# Electronic Supplementary Material (ESI) for Dalton Transactions.
# This journal is © The Royal Society of Chemistry 2021

####################################################################### 
# 
# 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_Er
_database_code_depnum_ccdc_archive 'CCDC 2099114'
loop_
_audit_author_name
_audit_author_address
'Denis Korchagin'
;Institute of Problems of Chemical Physics
Russia
;
_audit_update_record             
;
2021-10-31 deposited with the CCDC.	2021-11-22 downloaded from the CCDC.
;
# start Validation Reply Form

_vrf_PLAT214_360_410_global      
;
PROBLEM: Atom C2C       (Anion/Solvent) ADP max/min Ratio        6.6 prolat
PROBLEM: Short Intra H...H Contact  H2C1     ..H2C1     .       1.59 Ang.  
PROBLEM: Short  C(sp3)-C(sp3) Bond  C1C      - C2C      .       1.32 Ang.  
RESPONSE: the C2C atom in the Et3NH+ counter cation which is at the crystallographically special position bears large thermal disorder.
Upon refinement with riding H atoms on C2C results in short intra H...H contacts 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C23 H19 Cl2 Er N5 O4, C6 H16 N'
_chemical_formula_sum            'C29 H35 Cl2 Er N6 O4'
_chemical_formula_weight         769.79

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'
Er Er -0.2586 4.9576 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           36
_space_group_name_H-M_alt        'C m c 21'
_space_group_name_Hall           'C 2c -2'

_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+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   18.7290(5)
_cell_length_b                   14.8702(4)
_cell_length_c                   11.1918(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     3116.95(16)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(1)
_cell_measurement_reflns_used    2947
_cell_measurement_theta_min      2.8304
_cell_measurement_theta_max      31.4645

_exptl_crystal_description       'rectangular blocks'
_exptl_crystal_colour            yellow
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.640
_exptl_crystal_F_000             1540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_absorpt_coefficient_mu    2.908
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_T_min  0.95949
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.20 (release 27-06-2012 CrysAlis171 .NET)
(compiled Jul 11 2012,15:38:31)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'Enhance (Mo) X-ray Source'
_diffrn_measurement_device_type  'Xcalibur, Eos'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            5094
_diffrn_reflns_av_unetI/netI     0.0668
_diffrn_reflns_av_R_equivalents  0.0327
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -20
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.290
_diffrn_reflns_theta_max         29.065
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.795
_diffrn_reflns_point_group_measured_fraction_full 0.822
_reflns_number_total             3427
_reflns_number_gt                3085
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.518
_reflns_Friedel_fraction_max     0.571
_reflns_Friedel_fraction_full    0.626

_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    'SIR92 (Giacovazzo et al, 1992)'
_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)+(0.0132P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     'direct methods'
_atom_sites_solution_secondary   'diff Fourier map'
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Flack x determined using 956 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.035(11)
_chemical_absolute_configuration ?
_refine_ls_number_reflns         3427
_refine_ls_number_parameters     212
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0398
_refine_ls_R_factor_gt           0.0331
_refine_ls_wR_factor_ref         0.0551
_refine_ls_wR_factor_gt          0.0533
_refine_ls_goodness_of_fit_ref   0.960
_refine_ls_restrained_S_all      0.960
_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
Er1 Er -1.000000 -0.32717(2) -0.08085(3) 0.01436(8) Uani 1 2 d S T P . .
Cl2 Cl -1.000000 -0.21827(14) 0.10707(19) 0.0219(5) Uani 1 2 d S T P . .
Cl1 Cl -1.000000 -0.39732(16) -0.29230(17) 0.0228(5) Uani 1 2 d S T P . .
N2 N -1.000000 -0.1847(5) -0.1862(6) 0.0193(16) Uani 1 2 d S T P . .
O5 O -0.9109(2) -0.4138(3) -0.0117(3) 0.0191(9) Uani 1 1 d . . . . .
N3 N -0.8240(2) -0.3208(3) -0.0954(8) 0.0205(15) Uani 1 1 d . . . . .
N1 N -0.8822(3) -0.2683(3) -0.1246(4) 0.0190(11) Uani 1 1 d . . . . .
O3 O -0.6927(2) -0.3724(3) -0.0890(7) 0.0339(11) Uani 1 1 d . . . . .
H3 H -0.726522 -0.339310 -0.104126 0.051 Uiso 1 1 calc R U . . .
C3 C -0.7879(3) -0.4570(4) 0.0032(5) 0.0180(13) Uani 1 1 d . . . . .
C8 C -0.7159(3) -0.4442(5) -0.0268(5) 0.0240(15) Uani 1 1 d . . . . .
C013 C -0.9379(4) -0.1427(5) -0.2080(5) 0.0247(15) Uani 1 1 d . . . . .
C2 C -0.8455(3) -0.3945(4) -0.0355(5) 0.0182(13) Uani 1 1 d . . . . .
C16 C -0.8720(4) -0.1943(4) -0.1838(5) 0.0219(14) Uani 1 1 d . . . . .
C19 C -0.9364(4) -0.0545(5) -0.2524(5) 0.0314(17) Uani 1 1 d . . . . .
H19 H -0.893284 -0.025620 -0.267471 0.038 Uiso 1 1 calc R U . . .
C4 C -0.8071(4) -0.5315(5) 0.0719(5) 0.0237(15) Uani 1 1 d . . . . .
H4 H -0.854642 -0.539458 0.093288 0.028 Uiso 1 1 calc R U . . .
C5 C -0.7571(4) -0.5935(5) 0.1086(6) 0.0294(16) Uani 1 1 d . . . . .
H5 H -0.770469 -0.642326 0.155444 0.035 Uiso 1 1 calc R U . . .
C7 C -0.6661(4) -0.5076(5) 0.0093(5) 0.0314(17) Uani 1 1 d . . . . .
H7 H -0.618340 -0.499779 -0.010733 0.038 Uiso 1 1 calc R U . . .
C6 C -0.6863(4) -0.5817(5) 0.0744(6) 0.0356(19) Uani 1 1 d . . . . .
H6 H -0.652352 -0.624391 0.095712 0.043 Uiso 1 1 calc R U . . .
N1C N -1.000000 -0.3133(5) 0.3625(6) 0.0201(16) Uani 1 2 d S T P . .
C15 C -0.8005(4) -0.1620(5) -0.2237(6) 0.0315(17) Uani 1 1 d . . . . .
H15A H -0.805776 -0.106093 -0.265726 0.047 Uiso 1 1 calc R U . . .
H15B H -0.770359 -0.153198 -0.155315 0.047 Uiso 1 1 calc R U . . .
H15C H -0.779345 -0.205838 -0.275742 0.047 Uiso 1 1 calc R U . . .
C20 C -1.000000 -0.0123(7) -0.2727(8) 0.035(2) Uani 1 2 d S T P . .
H20 H -1.000000 0.046467 -0.301075 0.042 Uiso 1 2 calc R U P . .
C1C C -1.1150(5) -0.3814(7) 0.2983(7) 0.057(3) Uani 1 1 d . . . . .
H1C1 H -1.148201 -0.423605 0.331847 0.085 Uiso 1 1 calc R U . . .
H1C2 H -1.138742 -0.325069 0.284628 0.085 Uiso 1 1 calc R U . . .
H1C3 H -1.097086 -0.404283 0.223936 0.085 Uiso 1 1 calc R U . . .
C4C C -0.9845(10) -0.1624(8) 0.4593(12) 0.049(6) Uani 0.5 1 d . . P A -1
H4C1 H -1.004838 -0.121688 0.516596 0.073 Uiso 0.5 1 calc R U P A -1
H4C2 H -0.936956 -0.178179 0.483696 0.073 Uiso 0.5 1 calc R U P A -1
H4C3 H -0.982846 -0.133872 0.382417 0.073 Uiso 0.5 1 calc R U P A -1
C3C C -1.0292(6) -0.2452(8) 0.4521(9) 0.024(3) Uani 0.5 1 d . . P A -1
H3C1 H -1.077378 -0.228678 0.429135 0.029 Uiso 0.5 1 calc R U P A -1
H3C2 H -1.031480 -0.272993 0.530432 0.029 Uiso 0.5 1 calc R U P A -1
C2C C -1.0613(5) -0.3691(9) 0.3735(11) 0.159(8) Uani 1 1 d . . . . .
H2C1 H -1.042445 -0.428937 0.387878 0.190 Uiso 1 1 calc R U . . .
H2C2 H -1.083558 -0.350756 0.447779 0.190 Uiso 1 1 calc R U . . .
H1N H -1.000000 -0.286(6) 0.282(7) 0.02(2) Uiso 1 2 d S . P . .


_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
Er1 O5 2.246(4) 4_355 ?
Er1 O5 2.246(4) . ?
Er1 N1 2.425(5) 4_355 ?
Er1 N1 2.425(5) . ?
Er1 N2 2.424(7) . ?
Er1 Cl1 2.586(2) . ?
Er1 Cl2 2.654(2) . ?
N2 C013 1.343(7) 4_355 ?
N2 C013 1.343(7) . ?
O5 C2 1.285(7) . ?
N3 C2 1.347(8) . ?
N3 N1 1.380(7) . ?
N1 C16 1.298(7) . ?
O3 C8 1.347(8) . ?
O3 H3 0.8200 . ?
C3 C4 1.395(8) . ?
C3 C8 1.403(8) . ?
C3 C2 1.488(8) . ?
C8 C7 1.385(9) . ?
C013 C19 1.402(9) . ?
C013 C16 1.478(9) . ?
C16 C15 1.490(9) . ?
C19 C20 1.366(8) . ?
C19 H19 0.9300 . ?
C4 C5 1.376(9) . ?
C4 H4 0.9300 . ?
C5 C6 1.392(10) . ?
C5 H5 0.9300 . ?
C7 C6 1.374(10) . ?
C7 H7 0.9300 . ?
C6 H6 0.9300 . ?
N1C C2C 1.422(9) . ?
N1C C2C 1.422(9) 4_355 ?
N1C C3C 1.526(11) . ?
N1C H1N 0.99(8) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
C20 H20 0.9300 . ?
C1C C2C 1.324(11) . ?
C1C H1C1 0.9600 . ?
C1C H1C2 0.9600 . ?
C1C H1C3 0.9600 . ?
C4C C3C 1.492(17) . ?
C4C H4C1 0.9600 . ?
C4C H4C2 0.9600 . ?
C4C H4C3 0.9600 . ?
C3C H3C1 0.9700 . ?
C3C H3C2 0.9700 . ?
C2C H2C1 0.9700 . ?
C2C H2C2 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
O5 Er1 O5 96.0(2) 4_355 . ?
O5 Er1 N1 66.45(16) 4_355 4_355 ?
O5 Er1 N1 162.44(15) . 4_355 ?
O5 Er1 N1 162.44(15) 4_355 . ?
O5 Er1 N1 66.45(16) . . ?
N1 Er1 N1 131.1(2) 4_355 . ?
O5 Er1 N2 131.97(10) 4_355 . ?
O5 Er1 N2 131.97(10) . . ?
N1 Er1 N2 65.54(12) 4_355 . ?
N1 Er1 N2 65.54(12) . . ?
O5 Er1 Cl1 94.81(11) 4_355 . ?
O5 Er1 Cl1 94.81(11) . . ?
N1 Er1 Cl1 87.76(11) 4_355 . ?
N1 Er1 Cl1 87.76(11) . . ?
N2 Er1 Cl1 84.70(17) . . ?
O5 Er1 Cl2 94.41(11) 4_355 . ?
O5 Er1 Cl2 94.42(11) . . ?
N1 Er1 Cl2 86.54(11) 4_355 . ?
N1 Er1 Cl2 86.54(11) . . ?
N2 Er1 Cl2 81.50(18) . . ?
Cl1 Er1 Cl2 166.19(7) . . ?
C013 N2 C013 120.1(8) 4_355 . ?
C013 N2 Er1 119.7(4) 4_355 . ?
C013 N2 Er1 119.7(4) . . ?
C2 O5 Er1 120.6(4) . . ?
C2 N3 N1 110.0(5) . . ?
C16 N1 N3 119.0(6) . . ?
C16 N1 Er1 122.9(4) . . ?
N3 N1 Er1 117.8(3) . . ?
C8 O3 H3 109.5 . . ?
C4 C3 C8 119.1(6) . . ?
C4 C3 C2 118.0(6) . . ?
C8 C3 C2 122.8(6) . . ?
O3 C8 C7 118.2(6) . . ?
O3 C8 C3 122.8(6) . . ?
C7 C8 C3 119.0(7) . . ?
N2 C013 C19 121.1(7) . . ?
N2 C013 C16 116.7(6) . . ?
C19 C013 C16 122.2(6) . . ?
O5 C2 N3 124.8(6) . . ?
O5 C2 C3 119.4(5) . . ?
N3 C2 C3 115.8(5) . . ?
N1 C16 C013 114.2(6) . . ?
N1 C16 C15 123.9(6) . . ?
C013 C16 C15 121.9(6) . . ?
C20 C19 C013 118.1(7) . . ?
C20 C19 H19 120.9 . . ?
C013 C19 H19 120.9 . . ?
C5 C4 C3 121.4(6) . . ?
C5 C4 H4 119.3 . . ?
C3 C4 H4 119.3 . . ?
C4 C5 C6 118.8(7) . . ?
C4 C5 H5 120.6 . . ?
C6 C5 H5 120.6 . . ?
C6 C7 C8 121.0(7) . . ?
C6 C7 H7 119.5 . . ?
C8 C7 H7 119.5 . . ?
C7 C6 C5 120.6(7) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 H6 119.7 . . ?
C2C N1C C2C 107.6(12) . 4_355 ?
C2C N1C C3C 92.4(8) . . ?
C2C N1C C3C 128.3(9) 4_355 . ?
C2C N1C H1N 109(3) . . ?
C2C N1C H1N 109(3) 4_355 . ?
C3C N1C H1N 109(5) . . ?
C16 C15 H15A 109.5 . . ?
C16 C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
C16 C15 H15C 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
C19 C20 C19 121.5(9) . 4_355 ?
C19 C20 H20 119.3 . . ?
C19 C20 H20 119.3 4_355 . ?
C2C C1C H1C1 109.5 . . ?
C2C C1C H1C2 109.5 . . ?
H1C1 C1C H1C2 109.5 . . ?
C2C C1C H1C3 109.5 . . ?
H1C1 C1C H1C3 109.5 . . ?
H1C2 C1C H1C3 109.5 . . ?
C3C C4C H4C1 109.5 . . ?
C3C C4C H4C2 109.5 . . ?
H4C1 C4C H4C2 109.5 . . ?
C3C C4C H4C3 109.5 . . ?
H4C1 C4C H4C3 109.5 . . ?
H4C2 C4C H4C3 109.5 . . ?
C4C C3C N1C 112.5(9) . . ?
C4C C3C H3C1 109.1 . . ?
N1C C3C H3C1 109.1 . . ?
C4C C3C H3C2 109.1 . . ?
N1C C3C H3C2 109.1 . . ?
H3C1 C3C H3C2 107.8 . . ?
C1C C2C N1C 129.7(9) . . ?
C1C C2C H2C1 104.9 . . ?
N1C C2C H2C1 104.9 . . ?
C1C C2C H2C2 104.9 . . ?
N1C C2C H2C2 104.9 . . ?
H2C1 C2C H2C2 105.8 . . ?

_refine_diff_density_max         1.649
_refine_diff_density_min         -1.075
_refine_diff_density_rms         0.121



