#------------------------------------------------------------------------------
#$Date: 2016-03-23 01:41:43 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179151 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/12/4311260.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_4311260
loop_
_publ_author_name
'Paul S. Walker'
'Paul M. Bergin'
'Martin C. Grossel'
'Peter N. Horton'
_publ_section_title
;
 Modeling Novel Radiopharmaceuticals: Mono-C6-Substituted PnAO Ligands
 (PnAO = 3,3,9,9-Tetramethyl-4,8-diazaundecane-2,10-dione Dioxime)
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4145
_journal_page_last               4153
_journal_paper_doi               10.1021/ic0497634
_journal_volume                  43
_journal_year                    2004
_chemical_formula_sum            'C20 H32 N5 O3 Tc'
_chemical_formula_weight         488.51
_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                92.05(3)
_cell_angle_beta                 113.21(3)
_cell_angle_gamma                109.55(3)
_cell_formula_units_Z            2
_cell_length_a                   10.678(2)
_cell_length_b                   10.852(2)
_cell_length_c                   11.052(2)
_cell_measurement_temperature    293(2)
_cell_volume                     1088.2(5)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.819
_diffrn_measured_fraction_theta_max 0.819
_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  0.0419
_diffrn_reflns_av_sigmaI/netI    0.0613
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12741
_diffrn_reflns_theta_full        30.56
_diffrn_reflns_theta_max         30.56
_diffrn_reflns_theta_min         3.15
_exptl_absorpt_coefficient_mu    0.692
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    1.491
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    .
_exptl_crystal_description       block
_exptl_crystal_F_000             508
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.05
_refine_diff_density_max         1.037
_refine_diff_density_min         -0.906
_refine_diff_density_rms         0.103
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     324
_refine_ls_number_reflns         5467
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0541
_refine_ls_R_factor_gt           0.0367
_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)+(0.0422P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0790
_refine_ls_wR_factor_ref         0.0858
_reflns_number_gt                4502
_reflns_number_total             5467
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic0497634si20040223_070814_3.cif
_cod_data_source_block           8
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_cell_volume        1088.2(3)
_cod_database_code               4311260
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
_atom_site_disorder_assembly
_atom_site_disorder_group
Tc1 Tc 0.34668(2) 0.485526(17) 0.153677(18) 0.02028(8) Uani 1 1 d . . .
O4T O 0.52691(17) 0.54192(15) 0.19355(16) 0.0260(4) Uani 1 1 d . . .
O2 O 0.3275(2) 0.55707(18) 0.41523(18) 0.0327(4) Uani 1 1 d . . .
O1 O 0.3202(2) 0.72614(17) 0.27416(18) 0.0350(4) Uani 1 1 d . . .
N3 N 0.2703(2) 0.29475(18) 0.13268(19) 0.0218(4) Uani 1 1 d . . .
N5 N 0.1485(3) -0.1233(2) -0.3387(2) 0.0373(5) Uani 1 1 d . . .
N2 N 0.2337(2) 0.47808(18) -0.03213(19) 0.0227(4) Uani 1 1 d . . .
N1 N 0.2906(2) 0.65159(18) 0.1580(2) 0.0255(4) Uani 1 1 d . . .
C6 C 0.2514(3) 0.2671(2) -0.0979(2) 0.0238(5) Uani 1 1 d . . .
C17 C 0.3151(3) 0.0924(3) -0.1960(3) 0.0325(6) Uani 1 1 d . . .
N4 N 0.3147(2) 0.45699(18) 0.32594(19) 0.0231(4) Uani 1 1 d . . .
C22 C 0.3446(3) 0.0023(3) -0.3923(3) 0.0318(6) Uani 1 1 d . . .
C21 C 0.2669(3) -0.0143(2) -0.3143(2) 0.0279(5) Uani 1 1 d . . .
C23 C 0.2973(3) -0.0966(3) -0.5001(3) 0.0354(6) Uani 1 1 d . . .
C9 C 0.2797(3) 0.2364(2) 0.2532(2) 0.0240(5) Uani 1 1 d . . .
C7 C 0.2175(3) 0.2006(2) 0.0100(2) 0.0258(5) Uani 1 1 d . . .
C2 C 0.2409(3) 0.6902(2) 0.0466(3) 0.0278(5) Uani 1 1 d . . .
C25 C 0.1060(3) -0.2180(3) -0.4434(3) 0.0413(7) Uani 1 1 d . . .
C16 C 0.2085(3) 0.1632(2) -0.2198(3) 0.0274(5) Uani 1 1 d . . .
C3 C 0.2080(3) 0.5987(2) -0.0762(2) 0.0244(5) Uani 1 1 d . . .
C24 C 0.1756(3) -0.2097(3) -0.5253(3) 0.0382(7) Uani 1 1 d . . .
C10 C 0.2957(2) 0.3413(2) 0.3576(2) 0.0243(5) Uani 1 1 d . . .
C5 C 0.1765(3) 0.3643(2) -0.1402(2) 0.0256(5) Uani 1 1 d . . .
C14 C 0.4191(3) 0.2024(3) 0.3097(3) 0.0299(6) Uani 1 1 d . . .
H14A H 0.4119 0.1365 0.2443 0.045 Uiso 1 1 calc R . .
H14B H 0.4272 0.1681 0.3902 0.045 Uiso 1 1 calc R . .
H14C H 0.5045 0.2814 0.3296 0.045 Uiso 1 1 calc R . .
C12 C 0.3118(3) 0.6683(2) -0.1387(3) 0.0295(5) Uani 1 1 d . . .
H12A H 0.4121 0.6900 -0.0751 0.044 Uiso 1 1 calc R . .
H12B H 0.2979 0.7486 -0.1625 0.044 Uiso 1 1 calc R . .
H12C H 0.2905 0.6100 -0.2177 0.044 Uiso 1 1 calc R . .
C11 C 0.2909(3) 0.3129(3) 0.4862(2) 0.0327(6) Uani 1 1 d . . .
H11A H 0.3112 0.3940 0.5413 0.049 Uiso 1 1 calc R . .
H11B H 0.3635 0.2766 0.5319 0.049 Uiso 1 1 calc R . .
H11C H 0.1949 0.2498 0.4687 0.049 Uiso 1 1 calc R . .
C15 C 0.1424(3) 0.1122(2) 0.2252(3) 0.0293(6) Uani 1 1 d . . .
H15A H 0.0573 0.1354 0.1944 0.044 Uiso 1 1 calc R . .
H15B H 0.1537 0.0779 0.3061 0.044 Uiso 1 1 calc R . .
H15C H 0.1304 0.0455 0.1576 0.044 Uiso 1 1 calc R . .
C1 C 0.2176(4) 0.8186(3) 0.0424(3) 0.0424(7) Uani 1 1 d . . .
H1A H 0.1335 0.8094 0.0590 0.064 Uiso 1 1 calc R . .
H1B H 0.2012 0.8408 -0.0444 0.064 Uiso 1 1 calc R . .
H1C H 0.3033 0.8880 0.1099 0.064 Uiso 1 1 calc R . .
C13 C 0.0467(3) 0.5641(2) -0.1770(3) 0.0339(6) Uani 1 1 d . . .
H13A H 0.0266 0.5115 -0.2590 0.051 Uiso 1 1 calc R . .
H13B H 0.0306 0.6448 -0.1948 0.051 Uiso 1 1 calc R . .
H13C H -0.0177 0.5144 -0.1398 0.051 Uiso 1 1 calc R . .
H5B H 0.062(3) 0.312(2) -0.176(2) 0.027(7) Uiso 1 1 d . . .
H25 H 0.017(3) -0.296(3) -0.458(3) 0.038(8) Uiso 1 1 d . . .
H22 H 0.431(3) 0.081(3) -0.372(2) 0.028(7) Uiso 1 1 d . . .
H5A H 0.193(3) 0.395(2) -0.213(3) 0.028(7) Uiso 1 1 d . . .
H16A H 0.112(3) 0.102(2) -0.246(2) 0.023(6) Uiso 1 1 d . . .
H7A H 0.258(3) 0.132(2) 0.030(2) 0.020(6) Uiso 1 1 d . . .
H7B H 0.112(3) 0.155(3) -0.026(3) 0.033(7) Uiso 1 1 d . . .
H16B H 0.207(3) 0.206(3) -0.296(3) 0.040(8) Uiso 1 1 d . . .
H6 H 0.349(3) 0.314(3) -0.064(3) 0.025(7) Uiso 1 1 d . . .
H24 H 0.143(3) -0.283(3) -0.594(3) 0.044(8) Uiso 1 1 d . . .
H17A H 0.326(3) 0.061(3) -0.119(3) 0.032(8) Uiso 1 1 d . . .
H17B H 0.417(3) 0.151(3) -0.171(3) 0.040(8) Uiso 1 1 d . . .
H23 H 0.348(4) -0.093(3) -0.550(3) 0.054(10) Uiso 1 1 d . . .
H1X H 0.324(4) 0.627(4) 0.365(4) 0.068(11) Uiso 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'
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
_geom_angle_publ_flag
O4T Tc1 N2 111.36(9) . . ?
O4T Tc1 N3 109.71(9) . . ?
N2 Tc1 N3 92.39(9) . . ?
O4T Tc1 N4 109.49(8) . . ?
N2 Tc1 N4 138.97(8) . . ?
N3 Tc1 N4 77.33(8) . . ?
O4T Tc1 N1 107.14(8) . . ?
N2 Tc1 N1 77.54(8) . . ?
N3 Tc1 N1 142.96(8) . . ?
N4 Tc1 N1 87.15(8) . . ?
C7 N3 C9 115.74(18) . . ?
C7 N3 Tc1 125.57(15) . . ?
C9 N3 Tc1 118.33(15) . . ?
C21 N5 C25 116.8(3) . . ?
C5 N2 C3 115.16(18) . . ?
C5 N2 Tc1 125.41(15) . . ?
C3 N2 Tc1 119.28(15) . . ?
C2 N1 O1 120.06(19) . . ?
C2 N1 Tc1 117.07(17) . . ?
O1 N1 Tc1 122.44(15) . . ?
C5 C6 C7 111.6(2) . . ?
C5 C6 C16 110.5(2) . . ?
C7 C6 C16 111.05(19) . . ?
C21 C17 C16 112.6(2) . . ?
C10 N4 O2 117.75(19) . . ?
C10 N4 Tc1 117.82(16) . . ?
O2 N4 Tc1 124.08(14) . . ?
C23 C22 C21 119.2(3) . . ?
N5 C21 C22 122.6(2) . . ?
N5 C21 C17 116.8(2) . . ?
C22 C21 C17 120.6(2) . . ?
C22 C23 C24 118.4(3) . . ?
N3 C9 C10 107.42(18) . . ?
N3 C9 C15 112.50(19) . . ?
C10 C9 C15 108.9(2) . . ?
N3 C9 C14 109.6(2) . . ?
C10 C9 C14 108.00(19) . . ?
C15 C9 C14 110.2(2) . . ?
N3 C7 C6 112.80(19) . . ?
N1 C2 C1 121.1(2) . . ?
N1 C2 C3 115.8(2) . . ?
C1 C2 C3 123.2(2) . . ?
N5 C25 C24 124.4(3) . . ?
C17 C16 C6 113.4(2) . . ?
N2 C3 C2 106.92(19) . . ?
N2 C3 C12 110.23(19) . . ?
C2 C3 C12 109.4(2) . . ?
N2 C3 C13 111.49(18) . . ?
C2 C3 C13 108.7(2) . . ?
C12 C3 C13 110.0(2) . . ?
C25 C24 C23 118.6(3) . . ?
N4 C10 C11 123.1(2) . . ?
N4 C10 C9 114.5(2) . . ?
C11 C10 C9 122.5(2) . . ?
N2 C5 C6 112.22(19) . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Tc1 O4T 1.6722(17) . ?
Tc1 N2 1.910(2) . ?
Tc1 N3 1.9213(19) . ?
Tc1 N4 2.079(2) . ?
Tc1 N1 2.0848(19) . ?
O2 N4 1.375(2) . ?
O1 N1 1.355(3) . ?
N3 C7 1.454(3) . ?
N3 C9 1.478(3) . ?
N5 C21 1.333(3) . ?
N5 C25 1.337(4) . ?
N2 C5 1.463(3) . ?
N2 C3 1.485(3) . ?
N1 C2 1.283(3) . ?
C6 C5 1.509(3) . ?
C6 C7 1.518(3) . ?
C6 C16 1.535(3) . ?
C17 C21 1.508(4) . ?
C17 C16 1.522(4) . ?
N4 C10 1.287(3) . ?
C22 C23 1.377(4) . ?
C22 C21 1.393(4) . ?
C23 C24 1.377(4) . ?
C9 C10 1.509(3) . ?
C9 C15 1.534(3) . ?
C9 C14 1.546(3) . ?
C2 C1 1.493(3) . ?
C2 C3 1.499(3) . ?
C25 C24 1.368(4) . ?
C3 C12 1.536(3) . ?
C3 C13 1.541(3) . ?
C10 C11 1.482(3) . ?
