#------------------------------------------------------------------------------
#$Date: 2019-11-28 15:43:45 +0100 (jue 28 de nov de 2019) $
#$Revision: 244125 $
#$URL: svn://www.crystallography.net/cod/cif/7/23/83/7238350.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_7238350
loop_
_publ_author_name
'Saito, Kazuya'
'Yamamura, Yasuhisa'
'Kikuchi, Naoya'
'Nakao, Akiko'
'Yasuzuka, Syuma'
'Akishige, Yukikuni'
'Murakami, Youichi'
_publ_section_title
;
 Polarization reversal by intramolecular disordering in organic
 ferroelectrics: trichloroacetamide
;
_journal_issue                   7
_journal_name_full               CrystEngComm
_journal_page_first              2693
_journal_paper_doi               10.1039/c0ce00751j
_journal_volume                  13
_journal_year                    2011
_chemical_formula_moiety         'C2 H2 Cl3 N O'
_chemical_formula_sum            'C2 H2 Cl3 N O'
_chemical_formula_weight         162.40
_space_group_IT_number           4
_space_group_name_Hall           'P 2yb'
_space_group_name_H-M_alt        'P 1 21 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_method           SHELXL-97
_cell_angle_alpha                90.00
_cell_angle_beta                 107.5610(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   10.4368(8)
_cell_length_b                   5.8004(4)
_cell_length_c                   10.1922(7)
_cell_measurement_temperature    296(2)
_cell_volume                     588.26(7)
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1990)'
_diffrn_ambient_temperature      296(2)
_diffrn_detector_area_resol_mean 10
_diffrn_measured_fraction_theta_full 0.701
_diffrn_measured_fraction_theta_max 0.701
_diffrn_measurement_device_type  'IP area detector'
_diffrn_measurement_method       'omega scans'
_diffrn_radiation_monochromator  Si(111)
_diffrn_radiation_source         synchrotron
_diffrn_radiation_type           synchrotron
_diffrn_radiation_wavelength     0.68933
_diffrn_reflns_av_R_equivalents  0.0297
_diffrn_reflns_av_sigmaI/netI    0.0192
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -4
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            4028
_diffrn_reflns_theta_full        30.43
_diffrn_reflns_theta_max         30.43
_diffrn_reflns_theta_min         1.99
_exptl_absorpt_coefficient_mu    1.435
_exptl_absorpt_correction_T_max  0.8698
_exptl_absorpt_correction_T_min  0.8698
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'PROCESS-AUTO (Rigaku Corporation, 1998)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.834
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             320
_exptl_crystal_size_max          0.40
_exptl_crystal_size_mid          0.30
_exptl_crystal_size_min          0.20
_refine_diff_density_max         0.409
_refine_diff_density_min         -0.302
_refine_diff_density_rms         0.087
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.36(9)
_refine_ls_extinction_coef       0.220(17)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.072
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     156
_refine_ls_number_reflns         2485
_refine_ls_number_restraints     1
_refine_ls_restrained_S_all      1.072
_refine_ls_R_factor_all          0.0440
_refine_ls_R_factor_gt           0.0432
_refine_ls_shift/su_max          0.006
_refine_ls_shift/su_mean         0.007
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0975P)²+0.0337P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1210
_refine_ls_wR_factor_ref         0.1218
_reflns_number_gt                2421
_reflns_number_total             2485
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c0ce00751j.txt
_cod_data_source_block           shelxl
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/saulius/struct/COD-crude-data/automatic-downloads/DataCite-retrospective/RSC/depositions/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 6909 2019-04-08 15:41:33Z antanas 
;
_cod_original_sg_symbol_H-M      P21
_cod_database_code               7238350
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
Cl1 Cl 0.75388(8) -0.11163(19) -0.01235(7) 0.0595(3) Uani 1 1 d .
Cl2 Cl 0.74603(8) -0.14504(19) 0.26578(7) 0.0609(3) Uani 1 1 d .
Cl3 Cl 0.59015(6) 0.2044(2) 0.08685(8) 0.0635(3) Uani 1 1 d .
Cl4 Cl 0.6361(4) 0.3945(10) 0.7450(3) 0.0830(14) Uani 0.620(12) 1 d P
Cl5 Cl 0.6210(3) 0.2972(9) 0.4667(3) 0.0786(13) Uani 0.620(12) 1 d P
Cl6 Cl 0.7788(3) 0.6745(8) 0.6034(4) 0.0790(10) Uani 0.620(12) 1 d P
Cl7 Cl 0.6149(7) 0.318(2) 0.7219(10) 0.115(3) Uani 0.380(12) 1 d P
Cl8 Cl 0.6392(8) 0.358(2) 0.4546(5) 0.115(3) Uani 0.380(12) 1 d P
Cl9 Cl 0.7678(6) 0.6802(15) 0.6679(15) 0.112(3) Uani 0.380(12) 1 d P
O1 O 0.88653(18) 0.2954(5) 0.30239(15) 0.0500(7) Uani 1 1 d .
O2 O 0.90142(19) 0.2075(6) 0.80302(14) 0.0544(7) Uani 1 1 d .
N1 N 0.9069(2) 0.3172(5) 0.08803(16) 0.0455(7) Uani 1 1 d .
H1 H 0.9660 0.4252 0.1097 0.055 Uiso 1 1 calc R
H2 H 0.8808 0.2646 0.0053 0.055 Uiso 1 1 calc R
N2 N 0.9069(2) 0.1675(6) 0.58483(16) 0.0484(8) Uani 1 1 d .
H3 H 0.9795 0.0872 0.6092 0.058 Uiso 1 1 calc R
H4 H 0.8691 0.1982 0.4993 0.058 Uiso 1 1 calc R
C1 C 0.85583(18) 0.2317(6) 0.18224(17) 0.0376(7) Uani 1 1 d .
C2 C 0.74307(19) 0.0478(6) 0.13207(18) 0.0392(7) Uani 1 1 d .
C3 C 0.85333(18) 0.2441(6) 0.67913(17) 0.0362(7) Uani 1 1 d .
C4 C 0.7246(2) 0.3921(7) 0.62643(19) 0.0424(8) Uani 1 1 d .
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
Cl1 0.0743(4) 0.0552(9) 0.0511(3) -0.0172(3) 0.0223(3) -0.0123(4)
Cl2 0.0743(4) 0.0544(9) 0.0551(3) 0.0166(4) 0.0208(3) -0.0074(4)
Cl3 0.0396(2) 0.0708(8) 0.0728(4) 0.0010(4) 0.0059(2) 0.0093(3)
Cl4 0.0835(18) 0.123(4) 0.0572(8) 0.0242(12) 0.0434(9) 0.0507(18)
Cl5 0.0418(7) 0.114(3) 0.0642(15) -0.0410(18) -0.0081(6) 0.0096(9)
Cl6 0.0843(11) 0.045(2) 0.1008(16) 0.0164(15) 0.0175(10) -0.0052(9)
Cl7 0.0587(16) 0.185(9) 0.120(4) 0.075(5) 0.055(2) 0.028(3)
Cl8 0.101(4) 0.196(9) 0.0330(11) -0.001(2) -0.0006(16) 0.072(4)
Cl9 0.085(2) 0.068(5) 0.166(7) -0.020(5) 0.012(3) 0.001(2)
O1 0.0586(8) 0.065(2) 0.0272(5) -0.0049(7) 0.0141(5) -0.0164(9)
O2 0.0620(9) 0.074(2) 0.0269(5) 0.0032(7) 0.0128(5) 0.0224(11)
N1 0.0571(9) 0.053(2) 0.0287(6) -0.0039(8) 0.0161(6) -0.0170(11)
N2 0.0499(8) 0.068(2) 0.0288(6) 0.0039(9) 0.0148(6) 0.0106(10)
C1 0.0392(7) 0.045(2) 0.0284(6) 0.0009(8) 0.0104(5) -0.0018(9)
C2 0.0390(8) 0.043(3) 0.0345(8) 0.0035(9) 0.0092(6) -0.0002(8)
C3 0.0413(8) 0.039(2) 0.0287(7) 0.0024(8) 0.0108(6) 0.0020(8)
C4 0.0432(8) 0.050(3) 0.0340(7) 0.0022(9) 0.0121(6) -0.0002(10)
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'
O O 0.0106 0.0060 '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'
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
Cl7 Cl4 C4 85.5(9)
Cl7 Cl4 Cl9 130.0(9)
Cl9 Cl6 C4 76.7(9)
Cl4 Cl7 C4 77.3(9)
Cl6 Cl9 C4 80.3(8)
Cl6 Cl9 Cl4 122.6(9)
O1 C1 N1 124.7(3)
O1 C1 C2 118.60(18)
N1 C1 C2 116.57(17)
C1 C2 Cl2 110.31(13)
C1 C2 Cl3 105.5(2)
Cl2 C2 Cl3 109.38(11)
C1 C2 Cl1 113.56(13)
Cl2 C2 Cl1 108.8(2)
Cl3 C2 Cl1 109.25(10)
O2 C3 N2 123.8(2)
O2 C3 C4 119.69(19)
N2 C3 C4 116.50(17)
C3 C4 Cl8 114.7(4)
C3 C4 Cl4 110.7(2)
Cl8 C4 Cl4 119.4(3)
C3 C4 Cl9 108.2(3)
Cl8 C4 Cl9 111.9(5)
Cl4 C4 Cl9 88.6(4)
C3 C4 Cl5 112.1(2)
Cl4 C4 Cl5 110.1(2)
Cl9 C4 Cl5 124.6(4)
C3 C4 Cl7 108.2(3)
Cl8 C4 Cl7 108.1(3)
Cl9 C4 Cl7 105.3(4)
Cl5 C4 Cl7 96.6(4)
C3 C4 Cl6 106.3(2)
Cl8 C4 Cl6 93.5(5)
Cl4 C4 Cl6 110.1(3)
Cl5 C4 Cl6 107.4(2)
Cl7 C4 Cl6 125.8(4)
C(1) N(1) H(1) 120.0
C(1) N(1) H(2) 120.0
H(1) N(1) H(2) 120.0
C(3) N(2) H(3) 120.0
C(3) N(2) H(4) 120.0
H(3) N(2) H(4) 120.0
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C2 1.771(3)
Cl2 C2 1.756(3)
Cl3 C2 1.772(3)
Cl4 Cl7 0.521(14)
Cl4 C4 1.728(3)
Cl4 Cl9 2.429(11)
Cl5 C4 1.749(3)
Cl6 Cl9 0.702(12)
Cl6 C4 1.772(5)
Cl7 C4 1.766(6)
Cl8 C4 1.721(5)
Cl9 C4 1.749(9)
O1 C1 1.225(2)
O2 C3 1.228(2)
N1 C1 1.327(3)
N2 C3 1.326(3)
C1 C2 1.556(4)
C3 C4 1.548(4)
N(1) H(1) 0.860
N(1) H(2) 0.860
N(2) H(3) 0.860
N(2) H(4) 0.860
