# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2017

####################################################################### 
# 
# 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_httkoh
_database_code_depnum_ccdc_archive 'CCDC 946581'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C6 H9 K N14 O2'
_chemical_formula_sum            'C6 H9 K N14 O2'
_chemical_formula_weight         348.37

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'
K K 0.2009 0.2494 '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'

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_space_group_name_Hall  'P 2ac 2ab'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   6.7095(2)
_cell_length_b                   10.9295(3)
_cell_length_c                   19.5603(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     1434.39(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    5438
_cell_measurement_theta_min      3.2034
_cell_measurement_theta_max      25.2879

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.10
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.613
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             712
_exptl_absorpt_coefficient_mu    0.408
_exptl_absorpt_correction_T_min  0.70876
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
H2O molecules idealized 
d_o-h= 0.82 0.01
d_h-h= 1.30 0.01

NH : H atom visible in difference map

refined with Twin/basf to account for racemic twinning

;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '120 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            9362
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_sigmaI/netI    0.0334
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.21
_diffrn_reflns_theta_max         25.34
_reflns_number_total             2608
_reflns_number_gt                2395
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0367P)²+0.7670P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.68(7)
_refine_ls_number_reflns         2608
_refine_ls_number_parameters     222
_refine_ls_number_restraints     6
_refine_ls_R_factor_all          0.0359
_refine_ls_R_factor_gt           0.0325
_refine_ls_wR_factor_ref         0.0829
_refine_ls_wR_factor_gt          0.0803
_refine_ls_goodness_of_fit_ref   1.032
_refine_ls_restrained_S_all      1.031
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
K1 K 0.74898(9) 0.23512(4) 0.25227(3) 0.01808(13) Uani 1 1 d . . .
O2 O 1.1413(3) 0.14311(15) 0.26202(8) 0.0210(4) Uani 1 1 d D . .
H2A H 1.145(4) 0.110(2) 0.2247(8) 0.032 Uiso 1 1 d D . .
H2B H 1.213(3) 0.2036(16) 0.2592(12) 0.032 Uiso 1 1 d D . .
O3 O 0.3793(3) 0.34008(13) 0.24525(8) 0.0225(4) Uani 1 1 d D . .
H3A H 0.382(5) 0.3878(19) 0.2772(8) 0.034 Uiso 1 1 d D . .
H3B H 0.366(5) 0.381(2) 0.2108(8) 0.034 Uiso 1 1 d D . .
N4 N 0.8785(4) 0.38561(19) 0.13318(10) 0.0182(5) Uani 1 1 d . . .
N5 N 0.8775(4) 0.50514(18) 0.13017(11) 0.0148(5) Uani 1 1 d . . .
H5 H 0.8525(8) 0.5512(14) 0.1655(11) 0.018 Uiso 1 1 calc R . .
N6 N 0.9180(3) 0.5506(2) 0.06867(9) 0.0144(4) Uani 1 1 d . . .
C7 C 0.9450(4) 0.4480(3) 0.03393(11) 0.0123(5) Uani 1 1 d . . .
N8 N 0.9222(4) 0.3458(2) 0.07026(9) 0.0168(5) Uani 1 1 d . . .
N9 N 0.9931(3) 0.4478(2) -0.03583(9) 0.0121(4) Uani 1 1 d . . .
C10 C 1.0257(4) 0.5475(3) -0.07643(11) 0.0146(5) Uani 1 1 d . . .
H10 H 1.0136 0.6302 -0.0621 0.018 Uiso 1 1 calc R . .
N11 N 1.0758(4) 0.51237(19) -0.13774(11) 0.0159(5) Uani 1 1 d . . .
N12 N 1.0753(4) 0.38500(19) -0.13832(10) 0.0180(5) Uani 1 1 d . . .
C13 C 1.0262(4) 0.3490(3) -0.07742(11) 0.0157(5) Uani 1 1 d . . .
H13 H 1.0149 0.2659 -0.0636 0.019 Uiso 1 1 calc R . .
N14 N 0.9195(4) 0.38577(19) 0.35495(10) 0.0181(5) Uani 1 1 d . . .
N15 N 0.9212(4) 0.51331(19) 0.35584(11) 0.0165(5) Uani 1 1 d . . .
C16 C 0.9703(4) 0.5476(3) 0.41742(11) 0.0137(5) Uani 1 1 d . . .
H16 H 0.9832 0.6302 0.4319 0.016 Uiso 1 1 calc R . .
N17 N 1.0004(3) 0.4483(2) 0.45785(9) 0.0124(4) Uani 1 1 d . . .
C18 C 0.9667(4) 0.3497(2) 0.41617(11) 0.0162(5) Uani 1 1 d . . .
H18 H 0.9765 0.2666 0.4301 0.019 Uiso 1 1 calc R . .
C19 C 1.0533(3) 0.4477(3) 0.52767(11) 0.0121(5) Uani 1 1 d . . .
N20 N 1.0809(4) 0.3464(2) 0.56309(9) 0.0192(5) Uani 1 1 d . . .
N21 N 1.1256(4) 0.3881(2) 0.62627(10) 0.0206(6) Uani 1 1 d . . .
N22 N 1.1233(4) 0.50850(19) 0.62604(11) 0.0181(5) Uani 1 1 d . . .
N23 N 1.0761(3) 0.5502(2) 0.56299(9) 0.0157(5) 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
K1 O3 2.7361(19) . ?
K1 O2 2.824(2) . ?
K1 N12 2.837(2) 4_455 ?
K1 N14 2.838(2) . ?
K1 N21 2.854(2) 4_456 ?
K1 N4 2.981(2) . ?
K1 H2A 3.04(3) . ?
K1 H3A 3.01(3) . ?
O2 H2A 0.816(9) . ?
O2 H2B 0.818(10) . ?
O3 H3A 0.815(9) . ?
O3 H3B 0.817(9) . ?
N4 N5 1.308(3) . ?
N4 N8 1.338(3) . ?
N5 N6 1.329(3) . ?
N5 H5 0.8718 . ?
N6 C7 1.323(3) . ?
C7 N8 1.333(3) . ?
C7 N9 1.402(3) . ?
N9 C10 1.365(3) . ?
N9 C13 1.371(3) . ?
C10 N11 1.303(3) . ?
C10 H10 0.9500 . ?
N11 N12 1.392(3) . ?
N12 C13 1.297(3) . ?
N12 K1 2.837(2) 4 ?
C13 H13 0.9500 . ?
N14 C18 1.300(3) . ?
N14 N15 1.394(3) . ?
N15 C16 1.304(3) . ?
C16 N17 1.358(3) . ?
C16 H16 0.9500 . ?
N17 C18 1.371(3) . ?
N17 C19 1.411(3) . ?
C18 H18 0.9500 . ?
C19 N20 1.320(3) . ?
C19 N23 1.324(3) . ?
N20 N21 1.351(3) . ?
N21 N22 1.316(3) . ?
N21 K1 2.854(2) 4_556 ?
N22 N23 1.352(3) . ?

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
O3 K1 O2 175.97(5) . . ?
O3 K1 N12 77.42(6) . 4_455 ?
O2 K1 N12 105.73(6) . 4_455 ?
O3 K1 N14 99.08(6) . . ?
O2 K1 N14 77.47(6) . . ?
N12 K1 N14 171.91(7) 4_455 . ?
O3 K1 N21 88.67(7) . 4_456 ?
O2 K1 N21 92.64(6) . 4_456 ?
N12 K1 N21 108.45(6) 4_455 4_456 ?
N14 K1 N21 78.56(7) . 4_456 ?
O3 K1 N4 89.64(6) . . ?
O2 K1 N4 88.71(6) . . ?
N12 K1 N4 76.18(7) 4_455 . ?
N14 K1 N4 96.63(6) . . ?
N21 K1 N4 174.58(7) 4_456 . ?
O3 K1 H2A 166.7(3) . . ?
O2 K1 H2A 15.4(3) . . ?
N12 K1 H2A 90.7(3) 4_455 . ?
N14 K1 H2A 92.0(3) . . ?
N21 K1 H2A 100.9(4) 4_456 . ?
N4 K1 H2A 81.7(5) . . ?
O3 K1 H3A 15.3(3) . . ?
O2 K1 H3A 161.3(3) . . ?
N12 K1 H3A 92.8(3) 4_455 . ?
N14 K1 H3A 83.9(3) . . ?
N21 K1 H3A 83.7(4) 4_456 . ?
N4 K1 H3A 93.4(5) . . ?
H2A K1 H3A 173.1(7) . . ?
K1 O2 H2A 97(2) . . ?
K1 O2 H2B 104.7(19) . . ?
H2A O2 H2B 106.3(15) . . ?
K1 O3 H3A 102(2) . . ?
K1 O3 H3B 112(2) . . ?
H3A O3 H3B 106.3(14) . . ?
N5 N4 N8 106.5(2) . . ?
N5 N4 K1 125.79(17) . . ?
N8 N4 K1 127.09(16) . . ?
N4 N5 N6 114.4(2) . . ?
N4 N5 H5 122.8 . . ?
N6 N5 H5 122.8 . . ?
C7 N6 N5 100.2(2) . . ?
N6 C7 N8 114.86(19) . . ?
N6 C7 N9 122.2(2) . . ?
N8 C7 N9 123.0(2) . . ?
C7 N8 N4 104.0(2) . . ?
C10 N9 C13 104.94(19) . . ?
C10 N9 C7 127.0(2) . . ?
C13 N9 C7 128.0(2) . . ?
N11 C10 N9 110.0(2) . . ?
N11 C10 H10 125.0 . . ?
N9 C10 H10 125.0 . . ?
C10 N11 N12 107.5(2) . . ?
C13 N12 N11 107.3(2) . . ?
C13 N12 K1 133.24(18) . 4 ?
N11 N12 K1 117.92(17) . 4 ?
N12 C13 N9 110.3(2) . . ?
N12 C13 H13 124.9 . . ?
N9 C13 H13 124.9 . . ?
C18 N14 N15 106.9(2) . . ?
C18 N14 K1 125.03(17) . . ?
N15 N14 K1 126.31(18) . . ?
C16 N15 N14 107.5(2) . . ?
N15 C16 N17 110.2(2) . . ?
N15 C16 H16 124.9 . . ?
N17 C16 H16 124.9 . . ?
C16 N17 C18 104.94(19) . . ?
C16 N17 C19 127.2(2) . . ?
C18 N17 C19 127.9(2) . . ?
N14 C18 N17 110.4(2) . . ?
N14 C18 H18 124.8 . . ?
N17 C18 H18 124.8 . . ?
N20 C19 N23 114.82(19) . . ?
N20 C19 N17 123.2(2) . . ?
N23 C19 N17 122.0(2) . . ?
C19 N20 N21 103.1(2) . . ?
N22 N21 N20 109.4(2) . . ?
N22 N21 K1 118.57(18) . 4_556 ?
N20 N21 K1 131.78(16) . 4_556 ?
N21 N22 N23 110.0(2) . . ?
C19 N23 N22 102.6(2) . . ?

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
O3 K1 N4 N5 58.7(3) . . . . ?
O2 K1 N4 N5 -117.7(3) . . . . ?
N12 K1 N4 N5 135.8(3) 4_455 . . . ?
N14 K1 N4 N5 -40.4(3) . . . . ?
O3 K1 N4 N8 -111.5(2) . . . . ?
O2 K1 N4 N8 72.1(2) . . . . ?
N12 K1 N4 N8 -34.4(2) 4_455 . . . ?
N14 K1 N4 N8 149.4(2) . . . . ?
N8 N4 N5 N6 0.1(4) . . . . ?
K1 N4 N5 N6 -171.80(14) . . . . ?
N4 N5 N6 C7 -0.3(3) . . . . ?
N5 N6 C7 N8 0.4(3) . . . . ?
N5 N6 C7 N9 -179.8(2) . . . . ?
N6 C7 N8 N4 -0.4(3) . . . . ?
N9 C7 N8 N4 179.9(2) . . . . ?
N5 N4 N8 C7 0.2(3) . . . . ?
K1 N4 N8 C7 171.92(17) . . . . ?
N6 C7 N9 C10 2.6(4) . . . . ?
N8 C7 N9 C10 -177.7(2) . . . . ?
N6 C7 N9 C13 179.5(2) . . . . ?
N8 C7 N9 C13 -0.8(4) . . . . ?
C13 N9 C10 N11 -0.3(3) . . . . ?
C7 N9 C10 N11 177.1(2) . . . . ?
N9 C10 N11 N12 0.4(3) . . . . ?
C10 N11 N12 C13 -0.4(4) . . . . ?
C10 N11 N12 K1 -167.95(15) . . . 4 ?
N11 N12 C13 N9 0.2(3) . . . . ?
K1 N12 C13 N9 165.04(17) 4 . . . ?
C10 N9 C13 N12 0.1(3) . . . . ?
C7 N9 C13 N12 -177.3(2) . . . . ?
O3 K1 N14 C18 112.1(2) . . . . ?
O2 K1 N14 C18 -70.0(2) . . . . ?
N21 K1 N14 C18 25.3(2) 4_456 . . . ?
N4 K1 N14 C18 -157.2(3) . . . . ?
O3 K1 N14 N15 -50.6(2) . . . . ?
O2 K1 N14 N15 127.2(2) . . . . ?
N21 K1 N14 N15 -137.4(3) 4_456 . . . ?
N4 K1 N14 N15 40.1(2) . . . . ?
C18 N14 N15 C16 0.3(4) . . . . ?
K1 N14 N15 C16 165.60(16) . . . . ?
N14 N15 C16 N17 -0.4(3) . . . . ?
N15 C16 N17 C18 0.3(3) . . . . ?
N15 C16 N17 C19 -179.3(2) . . . . ?
N15 N14 C18 N17 -0.2(4) . . . . ?
K1 N14 C18 N17 -165.68(16) . . . . ?
C16 N17 C18 N14 0.0(3) . . . . ?
C19 N17 C18 N14 179.5(2) . . . . ?
C16 N17 C19 N20 -179.6(2) . . . . ?
C18 N17 C19 N20 1.0(4) . . . . ?
C16 N17 C19 N23 1.5(4) . . . . ?
C18 N17 C19 N23 -177.9(3) . . . . ?
N23 C19 N20 N21 -0.2(3) . . . . ?
N17 C19 N20 N21 -179.2(2) . . . . ?
C19 N20 N21 N22 -0.1(3) . . . . ?
C19 N20 N21 K1 -174.15(18) . . . 4_556 ?
N20 N21 N22 N23 0.3(4) . . . . ?
K1 N21 N22 N23 175.29(14) 4_556 . . . ?
N20 C19 N23 N22 0.4(3) . . . . ?
N17 C19 N23 N22 179.4(2) . . . . ?
N21 N22 N23 C19 -0.4(3) . . . . ?

_diffrn_measured_fraction_theta_max 0.992
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.992
_refine_diff_density_max         0.264
_refine_diff_density_min         -0.225
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_safin350
_database_code_depnum_ccdc_archive 'CCDC 946582'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H2 N7), H12 Mg O6'
_chemical_formula_sum            'C6 H16 Mg N14 O6'
_chemical_formula_weight         404.64

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'
Mg Mg 0.0486 0.0363 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/n'
_symmetry_space_group_name_Hall  '-P 2yn'


loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   6.7069(4)
_cell_length_b                   20.1149(8)
_cell_length_c                   6.7238(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.850(7)
_cell_angle_gamma                90.00
_cell_volume                     847.70(8)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    3417
_cell_measurement_theta_min      3.0320
_cell_measurement_theta_max      25.3033

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.585
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             420
_exptl_absorpt_coefficient_mu    0.168
_exptl_absorpt_correction_T_min  0.79998
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '147 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            6802
_diffrn_reflns_av_R_equivalents  0.0529
_diffrn_reflns_av_sigmaI/netI    0.0340
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_theta_min         3.40
_diffrn_reflns_theta_max         25.36
_reflns_number_total             1487
_reflns_number_gt                1275
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0394P)²+0.3963P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    ref
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1487
_refine_ls_number_parameters     148
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0429
_refine_ls_R_factor_gt           0.0350
_refine_ls_wR_factor_ref         0.0877
_refine_ls_wR_factor_gt          0.0840
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_restrained_S_all      1.073
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Mg1 Mg 0.5000 0.0000 0.5000 0.0152(2) Uani 1 2 d S . .
O2 O 0.6787(2) 0.02707(7) 0.8139(2) 0.0202(3) Uani 1 1 d . . .
H2A H 0.779(4) 0.0535(12) 0.843(4) 0.030 Uiso 1 1 d . . .
H3A H 0.515(4) 0.1281(12) 0.427(4) 0.030 Uiso 1 1 d . . .
O3 O 0.4290(2) 0.09948(7) 0.4360(2) 0.0213(3) Uani 1 1 d . . .
H2B H 0.720(4) -0.0046(13) 0.904(4) 0.032 Uiso 1 1 d . . .
H3B H 0.310(4) 0.1196(12) 0.412(4) 0.032 Uiso 1 1 d . . .
O4 O 0.7581(2) 0.01194(7) 0.4111(2) 0.0203(3) Uani 1 1 d . . .
H4A H 0.812(4) 0.0478(13) 0.401(4) 0.031 Uiso 1 1 d . . .
H4B H 0.781(4) -0.0129(12) 0.323(4) 0.031 Uiso 1 1 d . . .
N11 N 0.2064(3) 0.08540(7) 0.8938(3) 0.0205(4) Uani 1 1 d . . .
N12 N 0.0198(3) 0.11546(8) 0.8927(3) 0.0198(4) Uani 1 1 d . . .
C13 C 0.0499(3) 0.17914(9) 0.8972(3) 0.0175(4) Uani 1 1 d . . .
H13A H -0.048(3) 0.2110(10) 0.897(3) 0.021 Uiso 1 1 d . . .
N14 N 0.2506(2) 0.19300(7) 0.9010(2) 0.0145(3) Uani 1 1 d . . .
C15 C 0.3402(3) 0.13273(9) 0.8994(3) 0.0182(4) Uani 1 1 d . . .
H15A H 0.470(4) 0.1271(11) 0.900(3) 0.022 Uiso 1 1 d . . .
C16 C 0.3423(3) 0.25558(8) 0.8939(3) 0.0140(4) Uani 1 1 d . . .
N17 N 0.2397(2) 0.31212(7) 0.8858(3) 0.0182(4) Uani 1 1 d . . .
N18 N 0.3853(3) 0.35822(7) 0.8819(3) 0.0190(4) Uani 1 1 d . . .
N19 N 0.5604(2) 0.32854(7) 0.8871(3) 0.0180(4) Uani 1 1 d . . .
N20 N 0.5396(2) 0.26191(7) 0.8948(2) 0.0174(4) 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
Mg1 O4 2.0370(14) 3_656 ?
Mg1 O4 2.0370(14) . ?
Mg1 O3 2.0664(13) 3_656 ?
Mg1 O3 2.0665(13) . ?
Mg1 O2 2.0942(14) . ?
Mg1 O2 2.0942(14) 3_656 ?
O2 H2A 0.83(3) . ?
O2 H2B 0.85(3) . ?
O3 H3A 0.83(3) . ?
O3 H3B 0.86(3) . ?
O4 H4A 0.82(3) . ?
O4 H4B 0.83(3) . ?
N11 C15 1.300(3) . ?
N11 N12 1.388(2) . ?
N12 C13 1.295(2) . ?
C13 N14 1.366(2) . ?
C13 H13A 0.91(2) . ?
N14 C15 1.355(2) . ?
N14 C16 1.409(2) . ?
C15 H15A 0.87(2) . ?
C16 N17 1.320(2) . ?
C16 N20 1.327(2) . ?
N17 N18 1.354(2) . ?
N18 N19 1.307(2) . ?
N19 N20 1.350(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
O4 Mg1 O4 180.0 3_656 . ?
O4 Mg1 O3 88.94(6) 3_656 3_656 ?
O4 Mg1 O3 91.05(6) . 3_656 ?
O4 Mg1 O3 91.06(6) 3_656 . ?
O4 Mg1 O3 88.95(6) . . ?
O3 Mg1 O3 180.00(8) 3_656 . ?
O4 Mg1 O2 88.64(6) 3_656 . ?
O4 Mg1 O2 91.37(6) . . ?
O3 Mg1 O2 92.01(6) 3_656 . ?
O3 Mg1 O2 87.99(6) . . ?
O4 Mg1 O2 91.36(6) 3_656 3_656 ?
O4 Mg1 O2 88.63(6) . 3_656 ?
O3 Mg1 O2 87.99(6) 3_656 3_656 ?
O3 Mg1 O2 92.01(6) . 3_656 ?
O2 Mg1 O2 180.0 . 3_656 ?
Mg1 O2 H2A 122.3(17) . . ?
Mg1 O2 H2B 116.5(16) . . ?
H2A O2 H2B 106(2) . . ?
Mg1 O3 H3A 124.9(17) . . ?
Mg1 O3 H3B 128.7(16) . . ?
H3A O3 H3B 106(2) . . ?
Mg1 O4 H4A 125.0(17) . . ?
Mg1 O4 H4B 121.9(17) . . ?
H4A O4 H4B 106(2) . . ?
C15 N11 N12 107.04(15) . . ?
C13 N12 N11 107.33(15) . . ?
N12 C13 N14 110.28(17) . . ?
N12 C13 H13A 125.9(14) . . ?
N14 C13 H13A 123.8(14) . . ?
C15 N14 C13 104.72(15) . . ?
C15 N14 C16 126.79(16) . . ?
C13 N14 C16 128.37(15) . . ?
N11 C15 N14 110.63(17) . . ?
N11 C15 H15A 125.4(14) . . ?
N14 C15 H15A 123.9(14) . . ?
N17 C16 N20 114.96(16) . . ?
N17 C16 N14 122.90(16) . . ?
N20 C16 N14 122.14(16) . . ?
C16 N17 N18 102.79(15) . . ?
N19 N18 N17 109.53(14) . . ?
N18 N19 N20 110.52(14) . . ?
C16 N20 N19 102.20(14) . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C15 N11 N12 C13 0.1(2) . . . . ?
N11 N12 C13 N14 0.1(2) . . . . ?
N12 C13 N14 C15 -0.3(2) . . . . ?
N12 C13 N14 C16 175.90(16) . . . . ?
N12 N11 C15 N14 -0.3(2) . . . . ?
C13 N14 C15 N11 0.3(2) . . . . ?
C16 N14 C15 N11 -175.90(16) . . . . ?
C15 N14 C16 N17 176.65(17) . . . . ?
C13 N14 C16 N17 1.3(3) . . . . ?
C15 N14 C16 N20 -3.3(3) . . . . ?
C13 N14 C16 N20 -178.69(17) . . . . ?
N20 C16 N17 N18 -0.2(2) . . . . ?
N14 C16 N17 N18 179.79(15) . . . . ?
C16 N17 N18 N19 0.2(2) . . . . ?
N17 N18 N19 N20 0.0(2) . . . . ?
N17 C16 N20 N19 0.2(2) . . . . ?
N14 C16 N20 N19 -179.82(15) . . . . ?
N18 N19 N20 C16 -0.08(19) . . . . ?

_diffrn_measured_fraction_theta_max 0.957
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.958
_refine_diff_density_max         0.270
_refine_diff_density_min         -0.177
_refine_diff_density_rms         0.052
####################################################################### 
# 
# 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_httnaoh
_database_code_depnum_ccdc_archive 'CCDC 946580'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H6 N7 Na O2'
_chemical_formula_sum            'C3 H6 N7 Na O2'
_chemical_formula_weight         195.14

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'
Na Na 0.0362 0.0249 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'I 2/a'
_symmetry_space_group_name_Hall  '-I 2ya'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z'
'x+1/2, y+1/2, z+1/2'
'-x+1, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z'
'-x+1/2, -y+1/2, -z+1/2'
'x, -y+1/2, z+1/2'

_cell_length_a                   12.9940(5)
_cell_length_b                   10.8427(3)
_cell_length_c                   12.8458(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 119.421(5)
_cell_angle_gamma                90.00
_cell_volume                     1576.44(10)
_cell_formula_units_Z            8
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4220
_cell_measurement_theta_min      3.1199
_cell_measurement_theta_max      25.2914

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.70
_exptl_crystal_size_mid          0.50
_exptl_crystal_size_min          0.30
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.644
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             800
_exptl_absorpt_coefficient_mu    0.181
_exptl_absorpt_correction_T_min  0.96480
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '142 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5879
_diffrn_reflns_av_R_equivalents  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0168
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_theta_min         3.60
_diffrn_reflns_theta_max         25.35
_reflns_number_total             1438
_reflns_number_gt                1345
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0392P)²+1.3238P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1438
_refine_ls_number_parameters     138
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0296
_refine_ls_R_factor_gt           0.0280
_refine_ls_wR_factor_ref         0.0761
_refine_ls_wR_factor_gt          0.0748
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.051
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Na1 Na 0.2500 0.25506(6) 0.0000 0.0161(2) Uani 1 2 d S . .
Na2 Na 0.2500 0.2500 0.2500 0.0160(2) Uani 1 2 d S . .
O3 O 0.16899(8) 0.38897(8) 0.08869(8) 0.0169(2) Uani 1 1 d . . .
H3A H 0.0938(15) 0.3937(14) 0.0470(14) 0.020 Uiso 1 1 d . . .
H3B H 0.1918(13) 0.4587(16) 0.0970(13) 0.020 Uiso 1 1 d . . .
O4 O 0.16806(8) 0.11550(8) 0.08042(8) 0.0166(2) Uani 1 1 d . . .
H4A H 0.1711(13) 0.0390(16) 0.0835(13) 0.020 Uiso 1 1 d . . .
H4B H 0.0942(15) 0.1304(14) 0.0454(14) 0.020 Uiso 1 1 d . . .
N5 N 0.43835(10) 0.25765(10) 0.21866(10) 0.0199(3) Uani 1 1 d . . .
N6 N 0.46185(10) 0.38437(10) 0.23011(10) 0.0223(3) Uani 1 1 d . . .
C7 C 0.57574(11) 0.39612(12) 0.28677(13) 0.0207(3) Uani 1 1 d . . .
H7 H 0.6188(14) 0.4700(16) 0.3079(13) 0.025 Uiso 1 1 d . . .
N8 N 0.63012(9) 0.28381(10) 0.31400(9) 0.0138(2) Uani 1 1 d . . .
C9 C 0.54022(11) 0.20104(12) 0.26949(11) 0.0174(3) Uani 1 1 d . . .
H9 H 0.5552(14) 0.1137(15) 0.2770(13) 0.021 Uiso 1 1 d . . .
C10 C 0.75282(10) 0.26187(11) 0.37608(10) 0.0116(3) Uani 1 1 d . . .
N11 N 0.82958(9) 0.35375(10) 0.41654(9) 0.0155(2) Uani 1 1 d . . .
N12 N 0.93484(9) 0.29541(10) 0.46956(9) 0.0161(2) Uani 1 1 d . . .
N13 N 0.91880(9) 0.17582(10) 0.45984(9) 0.0160(2) Uani 1 1 d . . .
N14 N 0.80151(9) 0.15078(9) 0.39937(9) 0.0149(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
Na1 O4 2.3603(10) . ?
Na1 O4 2.3604(10) 2 ?
Na1 O3 2.3859(10) . ?
Na1 O3 2.3859(10) 2 ?
Na1 N5 2.6696(12) 2 ?
Na1 N5 2.6696(12) . ?
Na1 Na2 3.21192(13) . ?
Na1 Na2 3.21193(13) 2 ?
Na2 O3 2.3514(9) 7 ?
Na2 O3 2.3515(9) . ?
Na2 O4 2.3932(9) 7 ?
Na2 O4 2.3932(9) . ?
Na2 N5 2.6695(11) 7 ?
Na2 N5 2.6695(11) . ?
Na2 Na1 3.21191(13) 7 ?
O3 H3A 0.854(17) . ?
O3 H3B 0.800(17) . ?
O4 H4A 0.830(18) . ?
O4 H4B 0.852(17) . ?
N5 C9 1.3063(17) . ?
N5 N6 1.3995(15) . ?
N6 C7 1.2954(17) . ?
C7 N8 1.3644(17) . ?
C7 H7 0.937(17) . ?
N8 C9 1.3567(16) . ?
N8 C10 1.4091(15) . ?
C9 H9 0.962(16) . ?
C10 N11 1.3222(16) . ?
C10 N14 1.3246(15) . ?
N11 N12 1.3489(14) . ?
N12 N13 1.3095(16) . ?
N13 N14 1.3553(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
O4 Na1 O4 100.25(5) . 2 ?
O4 Na1 O3 77.38(3) . . ?
O4 Na1 O3 177.22(4) 2 . ?
O4 Na1 O3 177.22(4) . 2 ?
O4 Na1 O3 77.38(3) 2 2 ?
O3 Na1 O3 105.03(5) . 2 ?
O4 Na1 N5 95.15(3) . 2 ?
O4 Na1 N5 85.63(3) 2 2 ?
O3 Na1 N5 96.00(3) . 2 ?
O3 Na1 N5 83.26(3) 2 2 ?
O4 Na1 N5 85.63(3) . . ?
O4 Na1 N5 95.15(3) 2 . ?
O3 Na1 N5 83.26(3) . . ?
O3 Na1 N5 96.00(3) 2 . ?
N5 Na1 N5 178.79(5) 2 . ?
O4 Na1 Na2 47.93(2) . . ?
O4 Na1 Na2 130.41(3) 2 . ?
O3 Na1 Na2 46.86(2) . . ?
O3 Na1 Na2 134.79(3) 2 . ?
N5 Na1 Na2 127.01(3) 2 . ?
N5 Na1 Na2 53.02(3) . . ?
O4 Na1 Na2 130.41(3) . 2 ?
O4 Na1 Na2 47.93(2) 2 2 ?
O3 Na1 Na2 134.79(3) . 2 ?
O3 Na1 Na2 46.86(2) 2 2 ?
N5 Na1 Na2 53.02(3) 2 2 ?
N5 Na1 Na2 127.01(3) . 2 ?
Na2 Na1 Na2 178.05(2) . 2 ?
O3 Na2 O3 180.0 7 . ?
O3 Na2 O4 77.41(3) 7 7 ?
O3 Na2 O4 102.60(3) . 7 ?
O3 Na2 O4 102.60(3) 7 . ?
O3 Na2 O4 77.40(3) . . ?
O4 Na2 O4 180.0 7 . ?
O3 Na2 N5 83.91(3) 7 7 ?
O3 Na2 N5 96.09(3) . 7 ?
O4 Na2 N5 84.99(3) 7 7 ?
O4 Na2 N5 95.02(3) . 7 ?
O3 Na2 N5 96.09(3) 7 . ?
O3 Na2 N5 83.91(3) . . ?
O4 Na2 N5 95.01(3) 7 . ?
O4 Na2 N5 84.98(3) . . ?
N5 Na2 N5 180.0 7 . ?
O3 Na2 Na1 47.77(2) 7 7 ?
O3 Na2 Na1 132.23(2) . 7 ?
O4 Na2 Na1 47.06(2) 7 7 ?
O4 Na2 Na1 132.94(2) . 7 ?
N5 Na2 Na1 53.02(3) 7 7 ?
N5 Na2 Na1 126.98(3) . 7 ?
O3 Na2 Na1 132.23(2) 7 . ?
O3 Na2 Na1 47.77(2) . . ?
O4 Na2 Na1 132.94(2) 7 . ?
O4 Na2 Na1 47.06(2) . . ?
N5 Na2 Na1 126.98(3) 7 . ?
N5 Na2 Na1 53.02(3) . . ?
Na1 Na2 Na1 180.0 7 . ?
Na2 O3 Na1 85.37(3) . . ?
Na2 O3 H3A 118.0(10) . . ?
Na1 O3 H3A 112.0(10) . . ?
Na2 O3 H3B 120.8(11) . . ?
Na1 O3 H3B 114.7(11) . . ?
H3A O3 H3B 105.1(15) . . ?
Na1 O4 Na2 85.01(3) . . ?
Na1 O4 H4A 129.8(10) . . ?
Na2 O4 H4A 125.1(10) . . ?
Na1 O4 H4B 106.3(10) . . ?
Na2 O4 H4B 104.3(10) . . ?
H4A O4 H4B 103.3(14) . . ?
C9 N5 N6 107.07(10) . . ?
C9 N5 Na2 133.56(9) . . ?
N6 N5 Na2 100.58(7) . . ?
C9 N5 Na1 134.52(9) . . ?
N6 N5 Na1 99.26(7) . . ?
Na2 N5 Na1 73.97(3) . . ?
C7 N6 N5 106.60(11) . . ?
N6 C7 N8 111.16(12) . . ?
N6 C7 H7 127.0(10) . . ?
N8 C7 H7 121.8(10) . . ?
C9 N8 C7 104.61(10) . . ?
C9 N8 C10 128.86(11) . . ?
C7 N8 C10 126.53(11) . . ?
N5 C9 N8 110.55(11) . . ?
N5 C9 H9 128.2(9) . . ?
N8 C9 H9 121.3(9) . . ?
N11 C10 N14 114.33(11) . . ?
N11 C10 N8 121.37(11) . . ?
N14 C10 N8 124.30(11) . . ?
C10 N11 N12 103.13(10) . . ?
N13 N12 N11 109.98(9) . . ?
N12 N13 N14 109.54(9) . . ?
C10 N14 N13 103.01(10) . . ?

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
O4 Na1 Na2 O3 63.74(5) . . . 7 ?
O4 Na1 Na2 O3 0.71(4) 2 . . 7 ?
O3 Na1 Na2 O3 180.0 . . . 7 ?
O3 Na1 Na2 O3 -115.43(7) 2 . . 7 ?
N5 Na1 Na2 O3 121.80(5) 2 . . 7 ?
N5 Na1 Na2 O3 -59.71(4) . . . 7 ?
O4 Na1 Na2 O3 -116.26(5) . . . . ?
O4 Na1 Na2 O3 -179.29(4) 2 . . . ?
O3 Na1 Na2 O3 64.57(7) 2 . . . ?
N5 Na1 Na2 O3 -58.20(5) 2 . . . ?
N5 Na1 Na2 O3 120.29(4) . . . . ?
O4 Na1 Na2 O4 180.0 . . . 7 ?
O4 Na1 Na2 O4 116.97(6) 2 . . 7 ?
O3 Na1 Na2 O4 -63.74(5) . . . 7 ?
O3 Na1 Na2 O4 0.82(5) 2 . . 7 ?
N5 Na1 Na2 O4 -121.94(5) 2 . . 7 ?
N5 Na1 Na2 O4 56.54(4) . . . 7 ?
O4 Na1 Na2 O4 -63.03(6) 2 . . . ?
O3 Na1 Na2 O4 116.26(5) . . . . ?
O3 Na1 Na2 O4 -179.17(5) 2 . . . ?
N5 Na1 Na2 O4 58.06(5) 2 . . . ?
N5 Na1 Na2 O4 -123.45(4) . . . . ?
O4 Na1 Na2 N5 -56.55(4) . . . 7 ?
O4 Na1 Na2 N5 -119.57(4) 2 . . 7 ?
O3 Na1 Na2 N5 59.71(4) . . . 7 ?
O3 Na1 Na2 N5 124.28(4) 2 . . 7 ?
N5 Na1 Na2 N5 1.51(7) 2 . . 7 ?
N5 Na1 Na2 N5 180.0 . . . 7 ?
O4 Na1 Na2 N5 123.45(4) . . . . ?
O4 Na1 Na2 N5 60.43(4) 2 . . . ?
O3 Na1 Na2 N5 -120.29(4) . . . . ?
O3 Na1 Na2 N5 -55.72(4) 2 . . . ?
N5 Na1 Na2 N5 -178.49(7) 2 . . . ?
O4 Na2 O3 Na1 137.72(3) 7 . . . ?
O4 Na2 O3 Na1 -42.28(3) . . . . ?
N5 Na2 O3 Na1 -136.07(3) 7 . . . ?
N5 Na2 O3 Na1 43.92(3) . . . . ?
Na1 Na2 O3 Na1 180.0 7 . . . ?
O4 Na1 O3 Na2 43.01(3) . . . . ?
O3 Na1 O3 Na2 -138.43(4) 2 . . . ?
N5 Na1 O3 Na2 136.97(3) 2 . . . ?
N5 Na1 O3 Na2 -43.99(3) . . . . ?
Na2 Na1 O3 Na2 178.550(18) 2 . . . ?
O4 Na1 O4 Na2 136.40(4) 2 . . . ?
O3 Na1 O4 Na2 -42.11(3) . . . . ?
N5 Na1 O4 Na2 -137.13(3) 2 . . . ?
N5 Na1 O4 Na2 41.94(3) . . . . ?
Na2 Na1 O4 Na2 178.641(15) 2 . . . ?
O3 Na2 O4 Na1 -137.13(3) 7 . . . ?
O3 Na2 O4 Na1 42.87(3) . . . . ?
N5 Na2 O4 Na1 138.01(3) 7 . . . ?
N5 Na2 O4 Na1 -41.99(3) . . . . ?
Na1 Na2 O4 Na1 180.0 7 . . . ?
O3 Na2 N5 C9 2.81(12) 7 . . . ?
O3 Na2 N5 C9 -177.19(12) . . . . ?
O4 Na2 N5 C9 80.65(12) 7 . . . ?
O4 Na2 N5 C9 -99.35(12) . . . . ?
Na1 Na2 N5 C9 42.83(13) 7 . . . ?
Na1 Na2 N5 C9 -137.17(13) . . . . ?
O3 Na2 N5 N6 -123.32(7) 7 . . . ?
O3 Na2 N5 N6 56.68(7) . . . . ?
O4 Na2 N5 N6 -45.49(8) 7 . . . ?
O4 Na2 N5 N6 134.51(8) . . . . ?
Na1 Na2 N5 N6 -83.30(8) 7 . . . ?
Na1 Na2 N5 N6 96.70(8) . . . . ?
O3 Na2 N5 Na1 139.99(3) 7 . . . ?
O3 Na2 N5 Na1 -40.01(3) . . . . ?
O4 Na2 N5 Na1 -142.18(3) 7 . . . ?
O4 Na2 N5 Na1 37.82(3) . . . . ?
Na1 Na2 N5 Na1 180.0 7 . . . ?
O4 Na1 N5 C9 97.90(12) . . . . ?
O4 Na1 N5 C9 -2.03(13) 2 . . . ?
O3 Na1 N5 C9 175.68(12) . . . . ?
O3 Na1 N5 C9 -79.83(13) 2 . . . ?
Na2 Na1 N5 C9 136.30(13) . . . . ?
Na2 Na1 N5 C9 -41.26(14) 2 . . . ?
O4 Na1 N5 N6 -136.83(8) . . . . ?
O4 Na1 N5 N6 123.25(8) 2 . . . ?
O3 Na1 N5 N6 -59.05(8) . . . . ?
O3 Na1 N5 N6 45.44(8) 2 . . . ?
Na2 Na1 N5 N6 -98.43(8) . . . . ?
Na2 Na1 N5 N6 84.02(8) 2 . . . ?
O4 Na1 N5 Na2 -38.40(3) . . . . ?
O4 Na1 N5 Na2 -138.32(3) 2 . . . ?
O3 Na1 N5 Na2 39.38(3) . . . . ?
O3 Na1 N5 Na2 143.87(3) 2 . . . ?
Na2 Na1 N5 Na2 -177.55(3) 2 . . . ?
C9 N5 N6 C7 0.01(15) . . . . ?
Na2 N5 N6 C7 142.26(9) . . . . ?
Na1 N5 N6 C7 -142.47(9) . . . . ?
N5 N6 C7 N8 0.03(16) . . . . ?
N6 C7 N8 C9 -0.06(15) . . . . ?
N6 C7 N8 C10 -179.36(11) . . . . ?
N6 N5 C9 N8 -0.05(15) . . . . ?
Na2 N5 C9 N8 -123.89(11) . . . . ?
Na1 N5 C9 N8 122.50(11) . . . . ?
C7 N8 C9 N5 0.06(14) . . . . ?
C10 N8 C9 N5 179.34(12) . . . . ?
C9 N8 C10 N11 -178.26(12) . . . . ?
C7 N8 C10 N11 0.87(19) . . . . ?
C9 N8 C10 N14 1.6(2) . . . . ?
C7 N8 C10 N14 -179.29(12) . . . . ?
N14 C10 N11 N12 -0.06(14) . . . . ?
N8 C10 N11 N12 179.79(10) . . . . ?
C10 N11 N12 N13 -0.05(13) . . . . ?
N11 N12 N13 N14 0.14(12) . . . . ?
N11 C10 N14 N13 0.14(14) . . . . ?
N8 C10 N14 N13 -179.71(10) . . . . ?
N12 N13 N14 C10 -0.17(12) . . . . ?

_diffrn_measured_fraction_theta_max 0.994
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.994
_refine_diff_density_max         0.299
_refine_diff_density_min         -0.187
_refine_diff_density_rms         0.041
####################################################################### 
# 
# 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_safin351
_database_code_depnum_ccdc_archive 'CCDC 946583'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         '2(C3 H2 N7), Ca H16 O8'
_chemical_formula_sum            'C6 H20 Ca N14 O8'
_chemical_formula_weight         456.44

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'
Ca Ca 0.2262 0.3064 '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'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   21.5345(6)
_cell_length_b                   6.56650(10)
_cell_length_c                   15.7124(4)
_cell_angle_alpha                90.00
_cell_angle_beta                 123.301(2)
_cell_angle_gamma                90.00
_cell_volume                     1857.00(8)
_cell_formula_units_Z            4
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    4264
_cell_measurement_theta_min      3.2958
_cell_measurement_theta_max      25.2509

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.03
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.633
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             952
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_T_min  0.90686
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '120 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            5888
_diffrn_reflns_av_R_equivalents  0.0375
_diffrn_reflns_av_sigmaI/netI    0.0293
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         3.30
_diffrn_reflns_theta_max         25.31
_reflns_number_total             1690
_reflns_number_gt                1585
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0350P)²+1.3659P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         1690
_refine_ls_number_parameters     144
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0290
_refine_ls_R_factor_gt           0.0267
_refine_ls_wR_factor_ref         0.0706
_refine_ls_wR_factor_gt          0.0693
_refine_ls_goodness_of_fit_ref   1.095
_refine_ls_restrained_S_all      1.095
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ca1 Ca 1.0000 0.67785(5) 0.2500 0.00985(13) Uani 1 2 d S . .
O2 O 1.02054(5) 0.97706(14) 0.17162(7) 0.0146(2) Uani 1 1 d G . .
H2A H 0.9866 1.0277 0.1184 0.022 Uiso 1 1 d G . .
H2B H 1.0388 1.0734 0.2111 0.022 Uiso 1 1 d G . .
O3 O 0.92177(5) 0.36172(16) 0.22015(7) 0.0156(2) Uani 1 1 d G . .
H3A H 0.8948 0.3302 0.1599 0.023 Uiso 1 1 d G . .
H3B H 0.8940 0.3632 0.2406 0.023 Uiso 1 1 d G . .
O4 O 1.12656(5) 0.79129(17) 0.36696(8) 0.0190(2) Uani 1 1 d G . .
H4A H 1.1565 0.7773 0.3507 0.029 Uiso 1 1 d G . .
H4B H 1.1513 0.7758 0.4289 0.029 Uiso 1 1 d G . .
O5 O 1.01277(5) 0.57085(15) 0.40724(7) 0.0152(2) Uani 1 1 d G . .
H5A H 1.0185 0.4487 0.4202 0.023 Uiso 1 1 d G . .
H5B H 1.0416 0.6261 0.4621 0.023 Uiso 1 1 d G . .
N11 N 0.60052(7) 0.30676(18) 0.00473(9) 0.0156(3) Uani 1 1 d . . .
N12 N 0.65650(7) 0.25510(19) -0.01058(9) 0.0165(3) Uani 1 1 d . . .
C13 C 0.71778(8) 0.2398(2) 0.07875(10) 0.0147(3) Uani 1 1 d . . .
H13 H 0.7648 0.2057 0.0906 0.018 Uiso 1 1 calc R . .
N14 N 0.70503(6) 0.27974(18) 0.15327(8) 0.0117(2) Uani 1 1 d . . .
C15 C 0.63082(8) 0.3192(2) 0.10271(11) 0.0136(3) Uani 1 1 d . . .
H15 H 0.6050 0.3511 0.1343 0.016 Uiso 1 1 calc R . .
C16 C 0.75816(7) 0.2814(2) 0.25901(10) 0.0110(3) Uani 1 1 d . . .
N17 N 0.83017(6) 0.30538(17) 0.29824(9) 0.0140(3) Uani 1 1 d . . .
N18 N 0.86067(6) 0.29585(18) 0.39987(9) 0.0151(3) Uani 1 1 d . . .
N19 N 0.80808(7) 0.26943(19) 0.41710(9) 0.0161(3) Uani 1 1 d . . .
N20 N 0.74125(6) 0.25863(19) 0.32780(9) 0.0153(3) 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
Ca1 O4 2.4209 . ?
Ca1 O4 2.4209 2_755 ?
Ca1 O5 2.4345 2_755 ?
Ca1 O5 2.4345 . ?
Ca1 O2 2.4841 2_755 ?
Ca1 O2 2.4841 . ?
Ca1 O3 2.5494(10) 2_755 ?
Ca1 O3 2.5494(10) . ?
O2 H2A 0.8199 . ?
O2 H2B 0.8198 . ?
O3 H3A 0.8200 . ?
O3 H3B 0.8200 . ?
O4 H4A 0.8199 . ?
O4 H4B 0.8199 . ?
O5 H5A 0.8199 . ?
O5 H5B 0.8199 . ?
N11 C15 1.3036(18) . ?
N11 N12 1.3945(17) . ?
N12 C13 1.2991(18) . ?
C13 N14 1.3668(17) . ?
C13 H13 0.9500 . ?
N14 C15 1.3631(18) . ?
N14 C16 1.4079(17) . ?
C15 H15 0.9500 . ?
C16 N20 1.3248(18) . ?
C16 N17 1.3267(18) . ?
N17 N18 1.3541(16) . ?
N18 N19 1.3126(17) . ?
N19 N20 1.3519(16) . ?

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
O4 Ca1 O4 144.16(6) . 2_755 ?
O4 Ca1 O5 108.2 . 2_755 ?
O4 Ca1 O5 82.3 2_755 2_755 ?
O4 Ca1 O5 82.3 . . ?
O4 Ca1 O5 108.2 2_755 . ?
O5 Ca1 O5 146.5 2_755 . ?
O4 Ca1 O2 79.2 . 2_755 ?
O4 Ca1 O2 72.6 2_755 2_755 ?
O5 Ca1 O2 141.2 2_755 2_755 ?
O5 Ca1 O2 71.1 . 2_755 ?
O4 Ca1 O2 72.6 . . ?
O4 Ca1 O2 79.2 2_755 . ?
O5 Ca1 O2 71.1 2_755 . ?
O5 Ca1 O2 141.2 . . ?
O2 Ca1 O2 75.5 2_755 . ?
O4 Ca1 O3 75.9 . 2_755 ?
O4 Ca1 O3 138.2 2_755 2_755 ?
O5 Ca1 O3 69.3 2_755 2_755 ?
O5 Ca1 O3 83.3 . 2_755 ?
O2 Ca1 O3 146.3 2_755 2_755 ?
O2 Ca1 O3 117.1 . 2_755 ?
O4 Ca1 O3 138.2 . . ?
O4 Ca1 O3 75.9 2_755 . ?
O5 Ca1 O3 83.3 2_755 . ?
O5 Ca1 O3 69.3 . . ?
O2 Ca1 O3 117.1 2_755 . ?
O2 Ca1 O3 146.3 . . ?
O3 Ca1 O3 71.0 2_755 . ?
Ca1 O2 H2A 121.6 . . ?
Ca1 O2 H2B 112.1 . . ?
H2A O2 H2B 104.3 . . ?
Ca1 O3 H3A 113.4 . . ?
Ca1 O3 H3B 118.0 . . ?
H3A O3 H3B 104.3 . . ?
Ca1 O4 H4A 118.7 . . ?
Ca1 O4 H4B 126.1 . . ?
H4A O4 H4B 104.3 . . ?
Ca1 O5 H5A 116.9 . . ?
Ca1 O5 H5B 122.5 . . ?
H5A O5 H5B 104.3 . . ?
C15 N11 N12 107.42(11) . . ?
C13 N12 N11 107.09(11) . . ?
N12 C13 N14 110.37(12) . . ?
N12 C13 H13 124.8 . . ?
N14 C13 H13 124.8 . . ?
C15 N14 C13 105.06(11) . . ?
C15 N14 C16 128.28(12) . . ?
C13 N14 C16 126.67(12) . . ?
N11 C15 N14 110.06(12) . . ?
N11 C15 H15 125.0 . . ?
N14 C15 H15 125.0 . . ?
N20 C16 N17 114.15(12) . . ?
N20 C16 N14 123.55(12) . . ?
N17 C16 N14 122.30(12) . . ?
C16 N17 N18 103.23(11) . . ?
N19 N18 N17 109.54(11) . . ?
N18 N19 N20 109.90(11) . . ?
C16 N20 N19 103.18(11) . . ?

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
C15 N11 N12 C13 -0.28(15) . . . . ?
N11 N12 C13 N14 -0.15(16) . . . . ?
N12 C13 N14 C15 0.50(16) . . . . ?
N12 C13 N14 C16 -178.81(12) . . . . ?
N12 N11 C15 N14 0.60(15) . . . . ?
C13 N14 C15 N11 -0.68(15) . . . . ?
C16 N14 C15 N11 178.61(12) . . . . ?
C15 N14 C16 N20 22.4(2) . . . . ?
C13 N14 C16 N20 -158.44(14) . . . . ?
C15 N14 C16 N17 -157.83(14) . . . . ?
C13 N14 C16 N17 21.3(2) . . . . ?
N20 C16 N17 N18 0.31(15) . . . . ?
N14 C16 N17 N18 -179.47(11) . . . . ?
C16 N17 N18 N19 -0.53(14) . . . . ?
N17 N18 N19 N20 0.58(15) . . . . ?
N17 C16 N20 N19 0.02(16) . . . . ?
N14 C16 N20 N19 179.80(12) . . . . ?
N18 N19 N20 C16 -0.37(15) . . . . ?

_diffrn_measured_fraction_theta_max 0.991
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.991
_refine_diff_density_max         0.378
_refine_diff_density_min         -0.259
_refine_diff_density_rms         0.057
####################################################################### 
# 
# 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_liohim_3
_database_code_depnum_ccdc_archive 'CCDC 946579'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C3 H4 Li N7 O'
_chemical_formula_sum            'C3 H4 Li N7 O'
_chemical_formula_weight         161.07

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'
Li Li -0.0003 0.0001 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   3.4344(8)
_cell_length_b                   9.898(2)
_cell_length_c                   10.611(3)
_cell_angle_alpha                115.93(3)
_cell_angle_beta                 92.17(2)
_cell_angle_gamma                98.473(20)
_cell_volume                     318.72(15)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    799
_cell_measurement_theta_min      3.8033
_cell_measurement_theta_max      25.2947

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.14
_exptl_crystal_size_mid          0.10
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.678
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             164
_exptl_absorpt_coefficient_mu    0.131
_exptl_absorpt_correction_T_min  0.85041
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
Data cut-off 0.9A
HKLF5 refinement - BASF   0.40387
twin matrix (Platon twinrotmat):
-1.000  0.000  0.000  0.000  -1.000  0.000  0.646  0.971  1.000


A total of 3 datasets were measured on different crysals, all
showing (more severe - multi-domain) twinning
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '141 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            845
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0764
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_theta_min         3.81
_diffrn_reflns_theta_max         23.25
_reflns_number_total             845
_reflns_number_gt                689
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.1939P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         845
_refine_ls_number_parameters     113
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.1052
_refine_ls_R_factor_gt           0.0925
_refine_ls_wR_factor_ref         0.2577
_refine_ls_wR_factor_gt          0.2398
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_restrained_S_all      1.062
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Li1 Li 0.987(3) 0.6772(10) 0.9986(11) 0.028(2) Uani 1 1 d . . .
O2 O 0.5373(11) 0.7832(4) 0.9996(4) 0.0246(11) Uani 1 1 d GD . .
H2A H 0.5559 0.8663 1.0689 0.037 Uiso 1 1 d GD . .
H2B H 0.5209 0.8036 0.9329 0.037 Uiso 1 1 d GD . .
N3 N 0.6395(13) 0.0562(5) 0.2431(5) 0.0250(13) Uani 1 1 d . . .
N4 N 0.5595(13) 0.1820(5) 0.2437(5) 0.0245(12) Uani 1 1 d . . .
N5 N 0.6087(12) 0.2943(5) 0.3775(5) 0.0216(12) Uani 1 1 d . . .
C6 C 0.7171(13) 0.2235(6) 0.4504(5) 0.0202(13) Uani 1 1 d . . .
N7 N 0.7438(12) 0.0796(5) 0.3759(5) 0.0245(13) Uani 1 1 d . . .
N8 N 0.8033(12) 0.3006(5) 0.5993(5) 0.0217(12) Uani 1 1 d . . .
C9 C 0.7941(14) 0.4490(6) 0.6874(6) 0.0211(14) Uani 1 1 d . . .
H9 H 0.7296 0.5214 0.6576 0.025 Uiso 1 1 calc R . .
N10 N 0.8850(13) 0.4784(5) 0.8174(5) 0.0224(13) Uani 1 1 d . . .
N11 N 0.9612(13) 0.3434(5) 0.8177(5) 0.0233(13) Uani 1 1 d . . .
C12 C 0.9141(15) 0.2401(6) 0.6858(6) 0.0207(14) Uani 1 1 d . . .
H12 H 0.9516 0.1376 0.6547 0.025 Uiso 1 1 calc R . .


_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
Li1 O2 1.988(10) . ?
Li1 O2 2.020(11) 1_655 ?
Li1 N10 2.032(10) . ?
Li1 N11 2.050(11) 2_767 ?
Li1 Li1 3.4344(8) 1_655 ?
Li1 Li1 3.4344(8) 1_455 ?
Li1 Li1 3.535(17) 2_767 ?
O2 Li1 2.020(11) 1_455 ?
O2 H2A 0.8208 . ?
O2 H2B 0.8187 . ?
N3 N4 1.312(7) . ?
N3 N7 1.349(7) . ?
N4 N5 1.352(6) . ?
N5 C6 1.326(7) . ?
C6 N7 1.312(7) . ?
C6 N8 1.418(7) . ?
N8 C9 1.359(7) . ?
N8 C12 1.367(8) . ?
C9 N10 1.294(7) . ?
C9 H9 0.9500 . ?
N10 N11 1.400(6) . ?
N11 C12 1.309(7) . ?
N11 Li1 2.050(11) 2_767 ?
C12 H12 0.9500 . ?

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 Li1 O2 118.0(4) . 1_655 ?
O2 Li1 N10 106.7(5) . . ?
O2 Li1 N10 105.7(5) 1_655 . ?
O2 Li1 N11 109.0(5) . 2_767 ?
O2 Li1 N11 102.0(4) 1_655 2_767 ?
N10 Li1 N11 116.0(4) . 2_767 ?
O2 Li1 Li1 148.7(3) . 1_655 ?
O2 Li1 Li1 30.7(3) 1_655 1_655 ?
N10 Li1 Li1 89.6(3) . 1_655 ?
N11 Li1 Li1 86.2(3) 2_767 1_655 ?
O2 Li1 Li1 31.3(3) . 1_455 ?
O2 Li1 Li1 149.3(3) 1_655 1_455 ?
N10 Li1 Li1 90.4(3) . 1_455 ?
N11 Li1 Li1 93.8(3) 2_767 1_455 ?
Li1 Li1 Li1 179.999(5) 1_655 1_455 ?
O2 Li1 Li1 131.2(6) . 2_767 ?
O2 Li1 Li1 110.8(5) 1_655 2_767 ?
N10 Li1 Li1 58.6(3) . 2_767 ?
N11 Li1 Li1 57.7(3) 2_767 2_767 ?
Li1 Li1 Li1 80.1(3) 1_655 2_767 ?
Li1 Li1 Li1 99.9(3) 1_455 2_767 ?
Li1 O2 Li1 118.0(4) . 1_455 ?
Li1 O2 H2A 113.5 . . ?
Li1 O2 H2A 102.5 1_455 . ?
Li1 O2 H2B 112.7 . . ?
Li1 O2 H2B 104.9 1_455 . ?
H2A O2 H2B 103.8 . . ?
N4 N3 N7 110.2(4) . . ?
N3 N4 N5 109.7(4) . . ?
C6 N5 N4 102.0(4) . . ?
N7 C6 N5 115.8(5) . . ?
N7 C6 N8 122.8(5) . . ?
N5 C6 N8 121.5(5) . . ?
C6 N7 N3 102.3(5) . . ?
C9 N8 C12 104.8(4) . . ?
C9 N8 C6 128.3(5) . . ?
C12 N8 C6 126.9(5) . . ?
N10 C9 N8 110.9(5) . . ?
N10 C9 H9 124.5 . . ?
N8 C9 H9 124.5 . . ?
C9 N10 N11 107.3(4) . . ?
C9 N10 Li1 131.9(5) . . ?
N11 N10 Li1 120.3(4) . . ?
C12 N11 N10 106.6(5) . . ?
C12 N11 Li1 130.9(5) . 2_767 ?
N10 N11 Li1 121.3(4) . 2_767 ?
N11 C12 N8 110.3(5) . . ?
N11 C12 H12 124.9 . . ?
N8 C12 H12 124.9 . . ?

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 Li1 O2 Li1 180.000(2) 1_655 . . 1_455 ?
N10 Li1 O2 Li1 61.4(7) . . . 1_455 ?
N11 Li1 O2 Li1 -64.5(7) 2_767 . . 1_455 ?
Li1 Li1 O2 Li1 180.002(2) 1_655 . . 1_455 ?
Li1 Li1 O2 Li1 -1.2(12) 2_767 . . 1_455 ?
N7 N3 N4 N5 0.1(5) . . . . ?
N3 N4 N5 C6 -0.4(5) . . . . ?
N4 N5 C6 N7 0.6(5) . . . . ?
N4 N5 C6 N8 179.7(4) . . . . ?
N5 C6 N7 N3 -0.5(6) . . . . ?
N8 C6 N7 N3 -179.6(5) . . . . ?
N4 N3 N7 C6 0.2(5) . . . . ?
N7 C6 N8 C9 178.7(4) . . . . ?
N5 C6 N8 C9 -0.4(8) . . . . ?
N7 C6 N8 C12 -1.5(8) . . . . ?
N5 C6 N8 C12 179.4(4) . . . . ?
C12 N8 C9 N10 -0.9(5) . . . . ?
C6 N8 C9 N10 179.0(5) . . . . ?
N8 C9 N10 N11 0.2(5) . . . . ?
N8 C9 N10 Li1 172.4(5) . . . . ?
O2 Li1 N10 C9 49.5(7) . . . . ?
O2 Li1 N10 C9 -76.9(6) 1_655 . . . ?
N11 Li1 N10 C9 171.0(5) 2_767 . . . ?
Li1 Li1 N10 C9 -103.4(5) 1_655 . . . ?
Li1 Li1 N10 C9 76.6(5) 1_455 . . . ?
Li1 Li1 N10 C9 178.0(5) 2_767 . . . ?
O2 Li1 N10 N11 -139.2(4) . . . . ?
O2 Li1 N10 N11 94.5(5) 1_655 . . . ?
N11 Li1 N10 N11 -17.7(7) 2_767 . . . ?
Li1 Li1 N10 N11 67.9(4) 1_655 . . . ?
Li1 Li1 N10 N11 -112.1(4) 1_455 . . . ?
Li1 Li1 N10 N11 -10.7(4) 2_767 . . . ?
C9 N10 N11 C12 0.6(5) . . . . ?
Li1 N10 N11 C12 -172.7(4) . . . . ?
C9 N10 N11 Li1 -168.1(5) . . . 2_767 ?
Li1 N10 N11 Li1 18.6(7) . . . 2_767 ?
N10 N11 C12 N8 -1.1(5) . . . . ?
Li1 N11 C12 N8 166.1(5) 2_767 . . . ?
C9 N8 C12 N11 1.2(5) . . . . ?
C6 N8 C12 N11 -178.6(5) . . . . ?

_diffrn_measured_fraction_theta_max 0.937
_diffrn_reflns_theta_full        23.25
_diffrn_measured_fraction_theta_full 0.937
_refine_diff_density_max         0.453
_refine_diff_density_min         -0.461
_refine_diff_density_rms         0.130
####################################################################### 
# 
# 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_safin352
_database_code_depnum_ccdc_archive 'CCDC 946584'
_audit_update_record             
;
2013-06-21 deposited with the CCDC.
2017-05-25 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
 ? 
;
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H26 Ba2 N28 O9'
_chemical_formula_sum            'C12 H26 Ba2 N28 O9'
_chemical_formula_weight         981.29

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'
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'
Ba Ba -0.3244 2.2819 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 2/n'
_symmetry_space_group_name_Hall  '-P 2yac'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y, -z+1/2'
'-x, -y, -z'
'x-1/2, -y, z-1/2'

_cell_length_a                   6.57661(7)
_cell_length_b                   10.74411(11)
_cell_length_c                   22.3441(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 92.5542(10)
_cell_angle_gamma                90.00
_cell_volume                     1577.27(3)
_cell_formula_units_Z            2
_cell_measurement_temperature    150(2)
_cell_measurement_reflns_used    8077
_cell_measurement_theta_min      3.0943
_cell_measurement_theta_max      25.3024

_exptl_crystal_description       plate
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.02
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.066
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             956
_exptl_absorpt_coefficient_mu    2.574
_exptl_absorpt_correction_T_min  0.71602
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;

_exptl_special_details           
; 
 ? 
;

_diffrn_ambient_temperature      150(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'Rigaku UltraX 18 rotating anode'
_diffrn_radiation_monochromator  'Xenocs Fox3D mirror'
_diffrn_measurement_device_type  'MAR345 image plate'
_diffrn_measurement_method       '120 images, ΔΦ 1.5° '
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
_diffrn_reflns_number            10053
_diffrn_reflns_av_R_equivalents  0.0257
_diffrn_reflns_av_sigmaI/netI    0.0193
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         3.19
_diffrn_reflns_theta_max         25.36
_reflns_number_total             2764
_reflns_number_gt                2714
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       MAR
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_molecular_graphics    ?
_computing_publication_material  ?

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0295P)²+3.7682P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_number_reflns         2764
_refine_ls_number_parameters     252
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0276
_refine_ls_R_factor_gt           0.0270
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0696
_refine_ls_goodness_of_fit_ref   1.184
_refine_ls_restrained_S_all      1.184
_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Ba1 Ba 0.2500 0.39289(2) 0.7500 0.01149(8) Uani 1 2 d S . .
Ba2B Ba -0.29117(5) 0.08289(3) 0.74833(3) 0.01233(15) Uani 0.50 1 d P . .
O3 O -0.1206(4) 0.3091(2) 0.69233(10) 0.0232(5) Uani 1 1 d G . .
H3A H -0.1970 0.3691 0.6942 0.035 Uiso 1 1 d G . .
H3B H -0.1015 0.3017 0.6565 0.035 Uiso 1 1 d G . .
O4 O 0.2500 0.1321(3) 0.7500 0.0169(7) Uani 1 2 d SG . .
H4 H 0.2393 0.0906 0.7192 0.025 Uiso 1 1 d G . .
O5 O -0.0199(4) 0.0177(2) 0.65761(11) 0.0275(6) Uani 1 1 d G . .
H5A H 0.0087 -0.0551 0.6510 0.041 Uiso 1 1 d G . .
H5B H -0.0243 0.0505 0.6244 0.041 Uiso 1 1 d G . .
O6 O -0.4974(5) -0.1109(3) 0.71926(13) 0.0406(8) Uani 1 1 d G . .
H6A H -0.5626 -0.1598 0.7390 0.061 Uiso 1 1 d G . .
H6B H -0.4998 -0.1416 0.6856 0.061 Uiso 1 1 d G . .
O7 O 0.5848(4) 0.5317(4) 0.70755(13) 0.0498(9) Uani 1 1 d G . .
H7A H 0.6212 0.5794 0.7346 0.075 Uiso 1 1 d GD . .
H7B H 0.6029 0.5710 0.6768 0.075 Uiso 1 1 d G . .
N11 N 0.1060(4) 0.5766(3) 0.66663(13) 0.0201(6) Uani 1 1 d . . .
N12 N 0.0755(5) 0.6921(3) 0.68337(13) 0.0219(6) Uani 1 1 d . . .
N13 N 0.0619(4) 0.7662(3) 0.63497(12) 0.0196(6) Uani 1 1 d . . .
C14 C 0.0855(5) 0.6879(3) 0.59030(14) 0.0149(6) Uani 1 1 d . . .
N15 N 0.1126(4) 0.5706(3) 0.60615(12) 0.0179(6) Uani 1 1 d . . .
N16 N 0.0810(4) 0.7271(2) 0.52977(12) 0.0169(6) Uani 1 1 d . . .
C17 C 0.0389(5) 0.8439(3) 0.50954(15) 0.0205(7) Uani 1 1 d . . .
H17 H 0.0102 0.9131 0.5342 0.025 Uiso 1 1 calc R . .
N18 N 0.0435(5) 0.8473(3) 0.45134(13) 0.0240(7) Uani 1 1 d . . .
N19 N 0.0901(5) 0.7280(3) 0.43210(13) 0.0238(7) Uani 1 1 d . . .
C20 C 0.1132(5) 0.6585(3) 0.47969(15) 0.0209(7) Uani 1 1 d . . .
H20 H 0.1474 0.5726 0.4795 0.025 Uiso 1 1 calc R . .
N21 N 0.4222(6) 0.2847(3) 0.64425(14) 0.0324(8) Uani 1 1 d . . .
C22 C 0.3972(6) 0.3298(3) 0.59063(16) 0.0268(8) Uani 1 1 d . . .
H22 H 0.3606 0.4134 0.5816 0.032 Uiso 1 1 calc R . .
N23 N 0.4309(4) 0.2403(3) 0.54925(12) 0.0171(6) Uani 1 1 d . . .
C24 C 0.4805(5) 0.1365(3) 0.58205(15) 0.0198(7) Uani 1 1 d . . .
H24 H 0.5123 0.0578 0.5655 0.024 Uiso 1 1 calc R . .
N25 N 0.4780(5) 0.1603(3) 0.63857(13) 0.0264(7) Uani 1 1 d . . .
C26 C 0.4248(5) 0.2553(3) 0.48655(14) 0.0157(7) Uani 1 1 d . . .
N27 N 0.3900(4) 0.3640(3) 0.45989(12) 0.0191(6) Uani 1 1 d . . .
N28 N 0.4035(4) 0.3353(3) 0.40126(13) 0.0212(6) Uani 1 1 d . . .
N29 N 0.4436(4) 0.2166(3) 0.39532(13) 0.0225(6) Uani 1 1 d . . .
N30 N 0.4579(4) 0.1613(3) 0.44967(12) 0.0207(6) 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
Ba1 O4 2.802(3) . ?
Ba1 N11 2.847(3) . ?
Ba1 N11 2.847(3) 2_556 ?
Ba1 O3 2.851(2) . ?
Ba1 O3 2.851(2) 2_556 ?
Ba1 O7 2.857(3) 2_556 ?
Ba1 O7 2.857(3) . ?
Ba1 N21 2.908(3) . ?
Ba1 N21 2.908(3) 2_556 ?
Ba2B Ba2B 0.5433(7) 2_456 ?
Ba2B O6 2.553(3) . ?
Ba2B O5 2.585(3) 2_456 ?
Ba2B O3 2.841(3) 2_456 ?
Ba2B O5 2.847(3) . ?
Ba2B O6 2.888(3) 2_456 ?
Ba2B N25 2.946(3) 1_455 ?
Ba2B O3 2.976(3) . ?
Ba2B O4 3.0654 1_455 ?
Ba2B N25 3.295(3) 2_556 ?
O3 Ba2B 2.841(2) 2_456 ?
O3 H3A 0.8200 . ?
O3 H3B 0.8200 . ?
O4 Ba2B 3.0654 2_456 ?
O4 Ba2B 3.0654 1_655 ?
O4 H4 0.8196 . ?
O5 Ba2B 2.585(3) 2_456 ?
O5 H5A 0.8200 . ?
O5 H5B 0.8199 . ?
O6 Ba2B 2.888(3) 2_456 ?
O6 H6A 0.8200 . ?
O6 H6B 0.8200 . ?
O7 H7A 0.8199 . ?
O7 H7B 0.8200 . ?
N11 N12 1.314(4) . ?
N11 N15 1.356(4) . ?
N12 N13 1.343(4) . ?
N13 C14 1.319(4) . ?
C14 N15 1.319(4) . ?
C14 N16 1.416(4) . ?
N16 C17 1.358(4) . ?
N16 C20 1.364(4) . ?
C17 N18 1.303(5) . ?
C17 H17 0.9500 . ?
N18 N19 1.390(4) . ?
N19 C20 1.302(5) . ?
C20 H20 0.9500 . ?
N21 C22 1.296(5) . ?
N21 N25 1.393(4) . ?
C22 N23 1.359(4) . ?
C22 H22 0.9500 . ?
N23 C24 1.366(4) . ?
N23 C26 1.409(4) . ?
C24 N25 1.289(5) . ?
C24 H24 0.9500 . ?
N25 Ba2B 2.946(3) 1_655 ?
N25 Ba2B 3.295(3) 2_556 ?
C26 N27 1.327(4) . ?
C26 N30 1.328(4) . ?
N27 N28 1.353(4) . ?
N28 N29 1.310(4) . ?
N29 N30 1.352(4) . ?

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
O4 Ba1 N11 133.89(6) . . ?
O4 Ba1 N11 133.89(6) . 2_556 ?
N11 Ba1 N11 92.21(12) . 2_556 ?
O4 Ba1 O3 71.6 . . ?
N11 Ba1 O3 70.76(8) . . ?
N11 Ba1 O3 140.11(8) 2_556 . ?
O4 Ba1 O3 71.6 . 2_556 ?
N11 Ba1 O3 140.11(8) . 2_556 ?
N11 Ba1 O3 70.76(7) 2_556 2_556 ?
O3 Ba1 O3 143.19(10) . 2_556 ?
O4 Ba1 O7 121.48(8) . 2_556 ?
N11 Ba1 O7 67.44(10) . 2_556 ?
N11 Ba1 O7 70.10(8) 2_556 2_556 ?
O3 Ba1 O7 70.06(8) . 2_556 ?
O3 Ba1 O7 132.13(7) 2_556 2_556 ?
O4 Ba1 O7 121.48(8) . . ?
N11 Ba1 O7 70.10(8) . . ?
N11 Ba1 O7 67.44(10) 2_556 . ?
O3 Ba1 O7 132.13(7) . . ?
O3 Ba1 O7 70.06(8) 2_556 . ?
O7 Ba1 O7 117.04(15) 2_556 . ?
O4 Ba1 N21 66.43(6) . . ?
N11 Ba1 N21 82.87(8) . . ?
N11 Ba1 N21 132.73(10) 2_556 . ?
O3 Ba1 N21 82.10(9) . . ?
O3 Ba1 N21 83.39(8) 2_556 . ?
O7 Ba1 N21 144.34(9) 2_556 . ?
O7 Ba1 N21 66.74(11) . . ?
O4 Ba1 N21 66.44(7) . 2_556 ?
N11 Ba1 N21 132.73(10) . 2_556 ?
N11 Ba1 N21 82.87(9) 2_556 2_556 ?
O3 Ba1 N21 83.39(8) . 2_556 ?
O3 Ba1 N21 82.10(9) 2_556 2_556 ?
O7 Ba1 N21 66.74(11) 2_556 2_556 ?
O7 Ba1 N21 144.34(9) . 2_556 ?
N21 Ba1 N21 132.87(13) . 2_556 ?
O4 Ba1 Ba2B 42.194(5) . 2_456 ?
N11 Ba1 Ba2B 108.37(6) . 2_456 ?
N11 Ba1 Ba2B 135.40(6) 2_556 2_456 ?
O3 Ba1 Ba2B 37.75(5) . 2_456 ?
O3 Ba1 Ba2B 108.83(5) 2_556 2_456 ?
O7 Ba1 Ba2B 81.75(7) 2_556 2_456 ?
O7 Ba1 Ba2B 156.53(8) . 2_456 ?
N21 Ba1 Ba2B 89.80(8) . 2_456 ?
N21 Ba1 Ba2B 53.93(6) 2_556 2_456 ?
O4 Ba1 Ba2B 42.194(5) . 1_655 ?
N11 Ba1 Ba2B 135.41(6) . 1_655 ?
N11 Ba1 Ba2B 108.37(6) 2_556 1_655 ?
O3 Ba1 Ba2B 108.83(5) . 1_655 ?
O3 Ba1 Ba2B 37.75(5) 2_556 1_655 ?
O7 Ba1 Ba2B 156.53(8) 2_556 1_655 ?
O7 Ba1 Ba2B 81.75(7) . 1_655 ?
N21 Ba1 Ba2B 53.93(6) . 1_655 ?
N21 Ba1 Ba2B 89.80(7) 2_556 1_655 ?
Ba2B Ba1 Ba2B 84.388(10) 2_456 1_655 ?
Ba2B Ba2B O6 123.36(9) 2_456 . ?
Ba2B Ba2B O5 113.61(17) 2_456 2_456 ?
O6 Ba2B O5 73.56(9) . 2_456 ?
Ba2B Ba2B O3 99.16(10) 2_456 2_456 ?
O6 Ba2B O3 134.36(9) . 2_456 ?
O5 Ba2B O3 74.73(8) 2_456 2_456 ?
Ba2B Ba2B O5 56.31(15) 2_456 . ?
O6 Ba2B O5 87.76(9) . . ?
O5 Ba2B O5 148.37(10) 2_456 . ?
O3 Ba2B O5 133.65(8) 2_456 . ?
Ba2B Ba2B O6 47.60(8) 2_456 2_456 ?
O6 Ba2B O6 79.14(15) . 2_456 ?
O5 Ba2B O6 86.29(9) 2_456 2_456 ?
O3 Ba2B O6 130.20(8) 2_456 2_456 ?
O5 Ba2B O6 64.89(8) . 2_456 ?
Ba2B Ba2B N25 125.99(17) 2_456 1_455 ?
O6 Ba2B N25 76.72(10) . 1_455 ?
O5 Ba2B N25 120.32(9) 2_456 1_455 ?
O3 Ba2B N25 92.21(8) 2_456 1_455 ?
O5 Ba2B N25 78.03(8) . 1_455 ?
O6 Ba2B N25 136.13(9) 2_456 1_455 ?
Ba2B Ba2B O3 70.46(9) 2_456 . ?
O6 Ba2B O3 139.91(9) . . ?
O5 Ba2B O3 140.06(8) 2_456 . ?
O3 Ba2B O3 65.56(10) 2_456 . ?
O5 Ba2B O3 68.99(7) . . ?
O6 Ba2B O3 116.00(8) 2_456 . ?
N25 Ba2B O3 67.00(8) 1_455 . ?
Ba2B Ba2B O4 166.90(12) 2_456 1_455 ?
O6 Ba2B O4 68.38(9) . 1_455 ?
O5 Ba2B O4 61.82(7) 2_456 1_455 ?
O3 Ba2B O4 67.98(7) 2_456 1_455 ?
O5 Ba2B O4 134.39(6) . 1_455 ?
O6 Ba2B O4 139.26(9) 2_456 1_455 ?
N25 Ba2B O4 59.37(6) 1_455 1_455 ?
O3 Ba2B O4 104.72(7) . 1_455 ?
Ba2B Ba2B N25 46.34(15) 2_456 2_556 ?
O6 Ba2B N25 135.07(9) . 2_556 ?
O5 Ba2B N25 75.61(8) 2_456 2_556 ?
O3 Ba2B N25 63.88(7) 2_456 2_556 ?
O5 Ba2B N25 102.60(8) . 2_556 ?
O6 Ba2B N25 66.94(9) 2_456 2_556 ?
N25 Ba2B N25 148.04(12) 1_455 2_556 ?
O3 Ba2B N25 83.21(7) . 2_556 ?
O4 Ba2B N25 121.94(6) 1_455 2_556 ?
Ba2B Ba2B Ba1 131.62(2) 2_456 1_455 ?
O6 Ba2B Ba1 104.90(8) . 1_455 ?
O5 Ba2B Ba1 81.19(6) 2_456 1_455 ?
O3 Ba2B Ba1 37.92(5) 2_456 1_455 ?
O5 Ba2B Ba1 129.07(5) . 1_455 ?
O6 Ba2B Ba1 165.01(6) 2_456 1_455 ?
N25 Ba2B Ba1 58.44(6) 1_455 1_455 ?
O3 Ba2B Ba1 70.38(5) . 1_455 ?
O4 Ba2B Ba1 37.87(6) 1_455 1_455 ?
N25 Ba2B Ba1 101.74(6) 2_556 1_455 ?
Ba2B O3 Ba1 104.33(7) 2_456 . ?
Ba1 O3 Ba2B 113.49(7) . . ?
Ba2B O3 H3A 120.7 2_456 . ?
Ba1 O3 H3A 104.0 . . ?
Ba2B O3 H3A 112.2 . . ?
Ba2B O3 H3B 114.6 2_456 . ?
Ba1 O3 H3B 107.9 . . ?
Ba2B O3 H3B 114.1 . . ?
H3A O3 H3B 104.3 . . ?
Ba1 O4 Ba2B 99.93(6) . 2_456 ?
Ba1 O4 Ba2B 99.93(6) . 1_655 ?
Ba2B O4 Ba2B 160.14(12) 2_456 1_655 ?
Ba1 O4 H4 122.9 . . ?
Ba2B O4 H4 82.5 2_456 . ?
Ba2B O4 H4 86.8 1_655 . ?
Ba2B O5 H5A 121.8 2_456 . ?
Ba2B O5 H5A 121.2 . . ?
Ba2B O5 H5B 128.3 2_456 . ?
Ba2B O5 H5B 122.7 . . ?
H5A O5 H5B 104.3 . . ?
Ba2B O6 H6A 132.1 . . ?
Ba2B O6 H6A 132.9 2_456 . ?
Ba2B O6 H6B 123.3 . . ?
Ba2B O6 H6B 120.3 2_456 . ?
H6A O6 H6B 104.3 . . ?
Ba1 O7 H7A 106.6 . . ?
Ba1 O7 H7B 133.6 . . ?
H7A O7 H7B 104.3 . . ?
N12 N11 N15 109.9(3) . . ?
N12 N11 Ba1 121.3(2) . . ?
N15 N11 Ba1 126.5(2) . . ?
N11 N12 N13 109.6(3) . . ?
C14 N13 N12 103.1(3) . . ?
N15 C14 N13 115.1(3) . . ?
N15 C14 N16 122.5(3) . . ?
N13 C14 N16 122.3(3) . . ?
C14 N15 N11 102.3(3) . . ?
C17 N16 C20 105.2(3) . . ?
C17 N16 C14 126.0(3) . . ?
C20 N16 C14 128.7(3) . . ?
N18 C17 N16 110.1(3) . . ?
N18 C17 H17 124.9 . . ?
N16 C17 H17 124.9 . . ?
C17 N18 N19 107.4(3) . . ?
C20 N19 N18 107.2(3) . . ?
N19 C20 N16 110.1(3) . . ?
N19 C20 H20 125.0 . . ?
N16 C20 H20 125.0 . . ?
C22 N21 N25 107.3(3) . . ?
C22 N21 Ba1 124.3(2) . . ?
N25 N21 Ba1 124.8(2) . . ?
N21 C22 N23 110.3(3) . . ?
N21 C22 H22 124.9 . . ?
N23 C22 H22 124.9 . . ?
C22 N23 C24 104.7(3) . . ?
C22 N23 C26 126.7(3) . . ?
C24 N23 C26 128.5(3) . . ?
N25 C24 N23 110.5(3) . . ?
N25 C24 H24 124.7 . . ?
N23 C24 H24 124.7 . . ?
C24 N25 N21 107.1(3) . . ?
C24 N25 Ba2B 137.0(2) . 1_655 ?
N21 N25 Ba2B 108.9(2) . 1_655 ?
C24 N25 Ba2B 131.8(2) . 2_556 ?
N21 N25 Ba2B 109.3(2) . 2_556 ?
N27 C26 N30 114.9(3) . . ?
N27 C26 N23 122.9(3) . . ?
N30 C26 N23 122.1(3) . . ?
C26 N27 N28 102.5(3) . . ?
N29 N28 N27 110.0(3) . . ?
N28 N29 N30 110.1(3) . . ?
C26 N30 N29 102.5(3) . . ?

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
O4 Ba1 O3 Ba2B 32.26(5) . . . 2_456 ?
N11 Ba1 O3 Ba2B -174.86(11) . . . 2_456 ?
N11 Ba1 O3 Ba2B -105.57(12) 2_556 . . 2_456 ?
O3 Ba1 O3 Ba2B 32.26(5) 2_556 . . 2_456 ?
O7 Ba1 O3 Ba2B -102.66(11) 2_556 . . 2_456 ?
O7 Ba1 O3 Ba2B 148.44(11) . . . 2_456 ?
N21 Ba1 O3 Ba2B 99.98(9) . . . 2_456 ?
N21 Ba1 O3 Ba2B -35.05(9) 2_556 . . 2_456 ?
Ba2B Ba1 O3 Ba2B 52.46(8) 1_655 . . 2_456 ?
O4 Ba1 O3 Ba2B 37.45(6) . . . . ?
N11 Ba1 O3 Ba2B -169.67(11) . . . . ?
N11 Ba1 O3 Ba2B -100.38(13) 2_556 . . . ?
O3 Ba1 O3 Ba2B 37.45(6) 2_556 . . . ?
O7 Ba1 O3 Ba2B -97.47(12) 2_556 . . . ?
O7 Ba1 O3 Ba2B 153.63(11) . . . . ?
N21 Ba1 O3 Ba2B 105.17(10) . . . . ?
N21 Ba1 O3 Ba2B -29.86(10) 2_556 . . . ?
Ba2B Ba1 O3 Ba2B 5.19(3) 2_456 . . . ?
Ba2B Ba1 O3 Ba2B 57.65(9) 1_655 . . . ?
O6 Ba2B O3 Ba2B -119.0(2) . . . 2_456 ?
O5 Ba2B O3 Ba2B 103.79(19) 2_456 . . 2_456 ?
O3 Ba2B O3 Ba2B 110.29(17) 2_456 . . 2_456 ?
O5 Ba2B O3 Ba2B -60.39(15) . . . 2_456 ?
O6 Ba2B O3 Ba2B -14.27(14) 2_456 . . 2_456 ?
N25 Ba2B O3 Ba2B -145.90(16) 1_455 . . 2_456 ?
O4 Ba2B O3 Ba2B 167.25(16) 1_455 . . 2_456 ?
N25 Ba2B O3 Ba2B 45.94(15) 2_556 . . 2_456 ?
Ba1 Ba2B O3 Ba2B 151.00(15) 1_455 . . 2_456 ?
Ba2B Ba2B O3 Ba1 -29.09(16) 2_456 . . . ?
O6 Ba2B O3 Ba1 -148.07(12) . . . . ?
O5 Ba2B O3 Ba1 74.69(15) 2_456 . . . ?
O3 Ba2B O3 Ba1 81.19(10) 2_456 . . . ?
O5 Ba2B O3 Ba1 -89.48(10) . . . . ?
O6 Ba2B O3 Ba1 -43.36(12) 2_456 . . . ?
N25 Ba2B O3 Ba1 -174.99(12) 1_455 . . . ?
O4 Ba2B O3 Ba1 138.15(7) 1_455 . . . ?
N25 Ba2B O3 Ba1 16.85(9) 2_556 . . . ?
Ba1 Ba2B O3 Ba1 121.91(9) 1_455 . . . ?
N11 Ba1 O4 Ba2B -65.80(8) . . . 2_456 ?
N11 Ba1 O4 Ba2B 114.20(8) 2_556 . . 2_456 ?
O3 Ba1 O4 Ba2B -29.12(6) . . . 2_456 ?
O3 Ba1 O4 Ba2B 150.88(6) 2_556 . . 2_456 ?
O7 Ba1 O4 Ba2B 22.18(7) 2_556 . . 2_456 ?
O7 Ba1 O4 Ba2B -157.82(7) . . . 2_456 ?
N21 Ba1 O4 Ba2B -118.38(8) . . . 2_456 ?
N21 Ba1 O4 Ba2B 61.62(8) 2_556 . . 2_456 ?
Ba2B Ba1 O4 Ba2B 180.0 1_655 . . 2_456 ?
N11 Ba1 O4 Ba2B 114.20(8) . . . 1_655 ?
N11 Ba1 O4 Ba2B -65.80(8) 2_556 . . 1_655 ?
O3 Ba1 O4 Ba2B 150.88(6) . . . 1_655 ?
O3 Ba1 O4 Ba2B -29.12(6) 2_556 . . 1_655 ?
O7 Ba1 O4 Ba2B -157.82(7) 2_556 . . 1_655 ?
O7 Ba1 O4 Ba2B 22.18(7) . . . 1_655 ?
N21 Ba1 O4 Ba2B 61.62(8) . . . 1_655 ?
N21 Ba1 O4 Ba2B -118.38(8) 2_556 . . 1_655 ?
Ba2B Ba1 O4 Ba2B 180.0 2_456 . . 1_655 ?
O6 Ba2B O5 Ba2B -133.42(10) . . . 2_456 ?
O5 Ba2B O5 Ba2B -80.54(13) 2_456 . . 2_456 ?
O3 Ba2B O5 Ba2B 68.19(10) 2_456 . . 2_456 ?
O6 Ba2B O5 Ba2B -54.36(10) 2_456 . . 2_456 ?
N25 Ba2B O5 Ba2B 149.68(9) 1_455 . . 2_456 ?
O3 Ba2B O5 Ba2B 79.95(8) . . . 2_456 ?
O4 Ba2B O5 Ba2B 170.23(10) 1_455 . . 2_456 ?
N25 Ba2B O5 Ba2B 2.41(9) 2_556 . . 2_456 ?
Ba1 Ba2B O5 Ba2B 119.14(6) 1_455 . . 2_456 ?
O5 Ba2B O6 Ba2B -107.8(2) 2_456 . . 2_456 ?
O3 Ba2B O6 Ba2B -155.5(3) 2_456 . . 2_456 ?
O5 Ba2B O6 Ba2B 46.4(2) . . . 2_456 ?
O6 Ba2B O6 Ba2B -18.5(2) 2_456 . . 2_456 ?
N25 Ba2B O6 Ba2B 124.6(2) 1_455 . . 2_456 ?
O3 Ba2B O6 Ba2B 99.2(2) . . . 2_456 ?
O4 Ba2B O6 Ba2B -173.4(2) 1_455 . . 2_456 ?
N25 Ba2B O6 Ba2B -59.3(2) 2_556 . . 2_456 ?
Ba1 Ba2B O6 Ba2B 176.3(2) 1_455 . . 2_456 ?
O4 Ba1 N11 N12 161.6(2) . . . . ?
N11 Ba1 N11 N12 -18.4(2) 2_556 . . . ?
O3 Ba1 N11 N12 124.7(3) . . . . ?
O3 Ba1 N11 N12 -80.5(3) 2_556 . . . ?
O7 Ba1 N11 N12 49.0(2) 2_556 . . . ?
O7 Ba1 N11 N12 -83.4(3) . . . . ?
N21 Ba1 N11 N12 -151.2(3) . . . . ?
N21 Ba1 N11 N12 63.9(3) 2_556 . . . ?
Ba2B Ba1 N11 N12 121.4(2) 2_456 . . . ?
Ba2B Ba1 N11 N12 -137.6(2) 1_655 . . . ?
O4 Ba1 N11 N15 -37.5(3) . . . . ?
N11 Ba1 N11 N15 142.5(3) 2_556 . . . ?
O3 Ba1 N11 N15 -74.3(2) . . . . ?
O3 Ba1 N11 N15 80.4(3) 2_556 . . . ?
O7 Ba1 N11 N15 -150.1(3) 2_556 . . . ?
O7 Ba1 N11 N15 77.5(3) . . . . ?
N21 Ba1 N11 N15 9.7(2) . . . . ?
N21 Ba1 N11 N15 -135.1(2) 2_556 . . . ?
Ba2B Ba1 N11 N15 -77.7(2) 2_456 . . . ?
Ba2B Ba1 N11 N15 23.3(3) 1_655 . . . ?
N15 N11 N12 N13 -0.3(4) . . . . ?
Ba1 N11 N12 N13 163.5(2) . . . . ?
N11 N12 N13 C14 0.1(4) . . . . ?
N12 N13 C14 N15 0.1(4) . . . . ?
N12 N13 C14 N16 179.8(3) . . . . ?
N13 C14 N15 N11 -0.3(4) . . . . ?
N16 C14 N15 N11 -179.9(3) . . . . ?
N12 N11 N15 C14 0.3(3) . . . . ?
Ba1 N11 N15 C14 -162.4(2) . . . . ?
N15 C14 N16 C17 174.7(3) . . . . ?
N13 C14 N16 C17 -4.9(5) . . . . ?
N15 C14 N16 C20 -4.0(5) . . . . ?
N13 C14 N16 C20 176.3(3) . . . . ?
C20 N16 C17 N18 0.3(4) . . . . ?
C14 N16 C17 N18 -178.7(3) . . . . ?
N16 C17 N18 N19 0.1(4) . . . . ?
C17 N18 N19 C20 -0.5(4) . . . . ?
N18 N19 C20 N16 0.8(4) . . . . ?
C17 N16 C20 N19 -0.7(4) . . . . ?
C14 N16 C20 N19 178.3(3) . . . . ?
O4 Ba1 N21 C22 142.3(4) . . . . ?
N11 Ba1 N21 C22 -2.5(3) . . . . ?
N11 Ba1 N21 C22 -88.9(4) 2_556 . . . ?
O3 Ba1 N21 C22 69.0(3) . . . . ?
O3 Ba1 N21 C22 -144.9(4) 2_556 . . . ?
O7 Ba1 N21 C22 30.6(4) 2_556 . . . ?
O7 Ba1 N21 C22 -73.8(3) . . . . ?
N21 Ba1 N21 C22 142.3(4) 2_556 . . . ?
Ba2B Ba1 N21 C22 106.1(3) 2_456 . . . ?
Ba2B Ba1 N21 C22 -170.7(4) 1_655 . . . ?
O4 Ba1 N21 N25 -13.7(3) . . . . ?
N11 Ba1 N21 N25 -158.5(3) . . . . ?
N11 Ba1 N21 N25 115.1(3) 2_556 . . . ?
O3 Ba1 N21 N25 -87.0(3) . . . . ?
O3 Ba1 N21 N25 59.0(3) 2_556 . . . ?
O7 Ba1 N21 N25 -125.4(3) 2_556 . . . ?
O7 Ba1 N21 N25 130.1(3) . . . . ?
N21 Ba1 N21 N25 -13.7(3) 2_556 . . . ?
Ba2B Ba1 N21 N25 -49.9(3) 2_456 . . . ?
Ba2B Ba1 N21 N25 33.3(3) 1_655 . . . ?
N25 N21 C22 N23 0.9(5) . . . . ?
Ba1 N21 C22 N23 -158.6(2) . . . . ?
N21 C22 N23 C24 -0.5(4) . . . . ?
N21 C22 N23 C26 -177.7(3) . . . . ?
C22 N23 C24 N25 -0.2(4) . . . . ?
C26 N23 C24 N25 177.0(3) . . . . ?
N23 C24 N25 N21 0.7(4) . . . . ?
N23 C24 N25 Ba2B -144.9(3) . . . 1_655 ?
N23 C24 N25 Ba2B -136.9(3) . . . 2_556 ?
C22 N21 N25 C24 -1.0(4) . . . . ?
Ba1 N21 N25 C24 158.4(2) . . . . ?
C22 N21 N25 Ba2B 154.9(3) . . . 1_655 ?
Ba1 N21 N25 Ba2B -45.6(3) . . . 1_655 ?
C22 N21 N25 Ba2B 146.8(3) . . . 2_556 ?
Ba1 N21 N25 Ba2B -53.7(3) . . . 2_556 ?
C22 N23 C26 N27 2.2(5) . . . . ?
C24 N23 C26 N27 -174.4(3) . . . . ?
C22 N23 C26 N30 -179.2(3) . . . . ?
C24 N23 C26 N30 4.2(5) . . . . ?
N30 C26 N27 N28 -0.3(4) . . . . ?
N23 C26 N27 N28 178.4(3) . . . . ?
C26 N27 N28 N29 0.0(3) . . . . ?
N27 N28 N29 N30 0.2(4) . . . . ?
N27 C26 N30 N29 0.4(4) . . . . ?
N23 C26 N30 N29 -178.3(3) . . . . ?
N28 N29 N30 C26 -0.3(4) . . . . ?

_diffrn_measured_fraction_theta_max 0.958
_diffrn_reflns_theta_full        25.24
_diffrn_measured_fraction_theta_full 0.959
_refine_diff_density_max         0.776
_refine_diff_density_min         -0.509
_refine_diff_density_rms         0.097
