# Electronic Supplementary Material (ESI) for MedChemComm.
# This journal is © The Royal Society of Chemistry 2018
#######################################################################
#
# 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_mbfcmb
_database_code_depnum_ccdc_archive 'CCDC 1582898'
_audit_update_record
;
2017-10-30 deposited with the CCDC.
2018-01-19 downloaded from the CCDC.
;
_nottingham_internal_coll_name MBFCMB
_nottingham_internal_coll_number 14595
_nottingham_internal_coll_client MBF/CJM
_nottingham_internal_coll_type custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '20.0000, 80.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_user pczwl
_nottingham_internal_coll_date 13/03/2015
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_NCS_number ?
_nottingham_internal_process_date 01/04/2015
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 1/4/2015
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 1/4/2015
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 1/4/2015
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 2/4/2015
_refine_special_details
'The crystal was determined to be a two-component psuedo-merohedral twin using PLATON TWINROTMATR. An HKLF5 style file was produced with PLATON against which subsequent refinement was performed.'
_audit_creation_date 2015-04-01
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C9 H14 N6 O2 Si'
_chemical_formula_sum 'C9 H14 N6 O2 Si'
_chemical_formula_weight 266.35
_chemical_melting_point ?
_chemical_oxdiff_formula 'C9 H14 N6 O2 Si'
_chemical_oxdiff_usercomment
'MBFCMB #14595 SN-463 IN FOMBLIN FILM ON A MICROMOUNT FOR MBF/CJM'
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'
N N 0.0311 0.0180 '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'
Si Si 0.2541 0.3302 '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 6.0637(7)
_cell_length_b 6.3295(8)
_cell_length_c 17.0569(17)
_cell_angle_alpha 82.559(9)
_cell_angle_beta 81.097(9)
_cell_angle_gamma 72.642(10)
_cell_volume 614.88(12)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 2090
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 74.9770
_cell_measurement_theta_min 7.3740
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.768
_exptl_absorpt_correction_T_max 0.898
_exptl_absorpt_correction_T_min 0.613
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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 1.439
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 280
_exptl_crystal_size_max 0.3771
_exptl_crystal_size_mid 0.2509
_exptl_crystal_size_min 0.0598
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents ?
_diffrn_reflns_av_unetI/netI 0.0336
_diffrn_reflns_Laue_measured_fraction_full 0.965
_diffrn_reflns_Laue_measured_fraction_max 0.927
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 7
_diffrn_reflns_limit_k_min -7
_diffrn_reflns_limit_l_max 21
_diffrn_reflns_limit_l_min -7
_diffrn_reflns_number 2327
_diffrn_reflns_point_group_measured_fraction_full 0.965
_diffrn_reflns_point_group_measured_fraction_max 0.927
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 74.613
_diffrn_reflns_theta_min 5.270
_diffrn_ambient_environment N~2~
_diffrn_ambient_temperature 120(2)
_diffrn_crystal_treatment 'flash frozen in gaseous N2'
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.965
_diffrn_measured_fraction_theta_max 0.927
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega -112.00 -15.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 -77.0000 -120.0000 97
#__ type_ start__ end____ width___ exp.time_
2 omega -11.00 18.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 77.0000 0.0000 29
#__ type_ start__ end____ width___ exp.time_
3 omega -66.00 -21.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 77.0000 0.0000 45
#__ type_ start__ end____ width___ exp.time_
4 omega -29.00 4.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 -38.0000 90.0000 33
#__ type_ start__ end____ width___ exp.time_
5 omega 27.00 54.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 -125.0000 90.0000 27
#__ type_ start__ end____ width___ exp.time_
6 omega 6.00 55.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 -38.0000 90.0000 49
#__ type_ start__ end____ width___ exp.time_
7 omega 65.00 115.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -125.0000 60.0000 50
#__ type_ start__ end____ width___ exp.time_
8 omega 33.00 86.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -30.0000 -60.0000 53
#__ type_ start__ end____ width___ exp.time_
9 omega 62.00 137.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 15.0000 -90.0000 75
#__ type_ start__ end____ width___ exp.time_
10 omega 38.00 125.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -77.0000 -150.0000 87
#__ type_ start__ end____ width___ exp.time_
11 omega 32.00 63.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -95.0000 150.0000 31
#__ type_ start__ end____ width___ exp.time_
12 omega 64.00 105.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -95.0000 150.0000 41
#__ type_ start__ end____ width___ exp.time_
13 omega 56.00 89.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -30.0000 -120.0000 33
#__ type_ start__ end____ width___ exp.time_
14 omega 84.00 146.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 30.0000 -60.0000 62
#__ type_ start__ end____ width___ exp.time_
15 omega 37.00 69.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -30.0000 120.0000 32
#__ type_ start__ end____ width___ exp.time_
16 omega 147.00 176.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 30.0000 -60.0000 29
#__ type_ start__ end____ width___ exp.time_
17 omega 33.00 80.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -30.0000 30.0000 47
#__ type_ start__ end____ width___ exp.time_
18 omega 32.00 108.00 1.0000 80.0000
omega____ theta____ kappa____ phi______ frames
- 107.3822 -95.0000 60.0000 76
#__ type_ start__ end____ width___ exp.time_
19 omega 16.00 113.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 57.0000 150.0000 97
#__ type_ start__ end____ width___ exp.time_
20 omega 11.00 50.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 77.0000 -30.0000 39
#__ type_ start__ end____ width___ exp.time_
21 omega 20.00 115.00 1.0000 20.0000
omega____ theta____ kappa____ phi______ frames
- 42.6277 38.0000 90.0000 95
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11 0.1388861000
_diffrn_orient_matrix_UB_12 -0.2476376000
_diffrn_orient_matrix_UB_13 0.0051437000
_diffrn_orient_matrix_UB_21 0.0665283000
_diffrn_orient_matrix_UB_22 0.0161253000
_diffrn_orient_matrix_UB_23 -0.0910239000
_diffrn_orient_matrix_UB_31 0.2195961000
_diffrn_orient_matrix_UB_32 0.0629061000
_diffrn_orient_matrix_UB_33 0.0105690000
_diffrn_radiation_monochromator mirror
_diffrn_radiation_probe x-ray
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54184
_diffrn_source 'sealed X-ray tube'
_diffrn_source_type 'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2020
_reflns_number_total 2327
_reflns_odcompleteness_completeness 96.60
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 66.97
_reflns_special_details
;
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2008)'
_computing_structure_solution 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.929
_refine_diff_density_min -0.481
_refine_diff_density_rms 0.106
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.074
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 173
_refine_ls_number_reflns 2327
_refine_ls_number_restraints 2
_refine_ls_R_factor_all 0.0905
_refine_ls_R_factor_gt 0.0825
_refine_ls_restrained_S_all 1.074
_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^)+(0.0838P)^2^+2.9197P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.2166
_refine_ls_wR_factor_ref 0.2225
_olex2_refinement_description
;
1. Twinned data refinement
Scales: 0.867(6) 0.133(6)
2. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
3. Restrained distances
N18-H18B = N18-H18A
0.88 with sigma of 0.02
4.a Secondary CH2 refined with riding coordinates:
C11(H11A,H11B)
4.b Aromatic/amide H refined with riding coordinates:
C8(H8)
4.c Idealised Me refined as rotating group:
C13(H13A,H13C,H13B), C14(H14C,H14A,H14B), C15(H15C,H15A,H15B)
;
_atom_sites_solution_hydrogens mixed
_atom_sites_solution_primary iterative
_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
C1 C 0.1083(8) 0.2725(8) 0.6371(3) 0.0242(9) Uani 1 1 d . . . . .
N2 N 0.1771(7) 0.1895(6) 0.7106(2) 0.0249(8) Uani 1 1 d . . . . .
N3 N 0.1393(7) 0.0000(6) 0.7537(2) 0.0262(8) Uani 1 1 d . . . . .
N4 N 0.0179(7) -0.1048(6) 0.7292(2) 0.0259(8) Uani 1 1 d . . . . .
C5 C -0.0802(8) -0.0242(7) 0.6606(3) 0.0227(9) Uani 1 1 d . . . . .
C6 C -0.2356(8) -0.0817(7) 0.6219(3) 0.0232(9) Uani 1 1 d . . . . .
N7 N -0.2846(7) 0.0652(6) 0.5556(2) 0.0244(8) Uani 1 1 d . . . . .
C8 C -0.1634(8) 0.2067(8) 0.5523(3) 0.0252(10) Uani 1 1 d . . . . .
H8 H -0.1635 0.3251 0.5118 0.030 Uiso 1 1 calc R . . . .
N9 N -0.0359(7) 0.1600(6) 0.6155(2) 0.0229(8) Uani 1 1 d . . . . .
O10 O 0.1643(6) 0.4228(5) 0.59548(19) 0.0271(7) Uani 1 1 d . . . . .
C11 C 0.2959(9) 0.3110(8) 0.7493(3) 0.0280(10) Uani 1 1 d . . . . .
H11A H 0.2170 0.4717 0.7401 0.034 Uiso 1 1 calc R . . . .
H11B H 0.4571 0.2848 0.7221 0.034 Uiso 1 1 calc R . . . .
Si12 Si 0.3112(2) 0.2417(2) 0.86055(8) 0.0273(4) Uani 1 1 d . . . . .
C13 C 0.3880(10) 0.4855(9) 0.8870(3) 0.0381(12) Uani 1 1 d . . . . .
H13A H 0.4044 0.4680 0.9440 0.057 Uiso 1 1 calc GR . . . .
H13C H 0.2647 0.6217 0.8752 0.057 Uiso 1 1 calc GR . . . .
H13B H 0.5354 0.4948 0.8559 0.057 Uiso 1 1 calc GR . . . .
C14 C 0.5453(10) -0.0198(9) 0.8791(4) 0.0391(12) Uani 1 1 d . . . . .
H14C H 0.5234 -0.1376 0.8517 0.059 Uiso 1 1 calc GR . . . .
H14A H 0.5388 -0.0637 0.9365 0.059 Uiso 1 1 calc GR . . . .
H14B H 0.6972 0.0040 0.8590 0.059 Uiso 1 1 calc GR . . . .
C15 C 0.0282(11) 0.2332(12) 0.9173(4) 0.0500(16) Uani 1 1 d . . . . .
H15C H 0.0385 0.2245 0.9745 0.075 Uiso 1 1 calc GR . . . .
H15A H -0.0115 0.1026 0.9054 0.075 Uiso 1 1 calc GR . . . .
H15B H -0.0926 0.3681 0.9022 0.075 Uiso 1 1 calc GR . . . .
C16 C -0.3436(8) -0.2668(8) 0.6451(3) 0.0245(9) Uani 1 1 d . . . . .
O17 O -0.2916(6) -0.4010(6) 0.7025(2) 0.0289(8) Uani 1 1 d . . . . .
N18 N -0.5024(7) -0.2701(7) 0.5984(2) 0.0279(9) Uani 1 1 d D . . . .
H18A H -0.579(9) -0.370(8) 0.605(3) 0.034 Uiso 1 1 d DR . . . .
H18B H -0.516(10) -0.207(9) 0.5498(17) 0.034 Uiso 1 1 d DR . . . .
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 0.022(2) 0.022(2) 0.031(2) -0.0080(18) -0.0039(18) -0.0067(17)
N2 0.029(2) 0.0166(18) 0.033(2) -0.0021(15) -0.0058(16) -0.0107(15)
N3 0.030(2) 0.0207(19) 0.032(2) -0.0025(15) -0.0063(16) -0.0112(16)
N4 0.027(2) 0.023(2) 0.032(2) -0.0049(15) -0.0059(16) -0.0109(16)
C5 0.025(2) 0.018(2) 0.026(2) -0.0030(16) -0.0011(17) -0.0078(17)
C6 0.024(2) 0.019(2) 0.029(2) -0.0059(17) -0.0049(18) -0.0061(17)
N7 0.0263(19) 0.0219(19) 0.028(2) -0.0051(15) -0.0052(15) -0.0088(15)
C8 0.029(2) 0.023(2) 0.026(2) -0.0048(17) -0.0057(18) -0.0076(18)
N9 0.0245(19) 0.0182(18) 0.0276(19) -0.0033(14) -0.0040(15) -0.0075(15)
O10 0.0308(18) 0.0223(16) 0.0315(17) -0.0019(13) -0.0050(14) -0.0122(14)
C11 0.035(3) 0.022(2) 0.034(2) -0.0056(18) -0.008(2) -0.016(2)
Si12 0.0286(7) 0.0281(7) 0.0304(7) -0.0052(5) -0.0075(5) -0.0129(5)
C13 0.044(3) 0.030(3) 0.046(3) -0.011(2) -0.014(2) -0.011(2)
C14 0.040(3) 0.029(3) 0.052(3) -0.002(2) -0.018(2) -0.011(2)
C15 0.043(3) 0.069(4) 0.044(3) -0.011(3) 0.001(3) -0.026(3)
C16 0.022(2) 0.023(2) 0.031(2) -0.0074(18) -0.0026(18) -0.0077(18)
O17 0.0301(18) 0.0270(17) 0.0335(18) -0.0010(14) -0.0072(14) -0.0128(14)
N18 0.034(2) 0.024(2) 0.032(2) -0.0019(16) -0.0082(17) -0.0166(17)
_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 N2 1.372(6) . ?
C1 N9 1.395(6) . ?
C1 O10 1.211(6) . ?
N2 N3 1.384(5) . ?
N2 C11 1.468(6) . ?
N3 N4 1.271(5) . ?
N4 C5 1.366(6) . ?
C5 C6 1.384(6) . ?
C5 N9 1.383(6) . ?
C6 N7 1.379(6) . ?
C6 C16 1.488(6) . ?
N7 C8 1.309(6) . ?
C8 H8 0.9500 . ?
C8 N9 1.374(6) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 Si12 1.902(5) . ?
Si12 C13 1.865(5) . ?
Si12 C14 1.859(6) . ?
Si12 C15 1.847(6) . ?
C13 H13A 0.9800 . ?
C13 H13C 0.9800 . ?
C13 H13B 0.9800 . ?
C14 H14C 0.9800 . ?
C14 H14A 0.9800 . ?
C14 H14B 0.9800 . ?
C15 H15C 0.9800 . ?
C15 H15A 0.9800 . ?
C15 H15B 0.9800 . ?
C16 O17 1.225(6) . ?
C16 N18 1.347(6) . ?
N18 H18A 0.88(2) . ?
N18 H18B 0.88(2) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
N2 C1 N9 111.1(4) . . ?
O10 C1 N2 125.3(4) . . ?
O10 C1 N9 123.6(4) . . ?
C1 N2 N3 125.5(4) . . ?
C1 N2 C11 118.7(4) . . ?
N3 N2 C11 115.8(4) . . ?
N4 N3 N2 120.8(4) . . ?
N3 N4 C5 118.9(4) . . ?
N4 C5 C6 133.9(4) . . ?
N4 C5 N9 120.7(4) . . ?
N9 C5 C6 105.3(4) . . ?
C5 C6 C16 128.2(4) . . ?
N7 C6 C5 109.2(4) . . ?
N7 C6 C16 122.5(4) . . ?
C8 N7 C6 107.4(4) . . ?
N7 C8 H8 124.8 . . ?
N7 C8 N9 110.4(4) . . ?
N9 C8 H8 124.8 . . ?
C5 N9 C1 122.6(4) . . ?
C8 N9 C1 129.8(4) . . ?
C8 N9 C5 107.6(4) . . ?
N2 C11 H11A 108.0 . . ?
N2 C11 H11B 108.0 . . ?
N2 C11 Si12 117.3(3) . . ?
H11A C11 H11B 107.2 . . ?
Si12 C11 H11A 108.0 . . ?
Si12 C11 H11B 108.0 . . ?
C13 Si12 C11 101.4(2) . . ?
C14 Si12 C11 110.2(3) . . ?
C14 Si12 C13 110.9(3) . . ?
C15 Si12 C11 112.9(3) . . ?
C15 Si12 C13 108.7(3) . . ?
C15 Si12 C14 112.2(3) . . ?
Si12 C13 H13A 109.5 . . ?
Si12 C13 H13C 109.5 . . ?
Si12 C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13C C13 H13B 109.5 . . ?
Si12 C14 H14C 109.5 . . ?
Si12 C14 H14A 109.5 . . ?
Si12 C14 H14B 109.5 . . ?
H14C C14 H14A 109.5 . . ?
H14C C14 H14B 109.5 . . ?
H14A C14 H14B 109.5 . . ?
Si12 C15 H15C 109.5 . . ?
Si12 C15 H15A 109.5 . . ?
Si12 C15 H15B 109.5 . . ?
H15C C15 H15A 109.5 . . ?
H15C C15 H15B 109.5 . . ?
H15A C15 H15B 109.5 . . ?
O17 C16 C6 121.8(4) . . ?
O17 C16 N18 124.0(4) . . ?
N18 C16 C6 114.2(4) . . ?
C16 N18 H18A 124(4) . . ?
C16 N18 H18B 127(4) . . ?
H18A N18 H18B 106(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 N2 N3 N4 -5.4(7) . . . . ?
C1 N2 C11 Si12 163.0(3) . . . . ?
N2 C1 N9 C5 -5.8(6) . . . . ?
N2 C1 N9 C8 171.3(4) . . . . ?
N2 N3 N4 C5 -1.7(6) . . . . ?
N3 N2 C11 Si12 -15.5(5) . . . . ?
N3 N4 C5 C6 -172.8(5) . . . . ?
N3 N4 C5 N9 4.3(6) . . . . ?
N4 C5 C6 N7 177.0(5) . . . . ?
N4 C5 C6 C16 -1.9(8) . . . . ?
N4 C5 N9 C1 -0.2(7) . . . . ?
N4 C5 N9 C8 -177.9(4) . . . . ?
C5 C6 N7 C8 0.7(5) . . . . ?
C5 C6 C16 O17 -4.0(7) . . . . ?
C5 C6 C16 N18 175.2(4) . . . . ?
C6 C5 N9 C1 177.7(4) . . . . ?
C6 C5 N9 C8 0.0(5) . . . . ?
C6 N7 C8 N9 -0.7(5) . . . . ?
N7 C6 C16 O17 177.2(4) . . . . ?
N7 C6 C16 N18 -3.6(6) . . . . ?
N7 C8 N9 C1 -177.0(4) . . . . ?
N7 C8 N9 C5 0.5(5) . . . . ?
N9 C1 N2 N3 8.7(6) . . . . ?
N9 C1 N2 C11 -169.6(4) . . . . ?
N9 C5 C6 N7 -0.4(5) . . . . ?
N9 C5 C6 C16 -179.4(4) . . . . ?
O10 C1 N2 N3 -171.0(4) . . . . ?
O10 C1 N2 C11 10.7(7) . . . . ?
O10 C1 N9 C5 173.9(4) . . . . ?
O10 C1 N9 C8 -9.0(8) . . . . ?
C11 N2 N3 N4 173.0(4) . . . . ?
C16 C6 N7 C8 179.7(4) . . . . ?
_shelx_res_file
;
mbfcmb.res created by SHELXL-2014/7
TITL
CELL 1.54184 6.063692 6.329455 17.056884 82.5585 81.097 72.642
ZERR 2 0.000664 0.00076 0.00165 0.009 0.0087 0.0102
LATT 1
SFAC C H N O Si
UNIT 18 28 12 4 2
DFIX 0.88 N18 H18b N18 H18a
L.S. 12
PLAN 20
TEMP -153(2)
MORE -1
BOND $H
CONF
fmap 2
acta
REM
REM
REM
WGHT 0.083800 2.919700
BASF 0.13289
FVAR 10.58745
C1 1 0.108257 0.272526 0.637106 11.00000 0.02170 0.02219 =
0.03090 -0.00801 -0.00391 -0.00675
N2 3 0.177088 0.189475 0.710595 11.00000 0.02882 0.01656 =
0.03278 -0.00215 -0.00579 -0.01072
N3 3 0.139324 0.000004 0.753681 11.00000 0.02969 0.02074 =
0.03190 -0.00250 -0.00629 -0.01124
N4 3 0.017916 -0.104801 0.729213 11.00000 0.02699 0.02305 =
0.03155 -0.00489 -0.00594 -0.01091
C5 1 -0.080225 -0.024157 0.660565 11.00000 0.02462 0.01782 =
0.02650 -0.00302 -0.00107 -0.00784
C6 1 -0.235600 -0.081745 0.621918 11.00000 0.02402 0.01875 =
0.02850 -0.00592 -0.00485 -0.00614
N7 3 -0.284639 0.065168 0.555563 11.00000 0.02626 0.02189 =
0.02769 -0.00511 -0.00524 -0.00879
C8 1 -0.163375 0.206721 0.552259 11.00000 0.02909 0.02258 =
0.02558 -0.00477 -0.00571 -0.00760
AFIX 43
H8 2 -0.163529 0.325069 0.511837 11.00000 -1.20000
AFIX 0
N9 3 -0.035885 0.160017 0.615475 11.00000 0.02449 0.01817 =
0.02756 -0.00326 -0.00400 -0.00752
O10 4 0.164318 0.422787 0.595477 11.00000 0.03081 0.02227 =
0.03149 -0.00193 -0.00505 -0.01223
C11 1 0.295884 0.310954 0.749266 11.00000 0.03499 0.02203 =
0.03434 -0.00555 -0.00808 -0.01599
AFIX 23
H11A 2 0.216997 0.471703 0.740076 11.00000 -1.20000
H11B 2 0.457083 0.284781 0.722150 11.00000 -1.20000
AFIX 0
SI12 5 0.311187 0.241687 0.860553 11.00000 0.02855 0.02809 =
0.03044 -0.00518 -0.00748 -0.01293
C13 1 0.388042 0.485459 0.887036 11.00000 0.04379 0.02961 =
0.04627 -0.01111 -0.01430 -0.01086
AFIX 137
H13A 2 0.404407 0.467988 0.943964 11.00000 -1.50000
H13C 2 0.264730 0.621673 0.875164 11.00000 -1.50000
H13B 2 0.535381 0.494841 0.855901 11.00000 -1.50000
AFIX 0
C14 1 0.545342 -0.019825 0.879131 11.00000 0.03962 0.02948 =
0.05233 -0.00187 -0.01813 -0.01057
AFIX 137
H14C 2 0.523447 -0.137596 0.851721 11.00000 -1.50000
H14A 2 0.538792 -0.063722 0.936498 11.00000 -1.50000
H14B 2 0.697200 0.004010 0.858964 11.00000 -1.50000
AFIX 0
C15 1 0.028223 0.233222 0.917290 11.00000 0.04322 0.06928 =
0.04399 -0.01086 0.00065 -0.02616
AFIX 137
H15C 2 0.038544 0.224453 0.974451 11.00000 -1.50000
H15A 2 -0.011471 0.102589 0.905367 11.00000 -1.50000
H15B 2 -0.092554 0.368133 0.902157 11.00000 -1.50000
AFIX 0
C16 1 -0.343556 -0.266809 0.645078 11.00000 0.02205 0.02282 =
0.03057 -0.00740 -0.00262 -0.00765
O17 4 -0.291610 -0.401048 0.702528 11.00000 0.03007 0.02705 =
0.03347 -0.00105 -0.00718 -0.01283
N18 3 -0.502443 -0.270117 0.598419 11.00000 0.03419 0.02448 =
0.03185 -0.00191 -0.00823 -0.01658
H18A 2 -0.579449 -0.369714 0.605156 11.00000 -1.20000
H18B 2 -0.515739 -0.207233 0.549797 11.00000 -1.20000
HKLF 5
REM
REM R1 = 0.0825 for 2020 Fo > 4sig(Fo) and 0.0905 for all 2327 data
REM 173 parameters refined using 2 restraints
END
WGHT 0.0838 2.9195
REM Highest difference peak 0.929, deepest hole -0.481, 1-sigma level 0.106
Q1 1 0.3018 0.2702 0.8015 11.00000 0.05 0.93
Q2 1 0.2661 0.2439 0.9211 11.00000 0.05 0.62
Q3 1 -0.0335 0.2403 0.8589 11.00000 0.05 0.51
Q4 1 0.1001 0.2235 0.8578 11.00000 0.05 0.46
Q5 1 0.3614 0.3583 0.8765 11.00000 0.05 0.46
Q6 1 -0.2889 -0.4154 0.7584 11.00000 0.05 0.46
Q7 1 0.3997 0.3958 0.8261 11.00000 0.05 0.44
Q8 1 -0.2448 0.2768 0.8611 11.00000 0.05 0.44
Q9 1 -0.3032 0.0772 0.6081 11.00000 0.05 0.37
Q10 1 0.4344 0.3602 0.8121 11.00000 0.05 0.36
Q11 1 0.1554 0.4202 0.6494 11.00000 0.05 0.34
Q12 1 -0.2171 -0.0404 0.5769 11.00000 0.05 0.32
Q13 1 0.7536 -0.2714 0.8073 11.00000 0.05 0.32
Q14 1 0.0634 0.2796 0.7004 11.00000 0.05 0.32
Q15 1 0.2347 0.2510 0.7403 11.00000 0.05 0.31
Q16 1 0.1619 0.1678 0.7836 11.00000 0.05 0.31
Q17 1 0.6318 0.1345 0.9195 11.00000 0.05 0.31
Q18 1 -0.1762 -0.7231 0.7481 11.00000 0.05 0.30
Q19 1 0.0450 0.6983 0.8609 11.00000 0.05 0.30
Q20 1 -0.2061 0.1954 0.6111 11.00000 0.05 0.30
;
_shelx_res_checksum 7582
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
-1 1 0 0.0934 -1.0021 0.9966 -0.0089 -0.3860 -0.0498 -0.1575
1 -1 0 0.1574 1.0021 -0.9966 0.0089 0.3860 0.0498 0.1575
1 1 1 0.1671 0.9980 1.0002 1.0123 -0.1039 -0.0096 0.2928
-1 -1 -1 0.1911 -0.9980 -1.0002 -1.0123 0.1039 0.0096 -0.2928
0 0 -1 0.0459 0.0010 0.0011 -0.9992 -0.0053 0.0910 -0.0103
0 0 1 0.0139 -0.0010 -0.0011 0.9992 0.0053 -0.0910 0.0103
1 4 2 0.1591 0.9922 3.9959 2.0179 -0.8413 -0.0532 0.4906
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
1 0.867(6)
2 0.133(6)
_chemical_properties_physical Moisture-sensitive
#######################################################################
#
# 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_mbfcme
_database_code_depnum_ccdc_archive 'CCDC 1582899'
_audit_update_record
;
2017-10-30 deposited with the CCDC.
2018-01-19 downloaded from the CCDC.
;
_nottingham_internal_coll_name MBFCME
_nottingham_internal_coll_number 14847
_nottingham_internal_coll_client MBF/CJM
_nottingham_internal_coll_type custom
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '3.0000, 2.0000'
_nottingham_internal_coll_frame_width 2.0000
_nottingham_internal_coll_user pczwl
_nottingham_internal_coll_date 04/06/2015
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_instrument 'SN, XDA 017/09'
_nottingham_internal_NCS_number ?
_nottingham_internal_process_date 04/06/2015
_nottingham_internal_process_user pczwl
_nottingham_internal_solution_date 4/6/2015
_nottingham_internal_solution_user pczwl
_nottingham_internal_refinement_date 4/6/2015
_nottingham_internal_refinement_user pczwl
_nottingham_internal_self_archive_date ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_validation_user ?
_nottingham_internal_validation_date 4/6/2015
_nottingham_internal_validation_user pczwl
_nottingham_internal_archive_date 4/6/2015
_refine_special_details ?
_audit_creation_date 2015-06-04
_audit_creation_method
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_shelx_SHELXL_version_number 2014/7
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C11 H18 N6 O3 Si'
_chemical_formula_sum 'C11 H18 N6 O3 Si'
_chemical_formula_weight 310.40
_chemical_melting_point ?
_chemical_oxdiff_formula 'C11 H18 N6 O3 Si'
_chemical_oxdiff_usercomment
'MBFCME #14847 SN-566 IN FOMBLIN FILM ON A MICROMOUNT FOR MBF/CJM'
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'
N N 0.0311 0.0180 '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'
Si Si 0.2541 0.3302 '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 7.5168(10)
_cell_length_b 9.0109(15)
_cell_length_c 11.4120(15)
_cell_angle_alpha 88.485(12)
_cell_angle_beta 78.814(11)
_cell_angle_gamma 86.275(12)
_cell_volume 756.61(19)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 2659
_cell_measurement_temperature 120(2)
_cell_measurement_theta_max 74.1440
_cell_measurement_theta_min 5.9260
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.565
_exptl_absorpt_correction_T_max 0.931
_exptl_absorpt_correction_T_min 0.681
_exptl_absorpt_correction_type gaussian
_exptl_absorpt_process_details
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
Numerical absorption correction based on gaussian integration over
a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_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 1.362
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 328
_exptl_crystal_size_max 0.3666
_exptl_crystal_size_mid 0.2579
_exptl_crystal_size_min 0.0469
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0278
_diffrn_reflns_av_unetI/netI 0.0395
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.954
_diffrn_reflns_limit_h_max 8
_diffrn_reflns_limit_h_min -8
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -10
_diffrn_reflns_limit_l_max 13
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 5157
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.954
_diffrn_reflns_theta_full 67.684
_diffrn_reflns_theta_max 74.116
_diffrn_reflns_theta_min 4.919
_diffrn_ambient_environment N~2~
_diffrn_ambient_temperature 120(2)
_diffrn_crystal_treatment 'flash frozen in gaseous N2'
_diffrn_detector 'CCD area detector'
_diffrn_detector_area_resol_mean 5.1806
_diffrn_detector_type 'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.954
_diffrn_measurement_details
;
#__ type_ start__ end____ width___ exp.time_
1 omega 52.00 114.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -125.0000 60.0000 31
#__ type_ start__ end____ width___ exp.time_
2 omega 97.00 123.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -77.0000 -30.0000 13
#__ type_ start__ end____ width___ exp.time_
3 omega 74.00 176.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 15.0000 -90.0000 51
#__ type_ start__ end____ width___ exp.time_
4 omega 110.00 168.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 125.0000 60.0000 29
#__ type_ start__ end____ width___ exp.time_
5 omega 94.00 168.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 125.0000 -90.0000 37
#__ type_ start__ end____ width___ exp.time_
6 omega 150.00 176.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 125.0000 -150.0000 13
#__ type_ start__ end____ width___ exp.time_
7 omega 80.00 170.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 61.0000 -30.0000 45
#__ type_ start__ end____ width___ exp.time_
8 omega 53.00 95.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -45.0000 -180.0000 21
#__ type_ start__ end____ width___ exp.time_
9 omega 87.00 121.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -125.0000 -180.0000 17
#__ type_ start__ end____ width___ exp.time_
10 omega 46.00 84.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -30.0000 -60.0000 19
#__ type_ start__ end____ width___ exp.time_
11 omega 50.00 84.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -30.0000 -30.0000 17
#__ type_ start__ end____ width___ exp.time_
12 omega 41.00 81.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -77.0000 -30.0000 20
#__ type_ start__ end____ width___ exp.time_
13 omega 36.00 98.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -45.0000 30.0000 31
#__ type_ start__ end____ width___ exp.time_
14 omega 37.00 95.00 2.0000 3.0000
omega____ theta____ kappa____ phi______ frames
- 105.5072 -77.0000 -180.0000 29
#__ type_ start__ end____ width___ exp.time_
15 omega -46.00 28.00 2.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 38.0000 -180.0000 37
#__ type_ start__ end____ width___ exp.time_
16 omega -64.00 32.00 2.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 57.0000 30.0000 48
#__ type_ start__ end____ width___ exp.time_
17 omega -89.00 -33.00 2.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 125.0000 90.0000 28
#__ type_ start__ end____ width___ exp.time_
18 omega -106.00 -16.00 2.0000 2.0000
omega____ theta____ kappa____ phi______ frames
- -38.5000 -57.0000 -120.0000 45
;
_diffrn_measurement_device '\k-geometry diffractometer'
_diffrn_measurement_device_type 'SuperNova-Duo, Atlas'
_diffrn_measurement_method '\w scans'
_diffrn_measurement_specimen_support 'MiTeGen micromount'
_diffrn_orient_matrix_UB_11 0.0248966000
_diffrn_orient_matrix_UB_12 -0.1710492000
_diffrn_orient_matrix_UB_13 0.0015387000
_diffrn_orient_matrix_UB_21 -0.0323212000
_diffrn_orient_matrix_UB_22 -0.0029979000
_diffrn_orient_matrix_UB_23 -0.1291334000
_diffrn_orient_matrix_UB_31 0.2052922000
_diffrn_orient_matrix_UB_32 0.0096127000
_diffrn_orient_matrix_UB_33 -0.0475628000
_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
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2656
_reflns_number_total 2945
_reflns_odcompleteness_completeness 99.85
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 66.97
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_collection
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_data_reduction
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET)
(compiled Aug 13 2014,18:06:01)
;
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2008)'
_computing_structure_solution 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.474
_refine_diff_density_min -0.281
_refine_diff_density_rms 0.060
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.041
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 193
_refine_ls_number_reflns 2945
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0452
_refine_ls_R_factor_gt 0.0410
_refine_ls_restrained_S_all 1.041
_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^)+(0.0646P)^2^+0.2695P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1096
_refine_ls_wR_factor_ref 0.1139
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C11(H11A,H11B), C13(H13A,H13B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
C8(H8)
2.c X=CH2 refined with riding coordinates:
N21(H21A,H21B)
2.d Idealised Me refined as rotating group:
C16(H16A,H16B,H16C), C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary iterative
_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
C1 C -0.1396(2) 0.26723(17) 1.00353(14) 0.0170(3) Uani 1 1 d . . . . .
N2 N -0.17529(19) 0.25543(15) 0.89071(12) 0.0178(3) Uani 1 1 d . . . . .
N3 N -0.25869(19) 0.36377(15) 0.82780(12) 0.0199(3) Uani 1 1 d . . . . .
N4 N -0.30389(18) 0.49184(15) 0.87204(12) 0.0185(3) Uani 1 1 d . . . . .
C5 C -0.2703(2) 0.51990(17) 0.98287(14) 0.0160(3) Uani 1 1 d . . . . .
C6 C -0.2968(2) 0.64374(18) 1.05408(14) 0.0161(3) Uani 1 1 d . . . . .
N7 N -0.23598(19) 0.61072(15) 1.15878(12) 0.0190(3) Uani 1 1 d . . . . .
C8 C -0.1760(2) 0.47073(18) 1.15285(15) 0.0193(3) Uani 1 1 d . . . . .
H8 H -0.1277 0.4183 1.2141 0.023 Uiso 1 1 calc R . . . .
N9 N -0.19194(18) 0.41006(15) 1.04770(12) 0.0161(3) Uani 1 1 d . . . . .
O10 O -0.06991(17) 0.17191(13) 1.05825(11) 0.0231(3) Uani 1 1 d . . . . .
C11 C -0.1286(2) 0.11377(18) 0.82735(15) 0.0202(4) Uani 1 1 d . . . . .
H11A H -0.1378 0.0309 0.8865 0.024 Uiso 1 1 calc R . . . .
H11B H -0.2175 0.1003 0.7755 0.024 Uiso 1 1 calc R . . . .
O12 O 0.04613(15) 0.10738(13) 0.75762(10) 0.0195(3) Uani 1 1 d . . . . .
C13 C 0.0615(2) 0.19592(19) 0.64917(15) 0.0209(3) Uani 1 1 d . . . . .
H13A H 0.0428 0.3029 0.6688 0.025 Uiso 1 1 calc R . . . .
H13B H -0.0326 0.1707 0.6044 0.025 Uiso 1 1 calc R . . . .
C14 C 0.2480(2) 0.16475(19) 0.57393(15) 0.0229(4) Uani 1 1 d . . . . .
H14A H 0.2654 0.0571 0.5568 0.027 Uiso 1 1 calc R . . . .
H14B H 0.3402 0.1894 0.6204 0.027 Uiso 1 1 calc R . . . .
Si15 Si 0.28769(6) 0.27221(5) 0.42821(4) 0.01932(15) Uani 1 1 d . . . . .
C16 C 0.2730(3) 0.4751(2) 0.46091(18) 0.0289(4) Uani 1 1 d . . . . .
H16A H 0.3389 0.4919 0.5251 0.043 Uiso 1 1 calc GR . . . .
H16B H 0.1453 0.5098 0.4859 0.043 Uiso 1 1 calc GR . . . .
H16C H 0.3271 0.5300 0.3889 0.043 Uiso 1 1 calc GR . . . .
C17 C 0.5166(3) 0.2141(2) 0.34147(17) 0.0312(4) Uani 1 1 d . . . . .
H17A H 0.5362 0.2661 0.2639 0.047 Uiso 1 1 calc GR . . . .
H17B H 0.5245 0.1065 0.3290 0.047 Uiso 1 1 calc GR . . . .
H17C H 0.6097 0.2392 0.3858 0.047 Uiso 1 1 calc GR . . . .
C18 C 0.1093(3) 0.2300(2) 0.34240(16) 0.0274(4) Uani 1 1 d . . . . .
H18A H 0.1425 0.2683 0.2604 0.041 Uiso 1 1 calc GR . . . .
H18B H -0.0078 0.2775 0.3808 0.041 Uiso 1 1 calc GR . . . .
H18C H 0.0996 0.1222 0.3411 0.041 Uiso 1 1 calc GR . . . .
C19 C -0.3811(2) 0.79254(17) 1.03065(14) 0.0169(3) Uani 1 1 d . . . . .
O20 O -0.47237(16) 0.80814(13) 0.95143(11) 0.0219(3) Uani 1 1 d . . . . .
N21 N -0.35561(19) 0.90079(15) 1.10149(12) 0.0204(3) Uani 1 1 d . . . . .
H21A H -0.4054 0.9907 1.0936 0.024 Uiso 1 1 calc R . . . .
H21B H -0.2890 0.8825 1.1563 0.024 Uiso 1 1 calc R . . . .
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 0.0151(7) 0.0129(7) 0.0215(8) 0.0007(6) -0.0001(6) 0.0000(6)
N2 0.0202(7) 0.0134(6) 0.0189(7) 0.0008(5) -0.0023(5) 0.0015(5)
N3 0.0219(7) 0.0169(7) 0.0201(7) 0.0015(5) -0.0032(5) 0.0022(5)
N4 0.0189(7) 0.0171(7) 0.0188(7) 0.0001(5) -0.0030(5) 0.0023(5)
C5 0.0123(7) 0.0151(7) 0.0203(8) 0.0043(6) -0.0031(6) 0.0004(5)
C6 0.0139(7) 0.0156(7) 0.0181(8) 0.0027(6) -0.0023(6) -0.0003(6)
N7 0.0198(7) 0.0166(7) 0.0211(7) 0.0014(5) -0.0056(5) -0.0002(5)
C8 0.0217(8) 0.0169(8) 0.0197(8) 0.0024(6) -0.0062(6) 0.0000(6)
N9 0.0166(6) 0.0121(6) 0.0194(7) 0.0025(5) -0.0039(5) 0.0013(5)
O10 0.0279(6) 0.0155(6) 0.0259(6) 0.0033(5) -0.0072(5) 0.0038(5)
C11 0.0228(8) 0.0148(8) 0.0221(8) -0.0019(6) -0.0016(6) -0.0010(6)
O12 0.0220(6) 0.0173(6) 0.0182(6) 0.0011(4) -0.0031(5) 0.0031(4)
C13 0.0240(9) 0.0201(8) 0.0180(8) 0.0015(6) -0.0046(6) 0.0038(6)
C14 0.0232(9) 0.0233(8) 0.0209(8) 0.0000(7) -0.0034(7) 0.0053(7)
Si15 0.0199(3) 0.0192(2) 0.0185(2) -0.00049(17) -0.00405(17) 0.00238(17)
C16 0.0251(9) 0.0243(9) 0.0388(11) -0.0044(8) -0.0100(8) -0.0002(7)
C17 0.0267(10) 0.0372(11) 0.0265(9) 0.0018(8) -0.0006(7) 0.0065(8)
C18 0.0320(10) 0.0276(9) 0.0245(9) -0.0023(7) -0.0098(7) -0.0029(7)
C19 0.0146(7) 0.0150(8) 0.0195(8) 0.0005(6) 0.0002(6) 0.0013(6)
O20 0.0233(6) 0.0181(6) 0.0255(6) -0.0011(5) -0.0096(5) 0.0048(5)
N21 0.0244(7) 0.0150(7) 0.0224(7) 0.0002(5) -0.0081(6) 0.0040(5)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 N2 1.373(2) . ?
C1 N9 1.399(2) . ?
C1 O10 1.201(2) . ?
N2 N3 1.3854(19) . ?
N2 C11 1.472(2) . ?
N3 N4 1.271(2) . ?
N4 C5 1.370(2) . ?
C5 C6 1.379(2) . ?
C5 N9 1.389(2) . ?
C6 N7 1.379(2) . ?
C6 C19 1.486(2) . ?
N7 C8 1.311(2) . ?
C8 H8 0.9500 . ?
C8 N9 1.361(2) . ?
C11 H11A 0.9900 . ?
C11 H11B 0.9900 . ?
C11 O12 1.396(2) . ?
O12 C13 1.444(2) . ?
C13 H13A 0.9900 . ?
C13 H13B 0.9900 . ?
C13 C14 1.509(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 Si15 1.8846(18) . ?
Si15 C16 1.8675(19) . ?
Si15 C17 1.8613(19) . ?
Si15 C18 1.8701(19) . ?
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 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 O20 1.237(2) . ?
C19 N21 1.330(2) . ?
N21 H21A 0.8800 . ?
N21 H21B 0.8800 . ?
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
N2 C1 N9 110.50(14) . . ?
O10 C1 N2 126.36(15) . . ?
O10 C1 N9 123.12(16) . . ?
C1 N2 N3 126.77(13) . . ?
C1 N2 C11 119.24(13) . . ?
N3 N2 C11 113.96(13) . . ?
N4 N3 N2 120.19(14) . . ?
N3 N4 C5 118.89(14) . . ?
N4 C5 C6 133.84(15) . . ?
N4 C5 N9 121.02(14) . . ?
C6 C5 N9 105.14(14) . . ?
C5 C6 C19 128.42(15) . . ?
N7 C6 C5 109.66(14) . . ?
N7 C6 C19 121.89(15) . . ?
C8 N7 C6 106.51(14) . . ?
N7 C8 H8 124.3 . . ?
N7 C8 N9 111.32(14) . . ?
N9 C8 H8 124.3 . . ?
C5 N9 C1 122.55(14) . . ?
C8 N9 C1 130.08(14) . . ?
C8 N9 C5 107.36(13) . . ?
N2 C11 H11A 109.1 . . ?
N2 C11 H11B 109.1 . . ?
H11A C11 H11B 107.8 . . ?
O12 C11 N2 112.58(13) . . ?
O12 C11 H11A 109.1 . . ?
O12 C11 H11B 109.1 . . ?
C11 O12 C13 113.69(12) . . ?
O12 C13 H13A 109.9 . . ?
O12 C13 H13B 109.9 . . ?
O12 C13 C14 108.91(13) . . ?
H13A C13 H13B 108.3 . . ?
C14 C13 H13A 109.9 . . ?
C14 C13 H13B 109.9 . . ?
C13 C14 H14A 108.8 . . ?
C13 C14 H14B 108.8 . . ?
C13 C14 Si15 113.75(12) . . ?
H14A C14 H14B 107.7 . . ?
Si15 C14 H14A 108.8 . . ?
Si15 C14 H14B 108.8 . . ?
C16 Si15 C14 108.76(9) . . ?
C16 Si15 C18 110.02(9) . . ?
C17 Si15 C14 108.90(8) . . ?
C17 Si15 C16 110.46(9) . . ?
C17 Si15 C18 109.85(9) . . ?
C18 Si15 C14 108.81(8) . . ?
Si15 C16 H16A 109.5 . . ?
Si15 C16 H16B 109.5 . . ?
Si15 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
Si15 C17 H17A 109.5 . . ?
Si15 C17 H17B 109.5 . . ?
Si15 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
Si15 C18 H18A 109.5 . . ?
Si15 C18 H18B 109.5 . . ?
Si15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
O20 C19 C6 119.80(15) . . ?
O20 C19 N21 124.37(15) . . ?
N21 C19 C6 115.79(14) . . ?
C19 N21 H21A 120.0 . . ?
C19 N21 H21B 120.0 . . ?
H21A N21 H21B 120.0 . . ?
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N21 H21A O20 0.88 2.08 2.9486(18) 170.9 2_477
N21 H21B O12 0.88 2.24 3.0700(19) 156.6 2_567
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 N2 N3 N4 3.0(2) . . . . ?
C1 N2 C11 O12 -91.04(17) . . . . ?
N2 C1 N9 C5 0.6(2) . . . . ?
N2 C1 N9 C8 -177.67(15) . . . . ?
N2 N3 N4 C5 -0.6(2) . . . . ?
N2 C11 O12 C13 -74.63(17) . . . . ?
N3 N2 C11 O12 90.93(16) . . . . ?
N3 N4 C5 C6 178.14(16) . . . . ?
N3 N4 C5 N9 -1.4(2) . . . . ?
N4 C5 C6 N7 -179.41(16) . . . . ?
N4 C5 C6 C19 2.2(3) . . . . ?
N4 C5 N9 C1 1.4(2) . . . . ?
N4 C5 N9 C8 -179.97(14) . . . . ?
C5 C6 N7 C8 -0.70(18) . . . . ?
C5 C6 C19 O20 15.6(2) . . . . ?
C5 C6 C19 N21 -166.33(15) . . . . ?
C6 C5 N9 C1 -178.24(13) . . . . ?
C6 C5 N9 C8 0.36(17) . . . . ?
C6 N7 C8 N9 0.94(18) . . . . ?
N7 C6 C19 O20 -162.54(15) . . . . ?
N7 C6 C19 N21 15.5(2) . . . . ?
N7 C8 N9 C1 177.63(15) . . . . ?
N7 C8 N9 C5 -0.84(19) . . . . ?
N9 C1 N2 N3 -2.8(2) . . . . ?
N9 C1 N2 C11 179.44(13) . . . . ?
N9 C5 C6 N7 0.20(17) . . . . ?
N9 C5 C6 C19 -178.16(15) . . . . ?
O10 C1 N2 N3 178.67(15) . . . . ?
O10 C1 N2 C11 0.9(2) . . . . ?
O10 C1 N9 C5 179.16(14) . . . . ?
O10 C1 N9 C8 0.9(3) . . . . ?
C11 N2 N3 N4 -179.13(14) . . . . ?
C11 O12 C13 C14 -172.61(14) . . . . ?
O12 C13 C14 Si15 179.66(11) . . . . ?
C13 C14 Si15 C16 62.98(15) . . . . ?
C13 C14 Si15 C17 -176.59(13) . . . . ?
C13 C14 Si15 C18 -56.87(15) . . . . ?
C19 C6 N7 C8 177.78(14) . . . . ?
_shelx_res_file
;
mbfcme.res created by SHELXL-2014/7
TITL
CELL 1.54184 7.516838 9.010913 11.412005 88.485 78.8142 86.2752
ZERR 2 0.000952 0.001492 0.001543 0.0123 0.011 0.0119
LATT 1
SFAC C H N O Si
UNIT 22 36 12 6 2
EQIV $1 -1-X,2-Y,2-Z
EQIV $2 -X,1-Y,2-Z
L.S. 12
PLAN 20
TEMP -153
HTAB N21 O20_$1
HTAB N21 O12_$2
fmap 2
MORE -1
BOND $H
CONF
acta
OMIT 0 0 1
REM
REM
REM
WGHT 0.064600 0.269500
FVAR 8.95504
C1 1 -0.139570 0.267232 1.003531 11.00000 0.01512 0.01286 =
0.02151 0.00075 -0.00008 0.00005
N2 3 -0.175293 0.255435 0.890706 11.00000 0.02020 0.01340 =
0.01892 0.00082 -0.00227 0.00147
N3 3 -0.258686 0.363766 0.827800 11.00000 0.02189 0.01686 =
0.02011 0.00147 -0.00315 0.00217
N4 3 -0.303888 0.491844 0.872042 11.00000 0.01893 0.01714 =
0.01877 0.00012 -0.00296 0.00231
C5 1 -0.270307 0.519897 0.982867 11.00000 0.01230 0.01505 =
0.02026 0.00433 -0.00311 0.00044
C6 1 -0.296772 0.643743 1.054078 11.00000 0.01393 0.01556 =
0.01814 0.00270 -0.00227 -0.00033
N7 3 -0.235984 0.610716 1.158777 11.00000 0.01977 0.01657 =
0.02114 0.00138 -0.00556 -0.00021
C8 1 -0.176038 0.470728 1.152848 11.00000 0.02175 0.01694 =
0.01972 0.00242 -0.00615 0.00001
AFIX 43
H8 2 -0.127683 0.418329 1.214101 11.00000 -1.20000
AFIX 0
N9 3 -0.191941 0.410057 1.047700 11.00000 0.01659 0.01213 =
0.01944 0.00251 -0.00385 0.00128
O10 4 -0.069909 0.171915 1.058247 11.00000 0.02791 0.01546 =
0.02588 0.00333 -0.00718 0.00376
C11 1 -0.128588 0.113766 0.827355 11.00000 0.02278 0.01476 =
0.02212 -0.00194 -0.00157 -0.00100
AFIX 23
H11A 2 -0.137835 0.030911 0.886526 11.00000 -1.20000
H11B 2 -0.217515 0.100328 0.775461 11.00000 -1.20000
AFIX 0
O12 4 0.046130 0.107385 0.757622 11.00000 0.02203 0.01730 =
0.01816 0.00114 -0.00315 0.00310
C13 1 0.061480 0.195919 0.649170 11.00000 0.02397 0.02012 =
0.01802 0.00153 -0.00462 0.00376
AFIX 23
H13A 2 0.042844 0.302853 0.668825 11.00000 -1.20000
H13B 2 -0.032569 0.170719 0.604360 11.00000 -1.20000
AFIX 0
C14 1 0.248011 0.164747 0.573931 11.00000 0.02318 0.02332 =
0.02094 0.00003 -0.00342 0.00533
AFIX 23
H14A 2 0.265422 0.057088 0.556794 11.00000 -1.20000
H14B 2 0.340238 0.189373 0.620411 11.00000 -1.20000
AFIX 0
SI15 5 0.287695 0.272210 0.428215 11.00000 0.01994 0.01918 =
0.01853 -0.00049 -0.00405 0.00238
C16 1 0.272994 0.475094 0.460910 11.00000 0.02508 0.02434 =
0.03881 -0.00436 -0.00995 -0.00024
AFIX 137
H16A 2 0.338878 0.491899 0.525061 11.00000 -1.50000
H16B 2 0.145286 0.509844 0.485919 11.00000 -1.50000
H16C 2 0.327105 0.530006 0.388910 11.00000 -1.50000
AFIX 0
C17 1 0.516619 0.214142 0.341469 11.00000 0.02672 0.03723 =
0.02648 0.00179 -0.00064 0.00652
AFIX 137
H17A 2 0.536187 0.266072 0.263917 11.00000 -1.50000
H17B 2 0.524503 0.106536 0.329030 11.00000 -1.50000
H17C 2 0.609700 0.239246 0.385786 11.00000 -1.50000
AFIX 0
C18 1 0.109290 0.230039 0.342404 11.00000 0.03198 0.02762 =
0.02452 -0.00232 -0.00976 -0.00287
AFIX 137
H18A 2 0.142499 0.268308 0.260404 11.00000 -1.50000
H18B 2 -0.007760 0.277526 0.380760 11.00000 -1.50000
H18C 2 0.099641 0.122183 0.341078 11.00000 -1.50000
AFIX 0
C19 1 -0.381073 0.792537 1.030655 11.00000 0.01456 0.01504 =
0.01948 0.00053 0.00021 0.00132
O20 4 -0.472366 0.808145 0.951430 11.00000 0.02327 0.01812 =
0.02554 -0.00107 -0.00962 0.00482
N21 3 -0.355610 0.900794 1.101493 11.00000 0.02443 0.01500 =
0.02243 0.00024 -0.00814 0.00399
AFIX 93
H21A 2 -0.405355 0.990712 1.093562 11.00000 -1.20000
H21B 2 -0.289011 0.882528 1.156310 11.00000 -1.20000
AFIX 0
HKLF 4
REM
REM R1 = 0.0410 for 2656 Fo > 4sig(Fo) and 0.0452 for all 2945 data
REM 193 parameters refined using 0 restraints
END
WGHT 0.0646 0.2695
REM Highest difference peak 0.474, deepest hole -0.281, 1-sigma level 0.060
Q1 1 0.4053 0.2417 0.3858 11.00000 0.05 0.47
Q2 1 0.2766 0.3799 0.4511 11.00000 0.05 0.35
Q3 1 0.1596 0.1835 0.6077 11.00000 0.05 0.32
Q4 1 0.2560 0.1986 0.5056 11.00000 0.05 0.29
Q5 1 0.1917 0.2482 0.3843 11.00000 0.05 0.27
Q6 1 -0.0396 0.1200 0.7944 11.00000 0.05 0.23
Q7 1 -0.2426 0.1569 1.0781 11.00000 0.05 0.20
Q8 1 -0.3423 0.7182 1.0362 11.00000 0.05 0.19
Q9 1 -0.2272 0.8933 1.1160 11.00000 0.05 0.19
Q10 1 -0.2428 0.4520 1.0138 11.00000 0.05 0.19
Q11 1 -0.5014 0.5077 0.8518 11.00000 0.05 0.18
Q12 1 0.1746 0.2822 0.1309 11.00000 0.05 0.18
Q13 1 -0.5375 0.8051 1.0203 11.00000 0.05 0.18
Q14 1 0.0946 0.1328 1.0242 11.00000 0.05 0.17
Q15 1 -0.6131 0.8538 0.9818 11.00000 0.05 0.17
Q16 1 -0.1829 -0.0277 0.9655 11.00000 0.05 0.17
Q17 1 -0.1590 0.3501 1.0272 11.00000 0.05 0.17
Q18 1 -0.2712 0.9833 1.0273 11.00000 0.05 0.16
Q19 1 -0.4709 0.7083 0.9250 11.00000 0.05 0.16
Q20 1 0.0606 0.0564 0.7657 11.00000 0.05 0.16
;
_shelx_res_checksum 42616
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 0 1 0.0375 0.0015 -0.0039 0.9989 0.0022 -0.1290 -0.0472
0 0 -1 0.0095 -0.0015 0.0039 -0.9989 -0.0022 0.1290 0.0472
-3 4 1 0.1526 -3.0208 3.9623 1.0362 -0.7514 -0.0480 -0.6313
2 5 -1 0.1151 1.9656 5.0210 -0.9951 -0.8114 0.0499 0.4991
4 3 -1 0.0616 3.9763 3.0430 -1.0175 -0.4231 -0.0063 0.8939
0 -1 0 0.1655 0.0062 -0.9993 -0.0037 0.1711 0.0033 -0.0081
-5 -1 1 0.1295 -4.9879 -1.0548 1.0324 0.0578 0.0311 -1.0832
3 -5 0 0.1942 3.0285 -4.9655 -0.0410 0.9247 -0.0777 0.5760
5 1 -1 0.1229 4.9879 1.0548 -1.0324 -0.0578 -0.0311 1.0832
3 0 -5 0.0692 2.9897 0.0504 -5.0168 0.0581 0.5511 0.8529
-2 -1 -7 0.0566 -2.0028 -0.9927 -6.9811 0.1092 0.9692 -0.0887
_olex2_exptl_crystal_mounting_method 'in fomblin film on a micromount'
_olex2_submission_special_instructions 'No special instructions were received'
_exptl_crystal_recrystallization_method
'Re-crystallisation from solvent: 1:1 water:acetone'