# 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 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.
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data_7
_database_code_depnum_ccdc_archive 'CCDC 1843209'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2017-01-26
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.30 svn.r3356 for OlexSys, GUI svn.r5269)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C15 H16 N3 O2, F6 P'
_chemical_formula_sum 'C15 H16 F6 N3 O2 P'
_chemical_formula_weight 415.28
_chemical_melting_point ?
_chemical_oxdiff_formula 'P1 F6 N3 O2 C15 H16'
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'
P P 0.1023 0.0942 '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 7.1837(5)
_cell_length_b 19.7871(13)
_cell_length_c 12.2069(9)
_cell_angle_alpha 90
_cell_angle_beta 96.654(7)
_cell_angle_gamma 90
_cell_volume 1723.5(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 2391
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 27.0830
_cell_measurement_theta_min 3.6290
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.238
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.79782
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.600
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 848
_exptl_crystal_size_max 0.12
_exptl_crystal_size_mid 0.10
_exptl_crystal_size_min 0.02
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0462
_diffrn_reflns_av_unetI/netI 0.0641
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 26
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -11
_diffrn_reflns_number 8886
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.503
_diffrn_reflns_theta_min 3.305
_diffrn_ambient_temperature 295(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.9967
_diffrn_measured_fraction_theta_max 0.8561
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -92.00 -20.00 1.00 105.11 -- -11.54 -19.00-150.00 72
2 \w -88.00 27.00 1.00 105.11 -- -11.54 -19.00 -90.00 115
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 -0.0614260000
_diffrn_orient_matrix_UB_12 -0.0110735000
_diffrn_orient_matrix_UB_13 -0.0462091000
_diffrn_orient_matrix_UB_21 -0.0609092000
_diffrn_orient_matrix_UB_22 0.0274249000
_diffrn_orient_matrix_UB_23 0.0073890000
_diffrn_orient_matrix_UB_31 0.0488879000
_diffrn_orient_matrix_UB_32 0.0202583000
_diffrn_orient_matrix_UB_33 -0.0351360000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2383
_reflns_number_total 4105
_reflns_odcompleteness_completeness 99.67
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.286
_refine_diff_density_min -0.329
_refine_diff_density_rms 0.052
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.021
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 246
_refine_ls_number_reflns 4105
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.1134
_refine_ls_R_factor_gt 0.0589
_refine_ls_restrained_S_all 1.021
_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^)+(0.0430P)^2^+0.8390P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1157
_refine_ls_wR_factor_ref 0.1418
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C14(H14A,H14B)
2.b Aromatic/amide H refined with riding coordinates:
C1(H1), C2(H2), C5(H5), C8(H8), C9(H9), C11(H11)
2.c Idealised Me refined as rotating group:
C13(H13A,H13B,H13C), C15(H15A,H15B,H15C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O1 O -0.1923(3) 0.52387(10) 0.19142(16) 0.0491(5) Uani 1 1 d . . . . .
O2 O -0.1295(3) 0.58889(12) 0.33710(18) 0.0653(7) Uani 1 1 d . . . . .
N1 N -0.0550(3) 0.85650(11) 0.07769(18) 0.0401(6) Uani 1 1 d . . . . .
N2 N -0.2285(4) 0.85029(13) 0.1110(2) 0.0556(7) Uani 1 1 d . . . . .
N3 N -0.1509(3) 0.75887(10) 0.02519(18) 0.0376(5) Uani 1 1 d . . . . .
C1 C -0.0089(4) 0.80197(13) 0.0269(2) 0.0390(6) Uani 1 1 d . . . . .
H1 H 0.102930 0.794666 -0.002764 0.047 Uiso 1 1 calc R . . . .
C2 C -0.2827(4) 0.79071(15) 0.0774(3) 0.0531(8) Uani 1 1 d . . . . .
H2 H -0.398068 0.771976 0.087759 0.064 Uiso 1 1 calc R . . . .
C3 C -0.1639(4) 0.69235(12) -0.0266(2) 0.0421(7) Uani 1 1 d . . . . .
H3A H -0.055883 0.685886 -0.066344 0.051 Uiso 1 1 calc R . . . .
H3B H -0.274836 0.691113 -0.080096 0.051 Uiso 1 1 calc R . . . .
C4 C -0.1732(3) 0.63469(13) 0.0530(2) 0.0347(6) Uani 1 1 d . . . . .
C5 C -0.1446(4) 0.64196(14) 0.1624(2) 0.0425(7) Uani 1 1 d . . . . .
H5 H -0.117425 0.684792 0.191311 0.051 Uiso 1 1 calc R . . . .
C6 C -0.1539(4) 0.58612(15) 0.2377(3) 0.0481(7) Uani 1 1 d . . . . .
C7 C -0.2250(4) 0.51500(13) 0.0782(2) 0.0398(6) Uani 1 1 d . . . . .
C8 C -0.2678(4) 0.45032(14) 0.0416(3) 0.0494(8) Uani 1 1 d . . . . .
H8 H -0.272605 0.415083 0.091644 0.059 Uiso 1 1 calc R . . . .
C9 C -0.3032(4) 0.43869(14) -0.0695(3) 0.0492(8) Uani 1 1 d . . . . .
H9 H -0.331436 0.395056 -0.094436 0.059 Uiso 1 1 calc R . . . .
C10 C -0.2978(4) 0.49078(14) -0.1461(2) 0.0428(7) Uani 1 1 d . . . . .
C11 C -0.2532(4) 0.55487(13) -0.1069(2) 0.0390(6) Uani 1 1 d . . . . .
H11 H -0.247432 0.590023 -0.156938 0.047 Uiso 1 1 calc R . . . .
C12 C -0.2165(3) 0.56846(12) 0.0060(2) 0.0342(6) Uani 1 1 d . . . . .
C13 C -0.3412(5) 0.47755(16) -0.2676(3) 0.0582(9) Uani 1 1 d . . . . .
H13A H -0.357934 0.519758 -0.306247 0.087 Uiso 1 1 calc GR . . . .
H13B H -0.454045 0.451321 -0.280703 0.087 Uiso 1 1 calc GR . . . .
H13C H -0.239445 0.453104 -0.293443 0.087 Uiso 1 1 calc GR . . . .
C14 C 0.0507(5) 0.91942(14) 0.1014(3) 0.0593(9) Uani 1 1 d . . . . .
H14A H 0.073718 0.925473 0.180654 0.071 Uiso 1 1 calc R . . . .
H14B H -0.024656 0.957199 0.071308 0.071 Uiso 1 1 calc R . . . .
C15 C 0.2323(5) 0.92009(17) 0.0548(3) 0.0663(10) Uani 1 1 d . . . . .
H15A H 0.211339 0.911409 -0.022982 0.099 Uiso 1 1 calc GR . . . .
H15B H 0.312798 0.885789 0.090007 0.099 Uiso 1 1 calc GR . . . .
H15C H 0.290506 0.963522 0.067361 0.099 Uiso 1 1 calc GR . . . .
P1 P 0.33534(11) 0.75331(4) 0.29712(6) 0.0440(2) Uani 1 1 d . . . . .
F1 F 0.1360(3) 0.78875(11) 0.28419(17) 0.0815(7) Uani 1 1 d . . . . .
F2 F 0.5333(3) 0.71843(12) 0.31035(19) 0.0881(7) Uani 1 1 d . . . . .
F3 F 0.3563(3) 0.77189(11) 0.42472(15) 0.0776(6) Uani 1 1 d . . . . .
F4 F 0.4309(3) 0.82204(10) 0.27282(19) 0.0899(7) Uani 1 1 d . . . . .
F5 F 0.3109(3) 0.73590(11) 0.16995(15) 0.0766(6) Uani 1 1 d . . . . .
F6 F 0.2370(3) 0.68532(10) 0.32286(19) 0.0916(7) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
O1 0.0610(13) 0.0440(11) 0.0416(12) 0.0103(9) 0.0034(10) 0.0001(10)
O2 0.0880(18) 0.0734(16) 0.0327(13) 0.0084(11) -0.0001(12) -0.0025(13)
N1 0.0521(15) 0.0355(12) 0.0327(13) -0.0022(10) 0.0052(11) -0.0021(11)
N2 0.0571(17) 0.0485(15) 0.0639(18) -0.0129(13) 0.0191(14) 0.0032(13)
N3 0.0459(13) 0.0328(12) 0.0349(13) -0.0015(10) 0.0081(10) -0.0023(10)
C1 0.0489(16) 0.0353(14) 0.0340(15) 0.0015(12) 0.0099(13) 0.0013(13)
C2 0.0489(18) 0.0477(18) 0.066(2) -0.0110(16) 0.0188(16) -0.0034(15)
C3 0.0570(18) 0.0311(14) 0.0387(16) -0.0023(12) 0.0077(13) -0.0030(13)
C4 0.0319(14) 0.0354(14) 0.0373(15) 0.0011(12) 0.0061(11) -0.0014(11)
C5 0.0469(17) 0.0398(15) 0.0400(17) -0.0016(13) 0.0014(13) -0.0022(13)
C6 0.0475(17) 0.0512(18) 0.0448(19) 0.0067(15) 0.0019(14) 0.0010(14)
C7 0.0384(15) 0.0401(15) 0.0411(17) 0.0054(13) 0.0055(13) 0.0040(12)
C8 0.0540(19) 0.0317(15) 0.062(2) 0.0077(14) 0.0063(16) 0.0012(14)
C9 0.0447(17) 0.0348(15) 0.068(2) -0.0104(15) 0.0070(15) -0.0023(13)
C10 0.0406(16) 0.0384(15) 0.0505(18) -0.0070(14) 0.0101(13) 0.0000(13)
C11 0.0418(16) 0.0357(14) 0.0407(17) 0.0017(12) 0.0104(12) -0.0005(12)
C12 0.0304(13) 0.0353(14) 0.0375(15) 0.0002(12) 0.0064(11) 0.0025(11)
C13 0.064(2) 0.0523(18) 0.058(2) -0.0158(16) 0.0082(17) -0.0057(16)
C14 0.084(3) 0.0362(16) 0.057(2) -0.0088(15) 0.0081(18) -0.0157(16)
C15 0.073(2) 0.056(2) 0.070(2) -0.0004(18) 0.0050(19) -0.0215(18)
P1 0.0492(5) 0.0478(5) 0.0358(4) 0.0006(3) 0.0086(3) -0.0005(4)
F1 0.0638(13) 0.1123(17) 0.0685(14) -0.0060(12) 0.0079(10) 0.0312(12)
F2 0.0660(13) 0.1072(17) 0.0894(17) -0.0132(13) 0.0014(11) 0.0334(12)
F3 0.0905(15) 0.1044(16) 0.0375(11) -0.0081(10) 0.0053(10) 0.0041(12)
F4 0.1150(18) 0.0654(13) 0.0939(17) 0.0047(12) 0.0321(14) -0.0285(12)
F5 0.0840(14) 0.1056(16) 0.0404(11) -0.0166(10) 0.0088(10) 0.0021(12)
F6 0.1152(19) 0.0650(13) 0.0981(18) 0.0096(12) 0.0270(14) -0.0265(12)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
O1 C6 1.370(3) . ?
O1 C7 1.386(3) . ?
O2 C6 1.207(3) . ?
N1 N2 1.361(3) . ?
N1 C1 1.306(3) . ?
N1 C14 1.469(3) . ?
N2 C2 1.293(4) . ?
N3 C1 1.328(3) . ?
N3 C2 1.356(3) . ?
N3 C3 1.459(3) . ?
C3 C4 1.505(3) . ?
C4 C5 1.335(4) . ?
C4 C12 1.450(4) . ?
C5 C6 1.444(4) . ?
C7 C8 1.378(4) . ?
C7 C12 1.383(4) . ?
C8 C9 1.370(4) . ?
C9 C10 1.395(4) . ?
C10 C11 1.380(4) . ?
C10 C13 1.503(4) . ?
C11 C12 1.399(4) . ?
C14 C15 1.482(4) . ?
P1 F1 1.586(2) . ?
P1 F2 1.572(2) . ?
P1 F3 1.5905(19) . ?
P1 F4 1.567(2) . ?
P1 F5 1.5799(19) . ?
P1 F6 1.568(2) . ?
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C6 O1 C7 121.9(2) . . ?
N2 N1 C14 119.2(2) . . ?
C1 N1 N2 111.0(2) . . ?
C1 N1 C14 129.8(2) . . ?
C2 N2 N1 103.9(2) . . ?
C1 N3 C2 105.7(2) . . ?
C1 N3 C3 126.6(2) . . ?
C2 N3 C3 127.6(2) . . ?
N1 C1 N3 107.6(2) . . ?
N2 C2 N3 111.8(3) . . ?
N3 C3 C4 114.2(2) . . ?
C5 C4 C3 123.4(2) . . ?
C5 C4 C12 119.6(2) . . ?
C12 C4 C3 116.9(2) . . ?
C4 C5 C6 122.8(3) . . ?
O1 C6 C5 116.6(3) . . ?
O2 C6 O1 117.0(3) . . ?
O2 C6 C5 126.4(3) . . ?
C8 C7 O1 116.5(2) . . ?
C8 C7 C12 121.9(3) . . ?
C12 C7 O1 121.6(2) . . ?
C9 C8 C7 119.0(3) . . ?
C8 C9 C10 121.5(3) . . ?
C9 C10 C13 120.9(3) . . ?
C11 C10 C9 118.1(3) . . ?
C11 C10 C13 121.0(3) . . ?
C10 C11 C12 121.9(3) . . ?
C7 C12 C4 117.6(2) . . ?
C7 C12 C11 117.6(2) . . ?
C11 C12 C4 124.8(2) . . ?
N1 C14 C15 112.9(3) . . ?
F1 P1 F3 88.70(11) . . ?
F2 P1 F1 179.73(14) . . ?
F2 P1 F3 91.08(12) . . ?
F2 P1 F5 90.07(12) . . ?
F4 P1 F1 90.44(13) . . ?
F4 P1 F2 89.40(13) . . ?
F4 P1 F3 89.47(12) . . ?
F4 P1 F5 90.25(12) . . ?
F4 P1 F6 178.84(13) . . ?
F5 P1 F1 90.15(11) . . ?
F5 P1 F3 178.82(13) . . ?
F6 P1 F1 88.68(13) . . ?
F6 P1 F2 91.48(13) . . ?
F6 P1 F3 89.76(12) . . ?
F6 P1 F5 90.49(12) . . ?
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
C1 H1 F6 0.93 2.47 3.226(3) 138.7 4_575
C3 H3B F2 0.97 2.54 3.287(4) 133.6 4_475
_shelx_SHELXL_version_number 2016/4
_iucr_refine_instructions_details
;
TITL G3S2 in P21/c #14
g3s2.res created by SHELXL-2016/4 at 07:44:49 on 26-Jan-2017
REM reset to P21/c #14
CELL 0.71073 7.183708 19.787107 12.20691 90 96.6535 90
ZERR 4 0.000508 0.001256 0.000875 0 0.0067 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H F N O P
UNIT 60 64 24 12 8 4
EQIV $1 +X,1.5-Y,-0.5+Z
EQIV $2 -1+X,1.5-Y,-0.5+Z
L.S. 4
PLAN 20
HTAB C1 F6_$1
HTAB C3 F2_$2
BOND
fmap 2
acta
REM
REM
WGHT 0.043000 0.839000
FVAR 1.34285
O1 5 -0.192343 0.523869 0.191419 11.00000 0.06096 0.04400 =
0.04163 0.01026 0.00342 0.00008
O2 5 -0.129450 0.588893 0.337099 11.00000 0.08802 0.07342 =
0.03272 0.00841 -0.00011 -0.00253
N1 4 -0.054953 0.856499 0.077685 11.00000 0.05206 0.03552 =
0.03270 -0.00225 0.00523 -0.00210
N2 4 -0.228481 0.850286 0.111023 11.00000 0.05711 0.04849 =
0.06391 -0.01286 0.01911 0.00323
N3 4 -0.150906 0.758866 0.025188 11.00000 0.04593 0.03282 =
0.03492 -0.00153 0.00806 -0.00228
C1 1 -0.008938 0.801974 0.026865 11.00000 0.04892 0.03533 =
0.03401 0.00147 0.00988 0.00127
AFIX 43
H1 2 0.102930 0.794666 -0.002764 11.00000 -1.20000
AFIX 0
C2 1 -0.282676 0.790711 0.077393 11.00000 0.04893 0.04772 =
0.06557 -0.01099 0.01879 -0.00343
AFIX 43
H2 2 -0.398068 0.771976 0.087759 11.00000 -1.20000
AFIX 0
C3 1 -0.163921 0.692347 -0.026630 11.00000 0.05701 0.03114 =
0.03870 -0.00226 0.00771 -0.00296
AFIX 23
H3A 2 -0.055883 0.685886 -0.066344 11.00000 -1.20000
H3B 2 -0.274836 0.691113 -0.080096 11.00000 -1.20000
AFIX 0
C4 1 -0.173242 0.634695 0.052997 11.00000 0.03190 0.03536 =
0.03730 0.00110 0.00607 -0.00145
C5 1 -0.144568 0.641960 0.162402 11.00000 0.04685 0.03984 =
0.03998 -0.00165 0.00136 -0.00223
AFIX 43
H5 2 -0.117425 0.684792 0.191311 11.00000 -1.20000
AFIX 0
C6 1 -0.153924 0.586117 0.237728 11.00000 0.04745 0.05122 =
0.04475 0.00670 0.00190 0.00105
C7 1 -0.225009 0.514996 0.078218 11.00000 0.03835 0.04009 =
0.04110 0.00541 0.00548 0.00396
C8 1 -0.267810 0.450319 0.041630 11.00000 0.05404 0.03174 =
0.06221 0.00766 0.00633 0.00117
AFIX 43
H8 2 -0.272605 0.415083 0.091644 11.00000 -1.20000
AFIX 0
C9 1 -0.303189 0.438686 -0.069488 11.00000 0.04472 0.03479 =
0.06831 -0.01037 0.00698 -0.00234
AFIX 43
H9 2 -0.331436 0.395056 -0.094436 11.00000 -1.20000
AFIX 0
C10 1 -0.297811 0.490781 -0.146052 11.00000 0.04061 0.03836 =
0.05050 -0.00704 0.01006 0.00004
C11 1 -0.253223 0.554870 -0.106875 11.00000 0.04185 0.03570 =
0.04067 0.00171 0.01041 -0.00050
AFIX 43
H11 2 -0.247432 0.590023 -0.156938 11.00000 -1.20000
AFIX 0
C12 1 -0.216489 0.568459 0.006012 11.00000 0.03036 0.03526 =
0.03750 0.00017 0.00636 0.00252
C13 1 -0.341232 0.477545 -0.267592 11.00000 0.06441 0.05227 =
0.05831 -0.01583 0.00820 -0.00566
AFIX 137
H13A 2 -0.357934 0.519758 -0.306247 11.00000 -1.50000
H13B 2 -0.454045 0.451321 -0.280703 11.00000 -1.50000
H13C 2 -0.239445 0.453104 -0.293443 11.00000 -1.50000
AFIX 0
C14 1 0.050721 0.919416 0.101386 11.00000 0.08409 0.03618 =
0.05749 -0.00880 0.00814 -0.01573
AFIX 23
H14A 2 0.073718 0.925473 0.180654 11.00000 -1.20000
H14B 2 -0.024656 0.957199 0.071308 11.00000 -1.20000
AFIX 0
C15 1 0.232338 0.920093 0.054844 11.00000 0.07269 0.05582 =
0.06971 -0.00039 0.00501 -0.02153
AFIX 137
H15A 2 0.211339 0.911409 -0.022982 11.00000 -1.50000
H15B 2 0.312798 0.885789 0.090007 11.00000 -1.50000
H15C 2 0.290506 0.963522 0.067361 11.00000 -1.50000
AFIX 0
P1 6 0.335341 0.753307 0.297118 11.00000 0.04919 0.04777 =
0.03580 0.00063 0.00859 -0.00050
F1 3 0.136007 0.788754 0.284194 11.00000 0.06383 0.11234 =
0.06851 -0.00599 0.00790 0.03122
F2 3 0.533271 0.718430 0.310350 11.00000 0.06595 0.10722 =
0.08936 -0.01315 0.00143 0.03339
F3 3 0.356348 0.771887 0.424722 11.00000 0.09045 0.10442 =
0.03754 -0.00808 0.00527 0.00406
F4 3 0.430903 0.822042 0.272819 11.00000 0.11499 0.06545 =
0.09386 0.00469 0.03213 -0.02848
F5 3 0.310948 0.735895 0.169946 11.00000 0.08403 0.10564 =
0.04040 -0.01655 0.00881 0.00208
F6 3 0.237031 0.685323 0.322864 11.00000 0.11523 0.06495 =
0.09815 0.00963 0.02696 -0.02651
HKLF 4
REM G3S2 in P21/c #14
REM R1 = 0.0589 for 2383 Fo > 4sig(Fo) and 0.1134 for all 4105 data
REM 246 parameters refined using 0 restraints
END
WGHT 0.0428 0.8392
REM Highest difference peak 0.286, deepest hole -0.329, 1-sigma level 0.052
Q1 1 0.4482 0.8090 0.3946 11.00000 0.05 0.29
Q2 1 0.3518 0.7172 0.4196 11.00000 0.05 0.28
Q3 1 0.2576 0.6915 0.2243 11.00000 0.05 0.26
Q4 1 0.3484 0.6898 0.3752 11.00000 0.05 0.26
Q5 1 -0.1812 0.4867 0.0401 11.00000 0.05 0.23
Q6 1 -0.0385 0.9604 0.1225 11.00000 0.05 0.23
Q7 1 0.2079 0.6706 0.3269 11.00000 0.05 0.22
Q8 1 -0.3407 0.4236 -0.2626 11.00000 0.05 0.21
Q9 1 -0.1312 0.6615 0.0255 11.00000 0.05 0.20
Q10 1 0.1508 0.7234 0.3049 11.00000 0.05 0.20
Q11 1 0.3615 0.8132 0.1976 11.00000 0.05 0.20
Q12 1 0.5244 0.7751 0.2863 11.00000 0.05 0.19
Q13 1 0.3273 0.7788 0.4403 11.00000 0.05 0.19
Q14 1 -0.2243 0.6433 0.0999 11.00000 0.05 0.19
Q15 1 0.3684 0.7989 0.1848 11.00000 0.05 0.19
Q16 1 0.2809 0.8188 0.2638 11.00000 0.05 0.19
Q17 1 -0.5375 0.4941 -0.2789 11.00000 0.05 0.18
Q18 1 -0.4418 0.5035 -0.2832 11.00000 0.05 0.17
Q19 1 -0.1382 0.6957 -0.0989 11.00000 0.05 0.17
Q20 1 -0.1802 0.4839 -0.3214 11.00000 0.05 0.16
REM The information below was added by Olex2.
REM
REM R1 = 0.0589 for 2383 Fo > 4sig(Fo) and 0.1134 for all 9058 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.29, deepest hole -0.33
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.1134
REM R1_gt = 0.0589
REM wR_ref = 0.1418
REM GOOF = 1.021
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 9058
REM Reflections_gt = 2383
REM Parameters = n/a
REM Hole = -0.33
REM Peak = 0.29
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.121
_oxdiff_exptl_absorpt_empirical_full_min 0.759
#######################################################################
#
# 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_14
_database_code_depnum_ccdc_archive 'CCDC 1843213'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2017-01-11
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5289)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C32 H34 Ag N6 O4, F6 P'
_chemical_formula_sum 'C32 H34 Ag F6 N6 O4 P'
_chemical_formula_weight 819.49
_chemical_melting_point ?
_chemical_oxdiff_formula 'Ag1 P1 N6 F6 O4 C32 H38'
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'
Ag Ag -0.8971 1.1015 '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'
P P 0.1023 0.0942 '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 15
_space_group_name_H-M_alt 'C 2/c'
_space_group_name_Hall '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 11.1582(7)
_cell_length_b 25.2743(13)
_cell_length_c 13.7476(7)
_cell_angle_alpha 90.0
_cell_angle_beta 111.047(6)
_cell_angle_gamma 90.0
_cell_volume 3618.4(3)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3891
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 27.4520
_cell_measurement_theta_min 3.9890
_cell_oxdiff_angle_alpha 90.002(4)
_cell_oxdiff_angle_beta 111.089(4)
_cell_oxdiff_angle_gamma 89.963(4)
_cell_oxdiff_length_a 11.1578(5)
_cell_oxdiff_length_b 25.2768(12)
_cell_oxdiff_length_c 13.7506(5)
_cell_oxdiff_measurement_reflns_used 3891
_cell_oxdiff_volume 3618.4(3)
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.676
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.55485
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.43 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.504
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 1664
_exptl_crystal_size_max 0.28
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.11
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0235
_diffrn_reflns_av_unetI/netI 0.0300
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.861
_diffrn_reflns_limit_h_max 15
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 34
_diffrn_reflns_limit_k_min -25
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -13
_diffrn_reflns_number 10052
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.861
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.337
_diffrn_reflns_theta_min 3.562
_diffrn_ambient_temperature 295(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.861
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -18.00 83.00 1.00 10.63 -- 10.06 57.00 30.00 101
2 \w 11.00 74.00 1.00 10.63 -- 10.06 38.00 90.00 63
3 \w 16.00 61.00 1.00 10.63 -- -11.78 38.00 -90.00 45
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0079075000
_diffrn_orient_matrix_UB_12 -0.0272873000
_diffrn_orient_matrix_UB_13 -0.0081473000
_diffrn_orient_matrix_UB_21 -0.0675040000
_diffrn_orient_matrix_UB_22 -0.0027574000
_diffrn_orient_matrix_UB_23 -0.0244885000
_diffrn_orient_matrix_UB_31 0.0047720000
_diffrn_orient_matrix_UB_32 0.0059350000
_diffrn_orient_matrix_UB_33 -0.0488927000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3256
_reflns_number_total 4277
_reflns_odcompleteness_completeness 99.71
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.43 (Rigaku OD, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS (Sheldrick, 2015)'
_refine_diff_density_max 0.541
_refine_diff_density_min -0.598
_refine_diff_density_rms 0.075
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.047
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 229
_refine_ls_number_reflns 4277
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0683
_refine_ls_R_factor_gt 0.0498
_refine_ls_restrained_S_all 1.047
_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^)+(0.0803P)^2^+3.1814P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1354
_refine_ls_wR_factor_ref 0.1496
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C4(H4A,H4B), C6(H6A,H6B)
2.b Aromatic/amide H refined with riding coordinates:
C2(H2), C8(H8), C11(H11), C12(H12), C14(H14)
2.c Idealised Me refined as rotating group:
C5(H5A,H5B,H5C), C16(H16A,H16B,H16C)
;
_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
Ag1 Ag 0.500000 0.16169(2) 0.750000 0.06084(17) Uani 1 2 d S T P . .
O1 O 0.0223(3) 0.14668(14) 0.3791(3) 0.0830(8) Uani 1 1 d . . . . .
O2 O 0.0910(4) 0.22958(15) 0.3954(4) 0.1257(15) Uani 1 1 d . . . . .
N1 N 0.5076(3) 0.13127(11) 0.5324(2) 0.0566(6) Uani 1 1 d . . . . .
N2 N 0.6323(3) 0.19469(13) 0.5978(3) 0.0673(8) Uani 1 1 d . . . . .
N3 N 0.6418(4) 0.18638(16) 0.5028(3) 0.0847(10) Uani 1 1 d . . . . .
C1 C 0.5512(3) 0.16205(13) 0.6183(3) 0.0561(8) Uani 1 1 d . . . . .
C2 C 0.5640(5) 0.14716(18) 0.4644(4) 0.0757(11) Uani 1 1 d . . . . .
H2 H 0.548956 0.132004 0.399440 0.091 Uiso 1 1 calc R . . . .
C3 C 0.7044(5) 0.2387(2) 0.6620(4) 0.0943(14) Uani 1 1 d . . . . .
H3A H 0.709172 0.267012 0.615864 0.113 Uiso 1 1 calc R . . . .
H3B H 0.656195 0.251963 0.703172 0.113 Uiso 1 1 calc R . . . .
C4 C 0.8292(6) 0.2270(4) 0.7295(6) 0.138(3) Uani 1 1 d . . . . .
H4A H 0.869076 0.259804 0.761741 0.166 Uiso 1 1 calc R . . . .
H4B H 0.877114 0.214253 0.687649 0.166 Uiso 1 1 calc R . . . .
C5 C 0.8442(8) 0.1901(5) 0.8091(8) 0.168(3) Uani 1 1 d . . . . .
H5A H 0.825945 0.155228 0.779646 0.251 Uiso 1 1 calc GR . . . .
H5B H 0.785966 0.198383 0.844096 0.251 Uiso 1 1 calc GR . . . .
H5C H 0.930807 0.191315 0.858090 0.251 Uiso 1 1 calc GR . . . .
C6 C 0.4087(3) 0.09047(13) 0.5115(3) 0.0594(8) Uani 1 1 d . . . . .
H6A H 0.417509 0.072832 0.576348 0.071 Uiso 1 1 calc R . . . .
H6B H 0.422581 0.064284 0.465026 0.071 Uiso 1 1 calc R . . . .
C7 C 0.2748(3) 0.11154(14) 0.4636(3) 0.0566(7) Uani 1 1 d . . . . .
C8 C 0.2487(4) 0.16345(14) 0.4535(3) 0.0698(10) Uani 1 1 d . . . . .
H8 H 0.316077 0.187521 0.476311 0.084 Uiso 1 1 calc R . . . .
C9 C 0.1201(5) 0.1829(2) 0.4085(4) 0.0857(13) Uani 1 1 d . . . . .
C10 C 0.0461(4) 0.09354(17) 0.3879(3) 0.0671(9) Uani 1 1 d . . . . .
C11 C -0.0600(4) 0.0598(2) 0.3532(3) 0.0831(13) Uani 1 1 d . . . . .
H11 H -0.142725 0.073476 0.326251 0.100 Uiso 1 1 calc R . . . .
C12 C -0.0405(5) 0.0062(2) 0.3596(3) 0.0843(13) Uani 1 1 d . . . . .
H12 H -0.111139 -0.016257 0.337012 0.101 Uiso 1 1 calc R . . . .
C13 C 0.0820(5) -0.01540(18) 0.3988(3) 0.0755(11) Uani 1 1 d . . . . .
C14 C 0.1855(4) 0.01895(15) 0.4332(3) 0.0638(9) Uani 1 1 d . . . . .
H14 H 0.268089 0.004979 0.459910 0.077 Uiso 1 1 calc R . . . .
C15 C 0.1702(3) 0.07387(14) 0.4291(2) 0.0567(8) Uani 1 1 d . . . . .
C16 C 0.1028(7) -0.0742(2) 0.4028(5) 0.1089(19) Uani 1 1 d . . . . .
H16A H 0.023065 -0.091876 0.392660 0.163 Uiso 1 1 calc GR . . . .
H16B H 0.164756 -0.083744 0.469459 0.163 Uiso 1 1 calc GR . . . .
H16C H 0.133745 -0.084458 0.348841 0.163 Uiso 1 1 calc GR . . . .
P1 P 0.500000 0.02627(5) 0.250000 0.0648(3) Uani 1 2 d S T P . .
F1 F 0.4058(4) -0.01905(16) 0.2490(4) 0.1591(16) Uani 1 1 d . . . . .
F2 F 0.4392(4) 0.02696(14) 0.1280(2) 0.1341(14) Uani 1 1 d . . . . .
F3 F 0.5954(4) 0.07150(15) 0.2468(3) 0.1327(13) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ag1 0.0507(2) 0.0695(3) 0.0592(2) 0.000 0.01599(16) 0.000
O1 0.0566(16) 0.091(2) 0.0890(19) -0.0037(17) 0.0107(14) 0.0148(15)
O2 0.096(3) 0.078(2) 0.171(4) 0.011(2) 0.010(3) 0.034(2)
N1 0.0559(15) 0.0502(14) 0.0630(16) 0.0025(13) 0.0204(13) 0.0012(12)
N2 0.0576(17) 0.0675(18) 0.0782(19) -0.0046(16) 0.0262(15) -0.0081(14)
N3 0.090(3) 0.087(2) 0.094(2) -0.007(2) 0.053(2) -0.018(2)
C1 0.0467(16) 0.0554(18) 0.0609(18) 0.0032(15) 0.0130(14) 0.0033(14)
C2 0.085(3) 0.076(2) 0.076(2) -0.006(2) 0.041(2) -0.007(2)
C3 0.077(3) 0.094(3) 0.112(4) -0.021(3) 0.034(3) -0.027(3)
C4 0.090(4) 0.156(7) 0.155(6) -0.025(6) 0.029(4) 0.005(4)
C5 0.097(5) 0.205(9) 0.186(8) 0.029(8) 0.032(5) 0.023(6)
C6 0.0545(18) 0.0500(17) 0.069(2) 0.0023(15) 0.0165(16) -0.0002(14)
C7 0.0575(18) 0.0554(18) 0.0538(16) 0.0028(15) 0.0163(14) 0.0051(15)
C8 0.062(2) 0.057(2) 0.082(2) 0.0032(17) 0.0157(19) 0.0068(16)
C9 0.073(3) 0.077(3) 0.095(3) 0.002(2) 0.015(2) 0.019(2)
C10 0.063(2) 0.080(3) 0.0558(18) -0.0034(18) 0.0185(16) 0.0026(19)
C11 0.056(2) 0.125(4) 0.066(2) -0.011(2) 0.0185(18) -0.008(2)
C12 0.085(3) 0.102(3) 0.069(2) -0.018(2) 0.031(2) -0.038(3)
C13 0.091(3) 0.080(3) 0.0559(19) -0.0095(19) 0.0264(19) -0.025(2)
C14 0.068(2) 0.067(2) 0.0533(17) -0.0027(16) 0.0182(16) -0.0052(18)
C15 0.0548(18) 0.066(2) 0.0450(15) -0.0006(14) 0.0134(13) -0.0023(15)
C16 0.148(5) 0.076(3) 0.102(4) -0.012(3) 0.043(4) -0.039(3)
P1 0.0738(8) 0.0577(7) 0.0582(7) 0.000 0.0179(6) 0.000
F1 0.158(3) 0.125(3) 0.190(4) 0.031(3) 0.057(3) -0.056(3)
F2 0.198(4) 0.110(2) 0.0642(15) -0.0090(15) 0.0101(19) -0.045(2)
F3 0.119(3) 0.132(3) 0.127(3) 0.010(2) 0.018(2) -0.058(2)
_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
Ag1 C1 2.085(4) . ?
Ag1 C1 2.085(4) 2_656 ?
O1 C9 1.369(6) . ?
O1 C10 1.366(5) . ?
O2 C9 1.220(6) . ?
N1 C1 1.350(4) . ?
N1 C2 1.362(5) . ?
N1 C6 1.461(4) . ?
N2 N3 1.364(5) . ?
N2 C1 1.327(5) . ?
N2 C3 1.467(5) . ?
N3 C2 1.298(6) . ?
C2 H2 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.401(8) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.402(11) . ?
C5 H5A 0.9600 . ?
C5 H5B 0.9600 . ?
C5 H5C 0.9600 . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.497(5) . ?
C7 C8 1.340(5) . ?
C7 C15 1.448(5) . ?
C8 H8 0.9300 . ?
C8 C9 1.430(6) . ?
C10 C11 1.397(6) . ?
C10 C15 1.386(5) . ?
C11 H11 0.9300 . ?
C11 C12 1.368(7) . ?
C12 H12 0.9300 . ?
C12 C13 1.389(7) . ?
C13 C14 1.386(5) . ?
C13 C16 1.501(7) . ?
C14 H14 0.9300 . ?
C14 C15 1.397(5) . ?
C16 H16A 0.9600 . ?
C16 H16B 0.9600 . ?
C16 H16C 0.9600 . ?
P1 F1 1.552(4) . ?
P1 F1 1.552(4) 2_655 ?
P1 F2 1.567(3) . ?
P1 F2 1.567(3) 2_655 ?
P1 F3 1.573(3) . ?
P1 F3 1.573(3) 2_655 ?
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
C1 Ag1 C1 179.50(18) . 2_656 ?
C10 O1 C9 121.5(3) . . ?
C1 N1 C2 108.6(3) . . ?
C1 N1 C6 126.0(3) . . ?
C2 N1 C6 125.1(3) . . ?
N3 N2 C3 118.5(3) . . ?
C1 N2 N3 113.6(3) . . ?
C1 N2 C3 127.8(4) . . ?
C2 N3 N2 103.7(3) . . ?
N1 C1 Ag1 129.2(3) . . ?
N2 C1 Ag1 127.4(3) . . ?
N2 C1 N1 103.4(3) . . ?
N1 C2 H2 124.7 . . ?
N3 C2 N1 110.6(4) . . ?
N3 C2 H2 124.7 . . ?
N2 C3 H3A 108.3 . . ?
N2 C3 H3B 108.3 . . ?
H3A C3 H3B 107.4 . . ?
C4 C3 N2 116.0(5) . . ?
C4 C3 H3A 108.3 . . ?
C4 C3 H3B 108.3 . . ?
C3 C4 H4A 107.8 . . ?
C3 C4 H4B 107.8 . . ?
C3 C4 C5 118.0(7) . . ?
H4A C4 H4B 107.1 . . ?
C5 C4 H4A 107.8 . . ?
C5 C4 H4B 107.8 . . ?
C4 C5 H5A 109.5 . . ?
C4 C5 H5B 109.5 . . ?
C4 C5 H5C 109.5 . . ?
H5A C5 H5B 109.5 . . ?
H5A C5 H5C 109.5 . . ?
H5B C5 H5C 109.5 . . ?
N1 C6 H6A 108.9 . . ?
N1 C6 H6B 108.9 . . ?
N1 C6 C7 113.5(3) . . ?
H6A C6 H6B 107.7 . . ?
C7 C6 H6A 108.9 . . ?
C7 C6 H6B 108.9 . . ?
C8 C7 C6 122.6(3) . . ?
C8 C7 C15 119.3(3) . . ?
C15 C7 C6 118.0(3) . . ?
C7 C8 H8 119.0 . . ?
C7 C8 C9 121.9(4) . . ?
C9 C8 H8 119.0 . . ?
O1 C9 C8 117.8(4) . . ?
O2 C9 O1 117.5(4) . . ?
O2 C9 C8 124.7(5) . . ?
O1 C10 C11 117.2(4) . . ?
O1 C10 C15 121.5(4) . . ?
C15 C10 C11 121.3(4) . . ?
C10 C11 H11 120.4 . . ?
C12 C11 C10 119.2(4) . . ?
C12 C11 H11 120.4 . . ?
C11 C12 H12 119.1 . . ?
C11 C12 C13 121.7(4) . . ?
C13 C12 H12 119.1 . . ?
C12 C13 C16 121.4(5) . . ?
C14 C13 C12 118.0(4) . . ?
C14 C13 C16 120.6(5) . . ?
C13 C14 H14 118.9 . . ?
C13 C14 C15 122.2(4) . . ?
C15 C14 H14 118.9 . . ?
C10 C15 C7 117.9(3) . . ?
C10 C15 C14 117.6(4) . . ?
C14 C15 C7 124.5(3) . . ?
C13 C16 H16A 109.5 . . ?
C13 C16 H16B 109.5 . . ?
C13 C16 H16C 109.5 . . ?
H16A C16 H16B 109.5 . . ?
H16A C16 H16C 109.5 . . ?
H16B C16 H16C 109.5 . . ?
F1 P1 F1 84.9(4) . 2_655 ?
F1 P1 F2 92.8(3) 2_655 . ?
F1 P1 F2 92.8(3) . 2_655 ?
F1 P1 F2 88.1(2) 2_655 2_655 ?
F1 P1 F2 88.1(2) . . ?
F1 P1 F3 177.8(3) . . ?
F1 P1 F3 177.8(3) 2_655 2_655 ?
F1 P1 F3 94.2(3) 2_655 . ?
F1 P1 F3 94.2(3) . 2_655 ?
F2 P1 F2 178.7(3) 2_655 . ?
F2 P1 F3 89.1(2) . 2_655 ?
F2 P1 F3 90.0(2) 2_655 2_655 ?
F2 P1 F3 89.1(2) 2_655 . ?
F2 P1 F3 90.0(2) . . ?
F3 P1 F3 86.8(4) . 2_655 ?
_iucr_refine_instructions_details
;
TITL G3B3 in Cc #9 New: C2/c
g3b3.res created by SHELXL-2016/4 at 16:43:20 on 11-Jan-2017
CELL 0.71073 11.1582 25.2743 13.7476 90 111.047 90
ZERR 4 0.0007 0.0013 0.0007 0 0.006 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Ag F N O P
UNIT 128 136 4 24 24 16 4
L.S. 5
PLAN -20
BOND $H
fmap 2
acta
OMIT 0 6 1
REM
REM
WGHT 0.080300 3.181400
FVAR 2.30516
AG1 3 0.500000 0.161692 0.750000 10.50000 0.05074 0.06947 =
0.05921 0.00000 0.01599 0.00000
O1 6 0.022319 0.146681 0.379087 11.00000 0.05661 0.09082 =
0.08896 -0.00373 0.01069 0.01477
O2 6 0.091000 0.229576 0.395418 11.00000 0.09605 0.07835 =
0.17119 0.01065 0.00996 0.03371
N1 5 0.507557 0.131272 0.532390 11.00000 0.05585 0.05015 =
0.06298 0.00249 0.02036 0.00118
N2 5 0.632258 0.194689 0.597825 11.00000 0.05758 0.06749 =
0.07821 -0.00457 0.02621 -0.00815
N3 5 0.641822 0.186384 0.502826 11.00000 0.08998 0.08698 =
0.09387 -0.00714 0.05339 -0.01804
C1 1 0.551218 0.162051 0.618284 11.00000 0.04665 0.05542 =
0.06091 0.00324 0.01300 0.00326
C2 1 0.564030 0.147159 0.464412 11.00000 0.08488 0.07586 =
0.07630 -0.00598 0.04083 -0.00714
AFIX 43
H2 2 0.548956 0.132004 0.399440 11.00000 -1.20000
AFIX 0
C3 1 0.704358 0.238701 0.661959 11.00000 0.07696 0.09381 =
0.11196 -0.02106 0.03383 -0.02737
AFIX 23
H3A 2 0.709172 0.267012 0.615864 11.00000 -1.20000
H3B 2 0.656195 0.251963 0.703172 11.00000 -1.20000
AFIX 0
C4 1 0.829212 0.226983 0.729490 11.00000 0.09001 0.15633 =
0.15494 -0.02517 0.02881 0.00513
AFIX 23
H4A 2 0.869076 0.259804 0.761741 11.00000 -1.20000
H4B 2 0.877114 0.214253 0.687649 11.00000 -1.20000
AFIX 0
C5 1 0.844160 0.190068 0.809103 11.00000 0.09695 0.20505 =
0.18557 0.02949 0.03226 0.02328
AFIX 137
H5A 2 0.825945 0.155228 0.779646 11.00000 -1.50000
H5B 2 0.785966 0.198383 0.844096 11.00000 -1.50000
H5C 2 0.930807 0.191315 0.858090 11.00000 -1.50000
AFIX 0
C6 1 0.408696 0.090472 0.511472 11.00000 0.05447 0.04998 =
0.06896 0.00227 0.01646 -0.00017
AFIX 23
H6A 2 0.417509 0.072832 0.576348 11.00000 -1.20000
H6B 2 0.422581 0.064284 0.465026 11.00000 -1.20000
AFIX 0
C7 1 0.274821 0.111544 0.463597 11.00000 0.05748 0.05539 =
0.05376 0.00277 0.01627 0.00512
C8 1 0.248654 0.163454 0.453460 11.00000 0.06180 0.05710 =
0.08221 0.00324 0.01574 0.00676
AFIX 43
H8 2 0.316077 0.187521 0.476311 11.00000 -1.20000
AFIX 0
C9 1 0.120085 0.182901 0.408532 11.00000 0.07335 0.07687 =
0.09457 0.00201 0.01508 0.01945
C10 1 0.046123 0.093541 0.387852 11.00000 0.06301 0.08033 =
0.05577 -0.00337 0.01850 0.00262
C11 1 -0.059950 0.059752 0.353242 11.00000 0.05553 0.12476 =
0.06621 -0.01143 0.01850 -0.00826
AFIX 43
H11 2 -0.142725 0.073476 0.326251 11.00000 -1.20000
AFIX 0
C12 1 -0.040500 0.006231 0.359563 11.00000 0.08523 0.10195 =
0.06880 -0.01780 0.03137 -0.03816
AFIX 43
H12 2 -0.111139 -0.016257 0.337012 11.00000 -1.20000
AFIX 0
C13 1 0.082006 -0.015397 0.398786 11.00000 0.09071 0.07992 =
0.05592 -0.00947 0.02638 -0.02545
C14 1 0.185549 0.018952 0.433176 11.00000 0.06847 0.06657 =
0.05327 -0.00272 0.01819 -0.00518
AFIX 43
H14 2 0.268089 0.004979 0.459910 11.00000 -1.20000
AFIX 0
C15 1 0.170171 0.073868 0.429056 11.00000 0.05483 0.06648 =
0.04501 -0.00060 0.01343 -0.00228
C16 1 0.102764 -0.074166 0.402798 11.00000 0.14761 0.07619 =
0.10187 -0.01154 0.04350 -0.03901
AFIX 137
H16A 2 0.023065 -0.091876 0.392660 11.00000 -1.50000
H16B 2 0.164756 -0.083744 0.469459 11.00000 -1.50000
H16C 2 0.133745 -0.084458 0.348841 11.00000 -1.50000
AFIX 0
P1 7 0.500000 0.026266 0.250000 10.50000 0.07375 0.05768 =
0.05816 0.00000 0.01787 0.00000
F1 4 0.405750 -0.019047 0.249032 11.00000 0.15781 0.12503 =
0.19002 0.03133 0.05695 -0.05562
F2 4 0.439164 0.026959 0.128016 11.00000 0.19773 0.10997 =
0.06417 -0.00899 0.01010 -0.04528
F3 4 0.595367 0.071498 0.246829 11.00000 0.11875 0.13165 =
0.12656 0.01019 0.01846 -0.05757
HKLF 4
REM G3B3 in Cc #9 New: C2/c
REM R1 = 0.0498 for 3256 Fo > 4sig(Fo) and 0.0683 for all 4277 data
REM 229 parameters refined using 0 restraints
END
WGHT 0.0803 3.1813
REM Highest difference peak 0.541, deepest hole -0.598, 1-sigma level 0.075
Q1 1 0.8962 0.2571 0.8188 11.00000 0.05 0.54
Q2 1 0.5631 0.0100 0.1694 11.00000 0.05 0.53
Q3 1 0.4568 0.1382 0.7697 11.00000 0.05 0.49
Q4 1 0.3813 0.0089 0.1500 11.00000 0.05 0.38
Q5 1 0.0000 -0.0062 0.2500 10.50000 0.05 0.37
Q6 1 0.7549 0.2289 0.7635 11.00000 0.05 0.34
Q7 1 0.4786 0.1593 0.8313 11.00000 0.05 0.33
Q8 1 0.0880 0.2245 0.4658 11.00000 0.05 0.32
Q9 1 0.5000 -0.0326 0.2500 10.50000 0.05 0.29
Q10 1 0.5000 0.0884 0.2500 10.50000 0.05 0.29
Q11 1 0.3806 0.0542 0.1789 11.00000 0.05 0.24
Q12 1 0.4786 0.1072 0.5498 11.00000 0.05 0.22
Q13 1 0.7326 0.2103 0.7061 11.00000 0.05 0.22
Q14 1 0.4109 0.0562 0.1249 11.00000 0.05 0.22
Q15 1 0.1445 -0.0894 0.2596 11.00000 0.05 0.20
Q16 1 0.2281 0.1540 0.5126 11.00000 0.05 0.18
Q17 1 0.3710 0.1677 0.8751 11.00000 0.05 0.18
Q18 1 0.2243 -0.0484 0.2785 11.00000 0.05 0.17
Q19 1 0.0000 0.1444 0.2500 10.50000 0.05 0.17
Q20 1 0.2777 0.0793 0.5780 11.00000 0.05 0.17
REM The information below was added by Olex2.
REM
REM R1 = 0.0498 for 3256 Fo > 4sig(Fo) and 0.0683 for all 10213 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.54, deepest hole -0.60
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0683
REM R1_gt = 0.0498
REM wR_ref = 0.1496
REM GOOF = 1.047
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 10213
REM Reflections_gt = 3256
REM Parameters = n/a
REM Hole = -0.60
REM Peak = 0.54
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.493
_oxdiff_exptl_absorpt_empirical_full_min 0.650
#######################################################################
#
# 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_16
_database_code_depnum_ccdc_archive 'CCDC 1843215'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2017-02-22
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C36 H42 Ag N6 O4, F6 P'
_chemical_formula_sum 'C36 H42 Ag F6 N6 O4 P'
_chemical_formula_weight 875.59
_chemical_melting_point ?
_chemical_oxdiff_formula 'Ag1 P1 F6 N6 O4 C36 H42'
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'
Ag Ag -0.8971 1.1015 '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'
P P 0.1023 0.0942 '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 7.9402(2)
_cell_length_b 15.3921(8)
_cell_length_c 17.4759(6)
_cell_angle_alpha 68.602(4)
_cell_angle_beta 82.359(3)
_cell_angle_gamma 76.274(4)
_cell_volume 1929.29(15)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 5749
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 27.0840
_cell_measurement_theta_min 3.5680
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.639
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.86416
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.507
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 896
_exptl_crystal_size_max 0.37
_exptl_crystal_size_mid 0.17
_exptl_crystal_size_min 0.11
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0293
_diffrn_reflns_av_unetI/netI 0.0470
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.852
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 13
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -23
_diffrn_reflns_number 19736
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.852
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.474
_diffrn_reflns_theta_min 3.304
_diffrn_ambient_temperature 295(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.852
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -57.00 32.00 1.00 4.04 -- 9.90 -38.00 30.00 89
2 \w -63.00 -36.00 1.00 4.04 -- 9.90-179.00 -60.00 27
3 \w -28.00 62.00 1.00 4.04 -- -11.78 38.00 -30.00 90
4 \w -93.00 -35.00 1.00 4.04 -- -11.78-179.00 -90.00 58
5 \w -88.00 21.00 1.00 4.04 -- -11.78 -77.00-180.00 109
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0107106000
_diffrn_orient_matrix_UB_12 -0.0500882000
_diffrn_orient_matrix_UB_13 0.0112103000
_diffrn_orient_matrix_UB_21 0.0826699000
_diffrn_orient_matrix_UB_22 -0.0018855000
_diffrn_orient_matrix_UB_23 -0.0211991000
_diffrn_orient_matrix_UB_31 0.0391050000
_diffrn_orient_matrix_UB_32 -0.0066478000
_diffrn_orient_matrix_UB_33 0.0364722000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 6183
_reflns_number_total 9128
_reflns_odcompleteness_completeness 99.77
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max 0.962
_refine_diff_density_min -0.646
_refine_diff_density_rms 0.073
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.023
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 497
_refine_ls_number_reflns 9128
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0796
_refine_ls_R_factor_gt 0.0480
_refine_ls_restrained_S_all 1.023
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0570P)^2^+0.9420P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1106
_refine_ls_wR_factor_ref 0.1297
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C21(H21A,H21B), C22(H22A,H22B), C23(H23A,H23B), C24(H24A,H24B), C26(H26A,
H26B), C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
C20(H20), C28(H28), C31(H31), C32(H32), C34(H34), C2(H2), C10(H10), C13(H13),
C14(H14), C16(H16)
2.c Idealised Me refined as rotating group:
C25(H25A,H25B,H25C), C36(H36A,H36B,H36C), C7(H7A,H7B,H7C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary ?
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
Ag2 Ag 0.500000 1.000000 0.500000 0.04297(11) Uani 1 2 d S T P . .
P2 P 0.000000 1.000000 0.500000 0.0724(5) Uani 1 2 d S T P . .
F4 F -0.1551(4) 1.0726(3) 0.4478(2) 0.1402(16) Uani 1 1 d . . . . .
F5 F 0.0914(4) 1.0862(3) 0.4868(2) 0.1225(12) Uani 1 1 d . . . . .
F6 F 0.1025(4) 0.9908(4) 0.4201(2) 0.1373(15) Uani 1 1 d . . . . .
O3 O 0.6989(3) 1.33361(19) 0.28399(16) 0.0586(7) Uani 1 1 d . . . . .
O4 O 0.9255(3) 1.2290(2) 0.26329(18) 0.0658(8) Uani 1 1 d . . . . .
N4 N 0.5893(4) 0.9089(2) 0.36396(18) 0.0511(7) Uani 1 1 d . . . . .
N5 N 0.5729(4) 0.9218(3) 0.28280(19) 0.0611(8) Uani 1 1 d . . . . .
N6 N 0.4473(3) 1.0487(2) 0.31451(16) 0.0419(6) Uani 1 1 d . . . . .
C19 C 0.5150(4) 0.9840(3) 0.38582(19) 0.0403(7) Uani 1 1 d . . . . .
C20 C 0.4854(5) 1.0079(3) 0.2548(2) 0.0526(10) Uani 1 1 d . . . . .
H20 H 0.452227 1.038622 0.200798 0.063 Uiso 1 1 calc R . . . .
C21 C 0.6772(6) 0.8165(3) 0.4179(3) 0.0735(13) Uani 1 1 d . . . . .
H21A H 0.766172 0.787805 0.385597 0.088 Uiso 1 1 calc R . . . .
H21B H 0.734657 0.826297 0.458883 0.088 Uiso 1 1 calc R . . . .
C22 C 0.5638(14) 0.7510(6) 0.4595(7) 0.246(7) Uani 1 1 d . . . . .
H22A H 0.638115 0.688605 0.468460 0.296 Uiso 1 1 calc R . . . .
H22B H 0.539526 0.756828 0.513499 0.296 Uiso 1 1 calc R . . . .
C23 C 0.4173(10) 0.7422(6) 0.4411(5) 0.246(7) Uani 1 1 d . . . . .
H23A H 0.439457 0.738218 0.386387 0.279 Uiso 1 1 calc R . . . .
H23B H 0.340632 0.803584 0.434206 0.279 Uiso 1 1 calc R . . . .
C24 C 0.3101(17) 0.6733(11) 0.4839(7) 0.355(13) Uani 1 1 d . . . . .
H24A H 0.378907 0.611191 0.486710 0.426 Uiso 1 1 calc R . . . .
H24B H 0.289836 0.673013 0.539982 0.426 Uiso 1 1 calc R . . . .
C25 C 0.1542(18) 0.6805(10) 0.4565(7) 0.263(7) Uani 1 1 d . . . . .
H25A H 0.167800 0.642492 0.422241 0.395 Uiso 1 1 calc GR . . . .
H25B H 0.108483 0.745940 0.425201 0.395 Uiso 1 1 calc GR . . . .
H25C H 0.075566 0.658328 0.502562 0.395 Uiso 1 1 calc GR . . . .
C26 C 0.3575(4) 1.1454(2) 0.3061(2) 0.0432(8) Uani 1 1 d . . . . .
H26A H 0.277513 1.143897 0.353404 0.052 Uiso 1 1 calc R . . . .
H26B H 0.289972 1.171734 0.257439 0.052 Uiso 1 1 calc R . . . .
C27 C 0.4803(4) 1.2098(2) 0.29924(18) 0.0383(7) Uani 1 1 d . . . . .
C28 C 0.6527(4) 1.1833(3) 0.2898(2) 0.0446(8) Uani 1 1 d . . . . .
H28 H 0.698932 1.121571 0.290458 0.053 Uiso 1 1 calc R . . . .
C29 C 0.7697(5) 1.2458(3) 0.2785(2) 0.0496(9) Uani 1 1 d . . . . .
C30 C 0.5214(4) 1.3626(3) 0.2962(2) 0.0502(9) Uani 1 1 d . . . . .
C31 C 0.4641(6) 1.4518(3) 0.3018(3) 0.0696(12) Uani 1 1 d . . . . .
H31 H 0.542791 1.489592 0.297820 0.084 Uiso 1 1 calc R . . . .
C32 C 0.2901(6) 1.4843(3) 0.3132(3) 0.0729(12) Uani 1 1 d . . . . .
H32 H 0.251501 1.544486 0.317190 0.087 Uiso 1 1 calc R . . . .
C33 C 0.1688(5) 1.4293(3) 0.3189(2) 0.0609(10) Uani 1 1 d . . . . .
C34 C 0.2288(4) 1.3405(3) 0.3136(2) 0.0498(9) Uani 1 1 d . . . . .
H34 H 0.149552 1.303019 0.317650 0.060 Uiso 1 1 calc R . . . .
C35 C 0.4064(4) 1.3044(2) 0.30243(19) 0.0419(8) Uani 1 1 d . . . . .
C36 C -0.0215(6) 1.4693(4) 0.3286(3) 0.0880(15) Uani 1 1 d . . . . .
H36A H -0.057557 1.522546 0.279891 0.132 Uiso 1 1 calc GR . . . .
H36B H -0.042320 1.489980 0.375235 0.132 Uiso 1 1 calc GR . . . .
H36C H -0.086279 1.421029 0.336802 0.132 Uiso 1 1 calc GR . . . .
Ag1 Ag 0.000000 1.000000 0.000000 0.03825(11) Uani 1 2 d S T P . .
O1 O -0.4445(3) 1.34144(17) 0.01748(14) 0.0493(6) Uani 1 1 d . . . . .
O2 O -0.5876(3) 1.2336(2) 0.09935(17) 0.0614(7) Uani 1 1 d . . . . .
N1 N -0.0036(3) 0.9155(2) 0.18916(16) 0.0412(6) Uani 1 1 d . . . . .
N2 N 0.0117(4) 0.9302(2) 0.26108(17) 0.0527(8) Uani 1 1 d . . . . .
N3 N 0.0273(3) 1.05729(19) 0.15160(15) 0.0360(6) Uani 1 1 d . . . . .
C1 C 0.0059(3) 0.9911(2) 0.12168(17) 0.0344(7) Uani 1 1 d . . . . .
C2 C 0.0306(4) 1.0180(3) 0.2356(2) 0.0470(9) Uani 1 1 d . . . . .
H2 H 0.044394 1.049878 0.269741 0.056 Uiso 1 1 calc R . . . .
C3 C -0.0211(5) 0.8218(3) 0.1930(2) 0.0525(9) Uani 1 1 d . . . . .
H3A H -0.117732 0.828976 0.161087 0.063 Uiso 1 1 calc R . . . .
H3B H -0.045977 0.783829 0.249611 0.063 Uiso 1 1 calc R . . . .
C4 C 0.1440(5) 0.7703(3) 0.1597(3) 0.0615(10) Uani 1 1 d . . . . .
H4A H 0.127201 0.708361 0.163602 0.074 Uiso 1 1 calc R . . . .
H4B H 0.162865 0.806326 0.101896 0.074 Uiso 1 1 calc R . . . .
C5 C 0.3031(5) 0.7564(3) 0.2036(2) 0.0596(10) Uani 1 1 d . . . . .
H5A H 0.287445 0.717184 0.260782 0.072 Uiso 1 1 calc R . . . .
H5B H 0.317093 0.817871 0.202245 0.072 Uiso 1 1 calc R . . . .
C6 C 0.4676(5) 0.7096(3) 0.1663(3) 0.0689(11) Uani 1 1 d . . . . .
H6A H 0.454985 0.647675 0.168102 0.083 Uiso 1 1 calc R . . . .
H6B H 0.483897 0.748454 0.109022 0.083 Uiso 1 1 calc R . . . .
C7 C 0.6246(6) 0.6975(4) 0.2115(4) 0.0978(17) Uani 1 1 d . . . . .
H7A H 0.727155 0.674342 0.183068 0.147 Uiso 1 1 calc GR . . . .
H7B H 0.615406 0.652605 0.266301 0.147 Uiso 1 1 calc GR . . . .
H7C H 0.631383 0.757775 0.214130 0.147 Uiso 1 1 calc GR . . . .
C8 C 0.0433(4) 1.1537(2) 0.1004(2) 0.0396(7) Uani 1 1 d . . . . .
H8A H 0.118991 1.151604 0.052470 0.047 Uiso 1 1 calc R . . . .
H8B H 0.096904 1.180339 0.131095 0.047 Uiso 1 1 calc R . . . .
C9 C -0.1303(4) 1.2186(2) 0.07215(17) 0.0336(7) Uani 1 1 d . . . . .
C10 C -0.2812(4) 1.1903(2) 0.09707(19) 0.0386(7) Uani 1 1 d . . . . .
H10 H -0.278944 1.127491 0.131254 0.046 Uiso 1 1 calc R . . . .
C11 C -0.4483(4) 1.2527(3) 0.0734(2) 0.0448(8) Uani 1 1 d . . . . .
C12 C -0.2899(4) 1.3727(2) -0.01245(19) 0.0421(8) Uani 1 1 d . . . . .
C13 C -0.3018(5) 1.4635(3) -0.0688(2) 0.0554(10) Uani 1 1 d . . . . .
H13 H -0.409326 1.500922 -0.086609 0.066 Uiso 1 1 calc R . . . .
C14 C -0.1530(5) 1.4983(3) -0.0984(2) 0.0592(10) Uani 1 1 d . . . . .
H14 H -0.161412 1.559842 -0.136367 0.071 Uiso 1 1 calc R . . . .
C15 C 0.0101(5) 1.4440(3) -0.0733(2) 0.0481(8) Uani 1 1 d . . . . .
C16 C 0.0188(4) 1.3525(2) -0.01704(19) 0.0406(7) Uani 1 1 d . . . . .
H16 H 0.126701 1.315170 0.000299 0.049 Uiso 1 1 calc R . . . .
C17 C -0.1307(4) 1.3143(2) 0.01475(18) 0.0364(7) Uani 1 1 d . . . . .
C18 C 0.1703(5) 1.4850(3) -0.1055(2) 0.0602(10) Uani 1 1 d . . . . .
H18A H 0.268168 1.442071 -0.075912 0.090 Uiso 1 1 calc GR . . . .
H18B H 0.154141 1.545359 -0.098303 0.090 Uiso 1 1 calc GR . . . .
H18C H 0.190921 1.493578 -0.162989 0.090 Uiso 1 1 calc GR . . . .
P1 P -0.500000 1.000000 0.000000 0.0424(3) Uani 1 2 d S T P . .
F1 F -0.3445(3) 0.91360(19) 0.03952(16) 0.0754(7) Uani 1 1 d . . . . .
F2 F -0.5948(3) 0.9863(2) 0.08813(15) 0.0876(9) Uani 1 1 d . . . . .
F3 F -0.4001(3) 1.0728(2) 0.01008(19) 0.0850(8) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ag2 0.0463(2) 0.0507(2) 0.03735(19) -0.01955(16) -0.00257(14) -0.01296(16)
P2 0.0466(8) 0.1334(17) 0.0415(8) -0.0221(9) 0.0001(6) -0.0407(9)
F4 0.0784(19) 0.194(4) 0.112(2) 0.014(2) -0.0328(18) -0.052(2)
F5 0.085(2) 0.158(3) 0.146(3) -0.059(3) 0.0093(19) -0.062(2)
F6 0.111(2) 0.241(5) 0.083(2) -0.070(3) 0.0371(18) -0.080(3)
O3 0.0465(14) 0.0583(17) 0.0769(18) -0.0229(14) 0.0053(12) -0.0272(12)
O4 0.0402(14) 0.079(2) 0.087(2) -0.0356(16) 0.0088(13) -0.0252(13)
N4 0.0593(18) 0.0518(19) 0.0480(17) -0.0226(14) 0.0016(13) -0.0157(15)
N5 0.076(2) 0.065(2) 0.0509(19) -0.0306(17) 0.0046(16) -0.0186(18)
N6 0.0411(14) 0.0523(18) 0.0388(14) -0.0181(13) -0.0009(11) -0.0189(12)
C19 0.0391(17) 0.051(2) 0.0385(17) -0.0201(15) 0.0026(13) -0.0184(14)
C20 0.061(2) 0.072(3) 0.0381(19) -0.0262(18) 0.0036(16) -0.032(2)
C21 0.086(3) 0.055(3) 0.070(3) -0.021(2) -0.007(2) 0.002(2)
C22 0.249(11) 0.132(7) 0.287(12) 0.113(8) -0.193(10) -0.105(8)
C23 0.249(11) 0.132(7) 0.287(12) 0.113(8) -0.193(10) -0.105(8)
C24 0.356(17) 0.41(2) 0.245(13) 0.155(14) -0.185(13) -0.318(18)
C25 0.297(16) 0.309(17) 0.151(9) 0.015(10) -0.001(9) -0.160(14)
C26 0.0388(17) 0.047(2) 0.0468(18) -0.0154(15) -0.0017(14) -0.0150(14)
C27 0.0392(17) 0.048(2) 0.0310(15) -0.0128(14) -0.0016(12) -0.0175(14)
C28 0.0405(18) 0.050(2) 0.0477(19) -0.0194(16) 0.0010(14) -0.0159(15)
C29 0.050(2) 0.056(2) 0.050(2) -0.0206(17) 0.0008(16) -0.0230(17)
C30 0.052(2) 0.044(2) 0.053(2) -0.0113(16) -0.0013(16) -0.0170(16)
C31 0.070(3) 0.046(2) 0.093(3) -0.020(2) -0.003(2) -0.022(2)
C32 0.079(3) 0.045(2) 0.090(3) -0.022(2) -0.007(2) -0.004(2)
C33 0.062(2) 0.053(2) 0.064(2) -0.0190(19) -0.0064(19) -0.0037(19)
C34 0.0470(19) 0.050(2) 0.0487(19) -0.0097(16) -0.0069(15) -0.0126(16)
C35 0.0426(18) 0.045(2) 0.0377(16) -0.0080(14) -0.0060(13) -0.0158(15)
C36 0.066(3) 0.080(4) 0.114(4) -0.041(3) -0.011(3) 0.007(2)
Ag1 0.03984(19) 0.0420(2) 0.03403(18) -0.01327(14) -0.00418(13) -0.00902(14)
O1 0.0319(12) 0.0505(15) 0.0583(14) -0.0144(12) -0.0090(10) 0.0018(10)
O2 0.0302(12) 0.0736(19) 0.0748(17) -0.0207(15) -0.0010(11) -0.0094(12)
N1 0.0421(14) 0.0400(16) 0.0399(14) -0.0131(12) -0.0018(11) -0.0065(12)
N2 0.0602(18) 0.059(2) 0.0389(16) -0.0188(14) -0.0042(13) -0.0081(15)
N3 0.0298(13) 0.0381(15) 0.0408(14) -0.0159(12) -0.0049(10) -0.0030(10)
C1 0.0266(14) 0.0418(18) 0.0328(15) -0.0116(13) -0.0024(11) -0.0047(12)
C2 0.0416(18) 0.060(2) 0.0412(18) -0.0235(17) -0.0080(14) -0.0015(16)
C3 0.059(2) 0.046(2) 0.055(2) -0.0149(17) -0.0034(17) -0.0192(17)
C4 0.083(3) 0.038(2) 0.067(2) -0.0200(18) -0.012(2) -0.0110(19)
C5 0.067(2) 0.045(2) 0.068(2) -0.0224(19) -0.0064(19) -0.0086(18)
C6 0.070(3) 0.052(3) 0.086(3) -0.031(2) -0.002(2) -0.004(2)
C7 0.074(3) 0.083(4) 0.155(5) -0.064(4) -0.010(3) -0.012(3)
C8 0.0305(15) 0.0402(18) 0.0486(18) -0.0171(14) -0.0038(13) -0.0045(13)
C9 0.0318(15) 0.0402(17) 0.0318(15) -0.0179(13) -0.0021(12) -0.0040(12)
C10 0.0344(16) 0.0398(18) 0.0408(16) -0.0119(14) -0.0050(13) -0.0075(13)
C11 0.0337(17) 0.055(2) 0.0464(18) -0.0210(16) -0.0037(14) -0.0049(15)
C12 0.0406(18) 0.0430(19) 0.0427(17) -0.0151(15) -0.0061(14) -0.0058(14)
C13 0.054(2) 0.048(2) 0.055(2) -0.0109(17) -0.0122(17) 0.0012(17)
C14 0.078(3) 0.046(2) 0.045(2) -0.0041(16) -0.0052(18) -0.0116(19)
C15 0.056(2) 0.049(2) 0.0428(18) -0.0184(16) 0.0056(15) -0.0173(17)
C16 0.0414(17) 0.0396(18) 0.0436(17) -0.0182(14) 0.0005(14) -0.0086(14)
C17 0.0364(16) 0.0405(18) 0.0367(16) -0.0202(13) -0.0034(12) -0.0041(13)
C18 0.070(2) 0.056(2) 0.058(2) -0.0176(19) 0.0114(19) -0.028(2)
P1 0.0279(6) 0.0597(8) 0.0469(7) -0.0279(6) 0.0003(5) -0.0089(5)
F1 0.0466(12) 0.0799(18) 0.0880(17) -0.0198(14) -0.0111(11) -0.0019(11)
F2 0.0641(15) 0.140(3) 0.0598(15) -0.0430(16) 0.0133(11) -0.0181(15)
F3 0.0572(14) 0.093(2) 0.129(2) -0.0602(18) -0.0125(14) -0.0228(13)
_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
Ag2 C19 2.083(3) . ?
Ag2 C19 2.083(3) 2_676 ?
P2 F4 1.581(3) 2_576 ?
P2 F4 1.581(3) . ?
P2 F5 1.591(4) 2_576 ?
P2 F5 1.591(4) . ?
P2 F6 1.556(3) . ?
P2 F6 1.556(3) 2_576 ?
O3 C29 1.368(5) . ?
O3 C30 1.387(4) . ?
O4 C29 1.216(4) . ?
N4 N5 1.378(4) . ?
N4 C19 1.330(4) . ?
N4 C21 1.458(5) . ?
N5 C20 1.288(5) . ?
N6 C19 1.361(4) . ?
N6 C20 1.370(4) . ?
N6 C26 1.453(4) . ?
C21 C22 1.442(9) . ?
C22 C23 1.296(10) . ?
C23 C24 1.445(11) . ?
C24 C25 1.352(13) . ?
C26 C27 1.512(4) . ?
C27 C28 1.339(4) . ?
C27 C35 1.455(5) . ?
C28 C29 1.437(5) . ?
C30 C31 1.375(6) . ?
C30 C35 1.392(5) . ?
C31 C32 1.368(6) . ?
C32 C33 1.397(6) . ?
C33 C34 1.369(6) . ?
C33 C36 1.503(6) . ?
C34 C35 1.404(5) . ?
Ag1 C1 2.087(3) . ?
Ag1 C1 2.087(3) 2_575 ?
O1 C11 1.364(4) . ?
O1 C12 1.392(4) . ?
O2 C11 1.200(4) . ?
N1 N2 1.381(4) . ?
N1 C1 1.329(4) . ?
N1 C3 1.458(5) . ?
N2 C2 1.299(5) . ?
N3 C1 1.355(4) . ?
N3 C2 1.370(4) . ?
N3 C8 1.453(4) . ?
C3 C4 1.525(5) . ?
C4 C5 1.497(5) . ?
C5 C6 1.524(5) . ?
C6 C7 1.503(6) . ?
C8 C9 1.519(4) . ?
C9 C10 1.336(4) . ?
C9 C17 1.448(4) . ?
C10 C11 1.451(4) . ?
C12 C13 1.375(5) . ?
C12 C17 1.392(4) . ?
C13 C14 1.373(5) . ?
C14 C15 1.392(5) . ?
C15 C16 1.384(5) . ?
C15 C18 1.505(5) . ?
C16 C17 1.408(5) . ?
P1 F1 1.596(2) . ?
P1 F1 1.596(2) 2_475 ?
P1 F2 1.585(2) 2_475 ?
P1 F2 1.585(2) . ?
P1 F3 1.587(3) . ?
P1 F3 1.587(3) 2_475 ?
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
C19 Ag2 C19 180.00(19) . 2_676 ?
F4 P2 F4 180.0(4) . 2_576 ?
F4 P2 F5 89.6(2) 2_576 2_576 ?
F4 P2 F5 90.4(2) . 2_576 ?
F4 P2 F5 89.6(2) . . ?
F4 P2 F5 90.4(2) 2_576 . ?
F5 P2 F5 180.0 2_576 . ?
F6 P2 F4 89.5(2) . 2_576 ?
F6 P2 F4 90.5(2) . . ?
F6 P2 F4 89.5(2) 2_576 . ?
F6 P2 F4 90.5(2) 2_576 2_576 ?
F6 P2 F5 86.9(2) 2_576 2_576 ?
F6 P2 F5 93.1(2) 2_576 . ?
F6 P2 F5 93.1(2) . 2_576 ?
F6 P2 F5 86.9(2) . . ?
F6 P2 F6 180.0(2) . 2_576 ?
C29 O3 C30 121.5(3) . . ?
N5 N4 C21 119.2(3) . . ?
C19 N4 N5 114.6(3) . . ?
C19 N4 C21 126.2(3) . . ?
C20 N5 N4 102.8(3) . . ?
C19 N6 C20 108.6(3) . . ?
C19 N6 C26 123.4(3) . . ?
C20 N6 C26 127.9(3) . . ?
N4 C19 Ag2 129.6(3) . . ?
N4 C19 N6 102.4(3) . . ?
N6 C19 Ag2 128.0(3) . . ?
N5 C20 N6 111.5(3) . . ?
C22 C21 N4 114.1(5) . . ?
C23 C22 C21 132.6(7) . . ?
C22 C23 C24 130.6(8) . . ?
C25 C24 C23 121.2(10) . . ?
N6 C26 C27 112.7(3) . . ?
C28 C27 C26 122.7(3) . . ?
C28 C27 C35 119.2(3) . . ?
C35 C27 C26 118.1(3) . . ?
C27 C28 C29 123.1(3) . . ?
O3 C29 C28 117.0(3) . . ?
O4 C29 O3 116.5(3) . . ?
O4 C29 C28 126.5(4) . . ?
O3 C30 C35 121.8(3) . . ?
C31 C30 O3 116.8(3) . . ?
C31 C30 C35 121.5(4) . . ?
C32 C31 C30 119.2(4) . . ?
C31 C32 C33 121.7(4) . . ?
C32 C33 C36 119.8(4) . . ?
C34 C33 C32 118.1(4) . . ?
C34 C33 C36 122.1(4) . . ?
C33 C34 C35 121.9(4) . . ?
C30 C35 C27 117.3(3) . . ?
C30 C35 C34 117.6(3) . . ?
C34 C35 C27 125.0(3) . . ?
C1 Ag1 C1 180.0 . 2_575 ?
C11 O1 C12 122.2(2) . . ?
N2 N1 C3 119.3(3) . . ?
C1 N1 N2 113.9(3) . . ?
C1 N1 C3 126.8(3) . . ?
C2 N2 N1 103.3(3) . . ?
C1 N3 C2 109.0(3) . . ?
C1 N3 C8 123.8(3) . . ?
C2 N3 C8 127.2(3) . . ?
N1 C1 Ag1 127.2(2) . . ?
N1 C1 N3 103.1(3) . . ?
N3 C1 Ag1 129.6(2) . . ?
N2 C2 N3 110.7(3) . . ?
N1 C3 C4 111.4(3) . . ?
C5 C4 C3 114.1(3) . . ?
C4 C5 C6 113.1(4) . . ?
C7 C6 C5 111.5(4) . . ?
N3 C8 C9 112.8(3) . . ?
C10 C9 C8 122.6(3) . . ?
C10 C9 C17 119.1(3) . . ?
C17 C9 C8 118.3(3) . . ?
C9 C10 C11 123.2(3) . . ?
O1 C11 C10 116.2(3) . . ?
O2 C11 O1 117.8(3) . . ?
O2 C11 C10 126.0(3) . . ?
O1 C12 C17 121.0(3) . . ?
C13 C12 O1 117.2(3) . . ?
C13 C12 C17 121.8(3) . . ?
C14 C13 C12 119.3(3) . . ?
C13 C14 C15 121.8(3) . . ?
C14 C15 C18 120.5(3) . . ?
C16 C15 C14 117.8(3) . . ?
C16 C15 C18 121.6(3) . . ?
C15 C16 C17 122.0(3) . . ?
C12 C17 C9 118.0(3) . . ?
C12 C17 C16 117.2(3) . . ?
C16 C17 C9 124.8(3) . . ?
F1 P1 F1 180.0 . 2_475 ?
F2 P1 F1 90.59(14) 2_475 2_475 ?
F2 P1 F1 90.59(14) . . ?
F2 P1 F1 89.41(14) 2_475 . ?
F2 P1 F1 89.41(14) . 2_475 ?
F2 P1 F2 180.0 2_475 . ?
F2 P1 F3 89.09(16) 2_475 . ?
F2 P1 F3 90.91(16) 2_475 2_475 ?
F2 P1 F3 89.09(16) . 2_475 ?
F2 P1 F3 90.91(16) . . ?
F3 P1 F1 90.30(14) . . ?
F3 P1 F1 90.30(14) 2_475 2_475 ?
F3 P1 F1 89.70(14) 2_475 . ?
F3 P1 F1 89.70(14) . 2_475 ?
F3 P1 F3 180.0 . 2_475 ?
_iucr_refine_instructions_details
;
TITL G3B5 in P-1 #2
g3b5.res created by SHELXL-2016/4 at 19:37:40 on 22-Feb-2017
REM reset to P-1 #2
CELL 0.71073 7.940216 15.392144 17.475862 68.6022 82.3585 76.2743
ZERR 2 0.000246 0.000839 0.000587 0.004 0.0027 0.0035
LATT 1
SFAC C H Ag F N O P
UNIT 72 84 2 12 12 8 2
L.S. 4
PLAN 20
BOND
fmap 2
acta
REM
REM
WGHT 0.057000 0.942000
FVAR 3.81777
AG2 3 0.500000 1.000000 0.500000 10.50000 0.04631 0.05070 =
0.03735 -0.01955 -0.00257 -0.01296
P2 7 0.000000 1.000000 0.500000 10.50000 0.04659 0.13340 =
0.04145 -0.02214 0.00009 -0.04075
F4 4 -0.155129 1.072565 0.447798 11.00000 0.07838 0.19386 =
0.11167 0.01399 -0.03277 -0.05160
F5 4 0.091405 1.086230 0.486819 11.00000 0.08465 0.15832 =
0.14580 -0.05944 0.00934 -0.06209
F6 4 0.102491 0.990778 0.420096 11.00000 0.11105 0.24123 =
0.08266 -0.06992 0.03708 -0.08006
O3 6 0.698941 1.333611 0.283991 11.00000 0.04652 0.05827 =
0.07690 -0.02289 0.00533 -0.02725
O4 6 0.925492 1.229010 0.263291 11.00000 0.04024 0.07935 =
0.08706 -0.03557 0.00879 -0.02521
N4 5 0.589282 0.908897 0.363963 11.00000 0.05929 0.05176 =
0.04804 -0.02265 0.00164 -0.01569
N5 5 0.572854 0.921834 0.282797 11.00000 0.07574 0.06550 =
0.05093 -0.03062 0.00464 -0.01864
N6 5 0.447347 1.048683 0.314512 11.00000 0.04111 0.05234 =
0.03878 -0.01808 -0.00088 -0.01885
C19 1 0.515026 0.983967 0.385824 11.00000 0.03908 0.05079 =
0.03853 -0.02012 0.00257 -0.01840
C20 1 0.485404 1.007934 0.254799 11.00000 0.06149 0.07228 =
0.03812 -0.02621 0.00360 -0.03197
AFIX 43
H20 2 0.452227 1.038622 0.200798 11.00000 -1.20000
AFIX 0
C21 1 0.677247 0.816497 0.417931 11.00000 0.08628 0.05546 =
0.07011 -0.02131 -0.00697 0.00245
AFIX 23
H21A 2 0.766172 0.787805 0.385597 11.00000 -1.20000
H21B 2 0.734657 0.826297 0.458883 11.00000 -1.20000
AFIX 0
C22 1 0.563759 0.750985 0.459505 11.00000 0.24947 0.13217 =
0.28654 0.11286 -0.19317 -0.10492
AFIX 23
H22A 2 0.638115 0.688605 0.468460 11.00000 -1.20000
H22B 2 0.539526 0.756828 0.513499 11.00000 -1.20000
AFIX 0
C23 1 0.417273 0.742218 0.441065 11.00000 0.14863 0.12104 =
0.14997 0.00536 -0.01069 -0.05813
AFIX 23
H23A 2 0.439457 0.738218 0.386387 11.00000 -1.20000
H23B 2 0.340632 0.803584 0.434206 11.00000 -1.20000
AFIX 0
C24 1 0.310115 0.673342 0.483913 11.00000 0.35615 0.41233 =
0.24453 0.15510 -0.18484 -0.31823
AFIX 23
H24A 2 0.378907 0.611191 0.486710 11.00000 -1.20000
H24B 2 0.289836 0.673013 0.539982 11.00000 -1.20000
AFIX 0
C25 1 0.154181 0.680548 0.456490 11.00000 0.29696 0.30930 =
0.15147 0.01451 -0.00088 -0.16023
AFIX 137
H25A 2 0.167800 0.642492 0.422241 11.00000 -1.50000
H25B 2 0.108483 0.745940 0.425201 11.00000 -1.50000
H25C 2 0.075566 0.658328 0.502562 11.00000 -1.50000
AFIX 0
C26 1 0.357481 1.145432 0.306080 11.00000 0.03877 0.04658 =
0.04678 -0.01544 -0.00175 -0.01503
AFIX 23
H26A 2 0.277513 1.143897 0.353404 11.00000 -1.20000
H26B 2 0.289972 1.171734 0.257439 11.00000 -1.20000
AFIX 0
C27 1 0.480259 1.209761 0.299241 11.00000 0.03919 0.04837 =
0.03098 -0.01275 -0.00157 -0.01754
C28 1 0.652705 1.183303 0.289756 11.00000 0.04050 0.05021 =
0.04768 -0.01939 0.00095 -0.01589
AFIX 43
H28 2 0.698932 1.121571 0.290458 11.00000 -1.20000
AFIX 0
C29 1 0.769737 1.245775 0.278543 11.00000 0.05006 0.05621 =
0.04996 -0.02055 0.00082 -0.02298
C30 1 0.521418 1.362561 0.296248 11.00000 0.05158 0.04431 =
0.05338 -0.01131 -0.00132 -0.01704
C31 1 0.464140 1.451793 0.301772 11.00000 0.07019 0.04638 =
0.09339 -0.01972 -0.00275 -0.02186
AFIX 43
H31 2 0.542791 1.489592 0.297820 11.00000 -1.20000
AFIX 0
C32 1 0.290090 1.484279 0.313150 11.00000 0.07923 0.04477 =
0.08975 -0.02210 -0.00659 -0.00437
AFIX 43
H32 2 0.251501 1.544486 0.317190 11.00000 -1.20000
AFIX 0
C33 1 0.168782 1.429335 0.318859 11.00000 0.06173 0.05288 =
0.06378 -0.01897 -0.00639 -0.00372
C34 1 0.228766 1.340524 0.313647 11.00000 0.04697 0.05006 =
0.04874 -0.00970 -0.00687 -0.01260
AFIX 43
H34 2 0.149552 1.303019 0.317650 11.00000 -1.20000
AFIX 0
C35 1 0.406427 1.304439 0.302434 11.00000 0.04260 0.04472 =
0.03770 -0.00799 -0.00602 -0.01578
C36 1 -0.021523 1.469333 0.328574 11.00000 0.06648 0.08001 =
0.11388 -0.04126 -0.01105 0.00747
AFIX 137
H36A 2 -0.057557 1.522546 0.279891 11.00000 -1.50000
H36B 2 -0.042320 1.489980 0.375235 11.00000 -1.50000
H36C 2 -0.086279 1.421029 0.336802 11.00000 -1.50000
AFIX 0
AG1 3 0.000000 1.000000 0.000000 10.50000 0.03984 0.04200 =
0.03403 -0.01327 -0.00418 -0.00902
O1 6 -0.444501 1.341444 0.017483 11.00000 0.03188 0.05052 =
0.05829 -0.01439 -0.00902 0.00182
O2 6 -0.587646 1.233579 0.099351 11.00000 0.03022 0.07362 =
0.07484 -0.02074 -0.00105 -0.00938
N1 5 -0.003602 0.915518 0.189165 11.00000 0.04209 0.03997 =
0.03993 -0.01309 -0.00175 -0.00653
N2 5 0.011732 0.930189 0.261078 11.00000 0.06022 0.05896 =
0.03893 -0.01880 -0.00421 -0.00813
N3 5 0.027320 1.057292 0.151602 11.00000 0.02977 0.03812 =
0.04083 -0.01587 -0.00494 -0.00296
C1 1 0.005932 0.991096 0.121677 11.00000 0.02663 0.04180 =
0.03276 -0.01156 -0.00242 -0.00466
C2 1 0.030576 1.018013 0.235606 11.00000 0.04161 0.06038 =
0.04119 -0.02350 -0.00802 -0.00153
AFIX 43
H2 2 0.044394 1.049878 0.269741 11.00000 -1.20000
AFIX 0
C3 1 -0.021059 0.821813 0.192985 11.00000 0.05937 0.04600 =
0.05462 -0.01494 -0.00336 -0.01922
AFIX 23
H3A 2 -0.117732 0.828976 0.161087 11.00000 -1.20000
H3B 2 -0.045977 0.783829 0.249611 11.00000 -1.20000
AFIX 0
C4 1 0.144017 0.770266 0.159696 11.00000 0.08292 0.03825 =
0.06651 -0.01998 -0.01178 -0.01099
AFIX 23
H4A 2 0.127201 0.708361 0.163602 11.00000 -1.20000
H4B 2 0.162865 0.806326 0.101896 11.00000 -1.20000
AFIX 0
C5 1 0.303138 0.756396 0.203600 11.00000 0.06705 0.04532 =
0.06826 -0.02243 -0.00644 -0.00856
AFIX 23
H5A 2 0.287445 0.717184 0.260782 11.00000 -1.20000
H5B 2 0.317093 0.817871 0.202245 11.00000 -1.20000
AFIX 0
C6 1 0.467647 0.709567 0.166259 11.00000 0.06957 0.05217 =
0.08650 -0.03146 -0.00159 -0.00449
AFIX 23
H6A 2 0.454985 0.647675 0.168102 11.00000 -1.20000
H6B 2 0.483897 0.748454 0.109022 11.00000 -1.20000
AFIX 0
C7 1 0.624562 0.697481 0.211525 11.00000 0.07382 0.08298 =
0.15500 -0.06392 -0.01035 -0.01158
AFIX 137
H7A 2 0.727155 0.674342 0.183068 11.00000 -1.50000
H7B 2 0.615406 0.652605 0.266301 11.00000 -1.50000
H7C 2 0.631383 0.757775 0.214130 11.00000 -1.50000
AFIX 0
C8 1 0.043253 1.153735 0.100394 11.00000 0.03047 0.04020 =
0.04863 -0.01711 -0.00381 -0.00447
AFIX 23
H8A 2 0.118991 1.151604 0.052470 11.00000 -1.20000
H8B 2 0.096904 1.180339 0.131095 11.00000 -1.20000
AFIX 0
C9 1 -0.130317 1.218630 0.072155 11.00000 0.03177 0.04022 =
0.03185 -0.01792 -0.00209 -0.00404
C10 1 -0.281164 1.190292 0.097074 11.00000 0.03438 0.03979 =
0.04080 -0.01185 -0.00498 -0.00751
AFIX 43
H10 2 -0.278944 1.127491 0.131254 11.00000 -1.20000
AFIX 0
C11 1 -0.448300 1.252700 0.073425 11.00000 0.03369 0.05538 =
0.04640 -0.02104 -0.00373 -0.00494
C12 1 -0.289884 1.372662 -0.012446 11.00000 0.04056 0.04303 =
0.04273 -0.01512 -0.00610 -0.00582
C13 1 -0.301755 1.463481 -0.068782 11.00000 0.05423 0.04781 =
0.05468 -0.01094 -0.01221 0.00123
AFIX 43
H13 2 -0.409326 1.500922 -0.086609 11.00000 -1.20000
AFIX 0
C14 1 -0.152986 1.498291 -0.098436 11.00000 0.07763 0.04560 =
0.04458 -0.00415 -0.00516 -0.01160
AFIX 43
H14 2 -0.161412 1.559842 -0.136367 11.00000 -1.20000
AFIX 0
C15 1 0.010063 1.444000 -0.073293 11.00000 0.05618 0.04879 =
0.04278 -0.01842 0.00561 -0.01728
C16 1 0.018774 1.352529 -0.017035 11.00000 0.04135 0.03964 =
0.04358 -0.01824 0.00050 -0.00862
AFIX 43
H16 2 0.126701 1.315170 0.000299 11.00000 -1.20000
AFIX 0
C17 1 -0.130749 1.314317 0.014748 11.00000 0.03643 0.04049 =
0.03665 -0.02023 -0.00343 -0.00411
C18 1 0.170335 1.484961 -0.105545 11.00000 0.06968 0.05570 =
0.05751 -0.01763 0.01143 -0.02837
AFIX 137
H18A 2 0.268168 1.442071 -0.075912 11.00000 -1.50000
H18B 2 0.154141 1.545359 -0.098303 11.00000 -1.50000
H18C 2 0.190921 1.493578 -0.162989 11.00000 -1.50000
AFIX 0
P1 7 -0.500000 1.000000 0.000000 10.50000 0.02794 0.05969 =
0.04686 -0.02788 0.00032 -0.00888
F1 4 -0.344541 0.913602 0.039523 11.00000 0.04656 0.07991 =
0.08805 -0.01979 -0.01111 -0.00188
F2 4 -0.594768 0.986318 0.088130 11.00000 0.06410 0.13990 =
0.05983 -0.04302 0.01334 -0.01814
F3 4 -0.400122 1.072834 0.010082 11.00000 0.05720 0.09322 =
0.12938 -0.06022 -0.01251 -0.02278
HKLF 4
REM G3B5 in P-1 #2
REM R1 = 0.0480 for 6183 Fo > 4sig(Fo) and 0.0796 for all 9128 data
REM 497 parameters refined using 0 restraints
END
WGHT 0.0567 0.9370
REM Highest difference peak 0.962, deepest hole -0.646, 1-sigma level 0.073
Q1 1 -0.7521 1.0011 0.0987 11.00000 0.05 0.96
Q2 1 0.2589 0.9988 0.4014 11.00000 0.05 0.91
Q3 1 0.5376 0.7648 0.4787 11.00000 0.05 0.77
Q4 1 0.2569 0.6997 0.4993 11.00000 0.05 0.49
Q5 1 -0.1193 0.9852 0.4378 11.00000 0.05 0.44
Q6 1 0.1637 0.9393 0.4779 11.00000 0.05 0.40
Q7 1 -0.3751 1.0186 0.0601 11.00000 0.05 0.37
Q8 1 0.3453 0.7720 0.5021 11.00000 0.05 0.33
Q9 1 0.3653 0.5678 0.4842 11.00000 0.05 0.33
Q10 1 -0.0592 1.0885 0.4934 11.00000 0.05 0.33
Q11 1 0.0932 1.0497 0.4498 11.00000 0.05 0.31
Q12 1 -0.0114 0.9639 0.4093 11.00000 0.05 0.31
Q13 1 -0.6055 0.9439 0.0562 11.00000 0.05 0.30
Q14 1 0.2881 0.7809 0.1371 11.00000 0.05 0.30
Q15 1 0.1415 0.7464 0.2298 11.00000 0.05 0.30
Q16 1 0.0756 1.0495 0.5696 11.00000 0.05 0.30
Q17 1 0.4799 0.5433 0.4923 11.00000 0.05 0.29
Q18 1 -0.0363 0.9592 0.1587 11.00000 0.05 0.29
Q19 1 0.4997 0.9855 0.4317 11.00000 0.05 0.29
Q20 1 0.0123 0.9954 0.3064 11.00000 0.05 0.28
REM The information below was added by Olex2.
REM
REM R1 = 0.0480 for 6183 Fo > 4sig(Fo) and 0.0796 for all 19736 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.96, deepest hole -0.65
REM Mean Shift 0, Max Shift 0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0796
REM R1_gt = 0.0480
REM wR_ref = 0.1297
REM GOOF = 1.023
REM Shift_max = 0.001
REM Shift_mean = 0
REM Reflections_all = 19736
REM Reflections_gt = 6183
REM Parameters = n/a
REM Hole = -0.65
REM Peak = 0.96
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.186
_oxdiff_exptl_absorpt_empirical_full_min 0.859
#######################################################################
#
# 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_g3s4
_database_code_depnum_ccdc_archive 'CCDC 1843210'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2018-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C17 H20 N3 O2, F6 P'
_chemical_formula_sum 'C17 H20 F6 N3 O2 P'
_chemical_formula_weight 443.33
_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 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
F F 0.0727 0.0534 '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'
P P 0.2955 0.4335 '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'
_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/n'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 6.7105(2)
_cell_length_b 13.5695(4)
_cell_length_c 21.2416(7)
_cell_angle_alpha 90
_cell_angle_beta 92.2890(10)
_cell_angle_gamma 90
_cell_volume 1932.68(10)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3163
_cell_measurement_temperature 296.15
_cell_measurement_theta_max 64.71
_cell_measurement_theta_min 5.29
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 1.974
_exptl_absorpt_correction_T_max 0.648
_exptl_absorpt_correction_T_min 0.592
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour White
_exptl_crystal_density_diffrn 1.524
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description Rectangle
_exptl_crystal_F_000 912
_exptl_crystal_size_max 0.29
_exptl_crystal_size_mid 0.26
_exptl_crystal_size_min 0.22
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0374
_diffrn_reflns_av_unetI/netI 0.0321
_diffrn_reflns_Laue_measured_fraction_full 0.970
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -6
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 23
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 12007
_diffrn_reflns_point_group_measured_fraction_full 0.970
_diffrn_reflns_point_group_measured_fraction_max 0.970
_diffrn_reflns_theta_full 64.709
_diffrn_reflns_theta_max 64.709
_diffrn_reflns_theta_min 5.291
_diffrn_ambient_temperature 296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.970
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_device_type 'Bruker X8 Proteum'
_diffrn_measurement_method '\\\f and \\\w scans'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3021
_reflns_number_total 3163
_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 'APEX3 and SAINT (Bruker, 2016)'
_computing_data_collection 'APEX3 and SAINT (Bruker, 2016)'
_computing_data_reduction 'APEX3 and SAINT (Bruker, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.256
_refine_diff_density_min -0.565
_refine_diff_density_rms 0.074
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.066
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 264
_refine_ls_number_reflns 3163
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0350
_refine_ls_R_factor_gt 0.0338
_refine_ls_restrained_S_all 1.066
_refine_ls_shift/su_max 0.001
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0438P)^2^+0.9109P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0849
_refine_ls_wR_factor_ref 0.0862
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C7(H7A,H7B)
2.b Aromatic/amide H refined with riding coordinates:
C2(H2), C1(H1), C9(H9), C12(H12), C13(H13), C15(H15)
2.c Idealised Me refined as rotating group:
C6(H6A,H6B,H6C), C17(H17A,H17B,H17C)
;
_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
P1 P 0.60373(5) 0.27345(3) 0.77544(2) 0.01601(13) Uani 1 1 d . . . . .
F1 F 0.62109(14) 0.38893(6) 0.79035(4) 0.0251(2) Uani 1 1 d . . . . .
F2 F 0.37248(14) 0.28712(7) 0.75473(5) 0.0274(2) Uani 1 1 d . . . . .
F3 F 0.66482(16) 0.29281(8) 0.70502(4) 0.0315(3) Uani 1 1 d . . . . .
F4 F 0.58596(14) 0.15794(7) 0.76081(5) 0.0290(2) Uani 1 1 d . . . . .
F5 F 0.83471(13) 0.25989(7) 0.79649(5) 0.0250(2) Uani 1 1 d . . . . .
F6 F 0.54303(15) 0.25372(8) 0.84631(4) 0.0317(3) Uani 1 1 d . . . . .
O1 O 0.82986(15) 0.53615(8) 0.56046(5) 0.0200(2) Uani 1 1 d . . . . .
O2 O 0.96723(16) 0.45155(8) 0.63897(5) 0.0219(3) Uani 1 1 d . . . . .
N1 N 0.24597(18) 0.49577(9) 0.81659(6) 0.0156(3) Uani 1 1 d . . . . .
N2 N 0.32787(18) 0.57309(9) 0.73413(6) 0.0159(3) Uani 1 1 d . . . . .
C2 C 0.4171(2) 0.61529(12) 0.78652(7) 0.0200(3) Uani 1 1 d . . . . .
H2 H 0.500840 0.669846 0.785634 0.024 Uiso 1 1 calc R . . . .
C1 C 0.2200(2) 0.49782(11) 0.75512(7) 0.0153(3) Uani 1 1 d . . . . .
H1 H 0.141340 0.454979 0.730660 0.018 Uiso 1 1 calc R . . . .
N3 N 0.37040(19) 0.56968(10) 0.83772(6) 0.0209(3) Uani 1 1 d . . . . .
C3 C 0.1544(2) 0.42816(11) 0.86092(7) 0.0181(3) Uani 1 1 d . . . . .
H3A H 0.253442 0.408520 0.892994 0.022 Uiso 1 1 calc R . . . .
H3B H 0.109625 0.369356 0.838569 0.022 Uiso 1 1 calc R . . . .
C4 C -0.0215(2) 0.47527(11) 0.89230(7) 0.0176(3) Uani 1 1 d . . . . .
H4A H -0.121891 0.494147 0.860440 0.021 Uiso 1 1 calc R . . . .
H4B H 0.022404 0.534307 0.914551 0.021 Uiso 1 1 calc R . . . .
C5 C -0.1118(2) 0.40347(12) 0.93848(7) 0.0208(3) Uani 1 1 d . . . . .
H5A H -0.144950 0.342475 0.916674 0.025 Uiso 1 1 calc R . . . .
H5B H -0.013454 0.388506 0.971828 0.025 Uiso 1 1 calc R . . . .
C6 C -0.2982(2) 0.44439(14) 0.96743(8) 0.0272(4) Uani 1 1 d . . . . .
H6A H -0.266517 0.505163 0.988684 0.041 Uiso 1 1 calc GR . . . .
H6B H -0.347235 0.397739 0.997059 0.041 Uiso 1 1 calc GR . . . .
H6C H -0.398587 0.456083 0.934809 0.041 Uiso 1 1 calc GR . . . .
C7 C 0.3251(2) 0.60860(11) 0.66887(7) 0.0172(3) Uani 1 1 d . . . . .
H7A H 0.318705 0.680012 0.669275 0.021 Uiso 1 1 calc R . . . .
H7B H 0.204689 0.584723 0.647149 0.021 Uiso 1 1 calc R . . . .
C8 C 0.5015(2) 0.57778(10) 0.63219(7) 0.0152(3) Uani 1 1 d . . . . .
C9 C 0.6504(2) 0.52172(11) 0.65607(7) 0.0164(3) Uani 1 1 d . . . . .
H9 H 0.642509 0.496688 0.696652 0.020 Uiso 1 1 calc R . . . .
C10 C 0.8235(2) 0.49923(11) 0.62003(7) 0.0171(3) Uani 1 1 d . . . . .
C11 C 0.6739(2) 0.59038(11) 0.53389(7) 0.0175(3) Uani 1 1 d . . . . .
C12 C 0.6925(2) 0.62074(12) 0.47200(7) 0.0221(3) Uani 1 1 d . . . . .
H12 H 0.805823 0.605048 0.450261 0.027 Uiso 1 1 calc R . . . .
C13 C 0.5400(3) 0.67460(12) 0.44331(7) 0.0230(4) Uani 1 1 d . . . . .
H13 H 0.552060 0.695511 0.401943 0.028 Uiso 1 1 calc R . . . .
C14 C 0.3669(2) 0.69861(11) 0.47508(7) 0.0201(3) Uani 1 1 d . . . . .
C15 C 0.3528(2) 0.66723(11) 0.53671(7) 0.0180(3) Uani 1 1 d . . . . .
H15 H 0.238883 0.682473 0.558268 0.022 Uiso 1 1 calc R . . . .
C16 C 0.5058(2) 0.61298(10) 0.56763(7) 0.0159(3) Uani 1 1 d . . . . .
C17 C 0.2020(3) 0.75715(12) 0.44259(8) 0.0245(4) Uani 1 1 d . . . . .
H17A H 0.141879 0.718711 0.408982 0.037 Uiso 1 1 calc GR . . . .
H17B H 0.255994 0.816656 0.425730 0.037 Uiso 1 1 calc GR . . . .
H17C H 0.103202 0.773394 0.472349 0.037 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
P1 0.0148(2) 0.0161(2) 0.0172(2) 0.00073(14) 0.00098(15) 0.00050(14)
F1 0.0255(5) 0.0177(5) 0.0320(5) -0.0036(4) -0.0017(4) 0.0016(4)
F2 0.0187(5) 0.0269(5) 0.0361(6) -0.0015(4) -0.0058(4) 0.0026(4)
F3 0.0392(6) 0.0386(6) 0.0171(5) -0.0006(4) 0.0055(4) -0.0070(4)
F4 0.0251(5) 0.0170(5) 0.0444(6) -0.0026(4) -0.0051(4) -0.0003(4)
F5 0.0158(5) 0.0240(5) 0.0350(6) -0.0016(4) -0.0016(4) 0.0012(4)
F6 0.0301(6) 0.0443(6) 0.0211(5) 0.0048(4) 0.0045(4) -0.0098(5)
O1 0.0178(6) 0.0266(6) 0.0158(5) -0.0014(4) 0.0038(4) 0.0022(4)
O2 0.0171(6) 0.0274(6) 0.0211(6) -0.0037(5) -0.0002(4) 0.0037(5)
N1 0.0139(6) 0.0180(6) 0.0149(6) 0.0001(5) 0.0019(5) 0.0006(5)
N2 0.0137(6) 0.0200(6) 0.0142(6) 0.0008(5) 0.0031(5) 0.0015(5)
C2 0.0192(8) 0.0230(8) 0.0180(8) 0.0000(6) 0.0017(6) -0.0038(6)
C1 0.0136(7) 0.0171(7) 0.0153(7) -0.0003(6) 0.0022(5) 0.0026(6)
N3 0.0211(7) 0.0239(7) 0.0177(7) -0.0017(5) 0.0018(5) -0.0045(5)
C3 0.0197(8) 0.0184(7) 0.0166(7) 0.0032(6) 0.0045(6) 0.0002(6)
C4 0.0164(8) 0.0205(7) 0.0161(7) 0.0010(6) 0.0017(6) 0.0005(6)
C5 0.0203(8) 0.0231(8) 0.0191(8) 0.0023(6) 0.0031(6) -0.0017(6)
C6 0.0209(9) 0.0366(9) 0.0247(9) 0.0036(7) 0.0066(7) -0.0021(7)
C7 0.0164(8) 0.0214(8) 0.0138(7) 0.0035(6) 0.0015(6) 0.0012(6)
C8 0.0168(8) 0.0142(7) 0.0146(7) -0.0025(6) 0.0012(6) -0.0045(6)
C9 0.0181(8) 0.0170(7) 0.0143(7) -0.0012(6) 0.0019(6) -0.0031(6)
C10 0.0172(8) 0.0182(7) 0.0159(7) -0.0041(6) 0.0003(6) -0.0026(6)
C11 0.0175(8) 0.0186(7) 0.0164(7) -0.0034(6) 0.0002(6) -0.0019(6)
C12 0.0241(8) 0.0266(8) 0.0160(8) -0.0028(6) 0.0062(6) -0.0034(7)
C13 0.0318(9) 0.0246(8) 0.0129(7) -0.0010(6) 0.0033(6) -0.0043(7)
C14 0.0277(9) 0.0162(7) 0.0163(8) -0.0021(6) -0.0014(6) -0.0040(6)
C15 0.0203(8) 0.0164(7) 0.0173(8) -0.0018(6) 0.0020(6) -0.0022(6)
C16 0.0192(8) 0.0147(7) 0.0139(7) -0.0026(6) 0.0017(6) -0.0048(6)
C17 0.0333(10) 0.0225(8) 0.0174(8) 0.0013(6) -0.0021(7) 0.0022(7)
_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
P1 F1 1.6019(9) . ?
P1 F2 1.6067(10) . ?
P1 F3 1.5886(10) . ?
P1 F4 1.6015(10) . ?
P1 F5 1.6066(9) . ?
P1 F6 1.5976(10) . ?
O1 C10 1.3632(19) . ?
O1 C11 1.3815(19) . ?
O2 C10 1.2162(19) . ?
N1 C1 1.311(2) . ?
N1 N3 1.3691(18) . ?
N1 C3 1.4670(19) . ?
N2 C2 1.368(2) . ?
N2 C1 1.339(2) . ?
N2 C7 1.4669(19) . ?
C2 H2 0.9300 . ?
C2 N3 1.301(2) . ?
C1 H1 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.520(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.525(2) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.521(2) . ?
C6 H6A 0.9600 . ?
C6 H6B 0.9600 . ?
C6 H6C 0.9600 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C7 C8 1.502(2) . ?
C8 C9 1.340(2) . ?
C8 C16 1.453(2) . ?
C9 H9 0.9300 . ?
C9 C10 1.449(2) . ?
C11 C12 1.388(2) . ?
C11 C16 1.394(2) . ?
C12 H12 0.9300 . ?
C12 C13 1.380(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.405(2) . ?
C14 C15 1.383(2) . ?
C14 C17 1.507(2) . ?
C15 H15 0.9300 . ?
C15 C16 1.405(2) . ?
C17 H17A 0.9600 . ?
C17 H17B 0.9600 . ?
C17 H17C 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
F1 P1 F2 90.18(5) . . ?
F1 P1 F5 89.73(5) . . ?
F3 P1 F1 90.28(5) . . ?
F3 P1 F2 90.33(6) . . ?
F3 P1 F4 89.95(6) . . ?
F3 P1 F5 89.92(6) . . ?
F3 P1 F6 179.78(7) . . ?
F4 P1 F1 179.77(6) . . ?
F4 P1 F2 89.78(5) . . ?
F4 P1 F5 90.31(5) . . ?
F5 P1 F2 179.73(6) . . ?
F6 P1 F1 89.83(5) . . ?
F6 P1 F2 89.86(6) . . ?
F6 P1 F4 89.94(6) . . ?
F6 P1 F5 89.89(5) . . ?
C10 O1 C11 121.59(12) . . ?
C1 N1 N3 111.47(12) . . ?
C1 N1 C3 127.61(13) . . ?
N3 N1 C3 120.88(12) . . ?
C2 N2 C7 128.30(13) . . ?
C1 N2 C2 105.85(12) . . ?
C1 N2 C7 125.37(13) . . ?
N2 C2 H2 124.2 . . ?
N3 C2 N2 111.64(14) . . ?
N3 C2 H2 124.2 . . ?
N1 C1 N2 107.22(13) . . ?
N1 C1 H1 126.4 . . ?
N2 C1 H1 126.4 . . ?
C2 N3 N1 103.81(12) . . ?
N1 C3 H3A 109.3 . . ?
N1 C3 H3B 109.3 . . ?
N1 C3 C4 111.78(12) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.3 . . ?
C4 C3 H3B 109.3 . . ?
C3 C4 H4A 109.6 . . ?
C3 C4 H4B 109.6 . . ?
C3 C4 C5 110.41(12) . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 H4A 109.6 . . ?
C5 C4 H4B 109.6 . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.9 . . ?
C6 C5 C4 112.40(13) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 109.5 . . ?
C5 C6 H6B 109.5 . . ?
C5 C6 H6C 109.5 . . ?
H6A C6 H6B 109.5 . . ?
H6A C6 H6C 109.5 . . ?
H6B C6 H6C 109.5 . . ?
N2 C7 H7A 108.6 . . ?
N2 C7 H7B 108.6 . . ?
N2 C7 C8 114.72(12) . . ?
H7A C7 H7B 107.6 . . ?
C8 C7 H7A 108.6 . . ?
C8 C7 H7B 108.6 . . ?
C9 C8 C7 123.57(13) . . ?
C9 C8 C16 120.07(14) . . ?
C16 C8 C7 116.35(13) . . ?
C8 C9 H9 119.3 . . ?
C8 C9 C10 121.42(14) . . ?
C10 C9 H9 119.3 . . ?
O1 C10 C9 117.93(13) . . ?
O2 C10 O1 116.67(13) . . ?
O2 C10 C9 125.38(14) . . ?
O1 C11 C12 116.71(13) . . ?
O1 C11 C16 121.49(13) . . ?
C12 C11 C16 121.80(15) . . ?
C11 C12 H12 120.6 . . ?
C13 C12 C11 118.84(15) . . ?
C13 C12 H12 120.6 . . ?
C12 C13 H13 119.2 . . ?
C12 C13 C14 121.58(15) . . ?
C14 C13 H13 119.2 . . ?
C13 C14 C17 120.55(14) . . ?
C15 C14 C13 118.18(15) . . ?
C15 C14 C17 121.27(14) . . ?
C14 C15 H15 119.1 . . ?
C14 C15 C16 121.83(14) . . ?
C16 C15 H15 119.1 . . ?
C11 C16 C8 117.38(14) . . ?
C11 C16 C15 117.77(14) . . ?
C15 C16 C8 124.85(14) . . ?
C14 C17 H17A 109.5 . . ?
C14 C17 H17B 109.5 . . ?
C14 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
_iucr_refine_instructions_details
;
TITL g354.res in P2(1)/n
g3s4.res created by SHELXL-2016/4 at 07:34:59 on 09-Nov-2018
CELL 1.54178 6.7105 13.5695 21.2416 90 92.289 90
ZERR 4 0.0002 0.0004 0.0007 0 0.001 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C F N O P H
UNIT 68 24 12 8 4 80
L.S. 10
PLAN 20
TEMP 23
BOND $H
LIST 4
fmap 2
acta
OMIT 0 0 2
REM
REM
REM
WGHT 0.043800 0.910900
FVAR 0.52642
P1 5 0.603728 0.273455 0.775441 11.00000 0.01479 0.01605 =
0.01723 0.00073 0.00098 0.00050
F1 2 0.621091 0.388931 0.790346 11.00000 0.02548 0.01773 =
0.03197 -0.00357 -0.00167 0.00158
F2 2 0.372480 0.287119 0.754727 11.00000 0.01871 0.02686 =
0.03615 -0.00153 -0.00576 0.00264
F3 2 0.664821 0.292810 0.705018 11.00000 0.03916 0.03860 =
0.01710 -0.00062 0.00553 -0.00700
F4 2 0.585963 0.157941 0.760813 11.00000 0.02515 0.01698 =
0.04443 -0.00260 -0.00511 -0.00030
F5 2 0.834714 0.259893 0.796491 11.00000 0.01584 0.02395 =
0.03500 -0.00161 -0.00164 0.00120
F6 2 0.543034 0.253718 0.846305 11.00000 0.03009 0.04430 =
0.02108 0.00480 0.00455 -0.00982
O1 4 0.829855 0.536147 0.560457 11.00000 0.01784 0.02656 =
0.01581 -0.00137 0.00379 0.00224
O2 4 0.967225 0.451555 0.638974 11.00000 0.01709 0.02736 =
0.02113 -0.00368 -0.00025 0.00373
N1 3 0.245970 0.495772 0.816590 11.00000 0.01390 0.01802 =
0.01490 0.00010 0.00194 0.00063
N2 3 0.327871 0.573092 0.734125 11.00000 0.01369 0.01998 =
0.01417 0.00081 0.00306 0.00145
C2 1 0.417116 0.615290 0.786521 11.00000 0.01918 0.02302 =
0.01800 0.00004 0.00174 -0.00384
AFIX 43
H2 6 0.500840 0.669846 0.785634 11.00000 -1.20000
AFIX 0
C1 1 0.220017 0.497825 0.755124 11.00000 0.01358 0.01709 =
0.01533 -0.00029 0.00222 0.00260
AFIX 43
H1 6 0.141340 0.454979 0.730660 11.00000 -1.20000
AFIX 0
N3 3 0.370396 0.569678 0.837720 11.00000 0.02107 0.02392 =
0.01769 -0.00167 0.00182 -0.00451
C3 1 0.154398 0.428160 0.860916 11.00000 0.01969 0.01837 =
0.01658 0.00320 0.00452 0.00022
AFIX 23
H3A 6 0.253442 0.408520 0.892994 11.00000 -1.20000
H3B 6 0.109625 0.369356 0.838569 11.00000 -1.20000
AFIX 0
C4 1 -0.021515 0.475270 0.892300 11.00000 0.01637 0.02050 =
0.01614 0.00099 0.00171 0.00047
AFIX 23
H4A 6 -0.121891 0.494147 0.860440 11.00000 -1.20000
H4B 6 0.022404 0.534307 0.914551 11.00000 -1.20000
AFIX 0
C5 1 -0.111755 0.403469 0.938477 11.00000 0.02029 0.02309 =
0.01915 0.00230 0.00312 -0.00167
AFIX 23
H5A 6 -0.144950 0.342475 0.916674 11.00000 -1.20000
H5B 6 -0.013454 0.388506 0.971828 11.00000 -1.20000
AFIX 0
C6 1 -0.298218 0.444387 0.967427 11.00000 0.02086 0.03656 =
0.02472 0.00356 0.00660 -0.00209
AFIX 137
H6A 6 -0.266517 0.505163 0.988684 11.00000 -1.50000
H6B 6 -0.347235 0.397739 0.997059 11.00000 -1.50000
H6C 6 -0.398587 0.456083 0.934809 11.00000 -1.50000
AFIX 0
C7 1 0.325089 0.608602 0.668872 11.00000 0.01643 0.02138 =
0.01382 0.00346 0.00153 0.00119
AFIX 23
H7A 6 0.318705 0.680012 0.669275 11.00000 -1.20000
H7B 6 0.204689 0.584723 0.647149 11.00000 -1.20000
AFIX 0
C8 1 0.501453 0.577778 0.632185 11.00000 0.01681 0.01416 =
0.01463 -0.00246 0.00118 -0.00447
C9 1 0.650392 0.521717 0.656069 11.00000 0.01808 0.01702 =
0.01430 -0.00123 0.00185 -0.00308
AFIX 43
H9 6 0.642509 0.496688 0.696652 11.00000 -1.20000
AFIX 0
C10 1 0.823529 0.499230 0.620032 11.00000 0.01717 0.01822 =
0.01588 -0.00414 0.00034 -0.00258
C11 1 0.673864 0.590375 0.533885 11.00000 0.01750 0.01856 =
0.01637 -0.00338 0.00018 -0.00192
C12 1 0.692505 0.620737 0.472002 11.00000 0.02412 0.02664 =
0.01598 -0.00282 0.00624 -0.00343
AFIX 43
H12 6 0.805823 0.605048 0.450261 11.00000 -1.20000
AFIX 0
C13 1 0.539989 0.674597 0.443310 11.00000 0.03178 0.02457 =
0.01293 -0.00104 0.00329 -0.00427
AFIX 43
H13 6 0.552060 0.695511 0.401943 11.00000 -1.20000
AFIX 0
C14 1 0.366898 0.698607 0.475078 11.00000 0.02772 0.01615 =
0.01634 -0.00214 -0.00136 -0.00402
C15 1 0.352806 0.667230 0.536709 11.00000 0.02028 0.01642 =
0.01729 -0.00178 0.00197 -0.00220
AFIX 43
H15 6 0.238883 0.682473 0.558268 11.00000 -1.20000
AFIX 0
C16 1 0.505815 0.612980 0.567629 11.00000 0.01920 0.01472 =
0.01394 -0.00263 0.00166 -0.00479
C17 1 0.202038 0.757153 0.442587 11.00000 0.03328 0.02253 =
0.01737 0.00134 -0.00209 0.00222
AFIX 137
H17A 6 0.141879 0.718711 0.408982 11.00000 -1.50000
H17B 6 0.255994 0.816656 0.425730 11.00000 -1.50000
H17C 6 0.103202 0.773394 0.472349 11.00000 -1.50000
AFIX 0
HKLF 4
REM g354.res in P2(1)/n
REM R1 = 0.0338 for 3021 Fo > 4sig(Fo) and 0.0350 for all 3163 data
REM 264 parameters refined using 0 restraints
END
WGHT 0.0436 0.9111
REM Highest difference peak 0.256, deepest hole -0.565, 1-sigma level 0.074
Q1 1 0.4527 0.0782 0.7469 11.00000 0.05 0.26
Q2 1 0.6519 0.4615 0.7535 11.00000 0.05 0.23
Q3 1 0.6088 0.4415 0.7393 11.00000 0.05 0.21
Q4 1 0.9848 0.2555 0.8405 11.00000 0.05 0.19
Q5 1 0.7032 0.2355 0.9022 11.00000 0.05 0.19
Q6 1 0.5252 0.0899 0.7955 11.00000 0.05 0.18
Q7 1 0.7433 0.4771 0.5149 11.00000 0.05 0.18
Q8 1 -0.3019 0.5276 0.9989 11.00000 0.05 0.18
Q9 1 0.0035 0.6595 0.8586 11.00000 0.05 0.18
Q10 1 0.7204 0.0813 0.7472 11.00000 0.05 0.18
Q11 1 0.5356 0.4633 0.8145 11.00000 0.05 0.17
Q12 1 -0.1285 0.2553 0.8953 11.00000 0.05 0.17
Q13 1 0.0486 0.6982 0.4289 11.00000 0.05 0.17
Q14 1 0.4330 0.7444 0.8542 11.00000 0.05 0.17
Q15 1 0.6217 0.0659 0.7511 11.00000 0.05 0.17
Q16 1 0.6084 0.4567 0.8246 11.00000 0.05 0.17
Q17 1 0.4576 0.3948 0.7491 11.00000 0.05 0.17
Q18 1 0.2814 0.3636 0.8753 11.00000 0.05 0.17
Q19 1 0.6300 0.7453 0.3665 11.00000 0.05 0.17
Q20 1 0.4769 0.4291 0.8240 11.00000 0.05 0.17
REM The information below was added by Olex2.
REM
REM R1 = 0.0338 for 3021 Fo > 4sig(Fo) and 0.0350 for all 12313 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.26, deepest hole -0.56
REM Mean Shift 0, Max Shift -0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0350
REM R1_gt = 0.0338
REM wR_ref = 0.0862
REM GOOF = 1.066
REM Shift_max = -0.001
REM Shift_mean = 0
REM Reflections_all = 12313
REM Reflections_gt = 3021
REM Parameters = n/a
REM Hole = -0.56
REM Peak = 0.26
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_g3s5
_database_code_depnum_ccdc_archive 'CCDC 1843211'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2018-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic
;
?
;
_chemical_formula_moiety 'C18 H22 N3 O2, F6 P'
_chemical_formula_sum 'C18 H22 F6 N3 O2 P'
_chemical_formula_weight 457.35
_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 0.0181 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'
F F 0.0727 0.0534 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
P P 0.2955 0.4335 '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/n'
_space_group_name_Hall '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
_cell_length_a 6.8754(2)
_cell_length_b 13.7415(4)
_cell_length_c 21.5663(7)
_cell_angle_alpha 90
_cell_angle_beta 94.4360(10)
_cell_angle_gamma 90
_cell_volume 2031.44(11)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 3331
_cell_measurement_temperature 296.15
_cell_measurement_theta_max 64.60
_cell_measurement_theta_min 6.44
_shelx_estimated_absorpt_T_max 0.649
_shelx_estimated_absorpt_T_min 0.600
_exptl_absorpt_coefficient_mu 1.896
_exptl_absorpt_correction_T_max 0.6486
_exptl_absorpt_correction_T_min 0.6001
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details SADABS
_exptl_absorpt_special_details ?
_exptl_crystal_colour White
_exptl_crystal_density_diffrn 1.495
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_description Rectangle
_exptl_crystal_F_000 944
_exptl_crystal_size_max 0.3
_exptl_crystal_size_mid 0.27
_exptl_crystal_size_min 0.25
_exptl_special_details
;
?
;
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0379
_diffrn_reflns_av_unetI/netI 0.0265
_diffrn_reflns_Laue_measured_fraction_full 0.981
_diffrn_reflns_Laue_measured_fraction_max 0.981
_diffrn_reflns_limit_h_max 6
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 25
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 20666
_diffrn_reflns_point_group_measured_fraction_full 0.981
_diffrn_reflns_point_group_measured_fraction_max 0.981
_diffrn_reflns_theta_full 64.596
_diffrn_reflns_theta_max 64.596
_diffrn_reflns_theta_min 6.442
_diffrn_ambient_temperature 296.15
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.981
_diffrn_measured_fraction_theta_max 0.981
_diffrn_measurement_device_type 'Bruker X8 Proteum'
_diffrn_measurement_method '\\\f and \\\w scans'
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_source ?
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3275
_reflns_number_total 3331
_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 'APEX3 and SAINT (Bruker, 2016)'
_computing_data_collection 'APEX3 and SAINT (Bruker, 2016)'
_computing_data_reduction 'APEX3 and SAINT (Bruker, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'SHELXS-97 (Sheldrick, 1990)'
_refine_diff_density_max 0.224
_refine_diff_density_min -0.288
_refine_diff_density_rms 0.046
_refine_ls_extinction_coef 0.0136(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc^2^\l^3^/sin(2\q)]^-1/4^
_refine_ls_extinction_method 'SHELXL-2016/4 (Sheldrick 2016)'
_refine_ls_goodness_of_fit_ref 1.052
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 274
_refine_ls_number_reflns 3331
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0318
_refine_ls_R_factor_gt 0.0314
_refine_ls_restrained_S_all 1.052
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0406P)^2^+0.9568P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0812
_refine_ls_wR_factor_ref 0.0816
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C4(H4A,H4B), C5(H5A,H5B), C6(H6A,H6B), C8(H8A,H8B)
2.b Aromatic/amide H refined with riding coordinates:
C1(H1), C2(H2), C10(H10), C13(H13), C14(H14), C16(H16)
2.c Idealised Me refined as rotating group:
C7(H7A,H7B,H7C), C18(H18A,H18B,H18C)
;
_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
P1 P 0.41642(5) 0.27000(3) 0.22435(2) 0.01973(15) Uani 1 1 d . . . . .
F1 F 0.18849(12) 0.25529(6) 0.20457(4) 0.0295(2) Uani 1 1 d . . . . .
F2 F 0.36721(16) 0.29759(8) 0.29267(4) 0.0441(3) Uani 1 1 d . . . . .
F3 F 0.43528(14) 0.15831(7) 0.24413(5) 0.0394(3) Uani 1 1 d . . . . .
F4 F 0.64476(13) 0.28504(7) 0.24349(5) 0.0352(2) Uani 1 1 d . . . . .
F5 F 0.46583(15) 0.24221(9) 0.15563(4) 0.0447(3) Uani 1 1 d . . . . .
F6 F 0.39712(13) 0.38179(6) 0.20439(5) 0.0346(3) Uani 1 1 d . . . . .
O1 O 0.15465(14) 0.52849(8) 0.43417(5) 0.0242(2) Uani 1 1 d . . . . .
O2 O 0.02464(15) 0.44820(8) 0.35337(5) 0.0292(3) Uani 1 1 d . . . . .
N1 N 0.72195(17) 0.50668(9) 0.18860(5) 0.0212(3) Uani 1 1 d . . . . .
N2 N 0.60582(19) 0.58242(10) 0.16777(6) 0.0267(3) Uani 1 1 d . . . . .
N3 N 0.64554(17) 0.58008(9) 0.27035(5) 0.0198(3) Uani 1 1 d . . . . .
C1 C 0.7461(2) 0.50514(10) 0.24941(6) 0.0205(3) Uani 1 1 d . . . . .
H1 H 0.819457 0.460288 0.273559 0.025 Uiso 1 1 calc R . . . .
C2 C 0.5619(2) 0.62557(11) 0.21855(7) 0.0255(3) Uani 1 1 d . . . . .
H2 H 0.483243 0.680545 0.219501 0.031 Uiso 1 1 calc R . . . .
C3 C 0.8076(2) 0.43995(11) 0.14517(7) 0.0259(3) Uani 1 1 d . . . . .
H3A H 0.710276 0.423884 0.111772 0.031 Uiso 1 1 calc R . . . .
H3B H 0.845284 0.380145 0.166778 0.031 Uiso 1 1 calc R . . . .
C4 C 0.9840(2) 0.48328(10) 0.11785(7) 0.0221(3) Uani 1 1 d . . . . .
H4A H 1.077919 0.503784 0.151174 0.027 Uiso 1 1 calc R . . . .
H4B H 0.945014 0.540148 0.093306 0.027 Uiso 1 1 calc R . . . .
C5 C 1.0782(2) 0.40932(10) 0.07700(6) 0.0214(3) Uani 1 1 d . . . . .
H5A H 1.115610 0.352392 0.101715 0.026 Uiso 1 1 calc R . . . .
H5B H 0.983449 0.388957 0.043890 0.026 Uiso 1 1 calc R . . . .
C6 C 1.2570(2) 0.44957(11) 0.04863(7) 0.0249(3) Uani 1 1 d . . . . .
H6A H 1.217426 0.502893 0.020990 0.030 Uiso 1 1 calc R . . . .
H6B H 1.346504 0.475356 0.081541 0.030 Uiso 1 1 calc R . . . .
C7 C 1.3620(2) 0.37378(12) 0.01257(8) 0.0325(4) Uani 1 1 d . . . . .
H7A H 1.404518 0.321546 0.039906 0.049 Uiso 1 1 calc GR . . . .
H7B H 1.473046 0.402973 -0.004422 0.049 Uiso 1 1 calc GR . . . .
H7C H 1.274908 0.348828 -0.020601 0.049 Uiso 1 1 calc GR . . . .
C8 C 0.6476(2) 0.61108(11) 0.33559(6) 0.0208(3) Uani 1 1 d . . . . .
H8A H 0.653014 0.681585 0.337082 0.025 Uiso 1 1 calc R . . . .
H8B H 0.765607 0.586600 0.357830 0.025 Uiso 1 1 calc R . . . .
C9 C 0.4752(2) 0.57767(10) 0.36878(6) 0.0182(3) Uani 1 1 d . . . . .
C10 C 0.3313(2) 0.52221(10) 0.34191(6) 0.0202(3) Uani 1 1 d . . . . .
H10 H 0.340253 0.500178 0.301451 0.024 Uiso 1 1 calc R . . . .
C11 C 0.1628(2) 0.49604(10) 0.37461(7) 0.0222(3) Uani 1 1 d . . . . .
C12 C 0.3050(2) 0.58180(10) 0.46379(7) 0.0211(3) Uani 1 1 d . . . . .
C13 C 0.2848(2) 0.60673(11) 0.52520(7) 0.0248(3) Uani 1 1 d . . . . .
H13 H 0.174347 0.588392 0.544625 0.030 Uiso 1 1 calc R . . . .
C14 C 0.4313(2) 0.65919(11) 0.55693(7) 0.0256(3) Uani 1 1 d . . . . .
H14 H 0.418785 0.676051 0.598193 0.031 Uiso 1 1 calc R . . . .
C15 C 0.5988(2) 0.68778(10) 0.52861(7) 0.0231(3) Uani 1 1 d . . . . .
C16 C 0.6143(2) 0.66186(10) 0.46700(6) 0.0209(3) Uani 1 1 d . . . . .
H16 H 0.724840 0.680275 0.447633 0.025 Uiso 1 1 calc R . . . .
C17 C 0.4677(2) 0.60858(10) 0.43306(6) 0.0187(3) Uani 1 1 d . . . . .
C18 C 0.7564(3) 0.74606(12) 0.56402(7) 0.0290(4) Uani 1 1 d . . . . .
H18A H 0.876676 0.738686 0.544663 0.044 Uiso 1 1 calc GR . . . .
H18B H 0.773033 0.723110 0.606140 0.044 Uiso 1 1 calc GR . . . .
H18C H 0.719941 0.813499 0.563817 0.044 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
P1 0.0193(2) 0.0190(2) 0.0210(2) 0.00062(13) 0.00224(14) -0.00173(13)
F1 0.0200(5) 0.0269(5) 0.0413(5) 0.0052(4) 0.0004(4) -0.0048(3)
F2 0.0550(7) 0.0555(7) 0.0221(5) -0.0032(4) 0.0058(4) 0.0105(5)
F3 0.0342(5) 0.0212(5) 0.0610(6) 0.0089(4) -0.0075(4) -0.0013(4)
F4 0.0233(5) 0.0330(5) 0.0478(6) 0.0068(4) -0.0069(4) -0.0048(4)
F5 0.0385(6) 0.0693(7) 0.0271(5) -0.0082(5) 0.0073(4) 0.0136(5)
F6 0.0281(5) 0.0233(5) 0.0509(6) 0.0113(4) -0.0059(4) -0.0059(4)
O1 0.0194(5) 0.0302(6) 0.0233(5) 0.0033(4) 0.0041(4) -0.0026(4)
O2 0.0203(5) 0.0363(6) 0.0303(6) 0.0055(5) -0.0017(4) -0.0072(5)
N1 0.0191(6) 0.0231(6) 0.0218(6) -0.0034(5) 0.0048(5) -0.0032(5)
N2 0.0273(7) 0.0310(7) 0.0219(6) -0.0010(5) 0.0032(5) 0.0042(5)
N3 0.0171(6) 0.0250(6) 0.0179(6) -0.0020(5) 0.0038(4) -0.0024(5)
C1 0.0174(7) 0.0218(7) 0.0225(7) -0.0019(5) 0.0030(5) -0.0040(5)
C2 0.0233(7) 0.0308(8) 0.0225(7) -0.0010(6) 0.0023(6) 0.0045(6)
C3 0.0263(8) 0.0254(8) 0.0271(8) -0.0096(6) 0.0089(6) -0.0047(6)
C4 0.0220(7) 0.0229(7) 0.0218(7) -0.0024(6) 0.0034(6) -0.0014(6)
C5 0.0210(7) 0.0224(7) 0.0209(7) -0.0009(6) 0.0017(6) 0.0005(6)
C6 0.0253(8) 0.0246(8) 0.0255(7) -0.0018(6) 0.0061(6) -0.0003(6)
C7 0.0324(9) 0.0309(8) 0.0359(9) -0.0025(7) 0.0138(7) 0.0022(7)
C8 0.0191(7) 0.0254(7) 0.0181(7) -0.0036(6) 0.0029(5) -0.0025(6)
C9 0.0184(7) 0.0167(7) 0.0197(7) 0.0035(5) 0.0024(5) 0.0050(5)
C10 0.0196(7) 0.0203(7) 0.0205(7) 0.0023(5) 0.0009(5) 0.0023(5)
C11 0.0203(7) 0.0229(7) 0.0232(7) 0.0061(6) 0.0003(6) 0.0016(6)
C12 0.0198(7) 0.0207(7) 0.0228(7) 0.0050(6) 0.0023(6) 0.0018(5)
C13 0.0271(8) 0.0253(7) 0.0232(7) 0.0050(6) 0.0094(6) 0.0030(6)
C14 0.0361(8) 0.0232(7) 0.0183(7) 0.0027(6) 0.0069(6) 0.0046(6)
C15 0.0317(8) 0.0171(7) 0.0207(7) 0.0032(5) 0.0022(6) 0.0023(6)
C16 0.0232(7) 0.0186(7) 0.0213(7) 0.0034(5) 0.0043(5) 0.0002(6)
C17 0.0204(7) 0.0164(7) 0.0196(7) 0.0038(5) 0.0028(5) 0.0044(5)
C18 0.0402(9) 0.0269(8) 0.0201(7) -0.0006(6) 0.0026(6) -0.0062(7)
_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
P1 F1 1.6048(9) . ?
P1 F2 1.5832(10) . ?
P1 F3 1.5955(9) . ?
P1 F4 1.6055(9) . ?
P1 F5 1.5922(10) . ?
P1 F6 1.5980(9) . ?
O1 C11 1.3649(18) . ?
O1 C12 1.3823(18) . ?
O2 C11 1.2155(18) . ?
N1 N2 1.3664(18) . ?
N1 C1 1.3092(18) . ?
N1 C3 1.4664(18) . ?
N2 C2 1.3014(19) . ?
N3 C1 1.3382(19) . ?
N3 C2 1.368(2) . ?
N3 C8 1.4691(17) . ?
C1 H1 0.9300 . ?
C2 H2 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.511(2) . ?
C4 H4A 0.9700 . ?
C4 H4B 0.9700 . ?
C4 C5 1.5222(19) . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.519(2) . ?
C6 H6A 0.9700 . ?
C6 H6B 0.9700 . ?
C6 C7 1.516(2) . ?
C7 H7A 0.9600 . ?
C7 H7B 0.9600 . ?
C7 H7C 0.9600 . ?
C8 H8A 0.9700 . ?
C8 H8B 0.9700 . ?
C8 C9 1.5031(19) . ?
C9 C10 1.344(2) . ?
C9 C17 1.4547(19) . ?
C10 H10 0.9300 . ?
C10 C11 1.448(2) . ?
C12 C13 1.385(2) . ?
C12 C17 1.393(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.377(2) . ?
C14 H14 0.9300 . ?
C14 C15 1.401(2) . ?
C15 C16 1.388(2) . ?
C15 C18 1.507(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.405(2) . ?
C18 H18A 0.9600 . ?
C18 H18B 0.9600 . ?
C18 H18C 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
F1 P1 F4 179.47(5) . . ?
F2 P1 F1 90.17(5) . . ?
F2 P1 F3 90.01(6) . . ?
F2 P1 F4 90.29(6) . . ?
F2 P1 F5 179.97(8) . . ?
F2 P1 F6 90.07(6) . . ?
F3 P1 F1 90.42(5) . . ?
F3 P1 F4 89.85(5) . . ?
F3 P1 F6 179.85(6) . . ?
F5 P1 F1 89.81(5) . . ?
F5 P1 F3 89.97(6) . . ?
F5 P1 F4 89.74(6) . . ?
F5 P1 F6 89.95(6) . . ?
F6 P1 F1 89.45(5) . . ?
F6 P1 F4 90.27(5) . . ?
C11 O1 C12 121.62(11) . . ?
N2 N1 C3 121.31(12) . . ?
C1 N1 N2 111.55(12) . . ?
C1 N1 C3 127.12(13) . . ?
C2 N2 N1 103.78(12) . . ?
C1 N3 C2 105.77(12) . . ?
C1 N3 C8 125.41(12) . . ?
C2 N3 C8 128.47(12) . . ?
N1 C1 N3 107.27(13) . . ?
N1 C1 H1 126.4 . . ?
N3 C1 H1 126.4 . . ?
N2 C2 N3 111.64(13) . . ?
N2 C2 H2 124.2 . . ?
N3 C2 H2 124.2 . . ?
N1 C3 H3A 109.2 . . ?
N1 C3 H3B 109.2 . . ?
N1 C3 C4 112.13(12) . . ?
H3A C3 H3B 107.9 . . ?
C4 C3 H3A 109.2 . . ?
C4 C3 H3B 109.2 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 C5 110.67(12) . . ?
H4A C4 H4B 108.1 . . ?
C5 C4 H4A 109.5 . . ?
C5 C4 H4B 109.5 . . ?
C4 C5 H5A 109.1 . . ?
C4 C5 H5B 109.1 . . ?
H5A C5 H5B 107.8 . . ?
C6 C5 C4 112.57(12) . . ?
C6 C5 H5A 109.1 . . ?
C6 C5 H5B 109.1 . . ?
C5 C6 H6A 109.0 . . ?
C5 C6 H6B 109.0 . . ?
H6A C6 H6B 107.8 . . ?
C7 C6 C5 112.88(13) . . ?
C7 C6 H6A 109.0 . . ?
C7 C6 H6B 109.0 . . ?
C6 C7 H7A 109.5 . . ?
C6 C7 H7B 109.5 . . ?
C6 C7 H7C 109.5 . . ?
H7A C7 H7B 109.5 . . ?
H7A C7 H7C 109.5 . . ?
H7B C7 H7C 109.5 . . ?
N3 C8 H8A 108.6 . . ?
N3 C8 H8B 108.6 . . ?
N3 C8 C9 114.69(11) . . ?
H8A C8 H8B 107.6 . . ?
C9 C8 H8A 108.6 . . ?
C9 C8 H8B 108.6 . . ?
C10 C9 C8 123.31(12) . . ?
C10 C9 C17 119.83(13) . . ?
C17 C9 C8 116.86(12) . . ?
C9 C10 H10 119.3 . . ?
C9 C10 C11 121.39(13) . . ?
C11 C10 H10 119.3 . . ?
O1 C11 C10 118.04(12) . . ?
O2 C11 O1 116.33(12) . . ?
O2 C11 C10 125.63(13) . . ?
O1 C12 C13 116.51(12) . . ?
O1 C12 C17 121.29(12) . . ?
C13 C12 C17 122.20(13) . . ?
C12 C13 H13 120.6 . . ?
C14 C13 C12 118.75(13) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.2 . . ?
C13 C14 C15 121.64(13) . . ?
C15 C14 H14 119.2 . . ?
C14 C15 C18 120.74(13) . . ?
C16 C15 C14 118.18(14) . . ?
C16 C15 C18 121.08(13) . . ?
C15 C16 H16 119.1 . . ?
C15 C16 C17 121.83(13) . . ?
C17 C16 H16 119.1 . . ?
C12 C17 C9 117.71(13) . . ?
C12 C17 C16 117.39(13) . . ?
C16 C17 C9 124.88(13) . . ?
C15 C18 H18A 109.5 . . ?
C15 C18 H18B 109.5 . . ?
C15 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
_iucr_refine_instructions_details
;
TITL g3s5_a.res in P2(1)/n
g3s5.res created by SHELXL-2016/4 at 07:35:39 on 09-Nov-2018
CELL 1.54178 6.8754 13.7415 21.5663 90 94.436 90
ZERR 4 0.0002 0.0004 0.0007 0 0.001 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H N O F P
UNIT 72 88 12 8 24 4
L.S. 10
PLAN 20
SIZE 0.3 0.27 0.25
TEMP 23
BOND $H
LIST 4
fmap 2
acta
OMIT 0 0 2
REM
REM
REM
WGHT 0.040600 0.956800
EXTI 0.013642
FVAR 0.83627
P1 6 0.416423 0.270000 0.224347 11.00000 0.01930 0.01898 =
0.02100 0.00062 0.00224 -0.00173
F1 5 0.188485 0.255290 0.204568 11.00000 0.01999 0.02685 =
0.04130 0.00523 0.00038 -0.00476
F2 5 0.367205 0.297592 0.292670 11.00000 0.05502 0.05553 =
0.02208 -0.00319 0.00583 0.01049
F3 5 0.435277 0.158313 0.244133 11.00000 0.03420 0.02125 =
0.06105 0.00888 -0.00749 -0.00131
F4 5 0.644761 0.285042 0.243490 11.00000 0.02327 0.03296 =
0.04779 0.00682 -0.00692 -0.00481
F5 5 0.465830 0.242213 0.155634 11.00000 0.03849 0.06926 =
0.02708 -0.00821 0.00733 0.01362
F6 5 0.397121 0.381788 0.204393 11.00000 0.02813 0.02328 =
0.05087 0.01134 -0.00586 -0.00592
O1 4 0.154654 0.528486 0.434167 11.00000 0.01940 0.03015 =
0.02330 0.00330 0.00411 -0.00257
O2 4 0.024638 0.448196 0.353370 11.00000 0.02033 0.03629 =
0.03033 0.00545 -0.00165 -0.00724
N1 3 0.721947 0.506683 0.188601 11.00000 0.01915 0.02314 =
0.02179 -0.00341 0.00482 -0.00323
N2 3 0.605816 0.582421 0.167772 11.00000 0.02734 0.03096 =
0.02187 -0.00098 0.00319 0.00421
N3 3 0.645543 0.580083 0.270352 11.00000 0.01705 0.02496 =
0.01787 -0.00203 0.00383 -0.00238
C1 1 0.746083 0.505135 0.249409 11.00000 0.01738 0.02180 =
0.02253 -0.00190 0.00299 -0.00397
AFIX 43
H1 2 0.819457 0.460288 0.273559 11.00000 -1.20000
AFIX 0
C2 1 0.561853 0.625571 0.218553 11.00000 0.02331 0.03078 =
0.02251 -0.00105 0.00226 0.00446
AFIX 43
H2 2 0.483243 0.680545 0.219501 11.00000 -1.20000
AFIX 0
C3 1 0.807607 0.439950 0.145174 11.00000 0.02629 0.02542 =
0.02712 -0.00963 0.00886 -0.00473
AFIX 23
H3A 2 0.710276 0.423884 0.111772 11.00000 -1.20000
H3B 2 0.845284 0.380145 0.166778 11.00000 -1.20000
AFIX 0
C4 1 0.984005 0.483278 0.117854 11.00000 0.02197 0.02289 =
0.02180 -0.00243 0.00339 -0.00144
AFIX 23
H4A 2 1.077919 0.503784 0.151174 11.00000 -1.20000
H4B 2 0.945014 0.540148 0.093306 11.00000 -1.20000
AFIX 0
C5 1 1.078234 0.409320 0.077000 11.00000 0.02096 0.02242 =
0.02095 -0.00089 0.00174 0.00047
AFIX 23
H5A 2 1.115610 0.352392 0.101715 11.00000 -1.20000
H5B 2 0.983449 0.388957 0.043890 11.00000 -1.20000
AFIX 0
C6 1 1.256951 0.449572 0.048627 11.00000 0.02534 0.02463 =
0.02548 -0.00185 0.00607 -0.00034
AFIX 23
H6A 2 1.217426 0.502893 0.020990 11.00000 -1.20000
H6B 2 1.346504 0.475356 0.081541 11.00000 -1.20000
AFIX 0
C7 1 1.361984 0.373782 0.012573 11.00000 0.03242 0.03093 =
0.03586 -0.00252 0.01379 0.00221
AFIX 137
H7A 2 1.404518 0.321546 0.039906 11.00000 -1.50000
H7B 2 1.473046 0.402973 -0.004422 11.00000 -1.50000
H7C 2 1.274908 0.348828 -0.020601 11.00000 -1.50000
AFIX 0
C8 1 0.647630 0.611079 0.335593 11.00000 0.01913 0.02541 =
0.01812 -0.00358 0.00287 -0.00253
AFIX 23
H8A 2 0.653014 0.681585 0.337082 11.00000 -1.20000
H8B 2 0.765607 0.586600 0.357830 11.00000 -1.20000
AFIX 0
C9 1 0.475214 0.577667 0.368777 11.00000 0.01840 0.01667 =
0.01974 0.00345 0.00244 0.00500
C10 1 0.331349 0.522209 0.341908 11.00000 0.01962 0.02032 =
0.02045 0.00234 0.00094 0.00233
AFIX 43
H10 2 0.340253 0.500178 0.301451 11.00000 -1.20000
AFIX 0
C11 1 0.162819 0.496041 0.374609 11.00000 0.02035 0.02294 =
0.02319 0.00607 0.00028 0.00158
C12 1 0.304970 0.581800 0.463790 11.00000 0.01984 0.02066 =
0.02280 0.00504 0.00231 0.00177
C13 1 0.284787 0.606733 0.525195 11.00000 0.02710 0.02533 =
0.02320 0.00504 0.00939 0.00304
AFIX 43
H13 2 0.174347 0.588392 0.544625 11.00000 -1.20000
AFIX 0
C14 1 0.431325 0.659190 0.556930 11.00000 0.03607 0.02322 =
0.01832 0.00268 0.00695 0.00462
AFIX 43
H14 2 0.418785 0.676051 0.598193 11.00000 -1.20000
AFIX 0
C15 1 0.598803 0.687783 0.528605 11.00000 0.03166 0.01711 =
0.02070 0.00323 0.00216 0.00227
C16 1 0.614320 0.661859 0.466996 11.00000 0.02321 0.01858 =
0.02133 0.00336 0.00431 0.00024
AFIX 43
H16 2 0.724840 0.680275 0.447633 11.00000 -1.20000
AFIX 0
C17 1 0.467745 0.608576 0.433062 11.00000 0.02041 0.01642 =
0.01960 0.00379 0.00279 0.00439
C18 1 0.756414 0.746057 0.564020 11.00000 0.04019 0.02692 =
0.02006 -0.00062 0.00265 -0.00623
AFIX 137
H18A 2 0.876676 0.738686 0.544663 11.00000 -1.50000
H18B 2 0.773033 0.723110 0.606140 11.00000 -1.50000
H18C 2 0.719941 0.813499 0.563817 11.00000 -1.50000
AFIX 0
HKLF 4
REM g3s5_a.res in P2(1)/n
REM R1 = 0.0314 for 3275 Fo > 4sig(Fo) and 0.0318 for all 3331 data
REM 274 parameters refined using 0 restraints
END
WGHT 0.0401 0.9658
REM Highest difference peak 0.224, deepest hole -0.288, 1-sigma level 0.046
Q1 1 0.8090 0.7949 0.5363 11.00000 0.05 0.22
Q2 1 0.4279 0.3432 0.1782 11.00000 0.05 0.22
Q3 1 0.3178 0.5735 0.4966 11.00000 0.05 0.21
Q4 1 0.7100 0.7792 0.5986 11.00000 0.05 0.20
Q5 1 0.4482 0.1860 0.1869 11.00000 0.05 0.20
Q6 1 0.6399 0.5945 0.3021 11.00000 0.05 0.20
Q7 1 0.5455 0.2694 0.1796 11.00000 0.05 0.18
Q8 1 0.5902 0.6907 0.4979 11.00000 0.05 0.18
Q9 1 0.2598 0.5155 0.3590 11.00000 0.05 0.17
Q10 1 0.8608 0.7080 0.5849 11.00000 0.05 0.16
Q11 1 0.7635 0.4770 0.1696 11.00000 0.05 0.16
Q12 1 0.5121 0.2561 0.0938 11.00000 0.05 0.15
Q13 1 0.6886 0.5440 0.2631 11.00000 0.05 0.15
Q14 1 0.4706 0.5985 0.4052 11.00000 0.05 0.15
Q15 1 0.2969 0.4717 0.2948 11.00000 0.05 0.15
Q16 1 0.3935 0.3483 0.2650 11.00000 0.05 0.15
Q17 1 0.3684 0.6044 0.4504 11.00000 0.05 0.15
Q18 1 1.0338 0.4417 0.0965 11.00000 0.05 0.15
Q19 1 1.1785 0.4309 0.0620 11.00000 0.05 0.15
Q20 1 0.3583 0.2389 0.2817 11.00000 0.05 0.15
REM The information below was added by Olex2.
REM
REM R1 = 0.0314 for 3275 Fo > 4sig(Fo) and 0.0318 for all 21161 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.22, deepest hole -0.29
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0318
REM R1_gt = 0.0314
REM wR_ref = 0.0816
REM GOOF = 1.052
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 21161
REM Reflections_gt = 3275
REM Parameters = n/a
REM Hole = -0.29
REM Peak = 0.22
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
#######################################################################
#
# This file contains crystal structure data downloaded from the
# Cambridge Structural Database (CSD) hosted by the Cambridge
# Crystallographic Data Centre (CCDC).
#
# Full information about CCDC data access policies and citation
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1
#
# Audit and citation data items may have been added by the CCDC.
# Please retain this information to preserve the provenance of
# this file and to allow appropriate attribution of the data.
#
#######################################################################
data_13
_database_code_depnum_ccdc_archive 'CCDC 1843212'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2017-01-26
_audit_creation_method
;
Olex2 1.2
(compiled 2017.01.04 svn.r3372 for OlexSys, GUI svn.r5292)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C30 H30 Ag N6 O4, F6 P'
_chemical_formula_sum 'C30 H30 Ag F6 N6 O4 P'
_chemical_formula_weight 791.44
_chemical_melting_point ?
_chemical_oxdiff_formula 'Ag1 P1 F6 N6 O4 C30 H30'
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'
Ag Ag -0.8971 1.1015 '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'
P P 0.1023 0.0942 '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 15
_space_group_name_H-M_alt 'C 2/c'
_space_group_name_Hall '-C 2yc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'
_cell_length_a 10.7646(4)
_cell_length_b 24.7871(8)
_cell_length_c 13.8342(5)
_cell_angle_alpha 90
_cell_angle_beta 109.682(4)
_cell_angle_gamma 90
_cell_volume 3475.6(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 4525
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 27.2230
_cell_measurement_theta_min 3.9570
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.701
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.65797
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.46 (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_colour_primary colourless
_exptl_crystal_density_diffrn 1.512
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description plate
_exptl_crystal_F_000 1600
_exptl_crystal_size_max 0.27
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.06
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0235
_diffrn_reflns_av_unetI/netI 0.0293
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.855
_diffrn_reflns_limit_h_max 14
_diffrn_reflns_limit_h_min -14
_diffrn_reflns_limit_k_max 33
_diffrn_reflns_limit_k_min -33
_diffrn_reflns_limit_l_max 18
_diffrn_reflns_limit_l_min -17
_diffrn_reflns_number 10096
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.855
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.430
_diffrn_reflns_theta_min 3.534
_diffrn_ambient_temperature 295(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.855
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -91.00 28.00 1.00 49.48 -- -11.62 -19.00 -30.00 119
2 \w 53.00 82.00 1.00 49.48 -- 9.90-179.00-120.00 29
3 \w -73.00 -34.00 1.00 49.48 -- 9.90-179.00 0.00 39
4 \w -78.00 -51.00 1.00 49.48 -- -11.62-179.00 -90.00 27
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0380083000
_diffrn_orient_matrix_UB_12 0.0176694000
_diffrn_orient_matrix_UB_13 -0.0192441000
_diffrn_orient_matrix_UB_21 -0.0379058000
_diffrn_orient_matrix_UB_22 -0.0074541000
_diffrn_orient_matrix_UB_23 -0.0508855000
_diffrn_orient_matrix_UB_31 -0.0448894000
_diffrn_orient_matrix_UB_32 0.0212447000
_diffrn_orient_matrix_UB_33 -0.0018403000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3011
_reflns_number_total 4118
_reflns_odcompleteness_completeness 99.62
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_collection 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_data_reduction 'CrysAlisPro 1.171.38.46 (Rigaku OD, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'ShelXL (Sheldrick, 2015)'
_computing_structure_solution 'ShelXS (Sheldrick, 2015)'
_refine_diff_density_max 0.485
_refine_diff_density_min -0.363
_refine_diff_density_rms 0.057
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.017
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 220
_refine_ls_number_reflns 4118
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0663
_refine_ls_R_factor_gt 0.0439
_refine_ls_restrained_S_all 1.017
_refine_ls_shift/su_max 0.000
_refine_ls_shift/su_mean 0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0609P)^2^+2.8734P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1078
_refine_ls_wR_factor_ref 0.1233
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C5(H5A,H5B)
2.b Aromatic/amide H refined with riding coordinates:
C2(H2), C7(H7), C10(H10), C11(H11), C13(H13)
2.c Idealised Me refined as rotating group:
C4(H4A,H4B,H4C), C15(H15A,H15B,H15C)
;
_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
Ag1 Ag 0.000000 0.15618(2) 0.250000 0.06318(15) Uani 1 2 d S T P . .
O1 O 0.4863(3) 0.14706(12) 0.6197(3) 0.0987(9) Uani 1 1 d . . . . .
N1 N -0.1454(3) 0.19185(11) 0.3967(2) 0.0732(8) Uani 1 1 d . . . . .
N2 N -0.1530(4) 0.18693(14) 0.4930(3) 0.0902(10) Uani 1 1 d . . . . .
N3 N -0.0117(2) 0.13027(10) 0.46686(18) 0.0555(6) Uani 1 1 d . . . . .
C1 C -0.0598(3) 0.15824(11) 0.3781(2) 0.0570(7) Uani 1 1 d . . . . .
C2 C -0.0703(4) 0.14917(15) 0.5335(3) 0.0778(10) Uani 1 1 d . . . . .
H2 H -0.052634 0.136308 0.599948 0.093 Uiso 1 1 calc R . . . .
C3 C -0.2230(5) 0.23407(19) 0.3283(4) 0.1064(15) Uani 1 1 d . . . . .
H3A H -0.253849 0.259451 0.368515 0.128 Uiso 1 1 calc R . . . .
H3B H -0.165987 0.253561 0.299002 0.128 Uiso 1 1 calc R . . . .
C4 C -0.3280(9) 0.2150(4) 0.2511(9) 0.274(7) Uani 1 1 d . . . . .
H4A H -0.351263 0.240134 0.195009 0.411 Uiso 1 1 calc GR . . . .
H4B H -0.401280 0.210563 0.275126 0.411 Uiso 1 1 calc GR . . . .
H4C H -0.305987 0.180869 0.228433 0.411 Uiso 1 1 calc GR . . . .
C5 C 0.0903(3) 0.08893(12) 0.4890(2) 0.0553(7) Uani 1 1 d . . . . .
H5A H 0.083633 0.070335 0.425728 0.066 Uiso 1 1 calc R . . . .
H5B H 0.074527 0.062675 0.535537 0.066 Uiso 1 1 calc R . . . .
C6 C 0.2270(3) 0.11057(12) 0.5355(2) 0.0569(7) Uani 1 1 d . . . . .
C7 C 0.2544(4) 0.16345(14) 0.5432(3) 0.0820(11) Uani 1 1 d . . . . .
H7 H 0.185257 0.187887 0.518871 0.098 Uiso 1 1 calc R . . . .
C8 C 0.3871(5) 0.18394(19) 0.5878(5) 0.1094(16) Uani 1 1 d . . . . .
C9 C 0.4625(4) 0.09216(16) 0.6131(3) 0.0722(9) Uani 1 1 d . . . . .
C10 C 0.5706(4) 0.0585(2) 0.6491(3) 0.0832(11) Uani 1 1 d . . . . .
H10 H 0.655172 0.072861 0.676111 0.100 Uiso 1 1 calc R . . . .
C11 C 0.5520(4) 0.00411(19) 0.6445(3) 0.0796(10) Uani 1 1 d . . . . .
H11 H 0.624685 -0.018619 0.668268 0.096 Uiso 1 1 calc R . . . .
C12 C 0.4270(4) -0.01801(15) 0.6053(2) 0.0703(9) Uani 1 1 d . . . . .
C13 C 0.3200(3) 0.01626(13) 0.5695(2) 0.0592(7) Uani 1 1 d . . . . .
H13 H 0.235733 0.001586 0.542918 0.071 Uiso 1 1 calc R . . . .
C14 C 0.3346(3) 0.07241(13) 0.5720(2) 0.0573(7) Uani 1 1 d . . . . .
C15 C 0.4062(5) -0.07813(17) 0.6027(4) 0.0974(13) Uani 1 1 d . . . . .
H15A H 0.371745 -0.088292 0.655665 0.146 Uiso 1 1 calc GR . . . .
H15B H 0.488861 -0.096098 0.613674 0.146 Uiso 1 1 calc GR . . . .
H15C H 0.344835 -0.088351 0.537022 0.146 Uiso 1 1 calc GR . . . .
O2 O 0.4163(4) 0.23082(15) 0.5973(4) 0.172(2) Uani 1 1 d . . . A 3
P1 P 0.000000 0.02894(5) 0.750000 0.0579(3) Uani 1 2 d S T P . .
F1 F -0.0936(3) 0.07425(12) 0.7655(2) 0.1191(10) Uani 1 1 d . . . . .
F2 F 0.0821(3) 0.02987(11) 0.86841(17) 0.1058(8) Uani 1 1 d . . . . .
F3 F 0.0927(3) -0.01643(14) 0.7361(3) 0.1473(13) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Ag1 0.0667(2) 0.0635(2) 0.0545(2) 0.000 0.01392(15) 0.000
O1 0.0675(16) 0.089(2) 0.119(2) 0.0018(16) 0.0046(16) -0.0221(15)
N1 0.0750(18) 0.0596(16) 0.085(2) 0.0084(14) 0.0271(16) 0.0136(15)
N2 0.107(3) 0.078(2) 0.103(2) 0.0074(18) 0.057(2) 0.025(2)
N3 0.0602(14) 0.0488(13) 0.0556(13) -0.0010(11) 0.0172(11) 0.0028(11)
C1 0.0582(17) 0.0482(15) 0.0604(17) -0.0034(13) 0.0144(14) -0.0026(14)
C2 0.097(3) 0.072(2) 0.074(2) 0.0037(17) 0.042(2) 0.015(2)
C3 0.097(3) 0.090(3) 0.128(4) 0.025(3) 0.032(3) 0.036(3)
C4 0.168(8) 0.170(7) 0.339(14) 0.113(9) -0.106(9) -0.010(6)
C5 0.0572(16) 0.0488(15) 0.0548(15) -0.0032(12) 0.0120(13) -0.0002(13)
C6 0.0599(17) 0.0545(17) 0.0518(15) -0.0040(13) 0.0130(13) -0.0073(14)
C7 0.074(2) 0.059(2) 0.098(3) -0.0033(18) 0.009(2) -0.0087(17)
C8 0.086(3) 0.070(3) 0.148(4) -0.004(3) 0.008(3) -0.026(2)
C9 0.063(2) 0.081(2) 0.067(2) 0.0007(17) 0.0164(16) -0.0135(18)
C10 0.0527(19) 0.120(3) 0.070(2) 0.010(2) 0.0123(16) -0.005(2)
C11 0.067(2) 0.107(3) 0.065(2) 0.017(2) 0.0223(17) 0.023(2)
C12 0.077(2) 0.081(2) 0.0499(16) 0.0073(15) 0.0178(15) 0.0152(19)
C13 0.0620(17) 0.0632(18) 0.0471(15) -0.0028(13) 0.0116(13) 0.0017(15)
C14 0.0546(16) 0.0690(19) 0.0453(14) -0.0025(13) 0.0128(12) -0.0011(14)
C15 0.115(3) 0.079(3) 0.090(3) 0.010(2) 0.024(3) 0.032(3)
O2 0.115(3) 0.079(2) 0.265(6) 0.002(3) -0.011(3) -0.040(2)
P1 0.0570(6) 0.0573(6) 0.0531(6) 0.000 0.0103(5) 0.000
F1 0.0965(17) 0.134(2) 0.1031(19) -0.0289(16) 0.0027(14) 0.0501(16)
F2 0.1190(19) 0.1139(18) 0.0587(12) 0.0148(12) -0.0038(12) 0.0209(15)
F3 0.107(2) 0.132(2) 0.182(3) -0.064(2) 0.023(2) 0.0385(18)
_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
Ag1 C1 2.080(3) . ?
Ag1 C1 2.080(3) 2 ?
O1 C8 1.362(6) . ?
O1 C9 1.382(5) . ?
N1 N2 1.367(4) . ?
N1 C1 1.330(4) . ?
N1 C3 1.468(5) . ?
N2 C2 1.283(5) . ?
N3 C1 1.352(4) . ?
N3 C2 1.364(4) . ?
N3 C5 1.457(4) . ?
C2 H2 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.352(9) . ?
C4 H4A 0.9600 . ?
C4 H4B 0.9600 . ?
C4 H4C 0.9600 . ?
C5 H5A 0.9700 . ?
C5 H5B 0.9700 . ?
C5 C6 1.493(4) . ?
C6 C7 1.340(4) . ?
C6 C14 1.448(4) . ?
C7 H7 0.9300 . ?
C7 C8 1.444(6) . ?
C8 O2 1.199(5) . ?
C9 C10 1.381(5) . ?
C9 C14 1.390(5) . ?
C10 H10 0.9300 . ?
C10 C11 1.362(6) . ?
C11 H11 0.9300 . ?
C11 C12 1.383(6) . ?
C12 C13 1.382(5) . ?
C12 C15 1.506(6) . ?
C13 H13 0.9300 . ?
C13 C14 1.400(4) . ?
C15 H15A 0.9600 . ?
C15 H15B 0.9600 . ?
C15 H15C 0.9600 . ?
P1 F1 1.571(3) 2_556 ?
P1 F1 1.571(3) . ?
P1 F2 1.578(2) 2_556 ?
P1 F2 1.578(2) . ?
P1 F3 1.558(3) 2_556 ?
P1 F3 1.558(3) . ?
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
C1 Ag1 C1 177.18(15) . 2 ?
O2 C8 O1 117.8(4) . . ?
C8 O1 C9 122.2(3) . . ?
N2 N1 C3 119.0(3) . . ?
O2 C8 C7 125.0(5) . . ?
C1 N1 N2 113.9(3) . . ?
C1 N1 C3 127.0(3) . . ?
C2 N2 N1 103.3(3) . . ?
C1 N3 C2 108.3(3) . . ?
C1 N3 C5 125.6(3) . . ?
C2 N3 C5 126.0(3) . . ?
N1 C1 Ag1 127.9(2) . . ?
N1 C1 N3 102.9(3) . . ?
N3 C1 Ag1 128.8(2) . . ?
N2 C2 N3 111.5(3) . . ?
N2 C2 H2 124.3 . . ?
N3 C2 H2 124.3 . . ?
N1 C3 H3A 108.8 . . ?
N1 C3 H3B 108.8 . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 N1 113.8(5) . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C3 C4 H4A 109.5 . . ?
C3 C4 H4B 109.5 . . ?
C3 C4 H4C 109.5 . . ?
H4A C4 H4B 109.5 . . ?
H4A C4 H4C 109.5 . . ?
H4B C4 H4C 109.5 . . ?
N3 C5 H5A 108.8 . . ?
N3 C5 H5B 108.8 . . ?
N3 C5 C6 113.7(2) . . ?
H5A C5 H5B 107.7 . . ?
C6 C5 H5A 108.8 . . ?
C6 C5 H5B 108.8 . . ?
C7 C6 C5 123.0(3) . . ?
C7 C6 C14 118.8(3) . . ?
C14 C6 C5 118.2(3) . . ?
C6 C7 H7 118.7 . . ?
C6 C7 C8 122.5(4) . . ?
C8 C7 H7 118.7 . . ?
O1 C8 C7 117.2(4) . . ?
O1 C9 C14 120.6(3) . . ?
C10 C9 O1 117.1(3) . . ?
C10 C9 C14 122.2(4) . . ?
C9 C10 H10 120.4 . . ?
C11 C10 C9 119.2(4) . . ?
C11 C10 H10 120.4 . . ?
C10 C11 H11 119.3 . . ?
C10 C11 C12 121.3(4) . . ?
C12 C11 H11 119.3 . . ?
C11 C12 C15 121.2(4) . . ?
C13 C12 C11 118.7(4) . . ?
C13 C12 C15 120.1(4) . . ?
C12 C13 H13 119.0 . . ?
C12 C13 C14 121.9(3) . . ?
C14 C13 H13 119.0 . . ?
C9 C14 C6 118.6(3) . . ?
C9 C14 C13 116.6(3) . . ?
C13 C14 C6 124.8(3) . . ?
C12 C15 H15A 109.5 . . ?
C12 C15 H15B 109.5 . . ?
C12 C15 H15C 109.5 . . ?
H15A C15 H15B 109.5 . . ?
H15A C15 H15C 109.5 . . ?
H15B C15 H15C 109.5 . . ?
F1 P1 F1 88.7(3) . 2_556 ?
F1 P1 F2 88.33(15) . 2_556 ?
F1 P1 F2 88.33(15) 2_556 . ?
F1 P1 F2 90.48(14) 2_556 2_556 ?
F1 P1 F2 90.48(14) . . ?
F2 P1 F2 178.3(2) 2_556 . ?
F3 P1 F1 91.9(2) . 2_556 ?
F3 P1 F1 179.1(2) . . ?
F3 P1 F1 91.9(2) 2_556 . ?
F3 P1 F1 179.1(2) 2_556 2_556 ?
F3 P1 F2 88.89(17) . . ?
F3 P1 F2 92.32(18) . 2_556 ?
F3 P1 F2 92.32(18) 2_556 . ?
F3 P1 F2 88.89(17) 2_556 2_556 ?
F3 P1 F3 87.6(3) . 2_556 ?
_iucr_refine_instructions_details
;
TITL G3B2 in Cc #9 New: C2/c
g3b2.res created by SHELXL-2016/4 at 18:37:43 on 26-Jan-2017
CELL 0.71073 10.7646 24.7871 13.8342 90 109.682 90
ZERR 4 0.0004 0.0008 0.0005 0 0.004 0
LATT 7
SYMM -X,+Y,0.5-Z
SFAC C H Ag F N O P
UNIT 120 120 4 24 24 16 4
L.S. 5
PLAN -20
BOND $H
fmap 2
acta
WGHT 0.060900 2.873400
FVAR 1.98584
AG1 3 0.000000 0.156177 0.250000 10.50000 0.06666 0.06345 =
0.05451 0.00000 0.01392 0.00000
O1 6 0.486301 0.147061 0.619708 11.00000 0.06749 0.08901 =
0.11919 0.00178 0.00462 -0.02210
N1 5 -0.145448 0.191850 0.396725 11.00000 0.07504 0.05962 =
0.08495 0.00838 0.02706 0.01358
N2 5 -0.152977 0.186926 0.493025 11.00000 0.10680 0.07766 =
0.10277 0.00745 0.05730 0.02457
N3 5 -0.011699 0.130274 0.466864 11.00000 0.06021 0.04879 =
0.05561 -0.00103 0.01719 0.00283
C1 1 -0.059828 0.158245 0.378114 11.00000 0.05818 0.04819 =
0.06043 -0.00342 0.01437 -0.00263
C2 1 -0.070340 0.149174 0.533507 11.00000 0.09676 0.07208 =
0.07414 0.00367 0.04157 0.01455
AFIX 43
H2 2 -0.052634 0.136308 0.599948 11.00000 -1.20000
AFIX 0
C3 1 -0.222959 0.234069 0.328280 11.00000 0.09666 0.08997 =
0.12847 0.02515 0.03239 0.03618
AFIX 23
H3A 2 -0.253849 0.259451 0.368515 11.00000 -1.20000
H3B 2 -0.165987 0.253561 0.299002 11.00000 -1.20000
AFIX 0
C4 1 -0.327982 0.215029 0.251121 11.00000 0.16827 0.16984 =
0.33876 0.11294 -0.10604 -0.01015
AFIX 137
H4A 2 -0.351263 0.240134 0.195009 11.00000 -1.50000
H4B 2 -0.401280 0.210563 0.275126 11.00000 -1.50000
H4C 2 -0.305987 0.180869 0.228433 11.00000 -1.50000
AFIX 0
C5 1 0.090343 0.088926 0.488989 11.00000 0.05717 0.04877 =
0.05485 -0.00316 0.01204 -0.00021
AFIX 23
H5A 2 0.083633 0.070335 0.425728 11.00000 -1.20000
H5B 2 0.074527 0.062675 0.535537 11.00000 -1.20000
AFIX 0
C6 1 0.226990 0.110569 0.535497 11.00000 0.05989 0.05450 =
0.05182 -0.00399 0.01300 -0.00726
C7 1 0.254354 0.163446 0.543192 11.00000 0.07388 0.05918 =
0.09796 -0.00330 0.00916 -0.00868
AFIX 43
H7 2 0.185257 0.187887 0.518871 11.00000 -1.20000
AFIX 0
C8 1 0.387065 0.183944 0.587816 11.00000 0.08645 0.07044 =
0.14765 -0.00450 0.00825 -0.02595
C9 1 0.462534 0.092159 0.613127 11.00000 0.06346 0.08137 =
0.06745 0.00066 0.01637 -0.01353
C10 1 0.570634 0.058529 0.649099 11.00000 0.05275 0.12004 =
0.07040 0.01034 0.01227 -0.00468
AFIX 43
H10 2 0.655172 0.072861 0.676111 11.00000 -1.20000
AFIX 0
C11 1 0.551965 0.004112 0.644547 11.00000 0.06695 0.10657 =
0.06543 0.01706 0.02233 0.02253
AFIX 43
H11 2 0.624685 -0.018619 0.668268 11.00000 -1.20000
AFIX 0
C12 1 0.426967 -0.018012 0.605333 11.00000 0.07708 0.08108 =
0.04992 0.00732 0.01776 0.01522
C13 1 0.319960 0.016257 0.569478 11.00000 0.06204 0.06317 =
0.04715 -0.00278 0.01156 0.00173
AFIX 43
H13 2 0.235733 0.001586 0.542918 11.00000 -1.20000
AFIX 0
C14 1 0.334627 0.072413 0.571965 11.00000 0.05460 0.06899 =
0.04527 -0.00250 0.01279 -0.00112
C15 1 0.406223 -0.078135 0.602683 11.00000 0.11509 0.07926 =
0.08997 0.01033 0.02414 0.03204
AFIX 137
H15A 2 0.371745 -0.088292 0.655665 11.00000 -1.50000
H15B 2 0.488861 -0.096098 0.613674 11.00000 -1.50000
H15C 2 0.344835 -0.088351 0.537022 11.00000 -1.50000
AFIX 0
PART 3
O2 6 0.416306 0.230817 0.597269 11.00000 0.11523 0.07855 =
0.26474 0.00176 -0.01053 -0.03998
PART 0
P1 7 0.000000 0.028944 0.750000 10.50000 0.05695 0.05731 =
0.05306 0.00000 0.01026 0.00000
F1 4 -0.093577 0.074246 0.765512 11.00000 0.09647 0.13412 =
0.10312 -0.02885 0.00267 0.05012
F2 4 0.082068 0.029871 0.868407 11.00000 0.11899 0.11395 =
0.05871 0.01485 -0.00380 0.02087
F3 4 0.092687 -0.016428 0.736121 11.00000 0.10744 0.13243 =
0.18250 -0.06384 0.02299 0.03855
HKLF 4
REM G3B2 in Cc #9 New: C2/c
REM R1 = 0.0439 for 3011 Fo > 4sig(Fo) and 0.0663 for all 4118 data
REM 220 parameters refined using 0 restraints
END
WGHT 0.0609 2.8733
REM Highest difference peak 0.485, deepest hole -0.363, 1-sigma level 0.057
Q1 1 0.0515 0.1405 0.2225 11.00000 0.05 0.48
Q2 1 -0.0852 0.0199 0.8081 11.00000 0.05 0.42
Q3 1 0.0000 0.0905 0.7500 10.50000 0.05 0.41
Q4 1 -0.0871 0.0354 0.8094 11.00000 0.05 0.39
Q5 1 -0.0253 0.0182 0.8512 11.00000 0.05 0.38
Q6 1 -0.0383 -0.0256 0.7519 11.00000 0.05 0.34
Q7 1 -0.2454 0.2322 0.2416 11.00000 0.05 0.32
Q8 1 0.4169 0.2263 0.5161 11.00000 0.05 0.31
Q9 1 -0.3378 0.2006 0.2176 11.00000 0.05 0.30
Q10 1 0.1361 -0.0088 0.8019 11.00000 0.05 0.26
Q11 1 0.1225 0.0021 0.8281 11.00000 0.05 0.24
Q12 1 0.1215 0.0660 0.7927 11.00000 0.05 0.24
Q13 1 0.3376 0.2455 0.5976 11.00000 0.05 0.24
Q14 1 -0.1862 0.1783 0.4280 11.00000 0.05 0.23
Q15 1 0.4266 0.1607 0.6255 11.00000 0.05 0.23
Q16 1 -0.2367 0.2783 0.3158 11.00000 0.05 0.22
Q17 1 -0.3173 0.2312 0.3422 11.00000 0.05 0.22
Q18 1 0.3867 0.0799 0.6072 11.00000 0.05 0.22
Q19 1 -0.3371 0.2204 0.3234 11.00000 0.05 0.22
Q20 1 0.1001 0.0624 0.8527 11.00000 0.05 0.21
REM The information below was added by Olex2.
REM
REM R1 = 0.0439 for 3011 Fo > 4sig(Fo) and 0.0663 for all 10256 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.48, deepest hole -0.36
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0663
REM R1_gt = 0.0439
REM wR_ref = 0.1233
REM GOOF = 1.017
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 10256
REM Reflections_gt = 3011
REM Parameters = n/a
REM Hole = -0.36
REM Peak = 0.48
REM Flack = n/a
;
#######################################################################
#
# 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_g3b4
_database_code_depnum_ccdc_archive 'CCDC 1843214'
_audit_update_record
;
2018-11-25 deposited with the CCDC.
2018-12-03 downloaded from the CCDC.
;
_audit_creation_date 2018-11-09
_audit_creation_method
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelx_SHELXL_version_number 2016/4
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C34 H34 Ag N6 O4, F6 P'
_chemical_formula_sum 'C34 H34 Ag F6 N6 O4 P'
_chemical_formula_weight 843.51
_chemical_melting_point ?
_chemical_oxdiff_formula 'C34 H38 N6 O4 Ag1 P1 F6'
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'
Ag Ag -0.8971 1.1015 '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'
P P 0.1023 0.0942 '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 7.4308(4)
_cell_length_b 11.7701(6)
_cell_length_c 11.9184(6)
_cell_angle_alpha 112.305(5)
_cell_angle_beta 103.143(4)
_cell_angle_gamma 96.021(4)
_cell_volume 917.74(9)
_cell_formula_units_Z 1
_cell_measurement_reflns_used 4419
_cell_measurement_temperature 295(2)
_cell_measurement_theta_max 26.7340
_cell_measurement_theta_min 4.0790
_shelx_estimated_absorpt_T_max ?
_shelx_estimated_absorpt_T_min ?
_exptl_absorpt_coefficient_mu 0.669
_exptl_absorpt_correction_T_max 1.00000
_exptl_absorpt_correction_T_min 0.97035
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.39.46 (Rigaku Oxford Diffraction, 2018)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour colourless
_exptl_crystal_density_diffrn 1.526
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 428
_exptl_crystal_size_max 0.21
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.09
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0300
_diffrn_reflns_av_unetI/netI 0.0427
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.854
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 14
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -15
_diffrn_reflns_number 10166
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.854
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 29.397
_diffrn_reflns_theta_min 3.424
_diffrn_ambient_temperature 295(2)
_diffrn_detector 'CCD plate'
_diffrn_detector_area_resol_mean 10.4015
_diffrn_detector_type Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.854
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):
# Type Start End Width t~exp~ \w \q \k \f Frames
#--------------------------------------------------------------------------
1 \w -23.00 86.00 1.00 1.39 -- 9.75 77.00 60.00 109
2 \w -40.00 61.00 1.00 1.39 -- -11.78 57.00 -60.00 101
3 \w -85.00 16.00 1.00 1.39 -- -11.78 -57.00 150.00 101
4 \w -4.00 21.00 1.00 1.39 -- 9.75 -99.00 60.00 25
5 \w -100.00 -34.00 1.00 1.39 -- -11.78-179.00 60.00 66
;
_diffrn_measurement_device 'four-circle diffractometer'
_diffrn_measurement_device_type 'Xcalibur, Atlas, Gemini ultra'
_diffrn_measurement_method '\w scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11 0.0564593000
_diffrn_orient_matrix_UB_12 -0.0188754000
_diffrn_orient_matrix_UB_13 -0.0417141000
_diffrn_orient_matrix_UB_21 0.0227266000
_diffrn_orient_matrix_UB_22 0.0625190000
_diffrn_orient_matrix_UB_23 0.0060854000
_diffrn_orient_matrix_UB_31 0.0797332000
_diffrn_orient_matrix_UB_32 0.0133416000
_diffrn_orient_matrix_UB_33 0.0523630000
_diffrn_radiation_monochromator graphite
_diffrn_radiation_probe x-ray
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'fine-focus sealed X-ray tube'
_diffrn_source_type 'Enhance (Mo) X-ray Source'
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3427
_reflns_number_total 4326
_reflns_odcompleteness_completeness 99.81
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta 26.32
_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 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_collection 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_computing_data_reduction 'CrysAlisPro 1.171.39.46 (Rigaku OD, 2018)'
_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 0.363
_refine_diff_density_min -0.253
_refine_diff_density_rms 0.062
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.042
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 289
_refine_ls_number_reflns 4326
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0632
_refine_ls_R_factor_gt 0.0447
_refine_ls_restrained_S_all 1.042
_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^)+(0.0535P)^2^+0.1125P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0969
_refine_ls_wR_factor_ref 0.1092
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All C(H,H,H,H) groups
At 1.5 times of:
All C(H,H,H) groups
2. Others
Sof(H14A)=Sof(H14B)=Sof(C15)=Sof(H15)=Sof(C16)=Sof(H16)=Sof(C17)=Sof(H17A)=
Sof(H17B)=Sof(H17C)=1-FVAR(1)
Sof(H14C)=Sof(H14D)=Sof(C15A)=Sof(H15A)=Sof(C16A)=Sof(H16A)=Sof(C17A)=
Sof(H17F)=Sof(H17D)=Sof(H17E)=FVAR(1)
Sof(F1)=1-FVAR(2)
Sof(F1A)=FVAR(2)
Sof(F3)=1-FVAR(3)
Sof(F3A)=FVAR(3)
3.a Secondary CH2 refined with riding coordinates:
C3(H3A,H3B), C14(H14A,H14B), C14(H14C,H14D)
3.b Aromatic/amide H refined with riding coordinates:
C2(H2), C5(H5), C8(H8), C9(H9), C11(H11), C15(H15), C16(H16), C15A(H15A),
C16A(H16A)
3.c Idealised Me refined as rotating group:
C13(H13A,H13B,H13C), C17(H17A,H17B,H17C), C17A(H17F,H17D,H17E)
;
_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
Ag1 Ag 0.500000 0.500000 0.000000 0.05349(14) Uani 1 2 d S T P . .
O1 O 0.1035(3) 0.8677(2) 0.2539(2) 0.0602(5) Uani 1 1 d . . . . .
O2 O -0.1255(3) 0.7055(3) 0.1991(3) 0.0790(7) Uani 1 1 d . . . . .
N1 N 0.3954(3) 0.3295(2) 0.1296(2) 0.0452(5) Uani 1 1 d . . . . .
N2 N 0.3659(3) 0.3271(2) 0.2387(3) 0.0546(6) Uani 1 1 d . . . . .
N3 N 0.4547(3) 0.5190(2) 0.2594(2) 0.0404(5) Uani 1 1 d . . . . .
C1 C 0.4496(3) 0.4453(2) 0.1392(2) 0.0415(6) Uani 1 1 d . . . . .
C2 C 0.4028(4) 0.4442(3) 0.3146(3) 0.0516(7) Uani 1 1 d . . . . .
H2 H 0.394856 0.473950 0.397277 0.062 Uiso 1 1 calc R . . . .
C3 C 0.5215(4) 0.6551(2) 0.3191(3) 0.0448(6) Uani 1 1 d . . . . .
H3A H 0.624583 0.676583 0.288454 0.054 Uiso 1 1 calc R . . . .
H3B H 0.571139 0.681943 0.409861 0.054 Uiso 1 1 calc R . . . .
C4 C 0.3713(4) 0.7263(2) 0.2944(2) 0.0403(6) Uani 1 1 d . . . . .
C5 C 0.1859(4) 0.6757(3) 0.2529(3) 0.0503(7) Uani 1 1 d . . . . .
H5 H 0.147812 0.591779 0.236596 0.060 Uiso 1 1 calc R . . . .
C6 C 0.0430(4) 0.7448(3) 0.2323(3) 0.0582(8) Uani 1 1 d . . . . .
C7 C 0.2934(4) 0.9225(3) 0.2946(3) 0.0467(6) Uani 1 1 d . . . . .
C8 C 0.3387(5) 1.0462(3) 0.3102(3) 0.0557(7) Uani 1 1 d . . . . .
H8 H 0.243857 1.088462 0.294085 0.067 Uiso 1 1 calc R . . . .
C9 C 0.5249(5) 1.1048(3) 0.3495(3) 0.0539(7) Uani 1 1 d . . . . .
H9 H 0.555575 1.187537 0.359917 0.065 Uiso 1 1 calc R . . . .
C10 C 0.6699(4) 1.0439(3) 0.3742(3) 0.0482(6) Uani 1 1 d . . . . .
C11 C 0.6202(4) 0.9207(2) 0.3581(2) 0.0446(6) Uani 1 1 d . . . . .
H11 H 0.715429 0.878958 0.374823 0.053 Uiso 1 1 calc R . . . .
C12 C 0.4320(4) 0.8572(2) 0.3176(2) 0.0404(6) Uani 1 1 d . . . . .
C13 C 0.8742(5) 1.1083(3) 0.4153(4) 0.0686(9) Uani 1 1 d . . . . .
H13A H 0.903233 1.177113 0.497123 0.103 Uiso 1 1 calc GR . . . .
H13B H 0.897125 1.139466 0.355031 0.103 Uiso 1 1 calc GR . . . .
H13C H 0.952751 1.049539 0.419941 0.103 Uiso 1 1 calc GR . . . .
C14 C 0.3778(4) 0.2111(3) 0.0217(3) 0.0595(8) Uani 1 1 d . . . . .
H14A H 0.344468 0.223894 -0.055523 0.071 Uiso 0.60(2) 1 calc R . . A 1
H14B H 0.275506 0.149215 0.016645 0.071 Uiso 0.60(2) 1 calc R . . A 1
H14C H 0.287512 0.208718 -0.052527 0.071 Uiso 0.40(2) 1 calc R . . A 2
H14D H 0.328581 0.141871 0.039145 0.071 Uiso 0.40(2) 1 calc R . . A 2
C15 C 0.5509(16) 0.1614(13) 0.0294(15) 0.097(4) Uani 0.60(2) 1 d . . . A 1
H15 H 0.535825 0.086801 -0.041014 0.117 Uiso 0.60(2) 1 calc R . . A 1
C16 C 0.7119(11) 0.1918(10) 0.1040(8) 0.074(3) Uani 0.60(2) 1 d . . . A 1
H16 H 0.726243 0.238220 0.189575 0.089 Uiso 0.60(2) 1 calc R . . A 1
C17 C 0.8893(16) 0.1582(18) 0.0651(16) 0.098(4) Uani 0.60(2) 1 d . . . A 1
H17A H 0.855743 0.077463 -0.005620 0.148 Uiso 0.60(2) 1 calc GR . . A 1
H17B H 0.980398 0.155500 0.135003 0.148 Uiso 0.60(2) 1 calc GR . . A 1
H17C H 0.942743 0.220526 0.041467 0.148 Uiso 0.60(2) 1 calc GR . . A 1
C15A C 0.559(2) 0.1939(12) -0.0061(11) 0.045(3) Uani 0.40(2) 1 d . . . A 2
H15A H 0.541504 0.132993 -0.087385 0.054 Uiso 0.40(2) 1 calc R . . A 2
C16A C 0.7285(17) 0.2392(16) 0.0504(18) 0.088(6) Uani 0.40(2) 1 d . . . A 2
H16A H 0.756296 0.326110 0.078679 0.106 Uiso 0.40(2) 1 calc R . . A 2
C17A C 0.896(5) 0.191(4) 0.084(4) 0.23(2) Uani 0.40(2) 1 d . . . A 2
H17F H 1.006164 0.257997 0.121844 0.351 Uiso 0.40(2) 1 calc GR . . A 2
H17D H 0.909854 0.126625 0.009414 0.351 Uiso 0.40(2) 1 calc GR . . A 2
H17E H 0.883142 0.156062 0.143663 0.351 Uiso 0.40(2) 1 calc GR . . A 2
P1 P 0.000000 0.500000 0.500000 0.0539(3) Uani 1 2 d S T P . .
F2 F 0.1888(3) 0.5939(2) 0.5283(3) 0.1109(9) Uani 1 1 d . . . . .
F1 F -0.1290(18) 0.589(2) 0.483(3) 0.162(10) Uani 0.40(3) 1 d . . . B 6
F1A F -0.0972(18) 0.6115(7) 0.5488(18) 0.119(5) Uani 0.60(3) 1 d . . . B 7
F3 F -0.030(3) 0.438(3) 0.3585(15) 0.189(13) Uani 0.41(3) 1 d . . . B 8
F3A F -0.042(2) 0.504(2) 0.3705(15) 0.159(7) Uani 0.59(3) 1 d . . . B 9
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
Ag1 0.0745(2) 0.0458(2) 0.0554(2) 0.02799(15) 0.03171(16) 0.02006(15)
O1 0.0513(12) 0.0612(13) 0.0854(15) 0.0419(12) 0.0248(10) 0.0272(10)
O2 0.0434(13) 0.0890(18) 0.118(2) 0.0563(16) 0.0216(12) 0.0213(12)
N1 0.0461(12) 0.0366(12) 0.0581(13) 0.0227(10) 0.0180(10) 0.0126(10)
N2 0.0588(14) 0.0511(15) 0.0698(16) 0.0384(13) 0.0244(12) 0.0125(12)
N3 0.0438(11) 0.0381(11) 0.0473(12) 0.0225(10) 0.0168(9) 0.0154(9)
C1 0.0461(14) 0.0347(13) 0.0510(15) 0.0210(11) 0.0193(11) 0.0151(11)
C2 0.0550(16) 0.0586(19) 0.0537(16) 0.0332(15) 0.0205(13) 0.0144(14)
C3 0.0454(14) 0.0370(14) 0.0526(15) 0.0187(12) 0.0124(12) 0.0153(11)
C4 0.0443(14) 0.0420(14) 0.0421(13) 0.0207(11) 0.0176(11) 0.0164(11)
C5 0.0514(17) 0.0482(16) 0.0623(17) 0.0303(14) 0.0214(13) 0.0163(13)
C6 0.0489(18) 0.069(2) 0.0686(19) 0.0356(17) 0.0220(14) 0.0216(15)
C7 0.0503(16) 0.0516(16) 0.0498(15) 0.0270(13) 0.0204(12) 0.0228(13)
C8 0.069(2) 0.0504(17) 0.0661(19) 0.0332(15) 0.0286(15) 0.0330(15)
C9 0.077(2) 0.0395(15) 0.0560(17) 0.0237(13) 0.0277(15) 0.0218(14)
C10 0.0608(17) 0.0386(14) 0.0462(14) 0.0167(12) 0.0167(12) 0.0160(13)
C11 0.0498(15) 0.0408(14) 0.0467(14) 0.0197(12) 0.0137(11) 0.0188(12)
C12 0.0506(15) 0.0403(14) 0.0382(13) 0.0192(11) 0.0183(11) 0.0191(12)
C13 0.068(2) 0.0437(17) 0.088(2) 0.0263(17) 0.0155(18) 0.0094(15)
C14 0.0616(18) 0.0367(15) 0.0671(19) 0.0123(14) 0.0122(15) 0.0076(13)
C15 0.074(6) 0.074(7) 0.104(9) -0.006(6) 0.027(6) 0.024(5)
C16 0.058(4) 0.096(6) 0.054(4) 0.015(4) 0.012(3) 0.033(4)
C17 0.049(5) 0.125(9) 0.097(8) 0.018(8) 0.019(4) 0.034(5)
C15A 0.065(7) 0.037(5) 0.034(4) 0.011(3) 0.023(4) 0.010(4)
C16A 0.072(8) 0.082(8) 0.086(10) 0.004(8) 0.029(6) 0.019(6)
C17A 0.13(2) 0.25(4) 0.15(2) -0.09(2) 0.048(16) 0.063(19)
P1 0.0538(6) 0.0439(6) 0.0617(7) 0.0190(5) 0.0207(5) 0.0039(5)
F2 0.0775(15) 0.0659(14) 0.173(3) 0.0328(15) 0.0461(15) -0.0053(11)
F1 0.078(6) 0.135(13) 0.29(2) 0.142(15) -0.015(10) 0.031(6)
F1A 0.114(7) 0.052(3) 0.216(11) 0.042(5) 0.116(8) 0.026(4)
F3 0.156(13) 0.22(2) 0.064(7) -0.046(10) 0.025(7) -0.040(15)
F3A 0.192(9) 0.215(14) 0.101(8) 0.106(9) 0.041(7) 0.018(10)
_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
Ag1 C1 2.085(3) . ?
Ag1 C1 2.085(3) 2_665 ?
C15A H15A 0.9300 . ?
C15A C16A 1.232(18) . ?
C16A H16A 0.9300 . ?
C16A C17A 1.46(4) . ?
C17A H17F 0.9600 . ?
C17A H17D 0.9600 . ?
C17A H17E 0.9600 . ?
O1 C6 1.374(4) . ?
O1 C7 1.380(3) . ?
O2 C6 1.205(4) . ?
N1 N2 1.376(3) . ?
N1 C1 1.335(3) . ?
N1 C14 1.462(4) . ?
N2 C2 1.287(4) . ?
N3 C1 1.354(3) . ?
N3 C2 1.356(3) . ?
N3 C3 1.458(3) . ?
C2 H2 0.9300 . ?
C3 H3A 0.9700 . ?
C3 H3B 0.9700 . ?
C3 C4 1.506(4) . ?
C4 C5 1.338(4) . ?
C4 C12 1.458(4) . ?
C5 H5 0.9300 . ?
C5 C6 1.436(4) . ?
C7 C8 1.390(4) . ?
C7 C12 1.387(4) . ?
C8 H8 0.9300 . ?
C8 C9 1.367(4) . ?
C9 H9 0.9300 . ?
C9 C10 1.392(4) . ?
C10 C11 1.385(4) . ?
C10 C13 1.503(4) . ?
C11 H11 0.9300 . ?
C11 C12 1.396(4) . ?
C13 H13A 0.9600 . ?
C13 H13B 0.9600 . ?
C13 H13C 0.9600 . ?
C14 H14A 0.9700 . ?
C14 H14B 0.9700 . ?
C14 H14C 0.9700 . ?
C14 H14D 0.9700 . ?
C14 C15 1.467(12) . ?
C14 C15A 1.477(14) . ?
P1 F2 1.575(2) 2_566 ?
P1 F2 1.575(2) . ?
P1 F1 1.532(14) 2_566 ?
P1 F1 1.532(14) . ?
P1 F1A 1.547(7) . ?
P1 F1A 1.547(7) 2_566 ?
P1 F3 1.513(15) . ?
P1 F3 1.513(15) 2_566 ?
P1 F3A 1.524(9) . ?
P1 F3A 1.524(9) 2_566 ?
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
C1 Ag1 C1 180.0 . 2_665 ?
C16A C15A C14 136.6(11) . . ?
C6 O1 C7 121.4(2) . . ?
N2 N1 C14 119.4(2) . . ?
C16A C15A H15A 111.7 . . ?
C17A C16A H16A 112.0 . . ?
C1 N1 N2 113.5(2) . . ?
C1 N1 C14 127.0(2) . . ?
C2 N2 N1 103.2(2) . . ?
C1 N3 C2 108.6(2) . . ?
C1 N3 C3 123.9(2) . . ?
C2 N3 C3 127.3(2) . . ?
C15A C16A H16A 112.0 . . ?
C15A C16A C17A 136(2) . . ?
C16A C17A H17F 109.5 . . ?
H17F C17A H17D 109.5 . . ?
C16A C17A H17D 109.5 . . ?
C16A C17A H17E 109.5 . . ?
H17D C17A H17E 109.5 . . ?
N1 C1 Ag1 128.49(19) . . ?
N1 C1 N3 103.0(2) . . ?
N3 C1 Ag1 128.42(18) . . ?
N2 C2 N3 111.7(3) . . ?
N2 C2 H2 124.1 . . ?
N3 C2 H2 124.1 . . ?
N3 C3 H3A 108.8 . . ?
N3 C3 H3B 108.8 . . ?
H17F C17A H17E 109.5 . . ?
H14A C14 H14B 107.7 . . ?
H14C C14 H14D 107.8 . . ?
N3 C3 C4 113.9(2) . . ?
H3A C3 H3B 107.7 . . ?
C4 C3 H3A 108.8 . . ?
C4 C3 H3B 108.8 . . ?
C5 C4 C3 123.3(2) . . ?
C5 C4 C12 118.6(3) . . ?
C12 C4 C3 118.0(2) . . ?
C4 C5 H5 118.4 . . ?
C4 C5 C6 123.2(3) . . ?
C6 C5 H5 118.4 . . ?
F3 P1 F2 94.8(9) . . ?
F1 P1 F2 94.9(6) 2_566 2_566 ?
F1A P1 F2 90.5(3) . . ?
F1A P1 F2 89.5(3) 2_566 . ?
F3 P1 F2 85.2(9) 2_566 . ?
F3 P1 F2 85.2(9) . 2_566 ?
F3A P1 F2 83.3(6) . . ?
F1A P1 F2 90.5(3) 2_566 2_566 ?
F1 P1 F2 94.9(6) . . ?
F1 P1 F2 85.1(6) 2_566 . ?
F3 P1 F2 94.8(9) 2_566 2_566 ?
F3A P1 F2 83.3(6) 2_566 2_566 ?
O1 C6 C5 117.1(3) . . ?
O2 C6 O1 116.8(3) . . ?
O2 C6 C5 126.1(3) . . ?
F3A P1 F2 96.7(6) . 2_566 ?
F1 P1 F2 85.1(6) . 2_566 ?
O1 C7 C8 116.5(3) . . ?
O1 C7 C12 121.7(2) . . ?
C12 C7 C8 121.7(3) . . ?
C7 C8 H8 120.5 . . ?
F1A P1 F2 89.5(3) . 2_566 ?
C9 C8 C7 118.9(3) . . ?
C9 C8 H8 120.5 . . ?
F3A P1 F2 96.7(6) 2_566 . ?
C8 C9 H9 119.1 . . ?
C8 C9 C10 121.8(3) . . ?
C10 C9 H9 119.1 . . ?
C9 C10 C13 121.4(3) . . ?
C11 C10 C9 117.9(3) . . ?
C11 C10 C13 120.7(3) . . ?
C10 C11 H11 118.9 . . ?
C10 C11 C12 122.2(3) . . ?
C12 C11 H11 118.9 . . ?
C7 C12 C4 117.9(2) . . ?
C7 C12 C11 117.5(2) . . ?
C11 C12 C4 124.6(2) . . ?
C10 C13 H13A 109.5 . . ?
C10 C13 H13B 109.5 . . ?
C10 C13 H13C 109.5 . . ?
H13A C13 H13B 109.5 . . ?
H13A C13 H13C 109.5 . . ?
H13B C13 H13C 109.5 . . ?
N1 C14 H14A 108.9 . . ?
N1 C14 H14B 108.9 . . ?
N1 C14 H14C 109.0 . . ?
N1 C14 H14D 109.0 . . ?
N1 C14 C15 113.4(5) . . ?
N1 C14 C15A 112.8(5) . . ?
F2 P1 F2 180.0 2_566 . ?
_iucr_refine_instructions_details
;
TITL G3B4 in P1 #1 New: P-1
g3b4.res created by SHELXL-2016/4 at 12:03:26 on 09-Nov-2018
CELL 0.71073 7.43075 11.770084 11.918397 112.3052 103.143 96.0213
ZERR 1 0.000363 0.000614 0.000584 0.0047 0.0042 0.0041
LATT 1
SFAC C H Ag F N O P
UNIT 34 34 1 6 6 4 1
L.S. 5
PLAN -20
BOND $H
fmap 2
ACTA
REM
REM
REM
WGHT 0.053500 0.112500
FVAR 6.04279 0.39688 0.60285 0.59033
AG1 3 0.500000 0.500000 0.000000 10.50000 0.07447 0.04583 =
0.05543 0.02799 0.03171 0.02006
O1 6 0.103474 0.867669 0.253907 11.00000 0.05127 0.06122 =
0.08542 0.04194 0.02480 0.02724
O2 6 -0.125480 0.705469 0.199144 11.00000 0.04337 0.08903 =
0.11785 0.05627 0.02160 0.02128
N1 5 0.395424 0.329466 0.129649 11.00000 0.04610 0.03664 =
0.05808 0.02270 0.01795 0.01264
N2 5 0.365880 0.327104 0.238678 11.00000 0.05879 0.05113 =
0.06980 0.03844 0.02438 0.01248
N3 5 0.454663 0.518991 0.259445 11.00000 0.04383 0.03814 =
0.04735 0.02255 0.01678 0.01539
C1 1 0.449613 0.445325 0.139179 11.00000 0.04611 0.03470 =
0.05104 0.02104 0.01928 0.01512
C2 1 0.402782 0.444215 0.314647 11.00000 0.05495 0.05862 =
0.05371 0.03322 0.02045 0.01443
AFIX 43
H2 2 0.394856 0.473950 0.397277 11.00000 -1.20000
AFIX 0
C3 1 0.521480 0.655095 0.319089 11.00000 0.04545 0.03702 =
0.05263 0.01869 0.01235 0.01526
AFIX 23
H3A 2 0.624583 0.676583 0.288454 11.00000 -1.20000
H3B 2 0.571139 0.681943 0.409861 11.00000 -1.20000
AFIX 0
C4 1 0.371293 0.726345 0.294415 11.00000 0.04430 0.04199 =
0.04214 0.02072 0.01758 0.01644
C5 1 0.185915 0.675733 0.252897 11.00000 0.05141 0.04821 =
0.06232 0.03028 0.02138 0.01632
AFIX 43
H5 2 0.147812 0.591779 0.236596 11.00000 -1.20000
AFIX 0
C6 1 0.042955 0.744778 0.232291 11.00000 0.04889 0.06860 =
0.06862 0.03563 0.02203 0.02158
C7 1 0.293426 0.922535 0.294636 11.00000 0.05030 0.05159 =
0.04984 0.02702 0.02039 0.02277
C8 1 0.338680 1.046213 0.310160 11.00000 0.06892 0.05040 =
0.06610 0.03317 0.02864 0.03301
AFIX 43
H8 2 0.243857 1.088462 0.294085 11.00000 -1.20000
AFIX 0
C9 1 0.524884 1.104765 0.349450 11.00000 0.07670 0.03952 =
0.05598 0.02372 0.02766 0.02182
AFIX 43
H9 2 0.555575 1.187537 0.359917 11.00000 -1.20000
AFIX 0
C10 1 0.669860 1.043889 0.374231 11.00000 0.06077 0.03857 =
0.04624 0.01669 0.01674 0.01597
C11 1 0.620210 0.920705 0.358107 11.00000 0.04976 0.04076 =
0.04665 0.01969 0.01373 0.01881
AFIX 43
H11 2 0.715429 0.878958 0.374823 11.00000 -1.20000
AFIX 0
C12 1 0.431987 0.857210 0.317602 11.00000 0.05057 0.04031 =
0.03821 0.01922 0.01827 0.01911
C13 1 0.874197 1.108321 0.415290 11.00000 0.06823 0.04373 =
0.08819 0.02629 0.01546 0.00939
AFIX 137
H13A 2 0.903233 1.177113 0.497123 11.00000 -1.50000
H13B 2 0.897125 1.139466 0.355031 11.00000 -1.50000
H13C 2 0.952751 1.049539 0.419941 11.00000 -1.50000
AFIX 0
C14 1 0.377758 0.211082 0.021710 11.00000 0.06162 0.03671 =
0.06708 0.01228 0.01224 0.00760
PART 1
AFIX 23
H14A 2 0.344468 0.223894 -0.055523 -21.00000 -1.20000
H14B 2 0.275506 0.149215 0.016645 -21.00000 -1.20000
AFIX 23
PART 0
PART 2
H14C 2 0.287512 0.208718 -0.052527 21.00000 -1.20000
H14D 2 0.328581 0.141871 0.039145 21.00000 -1.20000
AFIX 0
PART 0
PART 1
C15 1 0.550937 0.161432 0.029358 -21.00000 0.07431 0.07424 =
0.10442 -0.00646 0.02703 0.02397
AFIX 43
H15 2 0.535825 0.086801 -0.041014 -21.00000 -1.20000
AFIX 0
C16 1 0.711867 0.191823 0.104021 -21.00000 0.05826 0.09610 =
0.05373 0.01550 0.01174 0.03263
AFIX 43
H16 2 0.726243 0.238220 0.189575 -21.00000 -1.20000
AFIX 0
C17 1 0.889327 0.158173 0.065065 -21.00000 0.04928 0.12505 =
0.09702 0.01842 0.01926 0.03366
AFIX 137
H17A 2 0.855743 0.077463 -0.005620 -21.00000 -1.50000
H17B 2 0.980398 0.155500 0.135003 -21.00000 -1.50000
H17C 2 0.942743 0.220526 0.041467 -21.00000 -1.50000
AFIX 0
PART 0
PART 2
C15A 1 0.559415 0.193894 -0.006062 21.00000 0.06506 0.03677 =
0.03438 0.01052 0.02326 0.01044
AFIX 43
H15A 2 0.541504 0.132993 -0.087385 21.00000 -1.20000
AFIX 0
C16A 1 0.728452 0.239206 0.050424 21.00000 0.07152 0.08224 =
0.08572 0.00408 0.02856 0.01888
AFIX 43
H16A 2 0.756296 0.326110 0.078679 21.00000 -1.20000
AFIX 0
C17A 1 0.896311 0.190819 0.084239 21.00000 0.13178 0.25484 =
0.15444 -0.09419 0.04806 0.06343
AFIX 137
H17F 2 1.006164 0.257997 0.121844 21.00000 -1.50000
H17D 2 0.909854 0.126625 0.009414 21.00000 -1.50000
H17E 2 0.883142 0.156062 0.143663 21.00000 -1.50000
AFIX 0
PART 0
P1 7 0.000000 0.500000 0.500000 10.50000 0.05383 0.04395 =
0.06172 0.01901 0.02070 0.00389
F2 4 0.188841 0.593855 0.528251 11.00000 0.07754 0.06593 =
0.17323 0.03285 0.04609 -0.00529
PART 6
F1 4 -0.129012 0.589269 0.483098 -31.00000 0.07836 0.13501 =
0.28794 0.14207 -0.01499 0.03069
PART 0
PART 7
F1A 4 -0.097211 0.611502 0.548830 31.00000 0.11426 0.05184 =
0.21610 0.04157 0.11590 0.02612
PART 0
PART 8
F3 4 -0.030179 0.437974 0.358456 -41.00000 0.15650 0.22367 =
0.06384 -0.04593 0.02531 -0.04033
PART 0
PART 9
F3A 4 -0.042305 0.504074 0.370478 41.00000 0.19178 0.21540 =
0.10087 0.10613 0.04124 0.01774
HKLF 4
REM G3B4 in P1 #1 New: P-1
REM R1 = 0.0447 for 3427 Fo > 4sig(Fo) and 0.0632 for all 4326 data
REM 289 parameters refined using 0 restraints
END
WGHT 0.0535 0.1126
REM Highest difference peak 0.363, deepest hole -0.253, 1-sigma level 0.062
Q1 1 0.1203 0.5024 -0.0052 11.00000 0.05 0.36
Q2 1 0.5796 0.2505 -0.0310 11.00000 0.05 0.35
Q3 1 0.2216 0.5006 0.0066 11.00000 0.05 0.35
Q4 1 0.0902 0.5736 0.4441 11.00000 0.05 0.34
Q5 1 0.1472 0.6186 0.6265 11.00000 0.05 0.32
Q6 1 0.0000 0.5000 0.0000 10.50000 0.05 0.30
Q7 1 0.7339 0.2962 0.1615 11.00000 0.05 0.29
Q8 1 0.6704 0.2539 -0.0387 11.00000 0.05 0.28
Q9 1 0.6060 0.1375 0.1393 11.00000 0.05 0.28
Q10 1 0.4112 0.7800 0.2851 11.00000 0.05 0.28
Q11 1 0.3385 0.5151 0.0237 11.00000 0.05 0.28
Q12 1 0.9426 1.0358 0.3031 11.00000 0.05 0.25
Q13 1 0.7559 0.8646 0.3300 11.00000 0.05 0.25
Q14 1 0.3591 0.8957 0.3434 11.00000 0.05 0.24
Q15 1 0.4948 0.5796 0.0801 11.00000 0.05 0.22
Q16 1 0.1789 0.5352 0.6191 11.00000 0.05 0.22
Q17 1 0.1280 0.3837 0.5606 11.00000 0.05 0.22
Q18 1 0.4392 0.3772 0.1273 11.00000 0.05 0.20
Q19 1 0.8275 0.2839 0.1383 11.00000 0.05 0.20
Q20 1 0.2352 0.5183 0.5364 11.00000 0.05 0.20
REM The information below was added by Olex2.
REM
REM R1 = 0.0447 for 3427 Fo > 4sig(Fo) and 0.0632 for all 10166 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.36, deepest hole -0.25
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0632
REM R1_gt = 0.0447
REM wR_ref = 0.1092
REM GOOF = 1.042
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 10166
REM Reflections_gt = 3427
REM Parameters = n/a
REM Hole = -0.25
REM Peak = 0.36
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.132
_oxdiff_exptl_absorpt_empirical_full_min 0.873