#------------------------------------------------------------------------------
#$Date: 2016-03-23 03:55:46 +0200 (Wed, 23 Mar 2016) $
#$Revision: 179269 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/89/4318929.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_4318929
loop_
_publ_author_name
'Sangeeta Ray Banerjee'
'Murali K. Levadala'
'Neva Lazarova'
'Lihui Wei'
'John F. Valliant'
'Karin A. Stephenson'
'John W. Babich'
'Kevin P. Maresca'
'Jon Zubieta'
_publ_section_title
;
 Bifunctional Single Amino Acid Chelates for Labeling of Biomolecules with
 the {Tc(CO)3}+ and {Re(CO)3}+ Cores. Crystal and Molecular Structures of
 [ReBr(CO)3(H2NCH2C5H4N)], [Re(CO)3{(C5H4NCH2)2NH}]Br,
 [Re(CO)3{(C5H4NCH2)2NCH2CO2H}]Br, [Re(CO)3{X(Y)NCH2CO2CH2CH3}]Br (X = Y =
 2-pyridylmethyl; X = 2-pyridylmethyl, Y = 2-(1-methylimidazolyl)methyl; X
 = Y = 2-(1-methylimidazolyl)methyl), [ReBr(CO)3{(C5H4NCH2)NH(CH2C4H3S)}],
 and [Re(CO)3{(C5H4NCH2)N(CH2C4H3S)(CH2CO2)}]
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              6417
_journal_page_last               6425
_journal_paper_doi               10.1021/ic020476e
_journal_volume                  41
_journal_year                    2002
_chemical_formula_sum            'C16 H13 N2 O5 Re S'
_chemical_formula_weight         531.54
_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-97
_cell_angle_alpha                90.00
_cell_angle_beta                 101.7260(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   17.2072(7)
_cell_length_b                   8.5853(4)
_cell_length_c                   11.5607(5)
_cell_measurement_temperature    363(2)
_cell_volume                     1672.21(13)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      90(2)
_diffrn_measured_fraction_theta_full 0.938
_diffrn_measured_fraction_theta_max 0.938
_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  0.0374
_diffrn_reflns_av_sigmaI/netI    0.0369
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            21783
_diffrn_reflns_theta_full        33.00
_diffrn_reflns_theta_max         33.00
_diffrn_reflns_theta_min         1.21
_exptl_absorpt_coefficient_mu    7.422
_exptl_absorpt_correction_type   SADABS
_exptl_crystal_colour            Red
_exptl_crystal_density_diffrn    2.111
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1016
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.13
_exptl_crystal_size_min          0.12
_refine_diff_density_max         1.200
_refine_diff_density_min         -1.228
_refine_diff_density_rms         0.157
_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     226
_refine_ls_number_reflns         5912
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.051
_refine_ls_R_factor_all          0.0293
_refine_ls_R_factor_gt           0.0240
_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)+(0.0144P)²+3.2202P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0514
_refine_ls_wR_factor_ref         0.0564
_reflns_number_gt                5235
_reflns_number_total             5912
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic020476e_7.cif
_cod_data_source_block           p21-c(9)
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to the built-in table from CIF Core dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1646 2011-03-28 12:23:43Z adriana 
;
_cod_database_code               4318929
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_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
Re1 Re 0.225707(6) 0.727082(12) 0.138703(9) 0.01051(3) Uani 1 1 d . . .
S1 S 0.39597(5) 1.28569(10) 0.24196(8) 0.02345(16) Uani 1 1 d . . .
O1 O 0.32765(13) 0.5984(3) -0.02788(19) 0.0188(4) Uani 1 1 d . . .
O2 O 0.14514(14) 0.4073(3) 0.1277(2) 0.0213(5) Uani 1 1 d . . .
O3 O 0.35632(14) 0.6073(3) 0.34029(19) 0.0195(4) Uani 1 1 d . . .
O4 O 0.15782(12) 0.8356(2) 0.24909(18) 0.0141(4) Uani 1 1 d . . .
O5 O 0.13780(13) 1.0504(2) 0.34688(19) 0.0178(4) Uani 1 1 d . . .
N1 N 0.26948(14) 0.9734(3) 0.1426(2) 0.0116(4) Uani 1 1 d . . .
N2 N 0.13789(14) 0.8395(3) 0.0023(2) 0.0125(4) Uani 1 1 d . . .
C1 C 0.28796(17) 0.6465(3) 0.0337(2) 0.0134(5) Uani 1 1 d . . .
C2 C 0.17525(18) 0.5278(3) 0.1319(3) 0.0149(5) Uani 1 1 d . . .
C3 C 0.30615(17) 0.6522(3) 0.2655(2) 0.0139(5) Uani 1 1 d . . .
C4 C 0.23805(16) 1.0403(3) 0.0233(2) 0.0132(5) Uani 1 1 d . . .
H4A H 0.2722 1.0096 -0.0299 0.016 Uiso 1 1 calc R . .
H4B H 0.2388 1.1530 0.0285 0.016 Uiso 1 1 calc R . .
C5 C 0.15480(16) 0.9866(3) -0.0262(2) 0.0120(5) Uani 1 1 d . . .
C6 C 0.10096(17) 1.0782(3) -0.1020(3) 0.0151(5) Uani 1 1 d . . .
H6 H 0.1134 1.1803 -0.1179 0.018 Uiso 1 1 calc R . .
C7 C 0.02799(18) 1.0145(3) -0.1540(3) 0.0163(5) Uani 1 1 d . . .
H7 H -0.0090 1.0728 -0.2064 0.020 Uiso 1 1 calc R . .
C8 C 0.01126(17) 0.8628(3) -0.1266(3) 0.0157(5) Uani 1 1 d . . .
H8 H -0.0370 0.8173 -0.1608 0.019 Uiso 1 1 calc R . .
C9 C 0.06699(17) 0.7798(3) -0.0478(3) 0.0151(5) Uani 1 1 d . . .
H9 H 0.0550 0.6787 -0.0286 0.018 Uiso 1 1 calc R . .
C10 C 0.35877(16) 0.9763(3) 0.1672(3) 0.0153(5) Uani 1 1 d . . .
H10A H 0.3780 0.9433 0.2482 0.018 Uiso 1 1 calc R . .
H10B H 0.3767 0.9001 0.1165 0.018 Uiso 1 1 calc R . .
C11 C 0.39648(17) 1.1293(3) 0.1501(3) 0.0144(5) Uani 1 1 d . . .
C12 C 0.43968(16) 1.1626(3) 0.0621(2) 0.0123(5) Uani 1 1 d . . .
H12 H 0.4463 1.0939 0.0026 0.015 Uiso 1 1 calc R . .
C13 C 0.47201(19) 1.3167(4) 0.0765(3) 0.0231(6) Uani 1 1 d . . .
H13 H 0.5035 1.3588 0.0278 0.028 Uiso 1 1 calc R . .
C14 C 0.45239(19) 1.3950(4) 0.1678(3) 0.0222(6) Uani 1 1 d . . .
H14 H 0.4679 1.4969 0.1878 0.027 Uiso 1 1 calc R . .
C15 C 0.23822(18) 1.0605(3) 0.2355(2) 0.0142(5) Uani 1 1 d . . .
H15A H 0.2186 1.1608 0.2036 0.017 Uiso 1 1 calc R . .
H15B H 0.2818 1.0798 0.3016 0.017 Uiso 1 1 calc R . .
C16 C 0.17216(17) 0.9782(3) 0.2813(2) 0.0132(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'
O O 0.0106 0.0060 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Re1 C3 87.31(12) . . ?
C1 Re1 C2 87.62(12) . . ?
C3 Re1 C2 89.01(12) . . ?
C1 Re1 O4 175.07(10) . . ?
C3 Re1 O4 95.06(10) . . ?
C2 Re1 O4 96.72(10) . . ?
C1 Re1 N2 95.55(10) . . ?
C3 Re1 N2 173.30(10) . . ?
C2 Re1 N2 97.15(11) . . ?
O4 Re1 N2 81.64(8) . . ?
C1 Re1 N1 97.18(10) . . ?
C3 Re1 N1 96.54(10) . . ?
C2 Re1 N1 172.81(10) . . ?
O4 Re1 N1 78.28(8) . . ?
N2 Re1 N1 77.12(8) . . ?
C14 S1 C11 92.55(16) . . ?
C16 O4 Re1 119.74(18) . . ?
C4 N1 C15 110.9(2) . . ?
C4 N1 C10 109.4(2) . . ?
C15 N1 C10 111.0(2) . . ?
C4 N1 Re1 106.71(16) . . ?
C15 N1 Re1 108.52(16) . . ?
C10 N1 Re1 110.23(16) . . ?
C9 N2 C5 118.3(2) . . ?
C9 N2 Re1 125.45(19) . . ?
C5 N2 Re1 116.01(18) . . ?
O1 C1 Re1 178.1(3) . . ?
O2 C2 Re1 179.7(3) . . ?
O3 C3 Re1 178.2(3) . . ?
N1 C4 C5 111.9(2) . . ?
N2 C5 C6 122.4(3) . . ?
N2 C5 C4 115.5(2) . . ?
C6 C5 C4 122.0(2) . . ?
C5 C6 C7 118.7(3) . . ?
C8 C7 C6 118.8(3) . . ?
C9 C8 C7 119.2(3) . . ?
N2 C9 C8 122.5(3) . . ?
C11 C10 N1 116.3(2) . . ?
C12 C11 C10 125.5(3) . . ?
C12 C11 S1 111.1(2) . . ?
C10 C11 S1 123.3(2) . . ?
C11 C12 C13 110.7(3) . . ?
C14 C13 C12 113.5(3) . . ?
C13 C14 S1 112.2(2) . . ?
N1 C15 C16 114.9(2) . . ?
O5 C16 O4 124.9(3) . . ?
O5 C16 C15 118.1(3) . . ?
O4 C16 C15 117.0(2) . . ?
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
Re1 C1 1.905(3) . ?
Re1 C3 1.911(3) . ?
Re1 C2 1.913(3) . ?
Re1 O4 2.113(2) . ?
Re1 N2 2.176(2) . ?
Re1 N1 2.242(2) . ?
S1 C14 1.702(3) . ?
S1 C11 1.713(3) . ?
O1 C1 1.158(3) . ?
O2 C2 1.154(4) . ?
O3 C3 1.157(3) . ?
O4 C16 1.289(3) . ?
O5 C16 1.221(3) . ?
N1 C4 1.491(4) . ?
N1 C15 1.496(4) . ?
N1 C10 1.505(4) . ?
N2 C9 1.341(4) . ?
N2 C5 1.351(3) . ?
C4 C5 1.503(4) . ?
C5 C6 1.384(4) . ?
C6 C7 1.389(4) . ?
C7 C8 1.385(4) . ?
C8 C9 1.379(4) . ?
C10 C11 1.496(4) . ?
C11 C12 1.406(4) . ?
C12 C13 1.432(4) . ?
C13 C14 1.351(5) . ?
C15 C16 1.521(4) . ?
