#------------------------------------------------------------------------------
#$Date: 2016-03-25 14:19:51 +0200 (Fri, 25 Mar 2016) $
#$Revision: 179890 $
#$URL: svn://www.crystallography.net/cod/cif/7/01/86/7018652.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_7018652
loop_
_publ_author_name
'Clegg, Jack K.'
'Harrowfield, Jack'
'Kim, Yang'
'Lee, Young Hoon'
'Lehn, Jean-Marie'
'Lim, Woo Taik'
'Thuéry, Pierre'
_publ_section_title
;
 Chelation-controlled molecular morphology: aminal to imine
 rearrangements.
;
_journal_issue                   15
_journal_name_full
'Dalton transactions (Cambridge, England : 2003)'
_journal_page_first              4335
_journal_page_last               4357
_journal_paper_doi               10.1039/c2dt12250b
_journal_volume                  41
_journal_year                    2012
_chemical_formula_sum            'C5 H18 Cl3 N3 O'
_chemical_formula_weight         242.57
_chemical_name_systematic
;
?
;
_space_group_IT_number           61
_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_Hall  '-P 2ac 2ab'
_symmetry_space_group_name_H-M   'P b c a'
_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                 90.00
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   9.4620(19)
_cell_length_b                   12.156(2)
_cell_length_c                   18.508(4)
_cell_measurement_reflns_used    7591
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      30.4
_cell_measurement_theta_min      2.5
_cell_volume                     2128.8(7)
_computing_cell_refinement       'HKL2000 (Otwinowski & Minor, 1997)'
_computing_data_collection       'COLLECT (Hooft, 1998)'
_computing_data_reduction        'HKL2000 (Otwinowski & Minor, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1999)'
_computing_publication_material
'SHELXTL (Sheldrick, 1999); PLATON (Spek, 2003)'
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution    'SHELXS-97 (Sheldrick, 1997)'
_diffrn_ambient_temperature      293(2)
_diffrn_detector_area_resol_mean 0
_diffrn_measured_fraction_theta_full 0.977
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device_type  'ADSC Quantum210'
_diffrn_measurement_method       'two φ and two ω scans with 2° steps'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'synchrotron radiation'
_diffrn_radiation_type           'synchrotron radiation'
_diffrn_radiation_wavelength     0.76999
_diffrn_reflns_av_R_equivalents  0.0615
_diffrn_reflns_av_sigmaI/netI    0.0416
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       0
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            7591
_diffrn_reflns_theta_full        30.38
_diffrn_reflns_theta_max         30.38
_diffrn_reflns_theta_min         2.48
_diffrn_standards_decay_%        0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.825
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            white
_exptl_crystal_density_diffrn    1.514
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       irregular
_exptl_crystal_F_000             1024
_exptl_crystal_size_max          0.50
_exptl_crystal_size_mid          0.20
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.695
_refine_diff_density_min         -0.731
_refine_diff_density_rms         0.108
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     113
_refine_ls_number_reflns         2156
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.062
_refine_ls_R_factor_all          0.0545
_refine_ls_R_factor_gt           0.0512
_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 w=1/[σ²(Fo²)+(0.0934P)²+1.6062P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1403
_refine_ls_wR_factor_ref         0.1441
_reflns_number_gt                1967
_reflns_number_total             2156
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2dt12250b.txt
_cod_data_source_block           1
_cod_depositor_comments
;
The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Orthorhombic' changed to
'orthorhombic' according to
/home/saulius/struct/CIF-dictionaries/cif_core.dic dictionary named
'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_original_sg_symbol_H-M      Pbca
_cod_database_code               7018652
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z+1/2'
'x+1/2, -y+1/2, -z'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z-1/2'
'-x-1/2, 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 0.06450(6) 0.77225(6) 0.33788(3) 0.0355(2) Uani 1 1 d .
Cl2 Cl 0.74297(7) 0.01522(5) 0.27312(4) 0.0341(2) Uani 1 1 d .
Cl3 Cl 0.78188(6) 0.00739(5) 0.49531(3) 0.0285(2) Uani 1 1 d .
C1 C 0.5091(2) 0.76006(19) 0.39027(11) 0.0204(5) Uani 1 1 d .
C2 C 0.6711(2) 0.75705(19) 0.39048(12) 0.0226(5) Uani 1 1 d .
H2A H 0.7058 0.8172 0.4200 0.027 Uiso 1 1 calc R
H2B H 0.7018 0.6889 0.4128 0.027 Uiso 1 1 calc R
C3 C 0.4424(2) 0.6677(2) 0.34451(12) 0.0229(5) Uani 1 1 d .
H3A H 0.3408 0.6785 0.3438 0.028 Uiso 1 1 calc R
H3B H 0.4760 0.6752 0.2952 0.028 Uiso 1 1 calc R
C4 C 0.4507(2) 0.8657(2) 0.35559(12) 0.0240(5) Uani 1 1 d .
H4A H 0.4837 0.8696 0.3060 0.029 Uiso 1 1 calc R
H4B H 0.3483 0.8610 0.3544 0.029 Uiso 1 1 calc R
C5 C 0.4576(3) 0.74799(19) 0.46889(13) 0.0272(5) Uani 1 1 d .
H5A H 0.3551 0.7491 0.4698 0.033 Uiso 1 1 calc R
H5B H 0.4887 0.6777 0.4880 0.033 Uiso 1 1 calc R
N1 N 0.4717(2) 0.55325(18) 0.36925(11) 0.0283(5) Uani 1 1 d .
H1A H 0.5646 0.5436 0.3735 0.042 Uiso 1 1 calc R
H1B H 0.4374 0.5057 0.3372 0.042 Uiso 1 1 calc R
H1C H 0.4306 0.5421 0.4119 0.042 Uiso 1 1 calc R
N2 N 0.7361(2) 0.76537(16) 0.31719(12) 0.0258(5) Uani 1 1 d .
H2C H 0.7113 0.7071 0.2910 0.039 Uiso 1 1 calc R
H2D H 0.8297 0.7676 0.3214 0.039 Uiso 1 1 calc R
H2E H 0.7058 0.8264 0.2955 0.039 Uiso 1 1 calc R
N3 N 0.4913(3) 0.96772(19) 0.39312(12) 0.0338(5) Uani 1 1 d .
H3C H 0.4378 0.9762 0.4323 0.051 Uiso 1 1 calc R
H3D H 0.4788 1.0248 0.3637 0.051 Uiso 1 1 calc R
H3E H 0.5817 0.9638 0.4061 0.051 Uiso 1 1 calc R
O3 O 0.5106(2) 0.83422(18) 0.51325(10) 0.0387(5) Uani 1 1 d .
H3 H 0.5339 0.8091 0.5526 0.058 Uiso 1 1 calc R
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 0.0210(3) 0.0591(5) 0.0266(4) 0.0050(2) 0.0011(2) -0.0034(2)
Cl2 0.0386(4) 0.0216(4) 0.0421(4) 0.0012(2) -0.0127(2) 0.0000(2)
Cl3 0.0222(4) 0.0295(4) 0.0337(4) 0.0034(2) -0.0007(2) -0.0001(2)
C1 0.0177(10) 0.0212(12) 0.0222(11) -0.0006(8) -0.0002(8) 0.0002(7)
C2 0.0183(11) 0.0231(12) 0.0264(11) -0.0003(8) -0.0042(8) 0.0003(8)
C3 0.0202(10) 0.0256(12) 0.0230(10) -0.0019(8) -0.0009(8) -0.0026(8)
C4 0.0203(10) 0.0243(13) 0.0273(10) 0.0006(8) -0.0023(8) 0.0032(8)
C5 0.0333(13) 0.0252(13) 0.0231(11) -0.0014(8) 0.0055(9) -0.0031(10)
N1 0.0265(10) 0.0214(12) 0.0371(11) -0.0042(8) 0.0043(8) -0.0033(8)
N2 0.0178(9) 0.0242(12) 0.0353(11) -0.0009(8) 0.0032(8) -0.0008(7)
N3 0.0463(14) 0.0189(12) 0.0362(12) 0.0025(9) -0.0090(9) -0.0013(9)
O3 0.0519(13) 0.0407(12) 0.0235(8) -0.0024(8) -0.0023(8) -0.0081(9)
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
C2 C1 C4 112.36(18)
C2 C1 C3 113.17(18)
C4 C1 C3 103.36(18)
C2 C1 C5 108.15(18)
C4 C1 C5 111.09(19)
C3 C1 C5 108.65(18)
N2 C2 C1 114.06(18)
N1 C3 C1 115.76(18)
N3 C4 C1 114.35(18)
O3 C5 C1 111.28(19)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
C1 C2 1.533(3)
C1 C4 1.538(3)
C1 C3 1.541(3)
C1 C5 1.541(3)
C2 N2 1.493(3)
C3 N1 1.491(3)
C4 N3 1.473(3)
C5 O3 1.423(3)
