#------------------------------------------------------------------------------
#$Date: 2012-03-01 14:15:33 +0200 (Thu, 01 Mar 2012) $
#$Revision: 36688 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/50/27/1502741.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1502741
loop_
_publ_author_name
'Hathwar, Venkatesha R.'
'Guru Row, Tayur N.'
_publ_contact_author
;
 Prof. Dr. T. N. Guru Row
 Solid State and Structural Chemistry Unit
 Indian Institute of Science
 Bangalore, 560 012
 India
;
_publ_section_title
;
 Nature of Cl···Cl intermolecular interactions via
 experimental and theoretical charge density analysis: correlation of
 polar flattening effects with geometry.
;
_journal_issue                   51
_journal_name_full               'The journal of physical chemistry. A'
_journal_page_first              13434
_journal_page_last               13441
_journal_volume                  114
_journal_year                    2010
_chemical_formula_moiety         'C10 H8 Cl N O'
_chemical_formula_sum            'C10 H8 Cl N O'
_chemical_formula_weight         193.62
_chemical_name_common            '2-chloro-(quinolin-3-yl) methanol'
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_conform_dict_location     ftp://ftp.iucr.org/pub/cif_core.dic
_audit_conform_dict_name         cif_core.dic
_audit_conform_dict_version      2.3
_audit_creation_date             '02-Oct-10 T00:30:40-00:00'
_audit_creation_method           'XD routine XDCIF'
_cell_angle_alpha                92.55(2)
_cell_angle_beta                 106.95(1)
_cell_angle_gamma                110.32(2)
_cell_formula_units_Z            2
_cell_length_a                   7.088(2)
_cell_length_b                   7.220(2)
_cell_length_c                   9.140(2)
_cell_measurement_reflns_used    1653
_cell_measurement_temperature    100(2)
_cell_measurement_theta_max      50.13
_cell_measurement_theta_min      2.36
_cell_volume                     414.0(2)
_computing_cell_refinement       'SAINTPLUS (BRUKER-AXS)'
_computing_data_collection       'KAPPA APEX II (BRUKER-AXS)'
_computing_data_reduction        'SAINTPLUS (BRUKER-AXS)'
_computing_molecular_graphics    'XD2006   (Volkov et al, 2006)'
_computing_publication_material  'XD2006   (Volkov et al, 2006)'
_computing_structure_refinement  'XD2006   (Volkov et al, 2006)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 2008)'
_diffrn_ambient_temperature      100(2)
_diffrn_measured_fraction_theta_full 0.996
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_device_type  'Bruker Kappa APEX II CCD detector'
_diffrn_measurement_method       '\f and \w scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0229
_diffrn_reflns_av_sigmaI/netI    0.0263
_diffrn_reflns_limit_h_max       14
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_number            76156
_diffrn_reflns_theta_full        50.13
_diffrn_reflns_theta_max         50.13
_diffrn_reflns_theta_min         2.36
_exptl_absorpt_coefficient_mu    0.411
_exptl_absorpt_correction_T_max  0.9562
_exptl_absorpt_correction_T_min  0.8733
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   'Bruker AXS, 2008)'
_exptl_crystal_colour            colorless
_exptl_crystal_density_diffrn    1.554
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             200
_exptl_crystal_size_max          0.34
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.11
_refine_diff_density_max         0.160
_refine_diff_density_min         -0.118
_refine_diff_density_rms         0.031
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.010
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     365
_refine_ls_number_reflns         7701
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.010
_refine_ls_R_factor_all          0.0168
_refine_ls_R_factor_gt           0.0109
_refine_ls_R_Fsqd_factor         0.0168
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
        calc w2 = 1/[s^2^(Fo^2^)]
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_ref         0.0299
_reflns_number_gt                7701
_reflns_number_total             8707
_reflns_threshold_expression     >3sigma(I)
_[local]_cod_data_source_file    jp1100413_si_002.cif
_[local]_cod_data_source_block   VCL1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               1502741
_atom_site_anharm_details
;
The atomic anharmonic pdf is approximated by a Gram-Charlier expansion
about the harmonic pdf, according to the expression :
 
      P(u) = (1 + Cijk*Hijk/3! + Dijkl*Hijkl/4!)*P(0)
 
The coefficients Cijk and Dijkl are refined in the least squares procedure.
The reported coefficients Cijk are multiplied by 1000 and Dijkl by 10000.
;
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, -z'
loop_
_atom_local_axes_atom_label
_atom_local_axes_atom0
_atom_local_axes_ax1
_atom_local_axes_atom1
_atom_local_axes_atom2
_atom_local_axes_ax2
CL(1) C(1) Z CL(1) N(1) Y
O(1) H(1O) Z O(1) C(10) Y
N(1) C(1) Z N(1) C(8) Y
C(1) N(1) Z C(1) C(2) Y
C(2) C(3) Z C(2) C(1) Y
C(3) H(3) Z C(3) C(2) Y
C(4) H(4) Z C(4) C(5) Y
C(5) H(5) Z C(5) C(4) Y
C(6) H(6) Z C(6) C(7) Y
C(7) H(7) Z C(7) C(6) Y
C(8) N(1) Z C(8) C(7) Y
C(9) C(3) Z C(9) C(8) Y
C(10) H(10A) Z C(10) H(10B) Y
H(1O) O(1) Z H(1O) C(10) Y
H(3) C(3) Z H(3) C(2) Y
H(4) C(4) Z H(4) C(9) Y
H(5) C(5) Z H(5) C(4) Y
H(6) C(6) Z H(6) C(7) Y
H(7) C(7) Z H(7) C(8) Y
H(10A) C(10) Z H(10A) H(10B) Y
H(10B) C(10) Z H(10B) H(10A) Y
loop_
_atom_rho_multipole_atom_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
_atom_rho_multipole_kappa_prime0
_atom_rho_multipole_kappa_prime1
_atom_rho_multipole_kappa_prime2
_atom_rho_multipole_kappa_prime3
_atom_rho_multipole_kappa_prime4
Cl(1) 7.0122(4) 0 0 0 -0.055(9) -0.139(12) -0.035(9) 0 -0.020(9) -0.040(9)
0.101(7) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 1.0462(15) 0.97(2) 0.97(2) 0.97(2)
0.97(2) 0.97(2)
O(1) 6.33(3) 0 0.002(4) -0.071(5) -0.073(6) -0.021(4) 0.004(3) 0.016(3)
0.058(4) 0.007(3) 0.050(5) -0.011(4) -0.016(4) 0.045(4) 0.006(4) 0.005(4)
-0.027(4) 0 0 0 0 0 0 0 0 0 0.9838(16) 1.00(2) 1.00(2) 1.00(2) 1.00(2) 1.00(2)
N(1) 5.17(3) 0 0.005(4) -0.088(5) -0.054(4) 0.054(4) -0.001(4) 0.038(3)
-0.110(5) -0.012(3) 0.124(6) 0.000(4) -0.002(4) 0.058(5) 0.001(4) -0.012(4)
-0.018(4) 0 0 0 0 0 0 0 0 0 0.9964(19) 1.007(17) 1.007(17) 1.007(17) 1.007(17)
1.007(17)
C(1) 4.00(2) 0 -0.009(7) 0.089(7) 0.021(6) 0.160(6) 0.002(5) -0.086(5)
-0.101(5) 0.012(5) 0.234(8) -0.001(6) 0.065(6) 0.201(7) 0.018(6) 0.013(6)
0.047(6) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(2) 4.05(2) 0 0.009(6) -0.023(6) 0.034(7) 0.107(6) -0.010(5) 0.020(5)
-0.129(5) -0.008(5) 0.204(7) -0.013(6) -0.035(7) 0.196(7) 0.004(6) 0.003(6)
0.021(6) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(3) 4.05(3) 0 -0.004(6) 0.016(7) -0.017(8) 0.109(6) 0.014(5) -0.037(5)
-0.172(5) 0.004(5) 0.234(8) 0.004(6) -0.014(7) 0.140(7) 0.004(6) 0.007(6)
0.024(6) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(4) 4.10(3) 0 -0.019(7) 0.021(7) -0.008(8) 0.087(6) -0.004(5) -0.012(5)
-0.146(6) -0.002(5) 0.251(8) -0.023(7) 0.048(7) 0.140(7) 0.007(6) -0.021(7)
0.027(7) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(5) 4.14(3) 0 0.001(7) 0.016(7) -0.031(8) 0.082(6) 0.003(5) 0.001(5) -0.189(6)
0.003(5) 0.229(8) -0.018(7) 0.020(7) 0.165(7) 0.001(7) 0.007(7) 0.004(7) 0 0 0
0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
C(6) 4.05(3) 0 0.015(7) 0.019(7) -0.003(8) 0.083(6) -0.010(5) -0.005(6)
-0.182(6) 0.004(6) 0.249(8) -0.003(6) -0.007(7) 0.155(7) -0.002(7) -0.006(7)
0.014(7) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(7) 3.99(3) 0 -0.007(7) 0.029(7) -0.025(9) 0.094(6) -0.003(5) -0.026(5)
-0.150(5) 0.010(5) 0.247(8) -0.003(6) 0.030(7) 0.135(7) 0.002(7) 0.012(6)
0.040(7) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(8) 4.09(2) 0 -0.006(7) -0.001(7) -0.036(7) 0.059(6) -0.009(5) -0.006(5)
-0.160(5) 0.010(5) 0.277(8) -0.013(6) -0.043(7) 0.175(7) 0.003(6) 0.002(6)
-0.005(6) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(9) 4.00(2) 0 0.003(6) -0.006(7) 0.017(7) 0.094(5) -0.000(5) 0.019(5)
-0.152(5) -0.017(5) 0.227(7) 0.005(6) -0.029(7) 0.169(7) 0.007(6) -0.020(6)
-0.024(6) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
C(10) 3.89(3) 0 0.025(6) 0.042(8) 0.034(8) 0.025(6) -0.013(5) -0.039(5)
-0.041(5) -0.014(5) 0.261(8) 0.008(6) -0.003(6) -0.024(7) -0.017(7) -0.001(6)
-0.222(7) 0 0 0 0 0 0 0 0 0 1.0133(10) 0.953(6) 0.953(6) 0.953(6) 0.953(6)
0.953(6)
H(1O) 0.774(12) 0 0 0 0.232(10) 0.135(15) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 1.2 1.2 1.2 1.2 1.2 1.2
H(3) 0.869(12) 0 0 0 0.138(9) 0.071(12) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2
H(4) 0.860(13) 0 0 0 0.148(9) 0.076(13) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2
H(5) 0.877(13) 0 0 0 0.150(9) 0.075(14) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2
H(6) 0.877(13) 0 0 0 0.150(8) 0.046(13) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
1.2 1.2 1.2 1.2 1.2 1.2
H(7) 0.885(13) 0 0 0 0.130(11) 0.096(13) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 1.2 1.2 1.2 1.2 1.2 1.2
H(10A) 0.996(13) 0 0 0 0.165(9) 0.117(13) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 1.2 1.2 1.2 1.2 1.2 1.2
H(10B) 0.990(13) 0 0 0 0.143(9) 0.135(14) 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0 0
0 1.2 1.2 1.2 1.2 1.2 1.2
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) 0.012945(14) 0.020742(17) 0.009917(13) 0.006581(10) 0.005049(9)
0.005697(10)
O(1) 0.00916(4) 0.01928(6) 0.01727(6) 0.00556(4) 0.00471(4) 0.00277(5)
N(1) 0.00814(4) 0.01363(5) 0.00965(4) 0.00391(3) 0.00347(3) 0.00297(3)
C(1) 0.00860(3) 0.01234(4) 0.00904(4) 0.00413(3) 0.00338(3) 0.00266(3)
C(2) 0.00805(3) 0.01162(4) 0.00887(4) 0.00416(3) 0.00269(3) 0.00188(3)
C(3) 0.00814(3) 0.01353(4) 0.00919(4) 0.00428(3) 0.00325(3) 0.00231(3)
C(4) 0.01058(4) 0.01642(5) 0.00909(4) 0.00503(4) 0.00351(3) 0.00295(4)
C(5) 0.01188(4) 0.01766(5) 0.00930(4) 0.00575(4) 0.00240(3) 0.00307(4)
C(6) 0.01012(4) 0.01602(5) 0.01087(4) 0.00495(4) 0.00140(3) 0.00256(4)
C(7) 0.00820(4) 0.01429(5) 0.01125(4) 0.00385(3) 0.00234(3) 0.00256(4)
C(8) 0.00772(3) 0.01095(4) 0.00913(4) 0.00334(3) 0.00264(3) 0.00183(3)
C(9) 0.00828(3) 0.01176(4) 0.00839(4) 0.00380(3) 0.00283(3) 0.00179(3)
C(10) 0.00928(4) 0.01362(5) 0.01050(4) 0.00524(3) 0.00220(3) 0.00180(4)
H(1O) 0.022671 0.031672 0.030357 0.013754 0.010727 0.003013
H(3) 0.016776 0.038238 0.0263 0.008929 0.012048 0.008972
H(4) 0.020837 0.043718 0.025391 0.010395 0.01306 0.010635
H(5) 0.031238 0.045265 0.015711 0.014675 0.00729 0.010155
H(6) 0.018394 0.040549 0.023569 0.0112 -0.000493 0.006225
H(7) 0.016683 0.039834 0.027888 0.00852 0.010486 0.009122
H(10A) 0.035302 0.028041 0.044746 0.017921 0.017845 0.017152
H(10B) 0.032137 0.032932 0.027209 0.00671 0.010986 -0.007651
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_symmetry_multiplicity
Cl(1) Cl 0.012120(5) 0.841300(5) 0.144220(3) 0.014 1 2
O(1) O -0.55769(2) 0.63402(3) 0.29479(2) 0.015 1 2
N(1) N 0.20641(2) 0.81692(2) 0.426281(15) 0.01 1 2
C(1) C 0.020225(19) 0.79498(2) 0.331656(14) 0.01 1 2
C(2) C -0.173491(18) 0.736261(19) 0.366208(14) 0.009 1 2
C(3) C -0.160950(19) 0.69779(2) 0.514212(14) 0.01 1 2
C(4) C 0.06052(2) 0.68879(2) 0.778962(15) 0.012 1 2
C(5) C 0.25818(2) 0.71862(2) 0.881182(16) 0.013 1 2
C(6) C 0.43977(2) 0.78191(2) 0.832190(16) 0.013 1 2
C(7) C 0.42149(2) 0.81241(2) 0.681577(16) 0.012 1 2
C(8) C 0.219950(18) 0.783862(19) 0.575243(14) 0.009 1 2
C(9) C 0.037690(18) 0.722676(19) 0.623902(14) 0.009 1 2
C(10) C -0.379640(19) 0.71420(2) 0.244457(16) 0.011 1 2
H(1O) H -0.588254 0.740012 0.339017 0.027 1 2
H(3) H -0.303538 0.644926 0.545529 0.026 1 2
H(4) H -0.084242 0.635834 0.807519 0.029 1 2
H(5) H 0.276344 0.697581 0.999673 0.031 1 2
H(6) H 0.594719 0.803884 0.911256 0.029 1 2
H(7) H 0.555282 0.860222 0.63981 0.028 1 2
H(10A) H -0.365919 0.857543 0.205347 0.033 1 2
H(10B) H -0.403498 0.612175 0.142983 0.032 1 2
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C(10) O(1) H(1O) 110.604(15) 1_555 1_555 1_555 yes
C(1) N(1) C(8) 117.381(11) 1_555 1_555 1_555 yes
CL(1) C(1) N(1) 115.579(9) 1_555 1_555 1_555 yes
CL(1) C(1) C(2) 118.059(9) 1_555 1_555 1_555 yes
N(1) C(1) C(2) 126.360(11) 1_555 1_555 1_555 yes
C(1) C(2) C(3) 116.242(10) 1_555 1_555 1_555 yes
C(1) C(2) C(10) 120.893(10) 1_555 1_555 1_555 yes
C(3) C(2) C(10) 122.853(10) 1_555 1_555 1_555 yes
C(2) C(3) C(9) 120.248(11) 1_555 1_555 1_555 yes
C(2) C(3) H(3) 119.736(11) 1_555 1_555 1_555 yes
C(9) C(3) H(3) 119.997(11) 1_555 1_555 1_555 yes
C(5) C(4) C(9) 120.054(12) 1_555 1_555 1_555 yes
C(5) C(4) H(4) 123.943(12) 1_555 1_555 1_555 yes
C(9) C(4) H(4) 115.979(11) 1_555 1_555 1_555 yes
C(4) C(5) C(6) 120.237(12) 1_555 1_555 1_555 yes
C(4) C(5) H(5) 120.085(13) 1_555 1_555 1_555 yes
C(6) C(5) H(5) 119.660(12) 1_555 1_555 1_555 yes
C(5) C(6) C(7) 120.885(12) 1_555 1_555 1_555 yes
C(5) C(6) H(6) 120.622(13) 1_555 1_555 1_555 yes
C(7) C(6) H(6) 118.477(13) 1_555 1_555 1_555 yes
C(6) C(7) C(8) 119.659(11) 1_555 1_555 1_555 yes
C(6) C(7) H(7) 123.165(12) 1_555 1_555 1_555 yes
C(8) C(7) H(7) 117.168(12) 1_555 1_555 1_555 yes
N(1) C(8) C(7) 118.494(11) 1_555 1_555 1_555 yes
N(1) C(8) C(9) 121.724(11) 1_555 1_555 1_555 yes
C(7) C(8) C(9) 119.783(11) 1_555 1_555 1_555 yes
C(3) C(9) C(4) 122.624(11) 1_555 1_555 1_555 yes
C(3) C(9) C(8) 118.009(11) 1_555 1_555 1_555 yes
C(4) C(9) C(8) 119.367(11) 1_555 1_555 1_555 yes
O(1) C(10) C(2) 112.706(12) 1_555 1_555 1_555 yes
O(1) C(10) H(10A) 112.435(12) 1_555 1_555 1_555 yes
O(1) C(10) H(10B) 107.782(13) 1_555 1_555 1_555 yes
C(2) C(10) H(10A) 109.493(11) 1_555 1_555 1_555 yes
C(2) C(10) H(10B) 108.428(11) 1_555 1_555 1_555 yes
H(10A) C(10) H(10B) 105.664(11) 1_555 1_555 1_555 yes
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) C(1) 1.74842(12) 1_555 1_555 yes
O(1) C(10) 1.41222(19) 1_555 1_555 yes
O(1) H(1O) 0.967 1_555 1_555 yes
N(1) C(1) 1.30075(17) 1_555 1_555 yes
N(1) C(8) 1.37427(17) 1_555 1_555 yes
C(1) C(2) 1.42304(16) 1_555 1_555 yes
C(2) C(3) 1.37688(17) 1_555 1_555 yes
C(2) C(10) 1.50776(17) 1_555 1_555 yes
C(3) C(9) 1.41599(16) 1_555 1_555 yes
C(3) H(3) 1.077 1_555 1_555 yes
C(4) C(5) 1.37537(18) 1_555 1_555 yes
C(4) C(9) 1.42107(17) 1_555 1_555 yes
C(4) H(4) 1.077 1_555 1_555 yes
C(5) C(6) 1.41833(19) 1_555 1_555 yes
C(5) H(5) 1.077 1_555 1_555 yes
C(6) C(7) 1.37969(19) 1_555 1_555 yes
C(6) H(6) 1.077 1_555 1_555 yes
C(7) C(8) 1.41281(16) 1_555 1_555 yes
C(7) H(7) 1.077 1_555 1_555 yes
C(8) C(9) 1.42049(16) 1_555 1_555 yes
C(10) H(10A) 1.092 1_555 1_555 yes
C(10) H(10B) 1.092 1_555 1_555 yes
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
H(1O) O(1) C(10) C(2) 92.987(17) 1_555 1_555 1_555 1_555 yes
H(1O) O(1) C(10) H(10A) -31.354(14) 1_555 1_555 1_555 1_555 yes
H(1O) O(1) C(10) H(10B) -147.405(19) 1_555 1_555 1_555 1_555 yes
C(8) N(1) C(1) CL(1) 179.357(17) 1_555 1_555 1_555 1_555 yes
C(8) N(1) C(1) C(2) -1.190(12) 1_555 1_555 1_555 1_555 yes
C(1) N(1) C(8) C(7) -178.170(19) 1_555 1_555 1_555 1_555 yes
C(1) N(1) C(8) C(9) 1.717(12) 1_555 1_555 1_555 1_555 yes
CL(1) C(1) C(2) C(3) 178.889(16) 1_555 1_555 1_555 1_555 yes
CL(1) C(1) C(2) C(10) 0.158(9) 1_555 1_555 1_555 1_555 yes
N(1) C(1) C(2) C(3) -0.553(13) 1_555 1_555 1_555 1_555 yes
N(1) C(1) C(2) C(10) -179.28(2) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) C(9) 1.768(11) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(3) H(3) -176.640(18) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(10) O(1) 173.462(18) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(10) H(10A) -60.596(13) 1_555 1_555 1_555 1_555 yes
C(1) C(2) C(10) H(10B) 54.228(12) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(10) O(1) -5.183(13) 1_555 1_555 1_555 1_555 yes
C(10) C(2) C(3) C(9) -179.529(19) 1_555 1_555 1_555 1_555 yes
C(10) C(2) C(3) H(3) 2.063(11) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(10) H(10A) 120.759(16) 1_555 1_555 1_555 1_555 yes
C(3) C(2) C(10) H(10B) -124.417(16) 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(9) C(4) 178.787(19) 1_555 1_555 1_555 1_555 yes
C(2) C(3) C(9) C(8) -1.265(12) 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(9) C(4) -2.810(12) 1_555 1_555 1_555 1_555 yes
H(3) C(3) C(9) C(8) 177.138(18) 1_555 1_555 1_555 1_555 yes
C(5) C(4) C(9) C(3) -178.91(2) 1_555 1_555 1_555 1_555 yes
C(9) C(4) C(5) C(6) -0.444(13) 1_555 1_555 1_555 1_555 yes
C(5) C(4) C(9) C(8) 1.147(13) 1_555 1_555 1_555 1_555 yes
C(9) C(4) C(5) H(5) 178.02(2) 1_555 1_555 1_555 1_555 yes
H(4) C(4) C(5) C(6) 177.71(2) 1_555 1_555 1_555 1_555 yes
H(4) C(4) C(5) H(5) -3.824(13) 1_555 1_555 1_555 1_555 yes
H(4) C(4) C(9) C(3) 2.795(12) 1_555 1_555 1_555 1_555 yes
H(4) C(4) C(9) C(8) -177.153(19) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) C(7) -0.732(14) 1_555 1_555 1_555 1_555 yes
C(4) C(5) C(6) H(6) -179.28(2) 1_555 1_555 1_555 1_555 yes
H(5) C(5) C(6) C(7) -179.20(2) 1_555 1_555 1_555 1_555 yes
H(5) C(5) C(6) H(6) 2.254(13) 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) C(8) 1.170(13) 1_555 1_555 1_555 1_555 yes
C(5) C(6) C(7) H(7) -179.93(2) 1_555 1_555 1_555 1_555 yes
H(6) C(6) C(7) C(8) 179.75(2) 1_555 1_555 1_555 1_555 yes
H(6) C(6) C(7) H(7) -1.353(12) 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) N(1) 179.444(19) 1_555 1_555 1_555 1_555 yes
C(6) C(7) C(8) C(9) -0.445(12) 1_555 1_555 1_555 1_555 yes
H(7) C(7) C(8) N(1) 0.478(12) 1_555 1_555 1_555 1_555 yes
H(7) C(7) C(8) C(9) -179.411(19) 1_555 1_555 1_555 1_555 yes
N(1) C(8) C(9) C(3) -0.540(12) 1_555 1_555 1_555 1_555 yes
N(1) C(8) C(9) C(4) 179.410(19) 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(9) C(3) 179.346(18) 1_555 1_555 1_555 1_555 yes
C(7) C(8) C(9) C(4) -0.705(12) 1_555 1_555 1_555 1_555 yes
loop_
_atom_site_anharm_gc_c_label
_atom_site_anharm_gc_c_111
_atom_site_anharm_gc_c_222
_atom_site_anharm_gc_c_333
_atom_site_anharm_gc_c_112
_atom_site_anharm_gc_c_122
_atom_site_anharm_gc_c_113
_atom_site_anharm_gc_c_133
_atom_site_anharm_gc_c_223
_atom_site_anharm_gc_c_233
_atom_site_anharm_gc_c_123
Cl(1) -0.00013(1) -0.00037(5) 0.00000 -0.00019(2) -0.00023(4) 0.00000 0.00000
0.00000 0.00000 0.00000