Crown ether alkali metal TCNQ complexes revisited ‒ the impact of smaller cation complexes on their solid-state architecture and properties
Yan, Bingjia; Horton, Peter N.; Russell, Andrea E.; Wedge, Christopher J.; Weston, Simon C.; Grossel, Martin C.; CrystEngComm 21 (2019) 3273–; doi:10.1039/C9CE00234K

data_7232680
_publ_section_title
;
 Crown ether alkali metal TCNQ complexes revisited -- the impact of
 smaller cation complexes on their solid-state architecture and properties
;
_journal_issue                   21
_journal_name_full               CrystEngComm
_journal_page_first              3273
_journal_paper_doi               10.1039/C9CE00234K
_journal_volume                  21
_journal_year                    2019
_chemical_formula_moiety         'C10 H22 Na O6, 2(C12 H4 N4)'
_chemical_formula_sum            'C34 H30 N8 Na O6'
_chemical_formula_weight         669.65
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     dual
_audit_creation_date             2018-09-05
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2018-09-06 deposited with the CCDC.    2019-04-30 downloaded from the CCDC.
;
_cell_angle_alpha                102.611(4)
_cell_angle_beta                 92.029(4)
_cell_angle_gamma                99.896(4)
_cell_formula_units_Z            2
_cell_length_a                   8.3408(4)
_cell_length_b                   12.4515(6)
_cell_length_c                   16.7083(9)
_cell_measurement_reflns_used    5391
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      27.8150
_cell_measurement_theta_min      2.3150
_cell_volume                     1663.38(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection
'CrystalClear-SM Expert 3.1 b27 (Rigaku, 2013)'
_computing_data_reduction        'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 (Sheldrick, 2015)'
_diffrn_ambient_temperature      100(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 28.5714
_diffrn_detector_type            'Rigaku HG Saturn724+ (2x2 bin mode)'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.993
_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    -31.00  73.00   1.00   35.00    --  -17.00  72.00 150.00  104
  2  \w    -69.00  22.00   1.00   35.00    --  -17.00 -72.00  30.00   91
  3  \w    -69.00  22.00   1.00   35.00    --  -17.00 -72.00-150.00   91
  4  \w    -58.00  26.00   1.00   35.00    --  -17.00   0.00   0.00   84
  5  \w    -21.00  -1.00   1.00   35.00    --  -17.00  54.00 -30.00   20
  6  \w    -31.00  73.00   1.00   35.00    --  -17.00  72.00  90.00  104
  7  \w    -69.00   0.00   1.00   35.00    --  -17.00 -72.00 -30.00   69
;
_diffrn_measurement_device       'four-circle \k goniometer'
_diffrn_measurement_device_type
'Rigaku FRE+ equipped with VHF Varimax confocal mirrors and an AFC12 goniometer and HG Saturn 724+ detector'
_diffrn_measurement_method       'profile data from \w-scans'
_diffrn_measurement_specimen_support 'MiTeGen MicroLoop'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0450675000
_diffrn_orient_matrix_UB_12      0.0083918000
_diffrn_orient_matrix_UB_13      -0.0342001000
_diffrn_orient_matrix_UB_21      0.0525593000
_diffrn_orient_matrix_UB_22      -0.0266269000
_diffrn_orient_matrix_UB_23      -0.0269117000
_diffrn_orient_matrix_UB_31      -0.0519762000
_diffrn_orient_matrix_UB_32      -0.0524179000
_diffrn_orient_matrix_UB_33      -0.0030722000
_diffrn_radiation_collimation    0.2
_diffrn_radiation_monochromator  'Confocal mirrors, VHF Varimax'
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71075
_diffrn_reflns_av_unetI/netI     0.0365
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.993
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            11862
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.993
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         27.486
_diffrn_reflns_theta_min         1.872
_diffrn_source                   'Rotating Anode'
_diffrn_source_current           55.0
_diffrn_source_power             2.475
_diffrn_source_target            Mo
_diffrn_source_type              'Rigaku FRE+'
_diffrn_source_voltage           45.0
_exptl_absorpt_coefficient_mu    0.106
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72386
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
'CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_crystal_colour            blue
_exptl_crystal_colour_primary    blue
_exptl_crystal_density_diffrn    1.337
_exptl_crystal_description       plate
_exptl_crystal_F_000             698
_exptl_crystal_size_max          0.16
_exptl_crystal_size_mid          0.08
_exptl_crystal_size_min          0.02
_refine_diff_density_max         0.596
_refine_diff_density_min         -0.490
_refine_diff_density_rms         0.078
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.224
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     605
_refine_ls_number_reflns         11862
_refine_ls_number_restraints     1430
_refine_ls_restrained_S_all      1.169
_refine_ls_R_factor_all          0.1466
_refine_ls_R_factor_gt           0.1083
_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^)+(0.0241P)^2^+3.5166P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1871
_refine_ls_wR_factor_ref         0.2025
_reflns_Friedel_coverage         0.000
_reflns_number_gt                8612
_reflns_number_total             11862
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9ce00234k2.cif
_cod_data_source_block           4_5NaT2
_cod_depositor_comments
'Adding full bibliography for 7232678--7232682.cif.'
_cod_database_code               7232680
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C34 H30 N8 Na O6'
_shelx_estimated_absorpt_t_max   0.998
_shelx_estimated_absorpt_t_min   0.983
_olex2_refinement_description
;
1. Twinned data refinement
 Scales: 0.8002
 0.1998
2. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
 At 1.5 times of:
  All O(H,H) groups
3. Restrained distances
 C607-O604 \\sim C607-O704
 with sigma of 0.03
 O604-Na1 \\sim O704-Na1
 with sigma of 0.03
 C605-O604 \\sim C605-O704
 with sigma of 0.06
 C605-C606 \\sim C605-C706
 with sigma of 0.03
 C606-O604 \\sim C706-O704
 with sigma of 0.03
 C606-C607 \\sim C706-C607
 with sigma of 0.06
 C706-C605 \\sim C606-C605
 with sigma of 0.03
4. Uiso/Uaniso restraints and constraints
All non-hydrogen atoms have similar U: within 2A with sigma of 0.04 and sigma
for terminal atoms of 0.08
5. Rigid body (RIGU) restrains
 All non-hydrogen atoms
 with sigma for 1-2 distances of 0.004 and sigma for 1-3 distances of 0.004
6. Same fragment restrains
{C301, C302, C303, C304, C305, C306, C307, C308, C309, C310, O301, O302, O303,
O304, O305} sigma for 1-2: 0.01, 1-3: 0.04
as
{C601, C602, C603, C604, C605, C606, C607, C608, C609, C610, O601, O602, O603,
O604, O605}
7. Others
 1*[Sof(C301)+Sof(H30A)+Sof(H30B)+Sof(C302)+Sof(H30C)+Sof(H30D)+Sof(C303)+
 Sof(H30E)+Sof(H30F)+Sof(C304)+Sof(H30G)+Sof(H30H)+Sof(C305)+Sof(H30I)+
 Sof(H30J)+Sof(C306)+Sof(H30K)+Sof(H30L)+Sof(C307)+Sof(H30M)+Sof(H30N)+
 Sof(C308)+Sof(H30O)+Sof(H30P)+Sof(C309)+Sof(H30Q)+Sof(H30R)+Sof(C310)+
 Sof(H31A)+Sof(H31B)+Sof(O301)+Sof(O302)+Sof(O303)+Sof(O304)+Sof(O305)+
 Sof(C601)+Sof(H60A)+Sof(H60B)+Sof(C602)+Sof(H60C)+Sof(H60D)+Sof(C603)+
 Sof(H60E)+Sof(H60F)+Sof(C604)+Sof(H60G)+Sof(H60H)+Sof(C605)+Sof(C607)+
 Sof(C608)+Sof(H60S)+Sof(H60T)+Sof(C609)+Sof(H60U)+Sof(H60V)+Sof(C610)+
 Sof(H61A)+Sof(H61B)+Sof(O601)+Sof(O602)+Sof(O603)+Sof(O605)]+1*[Sof(H60I)+
 Sof(H60J)+Sof(C606)+Sof(H60M)+Sof(H60N)+Sof(H60O)+Sof(H60P)+Sof(O604)]+1*
 [Sof(H60K)+Sof(H60L)+Sof(H60Q)+Sof(H60R)+Sof(O704)+Sof(C706)+Sof(H70A)+
 Sof(H70B)]=1 with esd of 0.00001
 Sof(C601)=Sof(H60A)=Sof(H60B)=Sof(C602)=Sof(H60C)=Sof(H60D)=Sof(C603)=
 Sof(H60E)=Sof(H60F)=Sof(C604)=Sof(H60G)=Sof(H60H)=Sof(C605)=Sof(C607)=
 Sof(C608)=Sof(H60S)=Sof(H60T)=Sof(C609)=Sof(H60U)=Sof(H60V)=Sof(C610)=
 Sof(H61A)=Sof(H61B)=Sof(O601)=Sof(O602)=Sof(O603)=Sof(O605)=1-FVAR(1)
 Sof(C301)=Sof(H30A)=Sof(H30B)=Sof(C302)=Sof(H30C)=Sof(H30D)=Sof(C303)=
 Sof(H30E)=Sof(H30F)=Sof(C304)=Sof(H30G)=Sof(H30H)=Sof(C305)=Sof(H30I)=
 Sof(H30J)=Sof(C306)=Sof(H30K)=Sof(H30L)=Sof(C307)=Sof(H30M)=Sof(H30N)=
 Sof(C308)=Sof(H30O)=Sof(H30P)=Sof(C309)=Sof(H30Q)=Sof(H30R)=Sof(C310)=
 Sof(H31A)=Sof(H31B)=Sof(O301)=Sof(O302)=Sof(O303)=Sof(O304)=Sof(O305)=FVAR(1)
 Sof(H60I)=Sof(H60J)=Sof(C606)=Sof(H60M)=Sof(H60N)=Sof(H60O)=Sof(H60P)=
 Sof(O604)=FVAR(2)
 Sof(H60K)=Sof(H60L)=Sof(H60Q)=Sof(H60R)=Sof(O704)=Sof(C706)=Sof(H70A)=
 Sof(H70B)=FVAR(3)
8.a Secondary CH2 refined with riding coordinates:
 C301(H30A,H30B), C302(H30C,H30D), C303(H30E,H30F), C304(H30G,H30H), C305(H30I,
 H30J), C306(H30K,H30L), C307(H30M,H30N), C308(H30O,H30P), C309(H30Q,H30R),
 C310(H31A,H31B), C601(H60A,H60B), C602(H60C,H60D), C603(H60E,H60F), C604(H60G,
 H60H), C605(H60I,H60J), C605(H60K,H60L), C606(H60M,H60N), C607(H60O,H60P),
 C607(H60Q,H60R), C608(H60S,H60T), C609(H60U,H60V), C610(H61A,H61B), C706(H70A,
 H70B)
8.b Aromatic/amide H refined with riding coordinates:
 C102(H102), C103(H103), C105(H105), C106(H106), C202(H202), C203(H203),
 C205(H205), C206(H206)
;
_shelx_res_checksum              72055
_olex2_diffrn_ambient_temperature_device 'Oxford Cryosystems'
_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 2.594
_oxdiff_exptl_absorpt_empirical_full_min 0.582
_oxdiff_twin_integration_method  simultaneous
_oxdiff_twin_items               2
_twin_special_details
;
Component 2 rotated by -179.9782\% 
 around [0.00 0.00 1.00] (reciprocal) or [0.14 0.29 0.94] (direct)
;