# Electronic Supplementary Material (ESI) for New Journal of Chemistry.
# This journal is © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 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.
#
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data_sbc8
_database_code_depnum_ccdc_archive 'CCDC 1522198'
_audit_update_record
;
2016-12-12 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;
_audit_creation_date 2016-12-12
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C23 H28 N O4'
_chemical_formula_sum 'C23 H28 N O4'
_chemical_formula_weight 382.46
_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'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 21/c'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'
_cell_length_a 11.1904(16)
_cell_length_b 13.7744(17)
_cell_length_c 14.105(2)
_cell_angle_alpha 90
_cell_angle_beta 102.815(6)
_cell_angle_gamma 90
_cell_volume 2120.0(5)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3200
_cell_measurement_temperature 293
_cell_measurement_theta_max 25.0
_cell_measurement_theta_min 1.9
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.081
_exptl_absorpt_correction_T_max 0.984
_exptl_absorpt_correction_T_min 0.984
_exptl_absorpt_correction_type Multi-scan
_exptl_absorpt_process_details ?
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_colour_modifier ?
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.198
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 820
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.2
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0614
_diffrn_reflns_av_unetI/netI 0.0831
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -13
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 11343
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_theta_full 25.032
_diffrn_reflns_theta_max 25.032
_diffrn_reflns_theta_min 1.866
_diffrn_ambient_temperature 293
_diffrn_detector CCD
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details
;
scan:
Number of images: 629
Slice: -69.0000 - 119.7000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 54.0000
Phi: 240.0000
XTD: 49.8600
2theta: 29.8900
scan:
Number of images: 533
Slice: -69.0000 - 90.9000
Image width: 0.3000
Exp time: 10.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 54.0000
Phi: 0.0000
XTD: 49.8600
2theta: 29.8900
;
_diffrn_measurement_device
;
XtaLABmini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type
;
Rigaku Mercury375R (2x2 bin mode)
;
_diffrn_measurement_method 'profile data from \w-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type d*Trek
_diffrn_orient_matrix_UB_11 -0.009753
_diffrn_orient_matrix_UB_12 -0.083149
_diffrn_orient_matrix_UB_13 -0.037281
_diffrn_orient_matrix_UB_21 0.062434
_diffrn_orient_matrix_UB_22 0.008811
_diffrn_orient_matrix_UB_23 -0.035985
_diffrn_orient_matrix_UB_31 0.033668
_diffrn_orient_matrix_UB_32 -0.043174
_diffrn_orient_matrix_UB_33 0.047842
_diffrn_radiation_monochromator 'Graphite Monochromator'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71075
_diffrn_source 'Sealed Tube'
_diffrn_source_current 12.0
_diffrn_source_power 0.6
_diffrn_source_voltage 50.0
_diffrn_special_details
;
?
;
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2193
_reflns_number_total 3748
_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
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_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 ?
_refine_diff_density_max 0.314
_refine_diff_density_min -0.416
_refine_diff_density_rms 0.105
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.071
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 255
_refine_ls_number_reflns 3737
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1220
_refine_ls_R_factor_gt 0.0756
_refine_ls_restrained_S_all 1.071
_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^)+(0.1297P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1928
_refine_ls_wR_factor_ref 0.2453
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C00L(H00K,H00L), C00M(H00M,H00N), C00N(H00O,H00P), C00O(H00Q,H00R), C00P(H00S,
H00T), C00Q(H00U,H00V), C00R(H00W,H00X)
2.b Aromatic/amide H refined with riding coordinates:
N004(H004), C00D(H00D), C00E(H00E), C00F(H00F), C00G(H00G), C00H(H00H),
C00I(H00I), C00J(H00J)
2.c Idealised Me refined as rotating group:
C00K(H00A,H00B,H00C), C00S(H00Y,H,HA)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O001 O 0.27702(19) 0.59723(14) 0.39253(15) 0.0654(6) Uani 1 1 d . . . . .
O002 O 0.16742(19) 0.23991(14) -0.31309(14) 0.0663(7) Uani 1 1 d . . . . .
O003 O 0.1782(2) 0.41546(13) 0.09853(14) 0.0670(7) Uani 1 1 d . . . . .
N004 N 0.13268(19) 0.50868(15) -0.06134(15) 0.0486(6) Uani 1 1 d . . . . .
H004 H 0.1427 0.4552 -0.0291 0.058 Uiso 1 1 calc R . . . .
O005 O 0.0109(2) 0.28368(16) -0.42985(16) 0.0837(8) Uani 1 1 d . . . . .
C006 C 0.1062(2) 0.40431(17) -0.20029(19) 0.0430(6) Uani 1 1 d . . . . .
C007 C 0.1052(2) 0.49844(18) -0.16303(19) 0.0447(7) Uani 1 1 d . . . . .
C008 C 0.0799(2) 0.39441(18) -0.30141(19) 0.0459(7) Uani 1 1 d . . . . .
C009 C 0.1765(2) 0.58656(17) 0.09263(19) 0.0470(7) Uani 1 1 d . . . . .
C00A C 0.1941(3) 0.49676(19) 0.1455(2) 0.0508(7) Uani 1 1 d . . . . .
C00B C 0.0821(3) 0.3000(2) -0.3539(2) 0.0545(7) Uani 1 1 d . . . . .
C00C C 0.2432(3) 0.5873(2) 0.2950(2) 0.0532(7) Uani 1 1 d . . . . .
C00D C 0.1453(2) 0.58786(18) -0.0085(2) 0.0506(7) Uani 1 1 d . . . . .
H00D H 0.1328 0.6475 -0.0401 0.061 Uiso 1 1 calc R . . . .
C00E C 0.0780(3) 0.57908(18) -0.2232(2) 0.0529(7) Uani 1 1 d . . . . .
H00E H 0.0782 0.6408 -0.1965 0.063 Uiso 1 1 calc R . . . .
C00F C 0.2248(3) 0.6759(2) 0.2431(2) 0.0582(8) Uani 1 1 d . . . . .
H00F H 0.2350 0.7346 0.2764 0.070 Uiso 1 1 calc R . . . .
C00G C 0.2287(3) 0.5004(2) 0.24702(19) 0.0536(7) Uani 1 1 d . . . . .
H00G H 0.2420 0.4429 0.2823 0.064 Uiso 1 1 calc R . . . .
C00H C 0.0510(3) 0.4762(2) -0.3606(2) 0.0560(8) Uani 1 1 d . . . . .
H00H H 0.0315 0.4684 -0.4278 0.067 Uiso 1 1 calc R . . . .
C00I C 0.1925(3) 0.6750(2) 0.1455(2) 0.0548(8) Uani 1 1 d . . . . .
H00I H 0.1803 0.7336 0.1119 0.066 Uiso 1 1 calc R . . . .
C00J C 0.0508(3) 0.56704(19) -0.3223(2) 0.0563(8) Uani 1 1 d . . . . .
H00J H 0.0322 0.6206 -0.3631 0.068 Uiso 1 1 calc R . . . .
C00K C 0.1315(3) 0.31962(18) -0.13189(19) 0.0542(7) Uani 1 1 d . . . . .
H00A H 0.2161 0.3202 -0.0985 0.081 Uiso 1 1 calc GR . . . .
H00B H 0.1137 0.2603 -0.1680 0.081 Uiso 1 1 calc GR . . . .
H00C H 0.0807 0.3241 -0.0854 0.081 Uiso 1 1 calc GR . . . .
C00L C 0.3015(3) 0.5102(2) 0.4504(2) 0.0645(8) Uani 1 1 d . . . . .
H00K H 0.3653 0.4728 0.4308 0.077 Uiso 1 1 calc R . . . .
H00L H 0.2281 0.4705 0.4407 0.077 Uiso 1 1 calc R . . . .
C00M C 0.3412(3) 0.5378(2) 0.5547(2) 0.0666(9) Uani 1 1 d . . . . .
H00M H 0.2746 0.5710 0.5750 0.080 Uiso 1 1 calc R . . . .
H00N H 0.4100 0.5821 0.5628 0.080 Uiso 1 1 calc R . . . .
C00N C 0.3780(3) 0.4495(2) 0.6181(2) 0.0679(9) Uani 1 1 d . . . . .
H00O H 0.4479 0.4192 0.5998 0.081 Uiso 1 1 calc R . . . .
H00P H 0.3110 0.4032 0.6051 0.081 Uiso 1 1 calc R . . . .
C00O C 0.4454(3) 0.3799(3) 0.7874(2) 0.0723(9) Uani 1 1 d . . . . .
H00Q H 0.3789 0.3334 0.7706 0.087 Uiso 1 1 calc R . . . .
H00R H 0.5170 0.3510 0.7706 0.087 Uiso 1 1 calc R . . . .
C00P C 0.4109(3) 0.4704(2) 0.7262(2) 0.0677(9) Uani 1 1 d . . . . .
H00S H 0.3416 0.5013 0.7448 0.081 Uiso 1 1 calc R . . . .
H00T H 0.4790 0.5156 0.7398 0.081 Uiso 1 1 calc R . . . .
C00Q C 0.4724(3) 0.3965(2) 0.8953(2) 0.0708(9) Uani 1 1 d . . . . .
H00U H 0.4016 0.4268 0.9121 0.085 Uiso 1 1 calc R . . . .
H00V H 0.5405 0.4414 0.9126 0.085 Uiso 1 1 calc R . . . .
C00R C 0.5032(3) 0.3051(3) 0.9548(3) 0.0828(11) Uani 1 1 d . . . . .
H00W H 0.5771 0.2769 0.9412 0.099 Uiso 1 1 calc R . . . .
H00X H 0.4374 0.2586 0.9348 0.099 Uiso 1 1 calc R . . . .
C00S C 0.5226(4) 0.3219(3) 1.0633(3) 0.1170(16) Uani 1 1 d . . . . .
H00Y H 0.4496 0.3493 1.0775 0.175 Uiso 1 1 calc GR . . . .
H H 0.5898 0.3659 1.0842 0.175 Uiso 1 1 calc GR . . . .
HA H 0.5405 0.2613 1.0969 0.175 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
O001 0.0768(14) 0.0621(14) 0.0539(13) -0.0070(10) 0.0074(10) 0.0008(10)
O002 0.0864(15) 0.0464(12) 0.0599(13) -0.0054(9) 0.0032(11) 0.0104(10)
O003 0.1073(18) 0.0391(12) 0.0557(13) -0.0026(9) 0.0205(11) -0.0060(10)
N004 0.0619(15) 0.0348(12) 0.0514(14) 0.0009(10) 0.0173(11) 0.0002(10)
O005 0.1021(18) 0.0656(15) 0.0685(15) -0.0185(11) -0.0135(13) 0.0034(12)
C006 0.0461(15) 0.0346(14) 0.0493(16) 0.0037(11) 0.0126(11) -0.0018(11)
C007 0.0472(16) 0.0390(15) 0.0506(16) 0.0018(11) 0.0165(12) -0.0014(11)
C008 0.0493(15) 0.0391(15) 0.0505(16) 0.0007(11) 0.0138(12) -0.0009(12)
C009 0.0516(16) 0.0377(15) 0.0525(17) -0.0045(11) 0.0130(12) -0.0002(11)
C00A 0.0580(17) 0.0414(16) 0.0558(17) -0.0050(12) 0.0190(13) -0.0040(12)
C00B 0.0720(19) 0.0431(16) 0.0495(17) -0.0038(13) 0.0157(14) -0.0058(14)
C00C 0.0482(16) 0.0567(19) 0.0540(17) -0.0064(13) 0.0094(12) -0.0010(13)
C00D 0.0536(17) 0.0388(15) 0.0609(18) 0.0015(12) 0.0162(13) 0.0025(12)
C00E 0.0650(19) 0.0342(15) 0.0628(19) 0.0047(12) 0.0211(14) 0.0008(12)
C00F 0.0627(19) 0.0433(17) 0.066(2) -0.0086(13) 0.0080(14) 0.0008(13)
C00G 0.0610(18) 0.0467(17) 0.0524(17) 0.0012(13) 0.0106(13) -0.0033(13)
C00H 0.070(2) 0.0496(17) 0.0488(17) 0.0076(13) 0.0133(14) 0.0034(14)
C00I 0.0600(18) 0.0402(16) 0.0633(19) -0.0036(13) 0.0121(14) 0.0015(13)
C00J 0.073(2) 0.0401(16) 0.0583(18) 0.0121(13) 0.0193(14) 0.0030(13)
C00K 0.075(2) 0.0384(15) 0.0508(17) 0.0020(12) 0.0167(14) -0.0001(13)
C00L 0.066(2) 0.070(2) 0.0574(19) 0.0019(16) 0.0133(15) -0.0049(16)
C00M 0.065(2) 0.078(2) 0.0566(19) -0.0079(16) 0.0139(14) -0.0026(16)
C00N 0.067(2) 0.077(2) 0.059(2) 0.0018(16) 0.0120(15) -0.0018(17)
C00O 0.064(2) 0.080(2) 0.072(2) 0.0003(18) 0.0120(16) 0.0051(17)
C00P 0.065(2) 0.074(2) 0.061(2) 0.0034(16) 0.0070(15) -0.0037(16)
C00Q 0.066(2) 0.070(2) 0.073(2) 0.0113(16) 0.0060(16) 0.0029(16)
C00R 0.083(3) 0.075(2) 0.086(3) 0.0108(19) 0.0111(19) 0.0098(18)
C00S 0.160(4) 0.096(3) 0.082(3) 0.033(2) -0.002(3) 0.015(3)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O001 C00C 1.350(3) . ?
O001 C00L 1.442(3) . ?
O002 C00B 1.298(3) . ?
O003 C00A 1.293(3) . ?
N004 H004 0.8600 . ?
N004 C007 1.406(3) . ?
N004 C00D 1.311(3) . ?
O005 C00B 1.205(3) . ?
C006 C007 1.400(3) . ?
C006 C008 1.398(4) . ?
C006 C00K 1.500(3) . ?
C007 C00E 1.390(3) . ?
C008 C00B 1.499(4) . ?
C008 C00H 1.396(4) . ?
C009 C00A 1.435(4) . ?
C009 C00D 1.392(4) . ?
C009 C00I 1.419(4) . ?
C00A C00G 1.399(4) . ?
C00C C00F 1.414(4) . ?
C00C C00G 1.368(4) . ?
C00D H00D 0.9300 . ?
C00E H00E 0.9300 . ?
C00E C00J 1.373(4) . ?
C00F H00F 0.9300 . ?
C00F C00I 1.344(4) . ?
C00G H00G 0.9300 . ?
C00H H00H 0.9300 . ?
C00H C00J 1.364(4) . ?
C00I H00I 0.9300 . ?
C00J H00J 0.9300 . ?
C00K H00A 0.9600 . ?
C00K H00B 0.9600 . ?
C00K H00C 0.9600 . ?
C00L H00K 0.9700 . ?
C00L H00L 0.9700 . ?
C00L C00M 1.489(4) . ?
C00M H00M 0.9700 . ?
C00M H00N 0.9700 . ?
C00M C00N 1.511(4) . ?
C00N H00O 0.9700 . ?
C00N H00P 0.9700 . ?
C00N C00P 1.516(4) . ?
C00O H00Q 0.9700 . ?
C00O H00R 0.9700 . ?
C00O C00P 1.516(4) . ?
C00O C00Q 1.503(4) . ?
C00P H00S 0.9700 . ?
C00P H00T 0.9700 . ?
C00Q H00U 0.9700 . ?
C00Q H00V 0.9700 . ?
C00Q C00R 1.510(4) . ?
C00R H00W 0.9700 . ?
C00R H00X 0.9700 . ?
C00R C00S 1.515(5) . ?
C00S H00Y 0.9600 . ?
C00S H 0.9600 . ?
C00S HA 0.9600 . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00C O001 C00L 117.9(2) . . ?
C007 N004 H004 115.3 . . ?
C00D N004 H004 115.3 . . ?
C00D N004 C007 129.4(2) . . ?
C007 C006 C00K 119.7(2) . . ?
C008 C006 C007 117.1(2) . . ?
C008 C006 C00K 123.2(2) . . ?
C006 C007 N004 117.2(2) . . ?
C00E C007 N004 120.8(2) . . ?
C00E C007 C006 122.0(2) . . ?
C006 C008 C00B 124.5(2) . . ?
C00H C008 C006 120.0(2) . . ?
C00H C008 C00B 115.5(2) . . ?
C00D C009 C00A 121.2(2) . . ?
C00D C009 C00I 120.1(2) . . ?
C00I C009 C00A 118.7(3) . . ?
O003 C00A C009 119.6(3) . . ?
O003 C00A C00G 122.0(3) . . ?
C00G C00A C009 118.4(2) . . ?
O002 C00B C008 115.1(2) . . ?
O005 C00B O002 123.5(3) . . ?
O005 C00B C008 121.4(3) . . ?
O001 C00C C00F 114.6(2) . . ?
O001 C00C C00G 124.6(3) . . ?
C00G C00C C00F 120.7(3) . . ?
N004 C00D C009 122.9(2) . . ?
N004 C00D H00D 118.6 . . ?
C009 C00D H00D 118.6 . . ?
C007 C00E H00E 120.2 . . ?
C00J C00E C007 119.6(2) . . ?
C00J C00E H00E 120.2 . . ?
C00C C00F H00F 120.1 . . ?
C00I C00F C00C 119.9(3) . . ?
C00I C00F H00F 120.1 . . ?
C00A C00G H00G 119.6 . . ?
C00C C00G C00A 120.9(3) . . ?
C00C C00G H00G 119.6 . . ?
C008 C00H H00H 119.2 . . ?
C00J C00H C008 121.6(3) . . ?
C00J C00H H00H 119.2 . . ?
C009 C00I H00I 119.3 . . ?
C00F C00I C009 121.3(3) . . ?
C00F C00I H00I 119.3 . . ?
C00E C00J H00J 120.2 . . ?
C00H C00J C00E 119.7(2) . . ?
C00H C00J H00J 120.2 . . ?
C006 C00K H00A 109.5 . . ?
C006 C00K H00B 109.5 . . ?
C006 C00K H00C 109.5 . . ?
H00A C00K H00B 109.5 . . ?
H00A C00K H00C 109.5 . . ?
H00B C00K H00C 109.5 . . ?
O001 C00L H00K 109.9 . . ?
O001 C00L H00L 109.9 . . ?
O001 C00L C00M 109.0(3) . . ?
H00K C00L H00L 108.3 . . ?
C00M C00L H00K 109.9 . . ?
C00M C00L H00L 109.9 . . ?
C00L C00M H00M 109.4 . . ?
C00L C00M H00N 109.4 . . ?
C00L C00M C00N 111.2(3) . . ?
H00M C00M H00N 108.0 . . ?
C00N C00M H00M 109.4 . . ?
C00N C00M H00N 109.4 . . ?
C00M C00N H00O 108.6 . . ?
C00M C00N H00P 108.6 . . ?
C00M C00N C00P 114.6(3) . . ?
H00O C00N H00P 107.6 . . ?
C00P C00N H00O 108.6 . . ?
C00P C00N H00P 108.6 . . ?
H00Q C00O H00R 107.5 . . ?
C00P C00O H00Q 108.6 . . ?
C00P C00O H00R 108.6 . . ?
C00Q C00O H00Q 108.6 . . ?
C00Q C00O H00R 108.6 . . ?
C00Q C00O C00P 114.8(3) . . ?
C00N C00P C00O 113.0(3) . . ?
C00N C00P H00S 109.0 . . ?
C00N C00P H00T 109.0 . . ?
C00O C00P H00S 109.0 . . ?
C00O C00P H00T 109.0 . . ?
H00S C00P H00T 107.8 . . ?
C00O C00Q H00U 108.8 . . ?
C00O C00Q H00V 108.8 . . ?
C00O C00Q C00R 113.9(3) . . ?
H00U C00Q H00V 107.7 . . ?
C00R C00Q H00U 108.8 . . ?
C00R C00Q H00V 108.8 . . ?
C00Q C00R H00W 108.9 . . ?
C00Q C00R H00X 108.9 . . ?
C00Q C00R C00S 113.4(3) . . ?
H00W C00R H00X 107.7 . . ?
C00S C00R H00W 108.9 . . ?
C00S C00R H00X 108.9 . . ?
C00R C00S H00Y 109.5 . . ?
C00R C00S H 109.5 . . ?
C00R C00S HA 109.5 . . ?
H00Y C00S H 109.5 . . ?
H00Y C00S HA 109.5 . . ?
H C00S HA 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
O001 C00C C00F C00I 179.1(3) . . . . ?
O001 C00C C00G C00A -179.6(3) . . . . ?
O001 C00L C00M C00N -175.4(3) . . . . ?
O003 C00A C00G C00C -179.1(3) . . . . ?
N004 C007 C00E C00J -179.6(2) . . . . ?
C006 C007 C00E C00J 0.2(4) . . . . ?
C006 C008 C00B O002 -36.6(4) . . . . ?
C006 C008 C00B O005 145.2(3) . . . . ?
C006 C008 C00H C00J 1.7(4) . . . . ?
C007 N004 C00D C009 -178.0(2) . . . . ?
C007 C006 C008 C00B 177.3(2) . . . . ?
C007 C006 C008 C00H -1.6(4) . . . . ?
C007 C00E C00J C00H -0.2(4) . . . . ?
C008 C006 C007 N004 -179.5(2) . . . . ?
C008 C006 C007 C00E 0.7(4) . . . . ?
C008 C00H C00J C00E -0.8(4) . . . . ?
C009 C00A C00G C00C 1.2(4) . . . . ?
C00A C009 C00D N004 -1.5(4) . . . . ?
C00A C009 C00I C00F 0.8(4) . . . . ?
C00B C008 C00H C00J -177.3(3) . . . . ?
C00C O001 C00L C00M 178.0(2) . . . . ?
C00C C00F C00I C009 -0.2(5) . . . . ?
C00D N004 C007 C006 175.3(3) . . . . ?
C00D N004 C007 C00E -4.8(4) . . . . ?
C00D C009 C00A O003 -1.4(4) . . . . ?
C00D C009 C00A C00G 178.3(2) . . . . ?
C00D C009 C00I C00F -178.8(3) . . . . ?
C00F C00C C00G C00A -0.7(4) . . . . ?
C00G C00C C00F C00I 0.1(5) . . . . ?
C00H C008 C00B O002 142.3(3) . . . . ?
C00H C008 C00B O005 -35.8(4) . . . . ?
C00I C009 C00A O003 179.0(3) . . . . ?
C00I C009 C00A C00G -1.3(4) . . . . ?
C00I C009 C00D N004 178.0(3) . . . . ?
C00K C006 C007 N004 2.2(4) . . . . ?
C00K C006 C007 C00E -177.6(2) . . . . ?
C00K C006 C008 C00B -4.5(4) . . . . ?
C00K C006 C008 C00H 176.6(3) . . . . ?
C00L O001 C00C C00F -178.0(2) . . . . ?
C00L O001 C00C C00G 1.0(4) . . . . ?
C00L C00M C00N C00P -175.7(3) . . . . ?
C00M C00N C00P C00O 179.1(3) . . . . ?
C00O C00Q C00R C00S -176.5(3) . . . . ?
C00P C00O C00Q C00R 178.5(3) . . . . ?
C00Q C00O C00P C00N -177.0(3) . . . . ?
_shelx_res_file
;
sbc8.2.res created by SHELXL-2014/7
TITL sbc8.2_a.res in P2(1)/c
REM Old TITL SBC8.2 in P21/c #14
REM SHELXT solution in P2(1)/c
REM R1 0.230, Rweak 0.107, Alpha 0.029, Orientation as input
REM Formula found by SHELXT: C23 N O4
CELL 0.71075 11.1904 13.7744 14.105 90 102.815 90
ZERR 4 0.0016 0.0017 0.0022 0 0.006 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H N O
UNIT 100 116 8 20
L.S. 10
PLAN 20
BOND $H
LIST 6
MORE -1
CONF
fmap 2
acta
REM
REM
REM
WGHT 0.129700
FVAR 0.29074
O001 4 0.277018 0.597229 0.392532 11.00000 0.07679 0.06213 =
0.05393 -0.00698 0.00739 0.00080
O002 4 0.167421 0.239911 -0.313094 11.00000 0.08636 0.04642 =
0.05993 -0.00538 0.00318 0.01042
O003 4 0.178242 0.415455 0.098535 11.00000 0.10726 0.03907 =
0.05573 -0.00263 0.02053 -0.00604
N004 3 0.132679 0.508675 -0.061339 11.00000 0.06189 0.03481 =
0.05138 0.00092 0.01727 0.00018
AFIX 43
H004 2 0.142677 0.455197 -0.029081 11.00000 -1.20000
AFIX 0
O005 4 0.010913 0.283677 -0.429851 11.00000 0.10207 0.06558 =
0.06847 -0.01855 -0.01346 0.00345
C006 1 0.106232 0.404311 -0.200292 11.00000 0.04605 0.03460 =
0.04928 0.00371 0.01263 -0.00185
C007 1 0.105194 0.498444 -0.163029 11.00000 0.04723 0.03903 =
0.05058 0.00181 0.01646 -0.00141
C008 1 0.079901 0.394408 -0.301412 11.00000 0.04932 0.03915 =
0.05051 0.00071 0.01375 -0.00093
C009 1 0.176523 0.586559 0.092634 11.00000 0.05155 0.03774 =
0.05247 -0.00446 0.01304 -0.00023
C00A 1 0.194098 0.496762 0.145457 11.00000 0.05801 0.04143 =
0.05582 -0.00496 0.01904 -0.00404
C00B 1 0.082066 0.300010 -0.353944 11.00000 0.07196 0.04314 =
0.04953 -0.00381 0.01569 -0.00585
C00C 1 0.243191 0.587330 0.295034 11.00000 0.04816 0.05666 =
0.05400 -0.00641 0.00939 -0.00100
C00D 1 0.145283 0.587863 -0.008548 11.00000 0.05361 0.03879 =
0.06090 0.00153 0.01619 0.00250
AFIX 43
H00D 2 0.132814 0.647530 -0.040053 11.00000 -1.20000
AFIX 0
C00E 1 0.077981 0.579080 -0.223210 11.00000 0.06496 0.03417 =
0.06278 0.00466 0.02110 0.00082
AFIX 43
H00E 2 0.078212 0.640828 -0.196503 11.00000 -1.20000
AFIX 0
C00F 1 0.224778 0.675901 0.243102 11.00000 0.06267 0.04328 =
0.06582 -0.00862 0.00795 0.00076
AFIX 43
H00F 2 0.235009 0.734633 0.276446 11.00000 -1.20000
AFIX 0
C00G 1 0.228711 0.500380 0.247021 11.00000 0.06096 0.04668 =
0.05239 0.00125 0.01063 -0.00329
AFIX 43
H00G 2 0.242048 0.442879 0.282347 11.00000 -1.20000
AFIX 0
C00H 1 0.051010 0.476150 -0.360620 11.00000 0.06953 0.04961 =
0.04880 0.00759 0.01329 0.00335
AFIX 43
H00H 2 0.031471 0.468433 -0.427793 11.00000 -1.20000
AFIX 0
C00I 1 0.192462 0.675020 0.145459 11.00000 0.06000 0.04020 =
0.06331 -0.00364 0.01210 0.00146
AFIX 43
H00I 2 0.180309 0.733568 0.111859 11.00000 -1.20000
AFIX 0
C00J 1 0.050762 0.567043 -0.322289 11.00000 0.07285 0.04008 =
0.05831 0.01207 0.01933 0.00304
AFIX 43
H00J 2 0.032248 0.620588 -0.363070 11.00000 -1.20000
AFIX 0
C00K 1 0.131460 0.319624 -0.131891 11.00000 0.07479 0.03835 =
0.05077 0.00204 0.01669 -0.00011
AFIX 137
H00A 2 0.216120 0.320233 -0.098484 11.00000 -1.50000
H00B 2 0.113714 0.260305 -0.168001 11.00000 -1.50000
H00C 2 0.080690 0.324140 -0.085415 11.00000 -1.50000
AFIX 0
C00L 1 0.301475 0.510211 0.450382 11.00000 0.06581 0.07005 =
0.05744 0.00189 0.01335 -0.00486
AFIX 23
H00K 2 0.365324 0.472754 0.430771 11.00000 -1.20000
H00L 2 0.228140 0.470548 0.440709 11.00000 -1.20000
AFIX 0
C00M 1 0.341174 0.537751 0.554706 11.00000 0.06487 0.07841 =
0.05663 -0.00793 0.01394 -0.00265
AFIX 23
H00M 2 0.274641 0.571007 0.575020 11.00000 -1.20000
H00N 2 0.410004 0.582126 0.562801 11.00000 -1.20000
AFIX 0
C00N 1 0.378025 0.449490 0.618056 11.00000 0.06661 0.07723 =
0.05893 0.00179 0.01204 -0.00176
AFIX 23
H00O 2 0.447894 0.419212 0.599798 11.00000 -1.20000
H00P 2 0.311047 0.403203 0.605093 11.00000 -1.20000
AFIX 0
C00O 1 0.445379 0.379872 0.787353 11.00000 0.06357 0.07991 =
0.07207 0.00026 0.01200 0.00509
AFIX 23
H00Q 2 0.378856 0.333449 0.770583 11.00000 -1.20000
H00R 2 0.517025 0.351012 0.770583 11.00000 -1.20000
AFIX 0
C00P 1 0.410854 0.470393 0.726222 11.00000 0.06478 0.07413 =
0.06102 0.00339 0.00699 -0.00365
AFIX 23
H00S 2 0.341572 0.501293 0.744789 11.00000 -1.20000
H00T 2 0.478993 0.515590 0.739817 11.00000 -1.20000
AFIX 0
C00Q 1 0.472362 0.396507 0.895325 11.00000 0.06550 0.06994 =
0.07270 0.01135 0.00600 0.00293
AFIX 23
H00U 2 0.401590 0.426809 0.912131 11.00000 -1.20000
H00V 2 0.540514 0.441396 0.912603 11.00000 -1.20000
AFIX 0
C00R 1 0.503229 0.305104 0.954764 11.00000 0.08349 0.07530 =
0.08606 0.01079 0.01113 0.00977
AFIX 23
H00W 2 0.577102 0.276946 0.941170 11.00000 -1.20000
H00X 2 0.437361 0.258602 0.934770 11.00000 -1.20000
AFIX 0
C00S 1 0.522573 0.321934 1.063284 11.00000 0.15966 0.09608 =
0.08174 0.03346 -0.00202 0.01539
AFIX 137
H00Y 2 0.449605 0.349305 1.077489 11.00000 -1.50000
H 2 0.589828 0.365896 1.084188 11.00000 -1.50000
HA 2 0.540540 0.261263 1.096920 11.00000 -1.50000
AFIX 0
HKLF 4
REM sbc8.2_a.res in P2(1)/c
REM R1 = 0.0756 for 2193 Fo > 4sig(Fo) and 0.1220 for all 3737 data
REM 255 parameters refined using 0 restraints
END
WGHT 0.1297 0.0000
REM Highest difference peak 0.314, deepest hole -0.416, 1-sigma level 0.105
Q1 1 0.1838 0.1714 -0.3508 11.00000 0.05 0.31
Q2 1 0.5481 0.3104 1.0610 11.00000 0.05 0.31
Q3 1 0.5054 0.3645 0.5306 11.00000 0.05 0.26
Q4 1 0.4390 0.4444 0.3691 11.00000 0.05 0.25
Q5 1 0.5227 0.4186 0.6167 11.00000 0.05 0.25
Q6 1 0.4813 0.2221 0.9017 11.00000 0.05 0.25
Q7 1 0.4938 0.4868 0.5138 11.00000 0.05 0.25
Q8 1 0.5238 0.6077 0.5333 11.00000 0.05 0.24
Q9 1 0.1604 0.4985 0.4300 11.00000 0.05 0.24
Q10 1 0.4357 0.5600 0.4397 11.00000 0.05 0.24
Q11 1 0.4461 0.4964 0.4339 11.00000 0.05 0.24
Q12 1 0.4592 0.5470 0.4516 11.00000 0.05 0.23
Q13 1 0.5571 0.4025 1.1056 11.00000 0.05 0.23
Q14 1 0.4800 0.4884 0.6009 11.00000 0.05 0.23
Q15 1 0.2094 0.4263 0.5836 11.00000 0.05 0.23
Q16 1 0.4436 0.5887 0.5777 11.00000 0.05 0.22
Q17 1 0.3860 0.4827 0.6591 11.00000 0.05 0.22
Q18 1 0.5316 0.3588 0.6205 11.00000 0.05 0.22
Q19 1 0.2691 0.5095 0.7457 11.00000 0.05 0.22
Q20 1 0.2451 0.5538 0.7347 11.00000 0.05 0.21
;
_shelx_res_checksum 47151
_shelx_SHELXL_version_number 2014/7
_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_spc4f
_database_code_depnum_ccdc_archive 'CCDC 1520913'
_audit_update_record
;
2016-12-06 deposited with the CCDC.
2017-05-14 downloaded from the CCDC.
;
_audit_creation_date 2015-12-24
_audit_creation_method
;
Olex2 1.2
(compiled 2015.09.30 svn.r3233 for OlexSys, GUI svn.r5103)
;
_shelxl_version_number 2014/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C25 H24 F N O4'
_chemical_formula_sum 'C25 H24 F N O4'
_chemical_formula_weight 421.45
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0171 0.0103 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 8.431(7)
_cell_length_b 9.940(3)
_cell_length_c 13.486(15)
_cell_angle_alpha 108.84(7)
_cell_angle_beta 98.46(18)
_cell_angle_gamma 96.64(16)
_cell_volume 1041.8(18)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 2959
_cell_measurement_temperature 100
_cell_measurement_theta_max 27.5
_cell_measurement_theta_min 3.0
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.097
_exptl_absorpt_correction_T_max 0.981
_exptl_absorpt_correction_T_min 0.981
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details 'Blessing 1995'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear yellowish yellow'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier yellowish
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.344
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 444
_exptl_crystal_size_max 0.2
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.2
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1427
_diffrn_reflns_av_unetI/netI 0.1259
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.984
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 12
_diffrn_reflns_limit_k_min -12
_diffrn_reflns_limit_l_max 17
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 11272
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.984
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.628
_diffrn_reflns_theta_min 3.015
_diffrn_ambient_temperature 100
_diffrn_detector CCD
_diffrn_detector_area_resol_mean 13.6612
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.984
_diffrn_measurement_details
;
scan:
Number of images: 629
Slice: -69.0000 - 119.7000
Image width: 0.3000
Exp time: 20.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 54.0000
Phi: 240.0000
XTD: 49.8600
2theta: 29.8900
scan:
Number of images: 629
Slice: -69.0000 - 119.7000
Image width: 0.3000
Exp time: 15.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 54.0000
Phi: 0.0000
XTD: 49.8600
2theta: 29.8900
scan:
Number of images: 629
Slice: -69.0000 - 119.7000
Image width: 0.3000
Exp time: 15.0000
Rotation axis: Omega
Omega: 0.0000
Chi: 54.0000
Phi: 120.0000
XTD: 49.8600
2theta: 29.8900
;
_diffrn_measurement_device
;
XtaLABmini: Fixed Chi 2 circle
;
_diffrn_measurement_device_type
;
Rigaku Mercury375R (2x2 bin mode)
;
_diffrn_measurement_method 'profile data from \w-scans'
_diffrn_measurement_specimen_support Fiber
_diffrn_orient_matrix_type d*Trek
_diffrn_orient_matrix_UB_11 -0.097742
_diffrn_orient_matrix_UB_12 -0.044094
_diffrn_orient_matrix_UB_13 0.057705
_diffrn_orient_matrix_UB_21 0.035348
_diffrn_orient_matrix_UB_22 0.049791
_diffrn_orient_matrix_UB_23 0.091317
_diffrn_orient_matrix_UB_31 -0.033850
_diffrn_orient_matrix_UB_32 0.050624
_diffrn_orient_matrix_UB_33 -0.051732
_diffrn_radiation_monochromator 'Graphite Monochromator'
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71075
_diffrn_source 'Sealed Tube'
_diffrn_source_current 12.0
_diffrn_source_power 0.6
_diffrn_source_voltage 50.0
_diffrn_special_details
;
?
;
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3338
_reflns_number_total 4824
_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
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_collection
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_computing_data_reduction
;
CrystalClear-SM Expert 2.0 r15 (Rigaku, 2011)
;
_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 'ShelXT (Sheldrick, 2015)'
_refine_diff_density_max 0.539
_refine_diff_density_min -0.373
_refine_diff_density_rms 0.092
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 0.974
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 283
_refine_ls_number_reflns 4747
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0706
_refine_ls_R_factor_gt 0.0562
_refine_ls_restrained_S_all 0.974
_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^)+(0.0608P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1379
_refine_ls_wR_factor_ref 0.1794
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups, All O(H) groups
2.a Secondary CH2 refined with riding coordinates:
C15(H15A,H15B), C16(H16A,H16B), C17(H17A,H17B)
2.b Aromatic/amide H refined with riding coordinates:
C11(H11), C13(H13), C8(H8), C25(H25), C5(H5), C14(H14), C4(H4), C24(H24),
C6(H6), C21(H21), C22(H22)
2.c Idealised Me refined as rotating group:
C1(H1A,H1B,H1C), C18(H18A,H18B,H18C)
2.d Idealised tetrahedral OH refined as rotating group:
O3(H3)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary ?
_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
F1 F -0.39848(15) -0.33161(12) -0.12329(10) 0.0324(3) Uani 1 1 d . . . . .
O4 O 0.82160(15) 1.21172(13) 0.75440(11) 0.0221(3) Uani 1 1 d . . . . .
O3 O 0.51034(15) 0.74111(13) 0.57225(11) 0.0216(3) Uani 1 1 d . . . . .
H3 H 0.4145 0.7010 0.5410 0.032 Uiso 1 1 calc GR . . . .
O1 O -0.00723(16) 0.18524(14) 0.24881(11) 0.0262(4) Uani 1 1 d . . . . .
O2 O -0.24396(16) 0.21620(13) 0.16510(11) 0.0246(3) Uani 1 1 d . . . . .
N1 N 0.20654(19) 0.72229(16) 0.49227(13) 0.0196(4) Uani 1 1 d . . . . .
C12 C 0.6805(2) 1.11899(19) 0.70330(15) 0.0177(4) Uani 1 1 d . . . . .
C2 C 0.0543(2) 0.50176(18) 0.36073(15) 0.0171(4) Uani 1 1 d . . . . .
C11 C 0.6679(2) 0.97026(19) 0.66490(14) 0.0176(4) Uani 1 1 d . . . . .
H11 H 0.7603 0.9269 0.6764 0.021 Uiso 1 1 calc R . . . .
C7 C 0.0535(2) 0.63545(19) 0.43818(15) 0.0179(4) Uani 1 1 d . . . . .
C10 C 0.5184(2) 0.88535(19) 0.60928(14) 0.0170(4) Uani 1 1 d . . . . .
C3 C -0.0971(2) 0.41160(19) 0.31265(15) 0.0170(4) Uani 1 1 d . . . . .
C13 C 0.5429(2) 1.18285(19) 0.68972(15) 0.0203(4) Uani 1 1 d . . . . .
H13 H 0.5509 1.2846 0.7194 0.024 Uiso 1 1 calc R . . . .
C9 C 0.3793(2) 0.94746(19) 0.59158(15) 0.0186(4) Uani 1 1 d . . . . .
C1 C 0.2106(2) 0.4633(2) 0.32965(16) 0.0211(4) Uani 1 1 d . . . . .
H1A H 0.2886 0.5517 0.3442 0.032 Uiso 1 1 calc GR . . . .
H1B H 0.1904 0.4061 0.2533 0.032 Uiso 1 1 calc GR . . . .
H1C H 0.2554 0.4067 0.3711 0.032 Uiso 1 1 calc GR . . . .
C8 C 0.2249(2) 0.86030(19) 0.53125(15) 0.0200(4) Uani 1 1 d . . . . .
H8 H 0.1346 0.9063 0.5201 0.024 Uiso 1 1 calc R . . . .
C25 C -0.3826(2) -0.0262(2) 0.11295(15) 0.0217(4) Uani 1 1 d . . . . .
H25 H -0.4281 0.0000 0.1755 0.026 Uiso 1 1 calc R . . . .
C5 C -0.2382(2) 0.5865(2) 0.41326(15) 0.0205(4) Uani 1 1 d . . . . .
H5 H -0.3368 0.6166 0.4303 0.025 Uiso 1 1 calc R . . . .
C14 C 0.3972(2) 1.09785(19) 0.63353(15) 0.0199(4) Uani 1 1 d . . . . .
H14 H 0.3055 1.1423 0.6227 0.024 Uiso 1 1 calc R . . . .
C4 C -0.2423(2) 0.45496(19) 0.33653(15) 0.0192(4) Uani 1 1 d . . . . .
H4 H -0.3436 0.3940 0.3000 0.023 Uiso 1 1 calc R . . . .
C24 C -0.4252(2) -0.1645(2) 0.03862(16) 0.0225(4) Uani 1 1 d . . . . .
H24 H -0.5010 -0.2352 0.0486 0.027 Uiso 1 1 calc R . . . .
C23 C -0.3552(2) -0.19674(19) -0.04997(16) 0.0222(4) Uani 1 1 d . . . . .
C20 C -0.2727(2) 0.07289(19) 0.09468(15) 0.0215(4) Uani 1 1 d . . . . .
C6 C -0.0911(2) 0.67491(19) 0.46553(15) 0.0198(4) Uani 1 1 d . . . . .
H6 H -0.0887 0.7638 0.5209 0.024 Uiso 1 1 calc R . . . .
C19 C -0.1051(2) 0.26143(19) 0.24125(15) 0.0180(4) Uani 1 1 d . . . . .
C15 C 0.9692(2) 1.1540(2) 0.76326(16) 0.0222(4) Uani 1 1 d . . . . .
H15A H 0.9797 1.0889 0.6923 0.027 Uiso 1 1 calc R . . . .
H15B H 0.9680 1.0981 0.8121 0.027 Uiso 1 1 calc R . . . .
C16 C 1.1099(2) 1.2787(2) 0.80641(16) 0.0220(4) Uani 1 1 d . . . . .
H16A H 1.1109 1.3312 0.7553 0.026 Uiso 1 1 calc R . . . .
H16B H 1.2128 1.2401 0.8111 0.026 Uiso 1 1 calc R . . . .
C21 C -0.2021(2) 0.0392(2) 0.00650(17) 0.0250(5) Uani 1 1 d . . . . .
H21 H -0.1259 0.1095 -0.0034 0.030 Uiso 1 1 calc R . . . .
C22 C -0.2441(2) -0.0995(2) -0.06798(17) 0.0263(5) Uani 1 1 d . . . . .
H22 H -0.1971 -0.1264 -0.1299 0.032 Uiso 1 1 calc R . . . .
C17 C 1.1049(2) 1.3843(2) 0.91504(17) 0.0262(5) Uani 1 1 d . . . . .
H17A H 1.0999 1.3318 0.9659 0.031 Uiso 1 1 calc R . . . .
H17B H 1.0047 1.4268 0.9101 0.031 Uiso 1 1 calc R . . . .
C18 C 1.2520(3) 1.5048(2) 0.95774(18) 0.0300(5) Uani 1 1 d . . . . .
H18A H 1.2558 1.5591 0.9087 0.045 Uiso 1 1 calc GR . . . .
H18B H 1.3515 1.4635 0.9637 0.045 Uiso 1 1 calc GR . . . .
H18C H 1.2438 1.5698 1.0283 0.045 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
F1 0.0389(7) 0.0218(6) 0.0248(7) -0.0053(5) 0.0007(5) 0.0057(5)
O4 0.0176(7) 0.0186(7) 0.0260(8) 0.0036(6) 0.0004(5) 0.0042(5)
O3 0.0196(7) 0.0152(6) 0.0274(8) 0.0037(6) 0.0032(6) 0.0053(5)
O1 0.0261(8) 0.0209(7) 0.0265(8) 0.0024(6) -0.0029(6) 0.0113(6)
O2 0.0253(8) 0.0159(7) 0.0243(8) 0.0002(6) -0.0068(6) 0.0064(5)
N1 0.0238(8) 0.0171(8) 0.0156(8) 0.0032(6) 0.0016(6) 0.0044(6)
C12 0.0186(9) 0.0193(9) 0.0148(9) 0.0051(7) 0.0042(7) 0.0027(7)
C2 0.0203(9) 0.0169(9) 0.0161(10) 0.0077(7) 0.0028(7) 0.0059(7)
C11 0.0170(9) 0.0203(9) 0.0169(10) 0.0066(8) 0.0047(7) 0.0068(7)
C7 0.0222(10) 0.0169(9) 0.0149(9) 0.0067(7) 0.0008(7) 0.0047(7)
C10 0.0239(10) 0.0154(8) 0.0136(9) 0.0052(7) 0.0067(7) 0.0069(7)
C3 0.0192(9) 0.0174(9) 0.0158(9) 0.0071(7) 0.0029(7) 0.0048(7)
C13 0.0268(10) 0.0135(8) 0.0185(10) 0.0034(7) 0.0020(8) 0.0055(7)
C9 0.0245(10) 0.0176(9) 0.0135(9) 0.0048(7) 0.0022(7) 0.0070(7)
C1 0.0194(10) 0.0197(9) 0.0233(11) 0.0046(8) 0.0071(8) 0.0036(7)
C8 0.0257(10) 0.0184(9) 0.0164(10) 0.0062(7) 0.0021(8) 0.0079(8)
C25 0.0273(10) 0.0217(9) 0.0144(10) 0.0051(8) -0.0016(8) 0.0090(8)
C5 0.0220(10) 0.0215(9) 0.0204(10) 0.0081(8) 0.0044(8) 0.0100(8)
C14 0.0246(10) 0.0185(9) 0.0175(10) 0.0060(7) 0.0029(8) 0.0096(8)
C4 0.0184(9) 0.0204(9) 0.0195(10) 0.0080(8) 0.0027(7) 0.0045(7)
C24 0.0258(10) 0.0191(9) 0.0202(11) 0.0063(8) -0.0026(8) 0.0043(8)
C23 0.0258(10) 0.0176(9) 0.0161(10) -0.0013(7) -0.0042(7) 0.0072(8)
C20 0.0249(10) 0.0155(9) 0.0185(10) 0.0016(7) -0.0060(8) 0.0073(7)
C6 0.0270(10) 0.0166(9) 0.0159(10) 0.0047(7) 0.0032(8) 0.0078(8)
C19 0.0167(9) 0.0212(9) 0.0170(10) 0.0078(8) 0.0033(7) 0.0029(7)
C15 0.0206(10) 0.0221(9) 0.0210(11) 0.0037(8) 0.0010(8) 0.0078(8)
C16 0.0202(10) 0.0247(10) 0.0213(11) 0.0087(8) 0.0015(8) 0.0056(8)
C21 0.0235(10) 0.0237(10) 0.0262(12) 0.0072(9) 0.0020(8) 0.0054(8)
C22 0.0290(11) 0.0278(10) 0.0206(11) 0.0042(8) 0.0046(8) 0.0112(9)
C17 0.0197(10) 0.0295(11) 0.0242(11) 0.0033(9) 0.0038(8) 0.0025(8)
C18 0.0258(11) 0.0283(11) 0.0302(12) 0.0064(9) 0.0011(9) -0.0003(9)
_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
F1 C23 1.354(3) . ?
O4 C12 1.355(4) . ?
O4 C15 1.434(3) . ?
O3 H3 0.8400 . ?
O3 C10 1.347(2) . ?
O1 C19 1.198(3) . ?
O2 C20 1.403(3) . ?
O2 C19 1.361(4) . ?
N1 C7 1.414(4) . ?
N1 C8 1.282(2) . ?
C12 C11 1.385(3) . ?
C12 C13 1.401(3) . ?
C2 C7 1.401(3) . ?
C2 C3 1.403(4) . ?
C2 C1 1.496(3) . ?
C11 H11 0.9500 . ?
C11 C10 1.389(4) . ?
C7 C6 1.388(3) . ?
C10 C9 1.412(3) . ?
C3 C4 1.392(3) . ?
C3 C19 1.480(3) . ?
C13 H13 0.9500 . ?
C13 C14 1.368(4) . ?
C9 C8 1.442(4) . ?
C9 C14 1.398(3) . ?
C1 H1A 0.9800 . ?
C1 H1B 0.9800 . ?
C1 H1C 0.9800 . ?
C8 H8 0.9500 . ?
C25 H25 0.9500 . ?
C25 C24 1.383(3) . ?
C25 C20 1.379(3) . ?
C5 H5 0.9500 . ?
C5 C4 1.374(3) . ?
C5 C6 1.377(4) . ?
C14 H14 0.9500 . ?
C4 H4 0.9500 . ?
C24 H24 0.9500 . ?
C24 C23 1.372(3) . ?
C23 C22 1.371(4) . ?
C20 C21 1.370(4) . ?
C6 H6 0.9500 . ?
C15 H15A 0.9900 . ?
C15 H15B 0.9900 . ?
C15 C16 1.508(4) . ?
C16 H16A 0.9900 . ?
C16 H16B 0.9900 . ?
C16 C17 1.511(3) . ?
C21 H21 0.9500 . ?
C21 C22 1.386(3) . ?
C22 H22 0.9500 . ?
C17 H17A 0.9900 . ?
C17 H17B 0.9900 . ?
C17 C18 1.519(4) . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 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
C12 O4 C15 118.44(16) . . ?
C10 O3 H3 109.5 . . ?
C19 O2 C20 117.6(2) . . ?
C8 N1 C7 122.0(2) . . ?
O4 C12 C11 123.9(2) . . ?
O4 C12 C13 115.65(17) . . ?
C11 C12 C13 120.5(2) . . ?
C7 C2 C3 116.9(2) . . ?
C7 C2 C1 120.1(2) . . ?
C3 C2 C1 122.97(17) . . ?
C12 C11 H11 120.4 . . ?
C12 C11 C10 119.1(2) . . ?
C10 C11 H11 120.4 . . ?
C2 C7 N1 117.1(2) . . ?
C6 C7 N1 121.88(18) . . ?
C6 C7 C2 120.9(2) . . ?
O3 C10 C11 117.8(2) . . ?
O3 C10 C9 120.8(2) . . ?
C11 C10 C9 121.41(18) . . ?
C2 C3 C19 120.2(2) . . ?
C4 C3 C2 121.88(18) . . ?
C4 C3 C19 117.7(2) . . ?
C12 C13 H13 120.2 . . ?
C14 C13 C12 119.62(18) . . ?
C14 C13 H13 120.2 . . ?
C10 C9 C8 121.72(18) . . ?
C14 C9 C10 117.4(2) . . ?
C14 C9 C8 120.9(2) . . ?
C2 C1 H1A 109.5 . . ?
C2 C1 H1B 109.5 . . ?
C2 C1 H1C 109.5 . . ?
H1A C1 H1B 109.5 . . ?
H1A C1 H1C 109.5 . . ?
H1B C1 H1C 109.5 . . ?
N1 C8 C9 121.6(2) . . ?
N1 C8 H8 119.2 . . ?
C9 C8 H8 119.2 . . ?
C24 C25 H25 120.6 . . ?
C20 C25 H25 120.6 . . ?
C20 C25 C24 118.8(2) . . ?
C4 C5 H5 120.0 . . ?
C4 C5 C6 120.0(2) . . ?
C6 C5 H5 120.0 . . ?
C13 C14 C9 121.9(2) . . ?
C13 C14 H14 119.0 . . ?
C9 C14 H14 119.0 . . ?
C3 C4 H4 120.2 . . ?
C5 C4 C3 119.5(2) . . ?
C5 C4 H4 120.2 . . ?
C25 C24 H24 120.9 . . ?
C23 C24 C25 118.2(2) . . ?
C23 C24 H24 120.9 . . ?
F1 C23 C24 118.1(2) . . ?
F1 C23 C22 118.5(2) . . ?
C22 C23 C24 123.4(2) . . ?
C25 C20 O2 117.9(2) . . ?
C21 C20 O2 119.3(2) . . ?
C21 C20 C25 122.6(2) . . ?
C7 C6 H6 119.7 . . ?
C5 C6 C7 120.65(18) . . ?
C5 C6 H6 119.7 . . ?
O1 C19 O2 122.83(18) . . ?
O1 C19 C3 126.1(2) . . ?
O2 C19 C3 111.0(2) . . ?
O4 C15 H15A 110.1 . . ?
O4 C15 H15B 110.1 . . ?
O4 C15 C16 107.97(17) . . ?
H15A C15 H15B 108.4 . . ?
C16 C15 H15A 110.1 . . ?
C16 C15 H15B 110.1 . . ?
C15 C16 H16A 108.7 . . ?
C15 C16 H16B 108.7 . . ?
C15 C16 C17 114.1(2) . . ?
H16A C16 H16B 107.6 . . ?
C17 C16 H16A 108.7 . . ?
C17 C16 H16B 108.7 . . ?
C20 C21 H21 120.6 . . ?
C20 C21 C22 118.8(2) . . ?
C22 C21 H21 120.6 . . ?
C23 C22 C21 118.2(2) . . ?
C23 C22 H22 120.9 . . ?
C21 C22 H22 120.9 . . ?
C16 C17 H17A 109.1 . . ?
C16 C17 H17B 109.1 . . ?
C16 C17 C18 112.5(2) . . ?
H17A C17 H17B 107.8 . . ?
C18 C17 H17A 109.1 . . ?
C18 C17 H17B 109.1 . . ?
C17 C18 H18A 109.5 . . ?
C17 C18 H18B 109.5 . . ?
C17 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 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
F1 C23 C22 C21 178.99(16) . . . . ?
O4 C12 C11 C10 -177.05(16) . . . . ?
O4 C12 C13 C14 176.19(16) . . . . ?
O4 C15 C16 C17 60.0(2) . . . . ?
O3 C10 C9 C8 -1.6(3) . . . . ?
O3 C10 C9 C14 179.33(16) . . . . ?
O2 C20 C21 C22 -173.67(17) . . . . ?
N1 C7 C6 C5 -178.38(17) . . . . ?
C12 O4 C15 C16 170.88(16) . . . . ?
C12 C11 C10 O3 179.53(16) . . . . ?
C12 C11 C10 C9 -0.3(3) . . . . ?
C12 C13 C14 C9 2.1(3) . . . . ?
C2 C7 C6 C5 -3.3(3) . . . . ?
C2 C3 C4 C5 -3.4(3) . . . . ?
C2 C3 C19 O1 32.0(3) . . . . ?
C2 C3 C19 O2 -149.97(18) . . . . ?
C11 C12 C13 C14 -3.2(3) . . . . ?
C11 C10 C9 C8 178.15(17) . . . . ?
C11 C10 C9 C14 -0.9(3) . . . . ?
C7 N1 C8 C9 176.37(16) . . . . ?
C7 C2 C3 C4 3.0(3) . . . . ?
C7 C2 C3 C19 -171.68(16) . . . . ?
C10 C9 C8 N1 1.0(3) . . . . ?
C10 C9 C14 C13 0.0(3) . . . . ?
C3 C2 C7 N1 175.62(16) . . . . ?
C3 C2 C7 C6 0.3(3) . . . . ?
C13 C12 C11 C10 2.3(3) . . . . ?
C1 C2 C7 N1 -6.8(3) . . . . ?
C1 C2 C7 C6 177.91(17) . . . . ?
C1 C2 C3 C4 -174.48(18) . . . . ?
C1 C2 C3 C19 10.8(3) . . . . ?
C8 N1 C7 C2 152.50(19) . . . . ?
C8 N1 C7 C6 -32.2(3) . . . . ?
C8 C9 C14 C13 -179.07(17) . . . . ?
C25 C24 C23 F1 -179.25(16) . . . . ?
C25 C24 C23 C22 0.7(3) . . . . ?
C25 C20 C21 C22 0.8(3) . . . . ?
C14 C9 C8 N1 -179.99(18) . . . . ?
C4 C3 C19 O1 -142.9(2) . . . . ?
C4 C3 C19 O2 35.1(2) . . . . ?
C4 C5 C6 C7 3.0(3) . . . . ?
C24 C25 C20 O2 173.49(16) . . . . ?
C24 C25 C20 C21 -1.0(3) . . . . ?
C24 C23 C22 C21 -0.9(3) . . . . ?
C20 O2 C19 O1 1.3(3) . . . . ?
C20 O2 C19 C3 -176.78(16) . . . . ?
C20 C25 C24 C23 0.3(3) . . . . ?
C20 C21 C22 C23 0.2(3) . . . . ?
C6 C5 C4 C3 0.4(3) . . . . ?
C19 O2 C20 C25 101.7(2) . . . . ?
C19 O2 C20 C21 -83.6(2) . . . . ?
C19 C3 C4 C5 171.40(17) . . . . ?
C15 O4 C12 C11 4.4(3) . . . . ?
C15 O4 C12 C13 -175.03(16) . . . . ?
C15 C16 C17 C18 177.65(17) . . . . ?
_iucr_refine_instructions_details
;
TITL spc4f_a.res in P-1
REM Old TITL SPC4F in P-1 #2
REM SHELXT solution in P-1
REM R1 0.276, Rweak 0.018, Alpha 0.032, Orientation as input
REM Formula found by SHELXT: C25 F N O4
CELL 0.71075 8.4315 9.9405 13.4857 108.844 98.459 96.636
ZERR 2 0.0073 0.0029 0.0148 0.068 0.177 0.16
LATT 1
SFAC C H F N O
UNIT 50 48 2 2 8
L.S. 10
PLAN 20
TEMP -173.15
BOND $H
LIST 6
fmap 2
MORE -1
CONF
ACTA
REM
REM
REM
WGHT 0.060800
FVAR 0.66372
F1 3 -0.398482 -0.331612 -0.123285 11.00000 0.03892 0.02185 =
0.02484 -0.00530 0.00073 0.00572
O4 5 0.821605 1.211720 0.754395 11.00000 0.01756 0.01862 =
0.02605 0.00357 0.00041 0.00419
O3 5 0.510344 0.741113 0.572248 11.00000 0.01964 0.01519 =
0.02739 0.00366 0.00319 0.00526
AFIX 147
H3 2 0.414549 0.701003 0.541048 11.00000 -1.50000
AFIX 0
O1 5 -0.007226 0.185244 0.248805 11.00000 0.02613 0.02094 =
0.02647 0.00241 -0.00293 0.01126
O2 5 -0.243956 0.216198 0.165098 11.00000 0.02529 0.01594 =
0.02434 0.00019 -0.00678 0.00637
N1 4 0.206538 0.722289 0.492265 11.00000 0.02383 0.01713 =
0.01558 0.00319 0.00163 0.00441
C12 1 0.680460 1.118986 0.703303 11.00000 0.01855 0.01926 =
0.01479 0.00507 0.00421 0.00271
C2 1 0.054250 0.501764 0.360732 11.00000 0.02031 0.01694 =
0.01611 0.00774 0.00284 0.00591
C11 1 0.667916 0.970260 0.664899 11.00000 0.01697 0.02029 =
0.01693 0.00657 0.00474 0.00684
AFIX 43
H11 2 0.760311 0.926868 0.676436 11.00000 -1.20000
AFIX 0
C7 1 0.053534 0.635448 0.438175 11.00000 0.02219 0.01689 =
0.01493 0.00671 0.00075 0.00473
C10 1 0.518431 0.885347 0.609278 11.00000 0.02393 0.01540 =
0.01359 0.00523 0.00667 0.00691
C3 1 -0.097066 0.411602 0.312648 11.00000 0.01923 0.01739 =
0.01578 0.00714 0.00292 0.00476
C13 1 0.542947 1.182846 0.689722 11.00000 0.02684 0.01350 =
0.01854 0.00342 0.00202 0.00552
AFIX 43
H13 2 0.550905 1.284591 0.719373 11.00000 -1.20000
AFIX 0
C9 1 0.379335 0.947462 0.591583 11.00000 0.02446 0.01758 =
0.01353 0.00476 0.00223 0.00699
C1 1 0.210646 0.463260 0.329647 11.00000 0.01940 0.01966 =
0.02328 0.00463 0.00708 0.00363
AFIX 137
H1A 2 0.288577 0.551709 0.344193 11.00000 -1.50000
H1B 2 0.190439 0.406105 0.253284 11.00000 -1.50000
H1C 2 0.255405 0.406737 0.371097 11.00000 -1.50000
AFIX 0
C8 1 0.224940 0.860298 0.531246 11.00000 0.02574 0.01845 =
0.01639 0.00618 0.00214 0.00787
AFIX 43
H8 2 0.134633 0.906289 0.520109 11.00000 -1.20000
AFIX 0
C25 1 -0.382587 -0.026218 0.112948 11.00000 0.02726 0.02175 =
0.01443 0.00509 -0.00163 0.00901
AFIX 43
H25 2 -0.428139 0.000019 0.175456 11.00000 -1.20000
AFIX 0
C5 1 -0.238186 0.586542 0.413255 11.00000 0.02197 0.02150 =
0.02044 0.00814 0.00436 0.00997
AFIX 43
H5 2 -0.336798 0.616602 0.430269 11.00000 -1.20000
AFIX 0
C14 1 0.397205 1.097850 0.633533 11.00000 0.02461 0.01846 =
0.01745 0.00601 0.00289 0.00958
AFIX 43
H14 2 0.305456 1.142303 0.622699 11.00000 -1.20000
AFIX 0
C4 1 -0.242347 0.454956 0.336529 11.00000 0.01838 0.02042 =
0.01953 0.00800 0.00269 0.00448
AFIX 43
H4 2 -0.343607 0.393995 0.300035 11.00000 -1.20000
AFIX 0
C24 1 -0.425246 -0.164474 0.038621 11.00000 0.02575 0.01912 =
0.02015 0.00629 -0.00259 0.00428
AFIX 43
H24 2 -0.500961 -0.235166 0.048629 11.00000 -1.20000
AFIX 0
C23 1 -0.355223 -0.196740 -0.049967 11.00000 0.02576 0.01760 =
0.01605 -0.00126 -0.00417 0.00720
C20 1 -0.272706 0.072890 0.094681 11.00000 0.02486 0.01548 =
0.01854 0.00162 -0.00600 0.00725
C6 1 -0.091132 0.674913 0.465530 11.00000 0.02696 0.01655 =
0.01585 0.00474 0.00316 0.00784
AFIX 43
H6 2 -0.088675 0.763751 0.520852 11.00000 -1.20000
AFIX 0
C19 1 -0.105133 0.261425 0.241250 11.00000 0.01673 0.02120 =
0.01698 0.00783 0.00332 0.00290
C15 1 0.969154 1.153986 0.763256 11.00000 0.02062 0.02208 =
0.02103 0.00368 0.00103 0.00778
AFIX 23
H15A 2 0.979722 1.088873 0.692336 11.00000 -1.20000
H15B 2 0.967997 1.098051 0.812088 11.00000 -1.20000
AFIX 0
C16 1 1.109912 1.278717 0.806414 11.00000 0.02023 0.02475 =
0.02128 0.00869 0.00148 0.00559
AFIX 23
H16A 2 1.110852 1.331170 0.755292 11.00000 -1.20000
H16B 2 1.212764 1.240076 0.811087 11.00000 -1.20000
AFIX 0
C21 1 -0.202148 0.039153 0.006499 11.00000 0.02354 0.02366 =
0.02619 0.00723 0.00199 0.00538
AFIX 43
H21 2 -0.125861 0.109500 -0.003429 11.00000 -1.20000
AFIX 0
C22 1 -0.244085 -0.099492 -0.067979 11.00000 0.02898 0.02775 =
0.02062 0.00422 0.00464 0.01115
AFIX 43
H22 2 -0.197083 -0.126423 -0.129854 11.00000 -1.20000
AFIX 0
C17 1 1.104861 1.384266 0.915044 11.00000 0.01975 0.02951 =
0.02418 0.00329 0.00384 0.00254
AFIX 23
H17A 2 1.099886 1.331751 0.965934 11.00000 -1.20000
H17B 2 1.004723 1.426779 0.910064 11.00000 -1.20000
AFIX 0
C18 1 1.252035 1.504848 0.957740 11.00000 0.02582 0.02833 =
0.03022 0.00642 0.00113 -0.00033
AFIX 137
H18A 2 1.255753 1.559058 0.908734 11.00000 -1.50000
H18B 2 1.351501 1.463457 0.963717 11.00000 -1.50000
H18C 2 1.243783 1.569808 1.028310 11.00000 -1.50000
AFIX 0
HKLF 4
REM spc4f_a.res in P-1
REM R1 = 0.0562 for 3338 Fo > 4sig(Fo) and 0.0706 for all 4747 data
REM 283 parameters refined using 0 restraints
END
WGHT 0.0608 0.0000
REM Highest difference peak 0.539, deepest hole -0.373, 1-sigma level 0.092
Q1 1 -0.4023 0.2190 0.2635 11.00000 0.05 0.31
Q2 1 -0.1700 -0.0308 0.1198 11.00000 0.05 0.29
Q3 1 -0.5244 0.1579 0.2227 11.00000 0.05 0.29
Q4 1 1.0065 1.0680 0.8765 11.00000 0.05 0.27
Q5 1 0.1933 0.3470 0.2870 11.00000 0.05 0.27
Q6 1 1.1013 1.0774 0.8905 11.00000 0.05 0.26
Q7 1 1.1806 1.2196 0.9603 11.00000 0.05 0.25
Q8 1 1.2538 1.6173 0.9935 11.00000 0.05 0.25
Q9 1 0.6739 0.9973 0.6568 11.00000 0.05 0.25
Q10 1 -0.0566 0.2936 0.0650 11.00000 0.05 0.25
Q11 1 0.3799 1.2784 0.7390 11.00000 0.05 0.24
Q12 1 1.3492 1.3860 0.7553 11.00000 0.05 0.24
Q13 1 0.9544 1.1178 0.8568 11.00000 0.05 0.24
Q14 1 0.9385 1.2767 1.0048 11.00000 0.05 0.23
Q15 1 0.9397 1.0467 0.8098 11.00000 0.05 0.23
Q16 1 0.2836 1.1880 0.6370 11.00000 0.05 0.23
Q17 1 0.1248 0.9734 0.5137 11.00000 0.05 0.23
Q18 1 0.5321 1.3274 0.7663 11.00000 0.05 0.23
Q19 1 1.0979 1.3381 1.0552 11.00000 0.05 0.23
Q20 1 1.1134 1.5417 0.8426 11.00000 0.05 0.22
REM The information below was added by Olex2.
REM
REM R1 = 0.0562 for 3338 Fo > 4sig(Fo) and 0.0706 for all 11272 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.54, deepest hole -0.37
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0706
REM R1_gt = 0.0562
REM wR_ref = 0.1794
REM GOOF = 0.974
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 11272
REM Reflections_gt = 3338
REM Parameters = n/a
REM Hole = -0.37
REM Peak = 0.54
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'