#------------------------------------------------------------------------------
#$Date: 2016-03-24 14:34:44 +0200 (Thu, 24 Mar 2016) $
#$Revision: 179668 $
#$URL: svn://www.crystallography.net/cod/cif/4/51/21/4512199.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_4512199
loop_
_publ_author_name
'Adelani, Pius O.'
'Cook, Nathaniel D.'
'Burns, Peter C.'
_publ_section_title
;
 Use of 2,2-Bipyrimidine for the Preparation of UO22+-3d Diphosphonates
;
_journal_issue                   11
_journal_name_full               'Crystal Growth & Design'
_journal_page_first              5692
_journal_paper_doi               10.1021/cg500972w
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C34 H24 N8 Ni2 O26 P6 U3, 6(O)'
_chemical_formula_sum            'C34 H24 N8 Ni2 O32 P6 U3'
_chemical_formula_weight         2073.94
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                107.204(4)
_cell_angle_beta                 90.137(4)
_cell_angle_gamma                115.826(4)
_cell_formula_units_Z            1
_cell_length_a                   9.961(3)
_cell_length_b                   11.128(3)
_cell_length_c                   14.199(4)
_cell_measurement_reflns_used    1243
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      23.45
_cell_measurement_theta_min      2.15
_cell_volume                     1337.5(7)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.986
_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  0.0718
_diffrn_reflns_av_sigmaI/netI    0.1178
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            10752
_diffrn_reflns_theta_full        27.06
_diffrn_reflns_theta_max         27.06
_diffrn_reflns_theta_min         2.15
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    10.027
_exptl_absorpt_correction_T_max  0.8171
_exptl_absorpt_correction_T_min  0.3468
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   SHELXPREP
_exptl_crystal_colour            yellow-green
_exptl_crystal_density_diffrn    2.575
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       tablet
_exptl_crystal_F_000             962
_exptl_crystal_size_max          0.13
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.876
_refine_diff_density_min         -1.995
_refine_diff_density_rms         0.328
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.986
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     385
_refine_ls_number_reflns         5919
_refine_ls_number_restraints     60
_refine_ls_restrained_S_all      0.982
_refine_ls_R_factor_all          0.0849
_refine_ls_R_factor_gt           0.0504
_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)+(0.0282P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0922
_refine_ls_wR_factor_ref         0.1053
_reflns_number_gt                4056
_reflns_number_total             5919
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg500972w_si_001.cif
_cod_data_source_block           p-1
_cod_depositor_comments
'Adding full bibliography for 4512198--4512200.cif.'
_cod_original_cell_volume        1337.4(7)
_cod_database_code               4512199
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -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
U1 U 0.56617(4) 0.60443(4) 0.14972(3) 0.00936(11) Uani 1 1 d .
U2 U 0.0000 0.0000 0.0000 0.00986(14) Uani 1 2 d S
Ni1 Ni 0.30965(15) 0.62502(13) 0.50114(10) 0.0099(3) Uani 1 1 d .
P1 P 0.2243(3) 0.3976(3) 0.0729(2) 0.0098(6) Uani 1 1 d .
P2 P 0.5714(3) 0.8096(3) 0.3960(2) 0.0101(6) Uani 1 1 d .
P3 P 1.0903(3) 1.0797(3) 0.7720(2) 0.0105(6) Uani 1 1 d .
O1 O 0.5307(7) 0.7395(7) 0.1342(5) 0.0105(15) Uani 1 1 d .
O2 O 0.5974(8) 0.4633(7) 0.1621(5) 0.0127(16) Uani 1 1 d .
O3 O -0.1707(8) 0.0125(7) 0.0125(5) 0.0156(17) Uani 1 1 d .
O4 O 0.3547(7) 0.4260(7) 0.0089(5) 0.0099(15) Uani 1 1 d .
O5 O 0.3079(7) 0.4961(7) 0.1781(5) 0.0094(15) Uani 1 1 d .
O6 O 0.1350(7) 0.2427(7) 0.0641(5) 0.0115(16) Uani 1 1 d .
O7 O 0.5897(8) 0.6875(7) 0.3223(5) 0.0122(16) Uani 1 1 d .
O8 O 0.5982(8) 0.9269(7) 0.3497(6) 0.0161(17) Uani 1 1 d .
O9 O 0.4235(7) 0.7667(7) 0.4339(5) 0.0092(15) Uani 1 1 d U
O10 O 0.9957(7) 1.0300(7) 0.8500(5) 0.0114(16) Uani 1 1 d .
O11 O 1.1920(8) 1.0081(7) 0.7443(5) 0.0151(17) Uani 1 1 d .
O12 O 1.1771(7) 1.2402(7) 0.8041(5) 0.0097(15) Uani 1 1 d U
O13 O 0.2915(8) 0.7871(7) 0.6051(6) 0.0180(18) Uani 1 1 d .
O1W O 0.4355(12) 0.9565(11) 0.1228(8) 0.060(3) Uani 1 1 d .
O2W O 0.6394(12) 0.2082(10) 0.0920(9) 0.062(3) Uani 1 1 d .
O3W O -0.1428(11) 0.2444(9) 0.2400(7) 0.042(3) Uani 1 1 d .
N1 N 0.4911(9) 0.6478(8) 0.5897(6) 0.0087(14) Uani 1 1 d U
N2 N 0.6572(9) 0.5457(8) 0.5877(6) 0.0091(18) Uani 1 1 d .
N3 N 0.1122(10) 0.5730(8) 0.4142(6) 0.0120(19) Uani 1 1 d .
N4 N -0.1492(10) 0.4974(8) 0.4251(6) 0.0121(19) Uani 1 1 d .
C1 C 0.0950(11) 0.4520(10) 0.0319(7) 0.010(2) Uani 1 1 d .
C2 C -0.0442(14) 0.3564(12) -0.0215(10) 0.028(3) Uani 1 1 d .
H2A H -0.0762 0.2580 -0.0372 0.033 Uiso 1 1 calc R
C3 C 0.1401(13) 0.5957(11) 0.0531(9) 0.020(3) Uani 1 1 d .
H3A H 0.2374 0.6627 0.0896 0.024 Uiso 1 1 calc R
C4 C 0.7217(12) 0.8886(11) 0.5000(8) 0.013(2) Uani 1 1 d U
C5 C 0.8284(11) 0.8420(11) 0.5008(8) 0.013(2) Uani 1 1 d .
H5A H 0.8238 0.7669 0.4450 0.016 Uiso 1 1 calc R
C6 C 0.9444(11) 0.9027(10) 0.5821(8) 0.012(2) Uani 1 1 d .
H6A H 1.0161 0.8678 0.5820 0.014 Uiso 1 1 calc R
C7 C 0.9526(12) 1.0146(10) 0.6628(7) 0.011(2) Uani 1 1 d U
C8 C 0.8423(11) 1.0604(10) 0.6638(8) 0.011(2) Uani 1 1 d .
H8A H 0.8445 1.1336 0.7202 0.013 Uiso 1 1 calc R
C9 C 0.7296(12) 0.9988(11) 0.5823(8) 0.014(2) Uani 1 1 d .
H9A H 0.6566 1.0322 0.5825 0.017 Uiso 1 1 calc R
C10 C 0.5408(11) 0.5519(10) 0.5490(7) 0.010(2) Uani 1 1 d .
C11 C 0.7323(11) 0.6443(10) 0.6772(7) 0.0092(15) Uani 1 1 d U
H11A H 0.8180 0.6449 0.7072 0.011 Uiso 1 1 calc R
C12 C 0.6861(11) 0.7438(10) 0.7254(8) 0.0104(14) Uani 1 1 d U
H12A H 0.7361 0.8105 0.7894 0.012 Uiso 1 1 calc R
C13 C 0.5650(11) 0.7434(10) 0.6776(7) 0.0098(13) Uani 1 1 d U
H13A H 0.5339 0.8133 0.7084 0.012 Uiso 1 1 calc R
C14 C -0.0103(12) 0.5183(10) 0.4559(7) 0.010(2) Uani 1 1 d U
C15 C -0.1651(11) 0.5271(10) 0.3426(7) 0.009(2) Uani 1 1 d U
H15A H -0.2615 0.5131 0.3181 0.011 Uiso 1 1 calc R
C16 C -0.0459(11) 0.5777(10) 0.2919(8) 0.011(2) Uani 1 1 d .
H16A H -0.0590 0.5962 0.2322 0.013 Uiso 1 1 calc R
C17 C 0.0926(11) 0.6000(10) 0.3314(7) 0.011(2) Uani 1 1 d .
H17A H 0.1769 0.6358 0.2985 0.013 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
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'
Ni Ni 0.3393 1.1124 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
U U -9.6767 9.6646 '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 U1 O2 178.1(3) . .
O1 U1 O7 93.8(3) . .
O2 U1 O7 87.6(3) . .
O1 U1 O12 90.5(3) . 2_776
O2 U1 O12 91.0(3) . 2_776
O7 U1 O12 77.7(2) . 2_776
O1 U1 O4 88.3(3) . 2_665
O2 U1 O4 90.8(3) . 2_665
O7 U1 O4 157.5(2) . 2_665
O12 U1 O4 79.9(2) 2_776 2_665
O1 U1 O5 86.7(3) . .
O2 U1 O5 92.4(3) . .
O7 U1 O5 77.6(2) . .
O12 U1 O5 154.8(2) 2_776 .
O4 U1 O5 124.9(2) 2_665 .
O1 U1 O4 89.6(3) . .
O2 U1 O4 88.5(3) . .
O7 U1 O4 135.6(2) . .
O12 U1 O4 146.6(2) 2_776 .
O4 U1 O4 66.7(3) 2_665 .
O5 U1 O4 58.4(2) . .
O1 U1 P1 88.0(2) . .
O2 U1 P1 90.4(2) . .
O7 U1 P1 106.07(18) . .
O12 U1 P1 176.03(18) 2_776 .
O4 U1 P1 96.36(17) 2_665 .
O5 U1 P1 28.70(16) . .
O4 U1 P1 29.71(17) . .
O1 U1 U1 88.8(2) . 2_665
O2 U1 U1 89.6(2) . 2_665
O7 U1 U1 167.55(17) . 2_665
O12 U1 U1 114.49(17) 2_776 2_665
O4 U1 U1 34.58(16) 2_665 2_665
O5 U1 U1 90.46(15) . 2_665
O4 U1 U1 32.16(16) . 2_665
P1 U1 U1 61.81(5) . 2_665
O3 U2 O3 180.0 2 .
O3 U2 O10 89.3(3) 2 2_666
O3 U2 O10 90.7(3) . 2_666
O3 U2 O10 90.7(3) 2 1_444
O3 U2 O10 89.3(3) . 1_444
O10 U2 O10 180.0 2_666 1_444
O3 U2 O6 89.9(3) 2 .
O3 U2 O6 90.1(3) . .
O10 U2 O6 94.2(2) 2_666 .
O10 U2 O6 85.8(2) 1_444 .
O3 U2 O6 90.1(3) 2 2
O3 U2 O6 89.9(3) . 2
O10 U2 O6 85.8(2) 2_666 2
O10 U2 O6 94.2(2) 1_444 2
O6 U2 O6 180.0 . 2
O9 Ni1 O13 86.1(3) . .
O9 Ni1 N3 88.8(3) . .
O13 Ni1 N3 91.3(3) . .
O9 Ni1 N1 98.7(3) . .
O13 Ni1 N1 92.7(3) . .
N3 Ni1 N1 171.7(3) . .
O9 Ni1 N2 98.8(3) . 2_666
O13 Ni1 N2 171.4(3) . 2_666
N3 Ni1 N2 95.9(3) . 2_666
N1 Ni1 N2 79.6(3) . 2_666
O9 Ni1 N4 163.9(3) . 2_566
O13 Ni1 N4 82.4(3) . 2_566
N3 Ni1 N4 80.1(3) . 2_566
N1 Ni1 N4 93.1(3) . 2_566
N2 Ni1 N4 94.0(3) 2_666 2_566
O6 P1 O5 114.3(4) . .
O6 P1 O4 113.4(4) . .
O5 P1 O4 102.3(4) . .
O6 P1 C1 107.7(4) . .
O5 P1 C1 110.2(4) . .
O4 P1 C1 108.7(4) . .
O6 P1 U1 129.8(3) . .
O5 P1 U1 49.0(3) . .
O4 P1 U1 53.3(3) . .
C1 P1 U1 122.5(3) . .
O9 P2 O7 114.6(4) . .
O9 P2 O8 109.6(4) . .
O7 P2 O8 110.8(4) . .
O9 P2 C4 109.1(4) . .
O7 P2 C4 106.4(4) . .
O8 P2 C4 106.0(4) . .
O12 P3 O10 112.0(4) . .
O12 P3 O11 112.8(4) . .
O10 P3 O11 111.0(4) . .
O12 P3 C7 109.7(4) . .
O10 P3 C7 104.0(4) . .
O11 P3 C7 106.9(4) . .
P1 O4 U1 149.4(4) . 2_665
P1 O4 U1 97.0(3) . .
U1 O4 U1 113.3(3) 2_665 .
P1 O5 U1 102.3(3) . .
P1 O6 U2 162.5(4) . .
P2 O7 U1 133.3(4) . .
P2 O9 Ni1 134.0(4) . .
P3 O10 U2 145.5(4) . 1_666
P3 O12 U1 132.0(4) . 2_776
C13 N1 C10 116.7(8) . .
C13 N1 Ni1 129.6(6) . .
C10 N1 Ni1 113.7(6) . .
C10 N2 C11 116.7(8) . .
C10 N2 Ni1 112.8(6) . 2_666
C11 N2 Ni1 130.5(7) . 2_666
C17 N3 C14 116.8(9) . .
C17 N3 Ni1 130.0(7) . .
C14 N3 Ni1 112.8(7) . .
C15 N4 C14 116.3(9) . .
C15 N4 Ni1 131.5(7) . 2_566
C14 N4 Ni1 110.2(6) . 2_566
C2 C1 C3 119.1(9) . .
C2 C1 P1 121.9(8) . .
C3 C1 P1 119.0(8) . .
C1 C2 C3 119.7(11) . 2_565
C1 C2 H2A 120.1 . .
C3 C2 H2A 120.1 2_565 .
C1 C3 C2 121.2(10) . 2_565
C1 C3 H3A 119.4 . .
C2 C3 H3A 119.4 2_565 .
C5 C4 C9 118.7(9) . .
C5 C4 P2 121.6(8) . .
C9 C4 P2 119.7(8) . .
C4 C5 C6 121.6(10) . .
C4 C5 H5A 119.2 . .
C6 C5 H5A 119.2 . .
C7 C6 C5 119.1(9) . .
C7 C6 H6A 120.5 . .
C5 C6 H6A 120.5 . .
C6 C7 C8 119.7(9) . .
C6 C7 P3 118.5(8) . .
C8 C7 P3 121.1(8) . .
C9 C8 C7 119.8(9) . .
C9 C8 H8A 120.1 . .
C7 C8 H8A 120.1 . .
C8 C9 C4 121.1(9) . .
C8 C9 H9A 119.5 . .
C4 C9 H9A 119.5 . .
N2 C10 N1 126.1(9) . .
N2 C10 C10 117.8(11) . 2_666
N1 C10 C10 116.1(11) . 2_666
N2 C11 C12 121.0(9) . .
N2 C11 H11A 119.5 . .
C12 C11 H11A 119.5 . .
C11 C12 C13 117.9(9) . .
C11 C12 H12A 121.0 . .
C13 C12 H12A 121.0 . .
N1 C13 C12 121.6(9) . .
N1 C13 H13A 119.2 . .
C12 C13 H13A 119.2 . .
N3 C14 N4 125.5(9) . .
N3 C14 C14 116.6(11) . 2_566
N4 C14 C14 117.9(12) . 2_566
N4 C15 C16 122.0(9) . .
N4 C15 H15A 119.0 . .
C16 C15 H15A 119.0 . .
C17 C16 C15 117.1(10) . .
C17 C16 H16A 121.4 . .
C15 C16 H16A 121.4 . .
N3 C17 C16 122.1(10) . .
N3 C17 H17A 119.0 . .
C16 C17 H17A 119.0 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
U1 O1 1.758(6) .
U1 O2 1.784(7) .
U1 O7 2.321(7) .
U1 O12 2.330(6) 2_776
U1 O4 2.366(7) 2_665
U1 O5 2.413(7) .
U1 O4 2.523(6) .
U2 O3 1.771(7) 2
U2 O3 1.771(7) .
U2 O10 2.255(7) 2_666
U2 O10 2.255(7) 1_444
U2 O6 2.304(6) .
U2 O6 2.304(6) 2
Ni1 O9 2.005(7) .
Ni1 O13 2.043(7) .
Ni1 N3 2.074(9) .
Ni1 N1 2.077(8) .
Ni1 N2 2.108(8) 2_666
Ni1 N4 2.113(9) 2_566
P1 O6 1.521(7) .
P1 O5 1.534(7) .
P1 O4 1.559(7) .
P1 C1 1.803(10) .
P2 O9 1.494(7) .
P2 O7 1.532(7) .
P2 O8 1.553(7) .
P2 C4 1.808(10) .
P3 O12 1.522(7) .
P3 O10 1.527(7) .
P3 O11 1.529(7) .
P3 C7 1.808(10) .
O4 U1 2.366(7) 2_665
O10 U2 2.255(7) 1_666
O12 U1 2.330(6) 2_776
N1 C13 1.326(12) .
N1 C10 1.347(12) .
N2 C10 1.320(12) .
N2 C11 1.354(12) .
N2 Ni1 2.108(8) 2_666
N3 C17 1.330(12) .
N3 C14 1.334(13) .
N4 C15 1.333(12) .
N4 C14 1.347(12) .
N4 Ni1 2.113(9) 2_566
C1 C2 1.364(15) .
C1 C3 1.392(13) .
C2 C3 1.408(15) 2_565
C2 H2A 0.9500 .
C3 C2 1.408(15) 2_565
C3 H3A 0.9500 .
C4 C5 1.371(14) .
C4 C9 1.394(14) .
C5 C6 1.406(13) .
C5 H5A 0.9500 .
C6 C7 1.391(13) .
C6 H6A 0.9500 .
C7 C8 1.397(13) .
C8 C9 1.387(14) .
C8 H8A 0.9500 .
C9 H9A 0.9500 .
C10 C10 1.469(19) 2_666
C11 C12 1.379(13) .
C11 H11A 0.9500 .
C12 C13 1.381(13) .
C12 H12A 0.9500 .
C13 H13A 0.9500 .
C14 C14 1.47(2) 2_566
C15 C16 1.381(14) .
C15 H15A 0.9500 .
C16 C17 1.377(13) .
C16 H16A 0.9500 .
C17 H17A 0.9500 .
