##############################################################################
# #
# This CIF contains the data in a paper accepted for publication in #
# Acta Crystallographica Section E. It conforms to the requirements of #
# Notes for Authors for Acta Crystallographica Section E, and has been #
# peer reviewed under the auspices of the IUCr Commission on Journals. #
# #
# Full details of the Crystallographic Information File format #
# are given in the paper "The Crystallographic Information File (CIF): #
# a New Standard Archive File for Crystallography" by S. R. Hall, F. H. #
# Allen and I. D. Brown [Acta Cryst. (1991), A47, 655-685]. #
# #
# The current version of the core CIF dictionary is obtainable from #
# ftp://ftp.iucr.org/pub/cif_core.dic. #
# #
# Software is freely available for graphical display of the structure(s) #
# in this CIF. For information consult the CIF software page #
# http://www.iucr.org/resources/cif/software. #
# #
# This file may be used for bona fide research purposes within the #
# scientific community so long as proper attribution is given to the journal #
# article from which it was obtained. #
# #
##############################################################################
data_global
_audit_creation_method 'form.cif (version 2.0)'
_journal_data_validation_number ?
_journal_date_recd_electronic 2012-02-23
_journal_date_accepted 2012-02-24
_journal_name_full 'Acta Crystallographica, Section E'
_journal_year 2012
_journal_volume 68
_journal_issue 4
_journal_page_first o926
_journal_page_last o926
_journal_paper_category QO
_journal_paper_doi 10.1107/S1600536812008367
_journal_coeditor_code HB6653
_publ_contact_author_name 'Professor Fun, Hoong-Kun'
_publ_contact_author_address
;
X-ray Crystallography Unit
School of Physics
Universiti Sains Malaysia
11800 USM, Penang
Malaysia
;
_publ_contact_author_email hkfun@usm.my
_publ_contact_author_fax '604 6579150'
_publ_contact_author_phone '604 6533652'
_publ_section_title
;\
(1Z,2E)-N'-{2-Chloro-1-methyl-2-[2-(4-\
methylphenyl)hydrazin-1-ylidene]ethylidene}-4-methoxybenzohydrazide
;
loop_
_publ_author_name
_publ_author_footnote
_publ_author_address
'Hatem A. Abdel-Aziz' ?
;
Department of Pharmaceutical Chemistry
College of Pharmacy
King Saud University
PO Box 2457
Riyadh 11451
Saudi Arabia
;
'Hazem A. Ghabbour' ?
;
Department of Pharmaceutical Chemistry
College of Pharmacy
King Saud University
PO Box 2457
Riyadh 11451
Saudi Arabia
;
'Madhukar Hemamalini' ?
;
X-ray Crystallography Unit
School of Physics
Universiti Sains Malaysia
11800 USM, Penang
Malaysia
;
'Hoong-Kun Fun'
;
Alternative address: College of Pharmacy (Visiting Professor), King Saud
University, PO Box 2457, Riyadh 11451, Saudi Arabia. Thomson Reuters
ResearcherID: A-3561-2009.
;
;
X-ray Crystallography Unit
School of Physics
Universiti Sains Malaysia
11800 USM, Penang
Malaysia
;
data_I
_audit_creation_method SHELXL97
_chemical_name_systematic
;
(1Z,2E)-N'-{2-chloro-1-methyl-2-[2-(4-
methylphenyl)hydrazin-1-ylidene]ethylidene}-4-methoxybenzohydrazide
;
_chemical_name_common ?
_chemical_formula_moiety 'C18 H19 Cl N4 O2'
_chemical_formula_sum 'C18 H19 Cl N4 O2'
_chemical_formula_iupac 'C18 H19 Cl N4 O2'
_chemical_formula_weight 358.82
_chemical_melting_point ?
_symmetry_cell_setting monoclinic
_symmetry_space_group_name_H-M 'P 21/n'
_symmetry_space_group_name_Hall '-P 2yn'
loop_
_symmetry_equiv_pos_as_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 10.8081(6)
_cell_length_b 17.6741(12)
_cell_length_c 18.8074(13)
_cell_angle_alpha 90.00
_cell_angle_beta 101.292(5)
_cell_angle_gamma 90.00
_cell_volume 3523.1(4)
_cell_formula_units_Z 8
_cell_measurement_reflns_used 682
_cell_measurement_theta_min 3.46
_cell_measurement_theta_max 50.13
_cell_measurement_temperature 296(2)
_exptl_crystal_description block
_exptl_crystal_colour colourless
_exptl_crystal_size_max 0.67
_exptl_crystal_size_mid 0.16
_exptl_crystal_size_min 0.13
_exptl_crystal_density_diffrn 1.353
_exptl_crystal_density_meas ?
_exptl_crystal_density_method 'not measured'
_exptl_crystal_F_000 1504
_exptl_absorpt_coefficient_mu 2.082
_exptl_absorpt_correction_type multi-scan
_exptl_absorpt_process_details '(SADABS; Bruker, 2009)'
_exptl_absorpt_correction_T_min 0.3381
_exptl_absorpt_correction_T_max 0.7706
_exptl_special_details
;
;
_diffrn_ambient_temperature 296(2)
_diffrn_radiation_type CuK\a
_diffrn_radiation_wavelength 1.54178
_diffrn_radiation_source 'fine-focus sealed tube'
_diffrn_radiation_monochromator graphite
_diffrn_measurement_device_type 'Bruker SMART APEXII CCD'
_diffrn_measurement_method '\f and \w'
_diffrn_detector_area_resol_mean .
_diffrn_reflns_number 23827
_diffrn_reflns_av_R_equivalents 0.0688
_diffrn_reflns_av_sigmaI/netI 0.0501
_diffrn_reflns_theta_min 3.46
_diffrn_reflns_theta_max 70.84
_diffrn_reflns_theta_full 70.84
_diffrn_measured_fraction_theta_max 0.977
_diffrn_measured_fraction_theta_full 0.977
_diffrn_reflns_limit_h_min -11
_diffrn_reflns_limit_h_max 12
_diffrn_reflns_limit_k_min -20
_diffrn_reflns_limit_k_max 21
_diffrn_reflns_limit_l_min -22
_diffrn_reflns_limit_l_max 22
_diffrn_standards_number 0
_diffrn_standards_interval_count .
_diffrn_standards_interval_time .
_diffrn_standards_decay_% ?
_refine_special_details
;
Refinement of F^2^ against ALL reflections. The weighted R-factor wR and
goodness of fit S are based on F^2^, conventional R-factors R are based
on F, with F set to zero for negative F^2^. The threshold expression of
F^2^ > 2\s(F^2^) is used only for calculating R-factors(gt) etc. and is
not relevant to the choice of reflections for refinement. R-factors based
on F^2^ are statistically about twice as large as those based on F, and R-
factors based on ALL data will be even larger.
;
_reflns_number_total 6634
_reflns_number_gt 4034
_reflns_threshold_expression I>2\s(I)
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type full
_refine_ls_R_factor_all 0.0825
_refine_ls_R_factor_gt 0.0498
_refine_ls_wR_factor_gt 0.1226
_refine_ls_wR_factor_ref 0.1367
_refine_ls_goodness_of_fit_ref 0.919
_refine_ls_restrained_S_all 0.919
_refine_ls_number_reflns 6634
_refine_ls_number_parameters 473
_refine_ls_number_restraints 0
_refine_ls_hydrogen_treatment mixed
_refine_ls_weighting_scheme calc
_refine_ls_weighting_details
'calc w = 1/[\s^2^(Fo^2^)+(0.0723P)^2^] where P=(Fo^2^+2Fc^2^)/3'
_atom_sites_solution_hydrogens geom
_atom_sites_solution_primary direct
_atom_sites_solution_secondary difmap
_refine_ls_shift/su_max ?
_refine_ls_shift/su_max_lt 0.001
_refine_ls_shift/su_mean 0.000
_refine_diff_density_max 0.205
_refine_diff_density_min -0.266
_refine_ls_extinction_method none
_refine_ls_extinction_coef ?
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
'C' 'C' 0.0181 0.0091
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'H' 'H' 0.0000 0.0000
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'N' 'N' 0.0311 0.0180
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'O' 'O' 0.0492 0.0322
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
'Cl' 'Cl' 0.3639 0.7018
'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
_computing_data_collection 'APEX2 (Bruker, 2009)'
_computing_cell_refinement 'SAINT (Bruker, 2009)'
_computing_data_reduction 'SAINT (Bruker, 2009)'
_computing_structure_solution 'SHELXTL (Sheldrick, 2008)'
_computing_structure_refinement 'SHELXTL (Sheldrick, 2008)'
_computing_molecular_graphics 'SHELXTL (Sheldrick, 2008)'
_computing_publication_material
;
SHELXTL (Sheldrick, 2008) and PLATON (Spek, 2009)
;
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_refinement_flags
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl Cl1A 0.58879(6) 0.16734(5) 0.05740(4) 0.0709(2) Uani d . 1 1 . .
O O1A 0.59702(17) 0.04472(13) 0.26901(10) 0.0697(6) Uani d . 1 1 . .
O O2A 0.93683(19) -0.13626(13) 0.52739(11) 0.0733(6) Uani d . 1 1 . .
N N1A 0.7147(2) 0.17038(14) -0.06169(12) 0.0574(6) Uani d . 1 1 . .
H H1N2 0.651(2) 0.1952(16) -0.0579(13) 0.055(8) Uiso d . 1 1 . .
N N2A 0.77016(17) 0.12348(13) -0.00915(10) 0.0495(5) Uani d . 1 1 . .
N N3A 0.71923(18) 0.06453(12) 0.16041(11) 0.0505(5) Uani d . 1 1 . .
N N4A 0.7690(2) 0.02089(13) 0.21952(11) 0.0505(5) Uani d . 1 1 . .
H H1N1 0.847(3) 0.0088(17) 0.2317(15) 0.073(9) Uiso d . 1 1 . .
C C1A 0.7724(2) 0.18923(15) -0.12007(13) 0.0483(6) Uani d . 1 1 . .
C C2A 0.8838(2) 0.15662(15) -0.12980(13) 0.0527(6) Uani d . 1 1 . .
H H2AA 0.9219 0.1188 -0.0987 0.063 Uiso calc R 1 1 . .
C C3A 0.9385(2) 0.18116(16) -0.18688(14) 0.0554(6) Uani d . 1 1 . .
H H3AA 1.0130 0.1587 -0.1938 0.066 Uiso calc R 1 1 . .
C C4A 0.8849(2) 0.23833(16) -0.23384(13) 0.0515(6) Uani d . 1 1 . .
C C5A 0.7702(2) 0.26801(16) -0.22403(13) 0.0542(6) Uani d . 1 1 . .
H H5AA 0.7304 0.3050 -0.2556 0.065 Uiso calc R 1 1 . .
C C6A 0.7146(2) 0.24337(16) -0.16808(13) 0.0532(6) Uani d . 1 1 . .
H H6AA 0.6374 0.2635 -0.1627 0.064 Uiso calc R 1 1 . .
C C7A 0.7219(2) 0.11569(15) 0.04729(13) 0.0479(6) Uani d . 1 1 . .
C C8A 0.7762(2) 0.06449(14) 0.10652(12) 0.0465(6) Uani d . 1 1 . .
C C9A 0.8895(2) 0.01858(17) 0.09952(13) 0.0570(7) Uani d . 1 1 . .
H H9AA 0.8792 -0.0322 0.1154 0.086 Uiso calc R 1 1 . .
H H9AB 0.9635 0.0405 0.1289 0.086 Uiso calc R 1 1 . .
H H9AC 0.8987 0.0180 0.0498 0.086 Uiso calc R 1 1 . .
C C10A 0.7013(2) 0.01690(16) 0.27438(13) 0.0513(6) Uani d . 1 1 . .
C C11A 0.7643(2) -0.02482(15) 0.34023(13) 0.0482(6) Uani d . 1 1 . .
C C12A 0.7512(2) 0.00365(16) 0.40728(14) 0.0564(7) Uani d . 1 1 . .
H H12A 0.7036 0.0471 0.4095 0.068 Uiso calc R 1 1 . .
C C13A 0.8081(2) -0.03193(17) 0.47067(14) 0.0592(7) Uani d . 1 1 . .
H H13B 0.8001 -0.0116 0.5152 0.071 Uiso calc R 1 1 . .
C C14A 0.8764(2) -0.09732(16) 0.46832(14) 0.0548(6) Uani d . 1 1 . .
C C15A 0.8862(2) -0.12742(16) 0.40139(15) 0.0587(7) Uani d . 1 1 . .
H H15B 0.9297 -0.1725 0.3992 0.070 Uiso calc R 1 1 . .
C C16A 0.8320(2) -0.09081(16) 0.33831(14) 0.0562(6) Uani d . 1 1 . .
H H16B 0.8410 -0.1108 0.2939 0.067 Uiso calc R 1 1 . .
C C17A 0.9474(3) -0.1002(2) 0.59612(14) 0.0787(9) Uani d . 1 1 . .
H H17D 1.0058 -0.1277 0.6319 0.118 Uiso calc R 1 1 . .
H H17E 0.8662 -0.0991 0.6096 0.118 Uiso calc R 1 1 . .
H H17F 0.9773 -0.0493 0.5931 0.118 Uiso calc R 1 1 . .
C C18A 0.9478(3) 0.26841(18) -0.29298(14) 0.0653(8) Uani d . 1 1 . .
H H18A 1.0217 0.2389 -0.2948 0.098 Uiso calc R 1 1 . .
H H18B 0.9715 0.3203 -0.2830 0.098 Uiso calc R 1 1 . .
H H18C 0.8902 0.2652 -0.3388 0.098 Uiso calc R 1 1 . .
Cl Cl1B 0.09492(6) 0.17833(4) 0.06847(4) 0.0690(2) Uani d . 1 1 . .
O O1B 0.08021(16) 0.00658(13) 0.25845(10) 0.0677(6) Uani d . 1 1 . .
O O2B 0.41947(16) -0.15836(11) 0.52262(9) 0.0593(5) Uani d . 1 1 . .
N N1B 0.2306(2) 0.18981(14) -0.04787(11) 0.0561(6) Uani d . 1 1 . .
H H1N3 0.175(3) 0.2186(17) -0.0381(15) 0.063(9) Uiso d . 1 1 . .
N N2B 0.27462(18) 0.13522(12) -0.00049(10) 0.0488(5) Uani d . 1 1 . .
N N3B 0.21195(19) 0.06202(12) 0.16206(11) 0.0522(5) Uani d . 1 1 . .
N N4B 0.2637(2) 0.01366(14) 0.21748(11) 0.0553(6) Uani d . 1 1 . .
H H1N4 0.341(3) 0.0023(16) 0.2249(14) 0.062(9) Uiso d . 1 1 . .
C C1B 0.2828(2) 0.20065(16) -0.11030(12) 0.0483(6) Uani d . 1 1 . .
C C2B 0.3676(2) 0.15036(16) -0.13001(13) 0.0552(6) Uani d . 1 1 . .
H H2BA 0.3947 0.1085 -0.1012 0.066 Uiso calc R 1 1 . .
C C3B 0.4121(2) 0.16293(17) -0.19348(14) 0.0588(7) Uani d . 1 1 . .
H H3BA 0.4690 0.1288 -0.2067 0.071 Uiso calc R 1 1 . .
C C4B 0.3744(2) 0.22483(17) -0.23770(13) 0.0565(7) Uani d . 1 1 . .
C C5B 0.2889(2) 0.27408(16) -0.21659(14) 0.0585(7) Uani d . 1 1 . .
H H5BA 0.2612 0.3158 -0.2454 0.070 Uiso calc R 1 1 . .
C C6B 0.2436(2) 0.26265(16) -0.15338(14) 0.0567(7) Uani d . 1 1 . .
H H6BA 0.1868 0.2968 -0.1400 0.068 Uiso calc R 1 1 . .
C C7B 0.2228(2) 0.12438(15) 0.05462(12) 0.0468(6) Uani d . 1 1 . .
C C8B 0.2722(2) 0.06806(14) 0.10995(12) 0.0476(6) Uani d . 1 1 . .
C C9B 0.3883(2) 0.02446(16) 0.10250(13) 0.0555(6) Uani d . 1 1 . .
H H9BA 0.3783 -0.0276 0.1149 0.083 Uiso calc R 1 1 . .
H H9BB 0.4603 0.0454 0.1345 0.083 Uiso calc R 1 1 . .
H H9BC 0.4004 0.0277 0.0534 0.083 Uiso calc R 1 1 . .
C C10B 0.1923(2) -0.00721(16) 0.26657(13) 0.0518(6) Uani d . 1 1 . .
C C11B 0.2620(2) -0.04923(15) 0.33097(13) 0.0486(6) Uani d . 1 1 . .
C C12B 0.1914(2) -0.09340(17) 0.36911(13) 0.0574(7) Uani d . 1 1 . .
H H12B 0.1050 -0.0983 0.3519 0.069 Uiso calc R 1 1 . .
C C13B 0.2459(2) -0.13004(17) 0.43162(14) 0.0576(7) Uani d . 1 1 . .
H H13A 0.1969 -0.1599 0.4560 0.069 Uiso calc R 1 1 . .
C C14B 0.3738(2) -0.12254(15) 0.45834(13) 0.0492(6) Uani d . 1 1 . .
C C15B 0.4464(2) -0.08009(17) 0.42068(14) 0.0581(7) Uani d . 1 1 . .
H H15A 0.5330 -0.0759 0.4377 0.070 Uiso calc R 1 1 . .
C C16B 0.3900(2) -0.04350(17) 0.35718(14) 0.0568(7) Uani d . 1 1 . .
H H16A 0.4392 -0.0147 0.3320 0.068 Uiso calc R 1 1 . .
C C17B 0.5505(3) -0.1523(2) 0.55176(16) 0.0784(9) Uani d . 1 1 . .
H H17A 0.5692 -0.1773 0.5979 0.118 Uiso calc R 1 1 . .
H H17B 0.5734 -0.0999 0.5578 0.118 Uiso calc R 1 1 . .
H H17C 0.5973 -0.1757 0.5193 0.118 Uiso calc R 1 1 . .
C C18B 0.4217(3) 0.2380(2) -0.30722(15) 0.0816(10) Uani d . 1 1 . .
H H18D 0.4558 0.2882 -0.3070 0.122 Uiso calc R 1 1 . .
H H18E 0.3532 0.2325 -0.3479 0.122 Uiso calc R 1 1 . .
H H18F 0.4863 0.2017 -0.3109 0.122 Uiso calc R 1 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
Cl1A 0.0695(4) 0.0784(5) 0.0718(5) 0.0242(4) 0.0307(3) 0.0255(4)
O1A 0.0578(11) 0.0935(16) 0.0601(12) 0.0181(10) 0.0175(8) 0.0240(11)
O2A 0.0848(13) 0.0767(15) 0.0551(12) 0.0137(11) 0.0054(9) 0.0151(11)
N1A 0.0499(11) 0.0721(17) 0.0515(13) 0.0102(11) 0.0131(9) 0.0200(11)
N2A 0.0478(10) 0.0576(13) 0.0422(11) 0.0008(9) 0.0068(8) 0.0061(10)
N3A 0.0555(11) 0.0506(13) 0.0446(12) 0.0016(10) 0.0079(9) 0.0083(10)
N4A 0.0516(12) 0.0569(14) 0.0430(12) 0.0031(10) 0.0091(9) 0.0081(10)
C1A 0.0472(12) 0.0531(15) 0.0433(13) -0.0045(11) 0.0056(9) 0.0046(11)
C2A 0.0588(14) 0.0521(15) 0.0471(14) 0.0058(12) 0.0099(11) 0.0087(12)
C3A 0.0561(13) 0.0606(17) 0.0509(15) 0.0065(12) 0.0137(11) 0.0020(13)
C4A 0.0555(13) 0.0576(16) 0.0407(14) -0.0070(12) 0.0083(10) -0.0016(12)
C5A 0.0548(13) 0.0588(17) 0.0455(14) -0.0013(12) 0.0012(10) 0.0088(12)
C6A 0.0457(12) 0.0640(17) 0.0491(15) -0.0002(12) 0.0069(10) 0.0071(13)
C7A 0.0476(12) 0.0491(15) 0.0469(14) -0.0040(10) 0.0087(10) 0.0025(11)
C8A 0.0450(11) 0.0503(15) 0.0435(14) -0.0040(10) 0.0068(9) 0.0008(11)
C9A 0.0544(14) 0.0682(19) 0.0479(15) 0.0111(13) 0.0085(11) 0.0093(13)
C10A 0.0528(14) 0.0556(16) 0.0465(15) -0.0035(12) 0.0119(10) 0.0077(12)
C11A 0.0469(12) 0.0524(15) 0.0459(14) -0.0033(11) 0.0109(10) 0.0038(12)
C12A 0.0585(14) 0.0602(17) 0.0517(16) 0.0089(12) 0.0137(11) 0.0048(13)
C13A 0.0667(16) 0.0651(19) 0.0457(15) 0.0036(13) 0.0111(12) 0.0011(13)
C14A 0.0553(13) 0.0592(17) 0.0475(15) -0.0024(12) 0.0047(10) 0.0120(13)
C15A 0.0618(15) 0.0535(16) 0.0625(17) 0.0078(13) 0.0166(12) 0.0056(14)
C16A 0.0628(15) 0.0578(17) 0.0502(15) 0.0012(13) 0.0168(11) 0.0026(13)
C17A 0.0810(19) 0.098(3) 0.0509(17) -0.0136(18) -0.0027(13) 0.0153(18)
C18A 0.0745(17) 0.075(2) 0.0491(16) -0.0029(15) 0.0174(13) 0.0100(14)
Cl1B 0.0718(4) 0.0765(5) 0.0656(4) 0.0235(4) 0.0301(3) 0.0240(4)
O1B 0.0534(11) 0.0966(17) 0.0523(11) 0.0068(10) 0.0081(8) 0.0212(11)
O2B 0.0651(10) 0.0595(12) 0.0490(10) -0.0014(9) 0.0000(8) 0.0135(9)
N1B 0.0602(13) 0.0623(15) 0.0488(13) 0.0139(11) 0.0186(10) 0.0140(11)
N2B 0.0524(10) 0.0527(13) 0.0403(11) 0.0001(9) 0.0066(8) 0.0068(10)
N3B 0.0573(11) 0.0568(14) 0.0418(11) 0.0023(10) 0.0078(9) 0.0102(10)
N4B 0.0564(13) 0.0655(15) 0.0442(12) 0.0070(11) 0.0102(9) 0.0125(11)
C1B 0.0458(12) 0.0575(16) 0.0412(13) -0.0009(11) 0.0073(9) 0.0064(12)
C2B 0.0558(13) 0.0615(17) 0.0475(15) 0.0057(12) 0.0083(11) 0.0111(13)
C3B 0.0536(13) 0.0712(19) 0.0532(16) 0.0059(13) 0.0142(11) -0.0004(14)
C4B 0.0501(13) 0.075(2) 0.0443(14) -0.0069(13) 0.0098(10) 0.0067(13)
C5B 0.0628(15) 0.0601(18) 0.0531(16) -0.0020(13) 0.0127(12) 0.0158(13)
C6B 0.0614(15) 0.0561(17) 0.0545(16) 0.0039(12) 0.0164(12) 0.0081(13)
C7B 0.0458(12) 0.0499(15) 0.0441(13) 0.0010(10) 0.0073(10) 0.0026(11)
C8B 0.0512(12) 0.0474(14) 0.0419(13) -0.0050(11) 0.0033(10) 0.0006(11)
C9B 0.0599(14) 0.0603(17) 0.0460(15) 0.0044(12) 0.0097(11) 0.0064(13)
C10B 0.0573(15) 0.0569(16) 0.0420(14) -0.0014(12) 0.0120(10) 0.0016(12)
C11B 0.0515(13) 0.0531(15) 0.0405(13) -0.0023(11) 0.0074(10) 0.0058(11)
C12B 0.0476(13) 0.0711(19) 0.0523(15) -0.0068(12) 0.0068(10) 0.0112(14)
C13B 0.0561(14) 0.0641(18) 0.0525(16) -0.0101(13) 0.0103(11) 0.0147(13)
C14B 0.0569(13) 0.0458(14) 0.0439(14) 0.0028(11) 0.0074(10) 0.0045(11)
C15B 0.0459(12) 0.0696(19) 0.0566(16) -0.0009(12) 0.0044(10) 0.0108(14)
C16B 0.0523(13) 0.0661(18) 0.0526(15) -0.0048(12) 0.0118(11) 0.0141(13)
C17B 0.0720(17) 0.082(2) 0.070(2) -0.0016(16) -0.0129(14) 0.0232(18)
C18B 0.0762(19) 0.116(3) 0.0565(18) 0.0018(19) 0.0232(14) 0.0198(19)
_geom_special_details
;
All s.u.'s (except the s.u. in the dihedral angle between two l.s. planes)
are estimated using the full covariance matrix. The cell s.u.'s are taken
into account individually in the estimation of s.u.'s in distances, angles
and torsion angles; correlations between s.u.'s in cell parameters are only
used when they are defined by crystal symmetry. An approximate (isotropic)
treatment of cell s.u.'s is used for estimating s.u.'s involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cl1A C7A . 1.745(2) ?
O1A C10A . 1.216(3) ?
O2A C14A . 1.360(3) ?
O2A C17A . 1.426(3) ?
N1A N2A . 1.338(3) ?
N1A C1A . 1.405(3) ?
N1A H1N2 . 0.83(3) ?
N2A C7A . 1.279(3) ?
N3A C8A . 1.285(3) ?
N3A N4A . 1.373(3) ?
N4A C10A . 1.378(3) ?
N4A H1N1 . 0.86(3) ?
C1A C2A . 1.379(3) ?
C1A C6A . 1.379(3) ?
C2A C3A . 1.392(3) ?
C2A H2AA . 0.9300 ?
C3A C4A . 1.391(4) ?
C3A H3AA . 0.9300 ?
C4A C5A . 1.391(4) ?
C4A C18A . 1.510(3) ?
C5A C6A . 1.381(3) ?
C5A H5AA . 0.9300 ?
C6A H6AA . 0.9300 ?
C7A C8A . 1.466(3) ?
C8A C9A . 1.496(3) ?
C9A H9AA . 0.9600 ?
C9A H9AB . 0.9600 ?
C9A H9AC . 0.9600 ?
C10A C11A . 1.487(3) ?
C11A C16A . 1.381(4) ?
C11A C12A . 1.391(3) ?
C12A C13A . 1.381(3) ?
C12A H12A . 0.9300 ?
C13A C14A . 1.377(4) ?
C13A H13B . 0.9300 ?
C14A C15A . 1.390(4) ?
C15A C16A . 1.378(4) ?
C15A H15B . 0.9300 ?
C16A H16B . 0.9300 ?
C17A H17D . 0.9600 ?
C17A H17E . 0.9600 ?
C17A H17F . 0.9600 ?
C18A H18A . 0.9600 ?
C18A H18B . 0.9600 ?
C18A H18C . 0.9600 ?
Cl1B C7B . 1.740(2) ?
O1B C10B . 1.216(3) ?
O2B C14B . 1.368(3) ?
O2B C17B . 1.418(3) ?
N1B N2B . 1.336(3) ?
N1B C1B . 1.412(3) ?
N1B H1N3 . 0.83(3) ?
N2B C7B . 1.285(3) ?
N3B C8B . 1.283(3) ?
N3B N4B . 1.379(3) ?
N4B C10B . 1.365(3) ?
N4B H1N4 . 0.84(3) ?
C1B C2B . 1.379(3) ?
C1B C6B . 1.379(4) ?
C2B C3B . 1.390(3) ?
C2B H2BA . 0.9300 ?
C3B C4B . 1.386(4) ?
C3B H3BA . 0.9300 ?
C4B C5B . 1.383(4) ?
C4B C18B . 1.513(3) ?
C5B C6B . 1.386(3) ?
C5B H5BA . 0.9300 ?
C6B H6BA . 0.9300 ?
C7B C8B . 1.463(3) ?
C8B C9B . 1.502(3) ?
C9B H9BA . 0.9600 ?
C9B H9BB . 0.9600 ?
C9B H9BC . 0.9600 ?
C10B C11B . 1.493(3) ?
C11B C16B . 1.378(3) ?
C11B C12B . 1.386(3) ?
C12B C13B . 1.370(3) ?
C12B H12B . 0.9300 ?
C13B C14B . 1.382(3) ?
C13B H13A . 0.9300 ?
C14B C15B . 1.378(3) ?
C15B C16B . 1.390(3) ?
C15B H15A . 0.9300 ?
C16B H16A . 0.9300 ?
C17B H17A . 0.9600 ?
C17B H17B . 0.9600 ?
C17B H17C . 0.9600 ?
C18B H18D . 0.9600 ?
C18B H18E . 0.9600 ?
C18B H18F . 0.9600 ?
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_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C14A O2A C17A . . 117.0(2) ?
N2A N1A C1A . . 121.4(2) ?
N2A N1A H1N2 . . 121.4(18) ?
C1A N1A H1N2 . . 116.4(18) ?
C7A N2A N1A . . 118.9(2) ?
C8A N3A N4A . . 117.8(2) ?
N3A N4A C10A . . 117.0(2) ?
N3A N4A H1N1 . . 125(2) ?
C10A N4A H1N1 . . 115.1(19) ?
C2A C1A C6A . . 119.9(2) ?
C2A C1A N1A . . 122.5(2) ?
C6A C1A N1A . . 117.6(2) ?
C1A C2A C3A . . 119.0(2) ?
C1A C2A H2AA . . 120.5 ?
C3A C2A H2AA . . 120.5 ?
C4A C3A C2A . . 121.9(2) ?
C4A C3A H3AA . . 119.0 ?
C2A C3A H3AA . . 119.0 ?
C5A C4A C3A . . 117.4(2) ?
C5A C4A C18A . . 120.4(2) ?
C3A C4A C18A . . 122.1(2) ?
C6A C5A C4A . . 121.0(2) ?
C6A C5A H5AA . . 119.5 ?
C4A C5A H5AA . . 119.5 ?
C1A C6A C5A . . 120.6(2) ?
C1A C6A H6AA . . 119.7 ?
C5A C6A H6AA . . 119.7 ?
N2A C7A C8A . . 122.0(2) ?
N2A C7A Cl1A . . 120.9(2) ?
C8A C7A Cl1A . . 117.15(16) ?
N3A C8A C7A . . 114.6(2) ?
N3A C8A C9A . . 126.6(2) ?
C7A C8A C9A . . 118.8(2) ?
C8A C9A H9AA . . 109.5 ?
C8A C9A H9AB . . 109.5 ?
H9AA C9A H9AB . . 109.5 ?
C8A C9A H9AC . . 109.5 ?
H9AA C9A H9AC . . 109.5 ?
H9AB C9A H9AC . . 109.5 ?
O1A C10A N4A . . 122.4(2) ?
O1A C10A C11A . . 122.4(2) ?
N4A C10A C11A . . 115.2(2) ?
C16A C11A C12A . . 118.5(2) ?
C16A C11A C10A . . 123.8(2) ?
C12A C11A C10A . . 117.7(2) ?
C13A C12A C11A . . 120.7(3) ?
C13A C12A H12A . . 119.6 ?
C11A C12A H12A . . 119.6 ?
C14A C13A C12A . . 120.3(2) ?
C14A C13A H13B . . 119.8 ?
C12A C13A H13B . . 119.8 ?
O2A C14A C13A . . 125.0(3) ?
O2A C14A C15A . . 115.9(3) ?
C13A C14A C15A . . 119.2(2) ?
C16A C15A C14A . . 120.3(3) ?
C16A C15A H15B . . 119.8 ?
C14A C15A H15B . . 119.8 ?
C15A C16A C11A . . 120.8(2) ?
C15A C16A H16B . . 119.6 ?
C11A C16A H16B . . 119.6 ?
O2A C17A H17D . . 109.5 ?
O2A C17A H17E . . 109.5 ?
H17D C17A H17E . . 109.5 ?
O2A C17A H17F . . 109.5 ?
H17D C17A H17F . . 109.5 ?
H17E C17A H17F . . 109.5 ?
C4A C18A H18A . . 109.5 ?
C4A C18A H18B . . 109.5 ?
H18A C18A H18B . . 109.5 ?
C4A C18A H18C . . 109.5 ?
H18A C18A H18C . . 109.5 ?
H18B C18A H18C . . 109.5 ?
C14B O2B C17B . . 117.8(2) ?
N2B N1B C1B . . 120.3(2) ?
N2B N1B H1N3 . . 118.0(19) ?
C1B N1B H1N3 . . 121.5(19) ?
C7B N2B N1B . . 119.4(2) ?
C8B N3B N4B . . 115.9(2) ?
C10B N4B N3B . . 118.6(2) ?
C10B N4B H1N4 . . 119.8(18) ?
N3B N4B H1N4 . . 121.0(19) ?
C2B C1B C6B . . 119.9(2) ?
C2B C1B N1B . . 122.1(2) ?
C6B C1B N1B . . 118.0(2) ?
C1B C2B C3B . . 119.2(2) ?
C1B C2B H2BA . . 120.4 ?
C3B C2B H2BA . . 120.4 ?
C4B C3B C2B . . 122.0(3) ?
C4B C3B H3BA . . 119.0 ?
C2B C3B H3BA . . 119.0 ?
C5B C4B C3B . . 117.3(2) ?
C5B C4B C18B . . 120.6(3) ?
C3B C4B C18B . . 122.0(3) ?
C4B C5B C6B . . 121.5(3) ?
C4B C5B H5BA . . 119.3 ?
C6B C5B H5BA . . 119.3 ?
C1B C6B C5B . . 120.0(3) ?
C1B C6B H6BA . . 120.0 ?
C5B C6B H6BA . . 120.0 ?
N2B C7B C8B . . 121.2(2) ?
N2B C7B Cl1B . . 121.56(19) ?
C8B C7B Cl1B . . 117.15(17) ?
N3B C8B C7B . . 115.5(2) ?
N3B C8B C9B . . 125.9(2) ?
C7B C8B C9B . . 118.6(2) ?
C8B C9B H9BA . . 109.5 ?
C8B C9B H9BB . . 109.5 ?
H9BA C9B H9BB . . 109.5 ?
C8B C9B H9BC . . 109.5 ?
H9BA C9B H9BC . . 109.5 ?
H9BB C9B H9BC . . 109.5 ?
O1B C10B N4B . . 122.9(2) ?
O1B C10B C11B . . 122.3(2) ?
N4B C10B C11B . . 114.9(2) ?
C16B C11B C12B . . 118.2(2) ?
C16B C11B C10B . . 124.5(2) ?
C12B C11B C10B . . 117.3(2) ?
C13B C12B C11B . . 121.5(2) ?
C13B C12B H12B . . 119.3 ?
C11B C12B H12B . . 119.3 ?
C12B C13B C14B . . 119.9(2) ?
C12B C13B H13A . . 120.1 ?
C14B C13B H13A . . 120.1 ?
O2B C14B C15B . . 124.3(2) ?
O2B C14B C13B . . 116.0(2) ?
C15B C14B C13B . . 119.7(2) ?
C14B C15B C16B . . 119.8(2) ?
C14B C15B H15A . . 120.1 ?
C16B C15B H15A . . 120.1 ?
C11B C16B C15B . . 121.0(2) ?
C11B C16B H16A . . 119.5 ?
C15B C16B H16A . . 119.5 ?
O2B C17B H17A . . 109.5 ?
O2B C17B H17B . . 109.5 ?
H17A C17B H17B . . 109.5 ?
O2B C17B H17C . . 109.5 ?
H17A C17B H17C . . 109.5 ?
H17B C17B H17C . . 109.5 ?
C4B C18B H18D . . 109.5 ?
C4B C18B H18E . . 109.5 ?
H18D C18B H18E . . 109.5 ?
C4B C18B H18F . . 109.5 ?
H18D C18B H18F . . 109.5 ?
H18E C18B H18F . . 109.5 ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
C1A N1A N2A C7A . . . . 171.1(2) ?
C8A N3A N4A C10A . . . . -175.0(2) ?
N2A N1A C1A C2A . . . . 5.0(4) ?
N2A N1A C1A C6A . . . . -174.0(2) ?
C6A C1A C2A C3A . . . . 2.3(4) ?
N1A C1A C2A C3A . . . . -176.7(3) ?
C1A C2A C3A C4A . . . . 0.9(4) ?
C2A C3A C4A C5A . . . . -3.1(4) ?
C2A C3A C4A C18A . . . . 176.2(3) ?
C3A C4A C5A C6A . . . . 2.3(4) ?
C18A C4A C5A C6A . . . . -177.0(3) ?
C2A C1A C6A C5A . . . . -3.1(4) ?
N1A C1A C6A C5A . . . . 175.9(3) ?
C4A C5A C6A C1A . . . . 0.8(4) ?
N1A N2A C7A C8A . . . . 179.1(2) ?
N1A N2A C7A Cl1A . . . . -2.0(3) ?
N4A N3A C8A C7A . . . . -176.6(2) ?
N4A N3A C8A C9A . . . . 3.0(4) ?
N2A C7A C8A N3A . . . . 178.0(2) ?
Cl1A C7A C8A N3A . . . . -0.9(3) ?
N2A C7A C8A C9A . . . . -1.7(4) ?
Cl1A C7A C8A C9A . . . . 179.34(19) ?
N3A N4A C10A O1A . . . . 6.4(4) ?
N3A N4A C10A C11A . . . . -174.4(2) ?
O1A C10A C11A C16A . . . . 138.9(3) ?
N4A C10A C11A C16A . . . . -40.3(4) ?
O1A C10A C11A C12A . . . . -39.5(4) ?
N4A C10A C11A C12A . . . . 141.4(2) ?
C16A C11A C12A C13A . . . . 2.1(4) ?
C10A C11A C12A C13A . . . . -179.5(2) ?
C11A C12A C13A C14A . . . . -1.5(4) ?
C17A O2A C14A C13A . . . . -10.8(4) ?
C17A O2A C14A C15A . . . . 169.2(2) ?
C12A C13A C14A O2A . . . . 179.4(3) ?
C12A C13A C14A C15A . . . . -0.7(4) ?
O2A C14A C15A C16A . . . . -177.8(2) ?
C13A C14A C15A C16A . . . . 2.2(4) ?
C14A C15A C16A C11A . . . . -1.6(4) ?
C12A C11A C16A C15A . . . . -0.6(4) ?
C10A C11A C16A C15A . . . . -178.9(2) ?
C1B N1B N2B C7B . . . . -177.4(2) ?
C8B N3B N4B C10B . . . . -166.8(2) ?
N2B N1B C1B C2B . . . . 8.8(4) ?
N2B N1B C1B C6B . . . . -173.2(2) ?
C6B C1B C2B C3B . . . . -0.2(4) ?
N1B C1B C2B C3B . . . . 177.8(3) ?
C1B C2B C3B C4B . . . . 0.3(4) ?
C2B C3B C4B C5B . . . . -0.5(4) ?
C2B C3B C4B C18B . . . . -179.3(3) ?
C3B C4B C5B C6B . . . . 0.7(4) ?
C18B C4B C5B C6B . . . . 179.5(3) ?
C2B C1B C6B C5B . . . . 0.4(4) ?
N1B C1B C6B C5B . . . . -177.7(3) ?
C4B C5B C6B C1B . . . . -0.6(4) ?
N1B N2B C7B C8B . . . . -176.6(2) ?
N1B N2B C7B Cl1B . . . . 0.9(3) ?
N4B N3B C8B C7B . . . . -174.9(2) ?
N4B N3B C8B C9B . . . . 3.5(4) ?
N2B C7B C8B N3B . . . . -179.5(2) ?
Cl1B C7B C8B N3B . . . . 2.9(3) ?
N2B C7B C8B C9B . . . . 2.0(4) ?
Cl1B C7B C8B C9B . . . . -175.62(19) ?
N3B N4B C10B O1B . . . . 10.0(4) ?
N3B N4B C10B C11B . . . . -170.6(2) ?
O1B C10B C11B C16B . . . . -155.4(3) ?
N4B C10B C11B C16B . . . . 25.3(4) ?
O1B C10B C11B C12B . . . . 20.7(4) ?
N4B C10B C11B C12B . . . . -158.7(2) ?
C16B C11B C12B C13B . . . . 0.6(4) ?
C10B C11B C12B C13B . . . . -175.7(3) ?
C11B C12B C13B C14B . . . . 0.8(4) ?
C17B O2B C14B C15B . . . . -1.1(4) ?
C17B O2B C14B C13B . . . . 179.7(3) ?
C12B C13B C14B O2B . . . . 177.3(3) ?
C12B C13B C14B C15B . . . . -2.0(4) ?
O2B C14B C15B C16B . . . . -177.5(3) ?
C13B C14B C15B C16B . . . . 1.7(4) ?
C12B C11B C16B C15B . . . . -0.9(4) ?
C10B C11B C16B C15B . . . . 175.1(3) ?
C14B C15B C16B C11B . . . . -0.3(5) ?
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
_geom_hbond_publ_flag
N4A H1N1 O1B 1_655 0.86(3) 2.47(3) 3.309(3) 166(3) yes
N1B H1N3 O2B 2_555 0.84(3) 2.44(3) 3.219(3) 155(3) yes
C9A H9AB O1B 1_655 0.96 2.59 3.289(3) 130 yes
C16B H16A O1A . 0.93 2.49 3.412(3) 170 yes
_iucr_refine_instructions_details
;
TITL drhatem3_0m in P2(1)/n
CELL 1.54178 10.8081 17.6741 18.8074 90.000 101.292 90.000
ZERR 8.00 0.0006 0.0012 0.0013 0.000 0.005 0.000
LATT 1
SYMM 0.5-X, 0.5+Y, 0.5-Z
SFAC C H N O CL
UNIT 144 152 32 16 8
TEMP 23.000
SIZE 0.132 0.158 0.665
L.S. 10
BOND $H
ACTA
CONF
FMAP 2
PLAN 20
WGHT 0.072300
FVAR 0.30830
CL1A 5 0.588789 0.167336 0.057396 11.00000 0.06949 0.07838 =
0.07180 0.02553 0.03067 0.02422
O1A 4 0.597025 0.044719 0.269007 11.00000 0.05778 0.09352 =
0.06010 0.02396 0.01752 0.01810
O2A 4 0.936830 -0.136257 0.527394 11.00000 0.08479 0.07673 =
0.05510 0.01513 0.00541 0.01366
N1A 3 0.714738 0.170383 -0.061690 11.00000 0.04986 0.07215 =
0.05151 0.02000 0.01306 0.01021
H1N2 2 0.650642 0.195164 -0.057905 11.00000 0.05531
N2A 3 0.770163 0.123484 -0.009153 11.00000 0.04781 0.05757 =
0.04217 0.00610 0.00676 0.00079
N3A 3 0.719233 0.064526 0.160415 11.00000 0.05552 0.05062 =
0.04460 0.00826 0.00788 0.00161
N4A 3 0.768959 0.020893 0.219523 11.00000 0.05156 0.05695 =
0.04304 0.00809 0.00908 0.00313
H1N1 2 0.846842 0.008753 0.231748 11.00000 0.07293
C1A 1 0.772441 0.189235 -0.120067 11.00000 0.04722 0.05309 =
0.04332 0.00462 0.00558 -0.00446
C2A 1 0.883801 0.156621 -0.129798 11.00000 0.05877 0.05213 =
0.04714 0.00872 0.00989 0.00575
AFIX 43
H2AA 2 0.921859 0.118773 -0.098679 11.00000 -1.20000
AFIX 0
C3A 1 0.938457 0.181162 -0.186882 11.00000 0.05612 0.06057 =
0.05086 0.00200 0.01371 0.00649
AFIX 43
H3AA 2 1.012978 0.158682 -0.193834 11.00000 -1.20000
AFIX 0
C4A 1 0.884882 0.238329 -0.233839 11.00000 0.05551 0.05765 =
0.04073 -0.00161 0.00829 -0.00697
C5A 1 0.770213 0.268011 -0.224029 11.00000 0.05484 0.05879 =
0.04555 0.00878 0.00124 -0.00133
AFIX 43
H5AA 2 0.730447 0.304996 -0.255614 11.00000 -1.20000
AFIX 0
C6A 1 0.714568 0.243368 -0.168085 11.00000 0.04566 0.06402 =
0.04908 0.00706 0.00688 -0.00024
AFIX 43
H6AA 2 0.637382 0.263456 -0.162744 11.00000 -1.20000
AFIX 0
C7A 1 0.721864 0.115687 0.047287 11.00000 0.04755 0.04910 =
0.04692 0.00254 0.00874 -0.00401
C8A 1 0.776215 0.064492 0.106518 11.00000 0.04500 0.05032 =
0.04349 0.00080 0.00682 -0.00398
C9A 1 0.889546 0.018584 0.099524 11.00000 0.05442 0.06818 =
0.04787 0.00926 0.00849 0.01106
AFIX 137
H9AA 2 0.879236 -0.032249 0.115385 11.00000 -1.50000
H9AB 2 0.963458 0.040537 0.128934 11.00000 -1.50000
H9AC 2 0.898652 0.018012 0.049766 11.00000 -1.50000
AFIX 0
C10A 1 0.701350 0.016905 0.274376 11.00000 0.05277 0.05555 =
0.04645 0.00769 0.01195 -0.00346
C11A 1 0.764345 -0.024815 0.340226 11.00000 0.04688 0.05244 =
0.04590 0.00378 0.01087 -0.00332
C12A 1 0.751197 0.003649 0.407284 11.00000 0.05851 0.06020 =
0.05171 0.00479 0.01370 0.00886
AFIX 43
H12A 2 0.703596 0.047119 0.409467 11.00000 -1.20000
AFIX 0
C13A 1 0.808052 -0.031927 0.470668 11.00000 0.06672 0.06512 =
0.04571 0.00114 0.01107 0.00356
AFIX 43
H13B 2 0.800144 -0.011611 0.515175 11.00000 -1.20000
AFIX 0
C14A 1 0.876389 -0.097324 0.468318 11.00000 0.05534 0.05924 =
0.04751 0.01204 0.00471 -0.00239
C15A 1 0.886249 -0.127420 0.401394 11.00000 0.06182 0.05355 =
0.06248 0.00557 0.01662 0.00781
AFIX 43
H15B 2 0.929711 -0.172502 0.399181 11.00000 -1.20000
AFIX 0
C16A 1 0.831966 -0.090811 0.338309 11.00000 0.06284 0.05778 =
0.05019 0.00255 0.01676 0.00123
AFIX 43
H16B 2 0.840985 -0.110805 0.293868 11.00000 -1.20000
AFIX 0
C17A 1 0.947395 -0.100169 0.596117 11.00000 0.08098 0.09785 =
0.05088 0.01530 -0.00274 -0.01358
AFIX 137
H17D 2 1.005765 -0.127727 0.631887 11.00000 -1.50000
H17E 2 0.866237 -0.099134 0.609626 11.00000 -1.50000
H17F 2 0.977299 -0.049348 0.593112 11.00000 -1.50000
AFIX 0
C18A 1 0.947818 0.268412 -0.292984 11.00000 0.07449 0.07459 =
0.04908 0.00996 0.01743 -0.00288
AFIX 137
H18A 2 1.021720 0.238923 -0.294816 11.00000 -1.50000
H18B 2 0.971505 0.320256 -0.282995 11.00000 -1.50000
H18C 2 0.890248 0.265187 -0.338752 11.00000 -1.50000
AFIX 0
CL1B 5 0.094916 0.178327 0.068471 11.00000 0.07175 0.07648 =
0.06556 0.02395 0.03007 0.02353
O1B 4 0.080210 0.006584 0.258449 11.00000 0.05337 0.09660 =
0.05232 0.02124 0.00808 0.00677
O2B 4 0.419466 -0.158355 0.522624 11.00000 0.06506 0.05946 =
0.04897 0.01347 0.00003 -0.00137
N1B 3 0.230616 0.189810 -0.047874 11.00000 0.06022 0.06235 =
0.04883 0.01402 0.01857 0.01388
H1N3 2 0.175172 0.218565 -0.038063 11.00000 0.06266
N2B 3 0.274615 0.135219 -0.000490 11.00000 0.05243 0.05274 =
0.04029 0.00680 0.00660 0.00009
N3B 3 0.211948 0.062023 0.162061 11.00000 0.05734 0.05683 =
0.04176 0.01021 0.00782 0.00231
N4B 3 0.263746 0.013657 0.217483 11.00000 0.05640 0.06545 =
0.04424 0.01252 0.01019 0.00703
H1N4 2 0.340629 0.002326 0.224859 11.00000 0.06169
C1B 1 0.282825 0.200647 -0.110297 11.00000 0.04580 0.05755 =
0.04119 0.00638 0.00731 -0.00088
C2B 1 0.367606 0.150357 -0.130015 11.00000 0.05577 0.06146 =
0.04750 0.01106 0.00829 0.00570
AFIX 43
H2BA 2 0.394685 0.108501 -0.101177 11.00000 -1.20000
AFIX 0
C3B 1 0.412132 0.162933 -0.193482 11.00000 0.05358 0.07125 =
0.05317 -0.00042 0.01417 0.00588
AFIX 43
H3BA 2 0.469043 0.128764 -0.206712 11.00000 -1.20000
AFIX 0
C4B 1 0.374359 0.224832 -0.237696 11.00000 0.05008 0.07547 =
0.04427 0.00666 0.00977 -0.00693
C5B 1 0.288933 0.274085 -0.216586 11.00000 0.06276 0.06007 =
0.05314 0.01582 0.01267 -0.00196
AFIX 43
H5BA 2 0.261230 0.315829 -0.245442 11.00000 -1.20000
AFIX 0
C6B 1 0.243648 0.262648 -0.153384 11.00000 0.06144 0.05611 =
0.05448 0.00806 0.01638 0.00386
AFIX 43
H6BA 2 0.186826 0.296793 -0.140025 11.00000 -1.20000
AFIX 0
C7B 1 0.222805 0.124381 0.054618 11.00000 0.04579 0.04989 =
0.04414 0.00261 0.00735 0.00098
C8B 1 0.272247 0.068056 0.109948 11.00000 0.05123 0.04742 =
0.04185 0.00063 0.00325 -0.00501
C9B 1 0.388276 0.024460 0.102504 11.00000 0.05993 0.06030 =
0.04602 0.00637 0.00974 0.00442
AFIX 137
H9BA 2 0.378278 -0.027579 0.114874 11.00000 -1.50000
H9BB 2 0.460305 0.045397 0.134498 11.00000 -1.50000
H9BC 2 0.400427 0.027692 0.053380 11.00000 -1.50000
AFIX 0
C10B 1 0.192289 -0.007211 0.266566 11.00000 0.05728 0.05693 =
0.04203 0.00159 0.01195 -0.00143
C11B 1 0.262043 -0.049229 0.330966 11.00000 0.05153 0.05306 =
0.04045 0.00582 0.00739 -0.00229
C12B 1 0.191369 -0.093404 0.369110 11.00000 0.04757 0.07107 =
0.05228 0.01123 0.00684 -0.00680
AFIX 43
H12B 2 0.105022 -0.098278 0.351887 11.00000 -1.20000
AFIX 0
C13B 1 0.245922 -0.130044 0.431625 11.00000 0.05607 0.06408 =
0.05249 0.01472 0.01028 -0.01010
AFIX 43
H13A 2 0.196931 -0.159910 0.456031 11.00000 -1.20000
AFIX 0
C14B 1 0.373837 -0.122544 0.458340 11.00000 0.05689 0.04581 =
0.04391 0.00452 0.00735 0.00276
C15B 1 0.446448 -0.080091 0.420676 11.00000 0.04586 0.06956 =
0.05659 0.01080 0.00444 -0.00092
AFIX 43
H15A 2 0.532961 -0.075933 0.437686 11.00000 -1.20000
AFIX 0
C16B 1 0.389967 -0.043504 0.357176 11.00000 0.05227 0.06609 =
0.05264 0.01406 0.01184 -0.00476
AFIX 43
H16A 2 0.439246 -0.014738 0.332011 11.00000 -1.20000
AFIX 0
C17B 1 0.550453 -0.152347 0.551762 11.00000 0.07198 0.08240 =
0.06986 0.02321 -0.01294 -0.00155
AFIX 137
H17A 2 0.569232 -0.177326 0.597948 11.00000 -1.50000
H17B 2 0.573431 -0.099933 0.557767 11.00000 -1.50000
H17C 2 0.597346 -0.175714 0.519292 11.00000 -1.50000
AFIX 0
C18B 1 0.421742 0.237996 -0.307217 11.00000 0.07615 0.11646 =
0.05646 0.01978 0.02323 0.00178
AFIX 137
H18D 2 0.455839 0.288168 -0.307015 11.00000 -1.50000
H18E 2 0.353157 0.232455 -0.347865 11.00000 -1.50000
H18F 2 0.486300 0.201719 -0.310890 11.00000 -1.50000
HKLF 4
REM drhatem3_0m in P2(1)/n
REM R1 = 0.0498 for 4034 Fo > 4sig(Fo) and 0.0825 for all 6634 data
REM 473 parameters refined using 0 restraints
END
WGHT 0.0724 0.0000
REM Highest difference peak 0.205, deepest hole -0.266, 1-sigma level 0.058
Q1 1 0.6641 0.1927 0.0732 11.00000 0.05 0.21
Q2 1 0.8404 -0.2445 0.4189 11.00000 0.05 0.19
Q3 1 0.3190 0.2608 -0.0262 11.00000 0.05 0.17
Q4 1 0.9822 -0.0165 0.4754 11.00000 0.05 0.17
Q5 1 0.1409 0.2598 0.0856 11.00000 0.05 0.17
Q6 1 0.5289 0.2375 -0.3045 11.00000 0.05 0.17
Q7 1 0.6794 -0.2363 0.5151 11.00000 0.05 0.16
Q8 1 0.5809 0.1173 0.0325 11.00000 0.05 0.16
Q9 1 0.0789 0.1321 0.0348 11.00000 0.05 0.16
Q10 1 0.1765 -0.2043 0.4364 11.00000 0.05 0.16
Q11 1 0.3193 -0.0014 0.0250 11.00000 0.05 0.16
Q12 1 0.5560 -0.0353 0.4842 11.00000 0.05 0.16
Q13 1 1.0355 -0.1755 0.6281 11.00000 0.05 0.16
Q14 1 0.6924 0.0245 0.0152 11.00000 0.05 0.16
Q15 1 0.4268 -0.0981 0.2830 11.00000 0.05 0.16
Q16 1 0.7589 0.0348 -0.0297 11.00000 0.05 0.15
Q17 1 0.5036 0.0036 0.4490 11.00000 0.05 0.15
Q18 1 0.9635 -0.2263 0.5342 11.00000 0.05 0.15
Q19 1 0.9279 0.3567 -0.3031 11.00000 0.05 0.15
Q20 1 1.0000 0.0000 0.0000 10.50000 0.05 0.15
;