# 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_3
_database_code_depnum_ccdc_archive 'CCDC 1994864'
loop_
_audit_author_name
_audit_author_address
'Paulina Marek'
;Faculty of Chemistry, Warsaw University of Technology
Poland
;
_audit_update_record             
;
2020-04-04 deposited with the CCDC.	2020-05-21 downloaded from the CCDC.
;
_audit_creation_date             2019-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2014/7
_chemical_name_common            ?
_chemical_name_systematic        
'catena-(bis(/m2-beta-Alanine)-lithium perchlotate)'
_chemical_formula_moiety         'C6 H14 Li N2 O4, Cl O4'
_chemical_formula_sum            'C6 H14 Cl Li N2 O8'
_chemical_formula_weight         284.58
_chemical_melting_point          ?
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'
Li Li -0.0003 0.0001 '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'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           61
_space_group_name_H-M_alt        'P b c a'
_space_group_name_Hall           '-P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'

_cell_length_a                   8.3651(6)
_cell_length_b                   9.9433(7)
_cell_length_c                   27.584(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2294.4(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9987
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      2.85
_shelx_estimated_absorpt_T_max   0.947
_shelx_estimated_absorpt_T_min   0.923
_exptl_absorpt_coefficient_mu    0.369
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6900
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0612 before and 0.0532 after correction. The Ratio of minimum to maximum transmission is 0.9248. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.648
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.22
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       39
_diffrn_reflns_limit_l_min       -39
_diffrn_reflns_number            20002
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.498
_diffrn_reflns_theta_min         2.848
_diffrn_ambient_temperature      100.04
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3160
_reflns_number_total             3483
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.514
_refine_diff_density_min         -0.565
_refine_diff_density_rms         0.070
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.178
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     187
_refine_ls_number_reflns         3483
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0403
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.177
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0272P)²+2.2619P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0835
_refine_ls_wR_factor_ref         0.0860
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Restrained distances
 N11-H11C = N11-H11A = N11-H11B = N1-H1B = N1-H1C = N1-H1A
 0.9 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B), C12(H12A,H12B), C13(H13A,H13B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
C1 C 0.43395(15) 0.81185(13) 0.47812(5) 0.0083(2) Uani 1 1 d . . . . .
C2 C 0.39571(15) 0.91576(13) 0.43918(5) 0.0093(2) Uani 1 1 d . . . . .
H2A H 0.4860 0.9799 0.4371 0.011 Uiso 1 1 calc R . . . .
H2B H 0.3881 0.8691 0.4076 0.011 Uiso 1 1 calc R . . . .
C3 C 0.24263(16) 0.99498(14) 0.44723(5) 0.0106(2) Uani 1 1 d . . . . .
H3A H 0.2474 1.0402 0.4792 0.013 Uiso 1 1 calc R . . . .
H3B H 0.2331 1.0653 0.4220 0.013 Uiso 1 1 calc R . . . .
C11 C 0.24256(15) 0.56544(13) 0.62646(4) 0.0072(2) Uani 1 1 d . . . . .
C12 C 0.15132(16) 0.49856(13) 0.66783(5) 0.0101(2) Uani 1 1 d . . . . .
H12A H 0.0692 0.5615 0.6802 0.012 Uiso 1 1 calc R . . . .
H12B H 0.0958 0.4177 0.6554 0.012 Uiso 1 1 calc R . . . .
C13 C 0.26127(17) 0.45808(14) 0.70922(5) 0.0113(2) Uani 1 1 d . . . . .
H13A H 0.3143 0.5392 0.7224 0.014 Uiso 1 1 calc R . . . .
H13B H 0.1972 0.4170 0.7355 0.014 Uiso 1 1 calc R . . . .
Cl1 Cl 0.83811(4) 0.19179(3) 0.68105(2) 0.00835(8) Uani 1 1 d . . . . .
Li1 Li 0.2221(3) 0.8125(2) 0.56939(8) 0.0107(4) Uani 1 1 d . . . . .
N1 N 0.09883(14) 0.90568(12) 0.44547(4) 0.0097(2) Uani 1 1 d D . . . .
H1A H 0.107(2) 0.8435(14) 0.4219(5) 0.018(5) Uiso 1 1 d D . . . .
H1B H 0.080(3) 0.8629(18) 0.4737(4) 0.025(5) Uiso 1 1 d D . . . .
H1C H 0.0071(13) 0.9482(18) 0.4380(7) 0.024(5) Uiso 1 1 d D . . . .
N11 N 0.38576(15) 0.35999(12) 0.69266(4) 0.0106(2) Uani 1 1 d D . . . .
H11A H 0.4671(15) 0.4037(17) 0.6783(6) 0.017(5) Uiso 1 1 d D . . . .
H11B H 0.427(2) 0.3158(18) 0.7183(5) 0.023(5) Uiso 1 1 d D . . . .
H11C H 0.348(2) 0.2988(16) 0.6716(6) 0.029(6) Uiso 1 1 d D . . . .
O1 O 0.85074(13) 0.27529(10) 0.63841(4) 0.0147(2) Uani 1 1 d . . . . .
O2 O 0.96217(13) 0.22826(12) 0.71515(4) 0.0167(2) Uani 1 1 d . . . . .
O3 O 0.85737(13) 0.05243(10) 0.66721(4) 0.0157(2) Uani 1 1 d . . . . .
O4 O 0.68423(13) 0.21043(12) 0.70328(4) 0.0186(2) Uani 1 1 d . . . . .
O5 O 0.37232(12) 0.82402(11) 0.51900(4) 0.0136(2) Uani 1 1 d . . . . .
O6 O 0.53127(12) 0.71930(10) 0.46684(4) 0.0128(2) Uani 1 1 d . . . . .
O15 O 0.31304(11) 0.48965(10) 0.59688(3) 0.00989(18) Uani 1 1 d . . . . .
O16 O 0.24460(12) 0.69227(9) 0.62447(3) 0.01007(18) 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
C1 C2 1.5244(18) . ?
C1 O5 1.2459(16) . ?
C1 O6 1.2674(16) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5197(18) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N1 1.4959(18) . ?
C11 C12 1.5255(17) . ?
C11 O15 1.2576(16) . ?
C11 O16 1.2624(16) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5204(19) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 N11 1.4982(18) . ?
Cl1 O1 1.4437(10) . ?
Cl1 O2 1.4468(10) . ?
Cl1 O3 1.4464(10) . ?
Cl1 O4 1.4377(11) . ?
Li1 O5 1.877(3) . ?
Li1 O6 1.910(3) 4_466 ?
Li1 O15 1.940(3) 8_665 ?
Li1 O16 1.943(3) . ?
N1 H1A 0.9000(10) . ?
N1 H1B 0.9000(10) . ?
N1 H1C 0.9000(10) . ?
N11 H11A 0.8999(10) . ?
N11 H11B 0.8999(10) . ?
N11 H11C 0.9000(10) . ?
O6 Li1 1.910(3) 4_566 ?
O15 Li1 1.940(3) 8_655 ?

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
O5 C1 C2 119.02(12) . . ?
O5 C1 O6 123.95(12) . . ?
O6 C1 C2 117.00(11) . . ?
C1 C2 H2A 108.5 . . ?
C1 C2 H2B 108.5 . . ?
H2A C2 H2B 107.5 . . ?
C3 C2 C1 115.17(11) . . ?
C3 C2 H2A 108.5 . . ?
C3 C2 H2B 108.5 . . ?
C2 C3 H3A 109.3 . . ?
C2 C3 H3B 109.3 . . ?
H3A C3 H3B 108.0 . . ?
N1 C3 C2 111.42(11) . . ?
N1 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
O15 C11 C12 117.31(11) . . ?
O15 C11 O16 124.34(12) . . ?
O16 C11 C12 118.35(11) . . ?
C11 C12 H12A 109.2 . . ?
C11 C12 H12B 109.2 . . ?
H12A C12 H12B 107.9 . . ?
C13 C12 C11 111.99(11) . . ?
C13 C12 H12A 109.2 . . ?
C13 C12 H12B 109.2 . . ?
C12 C13 H13A 109.4 . . ?
C12 C13 H13B 109.4 . . ?
H13A C13 H13B 108.0 . . ?
N11 C13 C12 111.34(11) . . ?
N11 C13 H13A 109.4 . . ?
N11 C13 H13B 109.4 . . ?
O1 Cl1 O2 109.46(7) . . ?
O1 Cl1 O3 109.12(6) . . ?
O3 Cl1 O2 109.38(7) . . ?
O4 Cl1 O1 109.81(7) . . ?
O4 Cl1 O2 109.43(7) . . ?
O4 Cl1 O3 109.62(7) . . ?
O5 Li1 O6 100.50(12) . 4_466 ?
O5 Li1 O15 109.60(12) . 8_665 ?
O5 Li1 O16 123.49(13) . . ?
O6 Li1 O15 103.20(12) 4_466 8_665 ?
O6 Li1 O16 112.85(13) 4_466 . ?
O15 Li1 O16 105.53(12) 8_665 . ?
C3 N1 H1A 112.0(13) . . ?
C3 N1 H1B 113.0(14) . . ?
C3 N1 H1C 114.5(13) . . ?
H1A N1 H1B 108.2(18) . . ?
H1A N1 H1C 102.6(18) . . ?
H1B N1 H1C 105.8(19) . . ?
C13 N11 H11A 110.2(13) . . ?
C13 N11 H11B 110.1(13) . . ?
C13 N11 H11C 113.0(14) . . ?
H11A N11 H11B 107.1(18) . . ?
H11A N11 H11C 108.1(18) . . ?
H11B N11 H11C 108.1(18) . . ?
C1 O5 Li1 160.26(13) . . ?
C1 O6 Li1 141.78(12) . 4_566 ?
C11 O15 Li1 136.61(11) . 8_655 ?
C11 O16 Li1 130.36(11) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# 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_1
_database_code_depnum_ccdc_archive 'CCDC 1994865'
loop_
_audit_author_name
_audit_author_address
'Paulina Marek'
;Faculty of Chemistry, Warsaw University of Technology
Poland
;
_audit_update_record             
;
2020-04-04 deposited with the CCDC.	2020-05-21 downloaded from the CCDC.
;
_audit_creation_date             2019-06-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'catena-(/m-3-beta-Alanine-lithium perchlorate)'
_chemical_formula_moiety         'C3 H7 Cl Li N O6'
_chemical_formula_sum            'C3 H7 Cl Li N O6'
_chemical_formula_weight         195.49
_chemical_melting_point          ?
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'
Li Li -0.0003 0.0001 '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'

_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.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   24.143(3)
_cell_length_b                   5.0111(7)
_cell_length_c                   14.528(2)
_cell_angle_alpha                90
_cell_angle_beta                 125.825(3)
_cell_angle_gamma                90
_cell_volume                     1425.1(3)
_cell_formula_units_Z            8
_cell_measurement_reflns_used    9880
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      30.56
_cell_measurement_theta_min      2.80
_shelx_estimated_absorpt_T_max   0.935
_shelx_estimated_absorpt_T_min   0.859
_exptl_absorpt_coefficient_mu    0.524
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6833
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0901 before and 0.0649 after correction. The Ratio of minimum to maximum transmission is 0.9158. The λ/2 correction factor is Not present.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.822
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_preparation       ?
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0446
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       34
_diffrn_reflns_limit_h_min       -34
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            17655
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.560
_diffrn_reflns_theta_min         2.081
_diffrn_ambient_temperature      100.01
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_source                   ?
_diffrn_standards_number         0
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                2024
_reflns_number_total             2183
_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.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       'SAINT V8.38A (2016)'
_computing_data_collection       ?
_computing_data_reduction        'SAINT V8.38A (2016)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_refine_diff_density_max         0.505
_refine_diff_density_min         -0.469
_refine_diff_density_rms         0.066
_refine_ls_extinction_coef       0.0049(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.109
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     122
_refine_ls_number_reflns         2183
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0306
_refine_ls_R_factor_gt           0.0276
_refine_ls_restrained_S_all      1.108
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0293P)²+2.0958P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0706
_refine_ls_wR_factor_ref         0.0727
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H,H) groups
2. Restrained distances
 N1-H1C = N1-H1A = N1-H1B
 0.9 with sigma of 0.001
3.a Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C3(H3A,H3B)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   ?
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
C1 C 0.80051(5) 0.2147(2) 0.42567(9) 0.00713(19) Uani 1 1 d . . . . .
C2 C 0.83073(6) 0.3441(2) 0.54049(9) 0.0094(2) Uani 1 1 d . . . . .
H2A H 0.827430 0.217883 0.589511 0.011 Uiso 1 1 calc R . . . .
H2B H 0.803666 0.504628 0.529962 0.011 Uiso 1 1 calc R . . . .
C3 C 0.90540(6) 0.4243(2) 0.59977(10) 0.0100(2) Uani 1 1 d . . . . .
H3A H 0.923248 0.501819 0.675011 0.012 Uiso 1 1 calc R . . . .
H3B H 0.932845 0.263860 0.611832 0.012 Uiso 1 1 calc R . . . .
Cl1 Cl 0.58889(2) 0.55099(5) 0.17932(2) 0.00787(9) Uani 1 1 d . . . . .
Li1 Li 0.74108(11) 0.7208(4) 0.29838(18) 0.0115(4) Uani 1 1 d . . . . .
N1 N 0.91254(5) 0.6235(2) 0.53067(9) 0.01034(19) Uani 1 1 d D . . . .
H1A H 0.9070(9) 0.541(3) 0.4708(9) 0.016(4) Uiso 1 1 d D . . . .
H1B H 0.9531(5) 0.708(3) 0.5729(13) 0.022(5) Uiso 1 1 d D . . . .
H1C H 0.8790(6) 0.746(3) 0.5021(15) 0.022(5) Uiso 1 1 d D . . . .
O6 O 0.77902(4) 0.36607(17) 0.34156(7) 0.00896(16) Uani 1 1 d . . . . .
O5 O 0.79951(4) -0.03617(17) 0.42009(7) 0.00990(17) Uani 1 1 d . . . . .
O1 O 0.65068(4) 0.67784(18) 0.27271(7) 0.01240(18) Uani 1 1 d . . . . .
O4 O 0.56822(5) 0.67057(19) 0.07326(7) 0.01430(19) Uani 1 1 d . . . . .
O3 O 0.53606(5) 0.59145(19) 0.19627(8) 0.01378(18) Uani 1 1 d . . . . .
O2 O 0.60039(5) 0.27084(19) 0.17812(8) 0.0167(2) 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
C1 C2 1.5203(15) . ?
C1 Li1 2.789(2) 4_645 ?
C1 O6 1.2632(13) . ?
C1 O5 1.2589(14) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5284(16) . ?
C3 H3A 0.9900 . ?
C3 H3B 0.9900 . ?
C3 N1 1.4954(15) . ?
Cl1 O1 1.4495(9) . ?
Cl1 O4 1.4430(9) . ?
Cl1 O3 1.4480(9) . ?
Cl1 O2 1.4331(10) . ?
Li1 Li1 3.024(2) 4_645 ?
Li1 Li1 3.024(2) 4_655 ?
Li1 O6 1.935(2) 4_655 ?
Li1 O6 1.929(2) . ?
Li1 O5 1.918(2) 1_565 ?
Li1 O1 1.999(2) . ?
N1 H1A 0.8999(10) . ?
N1 H1B 0.8999(11) . ?
N1 H1C 0.8999(10) . ?

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 Li1 152.83(9) . 4_645 ?
O6 C1 C2 117.82(10) . . ?
O6 C1 Li1 36.96(7) . 4_645 ?
O5 C1 C2 118.39(10) . . ?
O5 C1 Li1 87.46(8) . 4_645 ?
O5 C1 O6 123.77(10) . . ?
C1 C2 H2A 109.1 . . ?
C1 C2 H2B 109.1 . . ?
C1 C2 C3 112.37(9) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.1 . . ?
C3 C2 H2B 109.1 . . ?
C2 C3 H3A 109.4 . . ?
C2 C3 H3B 109.4 . . ?
H3A C3 H3B 108.0 . . ?
N1 C3 C2 111.01(9) . . ?
N1 C3 H3A 109.4 . . ?
N1 C3 H3B 109.4 . . ?
O4 Cl1 O1 109.91(5) . . ?
O4 Cl1 O3 109.57(6) . . ?
O3 Cl1 O1 107.81(5) . . ?
O2 Cl1 O1 109.90(6) . . ?
O2 Cl1 O4 110.01(6) . . ?
O2 Cl1 O3 109.59(6) . . ?
C1 Li1 Li1 61.23(8) 4_655 4_655 ?
C1 Li1 Li1 60.03(8) 4_655 4_645 ?
Li1 Li1 Li1 111.87(13) 4_645 4_655 ?
O6 Li1 C1 98.48(9) . 4_655 ?
O6 Li1 C1 23.11(4) 4_655 4_655 ?
O6 Li1 Li1 80.78(11) 4_655 4_645 ?
O6 Li1 Li1 38.55(3) . 4_645 ?
O6 Li1 Li1 38.41(8) 4_655 4_655 ?
O6 Li1 Li1 138.16(14) . 4_655 ?
O6 Li1 O6 117.90(11) . 4_655 ?
O6 Li1 O1 102.72(11) . . ?
O6 Li1 O1 105.63(10) 4_655 . ?
O5 Li1 C1 130.62(11) 1_565 4_655 ?
O5 Li1 Li1 71.01(7) 1_565 4_655 ?
O5 Li1 Li1 136.59(14) 1_565 4_645 ?
O5 Li1 O6 109.41(11) 1_565 . ?
O5 Li1 O6 109.06(11) 1_565 4_655 ?
O5 Li1 O1 111.95(11) 1_565 . ?
O1 Li1 C1 99.97(9) . 4_655 ?
O1 Li1 Li1 116.06(11) . 4_655 ?
O1 Li1 Li1 105.12(10) . 4_645 ?
C3 N1 H1A 109.4(11) . . ?
C3 N1 H1B 111.2(12) . . ?
C3 N1 H1C 109.6(12) . . ?
H1A N1 H1B 111.2(16) . . ?
H1A N1 H1C 106.4(16) . . ?
H1B N1 H1C 108.8(17) . . ?
C1 O6 Li1 135.74(10) . . ?
C1 O6 Li1 119.92(10) . 4_645 ?
Li1 O6 Li1 103.04(7) . 4_645 ?
C1 O5 Li1 132.01(10) . 1_545 ?
Cl1 O1 Li1 129.42(8) . . ?

_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent: water'
####################################################################### 
# 
# 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_2
_database_code_depnum_ccdc_archive 'CCDC 1994866'
loop_
_audit_author_name
_audit_author_address
'Paulina Marek'
;Faculty of Chemistry, Warsaw University of Technology
Poland
;
_audit_update_record             
;
2020-04-08 deposited with the CCDC.	2020-05-21 downloaded from the CCDC.
;
_audit_creation_date             2019-07-09
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number     2018/3
_chemical_name_common            ?
_chemical_name_systematic        
'catena-(bis(/m-2-beta-Alanine)-lithium perchlorate)'
_chemical_formula_moiety         'C6 H14 Li N2 O4, Cl O4'
_chemical_formula_sum            'C6 H14 Cl Li N2 O8'
_chemical_formula_weight         284.58
_chemical_absolute_configuration ad
_chemical_melting_point          ?

_space_group_crystal_system      monoclinic
_space_group_name_H-M_alt        'P 1 21 1'
_space_group_name_Hall           'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'

_cell_length_a                   4.9667(6)
_cell_length_b                   8.4410(11)
_cell_length_c                   13.9410(18)
_cell_angle_alpha                90
_cell_angle_beta                 95.899(4)
_cell_angle_gamma                90
_cell_volume                     581.37(13)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    9886
_cell_measurement_theta_min      2.41
_cell_measurement_theta_max      30.53
_cell_measurement_temperature    100.0(5)

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.290
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.130
_exptl_crystal_density_diffrn    1.626
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             296

_exptl_absorpt_coefficient_mu    0.364
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0731 before and 0.0675 after correction.
The Ratio of minimum to maximum transmission is 0.9327.
The λ/2 correction factor is Not present.
;
_shelx_estimated_absorpt_T_max   0.954
_shelx_estimated_absorpt_T_min   0.902
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6959

_exptl_special_details           
;
;

_diffrn_ambient_temperature      100.0(5)

_diffrn_source                   'fine focus sealed tube'
_diffrn_source_type              ?

_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_monochromator  TRIUMPH

_diffrn_measurement_device_type  'Bruker D8 VENTURE'
_diffrn_measurement_method       'ο and φ scans'

_diffrn_detector_area_resol_mean 7.3910

_diffrn_reflns_number            17343
_diffrn_reflns_av_R_equivalents  0.0459
_diffrn_reflns_av_unetI/netI     0.0313
_diffrn_reflns_theta_min         2.83
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_full        30.56
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_limit_l_max       19

_refine_special_details          
;
;

_reflns_number_total             3541
_reflns_number_gt                3477
_reflns_threshold_expression     'I > 2σ(I)'

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_R_factor_all          0.0264
_refine_ls_R_factor_gt           0.0258
_refine_ls_wR_factor_gt          0.0644
_refine_ls_wR_factor_ref         0.0648
_refine_ls_goodness_of_fit_ref   1.081
_refine_ls_restrained_S_all      1.088
_refine_ls_number_reflns         3541
_refine_ls_number_parameters     229
_refine_ls_number_restraints     38
_refine_ls_number_constraints    ?
_refine_ls_hydrogen_treatment    mixed
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0313P)²+0.0991P] where P=(Fo²+2Fc²)/3'

_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?

_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.238
_refine_diff_density_min         -0.291
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 
;

Flack x determined using 1576 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.04(2)

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'
Li Li -0.0003 0.0001 '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'

_computing_data_collection       'APEX3 V2019 (Bruker Nano, Inc., 2019)'
_computing_cell_refinement       'SAINT V8.38A (Bruker Nano, Inc., 2016)'
_computing_data_reduction        'SAINT V8.38A (Bruker Nano, Inc., 2016)'
_computing_structure_solution    'XT (Sheldrick, 2015)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'


loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_refinement_flags_posn
_atom_site_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 -0.0598(3) 0.81438(17) 0.80119(11) 0.0086(3) Uani d . . . 1.0 . .
C C2 -0.2168(3) 0.7236(2) 0.71905(10) 0.0117(3) Uani d . . . 1.0 . .
H H2A -0.271202 0.619507 0.743458 0.014 Uiso calc U . R 1.0 . .
H H2B -0.38394 0.782958 0.697256 0.014 Uiso calc U . R 1.0 . .
C C3 -0.0562(4) 0.69740(19) 0.63351(12) 0.0130(3) Uani d . . . 1.0 . .
H H3A 0.110963 0.637429 0.654309 0.016 Uiso calc U . R 1.0 . .
H H3B -0.16497 0.634512 0.583624 0.016 Uiso calc U . R 1.0 . .
C C11 0.4563(3) 0.42622(18) 0.91510(11) 0.0089(3) Uani d . . . 1.0 . .
C C12 0.1958(3) 0.3860(2) 0.85254(12) 0.0115(3) Uani d . . . 1.0 . .
H H12A 0.043628 0.440138 0.879499 0.014 Uiso calc U . R 1.0 . .
H H12B 0.208016 0.429303 0.78714 0.014 Uiso calc U . R 1.0 . .
C C13 0.1302(3) 0.2106(2) 0.84345(11) 0.0122(3) Uani d . . . 1.0 . .
H H13A -0.0169 0.194927 0.790778 0.015 Uiso calc U . R 1.0 . .
H H13B 0.2917 0.15288 0.826 0.015 Uiso calc U . R 1.0 . .
Cl Cl1 0.51676(7) 0.72830(5) 0.39053(3) 0.01425(9) Uani d . P D 0.662(4) A 1
O O1 0.3985(14) 0.8301(8) 0.3141(4) 0.0244(12) Uani d . P D 0.662(4) A 1
O O2 0.4205(19) 0.5724(8) 0.3730(6) 0.040(2) Uani d . P D 0.662(4) A 1
O O3 0.4444(9) 0.7890(8) 0.4814(3) 0.0327(15) Uani d . P D 0.662(4) A 1
O O4 0.8068(3) 0.7297(3) 0.39502(10) 0.0294(3) Uani d . P D 0.662(4) A 1
Cl Cl1B 0.51676(7) 0.72830(5) 0.39053(3) 0.01425(9) Uani d . P D 0.091(4) B 2
O O1B 0.383(4) 0.770(2) 0.3027(12) 0.017(5) Uiso d . P D 0.091(4) B 2
O O2B 0.442(4) 0.568(2) 0.4215(17) 0.028(5) Uiso d . P D 0.091(4) B 2
O O3B 0.445(6) 0.837(3) 0.4668(16) 0.015(5) Uiso d . P D 0.091(4) B 2
O O4B 0.8068(3) 0.7297(3) 0.39502(10) 0.0294(3) Uani d . P D 0.091(4) B 2
Cl Cl1C 0.51676(7) 0.72830(5) 0.39053(3) 0.01425(9) Uani d . P D 0.247(4) C 3
O O1C 0.413(5) 0.8574(19) 0.3357(11) 0.027(3) Uani d . P D 0.247(4) C 3
O O2C 0.434(4) 0.575(2) 0.3446(12) 0.023(3) Uani d . P D 0.247(4) C 3
O O3C 0.417(3) 0.7211(16) 0.4859(9) 0.032(3) Uani d U P D 0.247(4) C 3
O O4C 0.8068(3) 0.7297(3) 0.39502(10) 0.0294(3) Uani d . P D 0.247(4) C 3
Li Li1 0.4636(6) 0.7842(4) 0.8953(2) 0.0117(5) Uani d . . . 1.0 . .
N N1 0.0157(3) 0.8539(2) 0.59224(11) 0.0153(3) Uani d . . . 1.0 . .
H H1A 0.127(6) 0.903(4) 0.632(2) 0.027(8) Uiso d . . . 1.0 . .
H H1B 0.105(6) 0.839(4) 0.540(2) 0.032(8) Uiso d . . . 1.0 . .
H H1C -0.124(6) 0.906(4) 0.577(2) 0.025(7) Uiso d . . . 1.0 . .
N N11 0.0451(3) 0.14285(17) 0.93459(10) 0.0101(2) Uani d . . . 1.0 . .
H H11A -0.094(5) 0.202(3) 0.9531(19) 0.018(6) Uiso d . . . 1.0 . .
H H11B 0.183(6) 0.131(4) 0.979(2) 0.020(6) Uiso d . . . 1.0 . .
H H11C -0.013(6) 0.049(3) 0.9225(19) 0.017(6) Uiso d . . . 1.0 . .
O O5 -0.1868(2) 0.85811(15) 0.87050(8) 0.0114(2) Uani d . . . 1.0 . .
O O6 0.1865(2) 0.84167(16) 0.79529(9) 0.0126(2) Uani d . . . 1.0 . .
O O15 0.5437(3) 0.56492(15) 0.91042(10) 0.0152(2) Uani d . . . 1.0 . .
O O16 0.5701(2) 0.31948(14) 0.96844(9) 0.0113(2) Uani d . . . 1.0 . .


_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_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 O6 . 1.2560(19) ?
C1 O5 . 1.2620(19) ?
C1 C2 . 1.524(2) ?
C2 C3 . 1.518(2) ?
C2 H2A . 0.99 ?
C2 H2B . 0.99 ?
C3 N1 . 1.499(2) ?
C3 H3A . 0.99 ?
C3 H3B . 0.99 ?
C11 O15 . 1.253(2) ?
C11 O16 . 1.2641(19) ?
C11 C12 . 1.522(2) ?
C12 C13 . 1.518(2) ?
C12 H12A . 0.99 ?
C12 H12B . 0.99 ?
C13 N11 . 1.494(2) ?
C13 H13A . 0.99 ?
C13 H13B . 0.99 ?
Cl1 O2 . 1.413(6) ?
Cl1 O4 . 1.4357(14) ?
Cl1 O1 . 1.446(5) ?
Cl1 O3 . 1.446(4) ?
Cl1B O1B . 1.376(15) ?
Cl1B O4B . 1.4357(14) ?
Cl1B O3B . 1.474(17) ?
Cl1B O2B . 1.476(16) ?
Cl1C O1C . 1.399(15) ?
Cl1C O4C . 1.4357(14) ?
Cl1C O3C . 1.467(11) ?
Cl1C O2C . 1.484(13) ?
Li1 O15 . 1.901(3) ?
Li1 O5 1_655 1.910(3) ?
Li1 O6 . 1.918(3) ?
Li1 O16 2_657 1.946(3) ?
N1 H1A . 0.85(3) ?
N1 H1B . 0.90(3) ?
N1 H1C . 0.83(3) ?
N11 H11A . 0.91(3) ?
N11 H11B . 0.88(3) ?
N11 H11C . 0.86(3) ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
O6 C1 O5 . . 124.28(15) ?
O6 C1 C2 . . 118.01(14) ?
O5 C1 C2 . . 117.70(14) ?
C3 C2 C1 . . 113.20(13) ?
C3 C2 H2A . . 108.9 ?
C1 C2 H2A . . 108.9 ?
C3 C2 H2B . . 108.9 ?
C1 C2 H2B . . 108.9 ?
H2A C2 H2B . . 107.8 ?
N1 C3 C2 . . 109.78(14) ?
N1 C3 H3A . . 109.7 ?
C2 C3 H3A . . 109.7 ?
N1 C3 H3B . . 109.7 ?
C2 C3 H3B . . 109.7 ?
H3A C3 H3B . . 108.2 ?
O15 C11 O16 . . 124.07(16) ?
O15 C11 C12 . . 117.23(14) ?
O16 C11 C12 . . 118.70(14) ?
C13 C12 C11 . . 115.34(13) ?
C13 C12 H12A . . 108.4 ?
C11 C12 H12A . . 108.4 ?
C13 C12 H12B . . 108.4 ?
C11 C12 H12B . . 108.4 ?
H12A C12 H12B . . 107.5 ?
N11 C13 C12 . . 112.30(13) ?
N11 C13 H13A . . 109.1 ?
C12 C13 H13A . . 109.1 ?
N11 C13 H13B . . 109.1 ?
C12 C13 H13B . . 109.1 ?
H13A C13 H13B . . 107.9 ?
O2 Cl1 O4 . . 109.6(4) ?
O2 Cl1 O1 . . 108.8(5) ?
O4 Cl1 O1 . . 110.9(3) ?
O2 Cl1 O3 . . 111.8(3) ?
O4 Cl1 O3 . . 107.3(2) ?
O1 Cl1 O3 . . 108.5(3) ?
O1B Cl1B O4B . . 115.2(8) ?
O1B Cl1B O3B . . 110.7(13) ?
O4B Cl1B O3B . . 106.2(12) ?
O1B Cl1B O2B . . 112.3(11) ?
O4B Cl1B O2B . . 106.1(9) ?
O3B Cl1B O2B . . 105.7(14) ?
O1C Cl1C O4C . . 109.2(10) ?
O1C Cl1C O3C . . 112.8(10) ?
O4C Cl1C O3C . . 113.1(6) ?
O1C Cl1C O2C . . 112.0(10) ?
O4C Cl1C O2C . . 105.0(8) ?
O3C Cl1C O2C . . 104.5(8) ?
O15 Li1 O5 . 1_655 98.87(15) ?
O15 Li1 O6 . . 116.94(16) ?
O5 Li1 O6 1_655 . 112.55(16) ?
O15 Li1 O16 . 2_657 94.53(15) ?
O5 Li1 O16 1_655 2_657 107.33(15) ?
O6 Li1 O16 . 2_657 122.93(17) ?
C3 N1 H1A . . 110.(2) ?
C3 N1 H1B . . 110.(2) ?
H1A N1 H1B . . 105.(3) ?
C3 N1 H1C . . 110.(2) ?
H1A N1 H1C . . 112.(3) ?
H1B N1 H1C . . 110.(3) ?
C13 N11 H11A . . 108.8(17) ?
C13 N11 H11B . . 112.1(18) ?
H11A N11 H11B . . 115.(2) ?
C13 N11 H11C . . 107.9(18) ?
H11A N11 H11C . . 108.(3) ?
H11B N11 H11C . . 105.(3) ?
C1 O5 Li1 . 1_455 125.34(14) ?
C1 O6 Li1 . . 122.48(14) ?
C11 O15 Li1 . . 147.80(15) ?
C11 O16 Li1 . 2_647 127.22(14) ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
O6 C1 C2 C3 . . . . -7.7(2) ?
O5 C1 C2 C3 . . . . 171.83(14) ?
C1 C2 C3 N1 . . . . -61.58(18) ?
O15 C11 C12 C13 . . . . 167.18(14) ?
O16 C11 C12 C13 . . . . -13.1(2) ?
C11 C12 C13 N11 . . . . 71.44(18) ?
O6 C1 O5 Li1 . . . 1_455 -166.69(16) ?
C2 C1 O5 Li1 . . . 1_455 13.8(2) ?
O5 C1 O6 Li1 . . . . 54.2(2) ?
C2 C1 O6 Li1 . . . . -126.27(17) ?
O16 C11 O15 Li1 . . . . -144.9(2) ?
C12 C11 O15 Li1 . . . . 34.8(3) ?
O15 C11 O16 Li1 . . . 2_647 83.0(2) ?
C12 C11 O16 Li1 . . . 2_647 -96.7(2) ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1A O6 . 0.85(3) 2.32(3) 2.872(2) 123.(3) ?
N1 H1B O3 . 0.90(3) 1.99(3) 2.810(5) 151.(3) ?
N1 H1B O4 1_455 0.90(3) 2.55(3) 3.024(2) 113.(2) ?
N1 H1C O2 2_556 0.83(3) 2.20(3) 2.923(7) 146.(3) ?
N11 H11A O16 1_455 0.91(3) 1.97(3) 2.8705(19) 169.(2) ?
N11 H11B O15 2_647 0.88(3) 2.02(3) 2.892(2) 168.(3) ?
N11 H11B O16 . 0.88(3) 2.51(3) 2.9986(19) 115.(2) ?
N11 H11C O5 1_545 0.86(3) 1.93(3) 2.7731(19) 167.(3) ?

