Coordination-induced metal-to-macrocycle charge transfer and effect of cations on reorientation of the CN ligand in the {SnL<sub>2</sub>Mac}<sup>2-</sup> dianions (L = CN<sup>-</sup>, OCN<sup>-</sup>, Im<sup>-</sup>; Mac = phthalo- or naphthalocyanine).
Konarev, Dmitri V.; Kuzmin, Alexey V.; Shestakov, Alexander F.; Khasanov, Salavat S.; Lyubovskaya, Rimma N.; Dalton transactions (Cambridge, England : 2003) 48 (2019) 4961–4972; doi:10.1039/c9dt00655a

data_7049311
_publ_section_title
;
 Coordination-induced metal-to-macrocycle charge transfer and effect of
 cations on reorientation of the CN ligand in the
 {SnL<sub>2</sub>Mac}<sup>2-</sup> dianions (L = CN<sup>-</sup>,
 OCN<sup>-</sup>, Im<sup>-</sup>; Mac = phthalo- or naphthalocyanine).
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4961
_journal_page_last               4972
_journal_paper_doi               10.1039/c9dt00655a
_journal_volume                  48
_journal_year                    2019
_chemical_formula_moiety
'2(C19 H11 N6 Sn0.5), 2(C18 H36 N2 Na O6), 2(C6 H4 Cl2)'
_chemical_formula_sum            'C86 H102 Cl4 N16 Na2 O12 Sn'
_chemical_formula_weight         1858.30
_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   geom
_atom_sites_solution_primary     dual
_atom_sites_solution_secondary   difmap
_audit_creation_date             2018-07-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_audit_update_record
;
2019-01-31 deposited with the CCDC.    2019-03-11 downloaded from the CCDC.
;
_cell_angle_alpha                101.949(2)
_cell_angle_beta                 90.676(1)
_cell_angle_gamma                101.671(2)
_cell_formula_units_Z            2
_cell_length_a                   14.5732(3)
_cell_length_b                   14.8407(3)
_cell_length_c                   20.6425(3)
_cell_measurement_reflns_used    32501
_cell_measurement_temperature    121(6)
_cell_measurement_theta_max      29.9160
_cell_measurement_theta_min      1.8010
_cell_volume                     4270.73(15)
_computing_cell_refinement       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection       'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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_environment      N~2~
_diffrn_ambient_temperature      121(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2283
_diffrn_detector_type            AtlasS2
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.890
_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    -70.00 -41.00   1.00   60.00    --  -13.66 123.00-130.48   29
  2  \w    -43.00  60.00   1.00   60.00    --  -13.66  57.00 150.00  103
  3  \w    -78.00  17.00   1.00   60.00    --  -13.66 -77.00 150.00   95
  4  \w    -80.00  10.00   1.00   60.00    --  -13.66 -57.00   0.00   90
  5  \w    -33.00  57.00   1.00   60.00    --  -13.66  37.00  60.00   90
  6  \w    -67.00 -42.00   1.00   60.00    --  -13.66 118.00 -16.25   25
  7  \w    -82.00   3.00   1.00   60.00    --  -13.66 -57.00-120.00   85
  8  \w    -48.00  24.00   1.00   60.00    --  -13.66  19.00 -30.00   72
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, AtlasS2, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0018920000
_diffrn_orient_matrix_UB_12      0.0413635000
_diffrn_orient_matrix_UB_13      -0.0116412000
_diffrn_orient_matrix_UB_21      -0.0446465000
_diffrn_orient_matrix_UB_22      0.0003503000
_diffrn_orient_matrix_UB_23      0.0132462000
_diffrn_orient_matrix_UB_31      0.0219288000
_diffrn_orient_matrix_UB_32      0.0280148000
_diffrn_orient_matrix_UB_33      0.0304379000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0306
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.890
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_k_max       19
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_limit_l_min       -27
_diffrn_reflns_number            72061
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.890
_diffrn_reflns_theta_full        26.000
_diffrn_reflns_theta_max         30.222
_diffrn_reflns_theta_min         1.796
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.506
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96763
_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            'metallic dark black'
_exptl_crystal_colour_lustre     metallic
_exptl_crystal_colour_modifier   dark
_exptl_crystal_colour_primary    black
_exptl_crystal_density_diffrn    1.445
_exptl_crystal_description       plate
_exptl_crystal_F_000             1932
_exptl_crystal_size_max          0.39
_exptl_crystal_size_mid          0.275
_exptl_crystal_size_min          0.069
_refine_diff_density_max         0.599
_refine_diff_density_min         -0.621
_refine_diff_density_rms         0.062
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.016
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     1257
_refine_ls_number_reflns         22617
_refine_ls_number_restraints     538
_refine_ls_restrained_S_all      1.045
_refine_ls_R_factor_all          0.0471
_refine_ls_R_factor_gt           0.0337
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0374P)^2^+2.4424P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0779
_refine_ls_wR_factor_ref         0.0846
_reflns_Friedel_coverage         0.000
_reflns_number_gt                18380
_reflns_number_total             22617
_reflns_threshold_expression     'I > 2\s(I)'
_cod_data_source_file            c9dt00655a2.cif
_cod_data_source_block           SnIm2Pc2cryptNa2C6H4Cl2
_cod_depositor_comments
'Adding full bibliography for 7049308--7049311.cif.'
_cod_original_cell_volume        4270.73(14)
_cod_database_code               7049311
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C210  H0  N18  O12  Cl2  Sn1  Na2  '
_shelx_estimated_absorpt_t_max   0.966
_shelx_estimated_absorpt_t_min   0.827
_reflns_odcompleteness_completeness 99.95
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     27.04
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Restrained distances
 Na5-O502 \\sim Na5-O507
 with sigma of 0.02
 O502-C504 \\sim O507-C521
 with sigma of 0.02
 O502-C505 \\sim O507-C520
 with sigma of 0.02
 C503-C504 \\sim C503-C521
 with sigma of 0.02
 Na5-C504 \\sim Na5-C521
 with sigma of 0.04
 Na5-C505 \\sim Na5-C520
 with sigma of 0.04
 O502-C503 \\sim O507-C503
 with sigma of 0.04
 N502-C505 \\sim N502-C520
 with sigma of 0.04
 C504-C505 \\sim C521-C520
 with sigma of 0.04
 Cl81-C81 \\sim Cl1-C1
 with sigma of 0.02
 C81-C82 \\sim C1-C2
 with sigma of 0.02
 C81-C86 \\sim C1-C6
 with sigma of 0.02
 Cl82-C82 \\sim Cl2-C2
 with sigma of 0.02
 C82-C83 \\sim C2-C3
 with sigma of 0.02
 C83-C84 \\sim C3-C4
 with sigma of 0.02
 C84-C85 \\sim C4-C5
 with sigma of 0.02
 C85-C86 \\sim C5-C6
 with sigma of 0.02
 Cl81-C82 \\sim Cl1-C2
 with sigma of 0.04
 Cl81-C86 \\sim Cl1-C6
 with sigma of 0.04
 C81-Cl82 \\sim C1-Cl2
 with sigma of 0.04
 C81-C83 \\sim C1-C3
 with sigma of 0.04
 C81-C85 \\sim C1-C5
 with sigma of 0.04
 Cl82-C83 \\sim Cl2-C3
 with sigma of 0.04
 C82-C84 \\sim C2-C4
 with sigma of 0.04
 C82-C86 \\sim C2-C6
 with sigma of 0.04
 C83-C85 \\sim C3-C5
 with sigma of 0.04
 C84-C86 \\sim C4-C6
 with sigma of 0.04
 C506-C505 \\sim C520-C506
 with sigma of 0.02
3. Rigid bond restraints
 C81, C82, C83, C84, C85, C86, Cl81, Cl82
 with sigma for 1-2 distances of 0.01 and sigma for 1-3 distances of 0.01
4. Uiso/Uaniso restraints and constraints
Cl81 \\sim Cl1 \\sim Cl2 \\sim Cl82: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.008
C81 \\sim C82 \\sim C83 \\sim C84 \\sim C85 \\sim C86 \\sim C1 \\sim C2 \\sim
C3 \\sim C4 \\sim C5 \\sim C6: within 1.7A with sigma of 0.004 and sigma for
terminal atoms of 0.008
Cl91 \\sim Cl92 \\sim Cl71 \\sim Cl72: within 1.7A with sigma of 0.004 and
sigma for terminal atoms of 0.008
C91 \\sim C92 \\sim C93 \\sim C94 \\sim C95 \\sim C96 \\sim C71 \\sim C72 \\sim
C73 \\sim C74 \\sim C75 \\sim C76: within 1.7A with sigma of 0.004 and sigma
for terminal atoms of 0.008
C510 \\sim C509 \\sim C520 \\sim C506 \\sim C505: within 1.7A with sigma of
0.004 and sigma for terminal atoms of 0.008
Uanis(O502) = Uanis(O507)
Uanis(C504) = Uanis(C521)
Uanis(C505) = Uanis(C520)
Uanis(O508) = Uanis(O503)
Uanis(O504) = Uanis(O509)
5. Same fragment restrains
{C81, C82, C83, C84, C85, C86, Cl81, Cl82} sigma for 1-2: 0.001, 1-3: 0.001
as
{C71, C72, C73, C74, C75, C76, Cl71, Cl72}
{C81, C82, C83, C84, C85, C86, Cl81, Cl82} sigma for 1-2: 0.001, 1-3: 0.001
as
{C91, C92, C93, C94, C95, C96, Cl91, Cl92}
{C81, C82, C83, C84, C85, C86, Cl81, Cl82} sigma for 1-2: 0.001, 1-3: 0.001
as
{C1, C2, C3, C4, C5, C6, Cl1, Cl2}
6. Others
 Sof(H50G)=Sof(H50H)=Sof(H50O)=Sof(H50P)=Sof(O507)=Sof(C520)=Sof(H52A)=
 Sof(H52B)=Sof(C521)=Sof(H52C)=Sof(H52D)=1-FVAR(1)
 Sof(O502)=Sof(H50E)=Sof(H50F)=Sof(C504)=Sof(H50I)=Sof(H50J)=Sof(C505)=
 Sof(H50K)=Sof(H50L)=Sof(H50M)=Sof(H50N)=FVAR(1)
 Sof(C91)=Sof(C92)=Sof(C93)=Sof(H93)=Sof(C94)=Sof(H94)=Sof(C95)=Sof(H95)=
 Sof(C96)=Sof(H96)=Sof(Cl91)=Sof(Cl92)=1-FVAR(2)
 Sof(C71)=Sof(C72)=Sof(C73)=Sof(H73)=Sof(C74)=Sof(H74)=Sof(C75)=Sof(H75)=
 Sof(C76)=Sof(H76)=Sof(Cl71)=Sof(Cl72)=FVAR(2)
 Sof(C1)=Sof(C2)=Sof(C3)=Sof(H3)=Sof(C4)=Sof(H4)=Sof(C5)=Sof(H5)=Sof(C6)=
 Sof(H6)=Sof(Cl1)=Sof(Cl2)=1-FVAR(3)
 Sof(C81)=Sof(C82)=Sof(C83)=Sof(H83)=Sof(C84)=Sof(H84)=Sof(C85)=Sof(H85)=
 Sof(C86)=Sof(H86)=Sof(Cl81)=Sof(Cl82)=FVAR(3)
 Sof(H50U)=Sof(H50V)=Sof(H50Y)=Sof(H)=Sof(O508)=1-FVAR(4)
 Sof(O503)=Sof(H50S)=Sof(H50T)=Sof(H50W)=Sof(H50X)=FVAR(4)
 Sof(H51C)=Sof(H51D)=Sof(H51G)=Sof(H51H)=Sof(O509)=1-FVAR(5)
 Sof(O504)=Sof(H51A)=Sof(H51B)=Sof(H51E)=Sof(H51F)=FVAR(5)
7.a Secondary CH2 refined with riding coordinates:
 C501(H50A,H50B), C502(H50C,H50D), C503(H50E,H50F), C503(H50G,H50H), C504(H50I,
 H50J), C505(H50K,H50L), C506(H50M,H50N), C506(H50O,H50P), C507(H50Q,H50R),
 C508(H50S,H50T), C508(H50U,H50V), C509(H50W,H50X), C509(H50Y,H), C510(H51A,
 H51B), C510(H51C,H51D), C511(H51E,H51F), C511(H51G,H51H), C512(H51I,H51J),
 C513(H51K,H51L), C514(H51M,H51N), C515(H51O,H51P), C516(H51Q,H51R), C517(H51S,
 H51T), C518(H51U,H51V), C520(H52A,H52B), C521(H52C,H52D), C601(H60A,H60B),
 C602(H60C,H60D), C603(H60E,H60F), C604(H60G,H60H), C605(H60I,H60J), C606(H60K,
 H60L), C607(H60M,H60N), C608(H60O,H60P), C609(H60Q,H60R), C610(H61A,H61B),
 C611(H61C,H61D), C612(H61E,H61F), C613(H61G,H61H), C614(H61I,H61J), C615(H61K,
 H61L), C616(H61M,H61N), C617(H61O,H61P), C618(H61Q,H61R)
7.b Aromatic/amide H refined with riding coordinates:
 C103(H103), C104(H104), C105(H105), C106(H106), C111(H111), C112(H112),
 C113(H113), C114(H114), C201(H201), C202(H202), C203(H203), C304(H304),
 C305(H305), C306(H306), C307(H307), C312(H312), C313(H313), C314(H314),
 C315(H315), C401(H401), C402(H402), C403(H403), C83(H83), C84(H84), C85(H85),
 C86(H86), C73(H73), C74(H74), C75(H75), C76(H76), C93(H93), C94(H94), C95(H95),
  C96(H96), C3(H3), C4(H4), C5(H5), C6(H6)
;
_shelx_res_checksum              64836
_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 1.058
_oxdiff_exptl_absorpt_empirical_full_min 0.965