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#$Date: 2021-12-14 10:43:30 +0200 (Tue, 14 Dec 2021) $
#$Revision: 271381 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/57/1565724.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_1565724
loop_
_publ_author_name
'Large, Benjamin'
'Meddeb, Maissa'
'Pucheta, José Enrique Herbert'
'Gaucher, Anne'
'Cordier, Marie'
'Gosmini, Corinne'
'Farjon, Jonathan'
'Auffrant, Audrey'
'Prim, Damien'
_publ_section_title
;
 Deciphering preferred geometries of pyridylmethylamines-based complexes:
 A robust strategy combining NMR, DFT and X-ray
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119070
_journal_paper_doi               10.1016/j.ica.2019.119070
_journal_volume                  498
_journal_year                    2019
_chemical_formula_moiety         'C14 H16 Br2 Co N2'
_chemical_formula_sum            'C14 H16 Br2 Co N2'
_chemical_formula_weight         431.04
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_Hall           'P 2ac 2ab'
_space_group_name_H-M_alt        'P 21 21 21'
_atom_sites_solution_hydrogens   geom
_audit_creation_method           SHELXL-2018/3
_cell_angle_alpha                90.00(3)
_cell_angle_beta                 90.00(3)
_cell_angle_gamma                90.00(3)
_cell_formula_units_Z            4
_cell_length_a                   8.531(2)
_cell_length_b                   13.271(3)
_cell_length_c                   13.849(3)
_cell_measurement_reflns_used    2844
_cell_measurement_temperature    150.0(1)
_cell_measurement_theta_max      27.485
_cell_measurement_theta_min      2.910
_cell_volume                     1567.9(6)
_computing_cell_refinement       'DENZO (Otwinowski & Minor, 1997) & COLLECT'
_computing_data_collection       'COLLECT (Hooft, R.W.W., 1998)'
_computing_data_reduction        'DENZO & COLLECT'
_computing_molecular_graphics    'PLATON (Spek, 2009)'
_computing_structure_refinement  'SHELXL-2018/3 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      150.0(1)
_diffrn_measured_fraction_theta_full 0.986
_diffrn_measured_fraction_theta_max 0.959
_diffrn_measurement_device_type  'Kappa APEX II'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71069
_diffrn_reflns_av_R_equivalents  0.0616
_diffrn_reflns_av_unetI/netI     0.0484
_diffrn_reflns_Laue_measured_fraction_full 0.986
_diffrn_reflns_Laue_measured_fraction_max 0.959
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            9789
_diffrn_reflns_point_group_measured_fraction_full 0.975
_diffrn_reflns_point_group_measured_fraction_max 0.937
_diffrn_reflns_theta_full        25.240
_diffrn_reflns_theta_max         27.641
_diffrn_reflns_theta_min         3.197
_exptl_absorpt_coefficient_mu    6.179
_exptl_absorpt_correction_T_max  1.38265
_exptl_absorpt_correction_T_min  0.715338
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   DENZO/SCALEPACK
_exptl_crystal_colour            blue
_exptl_crystal_density_diffrn    1.826
_exptl_crystal_description       plate
_exptl_crystal_F_000             844
_exptl_crystal_size_max          0.260
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.040
_refine_diff_density_max         0.980
_refine_diff_density_min         -0.825
_refine_diff_density_rms         0.147
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.11(3)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.126
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         3428
_refine_ls_number_restraints     36
_refine_ls_restrained_S_all      1.120
_refine_ls_R_factor_all          0.0666
_refine_ls_R_factor_gt           0.0547
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0601P)²+5.4493P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1331
_refine_ls_wR_factor_ref         0.1436
_reflns_Friedel_coverage         0.705
_reflns_Friedel_fraction_full    0.961
_reflns_Friedel_fraction_max     0.907
_reflns_number_gt                2996
_reflns_number_total             3428
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            ICA-2019-498-119070.cif
_cod_data_source_block           aaco2_a
_cod_database_code               1565724
_shelx_shelxl_version_number     2018/3
_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   0.296
_shelx_estimated_absorpt_t_max   0.790
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.90710(13) 0.58440(9) 0.29885(9) 0.0458(3) Uani 1 1 d . . . . .
Br2 Br 0.53137(14) 0.46321(9) 0.16853(8) 0.0454(3) Uani 1 1 d . . . . .
Co1 Co 0.65834(16) 0.50823(11) 0.31443(10) 0.0382(3) Uani 1 1 d . . . . .
N1 N 0.5268(11) 0.5849(7) 0.4116(7) 0.042(2) Uani 1 1 d . . . . .
N2 N 0.6558(10) 0.3971(6) 0.4194(6) 0.0353(18) Uani 1 1 d . . . . .
H2 H 0.562605 0.353377 0.406582 0.042 Uiso 1 1 calc R U . . .
C1 C 0.5296(12) 0.5430(8) 0.4982(7) 0.037(2) Uani 1 1 d . . . . .
C2 C 0.6278(12) 0.4489(8) 0.5118(8) 0.038(2) Uani 1 1 d . . . . .
H2A H 0.729538 0.467386 0.541204 0.046 Uiso 1 1 calc R U . . .
H2B H 0.573252 0.402482 0.556619 0.046 Uiso 1 1 calc R U . . .
C3 C 0.7971(13) 0.3296(9) 0.4223(8) 0.040(2) Uani 1 1 d . . . . .
H3 H 0.888807 0.371710 0.442228 0.049 Uiso 1 1 calc R U . . .
C4 C 0.7777(12) 0.2454(9) 0.4978(9) 0.0363(18) Uani 1 1 d . . . . .
C5 C 0.7125(13) 0.1515(9) 0.4744(9) 0.041(2) Uani 1 1 d . . . . .
H5 H 0.682511 0.137079 0.409767 0.050 Uiso 1 1 calc R U . . .
C6 C 0.6920(12) 0.0796(10) 0.5464(9) 0.046(2) Uani 1 1 d . . . . .
H6 H 0.645785 0.016537 0.530682 0.056 Uiso 1 1 calc R U . . .
C7 C 0.7382(12) 0.0985(9) 0.6413(9) 0.046(2) Uani 1 1 d . . . . .
H7 H 0.726472 0.048053 0.689434 0.055 Uiso 1 1 calc R U . . .
C8 C 0.8013(12) 0.1913(9) 0.6646(10) 0.044(2) Uani 1 1 d . . . . .
H8 H 0.830338 0.205472 0.729448 0.053 Uiso 1 1 calc R U . . .
C9 C 0.8226(12) 0.2648(9) 0.5928(8) 0.041(2) Uani 1 1 d . . . . .
H9 H 0.867804 0.327980 0.608973 0.049 Uiso 1 1 calc R U . . .
C10 C 0.8301(15) 0.2896(9) 0.3214(9) 0.051(3) Uani 1 1 d . . . . .
H10A H 0.737447 0.254033 0.297145 0.077 Uiso 1 1 calc R U . . .
H10B H 0.919215 0.243070 0.323711 0.077 Uiso 1 1 calc R U . . .
H10C H 0.854935 0.345955 0.278267 0.077 Uiso 1 1 calc R U . . .
C11 C 0.4508(15) 0.5858(9) 0.5754(8) 0.048(3) Uani 1 1 d . . . . .
H11 H 0.453123 0.554395 0.637054 0.057 Uiso 1 1 calc R U . . .
C12 C 0.3691(17) 0.6741(10) 0.5622(11) 0.060(4) Uani 1 1 d . . . . .
H12 H 0.315189 0.704566 0.614613 0.072 Uiso 1 1 calc R U . . .
C13 C 0.3666(18) 0.7177(10) 0.4721(11) 0.062(4) Uani 1 1 d . . . . .
H13 H 0.310645 0.778475 0.460989 0.074 Uiso 1 1 calc R U . . .
C14 C 0.4465(15) 0.6715(10) 0.3992(11) 0.057(3) Uani 1 1 d . . . . .
H14 H 0.445417 0.701528 0.336918 0.069 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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Co Co 0.3494 0.9721 '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'
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
N1 Co1 N2 83.4(4) . .
N1 Co1 Br1 110.1(3) . .
N2 Co1 Br1 112.3(2) . .
N1 Co1 Br2 116.1(3) . .
N2 Co1 Br2 114.5(3) . .
Br1 Co1 Br2 116.17(7) . .
C1 N1 C14 118.9(10) . .
C1 N1 Co1 112.4(7) . .
C14 N1 Co1 128.6(8) . .
C2 N2 C3 112.7(8) . .
C2 N2 Co1 106.2(6) . .
C3 N2 Co1 115.8(7) . .
C2 N2 H2 107.3 . .
C3 N2 H2 107.3 . .
Co1 N2 H2 107.3 . .
N1 C1 C11 121.3(10) . .
N1 C1 C2 118.0(9) . .
C11 C1 C2 120.7(10) . .
N2 C2 C1 111.5(9) . .
N2 C2 H2A 109.3 . .
C1 C2 H2A 109.3 . .
N2 C2 H2B 109.3 . .
C1 C2 H2B 109.3 . .
H2A C2 H2B 108.0 . .
N2 C3 C10 109.4(9) . .
N2 C3 C4 111.4(9) . .
C10 C3 C4 112.9(10) . .
N2 C3 H3 107.6 . .
C10 C3 H3 107.6 . .
C4 C3 H3 107.6 . .
C9 C4 C5 119.4(11) . .
C9 C4 C3 118.5(10) . .
C5 C4 C3 122.1(11) . .
C6 C5 C4 119.6(12) . .
C6 C5 H5 120.2 . .
C4 C5 H5 120.2 . .
C5 C6 C7 121.1(12) . .
C5 C6 H6 119.5 . .
C7 C6 H6 119.5 . .
C8 C7 C6 119.4(12) . .
C8 C7 H7 120.3 . .
C6 C7 H7 120.3 . .
C7 C8 C9 120.2(12) . .
C7 C8 H8 119.9 . .
C9 C8 H8 119.9 . .
C4 C9 C8 120.3(11) . .
C4 C9 H9 119.8 . .
C8 C9 H9 119.8 . .
C3 C10 H10A 109.5 . .
C3 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C3 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C12 C11 C1 119.5(11) . .
C12 C11 H11 120.3 . .
C1 C11 H11 120.3 . .
C13 C12 C11 119.2(12) . .
C13 C12 H12 120.4 . .
C11 C12 H12 120.4 . .
C14 C13 C12 118.3(12) . .
C14 C13 H13 120.8 . .
C12 C13 H13 120.8 . .
N1 C14 C13 122.8(13) . .
N1 C14 H14 118.6 . .
C13 C14 H14 118.6 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Br1 Co1 2.3605(19) .
Br2 Co1 2.369(2) .
Co1 N1 2.026(9) .
Co1 N2 2.071(8) .
N1 C1 1.322(13) .
N1 C14 1.349(14) .
N2 C2 1.471(14) .
N2 C3 1.502(13) .
N2 H2 1.0000 .
C1 C11 1.386(15) .
C1 C2 1.516(14) .
C2 H2A 0.9900 .
C2 H2B 0.9900 .
C3 C10 1.522(17) .
C3 C4 1.539(16) .
C3 H3 1.0000 .
C4 C9 1.394(18) .
C4 C5 1.402(16) .
C5 C6 1.392(17) .
C5 H5 0.9500 .
C6 C7 1.395(18) .
C6 H6 0.9500 .
C7 C8 1.383(17) .
C7 H7 0.9500 .
C8 C9 1.405(16) .
C8 H8 0.9500 .
C9 H9 0.9500 .
C10 H10A 0.9800 .
C10 H10B 0.9800 .
C10 H10C 0.9800 .
C11 C12 1.375(17) .
C11 H11 0.9500 .
C12 C13 1.38(2) .
C12 H12 0.9500 .
C13 C14 1.364(19) .
C13 H13 0.9500 .
C14 H14 0.9500 .
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
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
C14 N1 C1 C11 0.6(17) . . . .
Co1 N1 C1 C11 178.0(8) . . . .
C14 N1 C1 C2 -176.8(10) . . . .
Co1 N1 C1 C2 0.7(12) . . . .
C3 N2 C2 C1 158.1(9) . . . .
Co1 N2 C2 C1 30.4(9) . . . .
N1 C1 C2 N2 -22.1(13) . . . .
C11 C1 C2 N2 160.6(10) . . . .
C2 N2 C3 C10 -172.8(9) . . . .
Co1 N2 C3 C10 -50.3(11) . . . .
C2 N2 C3 C4 61.6(12) . . . .
Co1 N2 C3 C4 -175.9(7) . . . .
N2 C3 C4 C9 -87.3(12) . . . .
C10 C3 C4 C9 149.1(10) . . . .
N2 C3 C4 C5 90.8(12) . . . .
C10 C3 C4 C5 -32.8(14) . . . .
C9 C4 C5 C6 0.7(16) . . . .
C3 C4 C5 C6 -177.4(10) . . . .
C4 C5 C6 C7 -1.3(16) . . . .
C5 C6 C7 C8 1.9(16) . . . .
C6 C7 C8 C9 -1.8(16) . . . .
C5 C4 C9 C8 -0.6(16) . . . .
C3 C4 C9 C8 177.6(9) . . . .
C7 C8 C9 C4 1.2(16) . . . .
N1 C1 C11 C12 -0.6(18) . . . .
C2 C1 C11 C12 176.7(12) . . . .
C1 C11 C12 C13 0(2) . . . .
C11 C12 C13 C14 0(2) . . . .
C1 N1 C14 C13 -0.4(19) . . . .
Co1 N1 C14 C13 -177.4(11) . . . .
C12 C13 C14 N1 0(2) . . . .
