#------------------------------------------------------------------------------
#$Date: 2018-10-05 15:19:55 +0300 (Fri, 05 Oct 2018) $
#$Revision: 211332 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/47/4304772.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_4304772
loop_
_publ_author_name
'Nguyen Hung Huy'
'Jacqueline Grewe'
'Jennifer Schroer'
'Bernd Kuhn'
'Ulrich Abram'
_publ_contact_author
;
      Ulrich Abram
      Free University of Berlin
      Institute of Chemistry
      Fabeckstrasse 34-36
      D-14195 Berlin
      Germany
;
_publ_contact_author_email       abram@chemie.fu-berlin.de
_publ_contact_author_fax         '0049 (0)30 838 52676'
_publ_contact_author_phone       '0049 (0)30 838 54002'
_publ_section_title
;
Rhenium and Technetium Complexes with Tridentate
N-[(N",N"-Dialkylamino)(thiocarbonyl)]-N'-substituted Benzamidine 
Ligands
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              5136
_journal_page_last               5144
_journal_paper_doi               10.1021/ic702344s
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C20 H23 N4 O4 Re S'
_chemical_formula_sum            'C20 H23 N4 O4 Re S'
_chemical_formula_weight         601.70
_chemical_name_common            '[ReO(Et2tcbPhO)(gly)]'
_chemical_name_systematic
;
(N-(N",N"-diethylaminothiocarbonyl)-N'-(2-hydroxyphenyl)
benzamidinato)(glycinato)oxorhenium(V)
;
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 91.109(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   13.5289(10)
_cell_length_b                   14.4211(10)
_cell_length_c                   10.8865(10)
_cell_measurement_reflns_used    10366
_cell_measurement_temperature    200(2)
_cell_measurement_theta_max      27.22
_cell_measurement_theta_min      2.35
_cell_volume                     2123.6(3)
_computing_cell_refinement       'STOE X-AREA'
_computing_data_collection       'STOE X-AREA'
_computing_data_reduction        'STOE X-RED'
_computing_molecular_graphics    ORTEP3
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      200(2)
_diffrn_detector_area_resol_mean 6.67
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_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     0.71073
_diffrn_reflns_av_R_equivalents  0.0568
_diffrn_reflns_av_sigmaI/netI    0.0607
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12394
_diffrn_reflns_theta_full        26.75
_diffrn_reflns_theta_max         26.75
_diffrn_reflns_theta_min         2.06
_diffrn_standards_decay_%        0.1
_exptl_absorpt_coefficient_mu    5.855
_exptl_absorpt_correction_T_max  0.6873
_exptl_absorpt_correction_T_min  0.2196
_exptl_absorpt_correction_type   integration
_exptl_absorpt_process_details   'X-Red 32'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.882
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Block
_exptl_crystal_F_000             1176
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.2
_refine_diff_density_max         1.201
_refine_diff_density_min         -1.038
_refine_diff_density_rms         0.331
_refine_ls_extinction_coef       0.0052(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.040
_refine_ls_hydrogen_treatment    'riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     295
_refine_ls_number_reflns         4451
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.040
_refine_ls_R_factor_all          0.0521
_refine_ls_R_factor_gt           0.0306
_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)+(0.0496P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0643
_refine_ls_wR_factor_ref         0.0923
_reflns_number_gt                3291
_reflns_number_total             4451
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic702344s-file010_4.cif
_cod_data_source_block           hnhfre
_cod_depositor_comments
;
The following automatic conversions were performed:

'_atom_sites_solution_primary' value 'heavy atom' was changed to
'heavy'.

Automatic conversion script
Id: cif_fix_values 6452 2018-10-05 10:23:21Z andrius 
;
_cod_database_code               4304772
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
Re Re -0.36014(2) -0.312345(18) -0.00282(2) 0.03323(12) Uani 1 1 d . . .
S1 S -0.36633(14) -0.15057(13) 0.02016(17) 0.0422(4) Uani 1 1 d . . .
O10 O -0.3160(4) -0.3394(4) 0.1379(5) 0.0492(13) Uani 1 1 d . . .
O14 O -0.6040(4) -0.2576(4) -0.2366(5) 0.0540(14) Uani 1 1 d . . .
O15 O -0.4526(4) -0.2844(3) -0.1579(4) 0.0385(11) Uani 1 1 d . . .
O57 O -0.3716(4) -0.4407(3) -0.0780(5) 0.0426(11) Uani 1 1 d . . .
N3 N -0.1831(4) -0.1560(4) -0.0794(6) 0.0402(14) Uani 1 1 d . . .
N5 N -0.2415(4) -0.3084(4) -0.1078(5) 0.0303(10) Uani 1 1 d . . .
N6 N -0.2761(5) -0.0299(4) -0.1272(6) 0.0448(15) Uani 1 1 d . . .
N11 N -0.5116(4) -0.3350(4) 0.0577(5) 0.0368(13) Uani 1 1 d . . .
H11A H -0.5210 -0.3963 0.0676 0.030(18) Uiso 1 1 d R . .
H11B H -0.5187 -0.3079 0.1315 0.08(3) Uiso 1 1 d R . .
C2 C -0.2684(5) -0.1110(4) -0.0701(6) 0.0343(14) Uani 1 1 d . . .
C4 C -0.1694(5) -0.2454(4) -0.0854(7) 0.0368(15) Uani 1 1 d . . .
C12 C -0.5883(7) -0.2994(6) -0.0264(8) 0.058(2) Uani 1 1 d . . .
H12A H -0.6158 -0.2430 0.0074 0.19(8) Uiso 1 1 d R . .
H12B H -0.6412 -0.3446 -0.0339 0.04(2) Uiso 1 1 d R . .
C13 C -0.5485(5) -0.2795(4) -0.1530(6) 0.0343(14) Uani 1 1 d . . .
C31 C -0.0671(5) -0.2805(5) -0.0549(7) 0.0367(15) Uani 1 1 d . . .
C32 C -0.0591(6) -0.3565(5) 0.0175(8) 0.0485(18) Uani 1 1 d . . .
H32 H -0.1154 -0.3875 0.0428 0.020(15) Uiso 1 1 d R . .
C33 C 0.0350(7) -0.3878(6) 0.0559(9) 0.063(2) Uani 1 1 d . . .
H33 H 0.0415 -0.4364 0.1117 0.09(3) Uiso 1 1 d R . .
C34 C 0.1169(8) -0.3459(7) 0.0094(11) 0.075(3) Uani 1 1 d . . .
H34 H 0.1792 -0.3692 0.0296 0.26(11) Uiso 1 1 d R . .
C35 C 0.1092(6) -0.2733(7) -0.0635(13) 0.080(3) Uani 1 1 d . . .
H35 H 0.1663 -0.2443 -0.0900 0.08(3) Uiso 1 1 d R . .
C36 C 0.0150(6) -0.2380(5) -0.1031(10) 0.058(2) Uani 1 1 d . . .
H36 H 0.0096 -0.1885 -0.1576 0.027(16) Uiso 1 1 d R . .
C41 C -0.3664(6) 0.0298(5) -0.1173(8) 0.0449(18) Uani 1 1 d . . .
H41A H -0.3919 0.0239 -0.0350 0.05(2) Uiso 1 1 d R . .
H41B H -0.3478 0.0940 -0.1294 0.037(19) Uiso 1 1 d R . .
C42 C -0.4464(7) 0.0045(6) -0.2082(9) 0.060(2) Uani 1 1 d . . .
H42A H -0.5021 0.0448 -0.1980 0.08(3) Uiso 1 1 d R . .
H42B H -0.4662 -0.0586 -0.1953 0.17(6) Uiso 1 1 d R . .
H42C H -0.4219 0.0112 -0.2899 0.10(4) Uiso 1 1 d R . .
C43 C -0.2002(7) 0.0026(5) -0.2125(8) 0.058(2) Uani 1 1 d . . .
H43A H -0.1605 -0.0501 -0.2369 0.07(3) Uiso 1 1 d R . .
H43B H -0.2330 0.0267 -0.2858 0.019(15) Uiso 1 1 d R . .
C44 C -0.1365(10) 0.0732(10) -0.1650(13) 0.100(4) Uani 1 1 d . . .
H44A H -0.0899 0.0912 -0.2260 0.12(5) Uiso 1 1 d R . .
H44B H -0.1016 0.0493 -0.0941 0.20(9) Uiso 1 1 d R . .
H44C H -0.1748 0.1261 -0.1417 0.08(4) Uiso 1 1 d R . .
C51 C -0.2248(5) -0.3911(4) -0.1749(7) 0.0349(15) Uani 1 1 d . . .
C52 C -0.1530(6) -0.4043(5) -0.2623(7) 0.0420(17) Uani 1 1 d . . .
H52 H -0.1056 -0.3590 -0.2756 0.005(12) Uiso 1 1 d R . .
C53 C -0.1538(7) -0.4861(5) -0.3317(8) 0.052(2) Uani 1 1 d . . .
H53 H -0.1063 -0.4949 -0.3911 0.11(4) Uiso 1 1 d R . .
C54 C -0.2228(6) -0.5534(5) -0.3109(7) 0.0491(19) Uani 1 1 d . . .
H54 H -0.2207 -0.6084 -0.3554 0.04(2) Uiso 1 1 d R . .
C55 C -0.2952(6) -0.5404(5) -0.2254(7) 0.0435(17) Uani 1 1 d . . .
H55 H -0.3418 -0.5866 -0.2126 0.038(19) Uiso 1 1 d R . .
C56 C -0.3000(5) -0.4592(4) -0.1597(6) 0.0376(15) 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'
Re Re -1.0185 7.2310 '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'
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
O10 Re N5 104.7(2) . . ?
O10 Re O57 100.3(2) . . ?
N5 Re O57 81.4(2) . . ?
O10 Re O15 164.6(2) . . ?
N5 Re O15 90.42(19) . . ?
O57 Re O15 79.20(19) . . ?
O10 Re N11 90.5(2) . . ?
N5 Re N11 161.4(2) . . ?
O57 Re N11 85.4(2) . . ?
O15 Re N11 74.13(19) . . ?
O10 Re S1 98.44(18) . . ?
N5 Re S1 93.65(15) . . ?
O57 Re S1 161.25(16) . . ?
O15 Re S1 82.78(14) . . ?
N11 Re S1 94.62(15) . . ?
C2 S1 Re 103.5(2) . . ?
C13 O15 Re 123.5(4) . . ?
C56 O57 Re 113.2(4) . . ?
C4 N3 C2 127.6(6) . . ?
C4 N5 C51 122.4(5) . . ?
C4 N5 Re 120.2(4) . . ?
C51 N5 Re 114.2(4) . . ?
C2 N6 C43 121.7(6) . . ?
C2 N6 C41 121.9(6) . . ?
C43 N6 C41 116.2(6) . . ?
C12 N11 Re 114.6(4) . . ?
N6 C2 N3 117.0(7) . . ?
N6 C2 S1 119.6(5) . . ?
N3 C2 S1 123.3(5) . . ?
N3 C4 N5 124.8(6) . . ?
N3 C4 C31 116.9(6) . . ?
N5 C4 C31 118.1(5) . . ?
N11 C12 C13 112.0(6) . . ?
O14 C13 O15 126.0(7) . . ?
O14 C13 C12 120.4(7) . . ?
O15 C13 C12 113.5(6) . . ?
C32 C31 C36 121.7(7) . . ?
C32 C31 C4 117.6(6) . . ?
C36 C31 C4 120.6(6) . . ?
C31 C32 C33 119.7(8) . . ?
C34 C33 C32 118.9(9) . . ?
C35 C34 C33 121.3(9) . . ?
C34 C35 C36 121.6(9) . . ?
C31 C36 C35 116.4(8) . . ?
C42 C41 N6 113.1(6) . . ?
C44 C43 N6 115.0(8) . . ?
C52 C51 N5 126.1(6) . . ?
C52 C51 C56 119.8(6) . . ?
N5 C51 C56 113.4(6) . . ?
C51 C52 C53 119.2(7) . . ?
C54 C53 C52 120.4(7) . . ?
C53 C54 C55 120.7(7) . . ?
C56 C55 C54 120.6(7) . . ?
O57 C56 C55 123.4(6) . . ?
O57 C56 C51 117.6(6) . . ?
C55 C56 C51 119.0(7) . . ?
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 O10 1.680(5) . ?
Re N5 1.989(5) . ?
Re O57 2.029(5) . ?
Re O15 2.120(5) . ?
Re N11 2.189(6) . ?
Re S1 2.3480(18) . ?
S1 C2 1.760(7) . ?
O14 C13 1.210(9) . ?
O15 C13 1.300(8) . ?
O57 C56 1.354(8) . ?
N3 C4 1.304(8) . ?
N3 C2 1.330(9) . ?
N5 C4 1.353(8) . ?
N5 C51 1.419(8) . ?
N6 C2 1.328(9) . ?
N6 C43 1.475(10) . ?
N6 C41 1.500(9) . ?
N11 C12 1.464(11) . ?
C4 C31 1.505(10) . ?
C12 C13 1.517(10) . ?
C31 C32 1.353(10) . ?
C31 C36 1.380(11) . ?
C32 C33 1.407(11) . ?
C33 C34 1.368(14) . ?
C34 C35 1.316(15) . ?
C35 C36 1.431(11) . ?
C41 C42 1.497(12) . ?
C43 C44 1.425(14) . ?
C51 C52 1.386(10) . ?
C51 C56 1.425(9) . ?
C52 C53 1.400(10) . ?
C53 C54 1.369(12) . ?
C54 C55 1.377(11) . ?
C55 C56 1.375(9) . ?
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
N11 H11B O14 0.90 2.09 2.910(8) 151.8 4_556
