#------------------------------------------------------------------------------
#$Date: 2017-07-25 07:43:44 +0300 (Tue, 25 Jul 2017) $
#$Revision: 199025 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/04/37/7043788.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_7043788
loop_
_publ_author_name
'Dasgupta, Sanchari'
'Adhikary, Jaydeep'
'Giri, Sanjib'
'Bauza, Antonio'
'Frontera, Antonio'
'Das, Debasis'
_publ_section_title
;
 Unveiling the effects of the in situ generated arene anion radical and
 imine radical on catecholase like activity: a DFT supported experimental
 investigation.
;
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_paper_doi               10.1039/c7dt00733g
_journal_year                    2017
_chemical_formula_moiety         'C30 H44 Br2 N6 Ni2 O8'
_chemical_formula_sum            'C30 H44 Br2 N6 Ni2 O8'
_chemical_formula_weight         893.95
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-11-22 deposited with the CCDC.
2017-03-27 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 112.782(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   13.050(2)
_cell_length_b                   13.181(2)
_cell_length_c                   11.5502(19)
_cell_measurement_reflns_used    3218
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      24.37
_cell_measurement_theta_min      2.29
_cell_volume                     1831.8(5)
_computing_cell_refinement       'BRUKER SMART'
_computing_data_collection       'BRUKER SMART'
_computing_data_reduction        'BRUKER SAINT'
_computing_molecular_graphics    'Ortep3 for Windows (Farrugia,1997)'
_computing_publication_material  'Wingx 1.80.05 (Farrugia, 1999)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_structure_solution    'SHELX97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.913
_diffrn_measurement_device_type  'Bruker APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0522
_diffrn_reflns_av_unetI/netI     0.0505
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.913
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            12917
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.913
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         26.612
_diffrn_reflns_theta_min         1.692
_diffrn_source                   'sealed tube'
_exptl_absorpt_coefficient_mu    3.264
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.621
_exptl_crystal_description       needle
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.35
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.18
_refine_diff_density_max         0.364
_refine_diff_density_min         -0.667
_refine_diff_density_rms         0.076
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.027
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     232
_refine_ls_number_reflns         3517
_refine_ls_number_restraints     21
_refine_ls_restrained_S_all      1.031
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0359
_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)+(0.0327P)²+0.2283P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0725
_refine_ls_wR_factor_ref         0.0785
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2678
_reflns_number_total             3517
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c7dt00733g2.cif
_cod_data_source_block           1
_cod_original_cell_volume        1831.7(5)
_cod_database_code               7043788
_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.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -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
Ni1 Ni 0.91895(3) 0.95911(3) 0.87018(3) 0.02390(12) Uani 1 1 d . .
Br1 Br 0.56242(3) 0.90874(3) 1.23546(4) 0.05285(14) Uani 1 1 d . .
N1 N 0.7559(2) 0.93046(17) 0.7976(2) 0.0252(6) Uani 1 1 d . .
O1W O 0.89911(19) 1.11340(15) 0.8198(2) 0.0334(5) Uani 1 1 d D .
H11 H 0.917(3) 1.144(2) 0.766(2) 0.050 Uiso 1 1 d D U
H12 H 0.937(2) 1.144(2) 0.8874(16) 0.050 Uiso 1 1 d D U
O1 O 0.91510(16) 1.00279(14) 1.03517(18) 0.0248(5) Uani 1 1 d . .
O2 O 0.90408(18) 0.89992(16) 0.6928(2) 0.0310(5) Uani 1 1 d . .
H22 H 0.951(3) 0.848(3) 0.727(3) 0.047 Uiso 1 1 d . U
O3 O 0.96365(17) 0.81349(15) 0.94609(18) 0.0311(5) Uani 1 1 d . .
O4 O 1.0244(2) 0.74628(16) 0.8078(2) 0.0428(6) Uani 1 1 d . .
C1 C 0.8375(2) 0.9765(2) 1.0764(3) 0.0245(7) Uani 1 1 d . .
C2 C 0.8586(3) 0.9857(2) 1.2051(3) 0.0315(7) Uani 1 1 d . .
H2 H 0.9289 1.0058 1.2603 0.038 Uiso 1 1 calc R U
C3 C 0.7780(3) 0.9658(2) 1.2519(3) 0.0371(8) Uani 1 1 d . .
H3 H 0.7938 0.9734 1.3371 0.045 Uiso 1 1 calc R U
C4 C 0.6741(3) 0.9348(2) 1.1714(3) 0.0340(8) Uani 1 1 d . .
C5 C 0.6507(3) 0.9214(2) 1.0465(3) 0.0345(8) Uani 1 1 d . .
H5 H 0.5803 0.8992 0.9939 0.041 Uiso 1 1 calc R U
C6 C 0.7311(3) 0.9406(2) 0.9956(3) 0.0266(7) Uani 1 1 d . .
C7 C 0.6953(3) 0.9236(2) 0.8615(3) 0.0304(7) Uani 1 1 d . .
H7 H 0.6212 0.9060 0.8180 0.036 Uiso 1 1 calc R U
C8 C 0.7080(3) 0.9129(2) 0.6599(3) 0.0291(7) Uani 1 1 d . .
C9 C 0.7966(3) 0.8528(3) 0.6340(3) 0.0391(8) Uani 1 1 d . .
H9A H 0.7997 0.7843 0.6658 0.047 Uiso 1 1 calc R U
H9B H 0.7771 0.8488 0.5441 0.047 Uiso 1 1 calc R U
C10 C 0.6906(3) 1.0162(3) 0.5952(3) 0.0485(10) Uani 1 1 d . .
H10A H 0.6400 1.0557 0.6189 0.073 Uiso 1 1 calc R U
H10B H 0.6603 1.0069 0.5058 0.073 Uiso 1 1 calc R U
H10C H 0.7605 1.0509 0.6204 0.073 Uiso 1 1 calc R U
C11 C 0.5999(3) 0.8537(3) 0.6099(3) 0.0467(9) Uani 1 1 d . .
H11A H 0.6086 0.7918 0.6566 0.070 Uiso 1 1 calc R U
H11B H 0.5809 0.8381 0.5229 0.070 Uiso 1 1 calc R U
H11C H 0.5419 0.8936 0.6187 0.070 Uiso 1 1 calc R U
C12 C 1.0118(3) 0.7445(2) 0.9095(3) 0.0320(8) Uani 1 1 d . .
C13 C 1.0575(3) 0.6557(3) 0.9966(3) 0.0542(11) Uani 1 1 d . .
H13A H 1.0773 0.6023 0.9525 0.081 Uiso 1 1 calc R U
H13B H 1.0022 0.6315 1.0255 0.081 Uiso 1 1 calc R U
H13C H 1.1223 0.6767 1.0671 0.081 Uiso 1 1 calc R U
C15 C 0.3163(4) 0.7899(3) 0.9335(5) 0.0886(17) Uani 1 1 d . U
H15A H 0.3244 0.8547 0.9740 0.133 Uiso 1 1 calc R U
H15B H 0.3544 0.7392 0.9947 0.133 Uiso 1 1 calc R U
H15C H 0.2388 0.7729 0.8946 0.133 Uiso 1 1 calc R U
C14 C 0.3627(5) 0.7943(4) 0.8401(6) 0.0880(17) Uani 1 1 d . U
N3 N 0.3981(6) 0.7986(5) 0.7666(6) 0.148(2) Uani 1 1 d . 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'
Ni Ni 0.3393 1.1124 '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'
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 Ni1 O1 92.20(9) . .
N1 Ni1 O1 172.62(9) . 3_777
O1 Ni1 O1 80.52(8) . 3_777
N1 Ni1 O3 94.64(9) . .
O1 Ni1 O3 88.33(8) . .
O1 Ni1 O3 86.37(8) 3_777 .
N1 Ni1 O1W 94.00(9) . .
O1 Ni1 O1W 86.53(8) . .
O1 Ni1 O1W 84.45(8) 3_777 .
O3 Ni1 O1W 170.10(9) . .
N1 Ni1 O2 80.89(9) . .
O1 Ni1 O2 172.14(8) . .
O1 Ni1 O2 106.45(8) 3_777 .
O3 Ni1 O2 88.51(8) . .
O1W Ni1 O2 97.62(9) . .
C7 N1 C8 120.6(3) . .
C7 N1 Ni1 124.7(2) . .
C8 N1 Ni1 114.66(18) . .
Ni1 O1W H11 128(2) . .
Ni1 O1W H12 104(2) . .
H11 O1W H12 103(2) . .
C1 O1 Ni1 124.82(18) . .
C1 O1 Ni1 131.50(19) . 3_777
Ni1 O1 Ni1 99.48(8) . 3_777
C9 O2 Ni1 108.71(17) . .
C9 O2 H22 105(2) . .
Ni1 O2 H22 94(2) . .
C12 O3 Ni1 127.7(2) . .
O1 C1 C2 119.7(3) . .
O1 C1 C6 122.7(3) . .
C2 C1 C6 117.6(3) . .
C3 C2 C1 122.0(3) . .
C3 C2 H2 119.0 . .
C1 C2 H2 119.0 . .
C4 C3 C2 119.6(3) . .
C4 C3 H3 120.2 . .
C2 C3 H3 120.2 . .
C5 C4 C3 120.7(3) . .
C5 C4 Br1 119.7(3) . .
C3 C4 Br1 119.6(2) . .
C4 C5 C6 121.3(3) . .
C4 C5 H5 119.4 . .
C6 C5 H5 119.4 . .
C5 C6 C1 118.8(3) . .
C5 C6 C7 115.6(3) . .
C1 C6 C7 125.6(3) . .
N1 C7 C6 126.1(3) . .
N1 C7 H7 116.9 . .
C6 C7 H7 116.9 . .
N1 C8 C11 115.6(3) . .
N1 C8 C9 104.7(2) . .
C11 C8 C9 108.8(3) . .
N1 C8 C10 107.8(2) . .
C11 C8 C10 109.4(3) . .
C9 C8 C10 110.3(3) . .
O2 C9 C8 111.0(2) . .
O2 C9 H9A 109.4 . .
C8 C9 H9A 109.4 . .
O2 C9 H9B 109.4 . .
C8 C9 H9B 109.4 . .
H9A C9 H9B 108.0 . .
C8 C10 H10A 109.5 . .
C8 C10 H10B 109.5 . .
H10A C10 H10B 109.5 . .
C8 C10 H10C 109.5 . .
H10A C10 H10C 109.5 . .
H10B C10 H10C 109.5 . .
C8 C11 H11A 109.5 . .
C8 C11 H11B 109.5 . .
H11A C11 H11B 109.5 . .
C8 C11 H11C 109.5 . .
H11A C11 H11C 109.5 . .
H11B C11 H11C 109.5 . .
O4 C12 O3 124.3(3) . .
O4 C12 C13 118.7(3) . .
O3 C12 C13 117.0(3) . .
C12 C13 H13A 109.5 . .
C12 C13 H13B 109.5 . .
H13A C13 H13B 109.5 . .
C12 C13 H13C 109.5 . .
H13A C13 H13C 109.5 . .
H13B C13 H13C 109.5 . .
C14 C15 H15A 109.5 . .
C14 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
C14 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N3 C14 C15 179.2(7) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Ni1 N1 1.998(2) .
Ni1 O1 2.0099(19) .
Ni1 O1 2.075(2) 3_777
Ni1 O3 2.097(2) .
Ni1 O1W 2.103(2) .
Ni1 O2 2.130(2) .
Br1 C4 1.903(3) .
N1 C7 1.277(4) .
N1 C8 1.485(4) .
O1W H11 0.849(10) .
O1W H12 0.847(10) .
O1 C1 1.321(3) .
O1 Ni1 2.0745(19) 3_777
O2 C9 1.440(4) .
O2 H22 0.90(3) .
O3 C12 1.267(4) .
O4 C12 1.248(4) .
C1 C2 1.408(4) .
C1 C6 1.422(4) .
C2 C3 1.381(4) .
C2 H2 0.9300 .
C3 C4 1.376(5) .
C3 H3 0.9300 .
C4 C5 1.366(4) .
C5 C6 1.410(4) .
C5 H5 0.9300 .
C6 C7 1.452(4) .
C7 H7 0.9300 .
C8 C11 1.516(4) .
C8 C9 1.524(4) .
C8 C10 1.527(4) .
C9 H9A 0.9700 .
C9 H9B 0.9700 .
C10 H10A 0.9600 .
C10 H10B 0.9600 .
C10 H10C 0.9600 .
C11 H11A 0.9600 .
C11 H11B 0.9600 .
C11 H11C 0.9600 .
C12 C13 1.507(4) .
C13 H13A 0.9600 .
C13 H13B 0.9600 .
C13 H13C 0.9600 .
C15 C14 1.429(7) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C14 N3 1.113(7) .
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
Ni1 O1 C1 C2 161.5(2) .
Ni1 O1 C1 C2 9.5(4) 3_777
Ni1 O1 C1 C6 -19.8(4) .
Ni1 O1 C1 C6 -171.79(19) 3_777
O1 C1 C2 C3 175.6(3) .
C6 C1 C2 C3 -3.2(4) .
C1 C2 C3 C4 0.9(5) .
C2 C3 C4 C5 1.4(5) .
C2 C3 C4 Br1 -179.3(2) .
C3 C4 C5 C6 -1.2(5) .
Br1 C4 C5 C6 179.6(2) .
C4 C5 C6 C1 -1.3(4) .
C4 C5 C6 C7 -179.8(3) .
O1 C1 C6 C5 -175.4(3) .
C2 C1 C6 C5 3.4(4) .
O1 C1 C6 C7 3.0(4) .
C2 C1 C6 C7 -178.2(3) .
C8 N1 C7 C6 -178.9(3) .
Ni1 N1 C7 C6 3.7(4) .
C5 C6 C7 N1 -175.7(3) .
C1 C6 C7 N1 5.9(5) .
C7 N1 C8 C11 -19.9(4) .
Ni1 N1 C8 C11 157.8(2) .
C7 N1 C8 C9 -139.7(3) .
Ni1 N1 C8 C9 38.1(3) .
C7 N1 C8 C10 102.8(3) .
Ni1 N1 C8 C10 -79.5(3) .
Ni1 O2 C9 C8 37.6(3) .
N1 C8 C9 O2 -49.0(3) .
C11 C8 C9 O2 -173.1(3) .
C10 C8 C9 O2 66.8(3) .
Ni1 O3 C12 O4 -12.5(5) .
Ni1 O3 C12 C13 166.7(2) .
