#------------------------------------------------------------------------------
#$Date: 2021-11-15 12:08:01 +0200 (Mon, 15 Nov 2021) $
#$Revision: 270654 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/56/52/1565220.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_1565220
loop_
_publ_author_name
'Kuriakose, Daly'
'Prathapachandra Kurup, M.R.'
_publ_section_title
;
 Supramolecular frameworks formed via hydrogen bonding and non-covalent
 interactions and interaction energy calculations of solvent coordinated
 cis-dioxomolybdenum(VI) complexes derived from ONO donor aroylhydrazone:
 Cytotoxicity studies
;
_journal_name_full               'Inorganica Chimica Acta'
_journal_page_first              119472
_journal_paper_doi               10.1016/j.ica.2020.119472
_journal_volume                  505
_journal_year                    2020
_chemical_formula_moiety         'C21 H17 I2 Mo N3 O5'
_chemical_formula_sum            'C21 H17 I2 Mo N3 O5'
_chemical_formula_weight         741.12
_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_Hall           '-P 1'
_space_group_name_H-M_alt        'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-2018/1
_cell_angle_alpha                110.506(2)
_cell_angle_beta                 99.493(2)
_cell_angle_gamma                90.853(2)
_cell_formula_units_Z            2
_cell_length_a                   8.4410(4)
_cell_length_b                   12.1874(6)
_cell_length_c                   12.3119(5)
_cell_measurement_reflns_used    4854
_cell_measurement_temperature    296(2)
_cell_measurement_theta_max      28.294
_cell_measurement_theta_min      1.790
_cell_volume                     1166.45(9)
_computing_cell_refinement       'APEX2/SAINT (Bruker, 2004)'
_computing_data_collection       'APEX2 (Bruker, 2004)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2004)'
_computing_molecular_graphics
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_refinement  'SHELXL-2018/1 (Sheldrick, 2018)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.979
_diffrn_measurement_device_type  'Bruker axs kappa apex2 CCD Diffractometer'
_diffrn_measurement_method       'ω and φ scan'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0228
_diffrn_reflns_av_unetI/netI     0.0273
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.979
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            14221
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.979
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.294
_diffrn_reflns_theta_min         1.790
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    3.246
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Bruker, 2004)'
_exptl_crystal_colour            orange
_exptl_crystal_density_diffrn    2.110
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             704
_exptl_crystal_size_max          0.450
_exptl_crystal_size_mid          0.400
_exptl_crystal_size_min          0.350
_exptl_transmission_factor_max   0.321
_exptl_transmission_factor_min   0.253
_refine_diff_density_max         1.469
_refine_diff_density_min         -1.776
_refine_diff_density_rms         0.109
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.968
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     289
_refine_ls_number_reflns         5794
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.968
_refine_ls_R_factor_all          0.0360
_refine_ls_R_factor_gt           0.0284
_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/[σ²(Fo²)+(0.0394P)²+2.1348P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0742
_refine_ls_wR_factor_ref         0.0801
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                4854
_reflns_number_total             5794
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            Complex4.cif
_cod_data_source_block           shelx
_cod_database_code               1565220
_shelx_shelxl_version_number     2018/1
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.3484(4) 0.2397(3) -0.1618(3) 0.0275(6) Uani 1 1 d . . . . .
C2 C 0.4033(4) 0.1557(3) -0.2562(3) 0.0322(7) Uani 1 1 d . . . . .
C3 C 0.3936(5) 0.1703(3) -0.3635(3) 0.0409(8) Uani 1 1 d . . . . .
H3 H 0.432706 0.114837 -0.424706 0.049 Uiso 1 1 calc R U . . .
C4 C 0.3258(5) 0.2671(3) -0.3800(3) 0.0385(8) Uani 1 1 d . . . . .
C5 C 0.2679(4) 0.3499(3) -0.2896(3) 0.0343(7) Uani 1 1 d . . . . .
H5 H 0.220705 0.414183 -0.301682 0.041 Uiso 1 1 calc R U . . .
C6 C 0.2799(4) 0.3375(3) -0.1805(3) 0.0279(6) Uani 1 1 d . . . . .
C7 C 0.2231(4) 0.4311(3) -0.0883(3) 0.0273(6) Uani 1 1 d . . . . .
H7 H 0.165752 0.487500 -0.109197 0.033 Uiso 1 1 calc R U . . .
C8 C 0.2354(4) 0.5419(3) 0.2051(3) 0.0276(6) Uani 1 1 d . . . . .
C9 C 0.1993(4) 0.6437(3) 0.3033(3) 0.0304(6) Uani 1 1 d . . . . .
C10 C 0.2016(4) 0.6344(3) 0.4130(3) 0.0347(7) Uani 1 1 d . . . . .
H10 H 0.224574 0.564267 0.424123 0.042 Uiso 1 1 calc R U . . .
C11 C 0.1693(5) 0.7313(3) 0.5062(3) 0.0428(9) Uani 1 1 d . . . . .
C12 C 0.1369(6) 0.8355(4) 0.4887(4) 0.0574(12) Uani 1 1 d . . . . .
H12 H 0.116260 0.900236 0.550894 0.069 Uiso 1 1 calc R U . . .
C13 C 0.1350(7) 0.8439(4) 0.3804(4) 0.0581(12) Uani 1 1 d . . . . .
H13 H 0.112509 0.914222 0.369532 0.070 Uiso 1 1 calc R U . . .
C14 C 0.1665(5) 0.7484(3) 0.2869(3) 0.0448(9) Uani 1 1 d . . . . .
H14 H 0.165658 0.754609 0.213678 0.054 Uiso 1 1 calc R U . . .
C15 C 0.1992(7) 0.6288(4) 0.6400(4) 0.0657(14) Uani 1 1 d . . . . .
H15A H 0.194769 0.642149 0.721002 0.099 Uiso 1 1 calc R U . . .
H15B H 0.119704 0.567003 0.589820 0.099 Uiso 1 1 calc R U . . .
H15C H 0.304346 0.606539 0.624879 0.099 Uiso 1 1 calc R U . . .
C16 C 0.1007(4) 0.1606(3) 0.1324(3) 0.0302(6) Uani 1 1 d . . . . .
H16 H 0.194079 0.139205 0.169110 0.036 Uiso 1 1 calc R U . . .
C17 C -0.0445(4) 0.1041(3) 0.1295(3) 0.0327(7) Uani 1 1 d . . . . .
C18 C -0.1823(4) 0.1359(3) 0.0736(3) 0.0399(8) Uani 1 1 d . . . . .
H18 H -0.282639 0.100313 0.069049 0.048 Uiso 1 1 calc R U . . .
C19 C -0.1696(4) 0.2208(3) 0.0248(3) 0.0381(8) Uani 1 1 d . . . . .
H19 H -0.261248 0.242745 -0.013303 0.046 Uiso 1 1 calc R U . . .
C20 C -0.0203(4) 0.2727(3) 0.0328(3) 0.0308(6) Uani 1 1 d . . . . .
H20 H -0.013408 0.330341 -0.000027 0.037 Uiso 1 1 calc R U . . .
C21 C -0.0454(5) 0.0135(3) 0.1859(4) 0.0443(9) Uani 1 1 d . . . . .
H21A H 0.062919 0.005502 0.219233 0.066 Uiso 1 1 calc R U . . .
H21B H -0.108868 0.037362 0.247003 0.066 Uiso 1 1 calc R U . . .
H21C H -0.090979 -0.060505 0.127565 0.066 Uiso 1 1 calc R U . . .
N1 N 0.2474(3) 0.4404(2) 0.0199(2) 0.0264(5) Uani 1 1 d . . . . .
N2 N 0.1940(3) 0.5407(2) 0.0979(2) 0.0293(5) Uani 1 1 d . . . . .
N3 N 0.1163(3) 0.2436(2) 0.0860(2) 0.0273(5) Uani 1 1 d . . . . .
O1 O 0.3588(3) 0.22197(19) -0.0595(2) 0.0318(5) Uani 1 1 d . . . . .
O2 O 0.3072(3) 0.4562(2) 0.23066(19) 0.0321(5) Uani 1 1 d . . . . .
O3 O 0.1682(5) 0.7329(3) 0.6168(2) 0.0641(9) Uani 1 1 d . . . . .
O4 O 0.5639(3) 0.3999(2) 0.1109(3) 0.0425(6) Uani 1 1 d . . . . .
O5 O 0.4381(3) 0.2371(2) 0.1815(2) 0.0377(5) Uani 1 1 d . . . . .
Mo1 Mo 0.38807(3) 0.32745(2) 0.10433(2) 0.02542(7) Uani 1 1 d . . . . .
I1 I 0.49839(3) 0.00540(2) -0.23548(2) 0.04502(8) Uani 1 1 d . . . . .
I2 I 0.31640(5) 0.29100(3) -0.54159(2) 0.06335(11) Uani 1 1 d . . . . .
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'
Mo Mo -1.6832 0.6857 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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 C1 C2 119.1(3) . .
O1 C1 C6 122.9(3) . .
C2 C1 C6 118.0(3) . .
C3 C2 C1 120.9(3) . .
C3 C2 I1 119.4(2) . .
C1 C2 I1 119.7(2) . .
C2 C3 C4 120.1(3) . .
C2 C3 H3 120.0 . .
C4 C3 H3 120.0 . .
C5 C4 C3 120.4(3) . .
C5 C4 I2 119.6(3) . .
C3 C4 I2 120.0(2) . .
C4 C5 C6 120.1(3) . .
C4 C5 H5 120.0 . .
C6 C5 H5 120.0 . .
C5 C6 C1 120.5(3) . .
C5 C6 C7 116.8(3) . .
C1 C6 C7 122.7(3) . .
N1 C7 C6 123.7(3) . .
N1 C7 H7 118.2 . .
C6 C7 H7 118.2 . .
N2 C8 O2 123.4(3) . .
N2 C8 C9 118.5(3) . .
O2 C8 C9 118.1(3) . .
C14 C9 C10 120.3(3) . .
C14 C9 C8 120.2(3) . .
C10 C9 C8 119.5(3) . .
C9 C10 C11 119.4(3) . .
C9 C10 H10 120.3 . .
C11 C10 H10 120.3 . .
O3 C11 C12 115.5(3) . .
O3 C11 C10 124.7(3) . .
C12 C11 C10 119.7(3) . .
C13 C12 C11 120.5(4) . .
C13 C12 H12 119.7 . .
C11 C12 H12 119.7 . .
C12 C13 C14 120.4(4) . .
C12 C13 H13 119.8 . .
C14 C13 H13 119.8 . .
C9 C14 C13 119.6(3) . .
C9 C14 H14 120.2 . .
C13 C14 H14 120.2 . .
O3 C15 H15A 109.5 . .
O3 C15 H15B 109.5 . .
H15A C15 H15B 109.5 . .
O3 C15 H15C 109.5 . .
H15A C15 H15C 109.5 . .
H15B C15 H15C 109.5 . .
N3 C16 C17 124.7(3) . .
N3 C16 H16 117.6 . .
C17 C16 H16 117.6 . .
C18 C17 C16 117.0(3) . .
C18 C17 C21 123.6(3) . .
C16 C17 C21 119.4(3) . .
C19 C18 C17 119.4(3) . .
C19 C18 H18 120.3 . .
C17 C18 H18 120.3 . .
C18 C19 C20 119.5(3) . .
C18 C19 H19 120.3 . .
C20 C19 H19 120.3 . .
N3 C20 C19 122.7(3) . .
N3 C20 H20 118.6 . .
C19 C20 H20 118.6 . .
C17 C21 H21A 109.5 . .
C17 C21 H21B 109.5 . .
H21A C21 H21B 109.5 . .
C17 C21 H21C 109.5 . .
H21A C21 H21C 109.5 . .
H21B C21 H21C 109.5 . .
C7 N1 N2 115.8(3) . .
C7 N1 Mo1 128.4(2) . .
N2 N1 Mo1 115.38(18) . .
C8 N2 N1 109.0(3) . .
C16 N3 C20 116.6(3) . .
C16 N3 Mo1 117.4(2) . .
C20 N3 Mo1 125.9(2) . .
C1 O1 Mo1 133.3(2) . .
C8 O2 Mo1 119.72(19) . .
C11 O3 C15 118.2(3) . .
O4 Mo1 O5 105.09(12) . .
O4 Mo1 O1 98.30(12) . .
O5 Mo1 O1 103.45(11) . .
O4 Mo1 O2 97.20(12) . .
O5 Mo1 O2 98.10(11) . .
O1 Mo1 O2 149.05(9) . .
O4 Mo1 N1 91.41(11) . .
O5 Mo1 N1 161.82(10) . .
O1 Mo1 N1 81.17(9) . .
O2 Mo1 N1 71.81(9) . .
O4 Mo1 N3 172.08(11) . .
O5 Mo1 N3 82.55(10) . .
O1 Mo1 N3 81.63(9) . .
O2 Mo1 N3 79.41(9) . .
N1 Mo1 N3 80.75(9) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
C1 O1 1.340(4) .
C1 C2 1.404(4) .
C1 C6 1.406(4) .
C2 C3 1.384(5) .
C2 I1 2.090(3) .
C3 C4 1.382(5) .
C3 H3 0.9300 .
C4 C5 1.380(5) .
C4 I2 2.099(3) .
C5 C6 1.392(4) .
C5 H5 0.9300 .
C6 C7 1.452(4) .
C7 N1 1.278(4) .
C7 H7 0.9300 .
C8 N2 1.305(4) .
C8 O2 1.320(4) .
C8 C9 1.475(4) .
C9 C14 1.385(5) .
C9 C10 1.391(4) .
C10 C11 1.397(5) .
C10 H10 0.9300 .
C11 O3 1.357(4) .
C11 C12 1.384(6) .
C12 C13 1.370(6) .
C12 H12 0.9300 .
C13 C14 1.386(5) .
C13 H13 0.9300 .
C14 H14 0.9300 .
C15 O3 1.414(5) .
C15 H15A 0.9600 .
C15 H15B 0.9600 .
C15 H15C 0.9600 .
C16 N3 1.339(4) .
C16 C17 1.386(5) .
C16 H16 0.9300 .
C17 C18 1.383(5) .
C17 C21 1.496(5) .
C18 C19 1.377(5) .
C18 H18 0.9300 .
C19 C20 1.375(5) .
C19 H19 0.9300 .
C20 N3 1.345(4) .
C20 H20 0.9300 .
C21 H21A 0.9600 .
C21 H21B 0.9600 .
C21 H21C 0.9600 .
N1 N2 1.399(3) .
N1 Mo1 2.243(3) .
N3 Mo1 2.441(3) .
O1 Mo1 1.947(2) .
O2 Mo1 2.005(2) .
O4 Mo1 1.691(2) .
O5 Mo1 1.705(2) .
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
_geom_hbond_publ_flag
C16 H16 O5 0.93 2.32 2.882(4) 118.4 . yes
C16 H16 I1 0.93 3.31 4.212(3) 164.0 2_655 yes
C19 H19 O4 0.93 2.64 3.203(4) 119.8 1_455 yes
C20 H20 N1 0.93 2.49 3.084(4) 121.8 . yes
C20 H20 N2 0.93 2.65 3.434(4) 142.0 2_565 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
O1 C1 C2 C3 179.5(3) . . . .
C6 C1 C2 C3 1.4(5) . . . .
O1 C1 C2 I1 0.4(4) . . . .
C6 C1 C2 I1 -177.7(2) . . . .
C1 C2 C3 C4 -1.4(5) . . . .
I1 C2 C3 C4 177.7(3) . . . .
C2 C3 C4 C5 0.2(6) . . . .
C2 C3 C4 I2 178.5(3) . . . .
C3 C4 C5 C6 1.1(6) . . . .
I2 C4 C5 C6 -177.2(3) . . . .
C4 C5 C6 C1 -1.1(5) . . . .
C4 C5 C6 C7 177.2(3) . . . .
O1 C1 C6 C5 -178.1(3) . . . .
C2 C1 C6 C5 -0.1(5) . . . .
O1 C1 C6 C7 3.7(5) . . . .
C2 C1 C6 C7 -178.3(3) . . . .
C5 C6 C7 N1 -169.5(3) . . . .
C1 C6 C7 N1 8.7(5) . . . .
N2 C8 C9 C14 -18.3(5) . . . .
O2 C8 C9 C14 162.1(3) . . . .
N2 C8 C9 C10 162.9(3) . . . .
O2 C8 C9 C10 -16.7(5) . . . .
C14 C9 C10 C11 0.6(5) . . . .
C8 C9 C10 C11 179.3(3) . . . .
C9 C10 C11 O3 -179.9(4) . . . .
C9 C10 C11 C12 -0.6(6) . . . .
O3 C11 C12 C13 179.9(5) . . . .
C10 C11 C12 C13 0.6(7) . . . .
C11 C12 C13 C14 -0.4(8) . . . .
C10 C9 C14 C13 -0.4(6) . . . .
C8 C9 C14 C13 -179.1(4) . . . .
C12 C13 C14 C9 0.3(8) . . . .
N3 C16 C17 C18 0.6(5) . . . .
N3 C16 C17 C21 -179.4(3) . . . .
C16 C17 C18 C19 -0.3(5) . . . .
C21 C17 C18 C19 179.7(3) . . . .
C17 C18 C19 C20 -0.2(5) . . . .
C18 C19 C20 N3 0.5(5) . . . .
C6 C7 N1 N2 175.6(3) . . . .
C6 C7 N1 Mo1 3.0(5) . . . .
O2 C8 N2 N1 -3.8(4) . . . .
C9 C8 N2 N1 176.6(3) . . . .
C7 N1 N2 C8 -176.2(3) . . . .
Mo1 N1 N2 C8 -2.6(3) . . . .
C17 C16 N3 C20 -0.3(5) . . . .
C17 C16 N3 Mo1 -180.0(3) . . . .
C19 C20 N3 C16 -0.2(5) . . . .
C19 C20 N3 Mo1 179.3(2) . . . .
C2 C1 O1 Mo1 149.5(2) . . . .
C6 C1 O1 Mo1 -32.5(4) . . . .
N2 C8 O2 Mo1 9.3(4) . . . .
C9 C8 O2 Mo1 -171.1(2) . . . .
C12 C11 O3 C15 179.6(5) . . . .
C10 C11 O3 C15 -1.1(7) . . . .
