . .
H3A H 0.335(4) 0.563(3) 0.477(3) 0.052(8) Uiso 1 d D . .
H3B H 0.323(4) 0.639(4) 0.3519(18) 0.055(8) Uiso 1 d D . .
O4 O 0.6999(2) 1.0379(2) 0.43964(15) 0.0318(3) Uani 1 d D . .
H4A H 0.730(5) 1.051(4) 0.363(2) 0.061(9) Uiso 1 d D . .
H4B H 0.673(5) 1.137(4) 0.469(3) 0.075(11) Uiso 1 d D . .
O5 O 0.82057(19) 0.68387(18) 0.50770(14) 0.0255(3) Uani 1 d D . .
H5A H 0.925(3) 0.732(4) 0.586(2) 0.054(8) Uiso 1 d D . .
H5B H 0.870(4) 0.689(4) 0.437(2) 0.063(9) Uiso 1 d D . .



#------------------ 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
Li1 O2 1.872(3) . ?
Li1 O4 1.901(4) . ?
Li1 O3 1.961(4) . ?
Li1 O5 1.981(3) . ?
Cl1 C5 1.7105(18) . ?
Cl2 C6 1.7110(18) . ?
O1 C1 1.242(2) . ?
O2 C4 1.236(2) . ?
N1 C7 1.143(2) . ?
N2 C8 1.148(2) . ?
C1 C2 1.455(2) . ?
C1 C6 1.468(2) . ?
C2 C3 1.389(2) . ?
C2 C7 1.435(2) . ?
C3 C8 1.441(2) . ?
C3 C4 1.449(3) . ?
C4 C5 1.467(2) . ?
C5 C6 1.357(3) . ?
O3 H3A 0.924(17) . ?
O3 H3B 0.917(17) . ?
O4 H4A 0.895(17) . ?
O4 H4B 0.931(17) . ?
O5 H5A 0.919(17) . ?
O5 H5B 0.919(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
O2 Li1 O4 108.49(17) . . ?
O2 Li1 O3 105.00(17) . . ?
O4 Li1 O3 110.43(17) . . ?
O2 Li1 O5 100.29(15) . . ?
O4 Li1 O5 118.37(18) . . ?
O3 Li1 O5 112.81(17) . . ?
C4 O2 Li1 173.13(16) . . ?
O1 C1 C2 122.29(16) . . ?
O1 C1 C6 122.37(16) . . ?
C2 C1 C6 115.29(15) . . ?
C3 C2 C7 122.45(16) . . ?
C3 C2 C1 122.03(16) . . ?
C7 C2 C1 115.37(15) . . ?
C2 C3 C8 122.86(16) . . ?
C2 C3 C4 122.05(16) . . ?
C8 C3 C4 114.98(15) . . ?
O2 C4 C3 122.33(17) . . ?
O2 C4 C5 121.91(17) . . ?
C3 C4 C5 115.72(15) . . ?
C6 C5 C4 122.16(16) . . ?
C6 C5 Cl1 121.69(14) . . ?
C4 C5 Cl1 116.13(13) . . ?
C5 C6 C1 122.61(16) . . ?
C5 C6 Cl2 120.67(14) . . ?
C1 C6 Cl2 116.68(13) . . ?
N1 C7 C2 177.00(19) . . ?
N2 C8 C3 175.87(19) . . ?
Li1 O3 H3A 121.2(18) . . ?
Li1 O3 H3B 117.7(19) . . ?
H3A O3 H3B 106(2) . . ?
Li1 O4 H4A 124.4(19) . . ?
Li1 O4 H4B 125(2) . . ?
H4A O4 H4B 110(2) . . ?
Li1 O5 H5A 107.1(18) . . ?
Li1 O5 H5B 117.8(19) . . ?
H5A O5 H5B 105(2) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O4 Li1 O2 C4 18.2(15) . . . . ?
O3 Li1 O2 C4 -99.9(14) . . . . ?
O5 Li1 O2 C4 142.9(14) . . . . ?
O1 C1 C2 C3 179.45(15) . . . . ?
C6 C1 C2 C3 -2.9(2) . . . . ?
O1 C1 C2 C7 -5.0(2) . . . . ?
C6 C1 C2 C7 172.70(14) . . . . ?
C7 C2 C3 C8 1.2(2) . . . . ?
C1 C2 C3 C8 176.45(14) . . . . ?
C7 C2 C3 C4 -175.06(15) . . . . ?
C1 C2 C3 C4 0.2(2) . . . . ?
Li1 O2 C4 C3 -53.8(15) . . . . ?
Li1 O2 C4 C5 123.7(14) . . . . ?
C2 C3 C4 O2 -179.54(15) . . . . ?
C8 C3 C4 O2 4.0(2) . . . . ?
C2 C3 C4 C5 2.9(2) . . . . ?
C8 C3 C4 C5 -173.62(14) . . . . ?
O2 C4 C5 C6 179.07(15) . . . . ?
C3 C4 C5 C6 -3.3(2) . . . . ?
O2 C4 C5 Cl1 -2.5(2) . . . . ?
C3 C4 C5 Cl1 175.06(11) . . . . ?
C4 C5 C6 C1 0.7(2) . . . . ?
Cl1 C5 C6 C1 -177.64(12) . . . . ?
C4 C5 C6 Cl2 178.40(12) . . . . ?
Cl1 C5 C6 Cl2 0.1(2) . . . . ?
O1 C1 C6 C5 -179.89(15) . . . . ?
C2 C1 C6 C5 2.5(2) . . . . ?
O1 C1 C6 Cl2 2.3(2) . . . . ?
C2 C1 C6 Cl2 -175.36(11) . . . . ?
C3 C2 C7 N1 160(3) . . . . ?
C1 C2 C7 N1 -16(3) . . . . ?
C2 C3 C8 N2 -172(2) . . . . ?
C4 C3 C8 N2 5(3) . . . . ?

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_csddq-mecoet-100k
_database_code_depnum_ccdc_archive 'CCDC 1530880'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2015-03-16T15:23:01-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C12 H10 Cl2 Cs N2 O4'
_chemical_formula_sum            'C12 H10 Cl2 Cs N2 O4'
_chemical_formula_weight         450.03
_chemical_compound_source        'synthesis as described'

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

_space_group_crystal_system      triclinic
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_Int_Tables_number      2
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 'x, y, z'
2 -x,-y,-z

_cell_length_a                   6.1080(3)
_cell_length_b                   10.6399(5)
_cell_length_c                   12.5460(7)
_cell_angle_alpha                109.248(4)
_cell_angle_beta                 92.148(4)
_cell_angle_gamma                90.445(4)
_cell_volume                     769.05(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    3446
_cell_measurement_theta_min      3.732
_cell_measurement_theta_max      75.7016
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.06
_exptl_crystal_size_min          0.06
_exptl_crystal_density_diffrn    1.943
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             434
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    22.138
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.35952
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      0.0527662
_diffrn_orient_matrix_ub_12      -0.0292595
_diffrn_orient_matrix_ub_13      0.1104465
_diffrn_orient_matrix_ub_21      -0.1915612
_diffrn_orient_matrix_ub_22      -0.1022445
_diffrn_orient_matrix_ub_23      -0.0280324
_diffrn_orient_matrix_ub_31      0.1557332
_diffrn_orient_matrix_ub_32      -0.110552
_diffrn_orient_matrix_ub_33      -0.0629481
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0451
_diffrn_reflns_av_unetI/netI     0.0602
_diffrn_reflns_number            6498
_diffrn_reflns_limit_h_min       -6
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         3.735
_diffrn_reflns_theta_max         75.882
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.974
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.974
_diffrn_reflns_point_group_measured_fraction_ful 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.974
_reflns_number_total             3129
_reflns_number_gt                2913
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1986)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0681P)²+1.0729P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         3129
_refine_ls_number_parameters     198
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.047
_refine_ls_R_factor_gt           0.0432
_refine_ls_wR_factor_ref         0.1153
_refine_ls_wR_factor_gt          0.1111
_refine_ls_goodness_of_fit_ref   1.071
_refine_ls_restrained_S_all      1.07
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         2.032
_refine_diff_density_min         -0.82
_refine_diff_density_rms         0.174

#----------------------------------------------------------------------------#
#                   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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.7457 7.9052 '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'
H H 0 0 '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_disorder_assembly
_atom_site_disorder_group
Cs1 Cs 0.25140(5) 0.53096(3) 0.87651(2) 0.02319(13) Uani 1 d . .
Cl1 Cl 0.2473(2) 1.33439(12) 1.22999(11) 0.0273(3) Uani 1 d . .
Cl2 Cl 0.2754(2) 1.03940(13) 1.24179(10) 0.0255(3) Uani 1 d . .
O1 O 0.3009(6) 0.8375(4) 1.0169(3) 0.0219(7) Uani 1 d . .
O2 O 0.2096(7) 1.3376(4) 0.9999(3) 0.0259(8) Uani 1 d . .
C1 C 0.2803(8) 0.9526(5) 1.0136(4) 0.0180(9) Uani 1 d . .
C2 C 0.2590(8) 0.9789(5) 0.9070(4) 0.0190(9) Uani 1 d . .
C3 C 0.2415(8) 1.1072(5) 0.9019(4) 0.0194(9) Uani 1 d . .
C4 C 0.2357(8) 1.2240(5) 1.0030(4) 0.0202(10) Uani 1 d . .
C5 C 0.2544(8) 1.1957(5) 1.1103(4) 0.0208(10) Uani 1 d . .
C6 C 0.2709(8) 1.0711(5) 1.1153(4) 0.0201(9) Uani 1 d . .
C7 C 0.2505(8) 0.8601(5) 0.8040(5) 0.0236(11) Uani 1 d . .
C8 C 0.2222(9) 1.1300(5) 0.7925(5) 0.0246(11) Uani 1 d . .
N1 N 0.2475(9) 0.7710(6) 0.7317(5) 0.0319(11) Uani 1 d . .
N2 N 0.2162(10) 1.1450(6) 0.7111(5) 0.0381(12) Uani 1 d . .
O3 O 0.3312(7) 0.6513(4) 1.1408(3) 0.0297(8) Uani 1 d . .
H3B H 0.262(15) 0.664(9) 1.209(5) 0.06(3) Uiso 1 d . .
H3A H 0.310(15) 0.730(6) 1.122(7) 0.06(3) Uiso 1 d . .
O4 O -0.0876(8) 0.3700(4) 0.6761(4) 0.0340(9) Uani 1 d . .
C9 C -0.0748(10) 0.2831(6) 0.5853(5) 0.0284(11) Uani 1 d . .
C10 C -0.2369(12) 0.1678(7) 0.5472(6) 0.0421(15) Uani 1 d . .
H10A H -0.3409 0.1769 0.6046 0.063 Uiso 1 calc . .
H10B H -0.1606 0.0859 0.5341 0.063 Uiso 1 calc . .
H10C H -0.3125 0.1673 0.4785 0.063 Uiso 1 calc . .
C11 C 0.1070(11) 0.2827(7) 0.5071(5) 0.0352(13) Uani 1 d . .
H11A H 0.1814 0.1985 0.4899 0.042 Uiso 1 calc . .
H11B H 0.0423 0.2875 0.4368 0.042 Uiso 1 calc . .
C12 C 0.2751(13) 0.3940(8) 0.5522(6) 0.0441(16) Uani 1 d . .
H12A H 0.3807 0.388 0.4961 0.066 Uiso 1 calc . .
H12B H 0.3478 0.3869 0.6191 0.066 Uiso 1 calc . .
H12C H 0.2037 0.4781 0.5702 0.066 Uiso 1 calc . .



#----------------------------------------------------------------------------#
#                   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
Cs1 O2 2.969(4) 1_545 ?
Cs1 O3 3.153(4) . ?
Cs1 O1 3.160(4) . ?
Cs1 O3 3.186(4) 2_667 ?
Cs1 O4 3.203(5) . ?
Cs1 O2 3.353(4) 2_577 ?
Cs1 N1 3.589(5) . ?
Cs1 O2 3.649(4) 2_677 ?
Cs1 Cl1 3.7607(14) 2_577 ?
Cs1 Cl1 3.8357(14) 2_677 ?
Cs1 C12 3.852(7) . ?
Cs1 C7 3.897(5) . ?
Cs1 H3A 3.12(9) . ?
Cl1 C5 1.725(5) . ?
Cl1 Cs1 3.7607(14) 2_577 ?
Cl1 Cs1 3.8357(13) 2_677 ?
Cl2 C6 1.727(5) . ?
O1 C1 1.246(6) . ?
O2 C4 1.234(7) . ?
O2 Cs1 2.969(4) 1_565 ?
O2 Cs1 3.353(4) 2_577 ?
O2 Cs1 3.649(4) 2_677 ?
C1 C2 1.455(7) . ?
C1 C6 1.473(7) . ?
C2 C3 1.392(7) . ?
C2 C7 1.480(7) . ?
C3 C4 1.456(7) . ?
C3 C8 1.471(8) . ?
C4 C5 1.474(7) . ?
C5 C6 1.352(7) . ?
C7 N1 1.074(8) . ?
C8 N2 1.084(9) . ?
O3 Cs1 3.185(4) 2_667 ?
O3 H3B 0.94(7) . ?
O3 H3A 0.95(7) . ?
O4 C9 1.214(8) . ?
C9 C10 1.507(9) . ?
C9 C11 1.508(8) . ?
C10 H10A 0.96 . ?
C10 H10B 0.96 . ?
C10 H10C 0.96 . ?
C11 C12 1.508(10) . ?
C11 H11A 0.97 . ?
C11 H11B 0.97 . ?
C12 H12A 0.96 . ?
C12 H12B 0.96 . ?
C12 H12C 0.96 . ?

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
O2 Cs1 O3 64.81(11) 1_545 . ?
O2 Cs1 O1 118.78(10) 1_545 . ?
O3 Cs1 O1 54.61(10) . . ?
O2 Cs1 O3 66.77(11) 1_545 2_667 ?
O3 Cs1 O3 90.46(10) . 2_667 ?
O1 Cs1 O3 118.49(11) . 2_667 ?
O2 Cs1 O4 93.70(12) 1_545 . ?
O3 Cs1 O4 145.03(11) . . ?
O1 Cs1 O4 131.61(11) . . ?
O3 Cs1 O4 106.60(11) 2_667 . ?
O2 Cs1 O2 85.87(10) 1_545 2_577 ?
O3 Cs1 O2 69.41(11) . 2_577 ?
O1 Cs1 O2 66.67(10) . 2_577 ?
O3 Cs1 O2 151.37(10) 2_667 2_577 ?
O4 Cs1 O2 82.44(11) . 2_577 ?
O2 Cs1 N1 174.52(11) 1_545 . ?
O3 Cs1 N1 114.90(12) . . ?
O1 Cs1 N1 60.37(11) . . ?
O3 Cs1 N1 118.62(12) 2_667 . ?
O4 Cs1 N1 83.84(12) . . ?
O2 Cs1 N1 88.95(11) 2_577 . ?
O2 Cs1 O2 95.83(10) 1_545 2_677 ?
O3 Cs1 O2 59.28(10) . 2_677 ?
O1 Cs1 O2 61.59(9) . 2_677 ?
O3 Cs1 O2 56.96(10) 2_667 2_677 ?
O4 Cs1 O2 154.85(10) . 2_677 ?
O2 Cs1 O2 121.40(12) 2_577 2_677 ?
N1 Cs1 O2 88.39(11) . 2_677 ?
O2 Cs1 Cl1 121.03(8) 1_545 2_577 ?
O3 Cs1 Cl1 113.12(8) . 2_577 ?
O1 Cs1 Cl1 78.88(7) . 2_577 ?
O3 Cs1 Cl1 156.39(8) 2_667 2_577 ?
O4 Cs1 Cl1 53.06(8) . 2_577 ?
O2 Cs1 Cl1 47.66(7) 2_577 2_577 ?
N1 Cs1 Cl1 53.68(9) . 2_577 ?
O2 Cs1 Cl1 136.03(6) 2_677 2_577 ?
O2 Cs1 Cl1 131.69(8) 1_545 2_677 ?
O3 Cs1 Cl1 101.91(9) . 2_677 ?
O1 Cs1 Cl1 72.82(7) . 2_677 ?
O3 Cs1 Cl1 67.20(8) 2_667 2_677 ?
O4 Cs1 Cl1 112.76(8) . 2_677 ?
O2 Cs1 Cl1 135.20(7) 2_577 2_677 ?
N1 Cs1 Cl1 53.74(9) . 2_677 ?
O2 Cs1 Cl1 45.48(6) 2_677 2_677 ?
Cl1 Cs1 Cl1 107.04(3) 2_577 2_677 ?
O2 Cs1 C12 118.20(15) 1_545 . ?
O3 Cs1 C12 168.84(14) . . ?
O1 Cs1 C12 122.94(14) . . ?
O3 Cs1 C12 81.59(15) 2_667 . ?
O4 Cs1 C12 45.82(14) . . ?
O2 Cs1 C12 120.74(14) 2_577 . ?
N1 Cs1 C12 63.24(15) . . ?
O2 Cs1 C12 109.62(13) 2_677 . ?
Cl1 Cs1 C12 75.22(13) 2_577 . ?
Cl1 Cs1 C12 67.81(11) 2_677 . ?
O2 Cs1 C7 162.16(11) 1_545 . ?
O3 Cs1 C7 99.24(12) . . ?
O1 Cs1 C7 44.64(11) . . ?
O3 Cs1 C7 123.88(11) 2_667 . ?
O4 Cs1 C7 96.09(12) . . ?
O2 Cs1 C7 80.70(10) 2_577 . ?
N1 Cs1 C7 15.81(13) . . ?
O2 Cs1 C7 81.42(10) 2_677 . ?
Cl1 Cs1 C7 55.98(8) 2_577 . ?
Cl1 Cs1 C7 56.70(8) 2_677 . ?
C12 Cs1 C7 79.03(15) . . ?
C5 Cl1 Cs1 93.39(18) . 2_577 ?
C5 Cl1 Cs1 87.47(17) . 2_677 ?
Cs1 Cl1 Cs1 107.04(3) 2_577 2_677 ?
C1 O1 Cs1 145.0(3) . . ?
C4 O2 Cs1 149.0(3) . 1_565 ?
C4 O2 Cs1 111.4(3) . 2_577 ?
Cs1 O2 Cs1 94.13(10) 1_565 2_577 ?
C4 O2 Cs1 96.3(3) . 2_677 ?
Cs1 O2 Cs1 84.17(9) 1_565 2_677 ?
Cs1 O2 Cs1 121.40(11) 2_577 2_677 ?
O1 C1 C2 121.8(5) . . ?
O1 C1 C6 123.3(5) . . ?
C2 C1 C6 114.9(4) . . ?
C3 C2 C1 122.4(4) . . ?
C3 C2 C7 121.9(4) . . ?
C1 C2 C7 115.6(4) . . ?
C2 C3 C4 122.2(5) . . ?
C2 C3 C8 120.9(4) . . ?
C4 C3 C8 116.9(5) . . ?
O2 C4 C3 123.0(5) . . ?
O2 C4 C5 122.2(5) . . ?
C3 C4 C5 114.8(5) . . ?
C6 C5 C4 123.0(5) . . ?
C6 C5 Cl1 122.3(4) . . ?
C4 C5 Cl1 114.7(4) . . ?
C5 C6 C1 122.6(5) . . ?
C5 C6 Cl2 122.2(4) . . ?
C1 C6 Cl2 115.2(4) . . ?
N1 C7 C2 177.2(6) . . ?
N1 C7 Cs1 65.6(4) . . ?
C2 C7 Cs1 111.8(3) . . ?
N2 C8 C3 177.2(6) . . ?
C7 N1 Cs1 98.6(4) . . ?
Cs1 O3 Cs1 89.54(10) . 2_667 ?
Cs1 O3 H3B 142(6) . . ?
Cs1 O3 H3B 111(5) 2_667 . ?
Cs1 O3 H3A 79(6) . . ?
Cs1 O3 H3A 131(6) 2_667 . ?
H3B O3 H3A 106(4) . . ?
C9 O4 Cs1 135.7(4) . . ?
O4 C9 C10 121.2(6) . . ?
O4 C9 C11 121.9(6) . . ?
C10 C9 C11 116.9(5) . . ?
C9 C10 H10A 109.5 . . ?
C9 C10 H10B 109.5 . . ?
H10A C10 H10B 109.5 . . ?
C9 C10 H10C 109.5 . . ?
H10A C10 H10C 109.5 . . ?
H10B C10 H10C 109.5 . . ?
C12 C11 C9 115.2(5) . . ?
C12 C11 H11A 108.5 . . ?
C9 C11 H11A 108.5 . . ?
C12 C11 H11B 108.5 . . ?
C9 C11 H11B 108.5 . . ?
H11A C11 H11B 107.5 . . ?
C11 C12 Cs1 108.6(4) . . ?
C11 C12 H12A 109.5 . . ?
Cs1 C12 H12A 137.8 . . ?
C11 C12 H12B 109.5 . . ?
Cs1 C12 H12B 39.1 . . ?
H12A C12 H12B 109.5 . . ?
C11 C12 H12C 109.5 . . ?
Cs1 C12 H12C 73.5 . . ?
H12A C12 H12C 109.5 . . ?
H12B C12 H12C 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cs1 O1 C1 C2 -15.7(9) . . . . ?
Cs1 O1 C1 C6 162.9(4) . . . . ?
O1 C1 C2 C3 -178.3(5) . . . . ?
C6 C1 C2 C3 2.9(7) . . . . ?
O1 C1 C2 C7 3.4(7) . . . . ?
C6 C1 C2 C7 -175.4(4) . . . . ?
C1 C2 C3 C4 -2.2(8) . . . . ?
C7 C2 C3 C4 176.0(4) . . . . ?
C1 C2 C3 C8 179.4(5) . . . . ?
C7 C2 C3 C8 -2.4(8) . . . . ?
Cs1 O2 C4 C3 -25.8(10) 1_565 . . . ?
Cs1 O2 C4 C3 117.8(4) 2_577 . . . ?
Cs1 O2 C4 C3 -114.9(4) 2_677 . . . ?
Cs1 O2 C4 C5 156.7(5) 1_565 . . . ?
Cs1 O2 C4 C5 -59.7(5) 2_577 . . . ?
Cs1 O2 C4 C5 67.6(5) 2_677 . . . ?
C2 C3 C4 O2 -176.4(5) . . . . ?
C8 C3 C4 O2 2.1(7) . . . . ?
C2 C3 C4 C5 1.2(7) . . . . ?
C8 C3 C4 C5 179.7(5) . . . . ?
O2 C4 C5 C6 176.2(5) . . . . ?
C3 C4 C5 C6 -1.4(7) . . . . ?
O2 C4 C5 Cl1 -2.3(7) . . . . ?
C3 C4 C5 Cl1 -180.0(3) . . . . ?
Cs1 Cl1 C5 C6 -130.1(4) 2_577 . . . ?
Cs1 Cl1 C5 C6 123.0(4) 2_677 . . . ?
Cs1 Cl1 C5 C4 48.5(4) 2_577 . . . ?
Cs1 Cl1 C5 C4 -58.4(4) 2_677 . . . ?
C4 C5 C6 C1 2.4(8) . . . . ?
Cl1 C5 C6 C1 -179.1(4) . . . . ?
C4 C5 C6 Cl2 -175.8(4) . . . . ?
Cl1 C5 C6 Cl2 2.6(7) . . . . ?
O1 C1 C6 C5 178.2(5) . . . . ?
C2 C1 C6 C5 -3.0(7) . . . . ?
O1 C1 C6 Cl2 -3.4(7) . . . . ?
C2 C1 C6 Cl2 175.4(4) . . . . ?
C3 C2 C7 Cs1 -174.4(4) . . . . ?
C1 C2 C7 Cs1 3.8(5) . . . . ?
Cs1 O4 C9 C10 137.1(5) . . . . ?
Cs1 O4 C9 C11 -40.9(9) . . . . ?
O4 C9 C11 C12 2.5(9) . . . . ?
C10 C9 C11 C12 -175.6(6) . . . . ?
C9 C11 C12 Cs1 20.8(7) . . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
_chemical_properties_physical    ', Air-sensitive'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_csddq-mecoet-rt-1
_database_code_depnum_ccdc_archive 'CCDC 1530881'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2015-03-24T15:26:49-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         '(C8 Cl2 Cs1 N2 O2)4, O'
_chemical_formula_sum            'C32 Cl8 Cs4 N8 O9'
_chemical_formula_weight         1455.64
_chemical_compound_source        'synthesis as described'

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

_space_group_name_H-M_alt        'P b c 21'
_space_group_name_Hall           'P 2c -2b'
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P b c 21'
_symmetry_space_group_name_Hall  'P 2c -2b'
_symmetry_Int_Tables_number      29
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,-y,1/2+z
3 -x,1/2+y,z
4 x,1/2-y,1/2+z

_cell_length_a                   13.2615(3)
_cell_length_b                   18.7662(3)
_cell_length_c                   16.7948(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     4179.69(13)
_cell_formula_units_Z            4
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    10051
_cell_measurement_theta_min      3.3298
_cell_measurement_theta_max      75.7551
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.2538
_exptl_crystal_size_mid          0.065
_exptl_crystal_size_min          0.0187
_exptl_crystal_density_diffrn    2.313
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3173
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
0 -1 11 0.0068
0 1 -11 0.0119
9 1 0 0.0962
-3 -2 10 0.0396
0 -12 -2 0.0246
0 12 1 0.0396

_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    32.243
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
Analytical numeric absorption correction using a multifaceted crystal
                        model based on expressions derived by R.C. Clark & J.S.
        (Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.98
_exptl_absorpt_correction_T_max  0.997

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      -0.0679949
_diffrn_orient_matrix_ub_12      -0.0616913
_diffrn_orient_matrix_ub_13      -0.0279475
_diffrn_orient_matrix_ub_21      0.0896172
_diffrn_orient_matrix_ub_22      -0.0518381
_diffrn_orient_matrix_ub_23      0.0068638
_diffrn_orient_matrix_ub_31      -0.028917
_diffrn_orient_matrix_ub_32      -0.015725
_diffrn_orient_matrix_ub_33      0.0871046
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_av_unetI/netI     0.0435
_diffrn_reflns_number            14407
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_theta_min         3.332
_diffrn_reflns_theta_max         75.937
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.989
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.989
_diffrn_reflns_point_group_measured_fraction_ful 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.989
_reflns_number_total             5624
_reflns_number_gt                5466
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
        (compiled Jul 11 2012,15:38:31)
;
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#


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

_refine_special_details          
;
 Refined as a 2-component inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1112P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    undef
_refine_ls_extinction_method     none
_refine_ls_number_reflns         5624
_refine_ls_number_parameters     551
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_ref         0.1314
_refine_ls_wR_factor_gt          0.1296
_refine_ls_goodness_of_fit_ref   1.018
_refine_ls_restrained_S_all      1.018
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.445(11)
_refine_diff_density_max         3.051
_refine_diff_density_min         -2.609
_refine_diff_density_rms         0.205

#----------------------------------------------------------------------------#
#                   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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cs Cs -0.7457 7.9052 '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_disorder_assembly
_atom_site_disorder_group
Cs1 Cs 0.47254(5) 0.08095(3) 0.60368(4) 0.04074(17) Uani 1 d . .
Cs2 Cs 0.13814(5) 0.17787(3) 0.60662(3) 0.03628(17) Uani 1 d . .
Cs3 Cs 0.36543(5) -0.09198(3) 0.39590(5) 0.04285(19) Uani 1 d . .
Cs4 Cs -0.04083(5) 0.18712(3) 0.89297(4) 0.03734(17) Uani 1 d . .
Cl1A Cl 0.6131(2) 0.27142(15) 0.56325(16) 0.0470(6) Uani 1 d . .
Cl2A Cl 0.7051(2) 0.16981(13) 0.69358(19) 0.0460(6) Uani 1 d . .
O1A O 0.7330(6) 0.2401(4) 0.8463(5) 0.0424(17) Uani 1 d . .
O2A O 0.5744(6) 0.4164(4) 0.6235(5) 0.0410(17) Uani 1 d . .
N1A N 0.6743(10) 0.3898(7) 0.9627(7) 0.055(3) Uani 1 d . .
N2A N 0.5586(8) 0.5220(6) 0.7921(7) 0.049(2) Uani 1 d . .
C1A C 0.6978(7) 0.2803(5) 0.7964(6) 0.0281(17) Uani 1 d . .
C2A C 0.6674(7) 0.3521(5) 0.8137(5) 0.0274(17) Uani 1 d . .
C3A C 0.6278(6) 0.3988(5) 0.7576(5) 0.0238(17) Uani 1 d . .
C4A C 0.6106(7) 0.3763(5) 0.6742(6) 0.0299(18) Uani 1 d . .
C5A C 0.6374(8) 0.3016(6) 0.6573(6) 0.032(2) Uani 1 d . .
C6A C 0.6781(7) 0.2567(6) 0.7131(6) 0.0335(19) Uani 1 d . .
C7A C 0.6723(8) 0.3736(5) 0.8961(7) 0.0335(19) Uani 1 d . .
C8A C 0.5907(8) 0.4680(6) 0.7771(6) 0.035(2) Uani 1 d . .
Cl1B Cl 0.6617(3) -0.1822(2) 0.51159(18) 0.0592(8) Uani 1 d . .
Cl2B Cl 0.6959(2) -0.02475(15) 0.57319(16) 0.0450(6) Uani 1 d . .
O1B O 0.6747(6) -0.0125(4) 0.7464(5) 0.0378(16) Uani 1 d . .
O2B O 0.6214(7) -0.2819(5) 0.6396(6) 0.050(2) Uani 1 d . .
N1B N 0.5832(8) -0.0927(6) 0.9180(6) 0.047(2) Uani 1 d . .
N2B N 0.5318(10) -0.2944(7) 0.8380(9) 0.061(3) Uani 1 d . .
C1B C 0.6567(7) -0.0741(5) 0.7206(6) 0.0276(17) Uani 1 d . .
C2B C 0.6216(7) -0.1309(5) 0.7715(6) 0.0284(17) Uani 1 d . .
C3B C 0.6079(7) -0.1995(5) 0.7454(6) 0.0301(18) Uani 1 d . .
C4B C 0.6288(7) -0.2209(6) 0.6628(7) 0.032(2) Uani 1 d . .
C5B C 0.6525(7) -0.1610(6) 0.6100(6) 0.0338(19) Uani 1 d . .
C6B C 0.6674(7) -0.0932(6) 0.6365(6) 0.0302(18) Uani 1 d . .
C7B C 0.5998(7) -0.1110(5) 0.8523(6) 0.0305(18) Uani 1 d . .
C8B C 0.5681(9) -0.2514(6) 0.7972(8) 0.043(2) Uani 1 d . .
Cl1C Cl 0.2068(3) 0.09811(14) 0.79722(19) 0.0490(6) Uani 1 d . .
Cl2C Cl 0.1091(2) -0.00467(18) 0.92461(16) 0.0491(6) Uani 1 d . .
O1C O 0.0693(6) -0.1470(5) 0.8618(5) 0.0412(16) Uani 1 d . .
O2C O 0.2384(6) 0.0288(4) 0.6428(5) 0.0362(15) Uani 1 d . .
N1C N 0.0606(8) -0.2554(6) 0.6986(6) 0.045(2) Uani 1 d . .
N2C N 0.1881(9) -0.1233(6) 0.5275(6) 0.044(2) Uani 1 d . .
C1C C 0.1088(7) -0.1070(5) 0.8124(5) 0.0293(18) Uani 1 d . .
C2C C 0.1286(6) -0.1297(5) 0.7297(5) 0.0235(16) Uani 1 d . .
C3C C 0.1713(6) -0.0845(5) 0.6743(5) 0.0239(16) Uani 1 d . .
C4C C 0.1988(7) -0.0117(5) 0.6926(5) 0.0271(17) Uani 1 d . .
C5C C 0.1795(8) 0.0111(5) 0.7743(6) 0.0316(19) Uani 1 d . .
C6C C 0.1363(7) -0.0335(6) 0.8302(6) 0.033(2) Uani 1 d . .
C7C C 0.0922(7) -0.1988(5) 0.7111(5) 0.0276(17) Uani 1 d . .
C8C C 0.1801(7) -0.1059(5) 0.5940(6) 0.0286(17) Uani 1 d . .
Cl1D Cl 0.19982(18) 0.20356(11) 0.40232(14) 0.0345(4) Uani 1 d . .
Cl2D Cl 0.1734(2) 0.04289(14) 0.46173(15) 0.0426(6) Uani 1 d . .
O1D O 0.1241(8) -0.0539(4) 0.3308(6) 0.048(2) Uani 1 d . .
O2D O 0.1769(6) 0.2175(4) 0.2315(4) 0.0317(14) Uani 1 d . .
N1D N 0.0328(12) -0.0625(8) 0.1342(9) 0.072(4) Uani 1 d . .
N2D N 0.0800(9) 0.1392(7) 0.0591(6) 0.051(3) Uani 1 d . .
C1D C 0.1318(8) 0.0096(5) 0.3106(7) 0.033(2) Uani 1 d . .
C2D C 0.1093(7) 0.0312(5) 0.2281(6) 0.0299(18) Uani 1 d . .
C3D C 0.1240(6) 0.0998(5) 0.2029(5) 0.0261(17) Uani 1 d . .
C4D C 0.1587(6) 0.1559(5) 0.2551(6) 0.0271(17) Uani 1 d . .
C5D C 0.1712(7) 0.1349(5) 0.3383(5) 0.0256(16) Uani 1 d . .
C6D C 0.1580(7) 0.0663(5) 0.3634(6) 0.0288(17) Uani 1 d . .
C7D C 0.0690(9) -0.0216(6) 0.1766(8) 0.044(2) Uani 1 d . .
C8D C 0.1006(7) 0.1208(5) 0.1227(6) 0.0315(19) Uani 1 d . .
O3 O 0.0705(11) -0.1949(6) 1.0186(6) 0.072(3) Uani 1 d . .



#----------------------------------------------------------------------------#
#                   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
Cs1 O2B 2.922(8) 3_655 ?
Cs1 O2A 3.168(8) 3_645 ?
Cs1 N1B 3.213(9) 2_654 ?
Cs1 O2C 3.321(8) . ?
Cs1 N2A 3.377(12) 3_645 ?
Cs1 Cl2B 3.601(3) . ?
Cs1 N1A 3.615(13) 4_554 ?
Cs1 C8A 3.698(11) 3_645 ?
Cs1 Cl2A 3.817(3) . ?
Cs1 Cl1A 4.088(3) . ?
Cs1 Cs2 4.7934(9) . ?
Cs1 Cs3 4.9726(10) . ?
Cs2 O2D 2.918(6) 4 ?
Cs2 O3 3.154(14) 2_554 ?
Cs2 O2C 3.156(7) . ?
Cs2 N1D 3.168(12) 2 ?
Cs2 N1C 3.302(10) 3 ?
Cs2 O2B 3.323(10) 3_655 ?
Cs2 Cl2D 3.544(3) . ?
Cs2 Cl1D 3.560(3) . ?
Cs2 N2D 3.607(13) 4 ?
Cs2 Cl1C 3.649(3) . ?
Cs2 C4B 3.748(10) 3_655 ?
Cs2 C8D 3.821(10) 4 ?
Cs3 O1A 3.182(8) 2_654 ?
Cs3 N2B 3.219(11) 4_544 ?
Cs3 O1B 3.231(7) 2_654 ?
Cs3 N2C 3.281(11) . ?
Cs3 N2A 3.365(11) 4_554 ?
Cs3 O1D 3.457(10) . ?
Cs3 N1B 3.550(12) 2_654 ?
Cs3 Cl2D 3.757(3) . ?
Cs3 Cl1A 3.815(3) 3_645 ?
Cs3 Cl2A 3.815(3) 2_654 ?
Cs3 C7B 3.907(10) 2_654 ?
Cs3 C1D 3.911(11) . ?
Cs4 O1D 2.926(8) 2 ?
Cs4 O3 3.083(11) 3 ?
Cs4 O1C 3.179(8) 3 ?
Cs4 N2C 3.217(10) 2 ?
Cs4 O1A 3.255(8) 1_455 ?
Cs4 N2D 3.341(10) 1_556 ?
Cs4 N1C 3.448(11) 3 ?
Cs4 C7C 3.793(9) 3 ?
Cs4 Cl1D 3.797(2) 4 ?
Cs4 Cl1C 4.020(3) . ?
Cs4 Cs3 4.6605(9) 2 ?
Cs4 Cs2 4.9927(9) 4 ?
Cl1A C5A 1.709(10) . ?
Cl1A Cs3 3.815(3) 3_655 ?
Cl2A C6A 1.701(11) . ?
Cl2A Cs3 3.815(3) 2_655 ?
O1A C1A 1.221(13) . ?
O1A Cs3 3.182(8) 2_655 ?
O1A Cs4 3.255(8) 1_655 ?
O2A C4A 1.234(12) . ?
O2A Cs1 3.168(8) 3_655 ?
N1A C7A 1.159(17) . ?
N1A Cs1 3.615(13) 4 ?
N2A C8A 1.128(16) . ?
N2A Cs3 3.365(11) 4 ?
N2A Cs1 3.377(12) 3_655 ?
C1A C2A 1.437(13) . ?
C1A C6A 1.490(13) . ?
C2A C3A 1.390(13) . ?
C2A C7A 1.444(13) . ?
C3A C8A 1.427(14) . ?
C3A C4A 1.481(12) . ?
C4A C5A 1.473(14) . ?
C5A C6A 1.371(16) . ?
C8A Cs1 3.698(10) 3_655 ?
Cl1B C5B 1.704(11) . ?
Cl1B Cs2 4.061(4) 3_645 ?
Cl2B C6B 1.710(11) . ?
O1B C1B 1.257(12) . ?
O1B Cs3 3.231(7) 2_655 ?
O2B C4B 1.213(12) . ?
O2B Cs1 2.922(8) 3_645 ?
O2B Cs2 3.323(10) 3_645 ?
N1B C7B 1.177(15) . ?
N1B Cs1 3.213(9) 2_655 ?
N1B Cs3 3.551(12) 2_655 ?
N2B C8B 1.162(18) . ?
N2B Cs3 3.219(11) 4_545 ?
C1B C2B 1.444(14) . ?
C1B C6B 1.463(13) . ?
C2B C3B 1.374(14) . ?
C2B C7B 1.435(14) . ?
C3B C8B 1.409(15) . ?
C3B C4B 1.471(14) . ?
C4B C5B 1.468(16) . ?
C4B Cs2 3.748(10) 3_645 ?
C5B C6B 1.362(15) . ?
C7B Cs3 3.907(10) 2_655 ?
Cl1C C5C 1.716(10) . ?
Cl2C C6C 1.714(11) . ?
O1C C1C 1.236(13) . ?
O1C Cs4 3.179(8) 3_545 ?
O2C C4C 1.247(12) . ?
N1C C7C 1.163(15) . ?
N1C Cs2 3.302(10) 3_545 ?
N1C Cs4 3.448(11) 3_545 ?
N2C C8C 1.168(15) . ?
N2C Cs4 3.217(10) 2_554 ?
C1C C6C 1.459(14) . ?
C1C C2C 1.476(11) . ?
C2C C3C 1.380(12) . ?
C2C C7C 1.417(14) . ?
C3C C8C 1.413(13) . ?
C3C C4C 1.448(12) . ?
C4C C5C 1.460(13) . ?
C5C C6C 1.382(15) . ?
C7C Cs4 3.793(9) 3_545 ?
Cl1D C5D 1.721(9) . ?
Cl1D Cs4 3.797(2) 4_554 ?
Cl2D C6D 1.721(10) . ?
O1D C1D 1.244(13) . ?
O1D Cs4 2.926(8) 2_554 ?
O2D C4D 1.245(12) . ?
O2D Cs2 2.918(6) 4_554 ?
N1D C7D 1.152(17) . ?
N1D Cs2 3.168(12) 2_554 ?
N2D C8D 1.156(15) . ?
N2D Cs4 3.340(10) 1_554 ?
N2D Cs2 3.607(13) 4_554 ?
C1D C6D 1.428(14) . ?
C1D C2D 1.473(15) . ?
C2D C3D 1.369(13) . ?
C2D C7D 1.420(14) . ?
C3D C8D 1.437(12) . ?
C3D C4D 1.445(12) . ?
C4D C5D 1.463(13) . ?
C5D C6D 1.365(13) . ?
C8D Cs2 3.821(10) 4_554 ?
O3 Cs4 3.083(11) 3_545 ?
O3 Cs2 3.154(14) 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
O2B Cs1 O2A 138.9(2) 3_655 3_645 ?
O2B Cs1 N1B 92.4(3) 3_655 2_654 ?
O2A Cs1 N1B 97.1(3) 3_645 2_654 ?
O2B Cs1 O2C 79.6(2) 3_655 . ?
O2A Cs1 O2C 60.56(19) 3_645 . ?
N1B Cs1 O2C 89.8(3) 2_654 . ?
O2B Cs1 N2A 92.5(3) 3_655 3_645 ?
O2A Cs1 N2A 63.8(2) 3_645 3_645 ?
N1B Cs1 N2A 154.7(3) 2_654 3_645 ?
O2C Cs1 N2A 66.7(2) . 3_645 ?
O2B Cs1 Cl2B 149.9(2) 3_655 . ?
O2A Cs1 Cl2B 68.87(15) 3_645 . ?
N1B Cs1 Cl2B 95.1(2) 2_654 . ?
O2C Cs1 Cl2B 129.41(14) . . ?
N2A Cs1 Cl2B 93.1(2) 3_645 . ?
O2B Cs1 N1A 108.5(3) 3_655 4_554 ?
O2A Cs1 N1A 111.2(2) 3_645 4_554 ?
N1B Cs1 N1A 61.6(3) 2_654 4_554 ?
O2C Cs1 N1A 150.0(2) . 4_554 ?
N2A Cs1 N1A 138.9(3) 3_645 4_554 ?
Cl2B Cs1 N1A 51.8(2) . 4_554 ?
O2B Cs1 C8A 104.2(3) 3_655 3_645 ?
O2A Cs1 C8A 46.7(2) 3_645 3_645 ?
N1B Cs1 C8A 138.7(3) 2_654 3_645 ?
O2C Cs1 C8A 57.6(2) . 3_645 ?
N2A Cs1 C8A 17.6(3) 3_645 3_645 ?
Cl2B Cs1 C8A 89.01(16) . 3_645 ?
N1A Cs1 C8A 140.4(3) 4_554 3_645 ?
O2B Cs1 Cl2A 83.0(2) 3_655 . ?
O2A Cs1 Cl2A 122.90(17) 3_645 . ?
N1B Cs1 Cl2A 122.7(2) 2_654 . ?
O2C Cs1 Cl2A 143.70(15) . . ?
N2A Cs1 Cl2A 82.60(19) 3_645 . ?
Cl2B Cs1 Cl2A 68.43(7) . . ?
N1A Cs1 Cl2A 66.1(2) 4_554 . ?
C8A Cs1 Cl2A 97.01(17) 3_645 . ?
O2B Cs1 Cl1A 57.2(2) 3_655 . ?
O2A Cs1 Cl1A 163.61(14) 3_645 . ?
N1B Cs1 Cl1A 83.3(2) 2_654 . ?
O2C Cs1 Cl1A 135.79(13) . . ?
N2A Cs1 Cl1A 119.85(19) 3_645 . ?
Cl2B Cs1 Cl1A 94.75(7) . . ?
N1A Cs1 Cl1A 54.6(2) 4_554 . ?
C8A Cs1 Cl1A 137.32(18) 3_645 . ?
Cl2A Cs1 Cl1A 46.79(6) . . ?
O2B Cs1 Cs2 43.1(2) 3_655 . ?
O2A Cs1 Cs2 100.78(14) 3_645 . ?
N1B Cs1 Cs2 76.8(2) 2_654 . ?
O2C Cs1 Cs2 40.95(12) . . ?
N2A Cs1 Cs2 90.09(19) 3_645 . ?
Cl2B Cs1 Cs2 166.25(6) . . ?
N1A Cs1 Cs2 129.3(2) 4_554 . ?
C8A Cs1 Cs2 89.98(16) 3_645 . ?
Cl2A Cs1 Cs2 125.28(4) . . ?
Cl1A Cs1 Cs2 95.27(5) . . ?
O2B Cs1 Cs3 126.7(2) 3_655 . ?
O2A Cs1 Cs3 51.78(16) 3_645 . ?
N1B Cs1 Cs3 45.4(2) 2_654 . ?
O2C Cs1 Cs3 71.30(14) . . ?
N2A Cs1 Cs3 114.14(18) 3_645 . ?
Cl2B Cs1 Cs3 77.04(5) . . ?
N1A Cs1 Cs3 81.4(2) 4_554 . ?
C8A Cs1 Cs3 96.55(17) 3_645 . ?
Cl2A Cs1 Cs3 142.51(5) . . ?
Cl1A Cs1 Cs3 125.75(4) . . ?
Cs2 Cs1 Cs3 89.461(16) . . ?
O2D Cs2 O3 115.0(3) 4 2_554 ?
O2D Cs2 O2C 112.6(2) 4 . ?
O3 Cs2 O2C 123.3(3) 2_554 . ?
O2D Cs2 N1D 118.8(3) 4 2 ?
O3 Cs2 N1D 60.7(4) 2_554 2 ?
O2C Cs2 N1D 70.6(3) . 2 ?
O2D Cs2 N1C 63.2(2) 4 3 ?
O3 Cs2 N1C 58.7(3) 2_554 3 ?
O2C Cs2 N1C 125.6(2) . 3 ?
N1D Cs2 N1C 67.6(4) 2 3 ?
O2D Cs2 O2B 63.8(2) 4 3_655 ?
O3 Cs2 O2B 153.8(3) 2_554 3_655 ?
O2C Cs2 O2B 76.4(2) . 3_655 ?
N1D Cs2 O2B 144.8(3) 2 3_655 ?
N1C Cs2 O2B 127.0(2) 3 3_655 ?
O2D Cs2 Cl2D 162.01(16) 4 . ?
O3 Cs2 Cl2D 82.3(2) 2_554 . ?
O2C Cs2 Cl2D 56.14(15) . . ?
N1D Cs2 Cl2D 72.9(3) 2 . ?
N1C Cs2 Cl2D 134.24(19) 3 . ?
O2B Cs2 Cl2D 98.62(15) 3_655 . ?
O2D Cs2 Cl1D 124.11(15) 4 . ?
O3 Cs2 Cl1D 74.7(2) 2_554 . ?
O2C Cs2 Cl1D 102.04(15) . . ?
N1D Cs2 Cl1D 113.4(3) 2 . ?
N1C Cs2 Cl1D 125.67(19) 3 . ?
O2B Cs2 Cl1D 84.79(19) 3_655 . ?
Cl2D Cs2 Cl1D 53.46(5) . . ?
O2D Cs2 N2D 63.7(2) 4 4 ?
O3 Cs2 N2D 67.2(3) 2_554 4 ?
O2C Cs2 N2D 167.4(2) . 4 ?
N1D Cs2 N2D 122.0(4) 2 4 ?
N1C Cs2 N2D 64.7(3) 3 4 ?
O2B Cs2 N2D 91.5(2) 3_655 4 ?
Cl2D Cs2 N2D 123.81(18) . 4 ?
Cl1D Cs2 N2D 72.95(18) . 4 ?
O2D Cs2 Cl1C 66.54(15) 4 . ?
O3 Cs2 Cl1C 132.2(2) 2_554 . ?
O2C Cs2 Cl1C 50.41(15) . . ?
N1D Cs2 Cl1C 76.7(3) 2 . ?
N1C Cs2 Cl1C 86.8(2) 3 . ?
O2B Cs2 Cl1C 73.00(19) 3_655 . ?
Cl2D Cs2 Cl1C 106.03(6) . . ?
Cl1D Cs2 Cl1C 147.52(7) . . ?
N2D Cs2 Cl1C 129.62(17) 4 . ?
O2D Cs2 C4B 48.2(2) 4 3_655 ?
O3 Cs2 C4B 142.2(3) 2_554 3_655 ?
O2C Cs2 C4B 93.1(2) . 3_655 ?
N1D Cs2 C4B 154.1(3) 2 3_655 ?
N1C Cs2 C4B 110.4(2) 3 3_655 ?
O2B Cs2 C4B 18.5(2) 3_655 3_655 ?
Cl2D Cs2 C4B 115.22(16) . 3_655 ?
Cl1D Cs2 C4B 89.11(17) . 3_655 ?
N2D Cs2 C4B 75.5(2) 4 3_655 ?
Cl1C Cs2 C4B 77.36(19) . 3_655 ?
O2D Cs2 C8D 46.1(2) 4 4 ?
O3 Cs2 C8D 79.5(3) 2_554 4 ?
O2C Cs2 C8D 156.61(19) . 4 ?
N1D Cs2 C8D 124.9(3) 2 4 ?
N1C Cs2 C8D 59.2(2) 3 4 ?
O2B Cs2 C8D 83.6(2) 3_655 4 ?
Cl2D Cs2 C8D 140.60(16) . 4 ?
Cl1D Cs2 C8D 87.95(16) . 4 ?
N2D Cs2 C8D 17.6(2) 4 4 ?
Cl1C Cs2 C8D 112.09(15) . 4 ?
C4B Cs2 C8D 65.7(2) 3_655 4 ?
O1A Cs3 N2B 67.9(3) 2_654 4_544 ?
O1A Cs3 O1B 105.0(2) 2_654 2_654 ?
N2B Cs3 O1B 106.3(3) 4_544 2_654 ?
O1A Cs3 N2C 74.1(2) 2_654 . ?
N2B Cs3 N2C 125.2(3) 4_544 . ?
O1B Cs3 N2C 121.0(2) 2_654 . ?
O1A Cs3 N2A 121.2(2) 2_654 4_554 ?
N2B Cs3 N2A 65.2(3) 4_544 4_554 ?
O1B Cs3 N2A 59.1(2) 2_654 4_554 ?
N2C Cs3 N2A 164.7(3) . 4_554 ?
O1A Cs3 O1D 73.6(2) 2_654 . ?
N2B Cs3 O1D 132.5(3) 4_544 . ?
O1B Cs3 O1D 58.40(19) 2_654 . ?
N2C Cs3 O1D 65.6(2) . . ?
N2A Cs3 O1D 117.4(2) 4_554 . ?
O1A Cs3 N1B 163.4(2) 2_654 2_654 ?
N2B Cs3 N1B 123.2(3) 4_544 2_654 ?
O1B Cs3 N1B 61.3(2) 2_654 2_654 ?
N2C Cs3 N1B 104.0(3) . 2_654 ?
N2A Cs3 N1B 61.8(3) 4_554 2_654 ?
O1D Cs3 N1B 90.5(2) . 2_654 ?
O1A Cs3 Cl2D 112.79(15) 2_654 . ?
N2B Cs3 Cl2D 179.1(3) 4_544 . ?
O1B Cs3 Cl2D 73.02(15) 2_654 . ?
N2C Cs3 Cl2D 55.71(19) . . ?
N2A Cs3 Cl2D 113.93(19) 4_554 . ?
O1D Cs3 Cl2D 47.63(16) . . ?
N1B Cs3 Cl2D 56.07(19) 2_654 . ?
O1A Cs3 Cl1A 68.67(16) 2_654 3_645 ?
N2B Cs3 Cl1A 74.1(3) 4_544 3_645 ?
O1B Cs3 Cl1A 173.21(14) 2_654 3_645 ?
N2C Cs3 Cl1A 55.70(19) . 3_645 ?
N2A Cs3 Cl1A 126.0(2) 4_554 3_645 ?
O1D Cs3 Cl1A 116.16(14) . 3_645 ?
N1B Cs3 Cl1A 124.37(16) 2_654 3_645 ?
Cl2D Cs3 Cl1A 106.64(6) . 3_645 ?
O1A Cs3 Cl2A 48.08(16) 2_654 2_654 ?
N2B Cs3 Cl2A 69.2(3) 4_544 2_654 ?
O1B Cs3 Cl2A 59.98(14) 2_654 2_654 ?
N2C Cs3 Cl2A 110.84(18) . 2_654 ?
N2A Cs3 Cl2A 82.8(2) 4_554 2_654 ?
O1D Cs3 Cl2A 64.57(16) . 2_654 ?
N1B Cs3 Cl2A 120.91(16) 2_654 2_654 ?
Cl2D Cs3 Cl2A 110.73(6) . 2_654 ?
Cl1A Cs3 Cl2A 114.66(6) 3_645 2_654 ?
O1A Cs3 C7B 148.3(2) 2_654 2_654 ?
N2B Cs3 C7B 120.6(3) 4_544 2_654 ?
O1B Cs3 C7B 44.1(2) 2_654 2_654 ?
N2C Cs3 C7B 112.7(2) . 2_654 ?
N2A Cs3 C7B 55.4(2) 4_554 2_654 ?
O1D Cs3 C7B 81.27(18) . 2_654 ?
N1B Cs3 C7B 17.3(2) 2_654 2_654 ?
Cl2D Cs3 C7B 58.55(14) . 2_654 ?
Cl1A Cs3 C7B 141.69(16) 3_645 2_654 ?
Cl2A Cs3 C7B 103.60(16) 2_654 2_654 ?
O1A Cs3 C1D 90.3(2) 2_654 . ?
N2B Cs3 C1D 139.1(3) 4_544 . ?
O1B Cs3 C1D 44.6(2) 2_654 . ?
N2C Cs3 C1D 76.5(2) . . ?
N2A Cs3 C1D 102.9(2) 4_554 . ?
O1D Cs3 C1D 18.12(19) . . ?
N1B Cs3 C1D 73.4(2) 2_654 . ?
Cl2D Cs3 C1D 40.73(17) . . ?
Cl1A Cs3 C1D 131.05(16) 3_645 . ?
Cl2A Cs3 C1D 70.49(17) 2_654 . ?
C7B Cs3 C1D 63.2(2) 2_654 . ?
O1D Cs4 O3 144.1(3) 2 3 ?
O1D Cs4 O1C 137.2(2) 2 3 ?
O3 Cs4 O1C 52.7(3) 3 3 ?
O1D Cs4 N2C 72.8(3) 2 2 ?
O3 Cs4 N2C 73.1(3) 3 2 ?
O1C Cs4 N2C 114.1(2) 3 2 ?
O1D Cs4 O1A 80.1(2) 2 1_455 ?
O3 Cs4 O1A 80.1(3) 3 1_455 ?
O1C Cs4 O1A 63.4(2) 3 1_455 ?
N2C Cs4 O1A 74.0(2) 2 1_455 ?
O1D Cs4 N2D 104.4(3) 2 1_556 ?
O3 Cs4 N2D 71.5(3) 3 1_556 ?
O1C Cs4 N2D 117.2(3) 3 1_556 ?
N2C Cs4 N2D 66.7(3) 2 1_556 ?
O1A Cs4 N2D 136.5(3) 1_455 1_556 ?
O1D Cs4 N1C 84.3(3) 2 3 ?
O3 Cs4 N1C 114.4(3) 3 3 ?
O1C Cs4 N1C 61.9(2) 3 3 ?
N2C Cs4 N1C 137.3(3) 2 3 ?
O1A Cs4 N1C 66.8(2) 1_455 3 ?
N2D Cs4 N1C 155.7(3) 1_556 3 ?
O1D Cs4 C7C 97.3(2) 2 3 ?
O3 Cs4 C7C 97.1(2) 3 3 ?
O1C Cs4 C7C 45.0(2) 3 3 ?
N2C Cs4 C7C 131.8(2) 2 3 ?
O1A Cs4 C7C 57.9(2) 1_455 3 ?
N2D Cs4 C7C 155.6(3) 1_556 3 ?
N1C Cs4 C7C 17.7(2) 3 3 ?
O1D Cs4 Cl1D 142.5(2) 2 4 ?
O3 Cs4 Cl1D 72.0(3) 3 4 ?
O1C Cs4 Cl1D 65.02(15) 3 4 ?
N2C Cs4 Cl1D 133.00(19) 2 4 ?
O1A Cs4 Cl1D 128.26(14) 1_455 4 ?
N2D Cs4 Cl1D 73.0(2) 1_556 4 ?
N1C Cs4 Cl1D 86.23(18) 3 4 ?
C7C Cs4 Cl1D 83.07(14) 3 4 ?
O1D Cs4 Cl1C 79.1(2) 2 . ?
O3 Cs4 Cl1C 132.6(3) 3 . ?
O1C Cs4 Cl1C 115.98(16) 3 . ?
N2C Cs4 Cl1C 128.5(2) 2 . ?
O1A Cs4 Cl1C 141.56(16) 1_455 . ?
N2D Cs4 Cl1C 80.2(2) 1_556 . ?
N1C Cs4 Cl1C 79.24(17) 3 . ?
C7C Cs4 Cl1C 93.40(15) 3 . ?
Cl1D Cs4 Cl1C 63.54(5) 4 . ?
O1D Cs4 Cs3 47.8(2) 2 2 ?
O3 Cs4 Cs3 98.6(3) 3 2 ?
O1C Cs4 Cs3 105.49(15) 3 2 ?
N2C Cs4 Cs3 44.73(19) 2 2 ?
O1A Cs4 Cs3 43.00(14) 1_455 2 ?
N2D Cs4 Cs3 109.3(2) 1_556 2 ?
N1C Cs4 Cs3 93.41(17) 3 2 ?
C7C Cs4 Cs3 93.37(14) 3 2 ?
Cl1D Cs4 Cs3 169.37(4) 4 2 ?
Cl1C Cs4 Cs3 126.84(4) . 2 ?
O1D Cs4 Cs2 150.39(19) 2 4 ?
O3 Cs4 Cs2 37.3(3) 3 4 ?
O1C Cs4 Cs2 71.20(14) 3 4 ?
N2C Cs4 Cs2 88.42(19) 2 4 ?
O1A Cs4 Cs2 117.13(15) 1_455 4 ?
N2D Cs4 Cs2 46.2(2) 1_556 4 ?
N1C Cs4 Cs2 123.92(18) 3 4 ?
C7C Cs4 Cs2 112.20(14) 3 4 ?
Cl1D Cs4 Cs2 45.30(4) 4 4 ?
Cl1C Cs4 Cs2 96.31(4) . 4 ?
Cs3 Cs4 Cs2 128.750(18) 2 4 ?
C5A Cl1A Cs3 116.4(4) . 3_655 ?
C5A Cl1A Cs1 102.8(3) . . ?
Cs3 Cl1A Cs1 138.06(7) 3_655 . ?
C6A Cl2A Cs3 98.3(4) . 2_655 ?
C6A Cl2A Cs1 109.0(4) . . ?
Cs3 Cl2A Cs1 89.25(7) 2_655 . ?
C1A O1A Cs3 124.2(7) . 2_655 ?
C1A O1A Cs4 135.0(6) . 1_655 ?
Cs3 O1A Cs4 92.8(2) 2_655 1_655 ?
C4A O2A Cs1 138.0(7) . 3_655 ?
C7A N1A Cs1 130.9(10) . 4 ?
C8A N2A Cs3 138.9(9) . 4 ?
C8A N2A Cs1 97.5(9) . 3_655 ?
Cs3 N2A Cs1 105.3(3) 4 3_655 ?
O1A C1A C2A 123.3(9) . . ?
O1A C1A C6A 121.9(10) . . ?
C2A C1A C6A 114.8(8) . . ?
C3A C2A C1A 124.1(9) . . ?
C3A C2A C7A 119.4(9) . . ?
C1A C2A C7A 116.3(8) . . ?
C2A C3A C8A 123.3(9) . . ?
C2A C3A C4A 121.3(8) . . ?
C8A C3A C4A 115.1(8) . . ?
O2A C4A C5A 122.8(9) . . ?
O2A C4A C3A 122.6(9) . . ?
C5A C4A C3A 114.6(8) . . ?
C6A C5A C4A 123.3(9) . . ?
C6A C5A Cl1A 120.1(9) . . ?
C4A C5A Cl1A 116.6(8) . . ?
C5A C6A C1A 121.8(10) . . ?
C5A C6A Cl2A 122.7(8) . . ?
C1A C6A Cl2A 115.4(8) . . ?
N1A C7A C2A 178.4(12) . . ?
N2A C8A C3A 178.0(12) . . ?
N2A C8A Cs1 64.9(8) . 3_655 ?
C3A C8A Cs1 114.7(6) . 3_655 ?
C5B Cl1B Cs2 79.4(4) . 3_645 ?
C6B Cl2B Cs1 98.3(3) . . ?
C1B O1B Cs3 142.6(6) . 2_655 ?
C4B O2B Cs1 158.7(9) . 3_645 ?
C4B O2B Cs2 100.9(8) . 3_645 ?
Cs1 O2B Cs2 100.1(3) 3_645 3_645 ?
C7B N1B Cs1 166.7(9) . 2_655 ?
C7B N1B Cs3 98.8(8) . 2_655 ?
Cs1 N1B Cs3 94.5(3) 2_655 2_655 ?
C8B N2B Cs3 157.1(11) . 4_545 ?
O1B C1B C2B 122.3(9) . . ?
O1B C1B C6B 122.6(9) . . ?
C2B C1B C6B 115.0(9) . . ?
C3B C2B C7B 121.2(9) . . ?
C3B C2B C1B 123.1(9) . . ?
C7B C2B C1B 115.7(8) . . ?
C2B C3B C8B 120.0(10) . . ?
C2B C3B C4B 122.2(9) . . ?
C8B C3B C4B 117.7(10) . . ?
O2B C4B C5B 123.1(10) . . ?
O2B C4B C3B 123.1(11) . . ?
C5B C4B C3B 113.7(9) . . ?
O2B C4B Cs2 60.5(7) . 3_645 ?
C5B C4B Cs2 93.4(6) . 3_645 ?
C3B C4B Cs2 122.1(6) . 3_645 ?
C6B C5B C4B 123.3(9) . . ?
C6B C5B Cl1B 121.7(9) . . ?
C4B C5B Cl1B 115.0(8) . . ?
C5B C6B C1B 122.0(10) . . ?
C5B C6B Cl2B 122.0(8) . . ?
C1B C6B Cl2B 116.0(8) . . ?
N1B C7B C2B 177.9(12) . . ?
N1B C7B Cs3 63.9(7) . 2_655 ?
C2B C7B Cs3 114.0(6) . 2_655 ?
N2B C8B C3B 177.2(13) . . ?
C5C Cl1C Cs2 98.1(4) . . ?
C5C Cl1C Cs4 108.2(4) . . ?
Cs2 Cl1C Cs4 88.66(7) . . ?
C1C O1C Cs4 139.0(7) . 3_545 ?
C4C O2C Cs2 119.5(6) . . ?
C4C O2C Cs1 134.9(6) . . ?
Cs2 O2C Cs1 95.44(19) . . ?
C7C N1C Cs2 136.0(8) . 3_545 ?
C7C N1C Cs4 98.2(7) . 3_545 ?
Cs2 N1C Cs4 105.3(3) 3_545 3_545 ?
C8C N2C Cs4 136.1(9) . 2_554 ?
C8C N2C Cs3 131.2(9) . . ?
Cs4 N2C Cs3 91.6(2) 2_554 . ?
O1C C1C C6C 122.8(9) . . ?
O1C C1C C2C 122.2(9) . . ?
C6C C1C C2C 114.9(8) . . ?
C3C C2C C7C 123.6(8) . . ?
C3C C2C C1C 122.0(9) . . ?
C7C C2C C1C 114.2(8) . . ?
C2C C3C C8C 120.2(8) . . ?
C2C C3C C4C 122.7(8) . . ?
C8C C3C C4C 116.7(8) . . ?
O2C C4C C3C 122.6(9) . . ?
O2C C4C C5C 121.8(9) . . ?
C3C C4C C5C 115.6(8) . . ?
C6C C5C C4C 122.2(9) . . ?
C6C C5C Cl1C 120.8(8) . . ?
C4C C5C Cl1C 116.9(8) . . ?
C5C C6C C1C 122.5(9) . . ?
C5C C6C Cl2C 121.6(9) . . ?
C1C C6C Cl2C 115.8(8) . . ?
N1C C7C C2C 177.4(11) . . ?
N1C C7C Cs4 64.1(7) . 3_545 ?
C2C C7C Cs4 113.6(6) . 3_545 ?
N2C C8C C3C 179.6(13) . . ?
C5D Cl1D Cs2 116.7(3) . . ?
C5D Cl1D Cs4 101.1(3) . 4_554 ?
Cs2 Cl1D Cs4 85.40(5) . 4_554 ?
C6D Cl2D Cs2 117.4(3) . . ?
C6D Cl2D Cs3 88.3(3) . . ?
Cs2 Cl2D Cs3 140.65(9) . . ?
C1D O1D Cs4 161.4(8) . 2_554 ?
C1D O1D Cs3 102.0(7) . . ?
Cs4 O1D Cs3 93.4(3) 2_554 . ?
C4D O2D Cs2 145.0(6) . 4_554 ?
C7D N1D Cs2 147.5(13) . 2_554 ?
C8D N2D Cs4 164.9(10) . 1_554 ?
C8D N2D Cs2 91.7(8) . 4_554 ?
Cs4 N2D Cs2 91.8(3) 1_554 4_554 ?
O1D C1D C6D 124.3(11) . . ?
O1D C1D C2D 120.3(10) . . ?
C6D C1D C2D 115.4(8) . . ?
O1D C1D Cs3 59.8(7) . . ?
C6D C1D Cs3 86.7(6) . . ?
C2D C1D Cs3 129.7(6) . . ?
C3D C2D C7D 121.4(10) . . ?
C3D C2D C1D 121.4(8) . . ?
C7D C2D C1D 117.2(9) . . ?
C2D C3D C8D 121.1(9) . . ?
C2D C3D C4D 122.9(9) . . ?
C8D C3D C4D 116.0(9) . . ?
O2D C4D C3D 123.0(9) . . ?
O2D C4D C5D 122.2(9) . . ?
C3D C4D C5D 114.8(8) . . ?
C6D C5D C4D 122.3(9) . . ?
C6D C5D Cl1D 122.8(7) . . ?
C4D C5D Cl1D 114.8(7) . . ?
C5D C6D C1D 122.8(9) . . ?
C5D C6D Cl2D 121.4(8) . . ?
C1D C6D Cl2D 115.8(7) . . ?
N1D C7D C2D 177.0(16) . . ?
N2D C8D C3D 178.0(11) . . ?
N2D C8D Cs2 70.7(8) . 4_554 ?
C3D C8D Cs2 108.0(6) . 4_554 ?
Cs4 O3 Cs2 106.4(4) 3_545 2 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Cs3 O1A C1A C2A 119.8(9) 2_655 . . . ?
Cs4 O1A C1A C2A -100.6(11) 1_655 . . . ?
Cs3 O1A C1A C6A -57.0(11) 2_655 . . . ?
Cs4 O1A C1A C6A 82.6(12) 1_655 . . . ?
O1A C1A C2A C3A 179.5(9) . . . . ?
C6A C1A C2A C3A -3.5(13) . . . . ?
O1A C1A C2A C7A -5.3(14) . . . . ?
C6A C1A C2A C7A 171.7(8) . . . . ?
C1A C2A C3A C8A 174.9(9) . . . . ?
C7A C2A C3A C8A -0.2(14) . . . . ?
C1A C2A C3A C4A 2.0(14) . . . . ?
C7A C2A C3A C4A -173.1(8) . . . . ?
Cs1 O2A C4A C5A -169.1(7) 3_655 . . . ?
Cs1 O2A C4A C3A 12.9(16) 3_655 . . . ?
C2A C3A C4A O2A 179.1(9) . . . . ?
C8A C3A C4A O2A 5.6(13) . . . . ?
C2A C3A C4A C5A 0.8(13) . . . . ?
C8A C3A C4A C5A -172.6(8) . . . . ?
O2A C4A C5A C6A 179.7(10) . . . . ?
C3A C4A C5A C6A -2.1(14) . . . . ?
O2A C4A C5A Cl1A -1.4(13) . . . . ?
C3A C4A C5A Cl1A 176.8(7) . . . . ?
Cs3 Cl1A C5A C6A -149.0(7) 3_655 . . . ?
Cs1 Cl1A C5A C6A 46.3(9) . . . . ?
Cs3 Cl1A C5A C4A 32.1(9) 3_655 . . . ?
Cs1 Cl1A C5A C4A -132.6(7) . . . . ?
C4A C5A C6A C1A 0.5(15) . . . . ?
Cl1A C5A C6A C1A -178.3(7) . . . . ?
C4A C5A C6A Cl2A 178.0(7) . . . . ?
Cl1A C5A C6A Cl2A -0.8(13) . . . . ?
O1A C1A C6A C5A 179.2(10) . . . . ?
C2A C1A C6A C5A 2.2(13) . . . . ?
O1A C1A C6A Cl2A 1.6(12) . . . . ?
C2A C1A C6A Cl2A -175.4(7) . . . . ?
Cs3 Cl2A C6A C5A -143.6(8) 2_655 . . . ?
Cs1 Cl2A C6A C5A -51.5(9) . . . . ?
Cs3 Cl2A C6A C1A 34.0(7) 2_655 . . . ?
Cs1 Cl2A C6A C1A 126.1(6) . . . . ?
Cs3 N2A C8A Cs1 123.9(14) 4 . . 3_655 ?
C2A C3A C8A Cs1 171.6(7) . . . 3_655 ?
C4A C3A C8A Cs1 -15.1(9) . . . 3_655 ?
Cs3 O1B C1B C2B -16.6(16) 2_655 . . . ?
Cs3 O1B C1B C6B 162.0(7) 2_655 . . . ?
O1B C1B C2B C3B -175.6(9) . . . . ?
C6B C1B C2B C3B 5.7(13) . . . . ?
O1B C1B C2B C7B 5.4(13) . . . . ?
C6B C1B C2B C7B -173.3(8) . . . . ?
C7B C2B C3B C8B 2.5(14) . . . . ?
C1B C2B C3B C8B -176.5(9) . . . . ?
C7B C2B C3B C4B 179.5(9) . . . . ?
C1B C2B C3B C4B 0.5(14) . . . . ?
Cs1 O2B C4B C5B -116(2) 3_645 . . . ?
Cs2 O2B C4B C5B 73.4(11) 3_645 . . . ?
Cs1 O2B C4B C3B 60(3) 3_645 . . . ?
Cs2 O2B C4B C3B -111.2(10) 3_645 . . . ?
Cs1 O2B C4B Cs2 171(3) 3_645 . . 3_645 ?
C2B C3B C4B O2B 176.7(11) . . . . ?
C8B C3B C4B O2B -6.3(16) . . . . ?
C2B C3B C4B C5B -7.5(13) . . . . ?
C8B C3B C4B C5B 169.6(9) . . . . ?
C2B C3B C4B Cs2 103.2(10) . . . 3_645 ?
C8B C3B C4B Cs2 -79.8(10) . . . 3_645 ?
O2B C4B C5B C6B -175.6(11) . . . . ?
C3B C4B C5B C6B 8.6(14) . . . . ?
Cs2 C4B C5B C6B -118.9(9) 3_645 . . . ?
O2B C4B C5B Cl1B 3.7(15) . . . . ?
C3B C4B C5B Cl1B -172.2(7) . . . . ?
Cs2 C4B C5B Cl1B 60.4(6) 3_645 . . . ?
Cs2 Cl1B C5B C6B 124.7(9) 3_645 . . . ?
Cs2 Cl1B C5B C4B -54.6(7) 3_645 . . . ?
C4B C5B C6B C1B -2.7(15) . . . . ?
Cl1B C5B C6B C1B 178.1(7) . . . . ?
C4B C5B C6B Cl2B 179.5(7) . . . . ?
Cl1B C5B C6B Cl2B 0.3(13) . . . . ?
O1B C1B C6B C5B 176.7(9) . . . . ?
C2B C1B C6B C5B -4.7(14) . . . . ?
O1B C1B C6B Cl2B -5.4(13) . . . . ?
C2B C1B C6B Cl2B 173.3(7) . . . . ?
Cs1 Cl2B C6B C5B 115.8(8) . . . . ?
Cs1 Cl2B C6B C1B -62.2(7) . . . . ?
Cs1 N1B C7B Cs3 -179(4) 2_655 . . 2_655 ?
C3B C2B C7B Cs3 -176.5(7) . . . 2_655 ?
C1B C2B C7B Cs3 2.5(10) . . . 2_655 ?
Cs4 O1C C1C C6C -158.7(7) 3_545 . . . ?
Cs4 O1C C1C C2C 23.4(16) 3_545 . . . ?
O1C C1C C2C C3C 179.0(9) . . . . ?
C6C C1C C2C C3C 0.9(13) . . . . ?
O1C C1C C2C C7C 4.1(13) . . . . ?
C6C C1C C2C C7C -174.0(8) . . . . ?
C7C C2C C3C C8C 0.4(13) . . . . ?
C1C C2C C3C C8C -173.9(8) . . . . ?
C7C C2C C3C C4C 173.7(8) . . . . ?
C1C C2C C3C C4C -0.7(13) . . . . ?
Cs2 O2C C4C C3C 125.4(8) . . . . ?
Cs1 O2C C4C C3C -98.8(10) . . . . ?
Cs2 O2C C4C C5C -56.2(10) . . . . ?
Cs1 O2C C4C C5C 79.6(12) . . . . ?
C2C C3C C4C O2C 179.2(8) . . . . ?
C8C C3C C4C O2C -7.4(13) . . . . ?
C2C C3C C4C C5C 0.7(12) . . . . ?
C8C C3C C4C C5C 174.2(8) . . . . ?
O2C C4C C5C C6C -179.6(9) . . . . ?
C3C C4C C5C C6C -1.1(13) . . . . ?
O2C C4C C5C Cl1C 3.9(12) . . . . ?
C3C C4C C5C Cl1C -177.7(7) . . . . ?
Cs2 Cl1C C5C C6C -141.8(8) . . . . ?
Cs4 Cl1C C5C C6C -50.5(9) . . . . ?
Cs2 Cl1C C5C C4C 34.8(7) . . . . ?
Cs4 Cl1C C5C C4C 126.1(7) . . . . ?
C4C C5C C6C C1C 1.4(15) . . . . ?
Cl1C C5C C6C C1C 177.9(8) . . . . ?
C4C C5C C6C Cl2C -177.1(7) . . . . ?
Cl1C C5C C6C Cl2C -0.6(12) . . . . ?
O1C C1C C6C C5C -179.4(10) . . . . ?
C2C C1C C6C C5C -1.3(14) . . . . ?
O1C C1C C6C Cl2C -0.8(13) . . . . ?
C2C C1C C6C Cl2C 177.3(7) . . . . ?
Cs2 N1C C7C Cs4 122.2(11) 3_545 . . 3_545 ?
C3C C2C C7C Cs4 166.4(6) . . . 3_545 ?
C1C C2C C7C Cs4 -18.8(9) . . . 3_545 ?
Cs4 O1D C1D C6D 84(3) 2_554 . . . ?
Cs3 O1D C1D C6D -61.4(12) . . . . ?
Cs4 O1D C1D C2D -93(3) 2_554 . . . ?
Cs3 O1D C1D C2D 121.1(9) . . . . ?
Cs4 O1D C1D Cs3 145(3) 2_554 . . . ?
O1D C1D C2D C3D -175.4(10) . . . . ?
C6D C1D C2D C3D 6.9(14) . . . . ?
Cs3 C1D C2D C3D -101.1(10) . . . . ?
O1D C1D C2D C7D 6.5(16) . . . . ?
C6D C1D C2D C7D -171.2(10) . . . . ?
Cs3 C1D C2D C7D 80.7(11) . . . . ?
C7D C2D C3D C8D -1.1(15) . . . . ?
C1D C2D C3D C8D -179.1(9) . . . . ?
C7D C2D C3D C4D 175.9(10) . . . . ?
C1D C2D C3D C4D -2.1(14) . . . . ?
Cs2 O2D C4D C3D 21.5(17) 4_554 . . . ?
Cs2 O2D C4D C5D -158.6(7) 4_554 . . . ?
C2D C3D C4D O2D 176.3(9) . . . . ?
C8D C3D C4D O2D -6.6(14) . . . . ?
C2D C3D C4D C5D -3.6(13) . . . . ?
C8D C3D C4D C5D 173.5(8) . . . . ?
O2D C4D C5D C6D -175.3(9) . . . . ?
C3D C4D C5D C6D 4.6(13) . . . . ?
O2D C4D C5D Cl1D 6.5(12) . . . . ?
C3D C4D C5D Cl1D -173.6(6) . . . . ?
Cs2 Cl1D C5D C6D -21.7(9) . . . . ?
Cs4 Cl1D C5D C6D -112.1(8) 4_554 . . . ?
Cs2 Cl1D C5D C4D 156.5(6) . . . . ?
Cs4 Cl1D C5D C4D 66.1(7) 4_554 . . . ?
C4D C5D C6D C1D 0.4(15) . . . . ?
Cl1D C5D C6D C1D 178.4(8) . . . . ?
C4D C5D C6D Cl2D 179.8(7) . . . . ?
Cl1D C5D C6D Cl2D -2.1(12) . . . . ?
O1D C1D C6D C5D 176.3(11) . . . . ?
C2D C1D C6D C5D -6.1(15) . . . . ?
Cs3 C1D C6D C5D 126.8(9) . . . . ?
O1D C1D C6D Cl2D -3.2(15) . . . . ?
C2D C1D C6D Cl2D 174.4(7) . . . . ?
Cs3 C1D C6D Cl2D -52.7(6) . . . . ?
Cs2 Cl2D C6D C5D 25.2(10) . . . . ?
Cs3 Cl2D C6D C5D -123.7(8) . . . . ?
Cs2 Cl2D C6D C1D -155.3(7) . . . . ?
Cs3 Cl2D C6D C1D 55.8(8) . . . . ?
Cs4 N2D C8D Cs2 -103(4) 1_554 . . 4_554 ?
C2D C3D C8D Cs2 174.6(7) . . . 4_554 ?
C4D C3D C8D Cs2 -2.6(9) . . . 4_554 ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_kcn2cl2q-mecn
_database_code_depnum_ccdc_archive 'CCDC 1530879'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2015-03-18T16:21:00-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C8 H2 Cl2 K1 N2 O3'
_chemical_formula_sum            'C8 H2 Cl2 K N2 O3'
_chemical_formula_weight         284.12
_chemical_compound_source        'synthesis as described'
_chemical_absolute_configuration unk

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

_space_group_crystal_system      trigonal
_space_group_name_H-M_alt        'P 3 1 m'
_space_group_name_Hall           'P 3 -2'
_space_group_IT_number           157
_symmetry_cell_setting           hexagonal
_symmetry_space_group_name_H-M   'P 3 1 m'
_symmetry_space_group_name_Hall  'P 3 -2'
_symmetry_Int_Tables_number      157
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -y,x-y,z
3 y,x,z
4 -x+y,-x,z
5 -x,-x+y,z
6 x-y,-y,z
_cell_length_a                   16.044(5)
_cell_length_b                   16.044(5)
_cell_length_c                   3.555(5)
_cell_angle_alpha                90.000(5)
_cell_angle_beta                 90.000(5)
_cell_angle_gamma                120.000(5)
_cell_volume                     792.5(12)
_cell_formula_units_Z            3
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    760
_cell_measurement_theta_min      3.1762
_cell_measurement_theta_max      75.0264
_cell_measurement_wavelength     1.54179

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.08
_exptl_crystal_density_diffrn    1.786
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             524
_exptl_special_details           
;
 ?
;

#----------------------------------------------------------------------------#
#                   ABSORPTION CORRECTION                                    #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    9.032
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
        Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.13796
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54179
_diffrn_radiation_type           CuK\a
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_detector_area_resol_mean 10.4323
_diffrn_orient_matrix_ub_11      -0.0137502
_diffrn_orient_matrix_ub_12      0.0054834
_diffrn_orient_matrix_ub_13      -0.4265122
_diffrn_orient_matrix_ub_21      -0.108903
_diffrn_orient_matrix_ub_22      -0.0432104
_diffrn_orient_matrix_ub_23      0.059595
_diffrn_orient_matrix_ub_31      0.0142158
_diffrn_orient_matrix_ub_32      0.1017006
_diffrn_orient_matrix_ub_33      0.0488232
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'ω scans'
_diffrn_reflns_av_R_equivalents  0.0369
_diffrn_reflns_av_unetI/netI     0.0649
_diffrn_reflns_number            3827
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         3.181
_diffrn_reflns_theta_max         75.838
_diffrn_reflns_theta_full        67.68
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_ful 0.875
_diffrn_reflns_point_group_measured_fraction_max 0.869
_reflns_number_total             1023
_reflns_number_gt                982
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_structure_solution    'SIR92 (Giacovazzo et al, 1993)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

#----------------------------------------------------------------------------#
#                   STRUCTURE SOLUTION
#----------------------------------------------------------------------------#

_atom_sites_solution_hydrogens   difmap

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

_refine_special_details          
;
 ?
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.1275P)²+0.1081P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refxyz
_refine_ls_extinction_method     none
_refine_ls_number_reflns         1023
_refine_ls_number_parameters     79
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0624
_refine_ls_R_factor_gt           0.0608
_refine_ls_wR_factor_ref         0.1671
_refine_ls_wR_factor_gt          0.165
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_restrained_S_all      1.126
_refine_ls_shift/su_max          0
_refine_ls_shift/su_mean         0
_refine_ls_abs_structure_details 
;
 Classical Flack method preferred over Parsons because s.u. lower.
;
_refine_ls_abs_structure_Flack   0.07(5)
_refine_diff_density_max         0.572
_refine_diff_density_min         -1.115
_refine_diff_density_rms         0.121

#----------------------------------------------------------------------------#
#                   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'
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'
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'
H H 0 0 '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_disorder_assembly
_atom_site_disorder_group
K1 K 0.6667 0.3333 0.8497(7) 0.0422(6) Uani 1 d . .
K2 K 1 1 0.202(4) 0.126(3) Uani 1 d . .
Cl1 Cl 0.46067(13) 0.34705(11) 0.0568(4) 0.0486(5) Uani 1 d . .
O1 O 0.6553(4) 0.4601(4) 0.3571(18) 0.0489(12) Uani 1 d . .
C1 C 0.6122(5) 0.5058(5) 0.346(2) 0.0394(14) Uani 1 d . .
C2 C 0.6544(4) 0.6041(5) 0.475(2) 0.0409(14) Uani 1 d . .
C3 C 0.5131(5) 0.4638(5) 0.211(2) 0.0405(13) Uani 1 d . .
C4 C 0.7519(6) 0.6498(6) 0.590(2) 0.0468(15) Uani 1 d . .
N1 N 0.8315(6) 0.6883(7) 0.688(3) 0.0648(18) Uani 1 d . .
O4 O 1 0.7785(6) 1.148(3) 0.064(3) Uani 1 d . .
H4 H 0.959(7) 0.775(6) 0.95(3) 0.2 Uiso 1 d . .



#----------------------------------------------------------------------------#
#                   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 2.759(6) . ?
K1 O1 2.759(6) 4_665 ?
K1 O1 2.759(6) 2_655 ?
K1 O1 2.792(6) 4_666 ?
K1 O1 2.792(6) 2_656 ?
K1 O1 2.792(6) 1_556 ?
K1 Cl1 3.499(2) 2_656 ?
K1 Cl1 3.499(2) 4_666 ?
K1 Cl1 3.499(2) 1_556 ?
K1 K1 3.555(5) 1_556 ?
K1 K1 3.555(5) 1_554 ?
K2 K2 3.555(5) 1_554 ?
K2 K2 3.555(5) 1_556 ?
Cl1 C3 1.715(7) . ?
Cl1 K1 3.499(2) 1_554 ?
O1 C1 1.235(8) . ?
O1 K1 2.792(6) 1_554 ?
C1 C2 1.444(9) . ?
C1 C3 1.464(10) . ?
C2 C2 1.400(13) 3 ?
C2 C4 1.415(10) . ?
C3 C3 1.369(13) 3 ?
C4 N1 1.159(12) . ?
O4 H4 0.95(11) . ?

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 84.0(2) . 4_665 ?
O1 K1 O1 84.0(2) . 2_655 ?
O1 K1 O1 84.0(2) 4_665 2_655 ?
O1 K1 O1 134.83(6) . 4_666 ?
O1 K1 O1 79.64(16) 4_665 4_666 ?
O1 K1 O1 134.83(6) 2_655 4_666 ?
O1 K1 O1 134.83(6) . 2_656 ?
O1 K1 O1 134.83(6) 4_665 2_656 ?
O1 K1 O1 79.64(16) 2_655 2_656 ?
O1 K1 O1 82.8(2) 4_666 2_656 ?
O1 K1 O1 79.65(16) . 1_556 ?
O1 K1 O1 134.83(6) 4_665 1_556 ?
O1 K1 O1 134.83(6) 2_655 1_556 ?
O1 K1 O1 82.8(2) 4_666 1_556 ?
O1 K1 O1 82.8(2) 2_656 1_556 ?
O1 K1 Cl1 151.96(15) . 2_656 ?
O1 K1 Cl1 81.01(12) 4_665 2_656 ?
O1 K1 Cl1 71.00(12) 2_655 2_656 ?
O1 K1 Cl1 65.02(11) 4_666 2_656 ?
O1 K1 Cl1 53.87(11) 2_656 2_656 ?
O1 K1 Cl1 127.16(16) 1_556 2_656 ?
O1 K1 Cl1 81.01(12) . 4_666 ?
O1 K1 Cl1 71.00(12) 4_665 4_666 ?
O1 K1 Cl1 151.96(16) 2_655 4_666 ?
O1 K1 Cl1 53.87(11) 4_666 4_666 ?
O1 K1 Cl1 127.16(16) 2_656 4_666 ?
O1 K1 Cl1 65.02(11) 1_556 4_666 ?
Cl1 K1 Cl1 115.69(3) 2_656 4_666 ?
O1 K1 Cl1 71.00(12) . 1_556 ?
O1 K1 Cl1 151.96(15) 4_665 1_556 ?
O1 K1 Cl1 81.01(12) 2_655 1_556 ?
O1 K1 Cl1 127.16(16) 4_666 1_556 ?
O1 K1 Cl1 65.02(11) 2_656 1_556 ?
O1 K1 Cl1 53.87(11) 1_556 1_556 ?
Cl1 K1 Cl1 115.69(3) 2_656 1_556 ?
Cl1 K1 Cl1 115.69(3) 4_666 1_556 ?
O1 K1 K1 129.41(14) . 1_556 ?
O1 K1 K1 129.41(14) 4_665 1_556 ?
O1 K1 K1 129.41(14) 2_655 1_556 ?
O1 K1 K1 49.76(14) 4_666 1_556 ?
O1 K1 K1 49.76(14) 2_656 1_556 ?
O1 K1 K1 49.76(13) 1_556 1_556 ?
Cl1 K1 K1 77.85(5) 2_656 1_556 ?
Cl1 K1 K1 77.85(5) 4_666 1_556 ?
Cl1 K1 K1 77.85(5) 1_556 1_556 ?
O1 K1 K1 50.59(14) . 1_554 ?
O1 K1 K1 50.60(14) 4_665 1_554 ?
O1 K1 K1 50.59(14) 2_655 1_554 ?
O1 K1 K1 130.24(14) 4_666 1_554 ?
O1 K1 K1 130.24(14) 2_656 1_554 ?
O1 K1 K1 130.24(13) 1_556 1_554 ?
Cl1 K1 K1 102.15(5) 2_656 1_554 ?
Cl1 K1 K1 102.15(5) 4_666 1_554 ?
Cl1 K1 K1 102.15(5) 1_556 1_554 ?
K1 K1 K1 180 1_556 1_554 ?
K2 K2 K2 180.000(11) 1_554 1_556 ?
C3 Cl1 K1 100.0(2) . 1_554 ?
C1 O1 K1 136.2(5) . . ?
C1 O1 K1 132.2(6) . 1_554 ?
K1 O1 K1 79.65(16) . 1_554 ?
O1 C1 C2 122.8(7) . . ?
O1 C1 C3 122.7(7) . . ?
C2 C1 C3 114.6(6) . . ?
C2 C2 C4 120.5(4) 3 . ?
C2 C2 C1 122.6(4) 3 . ?
C4 C2 C1 116.8(6) . . ?
C3 C3 C1 122.8(4) 3 . ?
C3 C3 Cl1 121.4(2) 3 . ?
C1 C3 Cl1 115.7(5) . . ?
N1 C4 C2 178.9(9) . . ?

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
K1 O1 C1 C2 94.4(8) . . . . ?
K1 O1 C1 C2 -139.1(6) 1_554 . . . ?
K1 O1 C1 C3 -83.7(10) . . . . ?
K1 O1 C1 C3 42.8(10) 1_554 . . . ?
O1 C1 C2 C2 -177.5(5) . . . 3 ?
C3 C1 C2 C2 0.8(7) . . . 3 ?
O1 C1 C2 C4 5.0(10) . . . . ?
C3 C1 C2 C4 -176.8(6) . . . . ?
O1 C1 C3 C3 177.5(5) . . . 3 ?
C2 C1 C3 C3 -0.8(7) . . . 3 ?
O1 C1 C3 Cl1 -1.6(10) . . . . ?
C2 C1 C3 Cl1 -179.8(5) . . . . ?
K1 Cl1 C3 C3 158.55(11) 1_554 . . 3 ?
K1 Cl1 C3 C1 -22.4(5) 1_554 . . . ?

# The following lines are used to test the character set of files sent by
# network email or other means. They are not part of the CIF data set
# abcdefghijklmnopqrstuvwxyzABCDEFGHIJKLMNOPQRSTUVWXYZ0123456789
# !@#$%^&*()_+{}:"~<>?|\-=[];'`,./

# END of CIF
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_liddq-rt
_database_code_depnum_ccdc_archive 'CCDC 1530877'
_audit_update_record             
;
2017-02-03 deposited with the CCDC.
2017-03-08 downloaded from the CCDC.
;

_audit_creation_date             2013-09-03T11:08:58-00:00
_audit_creation_method           'WinGX routine CIF_UPDATE'

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

_chemical_formula_moiety         'C8 H6 Cl2 Li1 N2 O5'
_chemical_formula_sum            'C8 H6 Cl2 Li N2 O5'
_chemical_formula_weight         287.99

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

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.9750(12)
_cell_length_b                   8.0294(13)
_cell_length_c                   10.4361(14)
_cell_angle_alpha                94.183(12)
_cell_angle_beta                 106.050(13)
_cell_angle_gamma                110.302(14)
_cell_volume                     591.66(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    2022
_cell_measurement_theta_min      4.4844
_cell_measurement_theta_max      75.4118

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

_exptl_crystal_description       prism
_exptl_crystal_colour            'dark red'
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.1
_exptl_crystal_density_diffrn    1.617
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             290
_exptl_absorpt_coefficient_mu    5.096
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.33684
_exptl_absorpt_correction_T_max  1

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

_diffrn_ambient_temperature      293(2)
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_type           CuK\a
_diffrn_radiation_probe          x-ray
_diffrn_measurement_device_type  'Xcalibur, Ruby, Nova'
_diffrn_measurement_method       'CCD, ω scans'
_diffrn_reflns_number            4289
_diffrn_reflns_av_R_equivalents  0.0344
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_theta_min         4.49
_diffrn_reflns_theta_max         75.6
_diffrn_reflns_theta_full        75.6
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measured_fraction_theta_full 0.979
_reflns_number_total             2400
_reflns_number_gt                2101
_reflns_threshold_expression     >2sigma(I)

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

_computing_data_collection       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_cell_refinement       
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_computing_data_reduction        
;
        CrysAlisPro, Agilent Technologies,
        Version 1.171.35.21 (release 20-01-2012 CrysAlis171 .NET)
        (compiled Jan 23 2012,18:06:46)
;
_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/[σ²(Fo²)+(0.1160P)²+0.0627P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    refall
_refine_ls_extinction_method     none
_refine_ls_number_reflns         2400
_refine_ls_number_parameters     187
_refine_ls_number_restraints     9
_refine_ls_R_factor_gt           0.0581
_refine_ls_wR_factor_ref         0.1705
_refine_ls_goodness_of_fit_ref   1.068
_refine_ls_restrained_S_all      1.068
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.508
_refine_diff_density_min         -0.444

#------------------ 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'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Li Li 0.0008 0.0003 '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'
H H 0 0 '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
Li1 Li 0.6564(8) 0.8239(7) 0.5146(5) 0.0552(11) Uani 1 d . . .
Cl1 Cl 0.44782(10) 0.65407(9) 0.81741(8) 0.0581(3) Uani 1 d . . .
Cl2 Cl 0.53876(10) 0.79234(9) 1.12663(7) 0.0542(3) Uani 1 d . . .
O1 O 0.8706(3) 1.1324(3) 1.23548(18) 0.0482(4) Uani 1 d . . .
O2 O 0.7138(3) 0.8894(3) 0.70209(19) 0.0546(5) Uani 1 d . . .
N1 N 1.1879(4) 1.4932(3) 1.1592(2) 0.0533(6) Uani 1 d . . .
N2 N 1.0663(4) 1.2951(4) 0.7396(3) 0.0572(6) Uani 1 d . . .
C1 C 0.8343(4) 1.0772(3) 1.1127(2) 0.0394(5) Uani 1 d . . .
C2 C 0.9407(3) 1.1793(3) 1.0321(2) 0.0380(5) Uani 1 d . . .
C3 C 0.9007(3) 1.1165(3) 0.8949(2) 0.0386(5) Uani 1 d . . .
C4 C 0.7501(4) 0.9461(3) 0.8235(2) 0.0408(5) Uani 1 d . . .
C5 C 0.6369(3) 0.8470(3) 0.9037(3) 0.0424(5) Uani 1 d . . .
C6 C 0.6771(3) 0.9079(3) 1.0380(2) 0.0415(5) Uani 1 d . . .
C7 C 1.0806(4) 1.3542(3) 1.1007(2) 0.0407(5) Uani 1 d . . .
C8 C 0.9970(4) 1.2201(3) 0.8117(2) 0.0419(5) Uani 1 d . . .
O3 O 0.3866(4) 0.6664(3) 0.4443(2) 0.0623(6) Uani 1 d D . .
H3A H 0.350(7) 0.557(4) 0.477(4) 0.088(14) Uiso 1 d D . .
H3B H 0.317(6) 0.621(6) 0.352(2) 0.090(14) Uiso 1 d D . .
O4 O 0.6993(4) 1.0385(4) 0.4390(2) 0.0710(7) Uani 1 d D . .
H4A H 0.732(7) 1.059(6) 0.361(3) 0.079(13) Uiso 1 d D . .
H4B H 0.653(8) 1.124(6) 0.464(5) 0.103(17) Uiso 1 d D . .
O5 O 0.8201(3) 0.6882(3) 0.5071(2) 0.0586(5) Uani 1 d D . .
H5A H 0.926(5) 0.750(6) 0.585(3) 0.089(14) Uiso 1 d D . .
H5B H 0.865(6) 0.696(6) 0.434(3) 0.090(14) Uiso 1 d D . .



#------------------ 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
Li1 O2 1.871(5) . ?
Li1 O4 1.909(6) . ?
Li1 O3 1.967(6) . ?
Li1 O5 1.982(6) . ?
Cl1 C5 1.706(3) . ?
Cl2 C6 1.707(2) . ?
O1 C1 1.243(3) . ?
O2 C4 1.232(3) . ?
N1 C7 1.140(4) . ?
N2 C8 1.139(4) . ?
C1 C2 1.454(3) . ?
C1 C6 1.466(4) . ?
C2 C3 1.391(3) . ?
C2 C7 1.433(3) . ?
C3 C8 1.438(3) . ?
C3 C4 1.444(4) . ?
C4 C5 1.471(4) . ?
C5 C6 1.360(4) . ?
O3 H3A 0.948(19) . ?
O3 H3B 0.936(19) . ?
O4 H4A 0.931(19) . ?
O4 H4B 0.933(19) . ?
O5 H5A 0.946(19) . ?
O5 H5B 0.927(19) . ?

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
O2 Li1 O4 108.2(3) . . ?
O2 Li1 O3 106.2(3) . . ?
O4 Li1 O3 109.9(3) . . ?
O2 Li1 O5 101.4(3) . . ?
O4 Li1 O5 118.1(3) . . ?
O3 Li1 O5 112.0(3) . . ?
C4 O2 Li1 174.6(3) . . ?
O1 C1 C2 122.3(2) . . ?
O1 C1 C6 122.4(2) . . ?
C2 C1 C6 115.3(2) . . ?
C3 C2 C7 122.2(2) . . ?
C3 C2 C1 122.1(2) . . ?
C7 C2 C1 115.6(2) . . ?
C2 C3 C8 122.9(2) . . ?
C2 C3 C4 122.1(2) . . ?
C8 C3 C4 114.9(2) . . ?
O2 C4 C3 122.5(2) . . ?
O2 C4 C5 121.8(2) . . ?
C3 C4 C5 115.7(2) . . ?
C6 C5 C4 122.1(2) . . ?
C6 C5 Cl1 121.7(2) . . ?
C4 C5 Cl1 116.15(18) . . ?
C5 C6 C1 122.6(2) . . ?
C5 C6 Cl2 120.8(2) . . ?
C1 C6 Cl2 116.58(18) . . ?
N1 C7 C2 177.1(2) . . ?
N2 C8 C3 176.2(3) . . ?
Li1 O3 H3A 117(3) . . ?
Li1 O3 H3B 125(3) . . ?
H3A O3 H3B 99(3) . . ?
Li1 O4 H4A 128(3) . . ?
Li1 O4 H4B 120(3) . . ?
H4A O4 H4B 110(3) . . ?
Li1 O5 H5A 102(3) . . ?
Li1 O5 H5B 115(3) . . ?
H5A O5 H5B 106(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
O4 Li1 O2 C4 19(3) . . . . ?
O3 Li1 O2 C4 -99(3) . . . . ?
O5 Li1 O2 C4 144(3) . . . . ?
O1 C1 C2 C3 179.5(2) . . . . ?
C6 C1 C2 C3 -2.6(3) . . . . ?
O1 C1 C2 C7 -4.7(3) . . . . ?
C6 C1 C2 C7 173.3(2) . . . . ?
C7 C2 C3 C8 0.7(3) . . . . ?
C1 C2 C3 C8 176.3(2) . . . . ?
C7 C2 C3 C4 -175.2(2) . . . . ?
C1 C2 C3 C4 0.3(3) . . . . ?
Li1 O2 C4 C3 -55(3) . . . . ?
Li1 O2 C4 C5 122(3) . . . . ?
C2 C3 C4 O2 -179.9(2) . . . . ?
C8 C3 C4 O2 3.8(3) . . . . ?
C2 C3 C4 C5 2.4(3) . . . . ?
C8 C3 C4 C5 -173.8(2) . . . . ?
O2 C4 C5 C6 179.4(2) . . . . ?
C3 C4 C5 C6 -2.9(3) . . . . ?
O2 C4 C5 Cl1 -2.4(3) . . . . ?
C3 C4 C5 Cl1 175.29(16) . . . . ?
C4 C5 C6 C1 0.7(4) . . . . ?
Cl1 C5 C6 C1 -177.41(17) . . . . ?
C4 C5 C6 Cl2 178.19(17) . . . . ?
Cl1 C5 C6 Cl2 0.1(3) . . . . ?
O1 C1 C6 C5 -180.0(2) . . . . ?
C2 C1 C6 C5 2.1(3) . . . . ?
O1 C1 C6 Cl2 2.4(3) . . . . ?
C2 C1 C6 Cl2 -175.56(16) . . . . ?
C3 C2 C7 N1 156(5) . . . . ?
C1 C2 C7 N1 -20(5) . . . . ?
C2 C3 C8 N2 -172(4) . . . . ?
C4 C3 C8 N2 4(4) . . . . ?

