 
data_mo_SCRIV061_0m
 
_audit_creation_method            'SHELXL-2016/6'
_shelx_SHELXL_version_number      '2016/6'
_chemical_name_systematic         ?
_chemical_name_common             ?
_chemical_melting_point           ?
_chemical_formula_moiety          ?
_chemical_formula_sum
 'C23 H22 O4' 
_chemical_formula_weight          362.40
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'
 'O'  'O'   0.0106   0.0060
 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
 
_symmetry_cell_setting            Monoclinic  
_space_group_IT_number            15
_symmetry_space_group_name_H-M    C2/c 
_space_group_name_Hall            '-C 2yc'
 
_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.
;
 
loop_
 _space_group_symop_operation_xyz
 'x, y, z'
 '-x, y, -z+1/2'
 'x+1/2, y+1/2, z'
 '-x+1/2, y+1/2, -z+1/2'
 '-x, -y, -z'
 'x, -y, z-1/2'
 '-x+1/2, -y+1/2, -z'
 'x+1/2, -y+1/2, z-1/2'
 
_cell_length_a                    15.1384(7)
_cell_length_b                    16.8907(8)
_cell_length_c                    7.8396(4)
_cell_angle_alpha                 90
_cell_angle_beta                  115.7443(12)
_cell_angle_gamma                 90
_cell_volume                      1805.60(15)
_cell_formula_units_Z             4
_cell_measurement_temperature     100(2)
_cell_measurement_reflns_used      6781
_cell_measurement_theta_min        2.41
_cell_measurement_theta_max       33.15
 
_exptl_crystal_description        block 
_exptl_crystal_colour             colourless 
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_density_diffrn     1.333          
_exptl_crystal_F_000              768
_exptl_transmission_factor_min    ?
_exptl_transmission_factor_max    ?
_exptl_crystal_size_max           0.10
_exptl_crystal_size_mid           0.05
_exptl_crystal_size_min           0.05
_exptl_absorpt_coefficient_mu     0.090
_shelx_estimated_absorpt_T_min    0.991
_shelx_estimated_absorpt_T_max    0.995
_exptl_absorpt_correction_type    Multi-scan
_exptl_absorpt_correction_T_min   0.96
_exptl_absorpt_correction_T_max   0.995
_exptl_absorpt_process_details     
; 
 SADABS Version 2008/1 Bruker-Nonius
 Blessing, Acta Cryst. (1995) A51 33-38
; 
_exptl_special_details 
; 
 It should be noted that the esd's of the cell dimensions are probably too low;
 they should be multiplied by a factor of 2 to 10
; 
_diffrn_ambient_temperature       100(2)
_diffrn_measurement_specimen_support
                'magnetic support with MicroMount'
_diffrn_radiation_wavelength      0.71073 
_diffrn_radiation_type            MoK\a 
_diffrn_source                    'Microfocus source E025 IuS' 
_diffrn_source_type               'Bruker APEX DUO'
_diffrn_source_power              50
_diffrn_source_current            0.6
_diffrn_source_size               '0.2 mm x 0.2 mm fine focus'
_diffrn_radiation_monochromator   'Quazar MX Multilayer Optics' 
_diffrn_detector_type             '4K CCD area detector APEX II' 
_diffrn_measurement_device_type   'APEX DUO Kappa 4-axis goniometer' 
_diffrn_measurement_method         
;
 Fullsphere data collection, phi and omega scans
;
_diffrn_detector_area_resol_mean  512
_diffrn_reflns_number             15842 
_diffrn_reflns_av_unetI/netI      0.0189
_diffrn_reflns_av_R_equivalents   0.0213
_diffrn_reflns_limit_h_min        -23
_diffrn_reflns_limit_h_max        23
_diffrn_reflns_limit_k_min        -16
_diffrn_reflns_limit_k_max        25
_diffrn_reflns_limit_l_min        -12
_diffrn_reflns_limit_l_max        11
_diffrn_reflns_theta_min          1.919
_diffrn_reflns_theta_max          33.176
_diffrn_reflns_theta_full         25.242
_diffrn_measured_fraction_theta_max   0.958
_diffrn_measured_fraction_theta_full  0.998
_diffrn_reflns_Laue_measured_fraction_max    0.958
_diffrn_reflns_Laue_measured_fraction_full   0.998
_diffrn_reflns_point_group_measured_fraction_max   0.958
_diffrn_reflns_point_group_measured_fraction_full  0.998
_reflns_number_total              3308
_reflns_number_gt                 2741
_reflns_threshold_expression      'I > 2σ(I)'
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_max      .
_reflns_Friedel_fraction_full     .
 
_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.
;

_computing_data_collection        'Bruker APEX2 v2014.9-0' 
_computing_cell_refinement        'Bruker APEX2 v2014.9-0' 
_computing_data_reduction         'Bruker SAINT V7.60A' 
_computing_structure_solution     'Sir2011' 
_computing_structure_refinement   'SHELXL-2014 (Sheldrick, 2014)' 
_computing_molecular_graphics     'Bruker SHELXTL' 
_computing_publication_material   'Bruker SHELXTL' 
_refine_special_details           ?
_refine_ls_structure_factor_coef  Fsqd
_refine_ls_matrix_type            full
_refine_ls_weighting_scheme       calc
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0620P)²+0.8195P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary      ?
_atom_sites_solution_secondary    ?
_atom_sites_solution_hydrogens    geom
_refine_ls_hydrogen_treatment     constr
_refine_ls_extinction_method      none
_refine_ls_extinction_coef        .
_refine_ls_number_reflns          3308
_refine_ls_number_parameters      124
_refine_ls_number_restraints      0
_refine_ls_R_factor_all           0.0502
_refine_ls_R_factor_gt            0.0395
_refine_ls_wR_factor_ref          0.1136
_refine_ls_wR_factor_gt           0.1068
_refine_ls_goodness_of_fit_ref    1.059
_refine_ls_restrained_S_all       1.059
_refine_ls_shift/su_max           0.000
_refine_ls_shift/su_mean          0.000
 
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
O2 O 0.11102(5) 0.24922(4) 0.40931(9) 0.01972(14) Uani 1 1 d . . . . .
O1 O 0.01814(5) 0.20555(4) 0.54944(10) 0.02126(15) Uani 1 1 d . . . . .
C1 C 0.000000 0.14798(6) 0.250000 0.0141(2) Uani 1 2 d S T P . .
C2 C 0.10681(6) -0.05636(5) 0.29731(11) 0.01430(15) Uani 1 1 d . . . . .
H2 H 0.075585 -0.103890 0.306485 0.017 Uiso 1 1 calc R U . . .
C3 C 0.05083(5) 0.00949(5) 0.26076(11) 0.01296(15) Uani 1 1 d . . . . .
C4 C 0.25869(6) -0.01101(5) 0.26446(12) 0.01669(16) Uani 1 1 d . . . . .
H4 H 0.226205 0.035606 0.199754 0.020 Uiso 1 1 calc R U . . .
C5 C 0.20829(6) -0.06547(5) 0.32488(11) 0.01443(15) Uani 1 1 d . . . . .
C6 C 0.04208(6) 0.20291(5) 0.42239(12) 0.01502(15) Uani 1 1 d . . . . .
C7 C 0.08108(6) 0.09322(5) 0.24508(14) 0.01779(17) Uani 1 1 d . . . . .
H7A H 0.086929 0.100435 0.125083 0.021 Uiso 1 1 calc R U . . .
H7B H 0.145147 0.105535 0.351962 0.021 Uiso 1 1 calc R U . . .
C8 C 0.25866(7) -0.13424(5) 0.41785(13) 0.02000(17) Uani 1 1 d . . . . .
H8 H 0.225519 -0.172772 0.456908 0.024 Uiso 1 1 calc R U . . .
C9 C 0.35561(6) -0.02426(6) 0.29790(14) 0.02099(18) Uani 1 1 d . . . . .
H9 H 0.388469 0.013110 0.255196 0.025 Uiso 1 1 calc R U . . .
C10 C 0.40466(7) -0.09197(6) 0.39359(15) 0.02417(19) Uani 1 1 d . . . . .
H10 H 0.471070 -0.100530 0.417629 0.029 Uiso 1 1 calc R U . . .
C11 C 0.35591(7) -0.14700(6) 0.45378(15) 0.02481(19) Uani 1 1 d . . . . .
H11 H 0.389023 -0.193261 0.519388 0.030 Uiso 1 1 calc R U . . .
C12 C 0.16104(7) 0.30407(6) 0.56334(14) 0.02395(19) Uani 1 1 d . . . . .
H12A H 0.182699 0.350278 0.515949 0.036 Uiso 1 1 calc R U . . .
H12B H 0.218123 0.277931 0.662186 0.036 Uiso 1 1 calc R U . . .
H12C H 0.116176 0.321143 0.616174 0.036 Uiso 1 1 calc R U . . .
 
 
_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
O2 C6 1.3432(10) . ?
O2 C12 1.4476(11) . ?
O1 C6 1.1996(11) . ?
C1 C6 1.5314(11) 2 ?
C1 C6 1.5315(11) . ?
C1 C7 1.5507(10) . ?
C1 C7 1.5507(10) 2 ?
C2 C3 1.3515(11) . ?
C2 C5 1.4637(11) . ?
C3 C3 1.4736(15) 2 ?
C3 C7 1.5078(11) . ?
C4 C9 1.3919(12) . ?
C4 C5 1.4023(12) . ?
C5 C8 1.4067(12) . ?
C8 C11 1.3903(13) . ?
C9 C10 1.3922(14) . ?
C10 C11 1.3906(15) . ?
 
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
C6 O2 C12 116.83(7) . . ?
C6 C1 C6 105.41(9) 2 . ?
C6 C1 C7 111.71(5) 2 . ?
C6 C1 C7 110.67(5) . . ?
C6 C1 C7 110.67(5) 2 2 ?
C6 C1 C7 111.71(5) . 2 ?
C7 C1 C7 106.76(9) . 2 ?
C3 C2 C5 129.72(7) . . ?
C2 C3 C3 123.49(5) . 2 ?
C2 C3 C7 127.20(7) . . ?
C3 C3 C7 109.25(4) 2 . ?
C9 C4 C5 120.97(8) . . ?
C4 C5 C8 117.69(7) . . ?
C4 C5 C2 124.84(7) . . ?
C8 C5 C2 117.47(7) . . ?
O1 C6 O2 124.52(8) . . ?
O1 C6 C1 126.53(7) . . ?
O2 C6 C1 108.95(6) . . ?
C3 C7 C1 106.60(6) . . ?
C11 C8 C5 121.39(9) . . ?
C4 C9 C10 120.36(9) . . ?
C11 C10 C9 119.63(8) . . ?
C8 C11 C10 119.93(8) . . ?
 
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
C5 C2 C3 C3 -179.01(9) . . . 2 ?
C5 C2 C3 C7 -2.25(14) . . . . ?
C9 C4 C5 C8 -0.85(12) . . . . ?
C9 C4 C5 C2 179.57(8) . . . . ?
C3 C2 C5 C4 -19.88(14) . . . . ?
C3 C2 C5 C8 160.54(9) . . . . ?
C12 O2 C6 O1 1.91(12) . . . . ?
C12 O2 C6 C1 -178.50(7) . . . . ?
C6 C1 C6 O1 120.41(9) 2 . . . ?
C7 C1 C6 O1 -118.66(8) . . . . ?
C7 C1 C6 O1 0.16(11) 2 . . . ?
C6 C1 C6 O2 -59.17(5) 2 . . . ?
C7 C1 C6 O2 61.76(8) . . . . ?
C7 C1 C6 O2 -179.43(6) 2 . . . ?
C2 C3 C7 C1 -166.77(7) . . . . ?
C3 C3 C7 C1 10.38(10) 2 . . . ?
C6 C1 C7 C3 -124.94(7) 2 . . . ?
C6 C1 C7 C3 117.94(7) . . . . ?
C7 C1 C7 C3 -3.83(4) 2 . . . ?
C4 C5 C8 C11 1.80(13) . . . . ?
C2 C5 C8 C11 -178.59(8) . . . . ?
C5 C4 C9 C10 -0.42(14) . . . . ?
C4 C9 C10 C11 0.80(15) . . . . ?
C5 C8 C11 C10 -1.47(15) . . . . ?
C9 C10 C11 C8 0.14(15) . . . . ?
 
_refine_diff_density_max    0.465
_refine_diff_density_min   -0.194
_refine_diff_density_rms    0.050
