#------------------------------------------------------------------------------
#$Date: 2018-08-26 23:07:17 +0300 (Sun, 26 Aug 2018) $
#$Revision: 210174 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/30/08/4300863.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_4300863
loop_
_publ_author_name
'Storr, Tim'
'Sugai, Yuko'
'Barta, Cheri A.'
'Mikata, Yuji'
'Adam, Michael J.'
'Yano, Shigenobu'
'Orvig, Chris'
_publ_section_title
;
 Carbohydrate-Appended 2,2'-Dipicolylamine Metal Complexes as Potential
 Imaging Agents
;
_journal_coden_ASTM              INOCAJ
_journal_issue                   8
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2698
_journal_page_last               2705
_journal_paper_doi               10.1021/ic048528i
_journal_volume                  44
_journal_year                    2005
_chemical_formula_moiety         'C26 H36 Cl N3 O10.50 Re'
_chemical_formula_sum            'C26 H36 Cl N3 O10.5 Re'
_chemical_formula_weight         780.23
_space_group_IT_number           18
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2 2ab'
_symmetry_space_group_name_H-M   'P 21 21 2'
_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                   36.523(6)
_cell_length_b                   8.2197(11)
_cell_length_c                   10.1723(16)
_cell_measurement_reflns_used    7305
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      28.01
_cell_measurement_theta_min      2.00
_cell_volume                     3053.8(8)
_computing_cell_refinement       SAINT
_computing_data_reduction        SAINT
_computing_molecular_graphics    'ORTEP-3 (Farrugia, 1997)'
_computing_publication_material  'Platon (Spek, 1990)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    SIR-97
_diffrn_ambient_temperature      173(2)
_diffrn_measured_fraction_theta_full 0.990
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_device_type  'Bruker X8 APEX'
_diffrn_measurement_method       'area detector'
_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  0.0427
_diffrn_reflns_av_sigmaI/netI    0.0261
_diffrn_reflns_limit_h_max       48
_diffrn_reflns_limit_h_min       -48
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       13
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            67291
_diffrn_reflns_theta_full        28.01
_diffrn_reflns_theta_max         28.01
_diffrn_reflns_theta_min         2.00
_exptl_absorpt_coefficient_mu    4.126
_exptl_absorpt_correction_T_max  0.6831
_exptl_absorpt_correction_T_min  0.3708
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SAINT
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.697
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       needle
_exptl_crystal_F_000             1556
_exptl_crystal_size_max          0.30
_exptl_crystal_size_mid          0.12
_exptl_crystal_size_min          0.10
_refine_diff_density_max         1.470
_refine_diff_density_min         -0.576
_refine_diff_density_rms         0.085
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   -0.021(5)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     377
_refine_ls_number_reflns         7305
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.038
_refine_ls_R_factor_all          0.0261
_refine_ls_R_factor_gt           0.0219
_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)+(0.0287P)²+1.1232P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0494
_refine_ls_wR_factor_ref         0.0508
_reflns_number_gt                6718
_reflns_number_total             7305
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ic048528isi20041019_094919.cif
_cod_data_source_block           co305
_cod_depositor_comments
;
The following automatic conversions were performed:
'_exptl_absorpt_correction_type' value 'Multi-scan' changed to
'multi-scan' 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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_formula_sum        'C26 H36 Cl N3 O10.50 Re'
_cod_database_code               4300863
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y+1/2, -z'
'-x+1/2, y+1/2, -z'
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 0.066254(3) 0.837109(15) 0.275004(13) 0.02277(4) Uani 1 1 d . . .
Cl1 Cl 0.29625(2) 0.92014(9) 0.25922(9) 0.0324(2) Uani 1 1 d . . .
O5 O 0.30946(6) 1.5554(3) 0.2810(3) 0.0289(5) Uani 1 1 d . . .
H5 H 0.3217 1.4730 0.3023 0.043 Uiso 1 1 calc R . .
O4 O 0.29971(6) 1.3874(3) 0.0364(2) 0.0256(5) Uani 1 1 d . . .
H4 H 0.2951 1.3172 -0.0213 0.038 Uiso 1 1 calc R . .
O1 O 0.21507(6) 1.4089(3) 0.3030(2) 0.0235(5) Uani 1 1 d . . .
O3 O 0.24958(6) 1.1106(3) 0.0656(2) 0.0265(5) Uani 1 1 d . . .
H3 H 0.2295 1.0659 0.0483 0.040 Uiso 1 1 calc R . .
N1 N 0.12403(7) 0.9167(3) 0.3025(3) 0.0234(6) Uani 1 1 d . . .
O2 O 0.18625(6) 1.1854(3) 0.2207(2) 0.0271(5) Uani 1 1 d . . .
O9 O -0.01001(6) 0.6848(3) 0.2448(3) 0.0400(7) Uani 1 1 d . . .
O6 O 0.22310(6) 1.7544(3) 0.3456(3) 0.0308(6) Uani 1 1 d . . .
H6 H 0.2374 1.7801 0.2843 0.046 Uiso 1 1 calc R . .
C21 C 0.04678(9) 0.9906(5) 0.4005(4) 0.0274(7) Uani 1 1 d . . .
N3 N 0.09620(7) 0.6655(4) 0.1524(3) 0.0249(5) Uani 1 1 d . . .
O8 O 0.04577(8) 1.0695(4) 0.0491(3) 0.0437(7) Uani 1 1 d . . .
C4 C 0.27436(7) 1.5059(4) 0.2335(3) 0.0184(6) Uani 1 1 d . . .
H4A H 0.2641 1.5935 0.1762 0.022 Uiso 1 1 calc R . .
C23 C 0.01848(9) 0.7431(4) 0.2558(4) 0.0292(8) Uani 1 1 d . . .
C2 C 0.24311(9) 1.2674(4) 0.1222(3) 0.0201(6) Uani 1 1 d . . .
H2 H 0.2292 1.3351 0.0576 0.024 Uiso 1 1 calc R . .
C5 C 0.24869(8) 1.4778(4) 0.3492(3) 0.0201(6) Uani 1 1 d . . .
H5A H 0.2605 1.3993 0.4112 0.024 Uiso 1 1 calc R . .
O7 O 0.03676(7) 1.0816(3) 0.4769(3) 0.0416(7) Uani 1 1 d . . .
C22 C 0.05390(9) 0.9828(5) 0.1335(4) 0.0296(8) Uani 1 1 d . . .
C3 C 0.27933(8) 1.3517(4) 0.1524(3) 0.0187(6) Uani 1 1 d . . .
H3A H 0.2943 1.2746 0.2061 0.022 Uiso 1 1 calc R . .
C11 C 0.15562(10) 0.5843(4) 0.0764(4) 0.0302(8) Uani 1 1 d . . .
H11 H 0.1811 0.6053 0.0693 0.036 Uiso 1 1 calc R . .
C1 C 0.22060(8) 1.2525(4) 0.2476(3) 0.0216(7) Uani 1 1 d . . .
H1 H 0.2339 1.1820 0.3120 0.026 Uiso 1 1 calc R . .
C7 C 0.16492(10) 1.1717(5) 0.3376(4) 0.0426(10) Uani 1 1 d . . .
H7A H 0.1619 1.2805 0.3778 0.051 Uiso 1 1 calc R . .
H7B H 0.1778 1.1012 0.4015 0.051 Uiso 1 1 calc R . .
C10 C 0.13260(9) 0.6941(4) 0.1401(3) 0.0232(7) Uani 1 1 d . . .
C13 C 0.10315(11) 0.4169(5) 0.0356(4) 0.0359(9) Uani 1 1 d . . .
H13 H 0.0923 0.3224 -0.0015 0.043 Uiso 1 1 calc R . .
N2 N 0.08492(7) 0.6701(4) 0.4255(3) 0.0257(6) Uani 1 1 d . . .
O11 O 0.0000 0.5000 0.7666(8) 0.0976(19) Uani 1 2 d S . .
O12 O 0.12601(10) 0.0506(6) 0.9001(4) 0.0773(12) Uani 1 1 d . . .
H12 H 0.1484 0.0293 0.8918 0.116 Uiso 1 1 calc R . .
C6 C 0.23938(9) 1.6310(4) 0.4232(3) 0.0261(7) Uani 1 1 d . . .
H6A H 0.2224 1.6031 0.4957 0.031 Uiso 1 1 calc R . .
H6B H 0.2621 1.6748 0.4630 0.031 Uiso 1 1 calc R . .
C19 C 0.08038(12) 0.4336(5) 0.5612(5) 0.0482(11) Uani 1 1 d . . .
H19 H 0.0664 0.3437 0.5916 0.058 Uiso 1 1 calc R . .
C8 C 0.12725(9) 1.0996(4) 0.3074(4) 0.0350(9) Uani 1 1 d . . .
H8A H 0.1099 1.1401 0.3746 0.042 Uiso 1 1 calc R . .
H8B H 0.1191 1.1431 0.2215 0.042 Uiso 1 1 calc R . .
C9 C 0.14606(8) 0.8537(4) 0.1887(3) 0.0252(7) Uani 1 1 d . . .
H9A H 0.1451 0.9338 0.1161 0.030 Uiso 1 1 calc R . .
H9B H 0.1719 0.8424 0.2161 0.030 Uiso 1 1 calc R . .
C17 C 0.13503(11) 0.5921(5) 0.5623(4) 0.0414(10) Uani 1 1 d . . .
H17 H 0.1593 0.6106 0.5919 0.050 Uiso 1 1 calc R . .
C16 C 0.11887(9) 0.6964(5) 0.4722(3) 0.0291(8) Uani 1 1 d . . .
C15 C 0.13779(10) 0.8490(5) 0.4296(3) 0.0348(8) Uani 1 1 d . . .
H15A H 0.1347 0.9324 0.4990 0.042 Uiso 1 1 calc R . .
H15B H 0.1643 0.8265 0.4209 0.042 Uiso 1 1 calc R . .
C14 C 0.08224(10) 0.5278(4) 0.1012(4) 0.0319(8) Uani 1 1 d . . .
H14 H 0.0568 0.5071 0.1112 0.038 Uiso 1 1 calc R . .
C18 C 0.11526(12) 0.4609(6) 0.6085(4) 0.0476(11) Uani 1 1 d . . .
H18 H 0.1256 0.3899 0.6723 0.057 Uiso 1 1 calc R . .
C20 C 0.06629(12) 0.5386(4) 0.4696(4) 0.0379(8) Uani 1 1 d . . .
H20 H 0.0425 0.5183 0.4356 0.046 Uiso 1 1 calc R . .
C12 C 0.14064(11) 0.4444(4) 0.0238(4) 0.0351(9) Uani 1 1 d . . .
H12 H 0.1558 0.3676 -0.0200 0.042 Uiso 1 1 calc R . .
C27 C 0.10710(18) -0.0228(13) 0.8037(8) 0.147(4) Uani 1 1 d . . .
H27A H 0.0808 -0.0093 0.8195 0.221 Uiso 1 1 calc R . .
H27B H 0.1131 -0.1390 0.8023 0.221 Uiso 1 1 calc R . .
H27C H 0.1136 0.0262 0.7190 0.221 Uiso 1 1 calc R . .
C25 C -0.0148(3) 0.2267(11) 0.7645(11) 0.169(5) Uani 1 1 d . . .
H25A H -0.0212 0.1367 0.8233 0.254 Uiso 1 1 calc R . .
H25B H 0.0074 0.1988 0.7152 0.254 Uiso 1 1 calc R . .
H25C H -0.0350 0.2463 0.7031 0.254 Uiso 1 1 calc R . .
C26 C -0.0088(4) 0.3592(11) 0.8345(9) 0.192(7) Uani 1 1 d . . .
H26A H 0.0113 0.3359 0.8968 0.230 Uiso 1 1 calc R . .
H26B H -0.0310 0.3811 0.8874 0.230 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'
Cl Cl 0.1484 0.1585 '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
C23 Re1 C22 87.77(14) . . ?
C23 Re1 C21 89.74(14) . . ?
C22 Re1 C21 90.10(15) . . ?
C23 Re1 N2 95.91(12) . . ?
C22 Re1 N2 174.79(13) . . ?
C21 Re1 N2 93.59(14) . . ?
C23 Re1 N3 97.92(12) . . ?
C22 Re1 N3 95.28(13) . . ?
C21 Re1 N3 170.79(12) . . ?
N2 Re1 N3 80.58(10) . . ?
C23 Re1 N1 173.25(12) . . ?
C22 Re1 N1 97.65(12) . . ?
C21 Re1 N1 94.25(12) . . ?
N2 Re1 N1 78.42(10) . . ?
N3 Re1 N1 77.66(10) . . ?
C1 O1 C5 111.5(2) . . ?
C15 N1 C9 111.0(3) . . ?
C15 N1 C8 108.4(3) . . ?
C9 N1 C8 109.1(3) . . ?
C15 N1 Re1 108.52(19) . . ?
C9 N1 Re1 108.04(19) . . ?
C8 N1 Re1 111.8(2) . . ?
C1 O2 C7 111.0(3) . . ?
O7 C21 Re1 177.0(3) . . ?
C14 N3 C10 118.8(3) . . ?
C14 N3 Re1 125.1(2) . . ?
C10 N3 Re1 115.7(2) . . ?
O5 C4 C5 109.6(3) . . ?
O5 C4 C3 108.3(2) . . ?
C5 C4 C3 111.5(2) . . ?
O9 C23 Re1 179.1(3) . . ?
O3 C2 C1 110.7(2) . . ?
O3 C2 C3 110.3(3) . . ?
C1 C2 C3 109.6(2) . . ?
O1 C5 C6 107.5(3) . . ?
O1 C5 C4 109.6(2) . . ?
C6 C5 C4 113.5(3) . . ?
O8 C22 Re1 178.7(3) . . ?
O4 C3 C4 109.9(2) . . ?
O4 C3 C2 112.3(2) . . ?
C4 C3 C2 112.6(2) . . ?
C12 C11 C10 118.7(3) . . ?
O2 C1 O1 107.9(2) . . ?
O2 C1 C2 110.6(3) . . ?
O1 C1 C2 109.7(2) . . ?
O2 C7 C8 110.8(3) . . ?
N3 C10 C11 121.5(3) . . ?
N3 C10 C9 116.5(3) . . ?
C11 C10 C9 121.8(3) . . ?
C14 C13 C12 119.0(3) . . ?
C16 N2 C20 118.4(3) . . ?
C16 N2 Re1 116.0(2) . . ?
C20 N2 Re1 125.6(2) . . ?
C26 O11 C26 120.2(10) 2_565 . ?
O6 C6 C5 114.5(3) . . ?
C20 C19 C18 118.8(4) . . ?
N1 C8 C7 117.6(3) . . ?
C10 C9 N1 112.6(3) . . ?
C18 C17 C16 119.1(4) . . ?
N2 C16 C17 121.7(4) . . ?
N2 C16 C15 117.3(3) . . ?
C17 C16 C15 120.9(3) . . ?
N1 C15 C16 114.1(3) . . ?
N3 C14 C13 122.6(3) . . ?
C19 C18 C17 119.4(4) . . ?
N2 C20 C19 122.6(4) . . ?
C11 C12 C13 119.4(3) . . ?
C25 C26 O11 117.3(9) . . ?
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 C23 1.918(3) . ?
Re1 C22 1.926(4) . ?
Re1 C21 1.930(4) . ?
Re1 N2 2.167(3) . ?
Re1 N3 2.177(3) . ?
Re1 N1 2.227(3) . ?
O5 C4 1.429(3) . ?
O4 C3 1.425(3) . ?
O1 C1 1.418(4) . ?
O1 C5 1.432(4) . ?
O3 C2 1.432(4) . ?
N1 C15 1.494(5) . ?
N1 C9 1.502(4) . ?
N1 C8 1.509(4) . ?
O2 C1 1.398(3) . ?
O2 C7 1.426(4) . ?
O9 C23 1.151(4) . ?
O6 C6 1.416(4) . ?
C21 O7 1.139(4) . ?
N3 C14 1.346(5) . ?
N3 C10 1.356(4) . ?
O8 C22 1.154(5) . ?
C4 C5 1.522(4) . ?
C4 C3 1.523(4) . ?
C2 C1 1.523(4) . ?
C2 C3 1.525(4) . ?
C5 C6 1.507(4) . ?
C11 C12 1.382(5) . ?
C11 C10 1.393(5) . ?
C7 C8 1.529(5) . ?
C10 C9 1.486(5) . ?
C13 C14 1.364(5) . ?
C13 C12 1.393(5) . ?
N2 C16 1.345(4) . ?
N2 C20 1.353(5) . ?
O11 C26 1.386(10) 2_565 ?
O11 C26 1.386(10) . ?
O12 C27 1.343(7) . ?
C19 C20 1.371(6) . ?
C19 C18 1.380(6) . ?
C17 C18 1.380(6) . ?
C17 C16 1.387(5) . ?
C16 C15 1.496(5) . ?
C25 C26 1.319(13) . ?
