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#$Date: 2017-04-05 12:52:22 +0300 (Wed, 05 Apr 2017) $
#$Revision: 195102 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/22/7042235.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_7042235
loop_
_publ_author_name
'Azizpoor Fard, Mahmood'
'Behnia, Ava'
'Puddephatt, Richard J.'
_publ_section_title
;
 Coordination chemistry of mercury(ii) with 2-pyridylnitrones: monomers to
 polymers.
;
_journal_issue                   11
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              3579
_journal_page_last               3587
_journal_paper_doi               10.1039/c7dt00050b
_journal_volume                  46
_journal_year                    2017
_chemical_formula_sum            'C10 H14 Br2 Hg N2 O'
_chemical_formula_weight         538.64
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-12-29 deposited with the CCDC.
2017-02-23 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 110.631(2)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   11.6676(5)
_cell_length_b                   8.2857(3)
_cell_length_c                   15.1174(6)
_cell_measurement_reflns_used    9962
_cell_measurement_temperature    110
_cell_measurement_theta_max      36.04
_cell_measurement_theta_min      2.85
_cell_volume                     1367.74(10)
_computing_cell_refinement       SAINT
_computing_data_collection       Apex2
_computing_data_reduction        SAINT
_computing_molecular_graphics    NRCVAX
_computing_publication_material  cif2tables.py
_computing_structure_refinement  SHELXL-2014
_computing_structure_solution    SHELXT
_diffrn_ambient_temperature      110
_diffrn_detector                 'CCD plate'
_diffrn_detector_type            'Bruker Apex2'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.957
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'Bruker Kappa Axis Apex2'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0791
_diffrn_reflns_av_unetI/netI     0.0488
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.957
_diffrn_reflns_limit_h_max       19
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            47496
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.957
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         36.727
_diffrn_reflns_theta_min         1.913
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    17.078
_exptl_absorpt_correction_T_max  0.747
_exptl_absorpt_correction_T_min  0.3762
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   SADABS
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    2.616
_exptl_crystal_description       block
_exptl_crystal_F_000             984
_exptl_crystal_size_max          0.659
_exptl_crystal_size_mid          0.535
_exptl_crystal_size_min          0.425
_refine_diff_density_max         3.550
_refine_diff_density_min         -4.190
_refine_diff_density_rms         0.438
_refine_ls_extinction_coef       0.0073(3)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_goodness_of_fit_ref   1.082
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     146
_refine_ls_number_reflns         6518
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.083
_refine_ls_R_factor_all          0.0483
_refine_ls_R_factor_gt           0.0342
_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)+(0.0557P)²+0.2079P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0878
_refine_ls_wR_factor_ref         0.0986
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5379
_reflns_number_total             6518
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt00050b2.cif
_cod_data_source_block           b17130
_cod_depositor_comments
'Adding full bibliography for 7042234--7042240.cif.'
_cod_database_code               7042235
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_shelx_estimated_absorpt_t_min   0.031
_shelx_estimated_absorpt_t_max   0.052
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
Hg1 Hg 0.43179(2) 0.31589(2) 0.24837(2) 0.00917(5) Uani 1 1 d . .
Br1 Br 0.34048(4) 0.57685(4) 0.18343(3) 0.01239(8) Uani 1 1 d . .
Br2 Br 0.45113(4) 0.03161(5) 0.20768(3) 0.01423(9) Uani 1 1 d . .
O1 O 0.6461(2) 0.3594(3) 0.34099(19) 0.0078(5) Uani 1 1 d . U
N1 N 0.4538(3) 0.3152(3) 0.4103(2) 0.0066(5) Uani 1 1 d . .
N2 N 0.6937(3) 0.2356(4) 0.3942(2) 0.0053(5) Uani 1 1 d . .
C1 C 0.6502(3) 0.1749(4) 0.4547(3) 0.0070(6) Uani 1 1 d . .
H1A H 0.6916 0.0835 0.4894 0.008 Uiso 1 1 calc R U
C2 C 0.5437(3) 0.2330(4) 0.4751(2) 0.0061(6) Uani 1 1 d . .
C3 C 0.5402(4) 0.1997(4) 0.5646(3) 0.0084(6) Uani 1 1 d . .
H3A H 0.6026 0.1368 0.6085 0.010 Uiso 1 1 calc R U
C4 C 0.4441(4) 0.2601(5) 0.5882(3) 0.0129(7) Uani 1 1 d . .
H4A H 0.4408 0.2414 0.6492 0.015 Uiso 1 1 calc R U
C5 C 0.3539(4) 0.3472(5) 0.5225(3) 0.0117(7) Uani 1 1 d . .
H5A H 0.2875 0.3909 0.5373 0.014 Uiso 1 1 calc R U
C6 C 0.3617(3) 0.3699(4) 0.4343(3) 0.0098(6) Uani 1 1 d . .
H6A H 0.2979 0.4277 0.3884 0.012 Uiso 1 1 calc R U
C7 C 0.8118(3) 0.1748(4) 0.3849(3) 0.0062(6) Uani 1 1 d . .
C8 C 0.8386(3) 0.0033(5) 0.4214(3) 0.0123(7) Uani 1 1 d . .
H8A H 0.8485 0.0003 0.4885 0.018 Uiso 1 1 calc R U
H8B H 0.7706 -0.0671 0.3856 0.018 Uiso 1 1 calc R U
H8C H 0.9142 -0.0343 0.4136 0.018 Uiso 1 1 calc R U
C9 C 0.9115(4) 0.2916(5) 0.4433(3) 0.0150(7) Uani 1 1 d . .
H9A H 0.9194 0.2848 0.5099 0.023 Uiso 1 1 calc R U
H9B H 0.9897 0.2628 0.4369 0.023 Uiso 1 1 calc R U
H9C H 0.8892 0.4020 0.4204 0.023 Uiso 1 1 calc R U
C10 C 0.7963(4) 0.1812(5) 0.2816(3) 0.0132(7) Uani 1 1 d . .
H10A H 0.7790 0.2924 0.2587 0.020 Uiso 1 1 calc R U
H10B H 0.8717 0.1440 0.2735 0.020 Uiso 1 1 calc R U
H10C H 0.7281 0.1112 0.2455 0.020 Uiso 1 1 calc R U
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'
Hg Hg -2.3894 9.2266 '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
N1 Hg1 O1 71.91(10)
N1 Hg1 Br1 106.79(7)
O1 Hg1 Br1 108.28(6)
N1 Hg1 Br2 105.62(7)
O1 Hg1 Br2 96.88(6)
Br1 Hg1 Br2 143.725(15)
N2 O1 Hg1 111.6(2)
C6 N1 C2 118.2(3)
C6 N1 Hg1 118.5(3)
C2 N1 Hg1 121.9(2)
C1 N2 O1 123.7(3)
C1 N2 C7 122.0(3)
O1 N2 C7 114.1(3)
N2 C1 C2 126.5(3)
N2 C1 H1A 116.8
C2 C1 H1A 116.8
N1 C2 C3 121.7(3)
N1 C2 C1 121.1(3)
C3 C2 C1 117.1(3)
C4 C3 C2 118.8(4)
C4 C3 H3A 120.6
C2 C3 H3A 120.6
C5 C4 C3 119.3(4)
C5 C4 H4A 120.4
C3 C4 H4A 120.4
C4 C5 C6 118.4(4)
C4 C5 H5A 120.8
C6 C5 H5A 120.8
N1 C6 C5 123.5(4)
N1 C6 H6A 118.2
C5 C6 H6A 118.2
C10 C7 C8 110.1(3)
C10 C7 N2 107.6(3)
C8 C7 N2 110.8(3)
C10 C7 C9 111.3(3)
C8 C7 C9 111.4(3)
N2 C7 C9 105.5(3)
C7 C8 H8A 109.5
C7 C8 H8B 109.5
H8A C8 H8B 109.5
C7 C8 H8C 109.5
H8A C8 H8C 109.5
H8B C8 H8C 109.5
C7 C9 H9A 109.5
C7 C9 H9B 109.5
H9A C9 H9B 109.5
C7 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
C7 C10 H10A 109.5
C7 C10 H10B 109.5
H10A C10 H10B 109.5
C7 C10 H10C 109.5
H10A C10 H10C 109.5
H10B C10 H10C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Hg1 N1 2.369(3)
Hg1 O1 2.424(3)
Hg1 Br1 2.4570(4)
Hg1 Br2 2.4648(4)
O1 N2 1.301(4)
N1 C6 1.329(5)
N1 C2 1.342(5)
N2 C1 1.295(5)
N2 C7 1.519(5)
C1 C2 1.463(5)
C1 H1A 0.9500
C2 C3 1.395(5)
C3 C4 1.385(6)
C3 H3A 0.9500
C4 C5 1.370(6)
C4 H4A 0.9500
C5 C6 1.380(6)
C5 H5A 0.9500
C6 H6A 0.9500
C7 C10 1.509(5)
C7 C8 1.517(5)
C7 C9 1.532(5)
C8 H8A 0.9800
C8 H8B 0.9800
C8 H8C 0.9800
C9 H9A 0.9800
C9 H9B 0.9800
C9 H9C 0.9800
C10 H10A 0.9800
C10 H10B 0.9800
C10 H10C 0.9800
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
Hg1 O1 N2 C1 -55.7(4)
Hg1 O1 N2 C7 128.8(2)
O1 N2 C1 C2 -0.8(6)
C7 N2 C1 C2 174.4(3)
C6 N1 C2 C3 2.2(5)
Hg1 N1 C2 C3 -164.2(3)
C6 N1 C2 C1 -177.5(3)
Hg1 N1 C2 C1 16.1(5)
N2 C1 C2 N1 25.6(6)
N2 C1 C2 C3 -154.1(4)
N1 C2 C3 C4 -3.1(6)
C1 C2 C3 C4 176.6(3)
C2 C3 C4 C5 1.6(6)
C3 C4 C5 C6 0.7(6)
C2 N1 C6 C5 0.3(5)
Hg1 N1 C6 C5 167.1(3)
C4 C5 C6 N1 -1.7(6)
C1 N2 C7 C10 143.7(3)
O1 N2 C7 C10 -40.7(4)
C1 N2 C7 C8 23.4(5)
O1 N2 C7 C8 -161.0(3)
C1 N2 C7 C9 -97.3(4)
O1 N2 C7 C9 78.3(4)
