# Electronic Supplementary Material (ESI) for Biomaterials Science.
# This journal is © The Royal Society of Chemistry 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_cm1
_database_code_depnum_ccdc_archive 'CCDC 1907569'
loop_
_audit_author_name
_audit_author_address
'Duane Choquesillo-Lazarte'
;Laboratorio de Estudios Cristalograficos IACT CSIC
Spain
;
_audit_update_record
;
2019-04-02 deposited with the CCDC. 2019-09-30 downloaded from the CCDC.
;
_audit_creation_date 2016-11-24
_audit_creation_method
;
Olex2 1.2
(compiled 2016.09.09 svn.r3337 for OlexSys, GUI svn.r5227)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C17 H22 B10'
_chemical_formula_sum 'C17 H22 B10'
_chemical_formula_weight 334.44
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_H-M_alt 'P -1'
_space_group_name_Hall '-P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
_cell_length_a 6.9712(5)
_cell_length_b 11.7604(7)
_cell_length_c 12.9797(6)
_cell_angle_alpha 107.511(2)
_cell_angle_beta 102.996(3)
_cell_angle_gamma 102.125(3)
_cell_volume 943.63(10)
_cell_formula_units_Z 2
_cell_measurement_reflns_used 7094
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 30.457
_cell_measurement_theta_min 3.006
_shelx_estimated_absorpt_T_max 0.994
_shelx_estimated_absorpt_T_min 0.992
_exptl_absorpt_coefficient_mu 0.058
_exptl_absorpt_correction_T_max 0.7461
_exptl_absorpt_correction_T_min 0.6166
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1275 before and 0.0498 after correction.
The Ratio of minimum to maximum transmission is 0.8264.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.177
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prism
_exptl_crystal_F_000 348
_exptl_crystal_size_max 0.14
_exptl_crystal_size_mid 0.12
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0435
_diffrn_reflns_av_unetI/netI 0.0431
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.994
_diffrn_reflns_limit_h_max 9
_diffrn_reflns_limit_h_min -9
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 16
_diffrn_reflns_limit_l_min -16
_diffrn_reflns_number 14540
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.483
_diffrn_reflns_theta_min 1.903
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.994
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator multilayer
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'high brilliance microfocus sealed tube'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 2956
_reflns_number_total 4275
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'Bruker Apex3, 2016'
_computing_data_collection 'Bruker Apex3, 2016'
_computing_data_reduction 'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.181
_refine_diff_density_min -0.184
_refine_diff_density_rms 0.032
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.030
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 244
_refine_ls_number_reflns 4275
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0874
_refine_ls_R_factor_gt 0.0577
_refine_ls_restrained_S_all 1.030
_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^)+(0.0766P)^2^+0.1911P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1464
_refine_ls_wR_factor_ref 0.1624
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All B(H) groups, All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C23(H23), C24(H24),
C25(H25), C26(H26)
2.c Boron cage BH refined with riding coordinates:
B2(H2), B3(H3), B4(H4), B5(H5), B6(H6), B7(H7), C8(H8), B9(H9), B10(H10),
B11(H11), B12(H12)
;
_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
C1 C 0.5950(2) 0.48030(13) 0.73203(12) 0.0358(3) Uani 1 1 d . . . . .
B2 B 0.8339(3) 0.53635(19) 0.83404(17) 0.0488(5) Uani 1 1 d . . . . .
H2 H 0.9384 0.4799 0.8460 0.059 Uiso 1 1 calc R . . . .
B3 B 0.6032(3) 0.51374(18) 0.87042(15) 0.0466(5) Uani 1 1 d . . . . .
H3 H 0.5571 0.4432 0.9069 0.056 Uiso 1 1 calc R . . . .
B4 B 0.4182(3) 0.54750(17) 0.77521(17) 0.0450(4) Uani 1 1 d . . . . .
H4 H 0.2523 0.4991 0.7500 0.054 Uiso 1 1 calc R . . . .
B5 B 0.5345(3) 0.59133(17) 0.68011(16) 0.0450(4) Uani 1 1 d . . . . .
H5 H 0.4444 0.5707 0.5919 0.054 Uiso 1 1 calc R . . . .
B6 B 0.7906(3) 0.58339(18) 0.71606(17) 0.0466(5) Uani 1 1 d . . . . .
H6 H 0.8667 0.5568 0.6508 0.056 Uiso 1 1 calc R . . . .
B7 B 0.8097(4) 0.6521(2) 0.94908(18) 0.0563(5) Uani 1 1 d . . . . .
H7 H 0.8973 0.6724 1.0377 0.068 Uiso 1 1 calc R . . . .
C8 C 0.5612(3) 0.65610(16) 0.90591(15) 0.0555(5) Uani 1 1 d . . . . .
H8 H 0.4824 0.6807 0.9702 0.067 Uiso 1 1 calc R . . . .
B9 B 0.5140(3) 0.70567(18) 0.79555(18) 0.0508(5) Uani 1 1 d . . . . .
H9 H 0.4086 0.7617 0.7843 0.061 Uiso 1 1 calc R . . . .
B10 B 0.7421(3) 0.72999(18) 0.75833(18) 0.0529(5) Uani 1 1 d . . . . .
H10 H 0.7869 0.8006 0.7216 0.063 Uiso 1 1 calc R . . . .
B11 B 0.9279(3) 0.6958(2) 0.85342(19) 0.0555(5) Uani 1 1 d . . . . .
H11 H 1.0939 0.7440 0.8784 0.067 Uiso 1 1 calc R . . . .
B12 B 0.7551(3) 0.77191(19) 0.90281(18) 0.0537(5) Uani 1 1 d . . . . .
H12 H 0.8074 0.8699 0.9612 0.064 Uiso 1 1 calc R . . . .
C13 C 0.5287(2) 0.34456(14) 0.64813(13) 0.0404(4) Uani 1 1 d . . . . .
H13A H 0.4856 0.3449 0.5718 0.049 Uiso 1 1 calc R . . . .
H13B H 0.6490 0.3149 0.6553 0.049 Uiso 1 1 calc R . . . .
C14 C 0.3576(2) 0.25104(13) 0.66030(13) 0.0390(4) Uani 1 1 d . . . . .
C15 C 0.1503(3) 0.22698(14) 0.59701(13) 0.0417(4) Uani 1 1 d . . . . .
C16 C 0.0883(3) 0.28731(17) 0.52047(15) 0.0547(5) Uani 1 1 d . . . . .
H16 H 0.1876 0.3489 0.5139 0.066 Uiso 1 1 calc R . . . .
C17 C -0.1106(3) 0.2576(2) 0.45724(16) 0.0657(5) Uani 1 1 d . . . . .
H17 H -0.1451 0.2984 0.4078 0.079 Uiso 1 1 calc R . . . .
C18 C -0.2662(3) 0.1656(2) 0.46537(18) 0.0694(6) Uani 1 1 d . . . . .
H18 H -0.4020 0.1450 0.4206 0.083 Uiso 1 1 calc R . . . .
C19 C -0.2179(3) 0.10778(18) 0.53794(18) 0.0632(5) Uani 1 1 d . . . . .
H19 H -0.3220 0.0482 0.5437 0.076 Uiso 1 1 calc R . . . .
C20 C -0.0100(3) 0.13570(15) 0.60664(14) 0.0478(4) Uani 1 1 d . . . . .
C21 C 0.0407(3) 0.07360(16) 0.67960(16) 0.0551(5) Uani 1 1 d . . . . .
H21 H -0.0643 0.0166 0.6875 0.066 Uiso 1 1 calc R . . . .
C22 C 0.2433(3) 0.09411(14) 0.74104(14) 0.0483(4) Uani 1 1 d . . . . .
C23 C 0.2954(4) 0.02459(16) 0.81108(16) 0.0637(6) Uani 1 1 d . . . . .
H23 H 0.1903 -0.0316 0.8198 0.076 Uiso 1 1 calc R . . . .
C24 C 0.4925(4) 0.03882(18) 0.86441(17) 0.0689(6) Uani 1 1 d . . . . .
H24 H 0.5228 -0.0078 0.9090 0.083 Uiso 1 1 calc R . . . .
C25 C 0.6535(4) 0.12429(18) 0.85293(17) 0.0656(5) Uani 1 1 d . . . . .
H25 H 0.7897 0.1327 0.8892 0.079 Uiso 1 1 calc R . . . .
C26 C 0.6124(3) 0.19452(16) 0.78958(15) 0.0540(5) Uani 1 1 d . . . . .
H26 H 0.7215 0.2517 0.7848 0.065 Uiso 1 1 calc R . . . .
C27 C 0.4067(3) 0.18301(14) 0.73017(13) 0.0422(4) Uani 1 1 d . . . . .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.0377(8) 0.0391(8) 0.0379(8) 0.0194(6) 0.0172(6) 0.0125(6)
B2 0.0410(10) 0.0529(11) 0.0519(11) 0.0212(9) 0.0095(8) 0.0154(9)
B3 0.0641(13) 0.0445(10) 0.0385(9) 0.0197(8) 0.0232(9) 0.0161(9)
B4 0.0434(10) 0.0421(10) 0.0531(11) 0.0153(8) 0.0222(9) 0.0152(8)
B5 0.0530(11) 0.0408(10) 0.0446(10) 0.0218(8) 0.0131(8) 0.0141(8)
B6 0.0462(11) 0.0458(10) 0.0526(11) 0.0210(9) 0.0254(9) 0.0078(8)
B7 0.0633(13) 0.0527(12) 0.0441(11) 0.0170(9) 0.0076(10) 0.0102(10)
C8 0.0681(12) 0.0489(10) 0.0512(10) 0.0150(8) 0.0283(9) 0.0151(9)
B9 0.0552(12) 0.0394(10) 0.0579(12) 0.0171(9) 0.0162(10) 0.0166(9)
B10 0.0644(13) 0.0402(10) 0.0562(12) 0.0232(9) 0.0229(10) 0.0072(9)
B11 0.0427(11) 0.0531(12) 0.0629(13) 0.0205(10) 0.0127(10) 0.0037(9)
B12 0.0613(13) 0.0406(10) 0.0512(11) 0.0128(9) 0.0153(10) 0.0070(9)
C13 0.0470(9) 0.0383(8) 0.0413(8) 0.0162(7) 0.0205(7) 0.0137(7)
C14 0.0468(9) 0.0331(7) 0.0380(8) 0.0111(6) 0.0174(7) 0.0117(7)
C15 0.0490(9) 0.0338(8) 0.0390(8) 0.0074(6) 0.0159(7) 0.0117(7)
C16 0.0578(11) 0.0529(10) 0.0485(10) 0.0171(8) 0.0108(8) 0.0151(9)
C17 0.0654(13) 0.0715(13) 0.0525(11) 0.0162(10) 0.0060(9) 0.0276(11)
C18 0.0505(12) 0.0778(14) 0.0584(12) -0.0005(10) 0.0064(9) 0.0246(11)
C19 0.0468(11) 0.0555(11) 0.0673(12) 0.0003(10) 0.0182(9) 0.0067(9)
C20 0.0482(10) 0.0370(8) 0.0492(9) 0.0033(7) 0.0196(8) 0.0082(7)
C21 0.0633(12) 0.0381(9) 0.0624(11) 0.0140(8) 0.0327(10) 0.0042(8)
C22 0.0689(12) 0.0312(8) 0.0460(9) 0.0119(7) 0.0259(9) 0.0120(8)
C23 0.1022(17) 0.0383(9) 0.0559(11) 0.0207(8) 0.0350(12) 0.0148(10)
C24 0.1147(19) 0.0467(10) 0.0482(11) 0.0223(9) 0.0189(12) 0.0297(12)
C25 0.0866(15) 0.0532(11) 0.0535(11) 0.0195(9) 0.0082(10) 0.0282(11)
C26 0.0610(12) 0.0465(10) 0.0544(10) 0.0208(8) 0.0135(9) 0.0170(8)
C27 0.0555(10) 0.0320(8) 0.0409(8) 0.0111(6) 0.0196(7) 0.0144(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
C1 B2 1.727(2) . ?
C1 B3 1.704(2) . ?
C1 B4 1.706(2) . ?
C1 B5 1.723(2) . ?
C1 B6 1.719(2) . ?
C1 C13 1.538(2) . ?
B2 H2 1.1000 . ?
B2 B3 1.765(3) . ?
B2 B6 1.765(3) . ?
B2 B7 1.760(3) . ?
B2 B11 1.771(3) . ?
B3 H3 1.1000 . ?
B3 B4 1.773(3) . ?
B3 B7 1.766(3) . ?
B3 C8 1.704(3) . ?
B4 H4 1.1000 . ?
B4 B5 1.762(3) . ?
B4 C8 1.704(3) . ?
B4 B9 1.755(3) . ?
B5 H5 1.1000 . ?
B5 B6 1.771(3) . ?
B5 B9 1.743(3) . ?
B5 B10 1.771(3) . ?
B6 H6 1.1000 . ?
B6 B10 1.774(3) . ?
B6 B11 1.768(3) . ?
B7 H7 1.1000 . ?
B7 C8 1.712(3) . ?
B7 B11 1.775(3) . ?
B7 B12 1.767(3) . ?
C8 H8 1.1000 . ?
C8 B9 1.694(3) . ?
C8 B12 1.723(3) . ?
B9 H9 1.1000 . ?
B9 B10 1.755(3) . ?
B9 B12 1.765(3) . ?
B10 H10 1.1000 . ?
B10 B11 1.778(3) . ?
B10 B12 1.765(3) . ?
B11 H11 1.1000 . ?
B11 B12 1.766(3) . ?
B12 H12 1.1000 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.515(2) . ?
C14 C15 1.413(2) . ?
C14 C27 1.411(2) . ?
C15 C16 1.427(2) . ?
C15 C20 1.434(2) . ?
C16 H16 0.9300 . ?
C16 C17 1.353(3) . ?
C17 H17 0.9300 . ?
C17 C18 1.409(3) . ?
C18 H18 0.9300 . ?
C18 C19 1.342(3) . ?
C19 H19 0.9300 . ?
C19 C20 1.430(3) . ?
C20 C21 1.389(3) . ?
C21 H21 0.9300 . ?
C21 C22 1.387(3) . ?
C22 C23 1.432(3) . ?
C22 C27 1.439(2) . ?
C23 H23 0.9300 . ?
C23 C24 1.342(3) . ?
C24 H24 0.9300 . ?
C24 C25 1.408(3) . ?
C25 H25 0.9300 . ?
C25 C26 1.357(2) . ?
C26 H26 0.9300 . ?
C26 C27 1.424(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
B3 C1 B2 61.92(11) . . ?
B3 C1 B4 62.63(11) . . ?
B3 C1 B5 113.03(12) . . ?
B3 C1 B6 112.55(13) . . ?
B4 C1 B2 113.26(13) . . ?
B4 C1 B5 61.82(10) . . ?
B4 C1 B6 112.78(12) . . ?
B5 C1 B2 112.54(13) . . ?
B6 C1 B2 61.60(11) . . ?
B6 C1 B5 61.91(11) . . ?
C13 C1 B2 117.94(12) . . ?
C13 C1 B3 121.28(12) . . ?
C13 C1 B4 121.07(13) . . ?
C13 C1 B5 117.88(13) . . ?
C13 C1 B6 115.90(12) . . ?
C1 B2 H2 124.3 . . ?
C1 B2 B3 58.40(10) . . ?
C1 B2 B6 58.98(10) . . ?
C1 B2 B7 105.15(14) . . ?
C1 B2 B11 105.71(14) . . ?
B3 B2 H2 121.7 . . ?
B3 B2 B11 108.45(14) . . ?
B6 B2 H2 121.7 . . ?
B6 B2 B3 107.53(14) . . ?
B6 B2 B11 60.00(12) . . ?
B7 B2 H2 122.2 . . ?
B7 B2 B3 60.12(12) . . ?
B7 B2 B6 107.92(14) . . ?
B7 B2 B11 60.38(12) . . ?
B11 B2 H2 121.8 . . ?
C1 B3 B2 59.68(10) . . ?
C1 B3 H3 124.4 . . ?
C1 B3 B4 58.75(10) . . ?
C1 B3 B7 105.88(13) . . ?
C1 B3 C8 102.45(12) . . ?
B2 B3 H3 121.8 . . ?
B2 B3 B4 108.29(13) . . ?
B2 B3 B7 59.79(12) . . ?
B4 B3 H3 121.4 . . ?
B7 B3 H3 121.8 . . ?
B7 B3 B4 108.11(13) . . ?
C8 B3 B2 105.21(13) . . ?
C8 B3 H3 125.0 . . ?
C8 B3 B4 58.66(11) . . ?
C8 B3 B7 59.10(11) . . ?
C1 B4 B3 58.62(10) . . ?
C1 B4 H4 124.6 . . ?
C1 B4 B5 59.57(10) . . ?
C1 B4 B9 105.05(13) . . ?
B3 B4 H4 121.7 . . ?
B5 B4 B3 107.95(13) . . ?
B5 B4 H4 122.0 . . ?
C8 B4 C1 102.36(13) . . ?
C8 B4 B3 58.66(11) . . ?
C8 B4 H4 125.0 . . ?
C8 B4 B5 104.94(13) . . ?
C8 B4 B9 58.64(11) . . ?
B9 B4 B3 107.22(14) . . ?
B9 B4 H4 122.6 . . ?
B9 B4 B5 59.42(11) . . ?
C1 B5 B4 58.61(9) . . ?
C1 B5 H5 124.3 . . ?
C1 B5 B6 58.93(10) . . ?
C1 B5 B9 104.83(13) . . ?
C1 B5 B10 105.76(14) . . ?
B4 B5 H5 121.5 . . ?
B4 B5 B6 107.72(13) . . ?
B4 B5 B10 108.52(14) . . ?
B6 B5 H5 121.8 . . ?
B6 B5 B10 60.11(12) . . ?
B9 B5 B4 60.09(11) . . ?
B9 B5 H5 122.7 . . ?
B9 B5 B6 107.36(14) . . ?
B9 B5 B10 59.93(11) . . ?
B10 B5 H5 121.8 . . ?
C1 B6 B2 59.41(10) . . ?
C1 B6 B5 59.16(10) . . ?
C1 B6 H6 123.7 . . ?
C1 B6 B10 105.82(13) . . ?
C1 B6 B11 106.17(13) . . ?
B2 B6 B5 108.51(13) . . ?
B2 B6 H6 121.2 . . ?
B2 B6 B10 108.39(14) . . ?
B2 B6 B11 60.18(12) . . ?
B5 B6 H6 121.4 . . ?
B5 B6 B10 59.95(11) . . ?
B10 B6 H6 122.1 . . ?
B11 B6 B5 108.41(14) . . ?
B11 B6 H6 121.8 . . ?
B11 B6 B10 60.25(12) . . ?
B2 B7 B3 60.09(11) . . ?
B2 B7 H7 122.3 . . ?
B2 B7 B11 60.13(12) . . ?
B2 B7 B12 108.02(14) . . ?
B3 B7 H7 121.4 . . ?
B3 B7 B11 108.23(14) . . ?
B3 B7 B12 108.28(15) . . ?
C8 B7 B2 105.10(14) . . ?
C8 B7 B3 58.66(11) . . ?
C8 B7 H7 124.3 . . ?
C8 B7 B11 105.34(15) . . ?
C8 B7 B12 59.33(12) . . ?
B11 B7 H7 122.2 . . ?
B12 B7 H7 121.4 . . ?
B12 B7 B11 59.79(12) . . ?
B3 C8 B4 62.68(11) . . ?
B3 C8 B7 62.24(12) . . ?
B3 C8 H8 118.4 . . ?
B3 C8 B12 113.34(14) . . ?
B4 C8 B7 113.96(14) . . ?
B4 C8 H8 117.9 . . ?
B4 C8 B12 113.80(14) . . ?
B7 C8 H8 118.6 . . ?
B7 C8 B12 61.93(12) . . ?
B9 C8 B3 113.35(13) . . ?
B9 C8 B4 62.18(11) . . ?
B9 C8 B7 113.02(14) . . ?
B9 C8 H8 118.8 . . ?
B9 C8 B12 62.18(12) . . ?
B12 C8 H8 118.5 . . ?
B4 B9 H9 120.7 . . ?
B4 B9 B10 109.57(14) . . ?
B4 B9 B12 109.30(14) . . ?
B5 B9 B4 60.49(11) . . ?
B5 B9 H9 121.6 . . ?
B5 B9 B10 60.83(12) . . ?
B5 B9 B12 109.11(15) . . ?
C8 B9 B4 59.18(11) . . ?
C8 B9 B5 106.20(13) . . ?
C8 B9 H9 123.7 . . ?
C8 B9 B10 106.52(15) . . ?
C8 B9 B12 59.70(11) . . ?
B10 B9 H9 121.4 . . ?
B10 B9 B12 60.20(12) . . ?
B12 B9 H9 120.8 . . ?
B5 B10 B6 59.94(11) . . ?
B5 B10 H10 121.8 . . ?
B5 B10 B11 107.97(13) . . ?
B6 B10 H10 122.4 . . ?
B6 B10 B11 59.71(12) . . ?
B9 B10 B5 59.24(11) . . ?
B9 B10 B6 106.69(13) . . ?
B9 B10 H10 122.4 . . ?
B9 B10 B11 107.52(14) . . ?
B9 B10 B12 60.16(12) . . ?
B11 B10 H10 121.8 . . ?
B12 B10 B5 107.80(14) . . ?
B12 B10 B6 107.23(14) . . ?
B12 B10 H10 121.8 . . ?
B12 B10 B11 59.78(12) . . ?
B2 B11 B7 59.50(12) . . ?
B2 B11 B10 107.94(14) . . ?
B2 B11 H11 121.9 . . ?
B6 B11 B2 59.82(11) . . ?
B6 B11 B7 107.08(14) . . ?
B6 B11 B10 60.04(12) . . ?
B6 B11 H11 122.1 . . ?
B7 B11 B10 107.53(15) . . ?
B7 B11 H11 122.3 . . ?
B10 B11 H11 121.7 . . ?
B12 B11 B2 107.58(14) . . ?
B12 B11 B6 107.48(15) . . ?
B12 B11 B7 59.87(12) . . ?
B12 B11 B10 59.77(12) . . ?
B12 B11 H11 122.0 . . ?
B7 B12 H12 121.5 . . ?
C8 B12 B7 58.74(12) . . ?
C8 B12 B9 58.12(11) . . ?
C8 B12 B10 104.85(14) . . ?
C8 B12 B11 105.31(14) . . ?
C8 B12 H12 124.6 . . ?
B9 B12 B7 107.09(14) . . ?
B9 B12 B10 59.64(12) . . ?
B9 B12 B11 107.63(14) . . ?
B9 B12 H12 122.3 . . ?
B10 B12 B7 108.44(15) . . ?
B10 B12 B11 60.45(12) . . ?
B10 B12 H12 122.1 . . ?
B11 B12 B7 60.34(12) . . ?
B11 B12 H12 121.9 . . ?
C1 C13 H13A 108.0 . . ?
C1 C13 H13B 108.0 . . ?
H13A C13 H13B 107.2 . . ?
C14 C13 C1 117.28(12) . . ?
C14 C13 H13A 108.0 . . ?
C14 C13 H13B 108.0 . . ?
C15 C14 C13 120.08(14) . . ?
C27 C14 C13 119.79(14) . . ?
C27 C14 C15 120.04(14) . . ?
C14 C15 C16 123.65(15) . . ?
C14 C15 C20 119.67(15) . . ?
C16 C15 C20 116.67(16) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 122.00(18) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 119.6 . . ?
C16 C17 C18 120.8(2) . . ?
C18 C17 H17 119.6 . . ?
C17 C18 H18 120.1 . . ?
C19 C18 C17 119.86(19) . . ?
C19 C18 H18 120.1 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.50(19) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C15 119.11(17) . . ?
C21 C20 C15 119.37(16) . . ?
C21 C20 C19 121.49(17) . . ?
C20 C21 H21 119.0 . . ?
C22 C21 C20 121.95(16) . . ?
C22 C21 H21 119.0 . . ?
C21 C22 C23 121.61(17) . . ?
C21 C22 C27 119.42(16) . . ?
C23 C22 C27 118.90(18) . . ?
C22 C23 H23 119.3 . . ?
C24 C23 C22 121.41(19) . . ?
C24 C23 H23 119.3 . . ?
C23 C24 H24 120.0 . . ?
C23 C24 C25 120.08(18) . . ?
C25 C24 H24 120.0 . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.9(2) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.1 . . ?
C25 C26 C27 121.74(18) . . ?
C27 C26 H26 119.1 . . ?
C14 C27 C22 119.45(16) . . ?
C14 C27 C26 123.54(15) . . ?
C26 C27 C22 116.99(15) . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
cm1.res created by SHELXL-2014/7
TITL CM1 in P-1
CELL 0.71073 6.9712 11.7604 12.9797 107.511 102.996 102.125
ZERR 2 0.0005 0.0007 0.0006 0.002 0.003 0.003
LATT 1
SFAC C H B
UNIT 34 44 20
L.S. 10
PLAN 20
SIZE 0.14 0.12 0.1
BOND $H
LIST 4
fmap 2
acta
SHEL 999 0.77
REM
REM
REM
WGHT 0.076600 0.191100
FVAR 1.99526
C1 1 0.595014 0.480299 0.732025 11.00000 0.03773 0.03911 =
0.03794 0.01936 0.01721 0.01255
B2 3 0.833850 0.536354 0.834043 11.00000 0.04102 0.05292 =
0.05194 0.02121 0.00946 0.01539
AFIX 153
H2 2 0.938376 0.479906 0.845980 11.00000 -1.20000
AFIX 0
B3 3 0.603230 0.513741 0.870418 11.00000 0.06406 0.04446 =
0.03855 0.01969 0.02317 0.01613
AFIX 153
H3 2 0.557147 0.443177 0.906949 11.00000 -1.20000
AFIX 0
B4 3 0.418186 0.547495 0.775214 11.00000 0.04340 0.04211 =
0.05309 0.01527 0.02224 0.01515
AFIX 153
H4 2 0.252263 0.499104 0.749996 11.00000 -1.20000
AFIX 0
B5 3 0.534482 0.591326 0.680105 11.00000 0.05301 0.04076 =
0.04461 0.02179 0.01312 0.01409
AFIX 153
H5 2 0.444427 0.570744 0.591883 11.00000 -1.20000
AFIX 0
B6 3 0.790607 0.583387 0.716060 11.00000 0.04617 0.04580 =
0.05262 0.02100 0.02542 0.00776
AFIX 153
H6 2 0.866747 0.556787 0.650783 11.00000 -1.20000
AFIX 0
B7 3 0.809712 0.652095 0.949084 11.00000 0.06330 0.05271 =
0.04412 0.01699 0.00764 0.01024
AFIX 153
H7 2 0.897286 0.672413 1.037689 11.00000 -1.20000
AFIX 0
C8 1 0.561203 0.656104 0.905909 11.00000 0.06808 0.04888 =
0.05123 0.01500 0.02835 0.01514
AFIX 153
H8 2 0.482394 0.680655 0.970227 11.00000 -1.20000
AFIX 0
B9 3 0.514046 0.705668 0.795551 11.00000 0.05519 0.03938 =
0.05787 0.01708 0.01617 0.01658
AFIX 153
H9 2 0.408552 0.761715 0.784273 11.00000 -1.20000
AFIX 0
B10 3 0.742140 0.729987 0.758328 11.00000 0.06443 0.04017 =
0.05622 0.02321 0.02286 0.00717
AFIX 153
H10 2 0.786928 0.800584 0.721613 11.00000 -1.20000
AFIX 0
B11 3 0.927923 0.695844 0.853417 11.00000 0.04268 0.05313 =
0.06293 0.02054 0.01269 0.00371
AFIX 153
H11 2 1.093894 0.744012 0.878441 11.00000 -1.20000
AFIX 0
B12 3 0.755100 0.771906 0.902810 11.00000 0.06129 0.04056 =
0.05124 0.01277 0.01531 0.00696
AFIX 153
H12 2 0.807405 0.869941 0.961214 11.00000 -1.20000
AFIX 0
C13 1 0.528712 0.344558 0.648126 11.00000 0.04700 0.03830 =
0.04131 0.01615 0.02052 0.01370
AFIX 23
H13A 2 0.485604 0.344860 0.571781 11.00000 -1.20000
H13B 2 0.649026 0.314916 0.655281 11.00000 -1.20000
AFIX 0
C14 1 0.357577 0.251039 0.660296 11.00000 0.04680 0.03306 =
0.03799 0.01110 0.01741 0.01167
C15 1 0.150300 0.226982 0.597014 11.00000 0.04901 0.03377 =
0.03901 0.00738 0.01586 0.01170
C16 1 0.088279 0.287313 0.520466 11.00000 0.05784 0.05293 =
0.04846 0.01707 0.01084 0.01508
AFIX 43
H16 2 0.187607 0.348902 0.513855 11.00000 -1.20000
AFIX 0
C17 1 -0.110614 0.257616 0.457240 11.00000 0.06541 0.07153 =
0.05254 0.01615 0.00599 0.02761
AFIX 43
H17 2 -0.145091 0.298440 0.407784 11.00000 -1.20000
AFIX 0
C18 1 -0.266184 0.165617 0.465375 11.00000 0.05052 0.07782 =
0.05844 -0.00047 0.00636 0.02459
AFIX 43
H18 2 -0.402038 0.145005 0.420571 11.00000 -1.20000
AFIX 0
C19 1 -0.217891 0.107779 0.537936 11.00000 0.04679 0.05550 =
0.06731 0.00030 0.01815 0.00672
AFIX 43
H19 2 -0.321967 0.048204 0.543666 11.00000 -1.20000
AFIX 0
C20 1 -0.009999 0.135701 0.606636 11.00000 0.04817 0.03697 =
0.04922 0.00328 0.01962 0.00817
C21 1 0.040716 0.073596 0.679600 11.00000 0.06330 0.03806 =
0.06242 0.01395 0.03268 0.00419
AFIX 43
H21 2 -0.064299 0.016572 0.687485 11.00000 -1.20000
AFIX 0
C22 1 0.243312 0.094106 0.741039 11.00000 0.06888 0.03118 =
0.04597 0.01189 0.02591 0.01196
C23 1 0.295364 0.024592 0.811079 11.00000 0.10218 0.03829 =
0.05587 0.02070 0.03504 0.01480
AFIX 43
H23 2 0.190343 -0.031623 0.819803 11.00000 -1.20000
AFIX 0
C24 1 0.492484 0.038823 0.864413 11.00000 0.11472 0.04669 =
0.04825 0.02228 0.01895 0.02974
AFIX 43
H24 2 0.522792 -0.007802 0.909001 11.00000 -1.20000
AFIX 0
C25 1 0.653497 0.124292 0.852932 11.00000 0.08657 0.05317 =
0.05349 0.01946 0.00823 0.02815
AFIX 43
H25 2 0.789732 0.132718 0.889233 11.00000 -1.20000
AFIX 0
C26 1 0.612433 0.194520 0.789580 11.00000 0.06104 0.04649 =
0.05444 0.02077 0.01349 0.01704
AFIX 43
H26 2 0.721527 0.251662 0.784849 11.00000 -1.20000
AFIX 0
C27 1 0.406712 0.183013 0.730167 11.00000 0.05546 0.03197 =
0.04087 0.01108 0.01959 0.01440
HKLF 4
REM CM1 in P-1
REM R1 = 0.0577 for 2956 Fo > 4sig(Fo) and 0.0874 for all 4275 data
REM 244 parameters refined using 0 restraints
END
WGHT 0.0766 0.1911
REM Highest difference peak 0.181, deepest hole -0.184, 1-sigma level 0.032
Q1 1 0.3312 0.1384 0.7380 11.00000 0.05 0.18
Q2 1 0.8514 0.6294 0.8779 11.00000 0.05 0.18
Q3 1 0.8211 0.6646 0.7630 11.00000 0.05 0.18
Q4 1 0.4950 0.6257 0.7558 11.00000 0.05 0.18
Q5 1 0.7675 0.5591 0.8975 11.00000 0.05 0.16
Q6 1 0.5845 0.6848 0.7361 11.00000 0.05 0.16
Q7 1 0.0673 0.1801 0.5985 11.00000 0.05 0.15
Q8 1 0.6439 0.5451 0.7011 11.00000 0.05 0.15
Q9 1 0.4317 0.2963 0.6650 11.00000 0.05 0.15
Q10 1 0.8277 0.6960 0.9015 11.00000 0.05 0.14
Q11 1 0.5084 0.5749 0.8430 11.00000 0.05 0.13
Q12 1 0.5319 0.5000 0.7852 11.00000 0.05 0.13
Q13 1 -0.1094 0.1225 0.5662 11.00000 0.05 0.13
Q14 1 0.5697 0.4049 0.6958 11.00000 0.05 0.13
Q15 1 0.1129 0.2724 0.5808 11.00000 0.05 0.12
Q16 1 0.8043 0.6601 1.0376 11.00000 0.05 0.12
Q17 1 0.7750 0.5156 0.6208 11.00000 0.05 0.12
Q18 1 0.3762 0.2398 0.7233 11.00000 0.05 0.12
Q19 1 0.5101 0.5398 0.7230 11.00000 0.05 0.12
Q20 1 -0.2907 0.0167 0.5797 11.00000 0.05 0.12
REM The information below was added by Olex2.
REM
REM R1 = 0.0577 for 2956 Fo > 4sig(Fo) and 0.0874 for all 17018 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.18, deepest hole -0.18
REM Mean Shift 0, Max Shift 0.000.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0874
REM R1_gt = 0.0577
REM wR_ref = 0.1624
REM GOOF = 1.030
REM Shift_max = 0.000
REM Shift_mean = 0
REM Reflections_all = 17018
REM Reflections_gt = 2956
REM Parameters = n/a
REM Hole = -0.18
REM Peak = 0.18
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_CM9
_database_code_depnum_ccdc_archive 'CCDC 1907571'
loop_
_audit_author_name
_audit_author_address
'Duane Choquesillo-Lazarte'
;Laboratorio de Estudios Cristalograficos IACT CSIC
Spain
;
_audit_update_record
;
2019-04-02 deposited with the CCDC. 2019-09-30 downloaded from the CCDC.
;
_audit_creation_date 2018-04-17
_audit_creation_method
;
Olex2 1.2
(compiled 2018.04.03 svn.r3497 for OlexSys, GUI svn.r5486)
;
_shelx_SHELXL_version_number 2016/6
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C17 H20 B10 I2'
_chemical_formula_sum 'C17 H20 B10 I2'
_chemical_formula_weight 586.23
_chemical_absolute_configuration ad
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system orthorhombic
_space_group_IT_number 46
_space_group_name_H-M_alt 'I m a 2'
_space_group_name_Hall 'I 2 -2a'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, z'
'x+1/2, -y, z'
'-x+1/2, y, z'
'x+1/2, y+1/2, z+1/2'
'-x+1/2, -y+1/2, z+1/2'
'x+1, -y+1/2, z+1/2'
'-x+1, y+1/2, z+1/2'
_cell_length_a 13.801(3)
_cell_length_b 25.643(5)
_cell_length_c 6.8626(13)
_cell_angle_alpha 90
_cell_angle_beta 90
_cell_angle_gamma 90
_cell_volume 2428.7(8)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9903
_cell_measurement_temperature 298(2)
_cell_measurement_theta_max 25.14
_cell_measurement_theta_min 2.80
_shelx_estimated_absorpt_T_max 0.782
_shelx_estimated_absorpt_T_min 0.746
_exptl_absorpt_coefficient_mu 2.591
_exptl_absorpt_correction_T_max 0.7452
_exptl_absorpt_correction_T_min 0.3597
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
'SADABS-2016/2 (Bruker,2016/2) was used for absorption correction. wR2(int) was 0.1467 before and 0.0839 after correction. The Ratio of minimum to maximum transmission is 0.4827. The \l/2 correction factor is Not present.'
_exptl_absorpt_special_details ?
_exptl_crystal_colour 'clear light yellow'
_exptl_crystal_colour_lustre clear
_exptl_crystal_colour_modifier light
_exptl_crystal_colour_primary yellow
_exptl_crystal_density_diffrn 1.603
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description prsim
_exptl_crystal_F_000 1112
_exptl_crystal_size_max 0.12
_exptl_crystal_size_mid 0.1
_exptl_crystal_size_min 0.1
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.1082
_diffrn_reflns_av_unetI/netI 0.0709
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.998
_diffrn_reflns_limit_h_max 16
_diffrn_reflns_limit_h_min -16
_diffrn_reflns_limit_k_max 30
_diffrn_reflns_limit_k_min -30
_diffrn_reflns_limit_l_max 8
_diffrn_reflns_limit_l_min -8
_diffrn_reflns_number 20122
_diffrn_reflns_point_group_measured_fraction_full 0.982
_diffrn_reflns_point_group_measured_fraction_max 0.982
_diffrn_reflns_theta_full 25.014
_diffrn_reflns_theta_max 25.014
_diffrn_reflns_theta_min 2.803
_diffrn_ambient_temperature 298(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.998
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator multilayer
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'high brilliance microfocus sealed tube'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.801
_reflns_Friedel_fraction_full 0.963
_reflns_Friedel_fraction_max 0.963
_reflns_number_gt 1780
_reflns_number_total 2215
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'SAINT V8.38A (Bruker, 2016)'
_computing_data_collection 'Bruker Apex3, 2016'
_computing_data_reduction 'SAINT V8.38A (Bruker, 2016)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.661
_refine_diff_density_min -0.783
_refine_diff_density_rms 0.101
_refine_ls_abs_structure_details
;
Flack x determined using 611 quotients [(I+)-(I-)]/[(I+)+(I-)]
(Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack 0.06(3)
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.038
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 142
_refine_ls_number_reflns 2215
_refine_ls_number_restraints 1
_refine_ls_R_factor_all 0.0603
_refine_ls_R_factor_gt 0.0405
_refine_ls_restrained_S_all 1.038
_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^)+(0.0405P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0766
_refine_ls_wR_factor_ref 0.0791
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All B(H) groups, All C(H) groups, All C(H,H) groups
2. Others
Fixed Sof: H9A(0.5) H9B(0.5)
3.a Secondary CH2 refined with riding coordinates:
C9(H9A,H9B)
3.b Aromatic/amide H refined with riding coordinates:
C12(H12), C13(H13), C15(H15), C14(H14), C17(H17)
3.c Boron cage BH refined with riding coordinates:
C8(H8), B2(H2), B4(H4), B3(H3), B5(H5), B7(H7)
;
_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
I1 I 0.39775(3) 0.40956(2) 0.1118(2) 0.0505(2) Uani 1 1 d . . . . .
C8 C 0.250000 0.4758(5) 0.6832(12) 0.037(3) Uani 1 2 d S T P . .
H8 H 0.249999 0.463479 0.836817 0.045 Uiso 1 2 calc RS T P . .
C10 C 0.250000 0.6476(4) 0.5677(13) 0.041(3) Uani 1 2 d S T P . .
C12 C 0.4314(7) 0.6514(3) 0.5682(14) 0.061(3) Uani 1 1 d . . . . .
H12 H 0.434726 0.631890 0.454157 0.073 Uiso 1 1 calc R . . . .
B2 B 0.3137(6) 0.5295(3) 0.6287(16) 0.0367(18) Uani 1 1 d . . . . .
H2 H 0.354746 0.553351 0.733281 0.044 Uiso 1 1 calc R . . . .
C13 C 0.5136(8) 0.6690(4) 0.656(2) 0.082(4) Uani 1 1 d . . . . .
H13 H 0.573042 0.660648 0.600681 0.099 Uiso 1 1 calc R . . . .
C9 C 0.250000 0.6125(5) 0.3913(14) 0.043(3) Uani 1 2 d S T P . .
H9A H 0.306668 0.620537 0.313297 0.051 Uiso 0.5 1 calc R . . . .
H9B H 0.193332 0.620537 0.313297 0.051 Uiso 0.5 1 calc R . . . .
C16 C 0.3392(8) 0.6933(4) 0.8265(13) 0.055(2) Uani 1 1 d . . . . .
C11 C 0.3394(6) 0.6636(3) 0.6553(11) 0.047(2) Uani 1 1 d . . . . .
B6 B 0.3150(6) 0.4568(4) 0.3119(10) 0.034(2) Uani 1 1 d . . . . .
B4 B 0.250000 0.5131(5) 0.2390(15) 0.033(3) Uani 1 2 d S T P . .
H4 H 0.250000 0.526795 0.087132 0.039 Uiso 1 2 calc RS T P . .
C15 C 0.4298(12) 0.7086(4) 0.9100(16) 0.080(3) Uani 1 1 d . . . . .
H15 H 0.430364 0.726107 1.028630 0.096 Uiso 1 1 calc R . . . .
C14 C 0.5129(10) 0.6982(5) 0.821(2) 0.096(4) Uani 1 1 d . . . . .
H14 H 0.570764 0.710989 0.871954 0.115 Uiso 1 1 calc R . . . .
B3 B 0.3552(6) 0.5189(4) 0.3859(10) 0.0315(18) Uani 1 1 d . . . . .
H3 H 0.422940 0.535932 0.330769 0.038 Uiso 1 1 calc R . . . .
B5 B 0.3555(7) 0.4664(4) 0.5561(10) 0.037(2) Uani 1 1 d . . . . .
H5 H 0.422401 0.448921 0.613724 0.044 Uiso 1 1 calc R . . . .
C17 C 0.250000 0.7054(5) 0.9126(17) 0.067(4) Uani 1 2 d S T P . .
H17 H 0.249999 0.722368 1.032481 0.081 Uiso 1 2 calc RS T P . .
C1 C 0.250000 0.5544(4) 0.4343(12) 0.030(2) Uani 1 2 d S T P . .
B7 B 0.250000 0.4281(6) 0.5096(15) 0.036(3) Uani 1 2 d S T P . .
H7 H 0.249999 0.385849 0.537400 0.043 Uiso 1 2 calc RS T P . .
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
I1 0.0501(3) 0.0575(4) 0.0440(3) -0.0202(3) 0.0013(3) 0.0150(2)
C8 0.050(7) 0.037(7) 0.025(4) -0.003(4) 0.000 0.000
C10 0.067(8) 0.015(5) 0.040(7) 0.001(4) 0.000 0.000
C12 0.056(5) 0.041(5) 0.086(8) -0.002(5) -0.010(5) -0.004(4)
B2 0.044(4) 0.041(5) 0.025(4) -0.006(5) -0.008(5) -0.009(4)
C13 0.061(6) 0.042(6) 0.144(12) -0.008(7) -0.026(7) 0.009(5)
C9 0.061(8) 0.024(6) 0.043(6) 0.001(5) 0.000 0.000
C16 0.085(7) 0.021(5) 0.059(5) -0.002(4) -0.017(5) 0.001(5)
C11 0.064(6) 0.022(4) 0.054(6) -0.003(4) -0.006(4) 0.000(4)
B6 0.041(5) 0.034(5) 0.028(4) -0.004(3) -0.004(3) -0.006(4)
B4 0.044(7) 0.022(7) 0.032(5) -0.004(5) 0.000 0.000
C15 0.115(10) 0.039(7) 0.086(7) -0.004(6) -0.052(7) -0.004(7)
C14 0.081(9) 0.045(8) 0.160(12) 0.015(8) -0.068(9) -0.005(7)
B3 0.040(5) 0.027(5) 0.027(4) -0.002(3) 0.001(3) 0.002(4)
B5 0.042(5) 0.041(6) 0.027(4) -0.006(3) -0.001(3) -0.007(4)
C17 0.128(14) 0.022(7) 0.051(7) -0.003(6) 0.000 0.000
C1 0.044(6) 0.024(6) 0.022(4) -0.004(4) 0.000 0.000
B7 0.045(7) 0.030(8) 0.033(6) -0.001(5) 0.000 0.000
_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
I1 B6 2.159(9) . ?
C8 H8 1.1000 . ?
C8 B2 1.677(13) . ?
C8 B2 1.677(13) 4 ?
C8 B5 1.714(10) . ?
C8 B5 1.714(9) 4 ?
C8 B7 1.707(15) . ?
C10 C9 1.508(14) . ?
C10 C11 1.433(10) 4 ?
C10 C11 1.433(10) . ?
C12 H12 0.9300 . ?
C12 C13 1.363(14) . ?
C12 C11 1.438(13) . ?
B2 B2 1.759(16) 4 ?
B2 H2 1.1000 . ?
B2 B3 1.783(14) . ?
B2 B5 1.789(13) . ?
B2 C1 1.722(12) . ?
C13 H13 0.9300 . ?
C13 C14 1.357(18) . ?
C9 H9A 0.9700 . ?
C9 H9B 0.9700 . ?
C9 C1 1.518(16) . ?
C16 C11 1.400(12) . ?
C16 C15 1.430(17) . ?
C16 C17 1.401(11) . ?
B6 B6 1.794(18) 4 ?
B6 B4 1.770(14) . ?
B6 B3 1.759(12) . ?
B6 B5 1.783(10) . ?
B6 B7 1.786(13) . ?
B4 H4 1.1000 . ?
B4 B3 1.773(10) . ?
B4 B3 1.773(10) 4 ?
B4 C1 1.709(14) . ?
C15 H15 0.9300 . ?
C15 C14 1.326(17) . ?
C14 H14 0.9300 . ?
B3 H3 1.1000 . ?
B3 B5 1.782(13) . ?
B3 C1 1.746(10) . ?
B5 H5 1.1000 . ?
B5 B7 1.784(12) . ?
C17 H17 0.9300 . ?
B7 H7 1.1000 . ?
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
B2 C8 H8 116.7 4 . ?
B2 C8 H8 116.7 . . ?
B2 C8 B2 63.3(7) . 4 ?
B2 C8 B5 63.7(5) 4 4 ?
B2 C8 B5 63.7(5) . . ?
B2 C8 B5 116.6(7) 4 . ?
B2 C8 B5 116.6(7) . 4 ?
B2 C8 B7 115.6(6) . . ?
B2 C8 B7 115.6(6) 4 . ?
B5 C8 H8 116.6 4 . ?
B5 C8 H8 116.6 . . ?
B5 C8 B5 116.2(7) . 4 ?
B7 C8 H8 117.6 . . ?
B7 C8 B5 62.9(4) . . ?
B7 C8 B5 62.9(4) . 4 ?
C11 C10 C9 120.5(5) 4 . ?
C11 C10 C9 120.5(5) . . ?
C11 C10 C11 118.9(9) 4 . ?
C13 C12 H12 120.7 . . ?
C13 C12 C11 118.6(9) . . ?
C11 C12 H12 120.7 . . ?
C8 B2 B2 58.4(3) . 4 ?
C8 B2 H2 125.6 . . ?
C8 B2 B3 104.6(6) . . ?
C8 B2 B5 59.2(5) . . ?
C8 B2 C1 102.1(6) . . ?
B2 B2 H2 121.0 4 . ?
B2 B2 B3 108.7(4) 4 . ?
B2 B2 B5 108.8(4) 4 . ?
B3 B2 H2 122.0 . . ?
B3 B2 B5 59.9(5) . . ?
B5 B2 H2 121.3 . . ?
C1 B2 B2 59.3(4) . 4 ?
C1 B2 H2 124.2 . . ?
C1 B2 B3 59.7(5) . . ?
C1 B2 B5 106.5(7) . . ?
C12 C13 H13 118.4 . . ?
C14 C13 C12 123.2(12) . . ?
C14 C13 H13 118.4 . . ?
C10 C9 H9A 108.4 . . ?
C10 C9 H9B 108.4 . . ?
C10 C9 C1 115.4(8) . . ?
H9A C9 H9B 107.5 . . ?
C1 C9 H9A 108.4 . . ?
C1 C9 H9B 108.4 . . ?
C11 C16 C15 118.9(11) . . ?
C11 C16 C17 118.5(9) . . ?
C17 C16 C15 122.6(10) . . ?
C10 C11 C12 121.6(7) . . ?
C16 C11 C10 120.4(8) . . ?
C16 C11 C12 118.0(9) . . ?
B6 B6 I1 121.9(2) 4 . ?
B4 B6 I1 123.1(5) . . ?
B4 B6 B6 59.6(4) . 4 ?
B4 B6 B5 108.2(7) . . ?
B4 B6 B7 107.2(6) . . ?
B3 B6 I1 121.6(5) . . ?
B3 B6 B6 108.4(4) . 4 ?
B3 B6 B4 60.3(5) . . ?
B3 B6 B5 60.4(5) . . ?
B3 B6 B7 108.2(6) . . ?
B5 B6 I1 120.6(6) . . ?
B5 B6 B6 108.3(4) . 4 ?
B5 B6 B7 60.0(5) . . ?
B7 B6 I1 121.2(7) . . ?
B7 B6 B6 59.9(3) . 4 ?
B6 B4 B6 60.9(7) 4 . ?
B6 B4 H4 121.9 4 . ?
B6 B4 H4 121.9 . . ?
B6 B4 B3 59.5(4) 4 4 ?
B6 B4 B3 59.5(4) . . ?
B6 B4 B3 108.8(7) 4 . ?
B6 B4 B3 108.8(7) . 4 ?
B3 B4 H4 120.8 . . ?
B3 B4 H4 120.8 4 . ?
B3 B4 B3 109.8(7) . 4 ?
C1 B4 B6 106.5(6) . . ?
C1 B4 B6 106.5(6) . 4 ?
C1 B4 H4 123.0 . . ?
C1 B4 B3 60.1(4) . 4 ?
C1 B4 B3 60.1(4) . . ?
C16 C15 H15 119.4 . . ?
C14 C15 C16 121.2(11) . . ?
C14 C15 H15 119.4 . . ?
C13 C14 H14 120.0 . . ?
C15 C14 C13 119.9(11) . . ?
C15 C14 H14 120.0 . . ?
B2 B3 H3 122.2 . . ?
B6 B3 B2 107.9(6) . . ?
B6 B3 B4 60.1(5) . . ?
B6 B3 H3 121.9 . . ?
B6 B3 B5 60.5(5) . . ?
B4 B3 B2 106.4(6) . . ?
B4 B3 H3 122.3 . . ?
B4 B3 B5 108.1(6) . . ?
B5 B3 B2 60.2(5) . . ?
B5 B3 H3 121.6 . . ?
C1 B3 B2 58.4(4) . . ?
C1 B3 B6 105.4(6) . . ?
C1 B3 B4 58.1(5) . . ?
C1 B3 H3 124.4 . . ?
C1 B3 B5 105.8(6) . . ?
C8 B5 B2 57.1(6) . . ?
C8 B5 B6 103.4(6) . . ?
C8 B5 B3 103.0(7) . . ?
C8 B5 H5 126.0 . . ?
C8 B5 B7 58.4(5) . . ?
B2 B5 H5 122.5 . . ?
B6 B5 B2 106.6(7) . . ?
B6 B5 H5 123.1 . . ?
B6 B5 B7 60.1(5) . . ?
B3 B5 B2 59.9(5) . . ?
B3 B5 B6 59.1(5) . . ?
B3 B5 H5 123.0 . . ?
B3 B5 B7 107.2(6) . . ?
B7 B5 B2 106.5(7) . . ?
B7 B5 H5 121.7 . . ?
C16 C17 C16 123.0(11) . 4 ?
C16 C17 H17 118.5 4 . ?
C16 C17 H17 118.5 . . ?
B2 C1 B2 61.5(7) 4 . ?
B2 C1 B3 61.9(5) . . ?
B2 C1 B3 112.2(7) 4 . ?
B2 C1 B3 112.2(7) . 4 ?
B2 C1 B3 61.9(5) 4 4 ?
C9 C1 B2 121.0(6) . . ?
C9 C1 B2 121.0(6) . 4 ?
C9 C1 B4 117.1(8) . . ?
C9 C1 B3 118.4(5) . . ?
C9 C1 B3 118.4(5) . 4 ?
B4 C1 B2 112.2(7) . . ?
B4 C1 B2 112.2(7) . 4 ?
B4 C1 B3 61.8(4) . . ?
B4 C1 B3 61.8(4) . 4 ?
B3 C1 B3 112.5(8) . 4 ?
C8 B7 B6 103.6(8) . . ?
C8 B7 B6 103.6(8) . 4 ?
C8 B7 B5 58.8(4) . 4 ?
C8 B7 B5 58.8(4) . . ?
C8 B7 H7 125.8 . . ?
B6 B7 B6 60.3(7) 4 . ?
B6 B7 H7 122.6 4 . ?
B6 B7 H7 122.6 . . ?
B5 B7 B6 108.6(8) 4 . ?
B5 B7 B6 59.9(4) 4 4 ?
B5 B7 B6 108.6(8) . 4 ?
B5 B7 B6 59.9(4) . . ?
B5 B7 B5 109.3(10) . 4 ?
B5 B7 H7 120.7 . . ?
B5 B7 H7 120.7 4 . ?
_shelx_res_file
;
TITL CM9.res in Ima2
d_d.res
created by SHELXL-2016/6 at 11:32:23 on 17-Apr-2018
CELL 0.71073 13.8014 25.6429 6.8626 90 90 90
ZERR 4 0.0027 0.0051 0.0013 0 0 0
LATT -2
SYMM -X,-Y,+Z
SYMM 0.5+X,-Y,+Z
SYMM 0.5-X,+Y,+Z
SFAC C H B I
UNIT 68 80 40 8
L.S. 10
PLAN 2
SIZE 0.12 0.1 0.1
TEMP 25(2)
BOND $H
LIST 4
fmap 2
acta
SHEL 999 0.84
OMIT 2 9 -1
REM
REM
REM
WGHT 0.040500
FVAR 0.26410
I1 4 0.397747 0.409565 0.111760 11.00000 0.05006 0.05754 =
0.04403 -0.02020 0.00134 0.01497
C8 1 0.250000 0.475755 0.683233 10.50000 0.05025 0.03689 =
0.02498 -0.00285 0.00000 0.00000
AFIX 153
H8 2 0.249999 0.463479 0.836817 10.50000 -1.20000
AFIX 0
C10 1 0.250000 0.647555 0.567699 10.50000 0.06711 0.01533 =
0.03953 0.00100 0.00000 0.00000
C12 1 0.431392 0.651406 0.568183 11.00000 0.05607 0.04123 =
0.08624 -0.00199 -0.01018 -0.00427
AFIX 43
H12 2 0.434726 0.631890 0.454157 11.00000 -1.20000
AFIX 0
B2 3 0.313737 0.529469 0.628748 11.00000 0.04425 0.04077 =
0.02503 -0.00552 -0.00767 -0.00869
AFIX 153
H2 2 0.354746 0.553351 0.733281 11.00000 -1.20000
AFIX 0
C13 1 0.513599 0.669036 0.656282 11.00000 0.06123 0.04212 =
0.14398 -0.00819 -0.02599 0.00942
AFIX 43
H13 2 0.573042 0.660648 0.600681 11.00000 -1.20000
AFIX 0
C9 1 0.250000 0.612484 0.391304 10.50000 0.06074 0.02424 =
0.04345 0.00100 0.00000 0.00000
AFIX 23
H9A 2 0.306668 0.620537 0.313297 10.50000 -1.20000
H9B 2 0.193332 0.620537 0.313297 10.50000 -1.20000
AFIX 0
C16 1 0.339180 0.693272 0.826514 11.00000 0.08509 0.02145 =
0.05935 -0.00229 -0.01652 0.00098
C11 1 0.339380 0.663620 0.655283 11.00000 0.06446 0.02152 =
0.05369 -0.00343 -0.00635 0.00023
B6 3 0.314985 0.456839 0.311906 11.00000 0.04134 0.03360 =
0.02831 -0.00420 -0.00408 -0.00610
B4 3 0.250000 0.513057 0.238980 10.50000 0.04382 0.02241 =
0.03206 -0.00409 0.00000 0.00000
AFIX 153
H4 2 0.250000 0.526795 0.087132 10.50000 -1.20000
AFIX 0
C15 1 0.429767 0.708584 0.909986 11.00000 0.11492 0.03851 =
0.08637 -0.00435 -0.05157 -0.00434
AFIX 43
H15 2 0.430364 0.726107 1.028630 11.00000 -1.20000
AFIX 0
C14 1 0.512943 0.698241 0.821221 11.00000 0.08128 0.04501 =
0.16048 0.01536 -0.06826 -0.00482
AFIX 43
H14 2 0.570764 0.710989 0.871954 11.00000 -1.20000
AFIX 0
B3 3 0.355155 0.518858 0.385892 11.00000 0.04032 0.02680 =
0.02741 -0.00249 0.00148 0.00246
AFIX 153
H3 2 0.422940 0.535932 0.330769 11.00000 -1.20000
AFIX 0
B5 3 0.355456 0.466355 0.556080 11.00000 0.04246 0.04130 =
0.02736 -0.00557 -0.00121 -0.00668
AFIX 153
H5 2 0.422401 0.448921 0.613724 11.00000 -1.20000
AFIX 0
C17 1 0.250000 0.705437 0.912636 10.50000 0.12843 0.02213 =
0.05109 -0.00264 0.00000 0.00000
AFIX 43
H17 2 0.249999 0.722368 1.032481 10.50000 -1.20000
AFIX 0
C1 1 0.250000 0.554412 0.434289 10.50000 0.04441 0.02422 =
0.02207 -0.00435 0.00000 0.00000
B7 3 0.250000 0.428097 0.509641 10.50000 0.04499 0.03046 =
0.03279 -0.00089 0.00000 0.00000
AFIX 153
H7 2 0.249999 0.385849 0.537400 10.50000 -1.20000
AFIX 0
HKLF 4
REM CM9.res in Ima2
REM R1 = 0.0405 for 1780 Fo > 4sig(Fo) and 0.0603 for all 2215 data
REM 142 parameters refined using 1 restraints
END
WGHT 0.0405 0.0000
REM Highest difference peak 0.661, deepest hole -0.783, 1-sigma level 0.101
Q1 1 0.4004 0.4479 0.1081 11.00000 0.05 0.66
Q2 1 0.3288 0.4736 0.1087 11.00000 0.05 0.49
;
_shelx_res_checksum 98762
_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_cm3
_database_code_depnum_ccdc_archive 'CCDC 1907570'
loop_
_audit_author_name
_audit_author_address
'Duane Choquesillo-Lazarte'
;Laboratorio de Estudios Cristalograficos IACT CSIC
Spain
;
_audit_update_record
;
2019-04-02 deposited with the CCDC. 2019-09-30 downloaded from the CCDC.
;
_audit_creation_date 2016-11-24
_audit_creation_method
;
Olex2 1.2
(compiled 2016.11.07 svn.r3352 for OlexSys, GUI svn.r5261)
;
_chemical_name_common ?
_chemical_name_systematic ?
_chemical_formula_moiety 'C17 H21 B10 I'
_chemical_formula_sum 'C17 H21 B10 I'
_chemical_formula_weight 460.34
_chemical_melting_point ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
B B 0.0013 0.0007 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 '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 P2(1)/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 9.3190(8)
_cell_length_b 11.7553(6)
_cell_length_c 18.5808(12)
_cell_angle_alpha 90
_cell_angle_beta 94.913(3)
_cell_angle_gamma 90
_cell_volume 2028.0(2)
_cell_formula_units_Z 4
_cell_measurement_reflns_used 9878
_cell_measurement_temperature 293(2)
_cell_measurement_theta_max 27.487
_cell_measurement_theta_min 2.538
_shelx_estimated_absorpt_T_max 0.833
_shelx_estimated_absorpt_T_min 0.798
_exptl_absorpt_coefficient_mu 1.579
_exptl_absorpt_correction_T_max 0.7456
_exptl_absorpt_correction_T_min 0.3448
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details
;
SADABS-2014/5 (Bruker,2014/5) was used for absorption correction.
wR2(int) was 0.1269 before and 0.0595 after correction.
The Ratio of minimum to maximum transmission is 0.4624.
The \l/2 correction factor is Not present.
;
_exptl_absorpt_special_details ?
_exptl_crystal_colour yellow
_exptl_crystal_density_diffrn 1.508
_exptl_crystal_density_meas ?
_exptl_crystal_density_method ?
_exptl_crystal_description block
_exptl_crystal_F_000 904
_exptl_crystal_size_max 0.15
_exptl_crystal_size_mid 0.14
_exptl_crystal_size_min 0.12
_exptl_transmission_factor_max ?
_exptl_transmission_factor_min ?
_diffrn_reflns_av_R_equivalents 0.0387
_diffrn_reflns_av_unetI/netI 0.0330
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 15
_diffrn_reflns_limit_k_min -15
_diffrn_reflns_limit_l_max 24
_diffrn_reflns_limit_l_min -24
_diffrn_reflns_number 21455
_diffrn_reflns_point_group_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.996
_diffrn_reflns_theta_full 25.242
_diffrn_reflns_theta_max 27.495
_diffrn_reflns_theta_min 2.052
_diffrn_ambient_temperature 293(2)
_diffrn_detector_area_resol_mean ?
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type 'Bruker D8 Venture'
_diffrn_measurement_method '\f and \w scans'
_diffrn_radiation_monochromator multilayer
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_source 'high brilliance microfocus sealed tube'
_diffrn_standards_number 0
_reflns_Friedel_coverage 0.000
_reflns_Friedel_fraction_full .
_reflns_Friedel_fraction_max .
_reflns_number_gt 3623
_reflns_number_total 4638
_reflns_special_details
;
Reflections were merged by SHELXL according to the crystal
class for the calculation of statistics and refinement.
_reflns_Friedel_fraction is defined as the number of unique
Friedel pairs measured divided by the number that would be
possible theoretically, ignoring centric projections and
systematic absences.
;
_reflns_threshold_expression 'I > 2\s(I)'
_computing_cell_refinement 'Bruker Apex3, 2016'
_computing_data_collection 'Bruker Apex3, 2016'
_computing_data_reduction 'SAINT v8.37A (Bruker, 2015)'
_computing_molecular_graphics 'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material 'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement 'XL (Sheldrick, 2008)'
_computing_structure_solution 'XS (Sheldrick, 2008)'
_refine_diff_density_max 0.400
_refine_diff_density_min -1.176
_refine_diff_density_rms 0.081
_refine_ls_extinction_coef .
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.123
_refine_ls_hydrogen_treatment constr
_refine_ls_matrix_type full
_refine_ls_number_parameters 253
_refine_ls_number_reflns 4638
_refine_ls_number_restraints 0
_refine_ls_R_factor_all 0.0634
_refine_ls_R_factor_gt 0.0459
_refine_ls_restrained_S_all 1.123
_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^)+(0.0344P)^2^+2.7765P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.0991
_refine_ls_wR_factor_ref 0.1073
_refine_special_details ?
_olex2_refinement_description
;
1. Fixed Uiso
At 1.2 times of:
All B(H) groups, All C(H) groups, All C(H,H) groups
2.a Secondary CH2 refined with riding coordinates:
C13(H13A,H13B)
2.b Aromatic/amide H refined with riding coordinates:
C16(H16), C17(H17), C18(H18), C19(H19), C21(H21), C23(H23), C24(H24),
C25(H25), C26(H26)
2.c Boron cage BH refined with riding coordinates:
B2(H2), B3(H3), B4(H4), B5(H5), B6(H6), B7(H7), C8(H8), B9(H9), B10(H10),
B12(H12)
;
_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
C1 C 0.6613(3) 0.3612(3) 0.37655(16) 0.0314(6) Uani 1 1 d . . . . .
B2 B 0.8309(4) 0.4099(3) 0.40745(19) 0.0335(7) Uani 1 1 d . . . . .
H2 H 0.9161 0.3563 0.4345 0.040 Uiso 1 1 calc R . . . .
B3 B 0.6773(4) 0.4485(3) 0.4502(2) 0.0363(8) Uani 1 1 d . . . . .
H3 H 0.6620 0.4207 0.5056 0.044 Uiso 1 1 calc R . . . .
B4 B 0.5301(4) 0.4606(3) 0.3833(2) 0.0413(9) Uani 1 1 d . . . . .
H4 H 0.4192 0.4410 0.3953 0.050 Uiso 1 1 calc R . . . .
B5 B 0.5934(5) 0.4297(4) 0.2989(2) 0.0491(10) Uani 1 1 d . . . . .
H5 H 0.5243 0.3889 0.2553 0.059 Uiso 1 1 calc R . . . .
B6 B 0.7791(4) 0.3970(3) 0.31362(19) 0.0391(8) Uani 1 1 d . . . . .
H6 H 0.8305 0.3346 0.2799 0.047 Uiso 1 1 calc R . . . .
B7 B 0.8061(5) 0.5538(3) 0.4331(2) 0.0407(8) Uani 1 1 d . . . . .
H7 H 0.8734 0.5956 0.4769 0.049 Uiso 1 1 calc R . . . .
C8 C 0.6264(4) 0.5764(3) 0.4138(2) 0.0481(9) Uani 1 1 d . . . . .
H8 H 0.5737 0.6371 0.4481 0.058 Uiso 1 1 calc R . . . .
B9 B 0.5699(6) 0.5715(4) 0.3247(3) 0.0582(12) Uani 1 1 d . . . . .
H9 H 0.4839 0.6254 0.2987 0.070 Uiso 1 1 calc R . . . .
B10 B 0.7226(6) 0.5338(4) 0.2806(2) 0.0532(11) Uani 1 1 d . . . . .
H10 H 0.7375 0.5618 0.2253 0.064 Uiso 1 1 calc R . . . .
B11 B 0.8692(4) 0.5208(3) 0.3477(2) 0.0390(8) Uani 1 1 d . . . . .
I11 I 1.08939(3) 0.55987(3) 0.32725(2) 0.06455(13) Uani 1 1 d . . . . .
B12 B 0.7395(5) 0.6292(4) 0.3541(2) 0.0499(10) Uani 1 1 d . . . . .
H12 H 0.7644 0.7198 0.3470 0.060 Uiso 1 1 calc R . . . .
C13 C 0.6274(4) 0.2341(3) 0.38439(18) 0.0360(7) Uani 1 1 d . . . . .
H13A H 0.5828 0.2077 0.3383 0.043 Uiso 1 1 calc R . . . .
H13B H 0.7183 0.1941 0.3931 0.043 Uiso 1 1 calc R . . . .
C14 C 0.5322(3) 0.1984(2) 0.44211(17) 0.0340(7) Uani 1 1 d . . . . .
C15 C 0.3823(4) 0.1877(3) 0.42516(19) 0.0382(7) Uani 1 1 d . . . . .
C16 C 0.3110(4) 0.2180(3) 0.3566(2) 0.0531(10) Uani 1 1 d . . . . .
H16 H 0.3652 0.2472 0.3211 0.064 Uiso 1 1 calc R . . . .
C17 C 0.1670(5) 0.2054(4) 0.3418(3) 0.0684(13) Uani 1 1 d . . . . .
H17 H 0.1237 0.2280 0.2971 0.082 Uiso 1 1 calc R . . . .
C18 C 0.0828(5) 0.1585(4) 0.3933(3) 0.0732(15) Uani 1 1 d . . . . .
H18 H -0.0153 0.1474 0.3819 0.088 Uiso 1 1 calc R . . . .
C19 C 0.1435(5) 0.1294(4) 0.4594(3) 0.0631(12) Uani 1 1 d . . . . .
H19 H 0.0859 0.0998 0.4934 0.076 Uiso 1 1 calc R . . . .
C20 C 0.2937(4) 0.1431(3) 0.4781(2) 0.0459(9) Uani 1 1 d . . . . .
C21 C 0.3569(4) 0.1126(3) 0.5454(2) 0.0482(9) Uani 1 1 d . . . . .
H21 H 0.2991 0.0827 0.5791 0.058 Uiso 1 1 calc R . . . .
C22 C 0.5041(4) 0.1250(3) 0.56441(19) 0.0423(8) Uani 1 1 d . . . . .
C23 C 0.5677(5) 0.0945(3) 0.6338(2) 0.0572(11) Uani 1 1 d . . . . .
H23 H 0.5093 0.0667 0.6680 0.069 Uiso 1 1 calc R . . . .
C24 C 0.7111(6) 0.1047(4) 0.6517(2) 0.0626(12) Uani 1 1 d . . . . .
H24 H 0.7504 0.0844 0.6976 0.075 Uiso 1 1 calc R . . . .
C25 C 0.7998(5) 0.1463(3) 0.6003(2) 0.0565(10) Uani 1 1 d . . . . .
H25 H 0.8983 0.1529 0.6125 0.068 Uiso 1 1 calc R . . . .
C26 C 0.7450(4) 0.1768(3) 0.5334(2) 0.0432(8) Uani 1 1 d . . . . .
H26 H 0.8067 0.2042 0.5006 0.052 Uiso 1 1 calc R . . . .
C27 C 0.5935(4) 0.1679(2) 0.51142(18) 0.0357(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
C1 0.0337(16) 0.0334(15) 0.0275(14) -0.0046(12) 0.0049(12) 0.0029(12)
B2 0.0384(19) 0.0300(17) 0.0321(17) -0.0049(14) 0.0037(15) 0.0011(14)
B3 0.045(2) 0.0335(18) 0.0314(17) -0.0080(15) 0.0089(15) 0.0044(15)
B4 0.037(2) 0.038(2) 0.050(2) 0.0016(17) 0.0052(17) 0.0094(15)
B5 0.051(3) 0.061(3) 0.0342(19) 0.0065(19) -0.0026(17) -0.001(2)
B6 0.045(2) 0.046(2) 0.0278(17) -0.0089(15) 0.0078(15) -0.0053(17)
B7 0.053(2) 0.0321(18) 0.0380(19) -0.0063(16) 0.0102(17) -0.0026(16)
C8 0.057(2) 0.0318(17) 0.058(2) -0.0022(16) 0.0175(18) 0.0114(15)
B9 0.060(3) 0.052(3) 0.062(3) 0.017(2) 0.003(2) 0.014(2)
B10 0.066(3) 0.061(3) 0.034(2) 0.0121(19) 0.005(2) -0.003(2)
B11 0.045(2) 0.0376(19) 0.0358(19) -0.0025(16) 0.0098(16) -0.0019(16)
I11 0.0611(2) 0.06363(19) 0.0722(2) -0.01307(14) 0.02502(14) -0.01985(13)
B12 0.062(3) 0.038(2) 0.051(2) 0.0081(18) 0.014(2) 0.0052(19)
C13 0.0368(17) 0.0318(16) 0.0394(17) -0.0100(13) 0.0036(14) 0.0024(13)
C14 0.0354(17) 0.0250(14) 0.0418(17) -0.0081(13) 0.0043(14) 0.0023(12)
C15 0.0357(17) 0.0271(15) 0.0517(19) -0.0124(14) 0.0029(15) 0.0035(13)
C16 0.047(2) 0.049(2) 0.062(2) -0.0137(18) -0.0072(19) 0.0029(17)
C17 0.050(3) 0.059(3) 0.091(3) -0.022(2) -0.020(2) 0.008(2)
C18 0.034(2) 0.058(3) 0.126(5) -0.029(3) -0.005(3) 0.0036(19)
C19 0.043(2) 0.045(2) 0.104(4) -0.020(2) 0.020(2) -0.0029(17)
C20 0.0364(19) 0.0288(16) 0.074(3) -0.0130(17) 0.0133(18) 0.0004(13)
C21 0.055(2) 0.0316(17) 0.061(2) -0.0040(16) 0.0242(19) -0.0052(15)
C22 0.057(2) 0.0236(15) 0.0477(19) -0.0036(14) 0.0122(17) -0.0009(14)
C23 0.087(3) 0.0384(19) 0.048(2) 0.0049(16) 0.013(2) -0.003(2)
C24 0.090(4) 0.048(2) 0.047(2) 0.0043(18) -0.009(2) 0.000(2)
C25 0.062(3) 0.042(2) 0.062(2) -0.0019(18) -0.017(2) 0.0002(18)
C26 0.046(2) 0.0333(17) 0.050(2) 0.0003(15) -0.0019(16) 0.0001(14)
C27 0.0417(18) 0.0210(14) 0.0442(18) -0.0060(13) 0.0028(14) 0.0025(12)
_geom_special_details
;
All esds (except the esd in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell esds are taken
into account individually in the estimation of esds in distances, angles
and torsion angles; correlations between esds in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 B2 1.732(5) . ?
C1 B3 1.707(4) . ?
C1 B4 1.703(5) . ?
C1 B5 1.725(5) . ?
C1 B6 1.723(5) . ?
C1 C13 1.536(4) . ?
B2 H2 1.1000 . ?
B2 B3 1.755(5) . ?
B2 B6 1.775(5) . ?
B2 B7 1.777(5) . ?
B2 B11 1.768(5) . ?
B3 H3 1.1000 . ?
B3 B4 1.776(6) . ?
B3 B7 1.772(6) . ?
B3 C8 1.700(5) . ?
B4 H4 1.1000 . ?
B4 B5 1.761(6) . ?
B4 C8 1.700(6) . ?
B4 B9 1.759(6) . ?
B5 H5 1.1000 . ?
B5 B6 1.771(6) . ?
B5 B9 1.754(7) . ?
B5 B10 1.770(7) . ?
B6 H6 1.1000 . ?
B6 B10 1.785(6) . ?
B6 B11 1.770(5) . ?
B7 H7 1.1000 . ?
B7 C8 1.703(6) . ?
B7 B11 1.781(5) . ?
B7 B12 1.780(6) . ?
C8 H8 1.1000 . ?
C8 B9 1.694(6) . ?
C8 B12 1.711(6) . ?
B9 H9 1.1000 . ?
B9 B10 1.758(7) . ?
B9 B12 1.763(7) . ?
B10 H10 1.1000 . ?
B10 B11 1.776(6) . ?
B10 B12 1.763(7) . ?
B11 I11 2.168(4) . ?
B11 B12 1.768(6) . ?
B12 H12 1.1000 . ?
C13 H13A 0.9700 . ?
C13 H13B 0.9700 . ?
C13 C14 1.509(5) . ?
C14 C15 1.411(5) . ?
C14 C27 1.410(5) . ?
C15 C16 1.431(5) . ?
C15 C20 1.436(5) . ?
C16 H16 0.9300 . ?
C16 C17 1.355(6) . ?
C17 H17 0.9300 . ?
C17 C18 1.402(7) . ?
C18 H18 0.9300 . ?
C18 C19 1.352(7) . ?
C19 H19 0.9300 . ?
C19 C20 1.422(6) . ?
C20 C21 1.382(6) . ?
C21 H21 0.9300 . ?
C21 C22 1.395(5) . ?
C22 C23 1.418(5) . ?
C22 C27 1.435(5) . ?
C23 H23 0.9300 . ?
C23 C24 1.355(7) . ?
C24 H24 0.9300 . ?
C24 C25 1.403(6) . ?
C25 H25 0.9300 . ?
C25 C26 1.352(5) . ?
C26 H26 0.9300 . ?
C26 C27 1.439(5) . ?
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
B3 C1 B2 61.4(2) . . ?
B3 C1 B5 113.0(3) . . ?
B3 C1 B6 112.3(3) . . ?
B4 C1 B2 112.9(2) . . ?
B4 C1 B3 62.8(2) . . ?
B4 C1 B5 61.8(2) . . ?
B4 C1 B6 112.7(3) . . ?
B5 C1 B2 112.4(3) . . ?
B6 C1 B2 61.8(2) . . ?
B6 C1 B5 61.8(2) . . ?
C13 C1 B2 118.6(3) . . ?
C13 C1 B3 120.9(3) . . ?
C13 C1 B4 120.4(3) . . ?
C13 C1 B5 118.0(3) . . ?
C13 C1 B6 116.7(2) . . ?
C1 B2 H2 124.3 . . ?
C1 B2 B3 58.6(2) . . ?
C1 B2 B6 58.8(2) . . ?
C1 B2 B7 105.5(3) . . ?
C1 B2 B11 105.3(3) . . ?
B3 B2 H2 121.7 . . ?
B3 B2 B6 107.6(3) . . ?
B3 B2 B7 60.2(2) . . ?
B3 B2 B11 108.1(3) . . ?
B6 B2 H2 121.6 . . ?
B6 B2 B7 108.3(3) . . ?
B7 B2 H2 121.9 . . ?
B11 B2 H2 122.2 . . ?
B11 B2 B6 59.9(2) . . ?
B11 B2 B7 60.3(2) . . ?
C1 B3 B2 60.03(19) . . ?
C1 B3 H3 124.2 . . ?
C1 B3 B4 58.5(2) . . ?
C1 B3 B7 106.9(3) . . ?
B2 B3 H3 121.6 . . ?
B2 B3 B4 108.3(3) . . ?
B2 B3 B7 60.5(2) . . ?
B4 B3 H3 121.5 . . ?
B7 B3 H3 121.3 . . ?
B7 B3 B4 108.2(3) . . ?
C8 B3 C1 102.1(3) . . ?
C8 B3 B2 105.0(3) . . ?
C8 B3 H3 125.5 . . ?
C8 B3 B4 58.5(2) . . ?
C8 B3 B7 58.7(2) . . ?
C1 B4 B3 58.72(19) . . ?
C1 B4 H4 124.3 . . ?
C1 B4 B5 59.7(2) . . ?
C1 B4 B9 105.8(3) . . ?
B3 B4 H4 121.6 . . ?
B5 B4 B3 108.0(3) . . ?
B5 B4 H4 122.0 . . ?
C8 B4 C1 102.3(3) . . ?
C8 B4 B3 58.5(2) . . ?
C8 B4 H4 125.3 . . ?
C8 B4 B5 104.7(3) . . ?
C8 B4 B9 58.6(3) . . ?
B9 B4 B3 107.5(3) . . ?
B9 B4 H4 122.1 . . ?
B9 B4 B5 59.8(3) . . ?
C1 B5 B4 58.5(2) . . ?
C1 B5 H5 124.2 . . ?
C1 B5 B6 59.0(2) . . ?
C1 B5 B9 105.1(3) . . ?
C1 B5 B10 106.1(3) . . ?
B4 B5 H5 121.7 . . ?
B4 B5 B6 107.7(3) . . ?
B4 B5 B10 108.3(3) . . ?
B6 B5 H5 121.5 . . ?
B9 B5 B4 60.0(3) . . ?
B9 B5 H5 122.5 . . ?
B9 B5 B6 107.9(3) . . ?
B9 B5 B10 59.9(3) . . ?
B10 B5 H5 121.7 . . ?
B10 B5 B6 60.6(3) . . ?
C1 B6 B2 59.3(2) . . ?
C1 B6 B5 59.2(2) . . ?
C1 B6 H6 123.8 . . ?
C1 B6 B10 105.5(3) . . ?
C1 B6 B11 105.6(2) . . ?
B2 B6 H6 121.4 . . ?
B2 B6 B10 107.9(3) . . ?
B5 B6 B2 108.3(3) . . ?
B5 B6 H6 121.6 . . ?
B5 B6 B10 59.7(3) . . ?
B10 B6 H6 122.4 . . ?
B11 B6 B2 59.8(2) . . ?
B11 B6 B5 107.7(3) . . ?
B11 B6 H6 122.4 . . ?
B11 B6 B10 59.9(2) . . ?
B2 B7 H7 123.0 . . ?
B2 B7 B11 59.6(2) . . ?
B2 B7 B12 107.3(3) . . ?
B3 B7 B2 59.3(2) . . ?
B3 B7 H7 122.0 . . ?
B3 B7 B11 106.8(3) . . ?
B3 B7 B12 107.6(3) . . ?
C8 B7 B2 103.9(3) . . ?
C8 B7 B3 58.5(2) . . ?
C8 B7 H7 125.0 . . ?
C8 B7 B11 103.9(3) . . ?
C8 B7 B12 58.8(2) . . ?
B11 B7 H7 123.1 . . ?
B12 B7 H7 121.6 . . ?
B12 B7 B11 59.5(2) . . ?
B3 C8 B4 63.0(2) . . ?
B3 C8 B7 62.8(2) . . ?
B3 C8 H8 117.8 . . ?
B3 C8 B12 114.4(3) . . ?
B4 C8 B7 115.2(3) . . ?
B4 C8 H8 117.6 . . ?
B4 C8 B12 114.3(3) . . ?
B7 C8 H8 117.3 . . ?
B7 C8 B12 62.9(2) . . ?
B9 C8 B3 114.3(3) . . ?
B9 C8 B4 62.4(3) . . ?
B9 C8 B7 114.7(3) . . ?
B9 C8 H8 118.1 . . ?
B9 C8 B12 62.3(3) . . ?
B12 C8 H8 118.1 . . ?
B4 B9 H9 121.0 . . ?
B4 B9 B12 109.0(3) . . ?
B5 B9 B4 60.2(2) . . ?
B5 B9 H9 122.0 . . ?
B5 B9 B10 60.5(3) . . ?
B5 B9 B12 108.7(3) . . ?
C8 B9 B4 59.0(2) . . ?
C8 B9 B5 105.3(3) . . ?
C8 B9 H9 124.3 . . ?
C8 B9 B10 105.5(3) . . ?
C8 B9 B12 59.3(3) . . ?
B10 B9 B4 108.9(3) . . ?
B10 B9 H9 121.9 . . ?
B10 B9 B12 60.1(3) . . ?
B12 B9 H9 120.9 . . ?
B5 B10 B6 59.8(2) . . ?
B5 B10 H10 121.9 . . ?
B5 B10 B11 107.5(3) . . ?
B6 B10 H10 122.2 . . ?
B9 B10 B5 59.6(3) . . ?
B9 B10 B6 107.1(3) . . ?
B9 B10 H10 122.2 . . ?
B9 B10 B11 107.4(3) . . ?
B9 B10 B12 60.1(3) . . ?
B11 B10 B6 59.6(2) . . ?
B11 B10 H10 122.1 . . ?
B12 B10 B5 108.0(3) . . ?
B12 B10 B6 107.6(3) . . ?
B12 B10 H10 121.6 . . ?
B12 B10 B11 59.9(2) . . ?
B2 B11 B6 60.2(2) . . ?
B2 B11 B7 60.1(2) . . ?
B2 B11 B10 108.7(3) . . ?
B2 B11 I11 120.7(2) . . ?
B2 B11 B12 108.3(3) . . ?
B6 B11 B7 108.4(3) . . ?
B6 B11 B10 60.5(2) . . ?
B6 B11 I11 122.6(2) . . ?
B7 B11 I11 120.0(3) . . ?
B10 B11 B7 108.3(3) . . ?
B10 B11 I11 122.8(2) . . ?
B12 B11 B6 108.1(3) . . ?
B12 B11 B7 60.2(2) . . ?
B12 B11 B10 59.7(3) . . ?
B12 B11 I11 121.4(3) . . ?
B7 B12 H12 121.2 . . ?
C8 B12 B7 58.4(2) . . ?
C8 B12 B9 58.3(3) . . ?
C8 B12 B10 104.6(3) . . ?
C8 B12 B11 104.1(3) . . ?
C8 B12 H12 125.3 . . ?
B9 B12 B7 107.7(3) . . ?
B9 B12 B10 59.8(3) . . ?
B9 B12 B11 107.5(3) . . ?
B9 B12 H12 121.9 . . ?
B10 B12 B7 108.8(3) . . ?
B10 B12 B11 60.4(2) . . ?
B10 B12 H12 121.9 . . ?
B11 B12 B7 60.2(2) . . ?
B11 B12 H12 122.5 . . ?
C1 C13 H13A 107.7 . . ?
C1 C13 H13B 107.7 . . ?
H13A C13 H13B 107.1 . . ?
C14 C13 C1 118.4(2) . . ?
C14 C13 H13A 107.7 . . ?
C14 C13 H13B 107.7 . . ?
C15 C14 C13 119.8(3) . . ?
C27 C14 C13 120.2(3) . . ?
C27 C14 C15 119.8(3) . . ?
C14 C15 C16 123.5(3) . . ?
C14 C15 C20 119.7(3) . . ?
C16 C15 C20 116.8(3) . . ?
C15 C16 H16 119.0 . . ?
C17 C16 C15 122.0(4) . . ?
C17 C16 H16 119.0 . . ?
C16 C17 H17 119.8 . . ?
C16 C17 C18 120.5(5) . . ?
C18 C17 H17 119.8 . . ?
C17 C18 H18 119.8 . . ?
C19 C18 C17 120.3(4) . . ?
C19 C18 H18 119.8 . . ?
C18 C19 H19 119.3 . . ?
C18 C19 C20 121.3(4) . . ?
C20 C19 H19 119.3 . . ?
C19 C20 C15 119.0(4) . . ?
C21 C20 C15 119.3(3) . . ?
C21 C20 C19 121.7(4) . . ?
C20 C21 H21 118.8 . . ?
C20 C21 C22 122.4(3) . . ?
C22 C21 H21 118.8 . . ?
C21 C22 C23 122.0(4) . . ?
C21 C22 C27 118.6(3) . . ?
C23 C22 C27 119.4(4) . . ?
C22 C23 H23 119.1 . . ?
C24 C23 C22 121.8(4) . . ?
C24 C23 H23 119.1 . . ?
C23 C24 H24 120.3 . . ?
C23 C24 C25 119.4(4) . . ?
C25 C24 H24 120.3 . . ?
C24 C25 H25 119.3 . . ?
C26 C25 C24 121.3(4) . . ?
C26 C25 H25 119.3 . . ?
C25 C26 H26 119.1 . . ?
C25 C26 C27 121.7(4) . . ?
C27 C26 H26 119.1 . . ?
C14 C27 C22 120.1(3) . . ?
C14 C27 C26 123.5(3) . . ?
C22 C27 C26 116.4(3) . . ?
_shelx_SHELXL_version_number 2014/7
_iucr_refine_instructions_details
;
cm3.res created by SHELXL-2014/7
TITL CM3.res in P2(1)/n
CELL 0.71073 9.319 11.7553 18.5808 90 94.913 90
ZERR 4 0.0008 0.0006 0.0012 0 0.003 0
LATT 1
SYMM 0.5-X,0.5+Y,0.5-Z
SFAC C H B I
UNIT 68 84 40 4
L.S. 10
PLAN 20
SIZE 0.15 0.14 0.12
BOND $H
LIST 4
fmap 2
acta
REM
REM
REM
WGHT 0.034400 2.776500
FVAR 0.42495
C1 1 0.661294 0.361155 0.376548 11.00000 0.03370 0.03337 =
0.02746 -0.00461 0.00494 0.00289
B2 3 0.830923 0.409904 0.407447 11.00000 0.03837 0.03004 =
0.03215 -0.00488 0.00374 0.00109
AFIX 153
H2 2 0.916055 0.356333 0.434478 11.00000 -1.20000
AFIX 0
B3 3 0.677347 0.448475 0.450209 11.00000 0.04510 0.03348 =
0.03137 -0.00797 0.00888 0.00438
AFIX 153
H3 2 0.661951 0.420714 0.505558 11.00000 -1.20000
AFIX 0
B4 3 0.530147 0.460554 0.383314 11.00000 0.03689 0.03760 =
0.04967 0.00158 0.00525 0.00938
AFIX 153
H4 2 0.419235 0.440979 0.395274 11.00000 -1.20000
AFIX 0
B5 3 0.593431 0.429714 0.298863 11.00000 0.05108 0.06103 =
0.03421 0.00655 -0.00264 -0.00095
AFIX 153
H5 2 0.524328 0.388949 0.255308 11.00000 -1.20000
AFIX 0
B6 3 0.779124 0.396980 0.313617 11.00000 0.04454 0.04577 =
0.02778 -0.00888 0.00784 -0.00527
AFIX 153
H6 2 0.830503 0.334590 0.279941 11.00000 -1.20000
AFIX 0
B7 3 0.806091 0.553776 0.433055 11.00000 0.05299 0.03210 =
0.03803 -0.00629 0.01023 -0.00262
AFIX 153
H7 2 0.873350 0.595564 0.476885 11.00000 -1.20000
AFIX 0
C8 1 0.626377 0.576364 0.413793 11.00000 0.05685 0.03176 =
0.05791 -0.00216 0.01754 0.01143
AFIX 153
H8 2 0.573666 0.637054 0.448090 11.00000 -1.20000
AFIX 0
B9 3 0.569904 0.571531 0.324737 11.00000 0.06012 0.05174 =
0.06239 0.01681 0.00290 0.01445
AFIX 153
H9 2 0.483939 0.625390 0.298718 11.00000 -1.20000
AFIX 0
B10 3 0.722567 0.533842 0.280621 11.00000 0.06550 0.06090 =
0.03353 0.01210 0.00533 -0.00320
AFIX 153
H10 2 0.737502 0.561804 0.225262 11.00000 -1.20000
AFIX 0
B11 3 0.869174 0.520752 0.347717 11.00000 0.04482 0.03757 =
0.03582 -0.00252 0.00984 -0.00192
I11 4 1.089389 0.559869 0.327250 11.00000 0.06115 0.06363 =
0.07221 -0.01307 0.02502 -0.01985
B12 3 0.739454 0.629244 0.354094 11.00000 0.06235 0.03785 =
0.05104 0.00806 0.01382 0.00519
AFIX 153
H12 2 0.764419 0.719805 0.347014 11.00000 -1.20000
AFIX 0
C13 1 0.627420 0.234121 0.384395 11.00000 0.03676 0.03183 =
0.03938 -0.00996 0.00356 0.00245
AFIX 23
H13A 2 0.582817 0.207661 0.338339 11.00000 -1.20000
H13B 2 0.718261 0.194089 0.393128 11.00000 -1.20000
AFIX 0
C14 1 0.532180 0.198392 0.442114 11.00000 0.03543 0.02505 =
0.04176 -0.00810 0.00435 0.00231
C15 1 0.382263 0.187670 0.425164 11.00000 0.03570 0.02712 =
0.05171 -0.01243 0.00295 0.00348
C16 1 0.311032 0.217956 0.356556 11.00000 0.04660 0.04901 =
0.06178 -0.01366 -0.00715 0.00291
AFIX 43
H16 2 0.365210 0.247154 0.321055 11.00000 -1.20000
AFIX 0
C17 1 0.167025 0.205361 0.341779 11.00000 0.04997 0.05937 =
0.09142 -0.02223 -0.02034 0.00791
AFIX 43
H17 2 0.123726 0.227960 0.297110 11.00000 -1.20000
AFIX 0
C18 1 0.082801 0.158531 0.393302 11.00000 0.03357 0.05782 =
0.12606 -0.02909 -0.00500 0.00359
AFIX 43
H18 2 -0.015339 0.147434 0.381948 11.00000 -1.20000
AFIX 0
C19 1 0.143530 0.129402 0.459446 11.00000 0.04310 0.04461 =
0.10398 -0.01988 0.01987 -0.00291
AFIX 43
H19 2 0.085919 0.099850 0.493397 11.00000 -1.20000
AFIX 0
C20 1 0.293731 0.143063 0.478113 11.00000 0.03640 0.02882 =
0.07401 -0.01298 0.01331 0.00038
C21 1 0.356895 0.112585 0.545367 11.00000 0.05507 0.03156 =
0.06132 -0.00396 0.02416 -0.00521
AFIX 43
H21 2 0.299140 0.082703 0.579148 11.00000 -1.20000
AFIX 0
C22 1 0.504080 0.125014 0.564411 11.00000 0.05700 0.02360 =
0.04768 -0.00362 0.01216 -0.00092
C23 1 0.567682 0.094524 0.633786 11.00000 0.08686 0.03839 =
0.04768 0.00492 0.01291 -0.00256
AFIX 43
H23 2 0.509312 0.066744 0.667960 11.00000 -1.20000
AFIX 0
C24 1 0.711096 0.104732 0.651671 11.00000 0.09001 0.04833 =
0.04679 0.00433 -0.00928 0.00032
AFIX 43
H24 2 0.750369 0.084407 0.697570 11.00000 -1.20000
AFIX 0
C25 1 0.799828 0.146259 0.600296 11.00000 0.06202 0.04162 =
0.06213 -0.00185 -0.01717 0.00017
AFIX 43
H25 2 0.898343 0.152931 0.612528 11.00000 -1.20000
AFIX 0
C26 1 0.744961 0.176772 0.533354 11.00000 0.04576 0.03330 =
0.04954 0.00027 -0.00191 0.00006
AFIX 43
H26 2 0.806732 0.204199 0.500634 11.00000 -1.20000
AFIX 0
C27 1 0.593543 0.167923 0.511418 11.00000 0.04167 0.02102 =
0.04419 -0.00598 0.00281 0.00253
HKLF 4
REM CM3.res in P2(1)/n
REM R1 = 0.0459 for 3623 Fo > 4sig(Fo) and 0.0634 for all 4638 data
REM 253 parameters refined using 0 restraints
END
WGHT 0.0344 2.7765
REM Highest difference peak 0.400, deepest hole -1.176, 1-sigma level 0.081
Q1 1 1.0234 0.5760 0.3630 11.00000 0.05 0.40
Q2 1 1.1463 0.5673 0.2741 11.00000 0.05 0.32
Q3 1 0.9612 0.2066 0.6640 11.00000 0.05 0.30
Q4 1 0.3131 0.5958 0.3126 11.00000 0.05 0.28
Q5 1 0.7186 0.0332 0.5727 11.00000 0.05 0.27
Q6 1 0.7758 0.1193 0.5616 11.00000 0.05 0.26
Q7 1 0.1650 0.2123 0.2556 11.00000 0.05 0.25
Q8 1 0.6623 0.1742 0.5267 11.00000 0.05 0.25
Q9 1 1.2507 0.5610 0.2701 11.00000 0.05 0.24
Q10 1 0.6037 0.4400 0.4965 11.00000 0.05 0.24
Q11 1 0.5550 0.1350 0.5390 11.00000 0.05 0.23
Q12 1 0.5441 0.3728 0.2783 11.00000 0.05 0.23
Q13 1 0.2872 0.0829 0.3723 11.00000 0.05 0.23
Q14 1 1.2269 0.6050 0.3440 11.00000 0.05 0.23
Q15 1 0.8736 0.2139 0.6903 11.00000 0.05 0.23
Q16 1 0.7388 0.1648 0.6326 11.00000 0.05 0.22
Q17 1 1.0423 0.4249 0.4176 11.00000 0.05 0.22
Q18 1 0.6670 0.5432 0.2226 11.00000 0.05 0.22
Q19 1 0.1408 0.0259 0.3580 11.00000 0.05 0.22
Q20 1 0.4403 0.1021 0.2895 11.00000 0.05 0.22
REM The information below was added by Olex2.
REM
REM R1 = 0.0459 for 3623 Fo > 4sig(Fo) and 0.0634 for all 21994 data
REM n/a parameters refined using n/a restraints
REM Highest difference peak 0.40, deepest hole -1.18
REM Mean Shift 0, Max Shift -0.001.
REM +++ Tabular Listing of Refinement Information +++
REM R1_all = 0.0634
REM R1_gt = 0.0459
REM wR_ref = 0.1073
REM GOOF = 1.123
REM Shift_max = -0.001
REM Shift_mean = 0
REM Reflections_all = 21994
REM Reflections_gt = 3623
REM Parameters = n/a
REM Hole = -1.18
REM Peak = 0.40
REM Flack = n/a
;
_olex2_submission_special_instructions 'No special instructions were received'