#------------------------------------------------------------------------------
#$Date: 2016-03-22 23:53:12 +0200 (Tue, 22 Mar 2016) $
#$Revision: 179082 $
#$URL: svn://www.crystallography.net/cod/cif/4/30/44/4304499.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_4304499
loop_
_publ_author_name
'Paul D. Benny'
'Glenn A. Fugate'
'Adam O. Barden'
'Jennifer E. Morley'
'Elsa Silva-Lopez'
'Brendan Twamley'
_publ_contact_author_address
;University Research Office
University of Idaho
Moscow, 
ID 83844-3010
USA
;
_publ_contact_author_email       btwamley@uidaho.edu
_publ_contact_author_fax         '208 885 5752'
_publ_contact_author_name        'Brendan Twamley'
_publ_contact_author_phone       '208 885 2847'
_publ_section_title
;
Metal-Assisted In Situ Formation of a Tridentate Acetylacetone Ligand for
Complexation of fac-Re(CO)3+ for Radiopharmaceutical Applications
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              2240
_journal_page_last               2242
_journal_paper_doi               10.1021/ic701996e
_journal_volume                  47
_journal_year                    2008
_chemical_formula_moiety         'C13 H12 N O5 Re'
_chemical_formula_sum            'C13 H12 N O5 Re'
_chemical_formula_weight         448.44
_chemical_name_common            Re(CO)3Pyacac
_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                 104.698(1)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   14.9940(7)
_cell_length_b                   6.8687(3)
_cell_length_c                   14.1746(6)
_cell_measurement_reflns_used    7793
_cell_measurement_temperature    86(2)
_cell_measurement_theta_max      30.06
_cell_measurement_theta_min      2.80
_cell_volume                     1412.06(11)
_computing_cell_refinement       'Bruker SAINT+ v. 6.45a'
_computing_data_collection       'Bruker SMART v. 5.626'
_computing_data_reduction        'Bruker SAINT+ v. 6.45a'
_computing_molecular_graphics    'XP, Bruker SHELXTL v. 6.12'
_computing_publication_material  'XCIF, Bruker SHELXTL v. 6.12'
_computing_structure_refinement  'XL, Bruker SHELXTL v. 6.12'
_computing_structure_solution    'XS, Bruker SHELXTL v. 6.12'
_diffrn_ambient_temperature      86(2)
_diffrn_detector_area_resol_mean 8.3
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'Bruker/Siemens SMART APEX'
_diffrn_measurement_method       'ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'normal-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0307
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            20840
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         25.24
_diffrn_reflns_theta_min         2.81
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    8.623
_exptl_absorpt_correction_T_max  0.275
_exptl_absorpt_correction_T_min  0.091
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS; Bruker, 2001'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    2.109
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             848
_exptl_crystal_size_max          0.38
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.680
_refine_diff_density_min         -0.548
_refine_diff_density_rms         0.088
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.115
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     183
_refine_ls_number_reflns         2551
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.115
_refine_ls_R_factor_all          0.0158
_refine_ls_R_factor_gt           0.0154
_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)+(0.0131P)²+2.2971P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0377
_refine_ls_wR_factor_ref         0.0380
_reflns_number_gt                2503
_reflns_number_total             2551
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ic701996e-file001_2.cif
_cod_data_source_block           2
_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_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_database_code               4304499
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
C1 C 0.9625(2) 0.4073(5) 0.1721(2) 0.0257(7) Uani 1 1 d . . .
H1A H 0.9959 0.4165 0.2410 0.039 Uiso 1 1 calc R . .
H1B H 1.0067 0.4093 0.1316 0.039 Uiso 1 1 calc R . .
H1C H 0.9273 0.2855 0.1609 0.039 Uiso 1 1 calc R . .
C2 C 0.8975(2) 0.5772(5) 0.1455(2) 0.0179(6) Uani 1 1 d . . .
C3 C 0.9059(2) 0.7050(4) 0.0720(2) 0.0199(7) Uani 1 1 d . . .
H3 H 0.9535 0.6794 0.0405 0.024 Uiso 1 1 calc R . .
C4 C 0.85000(19) 0.8683(4) 0.0403(2) 0.0170(6) Uani 1 1 d . . .
C5 C 0.8685(2) 0.9934(5) -0.0401(2) 0.0232(7) Uani 1 1 d . . .
H5A H 0.8109 1.0145 -0.0901 0.035 Uiso 1 1 calc R . .
H5B H 0.9131 0.9279 -0.0692 0.035 Uiso 1 1 calc R . .
H5C H 0.8937 1.1191 -0.0131 0.035 Uiso 1 1 calc R . .
C6 C 0.7835(2) 0.9472(5) 0.2860(2) 0.0191(6) Uani 1 1 d . . .
C7 C 0.6220(2) 0.9513(4) 0.1581(2) 0.0165(6) Uani 1 1 d . . .
C8 C 0.6702(2) 0.6339(4) 0.2617(2) 0.0171(6) Uani 1 1 d . . .
C9 C 0.6024(2) 0.6676(4) -0.0272(2) 0.0171(6) Uani 1 1 d . . .
H9 H 0.5882 0.8025 -0.0283 0.021 Uiso 1 1 calc R . .
C10 C 0.5604(2) 0.5554(4) -0.1066(2) 0.0182(6) Uani 1 1 d . . .
H10 H 0.5174 0.6121 -0.1606 0.022 Uiso 1 1 calc R . .
C11 C 0.5816(2) 0.3592(4) -0.1070(2) 0.0180(6) Uani 1 1 d . . .
H11 H 0.5542 0.2794 -0.1614 0.022 Uiso 1 1 calc R . .
C12 C 0.6438(2) 0.2819(4) -0.0259(2) 0.0179(6) Uani 1 1 d . . .
H12 H 0.6597 0.1478 -0.0240 0.021 Uiso 1 1 calc R . .
C13 C 0.6821(2) 0.4019(4) 0.0517(2) 0.0164(6) Uani 1 1 d . . .
H13 H 0.7238 0.3472 0.1072 0.020 Uiso 1 1 calc R . .
N1 N 0.66288(16) 0.5939(3) 0.05224(17) 0.0135(5) Uani 1 1 d . . .
O1 O 0.83766(13) 0.5873(3) 0.19522(14) 0.0172(4) Uani 1 1 d . . .
O2 O 0.78320(13) 0.9234(3) 0.07433(14) 0.0174(4) Uani 1 1 d . . .
O3 O 0.81651(16) 1.0469(4) 0.35071(17) 0.0307(5) Uani 1 1 d . . .
O4 O 0.55812(15) 1.0534(3) 0.14702(15) 0.0214(5) Uani 1 1 d . . .
O5 O 0.63504(15) 0.5398(3) 0.30954(15) 0.0225(5) Uani 1 1 d . . .
Re1 Re 0.725161(7) 0.782259(16) 0.178007(8) 0.01265(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'
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
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
H1A C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
O1 C2 C3 126.0(3) . . ?
O1 C2 C1 113.9(3) . . ?
C3 C2 C1 120.0(3) . . ?
C2 C3 C4 125.7(3) . . ?
C2 C3 H3 117.1 . . ?
C4 C3 H3 117.1 . . ?
O2 C4 C3 125.3(3) . . ?
O2 C4 C5 115.5(3) . . ?
C3 C4 C5 119.2(3) . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
H5A C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
O3 C6 Re1 178.5(3) . . ?
O4 C7 Re1 178.8(3) . . ?
O5 C8 Re1 177.4(3) . . ?
N1 C9 C10 122.8(3) . . ?
N1 C9 H9 118.6 . . ?
C10 C9 H9 118.6 . . ?
C9 C10 C11 119.3(3) . . ?
C9 C10 H10 120.3 . . ?
C11 C10 H10 120.3 . . ?
C10 C11 C12 118.4(3) . . ?
C10 C11 H11 120.8 . . ?
C12 C11 H11 120.8 . . ?
C13 C12 C11 119.2(3) . . ?
C13 C12 H12 120.4 . . ?
C11 C12 H12 120.4 . . ?
N1 C13 C12 122.9(3) . . ?
N1 C13 H13 118.6 . . ?
C12 C13 H13 118.6 . . ?
C13 N1 C9 117.4(2) . . ?
C13 N1 Re1 121.98(19) . . ?
C9 N1 Re1 120.64(19) . . ?
C2 O1 Re1 128.46(19) . . ?
C4 O2 Re1 128.78(19) . . ?
C7 Re1 C8 87.40(12) . . ?
C7 Re1 C6 86.99(12) . . ?
C8 Re1 C6 90.05(13) . . ?
C7 Re1 O1 177.72(10) . . ?
C8 Re1 O1 92.76(10) . . ?
C6 Re1 O1 95.29(10) . . ?
C7 Re1 O2 94.55(10) . . ?
C8 Re1 O2 174.08(10) . . ?
C6 Re1 O2 95.62(11) . . ?
O1 Re1 O2 85.07(8) . . ?
C7 Re1 N1 94.39(10) . . ?
C8 Re1 N1 91.62(11) . . ?
C6 Re1 N1 177.88(10) . . ?
O1 Re1 N1 83.33(8) . . ?
O2 Re1 N1 82.67(8) . . ?
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
C1 C2 1.506(4) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C2 O1 1.276(4) . ?
C2 C3 1.392(4) . ?
C3 C4 1.404(4) . ?
C3 H3 0.9500 . ?
C4 O2 1.274(4) . ?
C4 C5 1.508(4) . ?
C5 H5A 0.9800 . ?
C5 H5B 0.9800 . ?
C5 H5C 0.9800 . ?
C6 O3 1.151(4) . ?
C6 Re1 1.926(3) . ?
C7 O4 1.166(4) . ?
C7 Re1 1.896(3) . ?
C8 O5 1.156(4) . ?
C8 Re1 1.903(3) . ?
C9 N1 1.352(4) . ?
C9 C10 1.377(4) . ?
C9 H9 0.9500 . ?
C10 C11 1.385(4) . ?
C10 H10 0.9500 . ?
C11 C12 1.389(4) . ?
C11 H11 0.9500 . ?
C12 C13 1.378(4) . ?
C12 H12 0.9500 . ?
C13 N1 1.350(4) . ?
C13 H13 0.9500 . ?
N1 Re1 2.209(2) . ?
O1 Re1 2.1189(19) . ?
O2 Re1 2.1226(19) . ?
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
C9 H9 O4 0.95 2.60 3.206(4) 122.1 3_675
C9 H9 O5 0.95 2.79 3.195(4) 106.9 4_575
C10 H10 O4 0.95 2.59 3.192(4) 121.6 3_675
C11 H11 O5 0.95 2.59 3.168(4) 119.6 4_565
C12 H12 O2 0.95 2.54 3.309(4) 138.4 1_545
C13 H13 O1 0.95 2.47 2.965(4) 112.3 .
