#------------------------------------------------------------------------------
#$Date: 2016-02-20 18:35:30 +0200 (Sat, 20 Feb 2016) $
#$Revision: 176787 $
#$URL: svn://www.crystallography.net/cod/cif/2/21/55/2215509.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2215509
loop_
_publ_author_name
'Kochel, Andrzej'
_publ_section_title
;
 Bis(2-Amino-6-methylpyridinium) aquatetrabromidooxidorhenate(V)
 bromide
;
_journal_coeditor_code           HB2535
_journal_issue                   10
_journal_name_full               'Acta Crystallographica Section E'
_journal_page_first              m2533
_journal_page_last               m2533
_journal_paper_doi               10.1107/S1600536807044133
_journal_volume                  63
_journal_year                    2007
_chemical_formula_iupac          '(C6 H9 N2)2 , [Re O (H2 O) Br4] , Br'
_chemical_formula_moiety         '2C6 H9 N2 + , Br4 H2 O2 Re - , Br -'
_chemical_formula_sum            'C12 H20 Br5 N4 O2 Re'
_chemical_formula_weight         838.07
_chemical_name_systematic
;
Bis(2-Amino-6-methylpyridinium) aquatetrabromidooxidorhenate(V) bromide
;
_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
_cell_angle_alpha                90.00
_cell_angle_beta                 125.43(2)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   11.996(2)
_cell_length_b                   12.154(3)
_cell_length_c                   18.206(3)
_cell_measurement_reflns_used    5614
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      36.67
_cell_measurement_theta_min      2.67
_cell_volume                     2162.9(9)
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2003)'
_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2003)'
_computing_data_reduction        'CrysAlisRED (Oxford Diffraction, 2003)'
_computing_molecular_graphics    'PLATON (Spek, 2003); XP (Bruker, 1999)'
_computing_publication_material  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device_type  'Kuma KM4 CCD'
_diffrn_measurement_method       ω
_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  0.0795
_diffrn_reflns_av_sigmaI/netI    0.1182
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       20
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -30
_diffrn_reflns_number            40507
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         36.67
_diffrn_reflns_theta_min         2.67
_exptl_absorpt_coefficient_mu    14.868
_exptl_absorpt_correction_T_max  0.563
_exptl_absorpt_correction_T_min  0.340
_exptl_absorpt_correction_type   numerical
_exptl_absorpt_process_details
'(CrysAlis [CrysAlis RED?]; Oxford Diffraction, 2003)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.574
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             1544
_exptl_crystal_size_max          0.08
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.07
_refine_diff_density_max         2.126
_refine_diff_density_min         -2.319
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.921
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         10288
_refine_ls_number_restraints     8
_refine_ls_restrained_S_all      0.921
_refine_ls_R_factor_all          0.0995
_refine_ls_R_factor_gt           0.0388
_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)+(0.0236P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0565
_refine_ls_wR_factor_ref         0.0686
_reflns_number_gt                5873
_reflns_number_total             10288
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            hb2535.cif
_cod_data_source_block           I
_cod_original_cell_volume        2162.9(7)
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               2215509
_cod_database_fobs_code          2215509
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_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
N N1 0.4220(4) 0.6746(3) 0.9044(2) 0.0208(7) Uani d D 1
H H1N 0.409(5) 0.7471(18) 0.911(3) 0.025 Uiso d D 1
N N2 0.1884(4) 0.6673(3) 0.8315(3) 0.0324(9) Uani d D 1
H H2N 0.104(3) 0.634(4) 0.797(3) 0.039 Uiso d D 1
H H3N 0.193(5) 0.7408(18) 0.844(3) 0.039 Uiso d D 1
C C2 0.3048(4) 0.6156(3) 0.8599(3) 0.0229(9) Uani d . 1
C C3 0.3142(5) 0.5033(3) 0.8462(3) 0.0271(10) Uani d . 1
H H3 0.2366 0.4591 0.8173 0.033 Uiso calc R 1
C C4 0.4377(5) 0.4602(4) 0.8757(3) 0.0310(11) Uani d . 1
H H4 0.4440 0.3861 0.8658 0.037 Uiso calc R 1
C C5 0.5566(5) 0.5257(4) 0.9212(3) 0.0318(11) Uani d . 1
H H5 0.6406 0.4953 0.9406 0.038 Uiso calc R 1
C C6 0.5479(4) 0.6329(4) 0.9365(3) 0.0261(9) Uani d . 1
C C7 0.6656(5) 0.7116(5) 0.9858(4) 0.0397(13) Uani d . 1
H H7A 0.6761 0.7364 1.0396 0.060 Uiso calc R 1
H H7B 0.6482 0.7736 0.9478 0.060 Uiso calc R 1
H H7C 0.7478 0.6753 1.0016 0.060 Uiso calc R 1
N N3 0.1990(3) 0.6251(3) 0.5887(2) 0.0182(7) Uani d D 1
H H4N 0.265(3) 0.621(4) 0.578(3) 0.022 Uiso d D 1
N N4 0.2592(4) 0.4446(3) 0.6379(3) 0.0278(8) Uani d D 1
H H5N 0.334(3) 0.457(4) 0.639(3) 0.033 Uiso d D 1
H H6N 0.239(5) 0.379(2) 0.653(3) 0.033 Uiso d D 1
C C11 0.1736(4) 0.5308(3) 0.6153(3) 0.0205(8) Uani d . 1
C C12 0.0562(5) 0.5275(4) 0.6155(3) 0.0275(10) Uani d . 1
H H12 0.0324 0.4632 0.6311 0.033 Uiso calc R 1
C C13 -0.0216(5) 0.6198(4) 0.5926(3) 0.0321(11) Uani d . 1
H H13 -0.0980 0.6187 0.5938 0.039 Uiso calc R 1
C C14 0.0113(5) 0.7163(4) 0.5672(3) 0.0288(10) Uani d . 1
H H14 -0.0421 0.7791 0.5527 0.035 Uiso calc R 1
C C15 0.1211(4) 0.7179(3) 0.5638(3) 0.0212(8) Uani d . 1
C C16 0.1635(4) 0.8130(3) 0.5331(3) 0.0250(9) Uani d . 1
H H16A 0.1512 0.7943 0.4776 0.038 Uiso calc R 1
H H16B 0.2581 0.8296 0.5781 0.038 Uiso calc R 1
H H16C 0.1086 0.8760 0.5239 0.038 Uiso calc R 1
Re Re1 -0.237586(16) 0.926025(12) 0.281334(11) 0.01677(4) Uani d . 1
Br Br1 -0.06351(4) 1.03636(3) 0.27687(3) 0.02292(9) Uani d . 1
Br Br2 -0.38484(4) 1.09524(3) 0.23272(3) 0.02134(9) Uani d . 1
Br Br3 -0.44110(4) 0.81224(3) 0.23999(3) 0.02152(9) Uani d . 1
Br Br4 -0.12108(4) 0.75203(3) 0.28299(3) 0.02382(9) Uani d . 1
O O1 -0.3328(3) 0.9120(2) 0.1355(2) 0.0197(6) Uani d D 1
O O2 -0.1646(3) 0.9336(2) 0.3918(2) 0.0248(6) Uani d . 1
Br Br5 0.34325(4) 0.88956(3) 0.98187(3) 0.02261(9) Uani d . 1
H H1W -0.324(5) 0.978(2) 0.111(3) 0.027 Uiso d D 1
H H2W -0.426(2) 0.897(4) 0.088(2) 0.027 Uiso d D 1
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'
Br Br -0.2901 2.4595 '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
C2 N1 C6 124.7(4) ?
C2 N1 H1N 113(3) ?
C6 N1 H1N 122(3) ?
C2 N2 H2N 124(3) ?
C2 N2 H3N 118(3) ?
H2N N2 H3N 118(4) ?
N2 C2 N1 118.4(4) ?
N2 C2 C3 124.3(4) ?
N1 C2 C3 117.3(4) ?
C4 C3 C2 119.2(4) ?
C4 C3 H3 120.4 ?
C2 C3 H3 120.4 ?
C3 C4 C5 121.1(4) ?
C3 C4 H4 119.5 ?
C5 C4 H4 119.5 ?
C6 C5 C4 119.6(4) ?
C6 C5 H5 120.2 ?
C4 C5 H5 120.2 ?
C5 C6 N1 118.1(4) ?
C5 C6 C7 125.6(4) ?
N1 C6 C7 116.4(4) ?
C6 C7 H7A 109.5 ?
C6 C7 H7B 109.5 ?
H7A C7 H7B 109.5 ?
C6 C7 H7C 109.5 ?
H7A C7 H7C 109.5 ?
H7B C7 H7C 109.5 ?
C11 N3 C15 124.7(3) ?
C11 N3 H4N 116(3) ?
C15 N3 H4N 119(3) ?
C11 N4 H5N 116(3) ?
C11 N4 H6N 118(3) ?
H5N N4 H6N 125(4) ?
N3 C11 N4 118.5(4) ?
N3 C11 C12 117.4(4) ?
N4 C11 C12 124.1(4) ?
C13 C12 C11 118.9(4) ?
C13 C12 H12 120.6 ?
C11 C12 H12 120.6 ?
C12 C13 C14 121.2(4) ?
C12 C13 H13 119.4 ?
C14 C13 H13 119.4 ?
C15 C14 C13 119.7(4) ?
C15 C14 H14 120.2 ?
C13 C14 H14 120.2 ?
C14 C15 N3 118.1(4) ?
C14 C15 C16 125.4(4) ?
N3 C15 C16 116.5(4) ?
C15 C16 H16A 109.5 ?
C15 C16 H16B 109.5 ?
H16A C16 H16B 109.5 ?
C15 C16 H16C 109.5 ?
H16A C16 H16C 109.5 ?
H16B C16 H16C 109.5 ?
O2 Re1 O1 178.68(12) n
O2 Re1 Br3 97.54(10) n
O1 Re1 Br3 82.06(8) n
O2 Re1 Br2 98.64(10) n
O1 Re1 Br2 82.62(7) n
Br3 Re1 Br2 88.99(2) n
O2 Re1 Br1 98.28(10) n
O1 Re1 Br1 82.12(8) n
Br3 Re1 Br1 164.174(16) n
Br2 Re1 Br1 88.83(2) n
O2 Re1 Br4 97.56(10) n
O1 Re1 Br4 81.18(7) n
Br3 Re1 Br4 88.71(2) n
Br2 Re1 Br4 163.793(16) n
Br1 Re1 Br4 89.02(2) n
Re1 O1 H1W 112(3) ?
Re1 O1 H2W 129(3) ?
H1W O1 H2W 97(4) ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C2 1.352(5) ?
N1 C6 1.363(5) ?
N1 H1N 0.913(19) ?
N2 C2 1.331(6) ?
N2 H2N 0.922(19) ?
N2 H3N 0.915(19) ?
C2 C3 1.404(6) ?
C3 C4 1.354(6) ?
C3 H3 0.9300 ?
C4 C5 1.410(7) ?
C4 H4 0.9300 ?
C5 C6 1.349(6) ?
C5 H5 0.9300 ?
C6 C7 1.498(6) ?
C7 H7A 0.9600 ?
C7 H7B 0.9600 ?
C7 H7C 0.9600 ?
N3 C11 1.347(5) ?
N3 C15 1.363(5) ?
N3 H4N 0.920(19) ?
N4 C11 1.354(5) ?
N4 H5N 0.903(19) ?
N4 H6N 0.920(19) ?
C11 C12 1.411(6) ?
C12 C13 1.361(6) ?
C12 H12 0.9300 ?
C13 C14 1.399(6) ?
C13 H13 0.9300 ?
C14 C15 1.354(6) ?
C14 H14 0.9300 ?
C15 C16 1.496(6) ?
C16 H16A 0.9600 ?
C16 H16B 0.9600 ?
C16 H16C 0.9600 ?
Re1 O2 1.667(3) yes
Re1 O1 2.206(3) yes
Re1 Br3 2.5117(6) yes
Re1 Br2 2.5141(6) yes
Re1 Br1 2.5223(5) yes
Re1 Br4 2.5254(6) yes
O1 H1W 0.948(19) ?
O1 H2W 0.955(19) ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
N1 H1N Br5 . 0.92(3) 2.54(5) 3.354(4) 148(5)
O1 H1W Br5 3_576 0.95(4) 2.25(4) 3.176(3) 165(4)
N2 H2N Br1 4_576 0.92(5) 2.76(5) 3.573(5) 148(4)
N2 H2N Br4 4_576 0.92(5) 2.91(5) 3.424(6) 117(4)
O1 H2W Br5 1_454 0.95(3) 2.28(3) 3.225(4) 170(4)
N2 H3N Br5 . 0.92(2) 2.75(4) 3.514(4) 141(3)
N3 H4N Br5 4_575 0.92(5) 2.42(5) 3.273(4) 154(4)
N4 H5N Br2 4_676 0.90(5) 2.83(5) 3.592(6) 143(4)
N4 H6N Br4 3_566 0.92(4) 2.79(5) 3.647(5) 155(5)
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
C6 N1 C2 N2 -179.4(4)
C6 N1 C2 C3 0.2(6)
N2 C2 C3 C4 178.0(4)
N1 C2 C3 C4 -1.6(6)
C2 C3 C4 C5 1.2(7)
C3 C4 C5 C6 0.6(7)
C4 C5 C6 N1 -2.0(7)
C4 C5 C6 C7 178.3(5)
C2 N1 C6 C5 1.6(6)
C2 N1 C6 C7 -178.7(4)
C15 N3 C11 N4 179.7(4)
C15 N3 C11 C12 1.5(6)
N3 C11 C12 C13 -2.6(6)
N4 C11 C12 C13 179.2(4)
C11 C12 C13 C14 1.4(7)
C12 C13 C14 C15 1.1(7)
C13 C14 C15 N3 -2.2(7)
C13 C14 C15 C16 176.5(4)
C11 N3 C15 C14 1.0(6)
C11 N3 C15 C16 -177.8(4)
