# Electronic Supplementary Material (ESI) for Physical Chemistry Chemical Physics.
# This journal is © the Owner Societies 2016

####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global_AdaFluoro100K
_database_code_depnum_ccdc_archive 'CCDC 1455093'
_audit_update_record             
;
2016-02-22 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;

_audit_creation_date             2015-10-21
_audit_creation_method           'Materials Studio'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H15 F'
_chemical_formula_weight         154.22

_symmetry_space_group_name_H-M   P-421C
_symmetry_Int_Tables_number      114
_symmetry_cell_setting           tetragonal

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 y,-x,-z
3 -x,-y,z
4 -y,x,-z
5 1/2+x,1/2-y,1/2-z
6 1/2-y,1/2-x,1/2+z
7 1/2-x,1/2+y,1/2-z
8 1/2+y,1/2+x,1/2+z

_cell_length_a                   6.7776(3)
_cell_length_b                   6.7776(3)
_cell_length_c                   8.8235(5)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     405.32(4)
_cell_formula_units_Z            2
_cell_measurement_temperature    100(1)
_cell_measurement_theta_min      7.5
_cell_measurement_theta_max      52.5
_exptl_crystal_density_diffrn    1.264
_exptl_crystal_description       'Powder Sample'
_exptl_crystal_colour            White
_diffrn_ambient_temperature      100(1)
_diffrn_radiation_wavelength     1.540562
_diffrn_radiation_type           CuK\a~1~
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'curved quartz'
_diffrn_measurement_device_type  'Inel CPS120'

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
F1 F 0.34701(12) 0.0405(11) -0.18976(0) 0.05000 Uiso 0.25
C1 C 0.18308(6) 0.0214(6) -0.10011(0) 0.05000 Uiso 1.00
H1 H 0.29915(12) 0.0349(10) -0.16358(0) 0.05000 Uiso 0.75
C2 C 0.00000(0) 0.00000(0) -0.20003(0) 0.05000 Uiso 1.00
H2 H -0.0133(4) 0.11427(3) -0.26542(0) 0.05000 Uiso 1.00
C3 C 0.1616(7) 0.2042(5) 0.00000(0) 0.05000 Uiso 1.00
H31 H 0.2782(7) 0.2205(8) 0.06249(0) 0.05000 Uiso 1.00
H32 H 0.1506(11) 0.3215(5) -0.06249(0) 0.05000 Uiso 1.00

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C1 1.3700(11) . . yes
C1 C3 1.529(4) . . no
C1 C2 1.5291(5) . . no
C1 H1 0.9700(11) . . no
C2 H2 0.9700(3) . . no
C3 H31 0.970(6) . . no
C3 H32 0.970(4) . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 C1 C2 109.52(3) . . . yes
F1 C1 C3 109.5(4) . . . yes
C2 C1 C3 109.4(2) . . . no
C3 C1 C3 109.42(13) . . 2_555 no
C1 C2 C1 109.58(2) . . 3_555 no
C1 C3 C1 109.6(3) . . 4_555 no
C2 C1 H1 109.52(4) . . . no
C3 C1 H1 109.5(5) . . . no
C1 C2 H2 110.04(19) . . . no
H2 C2 H2 107.00(2) . . 3_555 no
C1 C2 H2 110.04(19) 3_555 . 3_555 no
C1 C3 H31 110.1(4) . . . no
C1 C3 H32 110.06(15) . . . no
H31 C3 H32 107.0(6) . . . no

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
F1 C1 C2 C1 180.0(4) . . . 3_555 no
C3 C1 C2 C1 -59.9(3) . . . 3_555 no
F1 C1 C3 C1 180.0(2) . . . 4_555 no
C2 C1 C3 C1 59.9(2) . . . 4_555 no
C3 C1 C3 C1 -60.0(3) 2_555 . . 4_555 no

loop_
_geom_contact_atom_site_label_1
_geom_contact_atom_site_label_2
_geom_contact_distance
_geom_contact_site_symmetry_1
_geom_contact_site_symmetry_2
_geom_contact_publ_flag
F1 C1 3.3083(14) . 3_655 no
C2 C2 3.5299(2) . 2_555 no
C3 C3 3.530(6) . 3_555 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C3 H31 F1 0.970(6) 2.549(4) 3.419(5) 149.3(4) 6_555 yes

_vrf_ATOM007-PLAT201             
;
PROBLEM: _atom_site_aniso_label is missing and isotropic non H-atoms in main residues
REPLY : Powder Rigid body Global Isotropic Factor
;
_vrf_PLAT029-PLAT183             
;
PROBLEM: _diffrn_measured_fraction_theta_full Low  and missing cell mesurement reflns
REPLY : Powder diffraction - no monocrystal
;
####################################################################### 
# 
# This file contains crystal structure data downloaded from the 
# Cambridge Structural Database (CSD) hosted by the Cambridge 
# Crystallographic Data Centre (CCDC).
# 
# Full information about CCDC data access policies and citation 
# guidelines are available at http://www.ccdc.cam.ac.uk/access/V1 
# 
# Audit and citation data items may have been added by the CCDC. 
# Please retain this information to preserve the provenance of 
# this file and to allow appropriate attribution of the data. 
# 
#######################################################################

data_global_AdaFluoro295K
_database_code_depnum_ccdc_archive 'CCDC 1455094'
_audit_update_record             
;
2016-02-22 deposited with the CCDC.
2016-04-05 downloaded from the CCDC.
;

_audit_creation_date             2015-10-21
_audit_creation_method           'Materials Studio'
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C10 H15 F'
_chemical_formula_weight         154.22

_symmetry_space_group_name_H-M   'F M -3 M'
_symmetry_Int_Tables_number      225
_symmetry_cell_setting           cubic

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -y,x,z
3 -x,-y,z
4 y,-x,z
5 x,-y,-z
6 y,x,-z
7 -x,y,-z
8 -y,-x,-z
9 z,x,y
10 -x,z,y
11 -z,-x,y
12 x,-z,y
13 z,-x,-y
14 x,z,-y
15 -z,x,-y
16 -x,-z,-y
17 y,z,x
18 -z,-y,-x
19 -z,y,x
20 z,y,-x
21 z,-y,x
22 y,-z,-x
23 -y,-z,x
24 -y,z,-x
25 -x,-y,-z
26 y,-x,-z
27 x,y,-z
28 -y,x,-z
29 -x,y,z
30 -y,-x,z
31 x,-y,z
32 y,x,z
33 -z,-x,-y
34 x,-z,-y
35 z,x,-y
36 -x,z,-y
37 -z,x,y
38 -x,-z,y
39 z,-x,y
40 x,z,y
41 -y,-z,-x
42 z,y,x
43 z,-y,-x
44 -z,-y,x
45 -z,y,-x
46 -y,z,x
47 y,z,-x
48 y,-z,x
49 x,1/2+y,1/2+z
50 -y,1/2+x,1/2+z
51 -x,1/2-y,1/2+z
52 y,1/2-x,1/2+z
53 x,1/2-y,1/2-z
54 y,1/2+x,1/2-z
55 -x,1/2+y,1/2-z
56 -y,1/2-x,1/2-z
57 z,1/2+x,1/2+y
58 -x,1/2+z,1/2+y
59 -z,1/2-x,1/2+y
60 x,1/2-z,1/2+y
61 z,1/2-x,1/2-y
62 x,1/2+z,1/2-y
63 -z,1/2+x,1/2-y
64 -x,1/2-z,1/2-y
65 y,1/2+z,1/2+x
66 -z,1/2-y,1/2-x
67 -z,1/2+y,1/2+x
68 z,1/2+y,1/2-x
69 z,1/2-y,1/2+x
70 y,1/2-z,1/2-x
71 -y,1/2-z,1/2+x
72 -y,1/2+z,1/2-x
73 -x,1/2-y,1/2-z
74 y,1/2-x,1/2-z
75 x,1/2+y,1/2-z
76 -y,1/2+x,1/2-z
77 -x,1/2+y,1/2+z
78 -y,1/2-x,1/2+z
79 x,1/2-y,1/2+z
80 y,1/2+x,1/2+z
81 -z,1/2-x,1/2-y
82 x,1/2-z,1/2-y
83 z,1/2+x,1/2-y
84 -x,1/2+z,1/2-y
85 -z,1/2+x,1/2+y
86 -x,1/2-z,1/2+y
87 z,1/2-x,1/2+y
88 x,1/2+z,1/2+y
89 -y,1/2-z,1/2-x
90 z,1/2+y,1/2+x
91 z,1/2-y,1/2-x
92 -z,1/2-y,1/2+x
93 -z,1/2+y,1/2-x
94 -y,1/2+z,1/2+x
95 y,1/2+z,1/2-x
96 y,1/2-z,1/2+x
97 1/2+x,y,1/2+z
98 1/2-y,x,1/2+z
99 1/2-x,-y,1/2+z
100 1/2+y,-x,1/2+z
101 1/2+x,-y,1/2-z
102 1/2+y,x,1/2-z
103 1/2-x,y,1/2-z
104 1/2-y,-x,1/2-z
105 1/2+z,x,1/2+y
106 1/2-x,z,1/2+y
107 1/2-z,-x,1/2+y
108 1/2+x,-z,1/2+y
109 1/2+z,-x,1/2-y
110 1/2+x,z,1/2-y
111 1/2-z,x,1/2-y
112 1/2-x,-z,1/2-y
113 1/2+y,z,1/2+x
114 1/2-z,-y,1/2-x
115 1/2-z,y,1/2+x
116 1/2+z,y,1/2-x
117 1/2+z,-y,1/2+x
118 1/2+y,-z,1/2-x
119 1/2-y,-z,1/2+x
120 1/2-y,z,1/2-x
121 1/2-x,-y,1/2-z
122 1/2+y,-x,1/2-z
123 1/2+x,y,1/2-z
124 1/2-y,x,1/2-z
125 1/2-x,y,1/2+z
126 1/2-y,-x,1/2+z
127 1/2+x,-y,1/2+z
128 1/2+y,x,1/2+z
129 1/2-z,-x,1/2-y
130 1/2+x,-z,1/2-y
131 1/2+z,x,1/2-y
132 1/2-x,z,1/2-y
133 1/2-z,x,1/2+y
134 1/2-x,-z,1/2+y
135 1/2+z,-x,1/2+y
136 1/2+x,z,1/2+y
137 1/2-y,-z,1/2-x
138 1/2+z,y,1/2+x
139 1/2+z,-y,1/2-x
140 1/2-z,-y,1/2+x
141 1/2-z,y,1/2-x
142 1/2-y,z,1/2+x
143 1/2+y,z,1/2-x
144 1/2+y,-z,1/2+x
145 1/2+x,1/2+y,z
146 1/2-y,1/2+x,z
147 1/2-x,1/2-y,z
148 1/2+y,1/2-x,z
149 1/2+x,1/2-y,-z
150 1/2+y,1/2+x,-z
151 1/2-x,1/2+y,-z
152 1/2-y,1/2-x,-z
153 1/2+z,1/2+x,y
154 1/2-x,1/2+z,y
155 1/2-z,1/2-x,y
156 1/2+x,1/2-z,y
157 1/2+z,1/2-x,-y
158 1/2+x,1/2+z,-y
159 1/2-z,1/2+x,-y
160 1/2-x,1/2-z,-y
161 1/2+y,1/2+z,x
162 1/2-z,1/2-y,-x
163 1/2-z,1/2+y,x
164 1/2+z,1/2+y,-x
165 1/2+z,1/2-y,x
166 1/2+y,1/2-z,-x
167 1/2-y,1/2-z,x
168 1/2-y,1/2+z,-x
169 1/2-x,1/2-y,-z
170 1/2+y,1/2-x,-z
171 1/2+x,1/2+y,-z
172 1/2-y,1/2+x,-z
173 1/2-x,1/2+y,z
174 1/2-y,1/2-x,z
175 1/2+x,1/2-y,z
176 1/2+y,1/2+x,z
177 1/2-z,1/2-x,-y
178 1/2+x,1/2-z,-y
179 1/2+z,1/2+x,-y
180 1/2-x,1/2+z,-y
181 1/2-z,1/2+x,y
182 1/2-x,1/2-z,y
183 1/2+z,1/2-x,y
184 1/2+x,1/2+z,y
185 1/2-y,1/2-z,-x
186 1/2+z,1/2+y,x
187 1/2+z,1/2-y,-x
188 1/2-z,1/2-y,x
189 1/2-z,1/2+y,-x
190 1/2-y,1/2+z,x
191 1/2+y,1/2+z,-x
192 1/2+y,1/2-z,x

_cell_length_a                   9.5522(4)
_cell_length_b                   9.5522(4)
_cell_length_c                   9.5522(4)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                90.0000
_cell_volume                     871.59(11)
_cell_formula_units_Z            4
_cell_measurement_temperature    295(1)
_cell_measurement_theta_min      7.5
_cell_measurement_theta_max      45.0
_exptl_crystal_density_diffrn    1.175
_exptl_crystal_description       'Powder Sample'
_exptl_crystal_colour            White
_diffrn_ambient_temperature      295(1)
_diffrn_radiation_wavelength     1.540562
_diffrn_radiation_type           CuK\a~1~
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_monochromator  'curved quartz'
_diffrn_measurement_device_type  'Inel CPS120'

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
C2 C 0.00000 0.00000 0.18477 0.05000 Uiso 1.000
H2 H 0.05772 -0.05772 0.24518 0.05000 Uiso 0.500
H1 H 0.15110 0.15110 0.15110 0.05000 Uiso 0.375
F1 F 0.17528 0.17528 0.17528 0.05000 Uiso 0.125
C1 C 0.09248 0.09248 0.09248 0.05000 Uiso 0.500

loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
F1 C1 1.3700 . . yes
C1 C2 1.5290 . . no
C1 H1 0.9700 . . no
C2 H2 0.9700 . . no

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_2
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
F1 C1 C2 109.53 . . . yes
C2 C1 C2 109.42 . . 9_555 no
C1 C2 C1 70.58 . . 2_555 no
C1 C2 C1 109.58 . . 3_555 no
C2 C1 H1 110.00 . . . no
C1 C2 H2 110.00 . . . no
H2 C2 H2 69.00 . . 2_555 no
H2 C2 H2 107.00 . . 3_555 no

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_site_symmetry_A
_geom_hbond_publ_flag
#
#D   H   A   D - H  H...A   D...A    D - H...A  symm(A)
#
C2 H2 F1 0.9700 1.7200 2.3696(1) 121.00 . yes

_vrf_ATOM007-PLAT201             
;
PROBLEM: _atom_site_aniso_label is missing and isotropic non H-atoms in main residues
REPLY : Powder Rigid body Global Isotropic Factor
;
_vrf_PLAT029-PLAT183             
;
PROBLEM: _diffrn_measured_fraction_theta_full Low  and missing cell mesurement reflns
REPLY : Powder diffraction - no monocrystal
;
