#------------------------------------------------------------------------------
#$Date: 2016-02-16 03:10:39 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176453 $
#$URL: svn://www.crystallography.net/cod/cif/7/02/34/7023456.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7023456
loop_
_publ_author_name
'Zima, Vítězslav'
'Raja, Duraisamy Senthil'
'Lee, Yu-Shan'
'Chang, Ting-Guang'
'Wu, Cheng-You'
'Hu, Chien-Chieh'
'Lee, Kueir-Rarn'
'Lai, Juin-Yih'
'Yeh, Jui-Ming'
'Lin, Chia-Her'
_publ_section_title
;
 Alkaline-earth metal phosphonocarboxylates: synthesis, structures,
 chirality, and luminescence properties.
;
_journal_issue                   43
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              15332
_journal_page_last               15342
_journal_paper_doi               10.1039/c3dt51375k
_journal_volume                  42
_journal_year                    2013
_chemical_formula_sum            'C5 H9 Ba N O7.5 P'
_chemical_formula_weight         371.44
_chemical_name_systematic
;
?
;
_space_group_IT_number           15
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.377(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   21.4194(14)
_cell_length_b                   5.1337(3)
_cell_length_c                   18.4721(11)
_cell_measurement_reflns_used    7599
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.4668
_cell_measurement_theta_min      2.4267
_cell_volume                     1991.3(2)
_computing_cell_refinement       'Bruker SAINT (Bruker, 2009)'
_computing_data_collection       'Bruker APEX2 (Bruker, 2010)'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL (Sheldrick, 2008)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.958
_diffrn_measured_fraction_theta_max 0.958
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0233
_diffrn_reflns_av_sigmaI/netI    0.0220
_diffrn_reflns_limit_h_max       28
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -24
_diffrn_reflns_number            8986
_diffrn_reflns_theta_full        28.67
_diffrn_reflns_theta_max         28.67
_diffrn_reflns_theta_min         1.94
_exptl_absorpt_coefficient_mu    4.173
_exptl_absorpt_correction_T_max  0.6804
_exptl_absorpt_correction_T_min  0.3879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2008)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.478
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lamellar
_exptl_crystal_F_000             1416
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.441
_refine_diff_density_min         -0.664
_refine_diff_density_rms         0.107
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.148
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     141
_refine_ls_number_reflns         2455
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.148
_refine_ls_R_factor_all          0.0194
_refine_ls_R_factor_gt           0.0180
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0196P)²+2.6608P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0461
_refine_ls_wR_factor_ref         0.0466
_reflns_number_gt                2325
_reflns_number_total             2455
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c3dt51375k.txt
_cod_data_source_block           7
_cod_original_sg_symbol_H-M      'C 2/c'
_cod_original_formula_sum        'C5 H9 Ba N O7.50 P'
_cod_database_code               7023456
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'
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
Ba1 Ba 0.950308(6) 0.85993(2) 0.388375(7) 0.01547(6) Uani 1 1 d .
P1 P 0.91345(3) 0.59314(12) 0.55030(3) 0.01564(12) Uani 1 1 d .
O1 O 0.95609(8) 0.8208(3) 0.54508(10) 0.0224(4) Uani 1 1 d .
O2 O 1.06468(9) 0.6087(3) 0.39173(11) 0.0258(4) Uani 1 1 d .
O3 O 0.89924(9) 0.4791(3) 0.46986(9) 0.0246(4) Uani 1 1 d .
H1 H 0.8714 0.3516 0.4551 0.029 Uiso 1 1 d R
O4 O 0.83903(8) 1.0747(4) 0.42009(11) 0.0274(4) Uani 1 1 d .
O5 O 0.75282(9) 0.2100(4) 0.58895(13) 0.0348(5) Uani 1 1 d .
O6 O 0.92400(10) 1.3291(3) 0.32012(10) 0.0298(4) Uani 1 1 d .
O7 O 0.86008(10) 0.6413(3) 0.26412(11) 0.0325(5) Uani 1 1 d .
O8 O 1.0000 0.7975(6) 0.2500 0.0335(6) Uani 1 2 d S
H2 H 0.9669 0.6782 0.2198 0.050 Uiso 1 1 d R
N1 N 0.82383(9) 0.6196(4) 0.63897(10) 0.0147(4) Uani 1 1 d .
H3 H 0.8357 0.4420 0.6466 0.018 Uiso 1 1 d R
C1 C 0.83513(11) 0.7027(5) 0.56456(12) 0.0177(4) Uani 1 1 d .
H1A H 0.8327 0.8910 0.5608 0.021 Uiso 1 1 calc R
H1B H 0.8021 0.6301 0.5263 0.021 Uiso 1 1 calc R
C2 C 0.75471(11) 0.6295(4) 0.64258(14) 0.0190(5) Uani 1 1 d .
H2A H 0.7362 0.7913 0.6212 0.023 Uiso 1 1 calc R
H2B H 0.7498 0.6227 0.6936 0.023 Uiso 1 1 calc R
C3 C 0.72063(12) 0.3995(5) 0.60024(14) 0.0193(5) Uani 1 1 d .
C4 C 0.86479(11) 0.7630(5) 0.70126(12) 0.0188(5) Uani 1 1 d .
H4A H 0.8417 0.9118 0.7149 0.023 Uiso 1 1 calc R
H4B H 0.9027 0.8265 0.6857 0.023 Uiso 1 1 calc R
C5 C 0.88377(12) 0.5825(5) 0.76779(13) 0.0199(5) Uani 1 1 d .
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'
P P 0.1023 0.0942 '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'
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
O1 Ba1 O6 74.96(6) 5_776 .
O1 Ba1 O2 72.31(6) 5_776 .
O6 Ba1 O2 121.68(6) . .
O1 Ba1 O4 104.69(5) 5_776 .
O6 Ba1 O4 68.95(6) . .
O2 Ba1 O4 166.25(6) . .
O1 Ba1 O3 120.76(5) 5_776 .
O6 Ba1 O3 142.56(6) . .
O2 Ba1 O3 95.75(5) . .
O4 Ba1 O3 74.00(5) . .
O1 Ba1 O1 72.72(6) 5_776 .
O6 Ba1 O1 119.38(5) . .
O2 Ba1 O1 94.76(5) . .
O4 Ba1 O1 71.68(5) . .
O3 Ba1 O1 50.12(5) . .
O1 Ba1 O7 155.73(6) 5_776 .
O6 Ba1 O7 86.08(5) . .
O2 Ba1 O7 106.58(6) . .
O4 Ba1 O7 81.75(6) . .
O3 Ba1 O7 83.49(5) . .
O1 Ba1 O7 130.88(5) . .
O1 Ba1 O8 95.60(5) 5_776 .
O6 Ba1 O8 76.94(7) . .
O2 Ba1 O8 60.13(5) . .
O4 Ba1 O8 133.49(5) . .
O3 Ba1 O8 128.84(7) . .
O1 Ba1 O8 154.79(4) . .
O7 Ba1 O8 64.92(5) . .
O1 Ba1 O6 143.51(6) 5_776 1_545
O6 Ba1 O6 127.01(7) . 1_545
O2 Ba1 O6 71.22(6) . 1_545
O4 Ba1 O6 110.40(6) . 1_545
O3 Ba1 O6 62.28(5) . 1_545
O1 Ba1 O6 108.99(5) . 1_545
O7 Ba1 O6 44.09(5) . 1_545
O8 Ba1 O6 67.13(7) . 1_545
O1 Ba1 C5 155.59(6) 5_776 6_565
O6 Ba1 C5 105.87(6) . 6_565
O2 Ba1 C5 87.53(6) . 6_565
O4 Ba1 C5 98.07(6) . 6_565
O3 Ba1 C5 73.83(5) . 6_565
O1 Ba1 C5 123.89(5) . 6_565
O7 Ba1 C5 22.14(5) . 6_565
O8 Ba1 C5 61.70(6) . 6_565
O6 Ba1 C5 22.17(5) 1_545 6_565
O1 Ba1 P1 96.93(4) 5_776 .
O6 Ba1 P1 132.59(4) . .
O2 Ba1 P1 98.40(4) . .
O4 Ba1 P1 68.36(4) . .
O3 Ba1 P1 25.78(3) . .
O1 Ba1 P1 24.59(3) . .
O7 Ba1 P1 107.11(4) . .
O8 Ba1 P1 150.14(6) . .
O6 Ba1 P1 87.07(4) 1_545 .
C5 Ba1 P1 99.58(4) 6_565 .
O1 Ba1 P1 76.89(4) 5_776 5_766
O6 Ba1 P1 140.33(5) . 5_766
O2 Ba1 P1 20.48(4) . 5_766
O4 Ba1 P1 146.32(4) . 5_766
O3 Ba1 P1 76.58(4) . 5_766
O1 Ba1 P1 77.01(4) . 5_766
O7 Ba1 P1 110.88(4) . 5_766
O8 Ba1 P1 78.61(4) . 5_766
O6 Ba1 P1 68.47(4) 1_545 5_766
C5 Ba1 P1 89.07(5) 6_565 5_766
P1 Ba1 P1 78.014(15) . 5_766
O2 P1 O1 118.50(11) 5_766 .
O2 P1 O3 113.19(11) 5_766 .
O1 P1 O3 103.71(10) . .
O2 P1 C1 105.96(10) 5_766 .
O1 P1 C1 110.85(11) . .
O3 P1 C1 103.76(10) . .
O2 P1 Ba1 141.85(7) 5_766 .
O1 P1 Ba1 53.11(7) . .
O3 P1 Ba1 51.29(6) . .
C1 P1 Ba1 111.55(7) . .
O2 P1 Ba1 40.13(7) 5_766 5_766
O1 P1 Ba1 93.19(7) . 5_766
O3 P1 Ba1 92.80(7) . 5_766
C1 P1 Ba1 146.04(8) . 5_766
Ba1 P1 Ba1 101.987(15) . 5_766
P1 O1 Ba1 148.69(10) . 5_776
P1 O1 Ba1 102.30(8) . .
Ba1 O1 Ba1 107.28(6) 5_776 .
P1 O2 Ba1 119.40(10) 5_766 .
P1 O3 Ba1 102.93(8) . .
C3 O4 Ba1 146.42(16) 7_666 .
C5 O6 Ba1 136.77(16) 6_575 .
C5 O6 Ba1 92.22(14) 6_575 1_565
Ba1 O6 Ba1 127.02(7) . 1_565
C5 O7 Ba1 96.43(15) 6_565 .
Ba1 O8 Ba1 167.62(12) 2_755 .
C4 N1 C2 112.61(18) . .
C4 N1 C1 112.83(18) . .
C2 N1 C1 111.74(18) . .
N1 C1 P1 111.14(15) . .
N1 C2 C3 109.23(18) . .
O5 C3 O4 126.7(2) . 7_666
O5 C3 C2 118.1(2) . .
O4 C3 C2 115.2(2) 7_666 .
N1 C4 C5 110.05(19) . .
O6 C5 O7 125.9(2) 6_576 6_566
O6 C5 C4 115.9(2) 6_576 .
O7 C5 C4 118.2(2) 6_566 .
O6 C5 Ba1 65.60(13) 6_576 6_566
O7 C5 Ba1 61.43(13) 6_566 6_566
C4 C5 Ba1 166.01(16) . 6_566
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ba1 O1 2.6914(17) 5_776
Ba1 O6 2.7255(18) .
Ba1 O2 2.7585(18) .
Ba1 O4 2.7911(18) .
Ba1 O3 2.8167(17) .
Ba1 O1 2.8799(18) .
Ba1 O7 2.918(2) .
Ba1 O8 2.9736(4) .
Ba1 O6 3.0088(18) 1_545
Ba1 C5 3.301(2) 6_565
Ba1 P1 3.5181(6) .
Ba1 P1 3.7290(6) 5_766
P1 O2 1.4973(18) 5_766
P1 O1 1.4983(17) .
P1 O3 1.5700(17) .
P1 C1 1.837(2) .
P1 Ba1 3.7289(6) 5_766
O1 Ba1 2.6914(17) 5_776
O2 P1 1.4973(18) 5_766
O4 C3 1.266(3) 7_666
O5 C3 1.233(3) .
O6 C5 1.247(3) 6_575
O6 Ba1 3.0088(18) 1_565
O7 C5 1.252(3) 6_565
O8 Ba1 2.9736(4) 2_755
N1 C4 1.496(3) .
N1 C2 1.496(3) .
N1 C1 1.504(3) .
C2 C3 1.521(3) .
C3 O4 1.266(3) 7_666
C4 C5 1.529(3) .
C5 O6 1.247(3) 6_576
C5 O7 1.252(3) 6_566
C5 Ba1 3.301(2) 6_566
