# Electronic Supplementary Material (ESI) for CrystEngComm
# This journal is © The Royal Society of Chemistry 2011


data_global
_journal_name_full               CrystEngComm
_journal_coden_cambridge         1350
_journal_year                    ?
_journal_volume                  ?
_journal_page_first              ?
loop_
_publ_contact_author_address
;
Institut f\"ur Anorganische Chemie
Georg-August-Universit\"at G\"ottingen
Tammannstr. 4, 37077 G\"ottingen (Germany)
;
;
Institut f\"ur Anorganische Chemie
Georg-August-Universit\"at G\"ottingen
Tammannstr. 4, 37077 G\"ottingen (Germany)
;
_publ_contact_author_email       jholste@gwdg.de
_publ_contact_author_fax         +49-551-3922582
_publ_contact_author_phone       +49-551-393066
loop_
_publ_contact_author_name
'Holstein, Julian J.'
_publ_section_title              
;
Electrostatic properties of nine fluoroquinolone antibiotics
derived directly from their crystal structure refinements
;
loop_
_publ_author_name
J.J.Holstein
C.B.Hubschle
B.Dittrich

data_oflox
_database_code_depnum_ccdc_archive 'CCDC 825554'

_audit_creation_method           SHELXL-97
_chemical_name_common            Ofloxcacin
_chemical_formula_moiety         'C18 H20 F N3 O4'
_chemical_formula_sum            'C18 H20 F N3 O4'
_chemical_formula_weight         361.37
_chemical_compound_source        'Sigma Aldrich'

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0061 0.0033 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0106 0.0060 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0171 0.0103 'Invariom modelling (Acta Cryst. A61, 314--320)'

_symmetry_space_group_name_H-M   'C 2/c'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_cell_setting           monoclinic

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -z'
'x+1/2, -y+1/2, z-1/2'

_cell_length_a                   30.073(6)
_cell_length_b                   6.7129(14)
_cell_length_c                   16.722(3)
_cell_angle_alpha                90.00
_cell_angle_beta                 104.76(3)
_cell_angle_gamma                90.00
_cell_volume                     3264.4(12)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    84774
_cell_measurement_theta_min      1.10
_cell_measurement_theta_max      25.98

_exptl_crystal_size_max          0.201
_exptl_crystal_size_mid          0.195
_exptl_crystal_size_min          0.173
_exptl_crystal_description       rectangle
_exptl_crystal_colour            colorless

_exptl_crystal_density_diffrn    1.471
_exptl_crystal_F_000             1520
_exptl_absorpt_coefficient_mu    0.069
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;

_exptl_absorpt_correction_T_min  0.885852
_exptl_absorpt_correction_T_max  0.984984

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.5608
_diffrn_radiation_type           AgK\a
_diffrn_measurement_device_type  'Bruker Apex 2 Diffractomerter'
_diffrn_measurement_method       '\w and \f scans'

_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0

_diffrn_reflns_number            6517
_diffrn_reflns_av_R_equivalents  0.0000
_diffrn_reflns_av_sigmaI/netI    0.0251
_diffrn_reflns_limit_h_min       -46
_diffrn_reflns_limit_h_max       45
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       26
_diffrn_reflns_theta_min         1.10
_diffrn_reflns_theta_max         25.98
_reflns_number_total             6517
_reflns_number_gt                4908

_diffrn_measured_fraction_theta_max 0.998
_diffrn_reflns_theta_full        25.98
_diffrn_measured_fraction_theta_full 0.998
_diffrn_orient_matrix_UB_11      -3.4301613e-002
_diffrn_orient_matrix_UB_12      -2.9052752e-003
_diffrn_orient_matrix_UB_13      -1.1675132e-002
_diffrn_orient_matrix_UB_21      -1.7549834e-003
_diffrn_orient_matrix_UB_22      -6.8503007e-002
_diffrn_orient_matrix_UB_23      -5.3823702e-002
_diffrn_orient_matrix_UB_31      1.6624200e-003
_diffrn_orient_matrix_UB_32      -1.3226336e-001
_diffrn_orient_matrix_UB_33      2.8133299e-002

_reflns_threshold_expression     F>3(\s)F

_computing_data_collection       'Apex2 (Bruker AXS, 2008)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0346
_refine_ls_R_factor_all          0.0701
_refine_ls_wR_factor_ref         0.0344
_refine_ls_hydrogen_treatment    refU
_refine_ls_number_reflns         4908
_refine_ls_number_parameters     255
_refine_ls_goodness_of_fit_ref   2.7286
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_shift/su_max          0.0000
_refine_ls_extinction_method     none

_refine_diff_density_max         0.430
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.071

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
F(15) 0.57000(2) 0.70234(9) 0.77745(3) 1.0000 0.018
O(13) 0.43781(2) 0.80406(11) 0.27087(4) 1.0000 0.021
O(14) 0.44421(2) 0.81571(10) 0.51922(4) 1.0000 0.015
O(12) 0.40215(2) 0.86058(10) 0.36986(4) 1.0000 0.017
O(16) 0.64410(2) 0.61239(10) 0.56281(4) 1.0000 0.017
N(1) 0.56130(3) 0.69617(11) 0.44551(5) 1.0000 0.012
N(20) 0.64895(3) 0.62324(12) 0.73580(5) 1.0000 0.014
N(23) 0.74063(3) 0.61574(13) 0.83635(5) 1.0000 0.018
C(2) 0.52195(3) 0.73651(13) 0.38961(6) 1.0000 0.013
C(9) 0.56290(3) 0.68881(13) 0.52946(5) 1.0000 0.011
C(10) 0.52331(3) 0.73045(13) 0.55630(5) 1.0000 0.011
C(11) 0.43894(3) 0.81300(13) 0.34411(6) 1.0000 0.014
C(3) 0.48111(3) 0.77215(13) 0.41108(5) 1.0000 0.012
C(6) 0.56739(3) 0.69671(13) 0.69606(5) 1.0000 0.013
C(5) 0.52576(3) 0.73363(13) 0.64135(5) 1.0000 0.013
C(7) 0.60822(3) 0.65218(13) 0.67263(6) 1.0000 0.012
C(8) 0.60513(3) 0.64779(13) 0.58767(6) 1.0000 0.013
C(4) 0.48013(3) 0.77500(13) 0.49617(6) 1.0000 0.012
C(24) 0.70899(3) 0.77311(15) 0.84577(6) 1.0000 0.019
C(21) 0.68104(3) 0.46711(15) 0.72537(6) 1.0000 0.018
C(22) 0.71538(3) 0.43305(15) 0.80807(6) 1.0000 0.017
C(18) 0.60487(3) 0.68245(14) 0.42008(6) 1.0000 0.014
C(17) 0.63567(3) 0.53950(15) 0.47944(6) 1.0000 0.017
C(19) 0.62600(3) 0.88897(14) 0.41986(6) 1.0000 0.018
C(26) 0.77563(4) 0.58355(18) 0.91323(6) 1.0000 0.027
C(25) 0.67268(3) 0.81046(14) 0.76529(6) 1.0000 0.017
H(2) 0.52468(3) 0.74323(13) 0.32637(6) 1.0000 0.023(3)
H(12) 0.41220(2) 0.85631(10) 0.42917(4) 1.0000 0.041(4)
H(5) 0.49596(3) 0.76419(13) 0.66449(5) 1.0000 0.025(3)
H(24A) 0.69150(3) 0.73400(15) 0.89389(6) 1.0000 0.034(3)
H(24B) 0.72792(3) 0.91319(15) 0.86313(6) 1.0000 0.039(4)
H(21A) 0.66177(3) 0.32890(15) 0.70554(6) 1.0000 0.035(3)
H(21B) 0.70095(3) 0.50411(15) 0.68062(6) 1.0000 0.033(3)
H(22A) 0.73996(3) 0.31603(15) 0.80233(6) 1.0000 0.029(3)
H(22B) 0.69625(3) 0.37830(15) 0.85158(6) 1.0000 0.040(4)
H(18) 0.59616(3) 0.61600(14) 0.35877(6) 1.0000 0.022(3)
H(17A) 0.66970(3) 0.53058(15) 0.46704(6) 1.0000 0.029(3)
H(17B) 0.61951(3) 0.39198(15) 0.47320(6) 1.0000 0.025(3)
H(19A) 0.63327(3) 0.95483(14) 0.48151(6) 1.0000 0.037(4)
H(19B) 0.65757(3) 0.87649(14) 0.39940(6) 1.0000 0.031(3)
H(19C) 0.60240(3) 0.98681(14) 0.37691(6) 1.0000 0.038(4)
H(26A) 0.79979(4) 0.46664(18) 0.90585(6) 1.0000 0.043(4)
H(26B) 0.79526(4) 0.72116(18) 0.93174(6) 1.0000 0.049(4)
H(26C) 0.76102(4) 0.53085(18) 0.96323(6) 1.0000 0.042(4)
H(25A) 0.68928(3) 0.87221(14) 0.71928(6) 1.0000 0.038(4)
H(25B) 0.64772(3) 0.92030(14) 0.77609(6) 1.0000 0.028(3)
#DUM0 0.00000 0.00000 0.00000 0.0000 0.000
#DUM1 0.68301 0.64221 0.74743 0.0000 0.000
#DUM2 0.72463 0.57366 0.87870 0.0000 0.000
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
F(15) 0.0181(3) 0.0279(3) 0.0084(3) 0.0042(2) 0.0043(2) 0.0002(2)
O(13) 0.0190(4) 0.0305(4) 0.0098(3) 0.0027(3) -0.0011(3) -0.0007(3)
O(14) 0.0110(3) 0.0212(4) 0.0132(3) 0.0022(3) 0.0036(3) 0.0000(3)
O(12) 0.0134(3) 0.0192(4) 0.0173(4) 0.0002(3) 0.0004(3) -0.0001(3)
O(16) 0.0130(3) 0.0274(4) 0.0107(3) 0.0036(3) 0.0044(3) 0.0029(3)
N(1) 0.0127(4) 0.0141(4) 0.0093(4) -0.0002(3) 0.0034(3) 0.0001(3)
N(20) 0.0123(4) 0.0176(4) 0.0111(4) 0.0006(3) 0.0014(3) -0.0002(3)
N(23) 0.0145(4) 0.0274(5) 0.0118(4) -0.0002(3) 0.0004(3) -0.0004(3)
C(2) 0.0135(5) 0.0151(4) 0.0094(4) 0.0006(4) 0.0024(4) -0.0003(3)
C(9) 0.0114(4) 0.0128(4) 0.0083(4) 0.0012(3) 0.0024(3) 0.0007(3)
C(10) 0.0111(4) 0.0124(4) 0.0090(4) 0.0003(3) 0.0026(3) -0.0001(3)
C(11) 0.0140(5) 0.0158(4) 0.0115(5) -0.0006(4) -0.0011(4) 0.0001(4)
C(3) 0.0114(4) 0.0140(4) 0.0103(4) 0.0003(3) 0.0015(4) -0.0005(3)
C(6) 0.0131(5) 0.0159(5) 0.0092(4) 0.0011(4) 0.0033(4) 0.0000(3)
C(5) 0.0121(4) 0.0164(5) 0.0093(4) 0.0017(3) 0.0038(4) 0.0001(3)
C(7) 0.0125(4) 0.0146(4) 0.0093(4) 0.0011(3) 0.0031(4) 0.0005(3)
C(8) 0.0120(4) 0.0164(5) 0.0094(4) 0.0015(3) 0.0022(4) 0.0013(3)
C(4) 0.0111(4) 0.0126(4) 0.0108(4) 0.0002(3) 0.0024(4) -0.0004(3)
C(24) 0.0182(5) 0.0233(5) 0.0129(5) -0.0005(4) 0.0006(4) -0.0032(4)
C(21) 0.0150(5) 0.0211(5) 0.0146(5) 0.0041(4) -0.0014(4) -0.0032(4)
C(22) 0.0150(5) 0.0217(5) 0.0135(5) 0.0020(4) 0.0018(4) 0.0020(4)
C(18) 0.0137(5) 0.0173(5) 0.0096(4) 0.0009(4) 0.0042(4) -0.0002(3)
C(17) 0.0171(5) 0.0198(5) 0.0131(5) 0.0046(4) 0.0068(4) 0.0018(4)
C(19) 0.0167(5) 0.0200(5) 0.0162(5) -0.0007(4) 0.0061(4) 0.0022(4)
C(26) 0.0213(6) 0.0408(7) 0.0149(5) 0.0031(5) -0.0046(4) -0.0019(5)
C(25) 0.0175(5) 0.0186(5) 0.0125(5) -0.0005(4) 0.0016(4) -0.0004(4)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F(15) C(6) 1.3437(10) 1_555 1_555 yes
O(13) C(11) 1.2180(11) 1_555 1_555 yes
O(14) C(4) 1.2658(10) 1_555 1_555 yes
O(12) C(11) 1.3245(11) 1_555 1_555 yes
O(12) H(12) 0.9608(9) 1_555 1_555 yes
O(16) C(8) 1.3605(10) 1_555 1_555 yes
N(1) C(2) 1.3355(11) 1_555 1_555 yes
N(1) C(9) 1.3931(11) 1_555 1_555 yes
N(20) C(7) 1.4125(11) 1_555 1_555 yes
N(20) C(21) 1.4648(12) 1_555 1_555 yes
N(20) C(25) 1.4672(12) 1_555 1_555 yes
N(23) C(24) 1.4569(12) 1_555 1_555 yes
N(23) C(22) 1.4563(12) 1_555 1_555 yes
N(23) C(26) 1.4553(12) 1_555 1_555 yes
C(2) C(3) 1.3855(12) 1_555 1_555 yes
C(2) H(2) 1.0822(14) 1_555 1_555 yes
C(9) C(10) 1.4033(12) 1_555 1_555 yes
C(9) C(8) 1.4166(12) 1_555 1_555 yes
C(10) C(5) 1.4054(12) 1_555 1_555 yes
C(10) C(4) 1.4564(12) 1_555 1_555 yes
C(11) C(3) 1.4878(12) 1_555 1_555 yes
C(3) C(4) 1.4308(12) 1_555 1_555 yes
C(6) C(5) 1.3719(12) 1_555 1_555 yes
C(6) C(7) 1.4127(12) 1_555 1_555 yes
C(5) H(5) 1.0822(14) 1_555 1_555 yes
C(7) C(8) 1.4001(12) 1_555 1_555 yes
C(24) C(25) 1.5225(13) 1_555 1_555 yes
C(24) H(24A) 1.0993(14) 1_555 1_555 yes
C(24) H(24B) 1.0993(14) 1_555 1_555 yes
C(21) C(22) 1.5178(13) 1_555 1_555 yes
C(21) H(21A) 1.0993(14) 1_555 1_555 yes
C(21) H(21B) 1.0993(14) 1_555 1_555 yes
C(22) H(22A) 1.0993(14) 1_555 1_555 yes
C(22) H(22B) 1.0993(14) 1_555 1_555 yes
C(18) C(17) 1.5152(13) 1_555 1_555 yes
C(18) C(19) 1.5254(13) 1_555 1_555 yes
C(18) H(18) 1.0871(14) 1_555 1_555 yes
C(17) H(17A) 1.0963(14) 1_555 1_555 yes
C(17) H(17B) 1.0963(14) 1_555 1_555 yes
C(19) H(19A) 1.0914(14) 1_555 1_555 yes
C(19) H(19B) 1.0914(14) 1_555 1_555 yes
C(19) H(19C) 1.0914(14) 1_555 1_555 yes
C(26) H(26A) 1.0975(17) 1_555 1_555 yes
C(26) H(26B) 1.0975(17) 1_555 1_555 yes
C(26) H(26C) 1.0975(16) 1_555 1_555 yes
C(25) H(25A) 1.0993(14) 1_555 1_555 yes
C(25) H(25B) 1.0993(14) 1_555 1_555 yes
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(11) O(12) H(12) 105.03(5) 1_555 1_555 1_555 yes
C(2) N(1) C(9) 120.64(8) 1_555 1_555 1_555 yes
C(7) N(20) C(21) 118.79(7) 1_555 1_555 1_555 yes
C(7) N(20) C(25) 112.86(7) 1_555 1_555 1_555 yes
C(21) N(20) C(25) 111.98(7) 1_555 1_555 1_555 yes
C(24) N(23) C(22) 110.18(8) 1_555 1_555 1_555 yes
C(24) N(23) C(26) 110.95(8) 1_555 1_555 1_555 yes
C(22) N(23) C(26) 111.21(8) 1_555 1_555 1_555 yes
N(1) C(2) C(3) 122.65(8) 1_555 1_555 1_555 yes
N(1) C(2) H(2) 114.73(5) 1_555 1_555 1_555 yes
C(3) C(2) H(2) 122.60(5) 1_555 1_555 1_555 yes
N(1) C(9) C(10) 120.05(8) 1_555 1_555 1_555 yes
N(1) C(9) C(8) 119.61(8) 1_555 1_555 1_555 yes
C(10) C(9) C(8) 120.28(8) 1_555 1_555 1_555 yes
C(9) C(10) C(5) 119.77(8) 1_555 1_555 1_555 yes
C(9) C(10) C(4) 120.00(8) 1_555 1_555 1_555 yes
C(5) C(10) C(4) 120.21(8) 1_555 1_555 1_555 yes
O(13) C(11) O(12) 121.81(9) 1_555 1_555 1_555 yes
O(13) C(11) C(3) 123.23(9) 1_555 1_555 1_555 yes
O(12) C(11) C(3) 114.97(8) 1_555 1_555 1_555 yes
C(2) C(3) C(11) 118.60(8) 1_555 1_555 1_555 yes
C(2) C(3) C(4) 120.27(8) 1_555 1_555 1_555 yes
C(11) C(3) C(4) 121.10(8) 1_555 1_555 1_555 yes
F(15) C(6) C(5) 118.58(8) 1_555 1_555 1_555 yes
F(15) C(6) C(7) 117.14(8) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 124.28(8) 1_555 1_555 1_555 yes
C(10) C(5) C(6) 118.42(8) 1_555 1_555 1_555 yes
C(10) C(5) H(5) 122.00(5) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 119.59(5) 1_555 1_555 1_555 yes
N(20) C(7) C(6) 118.11(8) 1_555 1_555 1_555 yes
N(20) C(7) C(8) 125.21(8) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 116.63(8) 1_555 1_555 1_555 yes
O(16) C(8) C(9) 121.02(8) 1_555 1_555 1_555 yes
O(16) C(8) C(7) 118.30(8) 1_555 1_555 1_555 yes
C(9) C(8) C(7) 120.61(8) 1_555 1_555 1_555 yes
O(14) C(4) C(10) 120.93(8) 1_555 1_555 1_555 yes
O(14) C(4) C(3) 122.75(8) 1_555 1_555 1_555 yes
C(10) C(4) C(3) 116.31(8) 1_555 1_555 1_555 yes
N(23) C(24) C(25) 111.41(8) 1_555 1_555 1_555 yes
N(23) C(24) H(24A) 110.69(5) 1_555 1_555 1_555 yes
N(23) C(24) H(24B) 109.89(5) 1_555 1_555 1_555 yes
C(25) C(24) H(24A) 108.50(5) 1_555 1_555 1_555 yes
C(25) C(24) H(24B) 107.41(5) 1_555 1_555 1_555 yes
H(24A) C(24) H(24B) 108.85(11) 1_555 1_555 1_555 yes
N(20) C(21) C(22) 108.38(8) 1_555 1_555 1_555 yes
N(20) C(21) H(21A) 109.10(5) 1_555 1_555 1_555 yes
N(20) C(21) H(21B) 114.13(5) 1_555 1_555 1_555 yes
C(22) C(21) H(21A) 109.38(5) 1_555 1_555 1_555 yes
C(22) C(21) H(21B) 106.98(5) 1_555 1_555 1_555 yes
H(21A) C(21) H(21B) 108.77(11) 1_555 1_555 1_555 yes
N(23) C(22) C(21) 110.27(8) 1_555 1_555 1_555 yes
N(23) C(22) H(22A) 108.89(5) 1_555 1_555 1_555 yes
N(23) C(22) H(22B) 112.58(5) 1_555 1_555 1_555 yes
C(21) C(22) H(22A) 110.15(5) 1_555 1_555 1_555 yes
C(21) C(22) H(22B) 107.69(5) 1_555 1_555 1_555 yes
H(22A) C(22) H(22B) 107.20(11) 1_555 1_555 1_555 yes
C(17) C(18) C(19) 113.06(8) 1_555 1_555 1_555 yes
C(17) C(18) H(18) 108.56(5) 1_555 1_555 1_555 yes
C(19) C(18) H(18) 111.79(5) 1_555 1_555 1_555 yes
C(18) C(17) H(17A) 110.79(5) 1_555 1_555 1_555 yes
C(18) C(17) H(17B) 109.12(5) 1_555 1_555 1_555 yes
H(17A) C(17) H(17B) 110.20(11) 1_555 1_555 1_555 yes
C(18) C(19) H(19A) 110.45(5) 1_555 1_555 1_555 yes
C(18) C(19) H(19B) 109.09(5) 1_555 1_555 1_555 yes
C(18) C(19) H(19C) 110.32(5) 1_555 1_555 1_555 yes
H(19A) C(19) H(19B) 110.25(11) 1_555 1_555 1_555 yes
H(19A) C(19) H(19C) 108.55(11) 1_555 1_555 1_555 yes
H(19B) C(19) H(19C) 108.15(11) 1_555 1_555 1_555 yes
N(23) C(26) H(26A) 110.94(6) 1_555 1_555 1_555 yes
N(23) C(26) H(26B) 109.89(6) 1_555 1_555 1_555 yes
N(23) C(26) H(26C) 112.39(6) 1_555 1_555 1_555 yes
H(26A) C(26) H(26B) 108.04(14) 1_555 1_555 1_555 yes
H(26A) C(26) H(26C) 105.07(13) 1_555 1_555 1_555 yes
H(26B) C(26) H(26C) 110.33(12) 1_555 1_555 1_555 yes
N(20) C(25) C(24) 109.51(8) 1_555 1_555 1_555 yes
N(20) C(25) H(25A) 110.88(5) 1_555 1_555 1_555 yes
N(20) C(25) H(25B) 109.63(5) 1_555 1_555 1_555 yes
C(24) C(25) H(25A) 109.22(5) 1_555 1_555 1_555 yes
C(24) C(25) H(25B) 109.33(5) 1_555 1_555 1_555 yes
H(25A) C(25) H(25B) 108.23(11) 1_555 1_555 1_555 yes
loop_
_atom_rho_multipole_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa_prime
_atom_rho_multipole_kappa_dprime0
_atom_rho_multipole_kappa_dprime1
_atom_rho_multipole_kappa_dprime2
_atom_rho_multipole_kappa_dprime3
_atom_rho_multipole_kappa_dprime4
F(15) 7.09 0.00 0.00 0.00 -0.07 -0.11 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.01 1.00 1.00
1.00 1.00
O(13) 6.10 0.00 0.00 0.00 -0.08 0.03 0.00 0.00 -0.17 0.00 0.03 0.00 0.00 0.02
0.00 0.00 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 1.00 1.01 1.00
1.00 1.00 1.00
O(14) 6.15 0.00 -0.08 0.00 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.04 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.01 1.00
1.00 1.00 1.00
O(12) 6.00 0.00 -0.06 -0.11 0.00 0.12 0.00 0.00 -0.03 0.05 0.00 -0.02 -0.03
0.00 0.00 0.07 -0.02 0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.01 0.02 1.01 1.14
1.20 1.20 1.20 1.20
O(16) 6.15 0.00 -0.05 -0.10 0.00 0.08 0.00 0.00 -0.03 0.06 0.00 -0.01 -0.02
0.00 0.00 0.07 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.00 1.00 1.09
1.20 1.20 1.20 1.20
N(1) 5.09 0.00 0.01 0.01 0.00 0.03 0.00 0.00 0.01 -0.01 0.00 0.01 0.01 0.00
0.00 0.17 0.01 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.02 1.01 1.11 1.20 1.20
1.20 1.20
N(20) 5.13 0.00 0.01 -0.04 0.00 -0.06 0.00 0.00 -0.07 0.02 0.00 -0.16 0.04 0.00
0.00 0.04 0.02 0.01 0.00 0.00 0.00 -0.02 0.00 0.00 0.01 0.01 1.00 1.18 1.20
1.20 1.20 1.20
N(23) 5.15 0.00 0.00 0.00 -0.10 0.12 0.00 0.00 0.00 0.00 -0.08 0.00 0.00 0.00
0.00 0.00 -0.14 -0.01 0.00 0.00 0.00 0.00 0.00 -0.05 0.00 0.00 1.00 1.12 1.20
1.20 1.20 1.20
C(2) 3.95 0.00 -0.05 0.04 0.00 -0.16 0.00 0.00 -0.05 -0.06 0.00 -0.03 0.04 0.00
0.00 0.24 0.04 0.02 0.00 0.00 0.00 -0.02 0.00 0.00 0.02 -0.02 1.02 1.14 1.20
1.20 1.20 1.20
C(9) 3.99 0.00 -0.05 -0.02 0.00 -0.14 0.00 0.00 -0.04 0.00 0.00 -0.03 0.00 0.00
0.00 0.24 0.02 0.02 0.00 0.00 0.00 0.01 0.00 0.00 0.01 0.00 1.02 1.12 1.20 1.20
1.20 1.20
C(10) 4.05 0.00 0.02 0.00 0.00 -0.15 0.00 0.00 0.02 0.00 0.00 0.01 0.01 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.01 -0.01 0.00 0.00 0.01 0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(11) 4.05 0.00 0.09 -0.04 0.00 -0.25 0.00 0.00 0.09 0.05 0.00 0.02 -0.02 0.00
0.00 0.32 -0.02 0.01 0.00 0.00 0.01 0.01 0.00 0.00 -0.06 0.02 1.01 1.00 1.00
1.00 1.00 1.00
C(3) 4.08 0.00 0.02 0.01 0.00 -0.14 0.00 0.00 0.02 0.00 0.00 0.04 0.01 0.00
0.00 0.23 0.00 0.02 0.00 0.00 0.01 0.01 0.00 0.00 0.00 0.00 1.02 1.00 1.00 1.00
1.00 1.00
C(6) 4.06 0.00 -0.11 0.03 0.00 -0.11 0.00 0.00 -0.13 -0.03 0.00 -0.07 0.02 0.00
0.00 0.28 0.01 0.03 0.00 0.00 -0.03 -0.01 0.00 0.00 0.04 0.00 1.01 1.00 1.00
1.00 1.00 1.00
C(5) 3.94 0.00 0.02 0.02 0.00 -0.15 0.00 0.00 0.00 -0.01 0.00 0.01 0.03 0.00
0.00 0.22 -0.01 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.01 -0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(7) 4.00 0.00 -0.05 0.02 0.00 -0.10 0.00 0.00 -0.04 -0.01 0.00 -0.05 0.01 0.00
0.00 0.24 -0.03 0.03 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.02 1.02 1.00 1.00
1.00 1.00 1.00
C(8) 4.06 0.00 -0.07 0.00 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.07 0.00 0.00
0.00 0.27 0.02 0.03 0.00 0.00 -0.01 0.00 0.00 0.00 0.02 -0.01 1.01 1.00 1.00
1.00 1.00 1.00
C(4) 3.98 0.00 0.06 0.00 0.00 -0.24 0.00 0.00 0.07 0.00 0.00 0.01 0.00 0.00
0.00 0.28 0.00 0.01 0.00 0.00 0.02 0.00 0.00 0.00 -0.02 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(24) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(21) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(22) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(18) 3.95 0.00 -0.05 0.01 0.00 0.02 0.00 0.00 -0.09 -0.01 0.00 -0.15 -0.19
0.00 0.00 0.16 -0.08 0.03 0.00 0.00 -0.03 0.06 0.00 0.00 0.05 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(17) 3.92 0.00 -0.05 0.00 0.00 0.03 0.00 0.00 -0.07 0.00 0.00 -0.16 -0.19 0.00
0.00 0.19 -0.06 0.01 0.00 0.00 -0.04 0.08 0.00 0.00 0.05 0.01 1.01 1.00 1.00
1.00 1.00 0.00
C(19) 4.00 0.00 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.00 0.23 0.00 0.00 0.00
0.00 0.19 0.00 0.03 0.00 0.00 0.00 0.00 -0.09 0.00 0.00 0.00 1.01 1.00 1.00
1.00 1.00 0.00
C(26) 3.82 0.00 0.00 0.00 -0.02 -0.04 0.00 0.00 0.00 0.00 0.24 0.00 0.00 0.00
0.00 0.01 -0.17 0.04 0.00 0.00 0.00 0.00 -0.01 0.07 0.00 0.00 1.01 1.00 1.00
1.00 1.00 1.000000(0)
C(25) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
H(2) 0.96 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
1.200000(0)
H(12) 1.00 0.00 0.00 0.00 0.23 0.12 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 -0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.09 1.20 1.20
1.20 1.20 1.200000(0)
H(5) 0.96 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
1.200000(0)
H(24A) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(24B) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21A) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21B) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22A) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22B) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(18) 0.86 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.18 1.20 1.20
1.20 1.20 1.200000(0)
H(17A) 0.99 0.00 0.00 0.00 0.14 0.07 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.12 1.20 1.20 1.20
1.20 1.200000(0)
H(17B) 0.99 0.00 0.00 0.00 0.14 0.07 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.12 1.20 1.20 1.20
1.20 1.200000(0)
H(19A) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(19B) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(19C) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(26A) 1.01 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.12 1.20 1.20 1.20
1.20 1.200000(0)
H(26B) 1.01 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.12 1.20 1.20 1.20
1.20 1.200000(0)
H(26C) 1.01 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.12 1.20 1.20 1.20
1.20 1.200000(0)
H(25A) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(25B) 1.02 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
loop_
_atom_local_axes_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
F(15) C(6) Z F(15) C(5) Y
O(13) C(11) Z O(13) O(12) Y
O(14) C(4) X O(14) C(3) Y
O(12) C(11) X O(12) H(12) Y
O(16) C(8) X O(16) C(17) Y
N(1) C(2) X N(1) C(9) Y
N(20) C(7) X N(20) DUM1 Y
N(23) DUM2 Z N(23) C(26) Y
C(2) N(1) X C(2) C(3) Y
C(9) N(1) X C(9) C(10) Y
C(10) C(5) X C(10) C(9) Y
C(11) O(13) X C(11) O(12) Y
C(3) C(2) X C(3) C(4) Y
C(6) F(15) X C(6) C(5) Y
C(5) C(6) X C(5) C(10) Y
C(7) N(20) X C(7) C(8) Y
C(8) O(16) X C(8) C(7) Y
C(4) O(14) X C(4) C(3) Y
C(24) N(23) X C(24) C(25) Y
C(21) N(20) X C(21) C(22) Y
C(22) N(23) X C(22) C(21) Y
C(18) N(1) X C(18) H(18) Y
C(17) O(16) X C(17) C(18) Y
C(19) C(18) Z C(19) H(19C) X
C(26) N(23) Z C(26) H(26A) Y
C(25) N(20) X C(25) C(24) Y
H(2) C(2) Z H(2) C(3) Y
H(12) O(12) Z H(12) C(11) Y
H(5) C(5) Z H(5) C(6) Y
H(24A) C(24) Z H(24A) N(23) Y
H(24B) C(24) Z H(24B) N(23) Y
H(21A) C(21) Z H(21A) N(20) Y
H(21B) C(21) Z H(21B) N(20) Y
H(22A) C(22) Z H(22A) N(23) Y
H(22B) C(22) Z H(22B) N(23) Y
H(18) C(18) Z H(18) N(1) Y
H(17A) C(17) Z H(17A) O(16) Y
H(17B) C(17) Z H(17B) O(16) Y
H(19A) C(19) Z H(19A) C(18) Y
H(19B) C(19) Z H(19B) C(18) Y
H(19C) C(19) Z H(19C) C(18) Y
H(26A) C(26) Z H(26A) N(23) Y
H(26B) C(26) Z H(26B) N(23) Y
H(26C) C(26) Z H(26C) N(23) Y
H(25A) C(25) Z H(25A) N(20) Y
H(25B) C(25) Z H(25B) N(20) Y

# Attachment '5380_web_deposit_cif_file_1_JulianJ.Holstein_1305135714.cif'

data_nor
_database_code_depnum_ccdc_archive 'CCDC 825555'

_audit_creation_method           SHELXL-97
_chemical_name_common            Norfloxacin
_chemical_formula_moiety         'C16 H18 F N3 O3, 2(H2 O)'
_chemical_formula_sum            'C16 H22 F N3 O5'
_chemical_formula_weight         355.37
_chemical_compound_source        'Sigma Aldrich'

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0061 0.0033 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0106 0.0060 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0171 0.0103 'Invariom modelling (Acta Cryst. A61, 314--320)'

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   8.2477(6)
_cell_length_b                   21.6745(17)
_cell_length_c                   9.5199(7)
_cell_angle_alpha                90.00
_cell_angle_beta                 110.6920(10)
_cell_angle_gamma                90.00
_cell_volume                     1592.0(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    32868
_cell_measurement_theta_min      1.88
_cell_measurement_theta_max      33.27

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.20
_exptl_crystal_size_mid          0.05
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.483
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             752
_exptl_absorpt_coefficient_mu    0.118
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6489
_exptl_absorpt_correction_T_max  0.7469
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_measurement_device_type  'Bruker Apex 2 Diffractometer'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            32868
_diffrn_reflns_av_R_equivalents  0.0382
_diffrn_reflns_av_sigmaI/netI    0.0373
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -32
_diffrn_reflns_limit_k_max       32
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.88
_diffrn_reflns_theta_max         33.27
_reflns_number_total             6042
_reflns_number_gt                4059
_reflns_threshold_expression     F>3(\s)F

_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

_diffrn_measured_fraction_theta_max 0.984
_diffrn_reflns_theta_full        33.27
_diffrn_measured_fraction_theta_full 0.984

_diffrn_orient_matrix_UB_11      -1.1892086e-001
_diffrn_orient_matrix_UB_12      -1.7360093e-003
_diffrn_orient_matrix_UB_13      -7.7544421e-002
_diffrn_orient_matrix_UB_21      5.0222732e-002
_diffrn_orient_matrix_UB_22      1.7276448e-003
_diffrn_orient_matrix_UB_23      -8.0976017e-002
_diffrn_orient_matrix_UB_31      6.3700578e-003
_diffrn_orient_matrix_UB_32      -4.6030153e-002
_diffrn_orient_matrix_UB_33      -1.1470664e-004

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0311
_refine_ls_R_factor_all          0.0835
_refine_ls_wR_factor_ref         0.0261
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         4059
_refine_ls_number_parameters     248
_refine_ls_goodness_of_fit_ref   2.1753
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_shift/su_max          0.0000
_refine_ls_extinction_method     none

_refine_diff_density_max         0.290
_refine_diff_density_min         -0.222
_refine_diff_density_rms         0.058

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
F(15) -0.18487(4) 0.00797(1) 0.08868(3) 1.0000 0.015
O(13) 0.34294(5) -0.20792(2) 0.71681(4) 1.0000 0.015
O(12) 0.49910(5) -0.14163(2) 0.89217(4) 1.0000 0.023
O(14) 0.07584(5) -0.14814(2) 0.48094(4) 1.0000 0.014
O(2) 0.55288(5) 0.20112(2) 0.55094(5) 1.0000 0.022
O(3) 0.26599(5) 0.27789(2) 0.45730(4) 1.0000 0.022
N(23) -0.04578(6) 0.22610(2) -0.00694(5) 1.0000 0.012
N(1) 0.38052(6) 0.00653(2) 0.61601(5) 1.0000 0.010
N(20) 0.00475(6) 0.11660(2) 0.17176(5) 1.0000 0.011
C(6) -0.04166(7) 0.00805(2) 0.21481(6) 1.0000 0.011
C(11) 0.39251(7) -0.15394(2) 0.76416(6) 1.0000 0.013
C(4) 0.17442(7) -0.10276(2) 0.52404(6) 1.0000 0.010
C(3) 0.32508(7) -0.10019(2) 0.65976(6) 1.0000 0.011
C(10) 0.13945(7) -0.04585(2) 0.43513(6) 1.0000 0.009
C(5) -0.00185(7) -0.04457(2) 0.29877(6) 1.0000 0.010
C(2) 0.41590(7) -0.04572(2) 0.69806(6) 1.0000 0.011
C(9) 0.24031(7) 0.00769(2) 0.48113(5) 1.0000 0.009
C(8) 0.20050(7) 0.06104(2) 0.39072(6) 1.0000 0.010
C(7) 0.05744(7) 0.06283(2) 0.25649(6) 1.0000 0.010
C(16) 0.48930(7) 0.06191(2) 0.67309(6) 1.0000 0.012
C(25) -0.02267(7) 0.11324(2) 0.01092(6) 1.0000 0.014
C(21) 0.09466(7) 0.17334(2) 0.23816(6) 1.0000 0.012
C(24) -0.13407(8) 0.16721(2) -0.07069(6) 1.0000 0.015
C(22) -0.00939(7) 0.22888(2) 0.15823(6) 1.0000 0.013
C(17) 0.40472(7) 0.10860(3) 0.74485(6) 1.0000 0.017
H(23A) 0.06868(6) 0.22911(2) -0.02546(5) 1.0000 0.040(2)
H(23B) -0.11505(6) 0.26432(2) -0.05641(5) 1.0000 0.037(2)
H(5) -0.07972(7) -0.08571(2) 0.26196(6) 1.0000 0.021(2)
H(2) 0.52562(7) -0.04317(2) 0.80223(6) 1.0000 0.020(2)
H(8) 0.28092(7) 0.10167(2) 0.42624(6) 1.0000 0.022(2)
H(16A) 0.52054(7) 0.08160(2) 0.58065(6) 1.0000 0.024(2)
H(16B) 0.61087(7) 0.04404(2) 0.75142(6) 1.0000 0.026(2)
H(25A) -0.08414(7) 0.06893(2) -0.03389(6) 1.0000 0.027(2)
H(25B) 0.10310(7) 0.11434(2) -0.00477(6) 1.0000 0.029(2)
H(21A) 0.22508(7) 0.17643(2) 0.23214(6) 1.0000 0.032(2)
H(21B) 0.10055(7) 0.17485(2) 0.35529(6) 1.0000 0.022(2)
H(24A) -0.15438(8) 0.16558(2) -0.19114(6) 1.0000 0.033(2)
H(24B) -0.25956(8) 0.16619(2) -0.05448(6) 1.0000 0.029(2)
H(22A) -0.13666(7) 0.22956(2) 0.17116(6) 1.0000 0.027(2)
H(22B) 0.05915(7) 0.27228(2) 0.20119(6) 1.0000 0.032(2)
H(17A) 0.48761(7) 0.14921(3) 0.77918(6) 1.0000 0.036(2)
H(17B) 0.38387(7) 0.09092(3) 0.84447(6) 1.0000 0.031(2)
H(17C) 0.28153(7) 0.12484(3) 0.66465(6) 1.0000 0.041(2)
H(21) 0.60583(5) 0.21005(2) 0.47798(5) 1.0000 0.036(2)
H(22) 0.59536(5) 0.23376(2) 0.62307(5) 1.0000 0.040(2)
H(31) 0.33900(5) 0.24196(2) 0.48297(4) 1.0000 0.039(2)
H(32) 0.34226(5) 0.31021(2) 0.51180(4) 1.0000 0.043(2)
# DUM0 0.00000 0.00000 0.00000 0.0000 0.000
# DUM1 0.63251 0.23581 0.55026 0.0000 0.000
# DUM2 0.39036 0.27489 0.52411 0.0000 0.000
# DUM3 -0.07633 0.19307 0.05276 0.0000 0.000
# DUM4 0.04250 0.14885 0.11470 0.0000 0.000
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
F(15) 0.0137(2) 0.0148(2) 0.0132(2) -0.0017(1) -0.0017(1) 0.0016(1)
O(13) 0.0155(2) 0.0098(2) 0.0150(2) 0.0008(2) 0.0022(2) 0.0027(2)
O(12) 0.0319(3) 0.0139(2) 0.0138(2) 0.0031(2) -0.0064(2) 0.0009(2)
O(14) 0.0146(2) 0.0090(2) 0.0150(2) -0.0024(2) -0.0004(2) 0.0019(2)
O(2) 0.0216(2) 0.0177(2) 0.0250(2) -0.0029(2) 0.0107(2) -0.0037(2)
O(3) 0.0132(2) 0.0237(2) 0.0249(2) -0.0037(2) 0.0060(2) -0.0086(2)
N(23) 0.0134(3) 0.0105(2) 0.0109(2) 0.0016(2) 0.0037(2) 0.0020(2)
N(1) 0.0083(2) 0.0108(2) 0.0099(2) -0.0007(2) 0.0010(2) -0.0002(2)
N(20) 0.0121(2) 0.0095(2) 0.0093(2) -0.0001(2) 0.0028(2) 0.0008(2)
C(6) 0.0113(3) 0.0091(3) 0.0098(2) 0.0003(2) 0.0019(2) 0.0014(2)
C(11) 0.0136(3) 0.0110(3) 0.0109(3) 0.0022(2) 0.0020(2) 0.0017(2)
C(4) 0.0107(3) 0.0075(3) 0.0107(3) 0.0000(2) 0.0031(2) 0.0005(2)
C(3) 0.0114(3) 0.0095(3) 0.0098(3) 0.0008(2) 0.0022(2) 0.0016(2)
C(10) 0.0094(3) 0.0076(3) 0.0096(3) 0.0000(2) 0.0028(2) 0.0003(2)
C(5) 0.0093(3) 0.0094(3) 0.0098(3) -0.0006(2) 0.0019(2) -0.0002(2)
C(2) 0.0111(3) 0.0100(3) 0.0106(3) 0.0001(2) 0.0023(2) 0.0003(2)
C(9) 0.0087(3) 0.0084(3) 0.0088(2) -0.0005(2) 0.0015(2) -0.0004(2)
C(8) 0.0093(3) 0.0090(3) 0.0101(3) -0.0008(2) 0.0024(2) 0.0001(2)
C(7) 0.0100(3) 0.0087(3) 0.0084(2) 0.0003(2) 0.0019(2) 0.0004(2)
C(16) 0.0087(3) 0.0122(3) 0.0135(3) -0.0015(2) 0.0021(2) -0.0004(2)
C(25) 0.0181(3) 0.0114(3) 0.0097(3) 0.0004(2) 0.0037(2) 0.0006(2)
C(21) 0.0148(3) 0.0093(3) 0.0108(3) -0.0002(2) 0.0030(2) 0.0000(2)
C(24) 0.0163(3) 0.0123(3) 0.0115(3) -0.0014(2) 0.0002(2) 0.0015(2)
C(22) 0.0171(3) 0.0104(3) 0.0101(3) 0.0018(2) 0.0042(2) 0.0006(2)
C(17) 0.0153(3) 0.0170(3) 0.0165(3) -0.0040(2) 0.0061(2) -0.0058(2)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F(15) C(6) 1.3545(6) 1_555 1_555 yes
O(13) C(11) 1.2685(6) 1_555 1_555 yes
O(12) C(11) 1.2538(6) 1_555 1_555 yes
O(14) C(4) 1.2495(6) 1_555 1_555 yes
O(2) H(21) 0.9618(6) 1_555 1_555 yes
O(2) H(22) 0.9618(6) 1_555 1_555 yes
O(3) H(31) 0.9618(6) 1_555 1_555 yes
O(3) H(32) 0.9618(6) 1_555 1_555 yes
N(23) H(23A) 1.0219(6) 1_555 1_555 yes
N(23) H(23B) 1.0219(6) 1_555 1_555 yes
N(1) C(2) 1.3479(6) 1_555 1_555 yes
N(1) C(9) 1.3919(6) 1_555 1_555 yes
N(20) C(7) 1.3965(6) 1_555 1_555 yes
N(20) C(25) 1.4684(6) 1_555 1_555 yes
N(20) C(21) 1.4596(6) 1_555 1_555 yes
C(6) C(5) 1.3645(7) 1_555 1_555 yes
C(6) C(7) 1.4164(7) 1_555 1_555 yes
C(11) C(3) 1.5046(7) 1_555 1_555 yes
C(4) C(3) 1.4429(7) 1_555 1_555 yes
C(4) C(10) 1.4658(7) 1_555 1_555 yes
C(3) C(2) 1.3765(7) 1_555 1_555 yes
C(10) C(5) 1.4053(7) 1_555 1_555 yes
C(10) C(9) 1.4047(7) 1_555 1_555 yes
C(5) H(5) 1.0822(7) 1_555 1_555 yes
C(2) H(2) 1.0822(7) 1_555 1_555 yes
C(9) C(8) 1.4093(7) 1_555 1_555 yes
C(8) C(7) 1.4004(7) 1_555 1_555 yes
C(8) H(8) 1.0823(7) 1_555 1_555 yes
C(16) C(17) 1.5212(7) 1_555 1_555 yes
C(16) H(16A) 1.0877(7) 1_555 1_555 yes
C(16) H(16B) 1.0877(7) 1_555 1_555 yes
C(25) C(24) 1.5205(7) 1_555 1_555 yes
C(25) H(25A) 1.0993(7) 1_555 1_555 yes
C(25) H(25B) 1.0993(7) 1_555 1_555 yes
C(21) C(22) 1.5177(7) 1_555 1_555 yes
C(21) H(21A) 1.0993(7) 1_555 1_555 yes
C(21) H(21B) 1.0993(7) 1_555 1_555 yes
C(24) H(24A) 1.0993(7) 1_555 1_555 yes
C(24) H(24B) 1.0993(7) 1_555 1_555 yes
C(22) H(22A) 1.0993(7) 1_555 1_555 yes
C(22) H(22B) 1.0993(7) 1_555 1_555 yes
C(17) H(17A) 1.0913(7) 1_555 1_555 yes
C(17) H(17B) 1.0914(7) 1_555 1_555 yes
C(17) H(17C) 1.0913(7) 1_555 1_555 yes
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H(21) O(2) H(22) 102.93(6) 1_555 1_555 1_555 yes
H(31) O(3) H(32) 102.79(5) 1_555 1_555 1_555 yes
H(23A) N(23) H(23B) 105.60(6) 1_555 1_555 1_555 yes
C(2) N(1) C(9) 119.27(5) 1_555 1_555 1_555 yes
C(7) N(20) C(25) 117.56(4) 1_555 1_555 1_555 yes
C(7) N(20) C(21) 116.50(4) 1_555 1_555 1_555 yes
C(25) N(20) C(21) 111.16(4) 1_555 1_555 1_555 yes
F(15) C(6) C(5) 118.18(5) 1_555 1_555 1_555 yes
F(15) C(6) C(7) 119.05(4) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 122.75(5) 1_555 1_555 1_555 yes
O(13) C(11) O(12) 124.67(5) 1_555 1_555 1_555 yes
O(13) C(11) C(3) 118.81(5) 1_555 1_555 1_555 yes
O(12) C(11) C(3) 116.48(5) 1_555 1_555 1_555 yes
O(14) C(4) C(3) 125.38(5) 1_555 1_555 1_555 yes
O(14) C(4) C(10) 120.02(5) 1_555 1_555 1_555 yes
C(3) C(4) C(10) 114.59(5) 1_555 1_555 1_555 yes
C(11) C(3) C(4) 124.19(5) 1_555 1_555 1_555 yes
C(11) C(3) C(2) 116.72(5) 1_555 1_555 1_555 yes
C(4) C(3) C(2) 119.09(5) 1_555 1_555 1_555 yes
C(4) C(10) C(5) 118.68(5) 1_555 1_555 1_555 yes
C(4) C(10) C(9) 122.76(5) 1_555 1_555 1_555 yes
C(5) C(10) C(9) 118.56(5) 1_555 1_555 1_555 yes
C(6) C(5) C(10) 120.46(5) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 120.43(3) 1_555 1_555 1_555 yes
C(10) C(5) H(5) 119.10(3) 1_555 1_555 1_555 yes
N(1) C(2) C(3) 125.52(5) 1_555 1_555 1_555 yes
N(1) C(2) H(2) 115.33(3) 1_555 1_555 1_555 yes
C(3) C(2) H(2) 119.15(3) 1_555 1_555 1_555 yes
N(1) C(9) C(10) 118.70(5) 1_555 1_555 1_555 yes
N(1) C(9) C(8) 121.10(5) 1_555 1_555 1_555 yes
C(10) C(9) C(8) 120.20(5) 1_555 1_555 1_555 yes
C(9) C(8) C(7) 121.29(5) 1_555 1_555 1_555 yes
C(9) C(8) H(8) 119.47(3) 1_555 1_555 1_555 yes
C(7) C(8) H(8) 119.23(3) 1_555 1_555 1_555 yes
N(20) C(7) C(6) 120.46(5) 1_555 1_555 1_555 yes
N(20) C(7) C(8) 122.69(5) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 116.69(5) 1_555 1_555 1_555 yes
C(17) C(16) H(16A) 112.31(3) 1_555 1_555 1_555 yes
C(17) C(16) H(16B) 112.76(3) 1_555 1_555 1_555 yes
H(16A) C(16) H(16B) 105.66(6) 1_555 1_555 1_555 yes
N(20) C(25) C(24) 109.70(4) 1_555 1_555 1_555 yes
N(20) C(25) H(25A) 109.15(3) 1_555 1_555 1_555 yes
N(20) C(25) H(25B) 109.61(3) 1_555 1_555 1_555 yes
C(24) C(25) H(25A) 111.18(3) 1_555 1_555 1_555 yes
C(24) C(25) H(25B) 110.04(3) 1_555 1_555 1_555 yes
H(25A) C(25) H(25B) 107.11(6) 1_555 1_555 1_555 yes
N(20) C(21) C(22) 109.90(4) 1_555 1_555 1_555 yes
N(20) C(21) H(21A) 112.68(3) 1_555 1_555 1_555 yes
N(20) C(21) H(21B) 107.33(3) 1_555 1_555 1_555 yes
C(22) C(21) H(21A) 108.42(3) 1_555 1_555 1_555 yes
C(22) C(21) H(21B) 107.43(3) 1_555 1_555 1_555 yes
H(21A) C(21) H(21B) 110.96(6) 1_555 1_555 1_555 yes
C(25) C(24) H(24A) 110.49(3) 1_555 1_555 1_555 yes
C(25) C(24) H(24B) 109.98(3) 1_555 1_555 1_555 yes
H(24A) C(24) H(24B) 109.99(6) 1_555 1_555 1_555 yes
C(21) C(22) H(22A) 110.34(3) 1_555 1_555 1_555 yes
C(21) C(22) H(22B) 111.53(3) 1_555 1_555 1_555 yes
H(22A) C(22) H(22B) 109.44(6) 1_555 1_555 1_555 yes
C(16) C(17) H(17A) 109.44(3) 1_555 1_555 1_555 yes
C(16) C(17) H(17B) 113.25(3) 1_555 1_555 1_555 yes
C(16) C(17) H(17C) 111.20(3) 1_555 1_555 1_555 yes
H(17A) C(17) H(17B) 107.30(7) 1_555 1_555 1_555 yes
H(17A) C(17) H(17C) 106.20(7) 1_555 1_555 1_555 yes
H(17B) C(17) H(17C) 109.12(7) 1_555 1_555 1_555 yes
loop_
_atom_rho_multipole_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa_prime
_atom_rho_multipole_kappa_dprime0
_atom_rho_multipole_kappa_dprime1
_atom_rho_multipole_kappa_dprime2
_atom_rho_multipole_kappa_dprime3
_atom_rho_multipole_kappa_dprime4
F(15) 7.09 0.00 0.00 0.00 -0.07 -0.11 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.18 1.20 1.20
1.20 1.20
O(13) 6.27 0.00 -0.08 0.00 0.00 -0.06 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.03 0.01 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.99 1.14 1.20
1.20 1.20 1.20
O(12) 6.27 0.00 -0.08 0.00 0.00 -0.06 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.03 0.01 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.99 1.14 1.20
1.20 1.20 1.20
O(14) 6.15 0.00 -0.08 0.00 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.04 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.15 1.20
1.20 1.20 1.20
O(2) 5.77 0.00 0.00 0.00 -0.14 -0.01 0.00 0.00 0.12 0.00 -0.04 0.00 0.00 -0.07
0.00 0.00 0.00 -0.02 0.00 0.00 -0.03 0.00 0.00 0.00 0.01 0.00 1.02 1.11 1.20
1.20 1.20 1.20
O(3) 5.77 0.00 0.00 0.00 -0.14 -0.01 0.00 0.00 0.12 0.00 -0.04 0.00 0.00 -0.07
0.00 0.00 0.00 -0.02 0.00 0.00 -0.03 0.00 0.00 0.00 0.01 0.00 1.02 1.11 1.20
1.20 1.20 1.20
N(23) 4.88 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 -0.22
0.00 0.00 0.00 -0.04 0.00 0.00 0.02 0.00 0.00 0.00 0.03 0.00 1.01 1.14 1.20
1.20 1.20 1.20
N(1) 5.09 0.00 0.01 0.01 0.00 0.03 0.00 0.00 0.01 -0.01 0.00 0.01 0.01 0.00
0.00 0.17 0.01 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.02 1.01 1.05 1.20 1.20
1.20 1.20
N(20) 5.13 0.00 0.01 -0.04 0.00 -0.06 0.00 0.00 -0.07 0.02 0.00 -0.16 0.04 0.00
0.00 0.04 0.02 0.01 0.00 0.00 0.00 -0.02 0.00 0.00 0.01 0.01 1.00 1.00 1.00
1.00 1.00 1.00
C(6) 4.06 0.00 -0.11 0.03 0.00 -0.11 0.00 0.00 -0.13 -0.03 0.00 -0.07 0.02 0.00
0.00 0.28 0.01 0.03 0.00 0.00 -0.03 -0.01 0.00 0.00 0.04 0.00 1.01 1.00 1.00
1.00 1.00 1.00
C(11) 4.06 0.00 0.02 0.04 0.00 -0.23 0.00 0.00 0.07 -0.08 0.00 0.00 0.00 0.00
0.00 0.28 0.07 0.00 0.00 0.00 0.02 -0.02 0.00 0.00 -0.01 -0.05 1.01 1.00 1.00
1.00 1.00 1.00
C(4) 3.98 0.00 0.06 0.00 0.00 -0.24 0.00 0.00 0.07 0.00 0.00 0.01 0.00 0.00
0.00 0.28 0.00 0.01 0.00 0.00 0.02 0.00 0.00 0.00 -0.02 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(3) 4.08 0.00 0.02 0.01 0.00 -0.14 0.00 0.00 0.02 0.00 0.00 0.04 0.01 0.00
0.00 0.23 0.00 0.02 0.00 0.00 0.01 0.01 0.00 0.00 0.00 0.00 1.02 1.00 1.00 1.00
1.00 1.00
C(10) 4.05 0.00 0.02 0.00 0.00 -0.15 0.00 0.00 0.02 0.00 0.00 0.01 0.01 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.01 -0.01 0.00 0.00 0.01 0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(5) 3.94 0.00 0.02 0.02 0.00 -0.15 0.00 0.00 0.00 -0.01 0.00 0.01 0.03 0.00
0.00 0.22 -0.01 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.01 -0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(2) 3.95 0.00 -0.05 0.04 0.00 -0.16 0.00 0.00 -0.05 -0.06 0.00 -0.03 0.04 0.00
0.00 0.24 0.04 0.02 0.00 0.00 0.00 -0.02 0.00 0.00 0.02 -0.02 1.02 1.00 1.00
1.00 1.00 1.00
C(9) 4.02 0.00 -0.06 0.00 0.00 -0.16 0.00 0.00 -0.06 0.00 0.00 -0.03 0.00 0.00
0.00 0.25 0.01 0.01 0.00 0.00 -0.01 0.00 0.00 0.00 0.01 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(8) 4.01 0.00 0.02 0.03 0.00 -0.11 0.00 0.00 0.01 -0.02 0.00 0.01 0.02 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(7) 4.04 0.00 -0.04 0.03 0.00 -0.17 0.00 0.00 -0.03 -0.03 0.00 -0.04 0.02 0.00
0.00 0.26 0.02 0.01 0.00 0.00 0.01 -0.01 0.00 0.00 0.02 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(16) 3.92 0.00 -0.05 0.00 0.00 0.05 0.00 0.00 -0.07 -0.01 0.00 -0.13 -0.19
0.00 0.00 0.18 -0.03 0.02 0.00 0.00 -0.05 0.07 0.00 0.00 0.04 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(25) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(21) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(24) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(22) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(17) 4.00 0.00 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.00 0.23 0.00 0.00 0.00
0.00 0.19 0.00 0.03 0.00 0.00 0.00 0.00 -0.09 0.00 0.00 0.00 1.01 1.00 1.00
1.00 1.00 1.00
H(23A) 0.81 0.00 0.00 0.00 0.18 0.09 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.18 1.20 1.20 1.20
1.20 0.00
H(23B) 0.81 0.00 0.00 0.00 0.18 0.09 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.18 1.20 1.20 1.20
1.20 0.00
H(5) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
0.00
H(2) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
0.00
H(8) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
0.00
H(16A) 0.95 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.15 1.20 1.20 1.20
1.20 1.200000(0)
H(16B) 0.95 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.15 1.20 1.20 1.20
1.20 1.200000(0)
H(25A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(25B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(24A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(24B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(17A) 0.96 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(17B) 0.96 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(17C) 0.96 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(21) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.05 1.20 1.20
1.20 1.20 1.200000(0)
H(22) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.05 1.20 1.20
1.20 1.20 1.200000(0)
H(31) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.05 1.20 1.20
1.20 1.20 1.200000(0)
H(32) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.05 1.20 1.20
1.20 1.20 1.200000(0)
loop_
_atom_local_axes_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
F(15) C(6) Z F(15) C(5) Y
O(13) C(11) X O(13) O(12) Y
O(12) C(11) X O(12) O(13) Y
O(14) C(4) X O(14) C(3) Y
O(2) DUM1 Z O(2) H(022) Y
O(3) DUM2 Z O(3) H(031) Y
N(23) DUM3 Z N(23) C(24) Y
N(1) C(2) X N(1) C(9) Y
N(20) C(7) X N(20) DUM4 Y
C(6) F(15) X C(6) C(5) Y
C(11) O(12) X C(11) O(13) Y
C(4) O(14) X C(4) C(3) Y
C(3) C(2) X C(3) C(4) Y
C(10) C(9) X C(10) C(5) Y
C(5) C(6) X C(5) C(10) Y
C(2) N(1) X C(2) C(3) Y
C(9) N(1) X C(9) C(10) Y
C(8) C(7) X C(8) C(9) Y
C(7) N(20) X C(7) C(8) Y
C(16) N(1) X C(16) C(17) Y
C(25) N(20) X C(25) C(24) Y
C(21) N(20) X C(21) C(22) Y
C(24) N(23) X C(24) C(25) Y
C(22) N(23) X C(22) C(21) Y
C(17) C(16) Z C(17) H(17A) X
H(23A) N(23) Z H(23A) C(24) Y
H(23B) N(23) Z H(23B) C(24) Y
H(5) C(5) Z H(5) C(6) Y
H(2) C(2) Z H(2) C(3) Y
H(8) C(8) Z H(8) C(7) Y
H(16A) C(16) Z H(16A) N(1) Y
H(16B) C(16) Z H(16B) N(1) Y
H(25A) C(25) Z H(25A) N(20) Y
H(25B) C(25) Z H(25B) N(20) Y
H(21A) C(21) Z H(21A) N(20) Y
H(21B) C(21) Z H(21B) N(20) Y
H(24A) C(24) Z H(24A) N(23) Y
H(24B) C(24) Z H(24B) N(23) Y
H(22A) C(22) Z H(22A) N(23) Y
H(22B) C(22) Z H(22B) N(23) Y
H(17A) C(17) Z H(17A) C(16) Y
H(17B) C(17) Z H(17B) C(16) Y
H(17C) C(17) Z H(17C) C(16) Y
H(21) O(2) Z H(021) H(022) Y
H(22) O(2) Z H(022) H(021) Y
H(31) O(3) Z H(031) H(032) Y
H(32) O(3) Z H(032) H(031) Y

# Attachment '5381_web_deposit_cif_file_2_JulianJ.Holstein_1305135714.cif'

data_nor2
_database_code_depnum_ccdc_archive 'CCDC 825556'

_audit_creation_method           SHELXL-97

_chemical_name_common            Norfloxacin
_chemical_formula_moiety         'C16 H18 F N3 O3'
_chemical_formula_sum            'C16 H18 F N3 O3'
_chemical_formula_weight         319.33

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0311 0.0180 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0492 0.0322 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0727 0.0534 'Invariom modelling (Acta Cryst. A61, 314--320)'

_symmetry_cell_setting           triclinic
_symmetry_space_group_name_H-M   'P -1'
_symmetry_space_group_name_Hall  '-P 1'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   4.2600(6)
_cell_length_b                   9.7217(12)
_cell_length_c                   17.862(3)
_cell_angle_alpha                78.225(8)
_cell_angle_beta                 87.712(9)
_cell_angle_gamma                79.626(7)
_cell_volume                     712.32(17)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    16718
_cell_measurement_theta_min      0.1712
_cell_measurement_theta_max      0.3228

_exptl_crystal_description       needle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.1
_exptl_crystal_size_mid          0.04
_exptl_crystal_size_min          0.04
_exptl_crystal_density_diffrn    1.489
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             336
_exptl_absorpt_coefficient_mu    0.949
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.1712
_exptl_absorpt_correction_T_max  0.3228
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'INCOATEC multilayer optics'
_diffrn_measurement_device_type  'Bruker SMART 6000'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0
_diffrn_reflns_number            16718
_diffrn_reflns_av_R_equivalents  0.0754
_diffrn_reflns_av_sigmaI/netI    0.0356
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         2.53
_diffrn_reflns_theta_max         67.33
_diffrn_measured_fraction_theta_max 0.975
_diffrn_reflns_theta_full        67.33
_diffrn_measured_fraction_theta_full 0.975

_reflns_number_total             2479
_reflns_number_gt                2099

_reflns_threshold_expression     F>3(\s)F

_computing_data_collection       'Apex2 (Bruker AXS, 2008)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.1155
_refine_ls_R_factor_all          0.1326
_refine_ls_wR_factor_ref         0.1918
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         1990
_refine_ls_number_parameters     226
_refine_ls_goodness_of_fit_ref   1.5936
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = Fo*sqrt(w2) + sqrt(Fo^2^w2^2^ + sqrt(w2^2^))
where
calc w2 = q/[s^2^(Fo^2^) + (0.13 P)^2^ + 2.61 P + 0.00 + 0.00 sin(th)]
where P = (0.3333 Fo^2^ + 0.6667 Fc^2^)
q = 1.0
;

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
F(15) 0.9775(4) 0.8855(2) 0.0952(1) 1.0000 0.045
O(12) 0.2825(5) 0.3424(2) 0.4687(1) 1.0000 0.049
O(13) 0.6305(5) 0.2640(2) 0.3847(1) 1.0000 0.046
O(14) 0.8422(4) 0.4361(2) 0.2779(1) 1.0000 0.045
N(1) 0.2766(5) 0.7643(2) 0.3585(1) 1.0000 0.038
N(20) 0.5656(5) 1.1111(2) 0.1411(1) 1.0000 0.038
N(23) 0.3128(7) 1.3892(2) 0.0547(1) 1.0000 0.050
C(2) 0.2849(6) 0.6276(3) 0.3955(2) 1.0000 0.038
C(3) 0.4692(7) 0.5138(3) 0.3692(2) 1.0000 0.041
C(11) 0.4454(8) 0.3656(3) 0.4127(2) 1.0000 0.045
C(4) 0.6609(6) 0.5357(3) 0.3031(2) 1.0000 0.038
C(10) 0.6454(6) 0.6848(3) 0.2632(2) 1.0000 0.037
C(5) 0.8201(6) 0.7184(3) 0.1959(2) 1.0000 0.039
C(6) 0.7955(7) 0.8572(3) 0.1577(2) 1.0000 0.041
C(7) 0.5848(7) 0.9710(3) 0.1828(2) 1.0000 0.038
C(8) 0.4212(6) 0.9361(3) 0.2499(2) 1.0000 0.037
C(9) 0.4490(6) 0.7935(3) 0.2919(2) 1.0000 0.037
C(25) 0.4700(7) 1.1315(3) 0.0612(2) 1.0000 0.041
C(24) 0.4970(7) 1.2813(3) 0.0171(2) 1.0000 0.042
C(22) 0.4187(7) 1.3692(3) 0.1329(2) 1.0000 0.045
C(21) 0.3892(8) 1.2223(3) 0.1793(2) 1.0000 0.044
C(16) 0.0641(6) 0.8774(3) 0.3900(2) 1.0000 0.039
C(17) 0.2555(7) 0.9704(3) 0.4254(2) 1.0000 0.042
H(13) 0.7217(5) 0.3034(2) 0.3368(1) 1.0000 0.05(1)
H(23A) 0.0716(7) 1.4114(2) 0.0559(1) 1.0000 0.08(1)
H(2) 0.1443(6) 0.6062(3) 0.4470(2) 1.0000 0.034(8)
H(5) 0.9766(6) 0.6350(3) 0.1739(2) 1.0000 0.037(8)
H(8) 0.2638(6) 1.0203(3) 0.2711(2) 1.0000 0.07(1)
H(25A) 0.2224(7) 1.1146(3) 0.0592(2) 1.0000 0.07(1)
H(25B) 0.6228(7) 1.0524(3) 0.0335(2) 1.0000 0.036(7)
H(24A) 0.7489(7) 1.2937(3) 0.0133(2) 1.0000 0.024(6)
H(24B) 0.4075(7) 1.2960(3) -0.0414(2) 1.0000 0.06(1)
H(22A) 0.2753(7) 1.4510(3) 0.1605(2) 1.0000 0.047(8)
H(22B) 0.6690(7) 1.3832(3) 0.1328(2) 1.0000 0.047(9)
H(21A) 0.4840(8) 1.2094(3) 0.2372(2) 1.0000 0.06(1)
H(21B) 0.1363(8) 1.2116(3) 0.1846(2) 1.0000 0.08(1)
H(16A) -0.0889(6) 0.8290(3) 0.4340(2) 1.0000 0.045(8)
H(16B) -0.0886(6) 0.9456(3) 0.3448(2) 1.0000 0.06(1)
H(17A) 0.3934(7) 0.9046(3) 0.4742(2) 1.0000 0.06(1)
H(17B) 0.0901(7) 1.0563(3) 0.4443(2) 1.0000 0.06(1)
H(17C) 0.4170(7) 1.0160(3) 0.3823(2) 1.0000 0.07(1)
#DUM0 0.00000 0.00000 0.00000 0.0000 0.000
#DUM1 0.46225 0.34872 0.50141 0.0000 0.000
#DUM2 0.39943 1.19152 0.11562 0.0000 0.000
#DUM3 0.48762 1.31202 0.07922 0.0000 0.000
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
F(15) 0.0467(9) 0.0256(9) 0.0612(11) -0.0105(7) 0.0040(8) -0.0132(7)
O(12) 0.063(1) 0.021(1) 0.060(1) -0.013(1) 0.004(1) -0.006(1)
O(13) 0.044(1) 0.022(1) 0.071(2) -0.007(1) -0.004(1) -0.009(1)
O(14) 0.046(1) 0.022(1) 0.065(1) -0.006(1) 0.000(1) -0.012(1)
N(1) 0.037(1) 0.023(1) 0.051(2) -0.007(1) -0.002(1) -0.009(1)
N(20) 0.040(1) 0.020(1) 0.053(2) -0.005(1) 0.001(1) -0.009(1)
N(23) 0.054(2) 0.033(1) 0.059(2) -0.001(1) -0.002(1) -0.007(1)
C(2) 0.036(1) 0.024(2) 0.055(2) -0.010(1) -0.006(1) -0.009(1)
C(3) 0.053(2) 0.020(1) 0.048(2) -0.012(1) -0.003(1) -0.008(1)
C(11) 0.065(2) 0.019(2) 0.050(2) -0.015(1) -0.003(2) -0.007(1)
C(4) 0.031(1) 0.025(2) 0.058(2) -0.007(1) -0.005(1) -0.011(1)
C(10) 0.041(2) 0.020(1) 0.050(2) -0.005(1) 0.001(1) -0.011(1)
C(5) 0.040(2) 0.023(1) 0.052(2) -0.005(1) -0.002(1) -0.013(1)
C(6) 0.052(2) 0.020(1) 0.051(2) -0.012(1) -0.001(1) -0.012(1)
C(7) 0.044(2) 0.023(1) 0.047(2) -0.011(1) -0.003(1) -0.011(1)
C(8) 0.041(2) 0.023(1) 0.046(2) -0.007(1) -0.004(1) -0.008(1)
C(9) 0.038(1) 0.025(1) 0.048(2) -0.010(1) -0.004(1) -0.011(1)
C(25) 0.043(2) 0.021(1) 0.055(2) -0.005(1) -0.003(1) -0.008(1)
C(24) 0.042(2) 0.026(2) 0.055(2) -0.010(1) -0.004(1) -0.006(1)
C(22) 0.050(2) 0.016(1) 0.065(2) -0.003(1) 0.003(2) -0.007(1)
C(21) 0.059(2) 0.022(1) 0.048(2) -0.010(1) 0.001(2) -0.009(1)
C(16) 0.028(1) 0.025(1) 0.060(2) -0.002(1) -0.002(1) -0.012(1)
C(17) 0.043(2) 0.028(2) 0.054(2) -0.004(1) 0.000(1) -0.013(1)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F(15) C(6) 1.343(3) 1_555 1_555 yes
O(12) C(11) 1.201(3) 1_555 1_555 yes
O(13) C(11) 1.318(3) 1_555 1_555 yes
O(13) H(13) 0.961(3) 1_555 1_555 yes
O(14) C(4) 1.272(3) 1_555 1_555 yes
N(1) C(2) 1.353(3) 1_555 1_555 yes
N(1) C(9) 1.379(3) 1_555 1_555 yes
N(20) C(7) 1.403(3) 1_555 1_555 yes
N(20) C(25) 1.464(4) 1_555 1_555 yes
N(23) C(24) 1.455(3) 1_555 1_555 yes
N(23) C(22) 1.450(4) 1_555 1_555 yes
N(23) H(23A) 1.012(5) 1_555 1_555 yes
C(2) C(3) 1.390(4) 1_555 1_555 yes
C(2) H(2) 1.082(4) 1_555 1_555 yes
C(3) C(11) 1.509(4) 1_555 1_555 yes
C(3) C(4) 1.410(4) 1_555 1_555 yes
C(4) C(10) 1.470(4) 1_555 1_555 yes
C(10) C(5) 1.400(4) 1_555 1_555 yes
C(10) C(9) 1.397(3) 1_555 1_555 yes
C(5) C(6) 1.370(4) 1_555 1_555 yes
C(5) H(5) 1.082(4) 1_555 1_555 yes
C(6) C(7) 1.430(4) 1_555 1_555 yes
C(7) C(8) 1.374(4) 1_555 1_555 yes
C(8) C(9) 1.422(4) 1_555 1_555 yes
C(8) H(8) 1.082(4) 1_555 1_555 yes
C(25) C(24) 1.530(3) 1_555 1_555 yes
C(25) H(25A) 1.099(4) 1_555 1_555 yes
C(25) H(25B) 1.099(5) 1_555 1_555 yes
C(24) H(24A) 1.099(4) 1_555 1_555 yes
C(24) H(24B) 1.099(4) 1_555 1_555 yes
C(22) C(21) 1.521(4) 1_555 1_555 yes
C(22) H(22A) 1.099(5) 1_555 1_555 yes
C(22) H(22B) 1.099(4) 1_555 1_555 yes
C(21) H(21A) 1.099(5) 1_555 1_555 yes
C(21) H(21B) 1.099(5) 1_555 1_555 yes
C(16) H(16A) 1.088(5) 1_555 1_555 yes
C(16) H(16B) 1.088(4) 1_555 1_555 yes
C(17) H(17A) 1.091(5) 1_555 1_555 yes
C(17) H(17B) 1.091(4) 1_555 1_555 yes
C(17) H(17C) 1.091(4) 1_555 1_555 yes
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(11) O(13) H(13) 110.34(17) 1_555 1_555 1_555 yes
C(2) N(1) C(9) 120.0(2) 1_555 1_555 1_555 yes
C(7) N(20) C(25) 114.6(2) 1_555 1_555 1_555 yes
C(24) N(23) C(22) 110.3(2) 1_555 1_555 1_555 yes
C(24) N(23) H(23A) 124.23(16) 1_555 1_555 1_555 yes
C(22) N(23) H(23A) 106.58(16) 1_555 1_555 1_555 yes
N(1) C(2) C(3) 121.8(3) 1_555 1_555 1_555 yes
N(1) C(2) H(2) 119.21(16) 1_555 1_555 1_555 yes
C(3) C(2) H(2) 119.02(17) 1_555 1_555 1_555 yes
C(2) C(3) C(11) 117.1(3) 1_555 1_555 1_555 yes
C(2) C(3) C(4) 121.4(2) 1_555 1_555 1_555 yes
C(11) C(3) C(4) 121.5(3) 1_555 1_555 1_555 yes
O(12) C(11) O(13) 123.2(3) 1_555 1_555 1_555 yes
O(12) C(11) C(3) 123.6(3) 1_555 1_555 1_555 yes
O(13) C(11) C(3) 113.2(3) 1_555 1_555 1_555 yes
O(14) C(4) C(3) 124.1(3) 1_555 1_555 1_555 yes
O(14) C(4) C(10) 119.9(3) 1_555 1_555 1_555 yes
C(3) C(4) C(10) 116.0(2) 1_555 1_555 1_555 yes
C(4) C(10) C(5) 120.7(2) 1_555 1_555 1_555 yes
C(4) C(10) C(9) 119.5(3) 1_555 1_555 1_555 yes
C(5) C(10) C(9) 119.8(3) 1_555 1_555 1_555 yes
C(10) C(5) C(6) 120.3(3) 1_555 1_555 1_555 yes
C(10) C(5) H(5) 120.24(15) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 119.48(17) 1_555 1_555 1_555 yes
F(15) C(6) C(5) 118.3(2) 1_555 1_555 1_555 yes
F(15) C(6) C(7) 119.8(2) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 121.8(3) 1_555 1_555 1_555 yes
N(20) C(7) C(6) 119.6(3) 1_555 1_555 1_555 yes
N(20) C(7) C(8) 123.5(2) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 116.9(3) 1_555 1_555 1_555 yes
C(7) C(8) C(9) 122.4(3) 1_555 1_555 1_555 yes
C(7) C(8) H(8) 118.59(16) 1_555 1_555 1_555 yes
C(9) C(8) H(8) 118.95(16) 1_555 1_555 1_555 yes
N(1) C(9) C(10) 121.3(2) 1_555 1_555 1_555 yes
N(1) C(9) C(8) 120.0(2) 1_555 1_555 1_555 yes
C(10) C(9) C(8) 118.7(3) 1_555 1_555 1_555 yes
N(20) C(25) C(24) 111.3(2) 1_555 1_555 1_555 yes
N(20) C(25) H(25A) 109.20(15) 1_555 1_555 1_555 yes
N(20) C(25) H(25B) 109.7(3) 1_555 1_555 1_555 yes
C(24) C(25) H(25A) 109.59(16) 1_555 1_555 1_555 yes
C(24) C(25) H(25B) 108.94(15) 1_555 1_555 1_555 yes
H(25A) C(25) H(25B) 108.0(4) 1_555 1_555 1_555 yes
N(23) C(24) C(25) 110.6(2) 1_555 1_555 1_555 yes
N(23) C(24) H(24A) 109.79(16) 1_555 1_555 1_555 yes
N(23) C(24) H(24B) 109.21(16) 1_555 1_555 1_555 yes
C(25) C(24) H(24A) 109.59(16) 1_555 1_555 1_555 yes
C(25) C(24) H(24B) 109.61(16) 1_555 1_555 1_555 yes
H(24A) C(24) H(24B) 108.0(4) 1_555 1_555 1_555 yes
N(23) C(22) C(21) 112.3(2) 1_555 1_555 1_555 yes
N(23) C(22) H(22A) 109.24(15) 1_555 1_555 1_555 yes
N(23) C(22) H(22B) 109.13(16) 1_555 1_555 1_555 yes
C(21) C(22) H(22A) 108.96(16) 1_555 1_555 1_555 yes
C(21) C(22) H(22B) 109.19(17) 1_555 1_555 1_555 yes
H(22A) C(22) H(22B) 107.9(4) 1_555 1_555 1_555 yes
C(22) C(21) H(21A) 109.91(16) 1_555 1_555 1_555 yes
C(22) C(21) H(21B) 109.53(17) 1_555 1_555 1_555 yes
H(21A) C(21) H(21B) 108.1(4) 1_555 1_555 1_555 yes
H(16A) C(16) H(16B) 107.7(4) 1_555 1_555 1_555 yes
H(17A) C(17) H(17B) 109.5(4) 1_555 1_555 1_555 yes
H(17A) C(17) H(17C) 109.5(4) 1_555 1_555 1_555 yes
H(17B) C(17) H(17C) 109.5(3) 1_555 1_555 1_555 yes
loop_
_atom_rho_multipole_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa_prime
_atom_rho_multipole_kappa_dprime0
_atom_rho_multipole_kappa_dprime1
_atom_rho_multipole_kappa_dprime2
_atom_rho_multipole_kappa_dprime3
_atom_rho_multipole_kappa_dprime4
F(15) 7.09 0.00 0.00 0.00 -0.07 -0.11 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.09 1.20 1.20
1.20 1.20
O(12) 6.10 0.00 0.00 0.00 -0.08 0.03 0.00 0.00 -0.17 0.00 0.03 0.00 0.00 0.02
0.00 0.00 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 1.00 1.13 1.20
1.20 1.20 1.20
O(13) 6.00 0.00 -0.06 -0.11 0.00 0.12 0.00 0.00 -0.03 0.05 0.00 -0.02 -0.03
0.00 0.00 0.07 -0.02 0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.01 0.02 1.01 1.14
1.20 1.20 1.20 1.20
O(14) 6.15 0.00 -0.08 0.00 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.04 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.11 1.20
1.20 1.20 1.20
N(1) 5.09 0.00 0.01 0.01 0.00 0.03 0.00 0.00 0.01 -0.01 0.00 0.01 0.01 0.00
0.00 0.17 0.01 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.02 1.01 1.15 1.20 1.20
1.20 1.20
N(20) 5.13 0.00 0.01 -0.04 0.00 -0.06 0.00 0.00 -0.07 0.02 0.00 -0.16 0.04 0.00
0.00 0.04 0.02 0.01 0.00 0.00 0.00 -0.02 0.00 0.00 0.01 0.01 1.00 1.14 1.20
1.20 1.20 1.20
N(23) 5.06 0.00 -0.05 -0.09 0.00 -0.07 0.00 0.00 -0.04 0.09 0.00 0.14 -0.04
0.00 0.00 0.06 0.02 0.00 0.00 0.00 0.04 0.03 0.00 0.00 -0.01 0.02 1.00 1.00
1.00 1.00 1.00 1.00
C(2) 3.95 0.00 -0.05 0.04 0.00 -0.16 0.00 0.00 -0.05 -0.06 0.00 -0.03 0.04 0.00
0.00 0.24 0.04 0.02 0.00 0.00 0.00 -0.02 0.00 0.00 0.02 -0.02 1.02 1.00 1.00
1.00 1.00 1.00
C(3) 4.08 0.00 0.02 0.01 0.00 -0.14 0.00 0.00 0.02 0.00 0.00 0.04 0.01 0.00
0.00 0.23 0.00 0.02 0.00 0.00 0.01 0.01 0.00 0.00 0.00 0.00 1.02 1.00 1.00 1.00
1.00 1.00
C(11) 4.05 0.00 0.09 -0.04 0.00 -0.25 0.00 0.00 0.09 0.05 0.00 0.02 -0.02 0.00
0.00 0.32 -0.02 0.01 0.00 0.00 0.01 0.01 0.00 0.00 -0.06 0.02 1.01 1.00 1.00
1.00 1.00 1.00
C(4) 3.98 0.00 0.06 0.00 0.00 -0.24 0.00 0.00 0.07 0.00 0.00 0.01 0.00 0.00
0.00 0.28 0.00 0.01 0.00 0.00 0.02 0.00 0.00 0.00 -0.02 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(10) 4.05 0.00 0.02 0.00 0.00 -0.15 0.00 0.00 0.02 0.00 0.00 0.01 0.01 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.01 -0.01 0.00 0.00 0.01 0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(5) 3.94 0.00 0.02 0.02 0.00 -0.15 0.00 0.00 0.00 -0.01 0.00 0.01 0.03 0.00
0.00 0.22 -0.01 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.01 -0.01 1.02 1.00 1.00
1.00 1.00 1.00
C(6) 4.06 0.00 -0.11 -0.03 0.00 -0.11 0.00 0.00 -0.13 0.03 0.00 -0.07 -0.02
0.00 0.00 0.28 -0.01 0.03 0.00 0.00 -0.03 0.01 0.00 0.00 0.04 0.00 1.01 1.00
1.00 1.00 1.00 1.00
C(7) 4.04 0.00 -0.04 -0.03 0.00 -0.17 0.00 0.00 -0.03 0.03 0.00 -0.04 -0.02
0.00 0.00 0.26 -0.02 0.01 0.00 0.00 0.01 0.01 0.00 0.00 0.02 0.00 1.02 1.00
1.00 1.00 1.00 1.00
C(8) 4.01 0.00 0.02 0.03 0.00 -0.11 0.00 0.00 0.01 -0.02 0.00 0.01 0.02 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(9) 4.02 0.00 -0.06 0.00 0.00 -0.16 0.00 0.00 -0.06 0.00 0.00 -0.03 0.00 0.00
0.00 0.25 0.01 0.01 0.00 0.00 -0.01 0.00 0.00 0.00 0.01 0.00 1.02 1.00 1.00
1.00 1.00 1.00
C(25) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(24) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(22) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(21) 3.87 0.00 -0.02 0.01 0.00 0.02 0.00 0.00 -0.03 -0.01 0.00 -0.13 -0.17
0.00 0.00 0.18 -0.04 0.01 0.00 0.00 -0.03 0.07 0.00 0.00 0.03 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(16) 3.92 0.00 -0.05 0.00 0.00 0.05 0.00 0.00 -0.07 -0.01 0.00 -0.13 -0.19
0.00 0.00 0.18 -0.03 0.02 0.00 0.00 -0.05 0.07 0.00 0.00 0.04 0.02 1.01 1.00
1.00 1.00 1.00 1.00
C(17) 4.00 0.00 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.00 0.23 0.00 0.00 0.00
0.00 0.19 0.00 0.03 0.00 0.00 0.00 0.00 -0.09 0.00 0.00 0.00 1.01 1.00 1.00
1.00 1.00 1.00
H(13) 1.00 0.00 0.00 0.00 0.23 0.12 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 -0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.09 1.20 1.20
1.20 1.20 0.00
H(23A) 0.96 0.00 0.00 0.00 0.18 0.08 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.13 1.20 1.20
1.20 1.20 0.00
H(2) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
1.200000(0)
H(5) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
1.200000(0)
H(8) 0.97 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20 1.20
1.200000(0)
H(25A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(25B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(24A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(24B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(22B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21A) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(21B) 1.03 0.00 0.00 0.00 0.15 0.08 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.11 1.20 1.20 1.20
1.20 1.200000(0)
H(16A) 0.94 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.15 1.20 1.20 1.20
1.20 1.200000(0)
H(16B) 0.94 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.15 1.20 1.20 1.20
1.20 1.200000(0)
H(17A) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(17B) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
H(17C) 0.95 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.14 1.20 1.20 1.20
1.20 1.200000(0)
loop_
_atom_local_axes_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
F(15) C(6) Z F(15) C(5) Y
O(12) DUM1 X O(12) C(11) Z
O(13) C(11) X O(13) H(13) Y
O(14) C(4) X O(14) C(3) Y
N(1) C(2) X N(1) C(9) Y
N(20) C(7) X N(20) DUM2 Y
N(23) DUM3 X N(23) H(23A) Y
C(2) N(1) X C(2) C(3) Y
C(3) C(2) X C(3) C(4) Y
C(11) O(12) X C(11) O(13) Y
C(4) O(14) X C(4) C(3) Y
C(10) C(5) X C(10) C(9) Y
C(5) C(6) X C(5) C(10) Y
C(6) F(15) X C(6) C(5) Y
C(7) N(20) X C(7) C(8) Y
C(8) C(7) X C(8) C(9) Y
C(9) N(1) X C(9) C(10) Y
C(25) N(20) X C(25) C(24) Y
C(24) N(23) X C(24) C(25) Y
C(22) N(23) X C(22) C(21) Y
C(21) N(20) X C(21) C(22) Y
C(16) N(1) X C(16) C(17) Y
C(17) C(16) Z C(17) H(17B) X
H(13) O(13) Z H(13) C(11) Y
H(23A) N(23) Z H(23A) C(22) Y
H(2) C(2) Z H(2) C(3) Y
H(5) C(5) Z H(5) C(6) Y
H(8) C(8) Z H(8) C(7) Y
H(25A) C(25) Z H(25A) N(20) Y
H(25B) C(25) Z H(25B) N(20) Y
H(24A) C(24) Z H(24A) N(23) Y
H(24B) C(24) Z H(24B) N(23) Y
H(22A) C(22) Z H(22A) N(23) Y
H(22B) C(22) Z H(22B) N(23) Y
H(21A) C(21) Z H(21A) N(20) Y
H(21B) C(21) Z H(21B) N(20) Y
H(16A) C(16) Z H(16A) N(1) Y
H(16B) C(16) Z H(16B) N(1) Y
H(17A) C(17) Z H(17A) C(16) Y
H(17B) C(17) Z H(17B) C(16) Y
H(17C) C(17) Z H(17C) C(16) Y

# Attachment '5382_web_deposit_cif_file_3_JulianJ.Holstein_1305135714.cif'

data_ENO
_database_code_depnum_ccdc_archive 'CCDC 825557'

_audit_creation_date             2011-01-26T13:41:27-00:00
_audit_creation_method           'XD routine XDCIF'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.2
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#

_chemical_formula_sum            'C15 H20.44 F N4 O4.72'
_chemical_formula_moiety         'C15 F N4 O3 H17, 1.72(H2 O)'
_chemical_formula_weight         351.28
_exptl_crystal_density_diffrn    1.492
_chemical_absolute_configuration rm
_exptl_crystal_F_000             1481.1
_chemical_compound_source        'Sigma Aldrich'
_chemical_name_common            Enoxacin

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0061 0.0033 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0106 0.0060 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0171 0.0103 'Invariom modelling (Acta Cryst. A61, 314--320)'

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_cell_measurement_reflns_used    493757
_cell_measurement_theta_min      1.52
_cell_measurement_theta_max      46.54
_symmetry_space_group_name_H-M   P21/c
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_cell_setting           monoclinic

loop_
_symmetry_equiv_pos_as_xyz
+X,+Y,+Z
-X,1/2+Y,1/2-Z
-X,-Y,-Z
+X,1/2-Y,1/2+Z

_cell_length_a                   8.4124(6)
_cell_length_b                   22.0645(15)
_cell_length_c                   17.1587(12)
_cell_angle_alpha                90.00
_cell_angle_beta                 100.8960(10)
_cell_angle_gamma                90.00
_cell_volume                     3127.5(4)
_cell_formula_units_Z            8
_cell_measurement_temperature    100(2)
#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#

_exptl_crystal_size_max          0.207
_exptl_crystal_size_mid          0.106
_exptl_crystal_size_min          0.081
_exptl_crystal_description       rectangle
_exptl_crystal_colour            colorless

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#

_exptl_absorpt_coefficient_mu    0.120
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;

_exptl_absorpt_correction_T_min  0.8400
_exptl_absorpt_correction_T_max  0.8631

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#

_diffrn_ambient_temperature      100
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           'Mo K\a'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_measurement_device_type  'Bruker Apex 2 Diffractometer'
_diffrn_reflns_number            493757
_diffrn_reflns_av_R_equivalents  0.0418
_diffrn_reflns_av_sigmaI/netI    0.0209
_diffrn_reflns_limit_h_min       -17
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       45
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       35
_diffrn_reflns_theta_min         1.52
_diffrn_reflns_theta_max         46.54
_diffrn_measured_fraction_theta_max 0.999
_diffrn_reflns_theta_full        46.54
_diffrn_measured_fraction_theta_full 0.999
_diffrn_orient_matrix_UB_11      -9.7561162e-03
_diffrn_orient_matrix_UB_12      2.1610497e-02
_diffrn_orient_matrix_UB_13      5.0107677e-02
_diffrn_orient_matrix_UB_21      6.3297458e-02
_diffrn_orient_matrix_UB_22      3.4799974e-02
_diffrn_orient_matrix_UB_23      -1.5705764e-02
_diffrn_orient_matrix_UB_31      -1.0272536e-01
_diffrn_orient_matrix_UB_32      1.9390691e-02
_diffrn_orient_matrix_UB_33      -2.7657164e-02
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_data_collection       'Apex2 (Bruker AXS, 2008)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#

_reflns_threshold_expression     F>3(\s)F
_reflns_number_total             27877
_reflns_number_gt                17859
_refine_ls_hydrogen_treatment    refall
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_extinction_method     none
_refine_ls_number_reflns         17859
_refine_ls_number_parameters     602
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0778
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0172
_refine_ls_goodness_of_fit_ref   2.7767
_refine_ls_shift/su_max          0
_refine_diff_density_max         0.381
_refine_diff_density_min         -0.269
_refine_diff_density_rms         0.049

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
F(15) 0.21494(3) 0.741050(10) 0.609430(10) 0.015 1
F(65) 0.27859(3) 0.256470(10) 0.862420(10) 0.021 1
O(12) 0.70026(4) 0.908660(10) 0.28296(2) 0.025 1
O(13) 0.52799(4) 0.966080(10) 0.33310(2) 0.023 1
O(14) 0.40026(4) 0.910410(10) 0.45570(2) 0.019 1
O(62) -0.16904(3) 0.093110(10) 1.20489(2) 0.017 1
O(63) 0.02641(4) 0.038940(10) 1.16694(2) 0.027 1
O(64) 0.11301(4) 0.088840(10) 1.02819(2) 0.018 1
O(1) -0.00723(4) 0.46136(2) 0.21146(2) 0.023 1
O(2) 0.24704(5) 0.56798(2) 0.13964(2) 0.026 1
O(3) 0.24160(10) 0.42820(4) 0.36570(4) 0.023 0.4366
O(4) 0.39355(8) 0.50037(3) 0.33757(4) 0.02 0.5359
O(5) 0.47799(9) 0.53510(3) 0.30745(4) 0.019 0.4641
N(1) 0.54397(4) 0.751400(10) 0.36632(2) 0.011 1
N(8) 0.43528(4) 0.695220(10) 0.45836(2) 0.01 1
N(20) 0.32647(4) 0.634560(10) 0.54536(2) 0.012 1
N(23) 0.26893(5) 0.514760(10) 0.59699(2) 0.017 1
N(51) -0.00728(4) 0.250770(10) 1.12093(2) 0.011 1
N(58) 0.08578(4) 0.304560(10) 1.02312(2) 0.011 1
N(70) 0.18355(4) 0.365960(10) 0.93470(2) 0.014 1
N(73) 0.25982(5) 0.486340(10) 0.89159(2) 0.017 1
C(2) 0.58025(4) 0.80546(2) 0.33721(2) 0.011 1
C(3) 0.53953(4) 0.86106(2) 0.36373(2) 0.011 1
C(4) 0.44984(4) 0.86348(2) 0.42788(2) 0.012 1
C(5) 0.33666(4) 0.80103(2) 0.52519(2) 0.011 1
C(6) 0.30535(4) 0.74531(2) 0.55246(2) 0.011 1
C(7) 0.35898(4) 0.69125(2) 0.51948(2) 0.01 1
C(9) 0.46360(4) 0.74992(2) 0.42980(2) 0.01 1
C(10) 0.42007(4) 0.80472(2) 0.46125(2) 0.011 1
C(11) 0.59299(5) 0.91628(2) 0.32419(2) 0.013 1
C(16) 0.58349(5) 0.69541(2) 0.32676(2) 0.013 1
C(17) 0.46054(5) 0.68288(2) 0.25191(3) 0.021 1
C(21) 0.37088(5) 0.58228(2) 0.50154(2) 0.014 1
C(22) 0.26172(5) 0.52909(2) 0.51137(2) 0.014 1
C(24) 0.23121(6) 0.56921(2) 0.64170(2) 0.017 1
C(25) 0.34315(5) 0.62110(2) 0.63024(2) 0.013 1
C(52) -0.04351(4) 0.19735(2) 1.15172(2) 0.011 1
C(53) -0.00849(4) 0.14122(2) 1.12420(2) 0.012 1
C(54) 0.07103(5) 0.13690(2) 1.05657(2) 0.012 1
C(55) 0.17122(5) 0.19870(2) 0.95363(2) 0.012 1
C(56) 0.19953(4) 0.25411(2) 0.92428(2) 0.013 1
C(57) 0.15406(4) 0.30884(2) 0.95935(2) 0.011 1
C(59) 0.06051(4) 0.25032(2) 1.05324(2) 0.01 1
C(60) 0.09789(4) 0.19506(2) 1.02090(2) 0.011 1
C(61) -0.05398(5) 0.08681(2) 1.16822(2) 0.014 1
C(66) -0.03276(5) 0.31056(2) 1.15652(2) 0.013 1
C(67) -0.10299(6) 0.30684(2) 1.23123(2) 0.019 1
C(71) 0.13035(5) 0.41803(2) 0.97671(2) 0.016 1
C(72) 0.24345(5) 0.47144(2) 0.97458(2) 0.017 1
C(74) 0.30772(5) 0.43225(2) 0.84969(3) 0.017 1
C(75) 0.18817(5) 0.38114(2) 0.85207(2) 0.015 1
H(2) 0.6436(6) 0.8032(2) 0.2890(3) 0.028 1
H(5) 0.2957(7) 0.8409(2) 0.5497(3) 0.029 1
H(161) 0.7054(7) 0.7020(2) 0.3141(3) 0.03 1
H(612) 0.5925(7) 0.6594(2) 0.3686(3) 0.029 1
H(171) 0.3443(7) 0.6764(3) 0.2650(3) 0.037 1
H(172) 0.4561(7) 0.7207(3) 0.2098(3) 0.037 1
H(173) 0.4937(8) 0.6429(3) 0.2244(4) 0.041 1
H(221) 0.2953(7) 0.4893(2) 0.4838(3) 0.035 1
H(222) 0.1377(7) 0.5395(2) 0.4870(3) 0.033 1
H(232) 0.1887(8) 0.4812(3) 0.6013(4) 0.037 1
H(231) 0.3811(8) 0.4985(3) 0.6229(4) 0.034 1
H(241) 0.2499(7) 0.5572(2) 0.7040(3) 0.04 1
H(242) 0.1063(7) 0.5804(2) 0.6190(3) 0.036 1
H(251) 0.3138(7) 0.6598(2) 0.6618(3) 0.032 1
H(252) 0.4678(7) 0.6086(2) 0.6544(3) 0.034 1
H(211) 0.4985(7) 0.5710(2) 0.5237(3) 0.034 1
H(212) 0.3539(7) 0.5930(2) 0.4409(3) 0.034 1
H(52) -0.0996(6) 0.1990(2) 1.2020(3) 0.027 1
H(55) 0.2066(7) 0.1580(2) 0.9269(3) 0.033 1
H(661) 0.0849(7) 0.3332(2) 1.1687(3) 0.032 1
H(662) -0.1108(7) 0.3369(2) 1.1115(3) 0.031 1
H(671) -0.2240(8) 0.2866(3) 1.2214(3) 0.039 1
H(672) -0.0226(8) 0.2819(3) 1.2776(3) 0.039 1
H(673) -0.1113(8) 0.3525(3) 1.2513(4) 0.046 1
H(711) 0.0076(7) 0.4298(2) 0.9493(3) 0.036 1
H(712) 0.1351(7) 0.4065(2) 1.0373(3) 0.037 1
H(721) 0.3631(7) 0.4617(3) 1.0059(3) 0.036 1
H(722) 0.2014(7) 0.5111(3) 0.9989(3) 0.038 1
H(731) 0.1537(8) 0.5045(3) 0.8594(4) 0.033 1
H(732) 0.3442(8) 0.5194(3) 0.8942(4) 0.035 1
H(741) 0.3060(7) 0.4454(2) 0.7887(3) 0.039 1
H(742) 0.4303(7) 0.4191(2) 0.8793(3) 0.037 1
H(751) 0.2239(7) 0.3429(2) 0.8214(3) 0.035 1
H(752) 0.0671(7) 0.3950(2) 0.8222(3) 0.035 1
H(11) 0.0966(8) 0.4487(3) 0.2075(4) 0.046(2) 1
H(12) 0.0029(7) 0.4882(3) 0.2542(4) 0.041(2) 1
H(21) 0.3176(8) 0.5342(3) 0.1476(4) 0.044(2) 1
H(22) 0.2162(7) 0.5734(3) 0.1890(4) 0.040(2) 1
H(31) 0.158(2) 0.4570(10) 0.3620(10) 0.034(4) 0.4366
H(32) 0.261(2) 0.4230(10) 0.3180(10) 0.030(4) 0.4366
H(41) 0.3220(10) 0.5300(10) 0.3260(10) 0.038(4) 0.5359
H(42) 0.3680(10) 0.4730(10) 0.2980(10) 0.032(3) 0.5359
H(51) 0.4640(10) 0.5090(10) 0.2640(10) 0.032(3) 0.4641
H(53) 0.373(2) 0.5490(10) 0.3110(10) 0.034(4) 0.4641
#DUM0 0 0 0 0 0
#DUM1 0.09635 0.47364 0.24682 0 0
#DUM2 0.2808 0.54365 0.18921 0 0
#DUM3 0.18352 0.44893 0.31656 0 0
#DUM6 0.36346 0.59474 0.57022 0 0
#DUM7 0.24227 0.55559 0.57273 0 0
#DUM8 0.15424 0.40655 0.91019 0 0
#DUM9 0.27863 0.44522 0.91609 0 0
#DUM10 0.37476 0.52334 0.27216 0 0
#DUM11 0.30762 0.50274 0.28919 0 0

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
F(15) 0.01770(10) 0.01280(10) 0.01360(10) 0.00080(10) 0.00840(10) -0.00060(10)
F(65) 0.02720(10) 0.01450(10) 0.02140(10) 0.00020(10) 0.01570(10) 0.00140(10)
O(12) 0.0328(2) 0.01360(10) 0.0324(2) 0.00270(10) 0.02480(10) -0.00170(10)
O(13) 0.0278(2) 0.01070(10) 0.0331(2) 0.00600(10) 0.01840(10) 0.00240(10)
O(14) 0.0281(2) 0.00900(10) 0.02030(10) 0.00170(10) 0.01480(10) 0.00240(10)
O(62) 0.01850(10) 0.01320(10) 0.02020(10) 0.00240(10) 0.00740(10) -0.00190(10)
O(63) 0.0452(2) 0.01360(10) 0.02280(10) 0.00710(10) 0.01940(10) 0.01150(10)
O(64) 0.0283(2) 0.00850(10) 0.01910(10) -0.00080(10) 0.01130(10) 0.00230(10)
O(1) 0.0223(2) 0.0201(2) 0.0274(2) -0.00860(10) 0.00970(10) -0.00160(10)
O(2) 0.0272(2) 0.0269(2) 0.0238(2) -0.00310(10) 0.00870(10) 0.00180(10)
O(3) 0.0301(4) 0.0244(4) 0.0147(3) 0.0026(3) 0.0083(3) 0.0018(3)
O(4) 0.0204(3) 0.0215(3) 0.0172(3) -0.0060(2) -0.0011(2) 0.0078(2)
O(5) 0.0202(3) 0.0192(3) 0.0160(3) -0.0018(2) 0.0007(3) 0.0056(3)
N(1) 0.01250(10) 0.00940(10) 0.01060(10) 0.00020(10) 0.00480(10) 0.00000(10)
N(8) 0.01250(10) 0.00840(10) 0.01040(10) 0.00050(10) 0.00420(10) -0.00080(10)
N(20) 0.01630(10) 0.00850(10) 0.01030(10) 0.00010(10) 0.00470(10) -0.00170(10)
N(23) 0.0250(2) 0.00840(10) 0.0171(2) 0.00170(10) 0.00950(10) 0.00040(10)
N(51) 0.01310(10) 0.00860(10) 0.01130(10) -0.00130(10) 0.00400(10) 0.00000(10)
N(58) 0.01390(10) 0.00850(10) 0.01180(10) -0.00060(10) 0.00450(10) -0.00010(10)
N(70) 0.0187(2) 0.00960(10) 0.01290(10) -0.00070(10) 0.00620(10) -0.00120(10)
N(73) 0.0233(2) 0.00970(10) 0.0171(2) -0.00010(10) 0.00930(10) -0.00110(10)
C(2) 0.0123(2) 0.00980(10) 0.01160(10) 0.00060(10) 0.00470(10) -0.00030(10)
C(3) 0.0134(2) 0.00860(10) 0.01230(10) 0.00130(10) 0.00520(10) -0.00060(10)
C(4) 0.0152(2) 0.00830(10) 0.01290(10) 0.00120(10) 0.00610(10) 0.00020(10)
C(5) 0.0139(2) 0.00920(10) 0.01100(10) 0.00030(10) 0.00500(10) -0.00020(10)
C(6) 0.01280(10) 0.00870(10) 0.01040(10) 0.00000(10) 0.00460(10) -0.00070(10)
C(7) 0.01210(10) 0.00870(10) 0.00940(10) 0.00040(10) 0.00360(10) -0.00140(10)
C(9) 0.01090(10) 0.00830(10) 0.00940(10) 0.00070(10) 0.00360(10) -0.00040(10)
C(10) 0.0129(2) 0.00800(10) 0.01100(10) 0.00060(10) 0.00490(10) -0.00040(10)
C(11) 0.0154(2) 0.01040(10) 0.01330(10) 0.00150(10) 0.00600(10) -0.00110(10)
C(16) 0.0139(2) 0.01060(10) 0.01300(10) 0.00000(10) 0.00540(10) 0.00160(10)
C(17) 0.0161(2) 0.0221(2) 0.0223(2) -0.0103(2) 0.0022(2) -0.0003(2)
C(21) 0.0178(2) 0.00980(10) 0.0142(2) -0.00140(10) 0.00720(10) -0.00160(10)
C(22) 0.0188(2) 0.00890(10) 0.0152(2) -0.00060(10) 0.00610(10) -0.00140(10)
C(24) 0.0245(2) 0.01000(10) 0.0170(2) 0.00120(10) 0.0116(2) -0.00040(10)
C(25) 0.0188(2) 0.0110(2) 0.01040(10) 0.00110(10) 0.00420(10) -0.00090(10)
C(52) 0.0132(2) 0.00880(10) 0.01190(10) -0.00090(10) 0.00340(10) -0.00010(10)
C(53) 0.0151(2) 0.00800(10) 0.01210(10) -0.00040(10) 0.00390(10) 0.00020(10)
C(54) 0.0157(2) 0.00780(10) 0.01280(10) -0.00070(10) 0.00420(10) 0.00070(10)
C(55) 0.0141(2) 0.00990(10) 0.01280(10) -0.00150(10) 0.00460(10) 0.00060(10)
C(56) 0.0147(2) 0.01010(10) 0.01370(10) -0.00140(10) 0.00620(10) 0.00020(10)
C(57) 0.0135(2) 0.00920(10) 0.01170(10) -0.00090(10) 0.00440(10) -0.00080(10)
C(59) 0.01180(10) 0.00780(10) 0.01100(10) -0.00090(10) 0.00310(10) 0.00020(10)
C(60) 0.0129(2) 0.00800(10) 0.01130(10) -0.00110(10) 0.00370(10) 0.00040(10)
C(61) 0.0197(2) 0.00920(10) 0.01230(10) 0.00030(10) 0.00420(10) 0.00060(10)
C(66) 0.0146(2) 0.00960(10) 0.01380(10) -0.00190(10) 0.00520(10) -0.00010(10)
C(67) 0.0261(2) 0.0143(2) 0.0178(2) -0.00330(10) 0.0118(2) -0.0009(2)
C(71) 0.0226(2) 0.0102(2) 0.0161(2) -0.00110(10) 0.0093(2) -0.00070(10)
C(72) 0.0249(2) 0.0101(2) 0.0155(2) -0.00110(10) 0.0075(2) -0.00210(10)
C(74) 0.0229(2) 0.0112(2) 0.0190(2) -0.00030(10) 0.0115(2) -0.00080(10)
C(75) 0.0216(2) 0.0121(2) 0.0123(2) -0.00030(10) 0.00580(10) -0.00180(10)
H(2) 0.033 0.0274 0.0258 0.0008 0.0181 0.0006
H(5) 0.0399 0.0177 0.0315 -0.0037 0.0182 0.0035
H(161) 0.024 0.0324 0.0351 -0.0048 0.0148 -0.0018
H(612) 0.0396 0.0196 0.0275 0.0033 0.0096 0.0006
H(171) 0.0274 0.0539 0.03 -0.007 0.0106 -0.01
H(172) 0.0481 0.0351 0.0269 0.0062 0.0036 -0.0081
H(173) 0.0504 0.0333 0.0381 -0.0178 0.0103 0.0036
H(221) 0.0522 0.0174 0.0351 -0.0047 0.0191 0.0009
H(222) 0.0252 0.0339 0.0381 0.0021 0.0011 -0.002
H(232) 0.0473 0.0198 0.0438 0.0021 0.0199 -0.0092
H(231) 0.0391 0.0254 0.0359 0.0074 0.0051 0.0097
H(241) 0.0699 0.0258 0.0242 0.0049 0.0188 -0.0021
H(242) 0.028 0.029 0.0505 -0.0021 0.0144 0.0004
H(251) 0.0517 0.0196 0.0264 -0.0035 0.0168 -0.0007
H(252) 0.0275 0.0386 0.0323 0.0053 -0.0018 0.0021
H(211) 0.0229 0.0329 0.0462 -0.0034 0.009 0.0021
H(212) 0.056 0.0249 0.0198 -0.0003 0.0121 -0.0052
H(52) 0.0322 0.0259 0.0235 0.0002 0.0146 0.0016
H(55) 0.0485 0.0186 0.0336 -0.0044 0.0208 0.006
H(661) 0.0326 0.03 0.0336 -0.0109 0.0103 -0.0116
H(662) 0.038 0.0254 0.0288 0.0032 0.0089 0.0102
H(671) 0.0344 0.0452 0.0388 -0.0028 0.0165 -0.0066
H(672) 0.0454 0.045 0.0269 0.0054 0.0089 0.009
H(673) 0.0756 0.0209 0.0444 -0.0092 0.032 0.0001
H(711) 0.0278 0.0308 0.0478 -0.0001 0.0099 0.0035
H(712) 0.0618 0.0248 0.0236 0.0001 0.018 -0.0036
H(721) 0.0343 0.0354 0.0349 0.0025 -0.0008 -0.0039
H(722) 0.0594 0.0184 0.0368 -0.0044 0.0233 0.0008
H(731) 0.0369 0.0251 0.0344 0.0066 0.0066 0.0061
H(732) 0.041 0.0217 0.0424 -0.0003 0.0155 -0.0102
H(741) 0.0634 0.0266 0.0278 0.0023 0.0222 -0.0034
H(742) 0.0277 0.0305 0.0509 -0.0009 0.0099 0.002
H(751) 0.0545 0.0207 0.0314 -0.0051 0.0207 -0.0009
H(752) 0.0314 0.0371 0.0326 0.0057 -0.0009 -0.0003

#----------------------------------------------------------------------------#
# MULTIPOLE PARAMETERS #
#----------------------------------------------------------------------------#

loop_
_atom_rho_multipole_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa_prime
_atom_rho_multipole_kappa_dprime0
_atom_rho_multipole_kappa_dprime1
_atom_rho_multipole_kappa_dprime2
_atom_rho_multipole_kappa_dprime3
_atom_rho_multipole_kappa_dprime4
F(15) 7.09 0 0 0 -0.07 -0.11 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1 1.14
1.2 1.2 1.2 1.2
F(65) 7.09 0 0 0 -0.07 -0.11 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1 1.14
1.2 1.2 1.2 1.2
O(12) 6.27 0 -0.08 0 0 -0.06 0 0 -0.07 0 0 -0.01 0 0 0 0.03 0.01 -0.01 0 0 0 0
0 0 0 0.01 0.99 1.15 1.2 1.2 1.2 1.2
O(13) 6.27 0 -0.08 0 0 -0.06 0 0 -0.07 0 0 -0.01 0 0 0 0.03 0.01 -0.01 0 0 0 0
0 0 0 0.01 0.99 1.15 1.2 1.2 1.2 1.2
O(14) 6.15 0 -0.08 0 0 -0.11 0 0 -0.07 0 0 -0.01 0 0 0 0.04 0 -0.01 0 0 0 0 0 0
0 0 1 1.14 1.2 1.2 1.2 1.2
O(62) 6.27 0 -0.08 0 0 -0.06 0 0 -0.07 0 0 -0.01 0 0 0 0.03 0.01 -0.01 0 0 0 0
0 0 0 0.01 0.99 1.15 1.2 1.2 1.2 1.2
O(63) 6.27 0 -0.08 0 0 -0.06 0 0 -0.07 0 0 -0.01 0 0 0 0.03 0.01 -0.01 0 0 0 0
0 0 0 0.01 0.99 1.15 1.2 1.2 1.2 1.2
O(64) 6.15 0 -0.08 0 0 -0.11 0 0 -0.07 0 0 -0.01 0 0 0 0.04 0 -0.01 0 0 0 0 0 0
0 0 1 1.14 1.2 1.2 1.2 1.2
O(1) 5.77 0 0 0 -0.14 -0.01 0 0 0.12 0 -0.04 0 0 -0.07 0 0 0 -0.02 0 0 -0.03 0
0 0 0.01 0 1.02 1.11 1.2 1.2 1.2 1.2
O(2) 5.77 0 0 0 -0.14 -0.01 0 0 0.12 0 -0.04 0 0 -0.07 0 0 0 -0.02 0 0 -0.03 0
0 0 0.01 0 1.02 1.11 1.2 1.2 1.2 1.2
O(3) 2.52 0 0 0 -0.06 -0.01 0 0 0.05 0 -0.02 0 0 -0.03 0 0 0 -0.01 0 0 -0.01 0
0 0 0 0 1.02 1.11 1.2 1.2 1.2 1.2
O(4) 3.09 0 0 0 -0.07 -0.01 0 0 0.06 0 -0.02 0 0 -0.03 0 0 0 -0.01 0 0 -0.02 0
0 0 0 0 1.02 1.11 1.2 1.2 1.2 1.2
O(5) 2.68 0 0 0 -0.06 -0.01 0 0 0.05 0 -0.02 0 0 -0.03 0 0 0 -0.01 0 0 -0.01 0
0 0 0 0 1.02 1.11 1.2 1.2 1.2 1.2
N(1) 5.08 0 -0.01 0 0 0.02 0 0 -0.01 0 0 -0.01 -0.01 0 0 0.17 -0.01 0.01 0 0 0
0 0 0 -0.02 0 1.01 1.18 1.2 1.2 1.2 1.2
N(8) 5.11 0 -0.06 -0.09 0 -0.11 0 0 -0.03 0.05 0 -0.01 -0.03 0 0 0.1 0 0 0 0 0
0 0 0 0.01 0.01 1 1.05 1.2 1.2 1.2 1.2
N(20) 5.13 0 0.01 -0.04 0 -0.06 0 0 -0.07 0.02 0 -0.16 0.04 0 0 0.04 0.02 0.01
0 0 0 -0.02 0 0 0.01 0.01 1 1 1 1 1 1
N(23) 4.88 0 0 0 0.01 0 0 0 0 0 0 0 0 -0.22 0 0 0 -0.04 0 0 0.02 0 0 0 0.03 0
1.01 1 1 1 1 1
N(51) 5.08 0 -0.01 0 0 0.02 0 0 -0.01 0 0 -0.01 -0.01 0 0 0.17 -0.01 0.01 0 0 0
0 0 0 -0.02 0 1.01 1.18 1.2 1.2 1.2 1.2
N(58) 5.11 0 -0.06 -0.09 0 -0.11 0 0 -0.03 0.05 0 -0.01 -0.03 0 0 0.1 0 0 0 0 0
0 0 0 0.01 0.01 1 1.05 1.2 1.2 1.2 1.2
N(70) 5.13 0 0.01 -0.04 0 -0.06 0 0 -0.07 0.02 0 -0.16 0.04 0 0 0.04 0.02 0.01
0 0 0 -0.02 0 0 0.01 0.01 1 1 1 1 1 1
N(73) 4.88 0 0 0 0.01 0 0 0 0 0 0 0 0 -0.22 0 0 0 -0.04 0 0 0.02 0 0 0 0.03 0
1.01 1 1 1 1 1
C(2) 3.95 0 -0.05 0.04 0 -0.16 0 0 -0.05 -0.06 0 -0.03 0.04 0 0 0.24 0.04 0.02
0 0 0 -0.02 0 0 0.02 -0.02 1.02 1 1 1 1 1
C(3) 4.08 0 0.02 0.01 0 -0.14 0 0 0.02 0 0 0.04 0.01 0 0 0.23 0 0.02 0 0 0.01
0.01 0 0 0 0 1.02 1 1 1 1 1
C(4) 3.98 0 0.06 0 0 -0.24 0 0 0.07 0 0 0.01 0 0 0 0.28 0 0.01 0 0 0.02 0 0 0
-0.02 0 1.02 1 1 1 1 1
C(5) 3.94 0 0.02 0.02 0 -0.15 0 0 0 -0.01 0 0.01 0.03 0 0 0.22 -0.01 0.03 0 0 0
0 0 0 0.01 -0.01 1.02 1 1 1 1 1
C(6) 4.05 0 0 0 -0.11 -0.05 0 0 0.15 0 0.3 0 0 -0.12 0 0 0 0.05 0 0 0.01 0 0 0
0.01 0 1.01 1 1 1 1 1
C(7) 3.93 0 0.04 0.02 0 -0.18 0 0 0.05 0 0 0.02 0.01 0 0 0.26 0.03 0.01 0 0
0.01 0.02 0 0 -0.02 -0.04 1.03 1 1 1 1 1
C(9) 3.99 0 0.04 0.04 0 -0.17 0 0 0.03 -0.04 0 0.02 0.01 0 0 0.27 0 0.01 0 0
0.01 0 0 0 -0.02 -0.01 1.02 1 1 1 1 1
C(10) 4.06 0 0.01 0 0 -0.15 0 0 0.02 0 0 0.01 0.01 0 0 0.22 -0.01 0.02 0 0 0.01
0 0 0 0.01 0.01 1.02 1 1 1 1 1
C(11) 4.06 0 0.02 0.04 0 -0.23 0 0 0.07 -0.08 0 0 0 0 0 0.28 0.07 0 0 0 0.02
-0.02 0 0 -0.01 -0.05 1.01 1 1 1 1 1
C(16) 3.92 0 -0.05 0 0 0.05 0 0 -0.07 -0.01 0 -0.13 -0.19 0 0 0.18 -0.03 0.02 0
0 -0.05 0.07 0 0 0.04 0.02 1.01 1 1 1 1 1
C(17) 4 0 0 0 -0.01 -0.01 0 0 0 0 0.23 0 0 0 0 0.19 0 0.03 0 0 0 0 -0.09 0 0 0
1.01 1 1 1 1 1
C(21) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(22) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(24) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(25) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(52) 3.95 0 -0.05 0.04 0 -0.16 0 0 -0.05 -0.06 0 -0.03 0.04 0 0 0.24 0.04 0.02
0 0 0 -0.02 0 0 0.02 -0.02 1.02 1 1 1 1 1
C(53) 4.08 0 0.02 0.01 0 -0.14 0 0 0.02 0 0 0.04 0.01 0 0 0.23 0 0.02 0 0 0.01
0.01 0 0 0 0 1.02 1 1 1 1 1
C(54) 3.98 0 0.06 0 0 -0.24 0 0 0.07 0 0 0.01 0 0 0 0.28 0 0.01 0 0 0.02 0 0 0
-0.02 0 1.02 1 1 1 1 1
C(55) 3.94 0 0.02 0.02 0 -0.15 0 0 0 -0.01 0 0.01 0.03 0 0 0.22 -0.01 0.03 0 0
0 0 0 0 0.01 -0.01 1.02 1 1 1 1 1
C(56) 4.05 0 0 0 -0.11 -0.05 0 0 0.15 0 0.3 0 0 -0.12 0 0 0 0.05 0 0 0.01 0 0 0
0.01 0 1.01 1 1 1 1 1
C(57) 3.93 0 0.04 0.02 0 -0.18 0 0 0.05 0 0 0.02 0.01 0 0 0.26 0.03 0.01 0 0
0.01 0.02 0 0 -0.02 -0.04 1.03 1 1 1 1 1
C(59) 3.99 0 0.04 0.04 0 -0.17 0 0 0.03 -0.04 0 0.02 0.01 0 0 0.27 0 0.01 0 0
0.01 0 0 0 -0.02 -0.01 1.02 1 1 1 1 1
C(60) 4.06 0 0.01 0 0 -0.15 0 0 0.02 0 0 0.01 0.01 0 0 0.22 -0.01 0.02 0 0 0.01
0 0 0 0.01 0.01 1.02 1 1 1 1 1
C(61) 4.06 0 0.02 0.04 0 -0.23 0 0 0.07 -0.08 0 0 0 0 0 0.28 0.07 0 0 0 0.02
-0.02 0 0 -0.01 -0.05 1.01 1 1 1 1 1
C(66) 3.92 0 -0.05 0 0 0.05 0 0 -0.07 -0.01 0 -0.13 -0.19 0 0 0.18 -0.03 0.02 0
0 -0.05 0.07 0 0 0.04 0.02 1.01 1 1 1 1 1
C(67) 4 0 0 0 -0.01 -0.01 0 0 0 0 0.23 0 0 0 0 0.19 0 0.03 0 0 0 0 -0.09 0 0 0
1.01 1 1 1 1 1
C(71) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(72) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(74) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
C(75) 3.87 0 -0.02 0.01 0 0.02 0 0 -0.03 -0.01 0 -0.13 -0.17 0 0 0.18 -0.04
0.01 0 0 -0.03 0.07 0 0 0.03 0.02 1.01 1 1 1 1 1
H(2) 0.97 0 0 0 0.15 0.06 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 0
H(5) 0.97 0 0 0 0.15 0.06 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 0
H(161) 0.95 0 0 0 0.15 0.07 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15 1.2
1.2 1.2 1.2 0
H(612) 0.95 0 0 0 0.15 0.07 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15 1.2
1.2 1.2 1.2 0
H(171) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(172) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(173) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(221) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(222) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(232) 0.81 0 0 0 0.18 0.09 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.2
1.2 1.2 1.2 1.2
H(231) 0.81 0 0 0 0.18 0.09 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.2
1.2 1.2 1.2 1.2
H(241) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(242) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(251) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(252) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(211) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(212) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(52) 0.97 0 0 0 0.15 0.06 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 0
H(55) 0.97 0 0 0 0.15 0.06 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 0
H(661) 0.95 0 0 0 0.15 0.07 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15 1.2
1.2 1.2 1.2 0
H(662) 0.95 0 0 0 0.15 0.07 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.15 1.2
1.2 1.2 1.2 0
H(671) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(672) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(673) 0.96 0 0 0 0.13 0.05 0 0 0 0 0.01 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.14 1.2
1.2 1.2 1.2 1.2
H(711) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(712) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(721) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(722) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(731) 0.81 0 0 0 0.18 0.09 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.2
1.2 1.2 1.2 1.2
H(732) 0.81 0 0 0 0.18 0.09 0 0 0 0 0.03 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.18 1.2
1.2 1.2 1.2 1.2
H(741) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(742) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(751) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(752) 1.03 0 0 0 0.15 0.08 0 0 0 0 0.03 0 0 0 0 0 0 0.01 0 0 0 0 0 0 0 0 1.11
1.2 1.2 1.2 1.2 1.2
H(11) 1.11 0 0 0 0.25 0.12 0 0 0 0 0.03 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(12) 1.11 0 0 0 0.25 0.12 0 0 0 0 0.03 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(21) 1.11 0 0 0 0.25 0.12 0 0 0 0 0.03 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(22) 1.11 0 0 0 0.25 0.12 0 0 0 0 0.03 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(31) 0.49 0 0 0 0.11 0.05 0 0 0 0 0.01 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(32) 0.49 0 0 0 0.11 0.05 0 0 0 0 0.01 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(41) 0.6 0 0 0 0.13 0.07 0 0 0 0 0.02 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(42) 0.6 0 0 0 0.13 0.07 0 0 0 0 0.02 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(51) 0.52 0 0 0 0.11 0.06 0 0 0 0 0.01 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2
H(53) 0.52 0 0 0 0.11 0.06 0 0 0 0 0.01 0 0 0 0 0 0 -0.01 0 0 0 0 0 0 0 0 1.05
1.2 1.2 1.2 1.2 1.2

loop_
_atom_local_axes_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
F(15) C(6) Z F(15) C(5) Y
F(65) C(56) Z F(65) C(55) Y
O(12) C(11) X O(12) O(13) Y
O(13) C(11) X O(13) O(12) Y
O(14) C(4) X O(14) C(3) Y
O(62) C(61) X O(62) O(63) Y
O(63) C(61) X O(63) O(62) Y
O(64) C(54) X O(64) C(53) Y
O(1) DUM1 Z O(1) H(12) Y
O(2) DUM2 Z O(2) H(22) Y
O(3) DUM3 Z O(3) H(32) Y
O(4) DUM11 Z O(4) H(41) Y
O(5) DUM10 Z O(5) H(51) Y
N(1) C(2) X N(1) C(9) Y
N(8) C(7) X N(8) C(9) Y
N(20) C(7) X N(20) DUM6 Y
N(23) DUM7 Z N(23) C(24) Y
N(51) C(52) X N(51) C(59) Y
N(58) C(57) X N(58) C(59) Y
N(70) C(57) X N(70) DUM8 Y
N(73) DUM9 Z N(73) C(74) Y
C(2) N(1) X C(2) C(3) Y
C(3) C(2) X C(3) C(4) Y
C(4) O(14) X C(4) C(3) Y
C(5) C(6) X C(5) C(10) Y
C(6) F(15) Z C(6) C(5) X
C(7) N(8) X C(7) C(6) Y
C(9) C(10) X C(9) N(8) Y
C(10) C(9) X C(10) C(5) Y
C(11) O(13) X C(11) O(12) Y
C(16) N(1) X C(16) C(17) Y
C(17) C(16) Z C(17) H(173) X
C(21) N(20) X C(21) C(22) Y
C(22) N(23) X C(22) C(21) Y
C(24) N(23) X C(24) C(25) Y
C(25) N(20) X C(25) C(24) Y
C(52) N(51) X C(52) C(53) Y
C(53) C(52) X C(53) C(54) Y
C(54) O(64) X C(54) C(53) Y
C(55) C(56) X C(55) C(60) Y
C(56) F(65) Z C(56) C(55) X
C(57) N(58) X C(57) C(56) Y
C(59) C(60) X C(59) N(58) Y
C(60) C(59) X C(60) C(55) Y
C(61) O(63) X C(61) O(62) Y
C(66) N(51) X C(66) C(67) Y
C(67) C(66) Z C(67) H(673) X
C(71) N(70) X C(71) C(72) Y
C(72) N(73) X C(72) C(71) Y
C(74) N(73) X C(74) C(75) Y
C(75) N(70) X C(75) C(74) Y
H(2) C(2) Z H(2) C(3) Y
H(5) C(5) Z H(5) C(6) Y
H(161) C(16) Z H(161) N(1) Y
H(612) C(16) Z H(612) N(1) Y
H(171) C(17) Z H(171) C(16) Y
H(172) C(17) Z H(172) C(16) Y
H(173) C(17) Z H(173) C(16) Y
H(221) C(22) Z H(221) N(23) Y
H(222) C(22) Z H(222) N(23) Y
H(232) N(23) Z H(232) C(24) Y
H(231) N(23) Z H(231) C(24) Y
H(241) C(24) Z H(241) N(23) Y
H(242) C(24) Z H(242) N(23) Y
H(251) C(25) Z H(251) N(20) Y
H(252) C(25) Z H(252) N(20) Y
H(211) C(21) Z H(211) N(20) Y
H(212) C(21) Z H(212) N(20) Y
H(52) C(52) Z H(52) C(53) Y
H(55) C(55) Z H(55) C(56) Y
H(661) C(66) Z H(661) N(51) Y
H(662) C(66) Z H(662) N(51) Y
H(671) C(67) Z H(671) C(66) Y
H(672) C(67) Z H(672) C(66) Y
H(673) C(67) Z H(673) C(66) Y
H(711) C(71) Z H(711) N(70) Y
H(712) C(71) Z H(712) N(70) Y
H(721) C(72) Z H(721) N(73) Y
H(722) C(72) Z H(722) N(73) Y
H(731) N(73) Z H(731) C(74) Y
H(732) N(73) Z H(732) C(74) Y
H(741) C(74) Z H(741) N(73) Y
H(742) C(74) Z H(742) N(73) Y
H(751) C(75) Z H(751) N(70) Y
H(752) C(75) Z H(752) N(70) Y
H(11) O(1) Z H(11) H(12) Y
H(12) O(1) Z H(12) H(11) Y
H(21) O(2) Z H(21) H(22) Y
H(22) O(2) Z H(22) H(21) Y
H(31) O(3) Z H(31) H(32) Y
H(32) O(3) Z H(32) H(31) Y
H(41) O(4) Z H(41) H(53) Y
H(42) O(4) Z H(42) O(5) Y
H(51) O(5) Z H(51) O(4) Y
H(53) O(5) Z H(53) H(41) Y

#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F(15) C(6) 1.3506(4) 1_555 1_555 yes
F(65) C(56) 1.3558(4) 1_555 1_555 yes
O(12) C(11) 1.2587(5) 1_555 1_555 yes
O(13) C(11) 1.2495(5) 1_555 1_555 yes
O(14) C(4) 1.2448(4) 1_555 1_555 yes
O(62) C(61) 1.2579(5) 1_555 1_555 yes
O(63) C(61) 1.2566(5) 1_555 1_555 yes
O(64) C(54) 1.2455(4) 1_555 1_555 yes
O(1) H(11) 0.931(7) 1_555 1_555 yes
O(1) H(12) 0.933(6) 1_555 1_555 yes
O(2) H(21) 0.946(7) 1_555 1_555 yes
O(2) H(22) 0.939(7) 1_555 1_555 yes
O(3) H(31) 0.939(14) 1_555 1_555 yes
O(3) H(32) 0.878(14) 1_555 1_555 yes
O(4) O(5) 1.2237(10) 1_555 1_555 yes
O(4) H(41) 0.890(13) 1_555 1_555 yes
O(4) H(42) 0.906(12) 1_555 1_555 yes
O(5) H(51) 0.937(13) 1_555 1_555 yes
O(5) H(53) 0.946(16) 1_555 1_555 yes
N(1) C(2) 1.3501(5) 1_555 1_555 yes
N(1) C(9) 1.3869(4) 1_555 1_555 yes
N(8) C(7) 1.3320(4) 1_555 1_555 yes
N(8) C(9) 1.3407(4) 1_555 1_555 yes
N(20) C(7) 1.3722(4) 1_555 1_555 yes
N(20) C(21) 1.4635(5) 1_555 1_555 yes
N(20) C(25) 1.4669(5) 1_555 1_555 yes
N(23) H(232) 1.014(6) 1_555 1_555 yes
N(23) H(231) 1.029(7) 1_555 1_555 yes
N(51) C(52) 1.3498(5) 1_555 1_555 yes
N(51) C(59) 1.3874(4) 1_555 1_555 yes
N(58) C(57) 1.3318(4) 1_555 1_555 yes
N(58) C(59) 1.3364(5) 1_555 1_555 yes
N(70) C(57) 1.3671(5) 1_555 1_555 yes
N(70) C(75) 1.4644(5) 1_555 1_555 yes
N(73) H(731) 1.038(7) 1_555 1_555 yes
N(73) H(732) 1.014(6) 1_555 1_555 yes
C(2) C(3) 1.3742(5) 1_555 1_555 yes
C(2) H(2) 1.067(5) 1_555 1_555 yes
C(3) C(4) 1.4483(5) 1_555 1_555 yes
C(3) C(11) 1.5042(5) 1_555 1_555 yes
C(4) C(10) 1.4580(5) 1_555 1_555 yes
C(5) C(6) 1.3586(5) 1_555 1_555 yes
C(5) C(10) 1.4121(5) 1_555 1_555 yes
C(5) H(5) 1.061(5) 1_555 1_555 yes
C(6) C(7) 1.4294(5) 1_555 1_555 yes
C(9) C(10) 1.4005(5) 1_555 1_555 yes
C(16) C(17) 1.5143(6) 1_555 1_555 yes
C(16) H(161) 1.097(6) 1_555 1_555 yes
C(16) H(612) 1.064(6) 1_555 1_555 yes
C(17) H(171) 1.054(6) 1_555 1_555 yes
C(17) H(172) 1.099(6) 1_555 1_555 yes
C(17) H(173) 1.062(6) 1_555 1_555 yes
C(21) C(22) 1.5190(5) 1_555 1_555 yes
C(21) H(211) 1.097(6) 1_555 1_555 yes
C(21) H(212) 1.050(6) 1_555 1_555 yes
C(22) H(221) 1.061(5) 1_555 1_555 yes
C(22) H(222) 1.073(6) 1_555 1_555 yes
C(24) C(25) 1.5185(5) 1_555 1_555 yes
C(24) H(241) 1.084(6) 1_555 1_555 yes
C(24) H(242) 1.078(6) 1_555 1_555 yes
C(25) H(251) 1.066(5) 1_555 1_555 yes
C(25) H(252) 1.088(6) 1_555 1_555 yes
C(52) C(53) 1.3769(5) 1_555 1_555 yes
C(52) H(52) 1.059(5) 1_555 1_555 yes
C(53) C(54) 1.4480(5) 1_555 1_555 yes
C(53) C(61) 1.5058(5) 1_555 1_555 yes
C(54) C(60) 1.4575(5) 1_555 1_555 yes
C(55) C(56) 1.3602(5) 1_555 1_555 yes
C(55) C(60) 1.4101(5) 1_555 1_555 yes
C(55) H(55) 1.077(5) 1_555 1_555 yes
C(56) C(57) 1.4331(5) 1_555 1_555 yes
C(59) C(60) 1.3999(5) 1_555 1_555 yes
C(66) C(67) 1.5118(5) 1_555 1_555 yes
C(66) H(661) 1.094(6) 1_555 1_555 yes
C(66) H(662) 1.083(6) 1_555 1_555 yes
C(67) H(671) 1.095(6) 1_555 1_555 yes
C(67) H(672) 1.091(6) 1_555 1_555 yes
C(67) H(673) 1.071(6) 1_555 1_555 yes
C(71) C(72) 1.5193(6) 1_555 1_555 yes
C(71) H(711) 1.082(6) 1_555 1_555 yes
C(71) H(712) 1.063(6) 1_555 1_555 yes
C(72) H(721) 1.069(6) 1_555 1_555 yes
C(72) H(722) 1.057(6) 1_555 1_555 yes
C(74) C(75) 1.5166(6) 1_555 1_555 yes
C(74) H(741) 1.083(6) 1_555 1_555 yes
C(74) H(742) 1.099(6) 1_555 1_555 yes
C(75) H(751) 1.068(5) 1_555 1_555 yes
C(75) H(752) 1.094(6) 1_555 1_555 yes
H(41) H(53) 0.672(15) 1_555 1_555 yes

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H(11) O(1) H(12) 107.4(5) 1_555 1_555 1_555 yes
H(21) O(2) H(22) 104.0(5) 1_555 1_555 1_555 yes
H(31) O(3) H(32) 107.4(11) 1_555 1_555 1_555 yes
O(5) O(4) H(41) 81.8(9) 1_555 1_555 1_555 yes
O(5) O(4) H(42) 100.5(7) 1_555 1_555 1_555 yes
H(41) O(4) H(42) 105.9(9) 1_555 1_555 1_555 yes
O(4) O(5) H(51) 87.7(7) 1_555 1_555 1_555 yes
O(4) O(5) H(53) 63.3(9) 1_555 1_555 1_555 yes
H(51) O(5) H(53) 105.4(10) 1_555 1_555 1_555 yes
C(2) N(1) C(9) 119.29(3) 1_555 1_555 1_555 yes
C(7) N(8) C(9) 119.49(3) 1_555 1_555 1_555 yes
C(7) N(20) C(21) 117.80(3) 1_555 1_555 1_555 yes
C(7) N(20) C(25) 121.23(3) 1_555 1_555 1_555 yes
C(21) N(20) C(25) 111.40(3) 1_555 1_555 1_555 yes
H(232) N(23) H(231) 106.4(5) 1_555 1_555 1_555 yes
C(52) N(51) C(59) 118.71(3) 1_555 1_555 1_555 yes
C(57) N(58) C(59) 120.40(3) 1_555 1_555 1_555 yes
C(57) N(70) C(75) 123.37(3) 1_555 1_555 1_555 yes
H(731) N(73) H(732) 105.6(5) 1_555 1_555 1_555 yes
N(1) C(2) C(3) 125.33(3) 1_555 1_555 1_555 yes
N(1) C(2) H(2) 115.3(3) 1_555 1_555 1_555 yes
C(3) C(2) H(2) 119.4(3) 1_555 1_555 1_555 yes
C(2) C(3) C(4) 118.87(3) 1_555 1_555 1_555 yes
C(2) C(3) C(11) 117.34(3) 1_555 1_555 1_555 yes
C(4) C(3) C(11) 123.79(3) 1_555 1_555 1_555 yes
O(14) C(4) C(3) 125.63(3) 1_555 1_555 1_555 yes
O(14) C(4) C(10) 119.63(3) 1_555 1_555 1_555 yes
C(3) C(4) C(10) 114.74(3) 1_555 1_555 1_555 yes
C(6) C(5) C(10) 118.48(3) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 121.0(3) 1_555 1_555 1_555 yes
C(10) C(5) H(5) 120.5(3) 1_555 1_555 1_555 yes
F(15) C(6) C(5) 118.99(3) 1_555 1_555 1_555 yes
F(15) C(6) C(7) 119.43(3) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 121.50(3) 1_555 1_555 1_555 yes
N(8) C(7) N(20) 118.03(3) 1_555 1_555 1_555 yes
N(8) C(7) C(6) 119.47(3) 1_555 1_555 1_555 yes
N(20) C(7) C(6) 122.38(3) 1_555 1_555 1_555 yes
N(1) C(9) N(8) 117.06(3) 1_555 1_555 1_555 yes
N(1) C(9) C(10) 118.95(3) 1_555 1_555 1_555 yes
N(8) C(9) C(10) 123.98(3) 1_555 1_555 1_555 yes
C(4) C(10) C(5) 120.26(3) 1_555 1_555 1_555 yes
C(4) C(10) C(9) 122.65(3) 1_555 1_555 1_555 yes
C(5) C(10) C(9) 117.00(3) 1_555 1_555 1_555 yes
O(12) C(11) O(13) 124.27(3) 1_555 1_555 1_555 yes
O(12) C(11) C(3) 116.91(3) 1_555 1_555 1_555 yes
O(13) C(11) C(3) 118.82(3) 1_555 1_555 1_555 yes
C(17) C(16) H(161) 111.8(3) 1_555 1_555 1_555 yes
C(17) C(16) H(612) 112.7(3) 1_555 1_555 1_555 yes
H(161) C(16) H(612) 106.4(4) 1_555 1_555 1_555 yes
C(16) C(17) H(171) 110.9(3) 1_555 1_555 1_555 yes
C(16) C(17) H(172) 110.6(3) 1_555 1_555 1_555 yes
C(16) C(17) H(173) 109.5(3) 1_555 1_555 1_555 yes
H(171) C(17) H(172) 109.0(5) 1_555 1_555 1_555 yes
H(171) C(17) H(173) 108.3(5) 1_555 1_555 1_555 yes
H(172) C(17) H(173) 108.4(4) 1_555 1_555 1_555 yes
N(20) C(21) C(22) 109.48(3) 1_555 1_555 1_555 yes
N(20) C(21) H(211) 109.2(3) 1_555 1_555 1_555 yes
N(20) C(21) H(212) 109.3(3) 1_555 1_555 1_555 yes
C(22) C(21) H(211) 111.0(3) 1_555 1_555 1_555 yes
C(22) C(21) H(212) 108.2(3) 1_555 1_555 1_555 yes
H(211) C(21) H(212) 109.6(4) 1_555 1_555 1_555 yes
C(21) C(22) H(221) 111.9(3) 1_555 1_555 1_555 yes
C(21) C(22) H(222) 110.8(3) 1_555 1_555 1_555 yes
H(221) C(22) H(222) 109.0(4) 1_555 1_555 1_555 yes
C(25) C(24) H(241) 109.5(3) 1_555 1_555 1_555 yes
C(25) C(24) H(242) 111.5(3) 1_555 1_555 1_555 yes
H(241) C(24) H(242) 111.2(4) 1_555 1_555 1_555 yes
N(20) C(25) C(24) 109.63(3) 1_555 1_555 1_555 yes
N(20) C(25) H(251) 110.8(3) 1_555 1_555 1_555 yes
N(20) C(25) H(252) 109.5(3) 1_555 1_555 1_555 yes
C(24) C(25) H(251) 109.2(3) 1_555 1_555 1_555 yes
C(24) C(25) H(252) 109.6(3) 1_555 1_555 1_555 yes
H(251) C(25) H(252) 108.0(4) 1_555 1_555 1_555 yes
N(51) C(52) C(53) 124.92(3) 1_555 1_555 1_555 yes
N(51) C(52) H(52) 117.2(3) 1_555 1_555 1_555 yes
C(53) C(52) H(52) 117.9(3) 1_555 1_555 1_555 yes
C(52) C(53) C(54) 119.68(3) 1_555 1_555 1_555 yes
C(52) C(53) C(61) 117.00(3) 1_555 1_555 1_555 yes
C(54) C(53) C(61) 123.31(3) 1_555 1_555 1_555 yes
O(64) C(54) C(53) 125.28(3) 1_555 1_555 1_555 yes
O(64) C(54) C(60) 120.49(3) 1_555 1_555 1_555 yes
C(53) C(54) C(60) 114.23(3) 1_555 1_555 1_555 yes
C(56) C(55) C(60) 119.26(3) 1_555 1_555 1_555 yes
C(56) C(55) H(55) 120.7(3) 1_555 1_555 1_555 yes
C(60) C(55) H(55) 120.0(3) 1_555 1_555 1_555 yes
F(65) C(56) C(55) 118.07(3) 1_555 1_555 1_555 yes
F(65) C(56) C(57) 120.38(3) 1_555 1_555 1_555 yes
C(55) C(56) C(57) 121.50(3) 1_555 1_555 1_555 yes
N(58) C(57) N(70) 116.83(3) 1_555 1_555 1_555 yes
N(58) C(57) C(56) 118.43(3) 1_555 1_555 1_555 yes
N(70) C(57) C(56) 124.64(3) 1_555 1_555 1_555 yes
N(51) C(59) N(58) 115.97(3) 1_555 1_555 1_555 yes
N(51) C(59) C(60) 119.78(3) 1_555 1_555 1_555 yes
N(58) C(59) C(60) 124.24(3) 1_555 1_555 1_555 yes
C(54) C(60) C(55) 121.37(3) 1_555 1_555 1_555 yes
C(54) C(60) C(59) 122.42(3) 1_555 1_555 1_555 yes
C(55) C(60) C(59) 116.14(3) 1_555 1_555 1_555 yes
O(62) C(61) O(63) 124.70(4) 1_555 1_555 1_555 yes
O(62) C(61) C(53) 117.09(3) 1_555 1_555 1_555 yes
O(63) C(61) C(53) 118.21(3) 1_555 1_555 1_555 yes
C(67) C(66) H(661) 110.4(3) 1_555 1_555 1_555 yes
C(67) C(66) H(662) 110.6(3) 1_555 1_555 1_555 yes
H(661) C(66) H(662) 107.2(4) 1_555 1_555 1_555 yes
C(66) C(67) H(671) 113.1(3) 1_555 1_555 1_555 yes
C(66) C(67) H(672) 111.0(3) 1_555 1_555 1_555 yes
C(66) C(67) H(673) 106.3(3) 1_555 1_555 1_555 yes
H(671) C(67) H(672) 109.7(4) 1_555 1_555 1_555 yes
H(671) C(67) H(673) 108.5(5) 1_555 1_555 1_555 yes
H(672) C(67) H(673) 108.1(5) 1_555 1_555 1_555 yes
C(72) C(71) H(711) 110.8(3) 1_555 1_555 1_555 yes
C(72) C(71) H(712) 107.5(3) 1_555 1_555 1_555 yes
H(711) C(71) H(712) 109.7(4) 1_555 1_555 1_555 yes
C(71) C(72) H(721) 111.5(3) 1_555 1_555 1_555 yes
C(71) C(72) H(722) 112.0(3) 1_555 1_555 1_555 yes
H(721) C(72) H(722) 108.7(4) 1_555 1_555 1_555 yes
C(75) C(74) H(741) 109.8(3) 1_555 1_555 1_555 yes
C(75) C(74) H(742) 111.1(3) 1_555 1_555 1_555 yes
H(741) C(74) H(742) 110.9(4) 1_555 1_555 1_555 yes
N(70) C(75) C(74) 109.59(3) 1_555 1_555 1_555 yes
N(70) C(75) H(751) 111.0(3) 1_555 1_555 1_555 yes
N(70) C(75) H(752) 108.9(3) 1_555 1_555 1_555 yes
C(74) C(75) H(751) 108.9(3) 1_555 1_555 1_555 yes
C(74) C(75) H(752) 110.1(3) 1_555 1_555 1_555 yes
H(751) C(75) H(752) 108.3(4) 1_555 1_555 1_555 yes
O(4) H(41) H(53) 95(2) 1_555 1_555 1_555 yes
O(5) H(53) H(41) 120(2) 1_555 1_555 1_555 yes

# Attachment '5383_web_deposit_cif_file_4_JulianJ.Holstein_1305135714.cif'

data_LOME
_database_code_depnum_ccdc_archive 'CCDC 825558'

_audit_creation_date             '26-Jan-01 T19:23:09-00:00'
_audit_creation_method           'XD routine XDCIF'
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic

#----------------------------------------------------------------------------#
# CHEMICAL INFORMATION #
#----------------------------------------------------------------------------#
_chemical_formula_sum            'C17 H24 Cl0.95 F2 N3 O5 '
_chemical_formula_moiety         'C17 H20 F2 N3 O3, 2 (H2 O), 0.95 (Cl)'
_chemical_formula_weight         422.21
_chemical_compound_source        'Sigma Aldrich'
_chemical_name_common            Lomefloxacin
_chemical_absolute_configuration rm

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0061 0.0033 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0106 0.0060 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0171 0.0103 'Invariom modelling (Acta Cryst. A61, 314--320)'
Cl- Cl- 0.1484 0.1585 'Invariom modelling (Acta Cryst. A61, 314--320)'

#----------------------------------------------------------------------------#
# UNIT CELL INFORMATION #
#----------------------------------------------------------------------------#

_symmetry_space_group_name_H-M   'P 21/c'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_cell_setting           monoclinic

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   5.2000(10)
_cell_length_b                   39.960(8)
_cell_length_c                   9.3800(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.55(3)
_cell_angle_gamma                90.00
_cell_volume                     1949.0(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    18001
_cell_measurement_theta_min      2.29
_cell_measurement_theta_max      25.77

#----------------------------------------------------------------------------#
# CRYSTAL INFORMATION #
#----------------------------------------------------------------------------#
_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.05
_exptl_crystal_size_mid          0.01
_exptl_crystal_size_min          0.01
_exptl_crystal_density_diffrn    1.439
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             884.6

#----------------------------------------------------------------------------#
# ABSORPTION CORRECTION #
#----------------------------------------------------------------------------#
_exptl_absorpt_coefficient_mu    0.249
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;

_exptl_absorpt_correction_T_min  0.6303
_exptl_absorpt_correction_T_max  0.7457

#----------------------------------------------------------------------------#
# DATA COLLECTION #
#----------------------------------------------------------------------------#
_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     0.80000
_diffrn_radiation_type           synchrotron
_diffrn_measurement_method       '\f scans'
_diffrn_measurement_device_type  
;
"High-resolution-diffractometer" @ SLS beamline X10SA, equipped with
Mar-mosaic CCD 225/225mm detector
;

_diffrn_reflns_number            18001
_diffrn_reflns_av_R_equivalents  0.0857
_diffrn_reflns_av_sigmaI/netI    0.0547
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -40
_diffrn_reflns_limit_k_max       40
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         2.29
_diffrn_reflns_theta_max         25.76
_reflns_number_total             2299
_reflns_number_gt                2141
_diffrn_measured_fraction_theta_max 0.876
_diffrn_reflns_theta_full        25.77
_diffrn_measured_fraction_theta_full 0.876
_diffrn_orient_matrix_UB_11      4.5648154e-02
_diffrn_orient_matrix_UB_12      2.4314130e-02
_diffrn_orient_matrix_UB_13      -1.5912611e-03
_diffrn_orient_matrix_UB_21      -1.8454418e-01
_diffrn_orient_matrix_UB_22      5.9098513e-03
_diffrn_orient_matrix_UB_23      1.5871836e-02
_diffrn_orient_matrix_UB_31      3.0156270e-02
_diffrn_orient_matrix_UB_32      -5.1499839e-04
_diffrn_orient_matrix_UB_33      1.0541634e-01
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_decay_%        0
_reflns_threshold_expression     F>3(\s)F

#----------------------------------------------------------------------------#
# COMPUTER PROGRAMS USED #
#----------------------------------------------------------------------------#

_computing_data_collection       'Apex2 (Bruker AXS, 2008)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

#----------------------------------------------------------------------------#
# REFINEMENT INFORMATION #
#----------------------------------------------------------------------------#
_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0703
_refine_ls_R_factor_all          0.0737
_refine_ls_wR_factor_ref         0.1056
_refine_ls_number_reflns         2141
_refine_ls_number_parameters     243
_refine_ls_goodness_of_fit_ref   3.9080
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_shift/su_max          0.0000
_refine_ls_shift/su_mean         0.0000
_refine_ls_extinction_method     none

_refine_ls_hydrogen_treatment    refU

_refine_diff_density_max         0.307
_refine_diff_density_min         -0.439
_refine_diff_density_rms         0.080

#----------------------------------------------------------------------------#
# ATOMIC TYPES, COORDINATES AND THERMAL PARAMETERS #
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
# MULTIPOLE PARAMETERS #
#----------------------------------------------------------------------------#

#----------------------------------------------------------------------------#
# MOLECULAR GEOMETRY #
#----------------------------------------------------------------------------#

loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_occupancy
_atom_site_U_iso_or_equiv
CL(1) 0.8605(2) 0.2755(1) 0.3766(1) 0.9538 0.057
F(17) 0.7770(4) 0.3816(1) -0.0799(2) 1.0000 0.033
F(18) 0.0532(4) 0.4177(1) 0.1695(2) 1.0000 0.035
O(1) 0.8303(9) 0.2936(1) 0.7059(5) 1.0000 0.086
O(2) 0.3255(8) 0.3298(1) 0.6978(4) 1.0000 0.075
O(12) 0.7783(5) 0.5339(1) -0.4562(3) 1.0000 0.032
O(13) 0.4242(5) 0.5499(1) -0.3442(3) 1.0000 0.029
O(14) 0.2274(5) 0.5121(1) -0.1599(3) 1.0000 0.029
N(1) 0.7726(5) 0.4414(1) -0.2513(3) 1.0000 0.024
N(20) 0.4114(6) 0.3687(1) 0.1208(4) 1.0000 0.030
N(23A) 0.3293(9) 0.3095(2) 0.2718(7) 0.6164 0.031
N(23B) 0.416(1) 0.309(1) 0.278(1) 0.3836 0.029
C(2) 0.7704(6) 0.4710(1) -0.3173(4) 1.0000 0.023
C(3) 0.5950(6) 0.4962(1) -0.2872(4) 1.0000 0.023
C(5) 0.2261(7) 0.4533(1) -0.0035(4) 1.0000 0.025
C(4) 0.3993(6) 0.4907(1) -0.1859(4) 1.0000 0.022
C(6) 0.2298(7) 0.4238(1) 0.0695(4) 1.0000 0.027
C(7) 0.4138(7) 0.3985(1) 0.0429(4) 1.0000 0.027
C(9) 0.5949(6) 0.4347(1) -0.1451(4) 1.0000 0.024
C(8) 0.5933(7) 0.4050(1) -0.0604(4) 1.0000 0.025
C(10) 0.4085(6) 0.4593(1) -0.1100(4) 1.0000 0.022
C(11) 0.6117(7) 0.5279(1) -0.3700(4) 1.0000 0.023
C(15) 0.9531(7) 0.4156(1) -0.3094(4) 1.0000 0.027
C(16) 0.8095(9) 0.3904(1) -0.4001(5) 1.0000 0.038
C(21A) 0.478(1) 0.336(1) 0.050(1) 0.6164 0.031
C(22A) 0.296(1) 0.309(1) 0.112(1) 0.6164 0.031
C(24A) 0.286(1) 0.342(1) 0.339(1) 0.6164 0.032
C(25A) 0.458(1) 0.369(1) 0.273(1) 0.6164 0.029
C(26A) 0.347(3) 0.277(1) 0.053(3) 0.3836 0.035
C(21B) 0.328(2) 0.339(1) 0.049(1) 0.3836 0.035
C(22B) 0.440(2) 0.309(1) 0.119(1) 0.3836 0.036
C(24B) 0.457(2) 0.341(1) 0.352(1) 0.3836 0.032
C(25B) 0.320(3) 0.370(1) 0.272(1) 0.3836 0.040
C(26B) 0.381(3) 0.274(1) 0.057(2) 0.6164 0.053
H(1A) 0.84264 0.27605 0.77603 1.0000 0.130
H(1B) 0.79180 0.28252 0.61712 1.0000 0.130
H(2A) 0.46563 0.31428 0.70775 1.0000 0.116
H(2B) 0.17577 0.31571 0.69543 1.0000 0.116
H(2) 0.91136 0.47588 -0.39887 1.0000 0.03(1)
H(5) 0.08417 0.47212 0.02162 1.0000 0.04(1)
H(13) 0.30627 0.54074 -0.27636 1.0000 0.03(1)
H(15A) 1.04787 0.40261 -0.22145 1.0000 0.03(1)
H(15B) 1.10101 0.42768 -0.37226 1.0000 0.06(1)
H(16A) 0.65609 0.37897 -0.33823 1.0000 0.08(2)
H(16B) 0.94232 0.37105 -0.43567 1.0000 0.11(2)
H(16C) 0.72730 0.40306 -0.49307 1.0000 0.07(2)
H(23A) 0.19972 0.29305 0.31320 0.6164 0.037
H(23B) 0.50916 0.30135 0.29939 0.6164 0.037
H(21A) 0.67994 0.32978 0.07252 0.6164 0.037
H(21B) 0.45053 0.33797 -0.06590 0.6164 0.037
H(22A) 0.09747 0.31672 0.08460 0.6164 0.038
H(24C) 0.32661 0.34107 0.45389 0.6164 0.039
H(24D) 0.08472 0.35033 0.32585 0.6164 0.039
H(25A) 0.42319 0.39348 0.31883 0.6164 0.034
H(25C) 0.65985 0.36199 0.29400 0.6164 0.034
H(26A) 0.55217 0.27164 0.05771 0.3836 0.052
H(26B) 0.27146 0.27590 -0.05541 0.3836 0.052
H(26C) 0.24731 0.25909 0.11893 0.3836 0.052
H(23C) 0.53428 0.29105 0.32171 0.3836 0.034
H(23D) 0.23250 0.30100 0.29661 0.3836 0.034
H(21C) 0.39006 0.33979 -0.06280 0.3836 0.042
H(21D) 0.11744 0.33629 0.05039 0.3836 0.042
H(22B) 0.64914 0.31220 0.10587 0.3836 0.043
H(24E) 0.38377 0.34042 0.46124 0.3836 0.038
H(24F) 0.66387 0.34659 0.35829 0.3836 0.038
H(25D) 0.38336 0.39376 0.32089 0.3836 0.049
H(25E) 0.11031 0.36740 0.28077 0.3836 0.049
H(26D) 0.49432 0.25498 0.11016 0.6164 0.079
H(26E) 0.43294 0.27454 -0.05517 0.6164 0.079
H(26F) 0.17490 0.27003 0.06567 0.6164 0.079
#DUM0 0.00000 0.00000 0.00000 0.0000 0.000
#DUM1 0.80792 0.26926 0.68982 0.0000 0.000
#DUM2 0.31769 0.30496 0.70362 0.0000 0.000
#DUM3 0.88640 0.54433 -0.37898 0.0000 0.000
#DUM4 0.00000 0.00000 0.00000 0.0000 0.000
#DUM5 0.48258 0.34895 0.17333 0.0000 0.000
#DUM6 0.46523 0.32915 0.22579 0.0000 0.000
#DUM7 0.28573 0.33018 0.21616 0.0000 0.000
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
CL(1) 0.0395(8) 0.0907(12) 0.0418(10) -0.0021(6) 0.0052(6) -0.0012(7)
F(17) 0.040(1) 0.027(1) 0.031(1) 0.004(1) 0.004(1) 0.003(1)
F(18) 0.041(1) 0.038(1) 0.027(1) -0.003(1) 0.014(1) 0.003(1)
O(1) 0.123(4) 0.070(3) 0.067(3) -0.009(3) 0.011(2) -0.006(2)
O(2) 0.090(3) 0.075(3) 0.060(3) -0.012(2) -0.003(2) 0.005(2)
O(12) 0.035(2) 0.029(2) 0.031(2) 0.001(1) 0.012(1) 0.004(1)
O(13) 0.030(1) 0.028(2) 0.029(2) 0.001(1) 0.005(1) 0.002(1)
O(14) 0.027(1) 0.031(2) 0.028(2) 0.003(1) 0.009(1) 0.003(1)
N(1) 0.022(2) 0.027(2) 0.024(2) 0.002(1) 0.006(1) -0.002(1)
N(20) 0.039(2) 0.027(2) 0.024(2) -0.002(1) 0.002(1) 0.003(1)
N(23A) 0.0263 0.0306 0.0346 0.0020 0.0006 0.0035
N(23B) 0.0175 0.0314 0.0369 0.0003 0.0025 0.0021
C(2) 0.018(2) 0.023(2) 0.027(2) -0.003(2) 0.004(2) 0.001(2)
C(3) 0.022(2) 0.025(2) 0.021(3) 0.000(2) 0.003(2) -0.001(2)
C(5) 0.027(2) 0.026(2) 0.023(2) -0.001(2) 0.004(2) 0.000(2)
C(4) 0.015(2) 0.025(2) 0.026(3) 0.002(2) 0.007(1) -0.002(2)
C(6) 0.029(2) 0.031(2) 0.021(3) -0.003(2) 0.004(2) -0.001(2)
C(7) 0.033(2) 0.026(2) 0.023(3) -0.003(2) 0.000(2) 0.002(2)
C(9) 0.023(2) 0.023(2) 0.025(3) -0.004(2) 0.002(2) -0.001(2)
C(8) 0.026(2) 0.027(2) 0.023(3) -0.003(2) 0.002(2) 0.003(2)
C(10) 0.021(2) 0.028(2) 0.018(3) 0.001(2) 0.005(2) 0.001(2)
C(11) 0.022(2) 0.025(2) 0.022(2) -0.002(2) 0.007(2) 0.001(2)
C(15) 0.027(2) 0.028(2) 0.026(3) 0.004(2) 0.004(2) -0.001(2)
C(16) 0.052(3) 0.028(2) 0.033(3) 0.002(2) 0.000(2) -0.006(2)
C(21A) 0.0312 0.0287 0.0327 -0.0030 0.0017 -0.0042
C(22A) 0.0238 0.0310 0.0391 -0.0003 0.0006 -0.0006
C(24A) 0.0299 0.0383 0.0285 0.0057 0.0071 0.0028
C(25A) 0.0341 0.0311 0.0210 -0.0005 0.0020 0.0024
C(26A) 0.0386 0.0292 0.0363 0.0018 0.0074 0.0026
C(21B) 0.0395 0.0364 0.0281 -0.0080 -0.0001 -0.0010
C(22B) 0.0343 0.0344 0.0383 -0.0003 0.0038 -0.0042
C(24B) 0.0359 0.0344 0.0245 -0.0039 0.0033 -0.0006
C(25B) 0.0487 0.0387 0.0341 0.0083 0.0042 0.0008
C(26B) 0.0621 0.0395 0.0570 0.0018 0.0083 -0.0097
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
CL(1) H(23A) 1.9940(12) 1_555 1_655 yes
CL(1) H(23C) 1.8737(12) 1_555 1_555 yes
F(17) C(8) 1.351(4) 1_555 1_555 yes
F(18) C(6) 1.341(4) 1_555 1_555 yes
O(1) H(1A) 0.962 1_555 1_555 yes
O(1) H(1B) 0.962 1_555 1_555 yes
O(2) H(2A) 0.962 1_555 1_555 yes
O(2) H(2B) 0.962 1_555 1_555 yes
O(12) C(11) 1.214(4) 1_555 1_555 yes
O(13) C(11) 1.336(4) 1_555 1_555 yes
O(13) H(13) 0.961 1_555 1_555 yes
O(14) C(4) 1.262(4) 1_555 1_555 yes
N(1) C(2) 1.335(5) 1_555 1_555 yes
N(1) C(9) 1.391(5) 1_555 1_555 yes
N(20) C(7) 1.399(5) 1_555 1_555 yes
N(20) C(25A) 1.449(8) 1_555 1_555 yes
N(20) C(21B) 1.436(11) 1_555 1_555 yes
N(23A) H(23A) 1.022(6) 1_555 1_555 yes
N(23A) H(23B) 1.022(5) 1_555 1_555 yes
N(23B) H(23C) 1.022(9) 1_555 1_555 yes
N(23B) H(23D) 1.022(8) 1_555 1_555 yes
C(2) C(3) 1.390(5) 1_555 1_555 yes
C(2) H(2) 1.082 1_555 1_555 yes
C(3) C(4) 1.417(5) 1_555 1_555 yes
C(3) C(11) 1.488(5) 1_555 1_555 yes
C(5) C(6) 1.364(6) 1_555 1_555 yes
C(5) C(10) 1.405(5) 1_555 1_555 yes
C(5) H(5) 1.082 1_555 1_555 yes
C(4) C(10) 1.442(5) 1_555 1_555 yes
C(6) C(7) 1.413(6) 1_555 1_555 yes
C(7) C(8) 1.376(5) 1_555 1_555 yes
C(9) C(8) 1.430(5) 1_555 1_555 yes
C(9) C(10) 1.421(5) 1_555 1_555 yes
C(15) C(16) 1.510(6) 1_555 1_555 yes
C(15) H(15A) 1.088 1_555 1_555 yes
C(15) H(15B) 1.088 1_555 1_555 yes
C(16) H(16A) 1.091 1_555 1_555 yes
C(16) H(16B) 1.091 1_555 1_555 yes
C(16) H(16C) 1.091 1_555 1_555 yes
C(21A) H(21A) 1.099 1_555 1_555 yes
C(21A) H(21B) 1.099 1_555 1_555 yes
C(21A) H(21C) 1.159 1_555 1_555 yes
C(22A) C(26A) 1.42(2) 1_555 1_555 yes
C(22A) C(21B) 1.326(13) 1_555 1_555 yes
C(22A) H(22A) 1.101 1_555 1_555 yes
C(24A) C(25A) 1.507(10) 1_555 1_555 yes
C(24A) C(25B) 1.283(13) 1_555 1_555 yes
C(24A) H(24C) 1.099 1_555 1_555 yes
C(24A) H(24D) 1.099 1_555 1_555 yes
C(25A) H(25A) 1.080 1_555 1_555 yes
C(25A) H(25C) 1.099 1_555 1_555 yes
C(26A) C(22B) 1.50(3) 1_555 1_555 yes
C(26A) H(26A) 1.091) 1_555 1_555 yes
C(26A) H(26B) 1.09 1_555 1_555 yes
C(26A) H(26C) 1.09 1_555 1_555 yes
C(21B) C(22B) 1.464(8) 1_555 1_555 yes
C(21B) H(21C) 1.099 1_555 1_555 yes
C(21B) H(21D) 1.099 1_555 1_555 yes
C(22B) H(22B) 1.101 1_555 1_555 yes
C(24B) H(24E) 1.099 1_555 1_555 yes
C(24B) H(24F) 1.099 1_555 1_555 yes
C(25B) H(25A) 1.161 1_555 1_555 yes
C(25B) H(25D) 1.099 1_555 1_555 yes
C(25B) H(25E) 1.099 1_555 1_555 yes
C(26B) H(26C) 1.097 1_555 1_555 yes
C(26B) H(26D) 1.080 1_555 1_555 yes
C(26B) H(26E) 1.091 1_555 1_555 yes
C(26B) H(26F) 1.091 1_555 1_555 yes
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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
H(23A) CL(1) H(23C) 127.07 1_655 1_555 1_555 yes
H(1A) O(1) H(1B) 105.7 1_555 1_555 1_555 yes
H(2A) O(2) H(2B) 103.6 1_555 1_555 1_555 yes
C(11) O(13) H(13) 109.9 1_555 1_555 1_555 yes
C(2) N(1) C(9) 119.9(3) 1_555 1_555 1_555 yes
C(7) N(20) C(25A) 121.1(4) 1_555 1_555 1_555 yes
C(7) N(20) C(21B) 117.9(5) 1_555 1_555 1_555 yes
C(25A) N(20) C(21B) 120.5(6) 1_555 1_555 1_555 yes
N(23B) N(23A) H(23A) 124.5 1_555 1_555 1_555 yes
N(23B) N(23A) H(23D) 133.4 1_555 1_555 1_555 yes
H(23A) N(23A) H(23B) 107.6 1_555 1_555 1_555 yes
H(23B) N(23A) H(23D) 116.7 1_555 1_555 1_555 yes
H(23B) N(23B) H(23D) 122.8 1_555 1_555 1_555 yes
H(23C) N(23B) H(23D) 106.1 1_555 1_555 1_555 yes
N(1) C(2) C(3) 123.5(3) 1_555 1_555 1_555 yes
N(1) C(2) H(2) 118.9 1_555 1_555 1_555 yes
C(3) C(2) H(2) 117.6 1_555 1_555 1_555 yes
C(2) C(3) C(4) 119.9(3) 1_555 1_555 1_555 yes
C(2) C(3) C(11) 118.0(3) 1_555 1_555 1_555 yes
C(4) C(3) C(11) 122.0(3) 1_555 1_555 1_555 yes
C(6) C(5) C(10) 120.0(3) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 119.9 1_555 1_555 1_555 yes
C(10) C(5) H(5) 120.1 1_555 1_555 1_555 yes
O(14) C(4) C(3) 122.5(3) 1_555 1_555 1_555 yes
O(14) C(4) C(10) 120.9(3) 1_555 1_555 1_555 yes
C(3) C(4) C(10) 116.6(3) 1_555 1_555 1_555 yes
F(18) C(6) C(5) 120.1(3) 1_555 1_555 1_555 yes
F(18) C(6) C(7) 117.6(3) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 122.3(3) 1_555 1_555 1_555 yes
N(20) C(7) C(6) 120.4(3) 1_555 1_555 1_555 yes
N(20) C(7) C(8) 122.5(3) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 117.1(3) 1_555 1_555 1_555 yes
N(1) C(9) C(8) 124.4(3) 1_555 1_555 1_555 yes
N(1) C(9) C(10) 119.5(3) 1_555 1_555 1_555 yes
C(8) C(9) C(10) 116.0(3) 1_555 1_555 1_555 yes
F(17) C(8) C(7) 116.7(3) 1_555 1_555 1_555 yes
F(17) C(8) C(9) 119.6(3) 1_555 1_555 1_555 yes
C(7) C(8) C(9) 123.7(3) 1_555 1_555 1_555 yes
C(5) C(10) C(4) 118.8(3) 1_555 1_555 1_555 yes
C(5) C(10) C(9) 120.8(3) 1_555 1_555 1_555 yes
C(4) C(10) C(9) 120.4(3) 1_555 1_555 1_555 yes
O(12) C(11) O(13) 121.2(3) 1_555 1_555 1_555 yes
O(12) C(11) C(3) 124.1(3) 1_555 1_555 1_555 yes
O(13) C(11) C(3) 114.8(3) 1_555 1_555 1_555 yes
C(16) C(15) H(15A) 109.2 1_555 1_555 1_555 yes
C(16) C(15) H(15B) 109.8 1_555 1_555 1_555 yes
H(15A) C(15) H(15B) 107.8 1_555 1_555 1_555 yes
C(15) C(16) H(16A) 109.8 1_555 1_555 1_555 yes
C(15) C(16) H(16B) 109.4 1_555 1_555 1_555 yes
C(15) C(16) H(16C) 109.2 1_555 1_555 1_555 yes
H(16A) C(16) H(16B) 109.5 1_555 1_555 1_555 yes
H(16A) C(16) H(16C) 109.7 1_555 1_555 1_555 yes
H(16B) C(16) H(16C) 109.2 1_555 1_555 1_555 yes
H(21A) C(21A) H(21B) 108.6 1_555 1_555 1_555 yes
H(21A) C(21A) H(21C) 124.8 1_555 1_555 1_555 yes
C(26A) C(22A) C(21B) 126.9(12) 1_555 1_555 1_555 yes
C(26A) C(22A) H(22A) 109.0 1_555 1_555 1_555 yes
C(22B) C(22A) H(22A) 162.2 1_555 1_555 1_555 yes
C(25A) C(24A) H(24C) 109.0 1_555 1_555 1_555 yes
C(25A) C(24A) H(24D) 107.0 1_555 1_555 1_555 yes
H(24C) C(24A) H(24D) 107.2 1_555 1_555 1_555 yes
N(20) C(25A) C(24A) 108.2 1_555 1_555 1_555 yes
N(20) C(25A) C(24B) 123.5 1_555 1_555 1_555 yes
N(20) C(25A) H(25A) 112.0 1_555 1_555 1_555 yes
N(20) C(25A) H(25C) 109.0 1_555 1_555 1_555 yes
C(24A) C(25A) H(25A) 111.7 1_555 1_555 1_555 yes
C(22A) C(26A) H(26B) 110.2 1_555 1_555 1_555 yes
C(22A) C(26A) H(26E) 121.5 1_555 1_555 1_555 yes
N(20) C(21B) C(22B) 109.6(9) 1_555 1_555 1_555 yes
N(20) C(21B) H(21C) 109.1 1_555 1_555 1_555 yes
N(20) C(21B) H(21D) 111.5 1_555 1_555 1_555 yes
C(22B) C(21B) H(21C) 109.8 1_555 1_555 1_555 yes
C(22B) C(21B) H(21D) 108.2 1_555 1_555 1_555 yes
H(21C) C(21B) H(21D) 108.5 1_555 1_555 1_555 yes
C(21B) C(22B) H(22B) 105.0 1_555 1_555 1_555 yes
H(24E) C(24B) H(24F) 107.4 1_555 1_555 1_555 yes
H(25D) C(25B) H(25E) 110.3 1_555 1_555 1_555 yes
H(26D) C(26B) H(26F) 112.2 1_555 1_555 1_555 yes
H(26E) C(26B) H(26F) 108.7 1_555 1_555 1_555 yes
CL(1) H(23A) N(23A) 158.2 1_455 1_555 1_555 yes
CL(1) H(23A) H(23D) 142.1 1_455 1_555 1_555 yes
N(23B) H(23B) H(23C) 142.0 1_555 1_555 1_555 yes
C(24A) H(24C) H(24E) 113.7 1_555 1_555 1_555 yes
C(25A) H(25A) H(25D) 104.5 1_555 1_555 1_555 yes
CL(1) H(23C) N(23B) 151.5 1_555 1_555 1_555 yes
C(21B) H(21C) H(21B) 111.8 1_555 1_555 1_555 yes
C(25B) H(25D) H(25A) 102.1 1_555 1_555 1_555 yes

loop_
_atom_rho_multipole_label
_atom_rho_multipole_coeff_Pv
_atom_rho_multipole_coeff_P00
_atom_rho_multipole_coeff_P11
_atom_rho_multipole_coeff_P1-1
_atom_rho_multipole_coeff_P10
_atom_rho_multipole_coeff_P20
_atom_rho_multipole_coeff_P21
_atom_rho_multipole_coeff_P2-1
_atom_rho_multipole_coeff_P22
_atom_rho_multipole_coeff_P2-2
_atom_rho_multipole_coeff_P30
_atom_rho_multipole_coeff_P31
_atom_rho_multipole_coeff_P3-1
_atom_rho_multipole_coeff_P32
_atom_rho_multipole_coeff_P3-2
_atom_rho_multipole_coeff_P33
_atom_rho_multipole_coeff_P3-3
_atom_rho_multipole_coeff_P40
_atom_rho_multipole_coeff_P41
_atom_rho_multipole_coeff_P4-1
_atom_rho_multipole_coeff_P42
_atom_rho_multipole_coeff_P4-2
_atom_rho_multipole_coeff_P43
_atom_rho_multipole_coeff_P4-3
_atom_rho_multipole_coeff_P44
_atom_rho_multipole_coeff_P4-4
_atom_rho_multipole_kappa_prime
_atom_rho_multipole_kappa_dprime0
_atom_rho_multipole_kappa_dprime1
_atom_rho_multipole_kappa_dprime2
_atom_rho_multipole_kappa_dprime3
_atom_rho_multipole_kappa_dprime4
CL-(1) 7.57 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.00 1.00 1.00
1.00 1.00
F(17) 7.09 0.00 0.00 0.00 -0.07 -0.11 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.00 1.00 1.00
1.00 1.00
F(18) 7.09 0.00 0.00 0.00 -0.07 -0.11 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.00 1.00 1.00
1.00 1.00
O(1) 5.77 0.00 0.00 0.00 -0.14 -0.01 0.00 0.00 0.12 0.00 -0.04 0.00 0.00 -0.07
0.00 0.00 0.00 -0.02 0.00 0.00 -0.03 0.00 0.00 0.00 0.01 0.00 1.00 1.00 1.00
1.00 1.00 1.00
O(2) 5.77 0.00 0.00 0.00 -0.14 -0.01 0.00 0.00 0.12 0.00 -0.04 0.00 0.00 -0.07
0.00 0.00 0.00 -0.02 0.00 0.00 -0.03 0.00 0.00 0.00 0.01 0.00 1.00 1.00 1.00
1.00 1.00 1.00
O(12) 6.10 0.00 0.00 0.00 -0.08 0.03 0.00 0.00 -0.17 0.00 0.03 0.00 0.00 0.02
0.00 0.00 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 1.00 1.00 1.00
1.00 1.00 1.00
O(13) 6.00 0.00 -0.06 -0.11 0.00 0.12 0.00 0.00 -0.03 0.05 0.00 -0.02 -0.03
0.00 0.00 0.07 -0.02 0.01 0.00 0.00 0.01 0.00 0.00 0.00 0.01 0.02 1.00 1.20
1.20 1.20 1.20 1.20
O(14) 6.15 0.00 -0.08 0.00 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.01 0.00 0.00
0.00 0.04 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.00 1.20 1.20
1.20 1.20 1.20
N(1) 5.09 0.00 0.01 0.01 0.00 0.03 0.00 0.00 0.01 -0.01 0.00 0.01 0.01 0.00
0.00 0.17 0.01 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.01 0.02 1.00 1.20 1.20 1.20
1.20 1.20
N(20) 5.13 0.00 0.01 -0.04 0.00 -0.06 0.00 0.00 -0.07 0.02 0.00 -0.16 0.04 0.00
0.00 0.04 0.02 0.01 0.00 0.00 0.00 -0.02 0.00 0.00 0.01 0.01 1.00 1.20 1.20
1.20 1.20 1.20
N(23A) 3.01 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 -0.14
0.00 0.00 0.00 -0.03 0.00 0.00 0.01 0.00 0.00 0.00 0.02 0.00 1.00 1.20 1.20
1.20 1.20 1.20
N(23B) 1.87 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 -0.09
0.00 0.00 0.00 -0.02 0.00 0.00 0.01 0.00 0.00 0.00 0.01 0.00 1.00 1.20 1.20
1.20 1.20 1.20
C(2) 3.95 0.00 -0.05 0.04 0.00 -0.16 0.00 0.00 -0.05 -0.06 0.00 -0.03 0.04 0.00
0.00 0.24 0.04 0.02 0.00 0.00 0.00 -0.02 0.00 0.00 0.02 -0.02 1.00 1.20 1.20
1.20 1.20 1.20
C(3) 4.08 0.00 0.02 0.01 0.00 -0.14 0.00 0.00 0.02 0.00 0.00 0.04 0.01 0.00
0.00 0.23 0.00 0.02 0.00 0.00 0.01 0.01 0.00 0.00 0.00 0.00 1.00 1.20 1.20 1.20
1.20 1.20
C(5) 3.94 0.00 0.02 0.02 0.00 -0.15 0.00 0.00 0.00 -0.01 0.00 0.01 0.03 0.00
0.00 0.22 -0.01 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.01 -0.01 1.00 1.20 1.20
1.20 1.20 1.20
C(4) 3.98 0.00 0.06 0.00 0.00 -0.24 0.00 0.00 0.07 0.00 0.00 0.01 0.00 0.00
0.00 0.28 0.00 0.01 0.00 0.00 0.02 0.00 0.00 0.00 -0.02 0.00 1.00 1.20 1.20
1.20 1.20 1.20
C(6) 4.06 0.00 -0.11 0.03 0.00 -0.11 0.00 0.00 -0.13 -0.03 0.00 -0.07 0.02 0.00
0.00 0.28 0.01 0.03 0.00 0.00 -0.03 -0.01 0.00 0.00 0.04 0.00 1.00 1.00 1.00
1.00 1.00 1.00
C(7) 3.97 0.00 -0.04 -0.01 0.00 -0.15 0.00 0.00 -0.02 0.02 0.00 -0.04 -0.01
0.00 0.00 0.24 -0.01 0.02 0.00 0.00 0.01 0.01 0.00 0.00 0.02 0.00 1.00 1.00
1.00 1.00 1.00 1.00
C(9) 4.04 0.00 -0.04 -0.02 0.00 -0.15 0.00 0.00 -0.04 0.01 0.00 -0.03 0.00 0.00
0.00 0.25 0.01 0.02 0.00 0.00 0.00 0.01 0.00 0.00 0.01 0.00 1.00 1.00 1.00 1.00
1.00 1.00
C(8) 4.05 0.00 -0.11 0.00 0.00 -0.07 0.00 0.00 -0.12 0.00 0.00 -0.08 0.00 0.00
0.00 0.29 0.00 0.03 0.00 0.00 -0.03 0.00 0.00 0.00 0.03 0.00 1.00 1.00 1.00
1.00 1.00 1.00
C(10) 4.05 0.00 0.02 0.00 0.00 -0.15 0.00 0.00 0.02 0.00 0.00 0.01 0.01 0.00
0.00 0.22 0.00 0.02 0.00 0.00 0.01 -0.01 0.00 0.00 0.01 0.01 1.00 1.00 1.00
1.00 1.00 1.00
C(11) 4.05 0.00 0.09 -0.04 0.00 -0.25 0.00 0.00 0.09 0.05 0.00 0.02 -0.02 0.00
0.00 0.32 -0.02 0.01 0.00 0.00 0.01 0.01 0.00 0.00 -0.06 0.02 1.00 1.00 1.00
1.00 1.00 1.00
C(15) 3.92 0.00 -0.05 0.00 0.00 0.05 0.00 0.00 -0.07 -0.01 0.00 -0.13 -0.19
0.00 0.00 0.18 -0.03 0.02 0.00 0.00 -0.05 0.07 0.00 0.00 0.04 0.02 1.00 1.00
1.00 1.00 1.00 1.00
C(16) 4.00 0.00 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.00 0.23 0.00 0.00 0.00
0.00 0.19 0.00 0.03 0.00 0.00 0.00 0.00 -0.09 0.00 0.00 0.00 1.00 1.00 1.00
1.00 1.00 0.00
C(21A) 2.38 0.00 -0.01 0.01 0.00 0.01 0.00 0.00 -0.02 0.00 0.00 -0.08 -0.11
0.00 0.00 0.11 -0.03 0.01 0.00 0.00 -0.02 0.04 0.00 0.00 0.02 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(22A) 2.48 0.00 -0.02 0.00 0.00 0.02 0.00 0.00 -0.02 0.00 0.00 -0.09 -0.12
0.00 0.00 0.11 -0.02 0.02 0.00 0.00 -0.02 0.05 0.00 0.00 0.02 0.02 1.00 1.00
1.00 1.00 1.00 0.000000(0)
C(24A) 2.38 0.00 -0.01 0.01 0.00 0.01 0.00 0.00 -0.02 0.00 0.00 -0.08 -0.11
0.00 0.00 0.11 -0.03 0.01 0.00 0.00 -0.02 0.04 0.00 0.00 0.02 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(25A) 2.38 0.00 -0.01 0.01 0.00 0.01 0.00 0.00 -0.02 0.00 0.00 -0.08 -0.11
0.00 0.00 0.11 -0.03 0.01 0.00 0.00 -0.02 0.04 0.00 0.00 0.02 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(26A) 1.53 0.00 0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.09 0.00 0.00 0.00
0.00 0.07 0.00 0.01 0.00 0.00 0.00 0.00 -0.03 0.00 0.00 0.00 1.00 1.00 1.00
1.00 1.00 0.00
C(21B) 1.48 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 -0.01 0.00 0.00 -0.05 -0.07
0.00 0.00 0.07 -0.02 0.00 0.00 0.00 -0.01 0.03 0.00 0.00 0.01 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(22B) 1.55 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 -0.01 0.00 0.00 -0.05 -0.07
0.00 0.00 0.07 -0.01 0.01 0.00 0.00 -0.01 0.03 0.00 0.00 0.01 0.01 1.00 1.00
1.00 1.00 1.00 1.000000(0)
C(24B) 1.48 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 -0.01 0.00 0.00 -0.05 -0.07
0.00 0.00 0.07 -0.02 0.00 0.00 0.00 -0.01 0.03 0.00 0.00 0.01 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(25B) 1.48 0.00 -0.01 0.00 0.00 0.01 0.00 0.00 -0.01 0.00 0.00 -0.05 -0.07
0.00 0.00 0.07 -0.02 0.00 0.00 0.00 -0.01 0.03 0.00 0.00 0.01 0.01 1.00 1.00
1.00 1.00 1.00 0.00
C(26B) 2.47 0.00 0.00 0.00 -0.01 -0.01 0.00 0.00 0.00 0.00 0.14 0.00 0.00 0.00
0.00 0.11 0.00 0.02 0.00 0.00 0.00 0.00 -0.05 0.00 0.00 0.00 1.00 1.00 1.00
1.00 1.00 0.00
H(1A) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20
1.20 1.20 1.200000(0)
H(1B) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20
1.20 1.20 1.200000(0)
H(2A) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20
1.20 1.20 1.200000(0)
H(2B) 1.11 0.00 0.00 0.00 0.25 0.12 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 -0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20
1.20 1.20 1.200000(0)
H(2) 1.00 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20 1.20
1.200000(0)
H(5) 1.00 0.00 0.00 0.00 0.15 0.06 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20 1.20
1.200000(0)
H(13) 1.03 0.00 0.00 0.00 0.23 0.12 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 -0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20
1.20 1.20 1.200000(0)
H(15A) 0.97 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(15B) 0.97 0.00 0.00 0.00 0.15 0.07 0.00 0.00 0.00 0.00 0.03 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(16A) 0.98 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(16B) 0.98 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(16C) 0.98 0.00 0.00 0.00 0.13 0.05 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(23A) 0.51 0.00 0.00 0.00 0.11 0.06 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(23B) 0.51 0.00 0.00 0.00 0.11 0.06 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(21A) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(21B) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(22A) 0.62 0.00 0.00 0.00 0.08 0.04 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(24C) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(24D) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(25A) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(25C) 0.65 0.00 0.00 0.00 0.09 0.05 0.00 0.00 0.00 0.00 0.02 0.00 0.00 0.00
0.00 0.00 0.00 0.01 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26A) 0.37 0.00 0.00 0.00 0.05 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26B) 0.37 0.00 0.00 0.00 0.05 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26C) 0.37 0.00 0.00 0.00 0.05 0.02 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(23C) 0.31 0.00 0.00 0.00 0.07 0.04 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(23D) 0.31 0.00 0.00 0.00 0.07 0.04 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(21C) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(21D) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(22B) 0.38 0.00 0.00 0.00 0.05 0.02 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 18.000000(0)
H(24E) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(24F) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(25D) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(25E) 0.40 0.00 0.00 0.00 0.06 0.03 0.00 0.00 0.00 0.00 0.01 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26D) 0.60 0.00 0.00 0.00 0.08 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26E) 0.60 0.00 0.00 0.00 0.08 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
H(26F) 0.60 0.00 0.00 0.00 0.08 0.03 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00
0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 0.00 1.20 1.20 1.20 1.20
1.20 1.200000(0)
loop_
_atom_local_axes_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
CL-(1) H(23C) Z CL-(1) H(1B) Y
F(17) C(8) Z F(17) C(7) Y
F(18) C(6) Z F(18) C(5) Y
O(1) DUM1 Z O(1) H(1A) Y
O(2) DUM2 Z O(2) H(2B) Y
O(12) DUM3 X O(12) C(11) Z
O(13) C(11) X O(13) H(13) Y
O(14) C(4) X O(14) C(3) Y
N(1) C(2) X N(1) C(9) Y
N(20) C(7) X N(20) DUM5 Y
N(23A) DUM7 Z N(23A) C(22A) X
N(23B) DUM6 Z N(23B) C(22B) X
C(2) N(1) X C(2) C(3) Y
C(3) C(2) X C(3) C(4) Y
C(5) C(6) X C(5) C(10) Y
C(4) O(14) X C(4) C(3) Y
C(6) F(18) X C(6) C(5) Y
C(7) N(20) X C(7) C(8) Y
C(9) N(1) X C(9) C(10) Y
C(8) F(17) X C(8) C(7) Y
C(10) C(5) X C(10) C(9) Y
C(11) O(12) X C(11) O(13) Y
C(15) N(1) X C(15) C(16) Y
C(16) C(15) Z C(16) H(16C) X
C(21A) N(20) X C(21A) C(22A) Y
C(22A) N(23A) X C(22A) H(22A) Y
C(24A) N(23A) X C(24A) C(25A) Y
C(25A) N(20) X C(25A) C(24A) Y
C(26A) C(22A) Z C(26A) H(26A) X
C(21B) N(20) X C(21B) C(22B) Y
C(22B) N(23B) X C(22B) H(22B) Y
C(24B) N(23B) X C(24B) C(25B) Y
C(25B) N(20) X C(25B) C(24B) Y
C(26B) C(22B) Z C(26B) H(26E) X
H(1A) O(1) Z H(1A) H(1B) Y
H(1B) O(1) Z H(1B) H(1A) Y
H(2A) O(2) Z H(2A) H(2B) Y
H(2B) O(2) Z H(2B) H(2A) Y
H(2) C(2) Z H(2) C(3) Y
H(5) C(5) Z H(5) C(6) Y
H(13) O(13) Z H(13) C(11) Y
H(15A) C(15) Z H(15A) N(1) Y
H(15B) C(15) Z H(15B) N(1) Y
H(16A) C(16) Z H(16A) C(15) Y
H(16B) C(16) Z H(16B) C(15) Y
H(16C) C(16) Z H(16C) C(15) Y
H(23A) N(23A) Z H(23A) C(24A) Y
H(23B) N(23A) Z H(23B) C(24A) Y
H(21A) C(21A) Z H(21A) N(20) Y
H(21B) C(21A) Z H(21B) N(20) Y
H(22A) C(22A) Z H(22A) C(24A) Y
H(24C) C(24A) Z H(24C) N(23A) Y
H(24D) C(24A) Z H(24D) N(23A) Y
H(25A) C(25A) Z H(25A) N(20) Y
H(25C) C(25A) Z H(25C) N(20) Y
H(26A) C(26A) Z H(26A) C(22A) Y
H(26B) C(26A) Z H(26B) C(22A) Y
H(26C) C(26A) Z H(26C) C(22A) Y
H(23C) N(23B) Z H(23C) C(22B) Y
H(23D) N(23B) Z H(23D) C(22B) Y
H(21C) C(21B) Z H(21C) C(22B) Y
H(21D) C(21B) Z H(21D) C(22B) Y
H(22B) C(22B) Z H(22B) N(23B) Y
H(24E) C(24B) Z H(24E) N(23B) Y
H(24F) C(24B) Z H(24F) N(23B) Y
H(25D) C(25B) Z H(25D) C(26B) Y
H(25E) C(25B) Z H(25E) C(26B) Y
H(26D) C(26B) Z H(26D) C(22B) Y
H(26E) C(26B) Z H(26E) C(22B) Y
H(26F) C(26B) Z H(26F) C(22B) Y

# Attachment '5384_web_deposit_cif_file_5_JulianJ.Holstein_1305135714.cif'

data_nadi
_database_code_depnum_ccdc_archive 'CCDC 825559'

_audit_creation_method           SHELXL-97
_chemical_name_common            Nadifloxacin
_chemical_formula_moiety         '2(C19 H21 F N2 O4), H2 O'
_chemical_formula_sum            'C38 H44 F2 N4 O9'
_chemical_formula_weight         738.77

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 'Invariom modelling (Acta Cryst. A61, 314--320)'
H H 0.0000 0.0000 'Invariom modelling (Acta Cryst. A61, 314--320)'
N N 0.0311 0.0180 'Invariom modelling (Acta Cryst. A61, 314--320)'
O O 0.0492 0.0322 'Invariom modelling (Acta Cryst. A61, 314--320)'
F F 0.0727 0.0534 'Invariom modelling (Acta Cryst. A61, 314--320)'

_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                   10.7365(5)
_cell_length_b                   17.1268(8)
_cell_length_c                   18.7756(8)
_cell_angle_alpha                90.00
_cell_angle_beta                 91.203(3)
_cell_angle_gamma                90.00
_cell_volume                     3451.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    100(2)
_cell_measurement_reflns_used    61505
_cell_measurement_theta_min      3.49
_cell_measurement_theta_max      71.69

_exptl_crystal_description       rectangle
_exptl_crystal_colour            colorless
_exptl_crystal_size_max          0.12
_exptl_crystal_size_mid          0.07
_exptl_crystal_size_min          0.05
_exptl_crystal_density_diffrn    1.422
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             1560
_exptl_absorpt_coefficient_mu    0.912

_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.6727
_exptl_absorpt_correction_T_max  0.7535
_exptl_absorpt_process_details   
;
SADABS version 2008/2, multi-scan. (G. M. Sheldrick, 2008)
;

_diffrn_ambient_temperature      100(2)
_diffrn_radiation_wavelength     1.54178
_diffrn_radiation_type           CuK\a
_diffrn_radiation_source         'rotating anode'
_diffrn_radiation_monochromator  'INCOATEC multilayer optics'
_diffrn_measurement_device_type  'Bruker SMART 6000'
_diffrn_measurement_method       '\w and \f scans'
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_decay_%        0

_diffrn_reflns_number            61505
_diffrn_reflns_av_R_equivalents  0.0332
_diffrn_reflns_av_sigmaI/netI    0.0172
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_k_min       0
_diffrn_reflns_limit_k_max       21
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_theta_min         3.49
_diffrn_reflns_theta_max         71.69
_diffrn_measured_fraction_theta_max 0.987
_diffrn_reflns_theta_full        71.69
_diffrn_measured_fraction_theta_full 0.987
_diffrn_orient_matrix_UB_11      6.4061791e-02
_diffrn_orient_matrix_UB_12      -2.9340882e-02
_diffrn_orient_matrix_UB_13      -2.7234115e-02
_diffrn_orient_matrix_UB_21      6.7614861e-02
_diffrn_orient_matrix_UB_22      2.5390588e-02
_diffrn_orient_matrix_UB_23      2.9222855e-02
_diffrn_orient_matrix_UB_31      -3.7302186e-03
_diffrn_orient_matrix_UB_32      -4.3656517e-02
_diffrn_orient_matrix_UB_33      3.5299622e-02
_reflns_number_total             6659
_reflns_number_gt                4901
_reflns_threshold_expression     F>3(\s)F

_computing_data_collection       'Apex2 (Bruker AXS, 2008)'
_computing_cell_refinement       'Apex2 (Bruker AXS, 2008)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_computing_aspherical_atom_model 'Invariomtool (Huebschle et al, 2007)'
_computing_structure_refinement  'Koritsanszky et al, (2003)'
_computing_molecular_graphics    'MolecoolQt (Huebschle et al, 2011)'
_computing_publication_material  'enCIFer 1.3, CCDC, 2008'

_refine_ls_structure_factor_coef F
_refine_ls_matrix_type           full
_refine_ls_number_restraints     0
_refine_ls_R_factor_gt           0.0484
_refine_ls_R_factor_all          0.0743
_refine_ls_wR_factor_ref         0.0557
_refine_ls_hydrogen_treatment    mixed
_refine_ls_number_reflns         4901
_refine_ls_number_parameters     478
_refine_ls_goodness_of_fit_ref   3.0946
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
;
calc w1 = 1/[s^2^(Fo)]
;
_refine_ls_shift/su_max          0.0000
_refine_ls_extinction_method     none

_refine_diff_density_max         1.030
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.055