# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2014

#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4cm_122GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
chloromethane 
;
_chemical_name_common            'methyl chloride'
_chemical_melting_point          175.5
_chemical_formula_moiety         'C H3 Cl'
_chemical_formula_sum            'C H3 Cl'
_chemical_formula_weight         50.48

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.314(10)
_cell_length_b                   5.031(9)
_cell_length_c                   7.334(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     232.9(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    521
_cell_measurement_theta_min      5.18
_cell_measurement_theta_max      27.28

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.26
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.440
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             104
_exptl_absorpt_coefficient_mu    1.187
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.35
_exptl_absorpt_correction_T_max  0.68
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.22(2) GPa
 (1220000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1220000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            472
_diffrn_reflns_av_R_equivalents  0.0453
_diffrn_reflns_av_sigmaI/netI    0.0223
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         5.18
_diffrn_reflns_theta_max         27.28
_reflns_number_total             120
_reflns_number_gt                107
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0000P)²+0.3584P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.1(3)
_refine_ls_number_reflns         120
_refine_ls_number_parameters     13
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0357
_refine_ls_R_factor_gt           0.0302
_refine_ls_wR_factor_ref         0.0530
_refine_ls_wR_factor_gt          0.0476
_refine_ls_goodness_of_fit_ref   1.216
_refine_ls_restrained_S_all      1.211
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0000 0.1338(5) 0.2494(4) 0.0667(7) Uani 1 2 d S . .
C1 C 0.0000 0.3717(18) 0.4228(4) 0.054(3) Uani 1 2 d S . .
H1 H 0.0000 0.5463 0.3700 0.082 Uiso 1 2 calc SR . .
H2 H 0.1241 0.3497 0.4969 0.082 Uiso 0.50 1 calc PR . .
H3 H -0.1241 0.3497 0.4969 0.082 Uiso 0.50 1 calc PR . .

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 0.0653(10) 0.067(2) 0.0677(9) -0.005(3) 0.000 0.000
C1 0.048(5) 0.059(12) 0.057(4) -0.002(4) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.746(7) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Cl1 C1 H1 109.5 . . ?
Cl1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Cl1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.404
_diffrn_reflns_theta_full        27.28
_diffrn_measured_fraction_theta_full 0.404
_refine_diff_density_max         0.119
_refine_diff_density_min         -0.104
_refine_diff_density_rms         0.031

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
0 2 -9 13.41 9.45 2.51 o
4 0 -8 5.84 3.02 1.25 o
1 1 -8 18.58 28.70 2.30 o
0 2 -8 0.34 2.07 1.07 o
1 1 -7 42.56 49.82 2.07 o
5 1 -7 7.34 1.72 0.96 o
0 2 -7 47.41 54.20 2.60 o
2 2 -7 35.17 35.53 2.88 o
3 3 -7 6.79 4.97 1.62 o
2 0 -6 209.01 198.37 3.86 o
4 0 -6 87.48 68.59 19.18 o
1 1 -6 36.78 47.15 8.93 o
5 1 -6 4.48 6.51 1.43 o
0 2 -6 1.59 0.97 0.61 o
2 2 -6 1.33 2.68 0.92 o
3 3 -6 10.64 9.14 1.61 o
1 1 -5 239.79 229.32 3.07 o
3 1 -5 123.60 134.05 5.92 o
5 1 -5 36.74 44.14 5.38 o
0 2 -5 143.26 127.91 3.39 o
2 2 -5 104.90 113.07 3.25 o
6 2 -5 8.20 10.43 1.23 o
3 3 -5 28.23 28.48 2.27 o
0 0 -4 727.94 732.88 4.62 o
2 0 -4 419.57 415.21 6.75 o
4 0 -4 137.10 121.74 1.14 o
1 1 -4 334.02 350.41 5.68 o
3 1 -4 169.57 167.52 2.93 o
5 1 -4 45.23 39.24 1.28 o
2 2 -4 5.47 5.82 0.48 o
4 2 -4 1.65 0.92 0.54 o
6 2 -4 0.37 0.36 0.68 o
3 3 -4 76.27 69.47 2.10 o
5 3 -4 22.82 22.75 1.45 o
1 1 -3 317.90 316.61 7.16 o
3 1 -3 133.41 132.69 5.55 o
5 1 -3 32.20 28.61 2.29 o
2 2 -3 707.98 711.65 10.98 o
4 2 -3 250.17 274.48 51.70 o
6 2 -3 56.92 64.70 2.99 o
3 3 -3 24.13 19.10 1.28 o
5 3 -3 6.04 10.67 1.23 o
0 0 -2 1602.31 1608.35 8.73 o
2 0 -2 1089.63 1135.05 10.42 o
1 1 -2 1273.28 1255.32 14.71 o
3 1 -2 389.68 406.45 3.51 o
2 2 -2 7.73 10.42 0.54 o
4 2 -2 2.89 3.70 0.65 o
6 2 -2 0.46 0.21 0.46 o
5 3 -2 50.39 59.68 1.97 o
1 1 -1 1920.76 1914.91 2.99 o
3 1 -1 590.62 599.75 6.79 o
2 2 -1 706.23 725.00 10.30 o
4 2 -1 210.56 207.26 2.42 o
6 2 -1 42.37 41.38 1.71 o
5 3 -1 31.10 26.94 1.52 o
7 3 -1 5.62 0.71 1.15 o
1 1 0 340.27 331.35 60.80 o
3 1 0 189.80 204.03 2.21 o
4 2 0 2.33 0.95 0.27 o
5 3 0 26.08 24.68 8.17 o
7 3 0 3.18 0.69 0.92 o
1 1 1 1941.87 1928.71 20.57 o
3 1 1 595.67 590.97 4.94 o
2 2 1 694.40 717.84 16.10 o
4 2 1 206.88 205.99 3.47 o
6 2 1 41.18 43.50 1.92 o
5 3 1 31.60 29.15 1.00 o
7 3 1 5.74 9.47 1.70 o
0 0 2 1639.35 1612.32 6.97 o
2 0 2 1111.33 1126.28 11.60 o
1 1 2 1260.49 1225.77 4.71 o
3 1 2 384.49 356.09 8.28 o
5 1 2 93.04 88.80 1.45 o
2 2 2 7.63 9.07 0.50 o
4 2 2 2.88 2.08 0.31 o
6 2 2 0.46 0.55 0.76 o
5 3 2 49.75 58.95 2.21 o
1 1 3 314.18 323.39 4.11 o
3 1 3 133.30 131.41 3.22 o
5 1 3 32.08 29.43 1.59 o
2 2 3 709.33 721.28 4.21 o
4 2 3 250.28 206.60 37.61 o
6 2 3 57.04 62.21 2.34 o
3 3 3 24.07 23.52 2.02 o
5 3 3 6.03 10.52 1.62 o
0 0 4 715.89 717.57 5.12 o
2 0 4 411.27 408.89 2.71 o
4 0 4 133.76 123.35 2.92 o
1 1 4 338.27 355.00 10.63 o
3 1 4 171.76 168.27 3.28 o
5 1 4 45.98 50.54 1.52 o
2 2 4 5.46 4.11 0.46 o
4 2 4 1.64 0.56 0.40 o
6 2 4 0.37 1.52 0.78 o
3 3 4 77.48 71.18 1.28 o
5 3 4 23.26 19.80 1.60 o
1 1 5 238.11 238.42 4.83 o
3 1 5 122.24 137.09 4.10 o
5 1 5 36.27 40.68 2.10 o
0 2 5 145.65 143.04 3.26 o
2 2 5 107.15 101.17 1.63 o
6 2 5 8.51 11.59 2.13 o
3 3 5 27.81 27.50 2.69 o
2 0 6 209.54 206.55 4.04 o
4 0 6 87.75 78.19 22.02 o
1 1 6 36.60 36.23 7.39 o
5 1 6 4.43 6.67 1.00 o
0 2 6 1.61 1.20 0.44 o
2 2 6 1.35 0.79 0.48 o
3 3 6 10.47 11.01 1.11 o
1 1 7 43.32 50.29 2.51 o
5 1 7 7.53 8.99 1.43 o
0 2 7 46.34 50.94 2.79 o
2 2 7 34.28 33.46 4.00 o
3 3 7 6.94 5.70 0.88 o
4 0 8 6.05 8.95 1.66 o
1 1 8 18.35 24.38 2.69 o
0 2 8 0.34 0.73 0.73 o
0 2 9 13.49 10.73 0.96 o
_database_code_depnum_ccdc_archive 'CCDC 957707'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1cm_169GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
chloromethane 
;
_chemical_name_common            'methyl chloride'
_chemical_melting_point          175.5
_chemical_formula_moiety         'C H3 Cl'
_chemical_formula_sum            'C H3 Cl'
_chemical_formula_weight         50.48

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.183(10)
_cell_length_b                   4.904(5)
_cell_length_c                   7.317(17)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     221.9(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    493
_cell_measurement_theta_min      5.31
_cell_measurement_theta_max      26.91

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.511
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             104
_exptl_absorpt_coefficient_mu    1.247
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.36
_exptl_absorpt_correction_T_max  0.72
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.69(2) GPa
 (1690000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1690000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            469
_diffrn_reflns_av_R_equivalents  0.0409
_diffrn_reflns_av_sigmaI/netI    0.0257
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -4
_diffrn_reflns_limit_l_max       4
_diffrn_reflns_theta_min         5.31
_diffrn_reflns_theta_max         26.91
_reflns_number_total             94
_reflns_number_gt                82
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0055P)²+0.0120P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.37(17)
_refine_ls_number_reflns         94
_refine_ls_number_parameters     13
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0190
_refine_ls_R_factor_gt           0.0140
_refine_ls_wR_factor_ref         0.0216
_refine_ls_wR_factor_gt          0.0202
_refine_ls_goodness_of_fit_ref   1.283
_refine_ls_restrained_S_all      1.275
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0000 0.12893(11) 0.2460(4) 0.0558(5) Uani 1 2 d S . .
C1 C 0.0000 0.3762(4) 0.4263(4) 0.0365(14) Uani 1 2 d S . .
H1 H 0.0000 0.5562 0.3748 0.055 Uiso 1 2 calc SR . .
H2 H 0.1268 0.3524 0.5003 0.055 Uiso 0.50 1 calc PR . .
H3 H -0.1268 0.3524 0.5003 0.055 Uiso 0.50 1 calc PR . .

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 0.0555(5) 0.0550(3) 0.0570(15) 0.003(2) 0.000 0.000
C1 0.036(2) 0.0357(13) 0.038(6) 0.005(2) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.792(4) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Cl1 C1 H1 109.5 . . ?
Cl1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Cl1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.364
_diffrn_reflns_theta_full        26.91
_diffrn_measured_fraction_theta_full 0.364
_refine_diff_density_max         0.056
_refine_diff_density_min         -0.068
_refine_diff_density_rms         0.018

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
6 0 -4 51.61 55.88 2.11 o
5 1 -4 60.65 56.27 2.04 o
7 1 -4 11.81 12.00 1.90 o
4 2 -4 0.37 0.41 0.44 o
6 2 -4 0.10 0.75 1.20 o
5 3 -4 31.41 29.86 1.89 o
4 4 -4 35.88 35.70 3.04 o
3 1 -3 141.06 139.05 3.39 o
5 1 -3 37.65 41.21 4.22 o
2 2 -3 828.60 835.39 4.49 o
4 2 -3 325.38 321.92 2.16 o
6 2 -3 87.14 85.39 2.17 o
3 3 -3 39.04 39.88 1.06 o
5 3 -3 10.76 9.02 1.06 o
2 4 -3 1.34 0.81 0.45 o
4 4 -3 0.55 1.25 0.80 o
3 5 -3 8.29 9.56 1.88 o
2 0 -2 1071.30 1076.21 2.83 o
4 0 -2 346.73 349.26 64.53 o
1 1 -2 1493.84 1479.53 3.74 o
3 1 -2 480.12 495.95 4.87 o
5 1 -2 132.74 131.12 1.10 o
2 2 -2 2.65 2.61 0.38 o
4 2 -2 1.28 1.24 0.32 o
1 3 -2 397.57 416.55 35.31 o
3 3 -2 182.55 178.37 1.41 o
5 3 -2 62.57 58.01 2.42 o
0 4 -2 130.28 135.88 3.41 o
2 4 -2 104.24 107.37 2.05 o
4 4 -2 45.05 65.51 40.83 o
1 5 -2 47.08 53.53 4.04 o
1 1 -1 1811.39 1814.38 11.67 o
3 1 -1 589.79 603.97 7.29 o
0 2 -1 1348.86 1323.04 5.80 o
2 2 -1 783.88 794.35 4.31 o
4 2 -1 253.95 252.06 2.47 o
1 3 -1 306.28 309.88 2.03 o
3 3 -1 157.45 158.53 2.20 o
0 4 -1 1.74 1.26 0.44 o
2 4 -1 1.31 1.09 0.29 o
4 4 -1 0.65 1.55 0.59 o
1 5 -1 70.10 72.15 1.45 o
3 5 -1 40.65 40.29 2.94 o
1 1 0 369.74 369.17 2.70 o
0 2 0 2.01 2.64 0.22 o
2 2 0 0.20 0.22 0.15 o
1 3 0 166.86 169.15 1.04 o
3 3 0 106.80 105.13 1.89 o
0 4 0 453.24 425.84 69.58 o
2 4 0 321.06 321.03 2.42 o
1 5 0 11.17 11.31 4.57 o
3 5 0 5.77 5.06 1.22 o
1 1 1 1832.03 1810.28 9.73 o
3 1 1 594.84 599.50 9.58 o
0 2 1 1322.38 1309.38 9.87 o
2 2 1 770.50 788.77 5.24 o
4 2 1 249.32 247.84 3.04 o
1 3 1 310.80 311.99 2.05 o
3 3 1 159.75 160.46 2.21 o
0 4 1 1.70 2.08 0.44 o
2 4 1 1.31 1.33 0.33 o
4 4 1 0.67 2.96 0.95 o
1 5 1 71.34 70.91 0.70 o
3 5 1 41.34 35.15 2.79 o
2 0 2 1093.39 1090.61 17.92 o
4 0 2 354.27 381.01 38.12 o
3 1 2 474.19 481.99 5.34 o
5 1 2 130.91 128.99 1.08 o
2 2 2 2.58 2.87 0.52 o
4 2 2 1.26 0.85 0.30 o
1 3 2 394.15 417.35 48.70 o
3 3 2 180.42 182.18 2.41 o
5 3 2 61.68 57.32 2.37 o
0 4 2 133.83 131.74 2.34 o
2 4 2 107.09 103.00 2.23 o
4 4 2 46.54 51.79 34.92 o
1 5 2 46.42 50.63 13.30 o
3 1 3 140.62 137.65 3.94 o
5 1 3 37.35 39.52 2.11 o
2 2 3 831.55 828.70 20.99 o
4 2 3 326.09 322.86 2.77 o
6 2 3 87.56 90.32 1.12 o
3 3 3 38.35 38.81 1.38 o
5 3 3 10.48 9.28 0.57 o
2 4 3 1.31 0.67 0.51 o
4 4 3 0.53 0.90 0.59 o
3 5 3 8.25 2.86 1.76 o
6 0 4 50.02 57.14 2.03 o
5 1 4 61.97 60.29 2.25 o
7 1 4 12.19 13.02 1.45 o
4 2 4 0.38 1.41 0.72 o
6 2 4 0.10 0.72 0.90 o
5 3 4 32.11 32.59 2.38 o
4 4 4 34.67 37.86 4.49 o
_database_code_depnum_ccdc_archive 'CCDC 957708'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2cm_291GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
chloromethane 
;
_chemical_name_common            'methyl chloride'
_chemical_melting_point          175.5
_chemical_formula_moiety         'C H3 Cl'
_chemical_formula_sum            'C H3 Cl'
_chemical_formula_weight         50.48

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.018(5)
_cell_length_b                   4.832(11)
_cell_length_c                   7.035(11)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     204.6(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    454
_cell_measurement_theta_min      6.14
_cell_measurement_theta_max      27.66

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.25
_exptl_crystal_size_mid          0.25
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             104
_exptl_absorpt_coefficient_mu    1.352
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.38
_exptl_absorpt_correction_T_max  0.70
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 2.91(2) GPa
 (2910000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2910000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            416
_diffrn_reflns_av_R_equivalents  0.0226
_diffrn_reflns_av_sigmaI/netI    0.0114
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -3
_diffrn_reflns_limit_k_max       3
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         6.14
_diffrn_reflns_theta_max         27.66
_reflns_number_total             103
_reflns_number_gt                98
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0068P)²+0.0636P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.100(6)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.2(2)
_refine_ls_number_reflns         103
_refine_ls_number_parameters     14
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0136
_refine_ls_R_factor_gt           0.0128
_refine_ls_wR_factor_ref         0.0221
_refine_ls_wR_factor_gt          0.0220
_refine_ls_goodness_of_fit_ref   1.111
_refine_ls_restrained_S_all      1.104
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0000 0.1228(2) 0.2523(3) 0.0376(3) Uani 1 2 d S . .
C1 C 0.0000 0.3906(11) 0.4199(3) 0.0440(17) Uani 1 2 d S . .
H1 H 0.0000 0.5657 0.3555 0.066 Uiso 1 2 calc SR . .
H2 H 0.1302 0.3765 0.4981 0.066 Uiso 0.50 1 calc PR . .
H3 H -0.1302 0.3765 0.4981 0.066 Uiso 0.50 1 calc PR . .

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 0.0377(3) 0.0374(11) 0.0377(5) 0.0013(6) 0.000 0.000
C1 0.0426(17) 0.048(6) 0.041(3) -0.008(3) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.750(5) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Cl1 C1 H1 109.5 . . ?
Cl1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Cl1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.396
_diffrn_reflns_theta_full        27.66
_diffrn_measured_fraction_theta_full 0.396
_refine_diff_density_max         0.071
_refine_diff_density_min         -0.077
_refine_diff_density_rms         0.018

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
1 3 -8 29.92 25.53 1.55 o
2 2 -7 102.80 94.81 4.69 o
4 2 -7 54.59 52.04 1.69 o
1 3 -7 64.92 57.02 18.77 o
3 1 -6 58.75 61.75 1.84 o
5 1 -6 25.63 26.03 2.51 o
0 2 -6 1.49 1.56 0.71 o
2 2 -6 1.19 1.23 0.50 o
4 2 -6 0.61 0.41 0.86 o
1 3 -6 53.14 53.91 1.36 o
3 3 -6 33.63 34.65 1.53 o
1 1 -5 315.84 322.04 2.90 o
3 1 -5 189.76 193.32 1.77 o
5 1 -5 77.05 76.01 2.00 o
0 2 -5 305.51 302.11 3.54 o
2 2 -5 247.69 252.20 6.99 o
1 3 -5 170.71 165.07 0.89 o
3 3 -5 109.09 114.14 2.15 o
5 3 -5 45.94 49.26 3.56 o
4 0 -4 254.49 255.28 5.00 o
6 0 -4 91.79 90.32 2.30 o
1 1 -4 537.23 548.85 9.23 o
3 1 -4 322.79 305.52 7.97 o
5 1 -4 119.76 115.70 1.75 o
0 2 -4 1.08 1.40 0.64 o
2 2 -4 0.78 0.73 0.22 o
4 2 -4 0.35 0.44 0.38 o
3 3 -4 113.64 111.92 1.13 o
5 3 -4 47.13 48.72 1.90 o
1 1 -3 362.84 358.22 3.80 o
3 1 -3 197.19 197.56 2.20 o
0 2 -3 1391.43 1411.06 10.05 o
2 2 -3 984.01 986.81 2.84 o
4 2 -3 440.72 441.76 5.38 o
2 0 -2 1348.26 1356.08 2.72 o
4 0 -2 508.32 502.58 5.27 o
6 0 -2 143.18 147.98 6.42 o
1 1 -2 1549.55 1552.22 6.58 o
3 1 -2 546.11 548.92 4.07 o
5 1 -2 189.28 186.36 2.31 o
7 1 -2 52.33 55.87 2.12 o
2 2 -2 3.05 3.31 0.67 o
4 2 -2 0.77 0.65 0.32 o
6 2 -2 0.17 1.16 0.84 o
1 1 -1 1701.74 1719.02 4.18 o
3 1 -1 613.47 594.19 6.82 o
5 1 -1 194.93 203.37 16.54 o
7 1 -1 52.12 55.53 1.86 o
4 2 -1 368.67 366.85 2.76 o
6 2 -1 120.11 113.73 1.71 o
2 0 0 4285.18 4273.77 2.65 o
4 0 0 1030.74 1030.04 2.66 o
3 1 0 303.19 298.84 4.18 o
5 1 0 105.53 108.62 2.34 o
6 2 0 0.71 1.09 0.75 o
1 1 1 1718.86 1711.59 3.18 o
3 1 1 617.74 598.12 5.12 o
5 1 1 196.77 205.55 6.59 o
7 1 1 52.76 58.04 1.22 o
4 2 1 364.09 368.31 2.45 o
6 2 1 118.11 118.50 1.49 o
2 0 2 1372.29 1357.59 4.33 o
4 0 2 516.73 528.72 16.08 o
6 0 2 145.80 150.74 1.36 o
1 1 2 1533.21 1545.50 5.75 o
3 1 2 538.83 543.45 4.21 o
5 1 2 186.83 187.09 1.20 o
7 1 2 51.63 51.46 2.02 o
2 2 2 3.14 2.94 0.77 o
4 2 2 0.80 0.85 0.26 o
6 2 2 0.18 0.35 0.86 o
1 1 3 360.02 349.83 4.37 o
3 1 3 197.46 204.71 3.16 o
0 2 3 1396.30 1368.28 9.19 o
2 2 3 984.87 1000.46 3.07 o
4 2 3 440.49 442.86 2.81 o
4 0 4 250.03 234.07 6.95 o
6 0 4 90.13 86.63 2.14 o
1 1 4 542.90 546.79 4.97 o
3 1 4 326.05 308.91 9.86 o
5 1 4 121.17 113.70 1.75 o
0 2 4 1.03 1.56 0.76 o
2 2 4 0.74 0.38 0.19 o
4 2 4 0.33 1.31 0.55 o
3 3 4 114.74 111.76 2.70 o
5 3 4 47.63 50.68 3.02 o
1 1 5 313.36 323.23 2.93 o
3 1 5 187.72 195.03 1.50 o
5 1 5 76.21 72.95 1.39 o
0 2 5 309.87 330.86 11.11 o
2 2 5 251.90 245.86 9.43 o
1 3 5 168.66 166.17 1.08 o
3 3 5 107.57 110.54 2.14 o
5 3 5 45.26 46.98 4.02 o
3 1 6 58.82 64.01 2.23 o
5 1 6 25.65 24.69 2.21 o
0 2 6 1.48 1.96 0.55 o
2 2 6 1.19 1.43 0.45 o
1 3 6 52.85 54.64 0.44 o
3 3 6 33.45 35.03 1.55 o
2 2 7 100.91 99.55 4.40 o
4 2 7 53.50 48.73 2.11 o
1 3 7 65.83 55.26 16.63 o
_database_code_depnum_ccdc_archive 'CCDC 957709'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3cm_438GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
chloromethane 
;
_chemical_name_common            'methyl chloride'
_chemical_melting_point          175.5
_chemical_formula_moiety         'C H3 Cl'
_chemical_formula_sum            'C H3 Cl'
_chemical_formula_weight         50.48

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'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   5.967(15)
_cell_length_b                   4.708(4)
_cell_length_c                   6.984(15)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     196.2(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    425
_cell_measurement_theta_min      6.25
_cell_measurement_theta_max      27.68

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    1.709
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             104
_exptl_absorpt_coefficient_mu    1.410
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.40
_exptl_absorpt_correction_T_max  0.69
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 4.38(2) GPa
 (4380000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         4380000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            408
_diffrn_reflns_av_R_equivalents  0.0390
_diffrn_reflns_av_sigmaI/netI    0.0178
_diffrn_reflns_limit_h_min       -4
_diffrn_reflns_limit_h_max       4
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         6.25
_diffrn_reflns_theta_max         27.68
_reflns_number_total             69
_reflns_number_gt                66
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0266P)²+0.0429P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.12(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.7(4)
_refine_ls_number_reflns         69
_refine_ls_number_parameters     14
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0212
_refine_ls_R_factor_gt           0.0208
_refine_ls_wR_factor_ref         0.0476
_refine_ls_wR_factor_gt          0.0474
_refine_ls_goodness_of_fit_ref   1.278
_refine_ls_restrained_S_all      1.266
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.0000 0.1199(2) 0.2520(8) 0.0418(11) Uani 1 2 d S . .
C1 C 0.0000 0.3856(9) 0.4202(8) 0.032(5) Uani 1 2 d S . .
H1 H 0.0000 0.5667 0.3571 0.047 Uiso 1 2 calc SR . .
H2 H 0.1314 0.3693 0.4988 0.047 Uiso 0.50 1 calc PR . .
H3 H -0.1314 0.3693 0.4988 0.047 Uiso 0.50 1 calc PR . .

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 0.038(4) 0.0431(9) 0.044(3) 0.0043(9) 0.000 0.000
C1 0.03(3) 0.035(2) 0.034(15) -0.009(3) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Cl1 C1 1.716(7) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Cl1 C1 H1 109.5 . . ?
Cl1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Cl1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.286
_diffrn_reflns_theta_full        27.68
_diffrn_measured_fraction_theta_full 0.286
_refine_diff_density_max         0.107
_refine_diff_density_min         -0.120
_refine_diff_density_rms         0.030

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
4 0 -6 194.44 198.15 4.27 o
4 2 -6 1.61 1.86 0.95 o
3 1 -5 167.87 155.39 4.50 o
4 2 -5 95.89 97.63 24.79 o
3 3 -5 100.50 98.60 2.10 o
2 0 -4 495.30 483.77 7.50 o
3 1 -4 310.80 316.56 6.32 o
2 2 -4 1.33 1.05 0.28 o
4 2 -4 0.77 0.56 0.58 o
3 3 -4 89.71 97.02 1.26 o
2 4 -4 95.63 96.64 2.47 o
3 5 -4 36.47 29.52 3.20 o
1 1 -3 298.62 296.15 20.15 o
3 1 -3 154.56 165.71 11.09 o
2 2 -3 919.11 932.76 3.37 o
1 3 -3 124.75 120.52 1.36 o
3 3 -3 73.77 77.52 17.08 o
2 4 -3 7.08 9.59 0.93 o
2 0 -2 1291.13 1248.42 12.11 o
1 1 -2 1535.26 1629.69 17.37 o
2 2 -2 3.87 3.87 0.73 o
1 3 -2 297.75 313.98 5.68 o
0 4 -2 181.15 178.34 3.49 o
2 4 -2 154.48 161.89 2.94 o
1 5 -2 92.04 92.67 2.14 o
1 1 -1 1632.00 1651.14 6.61 o
0 2 -1 1315.32 1289.64 6.98 o
2 2 -1 819.45 783.08 2.84 o
1 3 -1 478.04 490.17 4.72 o
0 4 -1 3.90 4.57 1.04 o
2 4 -1 3.18 2.71 0.50 o
1 5 -1 47.60 44.16 1.52 o
0 2 0 26.19 24.48 0.65 o
1 3 0 142.45 144.07 1.13 o
0 4 0 501.55 493.76 8.54 o
1 5 0 35.30 34.52 0.97 o
1 1 1 1649.50 1624.69 5.33 o
0 2 1 1289.79 1321.47 8.29 o
2 2 1 806.51 776.51 1.60 o
1 3 1 484.37 485.10 3.49 o
0 4 1 3.78 4.33 0.71 o
2 4 1 3.07 3.48 0.30 o
1 5 1 48.30 43.10 1.22 o
2 0 2 1315.79 1223.16 14.37 o
1 1 2 1519.07 1612.49 18.65 o
0 2 2 7.40 4.70 0.91 o
2 2 2 4.06 5.47 0.38 o
1 3 2 295.14 315.90 4.59 o
0 4 2 185.33 178.69 2.99 o
2 4 2 157.93 167.78 4.17 o
1 5 2 90.54 91.04 1.99 o
1 1 3 295.66 306.61 33.78 o
3 1 3 154.90 176.88 17.82 o
2 2 3 920.06 907.02 8.24 o
1 3 3 123.90 129.84 3.34 o
3 3 3 73.79 83.83 15.98 o
2 4 3 7.10 6.83 0.78 o
2 0 4 485.67 479.98 11.54 o
4 0 4 210.05 211.49 2.17 o
3 1 4 314.32 317.89 5.60 o
2 2 4 1.25 1.06 0.23 o
4 2 4 0.73 1.19 0.52 o
3 3 4 91.01 93.95 1.32 o
2 4 4 93.26 96.36 3.09 o
3 1 5 165.63 157.57 3.52 o
4 2 5 98.67 80.13 16.50 o
3 3 5 98.87 102.38 2.78 o
4 0 6 194.51 191.29 5.67 o
4 2 6 1.61 1.11 0.60 o
_database_code_depnum_ccdc_archive 'CCDC 957710'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_1bm_111GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
bromomethane 
;
_chemical_name_common            'methyl bromide'
_chemical_melting_point          179.5
_chemical_formula_moiety         'C H3 Br'
_chemical_formula_sum            'C H3 Br'
_chemical_formula_weight         94.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   4.372(5)
_cell_length_b                   6.375(5)
_cell_length_c                   9.196(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     256.3(4)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    1138
_cell_measurement_theta_min      3.89
_cell_measurement_theta_max      27.41

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.27
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.460
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_coefficient_mu    15.626
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.02
_exptl_absorpt_correction_T_max  0.04
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.11(2) GPa
 (1110000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1110000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            987
_diffrn_reflns_av_R_equivalents  0.0629
_diffrn_reflns_av_sigmaI/netI    0.0347
_diffrn_reflns_limit_h_min       -3
_diffrn_reflns_limit_h_max       3
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -10
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_theta_min         3.89
_diffrn_reflns_theta_max         27.41
_reflns_number_total             125
_reflns_number_gt                95
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0217P)²+0.1450P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.159(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         125
_refine_ls_number_parameters     15
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0416
_refine_ls_R_factor_gt           0.0253
_refine_ls_wR_factor_ref         0.0484
_refine_ls_wR_factor_gt          0.0455
_refine_ls_goodness_of_fit_ref   1.053
_refine_ls_restrained_S_all      1.053
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.1537(3) 0.2500 0.09644(10) 0.0585(8) Uani 1 2 d S . .
C1 C 0.330(3) 0.2500 -0.0939(10) 0.061(4) Uani 1 2 d S . .
H11 H 0.3098 0.1130 -0.1361 0.074 Uiso 0.50 1 calc PR . .
H12 H 0.5426 0.2864 -0.0874 0.074 Uiso 0.50 1 calc PR . .
H13 H 0.2258 0.3507 -0.1537 0.074 Uiso 0.50 1 calc PR . .

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
Br1 0.0612(18) 0.0581(9) 0.0563(12) 0.000 -0.0012(5) 0.000
C1 0.057(17) 0.059(6) 0.068(10) 0.000 0.011(6) 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.912(10) . ?
C1 H11 0.9600 . ?
C1 H12 0.9600 . ?
C1 H13 0.9600 . ?

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
_geom_angle_publ_flag
Br1 C1 H11 109.5 . . ?
Br1 C1 H12 109.5 . . ?
H11 C1 H12 109.5 . . ?
Br1 C1 H13 109.5 . . ?
H11 C1 H13 109.5 . . ?
H12 C1 H13 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.392
_diffrn_reflns_theta_full        27.41
_diffrn_measured_fraction_theta_full 0.392
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.226
_refine_diff_density_rms         0.064

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
0 2 0 15161.29 15329.92 46.73 o
0 4 0 4153.96 4131.61 27.91 o
0 1 1 2973.70 2824.83 147.30 o
1 1 1 7377.78 7389.53 30.77 o
1 2 1 1337.96 1346.12 9.24 o
0 3 1 1645.60 1610.81 37.41 o
1 3 1 2824.87 3016.23 20.51 o
1 4 1 505.80 477.50 12.47 o
2 4 1 550.34 535.23 8.34 o
0 5 1 455.59 424.14 35.78 o
1 5 1 757.66 741.12 30.94 o
2 5 1 26.49 25.52 11.70 o
1 6 1 113.40 97.56 9.00 o
2 6 1 126.74 149.89 12.73 o
1 7 1 133.45 127.19 18.86 o
2 7 1 4.28 3.78 20.43 o
1 0 2 4237.69 4124.40 20.29 o
1 1 2 3699.03 3565.59 142.49 o
0 2 2 1491.02 1434.34 20.71 o
1 2 2 3234.32 3143.55 56.14 o
1 3 2 1542.49 1575.31 24.40 o
2 3 2 225.03 223.33 7.99 o
0 4 2 470.77 493.94 13.07 o
1 4 2 1262.42 1258.55 9.15 o
2 4 2 31.54 36.98 9.74 o
1 5 2 415.10 382.59 19.63 o
2 5 2 67.30 92.37 12.65 o
0 6 2 97.60 74.13 15.58 o
1 6 2 271.12 273.15 19.56 o
2 6 2 7.15 27.02 14.64 o
1 7 2 71.89 66.56 21.52 o
2 7 2 11.84 12.63 18.57 o
1 8 2 36.13 86.96 49.29 o
1 0 3 140.87 141.84 3.39 o
1 1 3 460.94 479.74 7.47 o
2 1 3 358.67 342.39 5.75 o
1 2 3 103.82 113.38 3.71 o
2 2 3 3117.93 3085.69 21.78 o
0 3 3 3317.66 3354.41 18.10 o
1 3 3 156.83 151.46 6.14 o
2 3 3 199.20 211.11 8.76 o
1 4 3 39.14 26.39 5.28 o
2 4 3 1203.72 1231.33 20.82 o
0 5 3 968.15 997.11 19.29 o
2 5 3 58.25 90.95 14.29 o
2 6 3 280.53 273.64 20.59 o
0 7 3 167.60 103.55 95.30 o
1 0 4 1483.98 1464.35 26.66 o
2 0 4 335.83 316.57 8.36 o
1 1 4 993.10 1034.36 21.65 o
2 1 4 1333.74 1378.39 14.99 o
0 2 4 3618.83 3709.65 19.45 o
1 2 4 1003.97 957.30 39.31 o
2 2 4 218.49 224.47 8.79 o
1 3 4 477.03 500.65 7.60 o
2 3 4 727.80 709.79 14.23 o
0 4 4 1252.69 1201.08 21.72 o
1 4 4 380.26 406.38 13.86 o
2 4 4 82.36 85.91 10.82 o
1 5 4 134.76 134.49 16.97 o
2 5 4 219.02 243.53 22.78 o
0 6 4 287.83 281.03 17.28 o
2 6 4 20.38 40.04 16.25 o
1 0 5 1068.24 1033.07 30.45 o
2 0 5 32.31 26.61 6.51 o
1 1 5 3102.10 3123.22 19.81 o
2 1 5 8.80 9.54 4.06 o
1 2 5 790.31 731.76 18.13 o
2 2 5 25.40 28.74 5.26 o
1 3 5 1588.50 1586.25 21.62 o
2 3 5 2.50 7.47 8.39 o
1 4 5 322.68 321.27 18.55 o
2 4 5 10.39 31.48 8.89 o
0 5 5 5.56 19.07 11.16 o
1 5 5 478.64 467.93 50.09 o
2 5 5 0.77 2.78 15.36 o
3 5 5 9.18 35.92 28.32 o
0 7 5 1.17 5.00 39.58 o
1 0 6 316.26 302.21 7.35 o
2 0 6 188.85 196.73 11.22 o
1 1 6 210.31 233.93 22.18 o
2 1 6 853.52 879.86 16.41 o
1 2 6 249.56 292.86 22.51 o
2 2 6 145.97 147.97 8.62 o
1 3 6 109.90 132.82 16.14 o
2 3 6 467.95 460.98 16.34 o
3 3 6 86.87 93.84 16.34 o
1 4 6 104.99 128.31 12.76 o
2 4 6 62.87 48.62 16.25 o
3 4 6 4.97 4.14 18.18 o
1 5 6 34.02 49.23 14.69 o
3 5 6 28.17 38.23 21.85 o
1 6 6 23.87 13.26 17.71 o
2 0 7 810.39 803.22 19.31 o
2 1 7 68.35 85.92 7.92 o
3 1 7 4.45 20.95 14.37 o
1 2 7 60.81 61.38 9.61 o
2 2 7 600.38 608.74 47.71 o
3 2 7 53.54 41.08 17.46 o
1 3 7 149.44 144.13 17.79 o
2 3 7 37.39 41.77 20.19 o
3 3 7 2.30 4.47 17.01 o
1 4 7 25.59 27.38 10.17 o
2 4 7 251.33 235.92 16.48 o
3 4 7 22.49 49.29 16.55 o
1 5 7 46.68 58.51 16.39 o
1 6 7 6.24 29.26 17.55 o
2 0 8 1.30 4.42 9.02 o
3 0 8 15.73 17.76 25.58 o
2 1 8 10.72 11.05 7.46 o
3 1 8 277.54 261.29 20.08 o
2 2 8 0.83 9.42 11.74 o
3 2 8 12.06 36.47 22.25 o
2 3 8 6.30 4.53 16.35 o
3 3 8 158.02 123.89 40.90 o
2 4 8 0.32 24.92 18.30 o
3 0 9 56.31 31.93 27.87 o
2 1 9 20.15 12.59 26.49 o
3 1 9 3.90 3.94 15.44 o
2 2 9 141.34 126.99 15.78 o
3 2 9 42.53 63.72 46.81 o
2 3 9 10.81 11.15 14.45 o
2 4 9 60.88 72.48 27.46 o
3 0 10 0.00 0.94 41.55 o
3 1 10 4.97 7.78 25.48 o
_database_code_depnum_ccdc_archive 'CCDC 957711'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_5bm_150GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
bromomethane 
;
_chemical_name_common            'methyl bromide'
_chemical_melting_point          179.5
_chemical_formula_moiety         'C H3 Br'
_chemical_formula_sum            'C H3 Br'
_chemical_formula_weight         94.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'-x, y+1/2, -z'
'x+1/2, -y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, y, -z-1/2'
'x, -y-1/2, z'
'-x-1/2, y-1/2, z-1/2'

_cell_length_a                   4.331(3)
_cell_length_b                   6.358(5)
_cell_length_c                   9.142(6)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     251.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    976
_cell_measurement_theta_min      3.90
_cell_measurement_theta_max      27.28

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.28
_exptl_crystal_size_min          0.20
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.505
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_coefficient_mu    15.910
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.02
_exptl_absorpt_correction_T_max  0.04
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.50(2) GPa
 (1500000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1500000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            868
_diffrn_reflns_av_R_equivalents  0.0387
_diffrn_reflns_av_sigmaI/netI    0.0191
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -6
_diffrn_reflns_limit_l_max       6
_diffrn_reflns_theta_min         3.90
_diffrn_reflns_theta_max         27.28
_reflns_number_total             75
_reflns_number_gt                70
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0122P)²+0.0000P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.249(12)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         75
_refine_ls_number_parameters     15
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0200
_refine_ls_R_factor_gt           0.0139
_refine_ls_wR_factor_ref         0.0243
_refine_ls_wR_factor_gt          0.0234
_refine_ls_goodness_of_fit_ref   1.041
_refine_ls_restrained_S_all      1.041
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.15377(14) 0.2500 0.09642(12) 0.0522(6) Uani 1 2 d S . .
C1 C 0.3449(14) 0.2500 -0.0904(10) 0.054(4) Uani 1 2 d S . .
H11 H 0.3689 0.1078 -0.1237 0.064 Uiso 0.50 1 calc PR . .
H12 H 0.5439 0.3158 -0.0836 0.064 Uiso 0.50 1 calc PR . .
H13 H 0.2185 0.3265 -0.1583 0.064 Uiso 0.50 1 calc PR . .

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
Br1 0.0561(6) 0.0535(11) 0.047(2) 0.000 0.0004(5) 0.000
C1 0.052(3) 0.032(9) 0.08(2) 0.000 -0.003(5) 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.898(9) . ?
C1 H11 0.9600 . ?
C1 H12 0.9600 . ?
C1 H13 0.9600 . ?

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
_geom_angle_publ_flag
Br1 C1 H11 109.5 . . ?
Br1 C1 H12 109.5 . . ?
H11 C1 H12 109.5 . . ?
Br1 C1 H13 109.5 . . ?
H11 C1 H13 109.5 . . ?
H12 C1 H13 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.243
_diffrn_reflns_theta_full        27.28
_diffrn_measured_fraction_theta_full 0.243
_refine_diff_density_max         0.132
_refine_diff_density_min         -0.149
_refine_diff_density_rms         0.032

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
2 0 0 1108.41 1087.13 19.43 o
4 0 0 596.17 612.02 23.02 o
2 1 0 4287.81 4320.94 11.66 o
4 1 0 289.43 287.90 10.79 o
1 0 1 1796.26 1852.37 34.40 o
2 0 1 2329.16 2336.93 12.98 o
3 0 1 1365.60 1361.55 18.79 o
4 0 1 146.52 144.50 8.70 o
5 0 1 1.51 13.09 15.72 o
0 1 1 3034.05 3015.36 44.97 o
1 1 1 7387.66 7217.46 18.14 o
2 1 1 181.88 180.95 3.18 o
3 1 1 107.82 100.69 3.74 o
4 1 1 120.90 128.41 6.50 o
5 1 1 168.11 164.89 14.73 o
1 2 1 1339.15 1368.49 15.42 o
2 2 1 1574.97 1545.71 8.69 o
3 2 1 1018.97 1007.74 11.69 o
4 2 1 111.86 111.41 8.49 o
2 3 1 102.83 100.98 8.80 o
1 1 2 3911.25 4017.59 40.63 o
2 1 2 441.86 433.34 6.47 o
3 1 2 2182.90 2179.08 32.57 o
4 1 2 28.46 22.90 5.96 o
0 2 2 1556.00 1605.01 13.32 o
1 2 2 3377.09 3363.59 30.69 o
2 2 2 75.12 71.25 3.28 o
3 2 2 80.59 75.17 4.81 o
4 2 2 51.67 43.84 6.23 o
5 2 2 105.78 103.72 14.04 o
1 3 2 1639.16 1640.17 8.43 o
2 3 2 234.97 231.86 6.33 o
3 3 2 1230.00 1256.65 17.42 o
4 3 2 16.43 18.55 5.96 o
1 4 2 1331.21 1296.24 28.25 o
1 2 3 105.38 103.48 2.59 o
2 2 3 3442.47 3467.18 38.32 o
3 2 3 80.11 79.01 6.53 o
4 2 3 257.50 257.39 10.93 o
0 3 3 3562.93 3527.74 15.61 o
1 3 3 173.47 180.12 4.04 o
2 3 3 226.51 235.72 6.04 o
3 3 3 3.56 9.22 3.73 o
4 3 3 157.12 160.58 10.36 o
5 3 3 6.24 27.66 15.17 o
1 4 3 40.82 42.00 4.21 o
2 4 3 1430.74 1469.10 16.28 o
3 4 3 33.62 26.65 5.49 o
4 4 3 117.15 100.26 17.76 o
1 3 4 547.80 552.05 9.75 o
2 3 4 814.00 818.29 11.30 o
3 3 4 431.00 437.23 11.54 o
4 3 4 62.74 51.27 9.28 o
0 4 4 1424.47 1396.53 17.04 o
1 4 4 420.42 420.22 14.57 o
2 4 4 96.06 92.81 6.45 o
3 4 4 11.69 20.51 5.33 o
4 4 4 69.72 76.01 10.04 o
1 5 4 170.93 166.75 6.89 o
2 5 4 250.96 265.71 11.15 o
3 5 4 151.26 166.24 14.57 o
1 4 5 375.81 370.11 9.08 o
2 4 5 15.59 11.50 5.33 o
3 4 5 312.95 332.50 14.38 o
0 5 5 5.48 19.25 10.49 o
1 5 5 600.49 579.58 12.36 o
2 5 5 0.17 3.40 5.25 o
3 5 5 15.28 16.58 5.96 o
1 6 5 89.67 101.82 16.44 o
2 6 5 4.18 11.83 23.33 o
1 5 6 42.63 46.03 9.68 o
2 5 6 185.63 182.96 19.27 o
0 6 6 287.00 280.48 25.03 o
1 6 6 34.60 32.66 9.33 o
2 6 6 20.42 23.24 8.82 o
_database_code_depnum_ccdc_archive 'CCDC 957712'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_4bm_155GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
bromomethane 
;
_chemical_name_common            'methyl bromide'
_chemical_melting_point          179.5
_chemical_formula_moiety         'C H3 Br'
_chemical_formula_sum            'C H3 Br'
_chemical_formula_weight         94.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.387(9)
_cell_length_b                   5.163(5)
_cell_length_c                   7.492(5)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     247.1(5)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    508
_cell_measurement_theta_min      5.44
_cell_measurement_theta_max      26.79

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.28
_exptl_crystal_size_mid          0.27
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.553
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_coefficient_mu    16.212
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.03
_exptl_absorpt_correction_T_max  0.06
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.55(2) GPa
 (1550000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1550000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            492
_diffrn_reflns_av_R_equivalents  0.0479
_diffrn_reflns_av_sigmaI/netI    0.0308
_diffrn_reflns_limit_h_min       -2
_diffrn_reflns_limit_h_max       2
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_theta_min         5.44
_diffrn_reflns_theta_max         26.79
_reflns_number_total             115
_reflns_number_gt                89
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0240P)²+2.4022P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     SHELXL
_refine_ls_extinction_coef       0.028(7)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.57(19)
_refine_ls_number_reflns         115
_refine_ls_number_parameters     14
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0473
_refine_ls_R_factor_gt           0.0390
_refine_ls_wR_factor_ref         0.0756
_refine_ls_wR_factor_gt          0.0712
_refine_ls_goodness_of_fit_ref   1.171
_refine_ls_restrained_S_all      1.165
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.0000 0.1207(3) 0.2464(17) 0.054(3) Uani 1 2 d S . .
C1 C 0.0000 0.386(3) 0.4259(17) 0.06(3) Uani 1 2 d S . .
H1 H 0.0000 0.5530 0.3696 0.095 Uiso 1 2 calc SR . .
H2 H 0.1227 0.3687 0.4989 0.095 Uiso 0.50 1 calc PR . .
H3 H -0.1227 0.3687 0.4989 0.095 Uiso 0.50 1 calc PR . .

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
Br1 0.052(9) 0.0567(13) 0.0542(13) -0.0058(14) 0.000 0.000
C1 0.11(10) 0.030(10) 0.049(10) 0.000(7) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.919(16) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Br1 C1 H1 109.5 . . ?
Br1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Br1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.386
_diffrn_reflns_theta_full        26.79
_diffrn_measured_fraction_theta_full 0.386
_refine_diff_density_max         0.290
_refine_diff_density_min         -0.318
_refine_diff_density_rms         0.092

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
1 1 -9 64.87 86.92 7.33 o
1 1 -8 226.09 264.36 7.34 o
0 2 -8 3.07 13.85 11.30 o
2 2 -8 2.38 5.25 8.62 o
1 1 -7 342.44 322.28 14.08 o
0 2 -7 605.01 402.15 125.41 o
2 2 -7 463.20 440.58 25.07 o
0 4 -7 4.64 3.96 14.58 o
2 4 -7 3.70 6.62 11.88 o
2 0 -6 1517.92 1399.56 31.84 o
1 1 -6 648.39 620.72 16.41 o
0 2 -6 11.29 11.64 6.44 o
2 2 -6 8.34 11.16 6.90 o
1 3 -6 225.28 160.08 8.50 o
0 4 -6 369.61 346.63 89.47 o
2 4 -6 280.71 362.37 20.78 o
1 1 -5 1450.49 1369.16 15.63 o
0 2 -5 1622.19 1749.92 36.05 o
2 2 -5 1250.49 1010.58 196.95 o
1 3 -5 747.61 813.25 15.05 o
0 4 -5 12.09 42.18 22.19 o
2 4 -5 9.25 22.37 15.62 o
1 5 -5 87.55 53.82 33.04 o
0 0 -4 5440.71 5061.17 102.32 o
1 1 -4 2374.39 2418.30 15.71 o
0 2 -4 9.31 13.03 3.85 o
2 2 -4 7.98 1.92 15.05 o
1 3 -4 691.71 698.93 28.87 o
0 4 -4 819.11 683.48 114.90 o
2 4 -4 618.39 558.45 32.62 o
1 5 -4 198.96 210.15 47.70 o
1 1 -3 2604.95 2579.68 33.64 o
0 2 -3 5908.32 6211.73 100.31 o
2 2 -3 4185.08 4268.01 39.15 o
1 3 -3 1107.90 1191.78 23.45 o
0 4 -3 29.94 14.81 11.20 o
2 4 -3 21.93 17.33 6.84 o
1 5 -3 124.14 152.61 20.04 o
2 6 -3 136.52 117.38 8.95 o
0 0 -2 9520.22 10048.93 214.81 o
1 1 -2 6500.57 6455.23 127.26 o
0 2 -2 27.80 32.80 4.63 o
2 2 -2 17.33 21.07 7.74 o
1 3 -2 1590.01 1650.76 14.82 o
0 4 -2 1211.40 1139.49 44.34 o
2 4 -2 958.07 884.74 162.79 o
1 5 -2 418.40 284.42 126.77 o
2 6 -2 3.32 7.56 8.40 o
1 1 -1 6458.83 6275.74 66.67 o
0 2 -1 7817.22 7588.64 46.23 o
1 3 -1 2394.34 2408.44 69.83 o
0 4 -1 17.18 5.12 3.94 o
2 4 -1 13.25 14.45 7.50 o
1 5 -1 237.36 188.19 48.57 o
2 6 -1 138.13 124.21 15.62 o
0 2 0 63.44 83.73 4.03 o
1 3 0 1324.11 1396.04 40.07 o
2 4 0 1703.01 1842.26 35.92 o
1 5 0 274.28 235.12 58.14 o
2 6 0 8.51 12.41 13.13 o
1 1 1 6749.99 6446.87 36.17 o
0 2 1 7369.14 7521.84 28.63 o
1 3 1 2507.31 2357.98 63.82 o
0 4 1 15.10 3.26 4.86 o
2 4 1 11.69 19.73 5.58 o
1 5 1 249.87 212.50 21.49 o
2 6 1 124.17 189.80 24.70 o
0 0 2 10092.02 10015.77 171.84 o
1 1 2 6265.08 6743.00 103.67 o
0 2 2 31.78 33.86 4.09 o
2 2 2 19.81 8.25 6.86 o
1 3 2 1552.00 1616.11 32.82 o
0 4 2 1279.17 1144.51 12.59 o
2 4 2 1005.47 1157.37 68.42 o
1 5 2 393.88 295.27 93.88 o
2 6 2 4.33 7.48 7.44 o
1 1 3 2535.28 2489.46 33.52 o
0 2 3 6021.43 5902.35 60.10 o
2 2 3 4228.07 4231.39 96.88 o
1 3 3 1083.43 1179.02 33.88 o
0 4 3 29.29 7.91 3.60 o
2 4 3 21.52 16.05 8.41 o
1 5 3 120.81 166.88 23.98 o
2 6 3 139.37 127.62 11.40 o
0 0 4 5206.89 5422.70 111.10 o
1 1 4 2475.76 2407.30 16.48 o
0 2 4 8.96 12.95 4.51 o
2 2 4 7.67 4.66 7.30 o
1 3 4 722.54 733.29 18.47 o
0 4 4 767.39 707.66 75.44 o
2 4 4 581.63 547.05 35.05 o
1 5 4 217.11 265.41 27.12 o
1 1 5 1427.44 1465.49 19.70 o
0 2 5 1667.13 1740.58 54.52 o
2 2 5 1288.85 1150.49 131.80 o
1 3 5 724.85 798.20 20.93 o
0 4 5 13.75 12.76 10.99 o
2 4 5 10.42 16.25 14.64 o
1 5 5 85.44 108.08 44.06 o
0 0 6 2038.29 2003.53 52.10 o
2 0 6 1541.70 1411.18 24.35 o
1 1 6 634.31 680.02 15.61 o
0 2 6 10.88 15.61 8.56 o
2 2 6 8.07 21.70 10.11 o
1 3 6 217.50 144.71 18.76 o
0 4 6 380.85 340.04 40.93 o
2 4 6 288.81 379.37 36.50 o
1 1 7 359.54 365.26 14.98 o
0 2 7 572.23 637.85 74.18 o
2 2 7 438.81 468.44 26.13 o
0 4 7 4.17 11.77 8.61 o
2 4 7 3.36 5.81 13.62 o
1 1 8 221.05 261.55 18.46 o
2 2 8 2.56 12.28 10.19 o
1 1 9 61.45 71.22 13.28 o
_database_code_depnum_ccdc_archive 'CCDC 957713'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_2bm_183GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
;
bromomethane 
;
_chemical_name_common            'methyl bromide'
_chemical_melting_point          179.5
_chemical_formula_moiety         'C H3 Br'
_chemical_formula_sum            'C H3 Br'
_chemical_formula_weight         94.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.378(10)
_cell_length_b                   5.133(9)
_cell_length_c                   7.413(9)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     242.7(6)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    489
_cell_measurement_theta_min      5.10
_cell_measurement_theta_max      26.94

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.18
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.598
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_coefficient_mu    16.504
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.02
_exptl_absorpt_correction_T_max  0.05
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 1.83(2) GPa
 (1830000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         1830000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            463
_diffrn_reflns_av_R_equivalents  0.0346
_diffrn_reflns_av_sigmaI/netI    0.0265
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -5
_diffrn_reflns_limit_k_max       5
_diffrn_reflns_limit_l_min       -7
_diffrn_reflns_limit_l_max       7
_diffrn_reflns_theta_min         5.10
_diffrn_reflns_theta_max         26.94
_reflns_number_total             121
_reflns_number_gt                97
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0226P)²+0.4702P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.44(15)
_refine_ls_number_reflns         121
_refine_ls_number_parameters     13
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0363
_refine_ls_R_factor_gt           0.0273
_refine_ls_wR_factor_ref         0.0545
_refine_ls_wR_factor_gt          0.0500
_refine_ls_goodness_of_fit_ref   1.196
_refine_ls_restrained_S_all      1.190
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.0000 0.1205(2) 0.2446(13) 0.0568(5) Uani 1 2 d S . .
C1 C 0.0000 0.377(3) 0.4277(13) 0.059(5) Uani 1 2 d S . .
H1 H 0.0000 0.5473 0.3736 0.088 Uiso 1 2 calc SR . .
H2 H 0.1229 0.3576 0.5012 0.088 Uiso 0.50 1 calc PR . .
H3 H -0.1229 0.3576 0.5012 0.088 Uiso 0.50 1 calc PR . .

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
Br1 0.0590(14) 0.0558(9) 0.0556(7) -0.0043(14) 0.000 0.000
C1 0.025(17) 0.091(13) 0.059(9) -0.022(8) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 1.892(14) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Br1 C1 H1 109.5 . . ?
Br1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Br1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.410
_diffrn_reflns_theta_full        26.94
_diffrn_measured_fraction_theta_full 0.410
_refine_diff_density_max         0.384
_refine_diff_density_min         -0.292
_refine_diff_density_rms         0.071

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
1 1 -7 290.69 228.83 30.78 o
3 1 -7 158.47 141.29 7.31 o
0 2 -7 550.92 397.77 140.75 o
4 2 -7 179.11 139.64 12.08 o
1 3 -7 171.18 159.39 18.72 o
2 0 -6 1364.83 1385.49 30.47 o
1 1 -6 611.78 668.85 32.36 o
3 1 -6 322.71 325.24 27.77 o
0 2 -6 7.28 7.08 5.18 o
4 2 -6 2.29 14.67 13.43 o
1 3 -6 224.34 227.44 23.40 o
5 3 -6 38.66 22.93 14.93 o
2 4 -6 230.85 244.35 19.62 o
1 1 -5 1370.12 1379.99 62.92 o
3 1 -5 756.36 804.64 30.75 o
0 2 -5 1591.18 1580.17 25.31 o
4 2 -5 449.83 520.40 43.27 o
1 3 -5 646.38 711.22 30.53 o
5 3 -5 119.37 138.78 16.84 o
2 4 -5 10.20 9.88 9.99 o
2 0 -4 3618.09 3725.27 78.64 o
1 1 -4 2271.23 2298.96 116.97 o
3 1 -4 1215.86 1244.30 21.04 o
0 2 -4 5.51 9.54 3.76 o
2 2 -4 4.83 2.00 1.76 o
4 2 -4 2.05 9.65 7.95 o
1 3 -4 611.42 577.96 57.04 o
5 3 -4 104.20 97.22 26.99 o
2 4 -4 587.62 661.02 90.25 o
3 5 -4 105.49 142.21 39.29 o
1 1 -3 2559.23 2465.15 18.08 o
3 1 -3 1229.29 1235.20 62.02 o
0 2 -3 5519.38 5624.40 65.24 o
2 2 -3 3951.76 4003.20 77.10 o
4 2 -3 1568.42 1517.72 208.98 o
1 3 -3 1197.02 1133.50 50.77 o
3 3 -3 627.84 620.19 10.85 o
5 3 -3 180.55 163.20 17.73 o
2 4 -3 13.75 18.59 6.35 o
4 4 -3 5.93 3.76 6.81 o
3 5 -3 73.66 94.14 13.22 o
0 0 -2 9276.48 9778.35 22.16 o
2 0 -2 6592.08 6784.54 16.75 o
1 1 -2 6327.84 6233.89 67.51 o
3 1 -2 2669.44 2544.36 19.16 o
0 2 -2 39.52 55.79 14.92 o
2 2 -2 22.18 23.98 2.46 o
4 2 -2 7.33 2.11 3.77 o
1 3 -2 1545.61 1448.47 17.03 o
3 3 -2 784.39 825.90 30.33 o
2 4 -2 982.15 1004.50 21.92 o
4 4 -2 397.69 301.07 98.75 o
1 1 -1 6347.10 6452.46 16.74 o
2 2 -1 5248.87 5265.06 33.98 o
1 3 -1 2297.46 2387.83 7.93 o
3 3 -1 1211.50 1225.35 15.18 o
4 4 -1 6.11 9.42 4.81 o
5 5 -1 39.17 12.96 14.99 o
1 1 0 4441.58 4280.52 18.24 o
2 2 0 30.46 13.89 3.18 o
3 3 0 741.88 796.40 20.57 o
4 4 0 629.88 633.18 20.62 o
5 5 0 61.30 32.19 14.53 o
1 1 1 6658.21 6476.84 34.40 o
2 2 1 5045.41 5221.17 41.64 o
1 3 1 2362.99 2407.88 5.94 o
3 3 1 1244.98 1236.80 15.03 o
4 4 1 6.08 7.82 5.02 o
5 5 1 41.12 13.00 16.78 o
0 0 2 9808.34 9598.18 62.63 o
1 1 2 6109.19 6170.98 37.47 o
3 1 2 2566.73 2533.05 62.16 o
0 2 2 42.17 35.11 5.31 o
2 2 2 23.98 32.30 4.37 o
4 2 2 7.94 9.01 6.12 o
1 3 2 1522.48 1439.69 19.09 o
3 3 2 767.72 747.18 14.10 o
2 4 2 1007.26 995.04 10.30 o
4 4 2 412.06 414.91 34.29 o
1 1 3 2471.96 2431.27 21.21 o
3 1 3 1208.55 1027.00 226.81 o
0 2 3 5631.57 5565.96 78.53 o
2 2 3 4000.78 3896.38 112.91 o
4 2 3 1584.37 1662.84 34.35 o
1 3 3 1185.55 1218.85 24.36 o
3 3 3 625.18 581.72 18.45 o
5 3 3 179.32 172.68 34.72 o
2 4 3 12.95 6.70 6.14 o
4 4 3 5.48 1.70 16.62 o
3 5 3 71.63 87.72 9.62 o
2 0 4 3452.45 3593.63 65.77 o
1 1 4 2360.30 2344.72 125.99 o
3 1 4 1270.16 1221.82 24.98 o
0 2 4 6.67 9.52 4.26 o
2 2 4 5.57 4.02 5.00 o
4 2 4 2.36 1.99 7.10 o
1 3 4 635.75 516.14 98.58 o
5 3 4 112.12 65.04 44.54 o
2 4 4 566.67 601.35 118.85 o
3 5 4 108.88 44.96 25.02 o
1 1 5 1359.07 1271.78 34.12 o
3 1 5 742.60 776.62 20.48 o
0 2 5 1614.56 1557.84 24.36 o
4 2 5 467.24 582.17 49.14 o
1 3 5 631.22 727.94 31.97 o
5 3 5 113.82 144.05 23.99 o
2 4 5 10.63 8.58 11.23 o
3 5 5 43.14 23.94 26.72 o
2 0 6 1394.09 1384.37 26.31 o
1 1 6 601.04 650.80 19.73 o
3 1 6 314.45 328.31 24.17 o
0 2 6 6.24 9.46 5.47 o
4 2 6 1.87 15.42 12.77 o
1 3 6 214.44 165.84 36.38 o
5 3 6 35.32 9.44 17.26 o
2 4 6 236.60 262.82 31.94 o
1 1 7 303.74 320.56 20.74 o
3 1 7 168.32 130.40 16.40 o
0 2 7 529.38 631.89 95.07 o
4 2 7 167.83 141.67 35.67 o
1 3 7 178.87 157.17 37.96 o
_database_code_depnum_ccdc_archive 'CCDC 957714'
#######################################################################
#
#                 Cambridge Crystallographic Data Centre
#                                CCDC 
# 
#######################################################################
# 
#  This CIF contains data from an original supplementary publication
#  deposited with the CCDC, and may include chemical, crystal,
#  experimental, refinement, atomic coordinates,
#  anisotropic displacement parameters and molecular geometry data,
#  as required by the journal to which it was submitted.
#
#  This CIF is provided on the understanding that it is used for bona
#  fide research purposes only. It may contain copyright material
#  of the CCDC or of third parties, and may not be copied or further
#  disseminated in any form, whether machine-readable or not,
#  except for the purpose of generating routine backup copies
#  on your local computer system.
# 
#  For further information on the CCDC, data deposition and
#  data retrieval see:
#                         www.ccdc.cam.ac.uk
#
#  Bona fide researchers may freely download Mercury and enCIFer
#  from this site to visualise CIF-encoded structures and 
#  to carry out CIF format checking respectively.
#
data_3bm_285GPa

# CHEMICAL DATA 

_audit_creation_method           SHELXL-97
_chemical_name_systematic        
; 
bromomethane 
;
_chemical_name_common            'methyl bromide'
_chemical_melting_point          179.5
_chemical_formula_moiety         'C H3 Br'
_chemical_formula_sum            'C H3 Br'
_chemical_formula_weight         94.94

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'
Br Br -0.2901 2.4595 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

# CRYSTAL DATA

_symmetry_cell_setting           orthorhombic
_symmetry_space_group_name_H-M   'C m c 21'
_symmetry_space_group_name_Hall  'C 2c -2'

loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, -y, z+1/2'
'x, -y, z+1/2'
'-x, y, z'
'x+1/2, y+1/2, z'
'-x+1/2, -y+1/2, z+1/2'
'x+1/2, -y+1/2, z+1/2'
'-x+1/2, y+1/2, z'

_cell_length_a                   6.236(5)
_cell_length_b                   5.017(6)
_cell_length_c                   7.394(19)
_cell_angle_alpha                90.00
_cell_angle_beta                 90.00
_cell_angle_gamma                90.00
_cell_volume                     231.3(7)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(2)
_cell_measurement_reflns_used    489
_cell_measurement_theta_min      5.22
_cell_measurement_theta_max      27.03

_exptl_crystal_description       cylinder
_exptl_crystal_colour            colourless
_exptl_crystal_size_max          0.24
_exptl_crystal_size_mid          0.24
_exptl_crystal_size_min          0.16
_exptl_crystal_density_meas      ?
_exptl_crystal_density_diffrn    2.726
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             176
_exptl_absorpt_coefficient_mu    17.315
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_correction_T_min  0.02
_exptl_absorpt_correction_T_max  0.06
_exptl_absorpt_process_details   
; 
 Correction for absorption of the diamond-anvil cell and the sample 
 were made using program REDSHABS (Katrusiak, A. (2003) REDSHABS. Adam
 Mickiewicz University Poznań; Katrusiak, A. (2004) Z. Kristallogr.
 219, 461-467).
;

# EXPERIMENTAL DATA 

_exptl_special_details           
; 
 Data were collected at room temperature and pressure of 2.85(2) GPa
 (2850000 kPa) with the crystal obtained by the in-situ high-pressure
 crystallization technique.
 Pressure was determined by monitoring the shift of the ruby
 R1-fluorescence line.
;

_diffrn_ambient_temperature      295(2)
_diffrn_ambient_environment      'diamond-anvil cell'
_diffrn_ambient_pressure         2850000
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device_type  'KM-4 CCD'
_diffrn_measurement_method       'φ- and ω-scans'
_diffrn_detector_area_resol_mean ?
_diffrn_standards_number         0
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        0
_diffrn_reflns_number            468
_diffrn_reflns_av_R_equivalents  0.0265
_diffrn_reflns_av_sigmaI/netI    0.0144
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -2
_diffrn_reflns_limit_l_max       2
_diffrn_reflns_theta_min         5.22
_diffrn_reflns_theta_max         27.03
_reflns_number_total             73
_reflns_number_gt                65
_reflns_threshold_expression     >2sigma(I)

_computing_data_collection       'CrysAlisCCD (Oxford Diffraction, 2004)'
_computing_cell_refinement       'CrysAlisRED (Oxford Diffraction, 2004)'
_computing_data_reduction        
'CrysAlisRED (Oxford Diffraction, 2004); REDSHABS (Katrusiak, A.  2003)'
_computing_structure_solution    'SHELXS--97 (Sheldrick, 1997)'
_computing_structure_refinement  'SHELXL--97 (Sheldrick, 1997)'
_computing_molecular_graphics    'SHELXTL (Sheldrick, 1990)'
_computing_publication_material  'SHELXL--97 (Sheldrick, 1997)'

# REFINEMENT DATA 

_refine_special_details          
; 
 Refinement of F² against ALL reflections.  The weighted R-factor wR and 
 goodness of fit S are based on F², conventional R-factors R are based 
 on F, with F set to zero for negative F². The threshold expression of 
 F² > 2sigma(F²) is used only for calculating R-factors(gt) etc. and is 
 not relevant to the choice of reflections for refinement.  R-factors based 
 on F² are statistically about twice as large as those based on F, and R- 
 factors based on ALL data will be even larger. 

The DAC imposes severe restrictions on which reflections can be collected,
 resulting in a low data:parameter ratio.
;

_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'calc w=1/[σ²(Fo²)+(0.0156P)²+0.2612P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details 'Flack H D (1983), Acta Cryst. A39, 876-881'
_refine_ls_abs_structure_Flack   0.40(11)
_refine_ls_number_reflns         73
_refine_ls_number_parameters     13
_refine_ls_number_restraints     1
_refine_ls_R_factor_all          0.0171
_refine_ls_R_factor_gt           0.0145
_refine_ls_wR_factor_ref         0.0325
_refine_ls_wR_factor_gt          0.0316
_refine_ls_goodness_of_fit_ref   1.123
_refine_ls_restrained_S_all      1.114
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

# ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

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
_atom_site_disorder_assembly
_atom_site_disorder_group
Br1 Br 0.0000 0.1166(3) 0.239(3) 0.043(3) Uani 1 2 d S . .
C1 C 0.0000 0.4010(14) 0.433(3) 0.04(8) Uani 1 2 d S . .
H1 H 0.0000 0.5739 0.3775 0.066 Uiso 1 2 calc SR . .
H2 H 0.1257 0.3820 0.5070 0.066 Uiso 0.50 1 calc PR . .
H3 H -0.1257 0.3820 0.5070 0.066 Uiso 0.50 1 calc PR . .

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
Br1 0.0465(5) 0.0470(8) 0.037(10) 0.003(9) 0.000 0.000
C1 0.038(5) 0.02(2) 0.1(3) -0.008(15) 0.000 0.000

# MOLECULAR GEOMETRY

_geom_special_details            
; 
 All esds (except the esd in the dihedral angle between two l.s. planes) 
 are estimated using the full covariance matrix.  The cell esds are taken 
 into account individually in the estimation of esds in distances, angles 
 and torsion angles; correlations between esds in cell parameters are only 
 used when they are defined by crystal symmetry.  An approximate (isotropic) 
 treatment of cell esds is used for estimating esds involving l.s. planes. 
;

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
Br1 C1 2.02(3) . ?
C1 H1 0.9600 . ?
C1 H2 0.9600 . ?
C1 H3 0.9600 . ?

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
_geom_angle_publ_flag
Br1 C1 H1 109.5 . . ?
Br1 C1 H2 109.5 . . ?
H1 C1 H2 109.5 . . ?
Br1 C1 H3 109.5 . . ?
H1 C1 H3 109.5 . . ?
H2 C1 H3 109.5 . . ?

_diffrn_measured_fraction_theta_max 0.293
_diffrn_reflns_theta_full        27.03
_diffrn_measured_fraction_theta_full 0.293
_refine_diff_density_max         0.100
_refine_diff_density_min         -0.133
_refine_diff_density_rms         0.032

loop_
_refln_index_h
_refln_index_k
_refln_index_l
_refln_F_squared_calc
_refln_F_squared_meas
_refln_F_squared_sigma
_refln_observed_status
2 2 -2 30.79 32.27 2.29 o
4 2 -2 13.90 13.98 4.52 o
1 3 -2 1398.38 1407.03 25.35 o
3 3 -2 763.65 747.62 12.18 o
5 3 -2 272.28 219.07 21.62 o
0 4 -2 1412.27 1443.05 24.03 o
2 4 -2 1108.79 1173.88 26.16 o
4 4 -2 510.77 492.44 10.58 o
1 5 -2 674.69 714.83 21.08 o
3 5 -2 407.97 384.64 9.97 o
0 6 -2 8.97 9.92 18.68 o
2 6 -2 6.82 5.26 7.22 o
1 1 -1 5939.26 5843.21 77.59 o
3 1 -1 2735.97 2832.66 22.74 o
5 1 -1 852.16 859.60 13.95 o
7 1 -1 181.69 177.82 14.53 o
0 2 -1 8340.17 8218.50 37.51 o
2 2 -1 5715.42 5537.45 24.51 o
4 2 -1 2322.03 2331.52 33.40 o
6 2 -1 628.75 609.59 75.09 o
1 3 -1 2876.35 2931.82 19.18 o
3 3 -1 1630.57 1703.79 18.24 o
5 3 -1 569.01 594.17 17.11 o
0 4 -1 90.37 89.22 8.48 o
2 4 -1 68.27 57.55 8.87 o
4 4 -1 31.48 21.50 4.13 o
6 4 -1 9.46 7.64 11.66 o
1 5 -1 183.99 176.47 3.40 o
3 5 -1 110.88 124.58 7.96 o
2 0 0 15547.58 15222.95 49.56 o
4 0 0 4807.99 4883.20 57.84 o
6 0 0 1256.86 1286.13 82.50 o
1 1 0 4440.09 4426.88 26.97 o
3 1 0 2576.58 2569.59 20.89 o
5 1 0 823.63 855.99 11.73 o
7 1 0 166.08 147.71 8.66 o
0 2 0 247.48 259.58 4.54 o
2 2 0 150.61 145.28 5.76 o
4 2 0 52.91 43.51 2.65 o
6 2 0 14.31 8.29 5.07 o
1 3 0 1269.63 1260.43 5.34 o
3 3 0 760.77 763.46 3.86 o
5 3 0 258.30 252.66 11.39 o
1 1 1 6198.60 6164.28 55.98 o
3 1 1 2805.53 2861.82 29.13 o
5 1 1 881.17 877.30 14.24 o
7 1 1 191.97 180.62 18.83 o
0 2 1 7895.30 8051.78 38.68 o
2 2 1 5483.90 5528.48 28.57 o
4 2 1 2236.00 2267.96 32.65 o
6 2 1 591.91 573.43 100.64 o
1 3 1 3033.98 2919.78 27.32 o
3 3 1 1708.60 1686.17 21.83 o
5 3 1 604.90 587.22 17.55 o
7 3 1 140.16 174.42 20.58 o
0 4 1 76.31 84.38 8.67 o
2 4 1 57.27 69.45 6.49 o
4 4 1 25.48 23.51 4.92 o
6 4 1 7.07 10.12 15.30 o
1 5 1 184.57 186.13 14.74 o
3 5 1 110.51 112.02 18.72 o
2 2 2 37.38 33.40 8.55 o
4 2 2 16.61 9.39 5.10 o
1 3 2 1385.12 1392.76 44.72 o
3 3 2 753.72 752.75 16.67 o
5 3 2 267.98 299.27 19.76 o
0 4 2 1461.30 1445.87 24.94 o
2 4 2 1149.87 1138.08 21.76 o
4 4 2 533.42 490.59 19.00 o
1 5 2 644.93 681.22 22.21 o
3 5 2 387.52 379.94 18.35 o
0 6 2 13.47 28.91 24.06 o
2 6 2 10.57 4.62 7.92 o

#############################################################################

_database_code_depnum_ccdc_archive 'CCDC 957715'
