# 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 2019
#######################################################################
#
# 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_mo_WSU_ZH43_0m
_database_code_depnum_ccdc_archive 'CCDC 1920026'
loop_
_audit_author_name
_audit_author_address
'Zachariah Heiden'
;Washington State University
United States of America
;
_audit_update_record
;
2019-07-25 deposited with the CCDC. 2019-07-30 downloaded from the CCDC.
;
_audit_creation_date 2019-07-25
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_chemical_formula_moiety 'C15 H13 B F2 N4'
_chemical_formula_sum 'C15 H13 B F2 N4'
_chemical_formula_weight 298.12
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
_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_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2
_symmetry_Int_Tables_number 14
_cell_length_a 8.1533(6)
_cell_length_b 16.1324(12)
_cell_length_c 10.8149(8)
_cell_angle_alpha 90
_cell_angle_beta 111.027(3)
_cell_angle_gamma 90
_cell_volume 1327.79(17)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 9234
_cell_measurement_theta_max 27.54
_cell_measurement_theta_min 2.96
_exptl_absorpt_coefficient_mu 0.111
_exptl_absorpt_correction_T_max 0.7456
_exptl_absorpt_correction_T_min 0.7036
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0504 before and 0.0473 after correction.
The Ratio of minimum to maximum transmission is 0.9437.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour yellow
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.4911
_exptl_crystal_description Prism
_exptl_crystal_F_000 616.3137
_exptl_crystal_size_max 0.24
_exptl_crystal_size_mid 0.2
_exptl_crystal_size_min 0.14
_diffrn_reflns_av_R_equivalents 0.0318
_diffrn_reflns_av_unetI/netI 0.0197
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 20
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 21974
_diffrn_reflns_theta_full 27.5436
_diffrn_reflns_theta_max 27.54
_diffrn_reflns_theta_min 2.96
_diffrn_ambient_temperature 100
_diffrn_measured_fraction_theta_full 0.9987
_diffrn_measured_fraction_theta_max 0.9987
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71076
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.0
_reflns_limit_h_max 6
_reflns_limit_h_min -10
_reflns_limit_k_max 20
_reflns_limit_k_min 0
_reflns_limit_l_max 14
_reflns_limit_l_min -6
_reflns_number_gt 2555
_reflns_number_total 3064
_reflns_threshold_expression I>=2u(I)
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.4370
_refine_diff_density_min -0.2612
_refine_diff_density_rms 0.0627
_refine_ls_d_res_high 0.7685
_refine_ls_d_res_low 6.8830
_refine_ls_goodness_of_fit_ref 1.0547
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_constraints 25
_refine_ls_number_parameters 199
_refine_ls_number_reflns 3064
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0496
_refine_ls_R_factor_gt 0.0380
_refine_ls_restrained_S_all 1.0547
_refine_ls_shift/su_max 0.0000
_refine_ls_shift/su_mean 0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0446P)^2^+0.5933P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0890
_refine_ls_wR_factor_ref 0.0962
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All C(H,H) groups, All N(H) groups
2.a Secondary CH2 refined with riding coordinates:
C10(H10a,H10b)
2.b Aromatic/amide H refined with riding coordinates:
N3(H3), C1(H1), C2(H2), C3(H3a), C7(H7), C8(H8), C9(H9), C12(H12), C13(H13),
C14(H14), C15(H15)
;
_atom_sites_solution_primary iterative
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_refinement_flags_posn
F1 F 0.20412(11) 0.37953(5) 0.32277(8) 0.0251(2) Uani 1.000000 .
F2 F 0.21008(10) 0.41358(5) 0.12207(8) 0.02152(19) Uani 1.000000 .
N1 N 0.47123(14) 0.44023(7) 0.31245(11) 0.0171(2) Uani 1.000000 .
N2 N 0.20412(14) 0.52501(7) 0.27002(11) 0.0175(2) Uani 1.000000 .
N3 N 0.59768(14) 0.65367(7) 0.39924(11) 0.0177(2) Uani 1.000000 .
H3 H 0.70772(14) 0.64266(7) 0.42144(11) 0.0212(3) Uiso 1.000000 R
N4 N 0.87285(14) 0.74917(7) 0.47156(11) 0.0185(2) Uani 1.000000 .
C1 C 0.58342(18) 0.37727(8) 0.31700(13) 0.0201(3) Uani 1.000000 .
H1 H 0.54986(18) 0.32298(8) 0.29122(13) 0.0241(3) Uiso 1.000000 R
C2 C 0.75501(18) 0.40549(8) 0.36554(14) 0.0214(3) Uani 1.000000 .
H2 H 0.85568(18) 0.37434(8) 0.37806(14) 0.0256(3) Uiso 1.000000 R
C3 C 0.74773(17) 0.48980(8) 0.39209(13) 0.0191(3) Uani 1.000000 .
H3a H 0.84304(17) 0.52545(8) 0.42615(13) 0.0229(3) Uiso 1.000000 R
C4 C 0.57163(17) 0.51056(8) 0.35817(12) 0.0161(3) Uani 1.000000 .
C5 C 0.49126(16) 0.58969(8) 0.35928(12) 0.0153(3) Uani 1.000000 .
C6 C 0.30454(17) 0.59578(8) 0.31525(12) 0.0165(3) Uani 1.000000 .
C7 C 0.19025(17) 0.66225(9) 0.30584(14) 0.0209(3) Uani 1.000000 .
H7 H 0.22202(17) 0.71705(9) 0.32902(14) 0.0251(3) Uiso 1.000000 R
C8 C 0.01988(18) 0.63075(9) 0.25518(15) 0.0248(3) Uani 1.000000 .
H8 H -0.08356(18) 0.66048(9) 0.23853(15) 0.0297(4) Uiso 1.000000 R
C9 C 0.03381(17) 0.54677(9) 0.23432(14) 0.0222(3) Uani 1.000000 .
H9 H -0.06068(17) 0.51063(9) 0.20056(14) 0.0266(4) Uiso 1.000000 R
C10 C 0.55610(17) 0.73978(8) 0.41114(13) 0.0180(3) Uani 1.000000 .
H10a H 0.47955(17) 0.76065(8) 0.32582(13) 0.0216(3) Uiso 1.000000 R
H10b H 0.49541(17) 0.74507(8) 0.47320(13) 0.0216(3) Uiso 1.000000 R
C11 C 0.72496(16) 0.78950(8) 0.45959(12) 0.0156(3) Uani 1.000000 .
C12 C 0.72030(17) 0.87298(8) 0.48979(13) 0.0171(3) Uani 1.000000 .
H12 H 0.61463(17) 0.89885(8) 0.48062(13) 0.0205(3) Uiso 1.000000 R
C13 C 0.87680(17) 0.91668(8) 0.53387(13) 0.0181(3) Uani 1.000000 .
H13 H 0.87817(17) 0.97272(8) 0.55444(13) 0.0217(3) Uiso 1.000000 R
C14 C 1.03143(17) 0.87561(8) 0.54686(13) 0.0187(3) Uani 1.000000 .
H14 H 1.13848(17) 0.90341(8) 0.57651(13) 0.0224(3) Uiso 1.000000 R
C15 C 1.02294(17) 0.79257(8) 0.51481(14) 0.0202(3) Uani 1.000000 .
H15 H 1.12697(17) 0.76522(8) 0.52368(14) 0.0242(3) Uiso 1.000000 R
B1 B 0.26929(19) 0.43683(9) 0.25566(15) 0.0179(3) Uani 1.000000 .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
F1 0.0240(4) 0.0225(4) 0.0282(4) -0.0081(3) 0.0085(3) 0.0027(3)
F2 0.0178(4) 0.0242(4) 0.0204(4) -0.0031(3) 0.0043(3) -0.0061(3)
N1 0.0172(5) 0.0139(5) 0.0187(5) -0.0021(4) 0.0046(4) -0.0000(4)
N2 0.0133(5) 0.0205(6) 0.0179(5) -0.0036(4) 0.0046(4) -0.0025(4)
N3 0.0120(5) 0.0149(5) 0.0234(6) -0.0010(4) 0.0029(4) -0.0008(4)
N4 0.0162(5) 0.0151(5) 0.0240(6) -0.0001(4) 0.0068(5) -0.0007(4)
C1 0.0223(7) 0.0134(6) 0.0224(7) -0.0002(5) 0.0055(5) -0.0001(5)
C2 0.0191(7) 0.0173(6) 0.0258(7) 0.0025(5) 0.0057(5) 0.0019(5)
C3 0.0163(6) 0.0170(6) 0.0218(7) -0.0006(5) 0.0042(5) 0.0020(5)
C4 0.0155(6) 0.0159(6) 0.0152(6) -0.0021(5) 0.0033(5) 0.0004(5)
C5 0.0162(6) 0.0156(6) 0.0132(6) -0.0009(5) 0.0042(5) 0.0006(4)
C6 0.0168(6) 0.0171(6) 0.0154(6) -0.0024(5) 0.0056(5) -0.0019(5)
C7 0.0171(6) 0.0207(7) 0.0240(7) -0.0009(5) 0.0061(5) -0.0035(5)
C8 0.0148(6) 0.0272(8) 0.0310(8) 0.0002(5) 0.0067(6) -0.0069(6)
C9 0.0131(6) 0.0273(7) 0.0254(7) -0.0039(5) 0.0060(5) -0.0061(6)
C10 0.0154(6) 0.0143(6) 0.0229(7) 0.0001(5) 0.0051(5) -0.0013(5)
C11 0.0157(6) 0.0156(6) 0.0155(6) -0.0003(5) 0.0055(5) 0.0007(5)
C12 0.0165(6) 0.0169(6) 0.0178(6) 0.0019(5) 0.0062(5) 0.0004(5)
C13 0.0227(7) 0.0136(6) 0.0177(6) -0.0013(5) 0.0071(5) -0.0002(5)
C14 0.0162(6) 0.0181(6) 0.0203(7) -0.0045(5) 0.0048(5) 0.0010(5)
C15 0.0158(6) 0.0184(7) 0.0261(7) 0.0008(5) 0.0072(5) 0.0018(5)
B1 0.0163(7) 0.0172(7) 0.0193(7) -0.0034(6) 0.0054(6) -0.0008(6)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3929(17) . ?
F2 B1 1.4002(17) . ?
N1 C1 1.3558(17) . ?
N1 C4 1.3826(16) . ?
N1 B1 1.5380(18) . ?
N2 C6 1.3877(16) . ?
N2 C9 1.3475(17) . ?
N2 B1 1.5458(18) . ?
N3 C5 1.3176(16) . ?
N3 C10 1.4466(16) . ?
N4 C11 1.3350(16) . ?
N4 C15 1.3400(17) . ?
C1 C2 1.3832(19) . ?
C2 C3 1.3957(19) . ?
C3 C4 1.3894(18) . ?
C4 C5 1.4369(18) . ?
C5 C6 1.4262(18) . ?
C6 C7 1.4001(18) . ?
C7 C8 1.3935(19) . ?
C8 C9 1.385(2) . ?
C10 C11 1.5152(17) . ?
C11 C12 1.3894(18) . ?
C12 C13 1.3842(18) . ?
C13 C14 1.3861(19) . ?
C14 C15 1.3794(19) . ?
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
C4 N1 C1 107.25(11) . . ?
B1 N1 C1 126.82(11) . . ?
B1 N1 C4 125.71(11) . . ?
C9 N2 C6 107.67(11) . . ?
B1 N2 C6 127.73(11) . . ?
B1 N2 C9 124.54(11) . . ?
C10 N3 C5 129.33(11) . . ?
C15 N4 C11 117.33(11) . . ?
C2 C1 N1 110.15(12) . . ?
C3 C2 C1 106.68(12) . . ?
C4 C3 C2 107.26(12) . . ?
C3 C4 N1 108.65(11) . . ?
C5 C4 N1 121.25(11) . . ?
C5 C4 C3 130.03(12) . . ?
C4 C5 N3 116.75(11) . . ?
C6 C5 N3 123.64(12) . . ?
C6 C5 C4 119.59(11) . . ?
C5 C6 N2 119.02(11) . . ?
C7 C6 N2 108.14(11) . . ?
C7 C6 C5 132.84(12) . . ?
C8 C7 C6 107.03(12) . . ?
C9 C8 C7 107.00(12) . . ?
C8 C9 N2 110.16(12) . . ?
C11 C10 N3 109.04(10) . . ?
C10 C11 N4 116.91(11) . . ?
C12 C11 N4 123.34(12) . . ?
C12 C11 C10 119.75(11) . . ?
C13 C12 C11 118.36(12) . . ?
C14 C13 C12 118.95(12) . . ?
C15 C14 C13 118.49(12) . . ?
C14 C15 N4 123.53(12) . . ?
F2 B1 F1 107.77(11) . . ?
N1 B1 F1 111.68(11) . . ?
N1 B1 F2 110.18(11) . . ?
N2 B1 F1 110.44(11) . . ?
N2 B1 F2 110.27(11) . . ?
N2 B1 N1 106.52(10) . . ?
_iucr_refine_fcf_details
;
data_mo_WSU_ZH43_0m_CCDC1
_computing_structure_refinement 'olex2.refine (Bourhis et al., 2015)'
_shelx_refln_list_code 4
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x-1/2,-y-1/2,z-1/2
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/n 1'
_space_group_name_Hall '-P 2ybc (x-z,y,z)'
_symmetry_space_group_name_H-M 'P 1 21/n 1'
_symmetry_space_group_name_Hall '-P 2ybc (x-z,y,z)'
_symmetry_Int_Tables_number 14
_cell_length_a 8.1533(6)
_cell_length_b 16.1324(12)
_cell_length_c 10.8149(8)
_cell_angle_alpha 90
_cell_angle_beta 111.027(3)
_cell_angle_gamma 90
_cell_volume 1327.79(17)
loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_F_squared_weight
_refln_observed_status
-10 0 2 33.212 31.661 7.765 30.797 o
-10 0 4 50.662 65.877 10.800 16.165 o
-10 0 6 74.595 58.317 10.800 15.071 o
-10 0 8 12.065 18.899 9.180 27.040 o
-10 1 1 8.168 11.450 5.596 68.131 o
-10 1 2 47.053 42.711 6.185 36.281 o
-10 1 3 8.145 7.290 6.491 53.702 o
-10 1 4 104.878 92.769 8.374 16.777 o
-10 1 5 33.790 31.835 7.056 35.175 o
-10 1 6 5.333 -0.753 7.020 49.011 o
-10 1 7 0.089 4.680 6.291 62.141 o
-10 1 8 0.695 -1.890 6.109 67.018 o
-10 1 9 13.454 19.350 6.469 48.955 o
-10 2 1 1.393 10.825 5.997 65.117 o
-10 2 2 18.881 30.651 7.479 35.739 o
-10 2 3 114.165 143.055 11.986 10.176 o
-10 2 4 40.423 45.105 7.380 30.403 o
-10 2 5 17.408 22.741 6.674 44.475 o
-10 2 6 39.783 48.279 6.994 32.379 o
-10 2 7 66.836 70.562 11.879 13.210 o
-10 2 8 7.243 13.243 4.156 109.883 o
-10 3 1 37.728 59.336 9.531 20.735 o
-10 3 2 28.298 37.411 8.818 25.633 o
-10 3 3 84.106 110.080 8.216 18.041 o
-10 3 4 168.540 178.517 10.937 8.988 o
-10 3 5 3.610 11.677 5.934 64.558 o
-10 3 6 111.479 113.707 8.757 14.970 o
-10 3 7 0.259 -5.120 7.443 45.397 o
-10 3 8 40.873 30.013 12.017 14.886 o
-10 4 2 1.653 1.990 4.261 131.187 o
-10 4 3 0.297 11.676 7.226 46.083 o
-10 4 4 153.318 188.183 10.831 9.357 o
-10 4 5 58.517 57.452 6.874 28.473 o
-10 4 6 0.142 -2.516 6.937 52.306 o
-10 4 7 4.300 5.707 5.655 72.293 o
-10 4 8 55.886 41.637 5.556 37.942 o
-10 5 2 247.374 285.542 12.290 5.728 o
-10 5 3 80.675 100.186 8.651 17.783 o
-10 5 4 100.067 101.503 8.912 15.828 o
-10 5 5 9.272 -4.289 5.480 74.603 o
-10 5 6 4.816 5.980 4.616 103.041 o
-10 5 7 2.917 2.643 4.528 113.525 o
-10 6 3 11.784 6.754 5.479 69.576 o
-10 6 4 30.327 36.300 5.637 47.516 o
-10 6 5 1.615 -0.389 5.381 85.129 o
-10 6 6 53.580 55.187 5.146 39.118 o
-10 6 7 37.577 25.047 7.380 32.939 o
-10 7 5 144.902 157.673 17.279 5.842 o
-9 0 -1 31.997 36.798 8.044 29.000 o
-9 0 1 5.907 -0.503 5.584 75.108 o
-9 0 3 134.622 133.914 14.039 8.056 o
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4 7 6 6.553 4.342 2.728 229.945 o
4 7 7 73.645 78.475 4.643 32.525 o
4 7 8 2.158 9.016 4.539 108.235 o
4 7 9 96.442 109.627 9.930 14.103 o
4 8 4 69.401 69.544 2.690 43.417 o
4 8 5 839.250 808.987 9.218 1.296 o
4 8 6 22.630 27.113 3.156 99.077 o
4 8 7 207.646 212.276 7.691 9.321 o
4 8 8 5.217 7.397 5.057 86.385 o
4 8 9 12.577 19.976 7.133 41.813 o
4 9 4 75.046 76.966 2.748 39.462 o
4 9 5 277.200 267.587 5.867 7.276 o
4 9 6 106.326 104.731 4.217 24.506 o
4 9 7 202.941 221.441 11.145 7.516 o
4 9 8 43.147 41.199 5.867 39.851 o
4 10 4 1352.180 1306.220 10.476 0.565 o
4 10 5 325.304 321.839 10.704 4.884 o
4 10 6 61.687 63.202 4.646 38.072 o
4 10 7 127.422 133.206 7.630 14.976 o
4 10 8 102.763 104.039 12.419 10.648 o
4 11 4 24.714 18.676 2.123 132.606 o
4 11 5 126.007 117.992 4.901 19.769 o
4 11 6 0.742 9.187 4.031 137.077 o
4 11 7 223.315 229.899 9.787 7.619 o
4 11 8 0.087 9.180 6.745 53.190 o
4 12 4 612.814 597.574 13.095 1.989 o
4 12 5 0.000 0.341 3.683 184.812 o
4 12 6 5.564 11.968 4.981 85.425 o
4 12 7 0.447 7.214 5.866 69.927 o
4 13 4 5.480 9.824 2.556 234.616 o
4 13 5 12.661 14.458 3.417 126.666 o
4 13 6 0.048 6.510 4.967 96.940 o
4 13 7 14.723 34.418 7.415 36.776 o
4 14 4 30.649 33.559 3.489 76.528 o
4 14 5 10.129 15.962 4.242 99.010 o
4 14 6 14.556 21.803 6.157 51.895 o
4 15 4 140.261 151.896 8.184 13.000 o
4 15 5 5.623 1.096 3.601 163.184 o
4 16 4 56.159 59.252 4.583 41.007 o
5 0 5 76.731 63.423 4.226 35.413 o
5 0 7 423.317 447.804 8.807 3.580 o
5 0 9 0.182 10.800 9.990 24.696 o
5 1 5 9.048 8.469 1.696 304.127 o
5 1 6 232.222 230.982 3.987 9.679 o
5 1 7 727.642 728.822 11.629 1.554 o
5 1 8 239.436 250.177 7.765 7.826 o
5 1 9 48.210 56.860 5.894 35.870 o
5 2 5 226.519 237.418 3.804 9.828 o
5 2 6 10.734 10.244 1.962 243.616 o
5 2 7 7.976 11.009 3.975 118.310 o
5 2 8 337.617 357.046 9.881 4.690 o
5 2 9 63.059 70.339 6.052 29.991 o
5 3 5 2528.800 2549.770 19.175 0.172 o
5 3 6 8.351 11.365 2.813 184.760 o
5 3 7 6.630 10.582 4.554 98.512 o
5 3 8 4.956 10.750 4.268 112.504 o
5 3 9 107.802 106.186 8.495 15.877 o
5 4 5 7.781 13.251 2.093 245.479 o
5 4 6 47.275 44.893 3.034 61.334 o
5 4 7 702.270 706.215 13.128 1.600 o
5 4 8 158.137 160.142 6.939 13.086 o
5 5 5 12.882 18.519 2.787 148.585 o
5 5 6 22.211 25.491 3.538 91.883 o
5 5 7 15.322 14.140 3.599 113.227 o
5 5 8 10.627 14.850 4.831 81.899 o
5 6 5 51.706 45.665 3.107 57.200 o
5 6 6 287.166 301.461 12.017 5.173 o
5 6 7 14.822 16.240 4.601 82.045 o
5 6 8 100.496 109.655 7.613 17.905 o
5 7 5 0.119 -0.064 2.904 297.154 o
5 7 6 41.484 39.037 3.856 59.580 o
5 7 7 116.932 119.797 6.452 18.100 o
5 7 8 15.765 16.489 7.820 35.406 o
5 8 5 34.866 41.175 3.318 70.647 o
5 8 6 149.152 158.157 6.224 14.393 o
5 8 7 0.462 3.463 7.950 39.327 o
5 8 8 32.441 36.661 16.469 8.582 o
5 9 5 128.191 131.328 5.997 17.274 o
5 9 6 340.129 332.326 13.685 4.103 o
5 9 7 85.771 90.413 6.321 23.563 o
5 10 5 32.481 35.527 3.877 67.843 o
5 10 6 36.351 32.363 5.875 43.640 o
5 10 7 6.099 9.290 8.651 31.816 o
5 11 5 5.351 8.943 4.017 125.300 o
5 11 6 7.871 9.856 5.133 79.850 o
5 12 5 0.063 -3.796 4.577 120.118 o
5 12 6 6.356 22.364 7.560 39.147 o
5 13 5 14.907 16.448 5.560 62.161 o
5 14 5 51.115 58.288 5.673 36.188 o
6 0 6 208.887 212.767 6.704 9.785 o
6 1 6 0.030 4.470 2.563 337.215 o
6 1 7 58.911 56.650 3.832 45.057 o
6 2 6 122.300 115.854 3.736 22.110 o
6 2 7 44.624 43.501 4.347 51.377 o
6 3 6 21.872 26.333 3.678 88.489 o
6 3 7 164.769 172.471 7.841 11.641 o
6 4 6 26.293 30.542 4.301 69.101 o
6 4 7 275.608 329.690 8.871 5.937 o
6 5 6 4.243 5.127 3.535 165.473 o
6 5 7 120.518 108.515 7.828 16.007 o
6 6 6 5.877 9.106 3.840 132.820 o
6 6 7 13.192 5.594 5.203 74.947 o
6 7 6 0.024 3.782 4.207 136.475 o
6 7 7 45.002 49.310 5.875 37.969 o
6 8 6 14.195 15.995 4.414 87.796 o
6 9 6 214.731 238.795 18.170 4.491 o
;
_iucr_refine_instructions_details
;
TITL
CELL 0.71076 8.1533 16.1324 10.8149 90 111.0268 90
ZERR 4 0.0006 0.0012 0.0008 0 0.0025 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H B F N
UNIT 60 52 4 8 16
L.S. 4
PLAN 20
SIZE 0.14 0.2 0.24
FMAP 2
ACTA
WGHT 0.044596 0.593347
FVAR 0.136086
REM
REM
REM
F1 4 0.20412 0.37953 0.32277 11.00000 0.02396 0.02249 0.02823 =
0.00269 0.00852 -0.00810
F2 4 0.21008 0.41358 0.12207 11.00000 0.01784 0.02418 0.02041 =
-0.00608 0.00428 -0.00311
N1 5 0.47123 0.44023 0.31245 11.00000 0.01718 0.01394 0.01874 =
-0.00003 0.00457 -0.00210
N2 5 0.20412 0.52501 0.27002 11.00000 0.01329 0.02052 0.01793 =
-0.00250 0.00465 -0.00363
N3 5 0.59768 0.65367 0.39924 11.00000 0.01198 0.01487 0.02338 =
-0.00078 0.00293 -0.00099
AFIX 43
H3 2 0.70772 0.64266 0.42144 11.00000 -1.20000
AFIX 0
N4 5 0.87285 0.74917 0.47156 11.00000 0.01624 0.01505 0.02396 =
-0.00069 0.00679 -0.00015
C1 1 0.58342 0.37727 0.31700 11.00000 0.02233 0.01338 0.02239 =
-0.00009 0.00549 -0.00016
AFIX 43
H1 2 0.54986 0.32298 0.29122 11.00000 -1.20000
AFIX 0
C2 1 0.75501 0.40549 0.36554 11.00000 0.01908 0.01731 0.02579 =
0.00194 0.00570 0.00252
AFIX 43
H2 2 0.85568 0.37434 0.37806 11.00000 -1.20000
AFIX 0
C3 1 0.74773 0.48980 0.39209 11.00000 0.01625 0.01704 0.02183 =
0.00201 0.00419 -0.00057
AFIX 43
H3a 2 0.84304 0.52545 0.42615 11.00000 -1.20000
AFIX 0
C4 1 0.57163 0.51056 0.35817 11.00000 0.01545 0.01593 0.01524 =
0.00043 0.00333 -0.00212
C5 1 0.49126 0.58969 0.35928 11.00000 0.01618 0.01564 0.01319 =
0.00060 0.00421 -0.00093
C6 1 0.30454 0.59578 0.31525 11.00000 0.01678 0.01707 0.01538 =
-0.00190 0.00556 -0.00244
C7 1 0.19025 0.66225 0.30584 11.00000 0.01707 0.02068 0.02404 =
-0.00350 0.00614 -0.00088
AFIX 43
H7 2 0.22202 0.71705 0.32902 11.00000 -1.20000
AFIX 0
C8 1 0.01988 0.63075 0.25518 11.00000 0.01480 0.02724 0.03098 =
-0.00687 0.00670 0.00024
AFIX 43
H8 2 -0.08356 0.66048 0.23853 11.00000 -1.20000
AFIX 0
C9 1 0.03381 0.54677 0.23432 11.00000 0.01309 0.02730 0.02538 =
-0.00608 0.00605 -0.00387
AFIX 43
H9 2 -0.06068 0.51063 0.20056 11.00000 -1.20000
AFIX 0
C10 1 0.55610 0.73978 0.41114 11.00000 0.01536 0.01431 0.02293 =
-0.00130 0.00509 0.00006
AFIX 23
H10a 2 0.47955 0.76065 0.32582 11.00000 -1.20000
H10b 2 0.49541 0.74507 0.47320 11.00000 -1.20000
AFIX 0
C11 1 0.72496 0.78950 0.45959 11.00000 0.01566 0.01560 0.01550 =
0.00070 0.00553 -0.00030
C12 1 0.72030 0.87298 0.48979 11.00000 0.01654 0.01686 0.01783 =
0.00038 0.00616 0.00195
AFIX 43
H12 2 0.61463 0.89885 0.48062 11.00000 -1.20000
AFIX 0
C13 1 0.87680 0.91668 0.53387 11.00000 0.02272 0.01363 0.01770 =
-0.00024 0.00707 -0.00131
AFIX 43
H13 2 0.87817 0.97272 0.55444 11.00000 -1.20000
AFIX 0
C14 1 1.03143 0.87561 0.54686 11.00000 0.01622 0.01808 0.02031 =
0.00096 0.00481 -0.00453
AFIX 43
H14 2 1.13848 0.90341 0.57651 11.00000 -1.20000
AFIX 0
C15 1 1.02294 0.79257 0.51481 11.00000 0.01579 0.01838 0.02614 =
0.00177 0.00722 0.00080
AFIX 43
H15 2 1.12697 0.76522 0.52368 11.00000 -1.20000
AFIX 0
B1 3 0.26929 0.43683 0.25566 11.00000 0.01627 0.01722 0.01935 =
-0.00084 0.00538 -0.00339
HKLF 4
END
Q1 1 0.37037 0.444444 0.277778 11 0.05 0.44
REM The information below was added by Olex2.
REM
REM R1 = 0.0380 for 2555 Fo > 4sig(Fo) and 0.0496 for all 3064 data
REM 199 parameters refined using 0 restraints
REM Highest difference peak 0.4370, deepest hole -0.2612
REM Mean Shift 0.0000, Max Shift 0.0000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0496
REM R1_gt = 0.0380
REM wR_ref = 0.0962
REM GOOF = 1.0547
REM Shift_max = 0.0000
REM Shift_mean = 0.0000
REM Reflections_all = 3064
REM Reflections_gt = 2555
REM Parameters = 199
REM Hole = -0.2612
REM Peak = 0.4370
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_WSU_ZH37
_database_code_depnum_ccdc_archive 'CCDC 1920027'
loop_
_audit_author_name
_audit_author_address
'Zachariah Heiden'
;Washington State University
United States of America
;
_audit_update_record
;
2019-07-25 deposited with the CCDC. 2019-07-30 downloaded from the CCDC.
;
_audit_creation_date 2019-05-13
_audit_creation_method
;
Olex2 1.2
(compiled 2017.02.23 svn.r3390 for OlexSys, GUI svn.r5320)
;
_chemical_formula_moiety 'C9 H9 B F2 N4'
_chemical_formula_sum 'C9 H9 B F2 N4'
_chemical_formula_weight 222.02
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
_atom_type_scat_dispersion_source
H 0.00000 0.00000 0.49300 0.32291 0.14019 0.04081 10.51090 26.12570 3.14236
57.79970 0.0030380000826
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
C 0.00347 0.00161 2.31000 1.02000 1.58860 0.86500 20.84390 10.20750 0.56870
51.65120 0.215599998832
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
B 0.00141 0.00067 2.05450 1.33260 1.09790 0.70680 23.21850 1.02100 60.34980
0.14030 -0.193200007081
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
F 0.01794 0.01033 3.53920 2.64120 1.51700 1.02430 10.28250 4.29440 0.26150
26.14760 0.277599990368
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
N 0.00653 0.00323 12.21260 3.13220 2.01250 1.16630 0.00570 9.89330 28.99750
0.58260 -11.5290002823
'International Tables Volume C Table 6.1.1.4 (pp. 500-502)'
'Henke, Gullikson and Davis, At. Data and Nucl. Data Tables, 1993, 54, 2'
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2
_symmetry_Int_Tables_number 14
_cell_length_a 6.2353(4)
_cell_length_b 13.4196(9)
_cell_length_c 11.5682(7)
_cell_angle_alpha 90
_cell_angle_beta 99.876(2)
_cell_angle_gamma 90
_cell_volume 953.63(11)
_cell_formula_units_Z 4
_cell_measurement_temperature 100(2)
_cell_measurement_reflns_used 5567
_cell_measurement_theta_max 26.30
_cell_measurement_theta_min 3.04
_exptl_absorpt_coefficient_mu 0.125
_exptl_absorpt_correction_T_max 0.7454
_exptl_absorpt_correction_T_min 0.7000
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2016/2 (Bruker,2016/2) was used for absorption correction.
wR2(int) was 0.0431 before and 0.0405 after correction.
The Ratio of minimum to maximum transmission is 0.9391.
The \l/2 correction factor is Not present.
;
_exptl_crystal_colour yellow
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.5462
_exptl_crystal_description plate
_exptl_crystal_F_000 456.2504
_exptl_crystal_size_max 0.18
_exptl_crystal_size_mid 0.18
_exptl_crystal_size_min 0.02
_diffrn_reflns_av_R_equivalents 0.0285
_diffrn_reflns_av_unetI/netI 0.0165
_diffrn_reflns_limit_h_max 7
_diffrn_reflns_limit_h_min -7
_diffrn_reflns_limit_k_max 16
_diffrn_reflns_limit_k_min -16
_diffrn_reflns_limit_l_max 14
_diffrn_reflns_limit_l_min -14
_diffrn_reflns_number 15161
_diffrn_reflns_theta_full 26.0000
_diffrn_reflns_theta_max 26.42
_diffrn_reflns_theta_min 3.04
_diffrn_ambient_temperature 100
_diffrn_measured_fraction_theta_full 0.9995
_diffrn_measured_fraction_theta_max 0.9990
_diffrn_measurement_device_type 'Bruker APEX-II CCD'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_type 'Mo K\a'
_diffrn_radiation_wavelength 0.71073
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.0
_reflns_limit_h_max 7
_reflns_limit_h_min -7
_reflns_limit_k_max 16
_reflns_limit_k_min 0
_reflns_limit_l_max 14
_reflns_limit_l_min 0
_reflns_number_gt 1688
_reflns_number_total 1966
_reflns_threshold_expression I>=2u(I)
_computing_cell_refinement 'SAINT V8.38A (?, 2016)'
_computing_data_reduction 'SAINT V8.38A (?, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'olex2.refine (Bourhis et al., 2015)'
_computing_structure_solution 'olex2.solve (Bourhis et al., 2015)'
_refine_diff_density_max 0.3144
_refine_diff_density_min -0.2499
_refine_diff_density_rms 0.0565
_refine_ls_d_res_high 0.7987
_refine_ls_d_res_low 6.7098
_refine_ls_goodness_of_fit_ref 1.0563
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_constraints 16
_refine_ls_number_parameters 149
_refine_ls_number_reflns 1966
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0410
_refine_ls_R_factor_gt 0.0325
_refine_ls_restrained_S_all 1.0563
_refine_ls_shift/su_max 0.0000
_refine_ls_shift/su_mean 0.0000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[\s^2^(Fo^2^)+(0.0370P)^2^+0.4760P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0776
_refine_ls_wR_factor_ref 0.0825
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All C(H) groups, All N(H) groups
2.a Rotating group:
N4(H4a)
2.b Aromatic/amide H refined with riding coordinates:
C1(H1), C2(H2), C3(H3), N3(H3a), C7(H7), C8(H8), C9(H9)
;
_atom_sites_solution_primary iterative
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_refinement_flags_posn
F1 F 0.79876(13) 0.73098(6) 0.29802(7) 0.0202(2) Uani 1.000000 .
C1 C 0.6632(2) 0.65424(10) 0.04132(12) 0.0179(3) Uani 1.000000 .
H1 H 0.7785(2) 0.61014(10) 0.06174(12) 0.0215(4) Uiso 1.000000 R
N1 N 0.64494(18) 0.74338(8) 0.09252(9) 0.0144(2) Uani 1.000000 .
B1 B 0.8082(2) 0.78535(11) 0.19641(13) 0.0155(3) Uani 1.000000 .
F2 F 1.01961(13) 0.77852(6) 0.17264(7) 0.0222(2) Uani 1.000000 .
N2 N 0.74432(17) 0.89438(8) 0.21137(9) 0.0145(2) Uani 1.000000 .
C2 C 0.4853(2) 0.63790(10) -0.04603(12) 0.0186(3) Uani 1.000000 .
H2 H 0.4607(2) 0.58206(10) -0.09409(12) 0.0224(4) Uiso 1.000000 R
C3 C 0.3507(2) 0.72030(10) -0.04848(12) 0.0167(3) Uani 1.000000 .
H3 H 0.2188(2) 0.72999(10) -0.09849(12) 0.0200(3) Uiso 1.000000 R
N3 N 0.21402(17) 0.93019(8) 0.03337(10) 0.0150(2) Uani 1.000000 .
H3a H 0.20118(17) 0.99011(8) 0.05767(10) 0.0180(3) Uiso 1.000000 R
N4 N 0.03760(18) 0.89224(9) -0.04690(10) 0.0172(3) Uani 1.000000 .
H4a H -0.00074(18) 0.83551(9) -0.02249(10) 0.0207(3) Uiso 1.000000 GR
C4 C 0.4504(2) 0.78663(10) 0.03865(11) 0.0135(3) Uani 1.000000 .
C5 C 0.3970(2) 0.88342(9) 0.07523(11) 0.0129(3) Uani 1.000000 .
C6 C 0.5492(2) 0.93729(9) 0.16122(11) 0.0132(3) Uani 1.000000 .
C7 C 0.5404(2) 1.03343(10) 0.20479(11) 0.0157(3) Uani 1.000000 .
H7 H 0.4272(2) 1.07880(10) 0.18537(11) 0.0188(3) Uiso 1.000000 R
C8 C 0.7347(2) 1.04897(10) 0.28355(12) 0.0184(3) Uani 1.000000 .
H8 H 0.7751(2) 1.10667(10) 0.32629(12) 0.0220(4) Uiso 1.000000 R
C9 C 0.8547(2) 0.96238(10) 0.28570(12) 0.0185(3) Uani 1.000000 .
H9 H 0.9909(2) 0.95214(10) 0.33129(12) 0.0222(4) Uiso 1.000000 R
H4b H 0.081(3) 0.8816(14) -0.1177(17) 0.033(5) Uiso 1.000000 .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_12
_atom_site_aniso_U_13
_atom_site_aniso_U_23
F1 0.0237(4) 0.0165(4) 0.0186(4) 0.0003(3) -0.0017(3) 0.0046(3)
C1 0.0195(7) 0.0135(6) 0.0211(7) 0.0047(5) 0.0044(5) 0.0004(5)
N1 0.0145(5) 0.0128(5) 0.0158(5) 0.0029(4) 0.0025(4) 0.0014(4)
B1 0.0132(7) 0.0137(7) 0.0189(7) 0.0023(6) 0.0004(6) 0.0025(6)
F2 0.0134(4) 0.0197(4) 0.0332(5) 0.0031(3) 0.0036(3) 0.0009(3)
N2 0.0128(5) 0.0135(6) 0.0166(6) -0.0006(4) 0.0006(4) 0.0015(4)
C2 0.0237(7) 0.0147(7) 0.0178(7) 0.0020(5) 0.0044(5) -0.0027(5)
C3 0.0183(7) 0.0162(7) 0.0150(6) 0.0006(5) 0.0014(5) -0.0010(5)
N3 0.0151(5) 0.0116(5) 0.0164(6) 0.0019(4) -0.0023(4) -0.0021(4)
N4 0.0165(6) 0.0163(6) 0.0167(6) 0.0017(4) -0.0033(5) -0.0024(5)
C4 0.0136(6) 0.0141(6) 0.0129(6) 0.0013(5) 0.0023(5) 0.0023(5)
C5 0.0142(6) 0.0136(6) 0.0117(6) 0.0007(5) 0.0041(5) 0.0029(5)
C6 0.0131(6) 0.0127(6) 0.0140(6) 0.0009(5) 0.0034(5) 0.0026(5)
C7 0.0172(7) 0.0132(6) 0.0171(7) 0.0014(5) 0.0040(5) 0.0015(5)
C8 0.0206(7) 0.0140(6) 0.0203(7) -0.0036(5) 0.0030(5) -0.0015(5)
C9 0.0153(7) 0.0178(7) 0.0208(7) -0.0033(5) -0.0011(5) 0.0006(5)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 B1 1.3932(17) . ?
C1 H1 0.9300 . ?
C1 N1 1.3482(17) . ?
C1 C2 1.384(2) . ?
N1 B1 1.5422(18) . ?
N1 C4 1.3919(17) . ?
B1 F2 1.3950(17) . ?
B1 N2 1.5339(18) . ?
N2 C6 1.3808(16) . ?
N2 C9 1.3575(17) . ?
C2 H2 0.9300 . ?
C2 C3 1.3853(19) . ?
C3 H3 0.9300 . ?
C3 C4 1.4069(18) . ?
N3 H3a 0.8600 . ?
N3 N4 1.4076(15) . ?
N3 C5 1.3195(17) . ?
N4 H4a 0.8600 . ?
N4 H4b 0.915(19) . ?
C4 C5 1.4231(18) . ?
C5 C6 1.4450(18) . ?
C6 C7 1.3896(18) . ?
C7 H7 0.9300 . ?
C7 C8 1.4008(19) . ?
C8 H8 0.9300 . ?
C8 C9 1.380(2) . ?
C9 H9 0.9300 . ?
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
N1 C1 H1 124.94(8) . . ?
C2 C1 H1 124.94(8) . . ?
C2 C1 N1 110.12(12) . . ?
B1 N1 C1 124.91(11) . . ?
C4 N1 C1 107.82(11) . . ?
C4 N1 B1 127.20(11) . . ?
N1 B1 F1 110.39(11) . . ?
F2 B1 F1 108.06(11) . . ?
F2 B1 N1 110.00(11) . . ?
N2 B1 F1 110.80(11) . . ?
N2 B1 N1 106.67(10) . . ?
N2 B1 F2 110.94(11) . . ?
C6 N2 B1 125.28(11) . . ?
C9 N2 B1 126.83(11) . . ?
C9 N2 C6 107.47(11) . . ?
H2 C2 C1 126.41(8) . . ?
C3 C2 C1 107.17(12) . . ?
C3 C2 H2 126.41(8) . . ?
H3 C3 C2 126.31(8) . . ?
C4 C3 C2 107.38(12) . . ?
C4 C3 H3 126.31(8) . . ?
N4 N3 H3a 116.61(6) . . ?
C5 N3 H3a 116.61(7) . . ?
C5 N3 N4 126.78(11) . . ?
H4a N4 N3 109.5 . . ?
H4b N4 N3 109.3(11) . . ?
H4b N4 H4a 107.2(11) . . ?
C3 C4 N1 107.51(11) . . ?
C5 C4 N1 118.54(11) . . ?
C5 C4 C3 133.90(12) . . ?
C4 C5 N3 123.82(12) . . ?
C6 C5 N3 116.04(11) . . ?
C6 C5 C4 120.13(11) . . ?
C5 C6 N2 120.51(11) . . ?
C7 C6 N2 108.75(11) . . ?
C7 C6 C5 130.71(12) . . ?
H7 C7 C6 126.55(8) . . ?
C8 C7 C6 106.90(12) . . ?
C8 C7 H7 126.55(8) . . ?
H8 C8 C7 126.51(8) . . ?
C9 C8 C7 106.99(12) . . ?
C9 C8 H8 126.51(8) . . ?
C8 C9 N2 109.89(12) . . ?
H9 C9 N2 125.06(7) . . ?
H9 C9 C8 125.06(8) . . ?
_iucr_refine_fcf_details
;
data_WSU_ZH37_CCDC1
_computing_structure_refinement 'olex2.refine (Bourhis et al., 2015)'
_shelx_refln_list_code 4
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y-1/2,z-1/2
_space_group_crystal_system monoclinic
_space_group_IT_number 14
_space_group_name_H-M_alt 'P 1 21/c 1'
_space_group_name_Hall '-P 2ybc'
_symmetry_space_group_name_H-M 'P 1 21/c 1'
_symmetry_space_group_name_Hall '-P 2ybc'
_symmetry_Int_Tables_number 14
_cell_length_a 6.2353(4)
_cell_length_b 13.4196(9)
_cell_length_c 11.5682(7)
_cell_angle_alpha 90
_cell_angle_beta 99.876(2)
_cell_angle_gamma 90
_cell_volume 953.63(11)
loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_F_squared_weight
_refln_observed_status
-7 0 2 685.607 678.689 11.714 1.656 o
-7 0 4 157.480 179.468 4.806 13.150 o
-7 0 6 0.004 -6.902 6.319 45.687 o
-7 0 8 13.154 22.052 6.586 35.489 o
-7 1 1 0.301 -2.738 3.021 197.831 o
-7 1 2 0.717 -1.637 2.596 261.842 o
-7 1 3 28.924 25.894 2.805 82.103 o
-7 1 4 65.415 61.922 2.309 43.890 o
-7 1 5 2.279 10.393 4.524 79.766 o
-7 1 6 24.587 23.742 4.347 58.342 o
-7 1 7 4.280 4.248 4.720 74.969 o
-7 1 8 73.480 87.362 5.288 24.824 o
-7 2 1 1.264 0.386 2.919 203.075 o
-7 2 2 314.838 335.345 5.701 5.575 o
-7 2 3 9.261 9.239 2.959 137.428 o
-7 2 4 94.752 113.846 3.155 25.310 o
-7 2 5 231.770 229.818 4.673 8.901 o
-7 2 6 194.650 202.367 10.512 7.081 o
-7 2 7 9.243 9.474 4.529 72.785 o
-7 2 8 69.194 78.196 6.969 20.255 o
-7 3 1 299.475 313.360 5.733 5.997 o
-7 3 2 8.744 6.895 2.976 142.327 o
-7 3 3 19.087 20.394 3.068 94.899 o
-7 3 4 38.428 38.274 2.477 69.063 o
-7 3 5 16.832 16.230 2.687 117.577 o
-7 3 6 80.512 80.221 4.892 25.673 o
-7 3 7 19.645 26.578 5.007 50.430 o
-7 3 8 70.686 79.157 7.700 17.943 o
-7 4 1 5.724 10.800 3.126 136.351 o
-7 4 2 80.499 83.012 3.184 31.503 o
-7 4 3 0.968 0.502 2.736 231.695 o
-7 4 4 352.379 354.810 6.743 4.747 o
-7 4 5 109.745 107.226 3.392 22.925 o
-7 4 6 111.124 101.732 3.696 22.514 o
-7 4 7 75.787 85.624 5.427 24.117 o
-7 5 1 45.102 49.453 3.111 52.422 o
-7 5 2 38.168 41.452 3.090 60.122 o
-7 5 3 459.044 460.341 6.370 3.327 o
-7 5 4 57.314 65.664 3.312 40.977 o
-7 5 5 2.047 -1.048 3.094 178.454 o
-7 5 6 8.353 10.200 3.041 133.890 o
-7 6 1 2.579 4.996 3.108 161.625 o
-7 6 2 7.720 10.374 2.998 138.388 o
-7 6 3 7.939 4.984 3.120 139.156 o
-7 6 4 22.831 29.569 3.043 82.720 o
-7 6 5 13.270 12.574 3.452 99.378 o
-7 7 1 1.721 2.387 3.400 146.105 o
-7 7 2 4.159 -0.419 3.064 170.219 o
-7 7 3 20.926 20.678 2.871 97.262 o
-7 7 4 110.122 100.855 3.261 23.612 o
-6 0 2 210.856 204.449 5.456 9.665 o
-6 0 4 422.462 406.796 4.976 3.952 o
-6 0 6 26.980 21.458 3.728 68.261 o
-6 0 8 17.160 18.494 4.452 63.729 o
-6 0 10 185.074 175.573 7.031 10.062 o
-6 1 1 49.290 44.313 2.363 58.171 o
-6 1 2 12.060 14.936 2.153 164.858 o
-6 1 3 78.065 75.382 2.212 36.650 o
-6 1 4 3.753 1.202 1.605 459.641 o
-6 1 5 6.087 4.570 2.294 229.174 o
-6 1 6 218.163 224.382 8.879 7.296 o
-6 1 7 120.699 111.719 3.718 20.541 o
-6 1 8 0.990 -1.018 3.017 193.702 o
-6 1 9 5.123 3.307 3.281 140.980 o
-6 1 10 31.403 34.344 4.466 49.587 o
-6 2 1 272.440 276.692 5.619 6.895 o
-6 2 2 81.326 72.571 2.923 33.608 o
-6 2 3 76.494 73.054 2.885 35.111 o
-6 2 4 298.773 294.827 3.983 6.549 o
-6 2 5 8.584 6.169 2.422 189.069 o
-6 2 6 0.101 -1.738 2.694 250.288 o
-6 2 7 0.016 -3.827 2.911 215.112 o
-6 2 8 255.122 253.542 7.303 6.930 o
-6 2 9 141.183 139.021 5.706 14.430 o
-6 2 10 0.102 -2.551 4.972 73.715 o
-6 3 1 246.729 275.837 4.011 7.996 o
-6 3 2 508.754 504.994 5.195 2.937 o
-6 3 3 70.948 66.823 2.235 40.782 o
-6 3 4 48.438 49.283 2.125 58.935 o
-6 3 5 14.259 16.324 1.957 162.177 o
-6 3 6 46.242 42.370 2.728 57.728 o
-6 3 7 0.000 -1.405 3.661 136.124 o
-6 3 8 297.666 289.830 6.250 6.108 o
-6 3 9 0.295 -1.739 4.072 109.401 o
-6 3 10 5.928 -4.589 4.056 99.421 o
-6 4 1 283.700 267.876 5.206 6.865 o
-6 4 2 212.475 198.030 3.766 10.603 o
-6 4 3 78.634 77.242 2.485 35.254 o
-6 4 4 385.914 372.517 4.079 4.591 o
-6 4 5 0.146 4.381 1.896 420.408 o
-6 4 6 1.204 -1.413 2.180 355.263 o
-6 4 7 24.135 21.395 3.178 83.343 o
-6 4 8 14.140 13.342 3.112 110.217 o
-6 4 9 89.100 82.563 4.620 24.970 o
-6 4 10 115.214 114.021 4.865 18.931 o
-6 5 1 75.416 79.629 2.376 36.278 o
-6 5 2 22.197 19.547 1.935 125.712 o
-6 5 3 244.164 239.261 3.808 8.668 o
-6 5 4 18.778 23.063 2.032 127.518 o
-6 5 5 41.751 40.332 3.314 55.350 o
-6 5 6 337.655 340.455 7.788 4.817 o
-6 5 7 20.094 24.354 2.154 117.609 o
-6 5 8 26.041 28.882 3.521 69.525 o
-6 5 9 4.523 5.344 4.133 94.046 o
-6 6 1 820.982 797.755 15.153 1.199 o
-6 6 2 0.340 -1.664 2.488 289.645 o
-6 6 3 0.530 -1.674 2.134 386.311 o
-6 6 4 336.706 326.538 4.088 5.571 o
-6 6 5 155.212 159.575 3.149 15.449 o
-6 6 6 3.421 7.023 2.756 185.730 o
-6 6 7 221.762 226.664 4.765 9.244 o
-6 6 8 48.661 51.509 2.997 50.727 o
-6 6 9 57.812 46.672 5.307 31.500 o
-6 7 1 247.014 245.370 4.197 8.365 o
-6 7 2 10.415 12.541 1.924 199.015 o
-6 7 3 32.943 34.562 2.049 84.186 o
-6 7 4 93.373 91.992 2.561 29.143 o
-6 7 5 14.538 13.734 2.232 151.363 o
-6 7 6 17.380 19.242 2.458 121.196 o
-6 7 7 9.073 13.648 3.691 96.931 o
-6 7 8 5.325 3.442 4.207 91.387 o
-6 8 1 18.221 24.216 3.636 77.959 o
-6 8 2 0.184 -7.228 2.757 238.238 o
-6 8 3 130.288 133.541 4.687 16.873 o
-6 8 4 35.915 44.992 2.947 62.276 o
-6 8 5 15.774 16.230 2.539 126.934 o
-6 8 6 36.188 31.941 2.557 73.734 o
-6 8 7 80.754 87.362 5.086 24.399 o
-6 8 8 96.899 110.926 8.125 14.198 o
-6 9 1 7.307 8.534 3.337 122.546 o
-6 9 2 1.679 7.265 3.587 125.240 o
-6 9 3 20.707 27.984 3.857 68.533 o
-6 9 4 30.059 22.279 3.512 69.008 o
-6 9 5 0.382 2.073 3.372 154.303 o
-6 9 6 9.085 15.182 3.384 107.894 o
-6 10 1 108.027 94.181 4.522 21.639 o
-6 10 2 65.095 72.213 4.248 32.353 o
-6 10 3 22.854 19.254 3.986 67.984 o
-6 10 4 8.596 9.033 3.820 96.763 o
-6 10 5 199.205 213.086 6.923 9.039 o
-5 0 2 0.011 1.350 2.176 368.396 o
-5 0 4 358.562 384.766 5.034 4.740 o
-5 0 6 75.932 68.817 3.413 33.739 o
-5 0 8 22.861 18.974 3.460 79.772 o
-5 0 10 40.028 37.582 5.250 37.748 o
-5 0 12 185.992 181.359 8.292 8.982 o
-5 1 1 8.161 7.283 1.540 294.248 o
-5 1 2 0.002 -0.439 1.505 805.502 o
-5 1 3 120.302 112.130 2.325 22.721 o
-5 1 4 9.826 12.067 1.202 275.167 o
-5 1 5 5.302 3.706 1.965 296.094 o
-5 1 6 1.275 0.445 1.958 423.445 o
-5 1 7 224.389 221.848 4.124 9.511 o
-5 1 8 165.830 157.893 4.856 13.248 o
-5 1 9 7.029 12.180 2.992 138.032 o
-5 1 10 86.134 78.860 3.462 29.703 o
-5 1 11 31.327 35.943 3.952 55.718 o
-5 1 12 17.511 15.182 4.011 74.668 o
-5 2 1 11.221 14.006 1.522 219.751 o
-5 2 2 0.846 1.853 1.397 724.690 o
-5 2 3 74.535 74.416 1.924 39.018 o
-5 2 4 3.007 1.791 1.474 533.500 o
-5 2 5 44.926 53.552 2.098 60.246 o
-5 2 6 687.622 702.420 6.315 1.778 o
-5 2 7 17.029 16.682 2.226 136.177 o
-5 2 8 81.752 82.075 3.020 31.862 o
-5 2 9 9.217 12.412 2.523 159.941 o
-5 2 10 118.892 121.221 4.492 18.858 o
-5 2 11 9.554 10.228 3.740 97.193 o
-5 2 12 0.126 -0.216 3.952 116.525 o
-5 3 1 275.914 267.354 3.010 7.567 o
-5 3 2 55.557 46.200 1.559 58.558 o
-5 3 3 124.516 119.046 2.354 21.578 o
-5 3 4 9.480 6.370 1.477 289.682 o
-5 3 5 13.512 11.811 1.633 201.399 o
-5 3 6 205.314 208.108 4.278 10.442 o
-5 3 7 28.137 20.439 2.363 97.816 o
-5 3 8 0.989 0.723 2.537 265.764 o
-5 3 9 121.904 124.850 3.516 19.932 o
-5 3 10 88.640 96.776 3.681 26.651 o
-5 3 11 0.001 2.083 3.498 145.159 o
-5 3 12 206.562 204.720 6.568 9.157 o
-5 4 1 21.399 15.947 1.487 151.318 o
-5 4 2 24.709 18.395 1.536 132.040 o
-5 4 3 200.803 191.855 2.697 11.770 o
-5 4 4 155.355 158.684 2.943 15.639 o
-5 4 5 517.430 527.406 4.513 2.853 o
-5 4 6 473.583 467.837 4.793 3.305 o
-5 4 7 15.903 14.493 1.943 159.355 o
-5 4 8 35.779 36.416 2.536 72.002 o
-5 4 9 1.882 4.660 2.928 183.890 o
-5 4 10 2.978 -0.413 3.494 138.675 o
-5 4 11 0.990 3.786 4.037 105.955 o
-5 4 12 44.900 40.805 5.043 37.428 o
-5 5 1 82.911 73.601 2.048 35.841 o
-5 5 2 277.866 277.139 3.253 7.349 o
-5 5 3 576.934 578.797 4.818 2.417 o
-5 5 4 16.167 17.543 2.127 142.348 o
-5 5 5 211.184 217.805 3.227 10.465 o
-5 5 6 40.389 38.020 2.194 70.685 o
-5 5 7 97.779 94.139 2.821 27.356 o
-5 5 8 81.615 93.412 2.926 30.765 o
-5 5 9 9.996 8.603 2.378 176.814 o
-5 5 10 375.294 358.877 6.882 4.443 o
-5 5 11 36.946 40.171 4.650 43.749 o
-5 6 1 5.799 7.244 1.765 296.145 o
-5 6 2 31.765 29.605 1.789 94.548 o
-5 6 3 60.102 61.549 2.037 47.996 o
-5 6 4 53.579 53.777 1.915 55.047 o
-5 6 5 89.170 89.351 2.322 31.045 o
-5 6 6 4.114 5.893 2.351 233.940 o
-5 6 7 309.283 304.071 4.612 6.140 o
-5 6 8 316.394 324.534 5.029 5.763 o
-5 6 9 156.310 155.686 4.814 13.944 o
-5 6 10 5.016 10.521 3.372 124.135 o
-5 6 11 77.081 75.337 4.518 28.137 o
-5 7 1 16.082 15.350 1.941 156.622 o
-5 7 2 268.089 256.019 3.351 7.851 o
-5 7 3 237.936 231.078 3.283 9.169 o
-5 7 4 620.317 652.639 5.844 2.074 o
-5 7 5 500.940 513.436 4.510 2.991 o
-5 7 6 12.918 10.876 2.099 174.804 o
-5 7 7 31.709 33.541 2.193 84.373 o
-5 7 8 4.278 4.092 3.084 158.067 o
-5 7 9 39.827 38.133 3.347 57.011 o
-5 7 10 9.394 15.792 3.779 91.468 o
-5 8 1 282.520 268.247 4.859 6.978 o
-5 8 2 14.129 19.907 2.274 138.549 o
-5 8 3 32.661 35.403 2.570 75.603 o
-5 8 4 53.045 58.843 2.678 48.681 o
-5 8 5 108.785 106.986 2.864 24.094 o
-5 8 6 347.783 334.955 4.649 5.263 o
-5 8 7 56.555 62.090 2.727 45.719 o
-5 8 8 38.340 39.299 2.753 65.092 o
-5 8 9 220.990 220.202 7.284 8.115 o
-5 8 10 14.945 19.679 4.504 63.954 o
-5 9 1 91.276 95.220 3.328 27.276 o
-5 9 2 64.159 63.305 2.934 40.910 o
-5 9 3 316.674 312.870 5.795 5.703 o
-5 9 4 15.323 14.686 3.341 97.736 o
-5 9 5 31.109 31.739 2.452 81.944 o
-5 9 6 5.370 6.356 2.358 219.310 o
-5 9 7 0.084 -3.654 2.784 234.500 o
-5 9 8 10.250 7.317 3.055 131.607 o
-5 9 9 6.700 12.739 2.736 155.463 o
-5 10 1 31.179 39.945 2.589 74.385 o
-5 10 2 1.457 -3.887 2.479 276.114 o
-5 10 3 1.990 5.692 3.174 156.943 o
-5 10 4 39.346 44.104 3.069 58.483 o
-5 10 5 234.299 270.928 5.865 7.766 o
-5 10 6 40.703 45.422 3.388 53.584 o
-5 10 7 28.624 25.277 3.887 62.393 o
-5 10 8 6.071 6.314 3.643 112.280 o
-5 11 1 63.930 82.248 4.235 31.461 o
-5 11 2 150.093 145.873 5.482 13.917 o
-5 11 3 162.578 173.990 4.989 12.850 o
-5 11 4 33.665 31.288 3.326 64.722 o
-5 11 5 137.408 152.531 5.127 14.970 o
-5 11 6 60.154 59.234 4.009 36.884 o
-5 11 7 17.061 13.344 5.358 49.867 o
-5 12 1 21.130 25.689 4.401 59.135 o
-5 12 2 17.758 21.189 3.952 72.682 o
-5 12 3 0.250 3.353 3.835 119.071 o
-5 12 4 21.770 31.781 5.614 41.151 o
-5 12 5 34.763 32.407 5.089 41.791 o
-4 0 2 1362.520 1509.310 12.356 0.514 o
-4 0 4 631.881 685.620 7.830 1.923 o
-4 0 6 0.001 -0.744 2.687 252.637 o
-4 0 8 241.679 225.463 6.101 8.069 o
-4 0 10 195.295 187.836 8.642 8.394 o
-4 0 12 187.204 187.364 7.642 9.330 o
-4 1 1 314.939 325.380 2.913 6.105 o
-4 1 2 1258.810 1315.180 7.777 0.628 o
-4 1 3 482.869 514.220 3.877 3.129 o
-4 1 4 816.356 849.082 5.441 1.341 o
-4 1 5 0.013 0.815 1.483 781.760 o
-4 1 6 91.868 84.456 2.747 29.889 o
-4 1 7 16.159 13.584 1.903 162.534 o
-4 1 8 450.513 448.225 4.832 3.547 o
-4 1 9 12.976 12.659 2.005 175.903 o
-4 1 10 33.482 31.634 3.037 69.254 o
-4 1 11 39.611 44.218 2.759 61.809 o
-4 1 12 0.144 -0.028 2.874 219.588 o
-4 1 13 36.594 32.639 3.892 54.231 o
-4 2 1 1.484 0.149 1.132 1026.830 o
-4 2 2 813.665 848.176 4.944 1.352 o
-4 2 3 58.483 60.166 1.673 51.139 o
-4 2 4 7.205 7.103 1.182 373.685 o
-4 2 5 38.325 33.498 1.252 87.337 o
-4 2 6 22.151 20.991 2.047 120.024 o
-4 2 7 40.525 40.171 2.152 69.898 o
-4 2 8 3.306 0.051 1.849 407.037 o
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3 9 9 91.955 101.863 4.564 23.212 o
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3 10 1 1231.260 1231.670 9.030 0.665 o
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4 3 2 147.728 139.418 2.440 17.590 o
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4 6 2 18.221 15.540 1.495 167.453 o
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4 6 8 62.714 76.653 3.994 33.642 o
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4 7 7 1.208 3.725 2.740 214.889 o
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4 7 9 18.287 19.279 3.967 72.763 o
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4 8 1 243.969 257.004 4.018 8.340 o
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4 8 3 2107.460 2057.560 12.705 0.255 o
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4 8 6 59.155 61.859 2.313 46.930 o
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4 8 8 65.196 67.011 3.666 35.995 o
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4 13 3 101.110 93.384 5.485 20.209 o
4 13 4 25.454 31.151 8.078 23.007 o
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5 1 9 58.900 79.630 4.596 31.251 o
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5 2 2 2655.720 2661.610 14.306 0.164 o
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5 2 4 0.843 2.235 1.806 469.445 o
5 2 5 25.064 27.349 2.291 98.871 o
5 2 6 66.814 63.032 2.835 40.431 o
5 2 7 31.965 36.805 2.707 73.410 o
5 2 8 120.882 136.083 4.715 17.559 o
5 2 9 102.468 104.988 5.056 20.419 o
5 3 0 14.437 10.680 1.587 201.959 o
5 3 1 71.907 73.489 2.028 39.858 o
5 3 2 100.281 95.718 2.407 27.578 o
5 3 3 0.801 -4.905 1.753 547.986 o
5 3 4 670.081 648.691 5.909 1.916 o
5 3 5 233.243 250.429 4.051 8.757 o
5 3 6 3.178 6.889 3.409 132.669 o
5 3 7 61.567 79.019 3.171 37.736 o
5 3 8 11.614 10.513 4.223 78.088 o
5 3 9 12.420 11.680 4.526 68.896 o
5 4 0 253.848 247.591 3.233 8.405 o
5 4 1 36.811 38.011 1.801 79.835 o
5 4 2 879.933 827.915 5.926 1.246 o
5 4 3 322.032 297.959 4.314 6.020 o
5 4 4 65.159 62.607 2.670 42.036 o
5 4 5 3.192 4.928 2.173 279.126 o
5 4 6 0.099 -3.928 2.620 264.653 o
5 4 7 10.146 14.459 3.148 116.883 o
5 4 8 54.398 54.437 4.190 38.400 o
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6 2 5 43.407 49.368 3.447 50.246 o
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6 2 7 0.146 -0.437 5.014 72.447 o
6 3 0 613.258 601.516 6.002 2.187 o
6 3 1 7.636 10.556 2.160 205.762 o
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6 3 4 169.769 182.478 4.668 12.490 o
6 3 5 71.054 75.129 3.423 34.188 o
6 3 6 64.839 81.295 4.382 30.689 o
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6 4 1 132.505 134.341 3.261 18.568 o
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6 4 5 80.348 93.945 3.756 28.341 o
6 4 6 13.181 17.822 4.029 77.501 o
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6 6 3 100.012 103.123 4.026 23.304 o
6 6 4 6.301 9.366 3.749 103.559 o
6 6 5 17.049 16.739 3.910 76.822 o
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6 7 1 45.737 44.855 2.886 55.648 o
6 7 2 17.534 21.356 5.015 52.753 o
6 7 3 40.033 51.106 3.522 50.910 o
6 7 4 2.277 0.279 3.599 132.933 o
6 7 5 49.469 50.378 7.124 23.441 o
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6 9 1 1.663 3.806 3.474 138.113 o
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7 1 3 22.502 20.222 3.813 71.453 o
7 1 4 2.745 19.847 7.862 27.670 o
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7 2 2 0.090 -3.861 3.347 162.455 o
7 2 3 2.032 8.477 4.051 99.016 o
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7 4 0 0.191 2.104 3.209 170.621 o
7 4 1 9.139 9.874 3.028 132.620 o
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7 5 0 1.254 3.889 2.900 193.423 o
7 5 1 32.328 35.400 3.854 56.562 o
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7 6 1 55.288 59.138 4.231 37.071 o
;
_iucr_refine_instructions_details
;
TITL
CELL 0.71073 6.2353 13.4196 11.5682 90 99.8756 90
ZERR 4 0.0004 0.0009 0.0007 0 0.0024 0
LATT 1
SYMM -X,0.5+Y,0.5-Z
SFAC C H B N F
UNIT 16 36 4 16 8
L.S. 4
PLAN 20
SIZE 0.02 0.18 0.18
TEMP 0
FMAP 2
MORE -1
BOND $H
ACTA 52
CONF
WGHT 0.037 0.476
FVAR 0.257943
REM
REM
REM
F1 5 0.79876 0.73098 0.29802 11.00000 0.02373 0.01646 0.01856 =
0.00462 -0.00174 0.00025
C1 1 0.66316 0.65424 0.04132 11.00000 0.01952 0.01348 0.02112 =
0.00038 0.00442 0.00475
AFIX 43
H1 2 0.77850 0.61014 0.06174 11.00000 -1.20000
AFIX 0
N1 4 0.64494 0.74338 0.09252 11.00000 0.01455 0.01281 0.01584 =
0.00143 0.00252 0.00293
B1 3 0.80820 0.78535 0.19641 11.00000 0.01322 0.01370 0.01885 =
0.00245 0.00044 0.00232
F2 5 1.01961 0.77852 0.17264 11.00000 0.01341 0.01973 0.03318 =
0.00086 0.00357 0.00315
N2 4 0.74432 0.89438 0.21137 11.00000 0.01284 0.01350 0.01664 =
0.00151 0.00065 -0.00060
C2 1 0.48528 0.63790 -0.04603 11.00000 0.02372 0.01468 0.01782 =
-0.00269 0.00438 0.00197
AFIX 43
H2 2 0.46066 0.58206 -0.09409 11.00000 -1.20000
AFIX 0
C3 1 0.35073 0.72030 -0.04848 11.00000 0.01825 0.01621 0.01499 =
-0.00104 0.00136 0.00062
AFIX 43
H3 2 0.21883 0.72999 -0.09849 11.00000 -1.20000
AFIX 0
N3 4 0.21402 0.93019 0.03337 11.00000 0.01513 0.01163 0.01642 =
-0.00207 -0.00229 0.00194
AFIX 43
H3a 2 0.20118 0.99011 0.05767 11.00000 -1.20000
AFIX 0
N4 4 0.03760 0.89224 -0.04690 11.00000 0.01652 0.01627 0.01675 =
-0.00236 -0.00331 0.00165
AFIX 7
H4a 2 -0.00074 0.83551 -0.02249 11.00000 -1.20000
AFIX 0
C4 1 0.45041 0.78663 0.03865 11.00000 0.01362 0.01411 0.01288 =
0.00226 0.00232 0.00129
C5 1 0.39705 0.88342 0.07523 11.00000 0.01417 0.01356 0.01174 =
0.00290 0.00410 0.00069
C6 1 0.54916 0.93729 0.16122 11.00000 0.01312 0.01270 0.01403 =
0.00262 0.00342 0.00092
C7 1 0.54042 1.03343 0.20479 11.00000 0.01717 0.01322 0.01708 =
0.00150 0.00404 0.00137
AFIX 43
H7 2 0.42722 1.07880 0.18537 11.00000 -1.20000
AFIX 0
C8 1 0.73467 1.04897 0.28355 11.00000 0.02063 0.01398 0.02031 =
-0.00150 0.00299 -0.00363
AFIX 43
H8 2 0.77508 1.10667 0.32629 11.00000 -1.20000
AFIX 0
C9 1 0.85468 0.96238 0.28570 11.00000 0.01530 0.01783 0.02083 =
0.00059 -0.00112 -0.00330
AFIX 43
H9 2 0.99091 0.95214 0.33129 11.00000 -1.20000
AFIX 0
H4b 2 0.08063 0.88160 -0.11767 11.00000 0.03339
HKLF 4
END
Q1 1 0.35 0.744444 0.025 11 0.05 0.31
REM The information below was added by Olex2.
REM
REM R1 = 0.0325 for 1688 Fo > 4sig(Fo) and 0.0410 for all 1966 data
REM 149 parameters refined using 0 restraints
REM Highest difference peak 0.3144, deepest hole -0.2499
REM Mean Shift 0.0000, Max Shift 0.0000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0410
REM R1_gt = 0.0325
REM wR_ref = 0.0825
REM GOOF = 1.0563
REM Shift_max = 0.0000
REM Shift_mean = 0.0000
REM Reflections_all = 1966
REM Reflections_gt = 1688
REM Parameters = 149
REM Hole = -0.2499
REM Peak = 0.3144
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'