#------------------------------------------------------------------------------
#$Date: 2025-08-22 01:24:23 +0300 (Fri, 22 Aug 2025) $
#$Revision: 301857 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/11/30/7113073.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_7113073
loop_
_publ_author_name
'Herbert, Matthew'
'Alvarez, Eleuterio'
'Cole-Hamilton, David J'
'Montilla, Francisco'
'Galindo, Agustín'
_publ_section_title
;
 Olefin epoxidation by hydrogen peroxide catalysed by molybdenum complexes
 in ionic liquids and structural characterisation of the proposed
 intermediate dioxoperoxomolybdenum species.
;
_journal_issue                   32
_journal_name_full               'Chemical communications (Cambridge, England)'
_journal_page_first              5933
_journal_page_last               5935
_journal_paper_doi               10.1039/c0cc00462f
_journal_volume                  46
_journal_year                    2010
_chemical_formula_moiety         'C6 H8 Mo N4 O5'
_chemical_formula_sum            'C6 H8 Mo N4 O5'
_chemical_formula_weight         312.10
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 104.3810(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   7.5552(3)
_cell_length_b                   12.3729(5)
_cell_length_c                   11.5778(5)
_cell_measurement_reflns_used    9104
_cell_measurement_temperature    173(2)
_cell_measurement_theta_max      30.49
_cell_measurement_theta_min      2.45
_cell_volume                     1048.38(7)
_computing_cell_refinement       'Bruker (2006). APEX 2. Version 2.1.'
_computing_data_collection       'Bruker (2006). APEX 2. Version 2.1.'
_computing_data_reduction        'Bruker (2006). APEX 2. Version 2.1.'
_computing_molecular_graphics    'XP, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_publication_material  'XCIF, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_structure_refinement  'XL, SHELXTL v. 6.14 (Bruker, 2003)'
_computing_structure_solution    'Bruker (2006). APEX 2. Version 2.1.'
_diffrn_ambient_temperature      173(2)
_diffrn_detector_area_resol_mean 8.26
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type
;
Bruker-Nonius X8kappa APEX II CCD area detector'
;
_diffrn_measurement_method       'phi and omega scans with narrow frames'
_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  0.0281
_diffrn_reflns_av_sigmaI/netI    0.0141
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -13
_diffrn_reflns_number            25643
_diffrn_reflns_theta_full        30.51
_diffrn_reflns_theta_max         30.51
_diffrn_reflns_theta_min         2.45
_diffrn_standards_decay_%        0
_exptl_absorpt_coefficient_mu    1.265
_exptl_absorpt_correction_T_max  0.6046
_exptl_absorpt_correction_T_min  0.5713
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
SADABS, Bruker (2006). APEX 2. Version 2.1. Bruker Analytical
X-ray Solutions, Madison, Wisconsin, USA.
;
_exptl_crystal_colour            yellow
_exptl_crystal_density_diffrn    1.977
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       prism
_exptl_crystal_F_000             616
_exptl_crystal_size_max          0.45
_exptl_crystal_size_mid          0.41
_exptl_crystal_size_min          0.40
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.890
_refine_diff_density_rms         0.095
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.158
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     151
_refine_ls_number_reflns         3194
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.158
_refine_ls_R_factor_all          0.0231
_refine_ls_R_factor_gt           0.0222
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0295P)²+0.5786P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0576
_refine_ls_wR_factor_ref         0.0582
_reflns_number_gt                3098
_reflns_number_total             3194
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0cc00462f.txt
_cod_data_source_block           ea06709a
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to
/usr/data/users/saulius/automatic-downloads/retrospective/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 2281 2013-09-26 08:29:07Z andrius 
;
_cod_original_sg_symbol_H-M      P2(1)/c
_cod_database_code               7113073
loop_
_symmetry_equiv_pos_as_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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Mo1 Mo 0.011710(16) 0.149244(10) 0.330651(11) 0.01764(5) Uani 1 1 d .
O1 O -0.07561(18) 0.19517(11) 0.44119(11) 0.0298(3) Uani 1 1 d .
O2 O -0.02562(16) -0.00676(9) 0.34378(10) 0.0226(2) Uani 1 1 d .
O3 O -0.17193(16) 0.04624(11) 0.25228(11) 0.0288(3) Uani 1 1 d .
O4 O 0.1158(2) 0.27791(10) 0.27791(12) 0.0318(3) Uani 1 1 d .
O5 O -0.0684(2) 0.25220(12) 0.20453(12) 0.0367(3) Uani 1 1 d .
N1 N 0.27695(18) 0.13164(11) 0.45316(12) 0.0196(2) Uani 1 1 d .
N2 N 0.29515(18) 0.09342(11) 0.56430(12) 0.0205(2) Uani 1 1 d D
H2N H 0.204(3) 0.0697(17) 0.5906(19) 0.025 Uiso 1 1 d D
N3 N 0.16641(18) 0.07218(10) 0.19380(12) 0.0199(2) Uani 1 1 d .
N4 N 0.14194(18) -0.03178(10) 0.15836(12) 0.0202(2) Uani 1 1 d D
H4N H 0.077(3) -0.0745(16) 0.1914(19) 0.024 Uiso 1 1 d D
C1 C 0.4697(2) 0.09596(15) 0.62639(15) 0.0268(3) Uani 1 1 d .
H1 H 0.5156 0.0729 0.7065 0.032 Uiso 1 1 calc R
C2 C 0.5714(2) 0.13823(15) 0.55312(18) 0.0309(4) Uani 1 1 d .
H2 H 0.6995 0.1502 0.5720 0.037 Uiso 1 1 calc R
C3 C 0.4458(2) 0.15934(15) 0.44592(17) 0.0278(3) Uani 1 1 d .
H3 H 0.4750 0.1891 0.3773 0.033 Uiso 1 1 calc R
C4 C 0.2105(2) -0.05205(14) 0.06407(15) 0.0255(3) Uani 1 1 d .
H4 H 0.2067 -0.1191 0.0235 0.031 Uiso 1 1 calc R
C5 C 0.2871(3) 0.04227(15) 0.03749(16) 0.0292(3) Uani 1 1 d .
H5 H 0.3482 0.0540 -0.0239 0.035 Uiso 1 1 calc R
C6 C 0.2558(2) 0.11726(14) 0.12009(15) 0.0255(3) Uani 1 1 d .
H6 H 0.2931 0.1908 0.1235 0.031 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 O5 104.25(6)
O1 Mo1 O3 102.04(6)
O5 Mo1 O3 91.52(6)
O1 Mo1 O4 103.24(6)
O5 Mo1 O4 44.90(6)
O3 Mo1 O4 133.79(6)
O1 Mo1 O2 100.53(6)
O5 Mo1 O2 133.46(6)
O3 Mo1 O2 44.65(5)
O4 Mo1 O2 155.36(5)
O1 Mo1 N1 90.55(6)
O5 Mo1 N1 129.25(6)
O3 Mo1 N1 132.97(5)
O4 Mo1 N1 84.66(6)
O2 Mo1 N1 88.72(5)
O1 Mo1 N3 172.30(5)
O5 Mo1 N3 82.77(5)
O3 Mo1 N3 80.68(5)
O4 Mo1 N3 79.37(5)
O2 Mo1 N3 76.24(5)
N1 Mo1 N3 82.43(5)
O3 O2 Mo1 66.73(7)
O2 O3 Mo1 68.62(6)
O5 O4 Mo1 66.79(7)
O4 O5 Mo1 68.31(7)
C3 N1 N2 106.03(13)
C3 N1 Mo1 132.37(12)
N2 N1 Mo1 121.43(10)
C1 N2 N1 111.04(13)
C1 N2 H2N 125.6(15)
N1 N2 H2N 123.4(15)
C6 N3 N4 104.89(13)
C6 N3 Mo1 131.75(11)
N4 N3 Mo1 121.99(10)
C4 N4 N3 111.96(13)
C4 N4 H4N 128.0(14)
N3 N4 H4N 119.6(14)
N2 C1 C2 107.67(15)
N2 C1 H1 126.2
C2 C1 H1 126.2
C1 C2 C3 105.07(15)
C1 C2 H2 127.5
C3 C2 H2 127.5
N1 C3 C2 110.18(16)
N1 C3 H3 124.9
C2 C3 H3 124.9
N4 C4 C5 107.03(14)
N4 C4 H4 126.5
C5 C4 H4 126.5
C4 C5 C6 105.05(14)
C4 C5 H5 127.5
C6 C5 H5 127.5
N3 C6 C5 111.06(15)
N3 C6 H6 124.5
C5 C6 H6 124.5
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Mo1 O1 1.6778(12)
Mo1 O5 1.9189(13)
Mo1 O3 1.9357(12)
Mo1 O4 1.9401(13)
Mo1 O2 1.9620(12)
Mo1 N1 2.1594(13)
Mo1 N3 2.3886(13)
O2 O3 1.4807(16)
O4 O5 1.474(2)
N1 C3 1.344(2)
N1 N2 1.3454(18)
N2 C1 1.337(2)
N2 H2N 0.873(15)
N3 C6 1.335(2)
N3 N4 1.3488(17)
N4 C4 1.343(2)
N4 H4N 0.873(15)
C1 C2 1.381(3)
C1 H1 0.9500
C2 C3 1.387(3)
C2 H2 0.9500
C3 H3 0.9500
C4 C5 1.371(2)
C4 H4 0.9500
C5 C6 1.394(2)
C5 H5 0.9500
C6 H6 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
N2 H2N O2 0.873(15) 1.871(16) 2.7397(17) 173(2) 3_556
N2 H2N O3 0.873(15) 2.375(19) 3.0569(19) 135.2(19) 3_556
N4 H4N O2 0.873(15) 2.26(2) 2.7671(18) 117.2(17) .
N4 H4N O4 0.873(15) 2.415(16) 3.2547(19) 161.5(19) 2_545
N4 H4N O5 0.873(15) 2.468(18) 3.226(2) 145.7(19) 2_545
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
O1 Mo1 O2 O3 96.54(8)
O5 Mo1 O2 O3 -24.86(11)
O4 Mo1 O2 O3 -98.91(14)
N1 Mo1 O2 O3 -173.14(7)
N3 Mo1 O2 O3 -90.62(7)
O1 Mo1 O3 O2 -92.86(8)
O5 Mo1 O3 O2 162.22(8)
O4 Mo1 O3 O2 145.21(8)
N1 Mo1 O3 O2 9.40(10)
N3 Mo1 O3 O2 79.81(7)
O1 Mo1 O4 O5 -97.01(9)
O3 Mo1 O4 O5 24.48(11)
O2 Mo1 O4 O5 98.59(14)
N1 Mo1 O4 O5 173.67(8)
N3 Mo1 O4 O5 90.40(8)
O1 Mo1 O5 O4 94.58(9)
O3 Mo1 O5 O4 -162.59(8)
O2 Mo1 O5 O4 -145.39(8)
N1 Mo1 O5 O4 -8.15(11)
N3 Mo1 O5 O4 -82.18(8)
O1 Mo1 N1 C3 -134.09(16)
O5 Mo1 N1 C3 -25.08(19)
O3 Mo1 N1 C3 118.80(15)
O4 Mo1 N1 C3 -30.85(16)
O2 Mo1 N1 C3 125.39(16)
N3 Mo1 N1 C3 49.10(16)
O1 Mo1 N1 N2 40.46(12)
O5 Mo1 N1 N2 149.47(11)
O3 Mo1 N1 N2 -66.65(14)
O4 Mo1 N1 N2 143.70(12)
O2 Mo1 N1 N2 -60.06(12)
N3 Mo1 N1 N2 -136.35(12)
C3 N1 N2 C1 -0.24(19)
Mo1 N1 N2 C1 -176.05(11)
O5 Mo1 N3 C6 40.11(15)
O3 Mo1 N3 C6 132.85(15)
O4 Mo1 N3 C6 -5.25(15)
O2 Mo1 N3 C6 178.26(16)
N1 Mo1 N3 C6 -91.21(15)
O5 Mo1 N3 N4 -124.35(12)
O3 Mo1 N3 N4 -31.61(11)
O4 Mo1 N3 N4 -169.71(12)
O2 Mo1 N3 N4 13.80(11)
N1 Mo1 N3 N4 104.33(12)
C6 N3 N4 C4 -1.00(18)
Mo1 N3 N4 C4 167.06(10)
N1 N2 C1 C2 0.3(2)
N2 C1 C2 C3 -0.2(2)
N2 N1 C3 C2 0.1(2)
Mo1 N1 C3 C2 175.28(12)
C1 C2 C3 N1 0.0(2)
N3 N4 C4 C5 1.25(19)
N4 C4 C5 C6 -0.9(2)
N4 N3 C6 C5 0.36(19)
Mo1 N3 C6 C5 -166.04(12)
C4 C5 C6 N3 0.4(2)
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 PubChem 139184766
