#------------------------------------------------------------------------------
#$Date: 2016-03-26 21:15:14 +0100 (Sat 26 de Mar de 2016) $
#$Revision: 180496 $
#$URL: svn://www.crystallography.net/cod/cif/7/21/65/7216521.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7216521
loop_
_publ_author_name
'Delori, Amit'
'Maclure, Pauline'
'Bhardwaj, Rajni M.'
'Johnston, Andrea'
'Florence, Alastair J.'
'Sutcliffe, Oliver B.'
'Oswald, Iain D. H.'
_publ_section_title
;
 Drug solid solutions -- a method for tuning phase transformations
;
_journal_issue                   26
_journal_name_full               CrystEngComm
_journal_page_first              5827
_journal_paper_doi               10.1039/c4ce00211c
_journal_volume                  16
_journal_year                    2014
_chemical_formula_moiety         'C11 H16 N O, Cl'
_chemical_formula_sum            'C11 H16 Cl N O'
_chemical_formula_weight         213.71
_chemical_melting_point          524
_chemical_name_systematic
'(+-)-4'-methylmethcathinone Hydrochloride, Mephedrone'
_space_group_IT_number           14
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  '-P 2yn'
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_cell_angle_alpha                90
_cell_angle_beta                 90.449(6)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   7.1345(7)
_cell_length_b                   23.048(3)
_cell_length_c                   7.4330(8)
_cell_measurement_reflns_used    2732
_cell_measurement_temperature    293
_cell_measurement_theta_max      22
_cell_measurement_theta_min      3
_cell_volume                     1222.2(2)
_computing_cell_refinement       'Apex2 (Bruker AXS, 2006)'
_computing_data_collection       'Apex2 (Bruker AXS, 2006)'
_computing_data_reduction        'Apex2 (Bruker AXS, 2006)'
_computing_molecular_graphics    'CAMERON (Watkin et al., 1996)'
_computing_publication_material  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_refinement  'CRYSTALS (Betteridge et al., 2003)'
_computing_structure_solution    'SIR92 (Altomare et al., 1994)'
_diffrn_ambient_temperature      293
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device       Area
_diffrn_measurement_device_type  'Bruker Kappa Apex2'
_diffrn_measurement_method       ω
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.037
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       27
_diffrn_reflns_limit_k_min       -28
_diffrn_reflns_limit_l_max       9
_diffrn_reflns_limit_l_min       -8
_diffrn_reflns_number            13589
_diffrn_reflns_theta_full        25.178
_diffrn_reflns_theta_max         25.691
_diffrn_reflns_theta_min         1.767
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    0.284
_exptl_absorpt_correction_T_max  0.97
_exptl_absorpt_correction_T_min  0.88
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   'SADABS (Siemens, 1996)'
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.161
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       lathe
_exptl_crystal_F_000             456
_exptl_crystal_size_max          0.500
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.100
_refine_diff_density_max         0.29
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   1.0185
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     127
_refine_ls_number_reflns         2299
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0810
_refine_ls_R_factor_gt           0.0456
_refine_ls_shift/su_max          0.0006943
_refine_ls_shift/su_mean         0.0000201
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
;
 Method= Modified Sheldrick 
 w=1/[σ²(F²) + ( 0.05P)² + 0.82P] 
 ,where P=(max(Fo²,0) + 2Fc²)/3 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.1403
_refine_ls_wR_factor_gt          0.1109
_refine_ls_wR_factor_ref         0.1403
_reflns_limit_h_max              8
_reflns_limit_h_min              -8
_reflns_limit_k_max              28
_reflns_limit_k_min              0
_reflns_limit_l_max              9
_reflns_limit_l_min              0
_reflns_number_gt                1388
_reflns_number_total             2311
_reflns_threshold_expression     I>2.0σ(I)
_oxford_diffrn_Wilson_B_factor   4.96
_oxford_diffrn_Wilson_scale      89.86
_oxford_refine_ls_r_factor_ref   0.0810
_oxford_refine_ls_scale          0.2147(3)
_oxford_reflns_number_all        2299
_oxford_reflns_threshold_expression_ref I>-10.0\s(I)
_oxford_structure_analysis_title 'mebr12_0m in P2(1)/n'
_cod_data_source_file            c4ce00211c2.cif
_cod_data_source_block           1a_I_293K
_cod_depositor_comments
;
The following automatic conversions were performed:

'_chemical_melting_point' value '524 K' was changed to '524' - the
value should be numeric and without a unit
designator.

'_symmetry_cell_setting' value 'Monoclinic' changed to
'monoclinic' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from
2011-04-26.

'_atom_sites_solution_primary' value 'Direct' changed to
'direct' according to
/usr/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 from 2011-04-26.

Automatic conversion script
Id: cif_fix_values 2281 2013-09-26 08:29:07Z andrius 

 Adding full bibliography for 7216513--7216526.cif.
;
_cod_original_sg_symbol_H-M      'P 1 21/n 1 '
_cod_database_code               7216521
#BEGIN Tags that were not found in dictionaries:
_iucr_refine_instruction_details_constraints
;
BLOCK SCALE X'S, U'S 
RIDE C   (   1,X'S) H   (  13,X'S) H   (  11,X'S) H   (  12,X'S) 
RIDE C   (   3,X'S) H   (  31,X'S) 
RIDE C   (   4,X'S) H   (  41,X'S) 
RIDE C   (   6,X'S) H   (  61,X'S) 
RIDE C   (   7,X'S) H   (  71,X'S) 
RIDE C   (  10,X'S) H   ( 101,X'S) 
RIDE C   (  11,X'S) H   ( 113,X'S) H   ( 111,X'S) H   ( 112,X'S) 
RIDE N   (  12,X'S) H   ( 122,X'S) H   ( 121,X'S) 
RIDE C   (  13,X'S) H   ( 131,X'S) H   ( 133,X'S) H   ( 132,X'S) 
END                                                                             
;
_iucr_refine_instruction_details_restraints
;
NO 
REM   HREST   START (DO NOT REMOVE THIS LINE) 
REM   HREST   END (DO NOT REMOVE THIS LINE) 
END                                                                             
;
#END Tags that were not found in dictionaries
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
-x+1/2,y+1/2,-z+1/2
x+1/2,-y+1/2,z+1/2
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags_posn
C1 C 0.5089(7) 0.43791(17) 0.8017(6) 0.1162 1.0000 Uani .
C2 C 0.3819(7) 0.48903(15) 0.7675(5) 0.0815 1.0000 Uani .
C3 C 0.1930(8) 0.48492(16) 0.8057(6) 0.0995 1.0000 Uani .
C4 C 0.0715(6) 0.53127(16) 0.7786(6) 0.0912 1.0000 Uani .
C5 C 0.1383(4) 0.58303(13) 0.7085(4) 0.0657 1.0000 Uani .
C6 C 0.3277(4) 0.58721(14) 0.6708(4) 0.0674 1.0000 Uani .
C7 C 0.4466(5) 0.54060(15) 0.7011(5) 0.0770 1.0000 Uani .
C8 C 0.0059(4) 0.63160(13) 0.6814(4) 0.0658 1.0000 Uani .
O9 O -0.1458(4) 0.63324(11) 0.7576(4) 0.1036 1.0000 Uani .
C10 C 0.0539(4) 0.67892(12) 0.5489(4) 0.0544 1.0000 Uani .
C11 C 0.0264(5) 0.65734(15) 0.3578(5) 0.0841 1.0000 Uani .
N12 N -0.0623(3) 0.73030(9) 0.5842(3) 0.0532 1.0000 Uani .
C13 C -0.0096(4) 0.78285(13) 0.4809(4) 0.0686 1.0000 Uani .
Cl1 Cl 0.01986(10) 0.77430(4) 0.96557(10) 0.0708 1.0000 Uani .
H13 H 0.6377 0.4489 0.7697 0.1743 1.0000 Uiso R
H11 H 0.5032 0.4261 0.9266 0.1738 1.0000 Uiso R
H12 H 0.4662 0.4064 0.7262 0.1738 1.0000 Uiso R
H31 H 0.1428 0.4499 0.8513 0.1185 1.0000 Uiso R
H41 H -0.0565 0.5277 0.8099 0.1099 1.0000 Uiso R
H61 H 0.3777 0.6223 0.6234 0.0794 1.0000 Uiso R
H71 H 0.5754 0.5440 0.6747 0.0928 1.0000 Uiso R
H101 H 0.1800 0.6913 0.5676 0.0647 1.0000 Uiso R
H113 H 0.0691 0.6865 0.2769 0.1255 1.0000 Uiso R
H111 H -0.1060 0.6487 0.3364 0.1257 1.0000 Uiso R
H112 H 0.0938 0.6226 0.3441 0.1262 1.0000 Uiso R
H131 H -0.0873 0.8149 0.5172 0.1028 1.0000 Uiso R
H133 H 0.1199 0.7925 0.5045 0.1028 1.0000 Uiso R
H132 H -0.0255 0.7764 0.3536 0.1028 1.0000 Uiso R
H122 H -0.0619 0.7391 0.7056 0.0804 1.0000 Uiso R
H121 H -0.1836 0.7215 0.5673 0.0804 1.0000 Uiso R
loop_
_atom_site_aniso_label
_atom_site_aniso_U_11
_atom_site_aniso_U_22
_atom_site_aniso_U_33
_atom_site_aniso_U_23
_atom_site_aniso_U_13
_atom_site_aniso_U_12
C1 0.183(5) 0.073(3) 0.093(3) -0.003(2) -0.020(3) 0.044(3)
C2 0.112(3) 0.061(2) 0.072(2) -0.0069(17) -0.008(2) 0.010(2)
C3 0.144(4) 0.053(2) 0.101(3) 0.011(2) -0.004(3) -0.014(2)
C4 0.092(3) 0.066(2) 0.115(3) 0.016(2) 0.005(2) -0.018(2)
C5 0.0690(19) 0.0551(18) 0.073(2) 0.0035(15) 0.0066(16) -0.0080(16)
C6 0.072(2) 0.0580(19) 0.072(2) 0.0068(15) 0.0043(16) -0.0014(16)
C7 0.086(2) 0.070(2) 0.075(2) 0.0056(18) -0.0008(18) 0.0129(19)
C8 0.0563(18) 0.0633(19) 0.078(2) 0.0016(16) 0.0118(16) -0.0105(15)
O9 0.0755(16) 0.0948(19) 0.141(2) 0.0350(17) 0.0401(16) 0.0014(14)
C10 0.0444(14) 0.0584(18) 0.0604(17) -0.0017(14) 0.0051(12) -0.0011(13)
C11 0.103(3) 0.077(2) 0.073(2) -0.0173(18) 0.003(2) 0.020(2)
N12 0.0448(12) 0.0605(15) 0.0543(13) -0.0030(11) 0.0016(10) -0.0035(11)
C13 0.074(2) 0.060(2) 0.072(2) 0.0038(16) 0.0038(16) -0.0040(16)
Cl1 0.0476(4) 0.1061(7) 0.0586(5) -0.0152(4) -0.0017(3) 0.0087(4)
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
C 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
H 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
N 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
O 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
Cl 0.1484 0.1585 11.4604 0.0104 7.1964 1.1662 6.2556 18.5194 1.6455 47.7784
-9.5574 'International Tables Vol C 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_publ_flag
C2 C1 H13 108.6 no
C2 C1 H11 110.6 no
H13 C1 H11 110.5 no
C2 C1 H12 107.6 no
H13 C1 H12 110.1 no
H11 C1 H12 109.3 no
C1 C2 C3 119.8(4) yes
C1 C2 C7 122.4(4) yes
C3 C2 C7 117.7(3) yes
C2 C3 C4 121.7(4) yes
C2 C3 H31 120.2 no
C4 C3 H31 118.0 no
C3 C4 C5 120.0(4) yes
C3 C4 H41 120.0 no
C5 C4 H41 120.0 no
C4 C5 C6 118.3(3) yes
C4 C5 C8 118.8(3) yes
C6 C5 C8 122.9(3) yes
C5 C6 C7 120.7(3) yes
C5 C6 H61 120.2 no
C7 C6 H61 119.1 no
C6 C7 C2 121.6(3) yes
C6 C7 H71 119.8 no
C2 C7 H71 118.6 no
C5 C8 O9 121.8(3) yes
C5 C8 C10 119.2(3) yes
O9 C8 C10 119.0(3) yes
C8 C10 C11 110.2(3) yes
C8 C10 N12 109.5(2) yes
C11 C10 N12 111.2(2) yes
C8 C10 H101 109.9 no
C11 C10 H101 110.5 no
N12 C10 H101 105.5 no
C10 C11 H113 108.7 no
C10 C11 H111 109.7 no
H113 C11 H111 110.7 no
C10 C11 H112 108.6 no
H113 C11 H112 111.4 no
H111 C11 H112 107.7 no
C10 N12 C13 114.8(2) yes
C10 N12 H122 110.7 no
C13 N12 H122 109.1 no
C10 N12 H121 109.7 no
C13 N12 H121 111.2 no
H122 N12 H121 100.5 no
N12 C13 H131 109.4 no
N12 C13 H133 109.9 no
H131 C13 H133 108.9 no
N12 C13 H132 110.8 no
H131 C13 H132 109.2 no
H133 C13 H132 108.6 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_publ_flag
C1 C2 1.507(5) yes
C1 H13 0.985 no
C1 H11 0.968 no
C1 H12 0.965 no
C2 C3 1.383(6) yes
C2 C7 1.368(5) yes
C3 C4 1.389(6) yes
C3 H31 0.947 no
C4 C5 1.388(4) yes
C4 H41 0.948 no
C5 C6 1.386(4) yes
C5 C8 1.477(4) yes
C6 C7 1.386(4) yes
C6 H61 0.952 no
C7 H71 0.945 no
C8 O9 1.226(3) yes
C8 C10 1.511(4) yes
C10 C11 1.516(4) yes
C10 N12 1.470(3) yes
C10 H101 0.953 no
C11 H113 0.953 no
C11 H111 0.977 no
C11 H112 0.940 no
N12 C13 1.484(4) yes
N12 H122 0.924 no
N12 H121 0.897 no
C13 H131 0.963 no
C13 H133 0.965 no
C13 H132 0.963 no
