Chiral organic hybrids for nonlinear optical applications and solvent-induced reversible red-yellow color change.
Yu, Hongli; Hao, Ruibin; Zhao, Dong; Chi, Lingyu; Zhao, Xianlong; Cui, Yibo; Liu, Kunjie; Zhao, Jing; Liu, Quanlin; Dalton transactions (Cambridge, England : 2003) 54 (2025) 11638–11643; doi:10.1039/d5dt00391a

data_7719215
_publ_section_title
;
 Chiral organic hybrids for nonlinear optical applications and
 solvent-induced reversible red-yellow color change.
;
_journal_issue                   30
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              11638
_journal_page_last               11643
_journal_paper_doi               10.1039/d5dt00391a
_journal_volume                  54
_journal_year                    2025
_chemical_absolute_configuration syn
_chemical_formula_moiety         '0.5(I11.99 Pb4), 1(C12 H20 N2), 2(H2 O)'
_chemical_formula_sum            'C12 H25 I6 N2 O2 Pb2'
_chemical_formula_weight         1404.77
_space_group_crystal_system      monoclinic
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_date             2025-04-18
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2025-04-21 deposited with the CCDC.	2025-07-03 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 102.997(3)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.9984(2)
_cell_length_b                   20.7350(5)
_cell_length_c                   17.0420(5)
_cell_measurement_reflns_used    17317
_cell_measurement_temperature    100.01(10)
_cell_measurement_theta_max      30.7830
_cell_measurement_theta_min      2.3190
_cell_volume                     2753.96(13)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.01(10)
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_detector_type            HyPix
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_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    -19.00  50.00   0.50    0.46    --    3.18  77.00 -21.00  138
  2  \w    -60.00  21.00   0.50    0.46    --    3.18 -77.00-147.00  162
  3  \w     11.00  36.00   0.50    0.46    --    3.18 -99.00-120.00   50
  4  \w    -17.00  14.00   0.50    0.46    --    3.18 -99.00  60.00   62
  5  \w     -7.00  33.00   0.50    0.46    --    3.18 -99.00  90.00   80
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy R, DW system, HyPix'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0065473000
_diffrn_orient_matrix_UB_12      -0.0026350000
_diffrn_orient_matrix_UB_13      0.0406890000
_diffrn_orient_matrix_UB_21      0.0491449000
_diffrn_orient_matrix_UB_22      0.0285801000
_diffrn_orient_matrix_UB_23      0.0094650000
_diffrn_orient_matrix_UB_31      -0.0763357000
_diffrn_orient_matrix_UB_32      0.0186249000
_diffrn_orient_matrix_UB_33      -0.0088238000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0400
_diffrn_reflns_av_unetI/netI     0.0567
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -20
_diffrn_reflns_number            20185
_diffrn_reflns_point_group_measured_fraction_full 0.939
_diffrn_reflns_point_group_measured_fraction_max 0.939
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         2.316
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Mo) X-ray Source'
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    18.943
_exptl_absorpt_correction_T_max  0.486
_exptl_absorpt_correction_T_min  0.171
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Analytical numeric absorption correction using a multifaceted crystal
model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    3.388
_exptl_crystal_description       block
_exptl_crystal_F_000             2435
_exptl_crystal_size_max          0.263
_exptl_crystal_size_mid          0.112
_exptl_crystal_size_min          0.102
_refine_diff_density_max         1.902
_refine_diff_density_min         -2.202
_refine_diff_density_rms         0.274
_refine_ls_abs_structure_details
;
 Refined as an inversion twin.
;
_refine_ls_abs_structure_Flack   0.010(8)
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.004
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     402
_refine_ls_number_reflns         9129
_refine_ls_number_restraints     6
_refine_ls_restrained_S_all      1.004
_refine_ls_R_factor_all          0.0405
_refine_ls_R_factor_gt           0.0355
_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/[\s^2^(Fo^2^)+(0.0395P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0784
_refine_ls_wR_factor_ref         0.0809
_reflns_Friedel_coverage         0.823
_reflns_Friedel_fraction_full    0.874
_reflns_Friedel_fraction_max     0.874
_reflns_number_gt                8214
_reflns_number_total             9129
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            d5dt00391a2.cif
_cod_data_source_block           jing-r-pbi
_cod_database_code               7719215
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C12 H24 N2 Pb2 I6 O2'
_chemical_oxdiff_usercomment     'C N H Pb I'
_shelx_estimated_absorpt_t_max   0.248
_shelx_estimated_absorpt_t_min   0.082
_reflns_odcompleteness_completeness 99.91
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.990(8)
 0.010(8)
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All N(H) groups, All N(H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Restrained distances
 H00V-H00Y
 2.4 with sigma of 0.02
4. Uiso/Uaniso restraints and constraints
Uanis(C15) = Uanis(C00O) = Uanis(C00X) = Uanis(C011) = Uanis(C9) = Uanis(C29) =
Uanis(C34)
Uanis(N00T) = Uanis(C13) = Uanis(C21) = Uanis(C28)
Uanis(I00B) = Uanis(I1)
5. Others
 1*[Sof(H00T)+Sof(H20)]=1 with esd of 0.01
 1*[Sof(H00D)+Sof(H00E)]=1 with esd of 0.01
 1*[Sof(C12)+Sof(H12A)+Sof(H12B)]=1 with esd of 0.01
 1*[Sof(I1)]+1*[Sof(I00B)]=1 with esd of 0.01
 Sof(H00T)=Sof(H20)=FVAR(1)
 Sof(H00D)=Sof(H00E)=FVAR(2)
 Sof(C12)=Sof(H12A)=Sof(H12B)=FVAR(3)
6.a Free rotating group:
 O00I(H00K,H00L), O00J(H00M,H00Q), O00K(H00R,H00S), O00L(H00U,H00V)
6.b Ternary CH refined with riding coordinates:
 C00N(H00N), N00T(H00T), N00Y(H00Y), C20(H20)
6.c Secondary CH2 refined with riding coordinates:
 C00Q(H00I,H00J), C00S(H00D,H00E), C11(H11A,H11B), C12(H12A,H12B), C13(H13A,
 H13B), C15(H15A,H15B), C18(H18A,H18B), C21(H21A,H21B), C26(H26A,H26B),
 C28(H28A,H28B)
6.d Aromatic/amide H refined with riding coordinates:
 C00O(H00O), C00P(H00P), C00W(H00W), C00X(H00X), C9(H9), C10(H10), C23(H23),
 C29(H29), C34(H34), C39(H39)
6.e Idealised Me refined as rotating group:
 N00H(H00A,H00B,H00C), N00M(H00F,H00G,H00H)
;
_shelx_res_checksum              98814
_shelx_hkl_checksum              75809
_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 2.942
_oxdiff_exptl_absorpt_empirical_full_min 0.546