Subtle C‒H···Hal (Hal = Cl, Br) Bonding as Predominant Synthon in the Assembly of Supramolecular Architectures Based on Luminescent Tin(IV) Complexes. Crystallography, Hirshfeld Surfaces, DFT Calculations, and Fluorescence
Guzmán-Percástegui, Edmundo; Alvarado-Rodríguez, José G.; Cruz-Borbolla, Julián; Andrade-López, Noemí; Vázquez-García, Rosa A.; Nava-Galindo, Rigo N.; Pandiyan, Thangarasu; Crystal Growth & Design 14 (2014) 3742–; doi:10.1021/cg401818k

data_4511535
_publ_contact_author             'Jose Guadalupe Alvarado Rodriguez'
_publ_section_title
;
 Subtle C--H&#x00B7;&#x00B7;&#x00B7;Hal (Hal = Cl, Br) Bonding as
 Predominant Synthon in the Assembly of Supramolecular Architectures Based
 on Luminescent Tin(IV) Complexes. Crystallography, Hirshfeld Surfaces,
 DFT Calculations, and Fluorescence
;
_journal_issue                   8
_journal_name_full               'Crystal Growth &amp; Design'
_journal_page_first              3742
_journal_paper_doi               10.1021/cg401818k
_journal_volume                  14
_journal_year                    2014
_chemical_formula_moiety         'C18 H14 Cl2 N2 O Sn, C7 H8'
_chemical_formula_sum            'C25 H22 Cl2 N2 O Sn'
_chemical_formula_weight         556.04
_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     heavy
_atom_sites_solution_secondary   difmap
_audit_creation_method
;
  Olex2 1.2
  (compiled May  9 2012 12:37:22, GUI svn.r4230)
;
_cell_angle_alpha                104.361(3)
_cell_angle_beta                 94.016(3)
_cell_angle_gamma                98.977(3)
_cell_formula_units_Z            2
_cell_length_a                   9.3066(4)
_cell_length_b                   9.5240(4)
_cell_length_c                   14.0942(5)
_cell_measurement_reflns_used    24039
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      26.3142
_cell_measurement_theta_min      2.9972
_cell_volume                     1187.65(9)
_computing_cell_refinement
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
;
_computing_structure_refinement
;
XL, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_computing_structure_solution
;
XS, G.M. Sheldrick, Acta Cryst.
(2008). A64, 112-122
;
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 10.3659
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_details
;
  1 omega  -71.00  -22.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  129.0000 -177.1457 49

  2 omega  -17.00   78.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241   77.0000 -180.0000 95

  3 omega  -62.00   37.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  -57.0000  -90.0000 99

  4 omega  -29.00   53.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  -95.0000   34.3831 82

  5 omega    5.00   62.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241   57.0000  -60.0000 57

  6 omega  -61.00   42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  -57.0000  120.0000 103

  7 omega  -11.00   91.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241   77.0000   30.0000 102

  8 omega  -84.00  -33.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  149.0000  146.4034 51

  9 omega  -25.00   31.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  -99.0000  -90.0000 56

 10 omega   35.00  102.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  178.0000   60.0000 67

 11 omega  -14.00   89.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241   37.0000 -120.0000 103

 12 omega  -62.00   42.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  -57.0000   90.0000 104

 13 omega  -14.00   89.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241   37.0000   90.0000 103

 14 omega  -85.00   19.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  -57.0000  -90.0000 104

 15 omega  -86.00  -35.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  152.0000   79.3451 51

 16 omega  -72.00  -22.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  131.0000   -8.0197 50

 17 omega  -64.00  -13.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  118.0000 -138.0000 51

 18 omega  -68.00  -17.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616  124.0000  -53.5323 51

 19 omega  -25.00   54.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  -99.0000  -60.0000 79

 20 omega  -37.00   65.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -      -10.8616   37.0000  -30.0000 102

 21 omega   35.00   99.00   1.0000   25.0000
omega____ theta____ kappa____ phi______ frames
    -       12.4241  178.0000 -150.0000 64
;
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini'
_diffrn_measurement_method       '\w scans'
_diffrn_orient_matrix_UB_11      0.0169923000
_diffrn_orient_matrix_UB_12      0.0280176000
_diffrn_orient_matrix_UB_13      0.0517924000
_diffrn_orient_matrix_UB_21      0.0532324000
_diffrn_orient_matrix_UB_22      -0.0459199000
_diffrn_orient_matrix_UB_23      -0.0006164000
_diffrn_orient_matrix_UB_31      0.0539356000
_diffrn_orient_matrix_UB_32      0.0566847000
_diffrn_orient_matrix_UB_33      -0.0071538000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0278
_diffrn_reflns_av_unetI/netI     0.0132
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            49031
_diffrn_reflns_theta_full        26.37
_diffrn_reflns_theta_max         26.37
_diffrn_reflns_theta_min         3.00
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.320
_exptl_absorpt_correction_T_max  0.954
_exptl_absorpt_correction_T_min  0.692
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.15 (release 03-08-2011 CrysAlis171 .NET)
(compiled Aug  3 2011,13:03:54)
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)
;
_exptl_crystal_density_diffrn    1.555
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Plate
_exptl_crystal_F_000             556
_exptl_crystal_size_max          0.4885
_exptl_crystal_size_mid          0.1273
_exptl_crystal_size_min          0.0499
_refine_diff_density_max         0.342
_refine_diff_density_min         -0.221
_refine_diff_density_rms         0.046
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.033
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     281
_refine_ls_number_reflns         4846
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.033
_refine_ls_R_factor_all          0.0232
_refine_ls_R_factor_gt           0.0199
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[\s^2^(Fo^2^)+(0.0257P)^2^+0.4190P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0484
_refine_ls_wR_factor_ref         0.0502
_reflns_number_gt                4460
_reflns_number_total             4846
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            cg401818k_si_001.cif
_cod_data_source_block           4_[Sn(PyNO)(Ph)Cl2]_C7H8
_cod_depositor_comments
'Adding full bibliography for 4511532--4511537.cif.'
_cod_original_cell_volume        1187.65(8)
_cod_database_code               4511535
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     26.32