#------------------------------------------------------------------------------
#$Date: 2016-03-22 12:37:16 +0200 (Tue, 22 Mar 2016) $
#$Revision: 178956 $
#$URL: svn://www.crystallography.net/cod/cif/4/11/85/4118582.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_4118582
loop_
_publ_author_name
'Jared M. Taylor'
'Ramanathan Vaidhyanathan'
'Simon S. Iremonger'
'George K. H. Shimizu'
_publ_contact_author
;
'George K. H. Shimizu'
Department of Chemistry
University of Calgary
Calgary, T2N1N4 (CANADA)
Fax: (001) 403-289-9488
E-mail: gshimizu@ucalgary.ca
;
_publ_contact_author_email       gshimizu@ucalgary.ca
_publ_contact_author_fax         '(001) 403-289-9488'
_publ_contact_author_phone       '(001) 403-220-5347'
_publ_section_title
;
 Enhancing Water Stability of Metal-Organic Frameworks via Phosphonate
 Monoester Linkers
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              14338
_journal_page_last               14340
_journal_paper_doi               10.1021/ja306812r
_journal_volume                  134
_journal_year                    2012
_chemical_formula_moiety         Ba{C16H6[PO3(C2H5)]2[HPO3(C2H5)]2}
_chemical_formula_sum            'C24 H26 Ba O12 P4'
_chemical_formula_weight         767.67
_chemical_name_common
'Barium 1,3,6,8-Pyrenetetrakisphosphonatemonoethylester'
_chemical_name_systematic
; 
 Barium 1,3,6,8-Pyrenetetrakisphosphonatemonoethylester 
;
_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                 107.6080(19)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   19.9200(6)
_cell_length_b                   21.4700(8)
_cell_length_c                   8.2480(3)
_cell_measurement_reflns_used    3869
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.5
_cell_measurement_theta_min      1.4
_cell_volume                     3362.3(2)
_computing_cell_refinement       'HKL Scalepack (Otwinowski & Minor 1997)'
_computing_data_collection       'Collect (Bruker AXS BV, 1997-2004)'
_computing_data_reduction
'HKL Denzo and Scalepack (Otwinowski & Minor 1997)'
_computing_molecular_graphics    'Diamond 3.0'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Nonius Kappa with APEX2 CCD diffractometer'
_diffrn_measurement_method       CCD
_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  0.0232
_diffrn_reflns_av_sigmaI/netI    0.0272
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -27
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7519
_diffrn_reflns_theta_full        27.50
_diffrn_reflns_theta_max         27.50
_diffrn_reflns_theta_min         1.43
_exptl_absorpt_coefficient_mu    1.424
_exptl_absorpt_correction_T_max  0.917
_exptl_absorpt_correction_T_min  0.879
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'Sheldrick, G. M., SADABS 1997'
_exptl_crystal_colour            golden-yellow
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_description       prismatic
_exptl_crystal_F_000             1624
_exptl_crystal_size_max          0.09
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.103
_refine_diff_density_min         -1.462
_refine_diff_density_rms         0.313
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.173
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     203
_refine_ls_number_reflns         3856
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.173
_refine_ls_R_factor_all          0.0438
_refine_ls_R_factor_gt           0.0393
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0558P)²+14.3740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1039
_refine_ls_wR_factor_ref         0.1143
_reflns_number_gt                3680
_reflns_number_total             3856
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja306812r_si_001.cif
_cod_data_source_block           shelxl
_cod_database_code               4118582
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 0.0000 0.456601(13) 0.7500 0.02235(11) Uani 1 2 d S
P1 P 0.14054(5) 0.43315(5) 0.60097(12) 0.0275(2) Uani 1 1 d .
P2' P 0.07262(18) 0.30776(16) 0.0018(3) 0.0298(8) Uani 0.887(16) 1 d P
P2 P 0.0498(14) 0.2880(12) 0.031(2) 0.028(6) Uani 0.113(16) 1 d P
O2 O 0.13387(15) 0.41278(14) 0.7709(3) 0.0341(6) Uani 1 1 d .
O1 O 0.07801(14) 0.46940(13) 0.4974(4) 0.0297(6) Uani 1 1 d .
O4 O 0.02304(15) 0.35934(14) -0.0334(3) 0.0351(6) Uani 1 1 d .
O5 O 0.1233(2) 0.30538(17) -0.1090(4) 0.0497(9) Uani 1 1 d .
O3 O 0.21097(17) 0.47082(16) 0.6280(5) 0.0490(8) Uani 1 1 d .
O6 O 0.0373(2) 0.24188(18) -0.0338(6) 0.0513(14) Uani 0.898(11) 1 d P
O6' O 0.0808(15) 0.2481(13) -0.089(3) 0.031(9) Uiso 0.102(11) 1 d P
C2 C 0.11531(19) 0.35803(18) 0.3208(5) 0.0288(8) Uani 1 1 d .
H2 H 0.0791 0.3862 0.2743 0.035 Uiso 1 1 calc R
C1 C 0.1576(2) 0.36655(18) 0.4862(5) 0.0285(7) Uani 1 1 d .
C6 C 0.2122(2) 0.32406(19) 0.5599(5) 0.0323(8) Uani 1 1 d .
C5 C 0.2227(2) 0.27202(19) 0.4631(5) 0.0321(8) Uani 1 1 d .
C4 C 0.1790(2) 0.2643(2) 0.2917(5) 0.0344(9) Uani 1 1 d .
C3 C 0.1254(2) 0.30823(19) 0.2213(5) 0.0314(8) Uani 1 1 d .
C7 C 0.2579(2) 0.3306(2) 0.7304(5) 0.0412(10) Uani 1 1 d .
H7 H 0.2524 0.3648 0.7943 0.049 Uiso 1 1 calc R
C8 C 0.1911(2) 0.2115(2) 0.1988(5) 0.0432(11) Uani 1 1 d .
H8 H 0.1631 0.2059 0.0869 0.052 Uiso 1 1 calc R
C24 C -0.0270(7) 0.2298(4) 0.0045(17) 0.130(4) Uani 1 1 d .
H24A H -0.0621 0.2601 -0.0546 0.156 Uiso 1 1 calc R
H24B H -0.0190 0.2353 0.1256 0.156 Uiso 1 1 calc R
C25 C 0.2163(4) 0.5336(3) 0.6811(10) 0.0701(17) Uani 1 1 d .
H25A H 0.2116 0.5363 0.7946 0.084 Uiso 1 1 calc R
H25B H 0.1784 0.5576 0.6051 0.084 Uiso 1 1 calc R
C29 C -0.0546(11) 0.1670(8) -0.044(3) 0.263(12) Uani 1 1 d .
H29A H -0.0936 0.1692 -0.1464 0.394 Uiso 1 1 calc R
H29B H -0.0701 0.1495 0.0456 0.394 Uiso 1 1 calc R
H29C H -0.0183 0.1414 -0.0630 0.394 Uiso 1 1 calc R
C30 C 0.2858(6) 0.5605(5) 0.681(2) 0.158(6) Uani 1 1 d .
H30A H 0.3217 0.5469 0.7812 0.237 Uiso 1 1 calc R
H30B H 0.2831 0.6051 0.6807 0.237 Uiso 1 1 calc R
H30C H 0.2970 0.5465 0.5818 0.237 Uiso 1 1 calc R
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
Ba Ba -0.3244 2.2819 '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'
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'
O O 0.0106 0.0060 '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 O1 107.29(13) 6_566 5_566
O1 Ba1 O4 155.09(9) 6_566 2
O1 Ba1 O4 90.66(9) 5_566 2
O1 Ba1 O4 90.66(9) 6_566 1_556
O1 Ba1 O4 155.09(9) 5_566 1_556
O4 Ba1 O4 78.44(13) 2 1_556
O1 Ba1 O2 124.85(8) 6_566 2_556
O1 Ba1 O2 80.17(9) 5_566 2_556
O4 Ba1 O2 74.29(9) 2 2_556
O4 Ba1 O2 75.35(9) 1_556 2_556
O1 Ba1 O2 80.17(9) 6_566 .
O1 Ba1 O2 124.85(8) 5_566 .
O4 Ba1 O2 75.35(9) 2 .
O4 Ba1 O2 74.29(9) 1_556 .
O2 Ba1 O2 140.49(13) 2_556 .
O1 Ba1 O1 73.53(9) 6_566 2_556
O1 Ba1 O1 100.00(8) 5_566 2_556
O4 Ba1 O1 121.14(8) 2 2_556
O4 Ba1 O1 68.06(8) 1_556 2_556
O2 Ba1 O1 51.60(8) 2_556 2_556
O2 Ba1 O1 133.14(8) . 2_556
O1 Ba1 O1 100.00(8) 6_566 .
O1 Ba1 O1 73.53(9) 5_566 .
O4 Ba1 O1 68.06(8) 2 .
O4 Ba1 O1 121.14(8) 1_556 .
O2 Ba1 O1 133.14(8) 2_556 .
O2 Ba1 O1 51.60(8) . .
O1 Ba1 O1 169.37(11) 2_556 .
O1 Ba1 P1 99.38(6) 6_566 2_556
O1 Ba1 P1 90.67(6) 5_566 2_556
O4 Ba1 P1 97.49(6) 2 2_556
O4 Ba1 P1 68.98(6) 1_556 2_556
O2 Ba1 P1 25.70(6) 2_556 2_556
O2 Ba1 P1 143.27(6) . 2_556
O1 Ba1 P1 25.91(5) 2_556 2_556
O1 Ba1 P1 157.93(6) . 2_556
O1 Ba1 P1 90.67(6) 6_566 .
O1 Ba1 P1 99.38(6) 5_566 .
O4 Ba1 P1 68.98(6) 2 .
O4 Ba1 P1 97.49(6) 1_556 .
O2 Ba1 P1 143.27(6) 2_556 .
O2 Ba1 P1 25.70(6) . .
O1 Ba1 P1 157.93(6) 2_556 .
O1 Ba1 P1 25.91(5) . .
P1 Ba1 P1 163.06(4) 2_556 .
O1 Ba1 Ba1 38.93(6) 6_566 5_567
O1 Ba1 Ba1 106.84(6) 5_566 5_567
O4 Ba1 Ba1 151.16(6) 2 5_567
O4 Ba1 Ba1 76.24(6) 1_556 5_567
O2 Ba1 Ba1 86.07(6) 2_556 5_567
O2 Ba1 Ba1 110.29(6) . 5_567
O1 Ba1 Ba1 34.61(5) 2_556 5_567
O1 Ba1 Ba1 138.31(6) . 5_567
P1 Ba1 Ba1 60.474(16) 2_556 5_567
P1 Ba1 Ba1 127.889(17) . 5_567
O1 Ba1 Ba1 106.84(6) 6_566 5_566
O1 Ba1 Ba1 38.93(6) 5_566 5_566
O4 Ba1 Ba1 76.24(6) 2 5_566
O4 Ba1 Ba1 151.16(6) 1_556 5_566
O2 Ba1 Ba1 110.29(6) 2_556 5_566
O2 Ba1 Ba1 86.07(6) . 5_566
O1 Ba1 Ba1 138.31(6) 2_556 5_566
O1 Ba1 Ba1 34.61(5) . 5_566
P1 Ba1 Ba1 127.889(17) 2_556 5_566
P1 Ba1 Ba1 60.474(16) . 5_566
Ba1 Ba1 Ba1 131.366(13) 5_567 5_566
O1 P1 O2 112.83(16) . .
O1 P1 O3 111.43(18) . .
O2 P1 O3 110.0(2) . .
O1 P1 C1 111.63(17) . .
O2 P1 C1 109.93(17) . .
O3 P1 C1 100.38(18) . .
O1 P1 Ba1 59.89(11) . .
O2 P1 Ba1 52.99(11) . .
O3 P1 Ba1 131.65(14) . .
C1 P1 Ba1 127.63(13) . .
P2 P2' O4 93.2(8) . .
P2 P2' O6' 80.8(14) . .
O4 P2' O6' 135.4(10) . .
P2 P2' O5 140.5(9) . .
O4 P2' O5 115.5(3) . .
O6' P2' O5 59.7(11) . .
P2 P2' O6 39.9(9) . .
O4 P2' O6 114.2(3) . .
O6' P2' O6 41.9(11) . .
O5 P2' O6 101.2(2) . .
P2 P2' C3 84.4(8) . .
O4 P2' C3 110.63(18) . .
O6' P2' C3 112.7(10) . .
O5 P2' C3 107.8(3) . .
O6 P2' C3 106.7(3) . .
P2' P2 O6 116(2) . .
P2' P2 O6' 72.5(19) . .
O6 P2 O6' 44.6(12) . .
P2' P2 O4 61.3(14) . .
O6 P2 O4 131.6(8) . .
O6' P2 O4 117(2) . .
P2' P2 C3 73.2(14) . .
O6 P2 C3 127.9(8) . .
O6' P2 C3 106.6(15) . .
O4 P2 C3 98.9(13) . .
P2' P2 O5 27.3(8) . .
O6 P2 O5 89.2(15) . .
O6' P2 O5 45.2(14) . .
O4 P2 O5 82.7(16) . .
C3 P2 O5 84.5(13) . .
P1 O2 Ba1 101.31(13) . .
P1 O1 Ba1 158.89(16) . 5_566
P1 O1 Ba1 94.19(12) . .
Ba1 O1 Ba1 106.47(9) 5_566 .
P2' O4 P2 25.5(11) . .
P2' O4 Ba1 133.8(3) . 1_554
P2 O4 Ba1 154.6(9) . 1_554
O6' O5 P2' 59.0(11) . .
O6' O5 P2 46.8(12) . .
P2' O5 P2 12.2(5) . .
C25 O3 P1 120.9(4) . .
O6' O6 P2 90(2) . .
O6' O6 C24 168.5(16) . .
P2 O6 C24 98.0(18) . .
O6' O6 P2' 66.7(14) . .
P2 O6 P2' 24.2(18) . .
C24 O6 P2' 120.1(5) . .
O6 O6' P2' 71.5(15) . .
O6 O6' O5 132(2) . .
P2' O6' O5 61.3(11) . .
O6 O6' P2 45.3(18) . .
P2' O6' P2 26.7(13) . .
O5 O6' P2 88(2) . .
C1 C2 C3 121.8(3) . .
C1 C2 H2 119.1 . .
C3 C2 H2 119.1 . .
C2 C1 C6 120.1(3) . .
C2 C1 P1 117.9(3) . .
C6 C1 P1 122.0(3) . .
C1 C6 C5 119.4(3) . .
C1 C6 C7 122.6(4) . .
C5 C6 C7 118.0(3) . .
C6 C5 C4 119.8(3) . .
C6 C5 C5 120.1(4) . 7_556
C4 C5 C5 120.1(4) . 7_556
C3 C4 C5 119.3(3) . .
C3 C4 C8 122.6(4) . .
C5 C4 C8 118.2(3) . .
C2 C3 C4 119.6(3) . .
C2 C3 P2' 116.8(3) . .
C4 C3 P2' 123.4(3) . .
C2 C3 P2 116.6(4) . .
C4 C3 P2 120.5(5) . .
P2' C3 P2 22.4(11) . .
C8 C7 C6 122.0(4) 7_556 .
C8 C7 H7 119.0 7_556 .
C6 C7 H7 119.0 . .
C7 C8 C4 121.6(4) 7_556 .
C7 C8 H8 119.2 7_556 .
C4 C8 H8 119.2 . .
O6 C24 C29 113.1(10) . .
O6 C24 H24A 109.0 . .
C29 C24 H24A 109.0 . .
O6 C24 H24B 109.0 . .
C29 C24 H24B 109.0 . .
H24A C24 H24B 107.8 . .
O3 C25 C30 110.4(7) . .
O3 C25 H25A 109.6 . .
C30 C25 H25A 109.6 . .
O3 C25 H25B 109.6 . .
C30 C25 H25B 109.6 . .
H25A C25 H25B 108.1 . .
C24 C29 H29A 109.5 . .
C24 C29 H29B 109.5 . .
H29A C29 H29B 109.5 . .
C24 C29 H29C 109.5 . .
H29A C29 H29C 109.5 . .
H29B C29 H29C 109.5 . .
C25 C30 H30A 109.5 . .
C25 C30 H30B 109.5 . .
H30A C30 H30B 109.5 . .
C25 C30 H30C 109.5 . .
H30A C30 H30C 109.5 . .
H30B C30 H30C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ba1 O1 2.680(3) 6_566
Ba1 O1 2.680(3) 5_566
Ba1 O4 2.696(3) 2
Ba1 O4 2.696(3) 1_556
Ba1 O2 2.783(3) 2_556
Ba1 O2 2.783(3) .
Ba1 O1 2.965(3) 2_556
Ba1 O1 2.965(3) .
Ba1 P1 3.4183(9) 2_556
Ba1 P1 3.4183(9) .
Ba1 Ba1 4.5255(3) 5_567
Ba1 Ba1 4.5255(3) 5_566
P1 O1 1.498(3) .
P1 O2 1.512(3) .
P1 O3 1.576(3) .
P1 C1 1.803(4) .
P2' P2 0.71(4) .
P2' O4 1.454(3) .
P2' O6' 1.52(3) .
P2' O5 1.554(5) .
P2' O6 1.567(6) .
P2' C3 1.797(4) .
P2 O6 1.12(2) .
P2 O6' 1.57(3) .
P2 O4 1.66(2) .
P2 C3 1.869(16) .
P2 O5 2.15(4) .
O1 Ba1 2.680(3) 5_566
O4 Ba1 2.696(3) 1_554
O5 O6' 1.53(3) .
O3 C25 1.412(7) .
O6 O6' 1.10(3) .
O6 C24 1.433(10) .
C2 C1 1.382(5) .
C2 C3 1.399(5) .
C2 H2 0.9300 .
C1 C6 1.409(5) .
C6 C5 1.426(5) .
C6 C7 1.432(6) .
C5 C4 1.428(5) .
C5 C5 1.430(7) 7_556
C4 C3 1.412(5) .
C4 C8 1.429(6) .
C7 C8 1.353(6) 7_556
C7 H7 0.9300 .
C8 C7 1.353(6) 7_556
C8 H8 0.9300 .
C24 C29 1.465(16) .
C24 H24A 0.9700 .
C24 H24B 0.9700 .
C25 C30 1.499(13) .
C25 H25A 0.9700 .
C25 H25B 0.9700 .
C29 H29A 0.9600 .
C29 H29B 0.9600 .
C29 H29C 0.9600 .
C30 H30A 0.9600 .
C30 H30B 0.9600 .
C30 H30C 0.9600 .
