# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2016

####################################################################### 
# 
# 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_8_shelx
_database_code_depnum_ccdc_archive 'CCDC 1478102'
_audit_update_record             
;
2016-05-04 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         
;
2(C6 H Cl2 O4), 0.5(C6 H2 Cl2 O4), 2(C7 H10 N) 
;
_chemical_formula_sum            'C29 H23 Cl5 N2 O10'
_chemical_formula_weight         736.74

#----------------------------------------------------------------------------#
#                   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

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.4477(3)
_cell_length_b                   10.5046(3)
_cell_length_c                   18.2834(4)
_cell_angle_alpha                99.0840(16)
_cell_angle_beta                 93.6611(17)
_cell_angle_gamma                91.1015(12)
_cell_volume                     1598.14(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    9370
_cell_measurement_theta_min      1.964
_cell_measurement_theta_max      30.141
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       red
_exptl_crystal_colour            purple
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.17
_exptl_crystal_density_diffrn    1.531
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.513
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.5383
_exptl_absorpt_correction_T_max  0.7457
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'
#----------------------------------------------------------------------------#
#                   DATA COLLECTION                                          #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 9
_diffrn_orient_matrix_type       'by Bruker AXS Collect from scalepack cell'
_diffrn_orient_matrix_UB_11      0.0115019
_diffrn_orient_matrix_UB_21      -0.0995282
_diffrn_orient_matrix_UB_31      -0.0635957
_diffrn_orient_matrix_UB_12      -0.0924193
_diffrn_orient_matrix_UB_22      0.0033920
_diffrn_orient_matrix_UB_32      -0.0273756
_diffrn_orient_matrix_UB_13      0.0060132
_diffrn_orient_matrix_UB_23      0.0269756
_diffrn_orient_matrix_UB_33      -0.0481483
_diffrn_measurement_device       '95mm CCD camera on κ-goniostat'
_diffrn_measurement_device_type  KappaCCD
_diffrn_measurement_method       'CCD rotation images, thick slices'
_diffrn_reflns_av_R_equivalents  0.0837
_diffrn_reflns_av_unetI/netI     0.057
_diffrn_reflns_number            9371
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         1.13
_diffrn_reflns_theta_max         30.14
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 0.993
_reflns_Friedel_coverage         0
_reflns_number_total             9370
_reflns_number_gt                7077
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_reduction        
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_molecular_graphics    'Ortep-3 for Windows (Farrugia, 1997)'
_computing_publication_material  'WinGX publication routines (Farrugia, 1999)'

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

_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed

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

_refine_special_details          
;
 Refinement of F² against ALL reflections.  The weighted R-factor wR and
 goodness of fit S are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The threshold expression of
 F² > 2σ(F²) is used only for calculating R-factors(gt) etc. and is
 not relevant to the choice of reflections for refinement.  R-factors based
 on F² are statistically about twice as large as those based on F, and R-
 factors based on ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0372P)²+0.1580P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         9370
_refine_ls_number_parameters     496
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0583
_refine_ls_R_factor_gt           0.0336
_refine_ls_wR_factor_ref         0.0863
_refine_ls_wR_factor_gt          0.0816
_refine_ls_goodness_of_fit_ref   1.05
_refine_ls_restrained_S_all      1.05
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.27
_refine_diff_density_rms         0.056

#----------------------------------------------------------------------------#
#                   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 0.0033 0.0016 '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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.56521(5) 0.35330(3) 0.14888(2) 0.02828(9) Uani 1 1 d . . . . .
Cl2 Cl 0.43315(5) -0.20310(3) 0.22951(2) 0.02624(9) Uani 1 1 d . . . . .
Cl3 Cl 0.22453(4) -0.02015(3) 0.36411(2) 0.01929(7) Uani 1 1 d . . . . .
Cl4 Cl -0.09484(4) 0.35313(3) 0.61708(2) 0.02381(8) Uani 1 1 d . . . . .
Cl5 Cl 0.14288(4) -0.59787(3) -0.02780(2) 0.02708(9) Uani 1 1 d . . . . .
O2 O 0.29793(12) -0.09454(9) 0.09580(5) 0.0210(2) Uani 1 1 d . . . . .
O3 O 0.35406(14) 0.14159(10) 0.06654(6) 0.0282(2) Uani 1 1 d . . . . .
O5 O 0.71133(13) 0.24397(10) 0.27487(6) 0.0228(2) Uani 1 1 d . . . . .
O6 O 0.64798(13) 0.01152(10) 0.31007(5) 0.0243(2) Uani 1 1 d . . . . .
O16 O 0.27376(12) -0.00019(9) 0.52989(5) 0.01829(19) Uani 1 1 d . . . . .
O15 O 0.14897(12) 0.15729(10) 0.63463(5) 0.0188(2) Uani 1 1 d . . . . .
O12 O -0.04176(13) 0.15850(10) 0.34498(5) 0.0242(2) Uani 1 1 d . . . . .
O13 O -0.16637(13) 0.32394(9) 0.45282(6) 0.0234(2) Uani 1 1 d . . . . .
O32 O 0.26118(12) -0.34297(10) 0.05390(6) 0.0221(2) Uani 1 1 d . . . . .
O33 O 0.56942(12) -0.26400(9) 0.07233(6) 0.0232(2) Uani 1 1 d . . . . .
N125 N 0.16696(15) -0.05673(12) -0.04078(7) 0.0215(2) Uani 1 1 d . . . . .
N225 N 0.45542(14) -0.19911(11) 0.48584(7) 0.0190(2) Uani 1 1 d . . . . .
C121 C 0.01507(19) -0.19349(15) -0.13569(8) 0.0259(3) Uani 1 1 d . . . . .
C122 C 0.00137(19) -0.08907(15) -0.17397(8) 0.0246(3) Uani 1 1 d . . . . .
C123 C 0.07187(18) 0.03094(14) -0.14618(8) 0.0219(3) Uani 1 1 d . . . . .
C124 C 0.15747(18) 0.04381(14) -0.07764(8) 0.0214(3) Uani 1 1 d . . . . .
C126 C 0.09936(19) -0.17312(15) -0.06763(8) 0.0242(3) Uani 1 1 d . . . . .
C221 C 0.60902(17) -0.32150(13) 0.56023(8) 0.0197(3) Uani 1 1 d . . . . .
C222 C 0.65576(17) -0.39450(13) 0.49527(8) 0.0201(3) Uani 1 1 d . . . . .
C223 C 0.60317(17) -0.36806(13) 0.42507(8) 0.0199(3) Uani 1 1 d . . . . .
C224 C 0.50160(17) -0.26703(13) 0.42267(8) 0.0199(3) Uani 1 1 d . . . . .
C226 C 0.50490(17) -0.22341(13) 0.55316(8) 0.0191(3) Uani 1 1 d . . . . .
C21 C -0.0571(3) -0.32490(18) -0.16737(12) 0.0378(4) Uani 1 1 d . . . . .
C23 C 0.0577(2) 0.14336(17) -0.18743(10) 0.0295(3) Uani 1 1 d . . . . .
C31 C 0.6703(2) -0.34437(15) 0.63600(9) 0.0272(3) Uani 1 1 d . . . . .
H31A H 0.7712 -0.3003 0.6489 0.041 Uiso 1 1 calc R U . . .
H31B H 0.6822 -0.4352 0.6356 0.041 Uiso 1 1 calc R U . . .
H31C H 0.5964 -0.3123 0.6718 0.041 Uiso 1 1 calc R U . . .
C33 C 0.6586(2) -0.44296(15) 0.35474(9) 0.0258(3) Uani 1 1 d . . . . .
C111 C 0.47118(18) -0.05349(13) 0.20432(7) 0.0197(3) Uani 1 1 d . . . . .
C112 C 0.39376(17) -0.02288(13) 0.14064(7) 0.0178(3) Uani 1 1 d . . . . .
C113 C 0.42381(18) 0.11332(13) 0.12211(7) 0.0196(3) Uani 1 1 d . . . . .
C114 C 0.53285(17) 0.20111(13) 0.17071(7) 0.0192(3) Uani 1 1 d . . . . .
C115 C 0.61060(17) 0.16480(13) 0.23067(7) 0.0181(3) Uani 1 1 d . . . . .
C116 C 0.57868(17) 0.03249(13) 0.25143(7) 0.0189(3) Uani 1 1 d . . . . .
C211 C 0.12822(16) 0.07775(12) 0.43185(7) 0.0153(2) Uani 1 1 d . . . . .
C212 C 0.00729(16) 0.15663(12) 0.41013(7) 0.0169(3) Uani 1 1 d . . . . .
C213 C -0.06743(16) 0.24991(12) 0.47159(8) 0.0169(3) Uani 1 1 d . . . . .
C214 C -0.01397(17) 0.24655(12) 0.54856(7) 0.0171(3) Uani 1 1 d . . . . .
C215 C 0.09697(16) 0.16266(12) 0.56535(7) 0.0152(2) Uani 1 1 d . . . . .
C216 C 0.17306(16) 0.07264(12) 0.50623(7) 0.0148(2) Uani 1 1 d . . . . .
C311 C 0.33590(16) -0.54138(13) -0.01030(8) 0.0187(3) Uani 1 1 d . . . . .
C312 C 0.37143(17) -0.42200(13) 0.02720(7) 0.0180(3) Uani 1 1 d . . . . .
C313 C 0.54139(17) -0.37301(13) 0.03906(7) 0.0181(3) Uani 1 1 d . . . . .
H122 H -0.051(2) -0.1028(17) -0.2199(10) 0.027(4) Uiso 1 1 d . . . . .
H124 H 0.213(2) 0.1197(16) -0.0552(9) 0.020(4) Uiso 1 1 d . . . . .
H126 H 0.115(2) -0.2389(17) -0.0373(9) 0.030(5) Uiso 1 1 d . . . . .
H125 H 0.220(2) -0.0465(18) 0.0039(11) 0.037(5) Uiso 1 1 d . . . . .
H222 H 0.728(2) -0.4655(16) 0.4974(9) 0.023(4) Uiso 1 1 d . . . . .
H225 H 0.385(2) -0.1362(19) 0.4876(10) 0.037(5) Uiso 1 1 d . . . . .
H226 H 0.4653(19) -0.1720(15) 0.5910(8) 0.015(4) Uiso 1 1 d . . . . .
H224 H 0.465(2) -0.2342(17) 0.3791(10) 0.030(5) Uiso 1 1 d . . . . .
H21A H -0.023(3) -0.390(2) -0.1368(13) 0.068(7) Uiso 1 1 d . . . . .
H21B H -0.038(3) -0.350(3) -0.2142(15) 0.078(9) Uiso 1 1 d . . . . .
H21C H -0.170(4) -0.326(3) -0.1653(16) 0.094(10) Uiso 1 1 d . . . . .
H23A H -0.031(3) 0.191(2) -0.1724(12) 0.059(7) Uiso 1 1 d . . . . .
H23B H 0.148(3) 0.204(2) -0.1766(11) 0.044(6) Uiso 1 1 d . . . . .
H23C H 0.037(3) 0.117(2) -0.2391(12) 0.052(6) Uiso 1 1 d . . . . .
H32A H 0.580(3) -0.445(2) 0.3141(12) 0.047(6) Uiso 1 1 d . . . . .
H32B H 0.748(3) -0.404(2) 0.3380(12) 0.057(7) Uiso 1 1 d . . . . .
H32C H 0.682(2) -0.530(2) 0.3589(11) 0.044(6) Uiso 1 1 d . . . . .
H5 H 0.768(3) 0.202(2) 0.3014(11) 0.053(7) Uiso 1 1 d . . . . .
H15 H 0.210(3) 0.098(2) 0.6356(12) 0.051(7) Uiso 1 1 d . . . . .
H32 H 0.302(3) -0.266(2) 0.0745(12) 0.052(6) Uiso 1 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
Cl1 C114 1.7287(13) . ?
Cl2 C111 1.7359(13) . ?
Cl3 C211 1.7356(14) . ?
Cl4 C214 1.7278(14) . ?
Cl5 C311 1.7175(14) . ?
O2 C112 1.2613(16) . ?
O3 C113 1.2219(16) . ?
O5 C115 1.3196(17) . ?
O5 H5 0.84(2) . ?
O6 C116 1.2409(16) . ?
O16 C216 1.2564(15) . ?
O15 C215 1.3240(16) . ?
O15 H15 0.81(2) . ?
O12 C212 1.2392(16) . ?
O13 C213 1.2221(16) . ?
O32 C312 1.3246(16) . ?
O32 H32 0.89(2) . ?
O33 C313 1.2202(16) . ?
N125 C124 1.3406(18) . ?
N125 C126 1.3453(19) . ?
N125 H125 0.897(19) . ?
N225 C226 1.3389(18) . ?
N225 C224 1.3428(18) . ?
N225 H225 0.89(2) . ?
C121 C126 1.378(2) . ?
C121 C122 1.394(2) . ?
C121 C21 1.511(2) . ?
C122 C123 1.390(2) . ?
C122 H122 0.913(17) . ?
C123 C124 1.3923(19) . ?
C123 C23 1.501(2) . ?
C124 H124 0.939(16) . ?
C126 H126 0.958(17) . ?
C221 C226 1.3837(19) . ?
C221 C222 1.392(2) . ?
C221 C31 1.504(2) . ?
C222 C223 1.402(2) . ?
C222 H222 0.975(17) . ?
C223 C224 1.382(2) . ?
C223 C33 1.504(2) . ?
C224 H224 0.953(17) . ?
C226 H226 0.895(16) . ?
C21 H21A 0.99(3) . ?
C21 H21B 0.88(3) . ?
C21 H21C 0.95(3) . ?
C23 H23A 0.94(2) . ?
C23 H23B 0.98(2) . ?
C23 H23C 0.95(2) . ?
C31 H31A 0.96 . ?
C31 H31B 0.96 . ?
C31 H31C 0.96 . ?
C33 H32A 0.96(2) . ?
C33 H32B 0.95(2) . ?
C33 H32C 0.95(2) . ?
C111 C112 1.3841(18) . ?
C111 C116 1.416(2) . ?
C112 C113 1.5415(18) . ?
C113 C114 1.4466(19) . ?
C114 C115 1.3521(18) . ?
C115 C116 1.5212(18) . ?
C211 C216 1.3978(17) . ?
C211 C212 1.4045(18) . ?
C212 C213 1.545(2) . ?
C213 C214 1.4564(19) . ?
C214 C215 1.3526(18) . ?
C215 C216 1.5050(19) . ?
C311 C312 1.3493(19) . ?
C311 C313 1.455(2) 2_645 ?
C312 C313 1.5067(19) . ?
C313 C311 1.454(2) 2_645 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C115 O5 H5 109.5(15) . . ?
C215 O15 H15 110.2(15) . . ?
C312 O32 H32 112.3(15) . . ?
C124 N125 C126 122.92(13) . . ?
C124 N125 H125 119.0(12) . . ?
C126 N125 H125 118.1(12) . . ?
C226 N225 C224 122.89(13) . . ?
C226 N225 H225 113.0(12) . . ?
C224 N225 H225 124.1(12) . . ?
C126 C121 C122 117.40(14) . . ?
C126 C121 C21 120.72(15) . . ?
C122 C121 C21 121.87(15) . . ?
C123 C122 C121 122.11(14) . . ?
C123 C122 H122 120.0(11) . . ?
C121 C122 H122 117.8(11) . . ?
C122 C123 C124 117.29(13) . . ?
C122 C123 C23 122.19(14) . . ?
C124 C123 C23 120.52(14) . . ?
N125 C124 C123 119.93(13) . . ?
N125 C124 H124 116.3(10) . . ?
C123 C124 H124 123.7(10) . . ?
N125 C126 C121 120.32(14) . . ?
N125 C126 H126 116.3(10) . . ?
C121 C126 H126 123.4(10) . . ?
C226 C221 C222 117.54(13) . . ?
C226 C221 C31 120.11(14) . . ?
C222 C221 C31 122.34(13) . . ?
C221 C222 C223 121.58(13) . . ?
C221 C222 H222 120.5(10) . . ?
C223 C222 H222 117.9(10) . . ?
C224 C223 C222 117.39(13) . . ?
C224 C223 C33 120.72(13) . . ?
C222 C223 C33 121.86(13) . . ?
N225 C224 C223 120.25(13) . . ?
N225 C224 H224 113.7(11) . . ?
C223 C224 H224 125.9(11) . . ?
N225 C226 C221 120.32(13) . . ?
N225 C226 H226 114.6(10) . . ?
C221 C226 H226 125.1(10) . . ?
C121 C21 H21A 111.0(14) . . ?
C121 C21 H21B 113.1(17) . . ?
H21A C21 H21B 111(2) . . ?
C121 C21 H21C 111.4(18) . . ?
H21A C21 H21C 104(2) . . ?
H21B C21 H21C 106(2) . . ?
C123 C23 H23A 109.2(13) . . ?
C123 C23 H23B 113.1(12) . . ?
H23A C23 H23B 105.5(18) . . ?
C123 C23 H23C 112.0(13) . . ?
H23A C23 H23C 104.5(18) . . ?
H23B C23 H23C 111.9(17) . . ?
C221 C31 H31A 109.5 . . ?
C221 C31 H31B 109.5 . . ?
H31A C31 H31B 109.5 . . ?
C221 C31 H31C 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
C223 C33 H32A 111.1(13) . . ?
C223 C33 H32B 112.6(14) . . ?
H32A C33 H32B 103.2(17) . . ?
C223 C33 H32C 113.2(12) . . ?
H32A C33 H32C 107.5(17) . . ?
H32B C33 H32C 108.6(18) . . ?
C112 C111 C116 123.26(12) . . ?
C112 C111 Cl2 119.03(11) . . ?
C116 C111 Cl2 117.70(10) . . ?
O2 C112 C111 126.82(12) . . ?
O2 C112 C113 115.53(11) . . ?
C111 C112 C113 117.64(12) . . ?
O3 C113 C114 123.17(12) . . ?
O3 C113 C112 117.97(13) . . ?
C114 C113 C112 118.86(11) . . ?
C115 C114 C113 121.25(12) . . ?
C115 C114 Cl1 120.58(11) . . ?
C113 C114 Cl1 118.15(10) . . ?
O5 C115 C114 121.59(12) . . ?
O5 C115 C116 117.62(11) . . ?
C114 C115 C116 120.73(12) . . ?
O6 C116 C111 125.98(13) . . ?
O6 C116 C115 115.83(12) . . ?
C111 C116 C115 118.16(11) . . ?
C216 C211 C212 122.74(12) . . ?
C216 C211 Cl3 118.11(10) . . ?
C212 C211 Cl3 119.14(10) . . ?
O12 C212 C211 124.61(13) . . ?
O12 C212 C213 117.60(12) . . ?
C211 C212 C213 117.78(11) . . ?
O13 C213 C214 123.60(13) . . ?
O13 C213 C212 118.13(12) . . ?
C214 C213 C212 118.26(11) . . ?
C215 C214 C213 120.48(12) . . ?
C215 C214 Cl4 121.35(10) . . ?
C213 C214 Cl4 118.17(10) . . ?
O15 C215 C214 122.16(12) . . ?
O15 C215 C216 115.79(11) . . ?
C214 C215 C216 122.03(12) . . ?
O16 C216 C211 126.37(12) . . ?
O16 C216 C215 115.12(11) . . ?
C211 C216 C215 118.50(11) . . ?
C312 C311 C313 121.68(13) . 2_645 ?
C312 C311 Cl5 121.33(11) . . ?
C313 C311 Cl5 116.97(10) 2_645 . ?
O32 C312 C311 122.45(13) . . ?
O32 C312 C313 117.38(12) . . ?
C311 C312 C313 120.17(12) . . ?
O33 C313 C311 123.28(13) . 2_645 ?
O33 C313 C312 118.58(13) . . ?
C311 C313 C312 118.14(12) 2_645 . ?

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
C126 C121 C122 C123 1.3(2) . . . . ?
C21 C121 C122 C123 -177.89(17) . . . . ?
C121 C122 C123 C124 -0.2(2) . . . . ?
C121 C122 C123 C23 179.78(16) . . . . ?
C126 N125 C124 C123 1.4(2) . . . . ?
C122 C123 C124 N125 -1.1(2) . . . . ?
C23 C123 C124 N125 178.87(15) . . . . ?
C124 N125 C126 C121 -0.3(2) . . . . ?
C122 C121 C126 N125 -1.0(2) . . . . ?
C21 C121 C126 N125 178.16(16) . . . . ?
C226 C221 C222 C223 1.7(2) . . . . ?
C31 C221 C222 C223 -177.03(13) . . . . ?
C221 C222 C223 C224 -0.5(2) . . . . ?
C221 C222 C223 C33 177.40(13) . . . . ?
C226 N225 C224 C223 0.8(2) . . . . ?
C222 C223 C224 N225 -0.7(2) . . . . ?
C33 C223 C224 N225 -178.65(13) . . . . ?
C224 N225 C226 C221 0.4(2) . . . . ?
C222 C221 C226 N225 -1.6(2) . . . . ?
C31 C221 C226 N225 177.12(13) . . . . ?
C116 C111 C112 O2 179.33(14) . . . . ?
Cl2 C111 C112 O2 -2.0(2) . . . . ?
C116 C111 C112 C113 -1.8(2) . . . . ?
Cl2 C111 C112 C113 176.93(10) . . . . ?
O2 C112 C113 O3 0.1(2) . . . . ?
C111 C112 C113 O3 -178.96(14) . . . . ?
O2 C112 C113 C114 -179.72(13) . . . . ?
C111 C112 C113 C114 1.3(2) . . . . ?
O3 C113 C114 C115 -178.34(15) . . . . ?
C112 C113 C114 C115 1.4(2) . . . . ?
O3 C113 C114 Cl1 0.1(2) . . . . ?
C112 C113 C114 Cl1 179.88(10) . . . . ?
C113 C114 C115 O5 179.37(13) . . . . ?
Cl1 C114 C115 O5 1.0(2) . . . . ?
C113 C114 C115 C116 -3.5(2) . . . . ?
Cl1 C114 C115 C116 178.09(10) . . . . ?
C112 C111 C116 O6 177.95(14) . . . . ?
Cl2 C111 C116 O6 -0.8(2) . . . . ?
C112 C111 C116 C115 -0.2(2) . . . . ?
Cl2 C111 C116 C115 -178.90(10) . . . . ?
O5 C115 C116 O6 1.87(19) . . . . ?
C114 C115 C116 O6 -175.38(14) . . . . ?
O5 C115 C116 C111 -179.81(13) . . . . ?
C114 C115 C116 C111 2.9(2) . . . . ?
C216 C211 C212 O12 -175.80(13) . . . . ?
Cl3 C211 C212 O12 2.99(19) . . . . ?
C216 C211 C212 C213 5.63(19) . . . . ?
Cl3 C211 C212 C213 -175.58(9) . . . . ?
O12 C212 C213 O13 -2.72(18) . . . . ?
C211 C212 C213 O13 175.96(12) . . . . ?
O12 C212 C213 C214 178.44(12) . . . . ?
C211 C212 C213 C214 -2.88(17) . . . . ?
O13 C213 C214 C215 -179.49(13) . . . . ?
C212 C213 C214 C215 -0.71(19) . . . . ?
O13 C213 C214 Cl4 -0.03(18) . . . . ?
C212 C213 C214 Cl4 178.74(9) . . . . ?
C213 C214 C215 O15 179.67(12) . . . . ?
Cl4 C214 C215 O15 0.23(19) . . . . ?
C213 C214 C215 C216 1.8(2) . . . . ?
Cl4 C214 C215 C216 -177.66(9) . . . . ?
C212 C211 C216 O16 175.97(12) . . . . ?
Cl3 C211 C216 O16 -2.84(19) . . . . ?
C212 C211 C216 C215 -4.67(19) . . . . ?
Cl3 C211 C216 C215 176.52(9) . . . . ?
O15 C215 C216 O16 2.19(16) . . . . ?
C214 C215 C216 O16 -179.79(12) . . . . ?
O15 C215 C216 C211 -177.24(11) . . . . ?
C214 C215 C216 C211 0.78(19) . . . . ?
C313 C311 C312 O32 -179.84(12) 2_645 . . . ?
Cl5 C311 C312 O32 1.47(19) . . . . ?
C313 C311 C312 C313 1.2(2) 2_645 . . . ?
Cl5 C311 C312 C313 -177.52(9) . . . . ?
O32 C312 C313 O33 0.00(18) . . . . ?
C311 C312 C313 O33 179.04(13) . . . . ?
O32 C312 C313 C311 179.83(11) . . . 2_645 ?
C311 C312 C313 C311 -1.1(2) . . . 2_645 ?

####################################################################### 
# 
# 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_9_shelx
_database_code_depnum_ccdc_archive 'CCDC 1478103'
_audit_update_record             
;
2016-05-04 deposited with the CCDC.
2016-06-13 downloaded from the CCDC.
;

_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'Cl2  O4  N1  C20  H25'
_chemical_formula_sum            'C20 H25 Cl2 N O4'
_chemical_formula_weight         414.31
_chemical_compound_source        commercial

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

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_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                   11.7516(11)
_cell_length_b                   11.5488(12)
_cell_length_c                   15.4398(15)
_cell_angle_alpha                90
_cell_angle_beta                 95.931(6)
_cell_angle_gamma                90
_cell_volume                     2084.2(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    6935
_cell_measurement_theta_min      2.1
_cell_measurement_theta_max      31.5
_cell_measurement_wavelength     0.71073

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

_exptl_crystal_description       prism
_exptl_crystal_colour            red
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.15
_exptl_crystal_density_diffrn    1.32
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             872
_exptl_special_details           
;
 ?
;

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

_exptl_absorpt_coefficient_mu    0.336
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6164
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   'SADABS, Bruker(2001)'

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

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_detector                 'APEX-II CCD'
_diffrn_orient_matrix_type       'x-axis to radiation source'
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker APEX-II'
_diffrn_measurement_method       'φ or ω oscillation scans'
_diffrn_reflns_av_R_equivalents  0.1269
_diffrn_reflns_number            113946
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_theta_min         2.078
_diffrn_reflns_theta_max         31.506
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_full 1
_diffrn_measured_fraction_theta_max 1
_diffrn_reflns_Laue_measured_fraction_full 1
_diffrn_reflns_Laue_measured_fraction_max 1
_diffrn_reflns_point_group_measured_fraction_full 1
_diffrn_reflns_point_group_measured_fraction_max 1
_reflns_number_total             6935
_reflns_number_gt                4708
_reflns_threshold_expression     'I > 2σ(I)'

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

_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_molecular_graphics    'Ortep for Windows (Farrugia, 2012)'
_computing_publication_material  'WinGX publication routines (Farrugia, 2012)'

#----------------------------------------------------------------------------#
#                   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)+(0.0399P)²+0.8406P] where P=(Fo²+2Fc²)/3'
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_number_reflns         6935
_refine_ls_number_parameters     340
_refine_ls_number_restraints     0
_refine_ls_number_constraints    0
_refine_ls_R_factor_all          0.0791
_refine_ls_R_factor_gt           0.0406
_refine_ls_wR_factor_ref         0.1025
_refine_ls_wR_factor_gt          0.0862
_refine_ls_goodness_of_fit_ref   1.026
_refine_ls_restrained_S_all      1.026
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0
_refine_diff_density_max         0.55
_refine_diff_density_min         -0.315
_refine_diff_density_rms         0.066

#----------------------------------------------------------------------------#
#                   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
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.006 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
C C 0.0033 0.0016 '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
Cl1 Cl 0.58546(3) 0.52422(4) 1.22055(2) 0.02192(9) Uani 1 d . .
Cl2 Cl 0.11347(3) 0.37397(4) 1.35531(3) 0.02414(10) Uani 1 d . .
O2 O 0.36148(10) 0.47540(11) 1.11184(7) 0.0219(2) Uani 1 d . .
O3 O 0.16144(9) 0.41938(11) 1.17261(7) 0.0234(3) Uani 1 d . .
O5 O 0.33221(9) 0.42799(10) 1.46043(7) 0.0177(2) Uani 1 d . .
O6 O 0.52703(9) 0.49122(10) 1.40389(7) 0.0203(2) Uani 1 d . .
N125 N 0.22466(10) 0.42109(11) 0.93828(8) 0.0146(2) Uani 1 d . .
C121 C 0.15876(13) 0.28062(14) 0.83481(10) 0.0181(3) Uani 1 d . .
H121 H 0.1584 0.205 0.8141 0.022 Uiso 1 calc . .
C122 C 0.08954(13) 0.36380(15) 0.79021(10) 0.0201(3) Uani 1 d . .
C123 C 0.09334(13) 0.47672(14) 0.82089(10) 0.0176(3) Uani 1 d . .
C126 C 0.22802(12) 0.30963(13) 0.90969(9) 0.0148(3) Uani 1 d . .
C124 C 0.16153(12) 0.50699(13) 0.89593(9) 0.0152(3) Uani 1 d . .
C22 C 0.0113(2) 0.33153(19) 0.71065(14) 0.0355(5) Uani 1 d . .
C24 C 0.16825(12) 0.62868(13) 0.93376(10) 0.0162(3) Uani 1 d . .
C241 C 0.10444(16) 0.63046(16) 1.01652(12) 0.0243(3) Uani 1 d . .
C242 C 0.29393(14) 0.66439(16) 0.95635(12) 0.0218(3) Uani 1 d . .
C243 C 0.11205(16) 0.71646(15) 0.86778(11) 0.0240(3) Uani 1 d . .
C26 C 0.30506(12) 0.22372(14) 0.96251(10) 0.0162(3) Uani 1 d . .
C261 C 0.42686(13) 0.27429(16) 0.97965(11) 0.0203(3) Uani 1 d . .
C262 C 0.31176(14) 0.10896(14) 0.91321(11) 0.0201(3) Uani 1 d . .
C263 C 0.25260(14) 0.20218(15) 1.04870(10) 0.0204(3) Uani 1 d . .
C111 C 0.45385(12) 0.48731(14) 1.25499(10) 0.0166(3) Uani 1 d . .
C112 C 0.36038(13) 0.46806(14) 1.19191(10) 0.0168(3) Uani 1 d . .
C113 C 0.24487(12) 0.43301(14) 1.22560(10) 0.0171(3) Uani 1 d . .
C114 C 0.24078(12) 0.41753(14) 1.31868(9) 0.0167(3) Uani 1 d . .
C115 C 0.33420(12) 0.43907(13) 1.37528(9) 0.0150(3) Uani 1 d . .
C116 C 0.44714(12) 0.47607(13) 1.34476(9) 0.0155(3) Uani 1 d . .
H123 H 0.0470(15) 0.5328(17) 0.7922(12) 0.019(5) Uiso 1 d . .
H125 H 0.2640(17) 0.4368(19) 0.9865(13) 0.028(5) Uiso 1 d . .
H22A H 0.021(3) 0.380(3) 0.668(2) 0.083(11) Uiso 1 d . .
H22B H -0.069(3) 0.346(3) 0.7230(19) 0.082(10) Uiso 1 d . .
H22C H 0.017(2) 0.253(2) 0.6945(16) 0.049(7) Uiso 1 d . .
H24A H 0.0246(19) 0.6158(19) 1.0008(14) 0.036(6) Uiso 1 d . .
H24B H 0.1392(17) 0.5746(19) 1.0609(13) 0.029(5) Uiso 1 d . .
H24C H 0.1099(17) 0.708(2) 1.0437(14) 0.037(6) Uiso 1 d . .
H24D H 0.3331(17) 0.6165(19) 1.0023(14) 0.034(6) Uiso 1 d . .
H24E H 0.2957(15) 0.7453(17) 0.9758(12) 0.021(5) Uiso 1 d . .
H24F H 0.3370(16) 0.6596(17) 0.9055(12) 0.023(5) Uiso 1 d . .
H24G H 0.1220(16) 0.7937(19) 0.8939(13) 0.027(5) Uiso 1 d . .
H24H H 0.1474(17) 0.7178(18) 0.8148(14) 0.029(5) Uiso 1 d . .
H24I H 0.0290(17) 0.7017(18) 0.8530(12) 0.026(5) Uiso 1 d . .
H26A H 0.4584(16) 0.2954(17) 0.9252(13) 0.024(5) Uiso 1 d . .
H26B H 0.4314(15) 0.3434(17) 1.0181(12) 0.019(5) Uiso 1 d . .
H26C H 0.4775(16) 0.2151(19) 1.0084(13) 0.028(5) Uiso 1 d . .
H26D H 0.2511(16) 0.2732(19) 1.0828(13) 0.030(5) Uiso 1 d . .
H26E H 0.2985(16) 0.1436(17) 1.0824(12) 0.021(5) Uiso 1 d . .
H26F H 0.1740(18) 0.1749(18) 1.0395(13) 0.029(5) Uiso 1 d . .
H26G H 0.3656(18) 0.0557(19) 0.9461(13) 0.034(6) Uiso 1 d . .
H26H H 0.2379(16) 0.0690(17) 0.9043(12) 0.020(5) Uiso 1 d . .
H26I H 0.3447(16) 0.1212(17) 0.8562(12) 0.022(5) Uiso 1 d . .
H5 H 0.396(2) 0.450(2) 1.4857(17) 0.058(8) 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
Cl1 C111 1.7397(15) . ?
Cl2 C114 1.7280(15) . ?
O2 C112 1.2405(18) . ?
O3 C113 1.2206(17) . ?
O5 C115 1.3235(17) . ?
O5 H5 0.85(3) . ?
O6 C116 1.2524(17) . ?
N125 C126 1.363(2) . ?
N125 C124 1.3645(19) . ?
N125 H125 0.85(2) . ?
C121 C126 1.385(2) . ?
C121 C122 1.394(2) . ?
C121 H121 0.93 . ?
C122 C123 1.387(2) . ?
C122 C22 1.503(2) . ?
C123 C124 1.384(2) . ?
C123 H123 0.929(19) . ?
C126 C26 1.522(2) . ?
C124 C24 1.521(2) . ?
C22 H22A 0.88(3) . ?
C22 H22B 1.00(3) . ?
C22 H22C 0.95(3) . ?
C24 C243 1.537(2) . ?
C24 C242 1.538(2) . ?
C24 C241 1.547(2) . ?
C241 H24A 0.96(2) . ?
C241 H24B 1.00(2) . ?
C241 H24C 0.98(2) . ?
C242 H24D 0.98(2) . ?
C242 H24E 0.98(2) . ?
C242 H24F 0.98(2) . ?
C243 H24G 0.98(2) . ?
C243 H24H 0.95(2) . ?
C243 H24I 0.993(19) . ?
C26 C262 1.534(2) . ?
C26 C261 1.543(2) . ?
C26 C263 1.544(2) . ?
C261 H26A 0.98(2) . ?
C261 H26B 0.993(19) . ?
C261 H26C 0.98(2) . ?
C262 H26G 0.99(2) . ?
C262 H26H 0.980(19) . ?
C262 H26I 1.007(19) . ?
C263 H26D 0.98(2) . ?
C263 H26E 0.981(19) . ?
C263 H26F 0.97(2) . ?
C111 C116 1.402(2) . ?
C111 C112 1.408(2) . ?
C112 C113 1.557(2) . ?
C113 C114 1.454(2) . ?
C114 C115 1.354(2) . ?
C115 C116 1.515(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
C115 O5 H5 108.8(18) . . ?
C126 N125 C124 124.34(13) . . ?
C126 N125 H125 116.8(14) . . ?
C124 N125 H125 118.8(14) . . ?
C126 C121 C122 120.56(15) . . ?
C126 C121 H121 119.7 . . ?
C122 C121 H121 119.7 . . ?
C123 C122 C121 118.87(14) . . ?
C123 C122 C22 120.51(15) . . ?
C121 C122 C22 120.61(15) . . ?
C124 C123 C122 121.27(14) . . ?
C124 C123 H123 118.9(11) . . ?
C122 C123 H123 119.8(11) . . ?
N125 C126 C121 117.70(13) . . ?
N125 C126 C26 118.54(12) . . ?
C121 C126 C26 123.74(14) . . ?
N125 C124 C123 117.17(14) . . ?
N125 C124 C24 118.93(12) . . ?
C123 C124 C24 123.89(13) . . ?
C122 C22 H22A 110(2) . . ?
C122 C22 H22B 108.3(17) . . ?
H22A C22 H22B 104(3) . . ?
C122 C22 H22C 113.6(14) . . ?
H22A C22 H22C 113(2) . . ?
H22B C22 H22C 107(2) . . ?
C124 C24 C243 110.68(12) . . ?
C124 C24 C242 110.19(13) . . ?
C243 C24 C242 108.07(14) . . ?
C124 C24 C241 108.61(13) . . ?
C243 C24 C241 109.09(14) . . ?
C242 C24 C241 110.19(13) . . ?
C24 C241 H24A 109.5(13) . . ?
C24 C241 H24B 111.1(12) . . ?
H24A C241 H24B 112.3(18) . . ?
C24 C241 H24C 110.4(13) . . ?
H24A C241 H24C 106.6(17) . . ?
H24B C241 H24C 106.8(17) . . ?
C24 C242 H24D 112.5(12) . . ?
C24 C242 H24E 108.3(11) . . ?
H24D C242 H24E 108.9(16) . . ?
C24 C242 H24F 111.5(11) . . ?
H24D C242 H24F 107.9(17) . . ?
H24E C242 H24F 107.6(16) . . ?
C24 C243 H24G 107.6(11) . . ?
C24 C243 H24H 112.5(12) . . ?
H24G C243 H24H 107.1(17) . . ?
C24 C243 H24I 112.6(12) . . ?
H24G C243 H24I 108.8(16) . . ?
H24H C243 H24I 108.0(16) . . ?
C126 C26 C262 110.82(12) . . ?
C126 C26 C261 109.58(13) . . ?
C262 C26 C261 108.52(13) . . ?
C126 C26 C263 107.37(12) . . ?
C262 C26 C263 109.51(13) . . ?
C261 C26 C263 111.04(12) . . ?
C26 C261 H26A 111.8(11) . . ?
C26 C261 H26B 113.5(11) . . ?
H26A C261 H26B 108.1(16) . . ?
C26 C261 H26C 108.8(12) . . ?
H26A C261 H26C 107.1(16) . . ?
H26B C261 H26C 107.2(15) . . ?
C26 C262 H26G 110.3(12) . . ?
C26 C262 H26H 112.7(11) . . ?
H26G C262 H26H 106.9(16) . . ?
C26 C262 H26I 110.9(11) . . ?
H26G C262 H26I 104.7(16) . . ?
H26H C262 H26I 111.0(15) . . ?
C26 C263 H26D 111.1(12) . . ?
C26 C263 H26E 108.8(11) . . ?
H26D C263 H26E 109.5(15) . . ?
C26 C263 H26F 112.5(12) . . ?
H26D C263 H26F 106.4(17) . . ?
H26E C263 H26F 108.5(16) . . ?
C116 C111 C112 123.32(14) . . ?
C116 C111 Cl1 117.86(11) . . ?
C112 C111 Cl1 118.80(11) . . ?
O2 C112 C111 126.21(14) . . ?
O2 C112 C113 116.75(13) . . ?
C111 C112 C113 117.04(13) . . ?
O3 C113 C114 122.71(14) . . ?
O3 C113 C112 118.51(13) . . ?
C114 C113 C112 118.78(12) . . ?
C115 C114 C113 120.53(14) . . ?
C115 C114 Cl2 120.93(12) . . ?
C113 C114 Cl2 118.52(11) . . ?
O5 C115 C114 121.81(14) . . ?
O5 C115 C116 116.25(12) . . ?
C114 C115 C116 121.94(13) . . ?
O6 C116 C111 126.38(14) . . ?
O6 C116 C115 115.30(13) . . ?
C111 C116 C115 118.30(12) . . ?

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
C126 C121 C122 C123 1.6(2) . . . . ?
C126 C121 C122 C22 -177.90(18) . . . . ?
C121 C122 C123 C124 -2.0(2) . . . . ?
C22 C122 C123 C124 177.48(18) . . . . ?
C124 N125 C126 C121 -3.1(2) . . . . ?
C124 N125 C126 C26 178.29(13) . . . . ?
C122 C121 C126 N125 0.8(2) . . . . ?
C122 C121 C126 C26 179.39(15) . . . . ?
C126 N125 C124 C123 2.7(2) . . . . ?
C126 N125 C124 C24 -178.25(13) . . . . ?
C122 C123 C124 N125 0.0(2) . . . . ?
C122 C123 C124 C24 -179.05(15) . . . . ?
N125 C124 C24 C243 168.15(14) . . . . ?
C123 C124 C24 C243 -12.8(2) . . . . ?
N125 C124 C24 C242 48.68(18) . . . . ?
C123 C124 C24 C242 -132.31(16) . . . . ?
N125 C124 C24 C241 -72.12(17) . . . . ?
C123 C124 C24 C241 106.90(17) . . . . ?
N125 C126 C26 C262 -171.20(13) . . . . ?
C121 C126 C26 C262 10.2(2) . . . . ?
N125 C126 C26 C261 -51.46(18) . . . . ?
C121 C126 C26 C261 129.99(16) . . . . ?
N125 C126 C26 C263 69.23(17) . . . . ?
C121 C126 C26 C263 -109.31(16) . . . . ?
C116 C111 C112 O2 -179.15(16) . . . . ?
Cl1 C111 C112 O2 -0.4(2) . . . . ?
C116 C111 C112 C113 0.2(2) . . . . ?
Cl1 C111 C112 C113 178.90(11) . . . . ?
O2 C112 C113 O3 -2.9(2) . . . . ?
C111 C112 C113 O3 177.69(15) . . . . ?
O2 C112 C113 C114 176.91(14) . . . . ?
C111 C112 C113 C114 -2.5(2) . . . . ?
O3 C113 C114 C115 -176.80(16) . . . . ?
C112 C113 C114 C115 3.4(2) . . . . ?
O3 C113 C114 Cl2 1.9(2) . . . . ?
C112 C113 C114 Cl2 -177.90(11) . . . . ?
C113 C114 C115 O5 178.59(14) . . . . ?
Cl2 C114 C115 O5 -0.1(2) . . . . ?
C113 C114 C115 C116 -2.0(2) . . . . ?
Cl2 C114 C115 C116 179.32(12) . . . . ?
C112 C111 C116 O6 179.52(16) . . . . ?
Cl1 C111 C116 O6 0.8(2) . . . . ?
C112 C111 C116 C115 1.2(2) . . . . ?
Cl1 C111 C116 C115 -177.49(11) . . . . ?
O5 C115 C116 O6 0.6(2) . . . . ?
C114 C115 C116 O6 -178.83(15) . . . . ?
O5 C115 C116 C111 179.07(14) . . . . ?
C114 C115 C116 C111 -0.4(2) . . . . ?


# END of CIF
