# Electronic Supplementary Material (ESI) for Catalysis Science & Technology.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_1

#===============================================================================

# 5. CHEMICAL DATA


_chemical_formula_moiety         'C12 H12 Mo O5'
_chemical_formula_sum            'C12 H12 Mo O5'
_chemical_formula_weight         332.16

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'
Mo Mo -1.6832 0.6857 ' 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'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

_cell_length_a                   8.5556(1)
_cell_length_b                   10.4982(2)
_cell_length_c                   14.8086(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1330.09(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    123
_cell_measurement_reflns_used    9599
_cell_measurement_theta_min      2.3781
_cell_measurement_theta_max      25.4070

_exptl_crystal_description       fragment
_exptl_crystal_colour            'clear light yellow'

_exptl_crystal_size_max          0.480
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.260
_exptl_crystal_density_diffrn    1.659
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             664
_exptl_absorpt_coefficient_mu    0.995

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'

_exptl_absorpt_correction_T_min  0.647
_exptl_absorpt_correction_T_max  0.783

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           2 s per frame
dx                                  50
4907 frames measured in 9 data sets
phi-scan with delta_phi         = 0.5
omega-scans with delta_omega    = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed-tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            37426
_diffrn_reflns_av_R_equivalents  0.0266
_diffrn_reflns_av_sigmaI/netI    0.0104
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_l_min       -17
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.38
_diffrn_reflns_theta_max         25.49
_diffrn_reflns_theta_full        25.49
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             2464
# number of observed reflections (> n sig(I))
_reflns_number_gt                2449
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0366P)²+0.7711P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.50(4)

_chemical_absolute_configuration unk

_refine_ls_number_reflns         2464
_refine_ls_number_parameters     164
_refine_ls_number_restraints     0
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0210
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0544
_refine_ls_wR_factor_gt          0.0542
_refine_ls_goodness_of_fit_ref   1.105
_refine_ls_restrained_S_all      1.105
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         1.823
_refine_diff_density_min         -0.291
_refine_diff_density_rms         0.071

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags

_atom_site_disorder_assembly
_atom_site_disorder_group

Mo1 Mo Uani 0.31722(2) 0.30490(2) 0.31033(1) 1.000 0.0126(1) d . . .
O1 O Uani 0.2106(3) 0.55872(19) 0.21557(15) 1.000 0.0357(7) d . . .
O2 O Uani -0.0446(2) 0.3069(2) 0.34310(14) 1.000 0.0298(6) d . . .
O3 O Uani 0.2100(3) 0.05485(19) 0.21257(15) 1.000 0.0355(7) d . . .
O4 O Uani 0.3666(2) 0.41212(19) 0.05742(13) 1.000 0.0277(6) d . . .
O5 O Uani 0.3752(2) 0.19870(19) 0.06107(12) 1.000 0.0225(5) d . . .
C1 C Uani 0.3497(3) 0.3671(3) 0.45827(18) 1.000 0.0237(8) d . . .
C2 C Uani 0.4838(3) 0.4112(3) 0.41092(18) 1.000 0.0236(8) d . . .
C3 C Uani 0.5663(3) 0.3035(3) 0.37959(17) 1.000 0.0236(7) d . . .
C4 C Uani 0.4849(3) 0.1924(3) 0.40692(17) 1.000 0.0206(7) d . . .
C5 C Uani 0.3510(3) 0.2318(3) 0.45541(17) 1.000 0.0211(8) d . . .
C6 C Uani 0.2494(3) 0.4634(3) 0.24626(19) 1.000 0.0217(8) d . . .
C7 C Uani 0.0875(3) 0.3063(3) 0.33149(16) 1.000 0.0206(7) d . . .
C8 C Uani 0.2483(3) 0.1484(3) 0.24440(19) 1.000 0.0205(7) d . . .
C9 C Uani 0.4813(3) 0.3078(3) 0.18519(16) 1.000 0.0194(7) d . . .
C10 C Uani 0.4034(3) 0.3156(3) 0.09635(16) 1.000 0.0178(7) d . . .
C11 C Uani 0.2992(3) 0.1936(3) -0.02631(18) 1.000 0.0280(8) d . . .
C12 C Uani 0.4181(4) 0.1949(5) -0.1005(2) 1.000 0.0485(13) d . . .
H1 H Uiso 0.27300 0.41880 0.48670 1.000 0.0280 c R . .
H2 H Uiso 0.51260 0.49770 0.40200 1.000 0.0280 c R . .
H3 H Uiso 0.66060 0.30520 0.34580 1.000 0.0280 c R . .
H4 H Uiso 0.51500 0.10690 0.39490 1.000 0.0250 c R . .
H5 H Uiso 0.27490 0.17710 0.48160 1.000 0.0250 c R . .
H9A H Uiso 0.55290 0.38140 0.19110 1.000 0.0230 c R . .
H9B H Uiso 0.54610 0.22960 0.18630 1.000 0.0230 c R . .
H11A H Uiso 0.22840 0.26760 -0.03300 1.000 0.0340 c R . .
H11B H Uiso 0.23550 0.11500 -0.03060 1.000 0.0340 c R . .
H12A H Uiso 0.36590 0.18160 -0.15860 1.000 0.0720 c R . .
H12B H Uiso 0.49430 0.12660 -0.09040 1.000 0.0720 c R . .
H12C H Uiso 0.47200 0.27720 -0.10100 1.000 0.0720 c R . .


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 C1 2.303(3) . . yes
Mo1 C2 2.344(3) . . yes
Mo1 C3 2.365(3) . . yes
Mo1 C4 2.345(3) . . yes
Mo1 C5 2.300(3) . . yes
Mo1 C6 2.002(3) . . yes
Mo1 C7 1.990(3) . . yes
Mo1 C8 2.000(3) . . yes
Mo1 C9 2.325(2) . . yes
O1 C6 1.148(4) . . yes
O2 C7 1.143(3) . . yes
O3 C8 1.138(4) . . yes
O4 C10 1.208(4) . . yes
O5 C10 1.356(4) . . yes
O5 C11 1.449(3) . . yes
C1 C2 1.422(4) . . no
C1 C5 1.421(4) . . no
C2 C3 1.411(4) . . no
C3 C4 1.418(4) . . no
C4 C5 1.414(4) . . no
C9 C10 1.477(3) . . no
C11 C12 1.497(4) . . no
C1 H1 0.9500 . . no
C2 H2 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C5 H5 0.9500 . . no
C9 H9A 0.9900 . . no
C9 H9B 0.9900 . . no
C11 H11A 0.9900 . . no
C11 H11B 0.9900 . . no
C12 H12A 0.9800 . . no
C12 H12B 0.9800 . . no
C12 H12C 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Mo1 C2 35.63(9) . . . yes
C1 Mo1 C3 58.70(9) . . . yes
C1 Mo1 C4 59.25(10) . . . yes
C1 Mo1 C5 35.97(11) . . . yes
C1 Mo1 C6 104.49(11) . . . yes
C1 Mo1 C7 88.13(10) . . . yes
C1 Mo1 C8 137.13(11) . . . yes
C1 Mo1 C9 132.98(9) . . . yes
C2 Mo1 C3 34.88(10) . . . yes
C2 Mo1 C4 58.68(10) . . . yes
C2 Mo1 C5 59.26(10) . . . yes
C2 Mo1 C6 94.69(11) . . . yes
C2 Mo1 C7 119.79(10) . . . yes
C2 Mo1 C8 151.70(11) . . . yes
C2 Mo1 C9 97.65(9) . . . yes
C3 Mo1 C4 35.03(10) . . . yes
C3 Mo1 C5 58.64(9) . . . yes
C3 Mo1 C6 118.16(11) . . . yes
C3 Mo1 C7 145.24(9) . . . yes
C3 Mo1 C8 118.18(11) . . . yes
C3 Mo1 C9 78.56(9) . . . yes
C4 Mo1 C5 35.43(9) . . . yes
C4 Mo1 C6 152.28(11) . . . yes
C4 Mo1 C7 120.79(10) . . . yes
C4 Mo1 C8 93.69(11) . . . yes
C4 Mo1 C9 97.09(9) . . . yes
C5 Mo1 C6 139.18(11) . . . yes
C5 Mo1 C7 88.83(10) . . . yes
C5 Mo1 C8 102.65(11) . . . yes
C5 Mo1 C9 132.31(9) . . . yes
C6 Mo1 C7 77.42(11) . . . yes
C6 Mo1 C8 111.47(12) . . . yes
C6 Mo1 C9 77.66(11) . . . yes
C7 Mo1 C8 77.98(11) . . . yes
C7 Mo1 C9 136.19(9) . . . yes
C8 Mo1 C9 78.44(11) . . . yes
C10 O5 C11 117.2(2) . . . yes
Mo1 C1 C2 73.78(16) . . . yes
Mo1 C1 C5 71.89(15) . . . yes
C2 C1 C5 107.7(2) . . . no
Mo1 C2 C1 70.60(15) . . . yes
Mo1 C2 C3 73.37(16) . . . yes
C1 C2 C3 107.7(3) . . . no
Mo1 C3 C2 71.76(15) . . . yes
Mo1 C3 C4 71.71(15) . . . yes
C2 C3 C4 108.6(2) . . . no
Mo1 C4 C3 73.26(16) . . . yes
Mo1 C4 C5 70.53(15) . . . yes
C3 C4 C5 107.6(3) . . . no
Mo1 C5 C1 72.14(16) . . . yes
Mo1 C5 C4 74.04(15) . . . yes
C1 C5 C4 108.3(2) . . . no
Mo1 C6 O1 175.0(3) . . . yes
Mo1 C7 O2 179.6(2) . . . yes
Mo1 C8 O3 175.1(3) . . . yes
Mo1 C9 C10 115.99(17) . . . yes
O4 C10 O5 122.0(2) . . . yes
O4 C10 C9 126.1(3) . . . yes
O5 C10 C9 111.9(2) . . . yes
O5 C11 C12 110.5(2) . . . yes
Mo1 C1 H1 120.00 . . . no
C2 C1 H1 126.00 . . . no
C5 C1 H1 126.00 . . . no
Mo1 C2 H2 122.00 . . . no
C1 C2 H2 126.00 . . . no
C3 C2 H2 126.00 . . . no
Mo1 C3 H3 122.00 . . . no
C2 C3 H3 126.00 . . . no
C4 C3 H3 126.00 . . . no
Mo1 C4 H4 122.00 . . . no
C3 C4 H4 126.00 . . . no
C5 C4 H4 126.00 . . . no
Mo1 C5 H5 120.00 . . . no
C1 C5 H5 126.00 . . . no
C4 C5 H5 126.00 . . . no
Mo1 C9 H9A 108.00 . . . no
Mo1 C9 H9B 108.00 . . . no
C10 C9 H9A 108.00 . . . no
C10 C9 H9B 108.00 . . . no
H9A C9 H9B 107.00 . . . no
O5 C11 H11A 110.00 . . . no
O5 C11 H11B 110.00 . . . no
C12 C11 H11A 110.00 . . . no
C12 C11 H11B 110.00 . . . no
H11A C11 H11B 108.00 . . . no
C11 C12 H12A 109.00 . . . no
C11 C12 H12B 109.00 . . . no
C11 C12 H12C 109.00 . . . no
H12A C12 H12B 109.00 . . . no
H12A C12 H12C 110.00 . . . no
H12B C12 H12C 109.00 . . . no

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
_geom_torsion_publ_flag
C2 Mo1 C1 C5 -115.4(2) . . . . no
C3 Mo1 C1 C2 36.88(17) . . . . no
C3 Mo1 C1 C5 -78.51(17) . . . . no
C4 Mo1 C1 C2 77.99(18) . . . . no
C4 Mo1 C1 C5 -37.40(15) . . . . no
C5 Mo1 C1 C2 115.4(2) . . . . no
C6 Mo1 C1 C2 -77.54(18) . . . . no
C6 Mo1 C1 C5 167.08(15) . . . . no
C7 Mo1 C1 C2 -154.03(19) . . . . no
C7 Mo1 C1 C5 90.58(17) . . . . no
C8 Mo1 C1 C2 135.93(18) . . . . no
C8 Mo1 C1 C5 20.6(2) . . . . no
C9 Mo1 C1 C2 9.0(2) . . . . no
C9 Mo1 C1 C5 -106.42(18) . . . . no
C1 Mo1 C2 C3 116.3(2) . . . . no
C3 Mo1 C2 C1 -116.3(2) . . . . no
C4 Mo1 C2 C1 -79.72(18) . . . . no
C4 Mo1 C2 C3 36.54(15) . . . . no
C5 Mo1 C2 C1 -38.13(17) . . . . no
C5 Mo1 C2 C3 78.13(17) . . . . no
C6 Mo1 C2 C1 108.46(18) . . . . no
C6 Mo1 C2 C3 -135.28(17) . . . . no
C7 Mo1 C2 C1 30.3(2) . . . . no
C7 Mo1 C2 C3 146.54(17) . . . . no
C8 Mo1 C2 C1 -93.6(3) . . . . no
C8 Mo1 C2 C3 22.7(3) . . . . no
C9 Mo1 C2 C1 -173.39(18) . . . . no
C9 Mo1 C2 C3 -57.13(17) . . . . no
C1 Mo1 C3 C2 -37.69(16) . . . . no
C1 Mo1 C3 C4 79.92(17) . . . . no
C2 Mo1 C3 C4 117.6(2) . . . . no
C4 Mo1 C3 C2 -117.6(2) . . . . no
C5 Mo1 C3 C2 -80.07(17) . . . . no
C5 Mo1 C3 C4 37.54(16) . . . . no
C6 Mo1 C3 C2 52.70(19) . . . . no
C6 Mo1 C3 C4 170.30(16) . . . . no
C7 Mo1 C3 C2 -57.1(3) . . . . no
C7 Mo1 C3 C4 60.5(3) . . . . no
C8 Mo1 C3 C2 -168.03(16) . . . . no
C8 Mo1 C3 C4 -50.43(19) . . . . no
C9 Mo1 C3 C2 121.86(18) . . . . no
C9 Mo1 C3 C4 -120.53(17) . . . . no
C1 Mo1 C4 C3 -78.20(17) . . . . no
C1 Mo1 C4 C5 37.98(17) . . . . no
C2 Mo1 C4 C3 -36.38(15) . . . . no
C2 Mo1 C4 C5 79.80(18) . . . . no
C3 Mo1 C4 C5 116.2(2) . . . . no
C5 Mo1 C4 C3 -116.2(2) . . . . no
C6 Mo1 C4 C3 -18.6(3) . . . . no
C6 Mo1 C4 C5 97.6(3) . . . . no
C7 Mo1 C4 C3 -144.71(16) . . . . no
C7 Mo1 C4 C5 -28.5(2) . . . . no
C8 Mo1 C4 C3 137.09(17) . . . . no
C8 Mo1 C4 C5 -106.73(18) . . . . no
C9 Mo1 C4 C3 58.29(17) . . . . no
C9 Mo1 C4 C5 174.47(18) . . . . no
C1 Mo1 C5 C4 -115.8(2) . . . . no
C2 Mo1 C5 C1 37.75(15) . . . . no
C2 Mo1 C5 C4 -78.04(18) . . . . no
C3 Mo1 C5 C1 78.70(17) . . . . no
C3 Mo1 C5 C4 -37.10(17) . . . . no
C4 Mo1 C5 C1 115.8(2) . . . . no
C6 Mo1 C5 C1 -19.4(2) . . . . no
C6 Mo1 C5 C4 -135.14(19) . . . . no
C7 Mo1 C5 C1 -88.43(17) . . . . no
C7 Mo1 C5 C4 155.78(19) . . . . no
C8 Mo1 C5 C1 -165.84(15) . . . . no
C8 Mo1 C5 C4 78.37(18) . . . . no
C9 Mo1 C5 C1 108.37(18) . . . . no
C9 Mo1 C5 C4 -7.4(2) . . . . no
C1 Mo1 C9 C10 -153.3(2) . . . . no
C2 Mo1 C9 C10 -148.0(2) . . . . no
C3 Mo1 C9 C10 -177.4(2) . . . . no
C4 Mo1 C9 C10 152.8(2) . . . . no
C5 Mo1 C9 C10 157.1(2) . . . . no
C6 Mo1 C9 C10 -54.9(2) . . . . no
C7 Mo1 C9 C10 1.8(3) . . . . no
C8 Mo1 C9 C10 60.4(2) . . . . no
C11 O5 C10 O4 0.3(3) . . . . no
C11 O5 C10 C9 -179.9(2) . . . . no
C10 O5 C11 C12 89.6(3) . . . . no
Mo1 C1 C2 C3 -64.45(19) . . . . no
C5 C1 C2 Mo1 64.35(18) . . . . no
C5 C1 C2 C3 -0.1(3) . . . . no
Mo1 C1 C5 C4 65.74(18) . . . . no
C2 C1 C5 Mo1 -65.60(18) . . . . no
C2 C1 C5 C4 0.1(3) . . . . no
Mo1 C2 C3 C4 -62.62(18) . . . . no
C1 C2 C3 Mo1 62.64(18) . . . . no
C1 C2 C3 C4 0.0(3) . . . . no
Mo1 C3 C4 C5 -62.58(18) . . . . no
C2 C3 C4 Mo1 62.65(18) . . . . no
C2 C3 C4 C5 0.1(3) . . . . no
Mo1 C4 C5 C1 -64.50(18) . . . . no
C3 C4 C5 Mo1 64.37(18) . . . . no
C3 C4 C5 C1 -0.1(3) . . . . no
Mo1 C9 C10 O4 88.1(3) . . . . no
Mo1 C9 C10 O5 -91.7(2) . . . . no

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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C1 H1 O4 0.9500 2.3800 3.310(3) 165.00 2_565 yes
C2 H2 O5 0.9500 2.3800 3.277(4) 157.00 4_655 yes
C3 H3 O2 0.9500 2.5200 3.373(3) 149.00 1_655 yes
C4 H4 O4 0.9500 2.3900 3.248(4) 150.00 4_645 yes

#===END

_database_code_depnum_ccdc_archive 'CCDC 934898'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_2

#===============================================================================

# 5. CHEMICAL DATA


_chemical_formula_moiety         'C13 H14 Mo O5'
_chemical_formula_sum            'C13 H14 Mo O5'
_chemical_formula_weight         346.18

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'
Mo Mo -1.6832 0.6857 ' 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'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_symmetry_Int_Tables_number      61

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z
5 -x,-y,-z
6 1/2+x,y,1/2-z
7 1/2-x,1/2+y,z
8 x,1/2-y,1/2+z

_cell_length_a                   10.3022(8)
_cell_length_b                   11.1065(9)
_cell_length_c                   23.6758(19)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2709.0(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    123
_cell_measurement_reflns_used    9826
_cell_measurement_theta_min      2.5808
_cell_measurement_theta_max      25.3481

_exptl_crystal_description       fragment
_exptl_crystal_colour            'clear intense yellow'

_exptl_crystal_size_max          0.550
_exptl_crystal_size_mid          0.360
_exptl_crystal_size_min          0.150
_exptl_crystal_density_diffrn    1.698
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             1392
_exptl_absorpt_coefficient_mu    0.981
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'

_exptl_absorpt_correction_T_min  0.613
_exptl_absorpt_correction_T_max  0.867

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           10 s per frame
dx                                  40
3108 frames measured in 8 data sets
phi-scan with delta_phi         = 0.5
omega-scans with delta_omega    = 0.5
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'rotating anode FR591'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            55418
_diffrn_reflns_av_R_equivalents  0.0320
_diffrn_reflns_av_sigmaI/netI    0.0112
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_l_min       -28
_diffrn_reflns_limit_l_max       28
_diffrn_reflns_theta_min         1.72
_diffrn_reflns_theta_max         25.40
_diffrn_reflns_theta_full        25.40
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             2486
# number of observed reflections (> n sig(I))
_reflns_number_gt                2067
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL97 (Sheldrick, 1997)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0135P)²+4.3243P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   .
_refine_ls_number_reflns         2486
_refine_ls_number_parameters     203
_refine_ls_number_restraints     17
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0320
_refine_ls_R_factor_gt           0.0231
_refine_ls_wR_factor_ref         0.0524
_refine_ls_wR_factor_gt          0.0474
_refine_ls_goodness_of_fit_ref   1.135
_refine_ls_restrained_S_all      1.136
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.670
_refine_diff_density_min         -0.372
_refine_diff_density_rms         0.061

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags

_atom_site_disorder_assembly
_atom_site_disorder_group

Mo1 Mo Uani 0.50166(2) 0.96441(2) 0.87474(1) 1.000 0.0171(1) d . . .
O1 O Uani 0.69987(17) 1.08872(17) 0.95683(7) 1.000 0.0312(6) d . . .
O2 O Uani 0.33435(19) 1.12444(17) 0.95641(8) 1.000 0.0365(6) d . . .
O3 O Uani 0.39641(19) 1.17148(17) 0.79660(8) 1.000 0.0357(6) d . . .
O4 O Uani 0.81706(18) 0.83596(18) 0.80598(8) 1.000 0.0348(6) d . A .
O5A O Uani 0.8600(7) 1.0046(5) 0.8626(3) 0.589(10) 0.0236(14) d DP A 2
C1 C Uani 0.3435(3) 0.8165(2) 0.87814(11) 1.000 0.0298(8) d . A .
C2 C Uani 0.4313(3) 0.7961(2) 0.92322(11) 1.000 0.0277(8) d . A .
C3 C Uani 0.5528(3) 0.7649(2) 0.89957(11) 1.000 0.0262(8) d . A .
C4 C Uani 0.5385(3) 0.7664(2) 0.84007(11) 1.000 0.0251(8) d . A .
C5 C Uani 0.4102(3) 0.7985(2) 0.82685(11) 1.000 0.0283(8) d . A .
C6 C Uani 0.6316(2) 1.0440(2) 0.92495(10) 1.000 0.0227(7) d . A .
C7 C Uani 0.3940(3) 1.0650(2) 0.92661(11) 1.000 0.0253(8) d . A .
C8 C Uani 0.4369(2) 1.0967(2) 0.82453(11) 1.000 0.0255(8) d . A .
C9 C Uani 0.6713(2) 1.0058(2) 0.80953(10) 1.000 0.0238(7) d . A .
C10 C Uani 0.7863(2) 0.9330(3) 0.82571(10) 1.000 0.0279(8) d D . .
C11 C Uani 0.6317(3) 0.9816(2) 0.74838(11) 1.000 0.0291(8) d . . .
C12A C Uani 0.9770(5) 0.9470(6) 0.8842(2) 0.589(10) 0.0287(17) d DUP A 2
C13A C Uani 0.9459(6) 0.8695(6) 0.9344(3) 0.589(10) 0.042(2) d DUP A 2
C12 C Uani 0.9554(7) 0.8840(9) 0.8908(4) 0.411(10) 0.029(3) d DUP A 1
C13 C Uani 1.0115(10) 0.9380(9) 0.9430(3) 0.411(10) 0.049(3) d DUP A 1
O5 O Uani 0.8557(10) 0.9620(8) 0.8705(4) 0.411(10) 0.025(2) d DP A 1
H3 H Uiso 0.62990 0.74640 0.91980 1.000 0.0310 c R . .
H4 H Uiso 0.60480 0.74850 0.81350 1.000 0.0300 c R . .
H9 H Uiso 0.69480 1.09290 0.81300 1.000 0.0290 c R . .
H11A H Uiso 0.70700 0.99230 0.72360 1.000 0.0440 c R A .
H5 H Uiso 0.37480 0.80670 0.79000 1.000 0.0340 c R . .
H11C H Uiso 0.59940 0.89880 0.74500 1.000 0.0440 c R . .
H12C H Uiso 1.04070 1.00940 0.89530 0.589(10) 0.0340 c RP A 2
H12D H Uiso 1.01650 0.89700 0.85420 0.589(10) 0.0340 c RP A 2
H13D H Uiso 0.89990 0.91750 0.96280 0.589(10) 0.0640 c RP A 2
H13E H Uiso 1.02660 0.83830 0.95070 0.589(10) 0.0640 c RP A 2
H13F H Uiso 0.89100 0.80210 0.92250 0.589(10) 0.0640 c RP A 2
H11B H Uiso 0.56310 1.03800 0.73730 1.000 0.0440 c R . .
H1 H Uiso 0.25480 0.83860 0.88190 1.000 0.0360 c R . .
H2 H Uiso 0.41200 0.80230 0.96230 1.000 0.0330 c R . .
H12A H Uiso 1.02380 0.87460 0.86170 0.411(10) 0.0350 c RP A 1
H12B H Uiso 0.91890 0.80350 0.89920 0.411(10) 0.0350 c RP A 1
H13A H Uiso 1.05230 1.01530 0.93380 0.411(10) 0.0740 c RP A 1
H13B H Uiso 1.07670 0.88340 0.95890 0.411(10) 0.0740 c RP A 1
H13C H Uiso 0.94230 0.95100 0.97080 0.411(10) 0.0740 c RP A 1


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 C1 2.315(3) . . yes
Mo1 C2 2.310(2) . . yes
Mo1 C3 2.352(2) . . yes
Mo1 C4 2.378(2) . . yes
Mo1 C5 2.360(2) . . yes
Mo1 C6 1.997(2) . . yes
Mo1 C7 1.997(3) . . yes
Mo1 C8 2.004(2) . . yes
Mo1 C9 2.377(2) . . yes
O1 C6 1.145(3) . . yes
O2 C7 1.145(3) . . yes
O3 C8 1.141(3) . . yes
O4 C10 1.217(4) . . yes
O5 C10 1.319(10) . . yes
O5 C12 1.427(13) . . yes
O5A C10 1.404(7) . . yes
O5A C12A 1.457(9) . . yes
C1 C2 1.417(4) . . no
C1 C5 1.410(4) . . no
C2 C3 1.414(4) . . no
C3 C4 1.417(4) . . no
C4 C5 1.404(4) . . no
C9 C10 1.485(3) . . no
C9 C11 1.528(4) . . no
C12 C13 1.490(12) . . no
C12A C13A 1.502(9) . . no
C1 H1 0.9500 . . no
C2 H2 0.9500 . . no
C3 H3 0.9500 . . no
C4 H4 0.9500 . . no
C5 H5 0.9500 . . no
C9 H9 1.0000 . . no
C11 H11A 0.9800 . . no
C11 H11B 0.9800 . . no
C11 H11C 0.9800 . . no
C12 H12B 0.9900 . . no
C12 H12A 0.9900 . . no
C12A H12D 0.9900 . . no
C12A H12C 0.9900 . . no
C13 H13A 0.9800 . . no
C13 H13C 0.9800 . . no
C13 H13B 0.9800 . . no
C13A H13E 0.9800 . . no
C13A H13F 0.9800 . . no
C13A H13D 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Mo1 C2 35.69(10) . . . yes
C1 Mo1 C3 58.71(10) . . . yes
C1 Mo1 C4 57.87(10) . . . yes
C1 Mo1 C5 35.08(9) . . . yes
C1 Mo1 C6 139.94(9) . . . yes
C1 Mo1 C7 89.12(10) . . . yes
C1 Mo1 C8 107.85(9) . . . yes
C1 Mo1 C9 132.64(8) . . . yes
C2 Mo1 C3 35.30(10) . . . yes
C2 Mo1 C4 58.21(9) . . . yes
C2 Mo1 C5 58.78(9) . . . yes
C2 Mo1 C6 105.83(10) . . . yes
C2 Mo1 C7 88.45(10) . . . yes
C2 Mo1 C8 141.57(10) . . . yes
C2 Mo1 C9 135.23(9) . . . yes
C3 Mo1 C4 34.85(9) . . . yes
C3 Mo1 C5 58.26(9) . . . yes
C3 Mo1 C6 96.78(9) . . . yes
C3 Mo1 C7 119.86(10) . . . yes
C3 Mo1 C8 155.97(9) . . . yes
C3 Mo1 C9 100.36(9) . . . yes
C4 Mo1 C5 34.48(10) . . . yes
C4 Mo1 C6 120.53(10) . . . yes
C4 Mo1 C7 144.94(10) . . . yes
C4 Mo1 C8 121.76(9) . . . yes
C4 Mo1 C9 80.64(9) . . . yes
C5 Mo1 C6 154.09(9) . . . yes
C5 Mo1 C7 120.71(11) . . . yes
C5 Mo1 C8 98.89(9) . . . yes
C5 Mo1 C9 97.62(9) . . . yes
C6 Mo1 C7 76.03(10) . . . yes
C6 Mo1 C8 104.58(9) . . . yes
C6 Mo1 C9 78.94(8) . . . yes
C7 Mo1 C8 76.68(10) . . . yes
C7 Mo1 C9 134.41(9) . . . yes
C8 Mo1 C9 73.60(8) . . . yes
C10 O5 C12 120.9(8) . . . yes
C10 O5A C12A 114.6(5) . . . yes
Mo1 C1 C2 71.97(15) . . . yes
Mo1 C1 C5 74.19(16) . . . yes
C2 C1 C5 108.4(3) . . . no
Mo1 C2 C1 72.35(14) . . . yes
Mo1 C2 C3 73.97(14) . . . yes
C1 C2 C3 107.8(2) . . . no
Mo1 C3 C4 73.57(13) . . . yes
C2 C3 C4 107.4(3) . . . no
Mo1 C3 C2 70.73(13) . . . yes
Mo1 C4 C5 72.06(14) . . . yes
C3 C4 C5 108.8(2) . . . no
Mo1 C4 C3 71.59(13) . . . yes
Mo1 C5 C4 73.46(15) . . . yes
C1 C5 C4 107.6(2) . . . no
Mo1 C5 C1 70.73(14) . . . yes
Mo1 C6 O1 175.1(2) . . . yes
Mo1 C7 O2 178.6(2) . . . yes
Mo1 C8 O3 177.95(19) . . . yes
Mo1 C9 C10 108.29(15) . . . yes
Mo1 C9 C11 112.65(16) . . . yes
C10 C9 C11 111.2(2) . . . no
O4 C10 C9 126.3(2) . . . yes
O4 C10 O5 112.6(5) . . . yes
O4 C10 O5A 126.9(3) . . . yes
O5 C10 C9 120.5(5) . . . yes
O5A C10 C9 106.5(3) . . . yes
O5 C12 C13 108.3(8) . . . yes
O5A C12A C13A 110.7(5) . . . yes
Mo1 C1 H1 120.00 . . . no
C2 C1 H1 126.00 . . . no
C5 C1 H1 126.00 . . . no
Mo1 C2 H2 119.00 . . . no
C1 C2 H2 126.00 . . . no
C3 C2 H2 126.00 . . . no
Mo1 C3 H3 121.00 . . . no
C2 C3 H3 126.00 . . . no
C4 C3 H3 126.00 . . . no
Mo1 C4 H4 122.00 . . . no
C3 C4 H4 126.00 . . . no
C5 C4 H4 126.00 . . . no
Mo1 C5 H5 121.00 . . . no
C1 C5 H5 126.00 . . . no
C4 C5 H5 126.00 . . . no
Mo1 C9 H9 108.00 . . . no
C10 C9 H9 108.00 . . . no
C11 C9 H9 108.00 . . . no
C9 C11 H11A 110.00 . . . no
C9 C11 H11B 109.00 . . . no
C9 C11 H11C 109.00 . . . no
H11A C11 H11B 109.00 . . . no
H11A C11 H11C 109.00 . . . no
H11B C11 H11C 109.00 . . . no
H12A C12 H12B 108.00 . . . no
O5 C12 H12A 110.00 . . . no
O5 C12 H12B 110.00 . . . no
C13 C12 H12A 110.00 . . . no
C13 C12 H12B 110.00 . . . no
C13A C12A H12C 109.00 . . . no
C13A C12A H12D 110.00 . . . no
O5A C12A H12D 110.00 . . . no
O5A C12A H12C 110.00 . . . no
H12C C12A H12D 108.00 . . . no
C12 C13 H13A 110.00 . . . no
C12 C13 H13B 110.00 . . . no
H13A C13 H13C 109.00 . . . no
H13B C13 H13C 109.00 . . . no
C12 C13 H13C 109.00 . . . no
H13A C13 H13B 109.00 . . . no
C12A C13A H13F 109.00 . . . no
H13E C13A H13F 109.00 . . . no
H13D C13A H13E 109.00 . . . no
H13D C13A H13F 109.00 . . . no
C12A C13A H13D 110.00 . . . no
C12A C13A H13E 109.00 . . . no

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
_geom_torsion_publ_flag
C3 Mo1 C1 C2 37.74(15) . . . . no
C4 Mo1 C1 C2 78.94(16) . . . . no
C5 Mo1 C1 C2 115.9(2) . . . . no
C6 Mo1 C1 C2 -21.7(2) . . . . no
C7 Mo1 C1 C2 -88.56(16) . . . . no
C8 Mo1 C1 C2 -164.26(15) . . . . no
C9 Mo1 C1 C2 111.86(16) . . . . no
C2 Mo1 C1 C5 -115.9(2) . . . . no
C3 Mo1 C1 C5 -78.14(17) . . . . no
C4 Mo1 C1 C5 -36.93(15) . . . . no
C6 Mo1 C1 C5 -137.60(16) . . . . no
C7 Mo1 C1 C5 155.57(17) . . . . no
C8 Mo1 C1 C5 79.86(17) . . . . no
C9 Mo1 C1 C5 -4.0(2) . . . . no
C9 Mo1 C5 C1 177.02(15) . . . . no
C1 Mo1 C5 C4 -116.0(2) . . . . no
C2 Mo1 C5 C4 -78.15(17) . . . . no
C3 Mo1 C5 C4 -36.50(15) . . . . no
C6 Mo1 C5 C4 -19.3(3) . . . . no
C7 Mo1 C5 C4 -144.76(16) . . . . no
C3 Mo1 C2 C1 -115.2(2) . . . . no
C4 Mo1 C2 C1 -77.89(17) . . . . no
C5 Mo1 C2 C1 -37.21(15) . . . . no
C6 Mo1 C2 C1 165.66(15) . . . . no
C7 Mo1 C2 C1 90.66(17) . . . . no
C8 Mo1 C2 C1 24.6(2) . . . . no
C9 Mo1 C2 C1 -104.19(18) . . . . no
C1 Mo1 C2 C3 115.2(2) . . . . no
C4 Mo1 C2 C3 37.29(15) . . . . no
C5 Mo1 C2 C3 77.97(17) . . . . no
C6 Mo1 C2 C3 -79.16(16) . . . . no
C7 Mo1 C2 C3 -154.16(17) . . . . no
C8 Mo1 C2 C3 139.72(18) . . . . no
C9 Mo1 C2 C3 11.0(2) . . . . no
C5 Mo1 C9 C11 34.90(16) . . . . no
C6 Mo1 C9 C11 -171.14(17) . . . . no
C7 Mo1 C9 C11 -113.55(18) . . . . no
C1 Mo1 C3 C2 -38.16(15) . . . . no
C4 Mo1 C3 C2 -115.7(2) . . . . no
C5 Mo1 C3 C2 -79.56(17) . . . . no
C6 Mo1 C3 C2 107.90(16) . . . . no
C7 Mo1 C3 C2 30.2(2) . . . . no
C8 Mo1 C3 C2 -99.3(3) . . . . no
C9 Mo1 C3 C2 -172.16(15) . . . . no
C1 Mo1 C3 C4 77.51(18) . . . . no
C2 Mo1 C3 C4 115.7(2) . . . . no
C5 Mo1 C3 C4 36.11(17) . . . . no
C6 Mo1 C3 C4 -136.43(18) . . . . no
C7 Mo1 C3 C4 145.82(18) . . . . no
C8 Mo1 C3 C4 16.4(3) . . . . no
C9 Mo1 C3 C4 -56.49(18) . . . . no
C8 Mo1 C4 C5 -54.53(18) . . . . no
C8 Mo1 C5 C4 135.51(15) . . . . no
C9 Mo1 C5 C4 61.01(16) . . . . no
C1 Mo1 C4 C3 -80.13(18) . . . . no
C2 Mo1 C4 C3 -37.79(17) . . . . no
C5 Mo1 C4 C3 -117.7(2) . . . . no
C6 Mo1 C4 C3 52.6(2) . . . . no
C7 Mo1 C4 C3 -58.0(3) . . . . no
C8 Mo1 C4 C3 -172.24(16) . . . . no
C9 Mo1 C4 C3 123.77(18) . . . . no
C1 Mo1 C4 C5 37.59(15) . . . . no
C2 Mo1 C4 C5 79.93(17) . . . . no
C3 Mo1 C4 C5 117.7(2) . . . . no
C6 Mo1 C4 C5 170.34(15) . . . . no
C7 Mo1 C4 C5 59.7(2) . . . . no
C4 Mo1 C9 C11 65.02(16) . . . . no
C9 Mo1 C4 C5 -118.51(16) . . . . no
C7 Mo1 C5 C1 -28.75(19) . . . . no
C8 Mo1 C9 C11 -62.18(16) . . . . no
C1 Mo1 C9 C10 -86.20(19) . . . . no
C2 Mo1 C5 C1 37.86(16) . . . . no
C3 Mo1 C5 C1 79.51(17) . . . . no
C4 Mo1 C5 C1 116.0(2) . . . . no
C6 Mo1 C5 C1 96.7(3) . . . . no
C5 Mo1 C9 C10 -88.52(17) . . . . no
C8 Mo1 C5 C1 -108.49(16) . . . . no
C8 Mo1 C9 C10 174.40(19) . . . . no
C1 Mo1 C9 C11 37.2(2) . . . . no
C2 Mo1 C9 C11 87.46(19) . . . . no
C3 Mo1 C9 C11 93.89(16) . . . . no
C4 Mo1 C9 C10 -58.40(17) . . . . no
C6 Mo1 C9 C10 65.44(17) . . . . no
C7 Mo1 C9 C10 123.03(19) . . . . no
C2 Mo1 C9 C10 -36.0(2) . . . . no
C3 Mo1 C9 C10 -29.53(18) . . . . no
C10 O5A C12A C13A -83.6(6) . . . . no
C12A O5A C10 O4 -8.4(7) . . . . no
C12A O5A C10 C9 178.9(4) . . . . no
C2 C1 C5 Mo1 -64.35(17) . . . . no
C5 C1 C2 Mo1 65.80(17) . . . . no
C2 C1 C5 C4 0.4(3) . . . . no
Mo1 C1 C5 C4 64.69(17) . . . . no
C5 C1 C2 C3 -0.2(3) . . . . no
Mo1 C1 C2 C3 -66.01(17) . . . . no
C1 C2 C3 Mo1 64.93(16) . . . . no
C1 C2 C3 C4 0.0(3) . . . . no
Mo1 C2 C3 C4 -64.94(16) . . . . no
C2 C3 C4 C5 0.2(3) . . . . no
C2 C3 C4 Mo1 63.07(16) . . . . no
Mo1 C3 C4 C5 -62.84(17) . . . . no
C3 C4 C5 Mo1 62.54(16) . . . . no
C3 C4 C5 C1 -0.4(3) . . . . no
Mo1 C4 C5 C1 -62.90(16) . . . . no
Mo1 C9 C10 O4 96.3(3) . . . . no
Mo1 C9 C10 O5A -90.9(3) . . . . no
C11 C9 C10 O4 -28.0(3) . . . . no
C11 C9 C10 O5A 144.8(3) . . . . no

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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 O1 0.9500 2.5400 3.395(3) 150.00 5_677 yes
C4 H4 O4 0.9500 2.4000 3.080(4) 128.00 . yes
C5 H5 O4 0.9500 2.3700 3.314(3) 172.00 6_456 yes



#===END
_database_code_depnum_ccdc_archive 'CCDC 934899'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_Compound_5

#===============================================================================

# 5. CHEMICAL DATA

_chemical_formula_moiety         'C20 H24 Mo O5'
_chemical_formula_sum            'C20 H24 Mo O5'
_chemical_formula_weight         440.33

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'
Mo Mo -1.6832 0.6857 ' 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'

#===============================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           Orthorhombic
_symmetry_space_group_name_Hall  'P 2ac 2ab'
_symmetry_space_group_name_H-M   'P 21 21 21'
_symmetry_Int_Tables_number      19

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 1/2-x,-y,1/2+z
3 1/2+x,1/2-y,-z
4 -x,1/2+y,1/2-z

_cell_length_a                   7.4170(2)
_cell_length_b                   7.6621(2)
_cell_length_c                   34.3794(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1953.77(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    123
_cell_measurement_reflns_used    6187
_cell_measurement_theta_min      2.7236
_cell_measurement_theta_max      22.7708

_exptl_crystal_description       plate
_exptl_crystal_colour            yellow

_exptl_crystal_size_max          0.330
_exptl_crystal_size_mid          0.230
_exptl_crystal_size_min          0.030
_exptl_crystal_density_diffrn    1.497
_exptl_crystal_density_method    'Not Measured'
_exptl_crystal_F_000             904
_exptl_absorpt_coefficient_mu    0.698
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS, Bruker, 2008b'
_exptl_absorpt_correction_T_min  0.801
_exptl_absorpt_correction_T_max  0.981

#===============================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           
;
Diffractometer operator             A. Poethig
scanspeed                           60 s per frame
dx                                  60 mm
1996 frames measured in 11 data sets
phi-scans with delta_phi         = 1.0
omega-scans with delta_omega     = 1.0
;
_diffrn_ambient_temperature      123
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite

_diffrn_measurement_device       ' κ-geometry diffractometer '
_diffrn_measurement_device_type  ' Bruker APEX-II CCD '
_diffrn_measurement_method       ' phi- and omega-rotation '
_diffrn_detector                 ' CCD plate '
_diffrn_detector_area_resol_mean 16

# number of measured reflections (redundant set)
_diffrn_reflns_number            37467
_diffrn_reflns_av_R_equivalents  0.0885
_diffrn_reflns_av_sigmaI/netI    0.0535
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -41
_diffrn_reflns_limit_l_max       41
_diffrn_reflns_theta_min         2.37
_diffrn_reflns_theta_max         25.39
_diffrn_reflns_theta_full        25.39
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measured_fraction_theta_full 0.998
_diffrn_reflns_reduction_process 
;
;

# number of unique reflections
_reflns_number_total             3579
# number of observed reflections (> n sig(I))
_reflns_number_gt                3025
_reflns_threshold_expression     I>2σ(I)

_computing_data_collection       'APEX II Control Software (Bruker, 2008a)'
_computing_cell_refinement       'SAINT (Bruker, 2008b)'
_computing_data_reduction        'SAINT (Bruker, 2008b)'
_computing_structure_solution    'SHELXS97 (Sheldrick, 1997)'
_computing_structure_refinement  
'SHELXL97 (Sheldrick, 1997), SHELXLE (Huebschle, 2011)'
_computing_molecular_graphics    'PLATON (Spek, 2011)'
_computing_publication_material  'PLATON (Spek, 2011), enCIFer (Allen, 2004)'

#===============================================================================

# 8. REFINEMENT DATA

_refine_special_details          
;
 Refinement on F² for ALL reflections except those
 flagged by the user for potential systematic errors.
 Weighted R-factors wR and all goodnesses of fit S
 are based on F², conventional R-factors R are based
 on F, with F set to zero for negative F². The
 observed criterion of F² > 2sigma(F²) is used only
 for calculating -R-factor-obs etc. and is not
 relevant to the choice of reflections for refinement.
 R-factors based on F² are statistically about twice
 as large as those based on F, and R-factors based on
 ALL data will be even larger.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0133P)²+6.0706P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom

_refine_ls_hydrogen_treatment    constr

_refine_ls_extinction_method     none
_refine_ls_abs_structure_details 'Flack H.D. (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.02(7)

_chemical_absolute_configuration syn

_refine_ls_number_reflns         3579
_refine_ls_number_parameters     238
_refine_ls_number_restraints     36
_refine_ls_number_constraints    ?
_refine_ls_R_factor_all          0.0707
_refine_ls_R_factor_gt           0.0550
_refine_ls_wR_factor_ref         0.0943
_refine_ls_wR_factor_gt          0.0905
_refine_ls_goodness_of_fit_ref   1.149
_refine_ls_restrained_S_all      1.145
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000
_refine_diff_density_max         0.651
_refine_diff_density_min         -1.295
_refine_diff_density_rms         0.095

#===============================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_thermal_displace_type
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
_atom_site_calc_flag
_atom_site_refinement_flags

_atom_site_disorder_assembly
_atom_site_disorder_group

Mo1 Mo Uani -0.24601(9) 1.02768(5) 0.93534(1) 1.000 0.0234(1) d . . .
O1 O Uani -0.2401(8) 1.0079(6) 0.84390(10) 1.000 0.0467(16) d . . .
O2 O Uani -0.5450(7) 1.2970(7) 0.90985(14) 1.000 0.0510(17) d . . .
O3 O Uani -0.5966(6) 0.8538(6) 0.96864(14) 1.000 0.0403(17) d . . .
O4 O Uani 0.0928(5) 0.6428(5) 0.93437(12) 1.000 0.0310(14) d . . .
O5 O Uani -0.0135(5) 0.6849(6) 0.87411(11) 1.000 0.0270(14) d . . .
C1 C Uani -0.1512(9) 1.2313(9) 0.98038(18) 1.000 0.0328(10) d U . .
C2 C Uani -0.0312(8) 1.2389(9) 0.9479(2) 1.000 0.0324(10) d U . .
C3 C Uani 0.0578(8) 1.0776(8) 0.94562(18) 1.000 0.0317(10) d U . .
C4 C Uani 0.0001(8) 0.9734(10) 0.97697(18) 1.000 0.0313(10) d U . .
C5 C Uani -0.1321(8) 1.0683(8) 0.99815(19) 1.000 0.0319(10) d U . .
C6 C Uani -0.2431(11) 1.0090(6) 0.87707(16) 1.000 0.0300(17) d . . .
C7 C Uani -0.4325(10) 1.1987(9) 0.9193(2) 1.000 0.038(2) d . . .
C8 C Uani -0.4700(9) 0.9192(8) 0.95514(19) 1.000 0.028(2) d . . .
C9 C Uani -0.2155(8) 0.7258(7) 0.92552(15) 1.000 0.0227(19) d . . .
C10 C Uani -0.0317(8) 0.6817(7) 0.91296(16) 1.000 0.0188(9) d U . .
C11 C Uani 0.1650(8) 0.6445(9) 0.85890(17) 1.000 0.0270(19) d . . .
C12 C Uani 0.1559(11) 0.5699(9) 0.8174(2) 1.000 0.031(2) d . . .
C13 C Uani 0.0343(11) 0.7046(9) 0.79311(19) 1.000 0.037(3) d . . .
C14 C Uani 0.1591(10) 0.8665(10) 0.7891(2) 1.000 0.044(3) d . . .
C15 C Uani 0.3297(10) 0.8106(11) 0.8114(2) 1.000 0.043(3) d . . .
C16 C Uani 0.2817(10) 0.8118(9) 0.85429(18) 1.000 0.041(3) d . . .
C17 C Uani 0.3432(11) 0.6160(10) 0.80254(19) 1.000 0.033(2) d . . .
C18 C Uani 0.0842(12) 0.3888(10) 0.8161(2) 1.000 0.051(3) d . . .
C19 C Uani 0.4973(10) 0.5201(13) 0.8238(2) 1.000 0.061(3) d . . .
C20 C Uani 0.3698(11) 0.5765(11) 0.7588(2) 1.000 0.057(3) d . . .
H1 H Uiso -0.22490 1.33060 0.99060 1.000 0.0390 c R . .
H2 H Uiso -0.00570 1.34400 0.93150 1.000 0.0390 c R . .
H3 H Uiso 0.15710 1.04780 0.92710 1.000 0.0380 c R . .
H4 H Uiso 0.04880 0.85590 0.98400 1.000 0.0380 c R . .
H5 H Uiso -0.19110 1.03020 1.02290 1.000 0.0380 c R . .
H9A H Uiso -0.24340 0.66340 0.95000 1.000 0.0270 c R . .
H9B H Uiso -0.30270 0.68690 0.90550 1.000 0.0270 c R . .
H11 H Uiso 0.22720 0.55980 0.87650 1.000 0.0320 c R . .
H13A H Uiso 0.00230 0.65640 0.76730 1.000 0.0450 c R . .
H13B H Uiso -0.07770 0.73400 0.80730 1.000 0.0450 c R . .
H14A H Uiso 0.18660 0.89140 0.76150 1.000 0.0530 c R . .
H14B H Uiso 0.10350 0.97100 0.80110 1.000 0.0530 c R . .
H15 H Uiso 0.44020 0.87910 0.80470 1.000 0.0520 c R . .
H16A H Uiso 0.21220 0.91760 0.86120 1.000 0.0490 c R . .
H16B H Uiso 0.39120 0.80590 0.87070 1.000 0.0490 c R . .
H18A H Uiso 0.06790 0.35320 0.78890 1.000 0.0760 c R . .
H18B H Uiso -0.03210 0.38430 0.82960 1.000 0.0760 c R . .
H18C H Uiso 0.16940 0.30960 0.82880 1.000 0.0760 c R . .
H19A H Uiso 0.48530 0.39410 0.81960 1.000 0.0920 c R . .
H19B H Uiso 0.49100 0.54550 0.85170 1.000 0.0920 c R . .
H19C H Uiso 0.61350 0.55970 0.81350 1.000 0.0920 c R . .
H20A H Uiso 0.28290 0.64420 0.74350 1.000 0.0860 c R . .
H20B H Uiso 0.35070 0.45170 0.75410 1.000 0.0860 c R . .
H20C H Uiso 0.49260 0.60850 0.75100 1.000 0.0860 c R . .


#===============================================================================

# 10. MOLECULAR GEOMETRY

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Mo1 C1 2.308(7) . . yes
Mo1 C2 2.312(6) . . yes
Mo1 C3 2.313(6) . . yes
Mo1 C4 2.357(6) . . yes
Mo1 C5 2.340(6) . . yes
Mo1 C6 2.009(6) . . yes
Mo1 C7 1.984(7) . . yes
Mo1 C8 1.979(7) . . yes
Mo1 C9 2.349(5) . . yes
O1 C6 1.141(6) . . yes
O2 C7 1.170(9) . . yes
O3 C8 1.161(8) . . yes
O4 C10 1.218(7) . . yes
O5 C10 1.343(7) . . yes
O5 C11 1.457(7) . . yes
C1 C2 1.429(9) . . no
C1 C5 1.398(9) . . no
C2 C3 1.403(9) . . no
C3 C4 1.408(9) . . no
C4 C5 1.421(9) . . no
C9 C10 1.469(8) . . no
C11 C12 1.539(9) . . no
C11 C16 1.555(10) . . no
C12 C13 1.605(10) . . no
C12 C17 1.522(11) . . no
C12 C18 1.487(11) . . no
C13 C14 1.554(11) . . no
C14 C15 1.540(10) . . no
C15 C16 1.517(9) . . no
C15 C17 1.525(11) . . no
C17 C19 1.543(11) . . no
C17 C20 1.547(10) . . no
C1 H1 1.0000 . . no
C2 H2 1.0000 . . no
C3 H3 1.0000 . . no
C4 H4 1.0000 . . no
C5 H5 1.0000 . . no
C9 H9A 0.9900 . . no
C9 H9B 0.9900 . . no
C11 H11 1.0000 . . no
C13 H13A 0.9900 . . no
C13 H13B 0.9900 . . no
C14 H14A 0.9900 . . no
C14 H14B 0.9900 . . no
C15 H15 1.0000 . . no
C16 H16A 0.9900 . . no
C16 H16B 0.9900 . . no
C18 H18A 0.9800 . . no
C18 H18B 0.9800 . . no
C18 H18C 0.9800 . . no
C19 H19A 0.9800 . . no
C19 H19B 0.9800 . . no
C19 H19C 0.9800 . . no
C20 H20A 0.9800 . . no
C20 H20B 0.9800 . . no
C20 H20C 0.9800 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C1 Mo1 C2 36.0(2) . . . yes
C1 Mo1 C3 59.3(2) . . . yes
C1 Mo1 C4 58.4(2) . . . yes
C1 Mo1 C5 35.0(2) . . . yes
C1 Mo1 C6 135.6(2) . . . yes
C1 Mo1 C7 87.3(3) . . . yes
C1 Mo1 C8 108.0(2) . . . yes
C1 Mo1 C9 137.1(2) . . . yes
C2 Mo1 C3 35.3(2) . . . yes
C2 Mo1 C4 58.4(2) . . . yes
C2 Mo1 C5 59.0(2) . . . yes
C2 Mo1 C6 103.2(3) . . . yes
C2 Mo1 C7 94.0(3) . . . yes
C2 Mo1 C8 144.0(2) . . . yes
C2 Mo1 C9 130.5(2) . . . yes
C3 Mo1 C4 35.1(2) . . . yes
C3 Mo1 C5 59.0(2) . . . yes
C3 Mo1 C6 98.8(3) . . . yes
C3 Mo1 C7 127.8(3) . . . yes
C3 Mo1 C8 146.6(2) . . . yes
C3 Mo1 C9 95.2(2) . . . yes
C4 Mo1 C5 35.2(2) . . . yes
C4 Mo1 C6 125.8(3) . . . yes
C4 Mo1 C7 145.7(3) . . . yes
C4 Mo1 C8 111.6(2) . . . yes
C4 Mo1 C9 80.7(2) . . . yes
C5 Mo1 C6 157.9(3) . . . yes
C5 Mo1 C7 114.9(2) . . . yes
C5 Mo1 C8 92.4(2) . . . yes
C5 Mo1 C9 103.2(2) . . . yes
C6 Mo1 C7 77.1(3) . . . yes
C6 Mo1 C8 108.8(3) . . . yes
C6 Mo1 C9 77.61(18) . . . yes
C7 Mo1 C8 77.7(3) . . . yes
C7 Mo1 C9 132.7(2) . . . yes
C8 Mo1 C9 73.5(2) . . . yes
C10 O5 C11 116.4(4) . . . yes
Mo1 C1 C2 72.1(4) . . . yes
Mo1 C1 C5 73.7(4) . . . yes
C2 C1 C5 108.4(6) . . . no
Mo1 C2 C1 71.8(4) . . . yes
Mo1 C2 C3 72.4(4) . . . yes
C1 C2 C3 107.5(6) . . . no
Mo1 C3 C2 72.3(3) . . . yes
Mo1 C3 C4 74.2(3) . . . yes
C2 C3 C4 108.3(6) . . . no
Mo1 C4 C3 70.8(3) . . . yes
Mo1 C4 C5 71.7(4) . . . yes
C3 C4 C5 108.2(6) . . . no
Mo1 C5 C1 71.3(4) . . . yes
Mo1 C5 C4 73.0(4) . . . yes
C1 C5 C4 107.7(6) . . . no
Mo1 C6 O1 176.3(4) . . . yes
Mo1 C7 O2 178.7(6) . . . yes
Mo1 C8 O3 176.3(6) . . . yes
Mo1 C9 C10 111.0(4) . . . yes
O4 C10 O5 122.0(5) . . . yes
O4 C10 C9 125.6(5) . . . yes
O5 C10 C9 112.4(5) . . . yes
O5 C11 C12 111.8(5) . . . yes
O5 C11 C16 111.6(5) . . . yes
C12 C11 C16 103.7(5) . . . no
C11 C12 C13 105.6(5) . . . no
C11 C12 C17 100.7(6) . . . no
C11 C12 C18 113.0(6) . . . no
C13 C12 C17 100.9(6) . . . no
C13 C12 C18 112.6(6) . . . no
C17 C12 C18 122.2(7) . . . no
C12 C13 C14 103.0(6) . . . no
C13 C14 C15 102.9(6) . . . no
C14 C15 C16 106.8(6) . . . no
C14 C15 C17 103.1(6) . . . no
C16 C15 C17 102.4(6) . . . no
C11 C16 C15 103.0(5) . . . no
C12 C17 C15 95.7(6) . . . no
C12 C17 C19 114.0(6) . . . no
C12 C17 C20 113.4(6) . . . no
C15 C17 C19 114.8(6) . . . no
C15 C17 C20 113.2(6) . . . no
C19 C17 C20 105.8(6) . . . no
Mo1 C1 H1 126.00 . . . no
C2 C1 H1 126.00 . . . no
C5 C1 H1 126.00 . . . no
Mo1 C2 H2 126.00 . . . no
C1 C2 H2 126.00 . . . no
C3 C2 H2 126.00 . . . no
Mo1 C3 H3 126.00 . . . no
C2 C3 H3 126.00 . . . no
C4 C3 H3 126.00 . . . no
Mo1 C4 H4 126.00 . . . no
C3 C4 H4 126.00 . . . no
C5 C4 H4 126.00 . . . no
Mo1 C5 H5 126.00 . . . no
C1 C5 H5 126.00 . . . no
C4 C5 H5 126.00 . . . no
Mo1 C9 H9A 109.00 . . . no
Mo1 C9 H9B 109.00 . . . no
C10 C9 H9A 109.00 . . . no
C10 C9 H9B 109.00 . . . no
H9A C9 H9B 108.00 . . . no
O5 C11 H11 110.00 . . . no
C12 C11 H11 110.00 . . . no
C16 C11 H11 110.00 . . . no
C12 C13 H13A 111.00 . . . no
C12 C13 H13B 111.00 . . . no
C14 C13 H13A 111.00 . . . no
C14 C13 H13B 111.00 . . . no
H13A C13 H13B 109.00 . . . no
C13 C14 H14A 111.00 . . . no
C13 C14 H14B 111.00 . . . no
C15 C14 H14A 111.00 . . . no
C15 C14 H14B 111.00 . . . no
H14A C14 H14B 109.00 . . . no
C14 C15 H15 114.00 . . . no
C16 C15 H15 114.00 . . . no
C17 C15 H15 114.00 . . . no
C11 C16 H16A 111.00 . . . no
C11 C16 H16B 111.00 . . . no
C15 C16 H16A 111.00 . . . no
C15 C16 H16B 111.00 . . . no
H16A C16 H16B 109.00 . . . no
C12 C18 H18A 109.00 . . . no
C12 C18 H18B 109.00 . . . no
C12 C18 H18C 110.00 . . . no
H18A C18 H18B 109.00 . . . no
H18A C18 H18C 109.00 . . . no
H18B C18 H18C 110.00 . . . no
C17 C19 H19A 109.00 . . . no
C17 C19 H19B 110.00 . . . no
C17 C19 H19C 109.00 . . . no
H19A C19 H19B 110.00 . . . no
H19A C19 H19C 109.00 . . . no
H19B C19 H19C 110.00 . . . no
C17 C20 H20A 110.00 . . . no
C17 C20 H20B 109.00 . . . no
C17 C20 H20C 110.00 . . . no
H20A C20 H20B 109.00 . . . no
H20A C20 H20C 109.00 . . . no
H20B C20 H20C 109.00 . . . no

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
_geom_torsion_publ_flag
C2 Mo1 C1 C5 -116.0(5) . . . . no
C3 Mo1 C1 C2 37.3(4) . . . . no
C3 Mo1 C1 C5 -78.8(4) . . . . no
C4 Mo1 C1 C2 78.5(4) . . . . no
C4 Mo1 C1 C5 -37.5(4) . . . . no
C5 Mo1 C1 C2 116.0(5) . . . . no
C6 Mo1 C1 C2 -32.2(6) . . . . no
C6 Mo1 C1 C5 -148.2(4) . . . . no
C7 Mo1 C1 C2 -100.6(4) . . . . no
C7 Mo1 C1 C5 143.3(4) . . . . no
C8 Mo1 C1 C2 -176.8(4) . . . . no
C8 Mo1 C1 C5 67.2(4) . . . . no
C9 Mo1 C1 C2 98.2(4) . . . . no
C9 Mo1 C1 C5 -17.8(5) . . . . no
C1 Mo1 C2 C3 115.9(6) . . . . no
C3 Mo1 C2 C1 -115.9(6) . . . . no
C4 Mo1 C2 C1 -78.4(4) . . . . no
C4 Mo1 C2 C3 37.5(4) . . . . no
C5 Mo1 C2 C1 -36.9(4) . . . . no
C5 Mo1 C2 C3 78.9(4) . . . . no
C6 Mo1 C2 C1 157.5(4) . . . . no
C6 Mo1 C2 C3 -86.7(4) . . . . no
C7 Mo1 C2 C1 79.8(4) . . . . no
C7 Mo1 C2 C3 -164.4(4) . . . . no
C8 Mo1 C2 C1 5.2(6) . . . . no
C8 Mo1 C2 C3 121.0(5) . . . . no
C9 Mo1 C2 C1 -117.6(4) . . . . no
C9 Mo1 C2 C3 -1.8(5) . . . . no
C1 Mo1 C3 C2 -38.0(4) . . . . no
C1 Mo1 C3 C4 77.6(4) . . . . no
C2 Mo1 C3 C4 115.7(6) . . . . no
C4 Mo1 C3 C2 -115.7(6) . . . . no
C5 Mo1 C3 C2 -79.0(4) . . . . no
C5 Mo1 C3 C4 36.6(4) . . . . no
C6 Mo1 C3 C2 100.4(4) . . . . no
C6 Mo1 C3 C4 -143.9(4) . . . . no
C7 Mo1 C3 C2 19.9(5) . . . . no
C7 Mo1 C3 C4 135.5(4) . . . . no
C8 Mo1 C3 C2 -113.6(5) . . . . no
C8 Mo1 C3 C4 2.1(6) . . . . no
C9 Mo1 C3 C2 178.7(4) . . . . no
C9 Mo1 C3 C4 -65.7(4) . . . . no
C1 Mo1 C4 C3 -80.3(4) . . . . no
C1 Mo1 C4 C5 37.3(4) . . . . no
C2 Mo1 C4 C3 -37.7(4) . . . . no
C2 Mo1 C4 C5 79.9(4) . . . . no
C3 Mo1 C4 C5 117.6(6) . . . . no
C5 Mo1 C4 C3 -117.6(6) . . . . no
C6 Mo1 C4 C3 45.8(5) . . . . no
C6 Mo1 C4 C5 163.4(3) . . . . no
C7 Mo1 C4 C3 -78.8(6) . . . . no
C7 Mo1 C4 C5 38.8(6) . . . . no
C8 Mo1 C4 C3 -178.8(4) . . . . no
C8 Mo1 C4 C5 -61.2(4) . . . . no
C9 Mo1 C4 C3 113.1(4) . . . . no
C9 Mo1 C4 C5 -129.3(4) . . . . no
C1 Mo1 C5 C4 -116.0(6) . . . . no
C2 Mo1 C5 C1 38.1(4) . . . . no
C2 Mo1 C5 C4 -77.9(4) . . . . no
C3 Mo1 C5 C1 79.5(4) . . . . no
C3 Mo1 C5 C4 -36.5(4) . . . . no
C4 Mo1 C5 C1 116.0(6) . . . . no
C6 Mo1 C5 C1 78.1(7) . . . . no
C6 Mo1 C5 C4 -37.9(7) . . . . no
C7 Mo1 C5 C1 -41.1(5) . . . . no
C7 Mo1 C5 C4 -157.1(4) . . . . no
C8 Mo1 C5 C1 -118.7(4) . . . . no
C8 Mo1 C5 C4 125.3(4) . . . . no
C9 Mo1 C5 C1 167.7(4) . . . . no
C9 Mo1 C5 C4 51.7(4) . . . . no
C1 Mo1 C9 C10 -72.4(5) . . . . no
C2 Mo1 C9 C10 -22.3(5) . . . . no
C3 Mo1 C9 C10 -23.4(4) . . . . no
C4 Mo1 C9 C10 -55.4(4) . . . . no
C5 Mo1 C9 C10 -82.7(4) . . . . no
C6 Mo1 C9 C10 74.6(4) . . . . no
C7 Mo1 C9 C10 133.7(4) . . . . no
C8 Mo1 C9 C10 -171.3(4) . . . . no
C11 O5 C10 O4 -1.8(8) . . . . no
C11 O5 C10 C9 179.4(5) . . . . no
C10 O5 C11 C12 153.8(5) . . . . no
C10 O5 C11 C16 -90.6(6) . . . . no
Mo1 C1 C2 C3 -64.1(4) . . . . no
C5 C1 C2 Mo1 65.4(5) . . . . no
C5 C1 C2 C3 1.3(7) . . . . no
Mo1 C1 C5 C4 64.5(4) . . . . no
C2 C1 C5 Mo1 -64.3(4) . . . . no
C2 C1 C5 C4 0.2(7) . . . . no
Mo1 C2 C3 C4 -66.0(4) . . . . no
C1 C2 C3 Mo1 63.7(4) . . . . no
C1 C2 C3 C4 -2.3(7) . . . . no
Mo1 C3 C4 C5 -62.4(4) . . . . no
C2 C3 C4 Mo1 64.7(4) . . . . no
C2 C3 C4 C5 2.4(7) . . . . no
Mo1 C4 C5 C1 -63.3(5) . . . . no
C3 C4 C5 Mo1 61.7(4) . . . . no
C3 C4 C5 C1 -1.6(7) . . . . no
Mo1 C9 C10 O4 91.4(6) . . . . no
Mo1 C9 C10 O5 -89.9(5) . . . . no
O5 C11 C12 C13 51.2(7) . . . . no
O5 C11 C12 C17 155.8(5) . . . . no
O5 C11 C12 C18 -72.2(8) . . . . no
C16 C11 C12 C13 -69.1(6) . . . . no
C16 C11 C12 C17 35.5(6) . . . . no
C16 C11 C12 C18 167.5(6) . . . . no
O5 C11 C16 C15 -122.1(5) . . . . no
C12 C11 C16 C15 -1.6(7) . . . . no
C11 C12 C13 C14 71.3(6) . . . . no
C17 C12 C13 C14 -33.1(6) . . . . no
C18 C12 C13 C14 -165.0(6) . . . . no
C11 C12 C17 C15 -54.8(6) . . . . no
C11 C12 C17 C19 65.7(7) . . . . no
C11 C12 C17 C20 -173.1(6) . . . . no
C13 C12 C17 C15 53.6(6) . . . . no
C13 C12 C17 C19 174.0(6) . . . . no
C13 C12 C17 C20 -64.8(7) . . . . no
C18 C12 C17 C15 179.2(6) . . . . no
C18 C12 C17 C19 -60.4(9) . . . . no
C18 C12 C17 C20 60.9(9) . . . . no
C12 C13 C14 C15 -1.2(7) . . . . no
C13 C14 C15 C16 -72.2(7) . . . . no
C13 C14 C15 C17 35.4(7) . . . . no
C14 C15 C16 C11 74.9(7) . . . . no
C17 C15 C16 C11 -33.1(7) . . . . no
C14 C15 C17 C12 -56.1(6) . . . . no
C14 C15 C17 C19 -175.9(6) . . . . no
C14 C15 C17 C20 62.5(8) . . . . no
C16 C15 C17 C12 54.8(6) . . . . no
C16 C15 C17 C19 -65.0(7) . . . . no
C16 C15 C17 C20 173.3(6) . . . . no

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
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 O4 1.0000 2.4100 3.262(8) 143.00 1_565 yes
C4 H4 O4 1.0000 2.3800 3.006(8) 120.00 . yes
C4 H4 O3 1.0000 2.5300 3.209(9) 125.00 3_567 yes
C5 H5 O4 1.0000 2.5500 3.487(7) 157.00 3_467 yes
C13 H13B O5 0.9900 2.3800 2.811(8) 106.00 . yes

#===END
_database_code_depnum_ccdc_archive 'CCDC 934900'
