#------------------------------------------------------------------------------
#$Date: 2016-03-26 22:29:45 +0200 (Sat, 26 Mar 2016) $
#$Revision: 180508 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/77/7217759.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_7217759
loop_
_publ_author_name
'Pisk, Jana'
'Prugovečki, Biserka'
'Matković-Čalogović, Dubravka'
'Jednačak, Tomislav'
'Novak, Predrag'
'Agustin, Dominique'
'Vrdoljak, Visnja'
_publ_section_title
;
 Pyridoxal hydrazonato molybdenum(VI) complexes: Assembly, Structure and
 Epoxidation (Pre)Catalyst testing under solvent-free conditions
;
_journal_name_full               'RSC Advances'
_journal_paper_doi               10.1039/C4RA08179J
_journal_year                    2014
_chemical_formula_sum            'C15 H15 N3 O3'
_chemical_formula_weight         285.30
_chemical_name_systematic
;
((3-hydroxy-5-(hydroxymethyl)-2-methylpyridin-4-yl)
methylene)benzohydrazide
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   mixed
_audit_creation_method           SHELXL-2013
_cell_angle_alpha                90
_cell_angle_beta                 90.66(4)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   8.537(4)
_cell_length_b                   13.573(5)
_cell_length_c                   12.290(5)
_cell_measurement_reflns_used    2591
_cell_measurement_temperature    295(2)
_cell_measurement_theta_max      28.6685
_cell_measurement_theta_min      4.2063
_cell_volume                     1424.0(10)
_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, 2008)'
_computing_publication_material  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_refinement  'SHELXL-2013 (Sheldrick, 2013)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      295(2)
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type  'Goniometer KM4/Xcalibur,detector Sapphire3'
_diffrn_measurement_method       'ω and π scans'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0524
_diffrn_reflns_av_unetI/netI     0.0503
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11040
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        25.242
_diffrn_reflns_theta_max         25.988
_diffrn_reflns_theta_min         4.333
_diffrn_source                   'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.095
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.82568
_exptl_absorpt_correction_type   multi-scan
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.331
_exptl_crystal_description       plate
_exptl_crystal_F_000             600
_exptl_crystal_size_max          0.52
_exptl_crystal_size_mid          0.48
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.163
_refine_diff_density_min         -0.211
_refine_diff_density_rms         0.043
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.845
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     194
_refine_ls_number_reflns         2786
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      0.845
_refine_ls_R_factor_all          0.0897
_refine_ls_R_factor_gt           0.0464
_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)+(0.0761P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1112
_refine_ls_wR_factor_ref         0.1231
_reflns_Friedel_coverage         0.000
_reflns_number_gt                1531
_reflns_number_total             2786
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c4ra08179j2.cif
_cod_data_source_block           shelx
_cod_original_cell_volume        1423.9(10)
_cod_database_code               7217759
#BEGIN Tags that were not found in dictionaries:
_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
#END Tags that were not found in dictionaries
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
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 0.4137(2) 0.78171(13) -0.23497(13) 0.0477(5) Uani 1 1 d . .
C2 C 0.6154(2) 0.67373(13) -0.01612(13) 0.0472(5) Uani 1 1 d . .
H2A H 0.5923 0.6078 -0.0289 0.057 Uiso 1 1 calc R U
C3 C 0.7104(2) 0.70253(12) 0.07817(13) 0.0454(5) Uani 1 1 d . .
C4 C 0.7636(2) 0.63171(14) 0.15425(14) 0.0515(5) Uani 1 1 d . .
C5 C 0.8468(3) 0.66433(16) 0.24386(16) 0.0613(5) Uani 1 1 d . .
H5 H 0.8817 0.6173 0.2936 0.074 Uiso 1 1 calc R U
C6 C 0.8332(2) 0.82634(14) 0.19317(15) 0.0562(5) Uani 1 1 d . .
C7 C 0.7481(2) 0.80059(13) 0.09908(14) 0.0505(5) Uani 1 1 d . .
C8 C 0.8702(3) 0.93211(15) 0.2162(2) 0.0829(7) Uani 1 1 d . .
H8A H 0.9283 0.9369 0.2833 0.124 Uiso 1 1 calc R U
H8B H 0.7745 0.9688 0.2219 0.124 Uiso 1 1 calc R U
H8C H 0.9315 0.9585 0.1580 0.124 Uiso 1 1 calc R U
C9 C 0.7300(3) 0.52366(14) 0.14114(17) 0.0624(6) Uani 1 1 d . .
H9A H 0.7662 0.5026 0.0703 0.075 Uiso 1 1 calc R U
H9B H 0.7893 0.4875 0.1958 0.075 Uiso 1 1 calc R U
C10 C 0.3228(2) 0.74653(13) -0.33148(13) 0.0476(5) Uani 1 1 d . .
C11 C 0.2246(2) 0.81310(15) -0.38422(15) 0.0597(6) Uani 1 1 d . .
H11 H 0.2154 0.8770 -0.3577 0.072 Uiso 1 1 calc R U
C12 C 0.1408(3) 0.78512(18) -0.47546(16) 0.0703(6) Uani 1 1 d . .
H12 H 0.0750 0.8301 -0.5101 0.084 Uiso 1 1 calc R U
C13 C 0.1538(3) 0.69143(18) -0.51542(17) 0.0729(7) Uani 1 1 d . .
H13 H 0.0965 0.6728 -0.5768 0.087 Uiso 1 1 calc R U
C14 C 0.2509(3) 0.62526(17) -0.46521(16) 0.0723(6) Uani 1 1 d . .
H14 H 0.2600 0.5618 -0.4929 0.087 Uiso 1 1 calc R U
C15 C 0.3358(3) 0.65207(14) -0.37346(14) 0.0580(5) Uani 1 1 d . .
H15 H 0.4019 0.6066 -0.3398 0.070 Uiso 1 1 calc R U
N1 N 0.47509(19) 0.71156(10) -0.16895(11) 0.0500(4) Uani 1 1 d . .
H1 H 0.4585 0.6501 -0.1818 0.060 Uiso 1 1 calc R U
N2 N 0.56452(19) 0.74038(11) -0.08089(11) 0.0487(4) Uani 1 1 d . .
N3 N 0.8813(2) 0.75887(13) 0.26470(13) 0.0625(5) Uani 1 1 d . .
O1 O 0.43294(17) 0.86982(9) -0.21509(10) 0.0615(4) Uani 1 1 d . .
O2 O 0.70464(18) 0.87540(9) 0.03187(11) 0.0662(4) Uani 1 1 d . .
H2 H 0.6549 0.8531 -0.0200 0.099 Uiso 1 1 calc R U
O3 O 0.56907(19) 0.49897(9) 0.15056(12) 0.0587(4) Uani 1 1 d . .
H3 H 0.523(3) 0.5380(18) 0.1928(19) 0.086(8) Uiso 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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 C1 N1 120.99(17)
O1 C1 C10 122.46(16)
N1 C1 C10 116.54(15)
N2 C2 C3 119.12(16)
C7 C3 C4 117.15(16)
C7 C3 C2 121.84(16)
C4 C3 C2 120.97(16)
C5 C4 C3 118.01(17)
C5 C4 C9 119.72(17)
C3 C4 C9 122.26(17)
N3 C5 C4 124.81(19)
N3 C6 C7 121.72(17)
N3 C6 C8 118.21(18)
C7 C6 C8 120.05(19)
O2 C7 C3 122.77(16)
O2 C7 C6 116.77(16)
C3 C7 C6 120.45(17)
O3 C9 C4 113.91(16)
C15 C10 C11 118.59(18)
C15 C10 C1 123.35(17)
C11 C10 C1 118.02(17)
C12 C11 C10 120.4(2)
C13 C12 C11 120.3(2)
C14 C13 C12 120.1(2)
C13 C14 C15 120.4(2)
C14 C15 C10 120.23(19)
C1 N1 N2 118.68(14)
C2 N2 N1 118.10(15)
C6 N3 C5 117.84(17)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 O1 1.231(2)
C1 N1 1.353(2)
C1 C10 1.489(3)
C2 N2 1.278(2)
C2 C3 1.460(3)
C3 C7 1.393(2)
C3 C4 1.412(2)
C4 C5 1.377(3)
C4 C9 1.503(3)
C5 N3 1.341(3)
C6 N3 1.331(3)
C6 C7 1.403(3)
C6 C8 1.496(3)
C7 O2 1.358(2)
C9 O3 1.420(3)
C10 C15 1.387(3)
C10 C11 1.388(3)
C11 C12 1.377(3)
C12 C13 1.368(3)
C13 C14 1.365(3)
C14 C15 1.382(3)
N1 N2 1.374(2)
