#------------------------------------------------------------------------------
#$Date: 2017-10-13 03:48:21 +0300 (Fri, 13 Oct 2017) $
#$Revision: 201957 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/01/71/2017125.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_2017125
loop_
_publ_author_name
'Lennartson, Anders'
'Håkansson, Mikael'
_publ_section_title
;
 Dipyridinium dichromate: an achiral compound forming chiral crystals
;
_journal_coeditor_code           SU3032
_journal_issue                   5
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              m182
_journal_page_last               m184
_journal_paper_doi               10.1107/S0108270109011469
_journal_volume                  65
_journal_year                    2009
_chemical_formula_iupac          '(C5 H6 N)2 [Cr2 O7]'
_chemical_formula_moiety         '2(C5 H6 N +), Cr2 O7 2-'
_chemical_formula_sum            'C10 H12 Cr2 N2 O7'
_chemical_formula_weight         376.22
_chemical_name_common            'pyridinium dichromate'
_chemical_name_systematic
;
dipyridinium dichromate(VI)
;
_space_group_IT_number           19
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_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                   8.2797(17)
_cell_length_b                   12.741(2)
_cell_length_c                   13.371(2)
_cell_measurement_reflns_used    9462
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      25.5
_cell_measurement_theta_min      2.21
_cell_volume                     1410.5(4)
_computing_cell_refinement       'CrystalClear (Rigaku, 2000)'
_computing_data_collection       'CrystalClear (Rigaku, 2000)'
_computing_data_reduction        'CrystalClear (Rigaku, 2000)'
_computing_molecular_graphics
'ORTEP-3 (Farrugia, 1997) and PLUTON (Spek, 2009)'
_computing_publication_material  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution    'SIR92 (Altomare et al.,  1999)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector_area_resol_mean 105
_diffrn_measured_fraction_theta_full 0.953
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_device_type  'Rigaku R-AXIS IIC image-plate system'
_diffrn_measurement_method       φ
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0226
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            9462
_diffrn_reflns_theta_full        25.00
_diffrn_reflns_theta_max         25.50
_diffrn_reflns_theta_min         2.21
_diffrn_standards_decay_%        0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.573
_exptl_absorpt_correction_T_max  0.8500
_exptl_absorpt_correction_T_min  0.6474
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   '(CrystalClear; Rigaku, 2000)'
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.762
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       plate
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         0.291
_refine_diff_density_min         -0.336
_refine_ls_abs_structure_details 'Flack (1983), 984 Friedel pairs'
_refine_ls_abs_structure_Flack   0.01(2)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     198
_refine_ls_number_reflns         2505
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.058
_refine_ls_R_factor_all          0.0278
_refine_ls_R_factor_gt           0.0259
_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/[u²(Fo²)+(0.0359P)²+0.8791P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0621
_refine_ls_wR_factor_ref         0.0628
_reflns_number_gt                2441
_reflns_number_total             2505
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            su3032.cif
_cod_data_source_block           I
_cod_database_code               2017125
_cod_database_fobs_code          2017125
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -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
_atom_site_disorder_assembly
_atom_site_disorder_group
C C1 0.1758(3) 0.9102(2) 1.12984(19) 0.0093(5) Uani d . 1 . .
H H1 0.2145 0.9299 1.1924 0.011 Uiso calc R 1 . .
C C2 0.2816(3) 0.8755(2) 1.0569(2) 0.0119(6) Uani d . 1 . .
H H2 0.3920 0.8721 1.0695 0.014 Uiso calc R 1 . .
C C3 0.2196(3) 0.8460(2) 0.9644(2) 0.0126(6) Uani d . 1 . .
H H3 0.2889 0.8226 0.9144 0.015 Uiso calc R 1 . .
C C4 0.0550(4) 0.8514(2) 0.9464(2) 0.0126(6) Uani d . 1 . .
H H4 0.0133 0.8314 0.8847 0.015 Uiso calc R 1 . .
C C5 -0.0461(3) 0.8868(2) 1.0212(2) 0.0118(6) Uani d . 1 . .
H H5 -0.1568 0.8909 1.0103 0.014 Uiso calc R 1 . .
C C6 0.3046(3) 0.8557(2) 0.5218(2) 0.0123(6) Uani d . 1 . .
H H6 0.4165 0.8503 0.5242 0.015 Uiso calc R 1 . .
C C7 0.2266(4) 0.8797(3) 0.4331(2) 0.0181(7) Uani d . 1 . .
H H7 0.2854 0.8896 0.3746 0.022 Uiso calc R 1 . .
C C8 0.0597(4) 0.8888(2) 0.4325(2) 0.0169(7) Uani d . 1 . .
H H8 0.0061 0.9050 0.3734 0.020 Uiso calc R 1 . .
C C9 -0.0269(3) 0.8739(3) 0.5195(2) 0.0155(6) Uani d . 1 . .
H H9 -0.1386 0.8818 0.5197 0.019 Uiso calc R 1 . .
C C10 0.0539(3) 0.8471(2) 0.6062(2) 0.0119(6) Uani d . 1 . .
H H10 -0.0031 0.8341 0.6649 0.014 Uiso calc R 1 . .
N N1 0.0168(3) 0.91532(19) 1.11006(17) 0.0093(5) Uani d . 1 . .
N N2 0.2141(3) 0.84019(18) 0.60496(17) 0.0117(5) Uani d . 1 . .
O O1 1.0223(2) 1.02156(16) 0.74981(14) 0.0159(4) Uani d . 1 . .
O O2 0.8382(2) 1.19079(14) 0.72344(14) 0.0165(4) Uani d . 1 . .
O O3 0.8605(2) 1.10228(14) 0.90240(12) 0.0126(4) Uani d . 1 . .
O O4 0.6834(2) 1.00257(15) 0.74943(13) 0.0110(4) Uani d . 1 . .
O O5 0.6108(2) 0.87187(16) 0.91031(13) 0.0145(4) Uani d . 1 . .
O O6 0.4625(2) 0.84244(19) 0.73634(15) 0.0257(5) Uani d . 1 . .
O O7 0.7733(2) 0.79170(15) 0.75846(15) 0.0191(5) Uani d . 1 . .
Cr Cr1 0.85907(5) 1.08142(3) 0.78285(3) 0.00727(11) Uani d . 1 . .
Cr Cr2 0.63172(5) 0.87140(3) 0.79057(3) 0.00832(11) Uani d . 1 . .
H H11 -0.037(4) 0.932(3) 1.151(2) 0.015(9) Uiso d . 1 . .
H H12 0.274(4) 0.823(3) 0.663(3) 0.033(10) Uiso 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'
Cr Cr 0.3209 0.6236 '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_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
N1 C1 C2 . . 119.8(2) ?
N1 C1 H1 . . 120.1 ?
C2 C1 H1 . . 120.1 ?
C1 C2 C3 . . 118.6(3) ?
C1 C2 H2 . . 120.7 ?
C3 C2 H2 . . 120.7 ?
C4 C3 C2 . . 120.3(3) ?
C4 C3 H3 . . 119.9 ?
C2 C3 H3 . . 119.9 ?
C5 C4 C3 . . 119.2(3) ?
C5 C4 H4 . . 120.4 ?
C3 C4 H4 . . 120.4 ?
N1 C5 C4 . . 119.5(3) ?
N1 C5 H5 . . 120.2 ?
C4 C5 H5 . . 120.2 ?
N2 C6 C7 . . 118.5(3) ?
N2 C6 H6 . . 120.7 ?
C7 C6 H6 . . 120.7 ?
C6 C7 C8 . . 119.2(3) ?
C6 C7 H7 . . 120.4 ?
C8 C7 H7 . . 120.4 ?
C9 C8 C7 . . 120.1(3) ?
C9 C8 H8 . . 119.9 ?
C7 C8 H8 . . 119.9 ?
C8 C9 C10 . . 119.3(3) ?
C8 C9 H9 . . 120.3 ?
C10 C9 H9 . . 120.3 ?
N2 C10 C9 . . 119.2(3) ?
N2 C10 H10 . . 120.4 ?
C9 C10 H10 . . 120.4 ?
C1 N1 C5 . . 122.6(2) ?
C1 N1 H11 . . 117(2) ?
C5 N1 H11 . . 120(2) ?
C10 N2 C6 . . 123.5(3) ?
C10 N2 H12 . . 122(2) ?
C6 N2 H12 . . 115(2) ?
Cr2 O4 Cr1 . . 128.51(10) n
O2 Cr1 O1 . . 111.29(11) n
O2 Cr1 O3 . . 110.18(9) n
O1 Cr1 O3 . . 109.96(10) n
O2 Cr1 O4 . . 105.65(9) n
O1 Cr1 O4 . . 109.92(9) n
O3 Cr1 O4 . . 109.76(10) n
O7 Cr2 O5 . . 110.25(11) n
O7 Cr2 O6 . . 111.51(12) n
O5 Cr2 O6 . . 110.65(11) n
O7 Cr2 O4 . . 109.23(9) n
O5 Cr2 O4 . . 108.91(9) n
O6 Cr2 O4 . . 106.18(10) n
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
C1 N1 . 1.345(4) ?
C1 C2 . 1.383(4) ?
C1 H1 . 0.9300 ?
C2 C3 . 1.392(4) ?
C2 H2 . 0.9300 ?
C3 C4 . 1.385(4) ?
C3 H3 . 0.9300 ?
C4 C5 . 1.380(4) ?
C4 H4 . 0.9300 ?
C5 N1 . 1.348(3) ?
C5 H5 . 0.9300 ?
C6 N2 . 1.355(3) ?
C6 C7 . 1.384(4) ?
C6 H6 . 0.9300 ?
C7 C8 . 1.386(4) ?
C7 H7 . 0.9300 ?
C8 C9 . 1.379(4) ?
C8 H8 . 0.9300 ?
C9 C10 . 1.382(4) ?
C9 H9 . 0.9300 ?
C10 N2 . 1.330(3) ?
C10 H10 . 0.9300 ?
N1 H11 . 0.74(3) ?
N2 H12 . 0.94(4) ?
O1 Cr1 . 1.614(2) n
O2 Cr1 . 1.6133(18) n
O3 Cr1 . 1.6204(16) n
O4 Cr2 . 1.8106(19) n
O4 Cr1 . 1.8233(18) n
O5 Cr2 . 1.6105(18) n
O6 Cr2 . 1.6204(19) n
O7 Cr2 . 1.609(2) n
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 H11 O4 2_575 0.74(3) 1.97(3) 2.705(3) 171(3)
N2 H12 O2 4_646 0.94(4) 2.45(4) 3.013(3) 118(3)
N2 H12 O6 . 0.94(4) 1.87(4) 2.704(3) 147(3)
C1 H1 O1 2_675 0.93 2.39 3.094(3) 132.3
C4 H4 O7 1_455 0.93 2.66 3.512(4) 153.4
C4 H4 O2 4_646 0.93 2.61 3.182(3) 120.3
C5 H5 O5 1_455 0.93 2.36 3.210(3) 152.7
C6 H6 O3 2_674 0.93 2.53 3.244(3) 133.3
C7 H7 O1 2_674 0.93 2.57 3.451(4) 158.5
C8 H8 O4 2_574 0.93 2.57 3.459(4) 160.4
C9 H9 O3 2_574 0.93 2.42 3.190(3) 139.5
C10 H10 O7 1_455 0.93 2.30 3.169(3) 155.5
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 2006289
