#------------------------------------------------------------------------------
#$Date: 2019-11-23 20:56:18 +0200 (Sat, 23 Nov 2019) $
#$Revision: 234958 $
#$URL: file:///home/coder/svn-repositories/cod/cif/4/34/96/4349660.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_4349660
loop_
_publ_author_name
'Piecha-Bisiorek, A.'
'Gągor, A.'
'Isakov, D.'
'Zieliński, P.'
'Gałązka, M.'
'Jakubas, R.'
_publ_section_title
;
 Phase sequence in diisopropylammonium iodide: avoided ferroelectricity by
 the appearance of a reconstructed phase
;
_journal_issue                   3
_journal_name_full               'Inorganic Chemistry Frontiers'
_journal_page_first              553
_journal_paper_doi               10.1039/C6QI00583G
_journal_volume                  4
_journal_year                    2017
_chemical_formula_sum            'C6 H16 I N'
_chemical_formula_weight         229.10
_space_group_crystal_system      monoclinic
_space_group_IT_number           11
_space_group_name_Hall           '-P 2yb'
_space_group_name_H-M_alt        'P 1 21/m 1'
_audit_creation_method           SHELXL-2014/7
_audit_update_record
;
2016-12-06 deposited with the CCDC.
2017-01-09 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 118.950(11)
_cell_angle_gamma                90
_cell_formula_units_Z            2
_cell_length_a                   8.2911(14)
_cell_length_b                   8.3667(14)
_cell_length_c                   8.3092(14)
_cell_measurement_reflns_used    1308
_cell_measurement_temperature    405(2)
_cell_measurement_theta_max      29.6948
_cell_measurement_theta_min      2.7983
_cell_volume                     504.38(16)
_computing_cell_refinement
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_collection
;
CrysAlis CCD, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_data_reduction
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
;
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_diffrn_ambient_temperature      405(2)
_diffrn_detector_area_resol_mean 8.4350
_diffrn_measured_fraction_theta_full 0.987
_diffrn_measured_fraction_theta_max 0.987
_diffrn_measurement_device_type  'Xcalibur, Sapphire1, long nozzle'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'Enhance (Mo) X-ray Source'
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.7107
_diffrn_reflns_av_R_equivalents  0.0501
_diffrn_reflns_av_unetI/netI     0.0548
_diffrn_reflns_Laue_measured_fraction_full 0.987
_diffrn_reflns_Laue_measured_fraction_max 0.987
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_number            5046
_diffrn_reflns_point_group_measured_fraction_full 0.987
_diffrn_reflns_point_group_measured_fraction_max 0.987
_diffrn_reflns_theta_full        25.677
_diffrn_reflns_theta_max         25.677
_diffrn_reflns_theta_min         2.801
_exptl_absorpt_coefficient_mu    3.104
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.68933
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlis RED, Oxford Diffraction Ltd.,
Version 1.171.33.42 (release 29-05-2009 CrysAlis171 .NET)
(compiled May 29 2009,17:40:42)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_density_diffrn    1.508
_exptl_crystal_description       prism
_exptl_crystal_F_000             224
_exptl_crystal_size_max          0.21
_exptl_crystal_size_mid          0.15
_exptl_crystal_size_min          0.13
_refine_diff_density_max         0.535
_refine_diff_density_min         -0.619
_refine_diff_density_rms         0.106
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   0.808
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     37
_refine_ls_number_reflns         1018
_refine_ls_number_restraints     15
_refine_ls_restrained_S_all      0.904
_refine_ls_R_factor_all          0.1129
_refine_ls_R_factor_gt           0.0551
_refine_ls_shift/su_max          0.014
_refine_ls_shift/su_mean         0.010
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w=1/[σ²(Fo²)+(0.0970P)²] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1411
_refine_ls_wR_factor_ref         0.1548
_reflns_Friedel_coverage         0.000
_reflns_number_gt                422
_reflns_number_total             1018
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            c6qi00583g3.cif
_cod_data_source_block           p21m
_cod_original_cell_volume        504.38(15)
_cod_original_sg_symbol_H-M      'P 21/m'
_cod_database_code               4349660
_shelx_shelxl_version_number     2014/7
_shelx_space_group_comment
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z'
'-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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
I1 I 0.34981(6) 0.2500 0.64795(6) 0.12478(19) Uani 1 2 d S T P
C4 C 0.6222(6) 0.2500 0.2974(5) 0.229(6) Uiso 1 2 d DS . P
C3 C 0.9152(14) 0.1234(5) 0.7106(12) 0.244(9) Uiso 0.5 1 d D . P
H3A H 0.8110 0.0753 0.7123 0.367 Uiso 0.5 1 calc R U P
H3B H 1.0182 0.1243 0.8329 0.367 Uiso 0.5 1 calc R U P
H3C H 0.9465 0.0630 0.6313 0.367 Uiso 0.5 1 calc R U P
C1 C 0.8676(8) 0.2948(6) 0.6394(6) 0.162(5) Uiso 0.5 1 d D . P
N1 N 0.6778(6) 0.3051(5) 0.4812(4) 0.217(6) Uiso 0.5 1 d D . P
H1A H 0.6054 0.2547 0.5164 0.260 Uiso 0.5 2 calc R U P
H1B H 0.6466 0.4079 0.4707 0.260 Uiso 0.5 1 calc R U P
C6 C 0.7554(5) 0.2152(9) 0.2360(5) 0.110(3) Uiso 0.5 1 d D . P
H6A H 0.8427 0.3011 0.2709 0.165 Uiso 0.5 1 calc R U P
H6B H 0.6926 0.2038 0.1046 0.165 Uiso 0.5 1 calc R U P
H6C H 0.8189 0.1177 0.2917 0.165 Uiso 0.5 1 calc R U P
C5 C 0.4236(6) 0.2500 0.1632(9) 0.231(6) Uiso 1 2 d DS . P
H5A H 0.3545 0.2767 0.2245 0.347 Uiso 0.5 1 calc R U P
H5B H 0.3878 0.1459 0.1088 0.347 Uiso 0.5 1 calc R U P
H5C H 0.3994 0.3274 0.0689 0.347 Uiso 0.5 1 calc R U P
C2 C 0.8983(13) 0.4061(6) 0.7934(6) 0.163(5) Uiso 0.5 1 d D . P
H2A H 0.8763 0.5141 0.7488 0.245 Uiso 0.5 1 calc R U P
H2B H 1.0231 0.3961 0.8908 0.245 Uiso 0.5 1 calc R U P
H2C H 0.8152 0.3793 0.8390 0.245 Uiso 0.5 1 calc R U P
H1 H 0.9473 0.2878 0.5973 0.245 Uiso 0.5 1 d . U P
H4 H 0.6039 0.1572 0.3406 0.245 Uiso 0.5 1 d . U P
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'
I I -0.4742 1.8119 '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_3
N1 C4 C6 121.9(3) . .
N1 C4 C6 121.9(3) 4_565 4_565
N1 C4 C5 117.9(5) . .
C6 C4 C5 119.6(4) . .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C4 N1 1.441(5)
C4 C6 1.453(6)
C4 C5 1.475(5)
C4 H4 0.8991
C3 C1 1.528(6)
C3 H3A 0.9600
C3 H3B 0.9600
C3 H3C 0.9600
C1 N1 1.487(5)
C1 C2 1.501(6)
C1 H1 0.8867
N1 H1A 0.8900
N1 H1B 0.8900
C6 H6A 0.9600
C6 H6B 0.9600
C6 H6C 0.9600
C5 H5A 0.9600
C5 H5B 0.9600
C5 H5C 0.9600
C2 H2A 0.9600
C2 H2B 0.9600
C2 H2C 0.9600
loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
N1 H1A I1 0.89 2.82 3.629(6) 152.5 4_565
N1 H1A I1 0.89 2.82 3.629(6) 152.5 .
N1 H1B I1 0.89 3.03 3.850(4) 153.7 3_666
