#------------------------------------------------------------------------------
#$Date: 2016-03-24 03:25:37 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179630 $
#$URL: svn://www.crystallography.net/cod/cif/4/50/94/4509425.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided the Crystal Eye server at
# http://wwmm.ch.cam.ac.uk/crystaleye/, created by Nick Day at the
# Peter Murray-Rust laboratory.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_4509425
loop_
_publ_author_name
'Song, Jun-Ling'
'Yi, Fei-Yan'
'Mao, Jiang-Gao'
_publ_section_title
;
 New Types of Luminescent Lanthanide Squarato-Aminophosphonates
;
_journal_issue                   7
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              3273
_journal_paper_doi               10.1021/cg900010z
_journal_volume                  9
_journal_year                    2009
_chemical_formula_sum            'C13 H9 N O8 P Tb'
_chemical_formula_weight         497.10
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   10.809(3)
_cell_length_b                   9.470(2)
_cell_length_c                   28.244(6)
_cell_measurement_temperature    293(2)
_cell_volume                     2891.1(12)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.995
_diffrn_measurement_device_type  'Rigaku Mercury CCD'
_diffrn_measurement_method       'narrow frame method'
_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  0.0593
_diffrn_reflns_av_sigmaI/netI    0.0374
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       36
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            21203
_diffrn_reflns_theta_full        27.49
_diffrn_reflns_theta_max         27.49
_diffrn_reflns_theta_min         3.45
_diffrn_standards_decay_%        <1.0%
_exptl_absorpt_coefficient_mu    5.048
_exptl_absorpt_correction_T_max  1.0
_exptl_absorpt_correction_T_min  0.868
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.284
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       brick
_exptl_crystal_F_000             1904
_exptl_crystal_size_max          0.07
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.03
_refine_diff_density_max         3.482
_refine_diff_density_min         -2.160
_refine_diff_density_rms         0.230
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.441
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     207
_refine_ls_number_reflns         3304
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.441
_refine_ls_R_factor_all          0.0764
_refine_ls_R_factor_gt           0.0696
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0000P)²+66.2260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1342
_refine_ls_wR_factor_ref         0.1363
_reflns_number_gt                2996
_reflns_number_total             3304
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg900010zsup1.cif
_cod_data_source_block           TbL
_cod_depositor_comments
;
The following automatic conversions were performed:

'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1891 2012-01-12 08:04:46Z andrius 
;
_cod_original_cell_volume        2891.2(12)
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               4509425
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'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, y-1/2, z'
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
Tb1 Tb 0.93637(4) 0.80260(5) -0.046343(17) 0.01845(15) Uani 1 1 d .
P1 P 1.1216(2) 0.8311(3) 0.06318(9) 0.0182(5) Uani 1 1 d .
N1 N 0.9220(8) 0.7131(9) 0.1070(3) 0.0188(18) Uani 1 1 d .
C1 C 0.9362(15) 0.8608(14) 0.2181(5) 0.042(3) Uani 1 1 d .
H1A H 0.9877 0.9321 0.2070 0.051 Uiso 1 1 calc R
C2 C 0.9382(14) 0.8283(12) 0.2657(4) 0.038(3) Uani 1 1 d .
H2A H 0.9877 0.8790 0.2866 0.046 Uiso 1 1 calc R
C3 C 0.8646(13) 0.7180(13) 0.2817(4) 0.034(3) Uani 1 1 d .
C4 C 0.7866(17) 0.6475(18) 0.2507(5) 0.061(5) Uani 1 1 d .
H4A H 0.7373 0.5739 0.2617 0.073 Uiso 1 1 calc R
C5 C 0.7820(17) 0.686(2) 0.2037(5) 0.067(6) Uani 1 1 d .
H5A H 0.7263 0.6423 0.1834 0.080 Uiso 1 1 calc R
C6 C 0.8607(11) 0.7913(14) 0.1864(4) 0.033(3) Uani 1 1 d .
C7 C 0.8715(13) 0.6737(16) 0.3322(5) 0.039(3) Uani 1 1 d .
C8 C 0.8577(10) 0.8255(11) 0.1342(4) 0.022(2) Uiso 1 1 d .
H8A H 0.7725 0.8330 0.1237 0.026 Uiso 1 1 calc R
H8B H 0.8979 0.9156 0.1287 0.026 Uiso 1 1 calc R
C9 C 1.0577(9) 0.7087(12) 0.1068(4) 0.023(2) Uani 1 1 d .
H9A H 1.0851 0.6136 0.0995 0.027 Uiso 1 1 calc R
H9B H 1.0884 0.7332 0.1380 0.027 Uiso 1 1 calc R
C10 C 0.8599(10) 0.6200(11) 0.0795(4) 0.020(2) Uiso 1 1 d .
C11 C 0.7314(10) 0.6055(12) 0.0662(4) 0.023(2) Uani 1 1 d .
C12 C 0.7617(11) 0.4860(14) 0.0371(4) 0.029(3) Uani 1 1 d .
C13 C 0.8917(10) 0.4979(12) 0.0524(4) 0.025(2) Uani 1 1 d .
O1 O 0.8094(10) 0.5534(11) 0.3403(3) 0.052(3) Uani 1 1 d .
H1B H 0.8332 0.5182 0.3652 0.078 Uiso 1 1 calc R
O2 O 0.9314(9) 0.7380(9) 0.3628(3) 0.0332(19) Uani 1 1 d .
O3 O 0.6346(7) 0.6663(9) 0.0787(3) 0.0271(18) Uani 1 1 d .
O4 O 0.7020(8) 0.4056(10) 0.0106(3) 0.037(2) Uani 1 1 d .
O5 O 0.9912(7) 0.4294(8) 0.0499(3) 0.0286(18) Uani 1 1 d .
O11 O 1.2576(7) 0.8008(10) 0.0620(3) 0.0317(19) Uani 1 1 d .
O12 O 1.0978(7) 0.9819(8) 0.0812(3) 0.0267(18) Uani 1 1 d .
O13 O 1.0520(7) 0.8049(11) 0.0181(3) 0.0336(19) 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'
Tb Tb -0.1723 4.1537 '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
O13 Tb1 O11 131.6(3) . 4_465
O13 Tb1 O12 115.8(3) . 5_775
O11 Tb1 O12 99.6(3) 4_465 5_775
O13 Tb1 O5 81.6(3) . 5_765
O11 Tb1 O5 82.4(3) 4_465 5_765
O12 Tb1 O5 150.7(3) 5_775 5_765
O13 Tb1 O3 78.6(3) . 4_565
O11 Tb1 O3 140.9(3) 4_465 4_565
O12 Tb1 O3 82.4(3) 5_775 4_565
O5 Tb1 O3 78.2(3) 5_765 4_565
O13 Tb1 O4 78.3(3) . 8_765
O11 Tb1 O4 76.7(3) 4_465 8_765
O12 Tb1 O4 80.0(3) 5_775 8_765
O5 Tb1 O4 128.3(3) 5_765 8_765
O3 Tb1 O4 141.0(3) 4_565 8_765
O13 Tb1 O2 145.9(3) . 7_575
O11 Tb1 O2 73.7(3) 4_465 7_575
O12 Tb1 O2 72.8(3) 5_775 7_575
O5 Tb1 O2 79.9(3) 5_765 7_575
O3 Tb1 O2 69.7(3) 4_565 7_575
O4 Tb1 O2 135.1(3) 8_765 7_575
O11 P1 O13 116.2(5) . .
O11 P1 O12 110.4(5) . .
O13 P1 O12 110.6(5) . .
O11 P1 C9 105.3(5) . .
O13 P1 C9 106.1(5) . .
O12 P1 C9 107.6(5) . .
C10 N1 C9 118.3(9) . .
C10 N1 C8 122.2(9) . .
C9 N1 C8 119.3(9) . .
C2 C1 C6 122.4(13) . .
C2 C1 H1A 118.8 . .
C6 C1 H1A 118.8 . .
C1 C2 C3 118.4(12) . .
C1 C2 H2A 120.8 . .
C3 C2 H2A 120.8 . .
C4 C3 C2 120.4(12) . .
C4 C3 C7 120.0(12) . .
C2 C3 C7 119.6(12) . .
C5 C4 C3 120.0(14) . .
C5 C4 H4A 120.0 . .
C3 C4 H4A 120.0 . .
C4 C5 C6 120.3(14) . .
C4 C5 H5A 119.8 . .
C6 C5 H5A 119.8 . .
C1 C6 C5 118.3(12) . .
C1 C6 C8 123.0(12) . .
C5 C6 C8 118.7(12) . .
O2 C7 O1 124.2(12) . .
O2 C7 C3 123.7(12) . .
O1 C7 C3 112.1(12) . .
N1 C8 C6 110.0(9) . .
N1 C8 H8A 109.7 . .
C6 C8 H8A 109.7 . .
N1 C8 H8B 109.7 . .
C6 C8 H8B 109.7 . .
H8A C8 H8B 108.2 . .
N1 C9 P1 111.3(7) . .
N1 C9 H9A 109.4 . .
P1 C9 H9A 109.4 . .
N1 C9 H9B 109.4 . .
P1 C9 H9B 109.4 . .
H9A C9 H9B 108.0 . .
N1 C10 C13 135.7(10) . .
N1 C10 C11 133.4(10) . .
C13 C10 C11 90.9(9) . .
O3 C11 C12 135.9(10) . .
O3 C11 C10 133.6(11) . .
C12 C11 C10 90.2(9) . .
O4 C12 C11 134.9(12) . .
O4 C12 C13 135.7(12) . .
C11 C12 C13 89.4(9) . .
O5 C13 C10 130.9(11) . .
O5 C13 C12 139.3(11) . .
C10 C13 C12 89.4(9) . .
C7 O1 H1B 109.5 . .
C7 O2 Tb1 128.8(8) . 7_576
C11 O3 Tb1 135.7(7) . 4_465
C12 O4 Tb1 166.3(9) . 8_755
C13 O5 Tb1 140.8(7) . 5_765
P1 O11 Tb1 161.2(5) . 4_565
P1 O12 Tb1 135.2(5) . 5_775
P1 O13 Tb1 170.2(6) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tb1 O13 2.207(7) .
Tb1 O11 2.211(8) 4_465
Tb1 O12 2.296(8) 5_775
Tb1 O5 2.335(8) 5_765
Tb1 O3 2.347(7) 4_565
Tb1 O4 2.402(8) 8_765
Tb1 O2 2.596(8) 7_575
P1 O11 1.499(8) .
P1 O13 1.500(7) .
P1 O12 1.538(8) .
P1 C9 1.827(11) .
N1 C10 1.353(13) .
N1 C9 1.468(12) .
N1 C8 1.486(13) .
C1 C2 1.378(17) .
C1 C6 1.378(18) .
C1 H1A 0.9300 .
C2 C3 1.389(17) .
C2 H2A 0.9300 .
C3 C4 1.385(19) .
C3 C7 1.491(17) .
C4 C5 1.378(19) .
C4 H4A 0.9300 .
C5 C6 1.397(19) .
C5 H5A 0.9300 .
C6 C8 1.510(15) .
C7 O2 1.239(16) .
C7 O1 1.341(17) .
C8 H8A 0.9700 .
C8 H8B 0.9700 .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 C13 1.428(16) .
C10 C11 1.446(14) .
C11 O3 1.245(13) .
C11 C12 1.436(17) .
C12 O4 1.249(13) .
C12 C13 1.475(15) .
C13 O5 1.258(13) .
O1 H1B 0.8200 .
O2 Tb1 2.596(8) 7_576
O3 Tb1 2.347(7) 4_465
O4 Tb1 2.402(8) 8_755
O5 Tb1 2.335(8) 5_765
O11 Tb1 2.211(8) 4_565
O12 Tb1 2.296(8) 5_775
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
O1 H1B O12 0.82 1.72 2.526(13) 166.2 3_745
