# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_bax-oxa-w
_database_code_depnum_ccdc_archive 'CCDC 2031575'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          431.52
_chemical_formula_moiety         ?
_chemical_formula_sum            'C12 H16 Cl N O7'
_chemical_formula_weight         321.71

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.0962(14)
_cell_length_b                   9.6510(19)
_cell_length_c                   11.031(2)
_cell_angle_alpha                80.82(3)
_cell_angle_beta                 77.59(3)
_cell_angle_gamma                88.31(3)
_cell_volume                     728.4(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    293(2)
_cell_measurement_reflns_used    3633
_cell_measurement_theta_min      1.914
_cell_measurement_theta_max      28.352

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.467
_exptl_crystal_F_000             336
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.230
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.295
_shelx_estimated_absorpt_T_min   0.935
_shelx_estimated_absorpt_T_max   0.971
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.871
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15206
_diffrn_reflns_av_unetI/netI     0.0490
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.914
_diffrn_reflns_theta_max         28.352
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3633
_reflns_number_gt                2515
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0612P)²+0.1429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3633
_refine_ls_number_parameters     218
_refine_ls_number_restraints     2
_refine_ls_R_factor_all          0.0774
_refine_ls_R_factor_gt           0.0507
_refine_ls_wR_factor_ref         0.1378
_refine_ls_wR_factor_gt          0.1222
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.059
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 1.09956(11) 0.17234(7) -0.24618(6) 0.0572(2) Uani 1 1 d . . . . .
O1 O 0.2438(3) -0.0649(2) 0.48326(18) 0.0579(5) Uani 1 1 d D . . . .
N1 N 0.5008(3) 0.45741(19) 0.19421(17) 0.0230(4) Uani 1 1 d . . . . .
C1 C 0.6262(3) 0.1910(2) 0.09821(18) 0.0252(4) Uani 1 1 d . . . . .
H1 H 0.114(4) -0.079(5) 0.534(4) 0.135(17) Uiso 1 1 d D . . . .
O2 O 0.1095(3) 0.1111(2) 0.37567(17) 0.0518(5) Uani 1 1 d . . . . .
C2 C 0.5859(3) 0.2050(2) -0.0214(2) 0.0311(5) Uani 1 1 d . . . . .
H2 H 0.458754 0.217907 -0.030030 0.037 Uiso 1 1 calc R U . . .
C3 C 0.7293(3) 0.2003(2) -0.1272(2) 0.0349(5) Uani 1 1 d . . . . .
H3 H 0.699835 0.210928 -0.206384 0.042 Uiso 1 1 calc R U . . .
C4 C 0.9168(3) 0.1796(2) -0.1134(2) 0.0357(5) Uani 1 1 d . . . . .
C5 C 0.9629(3) 0.1658(2) 0.0036(2) 0.0340(5) Uani 1 1 d . . . . .
H5 H 1.090251 0.152431 0.011543 0.041 Uiso 1 1 calc R U . . .
C6 C 0.8180(3) 0.1721(2) 0.1085(2) 0.0289(5) Uani 1 1 d . . . . .
H6 H 0.848763 0.163619 0.187191 0.035 Uiso 1 1 calc R U . . .
H13 H 0.018(5) 0.485(4) 0.278(3) 0.112(14) Uiso 1 1 d D . . . .
C7 C 0.4660(3) 0.1984(2) 0.21265(19) 0.0294(5) Uani 1 1 d . . . . .
H7 H 0.344760 0.213687 0.183572 0.035 Uiso 1 1 calc R U . . .
C8 C 0.4454(3) 0.0619(3) 0.3050(2) 0.0381(5) Uani 1 1 d . . . . .
H8A H 0.471506 -0.015693 0.257872 0.046 Uiso 1 1 calc R U . . .
H8B H 0.542476 0.060416 0.355124 0.046 Uiso 1 1 calc R U . . .
H1C H 0.615(4) 0.463(2) 0.133(2) 0.038(7) Uiso 1 1 d . . . . .
H1A H 0.403(4) 0.467(3) 0.157(2) 0.040(7) Uiso 1 1 d . . . . .
H1B H 0.494(4) 0.523(3) 0.236(2) 0.042(8) Uiso 1 1 d . . . . .
H17A H 0.399(4) 0.620(3) 0.417(3) 0.048(8) Uiso 1 1 d . . . . .
H17B H 0.585(5) 0.627(3) 0.376(3) 0.068(11) Uiso 1 1 d . . . . .
C9 C 0.2489(3) 0.0389(2) 0.3929(2) 0.0364(5) Uani 1 1 d . . . . .
C10 C 0.4934(3) 0.3210(2) 0.27941(18) 0.0263(4) Uani 1 1 d . . . . .
H10A H 0.387605 0.321994 0.351468 0.032 Uiso 1 1 calc R U . . .
H10B H 0.612259 0.308266 0.309747 0.032 Uiso 1 1 calc R U . . .
C11 C -0.0424(3) 0.4946(2) 0.44158(17) 0.0237(4) Uani 1 1 d . . . . .
O12 O -0.2168(2) 0.4879(2) 0.45244(13) 0.0423(5) Uani 1 1 d . . . . .
O13 O 0.08455(19) 0.49503(16) 0.34042(12) 0.0276(3) Uani 1 1 d D . . . .
C14 C 0.0469(3) 0.48865(19) 0.05822(16) 0.0181(4) Uani 1 1 d . . . . .
O15 O -0.07153(18) 0.48744(15) 0.16246(11) 0.0243(3) Uani 1 1 d . . . . .
O16 O 0.22319(19) 0.47344(15) 0.04196(12) 0.0233(3) Uani 1 1 d . . . . .
O17 O 0.4941(3) 0.65506(19) 0.35418(16) 0.0373(4) Uani 1 1 d . . . . .


_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 C4 1.745(2) . ?
O1 C9 1.291(3) . ?
O1 H1 0.969(19) . ?
N1 C10 1.486(3) . ?
N1 H1C 0.93(3) . ?
N1 H1A 0.87(3) . ?
N1 H1B 0.84(3) . ?
C1 C2 1.394(3) . ?
C1 C6 1.394(3) . ?
C1 C7 1.516(3) . ?
O2 C9 1.224(3) . ?
C2 C3 1.380(3) . ?
C2 H2 0.9300 . ?
C3 C4 1.377(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.383(3) . ?
C5 C6 1.381(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C8 1.521(3) . ?
C7 C10 1.527(3) . ?
C7 H7 0.9800 . ?
C8 C9 1.517(3) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 O12 1.220(2) . ?
C11 O13 1.274(2) . ?
C11 C11 1.554(3) 2_566 ?
O13 H13 0.931(18) . ?
C14 O16 1.233(2) . ?
C14 O15 1.269(2) . ?
C14 C14 1.552(3) 2_565 ?
O17 H17A 0.88(3) . ?
O17 H17B 0.76(3) . ?

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
C9 O1 H1 111(3) . . ?
C10 N1 H1C 109.1(15) . . ?
C10 N1 H1A 111.8(16) . . ?
H1C N1 H1A 109(2) . . ?
C10 N1 H1B 109.3(17) . . ?
H1C N1 H1B 111(2) . . ?
H1A N1 H1B 106(2) . . ?
C2 C1 C6 117.90(19) . . ?
C2 C1 C7 120.68(19) . . ?
C6 C1 C7 121.41(18) . . ?
C3 C2 C1 121.9(2) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C4 C3 C2 118.7(2) . . ?
C4 C3 H3 120.7 . . ?
C2 C3 H3 120.7 . . ?
C3 C4 C5 121.2(2) . . ?
C3 C4 CL1 119.24(19) . . ?
C5 C4 CL1 119.53(19) . . ?
C6 C5 C4 119.4(2) . . ?
C6 C5 H5 120.3 . . ?
C4 C5 H5 120.3 . . ?
C5 C6 C1 120.9(2) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C1 C7 C8 111.91(18) . . ?
C1 C7 C10 112.14(16) . . ?
C8 C7 C10 109.92(17) . . ?
C1 C7 H7 107.5 . . ?
C8 C7 H7 107.5 . . ?
C10 C7 H7 107.5 . . ?
C9 C8 C7 114.69(19) . . ?
C9 C8 H8A 108.6 . . ?
C7 C8 H8A 108.6 . . ?
C9 C8 H8B 108.6 . . ?
C7 C8 H8B 108.6 . . ?
H8A C8 H8B 107.6 . . ?
O2 C9 O1 124.4(2) . . ?
O2 C9 C8 122.0(2) . . ?
O1 C9 C8 113.6(2) . . ?
N1 C10 C7 111.49(16) . . ?
N1 C10 H10A 109.3 . . ?
C7 C10 H10A 109.3 . . ?
N1 C10 H10B 109.3 . . ?
C7 C10 H10B 109.3 . . ?
H10A C10 H10B 108.0 . . ?
O12 C11 O13 126.24(17) . . ?
O12 C11 C11 119.7(2) . 2_566 ?
O13 C11 C11 114.0(2) . 2_566 ?
C11 O13 H13 107(2) . . ?
O16 C14 O15 126.84(16) . . ?
O16 C14 C14 118.7(2) . 2_565 ?
O15 C14 C14 114.45(19) . 2_565 ?
H17A O17 H17B 104(3) . . ?

_refine_diff_density_max         0.651
_refine_diff_density_min         -0.501
_refine_diff_density_rms         0.060

####################################################################### 
# 
# 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_bac-poa
_database_code_depnum_ccdc_archive 'CCDC 2031577'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H20 Cl N O5'
_chemical_formula_weight         365.80

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.9834(14)
_cell_length_b                   7.8322(16)
_cell_length_c                   16.383(3)
_cell_angle_alpha                79.08(3)
_cell_angle_beta                 86.83(3)
_cell_angle_gamma                83.81(3)
_cell_volume                     874.2(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4139
_cell_measurement_theta_min      2.534
_cell_measurement_theta_max      27.967

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.390
_exptl_crystal_F_000             384
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.140
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.247
_shelx_estimated_absorpt_T_min   0.941
_shelx_estimated_absorpt_T_max   0.976
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.926
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            15348
_diffrn_reflns_av_unetI/netI     0.0271
_diffrn_reflns_av_R_equivalents  0.0250
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_theta_min         2.534
_diffrn_reflns_theta_max         27.967
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measured_fraction_theta_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_point_group_measured_fraction_full 0.991
_reflns_number_total             4139
_reflns_number_gt                3222
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0504P)²+0.3511P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4139
_refine_ls_number_parameters     230
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0576
_refine_ls_R_factor_gt           0.0413
_refine_ls_wR_factor_ref         0.1089
_refine_ls_wR_factor_gt          0.1011
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 -0.32099(8) 0.42346(8) 0.07600(3) 0.04607(16) Uani 1 1 d . . . . .
O1 O 0.26156(16) 0.77225(15) 0.47730(7) 0.0272(3) Uani 1 1 d . . . . .
H1 H 0.347865 0.792933 0.510786 0.049(6) Uiso 1 1 d R . . . .
N1 N 0.16324(18) 0.16379(16) 0.43553(8) 0.0190(3) Uani 1 1 d . . . . .
H1C H 0.064304 0.136693 0.406676 0.029(5) Uiso 1 1 d R . . . .
H1A H 0.281734 0.129313 0.414386 0.029(5) Uiso 1 1 d R . . . .
H1B H 0.156204 0.102343 0.489456 0.038(5) Uiso 1 1 d R . . . .
C1 C 0.0673(2) 0.45086(19) 0.28432(9) 0.0189(3) Uani 1 1 d . . . . .
O2 O 0.51430(17) 0.64155(16) 0.41527(8) 0.0312(3) Uani 1 1 d . . . . .
C2 C 0.1402(3) 0.4525(3) 0.20390(11) 0.0335(4) Uani 1 1 d . . . . .
H2 H 0.271915 0.456973 0.193020 0.040 Uiso 1 1 calc R U . . .
O3 O 0.56897(15) 0.96655(16) 0.72434(7) 0.0263(3) Uani 1 1 d . . . . .
C3 C 0.0227(3) 0.4477(3) 0.13926(11) 0.0376(4) Uani 1 1 d . . . . .
H3 H 0.074326 0.449864 0.085555 0.045 Uiso 1 1 calc R U . . .
O4 O 0.44454(15) 0.87295(15) 0.59121(7) 0.0244(3) Uani 1 1 d . . . . .
C4 C -0.1714(3) 0.4398(2) 0.15571(10) 0.0273(4) Uani 1 1 d . . . . .
O5 O 0.14806(15) 1.00241(14) 0.60815(7) 0.0228(2) Uani 1 1 d . . . . .
C5 C -0.2494(3) 0.4410(3) 0.23431(11) 0.0347(4) Uani 1 1 d . . . . .
H5 H -0.381371 0.437716 0.244556 0.042 Uiso 1 1 calc R U . . .
C6 C -0.1300(2) 0.4473(3) 0.29844(10) 0.0310(4) Uani 1 1 d . . . . .
H6 H -0.183100 0.449126 0.351635 0.037 Uiso 1 1 calc R U . . .
C7 C 0.2012(2) 0.46180(19) 0.35287(9) 0.0185(3) Uani 1 1 d . . . . .
H7 H 0.332379 0.420738 0.336127 0.022 Uiso 1 1 calc R U . . .
C8 C 0.1980(2) 0.6546(2) 0.36113(10) 0.0244(3) Uani 1 1 d . . . . .
H8A H 0.222573 0.723853 0.306603 0.029 Uiso 1 1 calc R U . . .
H8B H 0.070216 0.694649 0.380449 0.029 Uiso 1 1 calc R U . . .
C9 C 0.3440(2) 0.68640(19) 0.42010(10) 0.0221(3) Uani 1 1 d . . . . .
C10 C 0.1503(2) 0.35353(19) 0.43743(9) 0.0186(3) Uani 1 1 d . . . . .
H10A H 0.237342 0.372815 0.478196 0.022 Uiso 1 1 calc R U . . .
H10B H 0.020388 0.392398 0.454673 0.022 Uiso 1 1 calc R U . . .
C11 C 0.6365(2) 1.0137(2) 0.79352(9) 0.0232(3) Uani 1 1 d . . . . .
C12 C 0.5227(3) 1.0932(2) 0.85057(11) 0.0309(4) Uani 1 1 d . . . . .
H12 H 0.390321 1.116130 0.844462 0.037 Uiso 1 1 calc R U . . .
C13 C 0.6089(3) 1.1384(3) 0.91707(11) 0.0376(4) Uani 1 1 d . . . . .
H13 H 0.533099 1.191359 0.955548 0.045 Uiso 1 1 calc R U . . .
C14 C 0.8049(3) 1.1056(3) 0.92665(12) 0.0390(5) Uani 1 1 d . . . . .
H14 H 0.861486 1.136596 0.971096 0.047 Uiso 1 1 calc R U . . .
C15 C 0.9163(3) 1.0263(3) 0.86954(12) 0.0390(5) Uani 1 1 d . . . . .
H15 H 1.048525 1.002821 0.876033 0.047 Uiso 1 1 calc R U . . .
C16 C 0.8342(3) 0.9811(2) 0.80289(11) 0.0310(4) Uani 1 1 d . . . . .
H16 H 0.911085 0.929094 0.764393 0.037 Uiso 1 1 calc R U . . .
C17 C 0.3686(2) 1.0086(2) 0.71016(10) 0.0226(3) Uani 1 1 d . . . . .
H17B H 0.335447 1.133200 0.706880 0.027 Uiso 1 1 calc R U . . .
H17A H 0.294262 0.947686 0.756253 0.027 Uiso 1 1 calc R U . . .
C18 C 0.3187(2) 0.95675(19) 0.62997(9) 0.0186(3) Uani 1 1 d . . . . .


_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 C4 1.7483(17) . ?
O1 C9 1.326(2) . ?
O1 H1 0.8842 . ?
N1 C10 1.4852(18) . ?
N1 H1C 0.9228 . ?
N1 H1A 0.9128 . ?
N1 H1B 0.9240 . ?
C1 C2 1.384(2) . ?
C1 C6 1.387(2) . ?
C1 C7 1.521(2) . ?
O2 C9 1.206(2) . ?
C2 C3 1.384(3) . ?
C2 H2 0.9300 . ?
O3 C11 1.3781(19) . ?
O3 C17 1.4244(19) . ?
C3 C4 1.373(3) . ?
C3 H3 0.9300 . ?
O4 C18 1.2564(19) . ?
C4 C5 1.371(2) . ?
O5 C18 1.2577(18) . ?
C5 C6 1.388(2) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 C10 1.526(2) . ?
C7 C8 1.539(2) . ?
C7 H7 0.9800 . ?
C8 C9 1.513(2) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.387(2) . ?
C11 C16 1.388(2) . ?
C12 C13 1.392(2) . ?
C12 H12 0.9300 . ?
C13 C14 1.377(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.379(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.380(2) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 C18 1.515(2) . ?
C17 H17B 0.9700 . ?
C17 H17A 0.9700 . ?

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
C9 O1 H1 111.1 . . ?
C10 N1 H1C 111.8 . . ?
C10 N1 H1A 109.3 . . ?
H1C N1 H1A 112.3 . . ?
C10 N1 H1B 108.9 . . ?
H1C N1 H1B 108.4 . . ?
H1A N1 H1B 105.9 . . ?
C2 C1 C6 117.82(15) . . ?
C2 C1 C7 119.97(14) . . ?
C6 C1 C7 122.14(14) . . ?
C3 C2 C1 121.84(16) . . ?
C3 C2 H2 119.1 . . ?
C1 C2 H2 119.1 . . ?
C11 O3 C17 116.63(12) . . ?
C4 C3 C2 118.89(16) . . ?
C4 C3 H3 120.6 . . ?
C2 C3 H3 120.6 . . ?
C5 C4 C3 120.94(16) . . ?
C5 C4 CL1 119.36(14) . . ?
C3 C4 CL1 119.69(13) . . ?
C4 C5 C6 119.55(16) . . ?
C4 C5 H5 120.2 . . ?
C6 C5 H5 120.2 . . ?
C1 C6 C5 120.93(15) . . ?
C1 C6 H6 119.5 . . ?
C5 C6 H6 119.5 . . ?
C1 C7 C10 114.28(12) . . ?
C1 C7 C8 108.48(12) . . ?
C10 C7 C8 109.15(12) . . ?
C1 C7 H7 108.3 . . ?
C10 C7 H7 108.3 . . ?
C8 C7 H7 108.3 . . ?
C9 C8 C7 113.76(13) . . ?
C9 C8 H8A 108.8 . . ?
C7 C8 H8A 108.8 . . ?
C9 C8 H8B 108.8 . . ?
C7 C8 H8B 108.8 . . ?
H8A C8 H8B 107.7 . . ?
O2 C9 O1 124.07(15) . . ?
O2 C9 C8 124.48(15) . . ?
O1 C9 C8 111.44(14) . . ?
N1 C10 C7 112.19(12) . . ?
N1 C10 H10A 109.2 . . ?
C7 C10 H10A 109.2 . . ?
N1 C10 H10B 109.2 . . ?
C7 C10 H10B 109.2 . . ?
H10A C10 H10B 107.9 . . ?
O3 C11 C12 124.70(15) . . ?
O3 C11 C16 115.35(15) . . ?
C12 C11 C16 119.92(15) . . ?
C11 C12 C13 119.28(17) . . ?
C11 C12 H12 120.4 . . ?
C13 C12 H12 120.4 . . ?
C14 C13 C12 120.90(17) . . ?
C14 C13 H13 119.6 . . ?
C12 C13 H13 119.6 . . ?
C13 C14 C15 119.21(17) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 H14 120.4 . . ?
C14 C15 C16 120.93(18) . . ?
C14 C15 H15 119.5 . . ?
C16 C15 H15 119.5 . . ?
C15 C16 C11 119.76(17) . . ?
C15 C16 H16 120.1 . . ?
C11 C16 H16 120.1 . . ?
O3 C17 C18 110.33(12) . . ?
O3 C17 H17B 109.6 . . ?
C18 C17 H17B 109.6 . . ?
O3 C17 H17A 109.6 . . ?
C18 C17 H17A 109.6 . . ?
H17B C17 H17A 108.1 . . ?
O4 C18 O5 125.21(14) . . ?
O4 C18 C17 119.64(13) . . ?
O5 C18 C17 115.15(13) . . ?

_refine_diff_density_max         0.319
_refine_diff_density_min         -0.281
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_bac-24clpoa-w
_database_code_depnum_ccdc_archive 'CCDC 2031579'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H26 Cl5 N O9'
_chemical_formula_weight         673.73

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   7.4548(15)
_cell_length_b                   13.856(3)
_cell_length_c                   14.684(3)
_cell_angle_alpha                81.27(3)
_cell_angle_beta                 81.44(3)
_cell_angle_gamma                80.50(3)
_cell_volume                     1466.7(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6522
_cell_measurement_theta_min      1.414
_cell_measurement_theta_max      27.174

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.526
_exptl_crystal_F_000             692
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.120
_exptl_crystal_size_mid          0.110
_exptl_crystal_size_min          0.100
_exptl_absorpt_coefficient_mu    0.548
_shelx_estimated_absorpt_T_min   0.937
_shelx_estimated_absorpt_T_max   0.947
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.911
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            35463
_diffrn_reflns_av_unetI/netI     0.0389
_diffrn_reflns_av_R_equivalents  0.0467
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.414
_diffrn_reflns_theta_max         27.174
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             6522
_reflns_number_gt                4732
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0376P)²+0.4636P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_extinction_coef       ?
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         6522
_refine_ls_number_parameters     399
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0621
_refine_ls_R_factor_gt           0.0374
_refine_ls_wR_factor_ref         0.0906
_refine_ls_wR_factor_gt          0.0806
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 -0.37617(9) 0.37684(5) 0.48542(4) 0.04729(17) Uani 1 1 d . . . . .
O1 O 0.4571(2) 0.29648(11) 0.82667(11) 0.0316(4) Uani 1 1 d . . . . .
N1 N -0.1542(2) 0.45525(14) 0.90094(13) 0.0247(4) Uani 1 1 d . . . . .
C1 C -0.0314(3) 0.39779(14) 0.70782(13) 0.0232(4) Uani 1 1 d . . . . .
H1 H 0.544(4) 0.2833(18) 0.8563(17) 0.051(8) Uiso 1 1 d . . . . .
H9B H 0.421(6) 0.644(3) 0.927(3) 0.119(15) Uiso 1 1 d . . . . .
H7A H 1.006(4) 0.212(2) 1.001(2) 0.088(10) Uiso 1 1 d . . . . .
CL2 Cl 0.26543(7) 0.84460(4) 0.75851(4) 0.03838(15) Uani 1 1 d . . . . .
O2 O 0.52454(19) 0.44949(10) 0.81303(10) 0.0320(3) Uani 1 1 d . . . . .
C2 C -0.1007(3) 0.31170(15) 0.70453(13) 0.0263(4) Uani 1 1 d . . . . .
H2 H -0.072709 0.255808 0.748940 0.032 Uiso 1 1 calc R U . . .
CL3 Cl 0.79687(10) 0.75482(5) 0.48165(4) 0.05197(18) Uani 1 1 d . . . . .
O3 O 0.55955(17) 0.81838(10) 0.87053(9) 0.0259(3) Uani 1 1 d . . . . .
C3 C -0.2098(3) 0.30555(15) 0.63781(14) 0.0291(5) Uani 1 1 d . . . . .
H3 H -0.256081 0.246012 0.636130 0.035 Uiso 1 1 calc R U . . .
CL4 Cl 0.26996(6) 0.10241(4) 0.81414(4) 0.03179(13) Uani 1 1 d . . . . .
O4 O 0.70121(19) 0.63762(10) 0.95517(10) 0.0308(3) Uani 1 1 d . . . . .
C4 C -0.2506(3) 0.38718(16) 0.57372(14) 0.0287(5) Uani 1 1 d . . . . .
CL5 Cl 0.74953(9) 0.03245(5) 0.51202(4) 0.05296(18) Uani 1 1 d . . . . .
O5 O 0.92644(18) 0.69933(10) 0.99877(10) 0.0292(3) Uani 1 1 d . . . . .
C5 C -0.1883(3) 0.47451(16) 0.57637(15) 0.0328(5) Uani 1 1 d . . . . .
H5 H -0.219832 0.530702 0.532882 0.039 Uiso 1 1 calc R U . . .
O6 O 0.58701(17) 0.07275(10) 0.90941(9) 0.0250(3) Uani 1 1 d . . . . .
C6 C -0.0788(3) 0.47936(16) 0.64343(14) 0.0317(5) Uani 1 1 d . . . . .
H6 H -0.035126 0.539534 0.645544 0.038 Uiso 1 1 calc R U . . .
O7 O 0.95012(18) 0.14717(10) 1.00341(10) 0.0292(3) Uani 1 1 d . . . . .
C7 C 0.0951(3) 0.40055(15) 0.77934(13) 0.0245(4) Uani 1 1 d . . . . .
H7 H 0.108157 0.334588 0.818242 0.029 Uiso 1 1 calc R U . . .
O8 O 0.74150(18) 0.23891(10) 0.92055(9) 0.0278(3) Uani 1 1 d . . . . .
C8 C 0.2878(3) 0.41887(17) 0.73115(14) 0.0316(5) Uani 1 1 d . . . . .
H8B H 0.321676 0.380161 0.678174 0.038 Uiso 1 1 calc R U . . .
H8A H 0.283010 0.489574 0.705965 0.038 Uiso 1 1 calc R U . . .
O9 O 0.3357(3) 0.61166(15) 0.91508(14) 0.0512(5) Uani 1 1 d . . . . .
H1A H -0.132(3) 0.4038(18) 0.9435(17) 0.040(7) Uiso 1 1 d . . . . .
H1C H -0.234(3) 0.4409(16) 0.8674(15) 0.035(6) Uiso 1 1 d . . . . .
H9A H 0.397(5) 0.568(2) 0.879(2) 0.084(11) Uiso 1 1 d . . . . .
H1B H -0.207(3) 0.506(2) 0.9338(17) 0.051(8) Uiso 1 1 d . . . . .
C9 C 0.4348(3) 0.39147(15) 0.79480(13) 0.0249(4) Uani 1 1 d . . . . .
C10 C 0.0177(3) 0.47815(15) 0.84353(14) 0.0268(4) Uani 1 1 d . . . . .
H10A H 0.109495 0.481889 0.884668 0.032 Uiso 1 1 calc R U . . .
H10B H -0.006076 0.543425 0.805846 0.032 Uiso 1 1 calc R U . . .
C11 C 0.6244(3) 0.80033(14) 0.78168(13) 0.0236(4) Uani 1 1 d . . . . .
C12 C 0.4953(3) 0.80988(15) 0.72041(14) 0.0267(4) Uani 1 1 d . . . . .
C13 C 0.5464(3) 0.79499(15) 0.62845(14) 0.0321(5) Uani 1 1 d . . . . .
H13 H 0.456835 0.801238 0.587361 0.038 Uiso 1 1 calc R U . . .
C14 C 0.7305(3) 0.77084(16) 0.59775(14) 0.0351(5) Uani 1 1 d . . . . .
C15 C 0.8614(3) 0.76091(16) 0.65662(15) 0.0346(5) Uani 1 1 d . . . . .
H15 H 0.987443 0.744748 0.634244 0.041 Uiso 1 1 calc R U . . .
C16 C 0.8082(3) 0.77462(15) 0.74880(14) 0.0289(5) Uani 1 1 d . . . . .
H16 H 0.898220 0.766361 0.789927 0.035 Uiso 1 1 calc R U . . .
C17 C 0.6932(3) 0.81256(14) 0.93162(14) 0.0246(4) Uani 1 1 d . . . . .
H17A H 0.635376 0.844003 0.987085 0.030 Uiso 1 1 calc R U . . .
H17B H 0.791767 0.850274 0.900029 0.030 Uiso 1 1 calc R U . . .
C18 C 0.7777(3) 0.70755(14) 0.96275(13) 0.0228(4) Uani 1 1 d . . . . .
C19 C 0.6372(3) 0.06404(13) 0.81728(13) 0.0221(4) Uani 1 1 d . . . . .
C20 C 0.4943(3) 0.07507(14) 0.76294(14) 0.0242(4) Uani 1 1 d . . . . .
C21 C 0.5285(3) 0.06526(15) 0.66995(14) 0.0294(5) Uani 1 1 d . . . . .
H21 H 0.430190 0.073020 0.633796 0.035 Uiso 1 1 calc R U . . .
C22 C 0.7079(3) 0.04394(15) 0.62980(14) 0.0313(5) Uani 1 1 d . . . . .
C23 C 0.8511(3) 0.03337(15) 0.68148(15) 0.0313(5) Uani 1 1 d . . . . .
H23 H 0.973802 0.019098 0.653003 0.038 Uiso 1 1 calc R U . . .
C24 C 0.8160(3) 0.04358(14) 0.77524(14) 0.0261(4) Uani 1 1 d . . . . .
H24 H 0.914935 0.036509 0.810825 0.031 Uiso 1 1 calc R U . . .
C25 C 0.7270(3) 0.06556(14) 0.96779(13) 0.0238(4) Uani 1 1 d . . . . .
H25A H 0.826096 0.011852 0.951047 0.029 Uiso 1 1 calc R U . . .
H25B H 0.674932 0.047490 1.033047 0.029 Uiso 1 1 calc R U . . .
C26 C 0.8081(2) 0.15953(14) 0.96078(12) 0.0214(4) Uani 1 1 d . . . . .


_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 C4 1.744(2) . ?
O1 C9 1.320(2) . ?
N1 C10 1.478(3) . ?
C1 C2 1.386(3) . ?
C1 C6 1.393(3) . ?
C1 C7 1.521(3) . ?
CL2 C12 1.734(2) . ?
O2 C9 1.209(2) . ?
C2 C3 1.384(3) . ?
CL3 C14 1.740(2) . ?
O3 C11 1.368(2) . ?
O3 C17 1.422(2) . ?
C3 C4 1.381(3) . ?
CL4 C20 1.735(2) . ?
O4 C18 1.229(2) . ?
C4 C5 1.373(3) . ?
CL5 C22 1.738(2) . ?
O5 C18 1.280(2) . ?
C5 C6 1.385(3) . ?
O6 C19 1.367(2) . ?
O6 C25 1.428(2) . ?
O7 C26 1.283(2) . ?
C7 C10 1.522(3) . ?
C7 C8 1.547(3) . ?
O8 C26 1.231(2) . ?
C8 C9 1.509(3) . ?
C11 C16 1.390(3) . ?
C11 C12 1.390(3) . ?
C12 C13 1.384(3) . ?
C13 C14 1.381(3) . ?
C14 C15 1.375(3) . ?
C15 C16 1.385(3) . ?
C17 C18 1.518(3) . ?
C19 C24 1.386(3) . ?
C19 C20 1.399(3) . ?
C20 C21 1.374(3) . ?
C21 C22 1.383(3) . ?
C22 C23 1.376(3) . ?
C23 C24 1.387(3) . ?
C25 C26 1.508(3) . ?

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
C2 C1 C6 118.10(18) . . ?
C2 C1 C7 119.90(17) . . ?
C6 C1 C7 122.00(18) . . ?
C3 C2 C1 121.29(19) . . ?
C11 O3 C17 116.35(15) . . ?
C4 C3 C2 119.04(19) . . ?
C5 C4 C3 121.27(19) . . ?
C5 C4 CL1 119.80(16) . . ?
C3 C4 CL1 118.88(16) . . ?
C4 C5 C6 118.95(19) . . ?
C19 O6 C25 118.85(15) . . ?
C5 C6 C1 121.3(2) . . ?
C1 C7 C10 112.07(16) . . ?
C1 C7 C8 110.71(16) . . ?
C10 C7 C8 110.08(17) . . ?
C9 C8 C7 113.57(16) . . ?
O2 C9 O1 123.81(18) . . ?
O2 C9 C8 123.86(19) . . ?
O1 C9 C8 112.32(18) . . ?
N1 C10 C7 111.78(16) . . ?
O3 C11 C16 124.81(17) . . ?
O3 C11 C12 116.75(17) . . ?
C16 C11 C12 118.44(18) . . ?
C13 C12 C11 121.50(19) . . ?
C13 C12 CL2 118.87(16) . . ?
C11 C12 CL2 119.61(16) . . ?
C14 C13 C12 118.55(19) . . ?
C15 C14 C13 121.3(2) . . ?
C15 C14 CL3 119.68(18) . . ?
C13 C14 CL3 118.99(17) . . ?
C14 C15 C16 119.6(2) . . ?
C15 C16 C11 120.62(19) . . ?
O3 C17 C18 113.35(16) . . ?
O4 C18 O5 124.31(18) . . ?
O4 C18 C17 120.42(17) . . ?
O5 C18 C17 115.24(17) . . ?
O6 C19 C24 125.14(17) . . ?
O6 C19 C20 116.28(17) . . ?
C24 C19 C20 118.57(18) . . ?
C21 C20 C19 121.31(18) . . ?
C21 C20 CL4 119.55(15) . . ?
C19 C20 CL4 119.14(15) . . ?
C20 C21 C22 119.04(19) . . ?
C23 C22 C21 120.86(19) . . ?
C23 C22 CL5 120.49(17) . . ?
C21 C22 CL5 118.64(16) . . ?
C22 C23 C24 119.89(19) . . ?
C19 C24 C23 120.34(18) . . ?
O6 C25 C26 113.54(15) . . ?
O8 C26 O7 124.62(18) . . ?
O8 C26 C25 123.19(17) . . ?
O7 C26 C25 112.17(16) . . ?

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
C6 C1 C2 C3 1.7(3) . . . . ?
C7 C1 C2 C3 -177.25(18) . . . . ?
C1 C2 C3 C4 -0.3(3) . . . . ?
C2 C3 C4 C5 -1.5(3) . . . . ?
C2 C3 C4 CL1 176.05(16) . . . . ?
C3 C4 C5 C6 1.6(3) . . . . ?
CL1 C4 C5 C6 -175.86(17) . . . . ?
C4 C5 C6 C1 -0.1(3) . . . . ?
C2 C1 C6 C5 -1.5(3) . . . . ?
C7 C1 C6 C5 177.4(2) . . . . ?
C2 C1 C7 C10 -120.5(2) . . . . ?
C6 C1 C7 C10 60.6(2) . . . . ?
C2 C1 C7 C8 116.2(2) . . . . ?
C6 C1 C7 C8 -62.7(2) . . . . ?
C1 C7 C8 C9 -161.94(17) . . . . ?
C10 C7 C8 C9 73.6(2) . . . . ?
C7 C8 C9 O2 -118.9(2) . . . . ?
C7 C8 C9 O1 62.5(2) . . . . ?
C1 C7 C10 N1 64.5(2) . . . . ?
C8 C7 C10 N1 -171.86(15) . . . . ?
C17 O3 C11 C16 1.8(3) . . . . ?
C17 O3 C11 C12 -177.41(17) . . . . ?
O3 C11 C12 C13 178.86(18) . . . . ?
C16 C11 C12 C13 -0.4(3) . . . . ?
O3 C11 C12 CL2 0.7(3) . . . . ?
C16 C11 C12 CL2 -178.54(15) . . . . ?
C11 C12 C13 C14 -0.5(3) . . . . ?
CL2 C12 C13 C14 177.68(16) . . . . ?
C12 C13 C14 C15 0.4(3) . . . . ?
C12 C13 C14 CL3 -178.49(16) . . . . ?
C13 C14 C15 C16 0.5(3) . . . . ?
CL3 C14 C15 C16 179.40(16) . . . . ?
C14 C15 C16 C11 -1.4(3) . . . . ?
O3 C11 C16 C15 -177.86(19) . . . . ?
C12 C11 C16 C15 1.3(3) . . . . ?
C11 O3 C17 C18 -73.8(2) . . . . ?
O3 C17 C18 O4 -18.1(3) . . . . ?
O3 C17 C18 O5 163.98(16) . . . . ?
C25 O6 C19 C24 3.4(3) . . . . ?
C25 O6 C19 C20 -177.88(16) . . . . ?
O6 C19 C20 C21 -178.30(17) . . . . ?
C24 C19 C20 C21 0.5(3) . . . . ?
O6 C19 C20 CL4 2.1(2) . . . . ?
C24 C19 C20 CL4 -179.10(14) . . . . ?
C19 C20 C21 C22 0.1(3) . . . . ?
CL4 C20 C21 C22 179.68(16) . . . . ?
C20 C21 C22 C23 -0.5(3) . . . . ?
C20 C21 C22 CL5 -179.61(16) . . . . ?
C21 C22 C23 C24 0.4(3) . . . . ?
CL5 C22 C23 C24 179.44(16) . . . . ?
O6 C19 C24 C23 178.03(18) . . . . ?
C20 C19 C24 C23 -0.7(3) . . . . ?
C22 C23 C24 C19 0.2(3) . . . . ?
C19 O6 C25 C26 80.2(2) . . . . ?
O6 C25 C26 O8 11.0(3) . . . . ?
O6 C25 C26 O7 -170.76(15) . . . . ?

_refine_diff_density_max         0.338
_refine_diff_density_min         -0.432
_refine_diff_density_rms         0.054

####################################################################### 
# 
# 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_bac-34lut-w
_database_code_depnum_ccdc_archive 'CCDC 2031581'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          395.87
_chemical_formula_moiety         ?
_chemical_formula_sum            'C27 H35 Cl2 N3 O5'
_chemical_formula_weight         552.48

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   5.9469(12)
_cell_length_b                   12.127(2)
_cell_length_c                   20.466(4)
_cell_angle_alpha                101.74(3)
_cell_angle_beta                 92.00(3)
_cell_angle_gamma                101.56(3)
_cell_volume                     1411.3(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6727
_cell_measurement_theta_min      1.830
_cell_measurement_theta_max      27.914

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.300
_exptl_crystal_F_000             584
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.271
_shelx_estimated_absorpt_T_min   0.928
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.907
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31056
_diffrn_reflns_av_unetI/netI     0.0308
_diffrn_reflns_av_R_equivalents  0.0343
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.830
_diffrn_reflns_theta_max         27.914
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             6727
_reflns_number_gt                5143
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0395P)²+0.4647P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6727
_refine_ls_number_parameters     368
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0582
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0980
_refine_ls_wR_factor_gt          0.0887
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_restrained_S_all      1.033
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N11 N 0.1764(3) 0.73140(12) 0.29734(7) 0.0356(3) Uani 1 1 d . . . . .
C12 C 0.2116(3) 0.67404(14) 0.34470(9) 0.0365(4) Uani 1 1 d . . . . .
H12 H 0.334369 0.634230 0.340635 0.044 Uiso 1 1 calc R U . . .
C13 C 0.0822(3) 0.66848(16) 0.39911(9) 0.0423(4) Uani 1 1 d . . . . .
C14 C -0.0956(3) 0.72876(18) 0.40633(9) 0.0465(5) Uani 1 1 d . . . . .
C15 C -0.1314(3) 0.78858(17) 0.35787(10) 0.0467(5) Uani 1 1 d . . . . .
H15 H -0.250682 0.830624 0.361025 0.056 Uiso 1 1 calc R U . . .
C16 C 0.0050(3) 0.78775(15) 0.30486(9) 0.0417(4) Uani 1 1 d . . . . .
H16 H -0.024418 0.829394 0.272029 0.050 Uiso 1 1 calc R U . . .
C17 C -0.2455(4) 0.7250(3) 0.46425(12) 0.0894(10) Uani 1 1 d . . . . .
H17A H -0.342884 0.647755 0.458549 0.134 Uiso 1 1 calc R U . . .
H17B H -0.342851 0.781617 0.465540 0.134 Uiso 1 1 calc R U . . .
H17C H -0.147868 0.743249 0.506233 0.134 Uiso 1 1 calc R U . . .
H1E H -0.080(3) 1.1966(14) 0.0652(8) 0.028(4) Uiso 1 1 d . . . . .
H1B H 0.261(3) 0.7887(16) 0.1571(9) 0.038(5) Uiso 1 1 d . . . . .
H1D H -0.288(3) 1.1073(15) 0.0400(8) 0.028(4) Uiso 1 1 d . . . . .
H1A H 0.487(3) 0.7500(14) 0.1586(8) 0.030(4) Uiso 1 1 d . . . . .
H1F H -0.309(3) 1.2293(16) 0.0592(9) 0.036(5) Uiso 1 1 d . . . . .
H1C H 0.305(3) 0.7203(16) 0.2078(10) 0.041(5) Uiso 1 1 d . . . . .
H19B H -0.267(3) 0.9226(18) -0.0465(9) 0.043(5) Uiso 1 1 d . . . . .
H19A H -0.231(4) 1.0154(18) -0.0759(11) 0.050(6) Uiso 1 1 d . . . . .
C18 C 0.1306(5) 0.5956(2) 0.44758(13) 0.0787(8) Uani 1 1 d . . . . .
H18C H 0.172888 0.644652 0.492407 0.118 Uiso 1 1 calc R U . . .
H18B H 0.257677 0.558455 0.433024 0.118 Uiso 1 1 calc R U . . .
H18A H -0.007387 0.536486 0.448734 0.118 Uiso 1 1 calc R U . . .
O19 O -0.29002(18) 0.99010(9) -0.04237(5) 0.0245(2) Uani 1 1 d . . . . .
CL1A Cl 0.50010(11) 0.36473(5) 0.36226(3) 0.06205(17) Uani 1 1 d . . . . .
O1A O 0.56519(17) 0.34285(8) 0.04009(5) 0.0281(2) Uani 1 1 d . . . . .
N1A N 0.3300(2) 0.73036(10) 0.16332(6) 0.0203(2) Uani 1 1 d . . . . .
C1A C 0.3884(2) 0.49412(11) 0.17315(7) 0.0201(3) Uani 1 1 d . . . . .
O2A O 0.22988(18) 0.23092(8) 0.05245(6) 0.0296(2) Uani 1 1 d . . . . .
C2A C 0.6048(3) 0.51916(13) 0.20762(8) 0.0285(3) Uani 1 1 d . . . . .
H2A H 0.731262 0.563654 0.190994 0.034 Uiso 1 1 calc R U . . .
C3A C 0.6397(3) 0.48048(15) 0.26576(8) 0.0355(4) Uani 1 1 d . . . . .
H3A H 0.788471 0.498142 0.288655 0.043 Uiso 1 1 calc R U . . .
C4A C 0.4558(3) 0.41616(14) 0.28984(8) 0.0352(4) Uani 1 1 d . . . . .
C5A C 0.2368(3) 0.39302(14) 0.25829(8) 0.0347(4) Uani 1 1 d . . . . .
H5A H 0.109928 0.351069 0.276145 0.042 Uiso 1 1 calc R U . . .
C6A C 0.2053(3) 0.43204(12) 0.20018(8) 0.0269(3) Uani 1 1 d . . . . .
H6A H 0.055270 0.416046 0.178253 0.032 Uiso 1 1 calc R U . . .
C7A C 0.3579(2) 0.53045(11) 0.10724(7) 0.0193(3) Uani 1 1 d . . . . .
H7A H 0.514570 0.560757 0.093843 0.023 Uiso 1 1 calc R U . . .
C8A C 0.2384(2) 0.42855(11) 0.05081(7) 0.0216(3) Uani 1 1 d . . . . .
H8A H 0.074321 0.405282 0.059043 0.026 Uiso 1 1 calc R U . . .
H8B H 0.245039 0.453046 0.007511 0.026 Uiso 1 1 calc R U . . .
C9A C 0.3535(2) 0.32564(11) 0.04693(7) 0.0210(3) Uani 1 1 d . . . . .
C10A C 0.2216(2) 0.62601(11) 0.11193(7) 0.0207(3) Uani 1 1 d . . . . .
H10B H 0.211134 0.647057 0.067821 0.025 Uiso 1 1 calc R U . . .
H10A H 0.063229 0.596776 0.123131 0.025 Uiso 1 1 calc R U . . .
CL1B Cl -0.31099(10) 1.07021(5) 0.45181(2) 0.05782(16) Uani 1 1 d . . . . .
O1B O 0.12144(16) 0.90200(8) 0.14154(5) 0.0232(2) Uani 1 1 d . . . . .
N1B N -0.2364(2) 1.17452(10) 0.06960(6) 0.0192(2) Uani 1 1 d . . . . .
C1B C -0.1946(2) 1.07494(11) 0.23479(7) 0.0193(3) Uani 1 1 d . . . . .
O2B O -0.20200(17) 0.77742(8) 0.14884(5) 0.0265(2) Uani 1 1 d . . . . .
C2B C -0.0123(3) 1.11014(12) 0.28363(7) 0.0251(3) Uani 1 1 d . . . . .
H2B H 0.138689 1.135202 0.271116 0.030 Uiso 1 1 calc R U . . .
C3B C -0.0452(3) 1.10964(14) 0.35045(8) 0.0332(4) Uani 1 1 d . . . . .
H3B H 0.081371 1.134224 0.383377 0.040 Uiso 1 1 calc R U . . .
C4B C -0.2657(3) 1.07267(14) 0.36819(8) 0.0329(4) Uani 1 1 d . . . . .
C5B C -0.4509(3) 1.03561(14) 0.32071(8) 0.0320(4) Uani 1 1 d . . . . .
H5B H -0.601096 1.009431 0.333419 0.038 Uiso 1 1 calc R U . . .
C6B C -0.4150(3) 1.03707(13) 0.25427(8) 0.0267(3) Uani 1 1 d . . . . .
H6B H -0.541965 1.011969 0.221483 0.032 Uiso 1 1 calc R U . . .
C7B C -0.1552(2) 1.07664(11) 0.16187(7) 0.0175(3) Uani 1 1 d . . . . .
H7B H 0.013566 1.103539 0.158636 0.021 Uiso 1 1 calc R U . . .
C8B C -0.2318(2) 0.95452(11) 0.11719(7) 0.0188(3) Uani 1 1 d . . . . .
H8C H -0.397989 0.925682 0.120571 0.023 Uiso 1 1 calc R U . . .
H8D H -0.208930 0.958309 0.069945 0.023 Uiso 1 1 calc R U . . .
C9B C -0.0967(2) 0.87084(11) 0.13755(6) 0.0180(3) Uani 1 1 d . . . . .
C10B C -0.2803(2) 1.16284(11) 0.13904(7) 0.0192(3) Uani 1 1 d . . . . .
H10C H -0.447963 1.137225 0.141779 0.023 Uiso 1 1 calc R U . . .
H10D H -0.229315 1.239110 0.169750 0.023 Uiso 1 1 calc R U . . .


_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
N11 C16 1.333(2) . ?
N11 C12 1.336(2) . ?
C12 C13 1.381(2) . ?
C12 H12 0.9500 . ?
C13 C14 1.397(3) . ?
C13 C18 1.512(3) . ?
C14 C15 1.377(3) . ?
C14 C17 1.510(3) . ?
C15 C16 1.377(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18C 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18A 0.9800 . ?
O19 H19B 0.85(2) . ?
O19 H19A 0.86(2) . ?
CL1A C4A 1.7523(16) . ?
O1A C9A 1.2520(17) . ?
N1A C10A 1.4855(19) . ?
N1A H1B 0.912(19) . ?
N1A H1A 0.932(18) . ?
N1A H1C 0.954(19) . ?
C1A C2A 1.392(2) . ?
C1A C6A 1.393(2) . ?
C1A C7A 1.5178(19) . ?
O2A C9A 1.2620(17) . ?
C2A C3A 1.388(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.378(2) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.383(2) . ?
C5A C6A 1.386(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A C10A 1.5313(18) . ?
C7A C8A 1.541(2) . ?
C7A H7A 1.0000 . ?
C8A C9A 1.5291(18) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C10A H10B 0.9900 . ?
C10A H10A 0.9900 . ?
CL1B C4B 1.7472(16) . ?
O1B C9B 1.2713(17) . ?
N1B C10B 1.4838(18) . ?
N1B H1E 0.926(18) . ?
N1B H1D 0.901(18) . ?
N1B H1F 0.916(19) . ?
C1B C2B 1.386(2) . ?
C1B C6B 1.399(2) . ?
C1B C7B 1.5224(19) . ?
O2B C9B 1.2496(16) . ?
C2B C3B 1.389(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.384(2) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.382(2) . ?
C5B C6B 1.387(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B C10B 1.5335(18) . ?
C7B C8B 1.5447(19) . ?
C7B H7B 1.0000 . ?
C8B C9B 1.5245(18) . ?
C8B H8C 0.9900 . ?
C8B H8D 0.9900 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?

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
C16 N11 C12 116.32(15) . . ?
N11 C12 C13 124.69(17) . . ?
N11 C12 H12 117.7 . . ?
C13 C12 H12 117.7 . . ?
C12 C13 C14 118.10(16) . . ?
C12 C13 C18 119.9(2) . . ?
C14 C13 C18 121.99(19) . . ?
C15 C14 C13 117.37(17) . . ?
C15 C14 C17 121.9(2) . . ?
C13 C14 C17 120.8(2) . . ?
C14 C15 C16 120.29(18) . . ?
C14 C15 H15 119.9 . . ?
C16 C15 H15 119.9 . . ?
N11 C16 C15 123.22(17) . . ?
N11 C16 H16 118.4 . . ?
C15 C16 H16 118.4 . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17A C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18C 109.5 . . ?
C13 C18 H18B 109.5 . . ?
H18C C18 H18B 109.5 . . ?
C13 C18 H18A 109.5 . . ?
H18C C18 H18A 109.5 . . ?
H18B C18 H18A 109.5 . . ?
H19B O19 H19A 105.9(18) . . ?
C10A N1A H1B 107.6(11) . . ?
C10A N1A H1A 110.1(10) . . ?
H1B N1A H1A 110.0(15) . . ?
C10A N1A H1C 112.3(11) . . ?
H1B N1A H1C 106.9(15) . . ?
H1A N1A H1C 109.8(15) . . ?
C2A C1A C6A 117.75(13) . . ?
C2A C1A C7A 120.37(13) . . ?
C6A C1A C7A 121.86(13) . . ?
C3A C2A C1A 121.41(15) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C4A C3A C2A 119.17(15) . . ?
C4A C3A H3A 120.4 . . ?
C2A C3A H3A 120.4 . . ?
C3A C4A C5A 121.05(15) . . ?
C3A C4A CL1A 119.35(13) . . ?
C5A C4A CL1A 119.59(13) . . ?
C4A C5A C6A 118.93(15) . . ?
C4A C5A H5A 120.5 . . ?
C6A C5A H5A 120.5 . . ?
C5A C6A C1A 121.62(14) . . ?
C5A C6A H6A 119.2 . . ?
C1A C6A H6A 119.2 . . ?
C1A C7A C10A 113.14(11) . . ?
C1A C7A C8A 112.19(11) . . ?
C10A C7A C8A 108.18(11) . . ?
C1A C7A H7A 107.7 . . ?
C10A C7A H7A 107.7 . . ?
C8A C7A H7A 107.7 . . ?
C9A C8A C7A 111.19(11) . . ?
C9A C8A H8A 109.4 . . ?
C7A C8A H8A 109.4 . . ?
C9A C8A H8B 109.4 . . ?
C7A C8A H8B 109.4 . . ?
H8A C8A H8B 108.0 . . ?
O1A C9A O2A 125.01(13) . . ?
O1A C9A C8A 117.15(12) . . ?
O2A C9A C8A 117.82(12) . . ?
N1A C10A C7A 112.11(11) . . ?
N1A C10A H10B 109.2 . . ?
C7A C10A H10B 109.2 . . ?
N1A C10A H10A 109.2 . . ?
C7A C10A H10A 109.2 . . ?
H10B C10A H10A 107.9 . . ?
C10B N1B H1E 111.1(10) . . ?
C10B N1B H1D 111.4(10) . . ?
H1E N1B H1D 107.2(14) . . ?
C10B N1B H1F 108.8(11) . . ?
H1E N1B H1F 109.0(15) . . ?
H1D N1B H1F 109.3(15) . . ?
C2B C1B C6B 118.22(13) . . ?
C2B C1B C7B 120.77(12) . . ?
C6B C1B C7B 121.01(13) . . ?
C1B C2B C3B 121.55(14) . . ?
C1B C2B H2B 119.2 . . ?
C3B C2B H2B 119.2 . . ?
C4B C3B C2B 118.82(15) . . ?
C4B C3B H3B 120.6 . . ?
C2B C3B H3B 120.6 . . ?
C5B C4B C3B 121.18(14) . . ?
C5B C4B CL1B 119.16(13) . . ?
C3B C4B CL1B 119.65(13) . . ?
C4B C5B C6B 119.21(14) . . ?
C4B C5B H5B 120.4 . . ?
C6B C5B H5B 120.4 . . ?
C5B C6B C1B 121.01(15) . . ?
C5B C6B H6B 119.5 . . ?
C1B C6B H6B 119.5 . . ?
C1B C7B C10B 109.59(11) . . ?
C1B C7B C8B 110.85(11) . . ?
C10B C7B C8B 111.93(11) . . ?
C1B C7B H7B 108.1 . . ?
C10B C7B H7B 108.1 . . ?
C8B C7B H7B 108.1 . . ?
C9B C8B C7B 111.70(11) . . ?
C9B C8B H8C 109.3 . . ?
C7B C8B H8C 109.3 . . ?
C9B C8B H8D 109.3 . . ?
C7B C8B H8D 109.3 . . ?
H8C C8B H8D 107.9 . . ?
O2B C9B O1B 123.95(12) . . ?
O2B C9B C8B 119.73(12) . . ?
O1B C9B C8B 116.32(11) . . ?
N1B C10B C7B 112.39(11) . . ?
N1B C10B H10C 109.1 . . ?
C7B C10B H10C 109.1 . . ?
N1B C10B H10D 109.1 . . ?
C7B C10B H10D 109.1 . . ?
H10C C10B H10D 107.9 . . ?

_refine_diff_density_max         0.289
_refine_diff_density_min         -0.279
_refine_diff_density_rms         0.042

####################################################################### 
# 
# 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_bac-sa-w
_database_code_depnum_ccdc_archive 'CCDC 2031576'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          415.51
_chemical_formula_moiety         ?
_chemical_formula_sum            'C17 H20 Cl N O6'
_chemical_formula_weight         369.79

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   14.010(3)
_cell_length_b                   17.797(4)
_cell_length_c                   7.0663(14)
_cell_angle_alpha                90
_cell_angle_beta                 91.43(3)
_cell_angle_gamma                90
_cell_volume                     1761.3(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4399
_cell_measurement_theta_min      1.454
_cell_measurement_theta_max      28.367

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.395
_exptl_crystal_F_000             776
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.060
_exptl_absorpt_coefficient_mu    0.250
_shelx_estimated_absorpt_T_min   0.922
_shelx_estimated_absorpt_T_max   0.985
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.909
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            22262
_diffrn_reflns_av_unetI/netI     0.0387
_diffrn_reflns_av_R_equivalents  0.0429
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -23
_diffrn_reflns_limit_k_max       23
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         1.454
_diffrn_reflns_theta_max         28.367
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             4399
_reflns_number_gt                3001
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0397P)²+0.6253P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4399
_refine_ls_number_parameters     273
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0785
_refine_ls_R_factor_gt           0.0451
_refine_ls_wR_factor_ref         0.1073
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.031
_refine_ls_restrained_S_all      1.031
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.04719(4) 0.09864(4) -0.71624(8) 0.05711(19) Uani 1 1 d . . . . .
O1 O 0.44027(12) 0.05677(8) 0.3188(2) 0.0589(5) Uani 1 1 d . . . . .
N1 N 0.46454(12) 0.18556(10) -0.3078(2) 0.0295(3) Uani 1 1 d . . . . .
C1 C 0.26790(12) 0.12761(11) -0.2449(2) 0.0313(4) Uani 1 1 d . . . . .
O2 O 0.39832(10) 0.17586(7) 0.31195(17) 0.0381(3) Uani 1 1 d . . . . .
C2 C 0.22123(13) 0.18821(11) -0.3237(2) 0.0322(4) Uani 1 1 d . . . . .
H2 H 0.235571 0.236264 -0.279780 0.039 Uiso 1 1 calc R U . . .
C3 C 0.15321(13) 0.17918(11) -0.4673(2) 0.0329(4) Uani 1 1 d . . . . .
H3 H 0.121811 0.220770 -0.518692 0.040 Uiso 1 1 calc R U . . .
C4 C 0.13243(13) 0.10826(11) -0.5335(2) 0.0338(4) Uani 1 1 d . . . . .
C5 C 0.17781(14) 0.04580(12) -0.4598(3) 0.0399(5) Uani 1 1 d . . . . .
H5 H 0.163427 -0.002013 -0.505266 0.048 Uiso 1 1 calc R U . . .
C6 C 0.24633(13) 0.05630(12) -0.3141(3) 0.0387(5) Uani 1 1 d . . . . .
H6 H 0.277938 0.014801 -0.262884 0.046 Uiso 1 1 calc R U . . .
C9 C 0.39351(13) 0.10969(11) 0.2495(2) 0.0328(4) Uani 1 1 d . . . . .
C10 C 0.44378(12) 0.12978(12) -0.1594(2) 0.0356(4) Uani 1 1 d . . . . .
H10A H 0.489647 0.135015 -0.055152 0.043 Uiso 1 1 calc R U . A 1
H10B H 0.449628 0.079458 -0.210598 0.043 Uiso 1 1 calc R U . A 1
C11 C 0.79058(12) 0.29044(10) 0.4430(2) 0.0253(4) Uani 1 1 d . . . . .
C12 C 0.77484(12) 0.36726(10) 0.4667(2) 0.0289(4) Uani 1 1 d . . . . .
C13 C 0.84592(14) 0.41839(11) 0.4196(3) 0.0382(5) Uani 1 1 d . . . . .
H13 H 0.835899 0.469639 0.435502 0.046 Uiso 1 1 calc R U . . .
C14 C 0.93073(14) 0.39304(12) 0.3496(3) 0.0411(5) Uani 1 1 d . . . . .
H14 H 0.977590 0.427461 0.317482 0.049 Uiso 1 1 calc R U . . .
H1C H 0.4353(15) 0.1751(11) -0.425(3) 0.043(6) Uiso 1 1 d . . . . .
H1A H 0.5301(17) 0.1869(11) -0.332(3) 0.045(6) Uiso 1 1 d . . . . .
H1B H 0.4444(16) 0.2336(14) -0.272(3) 0.055(7) Uiso 1 1 d . . . . .
H20 H 0.6576(17) 0.3570(15) 0.560(3) 0.058(7) Uiso 1 1 d . . . . .
H21A H 0.6032(18) 0.0392(15) 0.590(4) 0.060(8) Uiso 1 1 d . . . . .
H21B H 0.5521(19) 0.0733(15) 0.446(4) 0.068(8) Uiso 1 1 d . . . . .
H18 H 0.685(2) 0.1353(18) 0.488(4) 0.097(10) Uiso 1 1 d . . . . .
C15 C 0.94732(13) 0.31706(12) 0.3262(3) 0.0389(5) Uani 1 1 d . . . . .
H15 H 1.005057 0.300507 0.279144 0.047 Uiso 1 1 calc R U . . .
C16 C 0.87804(12) 0.26617(11) 0.3728(2) 0.0309(4) Uani 1 1 d . . . . .
H16 H 0.889289 0.215052 0.357599 0.037 Uiso 1 1 calc R U . . .
C17 C 0.71634(12) 0.23558(10) 0.4909(2) 0.0270(4) Uani 1 1 d . . . . .
O18 O 0.73799(10) 0.16545(7) 0.45927(18) 0.0348(3) Uani 1 1 d . . . . .
O19 O 0.63862(8) 0.25502(7) 0.55646(18) 0.0341(3) Uani 1 1 d . . . . .
O20 O 0.69201(10) 0.39533(8) 0.5331(2) 0.0386(3) Uani 1 1 d . . . . .
O21 O 0.59963(11) 0.07832(8) 0.5298(2) 0.0410(4) Uani 1 1 d . . . . .
C7A C 0.34205(14) 0.14146(15) -0.0871(3) 0.0242(6) Uani 0.898(6) 1 d . . P B 1
H7A H 0.336217 0.193750 -0.045443 0.029 Uiso 0.898(6) 1 calc R U P B 1
C8A C 0.32677(15) 0.09028(16) 0.0842(3) 0.0294(6) Uani 0.898(6) 1 d . . P B 1
H8A H 0.261230 0.094907 0.123782 0.035 Uiso 0.898(6) 1 calc R U P B 1
H8B H 0.337163 0.038462 0.047522 0.035 Uiso 0.898(6) 1 calc R U P B 1
C7B C 0.3516(11) 0.0907(16) -0.099(3) 0.030(6) Uani 0.102(6) 1 d . . P B 2
H7B H 0.352256 0.036221 -0.077895 0.036 Uiso 0.102(6) 1 calc R U P B 2
C8B C 0.3327(13) 0.1391(15) 0.057(2) 0.031(6) Uani 0.102(6) 1 d . . P B 2
H8C H 0.264900 0.139132 0.081648 0.037 Uiso 0.102(6) 1 calc R U P B 2
H8D H 0.351557 0.190090 0.026876 0.037 Uiso 0.102(6) 1 calc R U P B 2


_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 C4 1.7453(18) . ?
O1 C9 1.241(2) . ?
N1 C10 1.478(2) . ?
N1 H1C 0.93(2) . ?
N1 H1A 0.94(2) . ?
N1 H1B 0.94(3) . ?
C1 C2 1.372(3) . ?
C1 C6 1.391(3) . ?
C1 C7A 1.525(3) . ?
C1 C7B 1.678(17) . ?
O2 C9 1.259(2) . ?
C2 C3 1.384(2) . ?
C2 H2 0.9300 . ?
C3 C4 1.375(3) . ?
C3 H3 0.9300 . ?
C4 C5 1.377(3) . ?
C5 C6 1.402(3) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C9 C8A 1.517(3) . ?
C9 C8B 1.669(16) . ?
C10 C7B 1.538(18) . ?
C10 C7A 1.540(3) . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.396(3) . ?
C11 C16 1.402(2) . ?
C11 C17 1.472(2) . ?
C12 O20 1.358(2) . ?
C12 C13 1.396(3) . ?
C13 C14 1.375(3) . ?
C13 H13 0.9300 . ?
C14 C15 1.383(3) . ?
C14 H14 0.9300 . ?
C15 C16 1.374(3) . ?
C15 H15 0.9300 . ?
C16 H16 0.9300 . ?
C17 O19 1.243(2) . ?
C17 O18 1.305(2) . ?
O18 H18 0.94(3) . ?
O20 H20 0.86(3) . ?
O21 H21A 0.82(3) . ?
O21 H21B 0.89(3) . ?


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
C10 N1 H1C 113.9(12) . . ?
C10 N1 H1A 110.8(13) . . ?
H1C N1 H1A 104.8(17) . . ?
C10 N1 H1B 110.8(14) . . ?
H1C N1 H1B 107.0(18) . . ?
H1A N1 H1B 109.2(19) . . ?
C2 C1 C6 118.52(16) . . ?
C2 C1 C7A 118.60(19) . . ?
C6 C1 C7A 122.88(19) . . ?
C2 C1 C7B 151.2(9) . . ?
C6 C1 C7B 90.1(9) . . ?
C1 C2 C3 121.24(18) . . ?
C1 C2 H2 119.4 . . ?
C3 C2 H2 119.4 . . ?
C4 C3 C2 119.48(17) . . ?
C4 C3 H3 120.3 . . ?
C2 C3 H3 120.3 . . ?
C3 C4 C5 121.39(17) . . ?
C3 C4 CL1 118.48(14) . . ?
C5 C4 CL1 120.12(15) . . ?
C4 C5 C6 118.13(19) . . ?
C4 C5 H5 120.9 . . ?
C6 C5 H5 120.9 . . ?
C1 C6 C5 121.24(18) . . ?
C1 C6 H6 119.4 . . ?
C5 C6 H6 119.4 . . ?
O1 C9 O2 123.26(17) . . ?
O1 C9 C8A 116.10(19) . . ?
O2 C9 C8A 120.62(18) . . ?
O1 C9 C8B 144.4(9) . . ?
O2 C9 C8B 90.8(9) . . ?
N1 C10 C7B 133.1(7) . . ?
N1 C10 C7A 110.17(17) . . ?
N1 C10 H10A 109.6 . . ?
N1 C10 H10B 109.6 . . ?
C12 C11 C16 119.11(16) . . ?
C12 C11 C17 120.49(15) . . ?
C16 C11 C17 120.39(16) . . ?
O20 C12 C13 117.62(17) . . ?
O20 C12 C11 122.75(16) . . ?
C13 C12 C11 119.63(17) . . ?
C14 C13 C12 120.02(19) . . ?
C14 C13 H13 120.0 . . ?
C12 C13 H13 120.0 . . ?
C13 C14 C15 120.89(18) . . ?
C13 C14 H14 119.6 . . ?
C15 C14 H14 119.6 . . ?
C16 C15 C14 119.62(18) . . ?
C16 C15 H15 120.2 . . ?
C14 C15 H15 120.2 . . ?
C15 C16 C11 120.73(18) . . ?
C15 C16 H16 119.6 . . ?
C11 C16 H16 119.6 . . ?
O19 C17 O18 122.65(16) . . ?
O19 C17 C11 122.11(16) . . ?
O18 C17 C11 115.24(15) . . ?
C17 O18 H18 108.6(19) . . ?
C12 O20 H20 105.9(16) . . ?
H21A O21 H21B 107(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
C6 C1 C2 C3 0.8(3) . . . . ?
C1 C2 C3 C4 -0.5(3) . . . . ?
C2 C3 C4 C5 0.1(3) . . . . ?
C2 C3 C4 CL1 -179.39(13) . . . . ?
C3 C4 C5 C6 0.0(3) . . . . ?
CL1 C4 C5 C6 179.50(14) . . . . ?
C2 C1 C6 C5 -0.7(3) . . . . ?
C4 C5 C6 C1 0.3(3) . . . . ?
C16 C11 C12 O20 179.70(15) . . . . ?
C17 C11 C12 O20 -0.2(2) . . . . ?
C16 C11 C12 C13 0.3(2) . . . . ?
C17 C11 C12 C13 -179.66(15) . . . . ?
O20 C12 C13 C14 -179.22(17) . . . . ?
C11 C12 C13 C14 0.2(3) . . . . ?
C12 C13 C14 C15 -0.5(3) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C14 C15 C16 C11 0.3(3) . . . . ?
C12 C11 C16 C15 -0.5(2) . . . . ?
C17 C11 C16 C15 179.40(15) . . . . ?
C12 C11 C17 O19 -1.3(2) . . . . ?
C16 C11 C17 O19 178.77(15) . . . . ?
C12 C11 C17 O18 178.57(15) . . . . ?
C16 C11 C17 O18 -1.4(2) . . . . ?


loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O20 H20 O19 0.86(3) 1.84(3) 2.613(2) 150(2) .
O21 H21B O1 0.89(3) 1.81(3) 2.681(2) 167(2) .
O18 H18 O21 0.94(3) 1.60(3) 2.541(2) 175(3) .

_refine_diff_density_max         0.404
_refine_diff_density_min         -0.230
_refine_diff_density_rms         0.047

####################################################################### 
# 
# 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_bac-4pic-w
_database_code_depnum_ccdc_archive 'CCDC 2031580'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          387.67
_chemical_formula_moiety         ?
_chemical_formula_sum            'C26 H33 Cl2 N3 O5'
_chemical_formula_weight         538.45

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   5.9277(12)
_cell_length_b                   12.150(2)
_cell_length_c                   19.491(4)
_cell_angle_alpha                88.49(3)
_cell_angle_beta                 86.58(3)
_cell_angle_gamma                77.10(3)
_cell_volume                     1365.8(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    6768
_cell_measurement_theta_min      1.720
_cell_measurement_theta_max      28.373

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.309
_exptl_crystal_F_000             568
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.440
_exptl_crystal_size_mid          0.250
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    0.278
_shelx_estimated_absorpt_T_min   0.888
_shelx_estimated_absorpt_T_max   0.986
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.877
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            27666
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.720
_diffrn_reflns_theta_max         28.373
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.992
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.992
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             6768
_reflns_number_gt                4855
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0413P)²+0.3018P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         6768
_refine_ls_number_parameters     358
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0674
_refine_ls_R_factor_gt           0.0431
_refine_ls_wR_factor_ref         0.1060
_refine_ls_wR_factor_gt          0.0946
_refine_ls_goodness_of_fit_ref   1.024
_refine_ls_restrained_S_all      1.024
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
N11 N 1.1659(3) 0.88682(13) 0.69415(8) 0.0398(4) Uani 1 1 d . . . . .
C12 C 1.2963(4) 0.91163(18) 0.64048(11) 0.0476(5) Uani 1 1 d . . . . .
H12 H 1.421678 0.945340 0.649077 0.057 Uiso 1 1 calc R U . . .
C13 C 1.2603(4) 0.8914(2) 0.57335(11) 0.0516(5) Uani 1 1 d . . . . .
H13 H 1.359900 0.910638 0.537239 0.062 Uiso 1 1 calc R U . . .
C14 C 1.0795(4) 0.84300(18) 0.55840(10) 0.0440(5) Uani 1 1 d . . . . .
C15 C 0.9426(3) 0.81775(17) 0.61381(10) 0.0406(4) Uani 1 1 d . . . . .
H15 H 0.814392 0.785361 0.606473 0.049 Uiso 1 1 calc R U . . .
C16 C 0.9915(3) 0.83938(16) 0.67961(10) 0.0401(4) Uani 1 1 d . . . . .
H16 H 0.896279 0.819556 0.716720 0.048 Uiso 1 1 calc R U . . .
C17 C 1.0355(5) 0.8171(3) 0.48582(12) 0.0728(8) Uani 1 1 d . . . . .
H17C H 1.119799 0.740251 0.474510 0.109 Uiso 1 1 calc R U . . .
H17B H 1.089028 0.870964 0.454003 0.109 Uiso 1 1 calc R U . . .
H17A H 0.869119 0.823417 0.481748 0.109 Uiso 1 1 calc R U . . .
H1F H 0.679(3) 0.2927(16) 0.9392(9) 0.033(5) Uiso 1 1 d . . . . .
H1A H 1.465(4) 0.8118(16) 0.8366(9) 0.040(5) Uiso 1 1 d . . . . .
H1B H 1.227(3) 0.7733(18) 0.8415(10) 0.043(6) Uiso 1 1 d . . . . .
H18B H 0.744(3) 0.559(2) 1.0470(10) 0.048(6) Uiso 1 1 d . . . . .
H1D H 0.703(3) 0.4079(18) 0.9574(11) 0.048(6) Uiso 1 1 d . . . . .
H18A H 0.785(4) 0.4526(19) 1.0748(12) 0.055(7) Uiso 1 1 d . . . . .
H1E H 0.912(4) 0.3299(16) 0.9304(10) 0.041(5) Uiso 1 1 d . . . . .
H1C H 1.271(4) 0.8646(18) 0.7893(11) 0.053(6) Uiso 1 1 d . . . . .
O18 O 0.7180(2) 0.49200(11) 1.04196(6) 0.0274(3) Uani 1 1 d . . . . .
CL1A Cl 1.42431(10) 1.26183(5) 0.62359(3) 0.05564(17) Uani 1 1 d . . . . .
O1A O 1.56637(19) 1.17167(9) 0.95535(6) 0.0293(3) Uani 1 1 d . . . . .
N1A N 1.2977(2) 0.83565(11) 0.83464(7) 0.0232(3) Uani 1 1 d . . . . .
C1A C 1.3605(3) 1.06977(12) 0.82338(8) 0.0206(3) Uani 1 1 d . . . . .
O2A O 1.2251(2) 1.29089(9) 0.94476(6) 0.0326(3) Uani 1 1 d . . . . .
C2A C 1.5732(3) 1.05922(14) 0.78711(8) 0.0271(4) Uani 1 1 d . . . . .
H2A H 1.706939 1.011204 0.804776 0.032 Uiso 1 1 calc R U . . .
C3A C 1.5946(3) 1.11735(15) 0.72562(9) 0.0321(4) Uani 1 1 d . . . . .
H3A H 1.741273 1.109715 0.701546 0.039 Uiso 1 1 calc R U . . .
C4A C 1.3993(3) 1.18642(14) 0.70002(8) 0.0315(4) Uani 1 1 d . . . . .
C5A C 1.1839(3) 1.19618(14) 0.73340(9) 0.0315(4) Uani 1 1 d . . . . .
H5A H 1.049970 1.241992 0.714522 0.038 Uiso 1 1 calc R U . . .
C6A C 1.1663(3) 1.13793(13) 0.79507(8) 0.0258(3) Uani 1 1 d . . . . .
H6A H 1.018622 1.144704 0.818435 0.031 Uiso 1 1 calc R U . . .
C7A C 1.3436(3) 1.00973(12) 0.89222(7) 0.0198(3) Uani 1 1 d . . . . .
H7A H 1.504442 0.972632 0.904562 0.024 Uiso 1 1 calc R U . . .
C8A C 1.2352(3) 1.09288(12) 0.94961(8) 0.0225(3) Uani 1 1 d . . . . .
H8A H 1.067898 1.120862 0.942720 0.027 Uiso 1 1 calc R U . . .
H8B H 1.250636 1.052922 0.994593 0.027 Uiso 1 1 calc R U . . .
C9A C 1.3511(3) 1.19281(13) 0.95044(8) 0.0221(3) Uani 1 1 d . . . . .
C10A C 1.2047(3) 0.91800(12) 0.88999(8) 0.0214(3) Uani 1 1 d . . . . .
H10B H 1.209509 0.877629 0.934855 0.026 Uiso 1 1 calc R U . . .
H10A H 1.040826 0.953612 0.882231 0.026 Uiso 1 1 calc R U . . .
CL1B Cl 0.65514(11) 0.59863(5) 0.53105(2) 0.05571(16) Uani 1 1 d . . . . .
O1B O 1.10275(18) 0.65314(9) 0.85394(6) 0.0261(3) Uani 1 1 d . . . . .
N1B N 0.7537(3) 0.35391(11) 0.92574(7) 0.0215(3) Uani 1 1 d . . . . .
C1B C 0.7830(3) 0.51530(12) 0.75522(8) 0.0225(3) Uani 1 1 d . . . . .
O2B O 0.77476(19) 0.78072(9) 0.84004(6) 0.0289(3) Uani 1 1 d . . . . .
C2B C 0.9635(3) 0.49346(14) 0.70527(8) 0.0287(4) Uani 1 1 d . . . . .
H2B H 1.116065 0.461217 0.718506 0.034 Uiso 1 1 calc R U . . .
C3B C 0.9256(3) 0.51780(15) 0.63627(9) 0.0359(4) Uani 1 1 d . . . . .
H3B H 1.050691 0.501917 0.602591 0.043 Uiso 1 1 calc R U . . .
C4B C 0.7044(3) 0.56525(15) 0.61736(8) 0.0336(4) Uani 1 1 d . . . . .
C5B C 0.5203(3) 0.58896(15) 0.66563(9) 0.0339(4) Uani 1 1 d . . . . .
H5B H 0.368632 0.622221 0.652001 0.041 Uiso 1 1 calc R U . . .
C6B C 0.5602(3) 0.56344(14) 0.73438(8) 0.0290(4) Uani 1 1 d . . . . .
H6B H 0.434188 0.578932 0.767767 0.035 Uiso 1 1 calc R U . . .
C7B C 0.8266(3) 0.48699(12) 0.83050(8) 0.0202(3) Uani 1 1 d . . . . .
H7B H 0.996946 0.457285 0.834326 0.024 Uiso 1 1 calc R U . . .
C8B C 0.7514(3) 0.59231(12) 0.87564(8) 0.0208(3) Uani 1 1 d . . . . .
H8C H 0.583383 0.623609 0.871947 0.025 Uiso 1 1 calc R U . . .
H8D H 0.778023 0.570231 0.924256 0.025 Uiso 1 1 calc R U . . .
C9B C 0.8833(3) 0.68283(12) 0.85478(7) 0.0211(3) Uani 1 1 d . . . . .
C10B C 0.7025(3) 0.39313(12) 0.85445(8) 0.0217(3) Uani 1 1 d . . . . .
H10C H 0.533117 0.421633 0.851835 0.026 Uiso 1 1 calc R U . . .
H10D H 0.751044 0.328381 0.823032 0.026 Uiso 1 1 calc R U . . .


_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
N11 C12 1.332(3) . ?
N11 C16 1.338(3) . ?
C12 C13 1.376(3) . ?
C12 H12 0.9500 . ?
C13 C14 1.381(3) . ?
C13 H13 0.9500 . ?
C14 C15 1.381(3) . ?
C14 C17 1.507(3) . ?
C15 C16 1.376(3) . ?
C15 H15 0.9500 . ?
C16 H16 0.9500 . ?
C17 H17C 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17A 0.9800 . ?
O18 H18B 0.87(2) . ?
O18 H18A 0.85(2) . ?
CL1A C4A 1.7443(17) . ?
O1A C9A 1.2531(18) . ?
N1A C10A 1.486(2) . ?
N1A H1A 0.97(2) . ?
N1A H1B 0.95(2) . ?
N1A H1C 0.95(2) . ?
C1A C2A 1.391(2) . ?
C1A C6A 1.393(2) . ?
C1A C7A 1.519(2) . ?
O2A C9A 1.2633(18) . ?
C2A C3A 1.388(2) . ?
C2A H2A 0.9500 . ?
C3A C4A 1.381(2) . ?
C3A H3A 0.9500 . ?
C4A C5A 1.380(2) . ?
C5A C6A 1.389(2) . ?
C5A H5A 0.9500 . ?
C6A H6A 0.9500 . ?
C7A C10A 1.529(2) . ?
C7A C8A 1.539(2) . ?
C7A H7A 1.0000 . ?
C8A C9A 1.524(2) . ?
C8A H8A 0.9900 . ?
C8A H8B 0.9900 . ?
C10A H10B 0.9900 . ?
C10A H10A 0.9900 . ?
CL1B C4B 1.7463(17) . ?
O1B C9B 1.2694(18) . ?
N1B C10B 1.4835(19) . ?
N1B H1F 0.97(2) . ?
N1B H1D 0.90(2) . ?
N1B H1E 0.93(2) . ?
C1B C2B 1.388(2) . ?
C1B C6B 1.399(2) . ?
C1B C7B 1.522(2) . ?
O2B C9B 1.2542(18) . ?
C2B C3B 1.390(2) . ?
C2B H2B 0.9500 . ?
C3B C4B 1.377(3) . ?
C3B H3B 0.9500 . ?
C4B C5B 1.382(3) . ?
C5B C6B 1.389(2) . ?
C5B H5B 0.9500 . ?
C6B H6B 0.9500 . ?
C7B C10B 1.538(2) . ?
C7B C8B 1.539(2) . ?
C7B H7B 1.0000 . ?
C8B C9B 1.519(2) . ?
C8B H8C 0.9900 . ?
C8B H8D 0.9900 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?

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
C12 N11 C16 115.98(17) . . ?
N11 C12 C13 123.9(2) . . ?
N11 C12 H12 118.1 . . ?
C13 C12 H12 118.1 . . ?
C12 C13 C14 120.1(2) . . ?
C12 C13 H13 120.0 . . ?
C14 C13 H13 120.0 . . ?
C13 C14 C15 116.32(18) . . ?
C13 C14 C17 122.1(2) . . ?
C15 C14 C17 121.6(2) . . ?
C16 C15 C14 120.18(19) . . ?
C16 C15 H15 119.9 . . ?
C14 C15 H15 119.9 . . ?
N11 C16 C15 123.55(19) . . ?
N11 C16 H16 118.2 . . ?
C15 C16 H16 118.2 . . ?
C14 C17 H17C 109.5 . . ?
C14 C17 H17B 109.5 . . ?
H17C C17 H17B 109.5 . . ?
C14 C17 H17A 109.5 . . ?
H17C C17 H17A 109.5 . . ?
H17B C17 H17A 109.5 . . ?
H18B O18 H18A 105(2) . . ?
C10A N1A H1A 109.6(11) . . ?
C10A N1A H1B 107.8(12) . . ?
H1A N1A H1B 110.8(16) . . ?
C10A N1A H1C 114.5(13) . . ?
H1A N1A H1C 105.7(17) . . ?
H1B N1A H1C 108.5(17) . . ?
C2A C1A C6A 117.96(14) . . ?
C2A C1A C7A 120.42(14) . . ?
C6A C1A C7A 121.61(14) . . ?
C3A C2A C1A 121.43(15) . . ?
C3A C2A H2A 119.3 . . ?
C1A C2A H2A 119.3 . . ?
C4A C3A C2A 118.97(16) . . ?
C4A C3A H3A 120.5 . . ?
C2A C3A H3A 120.5 . . ?
C5A C4A C3A 121.26(15) . . ?
C5A C4A CL1A 119.28(13) . . ?
C3A C4A CL1A 119.46(14) . . ?
C4A C5A C6A 118.91(15) . . ?
C4A C5A H5A 120.5 . . ?
C6A C5A H5A 120.5 . . ?
C5A C6A C1A 121.41(15) . . ?
C5A C6A H6A 119.3 . . ?
C1A C6A H6A 119.3 . . ?
C1A C7A C10A 112.58(12) . . ?
C1A C7A C8A 111.75(12) . . ?
C10A C7A C8A 108.81(12) . . ?
C1A C7A H7A 107.8 . . ?
C10A C7A H7A 107.8 . . ?
C8A C7A H7A 107.8 . . ?
C9A C8A C7A 111.67(13) . . ?
C9A C8A H8A 109.3 . . ?
C7A C8A H8A 109.3 . . ?
C9A C8A H8B 109.3 . . ?
C7A C8A H8B 109.3 . . ?
H8A C8A H8B 107.9 . . ?
O1A C9A O2A 124.49(14) . . ?
O1A C9A C8A 117.48(13) . . ?
O2A C9A C8A 118.01(14) . . ?
N1A C10A C7A 111.67(13) . . ?
N1A C10A H10B 109.3 . . ?
C7A C10A H10B 109.3 . . ?
N1A C10A H10A 109.3 . . ?
C7A C10A H10A 109.3 . . ?
H10B C10A H10A 107.9 . . ?
C10B N1B H1F 111.2(10) . . ?
C10B N1B H1D 113.5(13) . . ?
H1F N1B H1D 105.7(16) . . ?
C10B N1B H1E 111.2(12) . . ?
H1F N1B H1E 109.0(16) . . ?
H1D N1B H1E 106.1(17) . . ?
C2B C1B C6B 118.16(15) . . ?
C2B C1B C7B 120.77(14) . . ?
C6B C1B C7B 121.07(14) . . ?
C1B C2B C3B 121.36(16) . . ?
C1B C2B H2B 119.3 . . ?
C3B C2B H2B 119.3 . . ?
C4B C3B C2B 119.13(16) . . ?
C4B C3B H3B 120.4 . . ?
C2B C3B H3B 120.4 . . ?
C3B C4B C5B 121.25(16) . . ?
C3B C4B CL1B 119.62(14) . . ?
C5B C4B CL1B 119.12(14) . . ?
C4B C5B C6B 119.05(16) . . ?
C4B C5B H5B 120.5 . . ?
C6B C5B H5B 120.5 . . ?
C5B C6B C1B 121.06(16) . . ?
C5B C6B H6B 119.5 . . ?
C1B C6B H6B 119.5 . . ?
C1B C7B C10B 109.25(12) . . ?
C1B C7B C8B 111.53(12) . . ?
C10B C7B C8B 111.80(12) . . ?
C1B C7B H7B 108.0 . . ?
C10B C7B H7B 108.0 . . ?
C8B C7B H7B 108.0 . . ?
C9B C8B C7B 112.08(12) . . ?
C9B C8B H8C 109.2 . . ?
C7B C8B H8C 109.2 . . ?
C9B C8B H8D 109.2 . . ?
C7B C8B H8D 109.2 . . ?
H8C C8B H8D 107.9 . . ?
O2B C9B O1B 123.70(14) . . ?
O2B C9B C8B 120.01(14) . . ?
O1B C9B C8B 116.29(13) . . ?
N1B C10B C7B 112.40(13) . . ?
N1B C10B H10C 109.1 . . ?
C7B C10B H10C 109.1 . . ?
N1B C10B H10D 109.1 . . ?
C7B C10B H10D 109.1 . . ?
H10C C10B H10D 107.9 . . ?

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
C16 N11 C12 C13 0.1(3) . . . . ?
N11 C12 C13 C14 0.3(4) . . . . ?
C12 C13 C14 C15 0.1(3) . . . . ?
C12 C13 C14 C17 -178.9(2) . . . . ?
C13 C14 C15 C16 -0.9(3) . . . . ?
C17 C14 C15 C16 178.1(2) . . . . ?
C12 N11 C16 C15 -0.9(3) . . . . ?
C14 C15 C16 N11 1.4(3) . . . . ?
C6A C1A C2A C3A 2.0(2) . . . . ?
C7A C1A C2A C3A -177.06(15) . . . . ?
C1A C2A C3A C4A -0.4(3) . . . . ?
C2A C3A C4A C5A -1.7(3) . . . . ?
C2A C3A C4A CL1A 178.90(14) . . . . ?
C3A C4A C5A C6A 2.1(3) . . . . ?
CL1A C4A C5A C6A -178.50(13) . . . . ?
C4A C5A C6A C1A -0.4(3) . . . . ?
C2A C1A C6A C5A -1.6(2) . . . . ?
C7A C1A C6A C5A 177.46(15) . . . . ?
C2A C1A C7A C10A -114.02(16) . . . . ?
C6A C1A C7A C10A 66.91(18) . . . . ?
C2A C1A C7A C8A 123.16(16) . . . . ?
C6A C1A C7A C8A -55.91(19) . . . . ?
C1A C7A C8A C9A -49.75(16) . . . . ?
C10A C7A C8A C9A -174.68(12) . . . . ?
C7A C8A C9A O1A -55.54(18) . . . . ?
C7A C8A C9A O2A 123.06(15) . . . . ?
C1A C7A C10A N1A 54.52(16) . . . . ?
C8A C7A C10A N1A 178.96(12) . . . . ?
C6B C1B C2B C3B -0.4(2) . . . . ?
C7B C1B C2B C3B 179.31(15) . . . . ?
C1B C2B C3B C4B 0.4(3) . . . . ?
C2B C3B C4B C5B 0.0(3) . . . . ?
C2B C3B C4B CL1B 178.85(14) . . . . ?
C3B C4B C5B C6B -0.5(3) . . . . ?
CL1B C4B C5B C6B -179.33(13) . . . . ?
C4B C5B C6B C1B 0.5(3) . . . . ?
C2B C1B C6B C5B -0.1(2) . . . . ?
C7B C1B C6B C5B -179.80(15) . . . . ?
C2B C1B C7B C10B -114.20(16) . . . . ?
C6B C1B C7B C10B 65.48(18) . . . . ?
C2B C1B C7B C8B 121.70(16) . . . . ?
C6B C1B C7B C8B -58.61(19) . . . . ?
C1B C7B C8B C9B -60.56(16) . . . . ?
C10B C7B C8B C9B 176.79(12) . . . . ?
C7B C8B C9B O2B 124.74(15) . . . . ?
C7B C8B C9B O1B -55.74(18) . . . . ?
C1B C7B C10B N1B 175.04(12) . . . . ?
C8B C7B C10B N1B -61.01(17) . . . . ?

_refine_diff_density_max         0.285
_refine_diff_density_min         -0.374
_refine_diff_density_rms         0.048

####################################################################### 
# 
# 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_bac-24clpoa
_database_code_depnum_ccdc_archive 'CCDC 2031578'
loop_
_audit_author_name
_audit_author_address
'Nikoletta Bathori'
;Cape Peninsula University of Technology
South Africa
;
_audit_update_record             
;
2020-09-11 deposited with the CCDC.	2020-11-18 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/4
_shelx_SHELXL_version_number     2016/4
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C18 H18 Cl3 N O5'
_chemical_formula_weight         434.68

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   15.699(3)
_cell_length_b                   8.7459(17)
_cell_length_c                   14.834(3)
_cell_angle_alpha                90
_cell_angle_beta                 106.08(3)
_cell_angle_gamma                90
_cell_volume                     1957.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    173(2)
_cell_measurement_reflns_used    4869
_cell_measurement_theta_min      2.692
_cell_measurement_theta_max      28.351

_exptl_crystal_description       chunk
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.475
_exptl_crystal_F_000             896
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.360
_exptl_crystal_size_mid          0.260
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.498
_shelx_estimated_absorpt_T_min   0.841
_shelx_estimated_absorpt_T_max   0.907
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.916
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      173(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  Bruker
_diffrn_measurement_method       ?
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            49316
_diffrn_reflns_av_unetI/netI     0.0241
_diffrn_reflns_av_R_equivalents  0.0485
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.692
_diffrn_reflns_theta_max         28.351
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             4869
_reflns_number_gt                4108
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       ?
_computing_cell_refinement       ?
_computing_data_reduction        ?
_computing_structure_solution    ?
_computing_structure_refinement  'SHELXL-2016/4 (Sheldrick, 2016)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_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)+(0.0391P)²+0.7476P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    noref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4869
_refine_ls_number_parameters     257
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0862
_refine_ls_wR_factor_gt          0.0813
_refine_ls_goodness_of_fit_ref   1.035
_refine_ls_restrained_S_all      1.035
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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 0.54183(3) 0.78376(5) 0.52994(3) 0.04162(12) Uani 1 1 d . . . . .
O1 O 0.04941(8) 0.29949(12) 0.49455(8) 0.0346(3) Uani 1 1 d . . . . .
H1 H 0.000449 0.240354 0.471220 0.071(7) Uiso 1 1 d R . . . .
N1 N 0.00852(8) 0.71097(14) 0.29818(9) 0.0212(2) Uani 1 1 d . . . . .
C1 C 0.25409(9) 0.64420(15) 0.42196(9) 0.0210(3) Uani 1 1 d . . . . .
CL2 Cl -0.19782(3) -0.36360(4) 0.14421(3) 0.03335(10) Uani 1 1 d . . . . .
O2 O -0.00590(7) 0.41969(13) 0.35956(7) 0.0330(3) Uani 1 1 d . . . . .
C2 C 0.31816(9) 0.57635(17) 0.38699(11) 0.0267(3) Uani 1 1 d . . . . .
H2 H 0.301125 0.500635 0.339465 0.032 Uiso 1 1 calc R U . . .
H1A H -0.0226(13) 0.797(2) 0.2961(13) 0.039(5) Uiso 1 1 d . . . . .
H1C H -0.0150(13) 0.640(2) 0.3298(13) 0.039(5) Uiso 1 1 d . . . . .
H1B H 0.0056(13) 0.669(2) 0.2408(15) 0.042(5) Uiso 1 1 d . . . . .
CL3 Cl -0.46591(3) -0.63528(6) 0.24618(3) 0.04847(13) Uani 1 1 d . . . . .
O3 O -0.18425(7) -0.17200(11) 0.30490(7) 0.0232(2) Uani 1 1 d . . . . .
C3 C 0.40709(10) 0.61733(18) 0.42035(11) 0.0306(3) Uani 1 1 d . . . . .
H3 H 0.450550 0.569493 0.396319 0.037 Uiso 1 1 calc R U . . .
O4 O -0.04277(6) 0.01043(11) 0.33740(7) 0.0229(2) Uani 1 1 d . . . . .
C4 C 0.43123(9) 0.72843(17) 0.48885(11) 0.0272(3) Uani 1 1 d . . . . .
O5 O -0.08620(7) 0.14041(12) 0.44728(8) 0.0303(2) Uani 1 1 d . . . . .
C5 C 0.36896(10) 0.79678(17) 0.52597(11) 0.0286(3) Uani 1 1 d . . . . .
H5 H 0.386362 0.872015 0.573739 0.034 Uiso 1 1 calc R U . . .
C6 C 0.28077(10) 0.75387(17) 0.49242(10) 0.0271(3) Uani 1 1 d . . . . .
H6 H 0.237772 0.800005 0.517884 0.033 Uiso 1 1 calc R U . . .
C7 C 0.15711(9) 0.59702(15) 0.38571(9) 0.0195(3) Uani 1 1 d . . . . .
H7 H 0.151167 0.525464 0.331736 0.023 Uiso 1 1 calc R U . . .
C8 C 0.13098(9) 0.51033(16) 0.46461(9) 0.0232(3) Uani 1 1 d . . . . .
H8A H 0.182386 0.448355 0.499330 0.028 Uiso 1 1 calc R U . . .
H8B H 0.119030 0.586384 0.509026 0.028 Uiso 1 1 calc R U . . .
C9 C 0.05157(9) 0.40637(15) 0.43375(9) 0.0219(3) Uani 1 1 d . . . . .
C10 C 0.10306(9) 0.74148(15) 0.34941(10) 0.0213(3) Uani 1 1 d . . . . .
H10A H 0.104932 0.809466 0.403284 0.026 Uiso 1 1 calc R U . . .
H10B H 0.131369 0.796500 0.306977 0.026 Uiso 1 1 calc R U . . .
C11 C -0.24991(9) -0.27785(15) 0.29652(9) 0.0196(3) Uani 1 1 d . . . . .
C12 C -0.26288(9) -0.38043(15) 0.22144(9) 0.0221(3) Uani 1 1 d . . . . .
C13 C -0.32748(10) -0.49298(16) 0.20636(10) 0.0274(3) Uani 1 1 d . . . . .
H13 H -0.335273 -0.562568 0.155543 0.033 Uiso 1 1 calc R U . . .
C14 C -0.38045(10) -0.50183(17) 0.26698(11) 0.0290(3) Uani 1 1 d . . . . .
C15 C -0.36835(10) -0.40355(18) 0.34196(11) 0.0293(3) Uani 1 1 d . . . . .
H15 H -0.404221 -0.412877 0.383805 0.035 Uiso 1 1 calc R U . . .
C16 C -0.30361(9) -0.29059(16) 0.35645(10) 0.0251(3) Uani 1 1 d . . . . .
H16 H -0.296078 -0.221771 0.407612 0.030 Uiso 1 1 calc R U . . .
C17 C -0.17580(9) -0.06074(15) 0.37732(10) 0.0224(3) Uani 1 1 d . . . . .
H17A H -0.171344 -0.112777 0.437722 0.027 Uiso 1 1 calc R U . . .
H17B H -0.229038 0.005439 0.362643 0.027 Uiso 1 1 calc R U . . .
C18 C -0.09393(9) 0.03623(15) 0.38585(9) 0.0201(3) Uani 1 1 d . . . . .


_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 C4 1.7419(15) . ?
O1 C9 1.3058(17) . ?
N1 C10 1.4922(18) . ?
C1 C2 1.386(2) . ?
C1 C6 1.395(2) . ?
C1 C7 1.5243(19) . ?
CL2 C12 1.7394(15) . ?
O2 C9 1.2201(18) . ?
C2 C3 1.393(2) . ?
CL3 C14 1.7400(15) . ?
O3 C11 1.3652(16) . ?
O3 C17 1.4281(15) . ?
C3 C4 1.381(2) . ?
O4 C18 1.2377(16) . ?
C4 C5 1.384(2) . ?
O5 C18 1.2705(16) . ?
C5 C6 1.387(2) . ?
C7 C10 1.5340(18) . ?
C7 C8 1.5424(19) . ?
C8 C9 1.5081(19) . ?
C11 C16 1.389(2) . ?
C11 C12 1.4004(19) . ?
C12 C13 1.3863(19) . ?
C13 C14 1.386(2) . ?
C14 C15 1.377(2) . ?
C15 C16 1.391(2) . ?
C17 C18 1.5156(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
C2 C1 C6 118.44(13) . . ?
C2 C1 C7 120.62(12) . . ?
C6 C1 C7 120.92(12) . . ?
C1 C2 C3 121.11(14) . . ?
C11 O3 C17 116.17(10) . . ?
C4 C3 C2 119.11(14) . . ?
C3 C4 C5 121.11(13) . . ?
C3 C4 CL1 119.79(12) . . ?
C5 C4 CL1 119.10(12) . . ?
C4 C5 C6 119.04(13) . . ?
C5 C6 C1 121.18(14) . . ?
C1 C7 C10 107.59(11) . . ?
C1 C7 C8 108.36(11) . . ?
C10 C7 C8 115.70(11) . . ?
C9 C8 C7 115.93(11) . . ?
O2 C9 O1 122.49(13) . . ?
O2 C9 C8 123.97(13) . . ?
O1 C9 C8 113.54(12) . . ?
N1 C10 C7 114.01(11) . . ?
O3 C11 C16 124.95(12) . . ?
O3 C11 C12 116.53(12) . . ?
C16 C11 C12 118.51(12) . . ?
C13 C12 C11 121.47(13) . . ?
C13 C12 CL2 119.38(11) . . ?
C11 C12 CL2 119.14(10) . . ?
C14 C13 C12 118.59(13) . . ?
C15 C14 C13 121.07(13) . . ?
C15 C14 CL3 119.29(12) . . ?
C13 C14 CL3 119.61(12) . . ?
C14 C15 C16 119.98(14) . . ?
C11 C16 C15 120.35(13) . . ?
O3 C17 C18 110.12(11) . . ?
O4 C18 O5 126.79(13) . . ?
O4 C18 C17 121.41(12) . . ?
O5 C18 C17 111.80(12) . . ?

_refine_diff_density_max         0.359
_refine_diff_density_min         -0.480
_refine_diff_density_rms         0.049

