#------------------------------------------------------------------------------
#$Date: 2015-09-08 14:26:26 +0300 (Tue, 08 Sep 2015) $
#$Revision: 155212 $
#$URL: svn://www.crystallography.net/cod/cif/7/05/49/7054999.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_7054999
loop_
_publ_author_name
'Vrdoljak, Višnja'
'Prugovečki, Biserka'
'Pulić, Ivana'
'Cigler, Marko'
'Sviben, Dora'
'Parlov Vuković, Jelena'
'Novak, Predrag'
'Matković-Čalogović, Dubravka'
'Cindrić, Marina'
_publ_section_title
;
 Dioxidomolybdenum(vi) complexes with isoniazid-related hydrazones:
 solution-based, mechanochemical and UV-light assisted deprotonation
;
_journal_issue                   9
_journal_name_full               'New J. Chem.'
_journal_page_first              7322
_journal_paper_doi               10.1039/C5NJ01567G
_journal_volume                  39
_journal_year                    2015
_chemical_formula_sum            'C18 H15 Mo N3 O5'
_chemical_formula_weight         449.27
_chemical_name_systematic
'cis-dioxido-methanol-(2-oxo-1-naphthaldehyde isonicotinylhydrazonato-O,N,O)molybdenum(VI)'
_space_group_crystal_system      tetragonal
_space_group_IT_number           88
_space_group_name_Hall           '-I 4ad'
_space_group_name_H-M_alt        'I 41/a'
_symmetry_space_group_name_Hall  '-I 4ad'
_symmetry_space_group_name_H-M   'I 41/a :2'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_audit_update_record
;
2015-07-10 deposited with the CCDC.
2015-07-15 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_formula_units_Z            16
_cell_length_a                   25.2633(3)
_cell_length_b                   25.2633(3)
_cell_length_c                   11.2412(2)
_cell_measurement_reflns_used    6205
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.4965
_cell_measurement_theta_min      4.1048
_cell_volume                     7174.52(18)
_computing_cell_refinement       'CrysAlis RED (Oxford Diffraction,2010)'
_computing_data_collection       'CrysAlis CCD (Oxford Diffraction,2010)'
_computing_data_reduction        'CrysAlis RED (Oxford Diffraction,2010)'
_computing_molecular_graphics    'PLATON98 (Spek, 1990)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      295(2)
_diffrn_detector_area_resol_mean CCD
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.903
_diffrn_measurement_device_type  graphite
_diffrn_measurement_method       'Xcalibur CCD'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0362
_diffrn_reflns_av_unetI/netI     0.0388
_diffrn_reflns_laue_measured_fraction_full 0.995
_diffrn_reflns_laue_measured_fraction_max 0.903
_diffrn_reflns_limit_h_max       32
_diffrn_reflns_limit_h_min       -32
_diffrn_reflns_limit_k_max       33
_diffrn_reflns_limit_k_min       -26
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            14280
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.903
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         28.559
_diffrn_reflns_theta_min         4.284
_diffrn_source                   'fine-focus sealed tube'
_exptl_absorpt_coefficient_mu    0.767
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.96559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   multi-scan
_exptl_crystal_colour            red
_exptl_crystal_density_diffrn    1.664
_exptl_crystal_description       plate
_exptl_crystal_F_000             3616
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.10
_refine_diff_density_max         0.347
_refine_diff_density_min         -0.359
_refine_diff_density_rms         0.068
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.092
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     248
_refine_ls_number_reflns         4133
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.092
_refine_ls_R_factor_all          0.0470
_refine_ls_R_factor_gt           0.0343
_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)+(0.0211P)²+11.1836P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0632
_refine_ls_wR_factor_ref         0.0668
_reflns_Friedel_coverage         0.000
_reflns_number_gt                3522
_reflns_number_total             4133
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c5nj01567g2.cif
_cod_data_source_block           shelx
_cod_depositor_comments
'Adding full bibliography for 7054993--7055000.cif.'
_cod_original_cell_volume        7174.5(2)
_cod_database_code               7054999
_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.
;
_shelxl_version_number           2013-4
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y+1/2, z'
'-y+3/4, x+1/4, z+1/4'
'y+1/4, -x+1/4, z+1/4'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1, z+1/2'
'-y+5/4, x+3/4, z+3/4'
'y+3/4, -x+3/4, z+3/4'
'-x, -y, -z'
'x, y-1/2, -z'
'y-3/4, -x-1/4, -z-1/4'
'-y-1/4, x-1/4, -z-1/4'
'-x+1/2, -y+1/2, -z+1/2'
'x+1/2, y, -z+1/2'
'y-1/4, -x+1/4, -z+1/4'
'-y+1/4, x+1/4, -z+1/4'
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
C1 C 0.54028(10) 0.05191(10) 0.1008(2) 0.0176(5) Uani 1 1 d . .
H1 H 0.5470 0.0745 0.0372 0.021 Uiso 1 1 calc R U
C2 C 0.60895(9) -0.05362(10) 0.0037(2) 0.0157(5) Uani 1 1 d . .
C3 C 0.64134(9) -0.07351(10) -0.0960(2) 0.0172(5) Uani 1 1 d . .
C4 C 0.66369(10) -0.12364(10) -0.0945(2) 0.0190(5) Uani 1 1 d . .
H4 H 0.6589 -0.1461 -0.0299 0.023 Uiso 1 1 calc R U
C5 C 0.69336(10) -0.13938(11) -0.1921(2) 0.0243(6) Uani 1 1 d . .
H5 H 0.7081 -0.1731 -0.1912 0.029 Uiso 1 1 calc R U
C6 C 0.67972(11) -0.06099(12) -0.2876(2) 0.0296(6) Uani 1 1 d . .
H6 H 0.6849 -0.0394 -0.3537 0.036 Uiso 1 1 calc R U
C7 C 0.64942(11) -0.04171(11) -0.1955(2) 0.0245(6) Uani 1 1 d . .
H7 H 0.6346 -0.0080 -0.1996 0.029 Uiso 1 1 calc R U
C8 C 0.50340(9) 0.04347(9) 0.3041(2) 0.0158(5) Uani 1 1 d . .
C9 C 0.50829(9) 0.07138(10) 0.1968(2) 0.0167(5) Uani 1 1 d . .
C10 C 0.48109(9) 0.12147(9) 0.1835(2) 0.0167(5) Uani 1 1 d . .
C11 C 0.45057(9) 0.14111(10) 0.2803(2) 0.0185(5) Uani 1 1 d . .
C12 C 0.44641(10) 0.11059(10) 0.3857(2) 0.0187(5) Uani 1 1 d . .
H12 H 0.4255 0.1229 0.4478 0.022 Uiso 1 1 calc R U
C13 C 0.47234(10) 0.06360(10) 0.3982(2) 0.0186(5) Uani 1 1 d . .
H13 H 0.4696 0.0448 0.4690 0.022 Uiso 1 1 calc R U
C14 C 0.48247(10) 0.15198(10) 0.0778(2) 0.0213(5) Uani 1 1 d . .
H14 H 0.5014 0.1397 0.0125 0.026 Uiso 1 1 calc R U
C15 C 0.45623(11) 0.19928(10) 0.0707(2) 0.0248(6) Uani 1 1 d . .
H15 H 0.4570 0.2184 0.0000 0.030 Uiso 1 1 calc R U
C16 C 0.42813(11) 0.21945(10) 0.1684(3) 0.0274(6) Uani 1 1 d . .
H16 H 0.4116 0.2523 0.1633 0.033 Uiso 1 1 calc R U
C17 C 0.42519(10) 0.19058(10) 0.2708(2) 0.0231(6) Uani 1 1 d . .
H17 H 0.4062 0.2037 0.3351 0.028 Uiso 1 1 calc R U
C18 C 0.68114(11) -0.05076(12) 0.2945(3) 0.0356(7) Uani 1 1 d . .
H18A H 0.7107 -0.0282 0.3120 0.053 Uiso 1 1 calc R U
H18B H 0.6886 -0.0711 0.2244 0.053 Uiso 1 1 calc R U
H18C H 0.6750 -0.0742 0.3603 0.053 Uiso 1 1 calc R U
O1 O 0.60097(7) -0.08560(6) 0.09563(14) 0.0178(4) Uani 1 1 d . .
O2 O 0.52967(7) -0.00208(7) 0.32605(14) 0.0194(4) Uani 1 1 d . .
O3 O 0.49513(7) -0.08332(7) 0.17835(16) 0.0263(4) Uani 1 1 d . .
O4 O 0.57509(7) -0.10592(7) 0.33149(15) 0.0239(4) Uani 1 1 d . .
O5 O 0.63494(7) -0.01904(7) 0.27475(15) 0.0215(4) Uani 1 1 d D .
Mo Mo 0.55420(2) -0.06083(2) 0.22894(2) 0.01578(7) Uani 1 1 d . .
N1 N 0.56026(8) 0.00496(8) 0.09767(17) 0.0166(4) Uani 1 1 d . .
N2 N 0.59048(8) -0.00595(8) -0.00359(17) 0.0184(5) Uani 1 1 d . .
N3 N 0.70206(9) -0.10888(9) -0.28762(19) 0.0266(5) Uani 1 1 d . .
H20 H 0.6311(13) 0.0050(9) 0.332(2) 0.046(10) Uiso 1 1 d 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'
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'
N N 0.0061 0.0033 '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
N1 C1 C9 123.8(2)
N2 C2 O1 124.1(2)
N2 C2 C3 118.0(2)
O1 C2 C3 117.9(2)
C4 C3 C7 118.5(2)
C4 C3 C2 121.8(2)
C7 C3 C2 119.7(2)
C3 C4 C5 118.2(2)
N3 C5 C4 123.9(2)
N3 C6 C7 123.7(3)
C6 C7 C3 118.8(2)
O2 C8 C9 122.8(2)
O2 C8 C13 116.3(2)
C9 C8 C13 120.8(2)
C8 C9 C1 121.6(2)
C8 C9 C10 119.1(2)
C1 C9 C10 119.3(2)
C14 C10 C11 117.7(2)
C14 C10 C9 123.4(2)
C11 C10 C9 118.8(2)
C17 C11 C12 120.8(2)
C17 C11 C10 119.8(2)
C12 C11 C10 119.3(2)
C13 C12 C11 121.6(2)
C12 C13 C8 120.2(2)
C15 C14 C10 120.8(2)
C14 C15 C16 121.1(2)
C17 C16 C15 119.6(2)
C16 C17 C11 120.9(2)
C2 O1 Mo 118.74(15)
C8 O2 Mo 134.79(15)
C18 O5 Mo 119.27(16)
O3 Mo O4 105.99(9)
O3 Mo O2 99.42(8)
O4 Mo O2 103.25(8)
O3 Mo O1 99.39(8)
O4 Mo O1 96.57(8)
O2 Mo O1 147.62(7)
O3 Mo N1 95.07(8)
O4 Mo N1 157.72(8)
O2 Mo N1 79.88(7)
O1 Mo N1 72.41(7)
O3 Mo O5 170.64(8)
O4 Mo O5 83.31(8)
O2 Mo O5 79.11(7)
O1 Mo O5 78.06(6)
N1 Mo O5 75.57(7)
C1 N1 N2 114.7(2)
C1 N1 Mo 129.89(16)
N2 N1 Mo 115.45(14)
C2 N2 N1 109.21(19)
C6 N3 C5 116.9(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 N1 1.289(3)
C1 C9 1.436(3)
C2 N2 1.294(3)
C2 O1 1.327(3)
C2 C3 1.476(3)
C3 C4 1.387(3)
C3 C7 1.392(3)
C4 C5 1.387(3)
C5 N3 1.340(3)
C6 N3 1.335(3)
C6 C7 1.377(3)
C8 O2 1.351(3)
C8 C9 1.403(3)
C8 C13 1.412(3)
C9 C10 1.448(3)
C10 C14 1.416(3)
C10 C11 1.423(3)
C11 C17 1.409(3)
C11 C12 1.417(3)
C12 C13 1.363(3)
C14 C15 1.369(3)
C15 C16 1.403(4)
C16 C17 1.365(4)
C18 O5 1.433(3)
O1 Mo 2.0083(16)
O2 Mo 1.9439(16)
O3 Mo 1.6951(18)
O4 Mo 1.7044(17)
O5 Mo 2.3538(18)
Mo N1 2.228(2)
N1 N2 1.398(3)
