# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_fxm-vick-10c-120k
_database_code_depnum_ccdc_archive 'CCDC 1046971'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-05-14 downloaded from the CCDC.
;
_audit_creation_date             2015-01-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.12.26 svn.r3119 for OlexSys, GUI svn.r4975)
;
_chemical_name_common            ?
_chemical_name_systematic        
'(R,E)-methyl 2-hydroxy-4-phenyl-2-((2-phenyloxazol-5-yl)methyl)but-3-enoate'
_chemical_formula_moiety         'C21 H19 N O4'
_chemical_formula_sum            'C21 H19 N O4'
_chemical_formula_weight         349.37
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.7332(3)
_cell_length_b                   12.3327(3)
_cell_length_c                   15.1571(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1819.42(8)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5269
_cell_measurement_temperature    115(7)
_cell_measurement_theta_max      72.6150
_cell_measurement_theta_min      4.6330
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.723
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.42988
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.275
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             736
_exptl_crystal_size_max          0.6
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.2
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0423
_diffrn_reflns_av_unetI/netI     0.0376
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            10033
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.857
_diffrn_reflns_theta_min         4.622
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      115(7)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   23.00   90.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921 -125.0000 -180.0000 67

#__ type_ start__ end____ width___ exp.time_
  2 omega   17.00  105.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   38.0000  -90.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega    1.00   75.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921  -99.0000   30.0000 74

#__ type_ start__ end____ width___ exp.time_
  4 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000  -90.0000 94

#__ type_ start__ end____ width___ exp.time_
  5 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   57.0000  -60.0000 84

#__ type_ start__ end____ width___ exp.time_
  6 omega   40.00   98.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000    0.0000 58

#__ type_ start__ end____ width___ exp.time_
  7 omega   90.00  175.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   61.0000   90.0000 85

#__ type_ start__ end____ width___ exp.time_
  8 omega   40.00  135.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -77.0000  -90.0000 95

#__ type_ start__ end____ width___ exp.time_
  9 omega   91.00  176.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -120.0000 85

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  120.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   38.00   91.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   60.0000 53

#__ type_ start__ end____ width___ exp.time_
 13 omega   57.00  150.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000  178.0000   30.0000 93

#__ type_ start__ end____ width___ exp.time_
 14 omega   91.00  176.00   1.0000    1.1100
omega____ theta____ kappa____ phi______ frames
    -      108.0000   45.0000 -150.0000 85

#__ type_ start__ end____ width___ exp.time_
 15 omega   10.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.2921   77.0000   90.0000 94
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1123294000
_diffrn_orient_matrix_UB_12      0.0870604000
_diffrn_orient_matrix_UB_13      -0.0099240000
_diffrn_orient_matrix_UB_21      0.0747668000
_diffrn_orient_matrix_UB_22      -0.0718378000
_diffrn_orient_matrix_UB_23      -0.0678377000
_diffrn_orient_matrix_UB_31      -0.0826648000
_diffrn_orient_matrix_UB_32      0.0533299000
_diffrn_orient_matrix_UB_33      -0.0751499000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.734
_reflns_Friedel_fraction_full    1.000
_reflns_Friedel_fraction_max     0.970
_reflns_number_gt                3410
_reflns_number_total             3555
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.277
_refine_diff_density_min         -0.457
_refine_diff_density_rms         0.100
_refine_ls_abs_structure_details 
;
 Flack x determined using 1384 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.05(13)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.058
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     237
_refine_ls_number_reflns         3555
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0517
_refine_ls_R_factor_gt           0.0500
_refine_ls_restrained_S_all      1.058
_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)+(0.0954P)²+0.0254P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1239
_refine_ls_wR_factor_ref         0.1267
_refine_special_details          ?
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
 C00A(H00A,H00B)
2.b Aromatic/amide H refined with riding coordinates:
 C006(H006), C007(H007), C00B(H00C), C00G(H00G), C00H(H00H), C00I(H00I),
 C00J(H00J), C00K(H00K), C00L(H00L), C00M(H00M), C00N(H00N), C00O(H00O),
 C00P(H00P)
2.c Idealised Me refined as rotating group:
 C00Q(H00D,H00E,H00F)
2.d Idealised tetrahedral OH refined as rotating group:
 O001(H001)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.36668(18) 0.58928(13) 0.68575(10) 0.0233(4) Uani 1 1 d . . . . .
H001 H 0.3882 0.5320 0.7123 0.035 Uiso 1 1 calc GR . . . .
O002 O 0.65297(18) 0.74881(13) 0.62011(11) 0.0240(4) Uani 1 1 d . . . . .
O003 O 0.61535(19) 0.49663(15) 0.66255(12) 0.0323(4) Uani 1 1 d . . . . .
O004 O 0.6105(2) 0.52832(16) 0.51643(12) 0.0339(4) Uani 1 1 d . . . . .
N005 N 0.6241(2) 0.89470(15) 0.70399(13) 0.0237(4) Uani 1 1 d . . . . .
C006 C 0.3234(3) 0.51966(18) 0.53837(15) 0.0236(5) Uani 1 1 d . . . . .
H006 H 0.3397 0.5230 0.4766 0.028 Uiso 1 1 calc R . . . .
C007 C 0.2211(3) 0.45818(18) 0.56710(16) 0.0239(5) Uani 1 1 d . . . . .
H007 H 0.2029 0.4611 0.6286 0.029 Uiso 1 1 calc R . . . .
C008 C 0.1325(2) 0.38610(17) 0.51508(15) 0.0226(5) Uani 1 1 d . . . . .
C009 C 0.4157(3) 0.58488(18) 0.59884(15) 0.0224(5) Uani 1 1 d . . . . .
C00A C 0.4242(3) 0.70347(19) 0.56482(16) 0.0249(5) Uani 1 1 d . . . . .
H00A H 0.4581 0.7027 0.5032 0.030 Uiso 1 1 calc R . . . .
H00B H 0.3306 0.7348 0.5643 0.030 Uiso 1 1 calc R . . . .
C00B C 0.4980(3) 0.86299(19) 0.66875(16) 0.0251(5) Uani 1 1 d . . . . .
H00C H 0.4129 0.8986 0.6790 0.030 Uiso 1 1 calc R . . . .
C00C C 0.8589(3) 0.81777(19) 0.68811(15) 0.0240(5) Uani 1 1 d . . . . .
C00D C 0.5147(3) 0.77437(19) 0.61799(16) 0.0238(5) Uani 1 1 d . . . . .
C00E C 0.7107(3) 0.82485(18) 0.67287(15) 0.0222(5) Uani 1 1 d . . . . .
C00F C 0.5595(3) 0.53179(18) 0.59805(16) 0.0251(5) Uani 1 1 d . . . . .
C00G C 0.0510(3) 0.3105(2) 0.55870(17) 0.0285(5) Uani 1 1 d . . . . .
H00G H 0.0535 0.3070 0.6213 0.034 Uiso 1 1 calc R . . . .
C00H C 0.9339(3) 0.9112(2) 0.70883(15) 0.0266(5) Uani 1 1 d . . . . .
H00H H 0.8896 0.9798 0.7106 0.032 Uiso 1 1 calc R . . . .
C00I C 0.1281(3) 0.38767(19) 0.42320(16) 0.0278(5) Uani 1 1 d . . . . .
H00I H 0.1844 0.4374 0.3918 0.033 Uiso 1 1 calc R . . . .
C00J C 0.9255(3) 0.7179(2) 0.68325(18) 0.0305(6) Uani 1 1 d . . . . .
H00J H 0.8755 0.6544 0.6679 0.037 Uiso 1 1 calc R . . . .
C00K C 0.0430(3) 0.3180(2) 0.37678(17) 0.0308(6) Uani 1 1 d . . . . .
H00K H 0.0406 0.3209 0.3142 0.037 Uiso 1 1 calc R . . . .
C00L C 1.0734(3) 0.9031(3) 0.72676(18) 0.0335(6) Uani 1 1 d . . . . .
H00L H 1.1246 0.9663 0.7411 0.040 Uiso 1 1 calc R . . . .
C00M C -0.0382(3) 0.2445(2) 0.42112(17) 0.0299(6) Uani 1 1 d . . . . .
H00M H -0.0970 0.1972 0.3892 0.036 Uiso 1 1 calc R . . . .
C00N C -0.0337(3) 0.2401(2) 0.51260(18) 0.0321(6) Uani 1 1 d . . . . .
H00N H -0.0886 0.1889 0.5435 0.038 Uiso 1 1 calc R . . . .
C00O C 1.1380(3) 0.8036(3) 0.72384(19) 0.0371(6) Uani 1 1 d . . . . .
H00O H 1.2329 0.7983 0.7377 0.045 Uiso 1 1 calc R . . . .
C00P C 1.0653(3) 0.7117(2) 0.7009(2) 0.0376(6) Uani 1 1 d . . . . .
H00P H 1.1112 0.6438 0.6972 0.045 Uiso 1 1 calc R . . . .
C00Q C 0.7405(3) 0.4731(3) 0.5079(2) 0.0489(8) Uani 1 1 d . . . . .
H00D H 0.7643 0.4665 0.4453 0.073 Uiso 1 1 calc GR . . . .
H00E H 0.7335 0.4006 0.5341 0.073 Uiso 1 1 calc GR . . . .
H00F H 0.8119 0.5146 0.5385 0.073 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 H001 0.8400 . ?
O001 C009 1.402(3) . ?
O002 C00D 1.382(3) . ?
O002 C00E 1.354(3) . ?
O003 C00F 1.200(3) . ?
O004 C00F 1.334(3) . ?
O004 C00Q 1.442(4) . ?
N005 C00B 1.395(3) . ?
N005 C00E 1.294(3) . ?
C006 H006 0.9500 . ?
C006 C007 1.325(3) . ?
C006 C009 1.515(3) . ?
C007 H007 0.9500 . ?
C007 C008 1.468(3) . ?
C008 C00G 1.392(3) . ?
C008 C00I 1.394(3) . ?
C009 C00A 1.553(3) . ?
C009 C00F 1.546(3) . ?
C00A H00A 0.9900 . ?
C00A H00B 0.9900 . ?
C00A C00D 1.480(3) . ?
C00B H00C 0.9500 . ?
C00B C00D 1.346(3) . ?
C00C C00E 1.464(3) . ?
C00C C00H 1.400(4) . ?
C00C C00J 1.394(4) . ?
C00G H00G 0.9500 . ?
C00G C00N 1.387(4) . ?
C00H H00H 0.9500 . ?
C00H C00L 1.388(4) . ?
C00I H00I 0.9500 . ?
C00I C00K 1.386(4) . ?
C00J H00J 0.9500 . ?
C00J C00P 1.389(4) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.377(4) . ?
C00L H00L 0.9500 . ?
C00L C00O 1.380(4) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.388(4) . ?
C00N H00N 0.9500 . ?
C00O H00O 0.9500 . ?
C00O C00P 1.381(5) . ?
C00P H00P 0.9500 . ?
C00Q H00D 0.9800 . ?
C00Q H00E 0.9800 . ?
C00Q H00F 0.9800 . ?

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_3
_geom_angle_publ_flag
C009 O001 H001 109.5 . . ?
C00E O002 C00D 105.04(18) . . ?
C00F O004 C00Q 115.1(2) . . ?
C00E N005 C00B 104.3(2) . . ?
C007 C006 H006 118.3 . . ?
C007 C006 C009 123.4(2) . . ?
C009 C006 H006 118.3 . . ?
C006 C007 H007 116.2 . . ?
C006 C007 C008 127.7(2) . . ?
C008 C007 H007 116.2 . . ?
C00G C008 C007 119.0(2) . . ?
C00G C008 C00I 117.8(2) . . ?
C00I C008 C007 123.1(2) . . ?
O001 C009 C006 112.8(2) . . ?
O001 C009 C00A 107.08(18) . . ?
O001 C009 C00F 109.38(19) . . ?
C006 C009 C00A 109.33(19) . . ?
C006 C009 C00F 107.92(18) . . ?
C00F C009 C00A 110.36(19) . . ?
C009 C00A H00A 108.7 . . ?
C009 C00A H00B 108.7 . . ?
H00A C00A H00B 107.6 . . ?
C00D C00A C009 114.05(19) . . ?
C00D C00A H00A 108.7 . . ?
C00D C00A H00B 108.7 . . ?
N005 C00B H00C 125.1 . . ?
C00D C00B N005 109.9(2) . . ?
C00D C00B H00C 125.1 . . ?
C00H C00C C00E 120.0(2) . . ?
C00J C00C C00E 120.2(2) . . ?
C00J C00C C00H 119.8(2) . . ?
O002 C00D C00A 117.2(2) . . ?
C00B C00D O002 106.8(2) . . ?
C00B C00D C00A 135.9(2) . . ?
O002 C00E C00C 117.4(2) . . ?
N005 C00E O002 114.0(2) . . ?
N005 C00E C00C 128.6(2) . . ?
O003 C00F O004 125.2(2) . . ?
O003 C00F C009 123.9(2) . . ?
O004 C00F C009 111.0(2) . . ?
C008 C00G H00G 119.3 . . ?
C00N C00G C008 121.3(2) . . ?
C00N C00G H00G 119.4 . . ?
C00C C00H H00H 120.2 . . ?
C00L C00H C00C 119.7(3) . . ?
C00L C00H H00H 120.2 . . ?
C008 C00I H00I 119.4 . . ?
C00K C00I C008 121.2(2) . . ?
C00K C00I H00I 119.4 . . ?
C00C C00J H00J 120.2 . . ?
C00P C00J C00C 119.6(3) . . ?
C00P C00J H00J 120.2 . . ?
C00I C00K H00K 119.9 . . ?
C00M C00K C00I 120.2(2) . . ?
C00M C00K H00K 119.9 . . ?
C00H C00L H00L 119.9 . . ?
C00O C00L C00H 120.2(3) . . ?
C00O C00L H00L 119.9 . . ?
C00K C00M H00M 120.1 . . ?
C00K C00M C00N 119.7(2) . . ?
C00N C00M H00M 120.1 . . ?
C00G C00N C00M 119.8(2) . . ?
C00G C00N H00N 120.1 . . ?
C00M C00N H00N 120.1 . . ?
C00L C00O H00O 119.8 . . ?
C00L C00O C00P 120.4(3) . . ?
C00P C00O H00O 119.8 . . ?
C00J C00P H00P 119.8 . . ?
C00O C00P C00J 120.3(3) . . ?
C00O C00P H00P 119.8 . . ?
O004 C00Q H00D 109.5 . . ?
O004 C00Q H00E 109.5 . . ?
O004 C00Q H00F 109.5 . . ?
H00D C00Q H00E 109.5 . . ?
H00D C00Q H00F 109.5 . . ?
H00E C00Q H00F 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethyl acetate/ petroleum ether'
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_fxm-vick-18f
_database_code_depnum_ccdc_archive 'CCDC 1047008'
_audit_update_record             
;
2015-02-03 deposited with the CCDC.
2015-05-14 downloaded from the CCDC.
;
_audit_creation_date             2015-01-12
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.05.21 svn.r2940 for OlexSys, GUI svn.r4846)
;
_chemical_name_common            ?
_chemical_name_systematic        
'(R)-ethyl 2-hydroxy-4-phenyl-2-((2-phenyloxazol-5-yl)methyl)but-3-ynoate'
_chemical_formula_moiety         'C22 H19 N O4'
_chemical_formula_sum            'C22 H19 N O4'
_chemical_formula_weight         361.38
_chemical_absolute_configuration rmad
_chemical_melting_point          ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 '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 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_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.
;
_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'

_cell_length_a                   9.8442(3)
_cell_length_b                   12.3537(3)
_cell_length_c                   16.5313(6)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2010.41(11)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5527
_cell_measurement_temperature    293
_cell_measurement_theta_max      72.6310
_cell_measurement_theta_min      4.4820
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.672
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.43559
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.194
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             760
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0360
_diffrn_reflns_av_unetI/netI     0.0247
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            11269
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.977
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         72.926
_diffrn_reflns_theta_min         4.468
_diffrn_ambient_temperature      293
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 15.9595
_diffrn_detector_type            EosS2
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000 -120.0000 84

#__ type_ start__ end____ width___ exp.time_
  2 omega  -33.00   55.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -38.0000   30.0000 88

#__ type_ start__ end____ width___ exp.time_
  3 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  -90.0000 84

#__ type_ start__ end____ width___ exp.time_
  4 omega   32.00   97.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171 -139.0000  -87.0000 65

#__ type_ start__ end____ width___ exp.time_
  5 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000  120.0000 94

#__ type_ start__ end____ width___ exp.time_
  6 omega  -31.00   63.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171  -77.0000 -120.0000 94

#__ type_ start__ end____ width___ exp.time_
  7 omega   39.00  109.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000 -150.0000 70

#__ type_ start__ end____ width___ exp.time_
  8 omega   38.00   91.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -60.0000 53

#__ type_ start__ end____ width___ exp.time_
  9 omega   38.00   91.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  150.0000 53

#__ type_ start__ end____ width___ exp.time_
 10 omega   38.00   91.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000  -30.0000 53

#__ type_ start__ end____ width___ exp.time_
 11 omega   38.00   91.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000 -180.0000 53

#__ type_ start__ end____ width___ exp.time_
 12 omega   40.00   98.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -45.0000 -120.0000 58

#__ type_ start__ end____ width___ exp.time_
 13 omega   38.00   91.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -30.0000   90.0000 53

#__ type_ start__ end____ width___ exp.time_
 14 omega   39.00  109.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000  -94.0000  -90.0000 70

#__ type_ start__ end____ width___ exp.time_
 15 omega   87.00  178.00   1.0000   22.0000
omega____ theta____ kappa____ phi______ frames
    -      108.0000   30.0000   90.0000 91

#__ type_ start__ end____ width___ exp.time_
 16 omega   20.00  104.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000    0.0000 84

#__ type_ start__ end____ width___ exp.time_
 17 omega   20.00   92.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   57.0000  150.0000 72

#__ type_ start__ end____ width___ exp.time_
 18 omega    2.00   29.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       36.4171   91.0000   99.8498 27
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'New Gemini, Dual, Cu at zero, EosS2'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0838989000
_diffrn_orient_matrix_UB_12      0.1031717000
_diffrn_orient_matrix_UB_13      -0.0155487000
_diffrn_orient_matrix_UB_21      -0.1320788000
_diffrn_orient_matrix_UB_22      0.0661540000
_diffrn_orient_matrix_UB_23      -0.0079485000
_diffrn_orient_matrix_UB_31      0.0027699000
_diffrn_orient_matrix_UB_32      0.0232250000
_diffrn_orient_matrix_UB_33      0.0915101000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'Enhance (Cu) X-ray Source'
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.959
_reflns_number_gt                3559
_reflns_number_total             3917
_reflns_odcompleteness_completeness 99.86
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33 (release 27-03-2014 CrysAlis171 .NET)
(compiled Mar 27 2014,17:12:48)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'ShelXT (Sheldrick, 2008)'
_refine_diff_density_max         0.234
_refine_diff_density_min         -0.283
_refine_diff_density_rms         0.057
_refine_ls_abs_structure_details 
;
 Flack x determined using 1405 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.01(10)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3917
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0560
_refine_ls_R_factor_gt           0.0527
_refine_ls_restrained_S_all      1.039
_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)+(0.1100P)²+0.0260P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1417
_refine_ls_wR_factor_ref         0.1465
_refine_special_details          ?
_olex2_refinement_description    
;
1. Others
 Fixed Uiso: H001(0.105) H006(0.079) H00A(0.082) H00B(0.082) H00G(0.088)
 H00H(0.095) H00I(0.098) H00J(0.096) H00K(0.107) H00L(0.104) H00M(0.123)
 H00N(0.146) H00C(0.132) H00D(0.132) H00P(0.161) H00Q(0.194) H00E(0.3)
 H00F(0.3) H00O(0.3)
 Fixed X: H001(0.3857) H006(0.4136) H00A(0.4513) H00B(0.3291) H00G(0.191)
 H00H(0.0647) H00I(0.0457) H00J(-0.0927) H00K(-0.0809) H00L(0.875) H00M(1.1038)
 H00N(1.2149) H00C(0.7198) H00D(0.7939) H00P(0.8753) H00Q(1.1023) H00E(0.6603)
 H00F(0.8181) H00O(0.7245)
 Fixed Y: H001(0.5287) H006(0.8927) H00A(0.7008) H00B(0.7323) H00G(0.4303)
 H00H(0.3255) H00I(0.3114) H00J(0.2018) H00K(0.2073) H00L(0.9597) H00M(0.9411)
 H00N(0.7834) H00C(0.4017) H00D(0.5146) H00P(0.6611) H00Q(0.6445) H00E(0.436)
 H00F(0.4493) H00O(0.5519)
 Fixed Z: H001(0.7205) H006(0.692) H00A(0.5311) H00B(0.5872) H00G(0.381)
 H00H(0.5967) H00I(0.3193) H00J(0.3948) H00K(0.5331) H00L(0.7471) H00M(0.7773)
 H00N(0.7499) H00C(0.5332) H00D(0.5387) H00P(0.6554) H00Q(0.688) H00E(0.4021)
 H00F(0.4102) H00O(0.4072)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.3751(2) 0.58830(14) 0.69952(12) 0.0697(5) Uani 1 1 d . . . . .
H001 H 0.3857 0.5287 0.7205 0.105 Uiso 1 1 calc GR . . . .
O002 O 0.6472(2) 0.74547(14) 0.63581(13) 0.0700(5) Uani 1 1 d . . . . .
O003 O 0.6165(2) 0.4924(2) 0.66451(17) 0.0876(6) Uani 1 1 d . . . . .
O004 O 0.5909(2) 0.5276(2) 0.53332(16) 0.0866(6) Uani 1 1 d . . . . .
N005 N 0.6198(2) 0.88827(17) 0.71447(15) 0.0663(5) Uani 1 1 d . . . . .
C006 C 0.4957(3) 0.85776(19) 0.68222(18) 0.0657(6) Uani 1 1 d . . . . .
H006 H 0.4136 0.8927 0.6920 0.079 Uiso 1 1 calc R . . . .
C007 C 0.1431(3) 0.39220(19) 0.49564(16) 0.0608(5) Uani 1 1 d . . . . .
C008 C 0.7054(3) 0.81914(18) 0.68532(18) 0.0649(6) Uani 1 1 d . . . . .
C009 C 0.4198(3) 0.7015(2) 0.58670(18) 0.0684(6) Uani 1 1 d . . . . .
H00A H 0.4513 0.7008 0.5311 0.082 Uiso 1 1 calc R . . . .
H00B H 0.3291 0.7323 0.5872 0.082 Uiso 1 1 calc R . . . .
C00A C 0.2351(3) 0.4642(2) 0.53556(18) 0.0662(6) Uani 1 1 d . . . . .
C00B C 0.3145(3) 0.52060(19) 0.57073(18) 0.0670(6) Uani 1 1 d . . . . .
C00C C 0.5533(3) 0.52820(19) 0.60987(19) 0.0680(6) Uani 1 1 d . . . . .
C00D C 0.4129(3) 0.58330(18) 0.61846(17) 0.0629(6) Uani 1 1 d . . . . .
C00E C 0.5110(3) 0.77127(17) 0.63537(17) 0.0640(6) Uani 1 1 d . . . . .
C00F C 0.8513(3) 0.8101(2) 0.7008(2) 0.0745(7) Uani 1 1 d . . . . .
C00G C 0.1360(3) 0.3858(2) 0.41237(18) 0.0731(6) Uani 1 1 d . . . . .
H00G H 0.1910 0.4303 0.3810 0.088 Uiso 1 1 calc R . . . .
C00H C 0.0610(4) 0.3236(3) 0.54053(19) 0.0794(8) Uani 1 1 d . . . . .
H00H H 0.0647 0.3255 0.5967 0.095 Uiso 1 1 calc R . . . .
C00I C 0.0490(4) 0.3147(3) 0.3754(2) 0.0814(8) Uani 1 1 d . . . . .
H00I H 0.0457 0.3114 0.3193 0.098 Uiso 1 1 calc R . . . .
C00J C -0.0327(4) 0.2490(3) 0.4202(2) 0.0803(8) Uani 1 1 d . . . . .
H00J H -0.0927 0.2018 0.3948 0.096 Uiso 1 1 calc R . . . .
C00K C -0.0261(4) 0.2529(3) 0.5024(2) 0.0890(9) Uani 1 1 d . . . . .
H00K H -0.0809 0.2073 0.5331 0.107 Uiso 1 1 calc R . . . .
C00L C 0.9199(4) 0.8952(4) 0.7357(2) 0.0863(9) Uani 1 1 d . . . . .
H00L H 0.8750 0.9597 0.7471 0.104 Uiso 1 1 calc R . . . .
C00M C 1.0571(4) 0.8839(5) 0.7535(2) 0.1026(12) Uani 1 1 d . . . . .
H00M H 1.1038 0.9411 0.7773 0.123 Uiso 1 1 calc R . . . .
C00N C 1.1236(4) 0.7907(5) 0.7367(4) 0.1217(17) Uani 1 1 d . . . . .
H00N H 1.2149 0.7834 0.7499 0.146 Uiso 1 1 calc R . . . .
C00O C 0.7191(4) 0.4759(4) 0.5138(3) 0.1099(13) Uani 1 1 d . U . . .
H00C H 0.7198 0.4017 0.5332 0.132 Uiso 1 1 calc R . . . .
H00D H 0.7939 0.5146 0.5387 0.132 Uiso 1 1 calc R . . . .
C00P C 0.9200(4) 0.7175(4) 0.6813(5) 0.134(2) Uani 1 1 d . . . . .
H00P H 0.8753 0.6611 0.6554 0.161 Uiso 1 1 calc R . . . .
C00Q C 1.0563(5) 0.7081(5) 0.7003(6) 0.162(3) Uani 1 1 d . . . . .
H00Q H 1.1023 0.6445 0.6880 0.194 Uiso 1 1 calc R . . . .
C00R C 0.7315(9) 0.4785(7) 0.4258(6) 0.200(5) Uani 1 1 d . U . . .
H00E H 0.6603 0.4360 0.4021 0.300 Uiso 1 1 calc GR . . . .
H00F H 0.8181 0.4493 0.4102 0.300 Uiso 1 1 calc GR . . . .
H00O H 0.7245 0.5519 0.4072 0.300 Uiso 1 1 calc GR . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 H001 0.8200 . ?
O001 C00D 1.392(3) . ?
O002 C008 1.352(3) . ?
O002 C00E 1.378(3) . ?
O003 C00C 1.183(4) . ?
O004 C00C 1.319(4) . ?
O004 C00O 1.451(4) . ?
N005 C006 1.385(3) . ?
N005 C008 1.293(4) . ?
C006 H006 0.9300 . ?
C006 C00E 1.328(4) . ?
C007 C00A 1.430(4) . ?
C007 C00G 1.381(4) . ?
C007 C00H 1.386(4) . ?
C008 C00F 1.462(4) . ?
C009 H00A 0.9700 . ?
C009 H00B 0.9700 . ?
C009 C00D 1.553(3) . ?
C009 C00E 1.482(4) . ?
C00A C00B 1.198(4) . ?
C00B C00D 1.469(4) . ?
C00C C00D 1.547(3) . ?
C00F C00L 1.376(5) . ?
C00F C00P 1.368(6) . ?
C00G H00G 0.9300 . ?
C00G C00I 1.370(5) . ?
C00H H00H 0.9300 . ?
C00H C00K 1.377(5) . ?
C00I H00I 0.9300 . ?
C00I C00J 1.362(5) . ?
C00J H00J 0.9300 . ?
C00J C00K 1.361(5) . ?
C00K H00K 0.9300 . ?
C00L H00L 0.9300 . ?
C00L C00M 1.389(5) . ?
C00M H00M 0.9300 . ?
C00M C00N 1.353(8) . ?
C00N H00N 0.9300 . ?
C00N C00Q 1.357(10) . ?
C00O H00C 0.9700 . ?
C00O H00D 0.9700 . ?
C00O C00R 1.460(10) . ?
C00P H00P 0.9300 . ?
C00P C00Q 1.382(6) . ?
C00Q H00Q 0.9300 . ?
C00R H00E 0.9600 . ?
C00R H00F 0.9600 . ?
C00R H00O 0.9600 . ?

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_3
_geom_angle_publ_flag
C00D O001 H001 109.5 . . ?
C008 O002 C00E 105.1(2) . . ?
C00C O004 C00O 117.4(3) . . ?
C008 N005 C006 104.6(2) . . ?
N005 C006 H006 125.0 . . ?
C00E C006 N005 110.1(2) . . ?
C00E C006 H006 125.0 . . ?
C00G C007 C00A 121.8(3) . . ?
C00G C007 C00H 118.0(3) . . ?
C00H C007 C00A 120.1(2) . . ?
O002 C008 C00F 118.1(2) . . ?
N005 C008 O002 113.2(2) . . ?
N005 C008 C00F 128.7(3) . . ?
H00A C009 H00B 107.8 . . ?
C00D C009 H00A 109.0 . . ?
C00D C009 H00B 109.0 . . ?
C00E C009 H00A 109.0 . . ?
C00E C009 H00B 109.0 . . ?
C00E C009 C00D 112.9(2) . . ?
C00B C00A C007 177.1(3) . . ?
C00A C00B C00D 175.7(3) . . ?
O003 C00C O004 125.7(3) . . ?
O003 C00C C00D 124.4(3) . . ?
O004 C00C C00D 110.0(2) . . ?
O001 C00D C009 107.2(2) . . ?
O001 C00D C00B 111.4(2) . . ?
O001 C00D C00C 110.3(2) . . ?
C00B C00D C009 110.1(2) . . ?
C00B C00D C00C 107.90(19) . . ?
C00C C00D C009 110.1(2) . . ?
O002 C00E C009 117.3(2) . . ?
C006 C00E O002 107.1(2) . . ?
C006 C00E C009 135.7(3) . . ?
C00L C00F C008 119.8(3) . . ?
C00P C00F C008 120.6(3) . . ?
C00P C00F C00L 119.6(3) . . ?
C007 C00G H00G 119.6 . . ?
C00I C00G C007 120.9(3) . . ?
C00I C00G H00G 119.6 . . ?
C007 C00H H00H 119.8 . . ?
C00K C00H C007 120.4(3) . . ?
C00K C00H H00H 119.8 . . ?
C00G C00I H00I 119.7 . . ?
C00J C00I C00G 120.6(3) . . ?
C00J C00I H00I 119.7 . . ?
C00I C00J H00J 120.2 . . ?
C00K C00J C00I 119.6(3) . . ?
C00K C00J H00J 120.2 . . ?
C00H C00K H00K 119.7 . . ?
C00J C00K C00H 120.6(3) . . ?
C00J C00K H00K 119.7 . . ?
C00F C00L H00L 120.4 . . ?
C00F C00L C00M 119.3(4) . . ?
C00M C00L H00L 120.4 . . ?
C00L C00M H00M 119.6 . . ?
C00N C00M C00L 120.8(5) . . ?
C00N C00M H00M 119.6 . . ?
C00M C00N H00N 120.2 . . ?
C00M C00N C00Q 119.7(4) . . ?
C00Q C00N H00N 120.2 . . ?
O004 C00O H00C 110.4 . . ?
O004 C00O H00D 110.4 . . ?
O004 C00O C00R 106.6(5) . . ?
H00C C00O H00D 108.6 . . ?
C00R C00O H00C 110.4 . . ?
C00R C00O H00D 110.4 . . ?
C00F C00P H00P 120.1 . . ?
C00F C00P C00Q 119.8(5) . . ?
C00Q C00P H00P 120.1 . . ?
C00N C00Q C00P 120.7(5) . . ?
C00N C00Q H00Q 119.6 . . ?
C00P C00Q H00Q 119.6 . . ?
C00O C00R H00E 109.5 . . ?
C00O C00R H00F 109.5 . . ?
C00O C00R H00O 109.5 . . ?
H00E C00R H00F 109.5 . . ?
H00E C00R H00O 109.5 . . ?
H00F C00R H00O 109.5 . . ?

_shelx_SHELXL_version_number     2014/7
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method 
'Re-crystallisation from solvent: ethyl acetate/petroleum ether'
