A room-temperature nitrite-based hybrid bimetal molecular ferroelectric material: [(R)-3-quinuclidinol]2[LiCo(NO2)6]
Yue, Zhi-Yuan; Liao, Rong-Meng; Luo, Wang; Wang, Na; Miao, Le-Ping; Ye, Heng-Yun; Shi, Chao; CrystEngComm 25 (2023) 5085–5091; doi:10.1039/D3CE00536D

data_7247177
_publ_section_title
;
 A room-temperature nitrite-based hybrid bimetal molecular ferroelectric
 material: [(R)-3-quinuclidinol]2[LiCo(NO2)6]
;
_journal_issue                   36
_journal_name_full               CrystEngComm
_journal_page_first              5085
_journal_page_last               5091
_journal_paper_doi               10.1039/D3CE00536D
_journal_volume                  25
_journal_year                    2023
_chemical_absolute_configuration ad
_chemical_formula_moiety         'Co Li N6 O12, 2(C7 H13 N O)'
_chemical_formula_sum            'C14 H28 Co Li N8 O14'
_chemical_formula_weight         598.31
_space_group_crystal_system      monoclinic
_space_group_IT_number           5
_space_group_name_Hall           'C 2y'
_space_group_name_H-M_alt        'C 1 2 1'
_atom_sites_solution_hydrogens   geom
_audit_creation_date             2023-03-03
_audit_creation_method
;
Olex2 1.5
(compiled 2021.11.18 svn.ra9532c28 for OlexSys, GUI svn.r6429)
;
_audit_update_record
;
2023-03-11 deposited with the CCDC.	2023-08-08 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 91.543(3)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   17.0535(6)
_cell_length_b                   10.0663(4)
_cell_length_c                   6.9926(2)
_cell_measurement_reflns_used    6087
_cell_measurement_temperature    296.89(15)
_cell_measurement_theta_max      31.1600
_cell_measurement_theta_min      2.3460
_cell_volume                     1199.95(7)
_computing_cell_refinement       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.112a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      air
_diffrn_ambient_temperature      296.89(15)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.834
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  t~exp~   \w     \q     \k     \f   Frames
  1  \w    -13.00  67.00   0.50    1.50    --    4.92  77.00 150.00  160
  2  \w     -6.00  77.00   0.50    1.50    --    4.92  19.00 150.00  166
  3  \w    -14.00  37.00   0.50    1.50    --    4.92 -99.00 120.00  102
  4  \w    -68.00  -4.00   0.50    1.50    --   -5.39 -57.00   0.00  128
  5  \w    -72.00   7.00   0.50    1.50    --   -5.39 -57.00-150.00  158
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0013938000
_diffrn_orient_matrix_UB_12      0.0508228000
_diffrn_orient_matrix_UB_13      0.0702324000
_diffrn_orient_matrix_UB_21      -0.0015112000
_diffrn_orient_matrix_UB_22      -0.0486465000
_diffrn_orient_matrix_UB_23      0.0731944000
_diffrn_orient_matrix_UB_31      0.0415670000
_diffrn_orient_matrix_UB_32      -0.0034619000
_diffrn_orient_matrix_UB_33      0.0030787000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0436
_diffrn_reflns_av_unetI/netI     0.0379
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.834
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -23
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            7378
_diffrn_reflns_point_group_measured_fraction_full 0.990
_diffrn_reflns_point_group_measured_fraction_max 0.779
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         30.882
_diffrn_reflns_theta_min         2.350
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'Mova (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.800
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.66747
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.112a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear reddish red'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   reddish
_exptl_crystal_colour_primary    red
_exptl_crystal_density_diffrn    1.656
_exptl_crystal_description       block
_exptl_crystal_F_000             620
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_refine_diff_density_max         1.598
_refine_diff_density_min         -0.748
_refine_diff_density_rms         0.163
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.73(6)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.090
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     174
_refine_ls_number_reflns         2957
_refine_ls_number_restraints     209
_refine_ls_restrained_S_all      1.152
_refine_ls_R_factor_all          0.1025
_refine_ls_R_factor_gt           0.0967
_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/[\s^2^(Fo^2^)+(0.1838P)^2^+4.7030P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2740
_refine_ls_wR_factor_ref         0.2827
_reflns_Friedel_coverage         0.776
_reflns_Friedel_fraction_full    0.981
_reflns_Friedel_fraction_max     0.718
_reflns_number_gt                2684
_reflns_number_total             2957
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d3ce00536d2.cif
_cod_data_source_block           1-297K
_cod_depositor_comments
'Adding full bibliography for 7247177--7247178.cif.'
_cod_database_code               7247177
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C N H O Li Co '
_shelx_estimated_absorpt_t_max   0.924
_shelx_estimated_absorpt_t_min   0.795
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.27(6)
 0.73(6)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All O(H) groups
3. Restrained distances
 C2-C7
 1.54 with sigma of 0.02
 C1-N1
 1.51 with sigma of 0.02
 C7-C6
 1.5 with sigma of 0.02
 C4-C1
 1.54 with sigma of 0.02
 C4-C6
 1.5 with sigma of 0.02
 O3-N4
 1.21 with sigma of 0.02
 N4-O4
 1.21 with sigma of 0.02
 C1-N1 = N1-C2
 1.51 with sigma of 0.02
 C5-C6 = C6-C4
 1.51 with sigma of 0.02
 C2-N1 = N1-C3
 1.51 with sigma of 0.02
 C5-C6 = C6-C7
 1.51 with sigma of 0.02
 C4-C6 = C6-C7
 1.51 with sigma of 0.02
 O4-N4 = N4-O3
 1.21 with sigma of 0.02
 O6-N3 = N3-O5
 1.21 with sigma of 0.02
 N1-C3
 1.51 with sigma of 0.02
 C6-C5
 1.5 with sigma of 0.02
 O7-C5
 1.43 with sigma of 0.002
 N1-C3 = N1-C2 = N1-C1
 1.5 with sigma of 0.002
 C7-C6 = C6-C4 = C5-C6
 1.5 with sigma of 0.002
 C4-C1 = C7-C2 = C3-C5
 1.53 with sigma of 0.002
 C2-C3
 2.443 with sigma of 0.04
 C5-C4
 2.443 with sigma of 0.04
 C1-C2
 2.443 with sigma of 0.04
 C4-C7
 2.443 with sigma of 0.04
 C5-C7
 2.443 with sigma of 0.04
 O4-O3
 2.024 with sigma of 0.04
 O6-O5
 2.024 with sigma of 0.04
 O2-O1
 2.086 with sigma of 0.04
 C6-O7
 2.371 with sigma of 0.04
 C1-C4 \\sim C5-C3 \\sim C2-C7
 with sigma of 0.02
4. Rigid bond restraints
 O4, N4
 with sigma for 1-2 distances of 1.21 and sigma for 1-3 distances of 1.21
5. Uiso/Uaniso restraints and constraints
O2 \\sim N2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
N4 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O5 \\sim N3: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O4 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O3 \\sim N4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C2 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C1 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C6 \\sim C7: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C6 \\sim C5: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
N2 \\sim O2: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Li1 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
O6 \\sim O4: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
C3 \\sim N1: within 2A with sigma of 0.01 and sigma for terminal atoms of 0.02
within 2A
Uanis(O4) \\sim Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(O3) \\sim Ueq: with sigma of 0.01 and sigma for
terminal atoms of 0.02
Uanis(O4) \\sim Ueq, Uanis(O6) \\sim Ueq, Uanis(C3) \\sim Ueq, Uanis(O7) \\sim
Ueq: with sigma of 0.01 and sigma for terminal atoms of 0.02
6. Rigid body (RIGU) restrains
 O6, N3, O5
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O1, N2, O2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 O3, N4, O4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C2, N1, C7
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 N1, C1, C4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C6, C7, C2
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 Li1, O4, N4
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C3, N1, C1
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
 C5, O7, C6
 with sigma for 1-2 distances of 0.001 and sigma for 1-3 distances of 0.002
7.a Ternary CH refined with riding coordinates:
 C6(H6), C5(H5)
7.b Secondary CH2 refined with riding coordinates:
 C4(H4A,H4B), C1(H1A,H1B), C2(H2A,H2B), C3(H3A,H3B), C7(H7A,H7B)
7.c Tetrahedral OH refined with riding coordinates:
 O7(H7)
;
_shelx_res_checksum              68849
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 2.895
_oxdiff_exptl_absorpt_empirical_full_min 0.316