# Electronic Supplementary Material (ESI) for Organic & Biomolecular Chemistry.
# This journal is © The Royal Society of Chemistry 2017
#######################################################################
#
# 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
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data_dt1716a_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1560816'
_audit_update_record
;
2017-07-06 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;
_audit_creation_date 2017-05-29
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C19 H16 O'
_chemical_formula_sum 'C19 H16 O'
_chemical_formula_weight 260.32
_chemical_absolute_configuration .
_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'
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 monoclinic
_space_group_IT_number 4
_space_group_name_H-M_alt 'P 1 21 1'
_space_group_name_Hall 'P 2yb'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
_cell_length_a 10.482
_cell_length_b 5.173
_cell_length_c 12.755
_cell_angle_alpha 90
_cell_angle_beta 98.46
_cell_angle_gamma 90
_cell_volume 684.1
_cell_formula_units_Z 2
_cell_measurement_reflns_used 3400
_cell_measurement_temperature 173
_cell_measurement_theta_max 26.39
_cell_measurement_theta_min 2.72
_shelx_estimated_absorpt_T_max 0.997
_shelx_estimated_absorpt_T_min 0.983
_exptl_absorpt_coefficient_mu 0.076
_exptl_absorpt_correction_T_max 0.7454
_exptl_absorpt_correction_T_min 0.6997
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.0567 before and 0.0501 after correction. The Ratio of minimum to maximum transmission is 0.9387. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.264
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 276
_exptl_crystal_preparation 'Takeda Reaction'
_exptl_crystal_recrystallization_method 'Hexanes/EtOAc (column fraction)'
_exptl_crystal_size_max 0.22
_exptl_crystal_size_mid 0.08
_exptl_crystal_size_min 0.04
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0340
_diffrn_reflns_av_unetI/netI 0.0419
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 6
_diffrn_reflns_limit_k_min -6
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 8730
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.858
_diffrn_reflns_theta_min 2.720
_diffrn_ambient_temperature 173
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.792
_reflns_Friedel_fraction_full 0.995
_reflns_Friedel_fraction_max 0.995
_reflns_number_gt 2155
_reflns_number_total 2948
_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 > 2\s(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 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.123
_refine_diff_density_min -0.179
_refine_diff_density_rms 0.042
_refine_ls_abs_structure_details
;
Flack x determined using 767 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack 1.0(10)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.875
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 200
_refine_ls_number_reflns 2948
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0748
_refine_ls_R_factor_gt 0.0455
_refine_ls_restrained_S_all 0.875
_refine_ls_shift/su_max 0.006
_refine_ls_shift/su_mean 0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.1000P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1141
_refine_ls_wR_factor_ref 0.1341
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Others
Sof(H19C)=Sof(H19D)=Sof(H17A)=Sof(H17B)=Sof(O1A)=Sof(C18A)=Sof(H18A)=
Sof(H18B)=1-FVAR(1)
Sof(O1)=Sof(H15A)=Sof(H15B)=Sof(H19A)=Sof(H19B)=Sof(C18)=Sof(H20A)=Sof(H20B)=
FVAR(1)
3.a Ternary CH refined with riding coordinates:
C14(H14), C1(H1)
3.b Secondary CH2 refined with riding coordinates:
C19(H15A,H15B), C19(H19C,H19D), C17(H19A,H19B), C17(H17A,H17B), C18(H20A,
H20B), C18A(H18A,H18B)
3.c Aromatic/amide H refined with riding coordinates:
C10(H10), C6(H6), C12(H12), C9(H9), C3(H3), C11(H11), C5(H5), C4(H4)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary iterative
_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
C7 C -0.9488(2) -0.7532(5) -0.6827(2) 0.0328(6) Uani 1 1 d . . . . .
C8 C -0.8457(2) -0.7579(5) -0.5893(2) 0.0318(6) Uani 1 1 d . . . . .
C10 C -0.7545(3) -0.9335(6) -0.4178(2) 0.0427(7) Uani 1 1 d . . . . .
H10 H -0.758278 -1.053511 -0.364099 0.051 Uiso 1 1 calc R . . . .
C6 C -1.0519(3) -0.9271(6) -0.6930(2) 0.0400(7) Uani 1 1 d . . . . .
H6 H -1.054365 -1.052675 -0.641166 0.048 Uiso 1 1 calc R . . . .
C2 C -0.9473(3) -0.5679(5) -0.7634(2) 0.0363(7) Uani 1 1 d . . . . .
C12 C -0.6498(3) -0.5797(6) -0.4896(2) 0.0398(7) Uani 1 1 d . . . . .
H12 H -0.583249 -0.459359 -0.483284 0.048 Uiso 1 1 calc R . . . .
C13 C -0.7420(2) -0.5792(5) -0.5800(2) 0.0322(6) Uani 1 1 d . . . . .
C9 C -0.8482(2) -0.9340(6) -0.5063(2) 0.0381(7) Uani 1 1 d . . . . .
H9 H -0.914602 -1.054461 -0.510735 0.046 Uiso 1 1 calc R . . . .
C3 C -1.0490(3) -0.5569(7) -0.8468(2) 0.0486(8) Uani 1 1 d . . . . .
H3 H -1.049164 -0.429664 -0.898304 0.058 Uiso 1 1 calc R . . . .
C11 C -0.6554(3) -0.7557(6) -0.4090(2) 0.0429(7) Uani 1 1 d . . . . .
H11 H -0.592819 -0.754379 -0.349196 0.051 Uiso 1 1 calc R . . . .
C14 C -0.7280(2) -0.3952(6) -0.6667(2) 0.0367(7) Uani 1 1 d . . . . .
H14 H -0.684467 -0.231278 -0.646196 0.044 Uiso 1 1 calc R . . . .
C5 C -1.1503(3) -0.9179(6) -0.7780(3) 0.0483(8) Uani 1 1 d . . . . .
H5 H -1.216968 -1.038031 -0.783319 0.058 Uiso 1 1 calc R . . . .
O1 O -0.6018(13) -0.942(3) -0.9616(15) 0.071(5) Uani 0.425(19) 1 d . . P A 1
C4 C -1.1497(3) -0.7315(7) -0.8545(3) 0.0529(9) Uani 1 1 d . . . . .
H4 H -1.216547 -0.722789 -0.911060 0.064 Uiso 1 1 calc R . . . .
C19 C -0.6877(3) -0.7575(8) -0.9342(2) 0.0532(9) Uani 1 1 d . . . . .
H15A H -0.772351 -0.834833 -0.936206 0.064 Uiso 0.425(19) 1 calc R . P A 1
H15B H -0.694927 -0.617369 -0.985260 0.064 Uiso 0.425(19) 1 calc R . P A 1
H19C H -0.774893 -0.824929 -0.940896 0.064 Uiso 0.575(19) 1 calc R . P A 2
H19D H -0.682442 -0.629044 -0.988787 0.064 Uiso 0.575(19) 1 calc R . P A 2
C1 C -0.8369(3) -0.3880(6) -0.7630(2) 0.0392(7) Uani 1 1 d . . . . .
H1 H -0.855379 -0.220100 -0.797508 0.047 Uiso 1 1 calc R . . . .
C16 C -0.6432(3) -0.6520(6) -0.8252(2) 0.0381(7) Uani 1 1 d . . . . .
C15 C -0.7099(2) -0.5029(6) -0.7701(2) 0.0377(7) Uani 1 1 d . . . . .
C17 C -0.5115(3) -0.7627(7) -0.7901(2) 0.0488(8) Uani 1 1 d . . . . .
H19A H -0.445321 -0.646730 -0.808047 0.059 Uiso 0.425(19) 1 calc R . P A 1
H19B H -0.497642 -0.790760 -0.714053 0.059 Uiso 0.425(19) 1 calc R . P A 1
H17A H -0.447918 -0.625707 -0.777554 0.059 Uiso 0.575(19) 1 calc R . P A 2
H17B H -0.510388 -0.860931 -0.725160 0.059 Uiso 0.575(19) 1 calc R . P A 2
C18 C -0.5086(19) -1.004(4) -0.846(2) 0.078(6) Uani 0.425(19) 1 d . . P A 1
H20A H -0.544003 -1.142995 -0.807883 0.094 Uiso 0.425(19) 1 calc R . P A 1
H20B H -0.421429 -1.048258 -0.855982 0.094 Uiso 0.425(19) 1 calc R . P A 1
O1A O -0.4846(8) -0.9264(19) -0.8739(6) 0.057(3) Uani 0.575(19) 1 d . . P A 2
C18A C -0.5911(17) -0.966(2) -0.9365(14) 0.061(4) Uani 0.575(19) 1 d . . P A 2
H18A H -0.628152 -1.128121 -0.917008 0.073 Uiso 0.575(19) 1 calc R . P A 2
H18B H -0.572305 -0.984380 -1.008348 0.073 Uiso 0.575(19) 1 calc R . P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C7 0.0313(13) 0.0287(15) 0.0394(14) -0.0038(14) 0.0085(11) 0.0036(13)
C8 0.0290(12) 0.0298(14) 0.0379(14) -0.0034(14) 0.0090(11) 0.0047(13)
C10 0.0453(15) 0.0401(17) 0.0428(16) 0.0073(15) 0.0072(13) 0.0034(15)
C6 0.0365(14) 0.0366(16) 0.0460(16) -0.0016(14) 0.0034(12) 0.0012(14)
C2 0.0337(14) 0.0340(16) 0.0411(15) 0.0004(13) 0.0057(11) 0.0082(13)
C12 0.0361(15) 0.0384(17) 0.0456(16) -0.0054(15) 0.0083(12) -0.0046(14)
C13 0.0306(13) 0.0300(14) 0.0378(14) -0.0072(13) 0.0105(11) 0.0001(12)
C9 0.0342(14) 0.0316(16) 0.0490(16) 0.0001(14) 0.0079(12) -0.0024(13)
C3 0.0467(17) 0.0481(19) 0.0487(17) 0.0052(16) -0.0001(14) 0.0080(16)
C11 0.0393(15) 0.0465(18) 0.0407(15) -0.0028(16) -0.0009(12) 0.0027(15)
C14 0.0386(14) 0.0302(15) 0.0425(16) -0.0016(13) 0.0099(12) -0.0028(13)
C5 0.0379(15) 0.050(2) 0.0555(18) -0.0094(18) 0.0011(13) -0.0049(17)
O1 0.053(5) 0.119(10) 0.043(8) -0.021(6) 0.011(4) -0.008(6)
C4 0.0417(16) 0.061(2) 0.0514(17) -0.0034(18) -0.0083(13) 0.0071(17)
C19 0.0509(18) 0.073(2) 0.0345(15) -0.0036(18) 0.0035(13) -0.0002(19)
C1 0.0380(14) 0.0347(16) 0.0456(16) 0.0079(14) 0.0082(12) 0.0054(14)
C16 0.0369(14) 0.0427(17) 0.0353(14) 0.0037(13) 0.0070(12) 0.0018(13)
C15 0.0345(14) 0.0405(16) 0.0391(15) 0.0034(13) 0.0086(12) 0.0010(13)
C17 0.0394(16) 0.059(2) 0.0472(17) -0.0074(18) 0.0046(13) 0.0082(17)
C18 0.063(7) 0.052(8) 0.132(17) 0.006(8) 0.049(9) 0.002(6)
O1A 0.052(4) 0.068(6) 0.052(4) -0.011(3) 0.007(3) 0.025(4)
C18A 0.112(11) 0.032(5) 0.038(7) -0.013(4) 0.010(5) 0.014(5)
_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
C7 C8 1.486(4) . ?
C7 C6 1.397(4) . ?
C7 C2 1.408(4) . ?
C8 C13 1.419(3) . ?
C8 C9 1.400(4) . ?
C10 C9 1.382(4) . ?
C10 C11 1.379(4) . ?
C6 C5 1.384(4) . ?
C2 C3 1.392(4) . ?
C2 C1 1.485(4) . ?
C12 C13 1.391(4) . ?
C12 C11 1.380(4) . ?
C13 C14 1.483(4) . ?
C3 C4 1.382(5) . ?
C14 C1 1.550(4) . ?
C14 C15 1.470(4) . ?
C5 C4 1.372(5) . ?
O1 C19 1.393(15) . ?
O1 C18 1.68(4) . ?
C19 C16 1.502(4) . ?
C19 C18A 1.485(15) . ?
C1 C15 1.473(4) . ?
C16 C15 1.312(4) . ?
C16 C17 1.501(4) . ?
C17 C18 1.44(2) . ?
C17 O1A 1.424(8) . ?
O1A C18A 1.29(2) . ?
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 C7 C8 121.7(2) . . ?
C6 C7 C2 117.4(2) . . ?
C2 C7 C8 120.8(2) . . ?
C13 C8 C7 121.0(2) . . ?
C9 C8 C7 121.7(2) . . ?
C9 C8 C13 117.4(2) . . ?
C11 C10 C9 120.3(3) . . ?
C5 C6 C7 122.0(3) . . ?
C7 C2 C1 121.1(2) . . ?
C3 C2 C7 119.8(3) . . ?
C3 C2 C1 119.1(3) . . ?
C11 C12 C13 121.2(3) . . ?
C8 C13 C14 121.0(2) . . ?
C12 C13 C8 119.9(2) . . ?
C12 C13 C14 119.1(2) . . ?
C10 C9 C8 121.7(3) . . ?
C4 C3 C2 121.3(3) . . ?
C10 C11 C12 119.5(3) . . ?
C13 C14 C1 117.7(2) . . ?
C15 C14 C13 117.8(2) . . ?
C15 C14 C1 58.30(17) . . ?
C4 C5 C6 120.0(3) . . ?
C19 O1 C18 102.9(12) . . ?
C5 C4 C3 119.5(3) . . ?
O1 C19 C16 110.9(8) . . ?
C18A C19 C16 99.4(7) . . ?
C2 C1 C14 118.0(2) . . ?
C15 C1 C2 117.3(3) . . ?
C15 C1 C14 58.14(17) . . ?
C15 C16 C19 126.3(3) . . ?
C15 C16 C17 127.1(3) . . ?
C17 C16 C19 106.5(2) . . ?
C14 C15 C1 63.56(18) . . ?
C16 C15 C14 148.5(3) . . ?
C16 C15 C1 145.8(3) . . ?
C18 C17 C16 105.6(9) . . ?
O1A C17 C16 106.1(4) . . ?
C17 C18 O1 102.6(14) . . ?
C18A O1A C17 108.1(8) . . ?
O1A C18A C19 113.7(9) . . ?
_shelx_res_file
;
TITL
dt1716a_0m_a.res
created by SHELXL-2016/6 at 09:32:07 on 29-May-2017
CELL 0.71073 10.4825 5.1725 12.755 90 98.458 90
ZERR 2 0 0 0 0 0 0
LATT -1
SYMM -X,0.5+Y,-Z
SFAC C H O
UNIT 38 32 2
L.S. 2
PLAN 10
SIZE 0.04 0.08 0.22
TEMP 20
fmap 2
acta
REM
REM
REM
WGHT 0.100000
FVAR 1.24500 0.42527
C7 1 -0.948773 -0.753232 -0.682680 11.00000 0.03128 0.02870 =
0.03942 -0.00383 0.00850 0.00359
C8 1 -0.845723 -0.757913 -0.589278 11.00000 0.02896 0.02976 =
0.03794 -0.00337 0.00903 0.00469
C10 1 -0.754489 -0.933486 -0.417841 11.00000 0.04530 0.04010 =
0.04283 0.00734 0.00716 0.00336
AFIX 43
H10 2 -0.758278 -1.053511 -0.364099 11.00000 -1.20000
AFIX 0
C6 1 -1.051853 -0.927052 -0.692986 11.00000 0.03647 0.03662 =
0.04601 -0.00163 0.00344 0.00124
AFIX 43
H6 2 -1.054365 -1.052675 -0.641166 11.00000 -1.20000
AFIX 0
C2 1 -0.947334 -0.567917 -0.763377 11.00000 0.03373 0.03404 =
0.04108 0.00037 0.00566 0.00823
C12 1 -0.649833 -0.579749 -0.489552 11.00000 0.03610 0.03841 =
0.04561 -0.00542 0.00828 -0.00459
AFIX 43
H12 2 -0.583249 -0.459359 -0.483284 11.00000 -1.20000
AFIX 0
C13 1 -0.742001 -0.579210 -0.579956 11.00000 0.03056 0.02999 =
0.03777 -0.00718 0.01051 0.00005
C9 1 -0.848178 -0.933959 -0.506277 11.00000 0.03417 0.03160 =
0.04896 0.00008 0.00792 -0.00244
AFIX 43
H9 2 -0.914602 -1.054461 -0.510735 11.00000 -1.20000
AFIX 0
C3 1 -1.049010 -0.556933 -0.846783 11.00000 0.04669 0.04810 =
0.04875 0.00518 -0.00008 0.00799
AFIX 43
H3 2 -1.049164 -0.429664 -0.898304 11.00000 -1.20000
AFIX 0
C11 1 -0.655399 -0.755689 -0.408991 11.00000 0.03932 0.04648 =
0.04072 -0.00280 -0.00089 0.00274
AFIX 43
H11 2 -0.592819 -0.754379 -0.349196 11.00000 -1.20000
AFIX 0
C14 1 -0.728003 -0.395217 -0.666654 11.00000 0.03857 0.03021 =
0.04246 -0.00157 0.00987 -0.00280
AFIX 13
H14 2 -0.684467 -0.231278 -0.646196 11.00000 -1.20000
AFIX 0
C5 1 -1.150335 -0.917860 -0.778010 11.00000 0.03789 0.04981 =
0.05555 -0.00944 0.00110 -0.00492
AFIX 43
H5 2 -1.216968 -1.038031 -0.783319 11.00000 -1.20000
AFIX 0
PART 1
O1 3 -0.601753 -0.942185 -0.961571 21.00000 0.05299 0.11882 =
0.04321 -0.02118 0.01097 -0.00758
PART 0
C4 1 -1.149712 -0.731517 -0.854484 11.00000 0.04172 0.06117 =
0.05139 -0.00337 -0.00835 0.00710
AFIX 43
H4 2 -1.216547 -0.722789 -0.911060 11.00000 -1.20000
AFIX 0
C19 1 -0.687732 -0.757452 -0.934169 11.00000 0.05089 0.07348 =
0.03445 -0.00357 0.00351 -0.00017
PART 1
AFIX 23
H15A 2 -0.772351 -0.834833 -0.936206 21.00000 -1.20000
H15B 2 -0.694927 -0.617369 -0.985260 21.00000 -1.20000
AFIX 23
PART 0
PART 2
H19C 2 -0.774893 -0.824929 -0.940896 -21.00000 -1.20000
H19D 2 -0.682442 -0.629044 -0.988787 -21.00000 -1.20000
AFIX 0
PART 0
C1 1 -0.836869 -0.388032 -0.763035 11.00000 0.03799 0.03474 =
0.04562 0.00791 0.00816 0.00536
AFIX 13
H1 2 -0.855379 -0.220100 -0.797508 11.00000 -1.20000
AFIX 0
C16 1 -0.643224 -0.651987 -0.825237 11.00000 0.03691 0.04265 =
0.03535 0.00367 0.00699 0.00178
C15 1 -0.709859 -0.502900 -0.770105 11.00000 0.03450 0.04046 =
0.03909 0.00344 0.00859 0.00103
C17 1 -0.511533 -0.762693 -0.790071 11.00000 0.03943 0.05917 =
0.04717 -0.00739 0.00459 0.00817
PART 1
AFIX 23
H19A 2 -0.445321 -0.646730 -0.808047 21.00000 -1.20000
H19B 2 -0.497642 -0.790760 -0.714053 21.00000 -1.20000
AFIX 23
PART 0
PART 2
H17A 2 -0.447918 -0.625707 -0.777554 -21.00000 -1.20000
H17B 2 -0.510388 -0.860931 -0.725160 -21.00000 -1.20000
AFIX 0
PART 0
PART 1
C18 1 -0.508588 -1.003717 -0.845608 21.00000 0.06269 0.05158 =
0.13162 0.00599 0.04945 0.00218
AFIX 23
H20A 2 -0.544003 -1.142995 -0.807883 21.00000 -1.20000
H20B 2 -0.421429 -1.048258 -0.855982 21.00000 -1.20000
AFIX 0
PART 0
PART 2
O1A 3 -0.484572 -0.926412 -0.873895 -21.00000 0.05236 0.06751 =
0.05231 -0.01077 0.00678 0.02521
C18A 1 -0.591089 -0.966380 -0.936477 -21.00000 0.11195 0.03236 =
0.03829 -0.01259 0.00986 0.01387
AFIX 23
H18A 2 -0.628152 -1.128121 -0.917008 -21.00000 -1.20000
H18B 2 -0.572305 -0.984380 -1.008348 -21.00000 -1.20000
AFIX 0
HKLF 4
REM
REM R1 = 0.0455 for 2155 Fo > 4sig(Fo) and 0.0748 for all 2948 data
REM 200 parameters refined using 1 restraints
END
WGHT 0.0589 0.0131
REM Highest difference peak 0.123, deepest hole -0.179, 1-sigma level 0.042
Q1 1 -0.8150 -0.6045 -0.5762 11.00000 0.05 0.12
Q2 1 -0.4458 -0.4500 -0.4380 11.00000 0.05 0.12
Q3 1 -0.7992 -1.1719 -0.3576 11.00000 0.05 0.12
Q4 1 -0.6632 -0.7884 -0.2597 11.00000 0.05 0.12
Q5 1 -0.7200 0.0928 -0.6579 11.00000 0.05 0.11
Q6 1 -0.4865 -0.2612 -0.4395 11.00000 0.05 0.11
Q7 1 -0.6488 0.0045 -0.5993 11.00000 0.05 0.11
Q8 1 -0.5536 -0.2506 -0.4029 11.00000 0.05 0.11
Q9 1 -1.2499 -1.2373 -0.7546 11.00000 0.05 0.11
Q10 1 -0.5989 -0.0808 -0.4939 11.00000 0.05 0.11
;
_shelx_res_checksum 34534
_olex2_exptl_crystal_mounting_method 'MiTeGen Microloop'
_olex2_submission_original_sample_id DT1716a
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_dt1735_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1573403'
_audit_update_record
;
2017-09-08 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;
_audit_creation_date 2017-09-08
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C25 H22 O5'
_chemical_formula_sum 'C25 H22 O5'
_chemical_formula_weight 402.42
_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'
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 monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 10.5283(2)
_cell_length_b 14.2319(3)
_cell_length_c 14.0529(3)
_cell_angle_alpha 90
_cell_angle_beta 105.2910(10)
_cell_angle_gamma 90
_cell_volume 2031.11(7)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9304
_cell_measurement_temperature 173
_cell_measurement_theta_max 26.3204
_cell_measurement_theta_min 2.4639
_shelx_estimated_absorpt_T_max 0.992
_shelx_estimated_absorpt_T_min 0.981
_exptl_absorpt_coefficient_mu 0.091
_exptl_absorpt_correction_T_max 0.7454
_exptl_absorpt_correction_T_min 0.7013
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.316
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 848
_exptl_crystal_size_max 0.21
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.09
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0387
_diffrn_reflns_av_unetI/netI 0.0290
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 17
_diffrn_reflns_limit_k_min -17
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 24893
_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 26.377
_diffrn_reflns_theta_min 2.805
_diffrn.ambient_temp_esd 2.0
_diffrn_ambient_temperature 172.98
_diffrn_detector 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type 'Bruker Photon 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device 'three-circle diffractometer'
_diffrn_measurement_device_type BrukerD8QuestEco
_diffrn_measurement_method '\w and \f scans'
_diffrn_radiation_collimation 'focusing mirrors'
_diffrn_radiation_detector 'Bruker Photon 50'
_diffrn_radiation_monochromator 'curved graphite'
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_xray_symbol K-L~3~
_diffrn_source 'sealed X-ray tube'
_diffrn_source_type 'Siemens KFFMO2K--90C'
_diffrn_standards_decay_% .
_diffrn_standards_interval_count .
_diffrn_standards_interval_time .
_diffrn_standards_number .
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2954
_reflns_number_total 4141
_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 > 2\s(I)'
_computing_cell_refinement 'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection 'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction 'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2015b)'
_computing_structure_solution 'XT (Sheldrick, 2015a)'
_refine_diff_density_max 0.228
_refine_diff_density_min -0.229
_refine_diff_density_rms 0.040
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.014
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 292
_refine_ls_number_reflns 4141
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0737
_refine_ls_R_factor_gt 0.0462
_refine_ls_restrained_S_all 1.014
_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/[\s^2^(Fo^2^)+(0.0513P)^2^+0.6734P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1024
_refine_ls_wR_factor_ref 0.1157
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Others
Sof(H00C)=Sof(H00D)=Sof(H00O)=Sof(H00P)=Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=
Sof(O00V)=1-FVAR(1)
Sof(H00A)=Sof(H00B)=Sof(H00E)=Sof(H00J)=Sof(C00T)=Sof(H00Y)=Sof(H)=Sof(O00U)=
FVAR(1)
3.a Secondary CH2 refined with riding coordinates:
C00J(H00C,H00D), C00J(H00A,H00B), C00O(H00E,H00J), C00O(H00O,H00P), C00T(H00Y,
H), C0AA(H0AA,H0AB)
3.b Aromatic/amide H refined with riding coordinates:
C00F(H00F), C00G(H00G), C00H(H00H), C00I(H00I), C00K(H00K), C00L(H00L),
C00M(H00M), C00N(H00N), C00P(H00Q), C00Q(H00R)
3.c Idealised Me refined as rotating group:
C00R(H00S,H00T,H00U), C00S(H00V,H00W,H00X)
;
_atom_sites_solution_hydrogens geom
_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 0.39231(12) 0.51514(8) 0.78091(10) 0.0440(3) Uani 1 1 d . . . . .
O002 O 0.18593(11) 0.55670(10) 0.70400(10) 0.0519(4) Uani 1 1 d . . . . .
O003 O 0.60193(14) 0.66028(10) 0.37220(10) 0.0553(4) Uani 1 1 d . . . . .
O004 O 0.47738(13) 0.78598(9) 0.37741(11) 0.0527(4) Uani 1 1 d . . . . .
C005 C 0.49988(15) 0.70164(11) 0.75958(12) 0.0321(4) Uani 1 1 d . . . . .
C006 C 0.35919(15) 0.59703(11) 0.63086(13) 0.0320(4) Uani 1 1 d . . . . .
C007 C 0.60467(15) 0.78306(11) 0.59729(12) 0.0325(4) Uani 1 1 d . . . . .
C008 C 0.45699(15) 0.66667(11) 0.65573(12) 0.0314(4) Uani 1 1 d . . . . .
C009 C 0.31183(15) 0.56405(11) 0.53404(13) 0.0335(4) Uani 1 1 d . . . . .
C00A C 0.30136(16) 0.55589(11) 0.70766(14) 0.0366(4) Uani 1 1 d . . . . .
C00B C 0.46809(15) 0.66407(11) 0.48630(12) 0.0332(4) Uani 1 1 d . . . . .
C00C C 0.37042(15) 0.59498(11) 0.46208(13) 0.0340(4) Uani 1 1 d . . . . .
C00D C 0.50947(15) 0.70254(11) 0.58136(13) 0.0319(4) Uani 1 1 d . . . . .
C00E C 0.52486(16) 0.70064(12) 0.40625(13) 0.0362(4) Uani 1 1 d . . . . .
C00F C 0.62830(16) 0.68849(12) 0.81650(13) 0.0364(4) Uani 1 1 d . . . . .
H00F H 0.692147 0.662326 0.787414 0.044 Uiso 1 1 calc R . . . .
C00G C 0.40912(17) 0.74265(12) 0.80339(14) 0.0395(4) Uani 1 1 d . . . . .
H00G H 0.321468 0.753394 0.765112 0.047 Uiso 1 1 calc R . . . .
C00H C 0.66374(18) 0.71320(13) 0.91504(14) 0.0439(5) Uani 1 1 d . . . . .
H00H H 0.751432 0.702958 0.953496 0.053 Uiso 1 1 calc R . . . .
C00I C 0.73543(17) 0.76879(13) 0.60064(15) 0.0457(5) Uani 1 1 d . . . . .
H00I H 0.767797 0.706591 0.599630 0.055 Uiso 1 1 calc R . . . .
C00J C 0.19646(17) 0.49666(13) 0.50572(15) 0.0427(4) Uani 1 1 d . . . . .
H00C H 0.126941 0.516328 0.537172 0.051 Uiso 0.492(7) 1 calc R . P A 2
H00D H 0.225559 0.432573 0.529024 0.051 Uiso 0.492(7) 1 calc R . P A 2
H00A H 0.202559 0.451291 0.560142 0.051 Uiso 0.508(7) 1 calc R . P A 1
H00B H 0.113595 0.532480 0.497143 0.051 Uiso 0.508(7) 1 calc R . P A 1
C00K C 0.56029(18) 0.87451(12) 0.59975(15) 0.0466(5) Uani 1 1 d . . . . .
H00K H 0.471410 0.885739 0.599931 0.056 Uiso 1 1 calc R . . . .
C00L C 0.44514(19) 0.76789(13) 0.90192(15) 0.0463(5) Uani 1 1 d . . . . .
H00L H 0.382368 0.795653 0.931011 0.056 Uiso 1 1 calc R . . . .
C00M C 0.64495(19) 0.94982(13) 0.60196(15) 0.0497(5) Uani 1 1 d . . . . .
H00M H 0.612697 1.012216 0.601330 0.060 Uiso 1 1 calc R . . . .
C00N C 0.77462(19) 0.93492(13) 0.60505(14) 0.0468(5) Uani 1 1 d . . . . .
H00N H 0.832399 0.986559 0.606885 0.056 Uiso 1 1 calc R . . . .
C00O C 0.32531(18) 0.55810(13) 0.35738(14) 0.0447(5) Uani 1 1 d . . . . .
H00E H 0.387823 0.510241 0.345796 0.054 Uiso 0.508(7) 1 calc R . P A 1
H00J H 0.320691 0.609978 0.309657 0.054 Uiso 0.508(7) 1 calc R . P A 1
H00O H 0.276495 0.608806 0.314855 0.054 Uiso 0.492(7) 1 calc R . P A 2
H00P H 0.404313 0.543858 0.334319 0.054 Uiso 0.492(7) 1 calc R . P A 2
C00P C 0.5727(2) 0.75266(13) 0.95805(15) 0.0482(5) Uani 1 1 d . . . . .
H00Q H 0.597540 0.769293 1.025914 0.058 Uiso 1 1 calc R . . . .
C00Q C 0.8200(2) 0.84427(14) 0.60545(17) 0.0551(6) Uani 1 1 d . . . . .
H00R H 0.910122 0.833311 0.609066 0.066 Uiso 1 1 calc R . . . .
C00R C 0.5392(2) 0.83207(17) 0.30940(18) 0.0683(7) Uani 1 1 d . . . . .
H00S H 0.518842 0.797418 0.246937 0.102 Uiso 1 1 calc GR . . . .
H00T H 0.634760 0.833536 0.337759 0.102 Uiso 1 1 calc GR . . . .
H00U H 0.505776 0.896455 0.297455 0.102 Uiso 1 1 calc GR . . . .
C00S C 0.3435(2) 0.47471(17) 0.85868(17) 0.0637(6) Uani 1 1 d . . . . .
H00V H 0.278228 0.426140 0.831036 0.096 Uiso 1 1 calc GR . . . .
H00W H 0.302409 0.523929 0.889248 0.096 Uiso 1 1 calc GR . . . .
H00X H 0.416779 0.446643 0.908531 0.096 Uiso 1 1 calc GR . . . .
C00T C 0.1888(7) 0.5145(5) 0.3447(4) 0.0516(14) Uani 0.508(7) 1 d . . P A 1
H00Y H 0.123940 0.564638 0.345602 0.062 Uiso 0.508(7) 1 calc R . P A 1
H H 0.161209 0.481958 0.280291 0.062 Uiso 0.508(7) 1 calc R . P A 1
O00U O 0.1919(4) 0.4491(3) 0.4224(3) 0.0513(13) Uani 0.508(7) 1 d . . P A 1
C0AA C 0.1389(5) 0.4965(5) 0.3876(4) 0.0414(13) Uani 0.492(7) 1 d . . P A 2
H0AA H 0.068682 0.448626 0.367878 0.050 Uiso 0.492(7) 1 calc R . P A 2
H0AB H 0.100540 0.558705 0.365041 0.050 Uiso 0.492(7) 1 calc R . P A 2
O00V O 0.2434(4) 0.4758(3) 0.3433(2) 0.0414(11) Uani 0.492(7) 1 d . . P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O001 0.0401(7) 0.0393(7) 0.0573(8) 0.0118(6) 0.0212(6) 0.0052(5)
O002 0.0292(7) 0.0703(9) 0.0596(9) -0.0088(7) 0.0178(6) -0.0060(6)
O003 0.0605(9) 0.0539(8) 0.0594(9) 0.0071(7) 0.0296(7) 0.0141(7)
O004 0.0450(8) 0.0517(8) 0.0666(9) 0.0250(7) 0.0241(7) 0.0123(6)
C005 0.0288(8) 0.0259(8) 0.0421(10) 0.0018(7) 0.0102(7) -0.0035(6)
C006 0.0229(8) 0.0271(8) 0.0460(10) 0.0015(7) 0.0091(7) 0.0022(6)
C007 0.0312(9) 0.0306(8) 0.0351(9) 0.0018(7) 0.0076(7) -0.0034(7)
C008 0.0220(8) 0.0279(8) 0.0434(10) 0.0001(7) 0.0071(7) 0.0025(6)
C009 0.0231(8) 0.0257(8) 0.0494(11) -0.0003(7) 0.0056(7) 0.0018(6)
C00A 0.0301(9) 0.0298(8) 0.0516(11) -0.0071(8) 0.0138(8) -0.0029(7)
C00B 0.0247(8) 0.0311(8) 0.0417(10) 0.0045(7) 0.0049(7) 0.0022(6)
C00C 0.0269(8) 0.0295(8) 0.0419(10) 0.0015(7) 0.0023(7) 0.0025(6)
C00D 0.0234(8) 0.0278(8) 0.0424(10) 0.0009(7) 0.0048(7) 0.0016(6)
C00E 0.0277(9) 0.0370(9) 0.0400(10) 0.0019(8) 0.0021(7) -0.0026(7)
C00F 0.0280(9) 0.0368(9) 0.0452(11) 0.0013(8) 0.0109(7) -0.0040(7)
C00G 0.0320(9) 0.0314(9) 0.0554(12) -0.0016(8) 0.0123(8) 0.0016(7)
C00H 0.0362(10) 0.0459(10) 0.0467(11) 0.0024(9) 0.0055(8) -0.0123(8)
C00I 0.0365(10) 0.0338(9) 0.0714(14) -0.0076(9) 0.0222(9) -0.0046(8)
C00J 0.0348(9) 0.0337(9) 0.0586(12) -0.0061(9) 0.0103(8) -0.0079(7)
C00K 0.0341(10) 0.0355(10) 0.0650(13) 0.0013(9) 0.0038(9) 0.0020(8)
C00L 0.0510(11) 0.0350(10) 0.0583(13) -0.0089(9) 0.0241(10) -0.0035(8)
C00M 0.0551(12) 0.0284(9) 0.0600(13) 0.0012(9) 0.0053(10) -0.0021(8)
C00N 0.0541(12) 0.0394(10) 0.0495(12) -0.0038(9) 0.0180(9) -0.0177(9)
C00O 0.0408(10) 0.0429(10) 0.0464(11) -0.0030(9) 0.0046(8) -0.0071(8)
C00P 0.0585(13) 0.0414(10) 0.0459(11) -0.0069(9) 0.0162(10) -0.0167(9)
C00Q 0.0409(11) 0.0482(11) 0.0839(16) -0.0147(11) 0.0301(10) -0.0140(9)
C00R 0.0694(15) 0.0655(14) 0.0810(17) 0.0344(13) 0.0393(13) 0.0130(12)
C00S 0.0652(14) 0.0640(14) 0.0708(15) 0.0232(12) 0.0334(12) 0.0070(11)
C00T 0.050(4) 0.048(3) 0.047(3) -0.007(3) -0.004(3) -0.012(3)
O00U 0.056(2) 0.0350(19) 0.056(2) -0.0095(15) 0.0032(16) -0.0115(16)
C0AA 0.029(2) 0.046(3) 0.048(3) -0.013(2) 0.008(2) -0.006(2)
O00V 0.0350(19) 0.0353(19) 0.0529(19) -0.0102(14) 0.0100(14) -0.0028(14)
_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 C00A 1.339(2) . ?
O001 C00S 1.444(2) . ?
O002 C00A 1.2028(19) . ?
O003 C00E 1.193(2) . ?
O004 C00E 1.335(2) . ?
O004 C00R 1.447(2) . ?
C005 C008 1.495(2) . ?
C005 C00F 1.390(2) . ?
C005 C00G 1.394(2) . ?
C006 C008 1.405(2) . ?
C006 C009 1.401(2) . ?
C006 C00A 1.492(2) . ?
C007 C00D 1.500(2) . ?
C007 C00I 1.380(2) . ?
C007 C00K 1.386(2) . ?
C008 C00D 1.401(2) . ?
C009 C00C 1.388(2) . ?
C009 C00J 1.516(2) . ?
C00B C00C 1.398(2) . ?
C00B C00D 1.402(2) . ?
C00B C00E 1.499(2) . ?
C00C C00O 1.516(3) . ?
C00F H00F 0.9500 . ?
C00F C00H 1.381(3) . ?
C00G H00G 0.9500 . ?
C00G C00L 1.383(3) . ?
C00H H00H 0.9500 . ?
C00H C00P 1.380(3) . ?
C00I H00I 0.9500 . ?
C00I C00Q 1.385(2) . ?
C00J H00C 0.9900 . ?
C00J H00D 0.9900 . ?
C00J H00A 0.9900 . ?
C00J H00B 0.9900 . ?
C00J O00U 1.342(3) . ?
C00J C0AA 1.610(6) . ?
C00K H00K 0.9500 . ?
C00K C00M 1.389(3) . ?
C00L H00L 0.9500 . ?
C00L C00P 1.384(3) . ?
C00M H00M 0.9500 . ?
C00M C00N 1.371(3) . ?
C00N H00N 0.9500 . ?
C00N C00Q 1.375(3) . ?
C00O H00E 0.9900 . ?
C00O H00J 0.9900 . ?
C00O H00O 0.9900 . ?
C00O H00P 0.9900 . ?
C00O C00T 1.532(6) . ?
C00O O00V 1.436(3) . ?
C00P H00Q 0.9500 . ?
C00Q H00R 0.9500 . ?
C00R H00S 0.9800 . ?
C00R H00T 0.9800 . ?
C00R H00U 0.9800 . ?
C00S H00V 0.9800 . ?
C00S H00W 0.9800 . ?
C00S H00X 0.9800 . ?
C00T H00Y 0.9900 . ?
C00T H 0.9900 . ?
C00T O00U 1.428(7) . ?
C0AA H0AA 0.9900 . ?
C0AA H0AB 0.9900 . ?
C0AA O00V 1.431(6) . ?
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
C00A O001 C00S 115.42(14) . . ?
C00E O004 C00R 114.53(15) . . ?
C00F C005 C008 120.97(15) . . ?
C00F C005 C00G 118.57(16) . . ?
C00G C005 C008 120.33(14) . . ?
C008 C006 C00A 120.59(15) . . ?
C009 C006 C008 121.85(15) . . ?
C009 C006 C00A 117.55(14) . . ?
C00I C007 C00D 120.94(15) . . ?
C00I C007 C00K 118.49(16) . . ?
C00K C007 C00D 120.30(15) . . ?
C006 C008 C005 119.38(15) . . ?
C00D C008 C005 122.01(14) . . ?
C00D C008 C006 118.60(15) . . ?
C006 C009 C00J 121.49(16) . . ?
C00C C009 C006 119.25(14) . . ?
C00C C009 C00J 119.25(16) . . ?
O001 C00A C006 112.37(14) . . ?
O002 C00A O001 123.14(17) . . ?
O002 C00A C006 124.46(17) . . ?
C00C C00B C00D 122.02(16) . . ?
C00C C00B C00E 118.32(15) . . ?
C00D C00B C00E 119.60(14) . . ?
C009 C00C C00B 119.03(16) . . ?
C009 C00C C00O 120.78(15) . . ?
C00B C00C C00O 120.12(16) . . ?
C008 C00D C007 123.13(15) . . ?
C008 C00D C00B 118.93(15) . . ?
C00B C00D C007 117.90(15) . . ?
O003 C00E O004 123.80(17) . . ?
O003 C00E C00B 125.59(16) . . ?
O004 C00E C00B 110.61(15) . . ?
C005 C00F H00F 119.8 . . ?
C00H C00F C005 120.48(16) . . ?
C00H C00F H00F 119.8 . . ?
C005 C00G H00G 119.6 . . ?
C00L C00G C005 120.80(17) . . ?
C00L C00G H00G 119.6 . . ?
C00F C00H H00H 119.8 . . ?
C00P C00H C00F 120.49(17) . . ?
C00P C00H H00H 119.8 . . ?
C007 C00I H00I 119.7 . . ?
C007 C00I C00Q 120.66(17) . . ?
C00Q C00I H00I 119.7 . . ?
C009 C00J H00C 109.8 . . ?
C009 C00J H00D 109.8 . . ?
C009 C00J H00A 109.0 . . ?
C009 C00J H00B 109.0 . . ?
C009 C00J C0AA 109.2(2) . . ?
H00C C00J H00D 108.3 . . ?
H00A C00J H00B 107.8 . . ?
O00U C00J C009 112.95(19) . . ?
O00U C00J H00A 109.0 . . ?
O00U C00J H00B 109.0 . . ?
C0AA C00J H00C 109.8 . . ?
C0AA C00J H00D 109.8 . . ?
C007 C00K H00K 119.8 . . ?
C007 C00K C00M 120.43(17) . . ?
C00M C00K H00K 119.8 . . ?
C00G C00L H00L 120.0 . . ?
C00G C00L C00P 119.91(18) . . ?
C00P C00L H00L 120.0 . . ?
C00K C00M H00M 119.7 . . ?
C00N C00M C00K 120.61(17) . . ?
C00N C00M H00M 119.7 . . ?
C00M C00N H00N 120.4 . . ?
C00M C00N C00Q 119.14(17) . . ?
C00Q C00N H00N 120.4 . . ?
C00C C00O H00E 110.3 . . ?
C00C C00O H00J 110.3 . . ?
C00C C00O H00O 108.3 . . ?
C00C C00O H00P 108.3 . . ?
C00C C00O C00T 107.3(3) . . ?
H00E C00O H00J 108.5 . . ?
H00O C00O H00P 107.4 . . ?
C00T C00O H00E 110.3 . . ?
C00T C00O H00J 110.3 . . ?
O00V C00O C00C 116.1(2) . . ?
O00V C00O H00O 108.3 . . ?
O00V C00O H00P 108.3 . . ?
C00H C00P C00L 119.73(18) . . ?
C00H C00P H00Q 120.1 . . ?
C00L C00P H00Q 120.1 . . ?
C00I C00Q H00R 119.7 . . ?
C00N C00Q C00I 120.63(18) . . ?
C00N C00Q H00R 119.7 . . ?
O004 C00R H00S 109.5 . . ?
O004 C00R H00T 109.5 . . ?
O004 C00R H00U 109.5 . . ?
H00S C00R H00T 109.5 . . ?
H00S C00R H00U 109.5 . . ?
H00T C00R H00U 109.5 . . ?
O001 C00S H00V 109.5 . . ?
O001 C00S H00W 109.5 . . ?
O001 C00S H00X 109.5 . . ?
H00V C00S H00W 109.5 . . ?
H00V C00S H00X 109.5 . . ?
H00W C00S H00X 109.5 . . ?
C00O C00T H00Y 109.6 . . ?
C00O C00T H 109.6 . . ?
H00Y C00T H 108.2 . . ?
O00U C00T C00O 110.1(5) . . ?
O00U C00T H00Y 109.6 . . ?
O00U C00T H 109.6 . . ?
C00J O00U C00T 109.1(5) . . ?
C00J C0AA H0AA 109.9 . . ?
C00J C0AA H0AB 109.9 . . ?
H0AA C0AA H0AB 108.3 . . ?
O00V C0AA C00J 109.0(4) . . ?
O00V C0AA H0AA 109.9 . . ?
O00V C0AA H0AB 109.9 . . ?
C0AA O00V C00O 106.0(4) . . ?
_iucr_refine_instructions_details
;
TITL dt1735_0m_a_a.res in P2(1)/n
dt1735_0m_a.res
created by SHELXL-2016/6 at 00:17:26 on 08-Sep-2017
REM Old TITL dt1735_0m_a_a.res in P2(1)/n
REM SHELXT solution in P2(1)/n
REM R1 0.186, Rweak 0.013, Alpha 0.038, Orientation as input
REM Formula found by SHELXT: C27 O4
CELL 0.71073 10.5283 14.2319 14.0529 90 105.291 90
ZERR 4 0.0002 0.0003 0.0003 0 0.001 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H O
UNIT 100 88 20
L.S. 10
PLAN 20
SIZE 0.09 0.2 0.21
TEMP -100.17
BOND $H
list 4
fmap 2
acta
OMIT -1 1 1
REM
REM
REM
WGHT 0.051300 0.673400
FVAR 0.69848 0.50765
O001 3 0.392310 0.515141 0.780908 11.00000 0.04008 0.03935 =
0.05733 0.01184 0.02124 0.00517
O002 3 0.185930 0.556699 0.704002 11.00000 0.02920 0.07032 =
0.05962 -0.00880 0.01785 -0.00604
O003 3 0.601933 0.660282 0.372197 11.00000 0.06055 0.05386 =
0.05936 0.00709 0.02963 0.01413
O004 3 0.477381 0.785982 0.377407 11.00000 0.04497 0.05174 =
0.06660 0.02502 0.02410 0.01233
C005 1 0.499883 0.701639 0.759575 11.00000 0.02877 0.02585 =
0.04213 0.00177 0.01019 -0.00350
C006 1 0.359188 0.597031 0.630856 11.00000 0.02290 0.02714 =
0.04602 0.00151 0.00909 0.00217
C007 1 0.604673 0.783056 0.597286 11.00000 0.03125 0.03060 =
0.03509 0.00177 0.00759 -0.00338
C008 1 0.456992 0.666667 0.655734 11.00000 0.02202 0.02788 =
0.04338 0.00015 0.00710 0.00254
C009 1 0.311828 0.564049 0.534044 11.00000 0.02313 0.02570 =
0.04939 -0.00035 0.00558 0.00184
C00A 1 0.301358 0.555891 0.707663 11.00000 0.03009 0.02980 =
0.05158 -0.00706 0.01384 -0.00293
C00B 1 0.468085 0.664074 0.486304 11.00000 0.02471 0.03114 =
0.04170 0.00447 0.00489 0.00220
C00C 1 0.370424 0.594980 0.462080 11.00000 0.02689 0.02951 =
0.04188 0.00146 0.00225 0.00254
C00D 1 0.509468 0.702540 0.581357 11.00000 0.02343 0.02777 =
0.04236 0.00090 0.00479 0.00156
C00E 1 0.524857 0.700640 0.406246 11.00000 0.02771 0.03701 =
0.04001 0.00195 0.00213 -0.00257
C00F 1 0.628299 0.688493 0.816497 11.00000 0.02800 0.03676 =
0.04516 0.00126 0.01094 -0.00401
AFIX 43
H00F 2 0.692147 0.662326 0.787414 11.00000 -1.20000
AFIX 0
C00G 1 0.409120 0.742652 0.803389 11.00000 0.03201 0.03141 =
0.05544 -0.00158 0.01228 0.00164
AFIX 43
H00G 2 0.321468 0.753394 0.765112 11.00000 -1.20000
AFIX 0
C00H 1 0.663741 0.713202 0.915041 11.00000 0.03623 0.04589 =
0.04665 0.00240 0.00554 -0.01230
AFIX 43
H00H 2 0.751432 0.702958 0.953496 11.00000 -1.20000
AFIX 0
C00I 1 0.735434 0.768793 0.600636 11.00000 0.03649 0.03384 =
0.07137 -0.00761 0.02224 -0.00462
AFIX 43
H00I 2 0.767797 0.706591 0.599630 11.00000 -1.20000
AFIX 0
C00J 1 0.196459 0.496659 0.505716 11.00000 0.03476 0.03372 =
0.05857 -0.00607 0.01028 -0.00787
PART 2
AFIX 23
H00C 2 0.126941 0.516328 0.537172 -21.00000 -1.20000
H00D 2 0.225559 0.432573 0.529024 -21.00000 -1.20000
AFIX 23
PART 0
PART 1
H00A 2 0.202559 0.451291 0.560142 21.00000 -1.20000
H00B 2 0.113595 0.532480 0.497143 21.00000 -1.20000
AFIX 0
PART 0
C00K 1 0.560293 0.874505 0.599752 11.00000 0.03412 0.03552 =
0.06496 0.00135 0.00384 0.00202
AFIX 43
H00K 2 0.471410 0.885739 0.599931 11.00000 -1.20000
AFIX 0
C00L 1 0.445137 0.767893 0.901916 11.00000 0.05100 0.03497 =
0.05830 -0.00891 0.02407 -0.00351
AFIX 43
H00L 2 0.382368 0.795653 0.931011 11.00000 -1.20000
AFIX 0
C00M 1 0.644953 0.949816 0.601963 11.00000 0.05511 0.02839 =
0.06002 0.00121 0.00534 -0.00206
AFIX 43
H00M 2 0.612697 1.012216 0.601330 11.00000 -1.20000
AFIX 0
C00N 1 0.774617 0.934923 0.605049 11.00000 0.05405 0.03938 =
0.04947 -0.00378 0.01796 -0.01766
AFIX 43
H00N 2 0.832399 0.986559 0.606885 11.00000 -1.20000
AFIX 0
C00O 1 0.325314 0.558101 0.357384 11.00000 0.04078 0.04294 =
0.04645 -0.00302 0.00461 -0.00709
PART 1
AFIX 23
H00E 2 0.387823 0.510241 0.345796 21.00000 -1.20000
H00J 2 0.320691 0.609978 0.309657 21.00000 -1.20000
AFIX 23
PART 0
PART 2
H00O 2 0.276495 0.608806 0.314855 -21.00000 -1.20000
H00P 2 0.404313 0.543858 0.334319 -21.00000 -1.20000
AFIX 0
PART 0
C00P 1 0.572711 0.752659 0.958046 11.00000 0.05852 0.04139 =
0.04594 -0.00693 0.01616 -0.01667
AFIX 43
H00Q 2 0.597540 0.769293 1.025914 11.00000 -1.20000
AFIX 0
C00Q 1 0.819964 0.844275 0.605451 11.00000 0.04091 0.04821 =
0.08385 -0.01474 0.03009 -0.01400
AFIX 43
H00R 2 0.910122 0.833311 0.609066 11.00000 -1.20000
AFIX 0
C00R 1 0.539178 0.832068 0.309400 11.00000 0.06939 0.06552 =
0.08098 0.03441 0.03930 0.01295
AFIX 137
H00S 2 0.518842 0.797418 0.246937 11.00000 -1.50000
H00T 2 0.634760 0.833536 0.337759 11.00000 -1.50000
H00U 2 0.505776 0.896455 0.297455 11.00000 -1.50000
AFIX 0
C00S 1 0.343510 0.474715 0.858680 11.00000 0.06522 0.06403 =
0.07076 0.02320 0.03343 0.00699
AFIX 137
H00V 2 0.278228 0.426140 0.831036 11.00000 -1.50000
H00W 2 0.302409 0.523929 0.889248 11.00000 -1.50000
H00X 2 0.416779 0.446643 0.908531 11.00000 -1.50000
AFIX 0
PART 1
C00T 1 0.188825 0.514519 0.344716 21.00000 0.04954 0.04843 =
0.04717 -0.00679 -0.00407 -0.01214
AFIX 23
H00Y 2 0.123940 0.564638 0.345602 21.00000 -1.20000
H 2 0.161209 0.481958 0.280291 21.00000 -1.20000
AFIX 0
O00U 3 0.191857 0.449146 0.422408 21.00000 0.05614 0.03502 =
0.05620 -0.00953 0.00317 -0.01150
PART 0
PART 2
C0AA 1 0.138936 0.496503 0.387618 -21.00000 0.02931 0.04586 =
0.04788 -0.01267 0.00809 -0.00553
AFIX 23
H0AA 2 0.068682 0.448626 0.367878 -21.00000 -1.20000
H0AB 2 0.100540 0.558705 0.365041 -21.00000 -1.20000
AFIX 0
O00V 3 0.243414 0.475850 0.343266 -21.00000 0.03502 0.03532 =
0.05291 -0.01018 0.01000 -0.00276
HKLF 4
REM dt1735_0m_a_a.res in P2(1)/n
REM R1 = 0.0462 for 2954 Fo > 4sig(Fo) and 0.0737 for all 4141 data
REM 292 parameters refined using 0 restraints
END
WGHT 0.0512 0.6744
REM Highest difference peak 0.228, deepest hole -0.229, 1-sigma level 0.040
Q1 1 0.4433 0.7451 0.3217 11.00000 0.05 0.23
Q2 1 0.6427 0.7017 0.4189 11.00000 0.05 0.16
Q3 1 0.4454 0.7048 0.7830 11.00000 0.05 0.15
Q4 1 0.4410 0.8417 0.2503 11.00000 0.05 0.15
Q5 1 0.3120 0.5938 0.5820 11.00000 0.05 0.14
Q6 1 0.5178 0.6592 0.5414 11.00000 0.05 0.14
Q7 1 0.3168 0.6011 0.4936 11.00000 0.05 0.14
Q8 1 0.6752 0.6101 0.7867 11.00000 0.05 0.13
Q9 1 0.4827 0.6864 0.7117 11.00000 0.05 0.13
Q10 1 0.3548 0.4398 0.2882 11.00000 0.05 0.13
Q11 1 0.7409 0.7062 0.5411 11.00000 0.05 0.13
Q12 1 0.5116 0.6647 0.6238 11.00000 0.05 0.12
Q13 1 0.3534 0.5568 0.5024 11.00000 0.05 0.12
Q14 1 0.4600 0.8911 0.5444 11.00000 0.05 0.12
Q15 1 0.4399 0.7053 0.6092 11.00000 0.05 0.12
Q16 1 0.4589 0.7149 0.5337 11.00000 0.05 0.12
Q17 1 0.5600 0.7409 0.6002 11.00000 0.05 0.11
Q18 1 0.3678 0.5677 0.4233 11.00000 0.05 0.11
Q19 1 0.3921 0.6346 0.6380 11.00000 0.05 0.11
Q20 1 0.5572 0.8170 1.0198 11.00000 0.05 0.11
REM The information below was added by Olex2.
REM
REM R1 = 0.0462 for 2954 Fo > 4sig(Fo) and 0.0737 for all 25469 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.23, deepest hole -0.23
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0737
REM R1_gt = 0.0462
REM wR_ref = 0.1157
REM GOOF = 1.014
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 25469
REM Reflections_gt = 2954
REM Parameters = n/a
REM Hole = -0.23
REM Peak = 0.23
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# 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_dt1723_0m_a
_database_code_depnum_ccdc_archive 'CCDC 1561188'
_audit_update_record
;
2017-07-10 deposited with the CCDC.
2017-09-15 downloaded from the CCDC.
;
_audit_creation_date 2017-07-10
_audit_creation_method
;
Olex2 1.2
(compiled 2017.03.28 svn.r3405 for OlexSys, GUI svn.r5337)
;
_shelx_SHELXL_version_number 2014/7
_publ_section_exptl
;
Any special experimental details
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C33 H26 O'
_chemical_formula_sum 'C33 H26 O'
_chemical_formula_weight 438.54
_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'
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 monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 13.469(3)
_cell_length_b 12.454(2)
_cell_length_c 14.312(3)
_cell_angle_alpha 90.00(3)
_cell_angle_beta 91.69(3)
_cell_angle_gamma 90.00(3)
_cell_volume 2399.7(8)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 5971
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 23.61
_cell_measurement_theta_min 2.62
_shelx_estimated_absorpt_T_max 0.996
_shelx_estimated_absorpt_T_min 0.981
_exptl_absorpt_coefficient_mu 0.071
_exptl_absorpt_correction_T_max 0.7454
_exptl_absorpt_correction_T_min 0.7055
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Krause et al., 2015) was used for absorption correction.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.214
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 928
_exptl_crystal_size_max 0.27
_exptl_crystal_size_mid 0.25
_exptl_crystal_size_min 0.06
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0826
_diffrn_reflns_av_unetI/netI 0.0660
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 29764
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 26.379
_diffrn_reflns_theta_min 2.620
_diffrn.ambient_temp_esd 2.0
_diffrn_ambient_temperature 172.99
_diffrn_detector 'charge-coupled device (CCD) area detector'
_diffrn_detector_area_resol_mean 7.9
_diffrn_detector_type 'Bruker Photon 50'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_device 'three-circle diffractometer'
_diffrn_measurement_device_type 'Bruker D8 QUEST ECO diffractometer'
_diffrn_measurement_method '\w and \f scans'
_diffrn_radiation_collimation 'focusing mirrors'
_diffrn_radiation_detector 'Bruker Photon 50'
_diffrn_radiation_monochromator 'curved graphite'
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_radiation_xray_symbol K-L~3~
_diffrn_source 'sealed X-ray tube'
_diffrn_source_type 'Siemens KFFMO2K--90C'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2873
_reflns_number_total 4888
_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 > 2\s(I)'
_computing_cell_refinement 'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_collection 'APEX3 Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_data_reduction 'SAINT+ Ver. 2016.5-0 (Bruker-AXS, 2016)'
_computing_molecular_graphics 'OLEX2 (Dolomanov et al., 2009)'
_computing_publication_material 'OLEX2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2015b)'
_computing_structure_solution 'XT (Sheldrick, 2015a)'
_refine_diff_density_max 0.246
_refine_diff_density_min -0.196
_refine_diff_density_rms 0.039
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.017
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 327
_refine_ls_number_reflns 4888
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1172
_refine_ls_R_factor_gt 0.0509
_refine_ls_restrained_S_all 1.017
_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/[\s^2^(Fo^2^)+(0.0418P)^2^+0.5227P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0945
_refine_ls_wR_factor_ref 0.1158
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
2. Others
Sof(H00Y)=Sof(H)=Sof(C0AA)=Sof(H0AA)=Sof(H0AB)=1-FVAR(1)
Sof(H00B)=Sof(H00D)=Sof(C00S)=Sof(H00S)=Sof(H00T)=FVAR(1)
Sof(H00G)=Sof(H00M)=Sof(O00V)=1-FVAR(2)
Sof(O00U)=Sof(H00W)=Sof(H00X)=FVAR(2)
3.a Secondary CH2 refined with riding coordinates:
C00M(H00B,H00D), C00M(H00G,H00M), C00S(H00S,H00T), C00W(H00W,H00X), C00W(H00Y,
H), C0AA(H0AA,H0AB)
3.b Aromatic/amide H refined with riding coordinates:
C006(H006), C009(H009), C00A(H00A), C00C(H00C), C00E(H00E), C00F(H00F),
C00H(H00H), C00I(H00I), C00J(H00J), C00K(H00K), C00L(H00L), C00N(H00N),
C00O(H00O), C00P(H00P), C00Q(H00Q), C00R(H00R), C00T(H00U), C00V(H00V),
C00X(H00Z), C00Y(H00)
;
_atom_sites_solution_hydrogens geom
_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
C001 C 0.24382(13) 0.65314(15) 0.27884(12) 0.0291(4) Uani 1 1 d . . . . .
C002 C 0.28725(14) 0.56354(14) 0.33673(12) 0.0299(4) Uani 1 1 d . . . . .
C003 C 0.26993(13) 0.76044(15) 0.29884(12) 0.0289(4) Uani 1 1 d . . . . .
C004 C 0.34036(13) 0.78659(14) 0.37843(13) 0.0294(4) Uani 1 1 d . . . . .
C005 C 0.22851(13) 0.84359(15) 0.24374(13) 0.0315(5) Uani 1 1 d . . . . .
C006 C 0.22649(15) 0.50156(15) 0.39203(13) 0.0365(5) Uani 1 1 d . . . . .
H006 H 0.1571 0.5154 0.3919 0.044 Uiso 1 1 calc R . . . .
C007 C 0.17725(13) 0.62991(15) 0.20445(13) 0.0324(5) Uani 1 1 d . . . . .
C008 C 0.25566(14) 0.95805(15) 0.26269(13) 0.0338(5) Uani 1 1 d . . . . .
C009 C 0.31483(14) 0.76518(15) 0.46990(13) 0.0350(5) Uani 1 1 d . . . . .
H009 H 0.2530 0.7317 0.4815 0.042 Uiso 1 1 calc R . . . .
C00A C 0.26575(16) 0.42000(16) 0.44735(14) 0.0428(5) Uani 1 1 d . . . . .
H00A H 0.2233 0.3786 0.4851 0.051 Uiso 1 1 calc R . . . .
C00B C 0.16004(14) 0.81983(16) 0.17103(13) 0.0346(5) Uani 1 1 d . . . . .
C00C C 0.31363(15) 1.01344(16) 0.20059(14) 0.0401(5) Uani 1 1 d . . . . .
H00C H 0.3353 0.9782 0.1459 0.048 Uiso 1 1 calc R . . . .
C00D C 0.15677(14) 0.51561(16) 0.17856(12) 0.0340(5) Uani 1 1 d . . . . .
C00E C 0.23029(15) 0.45364(16) 0.13981(13) 0.0390(5) Uani 1 1 d . . . . .
H00E H 0.2925 0.4854 0.1269 0.047 Uiso 1 1 calc R . . . .
C00F C 0.43125(14) 0.83543(15) 0.36357(15) 0.0389(5) Uani 1 1 d . . . . .
H00F H 0.4505 0.8503 0.3016 0.047 Uiso 1 1 calc R . . . .
C00G C 0.13461(14) 0.71348(17) 0.15113(13) 0.0356(5) Uani 1 1 d . . . . .
C00H C 0.38832(14) 0.54057(16) 0.33752(14) 0.0388(5) Uani 1 1 d . . . . .
H00H H 0.4312 0.5816 0.2999 0.047 Uiso 1 1 calc R . . . .
C00I C 0.37789(15) 0.79185(16) 0.54423(14) 0.0414(5) Uani 1 1 d . . . . .
H00I H 0.3594 0.7762 0.6063 0.050 Uiso 1 1 calc R . . . .
C00J C 0.22374(16) 1.01174(17) 0.34134(14) 0.0439(5) Uani 1 1 d . . . . .
H00J H 0.1837 0.9754 0.3848 0.053 Uiso 1 1 calc R . . . .
C00K C 0.36608(17) 0.39855(16) 0.44798(15) 0.0451(6) Uani 1 1 d . . . . .
H00K H 0.3931 0.3429 0.4863 0.054 Uiso 1 1 calc R . . . .
C00L C 0.49401(15) 0.86264(16) 0.43802(17) 0.0464(6) Uani 1 1 d . . . . .
H00L H 0.5558 0.8964 0.4269 0.056 Uiso 1 1 calc R . . . .
C00M C 0.11315(15) 0.90937(17) 0.11357(15) 0.0447(6) Uani 1 1 d . . . . .
H00B H 0.0896 0.9665 0.1556 0.054 Uiso 0.683(9) 1 calc R . P A 1
H00D H 0.1633 0.9410 0.0725 0.054 Uiso 0.683(9) 1 calc R . P A 1
H00G H 0.0789 0.9587 0.1562 0.054 Uiso 0.358(6) 1 calc R . P A 2
H00M H 0.1667 0.9505 0.0839 0.054 Uiso 0.358(6) 1 calc R . P A 2
C00N C 0.21473(17) 0.34635(17) 0.11953(15) 0.0485(6) Uani 1 1 d . . . . .
H00N H 0.2662 0.3049 0.0934 0.058 Uiso 1 1 calc R . . . .
C00O C 0.42686(16) 0.45844(17) 0.39259(15) 0.0457(5) Uani 1 1 d . . . . .
H00O H 0.4960 0.4432 0.3922 0.055 Uiso 1 1 calc R . . . .
C00P C 0.34059(16) 1.11911(17) 0.21673(16) 0.0490(6) Uani 1 1 d . . . . .
H00P H 0.3815 1.1555 0.1740 0.059 Uiso 1 1 calc R . . . .
C00Q C 0.06542(16) 0.46825(18) 0.19281(15) 0.0498(6) Uani 1 1 d . . . . .
H00Q H 0.0130 0.5100 0.2169 0.060 Uiso 1 1 calc R . . . .
C00R C 0.46725(16) 0.84102(16) 0.52858(17) 0.0465(6) Uani 1 1 d . . . . .
H00R H 0.5103 0.8600 0.5797 0.056 Uiso 1 1 calc R . . . .
C00S C 0.0286(10) 0.8676(12) 0.0559(10) 0.077(5) Uani 0.683(9) 1 d . . P A 1
H00S H -0.0263 0.8476 0.0971 0.092 Uiso 0.683(9) 1 calc R . P A 1
H00T H 0.0040 0.9247 0.0129 0.092 Uiso 0.683(9) 1 calc R . P A 1
C00T C 0.24985(18) 1.11791(18) 0.35695(16) 0.0549(6) Uani 1 1 d . . . . .
H00U H 0.2274 1.1540 0.4109 0.066 Uiso 1 1 calc R . . . .
O00U O 0.0563(2) 0.7779(2) 0.00379(17) 0.0518(12) Uani 0.642(6) 1 d . . P A 1
C00V C 0.30813(18) 1.17143(18) 0.29477(17) 0.0575(7) Uani 1 1 d . . . . .
H00V H 0.3259 1.2443 0.3057 0.069 Uiso 1 1 calc R . . . .
C00W C 0.06280(18) 0.68844(18) 0.07050(16) 0.0558(6) Uani 1 1 d . . . . .
H00W H 0.0851 0.6230 0.0380 0.067 Uiso 0.642(6) 1 calc R . P A 1
H00X H -0.0038 0.6740 0.0951 0.067 Uiso 0.642(6) 1 calc R . P A 1
H00Y H 0.0276 0.6202 0.0822 0.067 Uiso 0.317(9) 1 calc R . P A 2
H H 0.0991 0.6813 0.0117 0.067 Uiso 0.317(9) 1 calc R . P A 2
C00X C 0.12500(19) 0.29966(19) 0.13708(17) 0.0596(7) Uani 1 1 d . . . . .
H00Z H 0.1150 0.2254 0.1250 0.072 Uiso 1 1 calc R . . . .
C00Y C 0.04948(18) 0.3606(2) 0.17228(17) 0.0627(7) Uani 1 1 d . . . . .
H00 H -0.0135 0.3291 0.1825 0.075 Uiso 1 1 calc R . . . .
C0AA C -0.0128(8) 0.7832(9) 0.0628(6) 0.060(4) Uani 0.317(9) 1 d . . P A 2
H0AA H -0.0633 0.7691 0.0127 0.072 Uiso 0.317(9) 1 calc R . P A 2
H0AB H -0.0470 0.7928 0.1226 0.072 Uiso 0.317(9) 1 calc R . P A 2
O00V O 0.0433(12) 0.8753(10) 0.0419(11) 0.067(4) Uani 0.358(6) 1 d . . P A 2
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C001 0.0270(10) 0.0355(11) 0.0251(11) -0.0007(9) 0.0063(8) 0.0002(8)
C002 0.0346(11) 0.0295(10) 0.0255(11) -0.0049(8) -0.0008(8) -0.0021(9)
C003 0.0278(10) 0.0344(11) 0.0246(10) -0.0002(8) 0.0058(8) 0.0011(8)
C004 0.0293(10) 0.0280(11) 0.0309(11) -0.0001(8) 0.0019(8) 0.0015(8)
C005 0.0323(10) 0.0371(12) 0.0256(11) 0.0000(9) 0.0074(9) 0.0036(9)
C006 0.0391(12) 0.0374(12) 0.0329(12) -0.0012(9) 0.0018(9) -0.0027(9)
C007 0.0287(10) 0.0392(12) 0.0295(11) -0.0049(9) 0.0040(9) 0.0002(9)
C008 0.0369(11) 0.0352(12) 0.0293(11) 0.0006(9) -0.0004(9) 0.0076(9)
C009 0.0372(11) 0.0357(12) 0.0322(12) -0.0005(9) 0.0016(9) -0.0023(9)
C00A 0.0574(15) 0.0339(12) 0.0373(13) 0.0007(10) 0.0057(11) -0.0036(10)
C00B 0.0336(11) 0.0422(13) 0.0280(11) 0.0007(9) 0.0044(9) 0.0097(9)
C00C 0.0469(13) 0.0372(13) 0.0364(12) 0.0020(10) 0.0041(10) 0.0059(10)
C00D 0.0340(11) 0.0428(12) 0.0249(11) -0.0026(9) -0.0029(8) -0.0025(9)
C00E 0.0371(12) 0.0420(13) 0.0380(12) -0.0030(10) 0.0019(9) 0.0004(10)
C00F 0.0358(11) 0.0389(12) 0.0421(13) 0.0059(10) 0.0042(10) -0.0020(9)
C00G 0.0310(11) 0.0476(13) 0.0282(11) -0.0024(9) 0.0002(9) 0.0054(9)
C00H 0.0352(12) 0.0418(13) 0.0394(13) 0.0008(10) 0.0011(9) -0.0011(9)
C00I 0.0483(13) 0.0428(13) 0.0328(12) -0.0036(10) -0.0054(10) 0.0018(10)
C00J 0.0542(14) 0.0444(14) 0.0333(12) -0.0019(10) 0.0022(10) 0.0074(11)
C00K 0.0635(15) 0.0327(12) 0.0387(13) -0.0010(10) -0.0064(11) 0.0079(11)
C00L 0.0311(11) 0.0401(13) 0.0676(17) 0.0014(11) -0.0041(11) -0.0068(10)
C00M 0.0457(13) 0.0509(14) 0.0374(13) 0.0012(10) -0.0018(10) 0.0129(11)
C00N 0.0527(14) 0.0420(14) 0.0509(15) -0.0096(11) 0.0023(11) 0.0022(11)
C00O 0.0410(12) 0.0460(14) 0.0498(14) -0.0032(11) -0.0049(11) 0.0089(11)
C00P 0.0587(14) 0.0385(13) 0.0496(15) 0.0094(11) -0.0027(11) -0.0010(11)
C00Q 0.0422(13) 0.0576(15) 0.0501(14) -0.0179(12) 0.0069(10) -0.0074(11)
C00R 0.0464(13) 0.0405(13) 0.0516(15) -0.0082(11) -0.0173(11) 0.0024(11)
C00S 0.045(3) 0.101(9) 0.083(7) 0.052(6) -0.022(4) 0.015(4)
C00T 0.0802(17) 0.0449(14) 0.0390(14) -0.0109(11) -0.0054(13) 0.0129(13)
O00U 0.0572(19) 0.061(2) 0.0365(17) 0.0014(13) -0.0150(14) 0.0102(14)
C00V 0.0794(18) 0.0376(14) 0.0543(17) -0.0009(12) -0.0173(14) 0.0014(12)
C00W 0.0638(16) 0.0503(15) 0.0516(15) -0.0008(11) -0.0256(12) 0.0059(12)
C00X 0.0691(17) 0.0433(14) 0.0666(17) -0.0150(12) 0.0029(14) -0.0116(13)
C00Y 0.0542(15) 0.0634(17) 0.0709(18) -0.0202(14) 0.0108(13) -0.0239(13)
C0AA 0.060(6) 0.070(8) 0.050(6) 0.002(5) -0.022(5) 0.005(5)
O00V 0.105(10) 0.042(5) 0.051(5) -0.003(4) -0.028(5) -0.006(4)
_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
C001 C002 1.498(3) . ?
C001 C003 1.409(2) . ?
C001 C007 1.402(3) . ?
C002 C006 1.389(3) . ?
C002 C00H 1.391(3) . ?
C003 C004 1.496(3) . ?
C003 C005 1.407(3) . ?
C004 C009 1.389(3) . ?
C004 C00F 1.389(3) . ?
C005 C008 1.494(3) . ?
C005 C00B 1.401(3) . ?
C006 H006 0.9500 . ?
C006 C00A 1.383(3) . ?
C007 C00D 1.495(3) . ?
C007 C00G 1.403(3) . ?
C008 C00C 1.384(3) . ?
C008 C00J 1.388(3) . ?
C009 H009 0.9500 . ?
C009 C00I 1.382(3) . ?
C00A H00A 0.9500 . ?
C00A C00K 1.377(3) . ?
C00B C00G 1.395(3) . ?
C00B C00M 1.513(3) . ?
C00C H00C 0.9500 . ?
C00C C00P 1.383(3) . ?
C00D C00E 1.384(3) . ?
C00D C00Q 1.385(3) . ?
C00E H00E 0.9500 . ?
C00E C00N 1.382(3) . ?
C00F H00F 0.9500 . ?
C00F C00L 1.383(3) . ?
C00G C00W 1.516(3) . ?
C00H H00H 0.9500 . ?
C00H C00O 1.383(3) . ?
C00I H00I 0.9500 . ?
C00I C00R 1.375(3) . ?
C00J H00J 0.9500 . ?
C00J C00T 1.385(3) . ?
C00K H00K 0.9500 . ?
C00K C00O 1.376(3) . ?
C00L H00L 0.9500 . ?
C00L C00R 1.382(3) . ?
C00M H00B 0.9900 . ?
C00M H00D 0.9900 . ?
C00M H00G 0.9900 . ?
C00M H00M 0.9900 . ?
C00M C00S 1.481(13) . ?
C00M O00V 1.436(12) . ?
C00N H00N 0.9500 . ?
C00N C00X 1.371(3) . ?
C00O H00O 0.9500 . ?
C00P H00P 0.9500 . ?
C00P C00V 1.376(3) . ?
C00Q H00Q 0.9500 . ?
C00Q C00Y 1.387(3) . ?
C00R H00R 0.9500 . ?
C00S H00S 0.9900 . ?
C00S H00T 0.9900 . ?
C00S O00U 1.401(14) . ?
C00T H00U 0.9500 . ?
C00T C00V 1.376(3) . ?
O00U C00W 1.468(3) . ?
C00V H00V 0.9500 . ?
C00W H00W 0.9900 . ?
C00W H00X 0.9900 . ?
C00W H00Y 0.9900 . ?
C00W H 0.9900 . ?
C00W C0AA 1.560(9) . ?
C00X H00Z 0.9500 . ?
C00X C00Y 1.377(3) . ?
C00Y H00 0.9500 . ?
C0AA H0AA 0.9900 . ?
C0AA H0AB 0.9900 . ?
C0AA O00V 1.41(2) . ?
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
C003 C001 C002 120.19(16) . . ?
C007 C001 C002 119.79(16) . . ?
C007 C001 C003 120.02(17) . . ?
C006 C002 C001 120.12(17) . . ?
C006 C002 C00H 118.30(18) . . ?
C00H C002 C001 121.58(17) . . ?
C001 C003 C004 120.65(16) . . ?
C005 C003 C001 119.45(17) . . ?
C005 C003 C004 119.90(16) . . ?
C009 C004 C003 120.44(16) . . ?
C00F C004 C003 121.37(17) . . ?
C00F C004 C009 118.17(18) . . ?
C003 C005 C008 120.62(17) . . ?
C00B C005 C003 120.14(18) . . ?
C00B C005 C008 119.23(17) . . ?
C002 C006 H006 119.6 . . ?
C00A C006 C002 120.82(19) . . ?
C00A C006 H006 119.6 . . ?
C001 C007 C00D 119.61(17) . . ?
C001 C007 C00G 120.16(18) . . ?
C00G C007 C00D 120.13(17) . . ?
C00C C008 C005 119.90(17) . . ?
C00C C008 C00J 118.33(19) . . ?
C00J C008 C005 121.77(18) . . ?
C004 C009 H009 119.5 . . ?
C00I C009 C004 121.04(19) . . ?
C00I C009 H009 119.5 . . ?
C006 C00A H00A 119.8 . . ?
C00K C00A C006 120.3(2) . . ?
C00K C00A H00A 119.8 . . ?
C005 C00B C00M 120.20(18) . . ?
C00G C00B C005 120.28(18) . . ?
C00G C00B C00M 119.52(18) . . ?
C008 C00C H00C 119.4 . . ?
C00P C00C C008 121.15(19) . . ?
C00P C00C H00C 119.4 . . ?
C00E C00D C007 120.09(17) . . ?
C00E C00D C00Q 118.08(19) . . ?
C00Q C00D C007 121.83(18) . . ?
C00D C00E H00E 119.4 . . ?
C00N C00E C00D 121.15(19) . . ?
C00N C00E H00E 119.4 . . ?
C004 C00F H00F 119.6 . . ?
C00L C00F C004 120.73(19) . . ?
C00L C00F H00F 119.6 . . ?
C007 C00G C00W 120.20(18) . . ?
C00B C00G C007 119.92(18) . . ?
C00B C00G C00W 119.86(18) . . ?
C002 C00H H00H 119.7 . . ?
C00O C00H C002 120.50(19) . . ?
C00O C00H H00H 119.7 . . ?
C009 C00I H00I 119.9 . . ?
C00R C00I C009 120.2(2) . . ?
C00R C00I H00I 119.9 . . ?
C008 C00J H00J 119.8 . . ?
C00T C00J C008 120.5(2) . . ?
C00T C00J H00J 119.8 . . ?
C00A C00K H00K 120.3 . . ?
C00O C00K C00A 119.4(2) . . ?
C00O C00K H00K 120.3 . . ?
C00F C00L H00L 119.8 . . ?
C00R C00L C00F 120.30(19) . . ?
C00R C00L H00L 119.8 . . ?
C00B C00M H00B 109.6 . . ?
C00B C00M H00D 109.6 . . ?
C00B C00M H00G 108.5 . . ?
C00B C00M H00M 108.5 . . ?
H00B C00M H00D 108.1 . . ?
H00G C00M H00M 107.5 . . ?
C00S C00M C00B 110.3(5) . . ?
C00S C00M H00B 109.6 . . ?
C00S C00M H00D 109.6 . . ?
O00V C00M C00B 115.1(5) . . ?
O00V C00M H00G 108.5 . . ?
O00V C00M H00M 108.5 . . ?
C00E C00N H00N 120.0 . . ?
C00X C00N C00E 120.0(2) . . ?
C00X C00N H00N 120.0 . . ?
C00H C00O H00O 119.7 . . ?
C00K C00O C00H 120.6(2) . . ?
C00K C00O H00O 119.7 . . ?
C00C C00P H00P 120.1 . . ?
C00V C00P C00C 119.9(2) . . ?
C00V C00P H00P 120.1 . . ?
C00D C00Q H00Q 119.6 . . ?
C00D C00Q C00Y 120.9(2) . . ?
C00Y C00Q H00Q 119.6 . . ?
C00I C00R C00L 119.6(2) . . ?
C00I C00R H00R 120.2 . . ?
C00L C00R H00R 120.2 . . ?
C00M C00S H00S 109.4 . . ?
C00M C00S H00T 109.4 . . ?
H00S C00S H00T 108.0 . . ?
O00U C00S C00M 111.3(8) . . ?
O00U C00S H00S 109.4 . . ?
O00U C00S H00T 109.4 . . ?
C00J C00T H00U 119.8 . . ?
C00V C00T C00J 120.3(2) . . ?
C00V C00T H00U 119.8 . . ?
C00S O00U C00W 105.7(6) . . ?
C00P C00V C00T 119.8(2) . . ?
C00P C00V H00V 120.1 . . ?
C00T C00V H00V 120.1 . . ?
C00G C00W H00W 109.4 . . ?
C00G C00W H00X 109.4 . . ?
C00G C00W H00Y 110.2 . . ?
C00G C00W H 110.2 . . ?
C00G C00W C0AA 107.4(4) . . ?
O00U C00W C00G 111.3(2) . . ?
O00U C00W H00W 109.4 . . ?
O00U C00W H00X 109.4 . . ?
H00W C00W H00X 108.0 . . ?
H00Y C00W H 108.5 . . ?
C0AA C00W H00Y 110.2 . . ?
C0AA C00W H 110.2 . . ?
C00N C00X H00Z 120.1 . . ?
C00N C00X C00Y 119.9(2) . . ?
C00Y C00X H00Z 120.1 . . ?
C00Q C00Y H00 120.0 . . ?
C00X C00Y C00Q 119.9(2) . . ?
C00X C00Y H00 120.0 . . ?
C00W C0AA H0AA 110.5 . . ?
C00W C0AA H0AB 110.5 . . ?
H0AA C0AA H0AB 108.7 . . ?
O00V C0AA C00W 106.1(9) . . ?
O00V C0AA H0AA 110.5 . . ?
O00V C0AA H0AB 110.5 . . ?
C0AA O00V C00M 115.6(11) . . ?
_iucr_refine_instructions_details
;
dt1723_0m_a.res created by SHELXL-2014/7
TITL dt1723_0m_a_a.res in P2(1)/c
REM Old TITL dt1723_0m_a_a.res in P2(1)/c
REM SHELXT solution in P2(1)/c
REM R1 0.203, Rweak 0.035, Alpha 0.045, Orientation as input
REM Formula found by SHELXT: C34
CELL 0.71073 13.4694 12.4537 14.3119 90 91.693 90
ZERR 4 0.003 0.002 0.003 0.03 0.03 0.03
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H O
UNIT 132 104 4
L.S. 10
PLAN 20
SIZE 0.06 0.25 0.27
TEMP -100.16
BOND $H
list 4
fmap 2
acta
REM
REM
REM
WGHT 0.041800 0.522700
FVAR 0.64396 0.68269 0.64250
C001 1 0.243817 0.653140 0.278836 11.00000 0.02703 0.03553 =
0.02513 -0.00067 0.00630 0.00024
C002 1 0.287247 0.563539 0.336734 11.00000 0.03456 0.02949 =
0.02553 -0.00485 -0.00077 -0.00206
C003 1 0.269934 0.760439 0.298843 11.00000 0.02779 0.03442 =
0.02464 -0.00020 0.00577 0.00107
C004 1 0.340355 0.786586 0.378428 11.00000 0.02935 0.02798 =
0.03087 -0.00013 0.00192 0.00147
C005 1 0.228505 0.843595 0.243737 11.00000 0.03229 0.03706 =
0.02558 -0.00004 0.00741 0.00361
C006 1 0.226493 0.501562 0.392033 11.00000 0.03906 0.03743 =
0.03292 -0.00119 0.00181 -0.00273
AFIX 43
H006 2 0.157122 0.515367 0.391853 11.00000 -1.20000
AFIX 0
C007 1 0.177248 0.629914 0.204451 11.00000 0.02867 0.03923 =
0.02945 -0.00495 0.00395 0.00017
C008 1 0.255665 0.958049 0.262691 11.00000 0.03689 0.03518 =
0.02929 0.00055 -0.00039 0.00757
C009 1 0.314827 0.765184 0.469900 11.00000 0.03718 0.03569 =
0.03220 -0.00048 0.00163 -0.00226
AFIX 43
H009 2 0.253045 0.731689 0.481545 11.00000 -1.20000
AFIX 0
C00A 1 0.265753 0.419998 0.447355 11.00000 0.05738 0.03386 =
0.03732 0.00072 0.00570 -0.00358
AFIX 43
H00A 2 0.223318 0.378589 0.485087 11.00000 -1.20000
AFIX 0
C00B 1 0.160045 0.819833 0.171032 11.00000 0.03361 0.04225 =
0.02802 0.00075 0.00441 0.00971
C00C 1 0.313625 1.013438 0.200592 11.00000 0.04690 0.03721 =
0.03638 0.00195 0.00408 0.00592
AFIX 43
H00C 2 0.335258 0.978237 0.145934 11.00000 -1.20000
AFIX 0
C00D 1 0.156773 0.515606 0.178564 11.00000 0.03400 0.04277 =
0.02491 -0.00255 -0.00286 -0.00249
C00E 1 0.230295 0.453639 0.139807 11.00000 0.03707 0.04204 =
0.03801 -0.00298 0.00187 0.00043
AFIX 43
H00E 2 0.292530 0.485420 0.126921 11.00000 -1.20000
AFIX 0
C00F 1 0.431254 0.835426 0.363572 11.00000 0.03582 0.03887 =
0.04211 0.00585 0.00424 -0.00198
AFIX 43
H00F 2 0.450510 0.850292 0.301573 11.00000 -1.20000
AFIX 0
C00G 1 0.134612 0.713478 0.151127 11.00000 0.03103 0.04763 =
0.02820 -0.00245 0.00020 0.00540
C00H 1 0.388316 0.540567 0.337517 11.00000 0.03519 0.04175 =
0.03941 0.00084 0.00113 -0.00108
AFIX 43
H00H 2 0.431203 0.581601 0.299935 11.00000 -1.20000
AFIX 0
C00I 1 0.377891 0.791850 0.544234 11.00000 0.04826 0.04285 =
0.03284 -0.00361 -0.00540 0.00175
AFIX 43
H00I 2 0.359435 0.776155 0.606315 11.00000 -1.20000
AFIX 0
C00J 1 0.223738 1.011737 0.341338 11.00000 0.05416 0.04437 =
0.03327 -0.00193 0.00221 0.00736
AFIX 43
H00J 2 0.183678 0.975361 0.384766 11.00000 -1.20000
AFIX 0
C00K 1 0.366081 0.398551 0.447980 11.00000 0.06347 0.03270 =
0.03867 -0.00097 -0.00638 0.00794
AFIX 43
H00K 2 0.393092 0.342879 0.486329 11.00000 -1.20000
AFIX 0
C00L 1 0.494011 0.862642 0.438024 11.00000 0.03110 0.04009 =
0.06759 0.00140 -0.00409 -0.00681
AFIX 43
H00L 2 0.555811 0.896357 0.426877 11.00000 -1.20000
AFIX 0
C00M 1 0.113151 0.909369 0.113571 11.00000 0.04565 0.05091 =
0.03735 0.00122 -0.00178 0.01287
PART 1
AFIX 23
H00B 2 0.089568 0.966482 0.155611 21.00000 -1.20000
H00D 2 0.163256 0.941044 0.072495 21.00000 -1.20000
AFIX 23
PART 0
PART 2
H00G 2 0.078921 0.958739 0.156236 -31.00000 -1.20000
H00M 2 0.166655 0.950537 0.083939 -31.00000 -1.20000
AFIX 0
PART 0
C00N 1 0.214730 0.346348 0.119534 11.00000 0.05267 0.04200 =
0.05095 -0.00964 0.00230 0.00220
AFIX 43
H00N 2 0.266238 0.304918 0.093423 11.00000 -1.20000
AFIX 0
C00O 1 0.426859 0.458438 0.392594 11.00000 0.04100 0.04599 =
0.04984 -0.00325 -0.00492 0.00888
AFIX 43
H00O 2 0.495959 0.443229 0.392180 11.00000 -1.20000
AFIX 0
C00P 1 0.340587 1.119112 0.216727 11.00000 0.05866 0.03849 =
0.04962 0.00942 -0.00274 -0.00100
AFIX 43
H00P 2 0.381453 1.155511 0.173988 11.00000 -1.20000
AFIX 0
C00Q 1 0.065424 0.468245 0.192806 11.00000 0.04217 0.05757 =
0.05006 -0.01795 0.00695 -0.00741
AFIX 43
H00Q 2 0.013007 0.509989 0.216945 11.00000 -1.20000
AFIX 0
C00R 1 0.467252 0.841025 0.528582 11.00000 0.04640 0.04046 =
0.05158 -0.00816 -0.01731 0.00238
AFIX 43
H00R 2 0.510329 0.860022 0.579687 11.00000 -1.20000
AFIX 0
PART 1
C00S 1 0.028554 0.867612 0.055887 21.00000 0.04480 0.10061 =
0.08284 0.05158 -0.02218 0.01459
AFIX 23
H00S 2 -0.026263 0.847607 0.097055 21.00000 -1.20000
H00T 2 0.004001 0.924654 0.012923 21.00000 -1.20000
AFIX 0
PART 0
C00T 1 0.249853 1.117909 0.356948 11.00000 0.08018 0.04491 =
0.03905 -0.01089 -0.00535 0.01287
AFIX 43
H00U 2 0.227418 1.153992 0.410866 11.00000 -1.20000
AFIX 0
PART 1
O00U 3 0.056320 0.777859 0.003791 31.00000 0.05720 0.06083 =
0.03648 0.00141 -0.01500 0.01022
PART 0
C00V 1 0.308131 1.171431 0.294772 11.00000 0.07935 0.03760 =
0.05433 -0.00095 -0.01731 0.00143
AFIX 43
H00V 2 0.325890 1.244276 0.305711 11.00000 -1.20000
AFIX 0
C00W 1 0.062799 0.688435 0.070502 11.00000 0.06384 0.05027 =
0.05158 -0.00085 -0.02559 0.00588
PART 1
AFIX 23
H00W 2 0.085126 0.622985 0.037954 31.00000 -1.20000
H00X 2 -0.003833 0.674011 0.095077 31.00000 -1.20000
AFIX 23
PART 0
PART 2
H00Y 2 0.027586 0.620186 0.082202 -21.00000 -1.20000
H 2 0.099083 0.681276 0.011669 -21.00000 -1.20000
AFIX 0
PART 0
C00X 1 0.125002 0.299661 0.137079 11.00000 0.06907 0.04329 =
0.06659 -0.01499 0.00290 -0.01159
AFIX 43
H00Z 2 0.114960 0.225389 0.124975 11.00000 -1.20000
AFIX 0
C00Y 1 0.049476 0.360647 0.172281 11.00000 0.05424 0.06339 =
0.07086 -0.02023 0.01078 -0.02391
AFIX 43
H00 2 -0.013485 0.329074 0.182501 11.00000 -1.20000
AFIX 0
PART 2
C0AA 1 -0.012815 0.783151 0.062842 -21.00000 0.05964 0.06987 =
0.05024 0.00196 -0.02245 0.00474
AFIX 23
H0AA 2 -0.063329 0.769091 0.012682 -21.00000 -1.20000
H0AB 2 -0.046993 0.792812 0.122559 -21.00000 -1.20000
AFIX 0
O00V 3 0.043276 0.875260 0.041872 -31.00000 0.10548 0.04231 =
0.05123 -0.00304 -0.02762 -0.00551
HKLF 4
REM dt1723_0m_a_a.res in P2(1)/c
REM R1 = 0.0509 for 2873 Fo > 4sig(Fo) and 0.1172 for all 4888 data
REM 327 parameters refined using 0 restraints
END
WGHT 0.0417 0.5218
REM Highest difference peak 0.246, deepest hole -0.196, 1-sigma level 0.039
Q1 1 0.0164 0.6400 0.0936 11.00000 0.05 0.25
Q2 1 0.1143 0.6395 0.0072 11.00000 0.05 0.16
Q3 1 0.1351 0.6760 0.1984 11.00000 0.05 0.15
Q4 1 0.1989 0.9202 0.4034 11.00000 0.05 0.14
Q5 1 -0.0585 0.8251 -0.0083 11.00000 0.05 0.14
Q6 1 0.1967 0.6449 0.2488 11.00000 0.05 0.13
Q7 1 0.5013 0.3865 0.5495 11.00000 0.05 0.13
Q8 1 0.5413 0.9161 0.5718 11.00000 0.05 0.13
Q9 1 0.2000 1.0899 0.1184 11.00000 0.05 0.13
Q10 1 0.6058 0.8060 0.5121 11.00000 0.05 0.13
Q11 1 0.0210 0.9408 -0.0280 11.00000 0.05 0.13
Q12 1 0.6027 0.8930 0.6188 11.00000 0.05 0.13
Q13 1 0.1398 0.8065 0.0012 11.00000 0.05 0.13
Q14 1 0.4014 0.9754 0.1710 11.00000 0.05 0.13
Q15 1 0.1014 0.8583 -0.0374 11.00000 0.05 0.12
Q16 1 0.1137 0.1830 0.1845 11.00000 0.05 0.12
Q17 1 -0.0010 0.5532 -0.0005 11.00000 0.05 0.12
Q18 1 0.6597 0.8820 0.5046 11.00000 0.05 0.12
Q19 1 0.2334 0.7162 0.3059 11.00000 0.05 0.12
Q20 1 0.3809 0.8185 0.3751 11.00000 0.05 0.12
REM The information below was added by Olex2.
REM
REM R1 = 0.0509 for 2873 Fo > 4sig(Fo) and 0.1172 for all 30541 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.25, deepest hole -0.20
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.1172
REM R1_gt = 0.0509
REM wR_ref = 0.1158
REM GOOF = 1.017
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 30541
REM Reflections_gt = 2873
REM Parameters = n/a
REM Hole = -0.20
REM Peak = 0.25
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'