# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2020

####################################################################### 
# 
# 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_DiolAmbRietveld
_database_code_depnum_ccdc_archive 'CCDC 1968482'
loop_
_audit_author_name
_audit_author_address
'Philippe Negrier'
;Universite de Bordeaux
France
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_date             2019-03-28
_audit_creation_method           'Materials Studio'
_chemical_name_common            1,3-Adamantanediol
_chemical_formula_moiety         'C10 H16 O2 '
_chemical_formula_sum            'C10 H16 O2'
_chemical_formula_weight         168.23

_symmetry_cell_setting           Hexagonal
_symmetry_space_group_name_Hall  '-P 6c 2'
_symmetry_space_group_name_H-M   'P 63/m c m'
_symmetry_Int_Tables_number      193

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 x-y,x,1/2+z
3 -y,x-y,z
4 -x,-y,1/2+z
5 -x+y,-x,z
6 y,-x+y,1/2+z
7 -y,-x,-z
8 x-y,-y,1/2-z
9 x,x-y,-z
10 y,x,1/2-z
11 -x+y,y,-z
12 -x,-x+y,1/2-z
13 -x,-y,-z
14 -x+y,-x,1/2-z
15 y,-x+y,-z
16 x,y,1/2-z
17 x-y,x,-z
18 -y,x-y,1/2-z
19 y,x,z
20 -x+y,y,1/2+z
21 -x,-x+y,z
22 -y,-x,1/2+z
23 x-y,-y,z
24 x,x-y,1/2+z

_cell_length_a                   11.9118(6)
_cell_length_b                   11.9118(6)
_cell_length_c                   10.9590(7)
_cell_angle_alpha                90.0000
_cell_angle_beta                 90.0000
_cell_angle_gamma                120.0000
_cell_volume                     1346.66(13)
_cell_formula_units_Z            6
_cell_measurement_temperature    294
_cell_measurement_theta_min      4
_cell_measurement_theta_max      50

_exptl_crystal_density_diffrn    1.245
_exptl_crystal_description       Powder
_exptl_crystal_colour            White
_diffrn_ambient_temperature      294(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
C1 C 0.7092(2) 0.00000(0) 0.13355(0) 0.05000 Uiso 1.00
O1 O 0.7740(2) 0.00000(0) 0.02343(0) 0.05000 Uiso 1.00
H1 H 0.8555(2) 0.08029(0) 0.02101(0) 0.05000 Uiso 0.50
C2 C 0.6944(2) 0.12366(0) 0.13371(0) 0.05000 Uiso 1.00
H21 H 0.7901(2) 0.21021(0) 0.13207(0) 0.05000 Uiso 1.00
H22 H 0.6436(2) 0.12608(0) 0.05191(0) 0.05000 Uiso 1.00
C3 C 0.6191(2) 0.12381(0) 0.25000(0) 0.05000 Uiso 1.00
H3 H 0.6097(2) 0.21025(0) 0.25000(0) 0.05000 Uiso 1.00
C4 C 0.4820(2) 0.00000(0) 0.25000(0) 0.05000 Uiso 1.00
H4 H 0.4274(2) 0.00000(0) 0.17015(0) 0.05000 Uiso 1.00
C5 C 0.7850(2) 0.00000(0) 0.25000(0) 0.05000 Uiso 1.00
H5 H 0.8821(2) 0.08458(0) 0.25000(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
O1 C1 1.4325(18) . . yes
O1 H1 0.9640(17) . 23_555 no
O1 H1 0.9641(17) . . no
C1 C5 1.5633(19) . . no
C1 C2 1.569(2) . . no
C1 C2 1.569(2) . 23_555 no
C2 C3 1.5589(19) . . no
C3 C4 1.5600(19) . . no
C2 H21 1.0897(19) . . no
C2 H22 1.0900(19) . . no
C3 H3 1.0900(19) . . no
C4 H4 1.090(2) . . no
C4 H4 1.090(2) . 8_555 no
C5 H5 1.090(2) . . no
C5 H5 1.090(2) . 8_555 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
H1 O1 H1 118.5(3) . . 23_555 no
C1 O1 H1 107.37(7) . . . no
C1 O1 H1 107.37(7) . . 23_555 no
O1 C1 C5 112.12(19) . . . yes
C2 C1 C2 108.82(17) . . 23_555 no
O1 C1 C2 108.34(5) . . 23_555 yes
C2 C1 C5 109.58(5) . . . no
O1 C1 C2 108.33(5) . . . yes
C2 C1 C5 109.59(5) 23_555 . . no
C1 C2 C3 109.69(5) . . . no
C2 C3 C2 109.67(18) . . 16_555 no
C2 C3 C4 109.26(5) . . . no
C2 C3 C4 109.26(5) 16_555 . . no
C3 C4 C3 109.91(18) . . 8_555 no
C1 C5 C1 109.44(17) . . 8_555 no
C1 C2 H21 109.4(2) . . . no
C1 C2 H22 110.39(6) . . . no
C3 C2 H21 110.04(6) . . . no
C3 C2 H22 110.2(2) . . . no
H21 C2 H22 107.06(7) . . . no
C2 C3 H3 109.39(6) . . . no
C4 C3 H3 109.9(2) . . . no
C2 C3 H3 109.39(6) 16_555 . . no
C3 C4 H4 110.03(6) . . . no
C3 C4 H4 110.03(6) . . 8_555 no
C3 C4 H4 110.03(6) 8_555 . . no
H4 C4 H4 106.8(2) . . 8_555 no
C3 C4 H4 110.03(6) 8_555 . 8_555 no
C1 C5 H5 110.25(6) . . . no
C1 C5 H5 110.24(6) . . 8_555 no
C1 C5 H5 110.25(6) 8_555 . . no
H5 C5 H5 106.4(2) . . 8_555 no
C1 C5 H5 110.24(6) 8_555 . 8_555 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
O1 C1 C2 C3 177.70(14) . . . . no
C5 C1 C2 C3 -59.70(18) . . . . no
C2 C1 C2 C3 60.12(11) 23_555 . . . no
C1 C2 C3 C4 -60.12(18) . . . . no
C1 C2 C3 C2 59.62(11) . . . 16_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
O1 O1 2.741(2) . 7_665 no
O1 O1 2.741(2) . 17_545 no
O1 O1 2.741(2) . 9_545 no
O1 O1 2.741(2) . 15_665 no
O1 H1 1.796(2) . 7_665 no
O1 H1 1.796(2) . 17_545 no
C1 H1 2.7935(19) . 7_665 no
C1 H1 2.794(2) . 17_545 no
C2 H1 3.078(2) . 7_665 no
C3 H3 2.870(2) . 3_655 no
C3 H3 2.870(2) . 18_655 no
H1 H5 2.5267(4) . . no
H1 H21 2.385(2) . . no
H1 O1 1.796(2) . 7_665 no
H1 C1 2.7935(17) . 7_665 no
H1 C2 3.0779(18) . 7_665 no
H1 O1 1.796(2) . 15_665 no
H1 C1 2.7935(17) . 15_665 no
H3 H3 2.201(2) . 3_655 no
H3 C3 2.870(3) . 5_665 no
H3 H3 2.201(3) . 5_665 no
H3 C3 2.870(3) . 14_665 no
H3 H3 2.201(3) . 14_665 no
H3 H3 2.201(2) . 18_655 no
H4 H22 2.588(2) . . no
H4 H21 2.579(3) . 5_665 no
H4 H21 2.579(2) . 19_545 no
H4 H22 2.588(2) . 23_555 no
H5 H1 2.5267(4) . . no
H5 H21 2.598(2) . . no
H5 H5 2.433(3) . 12_765 no
H5 H1 2.5267(4) . 16_555 no
H5 H21 2.598(2) . 16_555 no
H5 H5 2.433(3) . 21_765 no
H21 H1 2.385(2) . . no
H21 H5 2.598(2) . . no
H21 H4 2.579(2) . 3_655 no
H21 H22 2.5211(13) . 7_665 no
H21 H21 2.5848(2) . 16_555 no
H21 H4 2.579(2) . 19_655 no
H22 H4 2.588(2) . . no
H22 H21 2.5211(15) . 7_665 no
H22 H22 2.231(3) . 11_655 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)
#
O1 H1 O1 0.9641(17) 1.796(2) 2.741(2) 165.80(3) 7_665 yes
####################################################################### 
# 
# 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_DIBrAdaRietveld294k
_database_code_depnum_ccdc_archive 'CCDC 1968495'
loop_
_audit_author_name
_audit_author_address
'Philippe Negrier'
;Universite de Bordeaux
France
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_date             2019-03-25
_audit_creation_method           'Materials Studio'
_chemical_name_common            1,3-dibromoAdamantane
_chemical_formula_moiety         'C10 H14 Br2 '
_chemical_formula_sum            'C10 H14 Br2'
_chemical_formula_weight         294.01

_symmetry_space_group_name_H-M   'P n m a'
_symmetry_space_group_name_Hall  '-P 2ac 2n'
_symmetry_Int_Tables_number      62
_symmetry_cell_setting           orthorhombic

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

_cell_length_a                   14.9792(9)
_cell_length_b                   9.7677(6)
_cell_length_c                   7.2734(5)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1064.19(12)
_cell_formula_units_Z            4
_cell_measurement_temperature    294(1)
_cell_measurement_theta_min      6.5
_cell_measurement_theta_max      40

_exptl_crystal_density_diffrn    1.835
_exptl_crystal_description       Powder
_exptl_crystal_colour            White
_diffrn_ambient_temperature      294(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
C4 C 0.0191(2) 0.38064(0) 0.2505(3) 0.05000 Uiso 1.00
C5 C 0.1056(2) 0.38061(0) 0.1305(3) 0.05000 Uiso 1.00
C6 C 0.1894(2) 0.38064(0) 0.2585(3) 0.05000 Uiso 1.00
H41 H -0.0398(2) 0.38276(0) 0.1617(3) 0.05000 Uiso 1.00
H42 H 0.0170(2) 0.47289(0) 0.3356(3) 0.05000 Uiso 1.00
H5 H 0.1066(2) 0.47205(0) 0.0437(3) 0.05000 Uiso 1.00
H61 H 0.2502(2) 0.38276(0) 0.1754(3) 0.05000 Uiso 1.00
H62 H 0.1896(2) 0.47289(0) 0.3438(3) 0.05000 Uiso 1.00
H2 H 0.1005(2) 0.15983(0) 0.5917(3) 0.05000 Uiso 1.00
C3 C 0.0175(2) 0.25000(0) 0.3748(3) 0.05000 Uiso 1.00
C1 C 0.1882(2) 0.25000(0) 0.3829(3) 0.05000 Uiso 1.00
C2 C 0.1015(2) 0.25000(0) 0.5025(3) 0.05000 Uiso 1.00
C7 C 0.1070(2) 0.25000(0) 0.0065(3) 0.05000 Uiso 1.00
H71 H 0.0493(2) 0.25000(0) -0.0856(3) 0.05000 Uiso 1.00
H72 H 0.1667(2) 0.25000(0) -0.0800(3) 0.05000 Uiso 1.00
Br2 Br -0.0896(2) 0.25000(0) 0.5233(3) 0.05000 Uiso 1.00
Br1 Br 0.2919(2) 0.25000(0) 0.5413(3) 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
Br1 C1 1.934(4) . . yes
Br2 C3 1.934(4) . . yes
C1 C2 1.563(4) . . no
C1 C6 1.5644(18) . . no
C1 C6 1.5644(18) . 8_555 no
C2 C3 1.564(4) . . no
C3 C4 1.5641(18) . . no
C3 C4 1.5641(18) . 8_555 no
C4 C5 1.562(4) . . no
C5 C6 1.563(4) . . no
C5 C7 1.5625(18) . . no
C2 H2 1.0940(18) . . no
C2 H2 1.0940(18) . 8_555 no
C4 H41 1.094(4) . . no
C4 H42 1.0936(18) . . no
C5 H5 1.0939(18) . . no
C6 H61 1.093(4) . . no
C6 H62 1.0940(18) . . no
C7 H71 1.094(4) . . no
C7 H72 1.093(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
Br1 C1 C2 109.62(17) . . . yes
Br1 C1 C6 109.59(16) . . . yes
Br1 C1 C6 109.59(16) . . 8_555 yes
C2 C1 C6 109.36(17) . . . no
C2 C1 C6 109.36(17) . . 8_555 no
C6 C1 C6 109.31(16) . . 8_555 no
C1 C2 C3 109.75(18) . . . no
Br2 C3 C2 109.62(17) . . . yes
Br2 C3 C4 109.61(16) . . . yes
Br2 C3 C4 109.61(16) . . 8_555 yes
C2 C3 C4 109.33(17) . . . no
C2 C3 C4 109.33(17) . . 8_555 no
C4 C3 C4 109.35(16) . . 8_555 no
C3 C4 C5 109.60(17) . . . no
C4 C5 C6 109.47(18) . . . no
C4 C5 C7 109.50(17) . . . no
C6 C5 C7 109.47(17) . . . no
C1 C6 C5 109.58(17) . . . no
C5 C7 C5 109.47(16) . . 8_555 no
C1 C2 H2 110.0(2) . . . no
C1 C2 H2 110.0(2) . . 8_555 no
C3 C2 H2 110.0(2) . . . no
C3 C2 H2 110.0(2) . . 8_555 no
H2 C2 H2 107.2(2) . . 8_555 no
C3 C4 H41 110.15(19) . . . no
C3 C4 H42 110.2(2) . . . no
C5 C4 H41 109.8(2) . . . no
C5 C4 H42 109.9(2) . . . no
H41 C4 H42 107.2(2) . . . no
C4 C5 H5 109.5(2) . . . no
C6 C5 H5 109.4(2) . . . no
C7 C5 H5 109.5(2) . . . no
C1 C6 H61 110.17(19) . . . no
C1 C6 H62 110.1(2) . . . no
C5 C6 H61 109.9(2) . . . no
C5 C6 H62 109.9(2) . . . no
H61 C6 H62 107.2(2) . . . no
C5 C7 H71 110.06(18) . . . no
C5 C7 H72 110.07(18) . . . no
H71 C7 H72 107.1(3) . . . no
C5 C7 H71 110.06(18) 8_555 . . no
C5 C7 H72 110.07(18) 8_555 . . 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
Br1 C1 C2 C3 180.00 . . . . no
C6 C1 C2 C3 59.83(14) . . . . no
Br1 C1 C6 C5 179.98(16) . . . . no
C2 C1 C6 C5 -59.8(2) . . . . no
C6 C1 C6 C5 59.9(3) 8_555 . . . no
C1 C2 C3 Br2 180.00 . . . . no
C1 C2 C3 C4 -59.84(14) . . . . no
Br2 C3 C4 C5 -179.98(15) . . . . no
C2 C3 C4 C5 59.9(2) . . . . no
C4 C3 C4 C5 -59.8(3) 8_555 . . . no
C3 C4 C5 C6 -60.03(14) . . . . no
C3 C4 C5 C7 60.0(2) . . . . no
C4 C5 C6 C1 59.99(14) . . . . no
C7 C5 C6 C1 -60.0(2) . . . . no
C4 C5 C7 C5 -60.0(3) . . . 8_555 no
C6 C5 C7 C5 60.0(3) . . . 8_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
Br1 Br2 3.630(3) . 6_556 no
Br1 H41 3.196(4) . 6_555 no
Br1 H5 3.112(2) . 2_565 no
Br2 H61 3.087(4) . 3_455 no
Br2 H42 3.0923(18) . 4_546 no
Br2 H62 3.241(2) . 5_566 no
C2 H71 3.096(3) . 1_556 no
H2 H42 2.591(3) . 4_546 no
H2 H62 2.591(3) . 8_555 no
H5 H41 2.290(3) . 5_565 no
H41 H71 2.588(3) . . no
H41 H41 2.5935(2) . 8_555 no
H42 H62 2.586(4) . . no
H42 H42 2.502(3) . 5_566 no
H61 H72 2.588(3) . . no
H61 H61 2.5935(2) . 8_555 no
####################################################################### 
# 
# 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_DMAD120LRietveld
_database_code_depnum_ccdc_archive 'CCDC 1968483'
loop_
_audit_author_name
_audit_author_address
'Philippe Negrier'
;Universite de Bordeaux
France
;
_audit_update_record             
;
2019-11-27 deposited with the CCDC.	2020-01-29 downloaded from the CCDC.
;

_audit_creation_date             2019-03-25
_audit_creation_method           'Materials Studio'
_chemical_name_common            1,3-dimethyAdamantane
_chemical_melting_point          ?
_chemical_formula_moiety         'C12 H20 '
_chemical_formula_sum            'C12 H20 '
_chemical_formula_weight         164.28

_symmetry_space_group_name_H-M   P21/C
_symmetry_Int_Tables_number      14
_symmetry_cell_setting           monoclinic

loop_
_symmetry_equiv_pos_site_id
_symmetry_equiv_pos_as_xyz
1 x,y,z
2 -x,1/2+y,1/2-z
3 -x,-y,-z
4 x,1/2-y,1/2+z

_cell_length_a                   7.7576(18)
_cell_length_b                   12.0856(2)
_cell_length_c                   11.7068(19)
_cell_angle_alpha                90.0000
_cell_angle_beta                 112.271(12)
_cell_angle_gamma                90.0000
_cell_volume                     1015.7(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    120(1)
_cell_measurement_theta_min      5
_cell_measurement_theta_max      30

_exptl_crystal_density_diffrn    1.074
_exptl_crystal_description       Powder
_exptl_crystal_colour            White
_diffrn_ambient_temperature      120(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
C1 C 0.2172(5) 0.1666(3) 0.2326(4) 0.05000 Uiso 1.00
C2 C 0.5581(6) 0.1236(4) 0.1773(4) 0.05000 Uiso 1.00
H21 H 0.6615(7) 0.0698(5) 0.1627(6) 0.05000 Uiso 1.00
H22 H 0.5969(7) 0.2085(4) 0.1663(4) 0.05000 Uiso 1.00
C3 C 0.3592(7) 0.1001(3) 0.0797(2) 0.05000 Uiso 1.00
H3 H 0.3559(10) 0.1120(3) -0.0136(3) 0.05000 Uiso 1.00
C4 C 0.3024(7) -0.0209(3) 0.0942(2) 0.05000 Uiso 1.00
H41 H 0.1660(8) -0.0393(4) 0.0253(3) 0.05000 Uiso 1.00
H42 H 0.3999(9) -0.0777(3) 0.0787(4) 0.05000 Uiso 1.00
C5 C 0.3001(6) -0.0378(3) 0.2255(3) 0.05000 Uiso 1.00
H5 H 0.2580(9) -0.1228(3) 0.2343(3) 0.05000 Uiso 1.00
C6 C 0.2180(6) 0.1811(3) 0.0997(3) 0.05000 Uiso 1.00
H61 H 0.0787(7) 0.1659(4) 0.0309(5) 0.05000 Uiso 1.00
H62 H 0.2538(8) 0.2661(3) 0.0857(3) 0.05000 Uiso 1.00
C7 C 0.5002(6) -0.0165(3) 0.3220(3) 0.05000 Uiso 1.00
H71 H 0.5988(7) -0.0740(4) 0.3081(5) 0.05000 Uiso 1.00
H72 H 0.5028(9) -0.0324(3) 0.4143(3) 0.05000 Uiso 1.00
C8 C 0.4189(6) 0.1860(3) 0.3311(2) 0.05000 Uiso 1.00
H81 H 0.4609(7) 0.2706(3) 0.3238(3) 0.05000 Uiso 1.00
H82 H 0.4209(8) 0.1755(3) 0.4244(3) 0.05000 Uiso 1.00
C9 C 0.5633(4) 0.1053(4) 0.3114(3) 0.05000 Uiso 1.00
C10 C 0.1608(6) 0.0444(4) 0.2473(4) 0.05000 Uiso 1.00
H101 H 0.0206(5) 0.0269(5) 0.1819(6) 0.05000 Uiso 1.00
H102 H 0.1592(8) 0.0324(4) 0.3393(5) 0.05000 Uiso 1.00
C11 C 0.0770(7) 0.2504(4) 0.2489(7) 0.05000 Uiso 1.00
H111 H 0.101(6) 0.3344(10) 0.223(6) 0.05000 Uiso 1.00
H112 H -0.0661(8) 0.227(3) 0.191(4) 0.05000 Uiso 1.00
H113 H 0.089(6) 0.253(4) 0.3449(13) 0.05000 Uiso 1.00
C12 C 0.7660(5) 0.1233(5) 0.4065(5) 0.05000 Uiso 1.00
H121 H 0.8639(11) 0.116(6) 0.3605(16) 0.05000 Uiso 1.00
H122 H 0.7849(3) 0.205(2) 0.449(5) 0.05000 Uiso 1.00
H123 H 0.807(4) 0.062(4) 0.481(4) 0.05000 Uiso 1.00

_geom_special_details            
;
 Bond distances, angles etc. have been calculated using the
 rounded fractional coordinates. All su's are estimated
 from the variances of the (full) variance-covariance matrix.
 The cell esds are taken into account in the estimation of
 distances, angles and torsion angles
;

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
C1 C6 1.568(6) . . no
C1 C8 1.570(6) . . no
C1 C10 1.568(6) . . no
C1 C11 1.550(7) . . no
C2 C3 1.559(6) . . no
C2 C9 1.571(6) . . no
C3 C4 1.555(5) . . no
C3 C6 1.552(6) . . no
C4 C5 1.557(5) . . no
C5 C7 1.557(6) . . no
C5 C10 1.559(7) . . no
C7 C9 1.571(6) . . no
C8 C9 1.567(6) . . no
C9 C12 1.560(6) . . no
C2 H21 1.095(8) . . no
C2 H22 1.091(7) . . no
C3 H3 1.092(5) . . no
C4 H41 1.083(7) . . no
C4 H42 1.086(8) . . no
C5 H5 1.095(6) . . no
C6 H61 1.091(7) . . no
C6 H62 1.093(5) . . no
C7 H71 1.090(7) . . no
C7 H72 1.090(5) . . no
C8 H81 1.086(5) . . no
C8 H82 1.094(5) . . no
C10 H101 1.088(7) . . no
C10 H102 1.092(7) . . no
C11 H111 1.10(3) . . no
C11 H112 1.10(3) . . no
C11 H113 1.09(2) . . no
C12 H121 1.088(14) . . no
C12 H122 1.09(3) . . no
C12 H123 1.10(5) . . 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
C6 C1 C8 109.5(3) . . . no
C6 C1 C10 108.7(3) . . . no
C6 C1 C11 108.4(4) . . . no
C8 C1 C10 107.6(3) . . . no
C8 C1 C11 111.3(4) . . . no
C10 C1 C11 111.3(4) . . . no
C3 C2 C9 110.5(4) . . . no
C2 C3 C4 109.5(3) . . . no
C2 C3 C6 109.5(3) . . . no
C4 C3 C6 109.4(4) . . . no
C3 C4 C5 109.9(2) . . . no
C4 C5 C7 108.3(4) . . . no
C4 C5 C10 110.2(3) . . . no
C7 C5 C10 109.8(3) . . . no
C1 C6 C3 110.4(3) . . . no
C5 C7 C9 110.6(3) . . . no
C1 C8 C9 111.6(3) . . . no
C2 C9 C7 108.7(3) . . . no
C2 C9 C8 108.1(3) . . . no
C2 C9 C12 109.3(3) . . . no
C7 C9 C8 108.1(3) . . . no
C7 C9 C12 109.5(4) . . . no
C8 C9 C12 113.1(3) . . . no
C1 C10 C5 110.1(4) . . . no
C3 C2 H21 110.9(5) . . . no
C3 C2 H22 109.0(4) . . . no
C9 C2 H21 109.2(5) . . . no
C9 C2 H22 110.3(4) . . . no
H21 C2 H22 106.8(6) . . . no
C2 C3 H3 110.5(6) . . . no
C4 C3 H3 109.4(3) . . . no
C6 C3 H3 108.5(4) . . . no
C3 C4 H41 110.4(4) . . . no
C3 C4 H42 109.4(5) . . . no
C5 C4 H41 109.6(5) . . . no
C5 C4 H42 110.6(4) . . . no
H41 C4 H42 106.9(5) . . . no
C4 C5 H5 109.4(3) . . . no
C7 C5 H5 109.8(4) . . . no
C10 C5 H5 109.4(5) . . . no
C1 C6 H61 109.8(5) . . . no
C1 C6 H62 110.5(3) . . . no
C3 C6 H61 109.9(4) . . . no
C3 C6 H62 109.7(5) . . . no
H61 C6 H62 106.5(5) . . . no
C5 C7 H71 110.5(4) . . . no
C5 C7 H72 109.2(5) . . . no
C9 C7 H71 109.2(5) . . . no
C9 C7 H72 110.7(3) . . . no
H71 C7 H72 106.6(5) . . . no
C1 C8 H81 109.1(4) . . . no
C1 C8 H82 110.4(5) . . . no
C9 C8 H81 108.8(5) . . . no
C9 C8 H82 109.5(4) . . . no
H81 C8 H82 107.3(4) . . . no
C1 C10 H101 110.6(5) . . . no
C1 C10 H102 110.0(5) . . . no
C5 C10 H101 109.4(5) . . . no
C5 C10 H102 110.2(5) . . . no
H101 C10 H102 106.7(6) . . . no
C1 C11 H111 112(3) . . . no
C1 C11 H112 110.4(18) . . . no
C1 C11 H113 111(2) . . . no
H111 C11 H112 108(4) . . . no
H111 C11 H113 108(4) . . . no
H112 C11 H113 108(3) . . . no
C9 C12 H121 109.8(11) . . . no
C9 C12 H122 112.1(18) . . . no
C9 C12 H123 113(2) . . . no
H121 C12 H122 108(4) . . . no
H121 C12 H123 107(3) . . . no
H122 C12 H123 108(4) . . . 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
C8 C1 C6 C3 57.5(4) . . . . no
C10 C1 C6 C3 -59.8(4) . . . . no
C11 C1 C6 C3 179.0(4) . . . . no
C6 C1 C8 C9 -57.5(4) . . . . no
C10 C1 C8 C9 60.5(4) . . . . no
C11 C1 C8 C9 -177.3(4) . . . . no
C6 C1 C10 C5 58.5(4) . . . . no
C8 C1 C10 C5 -60.0(4) . . . . no
C11 C1 C10 C5 177.9(4) . . . . no
C9 C2 C3 C4 -58.8(5) . . . . no
C9 C2 C3 C6 61.1(4) . . . . no
C3 C2 C9 C7 57.5(4) . . . . no
C3 C2 C9 C8 -59.5(4) . . . . no
C3 C2 C9 C12 177.0(4) . . . . no
C2 C3 C4 C5 60.6(5) . . . . no
C6 C3 C4 C5 -59.4(4) . . . . no
C2 C3 C6 C1 -59.6(4) . . . . no
C4 C3 C6 C1 60.4(3) . . . . no
C3 C4 C5 C7 -61.3(4) . . . . no
C3 C4 C5 C10 58.8(5) . . . . no
C4 C5 C7 C9 60.9(4) . . . . no
C10 C5 C7 C9 -59.5(4) . . . . no
C4 C5 C10 C1 -58.7(4) . . . . no
C7 C5 C10 C1 60.5(4) . . . . no
C5 C7 C9 C2 -59.1(4) . . . . no
C5 C7 C9 C8 58.0(4) . . . . no
C5 C7 C9 C12 -178.4(3) . . . . no
C1 C8 C9 C2 58.0(4) . . . . no
C1 C8 C9 C7 -59.4(3) . . . . no
C1 C8 C9 C12 179.2(3) . . . . 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
C4 C8 3.586(4) . . no
C6 C7 3.599(5) . . no
C7 C6 3.599(5) . . no
C8 C4 3.586(4) . . no
C4 H81 3.051(6) . 2_645 no
C6 H113 2.88(2) . 4_554 no
C11 H121 2.95(4) . 1_455 no
C11 H5 3.087(9) . 2_555 no
H3 H42 2.332(10) . 3_655 no
H5 C11 3.087(9) . 2_545 no
H5 H22 2.405(6) . 2_645 no
H21 H42 2.598(8) . . no
H21 H121 2.32(3) . . no
H22 H62 2.560(8) . . no
H22 H81 2.559(7) . . no
H22 H112 2.53(2) . 1_655 no
H22 H5 2.405(6) . 2_655 no
H41 H61 2.578(7) . . no
H41 H41 2.594(9) . 3_555 no
H41 H61 2.330(8) . 3_555 no
H41 H101 2.311(7) . 3_555 no
H42 H21 2.598(8) . . no
H42 H71 2.541(7) . . no
H42 H81 2.213(6) . 2_645 no
H42 H3 2.332(10) . 3_655 no
H61 H41 2.578(7) . . no
H61 H101 2.599(8) . . no
H61 H41 2.330(8) . 3_555 no
H61 H113 2.42(3) . 4_554 no
H62 H22 2.560(8) . . no
H62 H111 2.47(6) . . no
H62 H71 2.347(6) . 2_655 no
H71 H42 2.541(7) . . no
H71 H62 2.347(6) . 2_645 no
H71 H81 2.363(6) . 2_645 no
H72 H102 2.591(9) . . no
H72 H123 2.47(4) . . no
H72 H72 2.170(6) . 3_656 no
H72 H82 2.462(5) . 3_656 no
H81 H22 2.559(7) . . no
H81 H122 2.51(4) . . no
H81 C4 3.051(6) . 2_655 no
H81 H42 2.213(6) . 2_655 no
H81 H71 2.363(6) . 2_655 no
H82 H102 2.564(8) . . no
H82 H113 2.56(5) . . no
H82 H72 2.462(5) . 3_656 no
H101 H61 2.599(8) . . no
H101 H112 2.52(4) . . no
H101 H41 2.311(7) . 3_555 no
H102 H72 2.591(9) . . no
H102 H82 2.564(8) . . no
H102 H123 2.32(4) . 3_656 no
H111 H62 2.47(6) . . no
H112 H22 2.53(2) . 1_455 no
H112 H101 2.52(4) . . no
H113 H82 2.56(5) . . no
H113 H121 2.46(7) . 1_455 no
H113 C6 2.876(19) . 4_555 no
H113 H61 2.42(3) . 4_555 no
H121 C11 2.95(4) . 1_655 no
H121 H21 2.32(3) . . no
H121 H113 2.46(7) . 1_655 no
H122 H81 2.51(4) . . no
H123 H72 2.47(4) . . no
H123 H102 2.32(4) . 3_656 no
