#------------------------------------------------------------------------------
#$Date: 2022-01-06 10:15:08 +0200 (Thu, 06 Jan 2022) $
#$Revision: 271824 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/59/1565919.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1565919
loop_
_publ_author_name
'Debnath, Paresh'
'Das, Ankit'
'Singh, Keisham Surjit'
'Yama, Tage'
'Singh, S.Sureshkumar'
'Butcher, Ray J.'
'Sieroń, Lesław'
'Maniukiewicz, Waldemar'
_publ_section_title
;
 Synthesis, structural characterization and antimicrobial activities of
 triorganotin(IV)azo-carboxylates derived from ortho/para-amino benzoic
 acids and β-naphthol
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119172
_journal_paper_doi               10.1016/j.ica.2019.119172
_journal_volume                  498
_journal_year                    2019
_chemical_formula_moiety         'C40 H40 N4 O6 Sn2'
_chemical_formula_sum            'C40 H40 N4 O6 Sn2'
_chemical_formula_weight         910.18
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_Int_Tables_number      14
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     difmap
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90
_cell_angle_beta                 104.318(2)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   12.9507(3)
_cell_length_b                   20.3589(5)
_cell_length_c                   7.0891(2)
_cell_measurement_reflns_used    14263
_cell_measurement_temperature    100.0(1)
_cell_measurement_theta_max      32.6240
_cell_measurement_theta_min      3.1620
_cell_volume                     1811.07(8)
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      100.0(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.8140
_diffrn_detector_type            'Pilatus 300K'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB Synergy, Dualflex, Pilatus 300K'
_diffrn_measurement_method       'ω scans'
_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  0.0272
_diffrn_reflns_av_unetI/netI     0.0203
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       24
_diffrn_reflns_limit_k_min       -24
_diffrn_reflns_limit_l_max       8
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            14184
_diffrn_reflns_theta_full        25.02
_diffrn_reflns_theta_max         25.02
_diffrn_reflns_theta_min         3.13
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'PhotonJet (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    1.433
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.427
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.40.45a (Rigaku Oxford Diffraction, 2019)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            Orange
_exptl_crystal_density_diffrn    1.669
_exptl_crystal_description       Plate
_exptl_crystal_F_000             912
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.21
_exptl_crystal_size_min          0.14
_refine_diff_density_max         0.355
_refine_diff_density_min         -0.308
_refine_diff_density_rms         0.059
_refine_ls_extinction_coef       0.00174(14)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     'SHELXL-2018/3 (Sheldrick 2018)'
_refine_ls_goodness_of_fit_ref   1.043
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     243
_refine_ls_number_reflns         3207
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.043
_refine_ls_R_factor_all          0.0182
_refine_ls_R_factor_gt           0.0171
_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/[σ²(Fo²)+(0.0154P)²+1.5525P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0415
_refine_ls_wR_factor_ref         0.0419
_reflns_number_gt                3056
_reflns_number_total             3207
_reflns_threshold_expression     I>2σ(I)
_cod_data_source_file            ICA-2019-498-119172.cif
_cod_data_source_block           ksp2
_cod_original_sg_symbol_H-M      'P 21/c'
_cod_database_code               1565919
_exptl_absorpt_empirical_full_min 0.770
_exptl_absorpt_empirical_full_max 1.675
_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Sn1 Sn Uani 0.29666(2) 0.49053(2) 0.51535(2) 1.000 0.0118(1) d . . .
O1 O Uani 0.31875(10) 0.38701(6) 0.5138(2) 1.000 0.0161(4) d . . .
O2 O Uani 0.49312(10) 0.39396(7) 0.5334(2) 1.000 0.0167(4) d . . .
O3 O Uani 0.73295(11) 0.38247(7) 0.5182(2) 1.000 0.0171(4) d . . .
N1 N Uani 0.60234(12) 0.28232(8) 0.5188(2) 1.000 0.0119(5) d . . .
N2 N Uani 0.68673(12) 0.24524(8) 0.5346(2) 1.000 0.0122(5) d . . .
C1 C Uani 0.29923(18) 0.50578(10) 0.2210(3) 1.000 0.0205(6) d . . .
C2 C Uani 0.41342(16) 0.52099(10) 0.7639(3) 1.000 0.0178(6) d . . .
C3 C Uani 0.14713(16) 0.47548(11) 0.5841(3) 1.000 0.0221(6) d . . .
C4 C Uani 0.41117(15) 0.36140(9) 0.5199(3) 1.000 0.0131(6) d . . .
C5 C Uani 0.41179(15) 0.28788(9) 0.5093(3) 1.000 0.0113(5) d . . .
C6 C Uani 0.31656(15) 0.25395(10) 0.4991(3) 1.000 0.0132(5) d . . .
C7 C Uani 0.31125(15) 0.18633(10) 0.4892(3) 1.000 0.0147(6) d . . .
C8 C Uani 0.40283(15) 0.15060(9) 0.4903(3) 1.000 0.0144(6) d . . .
C9 C Uani 0.49852(15) 0.18247(10) 0.5008(3) 1.000 0.0139(6) d . . .
C10 C Uani 0.50405(14) 0.25087(10) 0.5098(3) 1.000 0.0109(5) d . . .
C11 C Uani 0.78287(15) 0.27024(9) 0.5503(3) 1.000 0.0114(5) d . . .
C12 C Uani 0.80647(15) 0.34057(10) 0.5503(3) 1.000 0.0139(6) d . . .
C13 C Uani 0.91804(16) 0.35936(10) 0.5911(3) 1.000 0.0174(6) d . . .
C14 C Uani 0.99613(15) 0.31415(10) 0.6197(3) 1.000 0.0165(6) d . . .
C15 C Uani 0.97563(15) 0.24453(10) 0.6112(3) 1.000 0.0143(5) d . . .
C16 C Uani 1.05970(15) 0.19914(10) 0.6399(3) 1.000 0.0169(6) d . . .
C17 C Uani 1.04025(16) 0.13275(10) 0.6294(3) 1.000 0.0186(6) d . . .
C18 C Uani 0.93554(16) 0.11012(10) 0.5897(3) 1.000 0.0185(6) d . . .
C19 C Uani 0.85108(15) 0.15386(10) 0.5633(3) 1.000 0.0151(6) d . . .
C20 C Uani 0.86937(15) 0.22179(9) 0.5744(3) 1.000 0.0126(5) d . . .
H1 H Uiso 0.6066(18) 0.3235(12) 0.518(3) 1.000 0.019(6) d . . .
H1A H Uiso 0.35150 0.53992 0.21401 1.000 0.0310 c RU . .
H1B H Uiso 0.22845 0.51969 0.14645 1.000 0.0310 c RU . .
H1C H Uiso 0.31894 0.46478 0.16643 1.000 0.0310 c RU . .
H2A H Uiso 0.46318 0.48480 0.80990 1.000 0.0270 c RU . .
H2B H Uiso 0.37884 0.53362 0.86676 1.000 0.0270 c RU . .
H2C H Uiso 0.45245 0.55868 0.73030 1.000 0.0270 c RU . .
H3A H Uiso 0.15332 0.43910 0.67674 1.000 0.0330 c RU . .
H3B H Uiso 0.09284 0.46488 0.46498 1.000 0.0330 c RU . .
H3C H Uiso 0.12653 0.51555 0.64216 1.000 0.0330 c RU . .
H6 H Uiso 0.25385 0.27817 0.49891 1.000 0.0160 c RU . .
H7 H Uiso 0.24562 0.16439 0.48170 1.000 0.0180 c RU . .
H8 H Uiso 0.39975 0.10401 0.48375 1.000 0.0170 c RU . .
H9 H Uiso 0.56076 0.15763 0.50186 1.000 0.0170 c RU . .
H13 H Uiso 0.93627 0.40465 0.59769 1.000 0.0210 c RU . .
H14 H Uiso 1.06796 0.32877 0.64678 1.000 0.0200 c RU . .
H16 H Uiso 1.13109 0.21458 0.66704 1.000 0.0200 c RU . .
H17 H Uiso 1.09776 0.10249 0.64898 1.000 0.0220 c RU . .
H18 H Uiso 0.92186 0.06423 0.58075 1.000 0.0220 c RU . .
H19 H Uiso 0.78017 0.13765 0.53743 1.000 0.0180 c RU . .
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Sn Sn -0.6537 1.4246 ' International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
O1 Sn1 C1 96.04(7) . .
O1 Sn1 C2 103.05(7) . .
O1 Sn1 C3 89.41(7) . .
O1 Sn1 O3 174.62(5) . 3_666
C1 Sn1 C2 126.63(9) . .
C1 Sn1 C3 118.86(9) . .
O3 Sn1 C1 78.65(6) 3_666 .
C2 Sn1 C3 110.79(8) . .
O3 Sn1 C2 81.04(6) 3_666 .
O3 Sn1 C3 92.40(7) 3_666 .
Sn1 O1 C4 121.50(12) . .
Sn1 O3 C12 140.80(13) 3_666 .
N2 N1 C10 117.79(16) . .
N1 N2 C11 122.20(16) . .
N2 N1 H1 121.4(16) . .
C10 N1 H1 120.8(16) . .
O2 C4 C5 121.66(18) . .
O1 C4 C5 114.60(17) . .
O1 C4 O2 123.74(17) . .
C4 C5 C10 123.22(18) . .
C6 C5 C10 118.10(17) . .
C4 C5 C6 118.68(18) . .
C5 C6 C7 121.83(18) . .
C6 C7 C8 119.37(18) . .
C7 C8 C9 120.42(18) . .
C8 C9 C10 120.36(18) . .
N1 C10 C9 119.35(17) . .
C5 C10 C9 119.92(18) . .
N1 C10 C5 120.73(18) . .
C12 C11 C20 120.20(17) . .
N2 C11 C12 124.60(18) . .
N2 C11 C20 115.18(16) . .
C11 C12 C13 117.05(18) . .
O3 C12 C13 121.94(18) . .
O3 C12 C11 121.00(18) . .
C12 C13 C14 121.56(19) . .
C13 C14 C15 122.89(19) . .
C16 C15 C20 119.72(18) . .
C14 C15 C16 120.88(18) . .
C14 C15 C20 119.40(18) . .
C15 C16 C17 120.97(19) . .
C16 C17 C18 119.51(19) . .
C17 C18 C19 120.71(19) . .
C18 C19 C20 120.61(19) . .
C15 C20 C19 118.47(18) . .
C11 C20 C15 118.72(17) . .
C11 C20 C19 122.81(18) . .
Sn1 C1 H1A 109.00 . .
Sn1 C1 H1B 109.00 . .
Sn1 C1 H1C 109.00 . .
H1A C1 H1B 109.00 . .
H1A C1 H1C 109.00 . .
H1B C1 H1C 109.00 . .
Sn1 C2 H2A 109.00 . .
Sn1 C2 H2B 109.00 . .
Sn1 C2 H2C 109.00 . .
H2A C2 H2B 109.00 . .
H2A C2 H2C 109.00 . .
H2B C2 H2C 109.00 . .
Sn1 C3 H3A 109.00 . .
Sn1 C3 H3B 109.00 . .
Sn1 C3 H3C 109.00 . .
H3A C3 H3B 109.00 . .
H3A C3 H3C 109.00 . .
H3B C3 H3C 109.00 . .
C5 C6 H6 119.00 . .
C7 C6 H6 119.00 . .
C6 C7 H7 120.00 . .
C8 C7 H7 120.00 . .
C7 C8 H8 120.00 . .
C9 C8 H8 120.00 . .
C8 C9 H9 120.00 . .
C10 C9 H9 120.00 . .
C12 C13 H13 119.00 . .
C14 C13 H13 119.00 . .
C13 C14 H14 119.00 . .
C15 C14 H14 119.00 . .
C15 C16 H16 120.00 . .
C17 C16 H16 120.00 . .
C16 C17 H17 120.00 . .
C18 C17 H17 120.00 . .
C17 C18 H18 120.00 . .
C19 C18 H18 120.00 . .
C18 C19 H19 120.00 . .
C20 C19 H19 120.00 . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
Sn1 O1 2.1273(13) .
Sn1 C1 2.118(2) .
Sn1 C2 2.111(2) .
Sn1 C3 2.133(2) .
Sn1 O3 2.6161(15) 3_666
O1 C4 1.296(2) .
O2 C4 1.235(2) .
O3 C12 1.257(2) .
N1 N2 1.310(2) .
N1 C10 1.412(2) .
N2 C11 1.324(3) .
N1 H1 0.84(2) .
C4 C5 1.499(3) .
C5 C6 1.400(3) .
C5 C10 1.412(3) .
C6 C7 1.379(3) .
C7 C8 1.390(3) .
C8 C9 1.384(3) .
C9 C10 1.395(3) .
C11 C12 1.464(3) .
C11 C20 1.471(3) .
C12 C13 1.453(3) .
C13 C14 1.345(3) .
C14 C15 1.441(3) .
C15 C20 1.414(3) .
C15 C16 1.404(3) .
C16 C17 1.374(3) .
C17 C18 1.393(3) .
C18 C19 1.387(3) .
C19 C20 1.402(3) .
C1 H1A 0.9800 .
C1 H1B 0.9800 .
C1 H1C 0.9800 .
C2 H2A 0.9800 .
C2 H2B 0.9800 .
C2 H2C 0.9800 .
C3 H3A 0.9800 .
C3 H3B 0.9800 .
C3 H3C 0.9800 .
C6 H6 0.9500 .
C7 H7 0.9500 .
C8 H8 0.9500 .
C9 H9 0.9500 .
C13 H13 0.9500 .
C14 H14 0.9500 .
C16 H16 0.9500 .
C17 H17 0.9500 .
C18 H18 0.9500 .
C19 H19 0.9500 .
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1 O2 0.84(2) 2.08(2) 2.693(2) 130(2) .
N1 H1 O3 0.84(2) 2.03(2) 2.650(2) 130(2) .
