#------------------------------------------------------------------------------
#$Date: 2022-05-18 01:09:21 +0300 (Wed, 18 May 2022) $
#$Revision: 275491 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/69/1566991.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_1566991
loop_
_publ_author_name
'Amdur, Moses J.'
'Mullin, Kathleen'
'Waters, Michael'
'Puggioni, Danilo'
'Wojnar, Michael'
'Gu, Mingqiang'
'Sun, Lei'
'Oyala, Paul'
'Rondinelli, James'
'Freedman, Danna'
_publ_section_title
;
 Chemical Control of Spin-Lattice Relaxation to Create a Room Temperature
 Molecular Qubit
;
_journal_name_full               'Chemical Science'
_journal_paper_doi               10.1039/D1SC06130E
_journal_year                    2022
_chemical_formula_moiety         'C12 H18 N2 Ni O2, 0.5(H2 O)'
_chemical_formula_sum            'C12 H19 N2 Ni O2.5'
_chemical_formula_weight         290.00
_chemical_name_systematic        Ni(acacen)
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2021-08-16
_audit_creation_method
;
Olex2 1.3
(compiled 2020.07.16 svn.r6f6c53a7 for OlexSys, GUI svn.r6139)
;
_audit_update_record
;
2021-08-16 deposited with the CCDC.	2022-05-17 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 128.032(9)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   22.1206(17)
_cell_length_b                   8.3405(5)
_cell_length_c                   17.7408(14)
_cell_measurement_reflns_used    3071
_cell_measurement_temperature    100.0
_cell_measurement_theta_max      26.05
_cell_measurement_theta_min      2.34
_cell_volume                     2578.1(5)
_computing_cell_refinement       'SAINT V8.40A (Bruker, 2019)'
_computing_data_reduction        'SAINT V8.40A (Bruker, 2019)'
_computing_molecular_graphics    'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.3 (Dolomanov et al., 2009)'
_computing_structure_refinement  'XL  (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      100.0
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.931
_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  0.1171
_diffrn_reflns_av_unetI/netI     0.1029
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.931
_diffrn_reflns_limit_h_max       29
_diffrn_reflns_limit_h_min       -30
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       24
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_number            23180
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.931
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         31.984
_diffrn_reflns_theta_min         2.338
_diffrn_source_current           0.99
_diffrn_source_power             0.0495
_diffrn_source_voltage           50.0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    1.502
_exptl_absorpt_correction_T_max  0.7463
_exptl_absorpt_correction_T_min  0.6309
_exptl_absorpt_correction_type   none
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0886 before and 0.0715 after correction.
The Ratio of minimum to maximum transmission is 0.8454.
The λ/2 correction factor is Not present.
;
_exptl_crystal_colour            'metallic orangish red'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   orangish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.494
_exptl_crystal_description       needle
_exptl_crystal_F_000             1224
_exptl_crystal_preparation
'Reaction of Acacen and NiCl2 in basic water at reflux'
_exptl_crystal_recrystallization_method
'Layering a methanol solution of Ni(acacen) over water'
_exptl_crystal_size_max          0.564
_exptl_crystal_size_mid          0.115
_exptl_crystal_size_min          0.078
_refine_diff_density_max         0.780
_refine_diff_density_min         -1.140
_refine_diff_density_rms         0.133
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.009
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     166
_refine_ls_number_reflns         4178
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.009
_refine_ls_R_factor_all          0.1112
_refine_ls_R_factor_gt           0.0558
_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)+(0.0484P)²+3.4805P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1056
_refine_ls_wR_factor_ref         0.1240
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2669
_reflns_number_total             4178
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d1sc06130e2.cif
_cod_data_source_block           nic2
_cod_original_cell_volume        2578.1(4)
_cod_original_formula_sum        'C12 H19 N2 Ni O2.50'
_cod_database_code               1566991
_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_max   0.892
_shelx_estimated_absorpt_t_min   0.485
_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,H) groups
2. Others
 Fixed Sof: H00S(0.5) H004(0.5)
3.a Free rotating group:
 O004(H00S,H004)
3.b Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B), C00D(H00D,H00E)
3.c Aromatic/amide H refined with riding coordinates:
 C00C(H00C), C00E(H00F)
3.d Idealised Me refined as rotating group:
 C00F(H00G,H00H,H00I), C00G(H00J,H00K,H00L), C00H(H00M,H00N,H00O), C00I(H00P,
 H00Q,H00R)
;
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ni01 Ni 0.57575(2) 0.64834(5) 0.62446(3) 0.01336(11) Uani 1 1 d . . . . .
O002 O 0.62210(11) 0.5566(3) 0.74348(13) 0.0169(4) Uani 1 1 d . . . . .
O003 O 0.50923(11) 0.7312(3) 0.64430(14) 0.0178(4) Uani 1 1 d . . . . .
O004 O 0.500000 0.4301(4) 0.750000 0.0268(7) Uani 1 2 d GS T P . .
H00S H 0.517212 0.473960 0.722065 0.040 Uiso 0.5 1 d G U P A 1
H004 H 0.467917 0.500095 0.743520 0.040 Uiso 0.5 1 d G U P B -1
N005 N 0.64568(13) 0.5649(3) 0.60972(17) 0.0152(5) Uani 1 1 d . . . . .
N006 N 0.52525(13) 0.7380(3) 0.50407(17) 0.0155(5) Uani 1 1 d . . . . .
C007 C 0.45775(16) 0.8086(3) 0.4527(2) 0.0157(6) Uani 1 1 d . . . . .
C008 C 0.70623(16) 0.4768(4) 0.6711(2) 0.0159(6) Uani 1 1 d . . . . .
C009 C 0.68485(16) 0.4733(4) 0.7921(2) 0.0165(6) Uani 1 1 d . . . . .
C00A C 0.62232(17) 0.5893(4) 0.5130(2) 0.0178(6) Uani 1 1 d . . . . .
H00A H 0.594325 0.493920 0.472892 0.021 Uiso 1 1 calc R U . . .
H00B H 0.668167 0.605442 0.516130 0.021 Uiso 1 1 calc R U . . .
C00B C 0.44365(16) 0.8000(4) 0.5805(2) 0.0168(6) Uani 1 1 d . . . . .
C00C C 0.41616(16) 0.8337(3) 0.4887(2) 0.0178(6) Uani 1 1 d . . . . .
H00C H 0.365847 0.876895 0.446260 0.021 Uiso 1 1 calc R U . . .
C00D C 0.57134(17) 0.7346(4) 0.4701(2) 0.0176(6) Uani 1 1 d . . . . .
H00D H 0.602762 0.833116 0.490224 0.021 Uiso 1 1 calc R U . . .
H00E H 0.537422 0.728268 0.399340 0.021 Uiso 1 1 calc R U . . .
C00E C 0.72725(16) 0.4355(4) 0.7620(2) 0.0169(6) Uani 1 1 d . . . . .
H00F H 0.773716 0.377844 0.804785 0.020 Uiso 1 1 calc R U . . .
C00F C 0.42207(17) 0.8697(4) 0.3535(2) 0.0193(6) Uani 1 1 d . . . . .
H00G H 0.450898 0.963051 0.357596 0.029 Uiso 1 1 calc R U . . .
H00H H 0.368719 0.900764 0.322133 0.029 Uiso 1 1 calc R U . . .
H00I H 0.423391 0.785138 0.316184 0.029 Uiso 1 1 calc R U . . .
C00G C 0.75626(17) 0.4134(4) 0.6469(2) 0.0191(6) Uani 1 1 d . . . . .
H00J H 0.724889 0.350939 0.587608 0.029 Uiso 1 1 calc R U . . .
H00K H 0.796413 0.344771 0.699072 0.029 Uiso 1 1 calc R U . . .
H00L H 0.780002 0.503391 0.638336 0.029 Uiso 1 1 calc R U . . .
C00H C 0.70776(18) 0.4163(4) 0.8866(2) 0.0228(7) Uani 1 1 d . . . . .
H00M H 0.711939 0.508280 0.923965 0.034 Uiso 1 1 calc R U . . .
H00N H 0.757416 0.361466 0.921776 0.034 Uiso 1 1 calc R U . . .
H00O H 0.668895 0.341775 0.875982 0.034 Uiso 1 1 calc R U . . .
C00I C 0.39948(18) 0.8452(4) 0.6158(2) 0.0252(7) Uani 1 1 d . . . . .
H00P H 0.395114 0.751846 0.645748 0.038 Uiso 1 1 calc R U . . .
H00Q H 0.348073 0.881722 0.561919 0.038 Uiso 1 1 calc R U . . .
H00R H 0.426346 0.931713 0.662979 0.038 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'
Ni Ni 0.3393 1.1124 '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
O002 Ni01 N005 94.70(10) . . ?
O002 Ni01 N006 177.50(9) . . ?
O003 Ni01 O002 83.32(9) . . ?
O003 Ni01 N005 177.73(10) . . ?
O003 Ni01 N006 94.78(10) . . ?
N006 Ni01 N005 87.23(10) . . ?
C009 O002 Ni01 126.49(18) . . ?
C00B O003 Ni01 126.32(19) . . ?
H00S O004 H00S 130.3 . 2_656 ?
H00S O004 H004 104.5 . . ?
H004 O004 H00S 35.5 . 2_656 ?
C008 N005 Ni01 127.3(2) . . ?
C008 N005 C00A 119.4(2) . . ?
C00A N005 Ni01 112.87(18) . . ?
C007 N006 Ni01 126.9(2) . . ?
C007 N006 C00D 120.2(2) . . ?
C00D N006 Ni01 112.78(18) . . ?
N006 C007 C00C 121.8(3) . . ?
N006 C007 C00F 121.0(3) . . ?
C00C C007 C00F 117.2(3) . . ?
N005 C008 C00E 122.1(3) . . ?
N005 C008 C00G 120.9(3) . . ?
C00E C008 C00G 117.0(3) . . ?
O002 C009 C00E 124.9(3) . . ?
O002 C009 C00H 113.6(3) . . ?
C00E C009 C00H 121.5(3) . . ?
N005 C00A H00A 110.0 . . ?
N005 C00A H00B 110.0 . . ?
N005 C00A C00D 108.5(2) . . ?
H00A C00A H00B 108.4 . . ?
C00D C00A H00A 110.0 . . ?
C00D C00A H00B 110.0 . . ?
O003 C00B C00C 124.4(3) . . ?
O003 C00B C00I 114.4(3) . . ?
C00C C00B C00I 121.2(3) . . ?
C007 C00C H00C 117.7 . . ?
C00B C00C C007 124.5(3) . . ?
C00B C00C H00C 117.7 . . ?
N006 C00D C00A 107.5(2) . . ?
N006 C00D H00D 110.2 . . ?
N006 C00D H00E 110.2 . . ?
C00A C00D H00D 110.2 . . ?
C00A C00D H00E 110.2 . . ?
H00D C00D H00E 108.5 . . ?
C008 C00E H00F 117.9 . . ?
C009 C00E C008 124.3(3) . . ?
C009 C00E H00F 117.9 . . ?
C007 C00F H00G 109.5 . . ?
C007 C00F H00H 109.5 . . ?
C007 C00F H00I 109.5 . . ?
H00G C00F H00H 109.5 . . ?
H00G C00F H00I 109.5 . . ?
H00H C00F H00I 109.5 . . ?
C008 C00G H00J 109.5 . . ?
C008 C00G H00K 109.5 . . ?
C008 C00G H00L 109.5 . . ?
H00J C00G H00K 109.5 . . ?
H00J C00G H00L 109.5 . . ?
H00K C00G H00L 109.5 . . ?
C009 C00H H00M 109.5 . . ?
C009 C00H H00N 109.5 . . ?
C009 C00H H00O 109.5 . . ?
H00M C00H H00N 109.5 . . ?
H00M C00H H00O 109.5 . . ?
H00N C00H H00O 109.5 . . ?
C00B C00I H00P 109.5 . . ?
C00B C00I H00Q 109.5 . . ?
C00B C00I H00R 109.5 . . ?
H00P C00I H00Q 109.5 . . ?
H00P C00I H00R 109.5 . . ?
H00Q C00I H00R 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
Ni01 O002 1.851(2) . ?
Ni01 O003 1.845(2) . ?
Ni01 N005 1.856(2) . ?
Ni01 N006 1.852(2) . ?
O002 C009 1.296(3) . ?
O003 C00B 1.300(3) . ?
O004 H00S 0.87(6) 2_656 ?
O004 H00S 0.8698 . ?
O004 H004 0.8699 . ?
N005 C008 1.313(4) . ?
N005 C00A 1.470(4) . ?
N006 C007 1.315(4) . ?
N006 C00D 1.470(4) . ?
C007 C00C 1.422(4) . ?
C007 C00F 1.506(4) . ?
C008 C00E 1.418(4) . ?
C008 C00G 1.507(4) . ?
C009 C00E 1.373(4) . ?
C009 C00H 1.499(4) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00A C00D 1.503(4) . ?
C00B C00C 1.371(4) . ?
C00B C00I 1.498(4) . ?
C00C H00C 0.9500 . ?
C00D H00D 0.9900 . ?
C00D H00E 0.9900 . ?
C00E H00F 0.9500 . ?
C00F H00G 0.9800 . ?
C00F H00H 0.9800 . ?
C00F H00I 0.9800 . ?
C00G H00J 0.9800 . ?
C00G H00K 0.9800 . ?
C00G H00L 0.9800 . ?
C00H H00M 0.9800 . ?
C00H H00N 0.9800 . ?
C00H H00O 0.9800 . ?
C00I H00P 0.9800 . ?
C00I H00Q 0.9800 . ?
C00I H00R 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
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
Ni01 O002 C009 C00E -1.5(4) . . . . ?
Ni01 O002 C009 C00H 179.6(2) . . . . ?
Ni01 O003 C00B C00C -5.6(4) . . . . ?
Ni01 O003 C00B C00I 175.9(2) . . . . ?
Ni01 N005 C008 C00E -1.4(4) . . . . ?
Ni01 N005 C008 C00G 178.0(2) . . . . ?
Ni01 N005 C00A C00D 26.2(3) . . . . ?
Ni01 N006 C007 C00C 4.2(4) . . . . ?
Ni01 N006 C007 C00F -177.2(2) . . . . ?
Ni01 N006 C00D C00A 30.5(3) . . . . ?
O002 Ni01 O003 C00B -167.3(3) . . . . ?
O002 Ni01 N005 C008 -1.9(3) . . . . ?
O002 Ni01 N005 C00A 170.7(2) . . . . ?
O002 C009 C00E C008 -2.9(5) . . . . ?
O003 Ni01 O002 C009 -175.5(2) . . . . ?
O003 Ni01 N006 C007 -10.3(3) . . . . ?
O003 Ni01 N006 C00D 165.4(2) . . . . ?
O003 C00B C00C C007 -4.6(5) . . . . ?
N005 Ni01 O002 C009 3.4(3) . . . . ?
N005 Ni01 N006 C007 170.7(3) . . . . ?
N005 Ni01 N006 C00D -13.5(2) . . . . ?
N005 C008 C00E C009 4.4(5) . . . . ?
N005 C00A C00D N006 -35.3(3) . . . . ?
N006 Ni01 O003 C00B 11.1(3) . . . . ?
N006 Ni01 N005 C008 179.7(3) . . . . ?
N006 Ni01 N005 C00A -7.7(2) . . . . ?
N006 C007 C00C C00B 5.3(5) . . . . ?
C007 N006 C00D C00A -153.4(3) . . . . ?
C008 N005 C00A C00D -160.6(3) . . . . ?
C00A N005 C008 C00E -173.6(3) . . . . ?
C00A N005 C008 C00G 5.8(4) . . . . ?
C00D N006 C007 C00C -171.3(3) . . . . ?
C00D N006 C007 C00F 7.3(4) . . . . ?
C00F C007 C00C C00B -173.3(3) . . . . ?
C00G C008 C00E C009 -175.0(3) . . . . ?
C00H C009 C00E C008 175.8(3) . . . . ?
C00I C00B C00C C007 173.7(3) . . . . ?
