#------------------------------------------------------------------------------
#$Date: 2024-09-06 03:35:49 +0300 (Fri, 06 Sep 2024) $
#$Revision: 294535 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/71/67/7716779.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_7716779
loop_
_publ_author_name
'Patra, Arka'
'Das, Avijit'
'Sarkar, Abhimanyu'
'Gómez-García, Carlos J'
'Sinha, Chittaranjan'
_publ_section_title
;
 Tetranuclear NiII-Mannich base complex with oxygenase, water
 splitting and ferromagnetic and antiferromagnetic coupling properties.
;
_journal_issue                   32
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              13515
_journal_page_last               13528
_journal_paper_doi               10.1039/d4dt01425a
_journal_volume                  53
_journal_year                    2024
_chemical_formula_moiety         'C22 H30 N2 O4'
_chemical_formula_sum            'C22 H30 N2 O4'
_chemical_formula_weight         386.48
_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'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_audit_creation_date             2024-03-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2024-05-12 deposited with the CCDC.	2024-07-26 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.8350(10)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   15.4786(5)
_cell_length_b                   8.6447(3)
_cell_length_c                   7.8443(2)
_cell_measurement_reflns_used    9928
_cell_measurement_temperature    273(2)
_cell_measurement_theta_max      27.08
_cell_measurement_theta_min      2.70
_cell_volume                     1048.34(6)
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS  (Sheldrick, 2008)'
_diffrn_ambient_temperature      273(2)
_diffrn_measured_fraction_theta_full 0.994
_diffrn_measured_fraction_theta_max 0.994
_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  0.0351
_diffrn_reflns_av_unetI/netI     0.0153
_diffrn_reflns_Laue_measured_fraction_full 0.994
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            22935
_diffrn_reflns_point_group_measured_fraction_full 0.994
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        27.08
_diffrn_reflns_theta_max         27.08
_diffrn_reflns_theta_min         2.700
_exptl_absorpt_coefficient_mu    0.084
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.224
_exptl_crystal_description       block
_exptl_crystal_F_000             416
_exptl_crystal_recrystallization_method 'Re-crystallisation from solvent'
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.23
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.124
_refine_diff_density_rms         0.033
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.133
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     130
_refine_ls_number_reflns         1368
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.133
_refine_ls_R_factor_all          0.0487
_refine_ls_R_factor_gt           0.0423
_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)+(0.0577P)²+0.3409P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1204
_refine_ls_wR_factor_ref         0.1277
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1183
_reflns_number_total             2296
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4dt01425a2.cif
_cod_data_source_block           ic
_cod_depositor_comments
'Adding full bibliography for 7716779--7716780.cif.'
_cod_database_code               7716779
_shelx_shelxl_version_number     2016/6
_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.
;
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C11(H11A,H11B), C10(H10A,H10B), C9(H9A,H9B)
2.b Aromatic/amide H refined with riding coordinates:
 C3(H3), C5(H5)
2.c Idealised Me refined as rotating group:
 C7(H7A,H7B,H7C), C8(H8A,H8B,H8C)
2.d Idealised tetrahedral OH refined as rotating group:
 O1(H1)
;
_olex2_submission_special_instructions 'No special instructions were received'
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O 0.38593(8) 0.49211(18) 0.38833(18) 0.0613(5) Uani 1 1 d . . . . .
H1 H 0.417340 0.512957 0.310358 0.092 Uiso 1 1 calc R U . . .
O2 O 0.26900(9) 0.4093(2) 0.5978(2) 0.0707(5) Uani 1 1 d . . . . .
N1 N 0.42707(10) 0.5709(2) 0.0749(2) 0.0548(5) Uani 1 1 d . . . . .
C2 C 0.23824(13) 0.4774(2) 0.4493(3) 0.0529(6) Uani 1 1 d . . . . .
C1 C 0.30204(12) 0.5201(2) 0.3372(3) 0.0502(5) Uani 1 1 d . . . . .
C3 C 0.15243(13) 0.5075(3) 0.4073(3) 0.0591(6) Uani 1 1 d . . . . .
H3 H 0.110659 0.479382 0.482725 0.071 Uiso 1 1 calc R U . . .
C11 C 0.49537(13) 0.6629(2) 0.0000(3) 0.0576(6) Uani 1 1 d . . . . .
H11A H 0.501014 0.761300 0.058943 0.069 Uiso 1 1 calc R U . . .
H11B H 0.479698 0.683499 -0.119079 0.069 Uiso 1 1 calc R U . . .
C10 C 0.41984(13) 0.4213(3) -0.0136(3) 0.0598(6) Uani 1 1 d . . . . .
H10A H 0.402880 0.438080 -0.132892 0.072 Uiso 1 1 calc R U . . .
H10B H 0.375553 0.359077 0.036526 0.072 Uiso 1 1 calc R U . . .
C6 C 0.27797(13) 0.5919(2) 0.1838(3) 0.0538(6) Uani 1 1 d . . . . .
C5 C 0.19072(13) 0.6187(3) 0.1439(3) 0.0605(6) Uani 1 1 d . . . . .
H5 H 0.174608 0.664523 0.039819 0.073 Uiso 1 1 calc R U . . .
C4 C 0.12706(13) 0.5794(3) 0.2540(3) 0.0619(6) Uani 1 1 d . . . . .
C9 C 0.34463(13) 0.6553(3) 0.0674(3) 0.0623(6) Uani 1 1 d . . . . .
H9A H 0.320597 0.652978 -0.049174 0.075 Uiso 1 1 calc R U . . .
H9B H 0.355881 0.762525 0.097162 0.075 Uiso 1 1 calc R U . . .
C7 C 0.20805(16) 0.3682(4) 0.7184(3) 0.0872(9) Uani 1 1 d . . . . .
H7A H 0.178092 0.459181 0.753426 0.131 Uiso 1 1 calc R U . . .
H7B H 0.237477 0.321513 0.816006 0.131 Uiso 1 1 calc R U . . .
H7C H 0.167226 0.296028 0.667792 0.131 Uiso 1 1 calc R U . . .
C8 C 0.03288(15) 0.6159(4) 0.2116(4) 0.0921(9) Uani 1 1 d . . . . .
H8A H 0.027437 0.668037 0.103579 0.138 Uiso 1 1 calc R U . . .
H8B H 0.011225 0.681359 0.298728 0.138 Uiso 1 1 calc R U . . .
H8C H 0.000180 0.521540 0.205750 0.138 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'
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
_geom_angle_publ_flag
C1 O1 H1 109.5 . . ?
C2 O2 C7 117.51(18) . . ?
C11 N1 C10 109.09(15) . . ?
C9 N1 C11 110.85(17) . . ?
C9 N1 C10 111.86(17) . . ?
O2 C2 C1 114.84(18) . . ?
O2 C2 C3 125.13(18) . . ?
C3 C2 C1 120.0(2) . . ?
O1 C1 C2 117.32(19) . . ?
O1 C1 C6 123.07(17) . . ?
C6 C1 C2 119.59(19) . . ?
C2 C3 H3 119.4 . . ?
C2 C3 C4 121.21(19) . . ?
C4 C3 H3 119.4 . . ?
N1 C11 H11A 109.5 . . ?
N1 C11 H11B 109.5 . . ?
N1 C11 C10 110.68(18) . 3_665 ?
H11A C11 H11B 108.1 . . ?
C10 C11 H11A 109.5 3_665 . ?
C10 C11 H11B 109.5 3_665 . ?
N1 C10 C11 110.34(17) . 3_665 ?
N1 C10 H10A 109.6 . . ?
N1 C10 H10B 109.6 . . ?
C11 C10 H10A 109.6 3_665 . ?
C11 C10 H10B 109.6 3_665 . ?
H10A C10 H10B 108.1 . . ?
C1 C6 C5 119.04(18) . . ?
C1 C6 C9 121.52(19) . . ?
C5 C6 C9 119.2(2) . . ?
C6 C5 H5 118.9 . . ?
C4 C5 C6 122.1(2) . . ?
C4 C5 H5 118.9 . . ?
C3 C4 C8 120.7(2) . . ?
C5 C4 C3 118.0(2) . . ?
C5 C4 C8 121.3(2) . . ?
N1 C9 C6 114.39(18) . . ?
N1 C9 H9A 108.7 . . ?
N1 C9 H9B 108.7 . . ?
C6 C9 H9A 108.7 . . ?
C6 C9 H9B 108.7 . . ?
H9A C9 H9B 107.6 . . ?
O2 C7 H7A 109.5 . . ?
O2 C7 H7B 109.5 . . ?
O2 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
C4 C8 H8A 109.5 . . ?
C4 C8 H8B 109.5 . . ?
C4 C8 H8C 109.5 . . ?
H8A C8 H8B 109.5 . . ?
H8A C8 H8C 109.5 . . ?
H8B C8 H8C 109.5 . . ?
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 H1 0.8200 . ?
O1 C1 1.362(2) . ?
O2 C2 1.369(3) . ?
O2 C7 1.414(3) . ?
N1 C11 1.469(2) . ?
N1 C10 1.469(3) . ?
N1 C9 1.468(3) . ?
C2 C1 1.404(3) . ?
C2 C3 1.378(3) . ?
C1 C6 1.389(3) . ?
C3 H3 0.9300 . ?
C3 C4 1.393(3) . ?
C11 H11A 0.9700 . ?
C11 H11B 0.9700 . ?
C11 C10 1.500(3) 3_665 ?
C10 H10A 0.9700 . ?
C10 H10B 0.9700 . ?
C6 C5 1.391(3) . ?
C6 C9 1.514(3) . ?
C5 H5 0.9300 . ?
C5 C4 1.385(3) . ?
C4 C8 1.512(3) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9600 . ?
C8 H8B 0.9600 . ?
C8 H8C 0.9600 . ?
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
_geom_torsion_publ_flag
O1 C1 C6 C5 -178.6(2) . . . . ?
O1 C1 C6 C9 -4.6(3) . . . . ?
O2 C2 C1 O1 -1.1(3) . . . . ?
O2 C2 C1 C6 -179.21(18) . . . . ?
O2 C2 C3 C4 179.1(2) . . . . ?
C2 C1 C6 C5 -0.6(3) . . . . ?
C2 C1 C6 C9 173.5(2) . . . . ?
C2 C3 C4 C5 0.5(3) . . . . ?
C2 C3 C4 C8 -178.3(2) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C1 C6 C5 C4 1.6(3) . . . . ?
C1 C6 C9 N1 30.6(3) . . . . ?
C3 C2 C1 O1 177.80(18) . . . . ?
C3 C2 C1 C6 -0.3(3) . . . . ?
C11 N1 C10 C11 58.2(2) . . . 3_665 ?
C11 N1 C9 C6 -163.45(18) . . . . ?
C10 N1 C11 C10 -58.4(3) . . . 3_665 ?
C10 N1 C9 C6 74.6(2) . . . . ?
C6 C5 C4 C3 -1.5(4) . . . . ?
C6 C5 C4 C8 177.3(2) . . . . ?
C5 C6 C9 N1 -155.4(2) . . . . ?
C9 N1 C11 C10 177.98(18) . . . 3_665 ?
C9 N1 C10 C11 -178.78(16) . . . 3_665 ?
C9 C6 C5 C4 -172.6(2) . . . . ?
C7 O2 C2 C1 178.0(2) . . . . ?
C7 O2 C2 C3 -0.8(3) . . . . ?
