# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2023

####################################################################### 
# 
# 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_shelx
_database_code_depnum_ccdc_archive 'CCDC 2201651'
loop_
_audit_author_name
_audit_author_address
'H. N. Sheikh'
;University of Jammu
India
;
_audit_update_record             
;
2022-08-16 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 Eu2 N2 O16'
_chemical_formula_sum            'C19 H20 Eu2 N2 O16'
_chemical_formula_weight         836.29

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'
Eu Eu -0.1578 3.6682 '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           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   5.98620(10)
_cell_length_b                   26.6117(3)
_cell_length_c                   11.3914(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.6680(10)
_cell_angle_gamma                90
_cell_volume                     1777.19(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    9134
_cell_measurement_theta_min      2.28
_cell_measurement_theta_max      25.14

_exptl_crystal_description       Block
_exptl_crystal_colour            White
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.563
_exptl_crystal_F_000             804
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    3.555
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.635
_exptl_absorpt_correction_T_max  0.727
_exptl_absorpt_process_details   
'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            52221
_diffrn_reflns_av_unetI/netI     0.0289
_diffrn_reflns_av_R_equivalents  0.0766
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.825
_diffrn_reflns_theta_max         27.387
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.969
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.969
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.969
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             3995
_reflns_number_gt                3844
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0595P)²+23.4313P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3995
_refine_ls_number_parameters     190
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0542
_refine_ls_R_factor_gt           0.0525
_refine_ls_wR_factor_ref         0.1596
_refine_ls_wR_factor_gt          0.1587
_refine_ls_goodness_of_fit_ref   1.235
_refine_ls_restrained_S_all      1.234
_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
C1 C 0.3121(14) 0.4596(4) 0.0574(7) 0.0312(18) Uani 1 1 d . . . . .
H6 H 0.169372 0.472560 0.023377 0.037 Uiso 1 1 calc R U . . .
C2 C 0.3971(13) 0.4680(3) 0.1788(7) 0.0239(16) Uani 1 1 d . . . . .
C3 C 0.6067(13) 0.4467(3) 0.2302(7) 0.0236(16) Uani 1 1 d . . . . .
C4 C 0.7277(16) 0.4208(4) 0.1582(8) 0.038(2) Uani 1 1 d . . . . .
H3 H 0.870497 0.407272 0.189749 0.046 Uiso 1 1 calc R U . . .
C5 C 0.6289(19) 0.4155(5) 0.0367(9) 0.047(3) Uani 1 1 d . . . . .
H2 H 0.710096 0.398191 -0.011972 0.057 Uiso 1 1 calc R U . . .
C6 C 0.2659(13) 0.4987(3) 0.2502(7) 0.0221(15) Uani 1 1 d . . . . .
C7 C 0.7100(12) 0.4494(3) 0.3628(7) 0.0229(15) Uani 1 1 d . . . . .
C8 C 1.2442(15) 0.6550(3) 0.3442(8) 0.0310(18) Uani 1 1 d . . . . .
C9 C 1.366(2) 0.7028(4) 0.3246(14) 0.059(3) Uani 1 1 d . . . . .
H9A H 1.518857 0.701636 0.372961 0.070 Uiso 1 1 calc R U . . .
H9B H 1.378968 0.704338 0.241238 0.070 Uiso 1 1 calc R U . . .
C10 C 1.251(3) 0.750000 0.3547(15) 0.044(4) Uani 1 2 d S T P . .
H10A H 1.094165 0.750000 0.311368 0.053 Uiso 1 2 calc R U P . .
H10B H 1.249935 0.750000 0.439678 0.053 Uiso 1 2 calc R U P . .
Eu1 Eu 1.04411(6) 0.56216(2) 0.38880(3) 0.02071(15) Uani 1 1 d . . . . .
N1 N 0.4258(14) 0.4339(3) -0.0130(7) 0.0394(19) Uani 1 1 d . . . . .
O1 O 0.0908(10) 0.5223(3) 0.1982(5) 0.0349(15) Uani 1 1 d . . . . .
O2 O 0.3329(9) 0.5007(2) 0.3634(5) 0.0244(12) Uani 1 1 d . . . . .
O1W O 0.7153(10) 0.5844(3) 0.2486(5) 0.0368(16) Uani 1 1 d D . . . .
H11W H 0.685(15) 0.573(4) 0.180(4) 0.044 Uiso 1 1 d D U . . .
H12W H 0.591(8) 0.593(4) 0.262(8) 0.044 Uiso 1 1 d D U . . .
O3 O 0.6756(10) 0.4141(2) 0.4269(5) 0.0313(13) Uani 1 1 d . . . . .
O2W O 0.7787(11) 0.5878(3) 0.5102(6) 0.0400(16) Uani 1 1 d D . . . .
H21W H 0.836(14) 0.563(3) 0.548(9) 0.048 Uiso 1 1 d D U . . .
H22W H 0.643(5) 0.581(4) 0.496(10) 0.048 Uiso 1 1 d D U . . .
O4 O 0.8474(9) 0.4845(2) 0.4034(5) 0.0259(12) Uani 1 1 d . . . . .
O5 O 1.3209(13) 0.6139(2) 0.3137(7) 0.0439(18) Uani 1 1 d . . . . .
O6 O 1.0705(11) 0.6545(3) 0.3896(6) 0.0372(15) 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 N1 1.339(11) . ?
C1 C2 1.392(11) . ?
C1 H6 0.9300 . ?
C2 C3 1.393(10) . ?
C2 C6 1.484(11) . ?
C3 C4 1.382(12) . ?
C3 C7 1.514(10) . ?
C4 C5 1.398(13) . ?
C4 H3 0.9300 . ?
C5 N1 1.327(13) . ?
C5 H2 0.9300 . ?
C6 O1 1.262(9) . ?
C6 O2 1.272(9) . ?
C6 Eu1 2.821(8) 1_455 ?
C7 O3 1.232(10) . ?
C7 O4 1.268(10) . ?
C7 Eu1 2.929(7) 3_766 ?
C8 O6 1.251(10) . ?
C8 O5 1.261(11) . ?
C8 C9 1.504(13) . ?
C8 Eu1 2.836(9) . ?
C9 C10 1.503(12) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
Eu1 O1W 2.346(6) . ?
Eu1 O4 2.402(6) . ?
Eu1 O2W 2.406(6) . ?
Eu1 O5 2.439(7) . ?
Eu1 O2 2.440(5) 1_655 ?
Eu1 O6 2.461(7) . ?
Eu1 O1 2.483(6) 1_655 ?
Eu1 O3 2.490(6) 3_766 ?
Eu1 O4 2.635(6) 3_766 ?
Eu1 H21W 2.40(12) . ?
O1W H11W 0.82(5) . ?
O1W H12W 0.82(6) . ?
O2W H21W 0.82(9) . ?
O2W H22W 0.82(2) . ?

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
N1 C1 C2 123.3(8) . . ?
N1 C1 H6 118.4 . . ?
C2 C1 H6 118.4 . . ?
C1 C2 C3 118.0(7) . . ?
C1 C2 C6 120.3(7) . . ?
C3 C2 C6 121.7(7) . . ?
C4 C3 C2 119.3(7) . . ?
C4 C3 C7 117.3(7) . . ?
C2 C3 C7 123.4(7) . . ?
C3 C4 C5 118.0(8) . . ?
C3 C4 H3 121.0 . . ?
C5 C4 H3 121.0 . . ?
N1 C5 C4 123.6(9) . . ?
N1 C5 H2 118.2 . . ?
C4 C5 H2 118.2 . . ?
O1 C6 O2 121.1(7) . . ?
O1 C6 C2 119.9(7) . . ?
O2 C6 C2 119.0(7) . . ?
O1 C6 Eu1 61.6(4) . 1_455 ?
O2 C6 Eu1 59.7(4) . 1_455 ?
C2 C6 Eu1 175.7(6) . 1_455 ?
O3 C7 O4 121.3(7) . . ?
O3 C7 C3 118.1(7) . . ?
O4 C7 C3 120.2(7) . . ?
O3 C7 Eu1 57.3(4) . 3_766 ?
O4 C7 Eu1 64.1(4) . 3_766 ?
C3 C7 Eu1 169.4(5) . 3_766 ?
O6 C8 O5 118.9(8) . . ?
O6 C8 C9 122.5(8) . . ?
O5 C8 C9 118.6(8) . . ?
O6 C8 Eu1 60.0(5) . . ?
O5 C8 Eu1 59.0(5) . . ?
C9 C8 Eu1 176.1(8) . . ?
C10 C9 C8 114.7(9) . . ?
C10 C9 H9A 108.6 . . ?
C8 C9 H9A 108.6 . . ?
C10 C9 H9B 108.6 . . ?
C8 C9 H9B 108.6 . . ?
H9A C9 H9B 107.6 . . ?
C9 C10 C9 113.4(12) 4_575 . ?
C9 C10 H10A 108.9 4_575 . ?
C9 C10 H10A 108.9 . . ?
C9 C10 H10B 108.9 4_575 . ?
C9 C10 H10B 108.9 . . ?
H10A C10 H10B 107.7 . . ?
O1W Eu1 O4 84.8(2) . . ?
O1W Eu1 O2W 76.1(2) . . ?
O4 Eu1 O2W 79.3(2) . . ?
O1W Eu1 O5 98.9(3) . . ?
O4 Eu1 O5 152.6(2) . . ?
O2W Eu1 O5 128.0(2) . . ?
O1W Eu1 O2 127.3(2) . 1_655 ?
O4 Eu1 O2 78.46(19) . 1_655 ?
O2W Eu1 O2 145.5(2) . 1_655 ?
O5 Eu1 O2 77.8(2) . 1_655 ?
O1W Eu1 O6 78.2(3) . . ?
O4 Eu1 O6 152.98(19) . . ?
O2W Eu1 O6 76.4(2) . . ?
O5 Eu1 O6 52.4(2) . . ?
O2 Eu1 O6 128.6(2) 1_655 . ?
O1W Eu1 O1 74.9(2) . 1_655 ?
O4 Eu1 O1 80.6(2) . 1_655 ?
O2W Eu1 O1 145.9(2) . 1_655 ?
O5 Eu1 O1 74.3(2) . 1_655 ?
O2 Eu1 O1 53.24(18) 1_655 1_655 ?
O6 Eu1 O1 114.3(2) . 1_655 ?
O1W Eu1 O3 147.1(2) . 3_766 ?
O4 Eu1 O3 114.61(19) . 3_766 ?
O2W Eu1 O3 81.6(2) . 3_766 ?
O5 Eu1 O3 76.3(2) . 3_766 ?
O2 Eu1 O3 84.1(2) 1_655 3_766 ?
O6 Eu1 O3 73.2(2) . 3_766 ?
O1 Eu1 O3 132.1(2) 1_655 3_766 ?
O1W Eu1 O4 138.7(2) . 3_766 ?
O4 Eu1 O4 64.4(2) . 3_766 ?
O2W Eu1 O4 71.9(2) . 3_766 ?
O5 Eu1 O4 121.3(2) . 3_766 ?
O2 Eu1 O4 74.87(18) 1_655 3_766 ?
O6 Eu1 O4 117.6(2) . 3_766 ?
O1 Eu1 O4 122.23(19) 1_655 3_766 ?
O3 Eu1 O4 50.24(18) 3_766 3_766 ?
O1W Eu1 C6 101.3(2) . 1_655 ?
O4 Eu1 C6 79.4(2) . 1_655 ?
O2W Eu1 C6 158.7(2) . 1_655 ?
O5 Eu1 C6 73.3(2) . 1_655 ?
O2 Eu1 C6 26.73(19) 1_655 1_655 ?
O6 Eu1 C6 124.2(2) . 1_655 ?
O1 Eu1 C6 26.6(2) 1_655 1_655 ?
O3 Eu1 C6 108.1(2) 3_766 1_655 ?
O4 Eu1 C6 99.3(2) 3_766 1_655 ?
O1W Eu1 C8 89.1(3) . . ?
O4 Eu1 C8 173.3(2) . . ?
O2W Eu1 C8 102.0(3) . . ?
O5 Eu1 C8 26.3(2) . . ?
O2 Eu1 C8 103.2(2) 1_655 . ?
O6 Eu1 C8 26.1(2) . . ?
O1 Eu1 C8 95.1(2) 1_655 . ?
O3 Eu1 C8 72.1(2) 3_766 . ?
O4 Eu1 C8 122.3(2) 3_766 . ?
C6 Eu1 C8 99.1(2) 1_655 . ?
O1W Eu1 C7 150.8(2) . 3_766 ?
O4 Eu1 C7 90.0(2) . 3_766 ?
O2W Eu1 C7 74.7(2) . 3_766 ?
O5 Eu1 C7 98.8(3) . 3_766 ?
O2 Eu1 C7 79.3(2) 1_655 3_766 ?
O6 Eu1 C7 94.7(2) . 3_766 ?
O1 Eu1 C7 132.6(2) 1_655 3_766 ?
O3 Eu1 C7 24.6(2) 3_766 3_766 ?
O4 Eu1 C7 25.7(2) 3_766 3_766 ?
C6 Eu1 C7 106.0(2) 1_655 3_766 ?
C8 Eu1 C7 96.7(3) . 3_766 ?
O1W Eu1 H21W 91.1(15) . . ?
O4 Eu1 H21W 68(2) . . ?
O2W Eu1 H21W 20(2) . . ?
O5 Eu1 H21W 139(2) . . ?
O2 Eu1 H21W 126.0(7) 1_655 . ?
O6 Eu1 H21W 91.5(17) . . ?
O1 Eu1 H21W 147(2) 1_655 . ?
O3 Eu1 H21W 74(2) 3_766 . ?
O4 Eu1 H21W 53.0(8) 3_766 . ?
C6 Eu1 H21W 143.8(14) 1_655 . ?
C8 Eu1 H21W 115(2) . . ?
C7 Eu1 H21W 60.5(17) 3_766 . ?
C5 N1 C1 117.8(8) . . ?
C6 O1 Eu1 91.8(5) . 1_455 ?
C6 O2 Eu1 93.6(4) . 1_455 ?
Eu1 O1W H11W 123(7) . . ?
Eu1 O1W H12W 127(7) . . ?
H11W O1W H12W 104(9) . . ?
C7 O3 Eu1 98.1(5) . 3_766 ?
Eu1 O2W H21W 80(8) . . ?
Eu1 O2W H22W 125(9) . . ?
H21W O2W H22W 103(10) . . ?
C7 O4 Eu1 154.1(5) . . ?
C7 O4 Eu1 90.3(5) . 3_766 ?
Eu1 O4 Eu1 115.6(2) . 3_766 ?
C8 O5 Eu1 94.7(5) . . ?
C8 O6 Eu1 93.9(5) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
N1 C1 C2 C3 -2.7(14) . . . . ?
N1 C1 C2 C6 177.5(9) . . . . ?
C1 C2 C3 C4 3.7(13) . . . . ?
C6 C2 C3 C4 -176.4(9) . . . . ?
C1 C2 C3 C7 -175.1(8) . . . . ?
C6 C2 C3 C7 4.7(13) . . . . ?
C2 C3 C4 C5 -2.4(15) . . . . ?
C7 C3 C4 C5 176.5(10) . . . . ?
C3 C4 C5 N1 -0.2(18) . . . . ?
C1 C2 C6 O1 -8.6(13) . . . . ?
C3 C2 C6 O1 171.6(8) . . . . ?
C1 C2 C6 O2 171.5(8) . . . . ?
C3 C2 C6 O2 -8.3(12) . . . . ?
C4 C3 C7 O3 -84.5(11) . . . . ?
C2 C3 C7 O3 94.3(10) . . . . ?
C4 C3 C7 O4 88.1(10) . . . . ?
C2 C3 C7 O4 -93.1(10) . . . . ?
C4 C3 C7 Eu1 -23(4) . . . 3_766 ?
C2 C3 C7 Eu1 156(3) . . . 3_766 ?
O6 C8 C9 C10 -4.6(18) . . . . ?
O5 C8 C9 C10 175.4(12) . . . . ?
C8 C9 C10 C9 -175.2(8) . . . 4_575 ?
C4 C5 N1 C1 1.3(18) . . . . ?
C2 C1 N1 C5 0.2(16) . . . . ?
O2 C6 O1 Eu1 4.6(8) . . . 1_455 ?
C2 C6 O1 Eu1 -175.3(7) . . . 1_455 ?
O1 C6 O2 Eu1 -4.7(8) . . . 1_455 ?
C2 C6 O2 Eu1 175.2(6) . . . 1_455 ?
O4 C7 O3 Eu1 -3.6(8) . . . 3_766 ?
C3 C7 O3 Eu1 168.9(6) . . . 3_766 ?
O3 C7 O4 Eu1 -178.9(8) . . . . ?
C3 C7 O4 Eu1 8.7(16) . . . . ?
Eu1 C7 O4 Eu1 177.7(12) 3_766 . . . ?
O3 C7 O4 Eu1 3.4(8) . . . 3_766 ?
C3 C7 O4 Eu1 -169.0(6) . . . 3_766 ?
O6 C8 O5 Eu1 -3.4(10) . . . . ?
C9 C8 O5 Eu1 176.5(9) . . . . ?
O5 C8 O6 Eu1 3.4(10) . . . . ?
C9 C8 O6 Eu1 -176.6(10) . . . . ?

_refine_diff_density_max         2.458
_refine_diff_density_min         -0.995
_refine_diff_density_rms         0.257

####################################################################### 
# 
# 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_shelx_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 2201653'
loop_
_audit_author_name
_audit_author_address
'H. N. Sheikh'
;University of Jammu
India
;
_audit_update_record             
;
2022-08-16 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 N2 O16 Pr2, C4 H6 N2'
_chemical_formula_sum            'C23 H26 N4 O16 Pr2'
_chemical_formula_weight         896.30

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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   6.03960(10)
_cell_length_b                   26.7827(3)
_cell_length_c                   11.4830(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.9740(10)
_cell_angle_gamma                90
_cell_volume                     1817.04(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    7683
_cell_measurement_theta_min      2.31
_cell_measurement_theta_max      27.43


_exptl_crystal_description       .Block'
_exptl_crystal_colour            Green
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.638
_exptl_crystal_F_000             876
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.09
_exptl_crystal_size_min          0.06
_exptl_absorpt_coefficient_mu    2.716
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.646
_exptl_absorpt_correction_T_max  0.725
_exptl_absorpt_process_details   
'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction'


_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?

_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            53652
_diffrn_reflns_av_unetI/netI     0.0453
_diffrn_reflns_av_R_equivalents  0.1221
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.813
_diffrn_reflns_theta_max         27.368
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.976
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.976
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.976
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             4099
_reflns_number_gt                3949
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0456P)²+14.3701P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4099
_refine_ls_number_parameters     218
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0502
_refine_ls_R_factor_gt           0.0487
_refine_ls_wR_factor_ref         0.1420
_refine_ls_wR_factor_gt          0.1411
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_restrained_S_all      1.215
_refine_ls_shift/su_max          0.009
_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
C1 C 0.7064(10) 0.4487(3) 0.3621(5) 0.0226(12) Uani 1 1 d . . . . .
C2 C 0.6062(10) 0.4461(3) 0.2300(5) 0.0241(13) Uani 1 1 d . . . . .
C3 C 0.7264(13) 0.4201(3) 0.1600(7) 0.0406(18) Uani 1 1 d . . . . .
H3 H 0.866381 0.406025 0.192490 0.049 Uiso 1 1 calc R U . . .
C4 C 0.6322(14) 0.4155(4) 0.0399(7) 0.049(2) Uani 1 1 d . . . . .
H4 H 0.714615 0.398592 -0.007802 0.059 Uiso 1 1 calc R U . . .
C5 C 0.3167(11) 0.4595(3) 0.0573(6) 0.0326(16) Uani 1 1 d . . . . .
H5 H 0.176546 0.472843 0.022337 0.039 Uiso 1 1 calc R U . . .
C6 C 0.3975(10) 0.4672(3) 0.1780(5) 0.0256(13) Uani 1 1 d . . . . .
C7 C 0.2652(10) 0.4976(2) 0.2477(5) 0.0236(13) Uani 1 1 d . . . . .
C8 C 1.2485(12) 0.6558(3) 0.3419(7) 0.0332(15) Uani 1 1 d . . . . .
C9 C 1.3682(17) 0.7031(3) 0.3217(10) 0.058(3) Uani 1 1 d . . . . .
H9A H 1.521172 0.701879 0.368923 0.069 Uiso 1 1 calc R U . . .
H9B H 1.378927 0.704558 0.238631 0.069 Uiso 1 1 calc R U . . .
C10 C 1.258(2) 0.750000 0.3517(12) 0.050(3) Uani 1 2 d S T P . .
H10A H 1.101355 0.750000 0.309641 0.060 Uiso 1 2 calc R U P . .
H10B H 1.259363 0.750000 0.436327 0.060 Uiso 1 2 calc R U P . .
C11 C 1.063(5) 0.7105(13) -0.026(3) 0.249(16) Uani 1 1 d D . . . .
H11A H 1.082184 0.734476 -0.085709 0.374 Uiso 1 1 calc R U . . .
H11B H 1.026752 0.678537 -0.063431 0.374 Uiso 1 1 calc R U . . .
H11C H 1.200998 0.707913 0.032435 0.374 Uiso 1 1 calc R U . . .
C12 C 0.878(5) 0.727(2) 0.031(2) 0.36(7) Uani 1 1 d D . . . .
N1 N 0.4297(11) 0.4338(3) -0.0115(5) 0.0424(17) Uani 1 1 d . . . . .
N2 N 0.760(8) 0.702(3) 0.080(7) 0.73(7) Uani 1 1 d D . . . .
O1 O 0.8434(7) 0.48321(18) 0.4027(4) 0.0268(10) Uani 1 1 d . . . . .
O2 O 0.6683(8) 0.4133(2) 0.4257(4) 0.0348(12) Uani 1 1 d . . . . .
O1W O 0.7064(8) 0.5847(2) 0.2457(4) 0.0388(13) Uani 1 1 d D . . . .
H11W H 0.585(7) 0.594(3) 0.259(6) 0.047 Uiso 1 1 d D U . . .
H12W H 0.672(12) 0.575(3) 0.177(3) 0.047 Uiso 1 1 d D U . . .
O3 O 0.3327(8) 0.49947(19) 0.3603(4) 0.0292(11) Uani 1 1 d . . . . .
O2W O 0.7766(10) 0.5902(3) 0.5117(5) 0.0495(16) Uani 1 1 d D . . . .
H21W H 0.674(9) 0.578(4) 0.538(7) 0.059 Uiso 1 1 d D U . . .
H22W H 0.889(8) 0.585(4) 0.563(6) 0.059 Uiso 1 1 d D U . . .
O4 O 0.0932(8) 0.5210(2) 0.1956(4) 0.0366(12) Uani 1 1 d . . . . .
O5 O 1.3238(10) 0.6150(2) 0.3117(6) 0.0474(15) Uani 1 1 d . . . . .
O6 O 1.0775(9) 0.6560(2) 0.3861(5) 0.0404(13) Uani 1 1 d . . . . .
Pr1 Pr 1.04301(5) 0.56239(2) 0.38743(3) 0.02123(14) 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 O2 1.248(8) . ?
C1 O1 1.263(8) . ?
C1 C2 1.513(8) . ?
C1 Pr1 2.974(6) 3_766 ?
C2 C3 1.380(10) . ?
C2 C6 1.397(9) . ?
C3 C4 1.384(10) . ?
C3 H3 0.9300 . ?
C4 N1 1.336(10) . ?
C4 H4 0.9300 . ?
C5 N1 1.336(9) . ?
C5 C6 1.386(9) . ?
C5 H5 0.9300 . ?
C6 C7 1.485(9) . ?
C7 O4 1.255(8) . ?
C7 O3 1.273(7) . ?
C7 Pr1 2.878(6) 1_455 ?
C8 O6 1.242(8) . ?
C8 O5 1.259(9) . ?
C8 C9 1.501(11) . ?
C8 Pr1 2.888(7) . ?
C9 C10 1.494(10) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C11 C12 1.48(5) . ?
C11 H11A 0.9600 . ?
C11 H11B 0.9600 . ?
C11 H11C 0.9600 . ?
C12 C12 1.25(12) 4_575 ?
C12 N2 1.20(8) . ?
O1 Pr1 2.464(5) . ?
O1 Pr1 2.661(5) 3_766 ?
O2 Pr1 2.553(5) 3_766 ?
O1W Pr1 2.401(4) . ?
O1W H11W 0.82(5) . ?
O1W H12W 0.82(2) . ?
O3 Pr1 2.495(5) 1_455 ?
O2W Pr1 2.477(5) . ?
O2W H21W 0.81(7) . ?
O2W H22W 0.81(6) . ?
O4 Pr1 2.539(5) 1_455 ?
O5 Pr1 2.496(5) . ?
O6 Pr1 2.516(6) . ?
Pr1 H22W 2.46(9) . ?

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
O2 C1 O1 121.8(5) . . ?
O2 C1 C2 117.8(6) . . ?
O1 C1 C2 119.9(6) . . ?
O2 C1 Pr1 58.4(3) . 3_766 ?
O1 C1 Pr1 63.5(3) . 3_766 ?
C2 C1 Pr1 169.1(5) . 3_766 ?
C3 C2 C6 119.5(6) . . ?
C3 C2 C1 117.3(6) . . ?
C6 C2 C1 123.2(6) . . ?
C2 C3 C4 118.0(7) . . ?
C2 C3 H3 121.0 . . ?
C4 C3 H3 121.0 . . ?
N1 C4 C3 123.8(7) . . ?
N1 C4 H4 118.1 . . ?
C3 C4 H4 118.1 . . ?
N1 C5 C6 123.4(6) . . ?
N1 C5 H5 118.3 . . ?
C6 C5 H5 118.3 . . ?
C5 C6 C2 117.8(6) . . ?
C5 C6 C7 120.3(6) . . ?
C2 C6 C7 121.9(6) . . ?
O4 C7 O3 121.6(6) . . ?
O4 C7 C6 120.1(5) . . ?
O3 C7 C6 118.3(5) . . ?
O4 C7 Pr1 61.9(3) . 1_455 ?
O3 C7 Pr1 59.9(3) . 1_455 ?
C6 C7 Pr1 174.8(5) . 1_455 ?
O6 C8 O5 119.7(7) . . ?
O6 C8 C9 121.8(7) . . ?
O5 C8 C9 118.5(6) . . ?
O6 C8 Pr1 60.3(4) . . ?
O5 C8 Pr1 59.5(4) . . ?
C9 C8 Pr1 176.7(6) . . ?
C10 C9 C8 115.0(7) . . ?
C10 C9 H9A 108.5 . . ?
C8 C9 H9A 108.5 . . ?
C10 C9 H9B 108.5 . . ?
C8 C9 H9B 108.5 . . ?
H9A C9 H9B 107.5 . . ?
C9 C10 C9 114.4(10) 4_575 . ?
C9 C10 H10A 108.7 4_575 . ?
C9 C10 H10A 108.7 . . ?
C9 C10 H10B 108.7 4_575 . ?
C9 C10 H10B 108.7 . . ?
H10A C10 H10B 107.6 . . ?
C12 C11 H11A 109.5 . . ?
C12 C11 H11B 109.4 . . ?
H11A C11 H11B 109.5 . . ?
C12 C11 H11C 109.5 . . ?
H11A C11 H11C 109.5 . . ?
H11B C11 H11C 109.5 . . ?
C12 C12 C11 107(3) 4_575 . ?
C12 C12 N2 124(4) 4_575 . ?
C11 C12 N2 129(5) . . ?
C5 N1 C4 117.5(6) . . ?
C1 O1 Pr1 153.6(4) . . ?
C1 O1 Pr1 91.4(4) . 3_766 ?
Pr1 O1 Pr1 114.93(16) . 3_766 ?
C1 O2 Pr1 96.9(4) . 3_766 ?
Pr1 O1W H11W 128(5) . . ?
Pr1 O1W H12W 125(5) . . ?
H11W O1W H12W 103(7) . . ?
C7 O3 Pr1 93.9(4) . 1_455 ?
Pr1 O2W H21W 138(8) . . ?
Pr1 O2W H22W 79(7) . . ?
H21W O2W H22W 104(7) . . ?
C7 O4 Pr1 92.3(4) . 1_455 ?
C8 O5 Pr1 94.8(4) . . ?
C8 O6 Pr1 94.3(4) . . ?
O1W Pr1 O1 84.50(19) . . ?
O1W Pr1 O2W 75.87(18) . . ?
O1 Pr1 O2W 80.3(2) . . ?
O1W Pr1 O3 126.89(16) . 1_655 ?
O1 Pr1 O3 78.09(15) . 1_655 ?
O2W Pr1 O3 146.23(18) . 1_655 ?
O1W Pr1 O5 99.5(2) . . ?
O1 Pr1 O5 152.71(16) . . ?
O2W Pr1 O5 126.9(2) . . ?
O3 Pr1 O5 78.05(17) 1_655 . ?
O1W Pr1 O6 78.9(2) . . ?
O1 Pr1 O6 154.23(15) . . ?
O2W Pr1 O6 76.6(2) . . ?
O3 Pr1 O6 127.68(16) 1_655 . ?
O5 Pr1 O6 51.12(16) . . ?
O1W Pr1 O4 75.94(16) . 1_655 ?
O1 Pr1 O4 80.48(17) . 1_655 ?
O2W Pr1 O4 147.1(2) . 1_655 ?
O3 Pr1 O4 51.98(14) 1_655 1_655 ?
O5 Pr1 O4 74.46(19) . 1_655 ?
O6 Pr1 O4 113.85(18) . 1_655 ?
O1W Pr1 O2 147.2(2) . 3_766 ?
O1 Pr1 O2 114.75(15) . 3_766 ?
O2W Pr1 O2 81.4(2) . 3_766 ?
O3 Pr1 O2 84.43(16) 1_655 3_766 ?
O5 Pr1 O2 75.75(19) . 3_766 ?
O6 Pr1 O2 73.02(18) . 3_766 ?
O4 Pr1 O2 131.07(17) 1_655 3_766 ?
O1W Pr1 O1 138.65(16) . 3_766 ?
O1 Pr1 O1 65.07(16) . 3_766 ?
O2W Pr1 O1 72.08(17) . 3_766 ?
O3 Pr1 O1 75.37(14) 1_655 3_766 ?
O5 Pr1 O1 120.55(18) . 3_766 ?
O6 Pr1 O1 117.18(17) . 3_766 ?
O4 Pr1 O1 122.04(16) 1_655 3_766 ?
O2 Pr1 O1 49.70(15) 3_766 3_766 ?
O1W Pr1 C7 101.50(17) . 1_655 ?
O1 Pr1 C7 79.16(17) . 1_655 ?
O2W Pr1 C7 159.5(2) . 1_655 ?
O3 Pr1 C7 26.19(15) 1_655 1_655 ?
O5 Pr1 C7 73.58(18) . 1_655 ?
O6 Pr1 C7 123.30(17) . 1_655 ?
O4 Pr1 C7 25.83(16) 1_655 1_655 ?
O2 Pr1 C7 107.84(18) 3_766 1_655 ?
O1 Pr1 C7 99.52(16) 3_766 1_655 ?
O1W Pr1 C8 89.8(2) . . ?
O1 Pr1 C8 173.48(18) . . ?
O2W Pr1 C8 101.5(2) . . ?
O3 Pr1 C8 102.92(18) 1_655 . ?
O5 Pr1 C8 25.75(18) . . ?
O6 Pr1 C8 25.39(17) . . ?
O4 Pr1 C8 95.0(2) 1_655 . ?
O2 Pr1 C8 71.76(19) 3_766 . ?
O1 Pr1 C8 121.44(19) 3_766 . ?
C7 Pr1 C8 98.86(19) 1_655 . ?
O1W Pr1 C1 150.43(16) . 3_766 ?
O1 Pr1 C1 90.18(17) . 3_766 ?
O2W Pr1 C1 74.56(18) . 3_766 ?
O3 Pr1 C1 79.85(16) 1_655 3_766 ?
O5 Pr1 C1 98.5(2) . 3_766 ?
O6 Pr1 C1 94.57(19) . 3_766 ?
O4 Pr1 C1 131.83(16) 1_655 3_766 ?
O2 Pr1 C1 24.62(17) 3_766 3_766 ?
O1 Pr1 C1 25.11(16) 3_766 3_766 ?
C7 Pr1 C1 106.02(17) 1_655 3_766 ?
C8 Pr1 C1 96.3(2) . 3_766 ?
O1W Pr1 H22W 94.8(14) . . ?
O1 Pr1 H22W 83(2) . . ?
O2W Pr1 H22W 18.9(14) . . ?
O3 Pr1 H22W 131.3(15) 1_655 . ?
O5 Pr1 H22W 123(2) . . ?
O6 Pr1 H22W 79(2) . . ?
O4 Pr1 H22W 161.7(19) 1_655 . ?
O2 Pr1 H22W 63.8(9) 3_766 . ?
O1 Pr1 H22W 56.0(15) 3_766 . ?
C7 Pr1 H22W 154(2) 1_655 . ?
C8 Pr1 H22W 101(2) . . ?
C1 Pr1 H22W 55.6(6) 3_766 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 -84.6(8) . . . . ?
O1 C1 C2 C3 88.0(9) . . . . ?
Pr1 C1 C2 C3 -17(3) 3_766 . . . ?
O2 C1 C2 C6 93.3(8) . . . . ?
O1 C1 C2 C6 -94.1(8) . . . . ?
Pr1 C1 C2 C6 161(2) 3_766 . . . ?
C6 C2 C3 C4 -0.8(12) . . . . ?
C1 C2 C3 C4 177.2(8) . . . . ?
C2 C3 C4 N1 -1.5(15) . . . . ?
N1 C5 C6 C2 -1.3(12) . . . . ?
N1 C5 C6 C7 178.1(7) . . . . ?
C3 C2 C6 C5 2.1(11) . . . . ?
C1 C2 C6 C5 -175.8(7) . . . . ?
C3 C2 C6 C7 -177.3(7) . . . . ?
C1 C2 C6 C7 4.9(10) . . . . ?
C5 C6 C7 O4 -8.3(10) . . . . ?
C2 C6 C7 O4 171.1(7) . . . . ?
C5 C6 C7 O3 172.7(7) . . . . ?
C2 C6 C7 O3 -7.9(10) . . . . ?
O6 C8 C9 C10 -3.5(15) . . . . ?
O5 C8 C9 C10 175.7(10) . . . . ?
C8 C9 C10 C9 -175.1(7) . . . 4_575 ?
C6 C5 N1 C4 -0.8(13) . . . . ?
C3 C4 N1 C5 2.3(15) . . . . ?
O2 C1 O1 Pr1 -177.7(6) . . . . ?
C2 C1 O1 Pr1 10.1(13) . . . . ?
Pr1 C1 O1 Pr1 178.3(10) 3_766 . . . ?
O2 C1 O1 Pr1 4.0(6) . . . 3_766 ?
C2 C1 O1 Pr1 -168.2(5) . . . 3_766 ?
O1 C1 O2 Pr1 -4.2(7) . . . 3_766 ?
C2 C1 O2 Pr1 168.2(5) . . . 3_766 ?
O4 C7 O3 Pr1 -4.6(7) . . . 1_455 ?
C6 C7 O3 Pr1 174.4(5) . . . 1_455 ?
O3 C7 O4 Pr1 4.5(7) . . . 1_455 ?
C6 C7 O4 Pr1 -174.5(5) . . . 1_455 ?
O6 C8 O5 Pr1 -3.7(8) . . . . ?
C9 C8 O5 Pr1 177.0(7) . . . . ?
O5 C8 O6 Pr1 3.6(8) . . . . ?
C9 C8 O6 Pr1 -177.1(8) . . . . ?

_refine_diff_density_max         2.264
_refine_diff_density_min         -0.706
_refine_diff_density_rms         0.187

####################################################################### 
# 
# 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_shelx_CCDC2
_database_code_depnum_ccdc_archive 'CCDC 2201652'
loop_
_audit_author_name
_audit_author_address
'H. N. Sheikh'
;University of Jammu
India
;
_audit_update_record             
;
2022-08-16 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 N2 Nd2 O16'
_chemical_formula_sum            'C19 H20 N2 Nd2 O16'
_chemical_formula_weight         820.85

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'
Nd Nd -0.1943 3.0179 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   6.03560(10)
_cell_length_b                   26.7275(4)
_cell_length_c                   11.4561(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.874(2)
_cell_angle_gamma                90
_cell_volume                     1808.51(5)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9906
_cell_measurement_theta_min      2.65
_cell_measurement_theta_max      28.41

_exptl_crystal_description       block
_exptl_crystal_colour            pink
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.507
_exptl_crystal_F_000             792
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.05
_exptl_absorpt_coefficient_mu    2.896
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.549
_exptl_absorpt_correction_T_max  0.723
_exptl_absorpt_process_details   
'SADABS-2016/6 - Bruker AXS area detector scaling and absorption correction'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            74161
_diffrn_reflns_av_unetI/netI     0.0166
_diffrn_reflns_av_R_equivalents  0.0477
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_k_max       34
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.816
_diffrn_reflns_theta_max         27.473
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_point_group_measured_fraction_full 0.998
_reflns_number_total             4095
_reflns_number_gt                3995
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0435P)²+27.2878P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         4095
_refine_ls_number_parameters     190
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0620
_refine_ls_R_factor_gt           0.0610
_refine_ls_wR_factor_ref         0.1674
_refine_ls_wR_factor_gt          0.1670
_refine_ls_goodness_of_fit_ref   1.376
_refine_ls_restrained_S_all      1.375
_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
C1 C 0.7350(14) 0.0020(3) 0.7511(7) 0.0231(17) Uani 1 1 d . . . . .
C2 C 0.6025(14) 0.0324(3) 0.8213(7) 0.0241(17) Uani 1 1 d . . . . .
C3 C 0.6834(16) 0.0406(4) 0.9425(8) 0.032(2) Uani 1 1 d . . . . .
H3 H 0.823931 0.027327 0.977285 0.039 Uiso 1 1 calc R U . . .
C4 C 0.369(2) 0.0845(5) 0.9608(10) 0.049(3) Uani 1 1 d . . . . .
H4 H 0.286863 0.101427 1.008633 0.059 Uiso 1 1 calc R U . . .
C5 C 0.2748(17) 0.0797(4) 0.8406(9) 0.039(2) Uani 1 1 d . . . . .
H5 H 0.134374 0.093581 0.808270 0.047 Uiso 1 1 calc R U . . .
C6 C 0.3950(14) 0.0536(3) 0.7699(7) 0.0244(17) Uani 1 1 d . . . . .
C7 C 0.7541(16) -0.1551(3) 0.6589(9) 0.031(2) Uani 1 1 d . . . . .
C8 C 0.632(2) -0.2026(4) 0.6792(14) 0.056(4) Uani 1 1 d . . . . .
H8A H 0.479295 -0.201311 0.631723 0.068 Uiso 1 1 calc R U . . .
H8B H 0.621073 -0.204153 0.762372 0.068 Uiso 1 1 calc R U . . .
C9 C 0.745(3) -0.250000 0.6482(18) 0.050(4) Uani 1 2 d S T P . .
H9A H 0.743241 -0.250000 0.563395 0.060 Uiso 1 2 calc R U P . .
H9B H 0.901504 -0.250000 0.690278 0.060 Uiso 1 2 calc R U P . .
C10 C 0.2928(13) 0.0510(3) 0.6370(7) 0.0213(16) Uani 1 1 d . . . . .
N1 N 0.5715(15) 0.0664(4) 1.0119(7) 0.042(2) Uani 1 1 d . . . . .
O1 O 0.6670(10) 0.0001(2) 0.6386(5) 0.0272(13) Uani 1 1 d . . . . .
O2 O 0.9084(11) -0.0210(3) 0.8036(5) 0.0351(16) Uani 1 1 d . . . . .
O1W O 1.2922(11) -0.0846(3) 0.7530(6) 0.0371(17) Uani 1 1 d D . . . .
H11W H 1.339(15) -0.075(4) 0.822(4) 0.044 Uiso 1 1 d D U . . .
H12W H 1.405(10) -0.095(4) 0.731(8) 0.044 Uiso 1 1 d D U . . .
O3 O 0.6785(13) -0.1145(3) 0.6890(7) 0.0431(19) Uani 1 1 d . . . . .
O2W O 1.2193(13) -0.0897(3) 0.4869(7) 0.0460(19) Uani 1 1 d D . . . .
H21W H 1.280(17) -0.070(4) 0.449(9) 0.055 Uiso 1 1 d D U . . .
H22W H 1.320(13) -0.098(5) 0.543(7) 0.055 Uiso 1 1 d D U . . .
O4 O 0.9245(12) -0.1557(3) 0.6134(7) 0.0401(17) Uani 1 1 d . . . . .
O5 O 0.1564(10) 0.0165(2) 0.5965(5) 0.0255(12) Uani 1 1 d . . . . .
O6 O 0.3317(11) 0.0863(3) 0.5739(6) 0.0335(15) Uani 1 1 d . . . . .
Nd1 Nd 0.95655(7) -0.06236(2) 0.61183(4) 0.02141(16) 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 O2 1.256(10) . ?
C1 O1 1.271(10) . ?
C1 C2 1.486(12) . ?
C1 Nd1 2.859(8) . ?
C2 C6 1.390(11) . ?
C2 C3 1.391(12) . ?
C3 N1 1.336(13) . ?
C3 H3 0.9300 . ?
C4 N1 1.332(14) . ?
C4 C5 1.384(14) . ?
C4 H4 0.9300 . ?
C5 C6 1.382(13) . ?
C5 H5 0.9300 . ?
C6 C10 1.522(11) . ?
C7 O4 1.245(11) . ?
C7 O3 1.252(11) . ?
C7 C8 1.511(14) . ?
C7 Nd1 2.863(9) . ?
C8 C9 1.513(13) . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C10 O6 1.241(11) . ?
C10 O5 1.260(10) . ?
C10 Nd1 2.953(8) 3_656 ?
O1 Nd1 2.481(6) . ?
O2 Nd1 2.528(6) . ?
O1W Nd1 2.393(6) . ?
O1W H11W 0.82(6) . ?
O1W H12W 0.82(8) . ?
O3 Nd1 2.481(7) . ?
O2W Nd1 2.457(7) . ?
O2W H21W 0.82(11) . ?
O2W H22W 0.82(8) . ?
O4 Nd1 2.503(7) . ?
O5 Nd1 2.453(6) 1_455 ?
O5 Nd1 2.645(6) 3_656 ?
O6 Nd1 2.538(6) 3_656 ?

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
O2 C1 O1 121.9(8) . . ?
O2 C1 C2 119.8(7) . . ?
O1 C1 C2 118.2(7) . . ?
O2 C1 Nd1 62.1(5) . . ?
O1 C1 Nd1 60.0(4) . . ?
C2 C1 Nd1 174.9(6) . . ?
C6 C2 C3 117.3(8) . . ?
C6 C2 C1 122.1(8) . . ?
C3 C2 C1 120.6(8) . . ?
N1 C3 C2 124.0(9) . . ?
N1 C3 H3 118.0 . . ?
C2 C3 H3 118.0 . . ?
N1 C4 C5 123.8(9) . . ?
N1 C4 H4 118.1 . . ?
C5 C4 H4 118.1 . . ?
C6 C5 C4 118.1(9) . . ?
C6 C5 H5 120.9 . . ?
C4 C5 H5 120.9 . . ?
C5 C6 C2 119.6(8) . . ?
C5 C6 C10 117.1(8) . . ?
C2 C6 C10 123.3(8) . . ?
O4 C7 O3 120.5(9) . . ?
O4 C7 C8 121.6(9) . . ?
O3 C7 C8 118.0(8) . . ?
O4 C7 Nd1 60.8(5) . . ?
O3 C7 Nd1 59.8(5) . . ?
C8 C7 Nd1 176.1(8) . . ?
C7 C8 C9 114.3(9) . . ?
C7 C8 H8A 108.7 . . ?
C9 C8 H8A 108.7 . . ?
C7 C8 H8B 108.7 . . ?
C9 C8 H8B 108.7 . . ?
H8A C8 H8B 107.6 . . ?
C8 C9 C8 113.6(13) 4 . ?
C8 C9 H9A 108.8 4 . ?
C8 C9 H9A 108.8 . . ?
C8 C9 H9B 108.8 4 . ?
C8 C9 H9B 108.8 . . ?
H9A C9 H9B 107.7 . . ?
O6 C10 O5 122.0(7) . . ?
O6 C10 C6 117.5(7) . . ?
O5 C10 C6 120.1(8) . . ?
O6 C10 Nd1 58.6(4) . 3_656 ?
O5 C10 Nd1 63.6(4) . 3_656 ?
C6 C10 Nd1 169.2(6) . 3_656 ?
C4 N1 C3 117.1(9) . . ?
C1 O1 Nd1 93.7(5) . . ?
C1 O2 Nd1 91.8(5) . . ?
Nd1 O1W H11W 130(7) . . ?
Nd1 O1W H12W 121(7) . . ?
H11W O1W H12W 105(9) . . ?
C7 O3 Nd1 94.4(6) . . ?
Nd1 O2W H21W 122(10) . . ?
Nd1 O2W H22W 95(9) . . ?
H21W O2W H22W 105(10) . . ?
C7 O4 Nd1 93.5(6) . . ?
C10 O5 Nd1 153.7(6) . 1_455 ?
C10 O5 Nd1 91.2(5) . 3_656 ?
Nd1 O5 Nd1 115.1(2) 1_455 3_656 ?
C10 O6 Nd1 96.7(5) . 3_656 ?
O1W Nd1 O5 84.4(2) . 1_655 ?
O1W Nd1 O2W 76.2(2) . . ?
O5 Nd1 O2W 80.1(3) 1_655 . ?
O1W Nd1 O1 127.1(2) . . ?
O5 Nd1 O1 78.5(2) 1_655 . ?
O2W Nd1 O1 145.9(2) . . ?
O1W Nd1 O3 99.2(3) . . ?
O5 Nd1 O3 152.5(2) 1_655 . ?
O2W Nd1 O3 127.3(3) . . ?
O1 Nd1 O3 77.8(2) . . ?
O1W Nd1 O4 78.7(3) . . ?
O5 Nd1 O4 153.8(2) 1_655 . ?
O2W Nd1 O4 76.5(3) . . ?
O1 Nd1 O4 127.8(2) . . ?
O3 Nd1 O4 51.6(2) . . ?
O1W Nd1 O2 75.8(2) . . ?
O5 Nd1 O2 80.4(2) 1_655 . ?
O2W Nd1 O2 147.1(3) . . ?
O1 Nd1 O2 52.34(19) . . ?
O3 Nd1 O2 74.3(2) . . ?
O4 Nd1 O2 114.0(2) . . ?
O1W Nd1 O6 147.5(3) . 3_656 ?
O5 Nd1 O6 114.8(2) 1_655 3_656 ?
O2W Nd1 O6 81.4(3) . 3_656 ?
O1 Nd1 O6 83.9(2) . 3_656 ?
O3 Nd1 O6 76.1(3) . 3_656 ?
O4 Nd1 O6 73.4(2) . 3_656 ?
O2 Nd1 O6 131.1(2) . 3_656 ?
O1W Nd1 O5 138.6(2) . 3_656 ?
O5 Nd1 O5 64.9(2) 1_655 3_656 ?
O2W Nd1 O5 71.9(2) . 3_656 ?
O1 Nd1 O5 75.06(19) . 3_656 ?
O3 Nd1 O5 121.0(2) . 3_656 ?
O4 Nd1 O5 117.6(2) . 3_656 ?
O2 Nd1 O5 121.8(2) . 3_656 ?
O6 Nd1 O5 49.87(19) 3_656 3_656 ?
O1W Nd1 C1 101.6(2) . . ?
O5 Nd1 C1 79.4(2) 1_655 . ?
O2W Nd1 C1 159.5(3) . . ?
O1 Nd1 C1 26.4(2) . . ?
O3 Nd1 C1 73.2(2) . . ?
O4 Nd1 C1 123.4(2) . . ?
O2 Nd1 C1 26.0(2) . . ?
O6 Nd1 C1 107.5(2) 3_656 . ?
O5 Nd1 C1 99.3(2) 3_656 . ?
O1W Nd1 C7 89.6(3) . . ?
O5 Nd1 C7 173.0(2) 1_655 . ?
O2W Nd1 C7 101.7(3) . . ?
O1 Nd1 C7 102.7(2) . . ?
O3 Nd1 C7 25.9(2) . . ?
O4 Nd1 C7 25.7(2) . . ?
O2 Nd1 C7 94.9(3) . . ?
O6 Nd1 C7 72.2(3) 3_656 . ?
O5 Nd1 C7 122.0(2) 3_656 . ?
C1 Nd1 C7 98.6(3) . . ?
O1W Nd1 C10 150.5(2) . 3_656 ?
O5 Nd1 C10 90.2(2) 1_655 3_656 ?
O2W Nd1 C10 74.3(2) . 3_656 ?
O1 Nd1 C10 79.5(2) . 3_656 ?
O3 Nd1 C10 98.9(3) . 3_656 ?
O4 Nd1 C10 94.9(2) . 3_656 ?
O2 Nd1 C10 131.8(2) . 3_656 ?
O6 Nd1 C10 24.7(2) 3_656 3_656 ?
O5 Nd1 C10 25.2(2) 3_656 3_656 ?
C1 Nd1 C10 105.8(2) . 3_656 ?
C7 Nd1 C10 96.8(3) . 3_656 ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C6 -172.0(9) . . . . ?
O1 C1 C2 C6 7.6(13) . . . . ?
O2 C1 C2 C3 8.0(14) . . . . ?
O1 C1 C2 C3 -172.4(9) . . . . ?
C6 C2 C3 N1 1.7(16) . . . . ?
C1 C2 C3 N1 -178.3(10) . . . . ?
N1 C4 C5 C6 1(2) . . . . ?
C4 C5 C6 C2 1.3(16) . . . . ?
C4 C5 C6 C10 -177.1(10) . . . . ?
C3 C2 C6 C5 -2.8(14) . . . . ?
C1 C2 C6 C5 177.3(9) . . . . ?
C3 C2 C6 C10 175.5(9) . . . . ?
C1 C2 C6 C10 -4.5(14) . . . . ?
O4 C7 C8 C9 4(2) . . . . ?
O3 C7 C8 C9 -175.9(13) . . . . ?
C7 C8 C9 C8 174.9(10) . . . 4 ?
C5 C6 C10 O6 85.1(11) . . . . ?
C2 C6 C10 O6 -93.2(11) . . . . ?
C5 C6 C10 O5 -88.1(11) . . . . ?
C2 C6 C10 O5 93.6(11) . . . . ?
C5 C6 C10 Nd1 19(4) . . . 3_656 ?
C2 C6 C10 Nd1 -159(3) . . . 3_656 ?
C5 C4 N1 C3 -2(2) . . . . ?
C2 C3 N1 C4 0.8(17) . . . . ?
O2 C1 O1 Nd1 5.1(9) . . . . ?
C2 C1 O1 Nd1 -174.5(7) . . . . ?
O1 C1 O2 Nd1 -5.0(9) . . . . ?
C2 C1 O2 Nd1 174.6(7) . . . . ?
O4 C7 O3 Nd1 3.5(11) . . . . ?
C8 C7 O3 Nd1 -176.4(10) . . . . ?
O3 C7 O4 Nd1 -3.4(11) . . . . ?
C8 C7 O4 Nd1 176.4(10) . . . . ?
O6 C10 O5 Nd1 177.9(8) . . . 1_455 ?
C6 C10 O5 Nd1 -9.2(17) . . . 1_455 ?
Nd1 C10 O5 Nd1 -177.6(13) 3_656 . . 1_455 ?
O6 C10 O5 Nd1 -4.5(9) . . . 3_656 ?
C6 C10 O5 Nd1 168.4(7) . . . 3_656 ?
O5 C10 O6 Nd1 4.7(9) . . . 3_656 ?
C6 C10 O6 Nd1 -168.4(6) . . . 3_656 ?

_refine_diff_density_max         2.325
_refine_diff_density_min         -1.037
_refine_diff_density_rms         0.238

####################################################################### 
# 
# 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_shelx_CCDC3
_database_code_depnum_ccdc_archive 'CCDC 2201655'
loop_
_audit_author_name
_audit_author_address
'H. N. Sheikh'
;University of Jammu
India
;
_audit_update_record             
;
2022-08-16 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2016/6
_shelx_SHELXL_version_number     2016/6
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C19 H20 N2 O16 Tb2'
_chemical_formula_sum            'C19 H20 N2 O16 Tb2'
_chemical_formula_weight         850.23

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'
Tb Tb -0.1723 4.1537 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 21/m'
_space_group_name_Hall           '-P 2yb'

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

_cell_length_a                   5.95780(10)
_cell_length_b                   26.4881(5)
_cell_length_c                   11.3463(2)
_cell_angle_alpha                90
_cell_angle_beta                 101.548(2)
_cell_angle_gamma                90
_cell_volume                     1754.32(6)
_cell_formula_units_Z            2
_cell_measurement_temperature    298(2)
_cell_measurement_reflns_used    9190
_cell_measurement_theta_min      2.33
_cell_measurement_theta_max      28.18

_exptl_crystal_description       Block
_exptl_crystal_colour            White
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.610
_exptl_crystal_F_000             812
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06

_exptl_absorpt_coefficient_mu    4.057
_shelx_estimated_absorpt_T_min   ?
_shelx_estimated_absorpt_T_max   ?
_exptl_absorpt_correction_type   Multi-scan
_exptl_absorpt_correction_T_min  0.689
_exptl_absorpt_correction_T_max  0.798
_exptl_absorpt_process_details   
'SADABS-2016/2 - Bruker AXS area detector scaling and absorption correction'

_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      298(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'Bruker APEX-III CCD'
_diffrn_measurement_method       'φ and ω scans'

_diffrn_detector_area_resol_mean ?
_diffrn_reflns_number            51252
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_av_R_equivalents  0.0874
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -33
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.832
_diffrn_reflns_theta_max         27.179
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             3890
_reflns_number_gt                3654
_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 APEX3'
_computing_cell_refinement       'Bruker SAINT'
_computing_data_reduction        'Bruker SAINT'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2016/6 (Sheldrick, 2016)'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'

_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)+(0.0674P)²+45.2878P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3890
_refine_ls_number_parameters     190
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0817
_refine_ls_R_factor_gt           0.0776
_refine_ls_wR_factor_ref         0.1966
_refine_ls_wR_factor_gt          0.1947
_refine_ls_goodness_of_fit_ref   1.274
_refine_ls_restrained_S_all      1.273
_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
C1 C 0.743(2) 0.1544(4) 0.8444(12) 0.027(2) Uani 1 1 d . . . . .
C2 C 0.867(3) 0.2027(5) 0.8253(18) 0.051(4) Uani 1 1 d . . . . .
H2A H 1.018919 0.201944 0.876049 0.061 Uiso 1 1 calc R U . . .
H2B H 0.885670 0.203944 0.742310 0.061 Uiso 1 1 calc R U . . .
C3 C 0.745(5) 0.250000 0.853(3) 0.062(8) Uani 1 2 d S T P . .
H3A H 0.735646 0.250000 0.936962 0.074 Uiso 1 2 calc R U P . .
H3B H 0.590583 0.249999 0.805358 0.074 Uiso 1 2 calc R U P . .
C4 C 0.7643(19) -0.0011(4) 0.7501(10) 0.020(2) Uani 1 1 d . . . . .
C5 C 0.8975(19) -0.0320(4) 0.6795(10) 0.023(2) Uani 1 1 d . . . . .
C6 C 1.1069(19) -0.0533(4) 0.7297(10) 0.022(2) Uani 1 1 d . . . . .
C7 C 1.227(2) -0.0797(5) 0.6573(11) 0.034(3) Uani 1 1 d . . . . .
H7 H 1.370463 -0.093286 0.688800 0.041 Uiso 1 1 calc R U . . .
C8 C 1.128(3) -0.0854(6) 0.5369(13) 0.045(4) Uani 1 1 d . . . . .
H8 H 1.209932 -0.102941 0.488254 0.054 Uiso 1 1 calc R U . . .
C9 C 0.810(2) -0.0404(5) 0.5573(11) 0.031(3) Uani 1 1 d . . . . .
H9 H 0.667644 -0.027086 0.523195 0.037 Uiso 1 1 calc R U . . .
C11 C 1.2129(18) -0.0505(4) 0.8626(9) 0.020(2) Uani 1 1 d . . . . .
N1 N 0.924(2) -0.0671(5) 0.4868(10) 0.038(3) Uani 1 1 d . . . . .
O1 O 0.8206(18) 0.1133(3) 0.8138(10) 0.041(2) Uani 1 1 d . . . . .
O2 O 0.5686(16) 0.1544(3) 0.8906(9) 0.038(2) Uani 1 1 d . . . . .
O1W O 0.2175(15) 0.0849(4) 0.7491(8) 0.035(2) Uani 1 1 d D . . . .
H11W H 0.099(13) 0.096(6) 0.765(11) 0.041 Uiso 1 1 d D U . . .
H12W H 0.18(2) 0.077(6) 0.678(4) 0.041 Uiso 1 1 d D U . . .
O3 O 0.5895(14) 0.0226(4) 0.6989(7) 0.032(2) Uani 1 1 d . . . . .
O2W O 0.2778(16) 0.0867(4) 1.0084(8) 0.035(2) Uani 1 1 d D . . . .
H21W H 0.398(11) 0.081(6) 1.055(10) 0.042 Uiso 1 1 d D U . . .
H22W H 0.180(15) 0.073(5) 1.038(11) 0.042 Uiso 1 1 d D U . . .
O4 O 0.8325(13) 0.0012(3) 0.8644(7) 0.0215(16) Uani 1 1 d . . . . .
O5 O 1.1801(15) -0.0858(3) 0.9283(7) 0.0294(18) Uani 1 1 d . . . . .
O6 O 0.3494(13) -0.0147(3) 0.9043(7) 0.0242(16) Uani 1 1 d . . . . .
Tb1 Tb 0.54410(8) 0.06211(2) 0.88860(4) 0.0204(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 O2 1.255(15) . ?
C1 O1 1.260(15) . ?
C1 C2 1.512(18) . ?
C1 Tb1 2.807(12) . ?
C2 C3 1.512(18) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C4 O3 1.255(14) . ?
C4 O4 1.280(13) . ?
C4 C5 1.482(15) . ?
C4 Tb1 2.797(11) . ?
C5 C6 1.383(15) . ?
C5 C9 1.398(16) . ?
C6 C7 1.382(16) . ?
C6 C11 1.515(14) . ?
C7 C8 1.383(18) . ?
C7 H7 0.9300 . ?
C8 N1 1.328(18) . ?
C8 H8 0.9300 . ?
C9 N1 1.347(16) . ?
C9 H9 0.9300 . ?
C11 O5 1.236(14) . ?
C11 O6 1.278(13) 1_655 ?
C11 Tb1 2.920(10) 3_757 ?
O1 Tb1 2.415(9) . ?
O2 Tb1 2.449(9) . ?
O1W Tb1 2.329(8) . ?
O1W H11W 0.82(11) . ?
O1W H12W 0.82(5) . ?
O3 Tb1 2.457(8) . ?
O2W Tb1 2.378(9) . ?
O2W H21W 0.82(9) . ?
O2W H22W 0.81(10) . ?
O4 Tb1 2.413(7) . ?
O5 Tb1 2.458(8) 3_757 ?
O6 Tb1 2.366(8) . ?
O6 Tb1 2.628(8) 3_657 ?
Tb1 H21W 2.28(14) . ?

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
O2 C1 O1 119.6(11) . . ?
O2 C1 C2 122.0(11) . . ?
O1 C1 C2 118.4(11) . . ?
O2 C1 Tb1 60.6(6) . . ?
O1 C1 Tb1 59.1(6) . . ?
C2 C1 Tb1 175.8(10) . . ?
C3 C2 C1 113.7(12) . . ?
C3 C2 H2A 108.8 . . ?
C1 C2 H2A 108.8 . . ?
C3 C2 H2B 108.8 . . ?
C1 C2 H2B 108.8 . . ?
H2A C2 H2B 107.7 . . ?
C2 C3 C2 112.1(18) . 4_565 ?
C2 C3 H3A 109.2 . . ?
C2 C3 H3A 109.2 4_565 . ?
C2 C3 H3B 109.2 . . ?
C2 C3 H3B 109.2 4_565 . ?
H3A C3 H3B 107.9 . . ?
O3 C4 O4 120.7(10) . . ?
O3 C4 C5 120.7(10) . . ?
O4 C4 C5 118.6(10) . . ?
O3 C4 Tb1 61.4(6) . . ?
O4 C4 Tb1 59.5(5) . . ?
C5 C4 Tb1 175.4(8) . . ?
C6 C5 C9 118.0(11) . . ?
C6 C5 C4 122.6(10) . . ?
C9 C5 C4 119.4(10) . . ?
C7 C6 C5 119.6(10) . . ?
C7 C6 C11 116.9(10) . . ?
C5 C6 C11 123.5(10) . . ?
C8 C7 C6 118.2(12) . . ?
C8 C7 H7 120.9 . . ?
C6 C7 H7 120.9 . . ?
N1 C8 C7 123.8(12) . . ?
N1 C8 H8 118.1 . . ?
C7 C8 H8 118.1 . . ?
N1 C9 C5 122.8(12) . . ?
N1 C9 H9 118.6 . . ?
C5 C9 H9 118.6 . . ?
O5 C11 O6 120.3(10) . 1_655 ?
O5 C11 C6 118.6(9) . . ?
O6 C11 C6 120.8(10) 1_655 . ?
O5 C11 Tb1 56.2(6) . 3_757 ?
O6 C11 Tb1 64.2(6) 1_655 3_757 ?
C6 C11 Tb1 169.8(7) . 3_757 ?
C8 N1 C9 117.6(11) . . ?
C1 O1 Tb1 94.3(7) . . ?
C1 O2 Tb1 92.9(7) . . ?
Tb1 O1W H11W 126(9) . . ?
Tb1 O1W H12W 128(9) . . ?
H11W O1W H12W 103(12) . . ?
C4 O3 Tb1 91.9(6) . . ?
Tb1 O2W H21W 73(10) . . ?
Tb1 O2W H22W 137(10) . . ?
H21W O2W H22W 105(11) . . ?
C4 O4 Tb1 93.4(6) . . ?
C11 O5 Tb1 99.1(7) . 3_757 ?
C11 O6 Tb1 153.7(7) 1_455 . ?
C11 O6 Tb1 89.9(6) 1_455 3_657 ?
Tb1 O6 Tb1 116.4(3) . 3_657 ?
O1W Tb1 O6 85.3(3) . . ?
O1W Tb1 O2W 75.8(3) . . ?
O6 Tb1 O2W 78.4(3) . . ?
O1W Tb1 O4 127.8(3) . . ?
O6 Tb1 O4 78.7(3) . . ?
O2W Tb1 O4 145.1(3) . . ?
O1W Tb1 O1 98.7(4) . . ?
O6 Tb1 O1 152.6(3) . . ?
O2W Tb1 O1 128.9(3) . . ?
O4 Tb1 O1 77.5(3) . . ?
O1W Tb1 O2 77.7(4) . . ?
O6 Tb1 O2 152.5(3) . . ?
O2W Tb1 O2 76.5(3) . . ?
O4 Tb1 O2 128.8(3) . . ?
O1 Tb1 O2 53.1(3) . . ?
O1W Tb1 O3 74.8(3) . . ?
O6 Tb1 O3 80.9(3) . . ?
O2W Tb1 O3 145.2(3) . . ?
O4 Tb1 O3 53.8(3) . . ?
O1 Tb1 O3 74.2(3) . . ?
O2 Tb1 O3 114.6(3) . . ?
O1W Tb1 O5 146.6(3) . 3_757 ?
O6 Tb1 O5 114.3(3) . 3_757 ?
O2W Tb1 O5 81.7(3) . 3_757 ?
O4 Tb1 O5 84.0(3) . 3_757 ?
O1 Tb1 O5 76.5(3) . 3_757 ?
O2 Tb1 O5 73.1(3) . 3_757 ?
O3 Tb1 O5 132.6(3) . 3_757 ?
O1W Tb1 O6 138.7(3) . 3_657 ?
O6 Tb1 O6 63.6(3) . 3_657 ?
O2W Tb1 O6 71.9(3) . 3_657 ?
O4 Tb1 O6 74.5(3) . 3_657 ?
O1 Tb1 O6 121.5(3) . 3_657 ?
O2 Tb1 O6 117.8(3) . 3_657 ?
O3 Tb1 O6 122.1(3) . 3_657 ?
O5 Tb1 O6 50.6(3) 3_757 3_657 ?
O1W Tb1 C4 101.3(3) . . ?
O6 Tb1 C4 79.6(3) . . ?
O2W Tb1 C4 158.0(3) . . ?
O4 Tb1 C4 27.2(3) . . ?
O1 Tb1 C4 73.1(3) . . ?
O2 Tb1 C4 124.7(3) . . ?
O3 Tb1 C4 26.7(3) . . ?
O5 Tb1 C4 108.6(3) 3_757 . ?
O6 Tb1 C4 99.2(3) 3_657 . ?
O1W Tb1 C1 88.7(4) . . ?
O6 Tb1 C1 173.6(3) . . ?
O2W Tb1 C1 102.6(3) . . ?
O4 Tb1 C1 103.1(3) . . ?
O1 Tb1 C1 26.6(3) . . ?
O2 Tb1 C1 26.5(3) . . ?
O3 Tb1 C1 95.2(3) . . ?
O5 Tb1 C1 72.2(3) 3_757 . ?
O6 Tb1 C1 122.8(3) 3_657 . ?
C4 Tb1 C1 99.1(3) . . ?
O1W Tb1 C11 150.4(3) . 3_757 ?
O6 Tb1 C11 89.6(3) . 3_757 ?
O2W Tb1 C11 74.6(3) . 3_757 ?
O4 Tb1 C11 79.2(3) . 3_757 ?
O1 Tb1 C11 99.1(4) . 3_757 ?
O2 Tb1 C11 94.5(3) . 3_757 ?
O3 Tb1 C11 133.0(3) . 3_757 ?
O5 Tb1 C11 24.7(3) 3_757 3_757 ?
O6 Tb1 C11 26.0(3) 3_657 3_757 ?
C4 Tb1 C11 106.4(3) . 3_757 ?
C1 Tb1 C11 96.8(3) . 3_757 ?
O1W Tb1 H21W 96(2) . . ?
O6 Tb1 H21W 81(4) . . ?
O2W Tb1 H21W 20(2) . . ?
O4 Tb1 H21W 129(2) . . ?
O1 Tb1 H21W 125(4) . . ?
O2 Tb1 H21W 79(4) . . ?
O3 Tb1 H21W 160(3) . . ?
O5 Tb1 H21W 63.1(14) 3_757 . ?
O6 Tb1 H21W 55(2) 3_657 . ?
C4 Tb1 H21W 153(3) . . ?
C1 Tb1 H21W 102(4) . . ?
C11 Tb1 H21W 54.6(7) 3_757 . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
O2 C1 C2 C3 -7(3) . . . . ?
O1 C1 C2 C3 173.8(19) . . . . ?
C1 C2 C3 C2 -176.5(15) . . . 4_565 ?
O3 C4 C5 C6 171.2(11) . . . . ?
O4 C4 C5 C6 -8.1(17) . . . . ?
O3 C4 C5 C9 -9.0(17) . . . . ?
O4 C4 C5 C9 171.7(11) . . . . ?
C9 C5 C6 C7 3.2(18) . . . . ?
C4 C5 C6 C7 -177.0(12) . . . . ?
C9 C5 C6 C11 -175.2(11) . . . . ?
C4 C5 C6 C11 4.6(18) . . . . ?
C5 C6 C7 C8 -2(2) . . . . ?
C11 C6 C7 C8 176.3(13) . . . . ?
C6 C7 C8 N1 0(3) . . . . ?
C6 C5 C9 N1 -2(2) . . . . ?
C4 C5 C9 N1 178.5(12) . . . . ?
C7 C6 C11 O5 -84.2(14) . . . . ?
C5 C6 C11 O5 94.2(14) . . . . ?
C7 C6 C11 O6 89.8(14) . . . 1_655 ?
C5 C6 C11 O6 -91.8(14) . . . 1_655 ?
C7 C6 C11 Tb1 -27(5) . . . 3_757 ?
C5 C6 C11 Tb1 152(4) . . . 3_757 ?
C7 C8 N1 C9 2(2) . . . . ?
C5 C9 N1 C8 -1(2) . . . . ?
O2 C1 O1 Tb1 -3.1(14) . . . . ?
C2 C1 O1 Tb1 176.2(12) . . . . ?
O1 C1 O2 Tb1 3.0(13) . . . . ?
C2 C1 O2 Tb1 -176.2(13) . . . . ?
O4 C4 O3 Tb1 4.1(11) . . . . ?
C5 C4 O3 Tb1 -175.2(9) . . . . ?
O3 C4 O4 Tb1 -4.2(11) . . . . ?
C5 C4 O4 Tb1 175.2(9) . . . . ?
O6 C11 O5 Tb1 -4.3(11) 1_655 . . 3_757 ?
C6 C11 O5 Tb1 169.7(8) . . . 3_757 ?

_refine_diff_density_max         2.971
_refine_diff_density_min         -1.636
_refine_diff_density_rms         0.299

####################################################################### 
# 
# 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_S1
_database_code_depnum_ccdc_archive 'CCDC 2201654'
loop_
_audit_author_name
_audit_author_address
'H. N. Sheikh'
;University of Jammu
India
;
_audit_update_record             
;
2022-08-16 deposited with the CCDC.	2023-03-29 downloaded from the CCDC.
;
_audit_creation_date             2022-04-21
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         '0.5(C38 H40 N4 O32 Sm4)'
_chemical_formula_sum            'C19 H20 N2 O16 Sm2'
_chemical_formula_weight         833.11
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
O 0.01158 0.00611 3.04850 2.28680 1.54630 0.86700 13.27710 5.70110 0.32390
32.90890 0.250800013542
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
Sm 0.07511 3.72796 24.00420 19.42580 13.43960 2.89604 2.47274 0.19645 14.39960
128.00700 2.20963001251
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'

_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_H-M_alt        'P 1 21/m 1'
_space_group_name_Hall           '-P 2yb'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z
3 -x,-y,-z
4 x,-y-1/2,z

_symmetry_Int_Tables_number      11
_cell_length_a                   6.00619(14)
_cell_length_b                   26.6761(7)
_cell_length_c                   11.4263(3)
_cell_angle_alpha                90
_cell_angle_beta                 101.705(3)
_cell_angle_gamma                90
_cell_volume                     1792.68(8)
_cell_formula_units_Z            2
_cell_measurement_reflns_used    19568
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      27.2580
_cell_measurement_theta_min      1.9700
_exptl_absorpt_coefficient_mu    3.302
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.65038
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.40.82a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colourless
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.5433
_exptl_crystal_description       block
_exptl_crystal_F_000             800.8008
_exptl_crystal_size_max          0.53
_exptl_crystal_size_mid          0.31
_exptl_crystal_size_min          0.17
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0309
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -34
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            26891
_diffrn_reflns_theta_full        27.4232
_diffrn_reflns_theta_max         27.42
_diffrn_reflns_theta_min         1.82
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix3000
_diffrn_measured_fraction_theta_full 0.9511
_diffrn_measured_fraction_theta_max 0.9511
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -20.00  28.00   0.50    6.81    --  -11.09  37.00   0.00   96
  2  ω    -10.00  43.00   0.50    6.81    --   10.70  19.00  90.00  106
  3  ω     57.00  83.00   0.50    6.81    --   10.70  19.00  90.00   52
  4  ω     12.00  61.00   0.50    6.81    --   10.70-125.00 -60.00   98
  5  ω     12.00  61.00   0.50    6.81    --   10.70-125.00  30.00   98
  6  ω     12.00  61.00   0.50    6.81    --   10.70-125.00  90.00   98
  7  ω     12.00  61.00   0.50    6.81    --   10.70-125.00  60.00   98
  8  ω     12.00  61.00   0.50    6.81    --   10.70-125.00 150.00   98
  9  ω    -23.00  15.00   0.50    6.81    --  -11.09 -99.00  90.00   76
 10  ω    -22.00  23.00   0.50    6.81    --  -11.09 -99.00  30.00   90
 11  ω    -21.00   5.00   0.50    6.81    --  -11.09 -99.00 -60.00   52
 12  ω      2.00  53.00   0.50    6.81    --   10.70-111.00-149.00  102
 13  ω    -45.00   5.00   0.50    6.81    --   10.70 -19.00-150.00  100
 14  ω     -9.00  46.00   0.50    6.81    --   10.70 -99.00-150.00  110
 15  ω    -16.00  24.00   0.50    6.81    --  -11.09 -99.00-150.00   80
 16  ω    -62.00   5.00   0.50    6.81    --   10.70 -19.00  90.00  134
 17  ω    -62.00   5.00   0.50    6.81    --   10.70 -19.00 120.00  134
 18  ω    -56.00  21.00   0.50    6.81    --   10.70 -37.00  90.00  154
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, HyPix3000'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_reflns_Friedel_coverage         0.0
_reflns_limit_h_max              7
_reflns_limit_h_min              -7
_reflns_limit_k_max              34
_reflns_limit_k_min              0
_reflns_limit_l_max              14
_reflns_limit_l_min              0
_reflns_number_gt                3795
_reflns_number_total             3970
_reflns_threshold_expression     I>=2u(I)
_computing_cell_refinement       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.40.82a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max         2.1715
_refine_diff_density_min         -2.4717
_refine_diff_density_rms         0.2535
_refine_ls_d_res_high            0.7716
_refine_ls_d_res_low             11.1887
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_goodness_of_fit_ref   1.0235
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_constraints    18
_refine_ls_number_parameters     181
_refine_ls_number_reflns         3970
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0590
_refine_ls_R_factor_gt           0.0573
_refine_ls_restrained_S_all      1.0235
_refine_ls_shift/su_max          0.0002
_refine_ls_shift/su_mean         0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0000P)²+40.3023P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1183
_refine_ls_wR_factor_ref         0.1190
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H,H) groups
2.a Rotating group:
 O7(H7a,H7b), O8(H8a,H8b)
2.b Secondary CH2 refined with riding coordinates:
 C10(H10a,H10b), C9(H9a,H9b)
2.c Aromatic/amide H refined with riding coordinates:
 C1(H1), C2(H2), C7(H7)
;
_atom_sites_solution_primary     iterative
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_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
Sm1 Sm 0.54400(6) 0.562226(14) 0.88865(3) 0.02176(14) Uani 1.000000 1 . . .
O1 O 0.8248(10) 0.5863(2) 1.0737(5) 0.0319(13) Uani 1.000000 1 . . .
O2 O 0.6536(8) 0.5159(2) 1.0975(5) 0.0259(11) Uani 1.000000 1 . . .
O3 O 0.8334(8) 0.5006(2) 0.8635(4) 0.0229(11) Uani 1.000000 1 . . .
O4 O 0.5910(9) 0.5218(2) 0.6979(5) 0.0346(14) Uani 1.000000 1 . . .
O5 O 0.8228(11) 0.6148(2) 0.8139(6) 0.0387(15) Uani 1.000000 1 . . .
O6 O 0.5750(10) 0.6552(2) 0.8890(6) 0.0371(14) Uani 1.000000 1 . . .
O7 O 0.2121(9) 0.5851(2) 0.7478(5) 0.0336(13) Uani 1.000000 1 . . .
H7a H 0.103(4) 0.590(3) 0.7834(9) 0.050(2) Uiso 1.000000 1 GR . .
H7b H 0.170(7) 0.5603(10) 0.702(4) 0.050(2) Uiso 1.000000 1 GR . .
O8 O 0.2763(10) 0.5878(3) 1.0102(6) 0.0424(16) Uani 1.000000 1 . . .
H8a H 0.341(4) 0.608(3) 1.065(5) 0.064(2) Uiso 1.000000 1 GR . .
H8b H 0.240(11) 0.5624(6) 1.047(6) 0.064(2) Uiso 1.000000 1 GR . .
N1 N 1.0750(13) 0.5662(3) 1.5123(6) 0.0400(18) Uani 1.000000 1 . . .
C1 C 0.8697(15) 0.5842(4) 1.4632(8) 0.042(2) Uani 1.000000 1 . . .
H1 H 0.7876(15) 0.6010(4) 1.5120(8) 0.051(3) Uiso 1.000000 1 R . .
C2 C 0.7730(15) 0.5790(4) 1.3422(8) 0.039(2) Uani 1.000000 1 . . .
H2 H 0.6307(15) 0.5925(4) 1.3108(8) 0.047(3) Uiso 1.000000 1 R . .
C3 C 0.8924(12) 0.5533(3) 1.2696(6) 0.0215(14) Uani 1.000000 1 . . .
C4 C 0.7882(12) 0.5506(3) 1.1379(6) 0.0225(15) Uani 1.000000 1 . . .
C5 C 1.1020(12) 0.5320(3) 1.3211(7) 0.0245(15) Uani 1.000000 1 . . .
C6 C 0.7656(12) 0.4987(3) 0.7504(6) 0.0209(14) Uani 1.000000 1 . . .
C7 C 1.1867(13) 0.5404(3) 1.4431(7) 0.0317(18) Uani 1.000000 1 . . .
H7 H 1.3282(13) 0.5271(3) 1.4773(7) 0.038(2) Uiso 1.000000 1 R . .
C8 C 0.7480(13) 0.6551(3) 0.8453(8) 0.0301(17) Uani 1.000000 1 . . .
C9 C 0.8677(19) 0.7032(3) 0.8257(12) 0.054(3) Uani 1.000000 1 . . .
H9a H 1.0208(19) 0.7021(3) 0.8735(12) 0.064(3) Uiso 1.000000 1 R . .
H9b H 0.8801(19) 0.7048(3) 0.7425(12) 0.064(3) Uiso 1.000000 1 R . .
C10 C 0.756(2) 0.75 0.8556(11) 0.036(3) Uani 1.000000 2 S T P
H10a H 0.599(2) 0.75 0.8129(11) 0.044(3) Uiso 1.000000 2 RS T P
H10b H 0.756(2) 0.75 0.9404(11) 0.044(3) Uiso 1.000000 2 RS T P


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
Sm1 O1 2.506(5) . ?
Sm1 O2 2.421(5) 3_667 ?
Sm1 O2 2.648(5) . ?
Sm1 O3 2.452(5) . ?
Sm1 O4 2.498(6) . ?
Sm1 O5 2.466(6) . ?
Sm1 O6 2.486(6) . ?
Sm1 O7 2.374(5) . ?
Sm1 O8 2.427(6) . ?
Sm1 C4 2.943(7) . ?
Sm1 C6 2.827(7) . ?
Sm1 C8 2.852(8) . ?
O1 C4 1.248(9) . ?
O2 C4 1.253(9) . ?
O3 C6 1.275(8) . ?
O4 C6 1.258(8) . ?
O5 C8 1.247(9) . ?
O6 C8 1.241(9) . ?
N1 C1 1.337(11) . ?
N1 C7 1.328(10) . ?
C1 C2 1.394(12) . ?
C2 C3 1.382(10) . ?
C3 C4 1.510(9) . ?
C3 C5 1.397(10) . ?
C5 C6 1.496(10) 3_767 ?
C5 C7 1.401(11) . ?
C8 C9 1.509(11) . ?
C9 C10 1.488(11) . ?

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
O2 Sm1 O1 50.02(16) . . ?
O2 Sm1 O1 114.87(17) 3_667 . ?
O3 Sm1 O1 84.22(18) . . ?
O3 Sm1 O2 74.95(15) . . ?
O3 Sm1 O2 78.36(17) . 3_667 ?
O4 Sm1 O1 132.13(19) . . ?
O4 Sm1 O2 122.22(17) . . ?
O4 Sm1 O2 80.14(19) . 3_667 ?
O4 Sm1 O3 53.12(16) . . ?
O5 Sm1 O1 76.0(2) . . ?
O5 Sm1 O2 152.76(18) . 3_667 ?
O5 Sm1 O2 120.99(19) . . ?
O5 Sm1 O3 78.09(18) . . ?
O5 Sm1 O4 74.8(2) . . ?
O6 Sm1 O1 72.9(2) . . ?
O6 Sm1 O2 153.71(17) . 3_667 ?
O6 Sm1 O2 117.29(19) . . ?
O6 Sm1 O3 127.93(17) . . ?
O6 Sm1 O4 114.2(2) . . ?
O6 Sm1 O5 51.51(18) . . ?
O7 Sm1 O1 146.6(2) . . ?
O7 Sm1 O2 84.9(2) . 3_667 ?
O7 Sm1 O2 138.74(18) . . ?
O7 Sm1 O3 127.63(18) . . ?
O7 Sm1 O4 75.37(18) . . ?
O7 Sm1 O5 98.9(2) . . ?
O7 Sm1 O6 78.3(2) . . ?
O8 Sm1 O1 81.7(2) . . ?
O8 Sm1 O2 79.3(2) . 3_667 ?
O8 Sm1 O2 71.81(19) . . ?
O8 Sm1 O3 145.46(19) . . ?
O8 Sm1 O4 145.7(2) . . ?
O8 Sm1 O5 127.9(2) . . ?
O8 Sm1 O6 77.1(2) . . ?
O8 Sm1 O7 75.7(2) . . ?
C4 Sm1 O1 24.86(19) . . ?
C4 Sm1 O2 90.04(19) . 3_667 ?
C4 Sm1 O2 25.19(18) . . ?
C4 Sm1 O3 79.44(17) . . ?
C4 Sm1 O4 132.54(18) . . ?
C4 Sm1 O5 98.9(2) . . ?
C4 Sm1 O6 94.6(2) . . ?
C4 Sm1 O7 150.26(19) . . ?
C4 Sm1 O8 74.6(2) . . ?
C6 Sm1 O1 108.22(19) . . ?
C6 Sm1 O2 99.50(18) . . ?
C6 Sm1 O2 79.22(19) . 3_667 ?
C6 Sm1 O3 26.76(17) . . ?
C6 Sm1 O4 26.41(18) . . ?
C6 Sm1 O5 73.58(19) . . ?
C6 Sm1 O6 123.71(19) . . ?
C6 Sm1 O7 101.59(19) . . ?
C6 Sm1 O8 158.5(2) . . ?
C6 Sm1 C4 106.20(19) . . ?
C8 Sm1 O1 71.6(2) . . ?
C8 Sm1 O2 121.6(2) . . ?
C8 Sm1 O2 173.5(2) . 3_667 ?
C8 Sm1 O3 102.9(2) . . ?
C8 Sm1 O4 95.5(2) . . ?
C8 Sm1 O5 25.8(2) . . ?
C8 Sm1 O6 25.72(19) . . ?
C8 Sm1 O7 89.4(2) . . ?
C8 Sm1 O8 102.3(2) . . ?
C8 Sm1 C4 96.4(2) . . ?
C8 Sm1 C6 99.0(2) . . ?
C4 O1 Sm1 97.6(4) . . ?
C4 O2 Sm1 90.7(4) . . ?
C4 O2 Sm1 154.1(5) . 3_667 ?
C6 O3 Sm1 93.2(4) . . ?
C6 O4 Sm1 91.5(4) . . ?
C8 O5 Sm1 94.7(5) . . ?
C8 O6 Sm1 93.9(5) . . ?
O7 H7a Sm1 53.47(11) . . ?
O7 H7b Sm1 54.31(13) . . ?
C7 N1 C1 118.1(7) . . ?
C2 C1 N1 122.9(8) . . ?
C3 C2 C1 118.8(7) . . ?
C4 C3 C2 117.5(7) . . ?
C5 C3 C2 118.8(7) . . ?
C5 C3 C4 123.7(6) . . ?
O1 C4 Sm1 57.6(4) . . ?
O2 C4 Sm1 64.1(4) . . ?
O2 C4 O1 121.6(7) . . ?
C3 C4 Sm1 169.6(5) . . ?
C3 C4 O1 117.5(6) . . ?
C3 C4 O2 120.6(7) . . ?
C6 C5 C3 121.8(7) 3_767 . ?
C7 C5 C3 117.9(7) . . ?
C7 C5 C6 120.3(6) . 3_767 ?
O3 C6 Sm1 60.0(4) . . ?
O4 C6 Sm1 62.1(4) . . ?
O4 C6 O3 121.9(7) . . ?
C5 C6 Sm1 175.5(5) 3_767 . ?
C5 C6 O3 118.6(6) 3_767 . ?
C5 C6 O4 119.5(6) 3_767 . ?
C5 C7 N1 123.3(7) . . ?
O5 C8 Sm1 59.5(4) . . ?
O6 C8 Sm1 60.4(4) . . ?
O6 C8 O5 119.8(7) . . ?
C9 C8 Sm1 177.0(7) . . ?
C9 C8 O5 118.7(7) . . ?
C9 C8 O6 121.5(7) . . ?
C10 C9 C8 115.4(8) . . ?
C9 C10 C9 114.1(11) 4_575 . ?

_smtbx_masks_special_details     ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 -0.312 0.250 0.642 342.6 84.1 ?
2 0.138 0.750 0.358 342.6 82.9 ?


_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
