#------------------------------------------------------------------------------
#$Date: 2016-03-22 21:08:35 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179013 $
#$URL: svn://www.crystallography.net/cod/cif/4/12/11/4121178.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_4121178
loop_
_publ_author_name
'Michael Benz'
'Bernhard Spingler'
'Roger Alberto'
'Henrik Braband'
_publ_section_title
;
 Toward Organometallic 99mTc Imaging Agents: Synthesis of Water-Stable
 99Tc-NHC Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              17566
_journal_page_last               17572
_journal_paper_doi               10.1021/ja409499u
_journal_volume                  135
_journal_year                    2013
_chemical_formula_moiety         C18H26F6N8O3PTc
_chemical_formula_sum            'C18 H26 F6 N8 O3 P Tc'
_chemical_formula_weight         645.44
_chemical_name_common            '[TcO2(L2)2](PF6)xH2O'
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           13
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yc'
_symmetry_space_group_name_H-M   'P 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                 90.694(8)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.7640(10)
_cell_length_b                   8.2135(6)
_cell_length_c                   15.6688(15)
_cell_measurement_reflns_used    9164
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      29.42
_cell_measurement_theta_min      2.475
_cell_volume                     1256.5(2)
_computing_cell_refinement       'IPDS (Stoe, 1999)'
_computing_data_collection       'IPDS (Stoe, 1999)'
_computing_data_reduction        'X-Red (Stoe, 1999)'
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SIR-97 (Altomare, 1999)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.963
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       '/f oscillation scan'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0445
_diffrn_reflns_av_sigmaI/netI    0.0366
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            7467
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.48
_diffrn_standards_interval_count 'every image'
_diffrn_standards_interval_time  18
_diffrn_standards_number         50-200
_exptl_absorpt_coefficient_mu    0.719
_exptl_absorpt_correction_T_max  0.9568
_exptl_absorpt_correction_T_min  0.8961
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details   '(Coppens et al., 1965)'
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.706
_exptl_crystal_description       block
_exptl_crystal_F_000             652
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.06
_refine_diff_density_max         1.224
_refine_diff_density_min         -0.815
_refine_diff_density_rms         0.156
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.118
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     176
_refine_ls_number_reflns         2476
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.117
_refine_ls_R_factor_all          0.0657
_refine_ls_R_factor_gt           0.0496
_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)+(0.0682P)²+1.9568P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1202
_refine_ls_wR_factor_ref         0.1278
_reflns_number_gt                2009
_reflns_number_total             2476
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja409499u_si_002_4.cif
_cod_data_source_block           '[TcO2(L2)2](PF6)xH2O'
_cod_database_code               4121178
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'-x, -y, -z'
'x, -y, 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
Tc1 Tc 0.0000 0.0000 0.0000 0.01955(17) Uani 1 2 d S
C1 C 0.2107(4) -0.0820(5) -0.0079(3) 0.0241(9) Uani 1 1 d .
C3 C 0.2829(6) -0.0174(6) -0.1561(3) 0.0388(11) Uani 1 1 d .
H3C H 0.3547 0.0635 -0.1662 0.047 Uiso 1 1 calc R
H3B H 0.1930 0.0355 -0.1595 0.047 Uiso 1 1 calc R
H3A H 0.2879 -0.1031 -0.1995 0.047 Uiso 1 1 calc R
C4 C 0.4192(5) -0.1750(6) -0.0471(3) 0.0324(10) Uani 1 1 d .
H4A H 0.4971 -0.1954 -0.0812 0.039 Uiso 1 1 calc R
C5 C 0.4005(5) -0.2237(6) 0.0342(3) 0.0328(10) Uani 1 1 d .
H5A H 0.4621 -0.2855 0.0686 0.039 Uiso 1 1 calc R
C6 C 0.2023(5) -0.2007(6) 0.1367(3) 0.0315(10) Uani 1 1 d .
H6B H 0.1803 -0.0979 0.1665 0.038 Uiso 1 1 calc R
H6A H 0.2625 -0.2665 0.1745 0.038 Uiso 1 1 calc R
C7 C 0.0454(6) -0.4452(6) 0.1462(3) 0.0393(12) Uani 1 1 d .
H7A H 0.0985 -0.5107 0.1840 0.047 Uiso 1 1 calc R
C8 C -0.0738(6) -0.4838(6) 0.1098(4) 0.0416(12) Uani 1 1 d .
H8A H -0.1225 -0.5829 0.1169 0.050 Uiso 1 1 calc R
C9 C -0.2380(5) -0.3493(6) 0.0081(4) 0.0401(12) Uani 1 1 d .
H9C H -0.2146 -0.3278 -0.0515 0.048 Uiso 1 1 calc R
H9B H -0.2983 -0.2629 0.0288 0.048 Uiso 1 1 calc R
H9A H -0.2850 -0.4544 0.0120 0.048 Uiso 1 1 calc R
C2 C -0.0213(5) -0.2323(5) 0.0640(3) 0.0260(9) Uani 1 1 d .
N1 N 0.3024(4) -0.0890(4) -0.0713(2) 0.0265(8) Uani 1 1 d .
N2 N 0.2726(4) -0.1650(4) 0.0574(2) 0.0264(8) Uani 1 1 d .
N3 N 0.0766(4) -0.2901(4) 0.1178(2) 0.0278(8) Uani 1 1 d .
N4 N -0.1139(4) -0.3534(5) 0.0597(2) 0.0308(8) Uani 1 1 d .
O1 O 0.0390(3) 0.0913(4) 0.09934(18) 0.0270(7) Uani 1 1 d .
O11 O 0.0000 -0.2511(7) -0.2500 0.092(3) Uani 1 2 d SD
H11 H -0.031(9) -0.192(4) -0.212(3) 0.110 Uiso 1 1 d D
P1 P 0.5000 -0.47488(17) -0.2500 0.0208(3) Uani 1 2 d S
F1 F 0.5000 -0.2834(6) -0.2500 0.0643(15) Uani 1 2 d S
F2 F 0.5000 -0.6699(7) -0.2500 0.095(2) Uani 1 2 d S
F3 F 0.5881(6) -0.4754(5) -0.1649(3) 0.0901(17) Uani 1 1 d .
F4 F 0.3665(6) -0.4780(8) -0.1971(5) 0.124(2) 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'
Tc Tc -1.4390 0.7593 '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'
F F 0.0171 0.0103 '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 Tc1 O1 180.00(9) 3 .
O1 Tc1 C2 90.76(15) 3 .
O1 Tc1 C2 89.24(15) . .
O1 Tc1 C2 89.24(15) 3 3
O1 Tc1 C2 90.76(15) . 3
C2 Tc1 C2 180.0 . 3
O1 Tc1 C1 90.73(15) 3 .
O1 Tc1 C1 89.27(15) . .
C2 Tc1 C1 81.33(16) . .
C2 Tc1 C1 98.67(16) 3 .
O1 Tc1 C1 89.27(15) 3 3
O1 Tc1 C1 90.73(15) . 3
C2 Tc1 C1 98.67(16) . 3
C2 Tc1 C1 81.33(16) 3 3
C1 Tc1 C1 180.0 . 3
N1 C1 N2 103.8(4) . .
N1 C1 Tc1 134.0(3) . .
N2 C1 Tc1 121.6(3) . .
N1 C3 H3C 109.5 . .
N1 C3 H3B 109.5 . .
H3C C3 H3B 109.5 . .
N1 C3 H3A 109.5 . .
H3C C3 H3A 109.5 . .
H3B C3 H3A 109.5 . .
C5 C4 N1 106.7(4) . .
C5 C4 H4A 126.6 . .
N1 C4 H4A 126.6 . .
C4 C5 N2 106.0(4) . .
C4 C5 H5A 127.0 . .
N2 C5 H5A 127.0 . .
N2 C6 N3 109.5(4) . .
N2 C6 H6B 109.8 . .
N3 C6 H6B 109.8 . .
N2 C6 H6A 109.8 . .
N3 C6 H6A 109.8 . .
H6B C6 H6A 108.2 . .
C8 C7 N3 106.1(4) . .
C8 C7 H7A 127.0 . .
N3 C7 H7A 127.0 . .
C7 C8 N4 107.4(4) . .
C7 C8 H8A 126.3 . .
N4 C8 H8A 126.3 . .
N4 C9 H9C 109.5 . .
N4 C9 H9B 109.5 . .
H9C C9 H9B 109.5 . .
N4 C9 H9A 109.5 . .
H9C C9 H9A 109.5 . .
H9B C9 H9A 109.5 . .
N4 C2 N3 103.9(4) . .
N4 C2 Tc1 134.1(3) . .
N3 C2 Tc1 121.8(3) . .
C1 N1 C4 111.8(4) . .
C1 N1 C3 124.9(4) . .
C4 N1 C3 123.3(4) . .
C1 N2 C5 111.6(4) . .
C1 N2 C6 122.1(4) . .
C5 N2 C6 126.0(4) . .
C2 N3 C7 111.5(4) . .
C2 N3 C6 122.4(4) . .
C7 N3 C6 125.9(4) . .
C2 N4 C8 111.0(4) . .
C2 N4 C9 124.6(4) . .
C8 N4 C9 124.4(4) . .
F4 P1 F4 178.1(5) . 2_654
F4 P1 F1 90.9(2) . .
F4 P1 F1 90.9(2) 2_654 .
F4 P1 F3 89.9(4) . 2_654
F4 P1 F3 90.1(4) 2_654 2_654
F1 P1 F3 90.17(16) . 2_654
F4 P1 F3 90.1(4) . .
F4 P1 F3 89.9(4) 2_654 .
F1 P1 F3 90.17(16) . .
F3 P1 F3 179.7(3) 2_654 .
F4 P1 F2 89.1(2) . .
F4 P1 F2 89.1(2) 2_654 .
F1 P1 F2 180.000(1) . .
F3 P1 F2 89.83(16) 2_654 .
F3 P1 F2 89.83(16) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tc1 O1 1.765(3) 3
Tc1 O1 1.765(3) .
Tc1 C2 2.166(4) .
Tc1 C2 2.166(4) 3
Tc1 C1 2.170(4) .
Tc1 C1 2.170(4) 3
C1 N1 1.346(6) .
C1 N2 1.365(5) .
C3 N1 1.464(6) .
C3 H3C 0.9800 .
C3 H3B 0.9800 .
C3 H3A 0.9800 .
C4 C5 1.350(7) .
C4 N1 1.390(6) .
C4 H4A 0.9500 .
C5 N2 1.390(6) .
C5 H5A 0.9500 .
C6 N2 1.455(6) .
C6 N3 1.458(6) .
C6 H6B 0.9900 .
C6 H6A 0.9900 .
C7 C8 1.328(8) .
C7 N3 1.384(6) .
C7 H7A 0.9500 .
C8 N4 1.382(6) .
C8 H8A 0.9500 .
C9 N4 1.449(6) .
C9 H9C 0.9800 .
C9 H9B 0.9800 .
C9 H9A 0.9800 .
C2 N4 1.346(6) .
C2 N3 1.353(6) .
O11 H11 0.836(19) .
P1 F4 1.553(5) .
P1 F4 1.553(5) 2_654
P1 F1 1.573(5) .
P1 F3 1.578(4) 2_654
P1 F3 1.578(4) .
P1 F2 1.602(5) .
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
O11 H11 O1 0.836(19) 1.95(4) 2.732(4) 157(9) 3
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
O1 Tc1 C1 N1 41.5(4) 3
O1 Tc1 C1 N1 -138.5(4) .
C2 Tc1 C1 N1 132.1(4) .
C2 Tc1 C1 N1 -47.9(4) 3
C1 Tc1 C1 N1 -135(5) 3
O1 Tc1 C1 N2 -128.6(3) 3
O1 Tc1 C1 N2 51.4(3) .
C2 Tc1 C1 N2 -38.0(3) .
C2 Tc1 C1 N2 142.0(3) 3
C1 Tc1 C1 N2 55(5) 3
N1 C4 C5 N2 -0.3(5) .
N3 C7 C8 N4 0.2(6) .
O1 Tc1 C2 N4 -45.3(4) 3
O1 Tc1 C2 N4 134.7(4) .
C2 Tc1 C2 N4 -23(6) 3
C1 Tc1 C2 N4 -135.9(5) .
C1 Tc1 C2 N4 44.1(5) 3
O1 Tc1 C2 N3 129.2(3) 3
O1 Tc1 C2 N3 -50.8(3) .
C2 Tc1 C2 N3 151(6) 3
C1 Tc1 C2 N3 38.6(3) .
C1 Tc1 C2 N3 -141.4(3) 3
N2 C1 N1 C4 0.3(5) .
Tc1 C1 N1 C4 -171.0(3) .
N2 C1 N1 C3 179.7(4) .
Tc1 C1 N1 C3 8.3(7) .
C5 C4 N1 C1 0.0(5) .
C5 C4 N1 C3 -179.4(4) .
N1 C1 N2 C5 -0.5(5) .
Tc1 C1 N2 C5 172.1(3) .
N1 C1 N2 C6 -173.9(4) .
Tc1 C1 N2 C6 -1.2(5) .
C4 C5 N2 C1 0.5(5) .
C4 C5 N2 C6 173.6(4) .
N3 C6 N2 C1 56.4(5) .
N3 C6 N2 C5 -115.9(5) .
N4 C2 N3 C7 0.3(5) .
Tc1 C2 N3 C7 -175.6(3) .
N4 C2 N3 C6 176.1(4) .
Tc1 C2 N3 C6 0.1(6) .
C8 C7 N3 C2 -0.3(6) .
C8 C7 N3 C6 -175.9(4) .
N2 C6 N3 C2 -56.0(5) .
N2 C6 N3 C7 119.1(5) .
N3 C2 N4 C8 -0.2(5) .
Tc1 C2 N4 C8 175.0(4) .
N3 C2 N4 C9 -179.0(4) .
Tc1 C2 N4 C9 -3.8(7) .
C7 C8 N4 C2 0.0(6) .
C7 C8 N4 C9 178.8(5) .
