#------------------------------------------------------------------------------
#$Date: 2014-03-11 15:38:33 +0000 (Tue, 11 Mar 2014) $
#$Revision: 104837 $
#$URL: svn://www.crystallography.net/cod/cif/2/23/90/2239005.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_2239005
loop_
_publ_author_name
'Rivera, Augusto'
'Jim\'enez-Cruz, Leonardo'
'Bolte, Michael'
_publ_section_title
;
2-[(1H-Benzimidazol-1-yl)methyl]phenol benzene hemisolvate
;
_journal_coeditor_code SJ5381
_journal_issue 2
_journal_name_full 'Acta Crystallographica Section E'
_journal_page_first o177
_journal_paper_doi 10.1107/S1600536814000841
_journal_volume 70
_journal_year 2014
_chemical_formula_iupac 'C14 H12 N2 O, 0.5C6 H6'
_chemical_formula_moiety 'C14 H12 N2 O, 0.5(C6 H6)'
_chemical_formula_sum 'C17 H15 N2 O'
_chemical_formula_weight 263.31
_chemical_name_systematic
;
2-[(1H-Benzimidazol-1-yl)methyl]phenol benzene hemisolvate
;
_space_group_crystal_system triclinic
_space_group_IT_number 2
_space_group_name_Hall '-P 1'
_space_group_name_H-M_alt 'P -1'
_symmetry_space_group_name_Hall '-P 1'
_symmetry_space_group_name_H-M 'P -1'
_atom_sites_solution_hydrogens mixed
_audit_creation_method SHELXL-2013
_cell_angle_alpha 73.098(8)
_cell_angle_beta 69.124(8)
_cell_angle_gamma 62.148(8)
_cell_formula_units_Z 2
_cell_length_a 8.9351(11)
_cell_length_b 9.3268(10)
_cell_length_c 9.9579(11)
_cell_measurement_reflns_used 14234
_cell_measurement_temperature 173(2)
_cell_measurement_theta_max 26.25
_cell_measurement_theta_min 3.58
_cell_volume 677.75(15)
_computing_cell_refinement 'X-AREA (Stoe & Cie, 2001)'
_computing_data_collection 'X-AREA (Stoe & Cie, 2001)'
_computing_data_reduction 'X-AREA (Stoe & Cie, 2001)'
_computing_molecular_graphics 'XP in SHELXTL-Plus (Sheldrick, 2008)'
_computing_publication_material 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXL97 (Sheldrick, 2008)'
_computing_structure_solution 'SHELXS97 (Sheldrick, 2008)'
_diffrn_ambient_temperature 173(2)
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.988
_diffrn_measurement_device_type 'Stoe IPDS II two-circle'
_diffrn_measurement_method \w
_diffrn_radiation_type MoK\a
_diffrn_radiation_wavelength 0.71073
_diffrn_reflns_av_R_equivalents 0.0427
_diffrn_reflns_limit_h_max 10
_diffrn_reflns_limit_h_min -10
_diffrn_reflns_limit_k_max 11
_diffrn_reflns_limit_k_min -11
_diffrn_reflns_limit_l_max 12
_diffrn_reflns_limit_l_min -12
_diffrn_reflns_number 8981
_diffrn_reflns_theta_full 25.000
_diffrn_reflns_theta_max 25.847
_diffrn_reflns_theta_min 3.890
_exptl_absorpt_coefficient_mu 0.082
_exptl_absorpt_correction_T_max 0.990
_exptl_absorpt_correction_T_min 0.967
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(X-AREA; Stoe & Cie, 2001)'
_exptl_crystal_colour 'light brown'
_exptl_crystal_density_diffrn 1.290
_exptl_crystal_description needle
_exptl_crystal_F_000 278
_exptl_crystal_size_max 0.420
_exptl_crystal_size_mid 0.120
_exptl_crystal_size_min 0.120
_refine_diff_density_max 0.196
_refine_diff_density_min -0.166
_refine_ls_extinction_method none
_refine_ls_goodness_of_fit_ref 1.120
_refine_ls_hydrogen_treatment mixed
_refine_ls_matrix_type full
_refine_ls_number_parameters 185
_refine_ls_number_reflns 2591
_refine_ls_number_restraints 0
_refine_ls_restrained_S_all 1.120
_refine_ls_R_factor_all 0.0451
_refine_ls_R_factor_gt 0.0403
_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^)+(0.0390P)^2^+0.2380P] where P=(Fo^2^+2Fc^2^)/3'
_refine_ls_weighting_scheme calc
_refine_ls_wR_factor_gt 0.1053
_refine_ls_wR_factor_ref 0.1077
_reflns_number_gt 2314
_reflns_number_total 2591
_reflns_threshold_expression I>2\s(I)
_iucr_refine_instructions_details
;
TITL ri7 in P-1
CELL 0.71073 8.9351 9.3268 9.9579 73.098 69.124 62.148
ZERR 2.00 0.0011 0.0010 0.0011 0.008 0.008 0.008
LATT 1
SFAC C H N O
UNIT 34 30 4 2
TEMP-100
SIZE .42 .12 .12
REM light brown needle
L.S.10
FMAP2
PLAN10
CONF
ACTA50
HTAB
BOND$H
EQIV $1 x-1,y,z
HTAB O1 N2_$1
WGHT 0.039000 0.238000
FVAR 2.11886
O1 4 0.261632 0.724358 0.001658 11.00000 0.02470 0.04953 =
0.04314 -0.01809 -0.00558 -0.01901
H1 2 0.154921 0.706072 0.023047 11.00000 0.06417
N1 3 0.723132 0.661588 0.072645 11.00000 0.02088 0.03048 =
0.03280 -0.00375 -0.00842 -0.01208
N2 3 0.968889 0.665571 0.078377 11.00000 0.02433 0.03800 =
0.03983 -0.00841 -0.00913 -0.01479
C1 1 0.849115 0.719979 0.007884 11.00000 0.02648 0.03403 =
0.03201 -0.00304 -0.00748 -0.01600
AFIX 43
H1A 2 0.850586 0.793903 -0.080869 11.00000 -1.20000
AFIX 0
C2 1 0.917963 0.563128 0.200309 11.00000 0.02553 0.02739 =
0.03315 -0.00975 -0.00875 -0.00722
C3 1 0.763905 0.559983 0.198174 11.00000 0.02456 0.02461 =
0.03082 -0.00727 -0.00625 -0.00726
C4 1 0.681007 0.468465 0.306952 11.00000 0.03571 0.03072 =
0.04218 -0.00404 -0.00264 -0.01485
AFIX 43
H4 2 0.576640 0.467018 0.303958 11.00000 -1.20000
AFIX 0
C5 1 0.758548 0.380205 0.419063 11.00000 0.05804 0.03090 =
0.03731 -0.00042 -0.00377 -0.01330
AFIX 43
H5 2 0.705720 0.316705 0.496274 11.00000 -1.20000
AFIX 0
C6 1 0.912994 0.381247 0.422671 11.00000 0.06298 0.03274 =
0.03635 -0.00497 -0.02195 -0.00194
AFIX 43
H6 2 0.962734 0.317611 0.501844 11.00000 -1.20000
AFIX 0
C7 1 0.995251 0.471947 0.314664 11.00000 0.03815 0.03587 =
0.04395 -0.01404 -0.02114 -0.00195
AFIX 43
H7 2 1.100012 0.472321 0.317990 11.00000 -1.20000
AFIX 0
C8 1 0.574425 0.698244 0.020120 11.00000 0.02327 0.03777 =
0.03873 -0.01021 -0.01064 -0.01264
AFIX 23
H8A 2 0.571533 0.593976 0.018410 11.00000 -1.20000
H8B 2 0.590765 0.756642 -0.080847 11.00000 -1.20000
AFIX 0
C11 1 0.400930 0.801880 0.112502 11.00000 0.02406 0.02717 =
0.03175 -0.00177 -0.00994 -0.01170
C12 1 0.246393 0.809682 0.099239 11.00000 0.02661 0.02975 =
0.02952 -0.00359 -0.00748 -0.01470
C13 1 0.084966 0.902528 0.184243 11.00000 0.02384 0.03575 =
0.03834 -0.00442 -0.00551 -0.01562
AFIX 43
H13 2 -0.019953 0.910073 0.173284 11.00000 -1.20000
AFIX 0
C14 1 0.076376 0.984090 0.284840 11.00000 0.03132 0.03183 =
0.03273 -0.00524 -0.00232 -0.01195
AFIX 43
H14 2 -0.034107 1.044813 0.344380 11.00000 -1.20000
AFIX 0
C15 1 0.228411 0.977273 0.298754 11.00000 0.04180 0.02940 =
0.03204 -0.00457 -0.01369 -0.01163
AFIX 43
H15 2 0.222791 1.033488 0.367307 11.00000 -1.20000
AFIX 0
C16 1 0.388955 0.887632 0.211703 11.00000 0.03075 0.02940 =
0.03730 -0.00301 -0.01623 -0.01196
AFIX 43
H16 2 0.492993 0.884779 0.220060 11.00000 -1.20000
AFIX 0
C21 1 0.416595 0.927879 0.626944 11.00000 0.04320 0.06422 =
0.04111 -0.00549 -0.00939 -0.03370
AFIX 43
H21 2 0.359594 0.878065 0.714318 11.00000 -1.20000
AFIX 0
C22 1 0.649376 0.904904 0.409365 11.00000 0.03045 0.05857 =
0.05563 -0.03029 -0.00149 -0.01911
AFIX 43
H22 2 0.752920 0.838657 0.347043 11.00000 -1.20000
AFIX 0
C23 1 0.566845 0.832158 0.535381 11.00000 0.03909 0.03845 =
0.07150 -0.00980 -0.02074 -0.01586
AFIX 43
H23 2 0.613110 0.716054 0.559529 11.00000 -1.20000
AFIX 0
HKLF 4
REM ri7 in P-1
REM R1 = 0.0403 for 2314 Fo > 4sig(Fo) and 0.0451 for all 2591 data
REM 185 parameters refined using 0 restraints
END
WGHT 0.0387 0.2398
REM Instructions for potential hydrogen bonds
HTAB O1 N2_$1
EQIV $2 -x+1, -y+1, -z
HTAB C8 O1_$2
REM Highest difference peak 0.196, deepest hole -0.166, 1-sigma level 0.034
Q1 1 0.8557 0.5398 0.1891 11.00000 0.05 0.20
Q2 1 0.9753 0.4952 0.2362 11.00000 0.05 0.16
Q3 1 0.4848 0.7467 0.0821 11.00000 0.05 0.16
Q4 1 0.1670 0.8163 0.1762 11.00000 0.05 0.15
Q5 1 0.7415 0.6056 0.1473 11.00000 0.05 0.15
Q6 1 0.3277 0.8449 0.0809 11.00000 0.05 0.15
Q7 1 0.3357 0.7646 0.1415 11.00000 0.05 0.15
Q8 1 0.7223 0.5208 0.2467 11.00000 0.05 0.14
Q9 1 0.1635 0.8906 0.1153 11.00000 0.05 0.14
Q10 1 0.7550 0.4811 0.2216 11.00000 0.05 0.14
;
_[local]_cod_data_source_file sj5381sup1.cif
_[local]_cod_data_source_block I
_cod_database_code 2239005
_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.
;
_shelx_estimated_absorpt_t_min 0.967
_shelx_estimated_absorpt_t_max 0.990
_shelx_res_checksum 36702
_shelxl_version_number 2.013
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_site_type_symbol
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_calc_flag
_atom_site_occupancy
O O1 0.26163(13) 0.72436(14) 0.00166(12) 0.0358(3) Uani d 1
H H1 0.155(3) 0.706(3) 0.023(2) 0.064(6) Uiso d 1
N N1 0.72313(15) 0.66159(14) 0.07264(13) 0.0272(3) Uani d 1
N N2 0.96889(15) 0.66557(15) 0.07838(14) 0.0323(3) Uani d 1
C C1 0.84911(18) 0.71998(18) 0.00788(16) 0.0298(3) Uani d 1
H H1A 0.8506 0.7939 -0.0809 0.036 Uiso calc 1
C C2 0.91796(18) 0.56313(17) 0.20031(15) 0.0286(3) Uani d 1
C C3 0.76391(18) 0.55998(16) 0.19817(15) 0.0274(3) Uani d 1
C C4 0.6810(2) 0.46847(19) 0.30695(17) 0.0383(4) Uani d 1
H H4 0.5766 0.4670 0.3040 0.046 Uiso calc 1
C C5 0.7585(3) 0.3802(2) 0.41906(19) 0.0478(4) Uani d 1
H H5 0.7057 0.3167 0.4963 0.057 Uiso calc 1
C C6 0.9130(3) 0.3812(2) 0.42267(18) 0.0487(5) Uani d 1
H H6 0.9627 0.3176 0.5018 0.058 Uiso calc 1
C C7 0.9953(2) 0.47195(19) 0.31466(18) 0.0397(4) Uani d 1
H H7 1.1000 0.4723 0.3180 0.048 Uiso calc 1
C C8 0.57443(18) 0.69824(19) 0.02012(16) 0.0313(3) Uani d 1
H H8A 0.5715 0.5940 0.0184 0.038 Uiso calc 1
H H8B 0.5908 0.7566 -0.0808 0.038 Uiso calc 1
C C11 0.40093(17) 0.80188(16) 0.11250(15) 0.0270(3) Uani d 1
C C12 0.24639(18) 0.80968(17) 0.09924(15) 0.0274(3) Uani d 1
C C13 0.08497(18) 0.90253(18) 0.18424(16) 0.0322(3) Uani d 1
H H13 -0.0200 0.9101 0.1733 0.039 Uiso calc 1
C C14 0.0764(2) 0.98409(18) 0.28484(16) 0.0341(3) Uani d 1
H H14 -0.0341 1.0448 0.3444 0.041 Uiso calc 1
C C15 0.2284(2) 0.97727(18) 0.29875(16) 0.0344(3) Uani d 1
H H15 0.2228 1.0335 0.3673 0.041 Uiso calc 1
C C16 0.38896(19) 0.88763(17) 0.21170(16) 0.0309(3) Uani d 1
H H16 0.4930 0.8848 0.2201 0.037 Uiso calc 1
C C21 0.4166(2) 0.9279(2) 0.62694(19) 0.0456(4) Uani d 1
H H21 0.3596 0.8781 0.7143 0.055 Uiso calc 1
C C22 0.6494(2) 0.9049(2) 0.4094(2) 0.0455(4) Uani d 1
H H22 0.7529 0.8387 0.3470 0.055 Uiso calc 1
C C23 0.5668(2) 0.8322(2) 0.5354(2) 0.0474(4) Uani d 1
H H23 0.6131 0.7161 0.5595 0.057 Uiso calc 1
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
O1 0.0247(5) 0.0495(7) 0.0431(6) -0.0190(5) -0.0056(4) -0.0181(5)
N1 0.0209(6) 0.0305(6) 0.0328(6) -0.0121(5) -0.0084(5) -0.0038(5)
N2 0.0243(6) 0.0380(7) 0.0398(7) -0.0148(5) -0.0091(5) -0.0084(5)
C1 0.0265(7) 0.0340(7) 0.0320(7) -0.0160(6) -0.0075(6) -0.0030(6)
C2 0.0255(7) 0.0274(7) 0.0331(7) -0.0072(5) -0.0087(6) -0.0098(6)
C3 0.0246(7) 0.0246(6) 0.0308(7) -0.0073(5) -0.0062(5) -0.0073(5)
C4 0.0357(8) 0.0307(8) 0.0422(9) -0.0149(6) -0.0026(7) -0.0040(6)
C5 0.0580(11) 0.0309(8) 0.0373(9) -0.0133(8) -0.0038(8) -0.0004(7)
C6 0.0630(12) 0.0327(8) 0.0364(9) -0.0019(8) -0.0219(8) -0.0050(7)
C7 0.0381(8) 0.0359(8) 0.0440(9) -0.0020(7) -0.0211(7) -0.0140(7)
C8 0.0233(7) 0.0378(8) 0.0387(8) -0.0126(6) -0.0106(6) -0.0102(6)
C11 0.0241(7) 0.0272(7) 0.0318(7) -0.0117(5) -0.0099(5) -0.0018(5)
C12 0.0266(7) 0.0298(7) 0.0295(7) -0.0147(6) -0.0075(5) -0.0036(5)
C13 0.0238(7) 0.0357(8) 0.0383(8) -0.0156(6) -0.0055(6) -0.0044(6)
C14 0.0313(8) 0.0318(7) 0.0327(8) -0.0119(6) -0.0023(6) -0.0052(6)
C15 0.0418(8) 0.0294(7) 0.0320(7) -0.0116(6) -0.0137(6) -0.0046(6)
C16 0.0308(7) 0.0294(7) 0.0373(8) -0.0120(6) -0.0162(6) -0.0030(6)
C21 0.0432(9) 0.0642(11) 0.0411(9) -0.0337(9) -0.0094(7) -0.0055(8)
C22 0.0305(8) 0.0586(11) 0.0556(10) -0.0191(8) -0.0015(7) -0.0303(9)
C23 0.0391(9) 0.0384(9) 0.0715(12) -0.0159(7) -0.0207(8) -0.0098(8)
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle
C12 O1 H1 . 111.1(12)
C1 N1 C3 . 106.30(12)
C1 N1 C8 . 126.83(12)
C3 N1 C8 . 126.86(12)
C1 N2 C2 . 104.48(11)
N2 C1 N1 . 114.07(13)
N2 C1 H1A . 123.0
N1 C1 H1A . 123.0
N2 C2 C7 . 130.19(14)
N2 C2 C3 . 109.62(12)
C7 C2 C3 . 120.19(14)
N1 C3 C4 . 131.74(14)
N1 C3 C2 . 105.52(12)
C4 C3 C2 . 122.74(14)
C5 C4 C3 . 116.22(16)
C5 C4 H4 . 121.9
C3 C4 H4 . 121.9
C4 C5 C6 . 121.83(16)
C4 C5 H5 . 119.1
C6 C5 H5 . 119.1
C7 C6 C5 . 121.91(15)
C7 C6 H6 . 119.0
C5 C6 H6 . 119.0
C6 C7 C2 . 117.10(16)
C6 C7 H7 . 121.4
C2 C7 H7 . 121.4
N1 C8 C11 . 112.97(11)
N1 C8 H8A . 109.0
C11 C8 H8A . 109.0
N1 C8 H8B . 109.0
C11 C8 H8B . 109.0
H8A C8 H8B . 107.8
C16 C11 C12 . 118.72(13)
C16 C11 C8 . 122.58(12)
C12 C11 C8 . 118.69(12)
O1 C12 C13 . 122.49(12)
O1 C12 C11 . 117.60(12)
C13 C12 C11 . 119.91(13)
C14 C13 C12 . 120.37(13)
C14 C13 H13 . 119.8
C12 C13 H13 . 119.8
C15 C14 C13 . 120.17(13)
C15 C14 H14 . 119.9
C13 C14 H14 . 119.9
C14 C15 C16 . 119.39(13)
C14 C15 H15 . 120.3
C16 C15 H15 . 120.3
C15 C16 C11 . 121.41(13)
C15 C16 H16 . 119.3
C11 C16 H16 . 119.3
C22 C21 C23 2_676 119.45(16)
C22 C21 H21 2_676 120.3
C23 C21 H21 . 120.3
C21 C22 C23 2_676 120.50(16)
C21 C22 H22 2_676 119.8
C23 C22 H22 . 119.8
C22 C23 C21 . 120.05(17)
C22 C23 H23 . 120.0
C21 C23 H23 . 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
O1 C12 . 1.3602(17)
O1 H1 . 0.98(2)
N1 C1 . 1.3531(18)
N1 C3 . 1.3807(19)
N1 C8 . 1.4570(17)
N2 C1 . 1.3101(19)
N2 C2 . 1.390(2)
C1 H1A . 0.9500
C2 C7 . 1.395(2)
C2 C3 . 1.398(2)
C3 C4 . 1.390(2)
C4 C5 . 1.374(3)
C4 H4 . 0.9500
C5 C6 . 1.398(3)
C5 H5 . 0.9500
C6 C7 . 1.379(3)
C6 H6 . 0.9500
C7 H7 . 0.9500
C8 C11 . 1.5114(19)
C8 H8A . 0.9900
C8 H8B . 0.9900
C11 C16 . 1.390(2)
C11 C12 . 1.3999(19)
C12 C13 . 1.391(2)
C13 C14 . 1.386(2)
C13 H13 . 0.9500
C14 C15 . 1.385(2)
C14 H14 . 0.9500
C15 C16 . 1.387(2)
C15 H15 . 0.9500
C16 H16 . 0.9500
C21 C22 2_676 1.370(3)
C21 C23 . 1.383(3)
C21 H21 . 0.9500
C22 C21 2_676 1.370(3)
C22 C23 . 1.375(3)
C22 H22 . 0.9500
C23 H23 . 0.9500
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
O1 H1 N2 1_455 0.98(2) 1.74(2) 2.7200(16) 174(2)
C22 H22 Cg1 . 0.95 3.25 3.868 124
C22 H22 Cg2 . 0.95 3.10 3.844 137
C15 H15 Cg3 . 0.95 3.06 3.761 132
C16 H16 Cg3 . 0.95 3.30 3.883 122
C1 H1A Cg4 2_675 0.95 2.65 3.467 145
C5 H5 Cg4 2_666 0.95 3.17 3.922 138
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion
C2 N2 C1 N1 . -0.25(16)
C3 N1 C1 N2 . 0.43(16)
C8 N1 C1 N2 . -179.40(12)
C1 N2 C2 C7 . -179.68(15)
C1 N2 C2 C3 . -0.02(15)
C1 N1 C3 C4 . 179.49(15)
C8 N1 C3 C4 . -0.7(2)
C1 N1 C3 C2 . -0.40(14)
C8 N1 C3 C2 . 179.42(12)
N2 C2 C3 N1 . 0.27(15)
C7 C2 C3 N1 . 179.96(12)
N2 C2 C3 C4 . -179.63(12)
C7 C2 C3 C4 . 0.1(2)
N1 C3 C4 C5 . -179.58(14)
C2 C3 C4 C5 . 0.3(2)
C3 C4 C5 C6 . -0.6(2)
C4 C5 C6 C7 . 0.6(3)
C5 C6 C7 C2 . -0.2(2)
N2 C2 C7 C6 . 179.51(14)
C3 C2 C7 C6 . -0.1(2)
C1 N1 C8 C11 . -110.59(16)
C3 N1 C8 C11 . 69.62(17)
N1 C8 C11 C16 . 15.8(2)
N1 C8 C11 C12 . -163.13(12)
C16 C11 C12 O1 . -179.84(12)
C8 C11 C12 O1 . -0.84(19)
C16 C11 C12 C13 . 0.2(2)
C8 C11 C12 C13 . 179.21(13)
O1 C12 C13 C14 . 178.38(13)
C11 C12 C13 C14 . -1.7(2)
C12 C13 C14 C15 . 1.7(2)
C13 C14 C15 C16 . -0.3(2)
C14 C15 C16 C11 . -1.2(2)
C12 C11 C16 C15 . 1.2(2)
C8 C11 C16 C15 . -177.73(13)
C21 C22 C23 C21 2_676 -0.3(3)
C22 C21 C23 C22 2_676 0.3(3)
_cod_database_fobs_code 2239005