#------------------------------------------------------------------------------
#$Date: 2016-03-21 18:57:02 +0200 (Mon, 21 Mar 2016) $
#$Revision: 178830 $
#$URL: svn://www.crystallography.net/cod/cif/4/10/84/4108484.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_4108484
loop_
_publ_author_name
'Miguel A. Huertos'
'Julio Pérez'
'Lucía Riera'
'Amador Menéndez-Velázquez'
_publ_contact_author
;
     JULIO PEREZ
     Departamento de Quimica Organica e Inorganica 
     IUQOEM - Facultad de Quimica
     Universidad de Oviedo-CSIC
     C/ Julian Claveria s/n
     33006 Oviedo  (ASTURIAS)
     SPAIN
;
_publ_contact_author_email       japm@uniovi.es
_publ_contact_author_fax         +34-85-103446
_publ_contact_author_phone       +34-85-102985
_publ_section_title
;
 From N-Alkylimidazole Ligands at a Rhenium Center: Ring Opening or
 Formation of NHC Complexes
;
_journal_name_full               'Journal of the American Chemical Society'
_journal_page_first              13530
_journal_page_last               13531
_journal_paper_doi               10.1021/ja805888f
_journal_volume                  130
_journal_year                    2008
_chemical_formula_sum            'C15 H17 N6 O3 Re'
_chemical_formula_weight         515.55
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           11
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yb'
_symmetry_space_group_name_H-M   'P 1 21/m 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                 102.405(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   8.1801(1)
_cell_length_b                   13.2920(2)
_cell_length_c                   8.1852(1)
_cell_measurement_reflns_used    4475
_cell_measurement_temperature    150(2)
_cell_measurement_theta_max      73.2246
_cell_measurement_theta_min      3.3159
_cell_volume                     869.20(2)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
;
_computing_molecular_graphics    X-Seed
_computing_publication_material  X-Seed
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      150(2)
_diffrn_detector_area_resol_mean 8.2640
_diffrn_measured_fraction_theta_full 0.980
_diffrn_measured_fraction_theta_max 0.946
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0186
_diffrn_reflns_av_sigmaI/netI    0.0151
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            4957
_diffrn_reflns_theta_full        70.00
_diffrn_reflns_theta_max         73.2246
_diffrn_reflns_theta_min         3.3159
_exptl_absorpt_coefficient_mu    13.923
_exptl_absorpt_correction_T_max  0.757
_exptl_absorpt_correction_T_min  0.49134
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.32.5 (release 08-05-2007 CrysAlis171 .NET)
(compiled May  8 2007,13:10:02)
empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.970
_exptl_crystal_description       prism
_exptl_crystal_F_000             496
_exptl_crystal_size_max          0.11
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.844
_refine_diff_density_min         -0.971
_refine_diff_density_rms         0.167
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.274
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         1733
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.274
_refine_ls_R_factor_all          0.0234
_refine_ls_R_factor_gt           0.0208
_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)+(0.0125P)²+5.2347P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0555
_refine_ls_wR_factor_ref         0.0645
_reflns_number_gt                1671
_reflns_number_total             1733
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            ja805888f_si_003_1.cif
_cod_data_source_block           Compound_2a_(lr184c)
_cod_database_code               4108484
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
'-x, -y, -z'
'x, -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
Re1 Re 0.12920(3) 0.2500 0.35569(3) 0.01711(10) Uani 1 2 d S
N2 N 0.2149(7) 0.2500 -0.0061(7) 0.0221(12) Uani 1 2 d S
N4 N 0.4498(7) 0.2500 0.1859(7) 0.0215(12) Uani 1 2 d S
C9 C 0.5723(9) 0.2500 0.3432(10) 0.040(2) Uani 1 2 d S
H10A H 0.6830 0.2500 0.3214 0.059 Uiso 1 2 calc SR
H10B H 0.5574 0.1910 0.4062 0.059 Uiso 0.50 1 calc PR
H10C H 0.5574 0.3090 0.4062 0.059 Uiso 0.50 1 calc PR
C1 C 0.2768(8) 0.2500 0.1618(8) 0.0192(13) Uani 1 2 d S
N1 N -0.0377(5) 0.1376(3) 0.2060(5) 0.0198(8) Uani 1 1 d .
N3 N -0.1951(5) 0.0541(3) -0.0036(5) 0.0209(8) Uani 1 1 d .
C7 C 0.3481(9) 0.2500 -0.0824(9) 0.0264(15) Uani 1 2 d S
H009 H 0.3395 0.2500 -0.1976 0.032 Uiso 1 2 calc SR
O10 O 0.3489(5) 0.4147(3) 0.5522(4) 0.0303(8) Uani 1 1 d .
C4 C -0.1299(6) 0.0655(4) 0.2696(6) 0.0265(11) Uani 1 1 d .
H011 H -0.1254 0.0540 0.3825 0.032 Uiso 1 1 calc R
O11 O -0.0760(7) 0.2500 0.6343(6) 0.0386(14) Uani 1 2 d S
C11 C -0.0053(9) 0.2500 0.5268(8) 0.0246(15) Uani 1 2 d S
C5 C -0.2273(6) 0.0146(4) 0.1415(6) 0.0299(11) Uani 1 1 d .
H015 H -0.3017 -0.0371 0.1500 0.036 Uiso 1 1 calc R
C8 C 0.4943(9) 0.2500 0.0327(10) 0.0290(16) Uani 1 2 d S
H016 H 0.6020 0.2500 0.0127 0.035 Uiso 1 2 calc SR
C10 C 0.2664(6) 0.3520(3) 0.4777(5) 0.0179(9) Uani 1 1 d .
C2 C -0.0805(6) 0.1274(4) 0.0401(5) 0.0198(9) Uani 1 1 d .
H018 H -0.0368 0.1658 -0.0354 0.024 Uiso 1 1 calc R
C6 C -0.2773(7) 0.0272(4) -0.1728(6) 0.0307(12) Uani 1 1 d .
H11A H -0.3535 -0.0273 -0.1699 0.046 Uiso 1 1 calc R
H11B H -0.1949 0.0069 -0.2339 0.046 Uiso 1 1 calc R
H11C H -0.3380 0.0842 -0.2269 0.046 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 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Re Re -5.2083 5.8923 '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
C10 Re1 C10 91.0(3) . 4_565
C10 Re1 C11 89.06(19) . .
C10 Re1 C11 89.06(19) 4_565 .
C10 Re1 C1 91.46(18) . .
C10 Re1 C1 91.46(18) 4_565 .
C11 Re1 C1 179.3(2) . .
C10 Re1 N1 177.04(16) . .
C10 Re1 N1 91.94(16) 4_565 .
C11 Re1 N1 91.21(17) . .
C1 Re1 N1 88.25(16) . .
C10 Re1 N1 91.94(16) . 4_565
C10 Re1 N1 177.04(16) 4_565 4_565
C11 Re1 N1 91.21(17) . 4_565
C1 Re1 N1 88.25(16) . 4_565
N1 Re1 N1 85.1(2) . 4_565
C1 N2 C7 107.6(6) . .
C8 N4 C1 109.4(6) . .
C8 N4 C9 122.7(6) . .
C1 N4 C9 128.0(6) . .
N4 C9 H10A 109.5 . .
N4 C9 H10B 109.5 . .
H10A C9 H10B 109.5 . .
N4 C9 H10C 109.5 . .
H10A C9 H10C 109.5 . .
H10B C9 H10C 109.5 . .
N2 C1 N4 106.9(6) . .
N2 C1 Re1 126.1(5) . .
N4 C1 Re1 127.0(4) . .
C2 N1 C4 105.4(4) . .
C2 N1 Re1 129.0(3) . .
C4 N1 Re1 125.5(3) . .
C2 N3 C5 107.4(4) . .
C2 N3 C6 125.9(4) . .
C5 N3 C6 126.6(4) . .
C8 C7 N2 110.7(6) . .
C8 C7 H009 124.7 . .
N2 C7 H009 124.7 . .
C5 C4 N1 109.4(4) . .
C5 C4 H011 125.3 . .
N1 C4 H011 125.3 . .
O11 C11 Re1 176.1(6) . .
C4 C5 N3 106.7(5) . .
C4 C5 H015 126.6 . .
N3 C5 H015 126.6 . .
C7 C8 N4 105.5(6) . .
C7 C8 H016 127.3 . .
N4 C8 H016 127.3 . .
O10 C10 Re1 179.4(4) . .
N1 C2 N3 111.1(4) . .
N1 C2 H018 124.5 . .
N3 C2 H018 124.5 . .
N3 C6 H11A 109.5 . .
N3 C6 H11B 109.5 . .
H11A C6 H11B 109.5 . .
N3 C6 H11C 109.5 . .
H11A C6 H11C 109.5 . .
H11B C6 H11C 109.5 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Re1 C10 1.901(5) .
Re1 C10 1.901(5) 4_565
Re1 C11 1.958(7) .
Re1 C1 2.190(7) .
Re1 N1 2.208(4) .
Re1 N1 2.208(4) 4_565
N2 C1 1.359(8) .
N2 C7 1.368(9) .
N4 C8 1.379(9) .
N4 C1 1.387(9) .
N4 C9 1.452(9) .
C9 H10A 0.9600 .
C9 H10B 0.9600 .
C9 H10C 0.9600 .
N1 C2 1.335(6) .
N1 C4 1.388(6) .
N3 C2 1.345(6) .
N3 C5 1.375(6) .
N3 C6 1.449(6) .
C7 C8 1.354(11) .
C7 H009 0.9300 .
O10 C10 1.161(6) .
C4 C5 1.354(7) .
C4 H011 0.9300 .
O11 C11 1.153(8) .
C5 H015 0.9300 .
C8 H016 0.9300 .
C2 H018 0.9300 .
C6 H11A 0.9600 .
C6 H11B 0.9600 .
C6 H11C 0.9600 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
C7 N2 C1 N4 0.0 .
C7 N2 C1 Re1 180.0 .
C8 N4 C1 N2 0.0 .
C9 N4 C1 N2 180.0 .
C8 N4 C1 Re1 180.0 .
C9 N4 C1 Re1 0.0 .
C10 Re1 C1 N2 -134.47(13) .
C10 Re1 C1 N2 134.47(13) 4_565
N1 Re1 C1 N2 42.58(10) .
N1 Re1 C1 N2 -42.58(10) 4_565
C10 Re1 C1 N4 45.53(13) .
C10 Re1 C1 N4 -45.53(13) 4_565
N1 Re1 C1 N4 -137.42(10) .
N1 Re1 C1 N4 137.42(10) 4_565
C10 Re1 N1 C2 -124.2(4) 4_565
C11 Re1 N1 C2 146.7(4) .
C1 Re1 N1 C2 -32.8(4) .
N1 Re1 N1 C2 55.6(4) 4_565
C10 Re1 N1 C4 60.4(4) 4_565
C11 Re1 N1 C4 -28.7(4) .
C1 Re1 N1 C4 151.8(4) .
N1 Re1 N1 C4 -119.8(4) 4_565
C1 N2 C7 C8 0.0 .
C2 N1 C4 C5 -0.9(6) .
Re1 N1 C4 C5 175.5(3) .
N1 C4 C5 N3 0.6(6) .
C2 N3 C5 C4 -0.2(6) .
C6 N3 C5 C4 -176.2(5) .
N2 C7 C8 N4 0.0 .
C1 N4 C8 C7 0.0 .
C9 N4 C8 C7 180.0 .
C4 N1 C2 N3 0.8(5) .
Re1 N1 C2 N3 -175.4(3) .
C5 N3 C2 N1 -0.4(5) .
C6 N3 C2 N1 175.7(4) .
