# 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
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_mucjhn
_database_code_depnum_ccdc_archive 'CCDC 1571407'
_audit_update_record
;
2017-08-29 deposited with the CCDC.
2017-09-21 downloaded from the CCDC.
;
_nottingham_internal_coll_name MUCJHN
_nottingham_internal_coll_number 11226
_nottingham_internal_coll_client MU/CJH
_nottingham_internal_coll_type ?
_nottingham_internal_coll_frame_method ?
_nottingham_internal_coll_frame_time ?
_nottingham_internal_coll_frame_width ?
_nottingham_internal_coll_user pczwl
_nottingham_internal_coll_date ?
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument SuperNova
_nottingham_internal_NCS_number ?
_nottingham_internal_process_date ?
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date ?
_nottingham_internal_solution_user ?
_nottingham_internal_refinement_date ?
_nottingham_internal_refinement_user ?
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 29/8/2017
_nottingham_internal_validation_user pczwl
_refine_special_details ?
_audit_creation_date 2017-08-29
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C20 H28 O2'
_chemical_formula_sum 'C20 H28 O2'
_chemical_formula_weight 300.42
_chemical_absolute_configuration ad
_chemical_melting_point ?
_chemical_oxdiff_formula 'C20 H28 O2'
_chemical_oxdiff_usercomment
'MUCJHN #11226 IN FOMBLIN FILM ON MICROMOUNT FOR MU/CJH'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 19
_space_group_name_H-M_alt 'P 21 21 21'
_space_group_name_Hall 'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'
_cell_length_a 10.3710(2)
_cell_length_b 11.8296(3)
_cell_length_c 13.3226(3)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1634.48(6)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 29930
_cell_measurement_temperature 90(2)
_cell_measurement_theta_max 76.5227
_cell_measurement_theta_min 3.3146
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.593
_exptl_absorpt_correction_T_max 1.443
_exptl_absorpt_correction_T_min 0.860
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier .
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.221
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description block
_exptl_crystal_F_000 656
_exptl_crystal_size_max 0.3387
_exptl_crystal_size_mid 0.185
_exptl_crystal_size_min 0.1329
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0294
_diffrn_reflns_av_unetI/netI 0.0093
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max 13
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 47596
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.998
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 76.319
_diffrn_reflns_theta_min 5.000
_diffrn_ambient_temperature 90(2)
_diffrn_detector 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type 'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -5.00 51.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 -38.0000 120.0000 56
#__ type_ start__ end____ width___ exp.time_
2 omega -9.00 40.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 0.0000 -30.0000 49
#__ type_ start__ end____ width___ exp.time_
3 omega 42.00 122.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 0.0000 -30.0000 80
#__ type_ start__ end____ width___ exp.time_
4 omega 39.00 64.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 90.0000 25
#__ type_ start__ end____ width___ exp.time_
5 omega 36.00 64.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 -90.0000 28
#__ type_ start__ end____ width___ exp.time_
6 omega 74.00 105.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -95.0000 -150.0000 31
#__ type_ start__ end____ width___ exp.time_
7 omega 39.00 67.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 -180.0000 28
#__ type_ start__ end____ width___ exp.time_
8 omega 84.00 110.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 90.0000 26
#__ type_ start__ end____ width___ exp.time_
9 omega 75.00 111.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -111.0000 150.0000 36
#__ type_ start__ end____ width___ exp.time_
10 omega 43.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 -180.0000 26
#__ type_ start__ end____ width___ exp.time_
11 omega 40.00 68.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 30.0000 28
#__ type_ start__ end____ width___ exp.time_
12 omega 42.00 85.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -61.0000 90.0000 43
#__ type_ start__ end____ width___ exp.time_
13 omega 95.00 121.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -61.0000 90.0000 26
#__ type_ start__ end____ width___ exp.time_
14 omega 120.00 150.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 120.0000 30
#__ type_ start__ end____ width___ exp.time_
15 omega 43.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 120.0000 26
#__ type_ start__ end____ width___ exp.time_
16 omega 38.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 60.0000 31
#__ type_ start__ end____ width___ exp.time_
17 omega 43.00 70.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 -120.0000 27
#__ type_ start__ end____ width___ exp.time_
18 omega 96.00 151.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 45.0000 0.0000 55
#__ type_ start__ end____ width___ exp.time_
19 omega 37.00 112.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -111.0000 -30.0000 75
#__ type_ start__ end____ width___ exp.time_
20 omega 103.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 30.0000 -90.0000 55
#__ type_ start__ end____ width___ exp.time_
21 omega 43.00 77.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 150.0000 34
#__ type_ start__ end____ width___ exp.time_
22 omega 36.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 150.0000 33
#__ type_ start__ end____ width___ exp.time_
23 omega 48.00 74.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 90.0000 26
#__ type_ start__ end____ width___ exp.time_
24 omega 101.00 139.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 30.0000 60.0000 38
#__ type_ start__ end____ width___ exp.time_
25 omega 37.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -95.0000 30.0000 32
#__ type_ start__ end____ width___ exp.time_
26 omega -112.00 -19.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -57.0000 30.0000 93
#__ type_ start__ end____ width___ exp.time_
27 omega -112.00 -19.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -57.0000 120.0000 93
#__ type_ start__ end____ width___ exp.time_
28 omega -115.00 -14.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -77.0000 -120.0000 101
#__ type_ start__ end____ width___ exp.time_
29 omega 2.00 98.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 -125.0000 0.0000 96
#__ type_ start__ end____ width___ exp.time_
30 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 -30.0000 101
#__ type_ start__ end____ width___ exp.time_
31 omega 36.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 -150.0000 33
#__ type_ start__ end____ width___ exp.time_
32 omega 89.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 30.0000 90.0000 69
#__ type_ start__ end____ width___ exp.time_
33 omega 36.00 69.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -30.0000 0.0000 33
#__ type_ start__ end____ width___ exp.time_
34 omega 87.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 45.0000 -120.0000 71
#__ type_ start__ end____ width___ exp.time_
35 omega 89.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 30.0000 150.0000 69
#__ type_ start__ end____ width___ exp.time_
36 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -180.0000 75
#__ type_ start__ end____ width___ exp.time_
37 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 0.0000 79
#__ type_ start__ end____ width___ exp.time_
38 omega 30.00 109.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -95.0000 60.0000 79
#__ type_ start__ end____ width___ exp.time_
39 omega 34.00 113.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -104.0000 10.0000 79
#__ type_ start__ end____ width___ exp.time_
40 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 150.0000 75
#__ type_ start__ end____ width___ exp.time_
41 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -90.0000 75
#__ type_ start__ end____ width___ exp.time_
42 omega 38.00 140.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -77.0000 -180.0000 102
#__ type_ start__ end____ width___ exp.time_
43 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -30.0000 75
#__ type_ start__ end____ width___ exp.time_
44 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 90.0000 79
#__ type_ start__ end____ width___ exp.time_
45 omega 89.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 30.0000 -30.0000 69
#__ type_ start__ end____ width___ exp.time_
46 omega -115.00 -14.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -77.0000 0.0000 101
#__ type_ start__ end____ width___ exp.time_
47 omega -24.00 69.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 -57.0000 30.0000 93
#__ type_ start__ end____ width___ exp.time_
48 omega 2.00 98.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 -125.0000 -90.0000 96
#__ type_ start__ end____ width___ exp.time_
49 omega 14.00 115.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 77.0000 -180.0000 101
#__ type_ start__ end____ width___ exp.time_
50 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 150.0000 101
#__ type_ start__ end____ width___ exp.time_
51 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 30.0000 101
#__ type_ start__ end____ width___ exp.time_
52 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 -90.0000 101
#__ type_ start__ end____ width___ exp.time_
53 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 -150.0000 101
#__ type_ start__ end____ width___ exp.time_
54 omega -131.00 -30.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- -60.0000 -77.0000 90.0000 101
#__ type_ start__ end____ width___ exp.time_
55 omega 36.00 115.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -111.0000 -90.0000 79
#__ type_ start__ end____ width___ exp.time_
56 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -60.0000 75
#__ type_ start__ end____ width___ exp.time_
57 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 30.0000 79
#__ type_ start__ end____ width___ exp.time_
58 omega 40.00 77.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -45.0000 -30.0000 37
#__ type_ start__ end____ width___ exp.time_
59 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 -120.0000 79
#__ type_ start__ end____ width___ exp.time_
60 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -150.0000 75
#__ type_ start__ end____ width___ exp.time_
61 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 -30.0000 79
#__ type_ start__ end____ width___ exp.time_
62 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 120.0000 79
#__ type_ start__ end____ width___ exp.time_
63 omega 41.00 136.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -61.0000 60.0000 95
#__ type_ start__ end____ width___ exp.time_
64 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 -180.0000 79
#__ type_ start__ end____ width___ exp.time_
65 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 60.0000 79
#__ type_ start__ end____ width___ exp.time_
66 omega -115.00 -14.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -77.0000 120.0000 101
#__ type_ start__ end____ width___ exp.time_
67 omega -115.00 -23.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -38.0000 -120.0000 92
#__ type_ start__ end____ width___ exp.time_
68 omega -115.00 -14.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- -43.9127 -77.0000 -60.0000 101
#__ type_ start__ end____ width___ exp.time_
69 omega 23.00 115.00 1.0000 1.5000
omega____ theta____ kappa____ phi______ frames
- 43.9127 38.0000 90.0000 92
#__ type_ start__ end____ width___ exp.time_
70 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 60.0000 75
#__ type_ start__ end____ width___ exp.time_
71 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 -120.0000 75
#__ type_ start__ end____ width___ exp.time_
72 omega 36.00 115.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 -111.0000 -180.0000 79
#__ type_ start__ end____ width___ exp.time_
73 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 -90.0000 79
#__ type_ start__ end____ width___ exp.time_
74 omega 79.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 150.0000 79
#__ type_ start__ end____ width___ exp.time_
75 omega 83.00 158.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 61.0000 30.0000 75
#__ type_ start__ end____ width___ exp.time_
76 omega 79.00 83.00 1.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 109.5000 77.0000 -60.0000 4
;
_diffrn_measurement_device '\k-geometry diffractometer'
_diffrn_measurement_device_type 'SuperNova, Single source at offset, Atlas'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_UB_11 0.1063454000
_diffrn_orient_matrix_UB_12 0.0692312000
_diffrn_orient_matrix_UB_13 0.0521703000
_diffrn_orient_matrix_UB_21 -0.0795040000
_diffrn_orient_matrix_UB_22 0.0001555000
_diffrn_orient_matrix_UB_23 0.0977254000
_diffrn_orient_matrix_UB_31 0.0667698000
_diffrn_orient_matrix_UB_32 -0.1102660000
_diffrn_orient_matrix_UB_33 0.0330475000
_diffrn_radiation_collimation 'focusing mirrors'
_diffrn_radiation_monochromator mirror
_diffrn_radiation_probe x-ray
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_radiation_wavelength_determination fundamental
_diffrn_source 'microfocus sealed tube'
_diffrn_source_current 0.8
_diffrn_source_power 0.04
_diffrn_source_target Cu
_diffrn_source_type 'Agilent Diffraction microfocus tube'
_diffrn_source_voltage 50
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.745
_reflns_Friedel_fraction_full 1.000
_reflns_Friedel_fraction_max 0.997
_reflns_number_gt 3355
_reflns_number_total 3410
_reflns_odcompleteness_completeness 98.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 77.17
_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
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.35.19 (release 27-10-2011 CrysAlis171 .NET)
(compiled Oct 27 2011,15:02:11)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.209
_refine_diff_density_min -0.169
_refine_diff_density_rms 0.034
_refine_ls_abs_structure_details
;
Flack x determined using 1430 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack -0.01(4)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.052
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 203
_refine_ls_number_reflns 3410
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0282
_refine_ls_R_factor_gt 0.0278
_refine_ls_restrained_S_all 1.052
_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^)+(0.0476P)^2^+0.3068P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0751
_refine_ls_wR_factor_ref 0.0754
_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.a Ternary CH refined with riding coordinates:
C3(H3), C5(H5), C10(H10), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
C2(H2A,H2B), C7(H7A,H7B), C8(H8A,H8B), C13(H13A,H13B), C15(H15A,H15B),
C18(H18A,H18B)
2.c Idealised Me refined as rotating group:
C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
H20C)
;
_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
C1 C 0.47120(14) 0.62228(12) 0.26218(11) 0.0163(3) Uani 1 1 d . . . . .
C2 C 0.56349(14) 0.72001(13) 0.24304(10) 0.0176(3) Uani 1 1 d . . . . .
H2A H 0.528535 0.768072 0.188639 0.021 Uiso 1 1 calc R . . . .
H2B H 0.647493 0.689587 0.220317 0.021 Uiso 1 1 calc R . . . .
C3 C 0.58438(14) 0.79232(12) 0.33677(11) 0.0159(3) Uani 1 1 d . . . . .
H3 H 0.634670 0.863527 0.326605 0.019 Uiso 1 1 calc R . . . .
C4 C 0.45408(14) 0.80533(12) 0.39474(10) 0.0148(3) Uani 1 1 d . . . . .
C5 C 0.48714(14) 0.68615(12) 0.44217(11) 0.0148(3) Uani 1 1 d . . . . .
H5 H 0.462824 0.676973 0.514343 0.018 Uiso 1 1 calc R . . . .
C6 C 0.44867(13) 0.58767(12) 0.37342(10) 0.0146(3) Uani 1 1 d . . . . .
C7 C 0.31123(14) 0.54426(12) 0.39018(11) 0.0162(3) Uani 1 1 d . . . . .
H7A H 0.290587 0.486668 0.338708 0.019 Uiso 1 1 calc R . . . .
H7B H 0.249669 0.607609 0.382355 0.019 Uiso 1 1 calc R . . . .
C8 C 0.29549(13) 0.49218(12) 0.49501(11) 0.0165(3) Uani 1 1 d . . . . .
H8A H 0.288799 0.553035 0.545753 0.020 Uiso 1 1 calc R . . . .
H8B H 0.215305 0.446865 0.497488 0.020 Uiso 1 1 calc R . . . .
C9 C 0.40913(14) 0.41820(12) 0.51847(10) 0.0154(3) Uani 1 1 d . . . . .
C10 C 0.40687(15) 0.33160(11) 0.60269(11) 0.0158(3) Uani 1 1 d . . . . .
H10 H 0.323923 0.324513 0.640438 0.019 Uiso 1 1 calc R . . . .
C11 C 0.53245(15) 0.34086(11) 0.66793(10) 0.0158(3) Uani 1 1 d . . . . .
C12 C 0.59842(14) 0.27419(12) 0.58032(11) 0.0166(3) Uani 1 1 d . . . . .
H12 H 0.667767 0.220358 0.601191 0.020 Uiso 1 1 calc R . . . .
C13 C 0.63307(14) 0.35245(12) 0.49208(11) 0.0178(3) Uani 1 1 d . . . . .
H13A H 0.706582 0.401467 0.510871 0.021 Uiso 1 1 calc R . . . .
H13B H 0.658798 0.306660 0.433196 0.021 Uiso 1 1 calc R . . . .
C14 C 0.51798(14) 0.42418(12) 0.46596(10) 0.0157(3) Uani 1 1 d . . . . .
C15 C 0.63137(14) 0.71501(13) 0.42277(11) 0.0176(3) Uani 1 1 d . . . . .
H15A H 0.673742 0.755819 0.478629 0.021 Uiso 1 1 calc R . . . .
H15B H 0.683904 0.649917 0.400200 0.021 Uiso 1 1 calc R . . . .
C16 C 0.33219(15) 0.82491(13) 0.33252(11) 0.0177(3) Uani 1 1 d . . . . .
H16A H 0.339624 0.896711 0.296282 0.027 Uiso 1 1 calc GR . . . .
H16B H 0.257090 0.827567 0.377102 0.027 Uiso 1 1 calc GR . . . .
H16C H 0.321759 0.763017 0.284312 0.027 Uiso 1 1 calc GR . . . .
C17 C 0.46089(15) 0.89869(12) 0.47418(11) 0.0193(3) Uani 1 1 d . . . . .
H17A H 0.460204 0.972692 0.441117 0.029 Uiso 1 1 calc GR . . . .
H17B H 0.540466 0.890437 0.513165 0.029 Uiso 1 1 calc GR . . . .
H17C H 0.386367 0.892690 0.519087 0.029 Uiso 1 1 calc GR . . . .
C18 C 0.46415(15) 0.21956(12) 0.55952(11) 0.0179(3) Uani 1 1 d . . . . .
H18A H 0.445542 0.151568 0.600348 0.021 Uiso 1 1 calc R . . . .
H18B H 0.445257 0.206552 0.487603 0.021 Uiso 1 1 calc R . . . .
C19 C 0.52460(15) 0.26967(13) 0.76389(11) 0.0205(3) Uani 1 1 d . . . . .
H19A H 0.466422 0.306332 0.811850 0.031 Uiso 1 1 calc GR . . . .
H19B H 0.610692 0.262948 0.793625 0.031 Uiso 1 1 calc GR . . . .
H19C H 0.491680 0.194235 0.747543 0.031 Uiso 1 1 calc GR . . . .
C20 C 0.58068(16) 0.45813(13) 0.69589(12) 0.0211(3) Uani 1 1 d . . . . .
H20A H 0.586316 0.504936 0.635356 0.032 Uiso 1 1 calc GR . . . .
H20B H 0.666145 0.452045 0.726799 0.032 Uiso 1 1 calc GR . . . .
H20C H 0.520649 0.492974 0.743538 0.032 Uiso 1 1 calc GR . . . .
O1 O 0.41651(12) 0.57386(9) 0.19467(8) 0.0229(2) Uani 1 1 d . . . . .
O2 O 0.53973(10) 0.49496(9) 0.38483(8) 0.0173(2) Uani 1 1 d . . . . .
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
C1 0.0183(7) 0.0146(6) 0.0159(7) -0.0007(5) 0.0007(5) 0.0052(6)
C2 0.0191(7) 0.0195(7) 0.0142(6) 0.0024(6) 0.0029(5) 0.0025(6)
C3 0.0150(6) 0.0162(7) 0.0165(6) 0.0029(5) 0.0008(5) -0.0005(5)
C4 0.0165(6) 0.0133(6) 0.0147(6) 0.0017(5) 0.0017(5) 0.0001(5)
C5 0.0165(7) 0.0145(6) 0.0132(6) 0.0026(5) -0.0004(5) -0.0007(5)
C6 0.0156(6) 0.0127(6) 0.0155(6) 0.0001(5) 0.0002(5) 0.0023(5)
C7 0.0146(6) 0.0147(6) 0.0194(7) 0.0001(5) -0.0008(5) 0.0010(5)
C8 0.0151(6) 0.0147(6) 0.0198(7) 0.0008(6) 0.0018(5) 0.0010(5)
C9 0.0164(6) 0.0123(6) 0.0175(6) 0.0002(5) 0.0000(5) 0.0003(5)
C10 0.0170(7) 0.0125(6) 0.0181(7) 0.0006(5) 0.0008(5) -0.0015(5)
C11 0.0178(7) 0.0129(6) 0.0167(6) -0.0013(5) -0.0002(5) -0.0004(5)
C12 0.0187(7) 0.0126(6) 0.0186(7) 0.0009(5) -0.0003(5) 0.0024(5)
C13 0.0174(7) 0.0165(7) 0.0194(7) 0.0014(6) 0.0023(5) 0.0041(5)
C14 0.0181(7) 0.0121(6) 0.0169(6) 0.0010(5) 0.0002(5) 0.0009(5)
C15 0.0155(7) 0.0197(7) 0.0178(7) 0.0018(6) -0.0025(5) -0.0011(6)
C16 0.0180(7) 0.0157(7) 0.0195(7) 0.0019(5) 0.0004(5) 0.0036(5)
C17 0.0232(7) 0.0158(6) 0.0191(7) -0.0016(5) 0.0035(6) -0.0032(6)
C18 0.0233(7) 0.0124(6) 0.0179(6) 0.0007(5) -0.0017(6) -0.0019(6)
C19 0.0250(8) 0.0192(7) 0.0172(7) 0.0010(6) -0.0014(6) -0.0019(6)
C20 0.0237(7) 0.0162(7) 0.0234(7) -0.0026(6) -0.0020(6) -0.0032(6)
O1 0.0310(6) 0.0209(5) 0.0167(5) -0.0035(4) -0.0014(5) 0.0010(5)
O2 0.0169(5) 0.0155(5) 0.0196(5) 0.0041(4) 0.0049(4) 0.0044(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
C1 C2 1.522(2) . ?
C1 C6 1.5553(19) . ?
C1 O1 1.2078(19) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5290(19) . ?
C3 H3 1.0000 . ?
C3 C4 1.5641(19) . ?
C3 C15 1.5448(19) . ?
C4 C5 1.5826(19) . ?
C4 C16 1.529(2) . ?
C4 C17 1.5312(19) . ?
C5 H5 1.0000 . ?
C5 C6 1.5346(19) . ?
C5 C15 1.556(2) . ?
C6 C7 1.5315(19) . ?
C6 O2 1.4552(17) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.535(2) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.5008(19) . ?
C9 C10 1.5195(19) . ?
C9 C14 1.330(2) . ?
C10 H10 1.0000 . ?
C10 C11 1.570(2) . ?
C10 C18 1.562(2) . ?
C11 C12 1.5661(19) . ?
C11 C19 1.5331(19) . ?
C11 C20 1.5211(19) . ?
C12 H12 1.0000 . ?
C12 C13 1.539(2) . ?
C12 C18 1.560(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.5052(19) . ?
C14 O2 1.3858(17) . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9900 . ?
C18 H18B 0.9900 . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C6 116.99(12) . . ?
O1 C1 C2 122.06(13) . . ?
O1 C1 C6 120.95(13) . . ?
C1 C2 H2A 109.2 . . ?
C1 C2 H2B 109.2 . . ?
C1 C2 C3 112.16(11) . . ?
H2A C2 H2B 107.9 . . ?
C3 C2 H2A 109.2 . . ?
C3 C2 H2B 109.2 . . ?
C2 C3 H3 115.8 . . ?
C2 C3 C4 109.63(12) . . ?
C2 C3 C15 108.61(12) . . ?
C4 C3 H3 115.8 . . ?
C15 C3 H3 115.8 . . ?
C15 C3 C4 87.97(10) . . ?
C3 C4 C5 85.54(10) . . ?
C16 C4 C3 117.48(11) . . ?
C16 C4 C5 122.03(12) . . ?
C16 C4 C17 107.67(12) . . ?
C17 C4 C3 111.86(12) . . ?
C17 C4 C5 110.89(11) . . ?
C4 C5 H5 115.2 . . ?
C6 C5 C4 112.44(11) . . ?
C6 C5 H5 115.2 . . ?
C6 C5 C15 108.50(12) . . ?
C15 C5 C4 86.93(10) . . ?
C15 C5 H5 115.2 . . ?
C5 C6 C1 109.26(11) . . ?
C7 C6 C1 111.53(11) . . ?
C7 C6 C5 114.17(12) . . ?
O2 C6 C1 101.56(11) . . ?
O2 C6 C5 109.94(11) . . ?
O2 C6 C7 109.64(11) . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
C6 C7 C8 111.47(12) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C7 C8 H8A 109.7 . . ?
C7 C8 H8B 109.7 . . ?
H8A C8 H8B 108.2 . . ?
C9 C8 C7 109.88(12) . . ?
C9 C8 H8A 109.7 . . ?
C9 C8 H8B 109.7 . . ?
C8 C9 C10 122.33(12) . . ?
C14 C9 C8 121.73(13) . . ?
C14 C9 C10 115.94(13) . . ?
C9 C10 H10 116.2 . . ?
C9 C10 C11 110.43(12) . . ?
C9 C10 C18 107.11(11) . . ?
C11 C10 H10 116.2 . . ?
C18 C10 H10 116.2 . . ?
C18 C10 C11 86.99(11) . . ?
C12 C11 C10 85.11(10) . . ?
C19 C11 C10 112.30(12) . . ?
C19 C11 C12 111.60(12) . . ?
C20 C11 C10 118.17(12) . . ?
C20 C11 C12 119.88(13) . . ?
C20 C11 C19 108.31(12) . . ?
C11 C12 H12 115.3 . . ?
C13 C12 C11 111.61(11) . . ?
C13 C12 H12 115.3 . . ?
C13 C12 C18 108.78(12) . . ?
C18 C12 C11 87.19(11) . . ?
C18 C12 H12 115.3 . . ?
C12 C13 H13A 109.8 . . ?
C12 C13 H13B 109.8 . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 C12 109.31(12) . . ?
C14 C13 H13A 109.8 . . ?
C14 C13 H13B 109.8 . . ?
C9 C14 C13 121.43(13) . . ?
C9 C14 O2 125.50(13) . . ?
O2 C14 C13 113.07(12) . . ?
C3 C15 C5 87.12(11) . . ?
C3 C15 H15A 114.1 . . ?
C3 C15 H15B 114.1 . . ?
C5 C15 H15A 114.1 . . ?
C5 C15 H15B 114.1 . . ?
H15A C15 H15B 111.3 . . ?
C4 C16 H16A 109.5 . . ?
C4 C16 H16B 109.5 . . ?
C4 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C4 C17 H17A 109.5 . . ?
C4 C17 H17B 109.5 . . ?
C4 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C10 C18 H18A 114.4 . . ?
C10 C18 H18B 114.4 . . ?
C12 C18 C10 85.56(10) . . ?
C12 C18 H18A 114.4 . . ?
C12 C18 H18B 114.4 . . ?
H18A C18 H18B 111.5 . . ?
C11 C19 H19A 109.5 . . ?
C11 C19 H19B 109.5 . . ?
C11 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C11 C20 H20A 109.5 . . ?
C11 C20 H20B 109.5 . . ?
C11 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C14 O2 C6 115.54(11) . . ?
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
C1 C2 C3 C4 -39.01(15) . . . . ?
C1 C2 C3 C15 55.61(15) . . . . ?
C1 C6 C7 C8 170.68(11) . . . . ?
C1 C6 O2 C14 -161.94(11) . . . . ?
C2 C1 C6 C5 20.15(17) . . . . ?
C2 C1 C6 C7 147.32(12) . . . . ?
C2 C1 C6 O2 -95.97(13) . . . . ?
C2 C3 C4 C5 82.93(12) . . . . ?
C2 C3 C4 C16 -41.07(17) . . . . ?
C2 C3 C4 C17 -166.33(12) . . . . ?
C2 C3 C15 C5 -83.49(12) . . . . ?
C3 C4 C5 C6 -82.82(13) . . . . ?
C3 C4 C5 C15 25.94(10) . . . . ?
C4 C3 C15 C5 26.55(10) . . . . ?
C4 C5 C6 C1 35.73(16) . . . . ?
C4 C5 C6 C7 -89.93(14) . . . . ?
C4 C5 C6 O2 146.37(11) . . . . ?
C4 C5 C15 C3 -26.24(10) . . . . ?
C5 C6 C7 C8 -64.87(15) . . . . ?
C5 C6 O2 C14 82.44(14) . . . . ?
C6 C1 C2 C3 -18.87(17) . . . . ?
C6 C5 C15 C3 86.41(12) . . . . ?
C6 C7 C8 C9 -44.01(15) . . . . ?
C7 C6 O2 C14 -43.86(15) . . . . ?
C7 C8 C9 C10 -163.55(12) . . . . ?
C7 C8 C9 C14 15.98(19) . . . . ?
C8 C9 C10 C11 -132.95(13) . . . . ?
C8 C9 C10 C18 133.84(13) . . . . ?
C8 C9 C14 C13 177.94(13) . . . . ?
C8 C9 C14 O2 -1.2(2) . . . . ?
C9 C10 C11 C12 -78.40(12) . . . . ?
C9 C10 C11 C19 170.24(11) . . . . ?
C9 C10 C11 C20 43.03(17) . . . . ?
C9 C10 C18 C12 81.61(12) . . . . ?
C9 C14 O2 C6 16.0(2) . . . . ?
C10 C9 C14 C13 -2.49(19) . . . . ?
C10 C9 C14 O2 178.39(13) . . . . ?
C10 C11 C12 C13 80.31(13) . . . . ?
C10 C11 C12 C18 -28.79(10) . . . . ?
C11 C10 C18 C12 -28.86(10) . . . . ?
C11 C12 C13 C14 -48.64(16) . . . . ?
C11 C12 C18 C10 28.92(10) . . . . ?
C12 C13 C14 C9 2.68(19) . . . . ?
C12 C13 C14 O2 -178.10(12) . . . . ?
C13 C12 C18 C10 -82.97(12) . . . . ?
C13 C14 O2 C6 -163.18(12) . . . . ?
C14 C9 C10 C11 47.49(16) . . . . ?
C14 C9 C10 C18 -45.73(16) . . . . ?
C15 C3 C4 C5 -26.12(10) . . . . ?
C15 C3 C4 C16 -150.12(13) . . . . ?
C15 C3 C4 C17 84.62(13) . . . . ?
C15 C5 C6 C1 -58.70(14) . . . . ?
C15 C5 C6 C7 175.65(11) . . . . ?
C15 C5 C6 O2 51.95(14) . . . . ?
C16 C4 C5 C6 36.99(18) . . . . ?
C16 C4 C5 C15 145.76(13) . . . . ?
C17 C4 C5 C6 165.46(12) . . . . ?
C17 C4 C5 C15 -85.78(13) . . . . ?
C18 C10 C11 C12 28.75(10) . . . . ?
C18 C10 C11 C19 -82.61(12) . . . . ?
C18 C10 C11 C20 150.18(13) . . . . ?
C18 C12 C13 C14 45.89(15) . . . . ?
C19 C11 C12 C13 -167.62(12) . . . . ?
C19 C11 C12 C18 83.28(13) . . . . ?
C20 C11 C12 C13 -39.51(18) . . . . ?
C20 C11 C12 C18 -148.61(13) . . . . ?
O1 C1 C2 C3 160.48(14) . . . . ?
O1 C1 C6 C5 -159.20(13) . . . . ?
O1 C1 C6 C7 -32.04(19) . . . . ?
O1 C1 C6 O2 84.68(15) . . . . ?
O2 C6 C7 C8 58.99(15) . . . . ?
_shelx_res_file
;
TITL
mucjhn.res
created by SHELXL-2017/1 at 15:51:02 on 29-Aug-2017
CELL 1.54184 10.371018 11.829604 13.322584 90 90 90
ZERR 4 0.000203 0.000262 0.000262 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM 0.5+X,0.5-Y,-Z
SYMM -X,0.5+Y,0.5-Z
SFAC C H O
UNIT 80 112 8
L.S. 10 0 0
PLAN 20
TEMP -183
HTAB
CONF
BOND $H
WPDB -1
fmap 2
acta
REM
REM
REM
WGHT 0.047600 0.306800
FVAR 8.06251
C1 1 0.471197 0.622281 0.262176 11.00000 0.01829 0.01463 =
0.01593 -0.00067 0.00066 0.00521
C2 1 0.563493 0.720006 0.243044 11.00000 0.01907 0.01952 =
0.01423 0.00242 0.00294 0.00245
AFIX 23
H2A 2 0.528535 0.768072 0.188639 11.00000 -1.20000
H2B 2 0.647493 0.689587 0.220317 11.00000 -1.20000
AFIX 0
C3 1 0.584379 0.792317 0.336770 11.00000 0.01500 0.01624 =
0.01654 0.00292 0.00083 -0.00051
AFIX 13
H3 2 0.634670 0.863527 0.326605 11.00000 -1.20000
AFIX 0
C4 1 0.454079 0.805331 0.394742 11.00000 0.01653 0.01331 =
0.01468 0.00172 0.00172 0.00012
C5 1 0.487136 0.686146 0.442165 11.00000 0.01655 0.01453 =
0.01320 0.00260 -0.00040 -0.00068
AFIX 13
H5 2 0.462824 0.676973 0.514343 11.00000 -1.20000
AFIX 0
C6 1 0.448672 0.587667 0.373422 11.00000 0.01560 0.01274 =
0.01546 0.00010 0.00021 0.00230
C7 1 0.311226 0.544256 0.390178 11.00000 0.01461 0.01473 =
0.01936 0.00014 -0.00084 0.00096
AFIX 23
H7A 2 0.290587 0.486668 0.338708 11.00000 -1.20000
H7B 2 0.249669 0.607609 0.382355 11.00000 -1.20000
AFIX 0
C8 1 0.295495 0.492180 0.495009 11.00000 0.01506 0.01473 =
0.01979 0.00082 0.00180 0.00105
AFIX 23
H8A 2 0.288799 0.553035 0.545753 11.00000 -1.20000
H8B 2 0.215305 0.446865 0.497488 11.00000 -1.20000
AFIX 0
C9 1 0.409126 0.418196 0.518468 11.00000 0.01644 0.01230 =
0.01753 0.00019 -0.00001 0.00025
C10 1 0.406870 0.331601 0.602688 11.00000 0.01697 0.01252 =
0.01806 0.00058 0.00079 -0.00154
AFIX 13
H10 2 0.323923 0.324513 0.640438 11.00000 -1.20000
AFIX 0
C11 1 0.532448 0.340857 0.667926 11.00000 0.01779 0.01289 =
0.01668 -0.00126 -0.00021 -0.00041
C12 1 0.598423 0.274186 0.580317 11.00000 0.01872 0.01259 =
0.01856 0.00094 -0.00033 0.00244
AFIX 13
H12 2 0.667767 0.220358 0.601191 11.00000 -1.20000
AFIX 0
C13 1 0.633069 0.352455 0.492080 11.00000 0.01740 0.01651 =
0.01938 0.00144 0.00233 0.00413
AFIX 23
H13A 2 0.706582 0.401467 0.510871 11.00000 -1.20000
H13B 2 0.658798 0.306660 0.433196 11.00000 -1.20000
AFIX 0
C14 1 0.517978 0.424182 0.465960 11.00000 0.01807 0.01209 =
0.01690 0.00097 0.00019 0.00088
C15 1 0.631371 0.715007 0.422765 11.00000 0.01547 0.01967 =
0.01780 0.00178 -0.00245 -0.00107
AFIX 23
H15A 2 0.673742 0.755819 0.478629 11.00000 -1.20000
H15B 2 0.683904 0.649917 0.400200 11.00000 -1.20000
AFIX 0
C16 1 0.332193 0.824915 0.332523 11.00000 0.01796 0.01567 =
0.01947 0.00187 0.00041 0.00356
AFIX 137
H16A 2 0.339624 0.896711 0.296282 11.00000 -1.50000
H16B 2 0.257090 0.827567 0.377102 11.00000 -1.50000
H16C 2 0.321759 0.763017 0.284312 11.00000 -1.50000
AFIX 0
C17 1 0.460892 0.898690 0.474177 11.00000 0.02320 0.01578 =
0.01906 -0.00157 0.00350 -0.00322
AFIX 137
H17A 2 0.460204 0.972692 0.441117 11.00000 -1.50000
H17B 2 0.540466 0.890437 0.513165 11.00000 -1.50000
H17C 2 0.386367 0.892690 0.519087 11.00000 -1.50000
AFIX 0
C18 1 0.464149 0.219565 0.559521 11.00000 0.02328 0.01237 =
0.01793 0.00066 -0.00168 -0.00191
AFIX 23
H18A 2 0.445542 0.151568 0.600348 11.00000 -1.20000
H18B 2 0.445257 0.206552 0.487603 11.00000 -1.20000
AFIX 0
C19 1 0.524603 0.269673 0.763891 11.00000 0.02503 0.01923 =
0.01720 0.00099 -0.00136 -0.00195
AFIX 137
H19A 2 0.466422 0.306332 0.811850 11.00000 -1.50000
H19B 2 0.610692 0.262948 0.793625 11.00000 -1.50000
H19C 2 0.491680 0.194235 0.747543 11.00000 -1.50000
AFIX 0
C20 1 0.580679 0.458132 0.695892 11.00000 0.02372 0.01624 =
0.02337 -0.00259 -0.00200 -0.00315
AFIX 137
H20A 2 0.586316 0.504936 0.635356 11.00000 -1.50000
H20B 2 0.666145 0.452045 0.726799 11.00000 -1.50000
H20C 2 0.520649 0.492974 0.743538 11.00000 -1.50000
AFIX 0
O1 3 0.416508 0.573858 0.194667 11.00000 0.03096 0.02092 =
0.01675 -0.00354 -0.00140 0.00104
O2 3 0.539734 0.494964 0.384825 11.00000 0.01685 0.01547 =
0.01956 0.00408 0.00493 0.00445
HKLF 4
REM
REM R1 = 0.0278 for 3355 Fo > 4sig(Fo) and 0.0282 for all 3410 data
REM 203 parameters refined using 0 restraints
END
WGHT 0.0477 0.3068
REM No hydrogen bonds found for HTAB generation
REM Highest difference peak 0.209, deepest hole -0.169, 1-sigma level 0.034
Q1 1 0.4062 0.3775 0.5618 11.00000 0.05 0.21
Q2 1 0.4557 0.6119 0.3176 11.00000 0.05 0.21
Q3 1 0.5137 0.8091 0.3577 11.00000 0.05 0.20
Q4 1 0.3817 0.5702 0.3835 11.00000 0.05 0.19
Q5 1 0.4631 0.6352 0.4085 11.00000 0.05 0.19
Q6 1 0.4643 0.3471 0.6440 11.00000 0.05 0.19
Q7 1 0.4475 0.4018 0.4783 11.00000 0.05 0.19
Q8 1 0.5414 0.2377 0.5637 11.00000 0.05 0.19
Q9 1 0.5795 0.3152 0.6243 11.00000 0.05 0.18
Q10 1 0.4576 0.8485 0.4381 11.00000 0.05 0.18
Q11 1 0.5194 0.6723 0.2570 11.00000 0.05 0.18
Q12 1 0.5700 0.7605 0.2875 11.00000 0.05 0.17
Q13 1 0.4555 0.7439 0.4200 11.00000 0.05 0.17
Q14 1 0.5285 0.3072 0.7175 11.00000 0.05 0.17
Q15 1 0.5532 0.3966 0.6752 11.00000 0.05 0.17
Q16 1 0.5730 0.3864 0.4783 11.00000 0.05 0.16
Q17 1 0.4213 0.2738 0.5815 11.00000 0.05 0.16
Q18 1 0.3588 0.4593 0.5137 11.00000 0.05 0.16
Q19 1 0.5649 0.6931 0.4414 11.00000 0.05 0.15
Q20 1 0.3045 0.5222 0.4435 11.00000 0.05 0.15
;
_shelx_res_checksum 87190
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
0 -6 6 0.0607 0.0004 -5.9992 6.0003 -0.1023 0.5854 0.8598
0 6 -6 0.0722 -0.0004 5.9992 -6.0003 0.1023 -0.5854 -0.8598
5 -3 -4 0.1609 5.0000 -2.9999 -3.9999 0.1154 -0.7889 0.5325
-5 5 1 0.1493 -5.0002 4.9996 0.9998 -0.1335 0.4960 -0.8521
4 3 6 0.0566 4.0002 3.0008 6.0000 0.9462 0.2688 0.1345
-4 -4 -5 0.1148 -4.0002 -4.0006 -5.0000 -0.9632 -0.1712 0.0088
-5 0 -6 0.1064 -5.0003 -0.0009 -6.0001 -0.8449 -0.1888 -0.5321
6 1 -2 0.1367 6.0000 1.0002 -2.0000 0.6030 -0.6723 0.2242
-3 -6 4 0.1085 -2.9997 -5.9996 4.0002 -0.5257 0.6285 0.5935
-1 -7 4 0.0873 -0.9997 -6.9995 4.0003 -0.3822 0.4693 0.8373
6 -3 0 0.1531 6.0002 -2.9995 0.0002 0.4304 -0.4775 0.7314
5 4 -3 0.1231 4.9999 3.9999 -3.0001 0.6521 -0.6901 -0.2064
-1 4 7 0.0772 -0.9998 4.0005 6.9999 0.5358 0.7642 -0.2765
1 -5 -6 0.1774 0.9999 -5.0003 -5.9999 -0.5529 -0.6666 0.4199
-3 3 -7 0.0904 -3.0004 2.9990 -7.0002 -0.4767 -0.4451 -0.7624
_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_spocpr
_database_code_depnum_ccdc_archive 'CCDC 1571409'
_audit_update_record
;
2017-08-29 deposited with the CCDC.
2017-09-21 downloaded from the CCDC.
;
_nottingham_internal_coll_name SPOCPR
_nottingham_internal_coll_number 8600
_nottingham_internal_coll_client MU/CJH
_nottingham_internal_coll_type ?
_nottingham_internal_coll_frame_method ?
_nottingham_internal_coll_frame_time ?
_nottingham_internal_coll_frame_width 0.3
_nottingham_internal_coll_user pczajb
_nottingham_internal_coll_date ?
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SMART APEX'
_nottingham_internal_NCS_number ?
_nottingham_internal_process_date ?
_nottingham_internal_process_user pczajb
_nottingham_internal_solution_date ?
_nottingham_internal_solution_user ?
_nottingham_internal_refinement_date ?
_nottingham_internal_refinement_user ?
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 29/8/2017
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date ?
_refine_special_details ?
_vrf_PLAT907_spocpr
;
PROBLEM: Flack x > 0.5, Structure needs to be Inverted? . 1.70 Check
RESPONSE: The flack parameter is unreliable for this structure due to
the very weak anomalous signal for a light atom structure with Mo
radiation. The chirality was established based on the synthesis.
;
_vrf_STRVA01_spocpr
;
PROBLEM: Chirality of atom sites is inverted?
RESPONSE: The flack parameter is unreliable for this structure due to
the very weak anomalous signal for a light atom structure with Mo
radiation. The chirality was established based on the synthesis.
;
_audit_creation_date 2017-08-29
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C20 H28 O2'
_chemical_formula_sum 'C20 H28 O2'
_chemical_formula_weight 300.42
_chemical_absolute_configuration syn
_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 orthorhombic
_space_group_IT_number 19
_space_group_name_H-M_alt 'P 21 21 21'
_space_group_name_Hall 'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
_cell_length_a 6.6086(3)
_cell_length_b 9.9529(5)
_cell_length_c 25.6799(13)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1689.09(14)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 23682
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 27.5
_cell_measurement_theta_min 2.9
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.074
_exptl_absorpt_correction_T_max 1.000
_exptl_absorpt_correction_T_min 0.794
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS 2007/4; Sheldrick, 1996)'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier .
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.181
_exptl_crystal_density_meas x
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 656
_exptl_crystal_size_max 0.38
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.03
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0370
_diffrn_reflns_av_unetI/netI 0.0466
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.986
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 33
_diffrn_reflns_limit_l_min -31
_diffrn_reflns_number 11395
_diffrn_reflns_point_group_measured_fraction_full 0.985
_diffrn_reflns_point_group_measured_fraction_max 0.960
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.688
_diffrn_reflns_theta_min 3.139
_diffrn_ambient_environment 'N2 gas'
_diffrn_ambient_temperature 120(2)
_diffrn_crystal_treatment 'flash frozen in gaseous N2'
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.986
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.681
_reflns_Friedel_fraction_full 0.969
_reflns_Friedel_fraction_max 0.925
_reflns_number_gt 3374
_reflns_number_total 3795
_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 'Bruker SAINT'
_computing_data_collection 'Bruker APEX2'
_computing_data_reduction 'Bruker SAINT, SADABS and XPREP'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max 0.226
_refine_diff_density_min -0.209
_refine_diff_density_rms 0.047
_refine_ls_abs_structure_details
;
Flack x determined using 1192 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack 1.8(7)
_refine_ls_extinction_coef 0.0031(9)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2017/1 (Sheldrick 2017)'
_refine_ls_goodness_of_fit_ref 1.063
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 204
_refine_ls_number_reflns 3795
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0607
_refine_ls_R_factor_gt 0.0502
_refine_ls_restrained_S_all 1.063
_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^)+1.0793P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0924
_refine_ls_wR_factor_ref 0.0988
_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.a Ternary CH refined with riding coordinates:
C3(H3), C4(H4), C11(H11), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
C2(H2A,H2B), C5(H5A,H5B), C7(H7A,H7B), C8(H8A,H8B), C10(H10A,H10B), C13(H13A,
H13B)
2.c Idealised Me refined as rotating group:
C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C19(H19A,H19B,H19C), C20(H20A,H20B,
H20C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
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
O1 O 1.0877(3) 0.1025(2) 0.21103(7) 0.0300(5) Uani 1 1 d . . . . .
C1 C 0.9283(4) 0.1502(3) 0.22553(10) 0.0220(6) Uani 1 1 d . . . . .
C2 C 0.9177(4) 0.2590(3) 0.26667(10) 0.0256(6) Uani 1 1 d . . . . .
H2A H 0.916141 0.347296 0.248959 0.031 Uiso 1 1 calc R . . . .
H2B H 1.042699 0.254704 0.287871 0.031 Uiso 1 1 calc R . . . .
C3 C 0.7375(4) 0.2521(3) 0.30304(9) 0.0228(6) Uani 1 1 d . . . . .
H3 H 0.684017 0.341115 0.314709 0.027 Uiso 1 1 calc R . . . .
C4 C 0.5771(4) 0.1441(3) 0.29427(10) 0.0238(6) Uani 1 1 d . . . . .
H4 H 0.434910 0.173416 0.301239 0.029 Uiso 1 1 calc R . . . .
C5 C 0.6007(4) 0.0460(3) 0.24945(10) 0.0240(6) Uani 1 1 d . . . . .
H5A H 0.464778 0.020431 0.236608 0.029 Uiso 1 1 calc R . . . .
H5B H 0.667850 -0.036406 0.262360 0.029 Uiso 1 1 calc R . . . .
C6 C 0.7238(4) 0.1033(3) 0.20415(10) 0.0203(5) Uani 1 1 d . . . . .
O2 O 0.7536(3) -0.00620(18) 0.16911(7) 0.0229(4) Uani 1 1 d . . . . .
C7 C 0.6125(4) 0.2180(3) 0.17687(10) 0.0235(6) Uani 1 1 d . . . . .
H7A H 0.476802 0.187052 0.165828 0.028 Uiso 1 1 calc R . . . .
H7B H 0.594477 0.293751 0.201444 0.028 Uiso 1 1 calc R . . . .
C8 C 0.7314(4) 0.2657(3) 0.12940(10) 0.0248(6) Uani 1 1 d . . . . .
H8A H 0.641011 0.317948 0.106266 0.030 Uiso 1 1 calc R . . . .
H8B H 0.842446 0.325632 0.140837 0.030 Uiso 1 1 calc R . . . .
C9 C 0.8188(4) 0.1486(3) 0.09958(10) 0.0209(5) Uani 1 1 d . . . . .
C10 C 0.9007(4) 0.1801(3) 0.04616(10) 0.0243(6) Uani 1 1 d . . . . .
H10A H 1.003533 0.251794 0.049707 0.029 Uiso 1 1 calc R . . . .
H10B H 0.788805 0.216650 0.024807 0.029 Uiso 1 1 calc R . . . .
C11 C 0.9951(4) 0.0642(3) 0.01680(10) 0.0234(6) Uani 1 1 d . . . . .
H11 H 0.971206 0.065120 -0.021646 0.028 Uiso 1 1 calc R . . . .
C12 C 0.9996(4) -0.0742(3) 0.04122(10) 0.0234(6) Uani 1 1 d . . . . .
H12 H 0.978450 -0.149861 0.016184 0.028 Uiso 1 1 calc R . . . .
C13 C 0.9088(4) -0.0966(3) 0.09462(10) 0.0236(6) Uani 1 1 d . . . . .
H13A H 0.798597 -0.163493 0.091553 0.028 Uiso 1 1 calc R . . . .
H13B H 1.014005 -0.135400 0.117583 0.028 Uiso 1 1 calc R . . . .
C14 C 0.8262(4) 0.0267(3) 0.11989(10) 0.0210(6) Uani 1 1 d . . . . .
C15 C 0.7125(4) 0.1392(3) 0.34181(10) 0.0239(6) Uani 1 1 d . . . . .
C16 C 0.6150(5) 0.1737(3) 0.39330(11) 0.0330(7) Uani 1 1 d . . . . .
H16A H 0.515734 0.245628 0.388146 0.050 Uiso 1 1 calc GR . . . .
H16B H 0.719102 0.203834 0.417847 0.050 Uiso 1 1 calc GR . . . .
H16C H 0.546978 0.094046 0.407314 0.050 Uiso 1 1 calc GR . . . .
C17 C 0.8735(5) 0.0322(3) 0.34638(11) 0.0327(7) Uani 1 1 d . . . . .
H17A H 0.974453 0.059974 0.372187 0.049 Uiso 1 1 calc GR . . . .
H17B H 0.939383 0.019766 0.312527 0.049 Uiso 1 1 calc GR . . . .
H17C H 0.811266 -0.052514 0.357380 0.049 Uiso 1 1 calc GR . . . .
C18 C 1.1939(4) 0.0026(3) 0.03346(10) 0.0233(6) Uani 1 1 d . . . . .
C19 C 1.3361(5) -0.0482(3) -0.00870(11) 0.0313(7) Uani 1 1 d . . . . .
H19A H 1.418576 0.026420 -0.021669 0.047 Uiso 1 1 calc GR . . . .
H19B H 1.256720 -0.086064 -0.037418 0.047 Uiso 1 1 calc GR . . . .
H19C H 1.424496 -0.117858 0.005797 0.047 Uiso 1 1 calc GR . . . .
C20 C 1.3030(4) 0.0622(3) 0.07987(11) 0.0263(6) Uani 1 1 d . . . . .
H20A H 1.204066 0.087065 0.106627 0.039 Uiso 1 1 calc GR . . . .
H20B H 1.377950 0.142324 0.068910 0.039 Uiso 1 1 calc GR . . . .
H20C H 1.397482 -0.004147 0.094123 0.039 Uiso 1 1 calc GR . . . .
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
O1 0.0203(9) 0.0426(12) 0.0272(10) 0.0004(9) 0.0017(9) 0.0015(9)
C1 0.0224(13) 0.0246(14) 0.0189(12) 0.0052(11) 0.0005(11) -0.0024(11)
C2 0.0257(14) 0.0303(15) 0.0207(12) -0.0019(11) -0.0019(12) -0.0068(13)
C3 0.0254(14) 0.0232(14) 0.0196(12) 0.0008(10) -0.0006(11) 0.0016(11)
C4 0.0194(13) 0.0281(14) 0.0239(13) -0.0002(11) 0.0011(11) 0.0025(11)
C5 0.0219(13) 0.0251(14) 0.0251(13) -0.0016(11) 0.0003(12) -0.0037(11)
C6 0.0193(12) 0.0221(13) 0.0196(12) -0.0031(10) 0.0004(11) -0.0006(10)
O2 0.0272(10) 0.0207(9) 0.0208(8) -0.0017(7) 0.0014(8) -0.0028(8)
C7 0.0223(14) 0.0270(14) 0.0213(13) -0.0035(11) -0.0039(11) 0.0044(11)
C8 0.0258(14) 0.0245(14) 0.0241(13) 0.0003(11) -0.0040(12) 0.0020(12)
C9 0.0192(12) 0.0242(14) 0.0192(12) -0.0006(11) -0.0036(10) -0.0020(11)
C10 0.0257(14) 0.0262(14) 0.0209(13) 0.0032(11) -0.0033(12) 0.0014(12)
C11 0.0266(14) 0.0283(15) 0.0154(12) 0.0001(11) -0.0020(11) -0.0002(12)
C12 0.0259(13) 0.0217(14) 0.0225(13) -0.0052(11) -0.0009(12) -0.0034(12)
C13 0.0251(13) 0.0207(13) 0.0249(13) -0.0009(11) 0.0002(12) -0.0040(12)
C14 0.0187(12) 0.0241(14) 0.0201(12) -0.0033(10) -0.0010(10) -0.0032(11)
C15 0.0262(14) 0.0262(14) 0.0192(12) 0.0008(11) 0.0019(11) 0.0047(12)
C16 0.0388(17) 0.0359(17) 0.0243(14) -0.0004(13) 0.0075(13) 0.0004(14)
C17 0.0388(18) 0.0350(16) 0.0242(14) 0.0013(12) -0.0003(13) 0.0102(13)
C18 0.0240(14) 0.0235(13) 0.0224(12) 0.0001(11) 0.0021(11) -0.0005(12)
C19 0.0323(16) 0.0282(15) 0.0334(15) -0.0006(13) 0.0093(13) 0.0024(13)
C20 0.0210(14) 0.0265(15) 0.0314(14) 0.0000(12) -0.0023(12) -0.0033(12)
_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
O1 C1 1.214(3) . ?
C1 C2 1.514(4) . ?
C1 C6 1.532(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.515(4) . ?
C3 H3 1.0000 . ?
C3 C4 1.527(4) . ?
C3 C15 1.510(4) . ?
C4 H4 1.0000 . ?
C4 C5 1.517(4) . ?
C4 C15 1.514(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.530(4) . ?
C6 O2 1.427(3) . ?
C6 C7 1.528(4) . ?
O2 C14 1.391(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.526(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.510(4) . ?
C9 C10 1.508(3) . ?
C9 C14 1.322(4) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.512(4) . ?
C11 H11 1.0000 . ?
C11 C12 1.514(4) . ?
C11 C18 1.512(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.513(4) . ?
C12 C18 1.508(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.491(4) . ?
C15 C16 1.510(4) . ?
C15 C17 1.510(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.520(4) . ?
C18 C20 1.514(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 122.3(2) . . ?
O1 C1 C6 122.4(2) . . ?
C2 C1 C6 115.3(2) . . ?
C1 C2 H2A 108.3 . . ?
C1 C2 H2B 108.3 . . ?
C1 C2 C3 115.7(2) . . ?
H2A C2 H2B 107.4 . . ?
C3 C2 H2A 108.3 . . ?
C3 C2 H2B 108.3 . . ?
C2 C3 H3 115.0 . . ?
C2 C3 C4 119.1(2) . . ?
C4 C3 H3 115.0 . . ?
C15 C3 C2 121.7(2) . . ?
C15 C3 H3 115.0 . . ?
C15 C3 C4 59.82(17) . . ?
C3 C4 H4 114.9 . . ?
C5 C4 C3 119.6(2) . . ?
C5 C4 H4 114.9 . . ?
C15 C4 C3 59.55(17) . . ?
C15 C4 H4 114.9 . . ?
C15 C4 C5 122.0(2) . . ?
C4 C5 H5A 109.0 . . ?
C4 C5 H5B 109.0 . . ?
C4 C5 C6 113.1(2) . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 H5A 109.0 . . ?
C6 C5 H5B 109.0 . . ?
C5 C6 C1 108.1(2) . . ?
O2 C6 C1 109.7(2) . . ?
O2 C6 C5 105.5(2) . . ?
O2 C6 C7 110.4(2) . . ?
C7 C6 C1 111.2(2) . . ?
C7 C6 C5 111.8(2) . . ?
C14 O2 C6 116.15(19) . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
H7A C7 H7B 108.1 . . ?
C8 C7 C6 110.5(2) . . ?
C8 C7 H7A 109.5 . . ?
C8 C7 H7B 109.5 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.2(2) . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C10 C9 C8 116.0(2) . . ?
C14 C9 C8 121.5(2) . . ?
C14 C9 C10 122.4(2) . . ?
C9 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
C9 C10 C11 116.3(2) . . ?
H10A C10 H10B 107.4 . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C10 C11 H11 114.9 . . ?
C10 C11 C12 119.7(2) . . ?
C12 C11 H11 114.9 . . ?
C18 C11 C10 121.8(2) . . ?
C18 C11 H11 114.9 . . ?
C18 C11 C12 59.78(17) . . ?
C11 C12 H12 114.6 . . ?
C13 C12 C11 120.1(2) . . ?
C13 C12 H12 114.6 . . ?
C18 C12 C11 60.04(18) . . ?
C18 C12 H12 114.6 . . ?
C18 C12 C13 122.2(2) . . ?
C12 C13 H13A 108.6 . . ?
C12 C13 H13B 108.6 . . ?
H13A C13 H13B 107.6 . . ?
C14 C13 C12 114.7(2) . . ?
C14 C13 H13A 108.6 . . ?
C14 C13 H13B 108.6 . . ?
O2 C14 C13 109.2(2) . . ?
C9 C14 O2 124.2(2) . . ?
C9 C14 C13 126.7(2) . . ?
C3 C15 C4 60.63(17) . . ?
C3 C15 C16 117.1(2) . . ?
C3 C15 C17 119.9(2) . . ?
C16 C15 C4 116.5(2) . . ?
C17 C15 C4 120.1(2) . . ?
C17 C15 C16 113.1(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C18 C19 118.1(2) . . ?
C11 C18 C20 118.5(2) . . ?
C12 C18 C11 60.18(18) . . ?
C12 C18 C19 116.8(2) . . ?
C12 C18 C20 120.0(2) . . ?
C20 C18 C19 113.4(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
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
O1 C1 C2 C3 -144.7(3) . . . . ?
O1 C1 C6 C5 118.4(3) . . . . ?
O1 C1 C6 O2 3.9(3) . . . . ?
O1 C1 C6 C7 -118.5(3) . . . . ?
C1 C2 C3 C4 -3.3(4) . . . . ?
C1 C2 C3 C15 67.4(3) . . . . ?
C1 C6 O2 C14 -76.4(3) . . . . ?
C1 C6 C7 C8 63.5(3) . . . . ?
C2 C1 C6 C5 -60.7(3) . . . . ?
C2 C1 C6 O2 -175.2(2) . . . . ?
C2 C1 C6 C7 62.4(3) . . . . ?
C2 C3 C4 C5 -0.1(4) . . . . ?
C2 C3 C4 C15 111.9(3) . . . . ?
C2 C3 C15 C4 -107.6(3) . . . . ?
C2 C3 C15 C16 145.7(3) . . . . ?
C2 C3 C15 C17 2.3(4) . . . . ?
C3 C4 C5 C6 -27.0(3) . . . . ?
C3 C4 C15 C16 107.6(3) . . . . ?
C3 C4 C15 C17 -109.6(3) . . . . ?
C4 C3 C15 C16 -106.7(3) . . . . ?
C4 C3 C15 C17 109.9(3) . . . . ?
C4 C5 C6 C1 55.2(3) . . . . ?
C4 C5 C6 O2 172.5(2) . . . . ?
C4 C5 C6 C7 -67.4(3) . . . . ?
C5 C4 C15 C3 107.9(3) . . . . ?
C5 C4 C15 C16 -144.5(3) . . . . ?
C5 C4 C15 C17 -1.7(4) . . . . ?
C5 C6 O2 C14 167.4(2) . . . . ?
C5 C6 C7 C8 -175.6(2) . . . . ?
C6 C1 C2 C3 34.4(3) . . . . ?
C6 O2 C14 C9 -18.3(4) . . . . ?
C6 O2 C14 C13 162.5(2) . . . . ?
C6 C7 C8 C9 41.3(3) . . . . ?
O2 C6 C7 C8 -58.5(3) . . . . ?
C7 C6 O2 C14 46.5(3) . . . . ?
C7 C8 C9 C10 167.4(2) . . . . ?
C7 C8 C9 C14 -14.0(4) . . . . ?
C8 C9 C10 C11 177.9(2) . . . . ?
C8 C9 C14 O2 1.0(4) . . . . ?
C8 C9 C14 C13 -179.8(2) . . . . ?
C9 C10 C11 C12 1.0(4) . . . . ?
C9 C10 C11 C18 -69.8(3) . . . . ?
C10 C9 C14 O2 179.6(2) . . . . ?
C10 C9 C14 C13 -1.3(4) . . . . ?
C10 C11 C12 C13 0.4(4) . . . . ?
C10 C11 C12 C18 -111.7(3) . . . . ?
C10 C11 C18 C12 108.3(3) . . . . ?
C10 C11 C18 C19 -145.2(3) . . . . ?
C10 C11 C18 C20 -1.9(4) . . . . ?
C11 C12 C13 C14 -2.1(4) . . . . ?
C11 C12 C18 C19 -108.5(3) . . . . ?
C11 C12 C18 C20 107.7(3) . . . . ?
C12 C11 C18 C19 106.5(3) . . . . ?
C12 C11 C18 C20 -110.2(3) . . . . ?
C12 C13 C14 O2 -178.1(2) . . . . ?
C12 C13 C14 C9 2.7(4) . . . . ?
C13 C12 C18 C11 -108.7(3) . . . . ?
C13 C12 C18 C19 142.7(3) . . . . ?
C13 C12 C18 C20 -1.0(4) . . . . ?
C14 C9 C10 C11 -0.7(4) . . . . ?
C15 C3 C4 C5 -112.0(3) . . . . ?
C15 C4 C5 C6 -97.6(3) . . . . ?
C18 C11 C12 C13 112.1(3) . . . . ?
C18 C12 C13 C14 69.4(3) . . . . ?
_shelx_res_file
;
TITL SPOCPR #8600 for MV/CJH in P 21 21 21, Soton dataset 2009src0575
spocpr.res
created by SHELXL-2017/1 at 15:39:17 on 29-Aug-2017
CELL 0.71073 6.6086 9.9529 25.6799 90 90 90
ZERR 4 0.0003 0.0005 0.0013 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H O
UNIT 80 112 8
L.S. 12
PLAN 20
TEMP -153
BOND $H
CONF
WPDB -1
fmap 2
acta
MERG 2
OMIT -4 180
OMIT -1 9 24
OMIT 6 7 16
REM
REM
REM
WGHT 0.000000 1.079300
EXTI 0.003107
FVAR 0.73720
O1 3 1.087677 0.102459 0.211034 11.00000 0.02029 0.04259 =
0.02716 0.00039 0.00171 0.00154
C1 1 0.928312 0.150233 0.225533 11.00000 0.02242 0.02463 =
0.01891 0.00521 0.00054 -0.00239
C2 1 0.917748 0.258951 0.266669 11.00000 0.02572 0.03027 =
0.02071 -0.00188 -0.00195 -0.00678
AFIX 23
H2A 2 0.916141 0.347296 0.248959 11.00000 -1.20000
H2B 2 1.042699 0.254704 0.287871 11.00000 -1.20000
AFIX 0
C3 1 0.737511 0.252086 0.303037 11.00000 0.02544 0.02324 =
0.01964 0.00077 -0.00056 0.00158
AFIX 13
H3 2 0.684017 0.341115 0.314709 11.00000 -1.20000
AFIX 0
C4 1 0.577069 0.144051 0.294275 11.00000 0.01936 0.02809 =
0.02387 -0.00015 0.00107 0.00246
AFIX 13
H4 2 0.434910 0.173416 0.301239 11.00000 -1.20000
AFIX 0
C5 1 0.600665 0.046023 0.249451 11.00000 0.02188 0.02513 =
0.02508 -0.00157 0.00034 -0.00372
AFIX 23
H5A 2 0.464778 0.020431 0.236608 11.00000 -1.20000
H5B 2 0.667850 -0.036406 0.262360 11.00000 -1.20000
AFIX 0
C6 1 0.723802 0.103335 0.204145 11.00000 0.01931 0.02209 =
0.01960 -0.00310 0.00042 -0.00057
O2 3 0.753566 -0.006200 0.169112 11.00000 0.02720 0.02069 =
0.02079 -0.00171 0.00138 -0.00282
C7 1 0.612524 0.218047 0.176873 11.00000 0.02231 0.02695 =
0.02126 -0.00346 -0.00392 0.00443
AFIX 23
H7A 2 0.476802 0.187052 0.165828 11.00000 -1.20000
H7B 2 0.594477 0.293751 0.201444 11.00000 -1.20000
AFIX 0
C8 1 0.731419 0.265726 0.129402 11.00000 0.02580 0.02449 =
0.02409 0.00026 -0.00399 0.00200
AFIX 23
H8A 2 0.641011 0.317948 0.106266 11.00000 -1.20000
H8B 2 0.842446 0.325632 0.140837 11.00000 -1.20000
AFIX 0
C9 1 0.818824 0.148601 0.099584 11.00000 0.01921 0.02421 =
0.01924 -0.00057 -0.00362 -0.00199
C10 1 0.900686 0.180052 0.046163 11.00000 0.02568 0.02622 =
0.02094 0.00317 -0.00326 0.00140
AFIX 23
H10A 2 1.003533 0.251794 0.049707 11.00000 -1.20000
H10B 2 0.788805 0.216650 0.024807 11.00000 -1.20000
AFIX 0
C11 1 0.995091 0.064215 0.016805 11.00000 0.02656 0.02827 =
0.01541 0.00013 -0.00196 -0.00024
AFIX 13
H11 2 0.971206 0.065120 -0.021646 11.00000 -1.20000
AFIX 0
C12 1 0.999631 -0.074203 0.041221 11.00000 0.02588 0.02167 =
0.02251 -0.00524 -0.00091 -0.00339
AFIX 13
H12 2 0.978450 -0.149861 0.016184 11.00000 -1.20000
AFIX 0
C13 1 0.908818 -0.096596 0.094621 11.00000 0.02508 0.02070 =
0.02494 -0.00086 0.00017 -0.00401
AFIX 23
H13A 2 0.798597 -0.163493 0.091553 11.00000 -1.20000
H13B 2 1.014005 -0.135400 0.117583 11.00000 -1.20000
AFIX 0
C14 1 0.826249 0.026677 0.119888 11.00000 0.01872 0.02413 =
0.02012 -0.00334 -0.00096 -0.00316
C15 1 0.712480 0.139225 0.341814 11.00000 0.02622 0.02622 =
0.01921 0.00084 0.00193 0.00470
C16 1 0.615020 0.173710 0.393299 11.00000 0.03876 0.03594 =
0.02433 -0.00039 0.00752 0.00042
AFIX 137
H16A 2 0.515734 0.245628 0.388146 11.00000 -1.50000
H16B 2 0.719102 0.203834 0.417847 11.00000 -1.50000
H16C 2 0.546978 0.094046 0.407314 11.00000 -1.50000
AFIX 0
C17 1 0.873531 0.032221 0.346377 11.00000 0.03875 0.03499 =
0.02423 0.00135 -0.00029 0.01021
AFIX 137
H17A 2 0.974453 0.059974 0.372187 11.00000 -1.50000
H17B 2 0.939383 0.019766 0.312527 11.00000 -1.50000
H17C 2 0.811266 -0.052514 0.357380 11.00000 -1.50000
AFIX 0
C18 1 1.193924 0.002628 0.033463 11.00000 0.02404 0.02350 =
0.02240 0.00010 0.00206 -0.00046
C19 1 1.336056 -0.048237 -0.008702 11.00000 0.03226 0.02820 =
0.03339 -0.00064 0.00925 0.00239
AFIX 137
H19A 2 1.418576 0.026420 -0.021669 11.00000 -1.50000
H19B 2 1.256720 -0.086064 -0.037418 11.00000 -1.50000
H19C 2 1.424496 -0.117858 0.005797 11.00000 -1.50000
AFIX 0
C20 1 1.302968 0.062221 0.079872 11.00000 0.02104 0.02647 =
0.03144 -0.00003 -0.00226 -0.00328
AFIX 137
H20A 2 1.204066 0.087065 0.106627 11.00000 -1.50000
H20B 2 1.377950 0.142324 0.068910 11.00000 -1.50000
H20C 2 1.397482 -0.004147 0.094123 11.00000 -1.50000
AFIX 0
HKLF 4
REM SPOCPR #8600 for MV/CJH in P 21 21 21, Soton dataset 2009src0575
REM R1 = 0.0502 for 3374 Fo > 4sig(Fo) and 0.0607 for all 3795 data
REM 204 parameters refined using 0 restraints
END
WGHT 0.0000 1.0793
REM Highest difference peak 0.226, deepest hole -0.209, 1-sigma level 0.047
Q1 1 0.6575 0.0977 0.2262 11.00000 0.05 0.23
Q2 1 0.8991 -0.0195 0.1065 11.00000 0.05 0.21
Q3 1 0.7649 0.2063 0.1111 11.00000 0.05 0.21
Q4 1 0.6391 0.1162 0.3207 11.00000 0.05 0.20
Q5 1 1.5349 0.1241 0.0297 11.00000 0.05 0.19
Q6 1 0.7665 0.0855 0.3440 11.00000 0.05 0.18
Q7 1 1.0265 -0.1613 0.0365 11.00000 0.05 0.18
Q8 1 0.8138 0.1307 0.2152 11.00000 0.05 0.18
Q9 1 0.5861 0.1359 0.1842 11.00000 0.05 0.17
Q10 1 0.7567 -0.1598 0.0506 11.00000 0.05 0.17
Q11 1 0.7994 0.2471 0.2797 11.00000 0.05 0.17
Q12 1 1.1426 0.1466 -0.0261 11.00000 0.05 0.17
Q13 1 1.1254 0.1664 -0.0353 11.00000 0.05 0.17
Q14 1 0.7109 0.1608 0.4264 11.00000 0.05 0.16
Q15 1 1.2222 0.0373 0.0577 11.00000 0.05 0.16
Q16 1 0.7053 0.1869 0.1943 11.00000 0.05 0.16
Q17 1 0.8786 0.1240 0.1167 11.00000 0.05 0.16
Q18 1 0.8996 0.0799 -0.0114 11.00000 0.05 0.16
Q19 1 1.0747 0.0635 0.2540 11.00000 0.05 0.16
Q20 1 1.0266 0.0914 -0.0199 11.00000 0.05 0.16
;
_shelx_res_checksum 9255
_olex2_date_sample_data_collection 2009-05-26
_olex2_date_sample_submission 2009-04-25
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_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_cypspo
_database_code_depnum_ccdc_archive 'CCDC 1571408'
_audit_update_record
;
2017-08-29 deposited with the CCDC.
2017-09-21 downloaded from the CCDC.
;
_nottingham_internal_coll_name CYPSPO
_nottingham_internal_coll_number 8601
_nottingham_internal_coll_client MU/CJH
_nottingham_internal_coll_type ?
_nottingham_internal_coll_frame_method ?
_nottingham_internal_coll_frame_time ?
_nottingham_internal_coll_frame_width 0.3
_nottingham_internal_coll_user pczwl
_nottingham_internal_coll_date ?
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SMART APEX'
_nottingham_internal_NCS_number ?
_nottingham_internal_process_date ?
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date ?
_nottingham_internal_solution_user ?
_nottingham_internal_refinement_date ?
_nottingham_internal_refinement_user ?
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 29/8/2017
_nottingham_internal_validation_user pczwl
_refine_special_details ?
_vrf_PLAT907_cypspo
;
PROBLEM: Flack x > 0.5, Structure needs to be Inverted? . 1.70 Check
RESPONSE: The flack parameter is unreliable for this structure due to
the very weak anomalous signal for a light atom structure with Mo
radiation. The chirality was established based on the synthesis.
;
_vrf_STRVA01_cypspo
;
PROBLEM: Chirality of atom sites is inverted?
RESPONSE: The flack parameter is unreliable for this structure due to
the very weak anomalous signal for a light atom structure with Mo
radiation. The chirality was established based on the synthesis.
;
_audit_creation_date 2017-08-29
_audit_creation_method
;
Olex2 1.2
(compiled 2017.08.10 svn.r3458 for OlexSys, GUI svn.r5381)
;
_shelx_SHELXL_version_number 2017/1
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C20 H28 O2'
_chemical_formula_sum 'C20 H28 O2'
_chemical_formula_weight 300.42
_chemical_absolute_configuration syn
_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 orthorhombic
_space_group_IT_number 19
_space_group_name_H-M_alt 'P 21 21 21'
_space_group_name_Hall 'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
_cell_length_a 6.2525(6)
_cell_length_b 10.9938(10)
_cell_length_c 24.717(2)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 1699.0(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3904
_cell_measurement_temperature 150(2)
_cell_measurement_theta_max 26.543
_cell_measurement_theta_min 2.479
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.074
_exptl_absorpt_correction_T_max 0.9803
_exptl_absorpt_correction_T_min 0.8723
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2007/2 (Bruker,2007) was used for absorption correction. wR2(int) was 0.0545 before and 0.0462 after correction. The Ratio of minimum to maximum transmission is 0.8898. The \l/2 correction factor is 0.0015.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear colourless'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier .
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.174
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description plate
_exptl_crystal_F_000 656
_exptl_crystal_recrystallization_method
'slow evaporation of a pentane solution of the compound'
_exptl_crystal_size_max 0.23
_exptl_crystal_size_mid 0.21
_exptl_crystal_size_min 0.12
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0335
_diffrn_reflns_av_unetI/netI 0.0322
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -14
_diffrn_reflns_limit_l_max 31
_diffrn_reflns_limit_l_min -32
_diffrn_reflns_number 15135
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full 27.500
_diffrn_reflns_theta_max 27.503
_diffrn_reflns_theta_min 2.027
_diffrn_ambient_temperature 150(2)
_diffrn_detector_area_resol_mean 8.366
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measurement_device_type 'Bruker SMART APEX CCD area detector'
_diffrn_measurement_method \w
_diffrn_radiation_monochromator graphite
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source ?
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.720
_reflns_Friedel_fraction_full 0.998
_reflns_Friedel_fraction_max 0.998
_reflns_number_gt 3681
_reflns_number_total 3900
_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 V6.36A (Bruker, 2016)'
_computing_data_collection 'Bruker SMART version 5.625 (Bruker, 2001)'
_computing_data_reduction 'SAINT V6.36A (Bruker, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS-1997 (Sheldrick, 2008)'
_refine_diff_density_max 0.275
_refine_diff_density_min -0.207
_refine_diff_density_rms 0.045
_refine_ls_abs_structure_details
;
Flack x determined using 1302 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack 1.7(6)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.184
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 203
_refine_ls_number_reflns 3900
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0590
_refine_ls_R_factor_gt 0.0553
_refine_ls_restrained_S_all 1.184
_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^)+(0.0526P)^2^+0.3481P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1194
_refine_ls_wR_factor_ref 0.1211
_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.a Ternary CH refined with riding coordinates:
C3(H3), C4(H4), C11(H11), C12(H12)
2.b Secondary CH2 refined with riding coordinates:
C2(H2a,H2b), C5(H5a,H5b), C7(H7a,H7b), C8(H8a,H8b), C10(H10a,H10b), C13(H13a,
H13b)
2.c Idealised Me refined as rotating group:
C16(H16a,H16b,H16c), C17(H17a,H17b,H17c), C19(H19a,H19b,H19c), C20(H20a,H20b,
H20c)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5805(4) 0.7838(2) 0.80610(9) 0.0226(5) Uani 1 1 d . . . . .
O1 O 0.4581(3) 0.71474(17) 0.82844(8) 0.0330(5) Uani 1 1 d . . . . .
C2 C 0.5074(4) 0.8967(2) 0.77659(11) 0.0262(5) Uani 1 1 d . . . . .
H2A H 0.523470 0.967387 0.801070 0.031 Uiso 1 1 calc R . . . .
H2B H 0.353441 0.888242 0.768075 0.031 Uiso 1 1 calc R . . . .
C3 C 0.6285(4) 0.9229(2) 0.72421(10) 0.0259(6) Uani 1 1 d . . . . .
H3 H 0.654681 1.011117 0.716810 0.031 Uiso 1 1 calc R . . . .
C4 C 0.8087(4) 0.8386(2) 0.70703(10) 0.0262(6) Uani 1 1 d . . . . .
H4 H 0.934003 0.880317 0.690064 0.031 Uiso 1 1 calc R . . . .
C5 C 0.8659(4) 0.7316(2) 0.74332(10) 0.0270(6) Uani 1 1 d . . . . .
H5A H 1.019413 0.712033 0.738724 0.032 Uiso 1 1 calc R . . . .
H5B H 0.782064 0.659560 0.732081 0.032 Uiso 1 1 calc R . . . .
C6 C 0.8216(4) 0.7583(2) 0.80296(10) 0.0231(5) Uani 1 1 d . . . . .
O2 O 0.9346(3) 0.86976(16) 0.81420(7) 0.0244(4) Uani 1 1 d . . . . .
C7 C 0.8952(5) 0.6570(2) 0.83995(11) 0.0287(6) Uani 1 1 d . . . . .
H7A H 1.047252 0.638393 0.832422 0.034 Uiso 1 1 calc R . . . .
H7B H 0.810506 0.582810 0.832439 0.034 Uiso 1 1 calc R . . . .
C8 C 0.8703(5) 0.6914(2) 0.89936(11) 0.0306(6) Uani 1 1 d . . . . .
H8A H 0.719378 0.680263 0.910424 0.037 Uiso 1 1 calc R . . . .
H8B H 0.959920 0.637078 0.921839 0.037 Uiso 1 1 calc R . . . .
C9 C 0.9356(4) 0.8218(2) 0.90889(10) 0.0236(5) Uani 1 1 d . . . . .
C10 C 0.9735(4) 0.8580(2) 0.96666(10) 0.0260(5) Uani 1 1 d . . . . .
H10A H 1.085065 0.803879 0.981802 0.031 Uiso 1 1 calc R . . . .
H10B H 0.840336 0.842958 0.987254 0.031 Uiso 1 1 calc R . . . .
C11 C 1.0412(4) 0.9883(2) 0.97639(10) 0.0270(6) Uani 1 1 d . . . . .
H11 H 0.978688 1.026622 1.009487 0.032 Uiso 1 1 calc R . . . .
C12 C 1.0721(4) 1.0740(2) 0.92896(10) 0.0265(6) Uani 1 1 d . . . . .
H12 H 1.026693 1.159830 0.935753 0.032 Uiso 1 1 calc R . . . .
C13 C 1.0326(4) 1.0287(2) 0.87215(10) 0.0236(5) Uani 1 1 d . . . . .
H13A H 0.921716 1.080541 0.855221 0.028 Uiso 1 1 calc R . . . .
H13B H 1.165757 1.038724 0.850949 0.028 Uiso 1 1 calc R . . . .
C14 C 0.9627(4) 0.8988(2) 0.86831(10) 0.0208(5) Uani 1 1 d . . . . .
C15 C 0.6039(4) 0.8447(2) 0.67432(10) 0.0270(6) Uani 1 1 d . . . . .
C16 C 0.6157(6) 0.9093(3) 0.62036(11) 0.0380(7) Uani 1 1 d . . . . .
H16A H 0.473892 0.940594 0.610815 0.057 Uiso 1 1 calc GR . . . .
H16B H 0.663678 0.852040 0.592490 0.057 Uiso 1 1 calc GR . . . .
H16C H 0.717119 0.976991 0.622830 0.057 Uiso 1 1 calc GR . . . .
C17 C 0.4475(5) 0.7396(2) 0.67450(11) 0.0311(6) Uani 1 1 d . . . . .
H17A H 0.304955 0.769170 0.664601 0.047 Uiso 1 1 calc GR . . . .
H17B H 0.442454 0.703389 0.710712 0.047 Uiso 1 1 calc GR . . . .
H17C H 0.493909 0.678081 0.648295 0.047 Uiso 1 1 calc GR . . . .
C18 C 1.2625(4) 1.0321(2) 0.96174(11) 0.0261(6) Uani 1 1 d . . . . .
C19 C 1.3642(6) 1.1239(3) 0.99917(13) 0.0415(8) Uani 1 1 d . . . . .
H19A H 1.433668 1.081465 1.029270 0.062 Uiso 1 1 calc GR . . . .
H19B H 1.253892 1.178690 1.013337 0.062 Uiso 1 1 calc GR . . . .
H19C H 1.470989 1.171284 0.979201 0.062 Uiso 1 1 calc GR . . . .
C20 C 1.4199(4) 0.9444(3) 0.93720(12) 0.0304(6) Uani 1 1 d . . . . .
H20A H 1.490279 0.898136 0.966030 0.046 Uiso 1 1 calc GR . . . .
H20B H 1.527493 0.989652 0.916568 0.046 Uiso 1 1 calc GR . . . .
H20C H 1.344248 0.888333 0.913036 0.046 Uiso 1 1 calc GR . . . .
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
C1 0.0268(12) 0.0221(11) 0.0190(11) -0.0064(10) 0.0026(9) -0.0026(11)
O1 0.0293(10) 0.0303(10) 0.0394(11) 0.0011(8) 0.0062(9) -0.0064(8)
C2 0.0252(13) 0.0248(12) 0.0286(13) -0.0035(11) 0.0018(10) 0.0025(10)
C3 0.0325(14) 0.0213(11) 0.0238(12) 0.0000(10) 0.0005(11) -0.0024(11)
C4 0.0269(13) 0.0299(13) 0.0219(12) -0.0049(10) 0.0035(10) -0.0044(11)
C5 0.0252(13) 0.0301(13) 0.0256(13) -0.0076(11) 0.0018(10) 0.0033(11)
C6 0.0234(12) 0.0204(11) 0.0253(13) -0.0024(10) 0.0015(10) -0.0009(10)
O2 0.0271(9) 0.0252(8) 0.0208(8) 0.0014(7) -0.0002(7) -0.0060(8)
C7 0.0303(14) 0.0194(11) 0.0365(15) 0.0020(11) -0.0015(11) 0.0007(11)
C8 0.0371(15) 0.0237(12) 0.0310(14) 0.0078(11) -0.0018(12) -0.0028(11)
C9 0.0184(11) 0.0257(12) 0.0267(12) 0.0024(10) -0.0012(10) -0.0005(10)
C10 0.0220(12) 0.0328(13) 0.0232(12) 0.0066(11) 0.0020(10) -0.0003(11)
C11 0.0261(13) 0.0331(13) 0.0219(12) -0.0046(11) -0.0009(11) 0.0054(11)
C12 0.0274(13) 0.0227(11) 0.0295(14) -0.0043(10) -0.0029(11) 0.0054(11)
C13 0.0249(13) 0.0227(11) 0.0231(12) 0.0040(10) -0.0014(10) 0.0019(10)
C14 0.0162(11) 0.0229(12) 0.0231(11) -0.0006(9) 0.0000(9) 0.0006(9)
C15 0.0297(13) 0.0265(12) 0.0247(13) -0.0020(11) -0.0002(11) -0.0004(11)
C16 0.0477(18) 0.0396(16) 0.0266(14) -0.0004(12) -0.0013(12) -0.0037(15)
C17 0.0307(14) 0.0293(13) 0.0333(14) -0.0068(11) -0.0032(12) -0.0003(12)
C18 0.0287(14) 0.0248(12) 0.0250(13) 0.0010(11) -0.0049(10) -0.0006(11)
C19 0.0499(19) 0.0386(16) 0.0358(16) -0.0016(14) -0.0125(14) -0.0045(15)
C20 0.0214(13) 0.0337(14) 0.0361(15) 0.0037(12) -0.0007(11) -0.0004(12)
_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
C1 O1 1.211(3) . ?
C1 C2 1.511(4) . ?
C1 C6 1.535(4) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.527(4) . ?
C3 H3 1.0000 . ?
C3 C4 1.520(4) . ?
C3 C15 1.512(4) . ?
C4 H4 1.0000 . ?
C4 C5 1.521(4) . ?
C4 C15 1.516(4) . ?
C5 H5A 0.9900 . ?
C5 H5B 0.9900 . ?
C5 C6 1.528(4) . ?
C6 O2 1.441(3) . ?
C6 C7 1.513(4) . ?
O2 C14 1.386(3) . ?
C7 H7A 0.9900 . ?
C7 H7B 0.9900 . ?
C7 C8 1.524(4) . ?
C8 H8A 0.9900 . ?
C8 H8B 0.9900 . ?
C8 C9 1.509(4) . ?
C9 C10 1.501(4) . ?
C9 C14 1.323(3) . ?
C10 H10A 0.9900 . ?
C10 H10B 0.9900 . ?
C10 C11 1.513(4) . ?
C11 H11 1.0000 . ?
C11 C12 1.516(4) . ?
C11 C18 1.509(4) . ?
C12 H12 1.0000 . ?
C12 C13 1.510(3) . ?
C12 C18 1.512(4) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.496(3) . ?
C15 C16 1.513(4) . ?
C15 C17 1.514(4) . ?
C16 H16A 0.9800 . ?
C16 H16B 0.9800 . ?
C16 H16C 0.9800 . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 C19 1.510(4) . ?
C18 C20 1.505(4) . ?
C19 H19A 0.9800 . ?
C19 H19B 0.9800 . ?
C19 H19C 0.9800 . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
O1 C1 C2 123.0(2) . . ?
O1 C1 C6 122.0(2) . . ?
C2 C1 C6 115.0(2) . . ?
C1 C2 H2A 108.6 . . ?
C1 C2 H2B 108.6 . . ?
C1 C2 C3 114.5(2) . . ?
H2A C2 H2B 107.6 . . ?
C3 C2 H2A 108.6 . . ?
C3 C2 H2B 108.6 . . ?
C2 C3 H3 114.8 . . ?
C4 C3 C2 119.3(2) . . ?
C4 C3 H3 114.8 . . ?
C15 C3 C2 122.2(2) . . ?
C15 C3 H3 114.8 . . ?
C15 C3 C4 60.01(17) . . ?
C3 C4 H4 114.7 . . ?
C3 C4 C5 118.8(2) . . ?
C5 C4 H4 114.7 . . ?
C15 C4 C3 59.73(17) . . ?
C15 C4 H4 114.7 . . ?
C15 C4 C5 123.2(2) . . ?
C4 C5 H5A 109.2 . . ?
C4 C5 H5B 109.2 . . ?
C4 C5 C6 112.2(2) . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 H5A 109.2 . . ?
C6 C5 H5B 109.2 . . ?
C5 C6 C1 105.2(2) . . ?
O2 C6 C1 108.5(2) . . ?
O2 C6 C5 105.1(2) . . ?
O2 C6 C7 111.1(2) . . ?
C7 C6 C1 113.7(2) . . ?
C7 C6 C5 112.7(2) . . ?
C14 O2 C6 116.35(18) . . ?
C6 C7 H7A 109.3 . . ?
C6 C7 H7B 109.3 . . ?
C6 C7 C8 111.6(2) . . ?
H7A C7 H7B 108.0 . . ?
C8 C7 H7A 109.3 . . ?
C8 C7 H7B 109.3 . . ?
C7 C8 H8A 109.4 . . ?
C7 C8 H8B 109.4 . . ?
H8A C8 H8B 108.0 . . ?
C9 C8 C7 111.0(2) . . ?
C9 C8 H8A 109.4 . . ?
C9 C8 H8B 109.4 . . ?
C10 C9 C8 116.3(2) . . ?
C14 C9 C8 121.6(2) . . ?
C14 C9 C10 122.1(2) . . ?
C9 C10 H10A 108.2 . . ?
C9 C10 H10B 108.2 . . ?
C9 C10 C11 116.5(2) . . ?
H10A C10 H10B 107.3 . . ?
C11 C10 H10A 108.2 . . ?
C11 C10 H10B 108.2 . . ?
C10 C11 H11 114.8 . . ?
C10 C11 C12 120.1(2) . . ?
C12 C11 H11 114.8 . . ?
C18 C11 C10 121.4(2) . . ?
C18 C11 H11 114.8 . . ?
C18 C11 C12 59.95(17) . . ?
C11 C12 H12 114.9 . . ?
C13 C12 C11 119.6(2) . . ?
C13 C12 H12 114.9 . . ?
C13 C12 C18 121.8(2) . . ?
C18 C12 C11 59.79(17) . . ?
C18 C12 H12 114.9 . . ?
C12 C13 H13A 108.5 . . ?
C12 C13 H13B 108.5 . . ?
H13A C13 H13B 107.5 . . ?
C14 C13 C12 114.9(2) . . ?
C14 C13 H13A 108.5 . . ?
C14 C13 H13B 108.5 . . ?
O2 C14 C13 108.5(2) . . ?
C9 C14 O2 124.6(2) . . ?
C9 C14 C13 126.9(2) . . ?
C3 C15 C4 60.27(17) . . ?
C3 C15 C16 116.6(2) . . ?
C3 C15 C17 119.9(2) . . ?
C16 C15 C4 116.7(2) . . ?
C16 C15 C17 113.1(2) . . ?
C17 C15 C4 120.7(2) . . ?
C15 C16 H16A 109.5 . . ?
C15 C16 H16B 109.5 . . ?
C15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
C15 C17 H17A 109.5 . . ?
C15 C17 H17B 109.5 . . ?
C15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C11 C18 C12 60.26(18) . . ?
C11 C18 C19 116.9(3) . . ?
C19 C18 C12 117.2(2) . . ?
C20 C18 C11 119.4(2) . . ?
C20 C18 C12 119.6(2) . . ?
C20 C18 C19 113.6(2) . . ?
C18 C19 H19A 109.5 . . ?
C18 C19 H19B 109.5 . . ?
C18 C19 H19C 109.5 . . ?
H19A C19 H19B 109.5 . . ?
H19A C19 H19C 109.5 . . ?
H19B C19 H19C 109.5 . . ?
C18 C20 H20A 109.5 . . ?
C18 C20 H20B 109.5 . . ?
C18 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
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
C1 C2 C3 C4 -1.2(3) . . . . ?
C1 C2 C3 C15 69.9(3) . . . . ?
C1 C6 O2 C14 82.8(2) . . . . ?
C1 C6 C7 C8 -66.3(3) . . . . ?
O1 C1 C2 C3 -140.9(3) . . . . ?
O1 C1 C6 C5 111.1(3) . . . . ?
O1 C1 C6 O2 -136.8(2) . . . . ?
O1 C1 C6 C7 -12.7(3) . . . . ?
C2 C1 C6 C5 -65.4(3) . . . . ?
C2 C1 C6 O2 46.6(3) . . . . ?
C2 C1 C6 C7 170.7(2) . . . . ?
C2 C3 C4 C5 -1.2(4) . . . . ?
C2 C3 C4 C15 112.5(3) . . . . ?
C2 C3 C15 C4 -107.7(3) . . . . ?
C2 C3 C15 C16 145.3(3) . . . . ?
C2 C3 C15 C17 2.8(4) . . . . ?
C3 C4 C5 C6 -30.0(3) . . . . ?
C3 C4 C15 C16 106.8(3) . . . . ?
C3 C4 C15 C17 -109.1(3) . . . . ?
C4 C3 C15 C16 -107.1(3) . . . . ?
C4 C3 C15 C17 110.5(3) . . . . ?
C4 C5 C6 C1 60.5(3) . . . . ?
C4 C5 C6 O2 -54.0(3) . . . . ?
C4 C5 C6 C7 -175.1(2) . . . . ?
C5 C4 C15 C3 106.5(3) . . . . ?
C5 C4 C15 C16 -146.7(2) . . . . ?
C5 C4 C15 C17 -2.6(4) . . . . ?
C5 C6 O2 C14 -165.2(2) . . . . ?
C5 C6 C7 C8 174.1(2) . . . . ?
C6 C1 C2 C3 35.7(3) . . . . ?
C6 O2 C14 C9 15.1(3) . . . . ?
C6 O2 C14 C13 -166.3(2) . . . . ?
C6 C7 C8 C9 -41.0(3) . . . . ?
O2 C6 C7 C8 56.5(3) . . . . ?
C7 C6 O2 C14 -42.9(3) . . . . ?
C7 C8 C9 C10 -164.6(2) . . . . ?
C7 C8 C9 C14 13.8(4) . . . . ?
C8 C9 C10 C11 179.4(2) . . . . ?
C8 C9 C14 O2 0.2(4) . . . . ?
C8 C9 C14 C13 -178.2(2) . . . . ?
C9 C10 C11 C12 -1.3(3) . . . . ?
C9 C10 C11 C18 -72.4(3) . . . . ?
C10 C9 C14 O2 178.5(2) . . . . ?
C10 C9 C14 C13 0.1(4) . . . . ?
C10 C11 C12 C13 0.6(4) . . . . ?
C10 C11 C12 C18 -111.1(3) . . . . ?
C10 C11 C18 C12 109.0(3) . . . . ?
C10 C11 C18 C19 -143.6(3) . . . . ?
C10 C11 C18 C20 -0.4(4) . . . . ?
C11 C12 C13 C14 0.4(3) . . . . ?
C11 C12 C18 C19 -107.0(3) . . . . ?
C11 C12 C18 C20 109.0(3) . . . . ?
C12 C11 C18 C19 107.5(3) . . . . ?
C12 C11 C18 C20 -109.3(3) . . . . ?
C12 C13 C14 O2 -179.4(2) . . . . ?
C12 C13 C14 C9 -0.8(4) . . . . ?
C13 C12 C18 C11 -108.1(3) . . . . ?
C13 C12 C18 C19 144.9(3) . . . . ?
C13 C12 C18 C20 0.9(4) . . . . ?
C14 C9 C10 C11 1.0(4) . . . . ?
C15 C3 C4 C5 -113.7(3) . . . . ?
C15 C4 C5 C6 -100.9(3) . . . . ?
C18 C11 C12 C13 111.8(3) . . . . ?
C18 C12 C13 C14 71.2(3) . . . . ?
_shelx_res_file
;
TITL CYPSPO in P2(1)2(1)2(1)
cypspo.res
created by SHELXL-2017/1 at 16:55:09 on 22-Aug-2017
REM EXTI 0.000000
CELL 0.71073 6.2525 10.9938 24.7172 90 90 90
ZERR 4 0.0006 0.001 0.0022 0 0 0
LATT -1
SYMM 0.5-X,-Y,0.5+Z
SYMM -X,0.5+Y,0.5-Z
SYMM 0.5+X,0.5-Y,-Z
SFAC C H O
UNIT 80 112 8
L.S. 12
PLAN 20
TEMP -123(2)
BOND $H
CONF
WPDB -1
HTAB
BOND
fmap 2
acta 55
REM
REM
REM
WGHT 0.052600 0.348100
FVAR 0.21087
C1 1 0.580464 0.783769 0.806101 11.00000 0.02682 0.02209 =
0.01903 -0.00645 0.00263 -0.00255
O1 3 0.458067 0.714737 0.828436 11.00000 0.02928 0.03030 =
0.03943 0.00108 0.00618 -0.00638
C2 1 0.507440 0.896693 0.776594 11.00000 0.02517 0.02476 =
0.02863 -0.00353 0.00180 0.00254
AFIX 23
H2A 2 0.523470 0.967387 0.801070 11.00000 -1.20000
H2B 2 0.353441 0.888242 0.768075 11.00000 -1.20000
AFIX 0
C3 1 0.628528 0.922937 0.724211 11.00000 0.03250 0.02135 =
0.02384 0.00003 0.00045 -0.00241
AFIX 13
H3 2 0.654681 1.011117 0.716810 11.00000 -1.20000
AFIX 0
C4 1 0.808729 0.838569 0.707029 11.00000 0.02692 0.02985 =
0.02194 -0.00495 0.00353 -0.00441
AFIX 13
H4 2 0.934003 0.880317 0.690064 11.00000 -1.20000
AFIX 0
C5 1 0.865946 0.731632 0.743323 11.00000 0.02525 0.03010 =
0.02560 -0.00760 0.00176 0.00327
AFIX 23
H5A 2 1.019413 0.712033 0.738724 11.00000 -1.20000
H5B 2 0.782064 0.659560 0.732081 11.00000 -1.20000
AFIX 0
C6 1 0.821615 0.758332 0.802957 11.00000 0.02339 0.02045 =
0.02533 -0.00243 0.00149 -0.00091
O2 3 0.934637 0.869764 0.814198 11.00000 0.02707 0.02524 =
0.02081 0.00136 -0.00019 -0.00597
C7 1 0.895215 0.656993 0.839950 11.00000 0.03028 0.01941 =
0.03648 0.00195 -0.00151 0.00069
AFIX 23
H7A 2 1.047252 0.638393 0.832422 11.00000 -1.20000
H7B 2 0.810506 0.582810 0.832439 11.00000 -1.20000
AFIX 0
C8 1 0.870278 0.691443 0.899359 11.00000 0.03705 0.02375 =
0.03104 0.00782 -0.00182 -0.00281
AFIX 23
H8A 2 0.719378 0.680263 0.910424 11.00000 -1.20000
H8B 2 0.959920 0.637078 0.921839 11.00000 -1.20000
AFIX 0
C9 1 0.935573 0.821813 0.908886 11.00000 0.01841 0.02568 =
0.02672 0.00240 -0.00116 -0.00049
C10 1 0.973549 0.857992 0.966662 11.00000 0.02200 0.03278 =
0.02324 0.00665 0.00200 -0.00034
AFIX 23
H10A 2 1.085065 0.803879 0.981802 11.00000 -1.20000
H10B 2 0.840336 0.842958 0.987254 11.00000 -1.20000
AFIX 0
C11 1 1.041243 0.988251 0.976394 11.00000 0.02611 0.03306 =
0.02193 -0.00456 -0.00086 0.00541
AFIX 13
H11 2 0.978688 1.026622 1.009487 11.00000 -1.20000
AFIX 0
C12 1 1.072082 1.073958 0.928959 11.00000 0.02737 0.02265 =
0.02947 -0.00432 -0.00293 0.00544
AFIX 13
H12 2 1.026693 1.159830 0.935753 11.00000 -1.20000
AFIX 0
C13 1 1.032575 1.028719 0.872150 11.00000 0.02491 0.02274 =
0.02315 0.00396 -0.00136 0.00191
AFIX 23
H13A 2 0.921716 1.080541 0.855221 11.00000 -1.20000
H13B 2 1.165757 1.038724 0.850949 11.00000 -1.20000
AFIX 0
C14 1 0.962706 0.898813 0.868312 11.00000 0.01622 0.02292 =
0.02312 -0.00056 0.00005 0.00059
C15 1 0.603922 0.844664 0.674317 11.00000 0.02971 0.02654 =
0.02475 -0.00199 -0.00016 -0.00044
C16 1 0.615689 0.909259 0.620363 11.00000 0.04768 0.03958 =
0.02663 -0.00044 -0.00132 -0.00372
AFIX 137
H16A 2 0.473892 0.940594 0.610815 11.00000 -1.50000
H16B 2 0.663678 0.852040 0.592490 11.00000 -1.50000
H16C 2 0.717119 0.976991 0.622830 11.00000 -1.50000
AFIX 0
C17 1 0.447523 0.739561 0.674497 11.00000 0.03073 0.02930 =
0.03334 -0.00676 -0.00318 -0.00029
AFIX 137
H17A 2 0.304955 0.769170 0.664601 11.00000 -1.50000
H17B 2 0.442454 0.703389 0.710712 11.00000 -1.50000
H17C 2 0.493909 0.678081 0.648295 11.00000 -1.50000
AFIX 0
C18 1 1.262517 1.032132 0.961736 11.00000 0.02866 0.02479 =
0.02497 0.00105 -0.00488 -0.00059
C19 1 1.364184 1.123945 0.999169 11.00000 0.04995 0.03858 =
0.03585 -0.00157 -0.01247 -0.00451
AFIX 137
H19A 2 1.433668 1.081465 1.029270 11.00000 -1.50000
H19B 2 1.253892 1.178690 1.013337 11.00000 -1.50000
H19C 2 1.470989 1.171284 0.979201 11.00000 -1.50000
AFIX 0
C20 1 1.419859 0.944411 0.937203 11.00000 0.02141 0.03372 =
0.03614 0.00369 -0.00072 -0.00041
AFIX 137
H20A 2 1.490279 0.898136 0.966030 11.00000 -1.50000
H20B 2 1.527493 0.989652 0.916568 11.00000 -1.50000
H20C 2 1.344248 0.888333 0.913036 11.00000 -1.50000
AFIX 0
HKLF 4
REM CYPSPO in P2(1)2(1)2(1)
REM R1 = 0.0553 for 3681 Fo > 4sig(Fo) and 0.0590 for all 3900 data
REM 203 parameters refined using 0 restraints
END
WGHT 0.0526 0.3482
REM No hydrogen bonds found for HTAB generation
REM Highest difference peak 0.275, deepest hole -0.207, 1-sigma level 0.045
Q1 1 1.0454 1.0364 0.9033 11.00000 0.05 0.27
Q2 1 0.9661 0.8408 0.9362 11.00000 0.05 0.27
Q3 1 0.8787 0.8083 0.8098 11.00000 0.05 0.27
Q4 1 1.0332 0.8545 0.8933 11.00000 0.05 0.27
Q5 1 0.5782 0.8994 0.6940 11.00000 0.05 0.26
Q6 1 0.8604 0.7018 0.8177 11.00000 0.05 0.26
Q7 1 0.5188 0.7968 0.6792 11.00000 0.05 0.24
Q8 1 0.9443 0.9707 0.8730 11.00000 0.05 0.24
Q9 1 0.8290 0.7109 0.8298 11.00000 0.05 0.24
Q10 1 1.0530 0.9525 0.8721 11.00000 0.05 0.23
Q11 1 0.7087 0.7709 0.8109 11.00000 0.05 0.23
Q12 1 1.2001 1.0691 0.9359 11.00000 0.05 0.22
Q13 1 0.9370 0.7526 0.9029 11.00000 0.05 0.22
Q14 1 0.8825 0.8717 0.8938 11.00000 0.05 0.22
Q15 1 0.8629 0.7604 0.9068 11.00000 0.05 0.22
Q16 1 0.8347 0.7366 0.7755 11.00000 0.05 0.22
Q17 1 0.9962 1.0221 0.9471 11.00000 0.05 0.21
Q18 1 1.0613 0.9162 0.9693 11.00000 0.05 0.21
Q19 1 1.3067 0.9782 0.9394 11.00000 0.05 0.21
Q20 1 0.9283 0.9218 0.9732 11.00000 0.05 0.20
;
_shelx_res_checksum 77758
_olex2_date_sample_data_collection 2009-06-11
_olex2_date_sample_submission 2009-06-08
_olex2_submission_special_instructions 'No special instructions were received'