data_mo_0928_6_0m
_audit_creation_date              2018-05-16
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number      '2014/7'
_publ_contact_author_address      ?
_publ_contact_author_email        ?
_publ_contact_author_id_orcid     ?
_publ_contact_author_name         ''
_publ_contact_author_phone        ?
_publ_section_references
;
Dolomanov, O.V., Bourhis, L.J., Gildea, R.J, Howard, J.A.K. & Puschmann, H.
 (2009), J. Appl. Cryst. 42, 339-341.

Sheldrick, G.M. (2008). Acta Cryst. A64, 112-122.

Sheldrick, G.M. (2015). Acta Cryst. A71, 3-8.
;
_chemical_name_common             ?
_chemical_name_systematic         ?
_chemical_formula_moiety          'C17 H17 F O6'
_chemical_formula_sum             'C17 H17 F O6'
_chemical_formula_weight          336.30
_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' 0.0033 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'
 'F' 'F' 0.0171 0.0103 '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'

_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       'triclinic'
_space_group_IT_number            2
_space_group_name_H-M_alt         'P -1'
_space_group_name_Hall            '-P 1'
loop_
  _space_group_symop_operation_xyz
 'x, y, z'
 '-x, -y, -z'

_cell_length_a                    8.5820(10)
_cell_length_b                    9.1420(12)
_cell_length_c                    10.6911(14)
_cell_angle_alpha                 98.618(8)
_cell_angle_beta                  93.721(7)
_cell_angle_gamma                 96.898(7)
_cell_volume                      820.37(18)
_cell_formula_units_Z             2
_cell_measurement_reflns_used     1661
_cell_measurement_temperature     166(2)
_cell_measurement_theta_max       21.79
_cell_measurement_theta_min       2.40
_shelx_estimated_absorpt_T_max    ?
_shelx_estimated_absorpt_T_min    ?
_exptl_absorpt_coefficient_mu     0.110
_exptl_absorpt_correction_T_max   0.7454
_exptl_absorpt_correction_T_min   0.6568
_exptl_absorpt_correction_type    none
_exptl_absorpt_process_details    ?
_exptl_absorpt_special_details    ?
_exptl_crystal_colour             ?
_exptl_crystal_density_diffrn     1.361
_exptl_crystal_density_meas       ?
_exptl_crystal_density_method     ?
_exptl_crystal_description        'block'
_exptl_crystal_F_000              352
_exptl_crystal_size_max           ?
_exptl_crystal_size_mid           ?
_exptl_crystal_size_min           ?
_exptl_transmission_factor_max    ?
_exptl_transmission_factor_min    ?
_diffrn_reflns_av_R_equivalents   0.1263
_diffrn_reflns_av_unetI/netI      0.0980
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max        10
_diffrn_reflns_limit_h_min        -10
_diffrn_reflns_limit_k_max        11
_diffrn_reflns_limit_k_min        -11
_diffrn_reflns_limit_l_max        13
_diffrn_reflns_limit_l_min        -13
_diffrn_reflns_number             14666
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full         25.242
_diffrn_reflns_theta_max          26.022
_diffrn_reflns_theta_min          2.273
_diffrn_ambient_temperature       166.0
_diffrn_detector_area_resol_mean  ?
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type   'Bruker APEX-II CCD'
_diffrn_measurement_method        'φ and ω scans'
_diffrn_radiation_type            MoK\a
_diffrn_radiation_wavelength      0.71073
_diffrn_source                    ?
_diffrn_standards_number          0
_reflns_Friedel_coverage          0.000
_reflns_Friedel_fraction_full     .
_reflns_Friedel_fraction_max      .
_reflns_number_gt                 1565
_reflns_number_total              3233
_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        'SAINT v8.37A (Bruker, 2015)'
_computing_data_collection        ?
_computing_data_reduction         'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics     'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material   'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement   'XL (Sheldrick, 2008)'
_computing_structure_solution     'XT (Sheldrick, 2015)'
_refine_diff_density_max          0.254
_refine_diff_density_min          -0.363
_refine_diff_density_rms          0.057
_refine_ls_extinction_coef        .
_refine_ls_extinction_method      none
_refine_ls_goodness_of_fit_ref    1.006
_refine_ls_hydrogen_treatment     mixed
_refine_ls_matrix_type            full
_refine_ls_number_parameters      235
_refine_ls_number_reflns          3233
_refine_ls_number_restraints      9
_refine_ls_R_factor_all           0.1591
_refine_ls_R_factor_gt            0.0648
_refine_ls_restrained_S_all       1.007
_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)+(0.0800P)²+0.1320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme       calc
_refine_ls_wR_factor_gt           0.1390
_refine_ls_wR_factor_ref          0.1780
_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
2. Restrained distances
 C2-C1A
 1.5 with sigma of 0.02
 C2-C1
 1.5 with sigma of 0.02
 H2-C2
 1 with sigma of 0.02
3. Uiso/Uaniso restraints and constraints
C1A: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
C1A \\sim C1: within 2A with sigma of 0.04 and sigma for terminal atoms of 0.08
4. Others
 Sof(C1A)=Sof(H1AA)=Sof(H1AB)=Sof(H1AC)=1-FVAR(1)
 Sof(C1)=Sof(H1A)=Sof(H1B)=Sof(H1C)=FVAR(1)
5.a Ternary CH refined with riding coordinates:
 C00B(H00B), C00D(H00D)
5.b Secondary CH2 refined with riding coordinates:
 C00F(H00A,H00C)
5.c Aromatic/amide H refined with riding coordinates:
 C00H(H00H), C00I(H00I), C00M(H00M)
5.d Idealised Me refined as rotating group:
 C00J(H00E,H00F,H00G), C00L(H00J,H00K,H00L), C1A(H1AA,H1AB,H1AC), C1(H1A,H1B,
 H1C)
;
_atom_sites_solution_hydrogens    mixed
_atom_sites_solution_primary      dual
_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 0.9058(2) 0.5671(2) 0.5966(2) 0.0376(6) Uani 1 1 d . . . . .
 O002 O 0.7406(3) 0.3059(3) 0.3854(2) 0.0408(6) Uani 1 1 d . . . . .
 O003 O 0.6218(3) 0.1138(2) 0.6336(2) 0.0432(7) Uani 1 1 d . . . . .
 O004 O 0.8893(3) 0.1557(3) 0.4728(2) 0.0418(6) Uani 1 1 d . . . . .
 O005 O 0.8362(3) 0.1720(3) 0.7719(3) 0.0533(7) Uani 1 1 d . . . . .
 O006 O 0.7009(3) 0.6690(3) 0.5259(3) 0.0548(8) Uani 1 1 d . . . . .
 F00 F 0.6379(4) 0.9386(3) 1.0545(3) 0.0974(10) Uani 1 1 d . . . . .
 C008 C 0.7998(4) 0.2645(4) 0.4764(3) 0.0329(8) Uani 1 1 d . . . . .
 C009 C 0.7833(3) 0.3309(3) 0.6147(3) 0.0312(8) Uani 1 1 d . . . . .
 C00A C 0.7533(4) 0.1990(4) 0.6855(3) 0.0353(8) Uani 1 1 d . . . . .
 C00B C 0.9328(4) 0.4425(4) 0.6613(3) 0.0344(8) Uani 1 1 d . . . . .
 H00B H 1.0273 0.3992 0.6300 0.041 Uiso 1 1 calc R . . . .
 C00C C 0.7474(4) 0.5705(4) 0.5730(4) 0.0406(9) Uani 1 1 d . . . . .
 C00D C 0.6576(4) 0.4367(4) 0.6175(4) 0.0393(9) Uani 1 1 d . . . . .
 H00D H 0.5676 0.3924 0.5537 0.047 Uiso 1 1 calc R . . . .
 C00E C 0.8636(4) 0.6132(4) 0.8625(3) 0.0410(9) Uani 1 1 d . . . . .
 C00F C 0.9622(4) 0.4990(4) 0.8035(3) 0.0437(9) Uani 1 1 d . . . . .
 H00A H 0.9469 0.4115 0.8480 0.052 Uiso 1 1 calc R . . . .
 H00C H 1.0742 0.5424 0.8212 0.052 Uiso 1 1 calc R . . . .
 C00G C 0.7012(4) 0.6092(4) 0.8376(4) 0.0459(10) Uani 1 1 d . . . . .
 C00H C 0.9448(5) 0.7291(4) 0.9514(4) 0.0508(10) Uani 1 1 d . . . . .
 H00H H 1.0556 0.7330 0.9667 0.061 Uiso 1 1 calc R . . . .
 C00I C 0.6274(5) 0.7213(5) 0.9043(4) 0.0543(11) Uani 1 1 d . . . . .
 H00I H 0.5172 0.7215 0.8893 0.065 Uiso 1 1 calc R . . . .
 C00J C 0.9177(5) 0.0827(4) 0.3474(4) 0.0549(11) Uani 1 1 d . . . . .
 H00E H 0.8170 0.0520 0.2960 0.082 Uiso 1 1 calc GR . . . .
 H00F H 0.9700 -0.0054 0.3555 0.082 Uiso 1 1 calc GR . . . .
 H00G H 0.9850 0.1522 0.3062 0.082 Uiso 1 1 calc GR . . . .
 C00K C 0.7150(6) 0.8316(5) 0.9919(4) 0.0574(11) Uani 1 1 d . . . . .
 C00L C 0.5808(5) -0.0213(4) 0.6860(4) 0.0570(11) Uani 1 1 d . . . . .
 H00J H 0.4831 -0.0762 0.6410 0.085 Uiso 1 1 calc GR . . . .
 H00K H 0.5657 0.0044 0.7764 0.085 Uiso 1 1 calc GR . . . .
 H00L H 0.6658 -0.0837 0.6762 0.085 Uiso 1 1 calc GR . . . .
 C00M C 0.8714(6) 0.8376(5) 1.0173(4) 0.0650(12) Uani 1 1 d . . . . .
 H00M H 0.9289 0.9143 1.0787 0.078 Uiso 1 1 calc R . . . .
 C2 C 0.5946(5) 0.4928(6) 0.7430(5) 0.0742(15) Uani 1 1 d D . . . .
 C1A C 0.5037(9) 0.3824(8) 0.7966(6) 0.060(3) Uani 0.735(15) 1 d D U P A 1
 H1AA H 0.4333 0.3174 0.7297 0.090 Uiso 0.735(15) 1 calc GR . P A 1
 H1AB H 0.4410 0.4305 0.8603 0.090 Uiso 0.735(15) 1 calc GR . P A 1
 H1AC H 0.5738 0.3229 0.8370 0.090 Uiso 0.735(15) 1 calc GR . P A 1
 C1 C 0.4284(17) 0.457(2) 0.7788(14) 0.039(5) Uani 0.265(15) 1 d D U P A 2
 H1A H 0.3646 0.5319 0.7557 0.059 Uiso 0.265(15) 1 calc GR . P A 2
 H1B H 0.4302 0.4562 0.8705 0.059 Uiso 0.265(15) 1 calc GR . P A 2
 H1C H 0.3828 0.3580 0.7334 0.059 Uiso 0.265(15) 1 calc GR . P A 2
 H2 H 0.489(5) 0.527(8) 0.726(8) 0.17(3) Uiso 1 1 d D . . . .


_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 C00B 1.452(4) . ?
 O001 C00C 1.371(4) . ?
 O002 C008 1.201(4) . ?
 O003 C00A 1.328(4) . ?
 O003 C00L 1.447(4) . ?
 O004 C008 1.325(4) . ?
 O004 C00J 1.455(4) . ?
 O005 C00A 1.202(4) . ?
 O006 C00C 1.192(4) . ?
 F00 C00K 1.363(5) . ?
 C008 C009 1.534(5) . ?
 C009 C00A 1.523(5) . ?
 C009 C00B 1.544(4) . ?
 C009 C00D 1.532(4) . ?
 C00B H00B 1.0000 . ?
 C00B C00F 1.525(5) . ?
 C00C C00D 1.521(5) . ?
 C00D H00D 1.0000 . ?
 C00D C2 1.520(5) . ?
 C00E C00F 1.512(5) . ?
 C00E C00G 1.397(5) . ?
 C00E C00H 1.395(5) . ?
 C00F H00A 0.9900 . ?
 C00F H00C 0.9900 . ?
 C00G C00I 1.398(5) . ?
 C00G C2 1.522(6) . ?
 C00H H00H 0.9500 . ?
 C00H C00M 1.369(5) . ?
 C00I H00I 0.9500 . ?
 C00I C00K 1.379(6) . ?
 C00J H00E 0.9800 . ?
 C00J H00F 0.9800 . ?
 C00J H00G 0.9800 . ?
 C00K C00M 1.345(6) . ?
 C00L H00J 0.9800 . ?
 C00L H00K 0.9800 . ?
 C00L H00L 0.9800 . ?
 C00M H00M 0.9500 . ?
 C2 C1A 1.413(7) . ?
 C2 C1 1.512(13) . ?
 C2 H2 1.01(2) . ?
 C1A H1AA 0.9800 . ?
 C1A H1AB 0.9800 . ?
 C1A H1AC 0.9800 . ?
 C1 H1A 0.9800 . ?
 C1 H1B 0.9800 . ?
 C1 H1C 0.9800 . ?
 C1 H2 1.03(8) . ?

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
 C00C O001 C00B 110.4(2) . . ?
 C00A O003 C00L 115.9(3) . . ?
 C008 O004 C00J 116.4(3) . . ?
 O002 C008 O004 125.4(3) . . ?
 O002 C008 C009 124.7(3) . . ?
 O004 C008 C009 109.9(3) . . ?
 C008 C009 C00B 107.4(2) . . ?
 C00A C009 C008 106.2(3) . . ?
 C00A C009 C00B 116.4(3) . . ?
 C00A C009 C00D 116.5(3) . . ?
 C00D C009 C008 109.0(3) . . ?
 C00D C009 C00B 100.8(3) . . ?
 O003 C00A C009 108.9(3) . . ?
 O005 C00A O003 124.7(3) . . ?
 O005 C00A C009 126.3(3) . . ?
 O001 C00B C009 101.8(2) . . ?
 O001 C00B H00B 109.4 . . ?
 O001 C00B C00F 108.8(3) . . ?
 C009 C00B H00B 109.4 . . ?
 C00F C00B C009 117.6(3) . . ?
 C00F C00B H00B 109.4 . . ?
 O001 C00C C00D 108.9(3) . . ?
 O006 C00C O001 120.6(3) . . ?
 O006 C00C C00D 130.5(3) . . ?
 C009 C00D H00D 109.5 . . ?
 C00C C00D C009 100.7(3) . . ?
 C00C C00D H00D 109.5 . . ?
 C2 C00D C009 119.5(4) . . ?
 C2 C00D C00C 107.4(3) . . ?
 C2 C00D H00D 109.5 . . ?
 C00G C00E C00F 125.7(3) . . ?
 C00H C00E C00F 115.6(3) . . ?
 C00H C00E C00G 118.7(4) . . ?
 C00B C00F H00A 107.7 . . ?
 C00B C00F H00C 107.7 . . ?
 C00E C00F C00B 118.3(3) . . ?
 C00E C00F H00A 107.7 . . ?
 C00E C00F H00C 107.7 . . ?
 H00A C00F H00C 107.1 . . ?
 C00E C00G C00I 118.2(3) . . ?
 C00E C00G C2 125.9(3) . . ?
 C00I C00G C2 116.0(4) . . ?
 C00E C00H H00H 118.6 . . ?
 C00M C00H C00E 122.7(4) . . ?
 C00M C00H H00H 118.6 . . ?
 C00G C00I H00I 120.0 . . ?
 C00K C00I C00G 119.9(4) . . ?
 C00K C00I H00I 120.0 . . ?
 O004 C00J H00E 109.5 . . ?
 O004 C00J H00F 109.5 . . ?
 O004 C00J H00G 109.5 . . ?
 H00E C00J H00F 109.5 . . ?
 H00E C00J H00G 109.5 . . ?
 H00F C00J H00G 109.5 . . ?
 F00 C00K C00I 117.8(4) . . ?
 C00M C00K F00 119.3(4) . . ?
 C00M C00K C00I 122.9(4) . . ?
 O003 C00L H00J 109.5 . . ?
 O003 C00L H00K 109.5 . . ?
 O003 C00L H00L 109.5 . . ?
 H00J C00L H00K 109.5 . . ?
 H00J C00L H00L 109.5 . . ?
 H00K C00L H00L 109.5 . . ?
 C00H C00M H00M 121.2 . . ?
 C00K C00M C00H 117.5(4) . . ?
 C00K C00M H00M 121.2 . . ?
 C00D C2 C00G 118.0(3) . . ?
 C00D C2 H2 109(5) . . ?
 C00G C2 H2 111(4) . . ?
 C1A C2 C00D 114.8(4) . . ?
 C1A C2 C00G 115.3(5) . . ?
 C1A C2 H2 83(5) . . ?
 C1 C2 C00D 126.1(6) . . ?
 C1 C2 C00G 115.5(6) . . ?
 C1 C2 H2 43(5) . . ?
 C2 C1A H1AA 109.5 . . ?
 C2 C1A H1AB 109.5 . . ?
 C2 C1A H1AC 109.5 . . ?
 H1AA C1A H1AB 109.5 . . ?
 H1AA C1A H1AC 109.5 . . ?
 H1AB C1A H1AC 109.5 . . ?
 C2 C1 H1A 109.5 . . ?
 C2 C1 H1B 109.5 . . ?
 C2 C1 H1C 109.5 . . ?
 C2 C1 H2 41.8(13) . . ?
 H1A C1 H1B 109.5 . . ?
 H1A C1 H1C 109.5 . . ?
 H1A C1 H2 68.5 . . ?
 H1B C1 H1C 109.5 . . ?
 H1B C1 H2 131.7 . . ?
 H1C C1 H2 116.5 . . ?


_olex2_submission_special_instructions 'No special instructions were received'
