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

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_BaHNTA-2
_database_code_depnum_ccdc_archive 'CCDC 1857232'
loop_
_audit_author_name
_audit_author_address
'Marilena Ferbinteanu'
;University of Bucharest
Romania
;
_audit_update_record             
;
2018-07-21 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;
_audit_creation_date             2018-07-17
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_chemical_formula_moiety         'C12 H18 Ba2 N2 O15'
#==============================================================================
# CHEMICAL DATA
_chemical_formula_sum            'C12 H10 Ba2 N2 O15'
_chemical_formula_weight         696.88
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016
;





International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;





International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
Ba Ba -0.3244 2.2819
;





International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0061 0.0033
;





International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0106 0.0060
;





International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;

#==============================================================================
# CRYSTAL DATA
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_H-M_alt        'C 1 2/c 1'
_space_group_name_Hall           '-C 2yc'
#==============================================================================
# Additional structures and associated data_? identifiers
# should be added at this point if there is more than one 
# structure analysis in the CIF.
#==============================================================================
#     End of CIF
#==============================================================================
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'

#------------------------------------------------------------------------------
_cell_length_a                   25.8464(8)
_cell_length_b                   5.12150(10)
_cell_length_c                   20.1569(14)
_cell_angle_alpha                90.0000
_cell_angle_beta                 126.721(9)
_cell_angle_gamma                90.0000
_cell_volume                     2138.7(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    7294
_cell_measurement_temperature    293
_cell_measurement_theta_max      27.50
_cell_measurement_theta_min      3.00
_exptl_absorpt_coefficient_mu    3.733
_exptl_absorpt_correction_T_max  0.830
_exptl_absorpt_correction_T_min  0.534
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'ABSCOR (Rigaku, 1995)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.164
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
#------------------------------------------------------------------------------
_exptl_crystal_description       prism
_exptl_crystal_F_000             1312.00
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.05
_diffrn_reflns_av_R_equivalents  0.0173
_diffrn_reflns_Laue_measured_fraction_full 0.000
_diffrn_reflns_Laue_measured_fraction_max 0.000
_diffrn_reflns_limit_h_max       33
_diffrn_reflns_limit_h_min       -33
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_number            8149
_diffrn_reflns_point_group_measured_fraction_full 0.000
_diffrn_reflns_point_group_measured_fraction_max 0.000
_diffrn_reflns_theta_full        27.470
_diffrn_reflns_theta_max         27.470
_diffrn_reflns_theta_min         3.157
#==============================================================================
# EXPERIMENTAL DATA
_diffrn_ambient_temperature      293.0
_diffrn_detector_area_resol_mean 10.000
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku R-AXIS RAPID II'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71075
_diffrn_standards_decay_%        ?
_diffrn_standards_interval_count .
_diffrn_standards_number         0
_reflns_number_gt                2295
_reflns_number_total             2452
_reflns_threshold_expression     F²>2.0σ(F²)
_computing_cell_refinement       'CrystalClear-SM Expert 2.0 r8'
#==============================================================================
_computing_data_collection       'CrystalClear-SM Expert 2.0 r8 (Rigaku, 2011)'
_computing_data_reduction        'CrystalClear-SM Expert 2.0 r8'
_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         0.87
_refine_diff_density_min         -0.42
_refine_ls_extinction_coef       ?
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.232
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_parameters     145
_refine_ls_number_reflns         2452
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0195
_refine_ls_R_factor_gt           0.0173
_refine_ls_shift/su_max          0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w = 1/[σ²(Fo²)+(0.0331P)²+4.4405P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0476
_refine_ls_wR_factor_ref         0.0628
#==============================================================================
# REFINEMENT DATA
_refine_special_details          
;
    Refinement was performed using all reflections. The weighted 
    R-factor (wR) and goodness of fit (S) are based on F².
    R-factor (gt) are based on F. The threshold expression of
    F² > 2.0 sigma(F²) is used only for calculating R-factor (gt).
;
_olex2_refinement_description    
;
1.a Rotating group:
 O7(H7a,H7b)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
#==============================================================================
# ATOMIC COORDINATES AND THERMAL PARAMETERS
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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ba1 Ba 0.078049(7) 0.35172(3) 0.238196(9) 0.01827(8) Uani 1 1 d . . .
O1 O 0.19175(13) 0.0914(6) 0.3417(2) 0.0550(9) Uani 1 1 d . . .
O2 O 0.28930(12) -0.0472(5) 0.44461(16) 0.0413(6) Uani 1 1 d . . .
O3 O 0.37046(14) 0.0594(5) 0.33933(17) 0.0385(6) Uani 1 1 d . . .
O4 O 0.42265(14) 0.3704(4) 0.32483(17) 0.0351(6) Uani 1 1 d . . .
O5 O 0.45687(13) 0.1213(5) 0.57031(15) 0.0399(6) Uani 1 1 d . . .
O6 O 0.45107(11) 0.3500(4) 0.65949(13) 0.0248(5) Uani 1 1 d . . .
O7 O 0.15654(15) 0.6380(5) 0.38191(18) 0.0448(7) Uani 1 1 d . . .
O8 O 0.0000 0.6972(6) 0.2500 0.0234(6) Uani 1 2 d S . .
N1 N 0.35297(13) 0.3320(5) 0.43587(15) 0.0197(5) Uani 1 1 d . . .
C1 C 0.25195(16) 0.1063(6) 0.3884(2) 0.0293(7) Uani 1 1 d . . .
C2 C 0.28140(16) 0.3305(6) 0.37194(19) 0.0262(7) Uani 1 1 d . . .
H2A H 0.2711 0.3113 0.3174 0.031 Uiso 1 1 calc R . .
H2B H 0.2635 0.4948 0.3735 0.031 Uiso 1 1 calc R . .
C3 C 0.39398(15) 0.2810(6) 0.35232(19) 0.0254(6) Uani 1 1 d . . .
C4 C 0.38882(16) 0.4607(6) 0.40837(19) 0.0271(6) Uani 1 1 d . . .
H4A H 0.4318 0.5072 0.4564 0.033 Uiso 1 1 calc R . .
H4B H 0.3667 0.6201 0.3788 0.033 Uiso 1 1 calc R . .
C5 C 0.43187(14) 0.2870(6) 0.58740(17) 0.0221(6) Uani 1 1 d . . .
C6 C 0.37257(14) 0.4321(6) 0.51771(17) 0.0229(6) Uani 1 1 d . . .
H6A H 0.3374 0.4081 0.5220 0.028 Uiso 1 1 calc R . .
H6B H 0.3819 0.6174 0.5221 0.028 Uiso 1 1 calc R . .
H1 H 0.3620(16) 0.180(6) 0.443(2) 0.012(8) Uiso 1 1 d . . .


#==============================================================================
# MOLECULAR GEOMETRY
_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
Ba1 Ba1 4.3358(3) 2 ?
Ba1 O1 2.727(3) . ?
Ba1 O3 2.798(2) 4 ?
Ba1 O4 2.940(2) 4 ?
Ba1 O4 2.768(2) 4_545 ?
Ba1 O5 2.934(3) 8_455 ?
Ba1 O6 2.783(2) 7_556 ?
Ba1 O6 2.851(2) 8_455 ?
Ba1 O7 2.762(3) . ?
Ba1 O8 2.7983(18) . ?
Ba1 C3 3.204(3) 4 ?
Ba1 C5 3.207(3) 8_455 ?
O1 C1 1.249(4) . ?
O2 C1 1.235(4) . ?
O3 Ba1 2.798(2) 4_545 ?
O3 C3 1.239(4) . ?
O4 Ba1 2.940(2) 4_545 ?
O4 Ba1 2.768(2) 4 ?
O4 C3 1.248(4) . ?
O5 Ba1 2.934(3) 8_556 ?
O5 C5 1.234(4) . ?
O6 Ba1 2.783(2) 7_556 ?
O6 Ba1 2.851(2) 8_556 ?
O6 C5 1.265(4) . ?
O8 Ba1 2.7982(18) 2 ?
N1 C2 1.494(4) . ?
N1 C4 1.488(4) . ?
N1 C6 1.497(4) . ?
N1 H1 0.80(3) . ?
C1 C2 1.520(5) . ?
C2 H2A 0.9700 . ?
C2 H2B 0.9700 . ?
C3 Ba1 3.204(3) 4_545 ?
C3 C4 1.524(4) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C5 Ba1 3.207(3) 8_556 ?
C5 C6 1.517(4) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 Ba1 Ba1 124.31(8) . 2 ?
O1 Ba1 O3 87.62(9) . 4 ?
O1 Ba1 O4 119.86(8) . 4 ?
O1 Ba1 O4 67.93(9) . 4_545 ?
O1 Ba1 O5 145.56(10) . 8_455 ?
O1 Ba1 O6 84.06(9) . 7_556 ?
O1 Ba1 O6 127.16(7) . 8_455 ?
O1 Ba1 O7 71.17(10) . . ?
O1 Ba1 O8 138.23(8) . . ?
O1 Ba1 C3 105.34(9) . 4 ?
O1 Ba1 C5 137.47(8) . 8_455 ?
O3 Ba1 Ba1 147.75(5) 4 2 ?
O3 Ba1 O4 45.37(7) 4 4 ?
O3 Ba1 O5 82.77(8) 4 8_455 ?
O3 Ba1 O6 126.91(7) 4 8_455 ?
O3 Ba1 O8 114.51(7) 4 . ?
O3 Ba1 C3 22.56(8) 4 4 ?
O3 Ba1 C5 103.83(8) 4 8_455 ?
O4 Ba1 Ba1 107.41(5) 4_545 2 ?
O4 Ba1 Ba1 106.36(5) 4 2 ?
O4 Ba1 O3 87.53(7) 4_545 4 ?
O4 Ba1 O4 127.56(9) 4_545 4 ?
O4 Ba1 O5 78.64(8) 4_545 8_455 ?
O4 Ba1 O6 74.48(7) 4_545 8_455 ?
O4 Ba1 O6 94.54(7) 4_545 7_556 ?
O4 Ba1 O8 142.64(7) 4_545 . ?
O4 Ba1 C3 22.92(7) 4 4 ?
O4 Ba1 C3 106.95(7) 4_545 4 ?
O4 Ba1 C5 95.24(8) 4 8_455 ?
O4 Ba1 C5 71.76(8) 4_545 8_455 ?
O5 Ba1 Ba1 72.84(6) 8_455 2 ?
O5 Ba1 O4 74.48(7) 8_455 4 ?
O5 Ba1 C3 76.08(7) 8_455 4 ?
O5 Ba1 C5 22.63(7) 8_455 8_455 ?
O6 Ba1 Ba1 39.11(4) 8_455 2 ?
O6 Ba1 Ba1 40.26(5) 7_556 2 ?
O6 Ba1 O3 169.95(8) 7_556 4 ?
O6 Ba1 O4 136.15(6) 7_556 4 ?
O6 Ba1 O4 112.29(7) 8_455 4 ?
O6 Ba1 O5 45.20(6) 8_455 8_455 ?
O6 Ba1 O5 107.28(7) 7_556 8_455 ?
O6 Ba1 O6 63.02(8) 7_556 8_455 ?
O6 Ba1 O8 69.12(6) 7_556 . ?
O6 Ba1 C3 120.56(7) 8_455 4 ?
O6 Ba1 C3 158.44(7) 7_556 4 ?
O6 Ba1 C5 23.15(7) 8_455 8_455 ?
O6 Ba1 C5 86.14(7) 7_556 8_455 ?
O7 Ba1 Ba1 91.89(7) . 2 ?
O7 Ba1 O3 95.02(9) . 4 ?
O7 Ba1 O4 77.55(8) . 4 ?
O7 Ba1 O4 138.87(9) . 4_545 ?
O7 Ba1 O5 142.45(8) . 8_455 ?
O7 Ba1 O6 76.96(7) . 7_556 ?
O7 Ba1 O6 130.93(8) . 8_455 ?
O7 Ba1 O8 71.94(7) . . ?
O7 Ba1 C3 87.63(8) . 4 ?
O7 Ba1 C5 145.27(9) . 8_455 ?
O8 Ba1 Ba1 39.22(5) . 2 ?
O8 Ba1 O4 69.33(6) . 4 ?
O8 Ba1 O5 75.03(6) . 8_455 ?
O8 Ba1 O6 68.16(6) . 8_455 ?
O8 Ba1 C3 91.96(7) . 4 ?
O8 Ba1 C5 73.74(6) . 8_455 ?
C3 Ba1 Ba1 127.17(6) 4 2 ?
C3 Ba1 C5 98.71(8) 4 8_455 ?
C5 Ba1 Ba1 57.16(5) 8_455 2 ?
C1 O1 Ba1 146.5(2) . . ?
C3 O3 Ba1 97.41(18) . 4_545 ?
Ba1 O4 Ba1 127.56(9) 4 4_545 ?
C3 O4 Ba1 90.48(19) . 4_545 ?
C3 O4 Ba1 133.5(2) . 4 ?
C5 O5 Ba1 91.24(18) . 8_556 ?
Ba1 O6 Ba1 100.63(7) 7_556 8_556 ?
C5 O6 Ba1 131.49(19) . 7_556 ?
C5 O6 Ba1 94.43(18) . 8_556 ?
Ba1 O8 Ba1 101.56(9) 2 . ?
C2 N1 C6 112.4(2) . . ?
C2 N1 H1 103(2) . . ?
C4 N1 C2 114.0(2) . . ?
C4 N1 C6 112.5(2) . . ?
C4 N1 H1 109(2) . . ?
C6 N1 H1 105(2) . . ?
O1 C1 C2 116.3(3) . . ?
O2 C1 O1 126.2(3) . . ?
O2 C1 C2 117.5(3) . . ?
N1 C2 C1 109.8(2) . . ?
N1 C2 H2A 109.7 . . ?
N1 C2 H2B 109.7 . . ?
C1 C2 H2A 109.7 . . ?
C1 C2 H2B 109.7 . . ?
H2A C2 H2B 108.2 . . ?
O3 C3 Ba1 60.02(16) . 4_545 ?
O3 C3 O4 126.1(3) . . ?
O3 C3 C4 117.4(3) . . ?
O4 C3 Ba1 66.60(17) . 4_545 ?
O4 C3 C4 116.5(3) . . ?
C4 C3 Ba1 170.6(2) . 4_545 ?
N1 C4 C3 111.0(3) . . ?
N1 C4 H4A 109.4 . . ?
N1 C4 H4B 109.4 . . ?
C3 C4 H4A 109.4 . . ?
C3 C4 H4B 109.4 . . ?
H4A C4 H4B 108.0 . . ?
O5 C5 Ba1 66.13(17) . 8_556 ?
O5 C5 O6 125.8(3) . . ?
O5 C5 C6 119.1(3) . . ?
O6 C5 Ba1 62.41(16) . 8_556 ?
O6 C5 C6 115.1(3) . . ?
C6 C5 Ba1 162.1(2) . 8_556 ?
N1 C6 C5 110.0(2) . . ?
N1 C6 H6A 109.7 . . ?
N1 C6 H6B 109.7 . . ?
C5 C6 H6A 109.7 . . ?
C5 C6 H6B 109.7 . . ?
H6A C6 H6B 108.2 . . ?

#==============================================================================
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DA
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
N1 H1 O2 . . . 2.619(5) 0.80(3) 2.23(5) 111(4) no
N1 H1 O3 . . . 2.644(5) 0.80(3) 2.31(5) 106(4) no
N1 H1 O5 . . . 2.649(3) 0.80(3) 2.27(3) 109(2) no

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
Ba1 Ba1 O1 C1 -126.2(5) 2 . . . ?
Ba1 O1 C1 O2 158.5(4) . . . . ?
Ba1 O1 C1 C2 -23.5(7) . . . . ?
Ba1 O3 C3 O4 9.1(4) 4_545 . . . ?
Ba1 O3 C3 C4 -169.7(2) 4_545 . . . ?
Ba1 O4 C3 Ba1 148.0(3) 4 . . 4_545 ?
Ba1 O4 C3 O3 -8.6(4) 4_545 . . . ?
Ba1 O4 C3 O3 139.4(3) 4 . . . ?
Ba1 O4 C3 C4 -41.8(4) 4 . . . ?
Ba1 O4 C3 C4 170.2(2) 4_545 . . . ?
Ba1 O5 C5 O6 -19.4(3) 8_556 . . . ?
Ba1 O5 C5 C6 160.9(3) 8_556 . . . ?
Ba1 O6 C5 Ba1 -108.4(2) 7_556 . . 8_556 ?
Ba1 O6 C5 O5 20.0(4) 8_556 . . . ?
Ba1 O6 C5 O5 -88.4(4) 7_556 . . . ?
Ba1 O6 C5 C6 91.4(3) 7_556 . . . ?
Ba1 O6 C5 C6 -160.2(2) 8_556 . . . ?
Ba1 C3 C4 N1 -73.8(14) 4_545 . . . ?
Ba1 C5 C6 N1 104.9(6) 8_556 . . . ?
O1 Ba1 O8 Ba1 -88.08(11) . . . 2 ?
O1 C1 C2 N1 176.3(3) . . . . ?
O2 C1 C2 N1 -5.5(4) . . . . ?
O3 Ba1 O1 C1 49.0(6) 4 . . . ?
O3 Ba1 O8 Ba1 155.68(7) 4 . . 2 ?
O3 C3 C4 N1 -1.9(4) . . . . ?
O4 Ba1 O1 C1 137.3(6) 4_545 . . . ?
O4 Ba1 O1 C1 15.5(6) 4 . . . ?
O4 Ba1 O8 Ba1 34.40(9) 4_545 . . 2 ?
O4 Ba1 O8 Ba1 159.81(6) 4 . . 2 ?
O4 C3 C4 N1 179.3(3) . . . . ?
O5 Ba1 O1 C1 122.5(5) 8_455 . . . ?
O5 Ba1 O8 Ba1 81.06(5) 8_455 . . 2 ?
O5 C5 C6 N1 2.3(4) . . . . ?
O6 Ba1 O1 C1 -174.8(5) 8_455 . . . ?
O6 Ba1 O1 C1 -125.4(6) 7_556 . . . ?
O6 Ba1 O8 Ba1 33.79(5) 8_455 . . 2 ?
O6 Ba1 O8 Ba1 -34.48(5) 7_556 . . 2 ?
O6 C5 C6 N1 -177.4(3) . . . . ?
O7 Ba1 O1 C1 -47.2(5) . . . . ?
O7 Ba1 O8 Ba1 -117.04(6) . . . 2 ?
O8 Ba1 O1 C1 -76.3(6) . . . . ?
C2 N1 C4 C3 -78.1(3) . . . . ?
C2 N1 C6 C5 144.9(3) . . . . ?
C3 Ba1 O1 C1 34.8(6) 4 . . . ?
C3 Ba1 O8 Ba1 156.10(6) 4 . . 2 ?
C4 N1 C2 C1 155.6(3) . . . . ?
C4 N1 C6 C5 -84.8(3) . . . . ?
C5 Ba1 O1 C1 156.9(5) 8_455 . . . ?
C5 Ba1 O8 Ba1 57.59(6) 8_455 . . 2 ?
C6 N1 C2 C1 -74.9(3) . . . . ?
C6 N1 C4 C3 152.5(2) . . . . ?

_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_Eisenberg2
_database_code_depnum_ccdc_archive 'CCDC 2054973'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2021-01-10 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Eisenberg2 (Eliyahu)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H20 Ba N2 O11, H2 O'
_chemical_formula_sum            'C10 H22 Ba N2 O12'
_chemical_formula_weight         499.63

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'
Ba Ba -0.3244 2.2819 '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      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                   7.2640(4)
_cell_length_b                   9.1520(4)
_cell_length_c                   14.5730(9)
_cell_angle_alpha                99.936(3)
_cell_angle_beta                 100.163(3)
_cell_angle_gamma                110.800(3)
_cell_volume                     861.85(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2897
_cell_measurement_theta_min      2.938
_cell_measurement_theta_max      25.046

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_density_diffrn    1.925
_exptl_crystal_F_000             496
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.270
_exptl_crystal_size_mid          0.210
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    2.369
_shelx_estimated_absorpt_T_min   0.567
_shelx_estimated_absorpt_T_max   0.718
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.547
_exptl_absorpt_correction_T_max  0.680
_exptl_absorpt_process_details   
; 
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'  
;
_exptl_special_details           
;  
 ?  
;

_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'fine-focus sealed tube'
_diffrn_measurement_device_type  'Nonius KappaCCD'
_diffrn_measurement_method       'phi- and omega-scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            2897
_diffrn_reflns_av_unetI/netI     0.0286
_diffrn_reflns_av_R_equivalents  0.0440
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.938
_diffrn_reflns_theta_max         25.046
_diffrn_reflns_theta_full        25.046
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measured_fraction_theta_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_point_group_measured_fraction_full 0.987
_reflns_number_total             2897
_reflns_number_gt                2796
_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       'Collect (Nonius, 2006)'
_computing_cell_refinement       'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_data_reduction        'DENZO HKL2000 (Otwinowski & Minor 1997)'
_computing_structure_solution    'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Mercury 3.10.1'
_computing_publication_material  ?
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0285P)²+0.9169P] 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         2897
_refine_ls_number_parameters     246
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0244
_refine_ls_R_factor_gt           0.0234
_refine_ls_wR_factor_ref         0.0579
_refine_ls_wR_factor_gt          0.0574
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_restrained_S_all      1.062
_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
Ba1 Ba 0.67336(2) 0.42445(2) 0.39508(2) 0.02288(8) Uani 1 1 d . . . . .
O1 O 1.1478(4) 1.1408(3) 0.1218(2) 0.0546(7) Uani 1 1 d . . . . .
O2 O 1.0893(3) 0.9534(3) 0.20496(17) 0.0416(5) Uani 1 1 d . . . . .
O3 O 0.7071(4) 0.4440(3) 0.11336(17) 0.0396(5) Uani 1 1 d . . . . .
O4 O 0.6567(3) 0.5920(2) 0.23734(15) 0.0334(5) Uani 1 1 d . . . . .
O5 O 0.7724(3) 0.9444(2) 0.34332(15) 0.0319(4) Uani 1 1 d . . . . .
O6 O 0.6976(3) 1.1337(2) 0.42733(16) 0.0348(5) Uani 1 1 d . . . . .
O7 O 0.0852(3) 0.4900(3) 0.41223(15) 0.0322(4) Uani 1 1 d . . . . .
O8 O 0.4174(3) 0.5853(2) 0.42055(14) 0.0283(4) Uani 1 1 d . . . . .
O9 O 0.2790(4) 0.2125(3) 0.3763(2) 0.0538(7) Uani 1 1 d . . . . .
O10 O 0.5515(4) 0.2203(3) 0.21066(17) 0.0359(5) Uani 1 1 d . . . . .
O11 O 0.9005(3) 0.7582(3) 0.45986(18) 0.0436(6) Uani 1 1 d . . . . .
H11A H 0.8921 0.8065 0.4119 0.065 Uiso 1 1 d R U . . .
H11B H 1.0334 0.7805 0.4783 0.065 Uiso 1 1 d R U . . .
N1 N 0.6840(3) 0.8408(3) 0.14525(17) 0.0249(5) Uani 1 1 d . . . . .
H1 H 0.7465 0.8607 0.2140 0.030 Uiso 1 1 calc R U . . .
N2 N 0.3731(3) 0.7270(3) 0.27328(16) 0.0249(5) Uani 1 1 d . . . . .
H2 H 0.4889 0.6962 0.2887 0.030 Uiso 1 1 calc R U . . .
C1 C 1.0354(4) 1.0269(4) 0.1489(2) 0.0329(6) Uani 1 1 d . . . . .
C2 C 0.8077(4) 0.9788(4) 0.1103(2) 0.0310(6) Uani 1 1 d . . . . .
H2A H 0.7744 1.0710 0.1305 0.037 Uiso 1 1 calc R U . . .
H2B H 0.7728 0.9484 0.0404 0.037 Uiso 1 1 calc R U . . .
C3 C 0.6846(5) 0.6849(3) 0.0936(2) 0.0303(6) Uani 1 1 d . . . . .
H3A H 0.8052 0.7087 0.0693 0.036 Uiso 1 1 calc R U . . .
H3B H 0.5668 0.6341 0.0384 0.036 Uiso 1 1 calc R U . . .
C4 C 0.6810(4) 0.5642(3) 0.1543(2) 0.0268(6) Uani 1 1 d . . . . .
C5 C 0.4768(4) 0.8459(4) 0.1353(2) 0.0296(6) Uani 1 1 d . . . . .
H5A H 0.4939 0.9508 0.1721 0.036 Uiso 1 1 calc R U . . .
H5B H 0.4201 0.8369 0.0681 0.036 Uiso 1 1 calc R U . . .
C6 C 0.3249(4) 0.7180(4) 0.1672(2) 0.0293(6) Uani 1 1 d . . . . .
H6A H 0.3120 0.6131 0.1322 0.035 Uiso 1 1 calc R U . . .
H6B H 0.1934 0.7241 0.1488 0.035 Uiso 1 1 calc R U . . .
C7 C 0.4242(4) 0.8889(3) 0.3413(2) 0.0306(6) Uani 1 1 d . . . . .
H7A H 0.3779 0.8707 0.3984 0.037 Uiso 1 1 calc R U . . .
H7B H 0.3500 0.9443 0.3102 0.037 Uiso 1 1 calc R U . . .
C8 C 0.6516(4) 0.9982(3) 0.3721(2) 0.0262(6) Uani 1 1 d . . . . .
C9 C 0.1906(4) 0.6006(4) 0.2878(2) 0.0339(7) Uani 1 1 d . . . . .
H9C H 0.1416 0.5049 0.2347 0.041 Uiso 1 1 calc R U . . .
H9D H 0.0831 0.6403 0.2869 0.041 Uiso 1 1 calc R U . . .
C10 C 0.2353(4) 0.5551(3) 0.3813(2) 0.0235(5) Uani 1 1 d . . . . .
O12 O 0.9879(5) 0.3327(4) 0.0323(2) 0.0618(8) Uani 1 1 d G . . . .
H12A H 1.0351 0.2860 0.0701 0.093 Uiso 1 1 d G U . . .
H12B H 0.9099 0.3639 0.0601 0.093 Uiso 1 1 d G U . . .
H10A H 0.424(8) 0.195(6) 0.190(3) 0.067(14) Uiso 1 1 d . . . . .
H10B H 0.609(6) 0.283(5) 0.178(3) 0.052(12) Uiso 1 1 d . . . . .
H9A H 0.210(6) 0.133(5) 0.337(3) 0.044(11) Uiso 1 1 d . . . . .
H9B H 0.225(7) 0.220(5) 0.417(3) 0.055(13) Uiso 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
Ba1 O9 2.763(3) . ?
Ba1 O10 2.784(2) . ?
Ba1 O8 2.7859(19) . ?
Ba1 O7 2.7896(19) 1_655 ?
Ba1 O11 2.796(2) . ?
Ba1 O6 2.840(2) 1_545 ?
Ba1 O7 2.846(2) 2_666 ?
Ba1 O8 2.886(2) 2_666 ?
Ba1 O4 2.983(2) . ?
Ba1 C10 3.168(3) 2_666 ?
Ba1 Ba1 4.6194(3) 2_666 ?
Ba1 Ba1 4.7478(4) 2_766 ?
O1 C1 1.250(4) . ?
O2 C1 1.240(4) . ?
O3 C4 1.251(4) . ?
O4 C4 1.249(4) . ?
O5 C8 1.247(3) . ?
O6 C8 1.250(3) . ?
O6 Ba1 2.840(2) 1_565 ?
O7 C10 1.246(3) . ?
O7 Ba1 2.7896(19) 1_455 ?
O7 Ba1 2.846(2) 2_666 ?
O8 C10 1.254(3) . ?
O8 Ba1 2.886(2) 2_666 ?
N1 C3 1.496(4) . ?
N1 C2 1.497(4) . ?
N1 C5 1.504(3) . ?
N2 C9 1.494(3) . ?
N2 C6 1.504(4) . ?
N2 C7 1.513(4) . ?
C1 C2 1.521(4) . ?
C3 C4 1.526(4) . ?
C5 C6 1.502(4) . ?
C7 C8 1.530(4) . ?
C9 C10 1.507(4) . ?
C10 Ba1 3.168(3) 2_666 ?

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
O9 Ba1 O10 74.96(9) . . ?
O9 Ba1 O8 68.05(7) . . ?
O10 Ba1 O8 111.91(6) . . ?
O9 Ba1 O7 151.08(8) . 1_655 ?
O10 Ba1 O7 93.33(7) . 1_655 ?
O8 Ba1 O7 140.20(6) . 1_655 ?
O9 Ba1 O11 136.97(8) . . ?
O10 Ba1 O11 129.96(7) . . ?
O8 Ba1 O11 69.72(6) . . ?
O7 Ba1 O11 70.48(6) 1_655 . ?
O9 Ba1 O6 73.58(8) . 1_545 ?
O10 Ba1 O6 76.04(6) . 1_545 ?
O8 Ba1 O6 136.35(6) . 1_545 ?
O7 Ba1 O6 77.99(6) 1_655 1_545 ?
O11 Ba1 O6 139.13(6) . 1_545 ?
O9 Ba1 O7 111.06(8) . 2_666 ?
O10 Ba1 O7 146.58(6) . 2_666 ?
O8 Ba1 O7 100.34(6) . 2_666 ?
O7 Ba1 O7 65.21(7) 1_655 2_666 ?
O11 Ba1 O7 68.95(6) . 2_666 ?
O6 Ba1 O7 74.61(6) 1_545 2_666 ?
O9 Ba1 O8 67.89(8) . 2_666 ?
O10 Ba1 O8 138.36(7) . 2_666 ?
O8 Ba1 O8 70.94(6) . 2_666 ?
O7 Ba1 O8 110.22(6) 1_655 2_666 ?
O11 Ba1 O8 90.92(7) . 2_666 ?
O6 Ba1 O8 76.03(6) 1_545 2_666 ?
O7 Ba1 O8 45.74(5) 2_666 2_666 ?
O9 Ba1 O4 106.82(8) . . ?
O10 Ba1 O4 66.03(6) . . ?
O8 Ba1 O4 72.90(6) . . ?
O7 Ba1 O4 91.58(6) 1_655 . ?
O11 Ba1 O4 67.46(7) . . ?
O6 Ba1 O4 139.99(6) 1_545 . ?
O7 Ba1 O4 135.42(6) 2_666 . ?
O8 Ba1 O4 142.55(5) 2_666 . ?
O9 Ba1 C10 88.24(9) . 2_666 ?
O10 Ba1 C10 145.13(7) . 2_666 ?
O8 Ba1 C10 88.61(6) . 2_666 ?
O7 Ba1 C10 86.90(6) 1_655 2_666 ?
O11 Ba1 C10 82.82(7) . 2_666 ?
O6 Ba1 C10 69.91(6) 1_545 2_666 ?
O7 Ba1 C10 23.12(6) 2_666 2_666 ?
O8 Ba1 C10 23.32(6) 2_666 2_666 ?
O4 Ba1 C10 148.84(6) . 2_666 ?
O9 Ba1 Ba1 62.57(6) . 2_666 ?
O10 Ba1 Ba1 133.78(5) . 2_666 ?
O8 Ba1 Ba1 36.19(4) . 2_666 ?
O7 Ba1 Ba1 132.78(4) 1_655 2_666 ?
O11 Ba1 Ba1 78.53(5) . 2_666 ?
O6 Ba1 Ba1 106.60(5) 1_545 2_666 ?
O7 Ba1 Ba1 70.86(4) 2_666 2_666 ?
O8 Ba1 Ba1 34.75(4) 2_666 2_666 ?
O4 Ba1 Ba1 108.58(4) . 2_666 ?
C10 Ba1 Ba1 53.96(5) 2_666 2_666 ?
O9 Ba1 Ba1 136.86(7) . 2_766 ?
O10 Ba1 Ba1 122.31(5) . 2_766 ?
O8 Ba1 Ba1 123.99(4) . 2_766 ?
O7 Ba1 Ba1 32.98(4) 1_655 2_766 ?
O11 Ba1 Ba1 65.69(5) . 2_766 ?
O6 Ba1 Ba1 73.65(4) 1_545 2_766 ?
O7 Ba1 Ba1 32.24(4) 2_666 2_766 ?
O8 Ba1 Ba1 77.56(4) 2_666 2_766 ?
O4 Ba1 Ba1 116.31(4) . 2_766 ?
C10 Ba1 Ba1 54.33(5) 2_666 2_766 ?
Ba1 Ba1 Ba1 101.687(7) 2_666 2_766 ?
C4 O4 Ba1 132.68(18) . . ?
C8 O6 Ba1 132.68(18) . 1_565 ?
C10 O7 Ba1 145.14(18) . 1_455 ?
C10 O7 Ba1 93.08(16) . 2_666 ?
Ba1 O7 Ba1 114.79(7) 1_455 2_666 ?
C10 O8 Ba1 133.65(17) . . ?
C10 O8 Ba1 91.07(16) . 2_666 ?
Ba1 O8 Ba1 109.06(6) . 2_666 ?
C3 N1 C2 111.0(2) . . ?
C3 N1 C5 115.1(2) . . ?
C2 N1 C5 106.4(2) . . ?
C9 N2 C6 105.6(2) . . ?
C9 N2 C7 110.3(2) . . ?
C6 N2 C7 116.5(2) . . ?
O2 C1 O1 127.2(3) . . ?
O2 C1 C2 117.5(3) . . ?
O1 C1 C2 115.2(3) . . ?
N1 C2 C1 111.8(2) . . ?
N1 C3 C4 115.1(2) . . ?
O4 C4 O3 126.3(3) . . ?
O4 C4 C3 119.9(2) . . ?
O3 C4 C3 113.7(2) . . ?
C6 C5 N1 116.1(2) . . ?
C5 C6 N2 116.1(2) . . ?
N2 C7 C8 113.9(2) . . ?
O5 C8 O6 126.4(3) . . ?
O5 C8 C7 118.4(2) . . ?
O6 C8 C7 115.2(2) . . ?
N2 C9 C10 112.8(2) . . ?
O7 C10 O8 126.1(3) . . ?
O7 C10 C9 116.1(2) . . ?
O8 C10 C9 117.8(2) . . ?
O7 C10 Ba1 63.80(15) . 2_666 ?
O8 C10 Ba1 65.62(15) . 2_666 ?
C9 C10 Ba1 160.44(19) . 2_666 ?

_refine_diff_density_max         0.784
_refine_diff_density_min         -0.623
_refine_diff_density_rms         0.073



####################################################################### 
# 
# 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_Eisenberg3b
_database_code_depnum_ccdc_archive 'CCDC 2054974'
loop_
_audit_author_name
_audit_author_address
'Natalia Fridman'
;Technion
Israel
;
_audit_update_record             
;
2021-01-10 deposited with the CCDC.	2021-06-09 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            'Eisenberg3b (Eliyahu)'
_chemical_melting_point          ?
_chemical_formula_moiety         'C10 H18 N2 O10 Sr, H2 O'
_chemical_formula_sum            'C10 H20 N2 O11 Sr'
_chemical_formula_weight         431.90

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'
Sr Sr -1.5307 3.2498 '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                   13.899(5)
_cell_length_b                   8.475(3)
_cell_length_c                   13.313(5)
_cell_angle_alpha                90
_cell_angle_beta                 95.606(8)
_cell_angle_gamma                90
_cell_volume                     1560.7(10)
_cell_formula_units_Z            4
_cell_measurement_temperature    200(2)
_cell_measurement_reflns_used    2745
_cell_measurement_theta_min      1.472
_cell_measurement_theta_max      25.176

_exptl_crystal_description       block
_exptl_crystal_colour            colorless
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_density_diffrn    1.838
_exptl_crystal_F_000             880
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.180
_exptl_crystal_size_mid          0.180
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    3.518
_shelx_estimated_absorpt_T_min   0.570
_shelx_estimated_absorpt_T_max   0.620
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.550
_exptl_absorpt_correction_T_max  0.600
_exptl_absorpt_process_details   'SADABS V2008/1 (Bruker AXS)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      200(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   ?
_diffrn_measurement_device_type  'APEX2 (Bruker AXS)'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 95
_diffrn_reflns_number            12275
_diffrn_reflns_av_unetI/netI     0.0558
_diffrn_reflns_av_R_equivalents  0.0751
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         1.472
_diffrn_reflns_theta_max         25.176
_diffrn_reflns_theta_full        25.176
_diffrn_measured_fraction_theta_max 0.982
_diffrn_measured_fraction_theta_full 0.982
_diffrn_reflns_Laue_measured_fraction_max 0.982
_diffrn_reflns_Laue_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_point_group_measured_fraction_full 0.982
_reflns_number_total             2745
_reflns_number_gt                2182
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'Bruker Instrument Service v2010.7.0.0'
_computing_cell_refinement       'APEX2 v2010.7-0 (Bruker AXS)'
_computing_data_reduction        'SAINT V7.68A (Bruker AXS, 2009)'
_computing_structure_solution    'SIR2004 (Burla et al., 2007)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_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)+(0.0278P)²] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         2745
_refine_ls_number_parameters     216
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0460
_refine_ls_R_factor_gt           0.0305
_refine_ls_wR_factor_ref         0.0664
_refine_ls_wR_factor_gt          0.0625
_refine_ls_goodness_of_fit_ref   0.983
_refine_ls_restrained_S_all      0.983
_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 0.8421(2) 0.2728(4) 0.4593(2) 0.0155(8) Uani 1 1 d . . . . .
C2 C 0.9516(2) 0.2956(4) 0.4625(2) 0.0157(7) Uani 1 1 d . . . . .
H2A H 0.9651 0.3990 0.4323 0.019 Uiso 1 1 calc R U . . .
H2B H 0.9797 0.2969 0.5338 0.019 Uiso 1 1 calc R U . . .
C3 C 1.0406(2) 0.0398(3) 0.4755(2) 0.0111(5) Uani 1 1 d . . . . .
H3A H 1.0882 0.0844 0.5281 0.013 Uiso 1 1 calc R U . . .
H3B H 1.0742 -0.0384 0.4361 0.013 Uiso 1 1 calc R U . . .
C4 C 1.0736(2) 0.2311(4) 0.3446(2) 0.0165(8) Uani 1 1 d . . . . .
H4A H 1.1094 0.1423 0.3174 0.020 Uiso 1 1 calc R U . . .
H4B H 1.1204 0.2972 0.3868 0.020 Uiso 1 1 calc R U . . .
C5 C 1.0253(2) 0.3295(4) 0.2576(2) 0.0120(7) Uani 1 1 d . . . . .
C6 C 0.5332(2) 0.2953(4) 0.7397(2) 0.0153(7) Uani 1 1 d . . . . .
C7 C 0.5725(2) 0.2015(4) 0.8319(2) 0.0169(8) Uani 1 1 d . . . . .
H7A H 0.6077 0.1081 0.8098 0.020 Uiso 1 1 calc R U . . .
H7B H 0.6192 0.2677 0.8742 0.020 Uiso 1 1 calc R U . . .
C8 C 0.5384(2) 0.0368(4) 0.9717(2) 0.0126(7) Uani 1 1 d . . . . .
H8A H 0.5851 0.0940 1.0195 0.015 Uiso 1 1 calc R U . . .
H8B H 0.5740 -0.0469 0.9389 0.015 Uiso 1 1 calc R U . . .
C9 C 0.4426(2) 0.2844(4) 0.9361(2) 0.0169(8) Uani 1 1 d . . . . .
H9A H 0.4574 0.3820 0.8998 0.020 Uiso 1 1 calc R U . . .
H9B H 0.4670 0.2984 1.0080 0.020 Uiso 1 1 calc R U . . .
C10 C 0.3338(2) 0.2621(4) 0.9285(2) 0.0125(7) Uani 1 1 d . . . . .
N1 N 0.99922(18) 0.1687(3) 0.40736(18) 0.0111(5) Uani 1 1 d . . . . .
H1 H 0.9477 0.1194 0.3598 0.013 Uiso 1 1 calc R U . . .
N2 N 0.49465(18) 0.1485(3) 0.89345(18) 0.0109(6) Uani 1 1 d . . . . .
H2 H 0.4463 0.0882 0.8479 0.013 Uiso 1 1 calc R U . . .
O1 O 0.80189(16) 0.3506(3) 0.52342(16) 0.0243(6) Uani 1 1 d . . . . .
O2 O 0.80365(15) 0.1849(3) 0.39231(16) 0.0173(5) Uani 1 1 d . . . . .
O3 O 0.94403(16) 0.2903(3) 0.22150(17) 0.0208(6) Uani 1 1 d . . . . .
O4 O 1.07601(15) 0.4408(2) 0.22906(16) 0.0176(5) Uani 1 1 d . . . . .
O5 O 0.59338(15) 0.3807(2) 0.70145(16) 0.0197(5) Uani 1 1 d . . . . .
O6 O 0.44708(17) 0.2793(3) 0.70819(18) 0.0350(7) Uani 1 1 d . . . . .
O7 O 0.28753(16) 0.3769(3) 0.95839(17) 0.0226(6) Uani 1 1 d . . . . .
O8 O 0.29984(16) 0.1351(2) 0.89427(17) 0.0195(5) Uani 1 1 d . . . . .
O9 O 0.72112(15) 0.6132(2) 0.83030(17) 0.0198(5) Uani 1 1 d . . . . .
H9C H 0.7201 0.5755 0.8922 0.030 Uiso 1 1 d R U . . .
H9D H 0.6601 0.6391 0.8134 0.030 Uiso 1 1 d R U . . .
O10 O 0.73592(17) 0.0962(2) 0.69936(18) 0.0257(6) Uani 1 1 d . . . . .
H10A H 0.7795 0.0401 0.7375 0.039 Uiso 1 1 d R U . . .
H10B H 0.7408 0.0579 0.6379 0.039 Uiso 1 1 d R U . . .
O11 O 0.8184(2) 0.9009(3) 0.8667(2) 0.0440(7) Uani 1 1 d G . . . .
H11A H 0.7982 0.9349 0.9209 0.066 Uiso 1 1 d G U . . .
H11B H 0.7970 0.8082 0.8547 0.066 Uiso 1 1 d G U . . .
Sr1 Sr 0.77771(2) 0.39516(3) 0.70658(2) 0.01053(10) 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 1.242(4) . ?
C1 O1 1.253(4) . ?
C1 C2 1.531(4) . ?
C2 N1 1.493(4) . ?
C3 N1 1.499(4) . ?
C3 C3 1.515(6) 3_756 ?
C4 N1 1.488(4) . ?
C4 C5 1.528(4) . ?
C5 O3 1.229(4) . ?
C5 O4 1.258(4) . ?
C6 O6 1.236(4) . ?
C6 O5 1.252(4) . ?
C6 C7 1.519(4) . ?
C7 N2 1.490(4) . ?
C8 N2 1.493(4) . ?
C8 C8 1.501(6) 3_657 ?
C9 N2 1.501(4) . ?
C9 C10 1.517(4) . ?
C10 O8 1.244(4) . ?
C10 O7 1.253(3) . ?
O1 Sr1 2.522(2) . ?
O2 Sr1 2.555(2) 4_565 ?
O3 Sr1 2.787(2) 4_565 ?
O4 Sr1 2.542(2) 3_766 ?
O5 Sr1 2.559(2) . ?
O8 Sr1 2.611(2) 2_646 ?
O9 Sr1 2.645(2) . ?
O10 Sr1 2.599(2) . ?
Sr1 O4 2.542(2) 3_766 ?
Sr1 O2 2.555(2) 4_566 ?
Sr1 O8 2.611(2) 2_656 ?
Sr1 O3 2.787(2) 4_566 ?

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 128.0(3) . . ?
O2 C1 C2 116.9(3) . . ?
O1 C1 C2 115.0(3) . . ?
N1 C2 C1 112.5(2) . . ?
N1 C3 C3 109.1(3) . 3_756 ?
N1 C4 C5 110.0(2) . . ?
O3 C5 O4 127.2(3) . . ?
O3 C5 C4 117.9(3) . . ?
O4 C5 C4 114.9(3) . . ?
O6 C6 O5 126.1(3) . . ?
O6 C6 C7 118.5(3) . . ?
O5 C6 C7 115.4(3) . . ?
N2 C7 C6 112.2(3) . . ?
N2 C8 C8 110.7(3) . 3_657 ?
N2 C9 C10 113.1(2) . . ?
O8 C10 O7 126.9(3) . . ?
O8 C10 C9 118.2(3) . . ?
O7 C10 C9 114.9(3) . . ?
C4 N1 C2 112.7(2) . . ?
C4 N1 C3 110.7(2) . . ?
C2 N1 C3 112.9(2) . . ?
C7 N2 C8 107.9(2) . . ?
C7 N2 C9 112.3(2) . . ?
C8 N2 C9 113.7(2) . . ?
C1 O1 Sr1 148.0(2) . . ?
C1 O2 Sr1 149.8(2) . 4_565 ?
C5 O3 Sr1 154.8(2) . 4_565 ?
C5 O4 Sr1 139.6(2) . 3_766 ?
C6 O5 Sr1 136.4(2) . . ?
C10 O8 Sr1 170.2(2) . 2_646 ?
O1 Sr1 O4 103.30(8) . 3_766 ?
O1 Sr1 O2 151.18(7) . 4_566 ?
O4 Sr1 O2 77.68(7) 3_766 4_566 ?
O1 Sr1 O5 101.23(7) . . ?
O4 Sr1 O5 143.22(7) 3_766 . ?
O2 Sr1 O5 93.40(7) 4_566 . ?
O1 Sr1 O10 82.45(7) . . ?
O4 Sr1 O10 135.58(7) 3_766 . ?
O2 Sr1 O10 77.69(7) 4_566 . ?
O5 Sr1 O10 74.51(7) . . ?
O1 Sr1 O8 72.95(7) . 2_656 ?
O4 Sr1 O8 91.36(7) 3_766 2_656 ?
O2 Sr1 O8 135.77(7) 4_566 2_656 ?
O5 Sr1 O8 70.22(7) . 2_656 ?
O10 Sr1 O8 131.35(7) . 2_656 ?
O1 Sr1 O9 141.47(7) . . ?
O4 Sr1 O9 71.63(7) 3_766 . ?
O2 Sr1 O9 66.77(7) 4_566 . ?
O5 Sr1 O9 72.08(7) . . ?
O10 Sr1 O9 128.68(7) . . ?
O8 Sr1 O9 69.10(7) 2_656 . ?
O1 Sr1 O3 78.25(7) . 4_566 ?
O4 Sr1 O3 69.75(7) 3_766 4_566 ?
O2 Sr1 O3 75.14(7) 4_566 4_566 ?
O5 Sr1 O3 142.78(7) . 4_566 ?
O10 Sr1 O3 68.50(7) . 4_566 ?
O8 Sr1 O3 140.71(7) 2_656 4_566 ?
O9 Sr1 O3 130.14(7) . 4_566 ?

_refine_diff_density_max         0.487
_refine_diff_density_min         -0.518
_refine_diff_density_rms         0.083



