# Electronic Supplementary Material (ESI) for RSC Advances.
# This journal is © The Royal Society of Chemistry 2022

####################################################################### 
# 
# 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_mo_rhe_73b_200k_org_hrdina
_database_code_depnum_ccdc_archive 'CCDC 2194850'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2022-08-04 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H20 N, Cl, H2 O'
_chemical_formula_sum            'C11 H22 Cl N O'
_chemical_formula_weight         219.74
_chemical_compound_source        'synthesized by the authors'

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'
Cl Cl 0.1484 0.1585 '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'

_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                   16.6281(13)
_cell_length_b                   6.4734(4)
_cell_length_c                   11.5542(9)
_cell_angle_alpha                90
_cell_angle_beta                 103.171(3)
_cell_angle_gamma                90
_cell_volume                     1210.98(15)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    5351
_cell_measurement_theta_min      2.5160
_cell_measurement_theta_max      27.1421

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.205
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.504
_exptl_crystal_size_mid          0.442
_exptl_crystal_size_min          0.040
_exptl_absorpt_coefficient_mu    0.287
_shelx_estimated_absorpt_T_min   0.869
_shelx_estimated_absorpt_T_max   0.989
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_T_max  0.99
_exptl_absorpt_process_details   
;
Krause, L., Herbst-Irmer, R., Sheldrick, G. M., Stalke, D. (2015).
"Comparison of silver and molybdenum microfocus X-ray sources for
single-crystal structure determination"
J. Appl. Cryst. 48, 3-10.
doi:10.1107/S1600576714022985
;

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Quazar Mo multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            10958
_diffrn_reflns_av_unetI/netI     0.0281
_diffrn_reflns_av_R_equivalents  0.0291
_diffrn_reflns_limit_h_min       -21
_diffrn_reflns_limit_h_max       21
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         2.516
_diffrn_reflns_theta_max         27.503
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measured_fraction_theta_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             2773
_reflns_number_gt                2180
_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       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_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)+(0.0522P)²+0.6892P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2773
_refine_ls_number_parameters     128
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0617
_refine_ls_R_factor_gt           0.0446
_refine_ls_wR_factor_ref         0.1228
_refine_ls_wR_factor_gt          0.1083
_refine_ls_goodness_of_fit_ref   1.039
_refine_ls_restrained_S_all      1.039
_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
C2 C 0.78205(12) 0.3804(3) 0.65755(17) 0.0402(4) Uani 1 1 d . . . . .
H2A H 0.737374 0.292237 0.674261 0.048 Uiso 1 1 calc R U . . .
H2B H 0.776239 0.390553 0.570536 0.048 Uiso 1 1 calc R U . . .
C1 C 0.78289(10) 0.5949(3) 0.71522(14) 0.0269(3) Uani 1 1 d . . . . .
Cl1 Cl 0.63220(3) 0.44507(8) 0.36092(4) 0.04582(17) Uani 1 1 d . . . . .
O1 O 0.55628(9) 0.4657(3) 0.73919(18) 0.0684(6) Uani 1 1 d . . . . .
H1 H 0.572533 0.343719 0.774770 0.103 Uiso 1 1 d R U . . .
H2 H 0.500102 0.475612 0.712820 0.103 Uiso 1 1 d R U . . .
N1 N 0.64085(9) 0.6788(3) 0.59877(13) 0.0355(4) Uani 1 1 d . . . . .
H11 H 0.638538 0.575796 0.540048 0.043 Uiso 1 1 d R U . . .
H12 H 0.622037 0.617803 0.670248 0.043 Uiso 1 1 d R U . . .
C3 C 0.86731(12) 0.3003(3) 0.72017(17) 0.0421(5) Uani 1 1 d . . . . .
H3 H 0.881285 0.167860 0.684765 0.051 Uiso 1 1 calc R U . . .
C4 C 0.91983(12) 0.4783(4) 0.69450(19) 0.0490(5) Uani 1 1 d . . . . .
H4A H 0.917392 0.491764 0.608412 0.059 Uiso 1 1 calc R U . . .
H4B H 0.978107 0.464137 0.738314 0.059 Uiso 1 1 calc R U . . .
C5 C 0.87704(11) 0.6598(3) 0.74116(17) 0.0378(4) Uani 1 1 d . . . . .
H5 H 0.886349 0.795251 0.704666 0.045 Uiso 1 1 calc R U . . .
C6 C 0.76676(12) 0.5584(3) 0.83950(17) 0.0426(5) Uani 1 1 d . . . . .
H6A H 0.749999 0.687260 0.873737 0.051 Uiso 1 1 calc R U . . .
H6B H 0.724124 0.451091 0.838042 0.051 Uiso 1 1 calc R U . . .
C7 C 0.85222(13) 0.4852(3) 0.90737(16) 0.0427(5) Uani 1 1 d . . . . .
H7 H 0.856135 0.474739 0.994828 0.051 Uiso 1 1 calc R U . . .
C8 C 0.90557(14) 0.6586(3) 0.87685(19) 0.0500(6) Uani 1 1 d . . . . .
H8A H 0.965161 0.626491 0.903095 0.060 Uiso 1 1 calc R U . . .
H8B H 0.893935 0.791866 0.911815 0.060 Uiso 1 1 calc R U . . .
C9 C 0.87336(12) 0.2807(3) 0.85436(17) 0.0410(4) Uani 1 1 d . . . . .
H9A H 0.834903 0.171972 0.868696 0.049 Uiso 1 1 calc R U . . .
H9B H 0.930101 0.238608 0.894475 0.049 Uiso 1 1 calc R U . . .
C10 C 0.72695(10) 0.7551(3) 0.64226(15) 0.0323(4) Uani 1 1 d . . . . .
H10A H 0.726181 0.880100 0.691349 0.039 Uiso 1 1 calc R U . . .
H10B H 0.749620 0.794705 0.573278 0.039 Uiso 1 1 calc R U . . .
C11 C 0.58173(13) 0.8450(4) 0.54604(18) 0.0492(5) Uani 1 1 d . . . . .
H11A H 0.598735 0.905503 0.477594 0.074 Uiso 1 1 calc R U . . .
H11B H 0.581397 0.952436 0.605709 0.074 Uiso 1 1 calc R U . . .
H11C H 0.526185 0.786463 0.520140 0.074 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
C2 C3 1.528(3) . ?
C2 C1 1.539(2) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C1 C10 1.514(2) . ?
C1 C6 1.538(2) . ?
C1 C5 1.582(2) . ?
O1 H1 0.9027 . ?
O1 H2 0.9165 . ?
N1 C10 1.489(2) . ?
N1 C11 1.491(2) . ?
N1 H11 0.9460 . ?
N1 H12 1.0266 . ?
C3 C4 1.515(3) . ?
C3 C9 1.536(3) . ?
C3 H3 1.0000 . ?
C4 C5 1.534(3) . ?
C4 H4A 0.9900 . ?
C4 H4B 0.9900 . ?
C5 C8 1.531(3) . ?
C5 H5 1.0000 . ?
C6 C7 1.533(3) . ?
C6 H6A 0.9900 . ?
C6 H6B 0.9900 . ?
C7 C8 1.521(3) . ?
C7 C9 1.533(3) . ?
C7 H7 1.0000 . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C9 H9A 0.9900 . ?
C9 H9B 0.9900 . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C11 H11A 0.9800 . ?
C11 H11B 0.9800 . ?
C11 H11C 0.9800 . ?

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
C3 C2 C1 100.66(14) . . ?
C3 C2 H2A 111.6 . . ?
C1 C2 H2A 111.6 . . ?
C3 C2 H2B 111.6 . . ?
C1 C2 H2B 111.6 . . ?
H2A C2 H2B 109.4 . . ?
C10 C1 C6 114.16(14) . . ?
C10 C1 C2 115.65(14) . . ?
C6 C1 C2 106.22(15) . . ?
C10 C1 C5 112.29(14) . . ?
C6 C1 C5 103.86(14) . . ?
C2 C1 C5 103.45(14) . . ?
H1 O1 H2 112.9 . . ?
C10 N1 C11 113.11(16) . . ?
C10 N1 H11 110.8 . . ?
C11 N1 H11 107.5 . . ?
C10 N1 H12 107.6 . . ?
C11 N1 H12 108.2 . . ?
H11 N1 H12 109.6 . . ?
C4 C3 C2 99.41(16) . . ?
C4 C3 C9 110.63(17) . . ?
C2 C3 C9 110.26(17) . . ?
C4 C3 H3 112.0 . . ?
C2 C3 H3 112.0 . . ?
C9 C3 H3 112.0 . . ?
C3 C4 C5 100.34(15) . . ?
C3 C4 H4A 111.7 . . ?
C5 C4 H4A 111.7 . . ?
C3 C4 H4B 111.7 . . ?
C5 C4 H4B 111.7 . . ?
H4A C4 H4B 109.5 . . ?
C8 C5 C4 107.20(16) . . ?
C8 C5 C1 104.77(16) . . ?
C4 C5 C1 104.38(15) . . ?
C8 C5 H5 113.2 . . ?
C4 C5 H5 113.2 . . ?
C1 C5 H5 113.2 . . ?
C7 C6 C1 100.75(14) . . ?
C7 C6 H6A 111.6 . . ?
C1 C6 H6A 111.6 . . ?
C7 C6 H6B 111.6 . . ?
C1 C6 H6B 111.6 . . ?
H6A C6 H6B 109.4 . . ?
C8 C7 C9 110.23(18) . . ?
C8 C7 C6 100.07(16) . . ?
C9 C7 C6 109.43(17) . . ?
C8 C7 H7 112.2 . . ?
C9 C7 H7 112.2 . . ?
C6 C7 H7 112.2 . . ?
C7 C8 C5 100.37(15) . . ?
C7 C8 H8A 111.7 . . ?
C5 C8 H8A 111.7 . . ?
C7 C8 H8B 111.7 . . ?
C5 C8 H8B 111.7 . . ?
H8A C8 H8B 109.5 . . ?
C7 C9 C3 111.33(15) . . ?
C7 C9 H9A 109.4 . . ?
C3 C9 H9A 109.4 . . ?
C7 C9 H9B 109.4 . . ?
C3 C9 H9B 109.4 . . ?
H9A C9 H9B 108.0 . . ?
N1 C10 C1 112.47(14) . . ?
N1 C10 H10A 109.1 . . ?
C1 C10 H10A 109.1 . . ?
N1 C10 H10B 109.1 . . ?
C1 C10 H10B 109.1 . . ?
H10A C10 H10B 107.8 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
H11A C11 H11B 109.5 . . ?
N1 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?

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
_geom_hbond_publ_flag
O1 H1 Cl1 0.90 2.24 3.1358(17) 171.3 4_566 yes
O1 H2 Cl1 0.92 2.23 3.1373(16) 170.1 3_666 yes
N1 H11 Cl1 0.95 2.22 3.1118(17) 157.6 . yes
N1 H12 O1 1.03 1.79 2.748(2) 154.1 . yes

_refine_diff_density_max         0.464
_refine_diff_density_min         -0.388
_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_cu_rh_82_org_hrdina_5
_database_code_depnum_ccdc_archive 'CCDC 2194851'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2022-08-04 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C15 H25 N O2'
_chemical_formula_sum            'C15 H25 N O2'
_chemical_formula_weight         251.36
_chemical_compound_source        'synthesized by the authors'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   12.2381(5)
_cell_length_b                   11.7529(6)
_cell_length_c                   10.0683(4)
_cell_angle_alpha                90
_cell_angle_beta                 105.123(3)
_cell_angle_gamma                90
_cell_volume                     1398.00(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4325
_cell_measurement_theta_min      3.7414
_cell_measurement_theta_max      66.5409

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_F_000             552
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.280
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.043
_exptl_absorpt_coefficient_mu    0.614
_shelx_estimated_absorpt_T_min   0.847
_shelx_estimated_absorpt_T_max   0.974
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.86
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_process_details   
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Helios Cu  multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            31666
_diffrn_reflns_av_unetI/netI     0.0342
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       0
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.741
_diffrn_reflns_theta_max         66.678
_diffrn_reflns_theta_full        66.678
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_point_group_measured_fraction_full 0.994
_reflns_number_total             4600
_reflns_number_gt                3745
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0387P)²+0.4921P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4600
_refine_ls_number_parameters     267
_refine_ls_number_restraints     99
_refine_ls_R_factor_all          0.0629
_refine_ls_R_factor_gt           0.0463
_refine_ls_wR_factor_ref         0.1090
_refine_ls_wR_factor_gt          0.0994
_refine_ls_goodness_of_fit_ref   1.057
_refine_ls_restrained_S_all      1.050
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_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
O1A O 0.54650(11) 0.26239(13) 0.34514(13) 0.0314(4) Uani 1 1 d . . . . .
O2A O 0.44543(11) 0.17731(12) 0.47918(13) 0.0258(3) Uani 1 1 d . . . . .
C12A C 0.52998(16) 0.24267(19) 0.4570(2) 0.0258(4) Uani 1 1 d . . . . .
C13A C 0.35926(16) 0.12799(17) 0.36346(19) 0.0232(4) Uani 1 1 d . . . . .
C14A C 0.41176(19) 0.04236(19) 0.2866(2) 0.0345(5) Uani 1 1 d . . . . .
H14A H 0.351859 -0.002023 0.224611 0.052 Uiso 1 1 calc R U . . .
H14B H 0.461399 -0.008801 0.352516 0.052 Uiso 1 1 calc R U . . .
H14C H 0.456062 0.082355 0.232914 0.052 Uiso 1 1 calc R U . . .
C15A C 0.29780(18) 0.22173(19) 0.2705(3) 0.0385(6) Uani 1 1 d . . . . .
H15A H 0.350581 0.260286 0.227123 0.058 Uiso 1 1 calc R U . . .
H15B H 0.267563 0.276692 0.324925 0.058 Uiso 1 1 calc R U . . .
H15C H 0.235437 0.188943 0.199190 0.058 Uiso 1 1 calc R U . . .
C16A C 0.28106(19) 0.0693(2) 0.4363(2) 0.0368(6) Uani 1 1 d . . . . .
H16A H 0.252218 0.125144 0.491053 0.055 Uiso 1 1 calc R U . . .
H16B H 0.322864 0.009828 0.496945 0.055 Uiso 1 1 calc R U . . .
H16C H 0.217527 0.035046 0.368042 0.055 Uiso 1 1 calc R U . . .
N1A N 0.59083(17) 0.2880(2) 0.57712(19) 0.0233(5) Uani 0.885(4) 1 d D . P A 1
H1N H 0.572514 0.262304 0.660407 0.035 Uiso 0.885(4) 1 d R U P A 1
C1A C 0.68303(19) 0.36792(19) 0.5792(2) 0.0214(6) Uani 0.885(4) 1 d D . P A 1
H1A H 0.656535 0.421740 0.500440 0.026 Uiso 0.885(4) 1 calc R U P A 1
C2A C 0.78937(19) 0.30898(19) 0.5616(2) 0.0222(6) Uani 0.885(4) 1 d D . P A 1
H2A H 0.769326 0.258846 0.478500 0.027 Uiso 0.885(4) 1 calc R U P A 1
C3A C 0.8792(2) 0.3990(3) 0.5450(2) 0.0223(6) Uani 0.885(4) 1 d D . P A 1
H3A H 0.880894 0.407523 0.446701 0.027 Uiso 0.885(4) 1 calc R U P A 1
C4A C 0.8587(2) 0.5137(3) 0.6083(3) 0.0237(6) Uani 0.885(4) 1 d D . P A 1
H4AA H 0.927510 0.561582 0.624676 0.028 Uiso 0.885(4) 1 calc R U P A 1
H4AB H 0.795658 0.554815 0.544794 0.028 Uiso 0.885(4) 1 calc R U P A 1
C5A C 0.8295(4) 0.4895(4) 0.7443(4) 0.0246(10) Uani 0.885(4) 1 d D . P A 1
H5A H 0.828685 0.563586 0.792961 0.029 Uiso 0.885(4) 1 calc R U P A 1
C6A C 0.7095(3) 0.4381(3) 0.7127(3) 0.0246(8) Uani 0.885(4) 1 d D . P A 1
H6AA H 0.703350 0.388713 0.790133 0.029 Uiso 0.885(4) 1 calc R U P A 1
H6AB H 0.653290 0.500067 0.703784 0.029 Uiso 0.885(4) 1 calc R U P A 1
C7A C 0.8499(3) 0.2377(3) 0.6891(3) 0.0252(7) Uani 0.885(4) 1 d D . P A 1
H7AA H 0.799890 0.225627 0.750877 0.030 Uiso 0.885(4) 1 calc R U P A 1
H7AB H 0.873563 0.162804 0.661242 0.030 Uiso 0.885(4) 1 calc R U P A 1
C8A C 0.9535(4) 0.3102(3) 0.7600(4) 0.0270(9) Uani 0.885(4) 1 d D . P A 1
H8A H 1.013491 0.263189 0.822568 0.032 Uiso 0.885(4) 1 calc R U P A 1
C9A C 0.9904(3) 0.3503(2) 0.6337(3) 0.0271(6) Uani 0.885(4) 1 d D . P A 1
H9AA H 1.017799 0.286195 0.587291 0.033 Uiso 0.885(4) 1 calc R U P A 1
H9AB H 1.050021 0.409326 0.658060 0.033 Uiso 0.885(4) 1 calc R U P A 1
C10A C 0.9211(6) 0.4134(5) 0.8357(5) 0.0257(18) Uani 0.885(4) 1 d D . P A 1
H10A H 0.989646 0.459784 0.873552 0.031 Uiso 0.885(4) 1 calc R U P A 1
H10B H 0.893608 0.385797 0.914140 0.031 Uiso 0.885(4) 1 calc R U P A 1
N1B N 0.6204(11) 0.2312(15) 0.5767(15) 0.017(4) Uani 0.115(4) 1 d D U P A 2
H1B H 0.609133 0.197624 0.650103 0.020 Uiso 0.115(4) 1 calc R U P A 2
C1B C 0.7326(12) 0.2749(12) 0.5787(15) 0.018(4) Uani 0.115(4) 1 d D U P A 2
H1C H 0.754592 0.240864 0.498367 0.021 Uiso 0.115(4) 1 calc R U P A 2
C2B C 0.7380(13) 0.4018(12) 0.5656(16) 0.022(4) Uani 0.115(4) 1 d D U P A 2
H2B H 0.675904 0.428424 0.486004 0.026 Uiso 0.115(4) 1 calc R U P A 2
C3B C 0.8548(13) 0.4454(17) 0.5498(18) 0.009(4) Uani 0.115(4) 1 d D U P A 2
H3B H 0.849547 0.465903 0.451979 0.011 Uiso 0.115(4) 1 calc R U P A 2
C4B C 0.9427(17) 0.3531(16) 0.599(2) 0.015(5) Uani 0.115(4) 1 d D U P A 2
H4BA H 1.019565 0.385897 0.615119 0.018 Uiso 0.115(4) 1 calc R U P A 2
H4BB H 0.934003 0.293202 0.528155 0.018 Uiso 0.115(4) 1 calc R U P A 2
C5B C 0.9281(19) 0.300(2) 0.736(2) 0.011(7) Uani 0.115(4) 1 d D U P A 2
H5B H 0.993993 0.249154 0.777390 0.013 Uiso 0.115(4) 1 calc R U P A 2
C6B C 0.8185(15) 0.2317(18) 0.711(2) 0.011(5) Uani 0.115(4) 1 d D U P A 2
H6BA H 0.785778 0.240043 0.790679 0.014 Uiso 0.115(4) 1 calc R U P A 2
H6BB H 0.834412 0.149987 0.700930 0.014 Uiso 0.115(4) 1 calc R U P A 2
C7B C 0.728(2) 0.462(2) 0.701(3) 0.027(9) Uani 0.115(4) 1 d D U P A 2
H7BA H 0.675818 0.527858 0.679836 0.032 Uiso 0.115(4) 1 calc R U P A 2
H7BB H 0.701206 0.408741 0.761283 0.032 Uiso 0.115(4) 1 calc R U P A 2
C8B C 0.849(2) 0.502(2) 0.769(2) 0.013(7) Uani 0.115(4) 1 d D U P A 2
H8B H 0.849759 0.563545 0.838100 0.016 Uiso 0.115(4) 1 calc R U P A 2
C9B C 0.884(2) 0.5472(19) 0.641(2) 0.035(7) Uani 0.115(4) 1 d D U P A 2
H9B1 H 0.839034 0.614696 0.599956 0.042 Uiso 0.115(4) 1 calc R U P A 2
H9B2 H 0.965502 0.565347 0.662077 0.042 Uiso 0.115(4) 1 calc R U P A 2
C10B C 0.928(4) 0.402(3) 0.832(3) 0.022(14) Uani 0.115(4) 1 d D U P A 2
H10C H 0.906534 0.375062 0.914824 0.026 Uiso 0.115(4) 1 calc R U P A 2
H10D H 1.006199 0.432327 0.862919 0.026 Uiso 0.115(4) 1 calc R U P A 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
O1A C12A 1.217(2) . ?
O2A C12A 1.353(2) . ?
O2A C13A 1.471(2) . ?
C12A N1A 1.353(3) . ?
C12A N1B 1.414(14) . ?
C13A C14A 1.511(3) . ?
C13A C15A 1.513(3) . ?
C13A C16A 1.515(3) . ?
C14A H14A 0.9800 . ?
C14A H14B 0.9800 . ?
C14A H14C 0.9800 . ?
C15A H15A 0.9800 . ?
C15A H15B 0.9800 . ?
C15A H15C 0.9800 . ?
C16A H16A 0.9800 . ?
C16A H16B 0.9800 . ?
C16A H16C 0.9800 . ?
N1A C1A 1.464(3) . ?
N1A H1N 0.9711 . ?
C1A C2A 1.525(3) . ?
C1A C6A 1.538(3) . ?
C1A H1A 1.0000 . ?
C2A C7A 1.550(3) . ?
C2A C3A 1.566(3) . ?
C2A H2A 1.0000 . ?
C3A C9A 1.531(4) . ?
C3A C4A 1.539(4) . ?
C3A H3A 1.0000 . ?
C4A C5A 1.529(4) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A C10A 1.538(6) . ?
C5A C6A 1.542(5) . ?
C5A H5A 1.0000 . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A C8A 1.540(5) . ?
C7A H7AA 0.9900 . ?
C7A H7AB 0.9900 . ?
C8A C9A 1.531(4) . ?
C8A C10A 1.538(6) . ?
C8A H8A 1.0000 . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
N1B C1B 1.461(17) . ?
N1B H1B 0.8800 . ?
C1B C2B 1.500(17) . ?
C1B C6B 1.552(19) . ?
C1B H1C 1.0000 . ?
C2B C3B 1.564(18) . ?
C2B C7B 1.57(2) . ?
C2B H2B 1.0000 . ?
C3B C9B 1.491(19) . ?
C3B C4B 1.518(19) . ?
C3B H3B 1.0000 . ?
C4B C5B 1.57(2) . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C5B C6B 1.53(2) . ?
C5B C10B 1.55(3) . ?
C5B H5B 1.0000 . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B C8B 1.52(2) . ?
C7B H7BA 0.9900 . ?
C7B H7BB 0.9900 . ?
C8B C10B 1.55(3) . ?
C8B C9B 1.56(2) . ?
C8B H8B 1.0000 . ?
C9B H9B1 0.9900 . ?
C9B H9B2 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
C12A O2A C13A 120.92(14) . . ?
O1A C12A O2A 125.42(18) . . ?
O1A C12A N1A 124.49(19) . . ?
O2A C12A N1A 110.01(16) . . ?
O1A C12A N1B 121.6(6) . . ?
O2A C12A N1B 105.5(6) . . ?
O2A C13A C14A 110.80(15) . . ?
O2A C13A C15A 109.94(16) . . ?
C14A C13A C15A 112.18(18) . . ?
O2A C13A C16A 102.04(15) . . ?
C14A C13A C16A 110.57(18) . . ?
C15A C13A C16A 110.86(17) . . ?
C13A C14A H14A 109.5 . . ?
C13A C14A H14B 109.5 . . ?
H14A C14A H14B 109.5 . . ?
C13A C14A H14C 109.5 . . ?
H14A C14A H14C 109.5 . . ?
H14B C14A H14C 109.5 . . ?
C13A C15A H15A 109.5 . . ?
C13A C15A H15B 109.5 . . ?
H15A C15A H15B 109.5 . . ?
C13A C15A H15C 109.5 . . ?
H15A C15A H15C 109.5 . . ?
H15B C15A H15C 109.5 . . ?
C13A C16A H16A 109.5 . . ?
C13A C16A H16B 109.5 . . ?
H16A C16A H16B 109.5 . . ?
C13A C16A H16C 109.5 . . ?
H16A C16A H16C 109.5 . . ?
H16B C16A H16C 109.5 . . ?
C12A N1A C1A 120.52(18) . . ?
C12A N1A H1N 116.9 . . ?
C1A N1A H1N 122.5 . . ?
N1A C1A C2A 112.6(2) . . ?
N1A C1A C6A 110.0(2) . . ?
C2A C1A C6A 110.7(2) . . ?
N1A C1A H1A 107.8 . . ?
C2A C1A H1A 107.8 . . ?
C6A C1A H1A 107.8 . . ?
C1A C2A C7A 112.8(2) . . ?
C1A C2A C3A 110.5(2) . . ?
C7A C2A C3A 104.9(2) . . ?
C1A C2A H2A 109.5 . . ?
C7A C2A H2A 109.5 . . ?
C3A C2A H2A 109.5 . . ?
C9A C3A C4A 107.6(2) . . ?
C9A C3A C2A 103.1(2) . . ?
C4A C3A C2A 110.7(2) . . ?
C9A C3A H3A 111.7 . . ?
C4A C3A H3A 111.7 . . ?
C2A C3A H3A 111.7 . . ?
C5A C4A C3A 108.0(2) . . ?
C5A C4A H4AA 110.1 . . ?
C3A C4A H4AA 110.1 . . ?
C5A C4A H4AB 110.1 . . ?
C3A C4A H4AB 110.1 . . ?
H4AA C4A H4AB 108.4 . . ?
C4A C5A C10A 109.9(3) . . ?
C4A C5A C6A 108.7(3) . . ?
C10A C5A C6A 113.6(4) . . ?
C4A C5A H5A 108.2 . . ?
C10A C5A H5A 108.2 . . ?
C6A C5A H5A 108.2 . . ?
C1A C6A C5A 111.3(3) . . ?
C1A C6A H6AA 109.4 . . ?
C5A C6A H6AA 109.4 . . ?
C1A C6A H6AB 109.4 . . ?
C5A C6A H6AB 109.4 . . ?
H6AA C6A H6AB 108.0 . . ?
C8A C7A C2A 104.0(2) . . ?
C8A C7A H7AA 110.9 . . ?
C2A C7A H7AA 110.9 . . ?
C8A C7A H7AB 110.9 . . ?
C2A C7A H7AB 110.9 . . ?
H7AA C7A H7AB 109.0 . . ?
C9A C8A C10A 109.8(3) . . ?
C9A C8A C7A 99.8(3) . . ?
C10A C8A C7A 112.2(4) . . ?
C9A C8A H8A 111.5 . . ?
C10A C8A H8A 111.5 . . ?
C7A C8A H8A 111.5 . . ?
C8A C9A C3A 100.9(2) . . ?
C8A C9A H9AA 111.6 . . ?
C3A C9A H9AA 111.6 . . ?
C8A C9A H9AB 111.6 . . ?
C3A C9A H9AB 111.6 . . ?
H9AA C9A H9AB 109.4 . . ?
C8A C10A C5A 113.8(3) . . ?
C8A C10A H10A 108.8 . . ?
C5A C10A H10A 108.8 . . ?
C8A C10A H10B 108.8 . . ?
C5A C10A H10B 108.8 . . ?
H10A C10A H10B 107.7 . . ?
C12A N1B C1B 120.1(11) . . ?
C12A N1B H1B 119.9 . . ?
C1B N1B H1B 119.9 . . ?
N1B C1B C2B 114.3(14) . . ?
N1B C1B C6B 108.7(13) . . ?
C2B C1B C6B 111.4(13) . . ?
N1B C1B H1C 107.4 . . ?
C2B C1B H1C 107.4 . . ?
C6B C1B H1C 107.4 . . ?
C1B C2B C3B 113.4(14) . . ?
C1B C2B C7B 111.0(15) . . ?
C3B C2B C7B 102.5(13) . . ?
C1B C2B H2B 109.9 . . ?
C3B C2B H2B 109.9 . . ?
C7B C2B H2B 109.9 . . ?
C9B C3B C4B 109.7(17) . . ?
C9B C3B C2B 106.2(14) . . ?
C4B C3B C2B 108.7(14) . . ?
C9B C3B H3B 110.7 . . ?
C4B C3B H3B 110.7 . . ?
C2B C3B H3B 110.7 . . ?
C3B C4B C5B 109.9(15) . . ?
C3B C4B H4BA 109.7 . . ?
C5B C4B H4BA 109.7 . . ?
C3B C4B H4BB 109.7 . . ?
C5B C4B H4BB 109.7 . . ?
H4BA C4B H4BB 108.2 . . ?
C6B C5B C10B 112(2) . . ?
C6B C5B C4B 111.2(16) . . ?
C10B C5B C4B 105(2) . . ?
C6B C5B H5B 109.7 . . ?
C10B C5B H5B 109.7 . . ?
C4B C5B H5B 109.7 . . ?
C5B C6B C1B 109.9(15) . . ?
C5B C6B H6BA 109.7 . . ?
C1B C6B H6BA 109.7 . . ?
C5B C6B H6BB 109.7 . . ?
C1B C6B H6BB 109.7 . . ?
H6BA C6B H6BB 108.2 . . ?
C8B C7B C2B 104.3(17) . . ?
C8B C7B H7BA 110.9 . . ?
C2B C7B H7BA 110.9 . . ?
C8B C7B H7BB 110.9 . . ?
C2B C7B H7BB 110.9 . . ?
H7BA C7B H7BB 108.9 . . ?
C7B C8B C10B 113(2) . . ?
C7B C8B C9B 99.9(17) . . ?
C10B C8B C9B 108(2) . . ?
C7B C8B H8B 111.7 . . ?
C10B C8B H8B 111.7 . . ?
C9B C8B H8B 111.7 . . ?
C3B C9B C8B 99.3(16) . . ?
C3B C9B H9B1 111.9 . . ?
C8B C9B H9B1 111.9 . . ?
C3B C9B H9B2 111.9 . . ?
C8B C9B H9B2 111.9 . . ?
H9B1 C9B H9B2 109.6 . . ?
C8B C10B C5B 116(2) . . ?
C8B C10B H10C 108.3 . . ?
C5B C10B H10C 108.3 . . ?
C8B C10B H10D 108.3 . . ?
C5B C10B H10D 108.3 . . ?
H10C C10B H10D 107.4 . . ?

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
_geom_hbond_publ_flag
N1A^a H1N^a O1A 0.97 1.99 2.948(2) 169.3 4_566 yes
N1B^b H1B^b O1A 0.88 2.33 3.067(15) 140.8 4_566 yes

_refine_diff_density_max         0.286
_refine_diff_density_min         -0.213
_refine_diff_density_rms         0.039

####################################################################### 
# 
# 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_cu_rhe_73b_cu_org_hrdina_5
_database_code_depnum_ccdc_archive 'CCDC 2194852'
loop_
_audit_author_name
_audit_author_address
'Ivana Cisarova'
;Charles Univerzity
Czech Republic
;
_audit_update_record             
;
2022-08-04 deposited with the CCDC.	2022-10-24 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C11 H20 N, Cl, H2 O'
_chemical_formula_sum            'C11 H22 Cl N O'
_chemical_formula_weight         219.74
_chemical_compound_source        'synthesized by the authors'

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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                   16.5645(8)
_cell_length_b                   6.4393(3)
_cell_length_c                   11.5062(5)
_cell_angle_alpha                90.7140(10)
_cell_angle_beta                 102.949(2)
_cell_angle_gamma                90.789(2)
_cell_volume                     1195.82(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(2)
_cell_measurement_reflns_used    4957
_cell_measurement_theta_min      2.7384
_cell_measurement_theta_max      72.2490

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.221
_exptl_crystal_F_000             480
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.506
_exptl_crystal_size_mid          0.439
_exptl_crystal_size_min          0.064
_exptl_absorpt_coefficient_mu    2.582
_shelx_estimated_absorpt_T_min   0.355
_shelx_estimated_absorpt_T_max   0.852
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.60
_exptl_absorpt_correction_T_max  0.85
_exptl_absorpt_process_details   
;
Sevvana, M., Ruf, M., Usón, I., Sheldrick, G. M., and Herbst-Irmer, R. (2019)
"Non-merohedral twinning: from minerals to proteins"
Acta. Cryst. D75, 1040-1050.
doi:10.1107/S2059798319010179
;
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      120(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_source                   'I\mS  micro-focus sealed tube'
_diffrn_radiation_monochromator  'Helios Cu  multilayer optic'
_diffrn_measurement_device_type  'Bruker D8 VENTURE Kappa Duo PHOTONIII CMOS'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            4530
_diffrn_reflns_av_unetI/netI     0.0449
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         2.737
_diffrn_reflns_theta_max         72.066
_diffrn_reflns_theta_full        67.679
_diffrn_measured_fraction_theta_max 0.965
_diffrn_measured_fraction_theta_full 0.980
_diffrn_reflns_Laue_measured_fraction_max 0.965
_diffrn_reflns_Laue_measured_fraction_full 0.980
_diffrn_reflns_point_group_measured_fraction_max 0.965
_diffrn_reflns_point_group_measured_fraction_full 0.980
_reflns_number_total             4530
_reflns_number_gt                4243
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _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. Completness statistics refer to single and
 composite reflections containing twin component 1 only.
;

_computing_data_collection       'Bruker Instrument Service vV6.2.16'
_computing_cell_refinement       'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_data_reduction        'SAINT V8.40B (Bruker AXS LLC, 2019)'
_computing_structure_solution    'XT, VERSION 2018/2'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_molecular_graphics    ?
_computing_publication_material  ?
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0746P)²+0.1355P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4530
_refine_ls_number_parameters     256
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0420
_refine_ls_R_factor_gt           0.0397
_refine_ls_wR_factor_ref         0.1146
_refine_ls_wR_factor_gt          0.1121
_refine_ls_goodness_of_fit_ref   1.077
_refine_ls_restrained_S_all      1.077
_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 0.63077(3) 0.45300(6) 0.36179(4) 0.02801(14) Uani 1 1 d . . . . .
Cl2 Cl 0.63383(3) 0.06437(6) -0.13689(4) 0.02743(14) Uani 1 1 d . . . . .
N1A N 0.64200(9) 0.6866(2) 0.60179(12) 0.0225(3) Uani 1 1 d . . . . .
H11A H 0.638626 0.586551 0.539119 0.027 Uiso 1 1 d R U . . .
H12A H 0.623326 0.631551 0.663420 0.027 Uiso 1 1 d R U . . .
C1A C 0.78373(10) 0.5994(2) 0.71725(14) 0.0175(3) Uani 1 1 d . . . . .
C2A C 0.77467(11) 0.3750(2) 0.66596(15) 0.0202(3) Uani 1 1 d . . . . .
H2AA H 0.728684 0.298129 0.689116 0.024 Uiso 1 1 calc R U . . .
H2AB H 0.766124 0.372758 0.577995 0.024 Uiso 1 1 calc R U . . .
C3A C 0.85921(11) 0.2882(3) 0.72626(15) 0.0213(4) Uani 1 1 d . . . . .
H3A H 0.868251 0.147602 0.694003 0.026 Uiso 1 1 calc R U . . .
C4A C 0.91587(11) 0.4540(3) 0.69097(15) 0.0232(4) Uani 1 1 d . . . . .
H4AA H 0.911361 0.454407 0.603716 0.028 Uiso 1 1 calc R U . . .
H4AB H 0.974451 0.435583 0.732362 0.028 Uiso 1 1 calc R U . . .
C5A C 0.87981(11) 0.6520(2) 0.73441(15) 0.0192(3) Uani 1 1 d . . . . .
H5A H 0.891259 0.779839 0.691915 0.023 Uiso 1 1 calc R U . . .
C6A C 0.77103(11) 0.5864(3) 0.84629(14) 0.0226(4) Uani 1 1 d . . . . .
H6AA H 0.759272 0.724069 0.877359 0.027 Uiso 1 1 calc R U . . .
H6AB H 0.725874 0.487187 0.851768 0.027 Uiso 1 1 calc R U . . .
C7A C 0.85572(11) 0.5076(3) 0.91142(15) 0.0238(4) Uani 1 1 d . . . . .
H7A H 0.862285 0.510079 0.999965 0.029 Uiso 1 1 calc R U . . .
C8A C 0.91216(11) 0.6677(3) 0.87079(15) 0.0253(4) Uani 1 1 d . . . . .
H8AA H 0.971185 0.629495 0.894983 0.030 Uiso 1 1 calc R U . . .
H8AB H 0.904927 0.808596 0.901906 0.030 Uiso 1 1 calc R U . . .
C9A C 0.86939(11) 0.2885(3) 0.86306(15) 0.0228(4) Uani 1 1 d . . . . .
H9AA H 0.925727 0.242027 0.901144 0.027 Uiso 1 1 calc R U . . .
H9AB H 0.828953 0.189258 0.884063 0.027 Uiso 1 1 calc R U . . .
C10A C 0.72998(10) 0.7591(2) 0.64155(14) 0.0204(3) Uani 1 1 d . . . . .
H10A H 0.732056 0.890004 0.688274 0.024 Uiso 1 1 calc R U . . .
H10B H 0.752514 0.788735 0.570626 0.024 Uiso 1 1 calc R U . . .
C11A C 0.58471(12) 0.8548(3) 0.54967(16) 0.0297(4) Uani 1 1 d . . . . .
H11C H 0.527693 0.800087 0.529611 0.044 Uiso 1 1 calc R U . . .
H11D H 0.599822 0.905656 0.477346 0.044 Uiso 1 1 calc R U . . .
H11E H 0.588943 0.969229 0.607800 0.044 Uiso 1 1 calc R U . . .
N1B N 0.63898(9) -0.1714(2) 0.09964(12) 0.0222(3) Uani 1 1 d . . . . .
H11B H 0.616067 -0.105876 0.156222 0.027 Uiso 1 1 d R U . . .
H12B H 0.638667 -0.079276 0.039522 0.027 Uiso 1 1 d R U . . .
C1B C 0.78249(10) -0.0946(2) 0.21592(14) 0.0181(3) Uani 1 1 d . . . . .
C2B C 0.79047(11) 0.1101(3) 0.15025(15) 0.0235(4) Uani 1 1 d . . . . .
H2BA H 0.786727 0.085193 0.064111 0.028 Uiso 1 1 calc R U . . .
H2BB H 0.747939 0.210831 0.160626 0.028 Uiso 1 1 calc R U . . .
C3B C 0.87754(12) 0.1829(3) 0.21481(16) 0.0244(4) Uani 1 1 d . . . . .
H3B H 0.897229 0.305537 0.175669 0.029 Uiso 1 1 calc R U . . .
C4B C 0.92533(11) -0.0128(3) 0.19952(17) 0.0300(4) Uani 1 1 d . . . . .
H4BA H 0.983340 -0.003473 0.245984 0.036 Uiso 1 1 calc R U . . .
H4BB H 0.924789 -0.041717 0.114634 0.036 Uiso 1 1 calc R U . . .
C5B C 0.87454(11) -0.1768(3) 0.25029(16) 0.0238(4) Uani 1 1 d . . . . .
H5B H 0.880161 -0.320769 0.219774 0.029 Uiso 1 1 calc R U . . .
C6B C 0.76396(11) -0.0330(3) 0.33713(15) 0.0246(4) Uani 1 1 d . . . . .
H6BA H 0.724517 0.082806 0.329241 0.030 Uiso 1 1 calc R U . . .
H6BB H 0.741854 -0.152326 0.374514 0.030 Uiso 1 1 calc R U . . .
C7B C 0.85061(12) 0.0341(3) 0.40742(15) 0.0249(4) Uani 1 1 d . . . . .
H7B H 0.852411 0.059620 0.493871 0.030 Uiso 1 1 calc R U . . .
C8B C 0.89968(13) -0.1570(3) 0.38669(16) 0.0301(4) Uani 1 1 d . . . . .
H8BA H 0.882596 -0.281212 0.425635 0.036 Uiso 1 1 calc R U . . .
H8BB H 0.960091 -0.132937 0.415113 0.036 Uiso 1 1 calc R U . . .
C9B C 0.88051(12) 0.2255(3) 0.34774(15) 0.0244(4) Uani 1 1 d . . . . .
H9BA H 0.845009 0.345037 0.355412 0.029 Uiso 1 1 calc R U . . .
H9BB H 0.937992 0.262589 0.389435 0.029 Uiso 1 1 calc R U . . .
C10B C 0.72331(10) -0.2561(3) 0.14516(14) 0.0212(3) Uani 1 1 d . . . . .
H10C H 0.745520 -0.305911 0.076980 0.025 Uiso 1 1 calc R U . . .
H10D H 0.719352 -0.376270 0.196541 0.025 Uiso 1 1 calc R U . . .
C11B C 0.57676(12) -0.3341(3) 0.04482(16) 0.0302(4) Uani 1 1 d . . . . .
H11F H 0.521944 -0.271849 0.021599 0.045 Uiso 1 1 calc R U . . .
H11G H 0.575357 -0.443741 0.102678 0.045 Uiso 1 1 calc R U . . .
H11H H 0.592041 -0.393700 -0.025885 0.045 Uiso 1 1 calc R U . . .
O1W O 0.55823(8) 0.4743(2) 0.74550(13) 0.0377(4) Uani 1 1 d . . . . .
H11W H 0.570387 0.352564 0.780315 0.057 Uiso 1 1 d R U . . .
H12W H 0.503387 0.470864 0.718817 0.057 Uiso 1 1 d R U . . .
O2W O 0.55441(8) 0.0317(2) 0.24558(14) 0.0383(3) Uani 1 1 d . . . . .
H21W H 0.499878 0.031056 0.215578 0.057 Uiso 1 1 d R U . . .
H22W H 0.570378 0.155156 0.274078 0.057 Uiso 1 1 d 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
N1A C11A 1.491(2) . ?
N1A C10A 1.493(2) . ?
N1A H11A 0.9527 . ?
N1A H12A 0.9087 . ?
C1A C10A 1.520(2) . ?
C1A C2A 1.546(2) . ?
C1A C6A 1.549(2) . ?
C1A C5A 1.590(2) . ?
C2A C3A 1.533(2) . ?
C2A H2AA 0.9900 . ?
C2A H2AB 0.9900 . ?
C3A C4A 1.530(2) . ?
C3A C9A 1.545(2) . ?
C3A H3A 1.0000 . ?
C4A C5A 1.540(2) . ?
C4A H4AA 0.9900 . ?
C4A H4AB 0.9900 . ?
C5A C8A 1.542(2) . ?
C5A H5A 1.0000 . ?
C6A C7A 1.531(2) . ?
C6A H6AA 0.9900 . ?
C6A H6AB 0.9900 . ?
C7A C8A 1.529(2) . ?
C7A C9A 1.548(2) . ?
C7A H7A 1.0000 . ?
C8A H8AA 0.9900 . ?
C8A H8AB 0.9900 . ?
C9A H9AA 0.9900 . ?
C9A H9AB 0.9900 . ?
C10A H10A 0.9900 . ?
C10A H10B 0.9900 . ?
C11A H11C 0.9800 . ?
C11A H11D 0.9800 . ?
C11A H11E 0.9800 . ?
N1B C11B 1.490(2) . ?
N1B C10B 1.491(2) . ?
N1B H11B 0.9243 . ?
N1B H12B 0.9162 . ?
C1B C10B 1.516(2) . ?
C1B C6B 1.542(2) . ?
C1B C2B 1.546(2) . ?
C1B C5B 1.587(2) . ?
C2B C3B 1.531(2) . ?
C2B H2BA 0.9900 . ?
C2B H2BB 0.9900 . ?
C3B C4B 1.527(3) . ?
C3B C9B 1.540(2) . ?
C3B H3B 1.0000 . ?
C4B C5B 1.541(2) . ?
C4B H4BA 0.9900 . ?
C4B H4BB 0.9900 . ?
C5B C8B 1.534(2) . ?
C5B H5B 1.0000 . ?
C6B C7B 1.535(2) . ?
C6B H6BA 0.9900 . ?
C6B H6BB 0.9900 . ?
C7B C8B 1.529(3) . ?
C7B C9B 1.547(2) . ?
C7B H7B 1.0000 . ?
C8B H8BA 0.9900 . ?
C8B H8BB 0.9900 . ?
C9B H9BA 0.9900 . ?
C9B H9BB 0.9900 . ?
C10B H10C 0.9900 . ?
C10B H10D 0.9900 . ?
C11B H11F 0.9800 . ?
C11B H11G 0.9800 . ?
C11B H11H 0.9800 . ?
O1W H11W 0.8894 . ?
O1W H12W 0.8913 . ?
O2W H21W 0.8918 . ?
O2W H22W 0.8706 . ?

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
C11A N1A C10A 113.21(14) . . ?
C11A N1A H11A 105.3 . . ?
C10A N1A H11A 108.4 . . ?
C11A N1A H12A 108.0 . . ?
C10A N1A H12A 110.9 . . ?
H11A N1A H12A 110.8 . . ?
C10A C1A C2A 115.44(13) . . ?
C10A C1A C6A 113.93(13) . . ?
C2A C1A C6A 106.49(13) . . ?
C10A C1A C5A 112.05(12) . . ?
C2A C1A C5A 103.87(13) . . ?
C6A C1A C5A 103.95(13) . . ?
C3A C2A C1A 100.49(13) . . ?
C3A C2A H2AA 111.7 . . ?
C1A C2A H2AA 111.7 . . ?
C3A C2A H2AB 111.7 . . ?
C1A C2A H2AB 111.7 . . ?
H2AA C2A H2AB 109.4 . . ?
C4A C3A C2A 99.61(12) . . ?
C4A C3A C9A 110.25(14) . . ?
C2A C3A C9A 110.23(14) . . ?
C4A C3A H3A 112.0 . . ?
C2A C3A H3A 112.0 . . ?
C9A C3A H3A 112.0 . . ?
C3A C4A C5A 100.53(13) . . ?
C3A C4A H4AA 111.7 . . ?
C5A C4A H4AA 111.7 . . ?
C3A C4A H4AB 111.7 . . ?
C5A C4A H4AB 111.7 . . ?
H4AA C4A H4AB 109.4 . . ?
C4A C5A C8A 107.37(14) . . ?
C4A C5A C1A 104.23(13) . . ?
C8A C5A C1A 104.21(13) . . ?
C4A C5A H5A 113.4 . . ?
C8A C5A H5A 113.4 . . ?
C1A C5A H5A 113.4 . . ?
C7A C6A C1A 100.66(13) . . ?
C7A C6A H6AA 111.6 . . ?
C1A C6A H6AA 111.6 . . ?
C7A C6A H6AB 111.6 . . ?
C1A C6A H6AB 111.6 . . ?
H6AA C6A H6AB 109.4 . . ?
C8A C7A C6A 99.91(13) . . ?
C8A C7A C9A 110.48(14) . . ?
C6A C7A C9A 109.50(15) . . ?
C8A C7A H7A 112.1 . . ?
C6A C7A H7A 112.1 . . ?
C9A C7A H7A 112.1 . . ?
C7A C8A C5A 100.50(13) . . ?
C7A C8A H8AA 111.7 . . ?
C5A C8A H8AA 111.7 . . ?
C7A C8A H8AB 111.7 . . ?
C5A C8A H8AB 111.7 . . ?
H8AA C8A H8AB 109.4 . . ?
C3A C9A C7A 111.28(13) . . ?
C3A C9A H9AA 109.4 . . ?
C7A C9A H9AA 109.4 . . ?
C3A C9A H9AB 109.4 . . ?
C7A C9A H9AB 109.4 . . ?
H9AA C9A H9AB 108.0 . . ?
N1A C10A C1A 112.16(13) . . ?
N1A C10A H10A 109.2 . . ?
C1A C10A H10A 109.2 . . ?
N1A C10A H10B 109.2 . . ?
C1A C10A H10B 109.2 . . ?
H10A C10A H10B 107.9 . . ?
N1A C11A H11C 109.5 . . ?
N1A C11A H11D 109.5 . . ?
H11C C11A H11D 109.5 . . ?
N1A C11A H11E 109.5 . . ?
H11C C11A H11E 109.5 . . ?
H11D C11A H11E 109.5 . . ?
C11B N1B C10B 112.94(15) . . ?
C11B N1B H11B 104.8 . . ?
C10B N1B H11B 115.2 . . ?
C11B N1B H12B 104.3 . . ?
C10B N1B H12B 111.3 . . ?
H11B N1B H12B 107.4 . . ?
C10B C1B C6B 114.61(13) . . ?
C10B C1B C2B 115.35(13) . . ?
C6B C1B C2B 106.56(14) . . ?
C10B C1B C5B 111.63(13) . . ?
C6B C1B C5B 103.68(13) . . ?
C2B C1B C5B 103.83(13) . . ?
C3B C2B C1B 100.60(13) . . ?
C3B C2B H2BA 111.7 . . ?
C1B C2B H2BA 111.7 . . ?
C3B C2B H2BB 111.7 . . ?
C1B C2B H2BB 111.7 . . ?
H2BA C2B H2BB 109.4 . . ?
C4B C3B C2B 99.28(14) . . ?
C4B C3B C9B 110.47(15) . . ?
C2B C3B C9B 110.24(15) . . ?
C4B C3B H3B 112.1 . . ?
C2B C3B H3B 112.1 . . ?
C9B C3B H3B 112.1 . . ?
C3B C4B C5B 100.51(14) . . ?
C3B C4B H4BA 111.7 . . ?
C5B C4B H4BA 111.7 . . ?
C3B C4B H4BB 111.7 . . ?
C5B C4B H4BB 111.7 . . ?
H4BA C4B H4BB 109.4 . . ?
C8B C5B C4B 107.23(15) . . ?
C8B C5B C1B 104.87(14) . . ?
C4B C5B C1B 104.02(13) . . ?
C8B C5B H5B 113.3 . . ?
C4B C5B H5B 113.3 . . ?
C1B C5B H5B 113.3 . . ?
C7B C6B C1B 100.92(14) . . ?
C7B C6B H6BA 111.6 . . ?
C1B C6B H6BA 111.6 . . ?
C7B C6B H6BB 111.6 . . ?
C1B C6B H6BB 111.6 . . ?
H6BA C6B H6BB 109.4 . . ?
C8B C7B C6B 99.92(14) . . ?
C8B C7B C9B 110.06(15) . . ?
C6B C7B C9B 109.27(14) . . ?
C8B C7B H7B 112.3 . . ?
C6B C7B H7B 112.3 . . ?
C9B C7B H7B 112.3 . . ?
C7B C8B C5B 100.47(13) . . ?
C7B C8B H8BA 111.7 . . ?
C5B C8B H8BA 111.7 . . ?
C7B C8B H8BB 111.7 . . ?
C5B C8B H8BB 111.7 . . ?
H8BA C8B H8BB 109.4 . . ?
C3B C9B C7B 111.53(14) . . ?
C3B C9B H9BA 109.3 . . ?
C7B C9B H9BA 109.3 . . ?
C3B C9B H9BB 109.3 . . ?
C7B C9B H9BB 109.3 . . ?
H9BA C9B H9BB 108.0 . . ?
N1B C10B C1B 111.96(14) . . ?
N1B C10B H10C 109.2 . . ?
C1B C10B H10C 109.2 . . ?
N1B C10B H10D 109.2 . . ?
C1B C10B H10D 109.2 . . ?
H10C C10B H10D 107.9 . . ?
N1B C11B H11F 109.5 . . ?
N1B C11B H11G 109.5 . . ?
H11F C11B H11G 109.5 . . ?
N1B C11B H11H 109.5 . . ?
H11F C11B H11H 109.5 . . ?
H11G C11B H11H 109.5 . . ?
H11W O1W H12W 105.1 . . ?
H21W O2W H22W 109.2 . . ?

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
_geom_hbond_publ_flag
N1A H11A Cl1 0.95 2.18 3.0955(15) 160.7 . yes
N1A H12A O1W 0.91 1.88 2.7499(19) 159.8 . yes
N1B H11B O2W 0.92 1.83 2.747(2) 169.5 . yes
N1B H12B Cl2 0.92 2.23 3.1181(14) 164.1 . yes
O1W H11W Cl2 0.89 2.26 3.1283(14) 165.5 1_556 yes
O1W H12W Cl1 0.89 2.27 3.1412(14) 165.4 2_666 yes
O2W H21W Cl2 0.89 2.27 3.1384(14) 164.5 2_655 yes
O2W H22W Cl1 0.87 2.27 3.1310(15) 171.1 . yes

_refine_diff_density_max         0.485
_refine_diff_density_min         -0.243
_refine_diff_density_rms         0.059

