#------------------------------------------------------------------------------
#$Date: 2016-02-13 14:50:18 +0200 (Sat, 13 Feb 2016) $
#$Revision: 176428 $
#$URL: svn://www.crystallography.net/cod/cif/4/34/33/4343337.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_4343337
loop_
_publ_author_name
'Klenc, Jeffrey'
'Lipowska, Malgorzata'
'Abhayawardhana, Pramuditha L.'
'Taylor, Andrew T.'
'Marzilli, Luigi G.'
_publ_section_title
;
 Structure and Properties of fac-[Re(I)(CO)3(NTA)](2-) (NTA(3-) = Trianion
 of Nitrilotriacetic Acid) and fac-[Re(I)(CO)3(L)](n-) Analogues Useful
 for Assessing the Excellent Renal Clearance of the
 fac-[(99m)Tc(I)(CO)3(NTA)](2-) Diagnostic Renal Agent.
;
_journal_issue                   13
_journal_name_full               'Inorganic chemistry'
_journal_page_first              6281
_journal_page_last               6290
_journal_paper_doi               10.1021/acs.inorgchem.5b00584
_journal_volume                  54
_journal_year                    2015
_chemical_formula_sum            'C9 H19 N Na O13 Re'
_chemical_formula_weight         558.44
_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                99.428(6)
_cell_angle_beta                 97.203(6)
_cell_angle_gamma                109.912(4)
_cell_formula_units_Z            2
_cell_length_a                   7.066(2)
_cell_length_b                   8.141(3)
_cell_length_c                   16.647(7)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      29.78
_cell_measurement_theta_min      2.53
_cell_volume                     871.1(5)
_computing_cell_refinement       'Bruker SAINT'
_computing_data_collection       'Bruker APEX2'
_computing_data_reduction        'Bruker SAINT'
_computing_molecular_graphics    'ORTEP-3 for Windows (Farrugia, 2012)'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.980
_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  0.0276
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            16192
_diffrn_reflns_theta_full        29.78
_diffrn_reflns_theta_max         29.78
_diffrn_reflns_theta_min         2.53
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.066
_exptl_absorpt_correction_T_max  0.4760
_exptl_absorpt_correction_T_min  0.2336
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.129
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             540
_exptl_crystal_size_max          0.485
_exptl_crystal_size_mid          0.428
_exptl_crystal_size_min          0.204
_refine_diff_density_max         2.589
_refine_diff_density_min         -2.000
_refine_diff_density_rms         0.168
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.131
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     226
_refine_ls_number_reflns         4891
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.131
_refine_ls_R_factor_all          0.0274
_refine_ls_R_factor_gt           0.0263
_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)+(0.0330P)²+2.9000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0673
_refine_ls_wR_factor_ref         0.0677
_reflns_number_gt                4758
_reflns_number_total             4891
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic5b00584_si_004.cif
_cod_data_source_block           hdaq2fio
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/ACS/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 3271 2015-04-21 07:52:19Z andrius 

 Adding full bibliography for 4343336--4343339.cif.
;
_cod_original_sg_symbol_H-M      P-1
_cod_database_code               4343337
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
C1 C 1.1564(6) 0.2271(6) 0.1196(3) 0.0208(8) Uani 1 1 d .
C2 C 0.7838(6) 0.2208(5) 0.0583(3) 0.0201(7) Uani 1 1 d .
C3 C 1.0625(6) 0.5143(5) 0.1603(3) 0.0192(7) Uani 1 1 d .
C4 C 1.0361(5) 0.1818(5) 0.3295(2) 0.0146(6) Uani 1 1 d .
C5 C 0.9169(6) -0.0036(5) 0.2746(2) 0.0173(7) Uani 1 1 d .
H5A H 1.0147 -0.0620 0.2613 0.021 Uiso 1 1 calc R
H5B H 0.8238 -0.0767 0.3059 0.021 Uiso 1 1 calc R
C6 C 0.5829(6) -0.0154(5) 0.2068(2) 0.0151(7) Uani 1 1 d .
H6A H 0.5327 -0.1047 0.2406 0.018 Uiso 1 1 calc R
H6B H 0.4888 -0.0580 0.1520 0.018 Uiso 1 1 calc R
C7 C 0.5802(6) 0.1645(5) 0.2497(2) 0.0155(7) Uani 1 1 d .
C8 C 0.7784(6) -0.1526(5) 0.1257(2) 0.0155(7) Uani 1 1 d .
H8A H 0.9179 -0.1545 0.1259 0.019 Uiso 1 1 calc R
H8B H 0.7322 -0.1265 0.0722 0.019 Uiso 1 1 calc R
C9 C 0.6348(7) -0.3398(5) 0.1293(3) 0.0208(8) Uani 1 1 d .
H9A H 0.4908 -0.3474 0.1176 0.025 Uiso 1 1 calc R
H9B H 0.6508 -0.4302 0.0859 0.025 Uiso 1 1 calc R
N1 N 0.7925(5) -0.0014(4) 0.19495(18) 0.0113(5) Uani 1 1 d .
Na1 Na 0.3075(3) 0.3306(3) 0.53375(11) 0.0277(4) Uani 1 1 d .
O1 O 1.2863(6) 0.2021(6) 0.0904(2) 0.0364(8) Uani 1 1 d .
O2 O 0.6888(6) 0.1923(6) -0.0071(2) 0.0385(8) Uani 1 1 d .
O3 O 1.1363(5) 0.6619(4) 0.1564(3) 0.0315(8) Uani 1 1 d .
O4 O 1.0830(4) 0.3142(4) 0.29322(17) 0.0174(5) Uani 1 1 d .
O5 O 1.0899(5) 0.1964(4) 0.40424(18) 0.0264(7) Uani 1 1 d .
O6 O 0.7073(4) 0.3027(4) 0.23160(19) 0.0179(5) Uani 1 1 d .
O7 O 0.4569(5) 0.1689(4) 0.2956(2) 0.0258(7) Uani 1 1 d .
O8 O 0.6769(5) -0.3790(4) 0.2082(2) 0.0268(7) Uani 1 1 d .
H8O H 0.6796 -0.4827 0.2017 0.040 Uiso 1 1 calc R
O1W O 0.5428(5) 0.3913(4) 0.6592(2) 0.0272(7) Uani 1 1 d .
H1 H 0.6421 0.4867 0.6776 0.033 Uiso 1 1 d R
H2 H 0.4770 0.3877 0.6987 0.033 Uiso 1 1 d R
O2W O 0.2968(6) 0.8873(5) 0.3770(2) 0.0339(8) Uani 1 1 d .
H3 H 0.3781 0.8413 0.3809 0.041 Uiso 1 1 d R
H4 H 0.3083 0.9100 0.3315 0.041 Uiso 1 1 d R
O3W O 0.3979(6) 0.6433(5) 0.5318(3) 0.0387(9) Uani 1 1 d .
H5 H 0.2752 0.6426 0.5006 0.046 Uiso 1 1 d R
H6 H 0.4637 0.5959 0.5728 0.046 Uiso 1 1 d R
O4W O 0.2518(6) 1.0256(5) 0.5399(2) 0.0384(9) Uani 1 1 d .
H7 H 0.1374 0.9614 0.5500 0.046 Uiso 1 1 d R
H8 H 0.2572 0.9563 0.4956 0.046 Uiso 1 1 d R
O5W O 0.0399(9) 0.3752(6) 0.5981(4) 0.075(2) Uani 1 1 d .
H9 H -0.0568 0.3002 0.6173 0.090 Uiso 1 1 d R
H10 H 0.1103 0.4740 0.6375 0.090 Uiso 1 1 d R
Re1 Re 0.94056(2) 0.269417(17) 0.167377(8) 0.01135(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'
Na Na 0.0362 0.0249 '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'
Re Re -1.0185 7.2310 '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 C1 Re1 179.5(4) . .
O2 C2 Re1 179.5(4) . .
O3 C3 Re1 179.7(4) . .
O5 C4 O4 123.9(4) . .
O5 C4 C5 119.1(3) . .
O4 C4 C5 117.0(3) . .
N1 C5 C4 113.6(3) . .
N1 C5 H5A 108.9 . .
C4 C5 H5A 108.9 . .
N1 C5 H5B 108.9 . .
C4 C5 H5B 108.9 . .
H5A C5 H5B 107.7 . .
N1 C6 C7 111.7(3) . .
N1 C6 H6A 109.3 . .
C7 C6 H6A 109.3 . .
N1 C6 H6B 109.3 . .
C7 C6 H6B 109.3 . .
H6A C6 H6B 107.9 . .
O7 C7 O6 124.8(4) . .
O7 C7 C6 120.0(3) . .
O6 C7 C6 115.1(3) . .
N1 C8 C9 115.8(3) . .
N1 C8 H8A 108.3 . .
C9 C8 H8A 108.3 . .
N1 C8 H8B 108.3 . .
C9 C8 H8B 108.3 . .
H8A C8 H8B 107.4 . .
O8 C9 C8 111.7(3) . .
O8 C9 H9A 109.3 . .
C8 C9 H9A 109.3 . .
O8 C9 H9B 109.3 . .
C8 C9 H9B 109.3 . .
H9A C9 H9B 107.9 . .
C6 N1 C5 110.0(3) . .
C6 N1 C8 109.7(3) . .
C5 N1 C8 111.2(3) . .
C6 N1 Re1 106.1(2) . .
C5 N1 Re1 107.0(2) . .
C8 N1 Re1 112.7(2) . .
O5 Na1 O1W 164.20(16) 1_455 .
O5 Na1 O5W 93.04(19) 1_455 .
O1W Na1 O5W 95.63(19) . .
O5 Na1 O4W 82.77(13) 1_455 1_545
O1W Na1 O4W 82.63(13) . 1_545
O5W Na1 O4W 100.97(17) . 1_545
O5 Na1 O3W 100.87(15) 1_455 .
O1W Na1 O3W 93.30(15) . .
O5W Na1 O3W 82.99(16) . .
O4W Na1 O3W 174.54(16) 1_545 .
O5 Na1 O3W 89.63(15) 1_455 2_666
O1W Na1 O3W 84.87(15) . 2_666
O5W Na1 O3W 167.06(17) . 2_666
O4W Na1 O3W 91.92(15) 1_545 2_666
O3W Na1 O3W 84.08(15) . 2_666
O5 Na1 Na1 97.01(11) 1_455 2_666
O1W Na1 Na1 88.74(11) . 2_666
O5W Na1 Na1 125.24(15) . 2_666
O4W Na1 Na1 133.63(15) 1_545 2_666
O3W Na1 Na1 42.25(10) . 2_666
O3W Na1 Na1 41.82(10) 2_666 2_666
O5 Na1 H6 123.8 1_455 .
O1W Na1 H6 69.9 . .
O5W Na1 H6 87.2 . .
O4W Na1 H6 152.0 1_545 .
O3W Na1 H6 23.4 . .
O3W Na1 H6 80.8 2_666 .
Na1 Na1 H6 43.7 2_666 .
C4 O4 Re1 118.3(2) . .
C4 O5 Na1 154.3(3) . 1_655
C7 O6 Re1 118.5(2) . .
C9 O8 H8O 109.5 . .
Na1 O1W H1 123.9 . .
Na1 O1W H2 108.0 . .
H1 O1W H2 101.5 . .
H3 O2W H4 98.2 . .
Na1 O3W Na1 95.92(15) . 2_666
Na1 O3W H5 101.5 . .
Na1 O3W H5 119.5 2_666 .
Na1 O3W H6 54.6 . .
Na1 O3W H6 85.8 2_666 .
H5 O3W H6 148.7 . .
Na1 O4W H7 118.4 1_565 .
Na1 O4W H8 116.9 1_565 .
H7 O4W H8 100.2 . .
Na1 O5W H9 130.3 . .
Na1 O5W H10 101.3 . .
H9 O5W H10 110.2 . .
C2 Re1 C1 89.22(18) . .
C2 Re1 C3 88.37(17) . .
C1 Re1 C3 87.68(17) . .
C2 Re1 O4 173.57(14) . .
C1 Re1 O4 96.54(15) . .
C3 Re1 O4 94.69(15) . .
C2 Re1 O6 95.91(15) . .
C1 Re1 O6 173.57(14) . .
C3 Re1 O6 96.32(14) . .
O4 Re1 O6 78.15(12) . .
C2 Re1 N1 97.71(14) . .
C1 Re1 N1 98.46(15) . .
C3 Re1 N1 171.39(15) . .
O4 Re1 N1 78.68(11) . .
O6 Re1 N1 77.05(11) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.152(5) .
C1 Re1 1.910(4) .
C2 O2 1.148(5) .
C2 Re1 1.909(4) .
C3 O3 1.152(5) .
C3 Re1 1.914(4) .
C4 O5 1.228(5) .
C4 O4 1.287(5) .
C4 C5 1.521(5) .
C5 N1 1.502(5) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 N1 1.487(5) .
C6 C7 1.528(5) .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 O7 1.234(5) .
C7 O6 1.286(4) .
C8 N1 1.509(5) .
C8 C9 1.532(5) .
C8 H8A 0.9900 .
C8 H8B 0.9900 .
C9 O8 1.421(5) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
N1 Re1 2.246(3) .
Na1 O5 2.336(3) 1_455
Na1 O1W 2.367(4) .
Na1 O5W 2.388(5) .
Na1 O4W 2.400(5) 1_545
Na1 O3W 2.411(4) .
Na1 O3W 2.432(4) 2_666
Na1 Na1 3.597(4) 2_666
Na1 H6 2.0100 .
O4 Re1 2.123(3) .
O5 Na1 2.336(3) 1_655
O6 Re1 2.141(3) .
O8 H8O 0.8400 .
O1W H1 0.8284 .
O1W H2 0.8500 .
O2W H3 0.7873 .
O2W H4 0.8161 .
O3W Na1 2.432(4) 2_666
O3W H5 0.9504 .
O3W H6 0.9803 .
O4W Na1 2.400(5) 1_565
O4W H7 0.8547 .
O4W H8 0.8654 .
O5W H9 0.8806 .
O5W H10 0.8934 .
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
O8 H8O O6 0.84 1.96 2.757(4) 158.7 1_545
O1W H1 O4 0.83 2.00 2.811(4) 166.3 2_766
O2W H3 O1W 0.79 2.18 2.875(5) 147.8 2_666
O2W H3 O4W 0.79 2.55 3.101(5) 128.8 2_676
O2W H4 O7 0.82 2.23 2.830(5) 130.8 1_565
O3W H5 O5W 0.95 2.54 3.487(9) 173.2 2_566
O3W H6 O1W 0.98 2.53 3.475(5) 163.2 .
O4W H7 O5 0.85 2.01 2.847(5) 166.8 2_666
O4W H8 O2W 0.87 2.04 2.860(6) 157.1 .
O5W H9 O2W 0.88 1.88 2.734(6) 162.2 2_566
O5W H10 O6 0.89 2.47 3.349(6) 166.4 2_666
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_4
O5 C4 C5 N1 157.6(4) . .
O4 C4 C5 N1 -25.6(5) . .
N1 C6 C7 O7 -148.4(4) . .
N1 C6 C7 O6 33.9(5) . .
N1 C8 C9 O8 -51.4(5) . .
C7 C6 N1 C5 79.5(4) . .
C7 C6 N1 C8 -157.9(3) . .
C7 C6 N1 Re1 -35.9(3) . .
C4 C5 N1 C6 -90.6(4) . .
C4 C5 N1 C8 147.7(3) . .
C4 C5 N1 Re1 24.3(4) . .
C9 C8 N1 C6 -47.6(4) . .
C9 C8 N1 C5 74.4(4) . .
C9 C8 N1 Re1 -165.6(3) . .
O5 C4 O4 Re1 -171.2(3) . .
C5 C4 O4 Re1 12.2(4) . .
O4 C4 O5 Na1 -27.4(10) . 1_655
C5 C4 O5 Na1 149.1(6) . 1_655
O7 C7 O6 Re1 170.0(3) . .
C6 C7 O6 Re1 -12.5(4) . .
O5 Na1 O3W Na1 -88.48(16) 1_455 2_666
O1W Na1 O3W Na1 84.49(16) . 2_666
O5W Na1 O3W Na1 179.8(2) . 2_666
O4W Na1 O3W Na1 43.0(17) 1_545 2_666
O3W Na1 O3W Na1 0.0 2_666 2_666
O2 C2 Re1 C1 -155(50) . .
O2 C2 Re1 C3 -67(50) . .
O2 C2 Re1 O4 51(50) . .
O2 C2 Re1 O6 29(50) . .
O2 C2 Re1 N1 107(50) . .
O1 C1 Re1 C2 34(64) . .
O1 C1 Re1 C3 -54(64) . .
O1 C1 Re1 O4 -148(64) . .
O1 C1 Re1 O6 178(100) . .
O1 C1 Re1 N1 132(64) . .
O3 C3 Re1 C2 168(100) . .
O3 C3 Re1 C1 -102(100) . .
O3 C3 Re1 O4 -6(100) . .
O3 C3 Re1 O6 73(100) . .
O3 C3 Re1 N1 33(100) . .
C4 O4 Re1 C2 57.9(13) . .
C4 O4 Re1 C1 -95.7(3) . .
C4 O4 Re1 C3 176.1(3) . .
C4 O4 Re1 O6 80.6(3) . .
C4 O4 Re1 N1 1.6(3) . .
C7 O6 Re1 C2 90.2(3) . .
C7 O6 Re1 C1 -52.6(13) . .
C7 O6 Re1 C3 179.2(3) . .
C7 O6 Re1 O4 -87.3(3) . .
C7 O6 Re1 N1 -6.3(3) . .
C6 N1 Re1 C2 -71.4(2) . .
C5 N1 Re1 C2 171.1(3) . .
C8 N1 Re1 C2 48.7(3) . .
C6 N1 Re1 C1 -161.8(2) . .
C5 N1 Re1 C1 80.8(3) . .
C8 N1 Re1 C1 -41.7(3) . .
C6 N1 Re1 C3 63.1(10) . .
C5 N1 Re1 C3 -54.3(10) . .
C8 N1 Re1 C3 -176.8(9) . .
C6 N1 Re1 O4 103.2(2) . .
C5 N1 Re1 O4 -14.3(2) . .
C8 N1 Re1 O4 -136.7(2) . .
C6 N1 Re1 O6 22.9(2) . .
C5 N1 Re1 O6 -94.5(2) . .
C8 N1 Re1 O6 143.0(2) . .
