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#$Date: 2025-08-21 16:10:22 +0300 (Thu, 21 Aug 2025) $
#$Revision: 301849 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/03/46/7034690.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_7034690
loop_
_publ_author_name
'Reich, Robert M.'
'Cokoja, Mirza'
'Markovits, Iulius I. E.'
'Münchmeyer, Christian J'
'Kaposi, Marlene'
'Pöthig, Alexander'
'Herrmann, Wolfgang A.'
'Kühn, Fritz E'
_publ_section_title
;
 Influence of substituents on cation-anion contacts in imidazolium
 perrhenates.
;
_journal_issue                   18
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              8669
_journal_page_last               8677
_journal_paper_doi               10.1039/c5dt00735f
_journal_volume                  44
_journal_year                    2015
_chemical_absolute_configuration unk
_chemical_formula_moiety         'C11 H13 N2, O4 Re'
_chemical_formula_sum            'C11 H13 N2 O4 Re'
_chemical_formula_weight         423.44
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_Int_Tables_number      19
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_update_record
;
2014-10-23 deposited with the CCDC.
2015-03-31 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   5.8129(1)
_cell_length_b                   11.4171(1)
_cell_length_c                   19.4879(3)
_cell_measurement_reflns_used    7128
_cell_measurement_temperature    123
_cell_measurement_theta_max      30.4963
_cell_measurement_theta_min      2.7482
_cell_volume                     1293.34(3)
_computing_cell_refinement       'SAINT (Bruker, 2012)'
_computing_data_collection       'APEX II Control Software (Bruker, 2013)'
_computing_data_reduction        'SAINT (Bruker, 2012)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'
_computing_structure_refinement
'SHELXL2013 (Sheldrick, 2013), SHELXLE (Huebschle, 2011)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      123
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0284
_diffrn_reflns_av_sigmaI/netI    0.0355
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       27
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            13584
_diffrn_reflns_reduction_process
;
;
_diffrn_reflns_theta_full        25.24
_diffrn_reflns_theta_max         30.58
_diffrn_reflns_theta_min         2.07
_exptl_absorpt_coefficient_mu    9.403
_exptl_absorpt_correction_T_max  0.7461
_exptl_absorpt_correction_T_min  0.6125
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.175
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             800
_exptl_crystal_size_max          0.205
_exptl_crystal_size_mid          0.136
_exptl_crystal_size_min          0.104
_refine_diff_density_max         0.642
_refine_diff_density_min         -0.591
_refine_diff_density_rms         0.106
_refine_ls_abs_structure_details 'Flack (1983)'
_refine_ls_abs_structure_Flack   0.011(7)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.985
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     164
_refine_ls_number_reflns         3972
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.985
_refine_ls_R_factor_all          0.0203
_refine_ls_R_factor_gt           0.0183
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     'W=1/[Σ²(FO²)] WHERE P=(FO²+2FC²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0314
_refine_ls_wR_factor_ref         0.0319
_reflns_number_gt                3799
_reflns_number_total             3972
_reflns_threshold_expression     i>2σ(i)
_cod_data_source_file            c5dt00735f2.cif
_cod_data_source_block           Compound1
_cod_depositor_comments
'Adding full bibliography for 7034690--7034700.cif.'
_cod_database_code               7034690
loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
N1 N Uani 0.0938(6) 0.6331(3) 0.87388(17) 1.000 0.0150(10) d .
N2 N Uani -0.0061(6) 0.6671(3) 0.76903(17) 1.000 0.0150(10) d .
C1 C Uani 0.1495(7) 0.6895(3) 0.81662(18) 1.000 0.0152(10) d .
C2 C Uani -0.1682(8) 0.5943(3) 0.7964(2) 1.000 0.0227(12) d .
C3 C Uani -0.1074(7) 0.5732(4) 0.8619(2) 1.000 0.0213(12) d .
C4 C Uani 0.2229(7) 0.6345(4) 0.9382(2) 1.000 0.0203(12) d .
C5 C Uani 0.3743(8) 0.5274(3) 0.94796(19) 1.000 0.0148(10) d .
C6 C Uani 0.3794(6) 0.4356(3) 0.90093(18) 1.000 0.0157(10) d .
C7 C Uani 0.5231(7) 0.3397(4) 0.9120(2) 1.000 0.0197(12) d .
C8 C Uani 0.6625(8) 0.3353(4) 0.9692(2) 1.000 0.0237(12) d .
C9 C Uani 0.6613(7) 0.4278(4) 1.0159(2) 1.000 0.0251(11) d .
C10 C Uani 0.5156(7) 0.5230(4) 1.0052(2) 1.000 0.0200(12) d .
C11 C Uani -0.0122(7) 0.7180(4) 0.6999(2) 1.000 0.0233(12) d .
Re1 Re Uani 0.64158(3) 0.93233(2) 0.83098(2) 1.000 0.0142(1) d .
O1 O Uani 0.5286(5) 0.8620(2) 0.75998(15) 1.000 0.0216(10) d .
O2 O Uani 0.5447(5) 1.0753(2) 0.83118(17) 1.000 0.0275(9) d .
O3 O Uani 0.9373(5) 0.9310(2) 0.82634(16) 1.000 0.0240(8) d .
O4 O Uani 0.5498(6) 0.8610(3) 0.90394(16) 1.000 0.0300(10) d .
H1 H Uiso 0.28060 0.73820 0.81080 1.000 0.0180 c RU
H2 H Uiso -0.29970 0.56410 0.77350 1.000 0.0270 c RU
H3 H Uiso -0.18830 0.52580 0.89390 1.000 0.0260 c RU
H4A H Uiso 0.11310 0.63940 0.97690 1.000 0.0240 c RU
H4B H Uiso 0.32050 0.70550 0.93940 1.000 0.0240 c RU
H6 H Uiso 0.28480 0.43840 0.86120 1.000 0.0190 c RU
H7 H Uiso 0.52500 0.27700 0.88000 1.000 0.0240 c RU
H8 H Uiso 0.75900 0.26940 0.97680 1.000 0.0290 c RU
H9 H Uiso 0.75940 0.42600 1.05490 1.000 0.0300 c RU
H10 H Uiso 0.51320 0.58550 1.03740 1.000 0.0240 c RU
H11A H Uiso -0.15940 0.75820 0.69290 1.000 0.0350 c RU
H11B H Uiso 0.00460 0.65560 0.66570 1.000 0.0350 c RU
H11C H Uiso 0.11400 0.77430 0.69490 1.000 0.0350 c RU
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_publ_flag
O1 Re1 O3 109.46(14) yes
O1 Re1 O4 108.85(14) yes
O2 Re1 O3 109.52(12) yes
O2 Re1 O4 110.12(16) yes
O3 Re1 O4 110.39(15) yes
O1 Re1 O2 108.48(13) yes
C1 N1 C3 107.8(3) yes
C1 N1 C4 126.2(3) yes
C3 N1 C4 126.0(3) yes
C2 N2 C11 125.7(3) yes
C1 N2 C11 125.8(3) yes
C1 N2 C2 108.4(3) yes
N1 C1 N2 109.2(3) yes
N2 C2 C3 107.4(4) yes
N1 C3 C2 107.2(4) yes
N1 C4 C5 113.4(3) yes
C6 C5 C10 119.3(4) no
C4 C5 C6 122.4(3) no
C4 C5 C10 118.3(3) no
C5 C6 C7 120.1(3) no
C6 C7 C8 120.4(4) no
C7 C8 C9 119.8(4) no
C8 C9 C10 119.8(4) no
C5 C10 C9 120.6(4) no
N1 C1 H1 125.00 no
N2 C1 H1 125.00 no
N2 C2 H2 126.00 no
C3 C2 H2 126.00 no
N1 C3 H3 126.00 no
C2 C3 H3 126.00 no
N1 C4 H4B 109.00 no
N1 C4 H4A 109.00 no
H4A C4 H4B 108.00 no
C5 C4 H4A 109.00 no
C5 C4 H4B 109.00 no
C5 C6 H6 120.00 no
C7 C6 H6 120.00 no
C6 C7 H7 120.00 no
C8 C7 H7 120.00 no
C9 C8 H8 120.00 no
C7 C8 H8 120.00 no
C8 C9 H9 120.00 no
C10 C9 H9 120.00 no
C5 C10 H10 120.00 no
C9 C10 H10 120.00 no
H11B C11 H11C 110.00 no
N2 C11 H11A 110.00 no
N2 C11 H11B 110.00 no
N2 C11 H11C 109.00 no
H11A C11 H11B 109.00 no
H11A C11 H11C 109.00 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
Re1 O4 1.723(3) yes
Re1 O3 1.721(3) yes
Re1 O1 1.729(3) yes
Re1 O2 1.727(2) yes
N1 C3 1.375(5) yes
N1 C4 1.461(5) yes
N1 C1 1.328(5) yes
N2 C1 1.321(5) yes
N2 C2 1.365(5) yes
N2 C11 1.468(5) yes
C2 C3 1.346(6) no
C4 C5 1.519(6) no
C5 C10 1.386(6) no
C5 C6 1.393(5) no
C6 C7 1.394(6) no
C7 C8 1.379(6) no
C8 C9 1.394(6) no
C9 C10 1.394(6) no
C1 H1 0.9500 no
C2 H2 0.9500 no
C3 H3 0.9500 no
C4 H4B 0.9900 no
C4 H4A 0.9900 no
C6 H6 0.9500 no
C7 H7 0.9500 no
C8 H8 0.9500 no
C9 H9 0.9500 no
C10 H10 0.9500 no
C11 H11B 0.9800 no
C11 H11C 0.9800 no
C11 H11A 0.9800 no
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
_geom_hbond_publ_flag
C1 H1 O1 0.9500 2.2500 3.155(5) 159.00 . yes
C2 H2 O2 0.9500 2.4900 3.319(5) 146.00 4_546 yes
C4 H4A O4 0.9900 2.3500 3.237(5) 149.00 3_467 yes
C4 H4B O4 0.9900 2.3300 3.278(6) 161.00 . yes
C6 H6 N1 0.9500 2.5000 2.849(5) 102.00 . yes
C7 H7 O2 0.9500 2.4900 3.407(5) 161.00 1_545 yes
C11 H11A O1 0.9800 2.5300 3.347(5) 141.00 1_455 yes
C11 H11B O3 0.9800 2.5900 3.345(5) 134.00 4_646 yes
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_publ_flag
C3 N1 C1 N2 -0.5(4) no
C4 N1 C1 N2 179.6(4) no
C1 N1 C3 C2 0.6(5) no
C4 N1 C3 C2 -179.5(4) no
C1 N1 C4 C5 -99.4(5) no
C3 N1 C4 C5 80.8(5) no
C2 N2 C1 N1 0.3(4) no
C11 N2 C1 N1 176.5(4) no
C1 N2 C2 C3 0.1(5) no
C11 N2 C2 C3 -176.2(4) no
N2 C2 C3 N1 -0.4(5) no
N1 C4 C5 C6 -2.6(6) no
N1 C4 C5 C10 176.0(4) no
C4 C5 C6 C7 179.4(4) no
C10 C5 C6 C7 0.9(6) no
C4 C5 C10 C9 -178.7(4) no
C6 C5 C10 C9 -0.1(6) no
C5 C6 C7 C8 -0.5(6) no
C6 C7 C8 C9 -0.6(6) no
C7 C8 C9 C10 1.4(6) no
C8 C9 C10 C5 -1.0(6) no
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139166154
