#------------------------------------------------------------------------------
#$Date: 2016-02-14 16:26:36 +0200 (Sun, 14 Feb 2016) $
#$Revision: 176435 $
#$URL: svn://www.crystallography.net/cod/cif/1/50/63/1506328.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_1506328
loop_
_publ_author_name
'Banerjee, Sangeeta R.'
'Maresca, Kevin P.'
'Stephenson, Karin A.'
'Valliant, John F.'
'Babich, John W.'
'Graham, Wendy A.'
'Barzana, Marlene'
'Dong, Qing'
'Fischman, Alan J.'
'Zubieta, Jon'
_publ_section_title
;
 N,N-Bis(2-mercaptoethyl)methylamine:  A New Coligand for Tc-99m
 Labeling of Hydrazinonicotinamide Peptides
;
_journal_issue                   4
_journal_name_full               'Bioconjugate Chemistry'
_journal_page_first              885
_journal_paper_doi               10.1021/bc050040y
_journal_volume                  16
_journal_year                    2005
_chemical_formula_sum            'C15 H20 N7 Re S2'
_chemical_formula_weight         548.70
_chemical_name_systematic
; 
 ? 
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL
_cell_angle_alpha                90.00
_cell_angle_beta                 90.958(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   8.0008(3)
_cell_length_b                   20.5058(5)
_cell_length_c                   11.6366(4)
_cell_measurement_temperature    293(2)
_cell_volume                     1908.87(11)
_computing_structure_refinement  'SHELXL-93 (Sheldrick, 1993)'
_computing_structure_solution    'SHELXS-86 (Sheldrick, 1990)'
_diffrn_ambient_temperature      293(2)
_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  0.1726
_diffrn_reflns_av_sigmaI/netI    0.1297
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            7290
_diffrn_reflns_theta_max         22.49
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    6.598
_exptl_crystal_colour            Brown
_exptl_crystal_density_diffrn    1.909
_exptl_crystal_description       Plate
_exptl_crystal_F_000             1064
_exptl_crystal_size_max          .11
_exptl_crystal_size_mid          .08
_exptl_crystal_size_min          .06
_refine_diff_density_max         1.576
_refine_diff_density_min         -1.590
_refine_diff_density_rms         0.234
_refine_ls_extinction_coef       0.0007(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_all   1.097
_refine_ls_goodness_of_fit_obs   1.165
_refine_ls_matrix_type           full
_refine_ls_number_parameters     227
_refine_ls_number_reflns         2481
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.097
_refine_ls_restrained_S_obs      1.165
_refine_ls_R_factor_all          0.0878
_refine_ls_R_factor_obs          0.0768
_refine_ls_shift/esd_max         0.001
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0339P)²+26.3936P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1368
_refine_ls_wR_factor_obs         0.1173
_reflns_number_observed          1746
_reflns_number_total             2481
_reflns_observed_criterion       >2sigma(I)
_cod_data_source_file            bc050040ysi20050214_022135.cif
_cod_data_source_block           compound_5
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
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_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc
w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+26.3936P] where P=(Fo^2^+2Fc^2^)/3'
was changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to
'w=1/[\s^2^(Fo^2^)+(0.0339P)^2^+26.3936P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_original_formula_sum        'C15 H20 N7 S2 Re '
_cod_database_code               1506328
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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_thermal_displace_type
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
Re1 Re 0.14919(9) 0.58308(4) 0.75528(7) 0.0432(4) Uani 1 d .
S1 S 0.3707(6) 0.6436(3) 0.6698(5) 0.0576(15) Uani 1 d .
S2 S -0.0686(6) 0.5864(3) 0.8931(6) 0.064(2) Uani 1 d .
N1 N 0.2369(17) 0.5055(8) 0.7900(14) 0.046(4) Uani 1 d .
N2 N 0.2760(20) 0.4458(8) 0.7932(17) 0.059(5) Uani 1 d .
N3 N 0.4638(22) 0.3624(9) 0.7654(16) 0.060(5) Uani 1 d .
N4 N 0.0485(19) 0.5443(8) 0.6193(15) 0.051(4) Uani 1 d .
N5 N -0.0524(21) 0.5747(8) 0.5405(15) 0.056(5) Uani 1 d .
N6 N -0.0033(18) 0.6574(7) 0.6734(15) 0.046(4) Uani 1 d .
N7 N 0.2871(19) 0.6201(7) 0.9153(17) 0.059(5) Uani 1 d .
C1 C 0.4300(24) 0.4242(11) 0.7383(18) 0.053(6) Uani 1 d .
C2 C 0.5279(26) 0.4652(12) 0.6727(23) 0.074(7) Uani 1 d .
H2A H 0.5000(26) 0.5086(12) 0.6601(23) 0.089 Uiso 1 calc R
C3 C 0.6698(31) 0.4373(12) 0.6270(25) 0.083(8) Uani 1 d .
H3A H 0.7371(31) 0.4612(12) 0.5780(25) 0.100 Uiso 1 calc R
C4 C 0.7113(34) 0.3729(14) 0.6554(25) 0.096(10) Uani 1 d .
H4A H 0.8084(34) 0.3539(14) 0.6282(25) 0.115 Uiso 1 calc R
H4B H 0.0695(19) 0.5037(8) 0.6074(15) 0.061 Uiso 1 calc R
C5 C 0.6079(28) 0.3391(13) 0.7228(26) 0.085(9) Uani 1 d .
H5A H 0.6377(28) 0.2966(13) 0.7416(26) 0.102 Uiso 1 calc R
C6 C -0.0807(22) 0.6358(10) 0.5745(18) 0.046(5) Uani 1 d .
C7 C -0.1882(30) 0.6812(13) 0.5141(24) 0.079(7) Uani 1 d .
H7A H -0.2393(30) 0.6680(13) 0.4456(24) 0.095 Uiso 1 calc R
C8 C -0.2164(30) 0.7395(14) 0.5511(28) 0.084(9) Uani 1 d .
H8A H -0.2888(30) 0.7669(14) 0.5105(28) 0.101 Uiso 1 calc R
C9 C -0.1366(28) 0.7616(11) 0.6536(26) 0.071(7) Uani 1 d .
H9A H -0.1520(28) 0.8039(11) 0.6805(26) 0.085 Uiso 1 calc R
C10 C -0.0390(26) 0.7195(10) 0.7096(25) 0.070(7) Uani 1 d .
H10A H 0.0088(26) 0.7331(10) 0.7789(25) 0.084 Uiso 1 calc R
C11 C 0.5285(28) 0.6490(14) 0.7850(21) 0.082(8) Uani 1 d .
H11A H 0.6325(28) 0.6304(14) 0.7586(21) 0.099 Uiso 1 calc R
H11B H 0.5486(28) 0.6945(14) 0.8033(21) 0.099 Uiso 1 calc R
C12 C 0.4721(26) 0.6113(13) 0.8991(26) 0.088(9) Uani 1 d .
H12A H 0.4980(26) 0.5653(13) 0.8924(26) 0.106 Uiso 1 calc R
H12B H 0.5328(26) 0.6285(13) 0.9653(26) 0.106 Uiso 1 calc R
C13 C 0.0454(27) 0.5850(11) 1.0284(20) 0.070(7) Uani 1 d .
H13A H 0.0224(27) 0.6251(11) 1.0696(20) 0.084 Uiso 1 calc R
H13B H 0.0042(27) 0.5492(11) 1.0743(20) 0.084 Uiso 1 calc R
C14 C 0.2372(27) 0.5778(12) 1.0172(19) 0.072(7) Uani 1 d .
H14A H 0.2939(27) 0.5924(12) 1.0869(19) 0.087 Uiso 1 calc R
H14B H 0.2667(27) 0.5326(12) 1.0036(19) 0.087 Uiso 1 calc R
C15 C 0.2661(37) 0.6904(11) 0.9484(25) 0.098(9) Uani 1 d .
H15A H 0.1498(37) 0.6994(11) 0.9602(25) 0.147 Uiso 1 calc R
H15B H 0.3068(37) 0.7178(11) 0.8881(25) 0.147 Uiso 1 calc R
H15C H 0.3282(37) 0.6990(11) 1.0181(25) 0.147 Uiso 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'
S S 0.1246 0.1234 '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
N1 Re1 N4 88.6(7)
N1 Re1 N6 161.0(7)
N4 Re1 N6 72.9(7)
N1 Re1 N7 85.9(7)
N4 Re1 N7 174.1(6)
N6 Re1 N7 112.8(6)
N1 Re1 S2 99.3(5)
N4 Re1 S2 105.2(5)
N6 Re1 S2 82.2(4)
N7 Re1 S2 77.9(4)
N1 Re1 S1 105.4(4)
N4 Re1 S1 100.0(5)
N6 Re1 S1 82.4(4)
N7 Re1 S1 79.4(4)
S2 Re1 S1 144.9(2)
C11 S1 Re1 103.5(7)
C13 S2 Re1 102.8(6)
N2 N1 Re1 165.3(15)
N1 N2 C1 119.3(16)
C1 N3 C5 114.9(21)
N5 N4 Re1 126.5(13)
C6 N5 N4 109.4(16)
C6 N6 C10 117.7(18)
C6 N6 Re1 112.6(12)
C10 N6 Re1 129.5(15)
C15 N7 C12 105.1(18)
C15 N7 C14 108.3(20)
C12 N7 C14 107.4(18)
C15 N7 Re1 118.3(15)
C12 N7 Re1 108.8(16)
C14 N7 Re1 108.4(12)
N3 C1 C2 126.3(18)
N3 C1 N2 110.7(18)
C2 C1 N2 123.0(19)
C3 C2 C1 115.8(21)
C2 C3 C4 119.4(23)
C5 C4 C3 118.6(23)
C4 C5 N3 124.8(25)
N5 C6 N6 118.5(18)
N5 C6 C7 124.4(20)
N6 C6 C7 117.2(20)
C8 C7 C6 122.8(26)
C7 C8 C9 119.8(25)
C10 C9 C8 117.2(24)
C9 C10 N6 125.2(26)
C12 C11 S1 112.1(15)
N7 C12 C11 109.7(20)
C14 C13 S2 114.5(15)
N7 C14 C13 106.4(18)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Re1 N1 1.78(2)
Re1 N4 1.94(2)
Re1 N6 2.16(2)
Re1 N7 2.28(2)
Re1 S2 2.389(5)
Re1 S1 2.393(5)
S1 C11 1.83(2)
S2 C13 1.81(3)
N1 N2 1.26(2)
N2 C1 1.47(2)
N3 C1 1.33(3)
N3 C5 1.35(3)
N4 N5 1.36(2)
N5 C6 1.33(2)
N6 C6 1.37(2)
N6 C10 1.37(2)
N7 C15 1.50(3)
N7 C12 1.51(3)
N7 C14 1.53(3)
C1 C2 1.39(3)
C2 C3 1.39(3)
C3 C4 1.40(3)
C4 C5 1.34(3)
C6 C7 1.44(3)
C7 C8 1.29(3)
C8 C9 1.42(4)
C9 C10 1.33(3)
C11 C12 1.61(3)
C13 C14 1.55(3)
