# Electronic Supplementary Material (ESI) for RSC Advances.
# 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_nmp_la
_database_code_depnum_ccdc_archive 'CCDC 2002640'
loop_
_audit_author_name
_audit_author_address
'Samsonenko Denis G.'
;NIIC Sb RAS
Russia
;
_audit_update_record             
;
2020-05-08 deposited with the CCDC.	2020-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        '[La2(H2O)2(nmp)2(C6H2N2O4)3]'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C28 H28 La2 N8 O16'
_chemical_formula_weight         1010.40

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'
La La -0.2871 2.4523 '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                   6.1241(2)
_cell_length_b                   12.8424(3)
_cell_length_c                   20.6476(4)
_cell_angle_alpha                90
_cell_angle_beta                 90.852(2)
_cell_angle_gamma                90
_cell_volume                     1623.72(7)
_cell_formula_units_Z            2
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    4900
_cell_measurement_theta_min      3.72
_cell_measurement_theta_max      29.47

_exptl_crystal_description       stick
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    2.067
_exptl_crystal_F_000             988
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.11
_exptl_crystal_size_min          0.07
_exptl_absorpt_coefficient_mu    2.687
_shelx_estimated_absorpt_T_min   0.531
_shelx_estimated_absorpt_T_max   0.834
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.88339
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6
_diffrn_reflns_number            7395
_diffrn_reflns_av_unetI/netI     0.0303
_diffrn_reflns_av_R_equivalents  0.0239
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.323
_diffrn_reflns_theta_max         25.350
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measured_fraction_theta_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.995
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.995
_diffrn_reflns_point_group_measured_fraction_full 0.995
_reflns_number_total             2963
_reflns_number_gt                2724
_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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_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)+(0.0335P)²+3.2235P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2963
_refine_ls_number_parameters     307
_refine_ls_number_restraints     216
_refine_ls_R_factor_all          0.0322
_refine_ls_R_factor_gt           0.0285
_refine_ls_wR_factor_ref         0.0700
_refine_ls_wR_factor_gt          0.0685
_refine_ls_goodness_of_fit_ref   1.097
_refine_ls_restrained_S_all      1.077
_refine_ls_shift/su_max          0.002
_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
La1 La 0.74329(3) 0.81425(2) 0.64213(2) 0.00888(9) Uani 1 1 d . . . . .
O1M O 0.6027(5) 0.8165(2) 0.75465(13) 0.0191(6) Uani 1 1 d D . . . .
H11M H 0.586(7) 0.8712(16) 0.7768(16) 0.023 Uiso 1 1 d D U . . .
H12M H 0.564(7) 0.7642(17) 0.7771(16) 0.023 Uiso 1 1 d D U . . .
C11 C 0.5923(6) 0.5652(3) 0.67854(16) 0.0124(8) Uani 1 1 d . . . . .
C12 C 0.8088(6) 0.5638(3) 0.71519(17) 0.0129(8) Uani 1 1 d . . . . .
C13 C 0.8763(6) 0.4792(3) 0.75272(18) 0.0147(8) Uani 1 1 d . . . . .
H13 H 0.785419 0.419344 0.754613 0.018 Uiso 1 1 calc R U . . .
C14 C 1.1201(6) 0.6509(3) 0.74438(18) 0.0163(8) Uani 1 1 d . . . . .
H14 H 1.211912 0.710347 0.742142 0.020 Uiso 1 1 calc R U . . .
C15 C 1.1858(6) 0.5667(3) 0.78197(17) 0.0138(8) Uani 1 1 d . . . . .
C16 C 1.3985(6) 0.5669(3) 0.82102(17) 0.0124(8) Uani 1 1 d . . . . .
N11 N 0.9318(5) 0.6505(3) 0.71136(14) 0.0137(7) Uani 1 1 d . . . . .
N12 N 1.0656(5) 0.4797(3) 0.78622(15) 0.0146(7) Uani 1 1 d . . . . .
O11 O 0.5382(4) 0.6515(2) 0.65535(13) 0.0169(6) Uani 1 1 d . . . . .
O12 O 0.4842(4) 0.4841(2) 0.67568(13) 0.0180(6) Uani 1 1 d . . . . .
O13 O 1.5034(5) 0.6501(2) 0.82391(14) 0.0223(7) Uani 1 1 d . . . . .
O14 O 1.4509(4) 0.4834(2) 0.84771(13) 0.0167(6) Uani 1 1 d . . . . .
C21 C 0.2460(6) 0.8578(3) 0.57817(17) 0.0116(8) Uani 1 1 d . . . . .
C22 C 0.1160(6) 0.9320(3) 0.53546(17) 0.0123(7) Uani 1 1 d . . . . .
C23 C -0.2053(6) 1.0185(3) 0.51754(18) 0.0137(8) Uani 1 1 d . . . . .
H23 H -0.351412 1.033748 0.529122 0.016 Uiso 1 1 calc R U . . .
N21 N -0.0913(5) 0.9500(3) 0.55258(15) 0.0145(7) Uani 1 1 d . . . . .
O22 O 0.1521(4) 0.8229(2) 0.62764(12) 0.0129(6) Uani 1 1 d . . . . .
O21 O 0.4363(4) 0.8373(2) 0.56079(13) 0.0153(6) Uani 1 1 d . . . . .
O1N O 0.8420(5) 0.7030(2) 0.54844(14) 0.0256(7) Uani 1 1 d D U . . .
C1N C 0.9944(10) 0.6729(5) 0.5137(3) 0.0234(13) Uani 0.747(6) 1 d D U P A 1
C2N C 1.1806(17) 0.6018(11) 0.5331(5) 0.0333(18) Uani 0.747(6) 1 d D U P A 1
H2NA H 1.126186 0.531548 0.544330 0.040 Uiso 0.747(6) 1 calc R U P A 1
H2NB H 1.263016 0.630406 0.570710 0.040 Uiso 0.747(6) 1 calc R U P A 1
C3N C 1.3225(12) 0.5978(6) 0.4733(4) 0.0460(17) Uani 0.747(6) 1 d D U P A 1
H3NA H 1.346423 0.524826 0.459796 0.055 Uiso 0.747(6) 1 calc R U P A 1
H3NB H 1.466221 0.630463 0.482413 0.055 Uiso 0.747(6) 1 calc R U P A 1
N1N N 1.0125(9) 0.6996(4) 0.4526(2) 0.0304(12) Uani 0.747(6) 1 d D U P A 1
C4N C 1.1961(14) 0.6596(7) 0.4188(4) 0.0418(18) Uani 0.747(6) 1 d D U P A 1
H4NA H 1.286571 0.716573 0.401224 0.050 Uiso 0.747(6) 1 calc R U P A 1
H4NB H 1.149645 0.613013 0.382981 0.050 Uiso 0.747(6) 1 calc R U P A 1
C5N C 0.8540(16) 0.7622(7) 0.4167(4) 0.043(2) Uani 0.747(6) 1 d D U P A 1
H5NA H 0.922250 0.827560 0.403240 0.064 Uiso 0.747(6) 1 calc R U P A 1
H5NB H 0.729172 0.777399 0.444282 0.064 Uiso 0.747(6) 1 calc R U P A 1
H5NC H 0.803700 0.723703 0.378253 0.064 Uiso 0.747(6) 1 calc R U P A 1
C1N' C 0.921(2) 0.6933(15) 0.4936(5) 0.026(2) Uani 0.253(6) 1 d D U P A 2
C2N' C 0.842(4) 0.730(2) 0.4278(9) 0.036(3) Uani 0.253(6) 1 d D U P A 2
H2NC H 0.839165 0.806941 0.425612 0.043 Uiso 0.253(6) 1 calc R U P A 2
H2ND H 0.693592 0.703041 0.417867 0.043 Uiso 0.253(6) 1 calc R U P A 2
C3N' C 1.007(3) 0.6856(17) 0.3814(6) 0.046(3) Uani 0.253(6) 1 d D U P A 2
H3NC H 1.082028 0.742603 0.358277 0.055 Uiso 0.253(6) 1 calc R U P A 2
H3ND H 0.933423 0.640400 0.348967 0.055 Uiso 0.253(6) 1 calc R U P A 2
C4N' C 1.177(4) 0.6207(19) 0.4227(8) 0.039(3) Uani 0.253(6) 1 d D U P A 2
H4NC H 1.167215 0.545466 0.412597 0.047 Uiso 0.253(6) 1 calc R U P A 2
H4ND H 1.327931 0.645165 0.415952 0.047 Uiso 0.253(6) 1 calc R U P A 2
N1N' N 1.105(2) 0.6425(13) 0.4868(7) 0.033(2) Uani 0.253(6) 1 d D U P A 2
C5N' C 1.228(5) 0.594(3) 0.5394(11) 0.039(5) Uani 0.253(6) 1 d D U P A 2
H5ND H 1.261425 0.521361 0.527805 0.059 Uiso 0.253(6) 1 calc R U P A 2
H5NE H 1.141918 0.594812 0.578892 0.059 Uiso 0.253(6) 1 calc R U P A 2
H5NF H 1.365133 0.631802 0.546775 0.059 Uiso 0.253(6) 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
La1 O1M 2.490(3) . yes
La1 N11 2.783(3) . yes
La1 N12 2.833(3) 2_756 yes
La1 O11 2.456(3) . yes
La1 O14 2.487(3) 2_756 yes
La1 N21 2.746(3) 1_655 yes
La1 O22 2.528(3) 1_655 yes
La1 O21 2.520(3) . yes
La1 O1N 2.487(3) . yes
O1M H11M 0.844(10) . ?
O1M H12M 0.851(10) . ?
C11 C12 1.517(5) . ?
C11 O11 1.250(5) . ?
C11 O12 1.236(5) . ?
C12 C13 1.394(5) . ?
C12 N11 1.347(5) . ?
C13 H13 0.9500 . ?
C13 N12 1.341(5) . ?
C14 H14 0.9500 . ?
C14 C15 1.387(5) . ?
C14 N11 1.331(5) . ?
C15 C16 1.522(5) . ?
C15 N12 1.341(5) . ?
C16 O13 1.247(5) . ?
C16 O14 1.245(5) . ?
C21 C22 1.516(5) . ?
C21 O22 1.262(5) . ?
C21 O21 1.253(5) . ?
C22 C23 1.386(5) 3_576 ?
C22 N21 1.343(5) . ?
C23 H23 0.9500 . ?
C23 N21 1.330(5) . ?
O1N C1N 1.246(6) . ?
O1N C1N' 1.242(10) . ?
C1N C2N 1.511(11) . ?
C1N N1N 1.313(7) . ?
C2N H2NA 0.9900 . ?
C2N H2NB 0.9900 . ?
C2N C3N 1.521(12) . ?
C3N H3NA 0.9900 . ?
C3N H3NB 0.9900 . ?
C3N C4N 1.572(12) . ?
N1N C4N 1.427(8) . ?
N1N C5N 1.456(10) . ?
C4N H4NA 0.9900 . ?
C4N H4NB 0.9900 . ?
C5N H5NA 0.9800 . ?
C5N H5NB 0.9800 . ?
C5N H5NC 0.9800 . ?
C1N' C2N' 1.510(14) . ?
C1N' N1N' 1.315(11) . ?
C2N' H2NC 0.9900 . ?
C2N' H2ND 0.9900 . ?
C2N' C3N' 1.515(15) . ?
C3N' H3NC 0.9900 . ?
C3N' H3ND 0.9900 . ?
C3N' C4N' 1.572(15) . ?
C4N' H4NC 0.9900 . ?
C4N' H4ND 0.9900 . ?
C4N' N1N' 1.429(11) . ?
N1N' C5N' 1.455(14) . ?
C5N' H5ND 0.9800 . ?
C5N' H5NE 0.9800 . ?
C5N' H5NF 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
O1M La1 N11 71.10(9) . . ?
O1M La1 N12 69.51(9) . 2_756 ?
O1M La1 N21 139.21(9) . 1_655 ?
O1M La1 O22 117.82(9) . 1_655 ?
O1M La1 O21 110.83(10) . . ?
N11 La1 N12 97.67(10) . 2_756 ?
O11 La1 O1M 73.84(9) . . ?
O11 La1 N11 60.59(9) . . ?
O11 La1 N12 142.06(9) . 2_756 ?
O11 La1 O14 119.22(9) . 2_756 ?
O11 La1 N21 144.05(9) . 1_655 ?
O11 La1 O22 124.03(9) . 1_655 ?
O11 La1 O21 78.23(9) . . ?
O11 La1 O1N 74.22(10) . . ?
O14 La1 O1M 74.86(9) 2_756 . ?
O14 La1 N11 144.27(9) 2_756 . ?
O14 La1 N12 59.66(9) 2_756 2_756 ?
O14 La1 N21 71.57(9) 2_756 1_655 ?
O14 La1 O22 116.55(9) 2_756 1_655 ?
O14 La1 O21 66.47(8) 2_756 . ?
O14 La1 O1N 133.61(9) 2_756 . ?
N21 La1 N11 132.15(9) 1_655 . ?
N21 La1 N12 73.84(9) 1_655 2_756 ?
O22 La1 N11 71.95(9) 1_655 . ?
O22 La1 N12 68.07(9) 1_655 2_756 ?
O22 La1 N21 61.08(8) 1_655 1_655 ?
O21 La1 N11 136.93(9) . . ?
O21 La1 N12 123.96(9) . 2_756 ?
O21 La1 N21 75.86(9) . 1_655 ?
O21 La1 O22 130.26(8) . 1_655 ?
O1N La1 O1M 145.48(10) . . ?
O1N La1 N11 82.04(10) . . ?
O1N La1 N12 137.22(10) . 2_756 ?
O1N La1 N21 75.20(10) . 1_655 ?
O1N La1 O22 71.37(9) . 1_655 ?
O1N La1 O21 74.73(9) . . ?
La1 O1M H11M 124(2) . . ?
La1 O1M H12M 127(2) . . ?
H11M O1M H12M 109(2) . . ?
O11 C11 C12 115.2(3) . . ?
O12 C11 C12 118.5(3) . . ?
O12 C11 O11 126.2(3) . . ?
C13 C12 C11 122.4(3) . . ?
N11 C12 C11 116.5(3) . . ?
N11 C12 C13 121.1(3) . . ?
C12 C13 H13 119.0 . . ?
N12 C13 C12 122.0(4) . . ?
N12 C13 H13 119.0 . . ?
C15 C14 H14 119.1 . . ?
N11 C14 H14 119.1 . . ?
N11 C14 C15 121.7(4) . . ?
C14 C15 C16 122.3(3) . . ?
N12 C15 C14 122.1(4) . . ?
N12 C15 C16 115.7(3) . . ?
O13 C16 C15 117.6(3) . . ?
O14 C16 C15 116.4(3) . . ?
O14 C16 O13 126.0(3) . . ?
C12 N11 La1 115.3(2) . . ?
C14 N11 La1 127.6(3) . . ?
C14 N11 C12 117.0(3) . . ?
C13 N12 La1 127.8(3) . 2_746 ?
C15 N12 La1 115.8(2) . 2_746 ?
C15 N12 C13 116.2(3) . . ?
C11 O11 La1 131.6(2) . . ?
C16 O14 La1 132.0(2) . 2_746 ?
O22 C21 C22 116.9(3) . . ?
O21 C21 C22 116.6(3) . . ?
O21 C21 O22 126.5(3) . . ?
C23 C22 C21 122.6(3) 3_576 . ?
N21 C22 C21 116.4(3) . . ?
N21 C22 C23 121.0(3) . 3_576 ?
C22 C23 H23 119.2 3_576 . ?
N21 C23 C22 121.5(3) . 3_576 ?
N21 C23 H23 119.2 . . ?
C22 N21 La1 115.3(2) . 1_455 ?
C23 N21 La1 126.2(2) . 1_455 ?
C23 N21 C22 117.5(3) . . ?
C21 O22 La1 125.1(2) . 1_455 ?
C21 O21 La1 121.5(2) . . ?
C1N O1N La1 144.9(3) . . ?
C1N' O1N La1 150.2(10) . . ?
O1N C1N C2N 127.1(6) . . ?
O1N C1N N1N 123.1(5) . . ?
N1N C1N C2N 109.8(6) . . ?
C1N C2N H2NA 110.9 . . ?
C1N C2N H2NB 110.9 . . ?
C1N C2N C3N 104.0(7) . . ?
H2NA C2N H2NB 109.0 . . ?
C3N C2N H2NA 110.9 . . ?
C3N C2N H2NB 110.9 . . ?
C2N C3N H3NA 110.4 . . ?
C2N C3N H3NB 110.4 . . ?
C2N C3N C4N 106.5(6) . . ?
H3NA C3N H3NB 108.6 . . ?
C4N C3N H3NA 110.4 . . ?
C4N C3N H3NB 110.4 . . ?
C1N N1N C4N 117.0(6) . . ?
C1N N1N C5N 124.7(6) . . ?
C4N N1N C5N 118.2(6) . . ?
C3N C4N H4NA 111.3 . . ?
C3N C4N H4NB 111.3 . . ?
N1N C4N C3N 102.4(6) . . ?
N1N C4N H4NA 111.3 . . ?
N1N C4N H4NB 111.3 . . ?
H4NA C4N H4NB 109.2 . . ?
N1N C5N H5NA 109.5 . . ?
N1N C5N H5NB 109.5 . . ?
N1N C5N H5NC 109.5 . . ?
H5NA C5N H5NB 109.5 . . ?
H5NA C5N H5NC 109.5 . . ?
H5NB C5N H5NC 109.5 . . ?
O1N C1N' C2N' 131.8(13) . . ?
O1N C1N' N1N' 119.5(11) . . ?
N1N' C1N' C2N' 108.7(10) . . ?
C1N' C2N' H2NC 110.9 . . ?
C1N' C2N' H2ND 110.9 . . ?
C1N' C2N' C3N' 104.2(10) . . ?
H2NC C2N' H2ND 108.9 . . ?
C3N' C2N' H2NC 110.9 . . ?
C3N' C2N' H2ND 110.9 . . ?
C2N' C3N' H3NC 110.2 . . ?
C2N' C3N' H3ND 110.2 . . ?
C2N' C3N' C4N' 107.4(9) . . ?
H3NC C3N' H3ND 108.5 . . ?
C4N' C3N' H3NC 110.2 . . ?
C4N' C3N' H3ND 110.2 . . ?
C3N' C4N' H4NC 111.6 . . ?
C3N' C4N' H4ND 111.6 . . ?
H4NC C4N' H4ND 109.4 . . ?
N1N' C4N' C3N' 100.9(10) . . ?
N1N' C4N' H4NC 111.6 . . ?
N1N' C4N' H4ND 111.6 . . ?
C1N' N1N' C4N' 118.2(12) . . ?
C1N' N1N' C5N' 124.9(12) . . ?
C4N' N1N' C5N' 116.4(11) . . ?
N1N' C5N' H5ND 109.5 . . ?
N1N' C5N' H5NE 109.5 . . ?
N1N' C5N' H5NF 109.5 . . ?
H5ND C5N' H5NE 109.5 . . ?
H5ND C5N' H5NF 109.5 . . ?
H5NE C5N' H5NF 109.5 . . ?

_refine_diff_density_max         2.496
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.112

####################################################################### 
# 
# 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_bmo_y_sq
_database_code_depnum_ccdc_archive 'CCDC 2002641'
loop_
_audit_author_name
_audit_author_address
'Samsonenko Denis G.'
;NIIC Sb RAS
Russia
;
_audit_update_record             
;
2020-05-08 deposited with the CCDC.	2020-10-08 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2018/3
_shelx_SHELXL_version_number     2018/3
_chemical_name_systematic        '[Y2(H2O)4(C6H2N2O4)3]*NMP*5H2O'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C23 H33 N7 O22 Y2'
_chemical_formula_weight         937.38

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'
Y Y -2.7962 3.5667 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

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

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

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

_cell_length_a                   6.0453(2)
_cell_length_b                   12.6860(5)
_cell_length_c                   13.2051(5)
_cell_angle_alpha                62.174(4)
_cell_angle_beta                 86.835(3)
_cell_angle_gamma                87.582(3)
_cell_volume                     894.09(6)
_cell_formula_units_Z            1
_cell_measurement_temperature    130(2)
_cell_measurement_reflns_used    3300
_cell_measurement_theta_min      3.64
_cell_measurement_theta_max      29.33

_exptl_crystal_description       plate
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.741
_exptl_crystal_F_000             474
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    3.326
_shelx_estimated_absorpt_T_min   0.711
_shelx_estimated_absorpt_T_max   0.825
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.91891
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?

_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            AtlasS2
_diffrn_ambient_temperature      130(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed X-ray tube'
_diffrn_measurement_device_type  'New Xcalibur, AtlasS2'
_diffrn_measurement_method       'ω scans'
_diffrn_detector_area_resol_mean 10.6
_diffrn_reflns_number            7032
_diffrn_reflns_av_unetI/netI     0.0699
_diffrn_reflns_av_R_equivalents  0.0296
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         3.376
_diffrn_reflns_theta_max         29.694
_diffrn_reflns_theta_full        25.500
_diffrn_measured_fraction_theta_max 0.820
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.820
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.820
_diffrn_reflns_point_group_measured_fraction_full 0.996
_reflns_number_total             4170
_reflns_number_gt                3683
_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.
 
 Structure factors included contributions from the .fab file.
 
 _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       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2015)'
_computing_structure_solution    'SHELXT-2018 (Sheldrick, 2015)'
_computing_structure_refinement  'SHELXL-2018 (Sheldrick, 2015)'
_computing_molecular_graphics    'ShelXle (Hübschle, 2011)'
_computing_publication_material  'CIFTAB (Sheldrick, 2015)'

_refine_special_details          SQUEEZE
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0337P)²+0.0794P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4170
_refine_ls_number_parameters     217
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0449
_refine_ls_R_factor_gt           0.0378
_refine_ls_wR_factor_ref         0.0896
_refine_ls_wR_factor_gt          0.0871
_refine_ls_goodness_of_fit_ref   1.065
_refine_ls_restrained_S_all      1.064
_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
Y1 Y 0.21829(5) 0.33506(2) 0.31879(2) 0.00891(9) Uani 1 1 d . . . . .
O1M O 0.4877(3) 0.32747(19) 0.44603(18) 0.0157(5) Uani 1 1 d D . . . .
H11M H 0.514(5) 0.269(2) 0.5113(13) 0.019 Uiso 1 1 d D U . . .
H12M H 0.611(3) 0.346(2) 0.407(2) 0.019 Uiso 1 1 d D U . . .
O2M O 0.1263(4) 0.21303(18) 0.23704(18) 0.0166(5) Uani 1 1 d D . . . .
H21M H 0.106(6) 0.1383(11) 0.2785(19) 0.020 Uiso 1 1 d D U . . .
H22M H 0.149(6) 0.226(2) 0.1683(10) 0.020 Uiso 1 1 d D U . . .
C11 C 0.7356(5) 0.3843(2) 0.2050(3) 0.0120(6) Uani 1 1 d . . . . .
N11 N 1.0843(4) 0.4621(2) 0.1079(2) 0.0111(5) Uani 1 1 d . . . . .
O11 O 0.5389(3) 0.35789(17) 0.20052(17) 0.0135(4) Uani 1 1 d . . . . .
C12 C 0.8745(5) 0.4416(2) 0.0949(2) 0.0112(6) Uani 1 1 d . . . . .
O12 O 0.8307(3) 0.36820(18) 0.29394(17) 0.0155(5) Uani 1 1 d . . . . .
C13 C 1.2088(5) 0.5223(3) 0.0127(2) 0.0123(6) Uani 1 1 d . . . . .
H13 H 1.356761 0.540792 0.018481 0.015 Uiso 1 1 calc R U . . .
N21 N 0.0628(4) 0.4351(2) 0.4416(2) 0.0135(5) Uani 1 1 d . . . . .
C21 C -0.0629(5) 0.3879(3) 0.5382(3) 0.0164(7) Uani 1 1 d . . . . .
H21 H -0.110499 0.308159 0.567858 0.020 Uiso 1 1 calc R U . . .
O21 O 0.3125(4) 0.53212(18) 0.24935(18) 0.0175(5) Uani 1 1 d . . . . .
O22 O 0.3361(6) 0.7026(2) 0.2570(2) 0.0563(10) Uani 1 1 d . . . . .
C22 C 0.1264(5) 0.5479(3) 0.4031(3) 0.0154(7) Uani 1 1 d . . . . .
C23 C 0.2718(6) 0.5995(3) 0.2952(3) 0.0235(8) Uani 1 1 d . . . . .
C31 C 0.0895(5) 0.0867(3) 0.5508(3) 0.0122(6) Uani 1 1 d . . . . .
N31 N 0.4166(4) 0.1141(2) 0.4287(2) 0.0113(5) Uani 1 1 d . . . . .
O31 O -0.0272(4) 0.02077(18) 0.63595(18) 0.0177(5) Uani 1 1 d . . . . .
C32 C 0.3084(5) 0.0390(3) 0.5250(2) 0.0122(6) Uani 1 1 d . . . . .
O32 O 0.0402(3) 0.19327(17) 0.48001(17) 0.0142(5) Uani 1 1 d . . . . .
C33 C 0.6107(5) 0.0737(3) 0.4038(3) 0.0139(6) Uani 1 1 d . . . . .
H33 H 0.693584 0.123750 0.336016 0.017 Uiso 1 1 calc R U . . .
O1W O -0.4270(4) 0.1433(2) 0.65491(19) 0.0217(5) Uani 1 1 d D . . . .
H11W H -0.400(5) 0.181(3) 0.693(3) 0.026 Uiso 1 1 d D U . . .
H12W H -0.307(3) 0.104(3) 0.655(3) 0.026 Uiso 1 1 d D 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
Y1 O1M 2.371(2) . yes
Y1 O2M 2.360(2) . yes
Y1 N11 2.638(2) 1_455 yes
Y1 O11 2.3602(19) . yes
Y1 O12 2.377(2) 1_455 yes
Y1 N21 2.604(2) . yes
Y1 O21 2.310(2) . yes
Y1 N31 2.740(2) . yes
Y1 O32 2.294(2) . yes
O1M H11M 0.852(10) . ?
O1M H12M 0.857(10) . ?
O2M H21M 0.856(10) . ?
O2M H22M 0.849(10) . ?
C11 O11 1.261(3) . ?
C11 C12 1.509(4) . ?
C11 O12 1.262(4) . ?
N11 C12 1.341(4) . ?
N11 C13 1.334(4) . ?
C12 C13 1.391(4) 2_765 ?
C13 H13 0.9500 . ?
N21 C21 1.334(4) . ?
N21 C22 1.342(4) . ?
C21 H21 0.9500 . ?
C21 C22 1.393(4) 2_566 ?
O21 C23 1.268(4) . ?
O22 C23 1.233(4) . ?
C22 C23 1.506(4) . ?
C31 O31 1.243(3) . ?
C31 C32 1.519(4) . ?
C31 O32 1.268(3) . ?
N31 C32 1.335(4) . ?
N31 C33 1.346(4) . ?
C32 C33 1.381(4) 2_656 ?
C33 H33 0.9500 . ?
O1W H11W 0.867(10) . ?
O1W H12W 0.866(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
O1M Y1 N11 142.71(8) . 1_455 ?
O1M Y1 O12 139.30(7) . 1_455 ?
O1M Y1 N21 69.68(7) . . ?
O1M Y1 N31 67.94(7) . . ?
O2M Y1 O1M 135.46(7) . . ?
O2M Y1 N11 68.20(7) . 1_455 ?
O2M Y1 O11 80.27(7) . . ?
O2M Y1 O12 76.34(7) . 1_455 ?
O2M Y1 N21 143.93(8) . . ?
O2M Y1 N31 68.78(7) . . ?
N11 Y1 N31 132.31(7) 1_455 . ?
O11 Y1 O1M 81.23(7) . . ?
O11 Y1 N11 75.22(7) . 1_455 ?
O11 Y1 O12 136.75(7) . 1_455 ?
O11 Y1 N21 135.03(8) . . ?
O11 Y1 N31 78.20(7) . . ?
O12 Y1 N11 62.47(7) 1_455 1_455 ?
O12 Y1 N21 71.21(8) 1_455 . ?
O12 Y1 N31 124.20(7) 1_455 . ?
N21 Y1 N11 108.47(7) . 1_455 ?
N21 Y1 N31 118.33(7) . . ?
O21 Y1 O1M 76.40(8) . . ?
O21 Y1 O2M 135.60(7) . . ?
O21 Y1 N11 69.97(8) . 1_455 ?
O21 Y1 O11 75.36(7) . . ?
O21 Y1 O12 97.06(8) . 1_455 ?
O21 Y1 N21 65.14(7) . . ?
O21 Y1 N31 138.17(8) . . ?
O32 Y1 O1M 85.12(8) . . ?
O32 Y1 O2M 84.02(7) . . ?
O32 Y1 N11 130.84(8) . 1_455 ?
O32 Y1 O11 140.42(7) . . ?
O32 Y1 O12 72.23(7) . 1_455 ?
O32 Y1 N21 71.56(7) . . ?
O32 Y1 O21 136.48(7) . . ?
O32 Y1 N31 62.25(7) . . ?
Y1 O1M H11M 126(2) . . ?
Y1 O1M H12M 106(2) . . ?
H11M O1M H12M 107.4(15) . . ?
Y1 O2M H21M 121.4(19) . . ?
Y1 O2M H22M 128.1(19) . . ?
H21M O2M H22M 107.6(15) . . ?
O11 C11 C12 118.4(3) . . ?
O11 C11 O12 126.2(3) . . ?
O12 C11 C12 115.4(3) . . ?
C12 N11 Y1 113.66(18) . 1_655 ?
C13 N11 Y1 127.6(2) . 1_655 ?
C13 N11 C12 117.1(3) . . ?
C11 O11 Y1 132.72(18) . . ?
N11 C12 C11 114.6(3) . . ?
N11 C12 C13 121.8(3) . 2_765 ?
C13 C12 C11 123.5(3) 2_765 . ?
C11 O12 Y1 124.27(17) . 1_655 ?
N11 C13 C12 121.0(3) . 2_765 ?
N11 C13 H13 119.5 . . ?
C12 C13 H13 119.5 2_765 . ?
C21 N21 Y1 128.77(19) . . ?
C21 N21 C22 116.9(3) . . ?
C22 N21 Y1 114.26(18) . . ?
N21 C21 H21 119.0 . . ?
N21 C21 C22 122.0(3) . 2_566 ?
C22 C21 H21 119.0 2_566 . ?
C23 O21 Y1 128.14(19) . . ?
N21 C22 C21 121.1(3) . 2_566 ?
N21 C22 C23 116.5(3) . . ?
C21 C22 C23 122.4(3) 2_566 . ?
O21 C23 C22 115.7(3) . . ?
O22 C23 O21 125.4(3) . . ?
O22 C23 C22 118.9(3) . . ?
O31 C31 C32 119.5(2) . . ?
O31 C31 O32 125.2(3) . . ?
O32 C31 C32 115.3(2) . . ?
C32 N31 Y1 113.92(17) . . ?
C32 N31 C33 116.2(2) . . ?
C33 N31 Y1 129.74(19) . . ?
N31 C32 C31 115.1(2) . . ?
N31 C32 C33 122.5(3) . 2_656 ?
C33 C32 C31 122.3(3) 2_656 . ?
C31 O32 Y1 133.19(18) . . ?
N31 C33 C32 121.3(3) . 2_656 ?
N31 C33 H33 119.4 . . ?
C32 C33 H33 119.4 2_656 . ?
H11W O1W H12W 106.4(16) . . ?

_refine_diff_density_max         1.041
_refine_diff_density_min         -0.521
_refine_diff_density_rms         0.097



