#------------------------------------------------------------------------------
#$Date: 2016-03-26 16:56:51 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180405 $
#$URL: svn://www.crystallography.net/cod/cif/7/20/74/7207489.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_7207489
loop_
_publ_author_name
'Yufit, D. S.'
'Howard, J. A. K.'
_publ_section_title
;
 Low melting molecular complexes. The structures of molecular complexes of
 tri- and di-chloromethanes with small ketones and 1,4-dioxane
;
_journal_issue                   6
_journal_name_full               CrystEngComm
_journal_page_first              2003
_journal_paper_doi               10.1039/c2ce06526f
_journal_volume                  14
_journal_year                    2012
_chemical_formula_moiety         'C4 H6 O, C H2 Cl2'
_chemical_formula_sum            'C4 H8 Cl2 O'
_chemical_formula_weight         143.00
_chemical_melting_point          216.5(5)
_chemical_name_common            'dichloromethane acetone co-crystal'
_chemical_name_systematic
;
dichloromethane propanone-2 clathrate (1:1)
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_space_group_name_Hall  '-C 2yc'
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_creation_date             2010-11-23
_audit_creation_method
;
Olex2 1.1-beta
(compiled 2010.10.26 svn.r1482, GUI svn.r3310)
;
_cell_angle_alpha                90.00
_cell_angle_beta                 117.210(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            8
_cell_length_a                   14.5833(12)
_cell_length_b                   8.2213(7)
_cell_length_c                   13.9240(10)
_cell_measurement_reflns_used    1129
_cell_measurement_temperature    200.0(2)
_cell_measurement_theta_max      28.80
_cell_measurement_theta_min      2.93
_cell_volume                     1484.7(2)
_computing_cell_refinement       'SAINT v6.45A (Bruker, 2003)'
_computing_data_collection       'SMART v5.625 (Bruker, 2001)'
_computing_data_reduction        'SAINT v6.45A (Bruker, 2003)'
_computing_molecular_graphics
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_publication_material
;
O. V. Dolomanov, L. J. Bourhis, R. J. Gildea, J. A. K. Howard and H. Puschmann,
OLEX2: a complete structure solution, refinement and analysis program.
J. Appl. Cryst. (2009). 42, 339-341.
;
_computing_structure_refinement  'SHELXL-97 (Sheldrick, 1997)'
_computing_structure_solution
'A short history of SHELX (Sheldrick, 2007)/Bruker'
_diffrn_ambient_temperature      200.0(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 5.6
_diffrn_detector_type            'Bruker SMART CCD 6000 area detector'
_diffrn_measured_fraction_theta_full 0.797
_diffrn_measured_fraction_theta_max 0.797
_diffrn_measurement_device       'three-circle diffractometer'
_diffrn_measurement_device_type  'Bruker SMART CCD 6000 area detector'
_diffrn_measurement_method       'ω 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_radiation_xray_symbol    K-L~3~
_diffrn_reflns_av_R_equivalents  0.0242
_diffrn_reflns_av_unetI/netI     0.0181
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_h_min       -20
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            6403
_diffrn_reflns_theta_full        29.99
_diffrn_reflns_theta_max         29.99
_diffrn_reflns_theta_min         2.93
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_current           25.0
_diffrn_source_power             1.25
_diffrn_source_target            Mo
_diffrn_source_voltage           50.0
_exptl_absorpt_coefficient_mu    0.776
_exptl_absorpt_correction_type   none
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.280
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             592
_exptl_crystal_recrystallization_method
'Cristallized in situ in 0.3mm capillary at 172K'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_refine_diff_density_max         0.616
_refine_diff_density_min         -0.360
_refine_diff_density_rms         0.050
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     96
_refine_ls_number_reflns         1733
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0550
_refine_ls_R_factor_gt           0.0418
_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)+(0.0800P)²+0.4500P] where P=(Fo²+2Fc²)/3'
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1275
_refine_ls_wR_factor_ref         0.1394
_reflns_number_gt                1266
_reflns_number_total             1733
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            c2ce06526f.txt
_cod_data_source_block           7_dcmac
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '216 - 217' was changed to '216.5(5)'
- the average value was taken and precision was estimated.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 
;
_cod_database_code               7207489
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 'x, y, z'
2 '-x, y, -z+1/2'
3 'x+1/2, y+1/2, z'
4 '-x+1/2, y+1/2, -z+1/2'
5 '-x, -y, -z'
6 'x, -y, z-1/2'
7 '-x+1/2, -y+1/2, -z'
8 'x+1/2, -y+1/2, z-1/2'
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
Cl1 Cl 0.33227(6) 0.52018(7) 0.18633(7) 0.0736(3) Uani 1 1 d
Cl2 Cl 0.33722(6) 0.48809(7) 0.39659(6) 0.0759(3) Uani 1 1 d
C1S C 0.29968(14) 0.3968(2) 0.26994(16) 0.0485(5) Uani 1 1 d
H1SA H 0.2298(15) 0.390(3) 0.2363(16) 0.050(5) Uiso 1 1 d
H1SB H 0.3343(14) 0.302(3) 0.2824(14) 0.051(5) Uiso 1 1 d
O1 O 0.42848(10) 0.03821(17) 0.33243(13) 0.0597(4) Uani 1 1 d
C1 C 0.52066(14) 0.02107(19) 0.38338(16) 0.0411(4) Uani 1 1 d
C2 C 0.59008(19) 0.1645(3) 0.4255(3) 0.0642(6) Uani 1 1 d
H2A H 0.555(2) 0.270(3) 0.403(2) 0.079(7) Uiso 1 1 d
H2B H 0.636(2) 0.163(4) 0.398(3) 0.107(11) Uiso 1 1 d
H2C H 0.621(3) 0.171(4) 0.496(3) 0.109(12) Uiso 1 1 d
C3 C 0.56968(19) -0.1425(2) 0.4065(2) 0.0593(6) Uani 1 1 d
H3A H 0.522(2) -0.219(4) 0.378(2) 0.089(8) Uiso 1 1 d
H3B H 0.611(2) -0.153(3) 0.375(2) 0.078(8) Uiso 1 1 d
H3C H 0.607(2) -0.161(4) 0.480(3) 0.100(10) Uiso 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 0.0919(5) 0.0542(3) 0.0943(6) 0.0035(3) 0.0595(4) -0.0020(2)
Cl2 0.0923(5) 0.0633(4) 0.0579(5) -0.0047(2) 0.0220(3) 0.0045(3)
C1S 0.0459(9) 0.0334(7) 0.0612(12) -0.0004(7) 0.0203(8) 0.0015(6)
O1 0.0475(7) 0.0482(7) 0.0774(11) -0.0035(6) 0.0235(7) 0.0007(5)
C1 0.0507(9) 0.0401(8) 0.0383(11) -0.0017(6) 0.0253(7) -0.0012(6)
C2 0.0610(12) 0.0481(10) 0.0765(18) -0.0069(10) 0.0255(11) -0.0115(9)
C3 0.0655(12) 0.0432(9) 0.0701(17) 0.0035(9) 0.0318(12) 0.0082(8)
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'
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
Cl1 C1S H1SA 105.7(13)
Cl1 C1S H1SB 109.2(12)
Cl2 C1S Cl1 111.22(10)
Cl2 C1S H1SA 107.7(13)
Cl2 C1S H1SB 106.6(12)
H1SA C1S H1SB 116.6(18)
O1 C1 C2 120.85(17)
O1 C1 C3 121.89(17)
C1 C2 H2A 114.6(15)
C1 C2 H2B 109(2)
C1 C2 H2C 113(2)
C1 C3 H3A 110.0(18)
C1 C3 H3B 110.4(18)
C1 C3 H3C 112(2)
H2A C2 H2B 105(3)
H2A C2 H2C 103(3)
H2B C2 H2C 112(3)
C3 C1 C2 117.26(19)
H3A C3 H3B 106(2)
H3A C3 H3C 109(3)
H3B C3 H3C 110(3)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
Cl1 C1S 1.765(2)
Cl2 C1S 1.758(2)
C1S H1SA 0.908(19)
C1S H1SB 0.90(2)
O1 C1 1.207(2)
C1 C2 1.489(3)
C1 C3 1.488(2)
C2 H2A 0.98(3)
C2 H2B 0.91(3)
C2 H2C 0.88(4)
C3 H3A 0.89(3)
C3 H3B 0.90(3)
C3 H3C 0.92(3)
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
C1S H1SA O1 0.908(19) 2.39(2) 3.181(2) 146.0(17) 4
C1S H1SB O1 0.90(2) 2.49(2) 3.388(2) 174.8(16) .
