#------------------------------------------------------------------------------
#$Date: 2018-08-23 02:04:12 +0300 (Thu, 23 Aug 2018) $
#$Revision: 210071 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/23/4302300.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_4302300
loop_
_publ_author_name
'Struthers, Harriet'
'Hagenbach, Adelheid'
'Abram, Ulrich'
'Schibli, Roger'
_publ_section_title
;
 Organometallic [Re(CO)3]+ and [Re(CO)2(NO)]2+ Labeled Substrates for
 Human Thymidine Kinase 1
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   12
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5154
_journal_page_last               5163
_journal_paper_doi               10.1021/ic9000126
_journal_volume                  48
_journal_year                    2009
_chemical_absolute_configuration ad
_chemical_formula_moiety         'C18 H21 N4 O12 Re'
_chemical_formula_sum            'C18 H21 N4 O12 Re'
_chemical_formula_weight         671.59
_chemical_name_systematic
;
(Thymidineiminodiacetato-O,O,N)dicarbonylnitrosylrhenium(I)
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   6.991(5)
_cell_length_b                   9.738(5)
_cell_length_c                   32.511(5)
_cell_measurement_reflns_used    5547
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      27.23
_cell_measurement_theta_min      2.51
_cell_volume                     2213(2)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE x-RED'
_computing_molecular_graphics    ORTEP
_computing_publication_material  WINGX
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXs-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.993
_diffrn_measurement_device_type  'STOE IPDS 2T'
_diffrn_measurement_method       'rotation method'
_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  0.0827
_diffrn_reflns_av_sigmaI/netI    0.0725
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_number            16321
_diffrn_reflns_theta_full        26.77
_diffrn_reflns_theta_max         26.77
_diffrn_reflns_theta_min         2.44
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    5.564
_exptl_absorpt_correction_T_max  0.8874
_exptl_absorpt_correction_T_min  0.6506
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   numerical
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.015
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1312
_exptl_crystal_size_max          0.18
_exptl_crystal_size_mid          0.077
_exptl_crystal_size_min          0.02
_refine_diff_density_max         1.046
_refine_diff_density_min         -2.364
_refine_diff_density_rms         0.216
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.00(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.998
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         4687
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.998
_refine_ls_R_factor_all          0.0804
_refine_ls_R_factor_gt           0.0538
_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)+(0.0795P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1214
_refine_ls_wR_factor_ref         0.1330
_reflns_number_gt                3425
_reflns_number_total             4687
_reflns_threshold_expression     >2sigma(I)
_cod_duplicate_entry             4338540
_cod_data_source_file            ic9000126_si_002_1.cif
_cod_data_source_block           '[Re(CO)2(NO)L1]'
_cod_database_code               4302300
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
Re Re 0.10724(5) 0.24985(8) 0.715002(11) 0.02986(13) Uani 1 1 d . . .
N10 N 0.2109(17) 0.4253(14) 0.7187(3) 0.047(3) Uani 1 1 d . . .
O10 O 0.2767(16) 0.5353(9) 0.7227(3) 0.053(3) Uani 1 1 d . . .
C20 C -0.1121(19) 0.3060(12) 0.7434(3) 0.034(3) Uani 1 1 d . . .
O20 O -0.2596(13) 0.3403(11) 0.7582(3) 0.047(2) Uani 1 1 d . . .
C30 C 0.2429(19) 0.1943(13) 0.7666(5) 0.044(3) Uani 1 1 d . . .
O30 O 0.3229(17) 0.1575(11) 0.7945(3) 0.052(3) Uani 1 1 d . . .
N11 N -0.0282(11) 0.2633(14) 0.6537(3) 0.0261(19) Uani 1 1 d . . .
C12 C -0.1706(19) 0.1495(12) 0.6533(4) 0.028(3) Uani 1 1 d . . .
H12A H -0.1946 0.1229 0.6250 0.034 Uiso 1 1 calc R . .
H12B H -0.2900 0.1828 0.6647 0.034 Uiso 1 1 calc R . .
C13 C -0.1083(19) 0.0252(13) 0.6770(4) 0.038(3) Uani 1 1 d . . .
O13 O -0.1566(15) -0.0905(9) 0.6690(4) 0.054(3) Uani 1 1 d . . .
O14 O 0.0055(12) 0.0536(9) 0.7088(3) 0.035(2) Uani 1 1 d . . .
C14 C 0.1228(14) 0.2399(18) 0.6227(3) 0.032(2) Uani 1 1 d . . .
H14A H 0.1573 0.3274 0.6105 0.038 Uiso 1 1 calc R . .
H14B H 0.0714 0.1824 0.6010 0.038 Uiso 1 1 calc R . .
C15 C 0.3015(17) 0.1731(11) 0.6395(4) 0.031(3) Uani 1 1 d . . .
O15 O 0.4175(12) 0.1216(9) 0.6155(3) 0.039(2) Uani 1 1 d . . .
O16 O 0.3273(13) 0.1774(9) 0.6787(3) 0.0345(19) Uani 1 1 d . . .
C9 C -0.1264(19) 0.3984(12) 0.6471(4) 0.029(3) Uani 1 1 d . . .
H9A H -0.0311 0.4708 0.6474 0.035 Uiso 1 1 calc R . .
H9B H -0.2136 0.4147 0.6697 0.035 Uiso 1 1 calc R . .
C8 C -0.2377(18) 0.4070(11) 0.6069(4) 0.032(3) Uani 1 1 d . . .
H8A H -0.1553 0.3823 0.5840 0.038 Uiso 1 1 calc R . .
H8B H -0.3443 0.3433 0.6075 0.038 Uiso 1 1 calc R . .
N3 N -0.3091(14) 0.5486(8) 0.6014(3) 0.0254(19) Uani 1 1 d . . .
C2 C -0.1957(18) 0.6416(11) 0.5789(4) 0.028(2) Uani 1 1 d . . .
O3 O -0.0405(13) 0.6049(9) 0.5647(3) 0.036(2) Uani 1 1 d . . .
N1 N -0.2676(13) 0.7708(10) 0.5753(3) 0.026(2) Uani 1 1 d . . .
C6 C -0.4414(17) 0.8061(12) 0.5938(4) 0.032(3) Uani 1 1 d . . .
H6 H -0.4829 0.8965 0.5915 0.038 Uiso 1 1 calc R . .
C5 C -0.5507(17) 0.7188(9) 0.6144(4) 0.029(3) Uani 1 1 d . . .
C7 C -0.7332(15) 0.7633(17) 0.6342(4) 0.035(3) Uani 1 1 d . . .
H7A H -0.7927 0.6859 0.6472 0.052 Uiso 1 1 calc R . .
H7B H -0.8175 0.7999 0.6136 0.052 Uiso 1 1 calc R . .
H7C H -0.7067 0.8327 0.6543 0.052 Uiso 1 1 calc R . .
C4 C -0.4876(16) 0.5781(12) 0.6182(4) 0.030(2) Uani 1 1 d . . .
O2 O -0.5825(12) 0.4851(8) 0.6350(3) 0.038(2) Uani 1 1 d . . .
C21 C -0.1502(17) 0.8675(11) 0.5509(4) 0.029(3) Uani 1 1 d . . .
H21 H -0.0158 0.8598 0.5592 0.035 Uiso 1 1 calc R . .
O25 O -0.2167(12) 1.0023(8) 0.5587(2) 0.0324(18) Uani 1 1 d . . .
C24 C -0.2368(18) 1.0744(12) 0.5190(4) 0.033(3) Uani 1 1 d . . .
H24 H -0.1658 1.1609 0.5210 0.040 Uiso 1 1 calc R . .
C26 C -0.439(2) 1.1088(16) 0.5117(5) 0.044(4) Uani 1 1 d . . .
H26A H -0.4531 1.1391 0.4835 0.053 Uiso 1 1 calc R . .
H26B H -0.5147 1.0260 0.5150 0.053 Uiso 1 1 calc R . .
O27 O -0.5145(14) 1.2119(8) 0.5382(3) 0.043(2) Uani 1 1 d . . .
H27 H -0.5057 1.1866 0.5621 0.064 Uiso 1 1 calc R . .
C23 C -0.1391(16) 0.9876(12) 0.4878(4) 0.033(3) Uani 1 1 d . . .
H23 H -0.1977 0.9972 0.4606 0.039 Uiso 1 1 calc R . .
O28 O 0.0647(13) 1.0127(11) 0.4865(3) 0.049(2) Uani 1 1 d . . .
H28 H 0.0927 1.0712 0.5036 0.073 Uiso 1 1 calc R . .
C22 C -0.1677(17) 0.8442(13) 0.5053(4) 0.032(3) Uani 1 1 d . . .
H22A H -0.2927 0.8081 0.4982 0.038 Uiso 1 1 calc R . .
H22B H -0.0700 0.7815 0.4954 0.038 Uiso 1 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'
O O 0.0106 0.0060 '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
N10 Re C20 91.1(5) . . ?
N10 Re C30 90.6(5) . . ?
C20 Re C30 93.1(5) . . ?
N10 Re O14 176.8(4) . . ?
C20 Re O14 92.1(4) . . ?
C30 Re O14 89.7(4) . . ?
N10 Re O16 93.5(4) . . ?
C20 Re O16 173.2(4) . . ?
C30 Re O16 91.9(5) . . ?
O14 Re O16 83.3(3) . . ?
N10 Re N11 99.8(5) . . ?
C20 Re N11 94.4(4) . . ?
C30 Re N11 167.1(5) . . ?
O14 Re N11 79.5(4) . . ?
O16 Re N11 79.9(3) . . ?
O10 N10 Re 177.3(11) . . ?
O20 C20 Re 174.1(10) . . ?
O30 C30 Re 176.5(12) . . ?
C14 N11 C12 110.9(11) . . ?
C14 N11 C9 111.3(11) . . ?
C12 N11 C9 110.2(9) . . ?
C14 N11 Re 107.5(6) . . ?
C12 N11 Re 104.5(7) . . ?
C9 N11 Re 112.2(8) . . ?
N11 C12 C13 113.7(11) . . ?
O13 C13 O14 121.9(12) . . ?
O13 C13 C12 124.2(13) . . ?
O14 C13 C12 113.9(11) . . ?
C13 O14 Re 118.5(7) . . ?
N11 C14 C15 114.2(9) . . ?
O15 C15 O16 123.2(11) . . ?
O15 C15 C14 119.4(11) . . ?
O16 C15 C14 117.4(10) . . ?
C15 O16 Re 118.2(8) . . ?
N11 C9 C8 113.9(10) . . ?
N3 C8 C9 109.1(9) . . ?
C4 N3 C2 125.1(9) . . ?
C4 N3 C8 116.7(10) . . ?
C2 N3 C8 118.2(10) . . ?
O3 C2 N1 124.2(11) . . ?
O3 C2 N3 120.3(10) . . ?
N1 C2 N3 115.6(10) . . ?
C2 N1 C6 120.8(10) . . ?
C2 N1 C21 115.4(9) . . ?
C6 N1 C21 123.8(9) . . ?
C5 C6 N1 124.1(11) . . ?
C6 C5 C4 118.4(11) . . ?
C6 C5 C7 121.6(11) . . ?
C4 C5 C7 120.0(11) . . ?
O2 C4 N3 119.9(11) . . ?
O2 C4 C5 124.2(11) . . ?
N3 C4 C5 115.9(10) . . ?
O25 C21 N1 108.1(9) . . ?
O25 C21 C22 106.8(9) . . ?
N1 C21 C22 112.8(10) . . ?
C21 O25 C24 108.4(9) . . ?
C26 C24 O25 109.8(11) . . ?
C26 C24 C23 117.5(11) . . ?
O25 C24 C23 106.4(9) . . ?
O27 C26 C24 114.9(11) . . ?
O28 C23 C24 112.1(11) . . ?
O28 C23 C22 107.2(10) . . ?
C24 C23 C22 101.9(10) . . ?
C21 C22 C23 102.6(10) . . ?
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
Re N10 1.859(14) . ?
Re C20 1.872(15) . ?
Re C30 2.001(17) . ?
Re O14 2.049(9) . ?
Re O16 2.063(9) . ?
Re N11 2.210(8) . ?
N10 O10 1.173(15) . ?
C20 O20 1.185(16) . ?
C30 O30 1.126(18) . ?
N11 C14 1.478(13) . ?
N11 C12 1.490(16) . ?
N11 C9 1.500(16) . ?
C12 C13 1.499(17) . ?
C13 O13 1.205(15) . ?
C13 O14 1.335(16) . ?
C14 C15 1.510(15) . ?
C15 O15 1.232(14) . ?
C15 O16 1.290(15) . ?
C9 C8 1.523(17) . ?
C8 N3 1.477(13) . ?
N3 C4 1.392(15) . ?
N3 C2 1.408(15) . ?
C2 O3 1.232(15) . ?
C2 N1 1.360(14) . ?
N1 C6 1.398(15) . ?
N1 C21 1.480(14) . ?
C6 C5 1.324(16) . ?
C5 C4 1.445(15) . ?
C5 C7 1.492(16) . ?
C4 O2 1.249(14) . ?
C21 O25 1.415(13) . ?
C21 C22 1.507(17) . ?
O25 C24 1.478(14) . ?
C24 C26 1.471(17) . ?
C24 C23 1.486(17) . ?
C26 O27 1.423(14) . ?
C23 O28 1.446(14) . ?
C23 C22 1.522(17) . ?
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
O27 H27 O15 0.82 1.92 2.705(13) 159.3 1_465
