#------------------------------------------------------------------------------
#$Date: 2016-12-13 12:32:47 +0200 (Tue, 13 Dec 2016) $
#$Revision: 189097 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/32/87/4328751.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_4328751
loop_
_publ_author_name
'Henrik Braband'
'Sebastian Imstepf'
'Michael Benz'
'Bernhard Spingler'
'Roger Alberto'
_publ_section_title
;
 Combining Bifunctional Chelator with (3 + 2)-Cycloaddition Approaches:
 Synthesis of Dual-Function Technetium Complexes
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              4051
_journal_page_last               4057
_journal_paper_doi               10.1021/ic202212e
_journal_volume                  51
_journal_year                    2012
_chemical_formula_moiety         '[TcO3(tacn-BA)]Br'
_chemical_formula_sum            'C15 H26 Br N4 O5 Tc'
_chemical_formula_weight         520.31
_chemical_name_common            '[TcO3(tacn-BA)]Br'
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 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                 95.344(14)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.1014(12)
_cell_length_b                   11.4750(8)
_cell_length_c                   17.935(2)
_cell_measurement_reflns_used    7505
_cell_measurement_temperature    183(2)
_cell_measurement_theta_max      28.2
_cell_measurement_theta_min      1.9
_cell_volume                     2069.9(4)
_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, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      183(2)
_diffrn_measured_fraction_theta_full 0.951
_diffrn_measured_fraction_theta_max 0.951
_diffrn_measurement_device_type  'Stoe IPDS'
_diffrn_measurement_method       'φ oscillation scan'
_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  0.1344
_diffrn_reflns_av_sigmaI/netI    0.1271
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            20932
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         2.69
_diffrn_standards_interval_count 'every image'
_diffrn_standards_interval_time  5.5
_diffrn_standards_number         50-200
_exptl_absorpt_coefficient_mu    2.657
_exptl_absorpt_correction_T_max  0.742120
_exptl_absorpt_correction_T_min  0.3053289
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   none
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.670
_exptl_crystal_description       stick
_exptl_crystal_F_000             1048
_exptl_crystal_size_max          0.194
_exptl_crystal_size_mid          0.114
_exptl_crystal_size_min          0.034
_refine_diff_density_max         0.959
_refine_diff_density_min         -0.472
_refine_diff_density_rms         0.093
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.807
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         4038
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.807
_refine_ls_R_factor_all          0.1070
_refine_ls_R_factor_gt           0.0482
_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)+(0.0446P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0916
_refine_ls_wR_factor_ref         0.1047
_reflns_number_gt                2046
_reflns_number_total             4038
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            ic202212e_si_002_3.cif
_cod_data_source_block           si230410
_cod_database_code               4328751
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -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
_atom_site_attached_hydrogens
Tc1 Tc 0.16614(4) 0.00840(5) 0.16956(2) 0.03583(16) Uani 1 1 d . 0
O1 O 0.1632(4) -0.1350(4) 0.1908(2) 0.0433(11) Uani 1 1 d . 0
O2 O 0.0365(4) 0.0329(4) 0.1045(2) 0.0484(13) Uani 1 1 d . 0
O3 O 0.1352(4) 0.0839(4) 0.2471(2) 0.0468(11) Uani 1 1 d . 0
N1 N 0.2534(5) 0.1695(4) 0.1258(2) 0.0387(12) Uani 1 1 d . 0
H1 H 0.1940 0.2296 0.1329 0.046 Uiso 1 1 calc R 0
N2 N 0.3800(4) 0.0105(5) 0.2151(2) 0.0357(10) Uani 1 1 d . 0
H2 H 0.3849 -0.0300 0.2602 0.043 Uiso 1 1 calc R 0
N3 N 0.2859(4) -0.0548(4) 0.0702(2) 0.0327(11) Uani 1 1 d . 0
C1 C 0.3855(6) 0.2056(6) 0.1650(3) 0.0420(15) Uani 1 1 d . 0
H1A H 0.4561 0.1965 0.1307 0.050 Uiso 1 1 calc R 0
H1B H 0.3821 0.2887 0.1797 0.050 Uiso 1 1 calc R 0
C2 C 0.4173(6) 0.1314(6) 0.2337(3) 0.0429(15) Uani 1 1 d . 0
H2A H 0.5135 0.1359 0.2501 0.051 Uiso 1 1 calc R 0
H2B H 0.3673 0.1596 0.2750 0.051 Uiso 1 1 calc R 0
C3 C 0.4720(5) -0.0479(5) 0.1684(3) 0.0369(15) Uani 1 1 d . 0
H3A H 0.5332 -0.0984 0.2003 0.044 Uiso 1 1 calc R 0
H3B H 0.5260 0.0114 0.1449 0.044 Uiso 1 1 calc R 0
C4 C 0.3978(5) -0.1209(5) 0.1078(3) 0.0354(13) Uani 1 1 d . 0
H4A H 0.4593 -0.1444 0.0706 0.042 Uiso 1 1 calc R 0
H4B H 0.3639 -0.1925 0.1302 0.042 Uiso 1 1 calc R 0
C5 C 0.3304(6) 0.0476(5) 0.0272(3) 0.0367(14) Uani 1 1 d . 0
H5A H 0.4266 0.0605 0.0403 0.044 Uiso 1 1 calc R 0
H5B H 0.3166 0.0305 -0.0271 0.044 Uiso 1 1 calc R 0
C6 C 0.2560(7) 0.1557(6) 0.0435(3) 0.0415(16) Uani 1 1 d . 0
H6A H 0.2995 0.2243 0.0228 0.050 Uiso 1 1 calc R 0
H6B H 0.1639 0.1509 0.0194 0.050 Uiso 1 1 calc R 0
C7 C 0.1945(5) -0.1328(6) 0.0224(3) 0.0341(14) Uani 1 1 d . 0
H7A H 0.1208 -0.0857 -0.0021 0.041 Uiso 1 1 calc R 0
H7B H 0.1556 -0.1911 0.0547 0.041 Uiso 1 1 calc R 0
C8 C 0.2644(6) -0.1965(6) -0.0379(3) 0.0393(15) Uani 1 1 d . 0
N4 N 0.1971(5) -0.2859(5) -0.0683(3) 0.0437(13) Uani 1 1 d . 0
H4 H 0.1185 -0.3017 -0.0534 0.052 Uiso 1 1 calc R 0
C9 C 0.2477(6) -0.3593(6) -0.1256(3) 0.0448(16) Uani 1 1 d . 0
H9A H 0.1961 -0.4327 -0.1292 0.054 Uiso 1 1 calc R 0
H9B H 0.3414 -0.3795 -0.1097 0.054 Uiso 1 1 calc R 0
C10 C 0.2412(6) -0.3039(6) -0.2025(3) 0.0416(15) Uani 1 1 d . 0
C11 C 0.3228(6) -0.3501(6) -0.2553(4) 0.0451(16) Uani 1 1 d . 0
H11 H 0.3820 -0.4121 -0.2409 0.054 Uiso 1 1 calc R 0
C12 C 0.3181(6) -0.3067(7) -0.3276(4) 0.0495(17) Uani 1 1 d . 0
H12 H 0.3732 -0.3390 -0.3624 0.059 Uiso 1 1 calc R 0
C13 C 0.2324(6) -0.2160(7) -0.3486(4) 0.0484(17) Uani 1 1 d . 0
H13 H 0.2297 -0.1851 -0.3979 0.058 Uiso 1 1 calc R 0
C14 C 0.1507(7) -0.1699(6) -0.2982(4) 0.0498(17) Uani 1 1 d . 0
H14 H 0.0909 -0.1083 -0.3128 0.060 Uiso 1 1 calc R 0
C15 C 0.1574(7) -0.2156(7) -0.2250(4) 0.0520(18) Uani 1 1 d . 0
H15 H 0.1016 -0.1836 -0.1904 0.062 Uiso 1 1 calc R 0
O4 O 0.3712(4) -0.1653(4) -0.0587(2) 0.0540(13) Uani 1 1 d . 0
O5 O -0.0130(6) -0.3479(5) 0.0427(3) 0.0801(17) Uani 1 1 d . 2
Br1 Br 0.3717(2) -0.07365(18) 0.38466(8) 0.0948(8) Uani 0.50 1 d P 0
Br2 Br 0.40684(14) 0.48717(15) 0.03430(7) 0.0567(4) Uani 0.50 1 d P 0
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'
Br Br -0.2901 2.4595 '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
O1 Tc1 O3 107.8(2)
O1 Tc1 O2 106.7(2)
O3 Tc1 O2 106.92(19)
O1 Tc1 N1 154.87(18)
O3 Tc1 N1 88.51(19)
O2 Tc1 N1 85.7(2)
O1 Tc1 N2 88.0(2)
O3 Tc1 N2 86.58(18)
O2 Tc1 N2 155.19(17)
N1 Tc1 N2 73.68(19)
O1 Tc1 N3 83.77(17)
O3 Tc1 N3 157.68(19)
O2 Tc1 N3 87.06(16)
N1 Tc1 N3 74.99(17)
N2 Tc1 N3 74.54(15)
C6 N1 C1 113.3(4)
C6 N1 Tc1 107.8(4)
C1 N1 Tc1 115.2(3)
C6 N1 H1 106.6
C1 N1 H1 106.6
Tc1 N1 H1 106.6
C2 N2 C3 113.4(4)
C2 N2 Tc1 108.2(4)
C3 N2 Tc1 115.3(3)
C2 N2 H2 106.4
C3 N2 H2 106.4
Tc1 N2 H2 106.4
C4 N3 C7 111.1(5)
C4 N3 C5 112.7(4)
C7 N3 C5 111.9(4)
C4 N3 Tc1 103.8(3)
C7 N3 Tc1 106.5(3)
C5 N3 Tc1 110.3(3)
C2 C1 N1 109.8(5)
C2 C1 H1A 109.7
N1 C1 H1A 109.7
C2 C1 H1B 109.7
N1 C1 H1B 109.7
H1A C1 H1B 108.2
N2 C2 C1 108.5(5)
N2 C2 H2A 110.0
C1 C2 H2A 110.0
N2 C2 H2B 110.0
C1 C2 H2B 110.0
H2A C2 H2B 108.4
N2 C3 C4 111.4(4)
N2 C3 H3A 109.4
C4 C3 H3A 109.4
N2 C3 H3B 109.4
C4 C3 H3B 109.4
H3A C3 H3B 108.0
N3 C4 C3 110.6(5)
N3 C4 H4A 109.5
C3 C4 H4A 109.5
N3 C4 H4B 109.5
C3 C4 H4B 109.5
H4A C4 H4B 108.1
C6 C5 N3 111.7(4)
C6 C5 H5A 109.3
N3 C5 H5A 109.3
C6 C5 H5B 109.3
N3 C5 H5B 109.3
H5A C5 H5B 107.9
N1 C6 C5 109.8(5)
N1 C6 H6A 109.7
C5 C6 H6A 109.7
N1 C6 H6B 109.7
C5 C6 H6B 109.7
H6A C6 H6B 108.2
N3 C7 C8 112.9(4)
N3 C7 H7A 109.0
C8 C7 H7A 109.0
N3 C7 H7B 109.0
C8 C7 H7B 109.0
H7A C7 H7B 107.8
O4 C8 N4 122.3(5)
O4 C8 C7 123.5(6)
N4 C8 C7 114.2(5)
C8 N4 C9 122.7(5)
C8 N4 H4 118.7
C9 N4 H4 118.7
N4 C9 C10 114.2(6)
N4 C9 H9A 108.7
C10 C9 H9A 108.7
N4 C9 H9B 108.7
C10 C9 H9B 108.7
H9A C9 H9B 107.6
C15 C10 C11 117.8(6)
C15 C10 C9 123.9(6)
C11 C10 C9 118.3(6)
C12 C11 C10 121.4(6)
C12 C11 H11 119.3
C10 C11 H11 119.3
C13 C12 C11 119.4(6)
C13 C12 H12 120.3
C11 C12 H12 120.3
C12 C13 C14 120.4(6)
C12 C13 H13 119.8
C14 C13 H13 119.8
C13 C14 C15 119.1(7)
C13 C14 H14 120.5
C15 C14 H14 120.5
C10 C15 C14 122.0(6)
C10 C15 H15 119.0
C14 C15 H15 119.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Tc1 O1 1.690(4) .
Tc1 O3 1.693(4) .
Tc1 O2 1.694(4) .
Tc1 N1 2.223(5) .
Tc1 N2 2.237(4) .
Tc1 N3 2.360(4) .
N1 C6 1.486(7) .
N1 C1 1.508(8) .
N1 H1 0.9300 .
N2 C2 1.468(8) .
N2 C3 1.469(7) .
N2 H2 0.9300 .
N3 C4 1.472(7) .
N3 C7 1.497(7) .
N3 C5 1.497(7) .
C1 C2 1.507(9) .
C1 H1A 0.9900 .
C1 H1B 0.9900 .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C4 1.514(8) .
C3 H3A 0.9900 .
C3 H3B 0.9900 .
C4 H4A 0.9900 .
C4 H4B 0.9900 .
C5 C6 1.494(8) .
C5 H5A 0.9900 .
C5 H5B 0.9900 .
C6 H6A 0.9900 .
C6 H6B 0.9900 .
C7 C8 1.531(8) .
C7 H7A 0.9900 .
C7 H7B 0.9900 .
C8 O4 1.227(7) .
C8 N4 1.320(8) .
N4 C9 1.458(8) .
N4 H4 0.8800 .
C9 C10 1.514(9) .
C9 H9A 0.9900 .
C9 H9B 0.9900 .
C10 C15 1.358(9) .
C10 C11 1.415(8) .
C11 C12 1.385(9) .
C11 H11 0.9500 .
C12 C13 1.384(10) .
C12 H12 0.9500 .
C13 C14 1.385(9) .
C13 H13 0.9500 .
C14 C15 1.410(9) .
C14 H14 0.9500 .
C15 H15 0.9500 .
Br2 Br2 2.361(3) 3_665
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
N1 H1 Br1 0.93 2.37 3.205(5) 149.9 2
N2 H2 Br1 0.93 2.30 3.200(4) 161.4 .
N4 H4 O5 0.88 2.33 3.125(7) 149.7 .
N4 H4 Br1 0.88 3.00 3.688(6) 136.8 4
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
O1 Tc1 N1 C6 67.4(6)
O3 Tc1 N1 C6 -161.0(4)
O2 Tc1 N1 C6 -53.9(4)
N2 Tc1 N1 C6 112.1(4)
N3 Tc1 N1 C6 34.2(3)
O1 Tc1 N1 C1 -60.3(6)
O3 Tc1 N1 C1 71.3(4)
O2 Tc1 N1 C1 178.4(4)
N2 Tc1 N1 C1 -15.6(4)
N3 Tc1 N1 C1 -93.5(4)
O1 Tc1 N2 C2 -159.6(3)
O3 Tc1 N2 C2 -51.6(3)
O2 Tc1 N2 C2 72.8(6)
N1 Tc1 N2 C2 37.8(3)
N3 Tc1 N2 C2 116.4(3)
O1 Tc1 N2 C3 72.3(4)
O3 Tc1 N2 C3 -179.8(4)
O2 Tc1 N2 C3 -55.3(7)
N1 Tc1 N2 C3 -90.3(4)
N3 Tc1 N2 C3 -11.8(4)
O1 Tc1 N3 C4 -55.2(4)
O3 Tc1 N3 C4 67.6(6)
O2 Tc1 N3 C4 -162.4(4)
N1 Tc1 N3 C4 111.2(4)
N2 Tc1 N3 C4 34.4(3)
O1 Tc1 N3 C7 62.1(4)
O3 Tc1 N3 C7 -175.0(5)
O2 Tc1 N3 C7 -45.1(4)
N1 Tc1 N3 C7 -131.4(4)
N2 Tc1 N3 C7 151.8(4)
O1 Tc1 N3 C5 -176.2(4)
O3 Tc1 N3 C5 -53.4(6)
O2 Tc1 N3 C5 76.6(4)
N1 Tc1 N3 C5 -9.8(3)
N2 Tc1 N3 C5 -86.6(4)
C6 N1 C1 C2 -133.5(5)
Tc1 N1 C1 C2 -8.6(6)
C3 N2 C2 C1 74.2(6)
Tc1 N2 C2 C1 -55.0(5)
N1 C1 C2 N2 41.3(6)
C2 N2 C3 C4 -138.6(5)
Tc1 N2 C3 C4 -13.1(6)
C7 N3 C4 C3 -167.6(4)
C5 N3 C4 C3 65.9(6)
Tc1 N3 C4 C3 -53.5(5)
N2 C3 C4 N3 46.4(6)
C4 N3 C5 C6 -132.1(5)
C7 N3 C5 C6 101.8(6)
Tc1 N3 C5 C6 -16.6(6)
C1 N1 C6 C5 72.9(7)
Tc1 N1 C6 C5 -55.9(5)
N3 C5 C6 N1 47.8(7)
C4 N3 C7 C8 -58.6(6)
C5 N3 C7 C8 68.4(6)
Tc1 N3 C7 C8 -171.0(4)
N3 C7 C8 O4 -18.6(9)
N3 C7 C8 N4 164.1(5)
O4 C8 N4 C9 4.0(10)
C7 C8 N4 C9 -178.7(5)
C8 N4 C9 C10 -75.4(8)
N4 C9 C10 C15 -22.2(9)
N4 C9 C10 C11 160.7(6)
C15 C10 C11 C12 0.2(10)
C9 C10 C11 C12 177.4(6)
C10 C11 C12 C13 0.3(10)
C11 C12 C13 C14 -0.9(10)
C12 C13 C14 C15 0.9(11)
C11 C10 C15 C14 -0.2(10)
C9 C10 C15 C14 -177.3(6)
C13 C14 C15 C10 -0.3(11)
