#------------------------------------------------------------------------------
#$Date: 2016-03-25 23:26:29 +0200 (Fri, 25 Mar 2016) $
#$Revision: 180039 $
#$URL: svn://www.crystallography.net/cod/cif/7/03/33/7033385.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_7033385
loop_
_publ_author_name
'Kurapati, Sathish Kumar'
'Pal, Samudranil'
_publ_section_title
;
 cis-{MoO2}(2+) assisted Mannich-type addition of acetylacetonate methine
 to the azomethine of tridentate Schiff bases: racemic complexes with
 chiral transformed ligands.
;
_journal_issue                   5
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              2401
_journal_page_last               2408
_journal_paper_doi               10.1039/c4dt03187c
_journal_volume                  44
_journal_year                    2015
_chemical_formula_sum            'C13 H16 Mo N2 O5'
_chemical_formula_weight         376.22
_chemical_name_systematic
;
 ?
;
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_audit_update_record
;
2014-10-15 deposited with the CCDC.
2014-12-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 91.4050(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.3971(5)
_cell_length_b                   13.1764(9)
_cell_length_c                   14.2217(9)
_cell_measurement_reflns_used    5505
_cell_measurement_temperature    298(2)
_cell_measurement_theta_max      26.01
_cell_measurement_theta_min      2.75
_cell_volume                     1385.73(16)
_computing_cell_refinement       'Bruker SMART (2003)'
_computing_data_collection       'Bruker SMART (2003)'
_computing_data_reduction        'Bruker SAINT-Plus (2003)'
_computing_molecular_graphics
'PLATON (Spek,2002), MERCURY (Macrae et al, 2008)'
_computing_publication_material  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick 1997)'
_diffrn_ambient_temperature      298(2)
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type  'CCD area detector'
_diffrn_measurement_method       'phi and omega scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0254
_diffrn_reflns_av_sigmaI/netI    0.0180
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_number            14117
_diffrn_reflns_theta_full        26.01
_diffrn_reflns_theta_max         26.01
_diffrn_reflns_theta_min         2.11
_exptl_absorpt_coefficient_mu    0.970
_exptl_absorpt_correction_T_max  0.8925
_exptl_absorpt_correction_T_min  0.7729
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick 1997)'
_exptl_crystal_colour            Yellow
_exptl_crystal_density_diffrn    1.803
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       Parallelepiped
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.14
_exptl_crystal_size_min          0.12
_refine_diff_density_max         0.400
_refine_diff_density_min         -0.444
_refine_diff_density_rms         0.081
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.063
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     190
_refine_ls_number_reflns         2725
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.063
_refine_ls_R_factor_all          0.0250
_refine_ls_R_factor_gt           0.0238
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0399P)²+0.6374P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0649
_refine_ls_wR_factor_ref         0.0657
_reflns_number_gt                2597
_reflns_number_total             2725
_reflns_threshold_expression     >2σ(I)
_cod_data_source_file            c4dt03187c2.cif
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2935 2014-11-11 08:27:57Z andrius 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

 Adding full bibliography for 7033385--7033388.cif.
;
_cod_original_sg_symbol_H-M      P21/n
_cod_database_code               7033385
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Mo1 Mo 0.42137(2) 0.236573(13) 0.245735(12) 0.02754(8) Uani 1 1 d .
O1 O 0.3228(3) 0.29907(14) 0.33575(12) 0.0493(4) Uani 1 1 d .
O2 O 0.5139(2) 0.32368(12) 0.17242(11) 0.0410(4) Uani 1 1 d .
O3 O 0.2113(2) 0.20484(13) 0.17084(11) 0.0394(4) Uani 1 1 d .
O4 O 0.6469(2) 0.19992(11) 0.31895(11) 0.0336(3) Uani 1 1 d .
O5 O 0.7587(2) -0.02604(13) 0.51643(10) 0.0417(4) Uani 1 1 d .
N1 N 0.5580(2) 0.10809(13) 0.15436(11) 0.0279(4) Uani 1 1 d .
N2 N 0.3408(2) 0.07848(12) 0.29805(11) 0.0259(3) Uani 1 1 d .
H2A H 0.3101 0.0841 0.3594 0.031 Uiso 1 1 calc R
C1 C 0.6301(3) 0.12223(18) 0.06930(14) 0.0348(5) Uani 1 1 d .
H1 H 0.6127 0.1842 0.0392 0.042 Uiso 1 1 calc R
C2 C 0.7289(3) 0.0481(2) 0.02530(16) 0.0417(5) Uani 1 1 d .
H2 H 0.7780 0.0600 -0.0333 0.050 Uiso 1 1 calc R
C3 C 0.7534(3) -0.0439(2) 0.06980(17) 0.0464(6) Uani 1 1 d .
H3 H 0.8200 -0.0950 0.0417 0.056 Uiso 1 1 calc R
C4 C 0.6780(3) -0.05952(17) 0.15683(16) 0.0393(5) Uani 1 1 d .
H4 H 0.6923 -0.1214 0.1876 0.047 Uiso 1 1 calc R
C5 C 0.5810(3) 0.01839(15) 0.19728(13) 0.0281(4) Uani 1 1 d .
C6 C 0.4973(3) 0.00810(14) 0.29300(13) 0.0272(4) Uani 1 1 d .
H6 H 0.4539 -0.0616 0.3003 0.033 Uiso 1 1 calc R
C7 C 0.1784(3) 0.04452(17) 0.24327(15) 0.0354(5) Uani 1 1 d .
H7A H 0.1003 0.0043 0.2825 0.042 Uiso 1 1 calc R
H7B H 0.2135 0.0036 0.1901 0.042 Uiso 1 1 calc R
C8 C 0.0817(3) 0.13906(19) 0.20992(18) 0.0426(5) Uani 1 1 d .
H8A H -0.0105 0.1218 0.1629 0.051 Uiso 1 1 calc R
H8B H 0.0237 0.1720 0.2622 0.051 Uiso 1 1 calc R
C9 C 0.8456(3) 0.16369(19) 0.44599(15) 0.0388(5) Uani 1 1 d .
H9A H 0.8693 0.2343 0.4352 0.058 Uiso 1 1 calc R
H9B H 0.9542 0.1253 0.4371 0.058 Uiso 1 1 calc R
H9C H 0.8058 0.1545 0.5092 0.058 Uiso 1 1 calc R
C10 C 0.7012(3) 0.12774(16) 0.37803(13) 0.0287(4) Uani 1 1 d .
C11 C 0.6322(3) 0.03147(15) 0.37253(13) 0.0268(4) Uani 1 1 d .
C12 C 0.6734(3) -0.04562(16) 0.44371(14) 0.0298(4) Uani 1 1 d .
C13 C 0.6020(3) -0.15157(17) 0.43028(16) 0.0400(5) Uani 1 1 d .
H13A H 0.4723 -0.1498 0.4262 0.060 Uiso 1 1 calc R
H13B H 0.6400 -0.1929 0.4827 0.060 Uiso 1 1 calc R
H13C H 0.6482 -0.1796 0.3734 0.060 Uiso 1 1 calc R
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'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
O1 Mo1 O2 108.68(9)
O1 Mo1 O3 99.65(8)
O2 Mo1 O3 98.04(7)
O1 Mo1 O4 95.30(8)
O2 Mo1 O4 97.95(7)
O3 Mo1 O4 153.29(8)
O1 Mo1 N2 94.35(7)
O2 Mo1 N2 156.95(7)
O3 Mo1 N2 76.58(6)
O4 Mo1 N2 80.34(6)
O1 Mo1 N1 162.32(7)
O2 Mo1 N1 87.85(7)
O3 Mo1 N1 83.70(7)
O4 Mo1 N1 75.67(6)
N2 Mo1 N1 69.38(5)
C8 O3 Mo1 117.69(13)
C10 O4 Mo1 137.60(13)
C5 N1 C1 118.85(18)
C5 N1 Mo1 115.52(13)
C1 N1 Mo1 125.18(14)
C7 N2 C6 114.07(15)
C7 N2 Mo1 108.45(12)
C6 N2 Mo1 109.99(11)
C7 N2 H2A 108.1
C6 N2 H2A 108.1
Mo1 N2 H2A 108.1
N1 C1 C2 122.4(2)
N1 C1 H1 118.8
C2 C1 H1 118.8
C3 C2 C1 118.7(2)
C3 C2 H2 120.7
C1 C2 H2 120.7
C2 C3 C4 119.4(2)
C2 C3 H3 120.3
C4 C3 H3 120.3
C3 C4 C5 119.0(2)
C3 C4 H4 120.5
C5 C4 H4 120.5
N1 C5 C4 121.74(19)
N1 C5 C6 115.99(17)
C4 C5 C6 122.26(19)
N2 C6 C5 108.87(15)
N2 C6 C11 109.59(15)
C5 C6 C11 112.01(16)
N2 C6 H6 108.8
C5 C6 H6 108.8
C11 C6 H6 108.8
N2 C7 C8 106.71(17)
N2 C7 H7A 110.4
C8 C7 H7A 110.4
N2 C7 H7B 110.4
C8 C7 H7B 110.4
H7A C7 H7B 108.6
O3 C8 C7 108.01(18)
O3 C8 H8A 110.1
C7 C8 H8A 110.1
O3 C8 H8B 110.1
C7 C8 H8B 110.1
H8A C8 H8B 108.4
C10 C9 H9A 109.5
C10 C9 H9B 109.5
H9A C9 H9B 109.5
C10 C9 H9C 109.5
H9A C9 H9C 109.5
H9B C9 H9C 109.5
O4 C10 C11 121.47(17)
O4 C10 C9 112.47(18)
C11 C10 C9 126.03(19)
C10 C11 C12 122.25(18)
C10 C11 C6 117.83(17)
C12 C11 C6 119.75(17)
O5 C12 C11 122.2(2)
O5 C12 C13 118.34(19)
C11 C12 C13 119.41(18)
C12 C13 H13A 109.5
C12 C13 H13B 109.5
H13A C13 H13B 109.5
C12 C13 H13C 109.5
H13A C13 H13C 109.5
H13B C13 H13C 109.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mo1 O1 1.7015(16)
Mo1 O2 1.7055(15)
Mo1 O3 1.9089(15)
Mo1 O4 2.0037(14)
Mo1 N2 2.2955(16)
Mo1 N1 2.3750(17)
O3 C8 1.416(3)
O4 C10 1.325(2)
O5 C12 1.226(2)
N1 C5 1.339(3)
N1 C1 1.347(3)
N2 C7 1.485(2)
N2 C6 1.487(2)
N2 H2A 0.9100
C1 C2 1.379(3)
C1 H1 0.9300
C2 C3 1.377(4)
C2 H2 0.9300
C3 C4 1.385(3)
C3 H3 0.9300
C4 C5 1.385(3)
C4 H4 0.9300
C5 C6 1.515(3)
C6 C11 1.521(3)
C6 H6 0.9800
C7 C8 1.507(3)
C7 H7A 0.9700
C7 H7B 0.9700
C8 H8A 0.9700
C8 H8B 0.9700
C9 C10 1.500(3)
C9 H9A 0.9600
C9 H9B 0.9600
C9 H9C 0.9600
C10 C11 1.369(3)
C11 C12 1.461(3)
C12 C13 1.503(3)
C13 H13A 0.9600
C13 H13B 0.9600
C13 H13C 0.9600
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
N2 H2A O5 0.91 2.00 2.842(2) 152.8 3_656
