# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2019

####################################################################### 
# 
# 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_2iodobenzylalcohol
_database_code_depnum_ccdc_archive 'CCDC 1881163'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-06-28 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

# start Validation Reply Form
_vrf_PLAT906_2iodobenzylalcohol  
;
PROBLEM: Large K Value in the Analysis of Variance ......      4.116 Check 
RESPONSE: The K-value is large only for weak reflections 
with Fc/Fcmax lower than 0.009. 
;
# end Validation Reply Form

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H7 I O'
_chemical_formula_sum            'C7 H7 I O'
_chemical_formula_weight         234.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/n'
_space_group_name_Hall           '-P 2yn'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   12.803(9)
_cell_length_b                   4.630(3)
_cell_length_c                   13.233(9)
_cell_angle_alpha                90
_cell_angle_beta                 109.94(2)
_cell_angle_gamma                90
_cell_volume                     737.4(9)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3234
_cell_measurement_theta_min      2.7
_cell_measurement_theta_max      25.53

_exptl_crystal_description       thin-needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      2.107
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    2.108
_exptl_crystal_F_000             440
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.100
_exptl_crystal_size_min          0.050
_exptl_absorpt_coefficient_mu    4.257
_shelx_estimated_absorpt_T_min   0.483
_shelx_estimated_absorpt_T_max   0.815
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.483
_exptl_absorpt_correction_T_max  0.815
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            12224
_diffrn_reflns_av_unetI/netI     0.0320
_diffrn_reflns_av_R_equivalents  0.0506
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_k_min       -6
_diffrn_reflns_limit_k_max       6
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_theta_min         2.727
_diffrn_reflns_theta_max         27.799
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.990
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.990
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.990
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1719
_reflns_number_gt                1271
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0246P)²+0.9206P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1719
_refine_ls_number_parameters     90
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0480
_refine_ls_R_factor_gt           0.0296
_refine_ls_wR_factor_ref         0.0674
_refine_ls_wR_factor_gt          0.0612
_refine_ls_goodness_of_fit_ref   1.028
_refine_ls_restrained_S_all      1.028
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
I2 I 0.71042(2) 0.62859(7) 0.91343(2) 0.05238(12) Uani 1 1 d . . . . .
O1 O 0.4873(3) 0.7478(7) 0.5491(2) 0.0475(8) Uani 1 1 d D . . . .
C1 C 0.5008(3) 0.5261(8) 0.7196(3) 0.0295(8) Uani 1 1 d . . . . .
C2 C 0.5525(3) 0.4624(8) 0.8270(3) 0.0339(8) Uani 1 1 d . . . . .
C6 C 0.3986(3) 0.3961(8) 0.6679(3) 0.0381(9) Uani 1 1 d . . . . .
H6 H 0.3614 0.4330 0.5954 0.046 Uiso 1 1 calc R U . . .
C4 C 0.4018(4) 0.1612(9) 0.8277(3) 0.0452(10) Uani 1 1 d . . . . .
H4 H 0.3677 0.0430 0.8641 0.054 Uiso 1 1 calc R U . . .
C7 C 0.5521(3) 0.7279(9) 0.6602(3) 0.0398(9) Uani 1 1 d . . . . .
H7A H 0.5595 0.9184 0.6923 0.048 Uiso 1 1 calc R U . . .
H7B H 0.6260 0.6595 0.6674 0.048 Uiso 1 1 calc DR U . . .
C5 C 0.3513(3) 0.2130(10) 0.7226(4) 0.0461(10) Uani 1 1 d . . . . .
H5 H 0.2837 0.1246 0.6861 0.055 Uiso 1 1 calc R U . . .
C3 C 0.5040(4) 0.2825(10) 0.8823(3) 0.0449(10) Uani 1 1 d . . . . .
H3 H 0.5398 0.2442 0.9549 0.054 Uiso 1 1 calc R U . . .
H1 H 0.513(9) 0.917(15) 0.525(9) 0.07(4) Uiso 0.5 1 d D . P A 1
H1' H 0.525(4) 0.628(15) 0.515(2) 0.07(3) Uiso 0.5 1 d D . P B 2


_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
I2 C2 2.099(4) . ?
O1 C7 1.423(5) . ?
O1 H1 0.94(2) . ?
O1 H1' 0.94(2) . ?
C1 C2 1.380(5) . ?
C1 C6 1.390(5) . ?
C1 C7 1.509(5) . ?
C2 C3 1.387(6) . ?
C6 C5 1.381(6) . ?
C6 H6 0.9300 . ?
C4 C5 1.341(6) . ?
C4 C3 1.381(6) . ?
C4 H4 0.9300 . ?
C7 H7A 0.9700 . ?
C7 H7B 0.9700 . ?
C5 H5 0.9300 . ?
C3 H3 0.9300 . ?

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
C7 O1 H1 105(7) . . ?
C7 O1 H1' 104.1(14) . . ?
C2 C1 C6 117.1(4) . . ?
C2 C1 C7 121.9(3) . . ?
C6 C1 C7 121.0(3) . . ?
C1 C2 C3 121.8(4) . . ?
C1 C2 I2 121.2(3) . . ?
C3 C2 I2 117.0(3) . . ?
C5 C6 C1 121.0(4) . . ?
C5 C6 H6 119.5 . . ?
C1 C6 H6 119.5 . . ?
C5 C4 C3 120.3(4) . . ?
C5 C4 H4 119.8 . . ?
C3 C4 H4 119.8 . . ?
O1 C7 C1 112.0(3) . . ?
O1 C7 H7A 109.2 . . ?
C1 C7 H7A 109.2 . . ?
O1 C7 H7B 109.2 . . ?
C1 C7 H7B 109.2 . . ?
H7A C7 H7B 107.9 . . ?
C4 C5 C6 120.8(4) . . ?
C4 C5 H5 119.6 . . ?
C6 C5 H5 119.6 . . ?
C4 C3 C2 119.0(4) . . ?
C4 C3 H3 120.5 . . ?
C2 C3 H3 120.5 . . ?

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
O1 H1 O1 0.94(2) 1.84(4) 2.745(6) 161(10) 3_676
O1 H1' O1 0.94(2) 1.92(5) 2.711(7) 140(7) 3_666
O1 H1 O1 0.94(2) 1.84(4) 2.745(6) 161(10) 3_676
O1 H1' O1 0.94(2) 1.92(5) 2.711(7) 140(7) 3_666

_refine_diff_density_max         0.621
_refine_diff_density_min         -0.602
_refine_diff_density_rms         0.096

####################################################################### 
# 
# 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_dichlorobenzylalcohol
_database_code_depnum_ccdc_archive 'CCDC 1881167'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-05-15 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Cl2 O'
_chemical_formula_sum            'C7 H6 Cl2 O'
_chemical_formula_weight         177.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   8.2382(14)
_cell_length_b                   8.6956(14)
_cell_length_c                   11.674(2)
_cell_angle_alpha                83.844(6)
_cell_angle_beta                 70.803(5)
_cell_angle_gamma                79.456(5)
_cell_volume                     775.4(2)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    4812
_cell_measurement_theta_min      2.39
_cell_measurement_theta_max      23.48

_exptl_crystal_description       rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.515
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    1.516
_exptl_crystal_F_000             360
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.150
_exptl_absorpt_coefficient_mu    0.760
_shelx_estimated_absorpt_T_min   0.833
_shelx_estimated_absorpt_T_max   0.895
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_T_max  0.895
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            3048
_diffrn_reflns_av_unetI/netI     0.0264
_diffrn_reflns_av_R_equivalents  ?
_diffrn_reflns_limit_h_min       -9
_diffrn_reflns_limit_h_max       10
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       0
_diffrn_reflns_limit_l_max       14
_diffrn_reflns_theta_min         1.850
_diffrn_reflns_theta_max         25.995
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3048
_reflns_number_gt                2269
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0606P)²+0.9214P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     'SHELXL-2014/7 (Sheldrick 2014'
_refine_ls_extinction_coef       0.059(5)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_number_reflns         3048
_refine_ls_number_parameters     185
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0809
_refine_ls_R_factor_gt           0.0585
_refine_ls_wR_factor_ref         0.1599
_refine_ls_wR_factor_gt          0.1404
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C3A C 0.7932(6) 0.4164(5) 0.3065(5) 0.0835(13) Uani 1 1 d . . . . .
H3A H 0.8146 0.3887 0.2275 0.100 Uiso 1 1 calc R U . . .
C5B C 0.4477(6) 0.7156(4) 1.0124(3) 0.0654(10) Uani 1 1 d . . . . .
H5B H 0.3624 0.6627 1.0660 0.078 Uiso 1 1 calc R U . . .
C2A C 0.8417(4) 0.5497(4) 0.3275(3) 0.0589(9) Uani 1 1 d . . . . .
C6B C 0.4060(4) 0.8336(4) 0.9333(3) 0.0507(7) Uani 1 1 d . . . . .
C1A C 0.8148(4) 0.5980(4) 0.4425(3) 0.0483(7) Uani 1 1 d . . . . .
C1B C 0.5269(4) 0.9175(3) 0.8524(3) 0.0461(7) Uani 1 1 d . . . . .
C6A C 0.7320(4) 0.5020(4) 0.5382(3) 0.0615(9) Uani 1 1 d . . . . .
C2B C 0.6977(4) 0.8726(4) 0.8534(3) 0.0537(8) Uani 1 1 d . . . . .
C5A C 0.6798(6) 0.3654(5) 0.5198(6) 0.0909(15) Uani 1 1 d . . . . .
H5A H 0.6233 0.3033 0.5855 0.109 Uiso 1 1 calc R U . . .
C3B C 0.7427(5) 0.7542(5) 0.9320(4) 0.0679(10) Uani 1 1 d . . . . .
H3B H 0.8577 0.7273 0.9313 0.082 Uiso 1 1 calc R U . . .
C4A C 0.7132(7) 0.3243(5) 0.4027(6) 0.0977(17) Uani 1 1 d . . . . .
H4A H 0.6807 0.2326 0.3893 0.117 Uiso 1 1 calc R U . . .
C4B C 0.6166(6) 0.6780(4) 1.0105(4) 0.0706(11) Uani 1 1 d . . . . .
H4B H 0.6462 0.5989 1.0637 0.085 Uiso 1 1 calc R U . . .
C7A C 0.8699(5) 0.7457(4) 0.4619(4) 0.0622(9) Uani 1 1 d . . . . .
H7A H 0.9091 0.7295 0.5326 0.075 Uiso 1 1 calc R U . . .
H7A' H 0.9674 0.7687 0.3922 0.075 Uiso 1 1 calc R U . . .
C7B C 0.4761(6) 1.0484(4) 0.7705(3) 0.0664(10) Uani 1 1 d . . . . .
H7B H 0.3665 1.1094 0.8149 0.080 Uiso 1 1 calc R U . . .
H7B' H 0.5637 1.1168 0.7453 0.080 Uiso 1 1 calc R U . . .
O1A O 0.7335(4) 0.8766(3) 0.4787(2) 0.0728(8) Uani 1 1 d . . . . .
H1A H 0.7011 0.8920 0.4186 0.109 Uiso 1 1 calc R U . . .
O1B O 0.4588(4) 0.9919(4) 0.6665(2) 0.0833(9) Uani 1 1 d . . . . .
H1B H 0.5555 0.9601 0.6201 0.125 Uiso 1 1 calc R U . . .
Cl2A Cl 0.94332(15) 0.66383(16) 0.20027(10) 0.0931(4) Uani 1 1 d . . . . .
Cl6B Cl 0.19070(13) 0.87787(15) 0.93585(11) 0.0850(4) Uani 1 1 d . . . . .
Cl6A Cl 0.68840(17) 0.55473(18) 0.68634(10) 0.1025(5) Uani 1 1 d . . . . .
Cl2B Cl 0.86322(15) 0.96363(16) 0.75323(11) 0.0951(4) Uani 1 1 d . . . . .


_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
C3A C4A 1.361(7) . ?
C3A C2A 1.363(6) . ?
C3A H3A 0.9300 . ?
C5B C4B 1.363(6) . ?
C5B C6B 1.378(5) . ?
C5B H5B 0.9300 . ?
C2A C1A 1.386(5) . ?
C2A Cl2A 1.750(4) . ?
C6B C1B 1.384(4) . ?
C6B Cl6B 1.736(3) . ?
C1A C6A 1.385(5) . ?
C1A C7A 1.500(5) . ?
C1B C2B 1.394(5) . ?
C1B C7B 1.496(4) . ?
C6A C5A 1.395(6) . ?
C6A Cl6A 1.740(4) . ?
C2B C3B 1.386(5) . ?
C2B Cl2B 1.732(3) . ?
C5A C4A 1.376(7) . ?
C5A H5A 0.9300 . ?
C3B C4B 1.361(6) . ?
C3B H3B 0.9300 . ?
C4A H4A 0.9300 . ?
C4B H4B 0.9300 . ?
C7A O1A 1.426(4) . ?
C7A H7A 0.9700 . ?
C7A H7A' 0.9700 . ?
C7B O1B 1.416(4) . ?
C7B H7B 0.9700 . ?
C7B H7B' 0.9700 . ?
O1A H1A 0.8200 . ?
O1B H1B 0.8200 . ?

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
C4A C3A C2A 119.1(5) . . ?
C4A C3A H3A 120.5 . . ?
C2A C3A H3A 120.5 . . ?
C4B C5B C6B 118.7(4) . . ?
C4B C5B H5B 120.7 . . ?
C6B C5B H5B 120.7 . . ?
C3A C2A C1A 123.7(4) . . ?
C3A C2A Cl2A 117.1(3) . . ?
C1A C2A Cl2A 119.2(3) . . ?
C5B C6B C1B 123.3(3) . . ?
C5B C6B Cl6B 117.9(3) . . ?
C1B C6B Cl6B 118.8(2) . . ?
C6A C1A C2A 115.6(3) . . ?
C6A C1A C7A 122.3(3) . . ?
C2A C1A C7A 122.1(3) . . ?
C6B C1B C2B 115.5(3) . . ?
C6B C1B C7B 121.9(3) . . ?
C2B C1B C7B 122.6(3) . . ?
C1A C6A C5A 122.1(4) . . ?
C1A C6A Cl6A 119.1(3) . . ?
C5A C6A Cl6A 118.8(3) . . ?
C3B C2B C1B 122.2(3) . . ?
C3B C2B Cl2B 117.5(3) . . ?
C1B C2B Cl2B 120.3(3) . . ?
C4A C5A C6A 118.8(4) . . ?
C4A C5A H5A 120.6 . . ?
C6A C5A H5A 120.6 . . ?
C4B C3B C2B 119.2(3) . . ?
C4B C3B H3B 120.4 . . ?
C2B C3B H3B 120.4 . . ?
C3A C4A C5A 120.7(4) . . ?
C3A C4A H4A 119.7 . . ?
C5A C4A H4A 119.7 . . ?
C3B C4B C5B 121.1(3) . . ?
C3B C4B H4B 119.4 . . ?
C5B C4B H4B 119.4 . . ?
O1A C7A C1A 112.8(3) . . ?
O1A C7A H7A 109.0 . . ?
C1A C7A H7A 109.0 . . ?
O1A C7A H7A' 109.0 . . ?
C1A C7A H7A' 109.0 . . ?
H7A C7A H7A' 107.8 . . ?
O1B C7B C1B 111.7(3) . . ?
O1B C7B H7B 109.3 . . ?
C1B C7B H7B 109.3 . . ?
O1B C7B H7B' 109.3 . . ?
C1B C7B H7B' 109.3 . . ?
H7B C7B H7B' 107.9 . . ?
C7A O1A H1A 109.5 . . ?
C7B O1B H1B 109.5 . . ?

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
C4A C3A C2A C1A 0.2(6) . . . . ?
C4A C3A C2A Cl2A -179.8(3) . . . . ?
C4B C5B C6B C1B -0.6(5) . . . . ?
C4B C5B C6B Cl6B 179.2(3) . . . . ?
C3A C2A C1A C6A -0.6(5) . . . . ?
Cl2A C2A C1A C6A 179.4(2) . . . . ?
C3A C2A C1A C7A -179.9(3) . . . . ?
Cl2A C2A C1A C7A 0.0(4) . . . . ?
C5B C6B C1B C2B 1.4(5) . . . . ?
Cl6B C6B C1B C2B -178.4(2) . . . . ?
C5B C6B C1B C7B -178.0(3) . . . . ?
Cl6B C6B C1B C7B 2.2(4) . . . . ?
C2A C1A C6A C5A 0.2(5) . . . . ?
C7A C1A C6A C5A 179.5(3) . . . . ?
C2A C1A C6A Cl6A -178.8(2) . . . . ?
C7A C1A C6A Cl6A 0.6(4) . . . . ?
C6B C1B C2B C3B -1.4(5) . . . . ?
C7B C1B C2B C3B 178.0(3) . . . . ?
C6B C1B C2B Cl2B 177.9(2) . . . . ?
C7B C1B C2B Cl2B -2.6(4) . . . . ?
C1A C6A C5A C4A 0.6(6) . . . . ?
Cl6A C6A C5A C4A 179.6(3) . . . . ?
C1B C2B C3B C4B 0.6(5) . . . . ?
Cl2B C2B C3B C4B -178.8(3) . . . . ?
C2A C3A C4A C5A 0.6(7) . . . . ?
C6A C5A C4A C3A -1.1(7) . . . . ?
C2B C3B C4B C5B 0.3(6) . . . . ?
C6B C5B C4B C3B -0.3(6) . . . . ?
C6A C1A C7A O1A -85.0(4) . . . . ?
C2A C1A C7A O1A 94.3(4) . . . . ?
C6B C1B C7B O1B -81.0(4) . . . . ?
C2B C1B C7B O1B 99.7(4) . . . . ?

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
C7B H7B Cl2A 0.97 2.97 3.816(4) 146.5 2_676
C7B H7B' Cl2B 0.97 2.61 3.082(4) 110.5 .
O1A H1A O1B 0.82 1.97 2.716(3) 150.1 2_676
O1B H1B O1A 0.82 1.92 2.703(4) 160.3 .

_refine_diff_density_max         0.657
_refine_diff_density_min         -0.496
_refine_diff_density_rms         0.059

####################################################################### 
# 
# 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_25dichlorobenzylalcohol
_database_code_depnum_ccdc_archive 'CCDC 1881166'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-06-28 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Cl2 O'
_chemical_formula_sum            'C7 H6 Cl2 O'
_chemical_formula_weight         177.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.182(4)
_cell_length_b                   14.930(9)
_cell_length_c                   15.398(9)
_cell_angle_alpha                107.741(18)
_cell_angle_beta                 97.263(18)
_cell_angle_gamma                100.108(19)
_cell_volume                     1519.4(15)
_cell_formula_units_Z            8
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5410
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      28.19

_exptl_crystal_description       rectangular
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.548
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    1.548
_exptl_crystal_F_000             720
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.250
_exptl_crystal_size_mid          0.200
_exptl_crystal_size_min          0.200
_exptl_absorpt_coefficient_mu    0.775
_shelx_estimated_absorpt_T_min   0.830
_shelx_estimated_absorpt_T_max   0.860
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.830
_exptl_absorpt_correction_T_max  0.860
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            24084
_diffrn_reflns_av_unetI/netI     0.0334
_diffrn_reflns_av_R_equivalents  0.0376
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -18
_diffrn_reflns_limit_k_max       18
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_theta_min         1.415
_diffrn_reflns_theta_max         25.998
_diffrn_reflns_theta_full        25.242
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             5957
_reflns_number_gt                3864
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0532P)²+1.0319P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         5957
_refine_ls_number_parameters     391
_refine_ls_number_restraints     9
_refine_ls_R_factor_all          0.0777
_refine_ls_R_factor_gt           0.0480
_refine_ls_wR_factor_ref         0.1431
_refine_ls_wR_factor_gt          0.1215
_refine_ls_goodness_of_fit_ref   1.056
_refine_ls_restrained_S_all      1.056
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.5128(4) 0.86935(18) 0.19958(17) 0.0326(6) Uani 1 1 d . . . . .
C1B C 0.2594(4) 0.62882(18) -0.02751(18) 0.0338(6) Uani 1 1 d . . . . .
C1C C 0.9667(4) 0.61719(18) 0.34396(18) 0.0354(6) Uani 1 1 d . . . . .
C1D C 1.2297(4) 0.87807(18) 0.57253(18) 0.0324(6) Uani 1 1 d . . . . .
C2A C 0.3334(4) 0.88771(19) 0.17550(19) 0.0367(6) Uani 1 1 d . . . . .
C2B C 0.0792(4) 0.6480(2) -0.04970(19) 0.0395(6) Uani 1 1 d . . . . .
C2C C 1.1507(4) 0.6056(2) 0.3717(2) 0.0401(6) Uani 1 1 d . . . . .
C2D C 1.4120(4) 0.86418(19) 0.59889(19) 0.0364(6) Uani 1 1 d . . . . .
C3A C 0.2760(4) 0.9004(2) 0.0921(2) 0.0469(7) Uani 1 1 d . . . . .
H3A H 0.1553 0.9127 0.0781 0.056 Uiso 1 1 calc R U . . .
C3B C 0.0215(4) 0.6632(2) -0.1317(2) 0.0509(8) Uani 1 1 d . . . . .
H3B H -0.0987 0.6766 -0.1442 0.061 Uiso 1 1 calc R U . . .
C3C C 1.2146(4) 0.6073(2) 0.4605(2) 0.0505(8) Uani 1 1 d . . . . .
H3C H 1.3383 0.5997 0.4773 0.061 Uiso 1 1 calc R U . . .
C3D C 1.4739(4) 0.8595(2) 0.6855(2) 0.0462(7) Uani 1 1 d . . . . .
H3D H 1.5966 0.8501 0.7012 0.055 Uiso 1 1 calc R U . . .
C4A C 0.3979(4) 0.8946(2) 0.0300(2) 0.0476(7) Uani 1 1 d . . . . .
H4A H 0.3610 0.9031 -0.0265 0.057 Uiso 1 1 calc R U . . .
C4B C 0.1403(5) 0.6586(2) -0.1946(2) 0.0519(8) Uani 1 1 d . . . . .
H4B H 0.1015 0.6676 -0.2507 0.062 Uiso 1 1 calc R U . . .
C4C C 1.0958(4) 0.6204(2) 0.5238(2) 0.0531(8) Uani 1 1 d . . . . .
H4C H 1.1382 0.6222 0.5841 0.064 Uiso 1 1 calc R U . . .
C4D C 1.3533(4) 0.8688(2) 0.7484(2) 0.0483(7) Uani 1 1 d . . . . .
H4D H 1.3929 0.8656 0.8071 0.058 Uiso 1 1 calc R U . . .
C5A C 0.5756(4) 0.8762(2) 0.05242(19) 0.0397(6) Uani 1 1 d . . . . .
C5B C 0.3192(4) 0.6405(2) -0.1731(2) 0.0442(7) Uani 1 1 d . . . . .
C5C C 0.9127(4) 0.6308(2) 0.4973(2) 0.0450(7) Uani 1 1 d . . . . .
C5D C 1.1729(4) 0.8830(2) 0.72357(19) 0.0404(7) Uani 1 1 d . . . . .
C6A C 0.6342(4) 0.86319(19) 0.13624(18) 0.0368(6) Uani 1 1 d . . . . .
H6A H 0.7546 0.8504 0.1497 0.044 Uiso 1 1 calc R U . . .
C6B C 0.3788(4) 0.62538(19) -0.09095(19) 0.0387(6) Uani 1 1 d . . . . .
H6B H 0.5000 0.6129 -0.0785 0.046 Uiso 1 1 calc R U . . .
C6C C 0.8483(4) 0.6296(2) 0.40868(19) 0.0408(7) Uani 1 1 d . . . . .
H6C H 0.7243 0.6371 0.3924 0.049 Uiso 1 1 calc R U . . .
C6D C 1.1098(4) 0.88755(18) 0.63633(18) 0.0361(6) Uani 1 1 d . . . . .
H6D H 0.9869 0.8970 0.6210 0.043 Uiso 1 1 calc R U . . .
C7A C 0.5709(4) 0.8566(2) 0.29174(18) 0.0398(6) Uani 1 1 d . . . . .
H7A H 0.5797 0.9166 0.3413 0.048 Uiso 1 1 calc R U . . .
H7A' H 0.4725 0.8074 0.2991 0.048 Uiso 1 1 calc R U . . .
C7B C 0.3177(4) 0.6110(2) 0.06187(18) 0.0411(7) Uani 1 1 d . . . . .
H7B H 0.3285 0.6694 0.1137 0.049 Uiso 1 1 calc R U . . .
H7B' H 0.2188 0.5609 0.0675 0.049 Uiso 1 1 calc R U . . .
C7C C 0.9034(4) 0.6179(2) 0.24686(19) 0.0439(7) Uani 1 1 d . . . . .
H7C H 0.9960 0.6661 0.2348 0.053 Uiso 1 1 calc DR U . . .
H7C' H 0.9009 0.5555 0.2023 0.053 Uiso 1 1 calc R U . . .
C7D C 1.1670(4) 0.8819(2) 0.47669(18) 0.0404(7) Uani 1 1 d . . . . .
H7D H 1.2616 0.9300 0.4654 0.048 Uiso 1 1 calc R U . . .
H7D' H 1.1612 0.8198 0.4308 0.048 Uiso 1 1 calc R U . . .
O1A O 0.7493(3) 0.82970(18) 0.29915(15) 0.0552(6) Uani 1 1 d D . . . .
O1B O 0.4949(3) 0.58283(19) 0.06578(15) 0.0573(6) Uani 1 1 d D . . . .
O1C O 0.7189(3) 0.63830(18) 0.23463(15) 0.0569(6) Uani 1 1 d D . . . .
O1D O 0.9855(3) 0.90501(17) 0.46638(15) 0.0542(6) Uani 1 1 d D . . . .
Cl2A Cl 0.17557(11) 0.89522(7) 0.25208(6) 0.0589(2) Uani 1 1 d . . . . .
Cl2B Cl -0.07556(11) 0.65464(7) 0.02805(6) 0.0593(2) Uani 1 1 d . . . . .
Cl2C Cl 1.30577(12) 0.59057(7) 0.29366(6) 0.0657(3) Uani 1 1 d . . . . .
Cl2D Cl 1.56805(11) 0.85202(7) 0.52128(6) 0.0581(2) Uani 1 1 d . . . . .
Cl5A Cl 0.72911(13) 0.86817(7) -0.02617(6) 0.0634(3) Uani 1 1 d . . . . .
Cl5B Cl 0.47087(14) 0.63290(8) -0.25298(6) 0.0705(3) Uani 1 1 d . . . . .
Cl5C Cl 0.76294(14) 0.64620(8) 0.57710(6) 0.0712(3) Uani 1 1 d . . . . .
Cl5D Cl 1.02043(13) 0.89447(7) 0.80267(6) 0.0635(3) Uani 1 1 d . . . . .
H1A H 0.797(9) 0.843(5) 0.3616(17) 0.06(2) Uiso 0.5 1 d D . P A 1
H1C H 0.751(4) 0.7053(15) 0.260(6) 0.090 Uiso 0.5 1 d D U P B 1
H1B H 0.561(10) 0.594(6) 0.126(2) 0.10(3) Uiso 0.5 1 d D . P C 1
H1D H 1.01(2) 0.9728(15) 0.489(10) 0.143 Uiso 0.5 1 d D U P D 1
H1A' H 0.727(9) 0.7646(17) 0.269(5) 0.07(2) Uiso 0.5 1 d D . P E 2
H1C' H 0.711(13) 0.646(6) 0.177(3) 0.10(3) Uiso 0.5 1 d D . P F 2
H1B' H 0.475(19) 0.517(3) 0.031(7) 0.15(5) Uiso 0.5 1 d D . P G 2
H1D' H 0.925(9) 0.888(4) 0.4045(19) 0.06(2) Uiso 0.5 1 d D . P H 2


_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
C1A C6A 1.381(4) . ?
C1A C2A 1.392(4) . ?
C1A C7A 1.506(4) . ?
C1B C6B 1.374(4) . ?
C1B C2B 1.398(4) . ?
C1B C7B 1.502(4) . ?
C1C C6C 1.381(4) . ?
C1C C2C 1.394(4) . ?
C1C C7C 1.511(4) . ?
C1D C6D 1.378(4) . ?
C1D C2D 1.390(4) . ?
C1D C7D 1.509(4) . ?
C2A C3A 1.376(4) . ?
C2A Cl2A 1.729(3) . ?
C2B C3B 1.375(4) . ?
C2B Cl2B 1.726(3) . ?
C2C C3C 1.377(4) . ?
C2C Cl2C 1.731(3) . ?
C2D C3D 1.378(4) . ?
C2D Cl2D 1.731(3) . ?
C3A C4A 1.370(4) . ?
C3A H3A 0.9300 . ?
C3B C4B 1.364(4) . ?
C3B H3B 0.9300 . ?
C3C C4C 1.367(4) . ?
C3C H3C 0.9300 . ?
C3D C4D 1.371(4) . ?
C3D H3D 0.9300 . ?
C4A C5A 1.377(4) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.380(4) . ?
C4B H4B 0.9300 . ?
C4C C5C 1.377(4) . ?
C4C H4C 0.9300 . ?
C4D C5D 1.374(4) . ?
C4D H4D 0.9300 . ?
C5A C6A 1.387(4) . ?
C5A Cl5A 1.729(3) . ?
C5B C6B 1.381(4) . ?
C5B Cl5B 1.734(3) . ?
C5C C6C 1.377(4) . ?
C5C Cl5C 1.723(3) . ?
C5D C6D 1.389(4) . ?
C5D Cl5D 1.729(3) . ?
C6A H6A 0.9300 . ?
C6B H6B 0.9300 . ?
C6C H6C 0.9300 . ?
C6D H6D 0.9300 . ?
C7A O1A 1.410(3) . ?
C7A H7A 0.9700 . ?
C7A H7A' 0.9700 . ?
C7B O1B 1.408(3) . ?
C7B H7B 0.9700 . ?
C7B H7B' 0.9700 . ?
C7C O1C 1.413(3) . ?
C7C H7C 0.9700 . ?
C7C H7C' 0.9700 . ?
C7D O1D 1.408(3) . ?
C7D H7D 0.9700 . ?
C7D H7D' 0.9700 . ?
O1A H1A 0.93(2) . ?
O1A H1A' 0.92(2) . ?
O1B H1B 0.94(2) . ?
O1B H1B' 0.94(2) . ?
O1C H1C 0.93(2) . ?
O1C H1C' 0.93(2) . ?
O1D H1D 0.94(2) . ?
O1D H1D' 0.93(2) . ?

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
C6A C1A C2A 117.8(2) . . ?
C6A C1A C7A 121.6(2) . . ?
C2A C1A C7A 120.6(2) . . ?
C6B C1B C2B 117.6(2) . . ?
C6B C1B C7B 121.6(2) . . ?
C2B C1B C7B 120.8(2) . . ?
C6C C1C C2C 117.6(2) . . ?
C6C C1C C7C 122.1(2) . . ?
C2C C1C C7C 120.3(3) . . ?
C6D C1D C2D 117.9(2) . . ?
C6D C1D C7D 121.7(2) . . ?
C2D C1D C7D 120.5(2) . . ?
C3A C2A C1A 122.2(3) . . ?
C3A C2A Cl2A 118.2(2) . . ?
C1A C2A Cl2A 119.5(2) . . ?
C3B C2B C1B 121.8(3) . . ?
C3B C2B Cl2B 118.6(2) . . ?
C1B C2B Cl2B 119.5(2) . . ?
C3C C2C C1C 121.7(3) . . ?
C3C C2C Cl2C 118.7(2) . . ?
C1C C2C Cl2C 119.6(2) . . ?
C3D C2D C1D 122.1(3) . . ?
C3D C2D Cl2D 118.2(2) . . ?
C1D C2D Cl2D 119.6(2) . . ?
C4A C3A C2A 119.5(3) . . ?
C4A C3A H3A 120.2 . . ?
C2A C3A H3A 120.2 . . ?
C4B C3B C2B 120.2(3) . . ?
C4B C3B H3B 119.9 . . ?
C2B C3B H3B 119.9 . . ?
C4C C3C C2C 119.9(3) . . ?
C4C C3C H3C 120.1 . . ?
C2C C3C H3C 120.1 . . ?
C4D C3D C2D 119.5(3) . . ?
C4D C3D H3D 120.2 . . ?
C2D C3D H3D 120.2 . . ?
C3A C4A C5A 119.1(3) . . ?
C3A C4A H4A 120.5 . . ?
C5A C4A H4A 120.5 . . ?
C3B C4B C5B 118.5(3) . . ?
C3B C4B H4B 120.7 . . ?
C5B C4B H4B 120.7 . . ?
C3C C4C C5C 119.2(3) . . ?
C3C C4C H4C 120.4 . . ?
C5C C4C H4C 120.4 . . ?
C3D C4D C5D 119.0(3) . . ?
C3D C4D H4D 120.5 . . ?
C5D C4D H4D 120.5 . . ?
C4A C5A C6A 121.6(3) . . ?
C4A C5A Cl5A 119.2(2) . . ?
C6A C5A Cl5A 119.2(2) . . ?
C4B C5B C6B 121.8(3) . . ?
C4B C5B Cl5B 119.2(2) . . ?
C6B C5B Cl5B 119.0(2) . . ?
C4C C5C C6C 121.2(3) . . ?
C4C C5C Cl5C 119.0(2) . . ?
C6C C5C Cl5C 119.8(2) . . ?
C4D C5D C6D 121.6(3) . . ?
C4D C5D Cl5D 119.1(2) . . ?
C6D C5D Cl5D 119.2(2) . . ?
C1A C6A C5A 119.7(2) . . ?
C1A C6A H6A 120.1 . . ?
C5A C6A H6A 120.1 . . ?
C1B C6B C5B 120.1(3) . . ?
C1B C6B H6B 120.0 . . ?
C5B C6B H6B 120.0 . . ?
C5C C6C C1C 120.4(3) . . ?
C5C C6C H6C 119.8 . . ?
C1C C6C H6C 119.8 . . ?
C1D C6D C5D 119.8(2) . . ?
C1D C6D H6D 120.1 . . ?
C5D C6D H6D 120.1 . . ?
O1A C7A C1A 111.8(2) . . ?
O1A C7A H7A 109.2 . . ?
C1A C7A H7A 109.2 . . ?
O1A C7A H7A' 109.2 . . ?
C1A C7A H7A' 109.2 . . ?
H7A C7A H7A' 107.9 . . ?
O1B C7B C1B 111.5(2) . . ?
O1B C7B H7B 109.3 . . ?
C1B C7B H7B 109.3 . . ?
O1B C7B H7B' 109.3 . . ?
C1B C7B H7B' 109.3 . . ?
H7B C7B H7B' 108.0 . . ?
O1C C7C C1C 111.8(2) . . ?
O1C C7C H7C 109.3 . . ?
C1C C7C H7C 109.3 . . ?
O1C C7C H7C' 109.3 . . ?
C1C C7C H7C' 109.3 . . ?
H7C C7C H7C' 107.9 . . ?
O1D C7D C1D 111.8(2) . . ?
O1D C7D H7D 109.3 . . ?
C1D C7D H7D 109.3 . . ?
O1D C7D H7D' 109.3 . . ?
C1D C7D H7D' 109.3 . . ?
H7D C7D H7D' 107.9 . . ?
C7A O1A H1A 107(4) . . ?
C7A O1A H1A' 108(4) . . ?
C7B O1B H1B 115(5) . . ?
C7B O1B H1B' 110(8) . . ?
C7C O1C H1C 101(2) . . ?
C7C O1C H1C' 101(5) . . ?
C7D O1D H1D 104(9) . . ?
C7D O1D H1D' 113(4) . . ?

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
C6A C1A C2A C3A -0.5(4) . . . . ?
C7A C1A C2A C3A 179.6(3) . . . . ?
C6A C1A C2A Cl2A 179.5(2) . . . . ?
C7A C1A C2A Cl2A -0.4(4) . . . . ?
C6B C1B C2B C3B -0.1(4) . . . . ?
C7B C1B C2B C3B -179.1(3) . . . . ?
C6B C1B C2B Cl2B -179.2(2) . . . . ?
C7B C1B C2B Cl2B 1.8(4) . . . . ?
C6C C1C C2C C3C -0.7(4) . . . . ?
C7C C1C C2C C3C 178.2(3) . . . . ?
C6C C1C C2C Cl2C -179.6(2) . . . . ?
C7C C1C C2C Cl2C -0.8(4) . . . . ?
C6D C1D C2D C3D 0.2(4) . . . . ?
C7D C1D C2D C3D -179.5(3) . . . . ?
C6D C1D C2D Cl2D -179.9(2) . . . . ?
C7D C1D C2D Cl2D 0.4(4) . . . . ?
C1A C2A C3A C4A 0.2(4) . . . . ?
Cl2A C2A C3A C4A -179.9(2) . . . . ?
C1B C2B C3B C4B 0.7(5) . . . . ?
Cl2B C2B C3B C4B 179.9(2) . . . . ?
C1C C2C C3C C4C 0.2(5) . . . . ?
Cl2C C2C C3C C4C 179.2(2) . . . . ?
C1D C2D C3D C4D 0.0(5) . . . . ?
Cl2D C2D C3D C4D -179.9(2) . . . . ?
C2A C3A C4A C5A 0.1(5) . . . . ?
C2B C3B C4B C5B -1.2(5) . . . . ?
C2C C3C C4C C5C 0.5(5) . . . . ?
C2D C3D C4D C5D -0.2(5) . . . . ?
C3A C4A C5A C6A 0.0(5) . . . . ?
C3A C4A C5A Cl5A 179.6(2) . . . . ?
C3B C4B C5B C6B 1.1(5) . . . . ?
C3B C4B C5B Cl5B 179.2(2) . . . . ?
C3C C4C C5C C6C -0.9(5) . . . . ?
C3C C4C C5C Cl5C 179.5(2) . . . . ?
C3D C4D C5D C6D 0.3(5) . . . . ?
C3D C4D C5D Cl5D 179.9(2) . . . . ?
C2A C1A C6A C5A 0.6(4) . . . . ?
C7A C1A C6A C5A -179.5(2) . . . . ?
C4A C5A C6A C1A -0.4(4) . . . . ?
Cl5A C5A C6A C1A -180.0(2) . . . . ?
C2B C1B C6B C5B -0.1(4) . . . . ?
C7B C1B C6B C5B 178.9(3) . . . . ?
C4B C5B C6B C1B -0.4(5) . . . . ?
Cl5B C5B C6B C1B -178.5(2) . . . . ?
C4C C5C C6C C1C 0.4(5) . . . . ?
Cl5C C5C C6C C1C -180.0(2) . . . . ?
C2C C1C C6C C5C 0.4(4) . . . . ?
C7C C1C C6C C5C -178.4(3) . . . . ?
C2D C1D C6D C5D -0.1(4) . . . . ?
C7D C1D C6D C5D 179.6(3) . . . . ?
C4D C5D C6D C1D -0.2(4) . . . . ?
Cl5D C5D C6D C1D -179.7(2) . . . . ?
C6A C1A C7A O1A -5.5(4) . . . . ?
C2A C1A C7A O1A 174.4(2) . . . . ?
C6B C1B C7B O1B -5.4(4) . . . . ?
C2B C1B C7B O1B 173.5(2) . . . . ?
C6C C1C C7C O1C 3.6(4) . . . . ?
C2C C1C C7C O1C -175.2(3) . . . . ?
C6D C1D C7D O1D 5.6(4) . . . . ?
C2D C1D C7D O1D -174.7(2) . . . . ?

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
O1A H1A O1D 0.93(2) 1.84(4) 2.690(3) 151(6) .
O1C H1C O1A 0.93(2) 1.77(2) 2.683(4) 166(3) .
O1B H1B O1C 0.94(2) 1.76(3) 2.683(3) 166(8) .
O1D H1D O1D 0.94(2) 1.74(3) 2.666(5) 168(13) 2_776
O1A H1A' O1C 0.92(2) 1.79(3) 2.683(4) 166(7) .
O1C H1C' O1B 0.93(2) 2.01(7) 2.683(3) 128(7) .
O1C H1C' Cl2B 0.93(2) 2.94(5) 3.727(3) 144(7) 1_655
O1B H1B' O1B 0.94(2) 1.83(5) 2.697(5) 153(10) 2_665
O1D H1D' O1A 0.93(2) 1.80(3) 2.690(3) 160(6) .

_refine_diff_density_max         0.353
_refine_diff_density_min         -0.245
_refine_diff_density_rms         0.061

####################################################################### 
# 
# 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_dichlorobenzylalcohol_CCDC1
_database_code_depnum_ccdc_archive 'CCDC 1881164'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-05-15 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         ?
_chemical_formula_sum            'C7 H6 Cl2 O'
_chemical_formula_weight         177.02

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.1484 0.1585 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      triclinic
_space_group_IT_number           2
_space_group_name_H-M_alt        'P -1'
_space_group_name_Hall           '-P 1'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, -y, -z'

_cell_length_a                   7.0731(17)
_cell_length_b                   7.5134(19)
_cell_length_c                   21.137(5)
_cell_angle_alpha                92.270(6)
_cell_angle_beta                 94.494(7)
_cell_angle_gamma                94.926(7)
_cell_volume                     1114.5(5)
_cell_formula_units_Z            6
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    3031
_cell_measurement_theta_min      2.72
_cell_measurement_theta_max      22.83

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      1.582
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    1.583
_exptl_crystal_F_000             540
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.240
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.080
_exptl_absorpt_coefficient_mu    0.793
_shelx_estimated_absorpt_T_min   0.833
_shelx_estimated_absorpt_T_max   0.939
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.833
_exptl_absorpt_correction_T_max  0.939
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            20488
_diffrn_reflns_av_unetI/netI     0.0512
_diffrn_reflns_av_R_equivalents  0.0623
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -25
_diffrn_reflns_limit_l_max       25
_diffrn_reflns_theta_min         0.967
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 1.000
_diffrn_measured_fraction_theta_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 1.000
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 1.000
_diffrn_reflns_point_group_measured_fraction_full 1.000
_reflns_number_total             3925
_reflns_number_gt                2480
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0346P)²+1.1337P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         3925
_refine_ls_number_parameters     274
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0942
_refine_ls_R_factor_gt           0.0513
_refine_ls_wR_factor_ref         0.1206
_refine_ls_wR_factor_gt          0.1019
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1A C 0.9243(5) 0.6650(5) 0.20831(16) 0.0353(9) Uani 1 1 d . . . . .
C1B C 0.4314(5) 0.5764(5) 0.20422(17) 0.0373(9) Uani 1 1 d . . . . .
C1C C 0.2323(5) 0.1614(5) 0.45057(16) 0.0363(9) Uani 1 1 d . . . . .
C2A C 0.9341(5) 0.8362(5) 0.18518(16) 0.0345(9) Uani 1 1 d . . . . .
C2B C 0.4080(5) 0.6045(5) 0.13967(17) 0.0381(9) Uani 1 1 d . . . . .
C2C C 0.2530(5) 0.1397(5) 0.51508(16) 0.0383(9) Uani 1 1 d . . . . .
C3A C 0.9201(6) 0.8599(5) 0.12057(17) 0.0424(10) Uani 1 1 d . . . . .
C3B C 0.4071(5) 0.7766(5) 0.11821(17) 0.0425(10) Uani 1 1 d . . . . .
C3C C 0.2637(5) -0.0292(5) 0.53922(17) 0.0398(9) Uani 1 1 d . . . . .
C4A C 0.8962(6) 0.7153(5) 0.07769(18) 0.0487(11) Uani 1 1 d . . . . .
H4A H 0.8860 0.7321 0.0342 0.058 Uiso 1 1 calc R U . . .
C4B C 0.4269(6) 0.9204(5) 0.1611(2) 0.0512(11) Uani 1 1 d . . . . .
H4B H 0.4262 1.0358 0.1467 0.061 Uiso 1 1 calc R U . . .
C4C C 0.2553(6) -0.1773(5) 0.49807(19) 0.0477(10) Uani 1 1 d . . . . .
H4C H 0.2635 -0.2902 0.5140 0.057 Uiso 1 1 calc R U . . .
C5A C 0.8879(6) 0.5469(5) 0.10005(18) 0.0492(11) Uani 1 1 d . . . . .
H5A H 0.8728 0.4481 0.0716 0.059 Uiso 1 1 calc R U . . .
C5B C 0.4478(6) 0.8941(5) 0.22476(19) 0.0510(11) Uani 1 1 d . . . . .
H5B H 0.4592 0.9917 0.2537 0.061 Uiso 1 1 calc R U . . .
C5C C 0.2347(6) -0.1584(5) 0.43375(18) 0.0490(11) Uani 1 1 d . . . . .
H5C H 0.2297 -0.2583 0.4060 0.059 Uiso 1 1 calc R U . . .
C6A C 0.9016(5) 0.5223(5) 0.16439(18) 0.0439(10) Uani 1 1 d . . . . .
H6A H 0.8955 0.4066 0.1786 0.053 Uiso 1 1 calc R U . . .
C6B C 0.4519(5) 0.7236(5) 0.24632(18) 0.0453(10) Uani 1 1 d . . . . .
H6B H 0.4687 0.7074 0.2897 0.054 Uiso 1 1 calc R U . . .
C6C C 0.2213(5) 0.0108(5) 0.40992(17) 0.0444(10) Uani 1 1 d . . . . .
H6C H 0.2048 0.0229 0.3663 0.053 Uiso 1 1 calc R U . . .
C7A C 0.9385(6) 0.6414(5) 0.27874(17) 0.0450(10) Uani 1 1 d . . . . .
H7A H 1.0697 0.6690 0.2956 0.054 Uiso 1 1 calc R U . . .
H7A' H 0.8620 0.7250 0.2988 0.054 Uiso 1 1 calc R U . . .
C7B C 0.4382(6) 0.3879(5) 0.22614(18) 0.0535(11) Uani 1 1 d . . . . .
H7B' H 0.3138 0.3235 0.2165 0.064 Uiso 1 1 calc R U . . .
H7B H 0.5284 0.3281 0.2025 0.064 Uiso 1 1 calc R U . . .
C7C C 0.2180(6) 0.3452(5) 0.42547(19) 0.0523(11) Uani 1 1 d . . . . .
H7C H 0.1149 0.3993 0.4444 0.063 Uiso 1 1 calc R U . . .
H7C' H 0.3351 0.4187 0.4386 0.063 Uiso 1 1 calc R U . . .
O1A O 0.8757(4) 0.4644(4) 0.29389(14) 0.0551(8) Uani 1 1 d . . . . .
H1A H 0.9609 0.4218 0.3153 0.083 Uiso 1 1 calc R U . . .
O1B O 0.4911(4) 0.3800(4) 0.29197(13) 0.0615(8) Uani 1 1 d . . . . .
H1B H 0.6068 0.4007 0.2985 0.092 Uiso 1 1 calc R U . . .
O1C O 0.1860(4) 0.3450(4) 0.35892(13) 0.0616(9) Uani 1 1 d . . . . .
H1C H 0.2882 0.3601 0.3432 0.092 Uiso 1 1 calc R U . . .
Cl2A Cl 0.96598(17) 1.02010(13) 0.23821(5) 0.0539(3) Uani 1 1 d . . . . .
Cl2B Cl 0.38085(17) 0.42363(15) 0.08571(5) 0.0594(3) Uani 1 1 d . . . . .
Cl2C Cl 0.26895(17) 0.32471(14) 0.56740(5) 0.0593(3) Uani 1 1 d . . . . .
Cl3A Cl 0.9355(2) 1.07273(15) 0.09207(6) 0.0809(4) Uani 1 1 d . . . . .
Cl3B Cl 0.38301(19) 0.81361(17) 0.03826(5) 0.0711(4) Uani 1 1 d . . . . .
Cl3C Cl 0.28525(17) -0.05954(16) 0.61992(5) 0.0632(4) Uani 1 1 d . . . . .


_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
C1A C6A 1.380(5) . ?
C1A C2A 1.392(5) . ?
C1A C7A 1.503(5) . ?
C1B C6B 1.382(5) . ?
C1B C2B 1.388(5) . ?
C1B C7B 1.511(5) . ?
C1C C2C 1.378(5) . ?
C1C C6C 1.386(5) . ?
C1C C7C 1.507(5) . ?
C2A C3A 1.381(5) . ?
C2A Cl2A 1.732(3) . ?
C2B C3B 1.387(5) . ?
C2B Cl2B 1.727(4) . ?
C2C C3C 1.392(5) . ?
C2C Cl2C 1.732(4) . ?
C3A C4A 1.377(5) . ?
C3A Cl3A 1.728(4) . ?
C3B C4B 1.373(5) . ?
C3B Cl3B 1.721(4) . ?
C3C C4C 1.379(5) . ?
C3C Cl3C 1.726(4) . ?
C4A C5A 1.367(5) . ?
C4A H4A 0.9300 . ?
C4B C5B 1.367(5) . ?
C4B H4B 0.9300 . ?
C4C C5C 1.370(5) . ?
C4C H4C 0.9300 . ?
C5A C6A 1.377(5) . ?
C5A H5A 0.9300 . ?
C5B C6B 1.379(5) . ?
C5B H5B 0.9300 . ?
C5C C6C 1.394(5) . ?
C5C H5C 0.9300 . ?
C6A H6A 0.9300 . ?
C6B H6B 0.9300 . ?
C6C H6C 0.9300 . ?
C7A O1A 1.423(4) . ?
C7A H7A 0.9700 . ?
C7A H7A' 0.9700 . ?
C7B O1B 1.417(4) . ?
C7B H7B' 0.9700 . ?
C7B H7B 0.9700 . ?
C7C O1C 1.407(4) . ?
C7C H7C 0.9700 . ?
C7C H7C' 0.9700 . ?
O1A H1A 0.8200 . ?
O1B H1B 0.8200 . ?
O1C H1C 0.8200 . ?

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
C6A C1A C2A 117.5(3) . . ?
C6A C1A C7A 122.7(3) . . ?
C2A C1A C7A 119.9(3) . . ?
C6B C1B C2B 118.4(3) . . ?
C6B C1B C7B 122.2(3) . . ?
C2B C1B C7B 119.4(3) . . ?
C2C C1C C6C 118.5(3) . . ?
C2C C1C C7C 120.1(3) . . ?
C6C C1C C7C 121.3(3) . . ?
C3A C2A C1A 120.5(3) . . ?
C3A C2A Cl2A 120.1(3) . . ?
C1A C2A Cl2A 119.4(3) . . ?
C3B C2B C1B 120.5(3) . . ?
C3B C2B Cl2B 119.8(3) . . ?
C1B C2B Cl2B 119.6(3) . . ?
C1C C2C C3C 121.0(3) . . ?
C1C C2C Cl2C 119.9(3) . . ?
C3C C2C Cl2C 119.1(3) . . ?
C4A C3A C2A 120.9(3) . . ?
C4A C3A Cl3A 118.7(3) . . ?
C2A C3A Cl3A 120.4(3) . . ?
C4B C3B C2B 119.9(3) . . ?
C4B C3B Cl3B 119.1(3) . . ?
C2B C3B Cl3B 121.0(3) . . ?
C4C C3C C2C 119.7(3) . . ?
C4C C3C Cl3C 118.6(3) . . ?
C2C C3C Cl3C 121.7(3) . . ?
C5A C4A C3A 118.9(4) . . ?
C5A C4A H4A 120.5 . . ?
C3A C4A H4A 120.5 . . ?
C5B C4B C3B 120.1(4) . . ?
C5B C4B H4B 120.0 . . ?
C3B C4B H4B 120.0 . . ?
C5C C4C C3C 120.2(4) . . ?
C5C C4C H4C 119.9 . . ?
C3C C4C H4C 119.9 . . ?
C4A C5A C6A 120.5(4) . . ?
C4A C5A H5A 119.8 . . ?
C6A C5A H5A 119.8 . . ?
C4B C5B C6B 120.3(4) . . ?
C4B C5B H5B 119.8 . . ?
C6B C5B H5B 119.8 . . ?
C4C C5C C6C 119.9(4) . . ?
C4C C5C H5C 120.1 . . ?
C6C C5C H5C 120.1 . . ?
C5A C6A C1A 121.7(4) . . ?
C5A C6A H6A 119.1 . . ?
C1A C6A H6A 119.1 . . ?
C5B C6B C1B 120.8(4) . . ?
C5B C6B H6B 119.6 . . ?
C1B C6B H6B 119.6 . . ?
C1C C6C C5C 120.7(3) . . ?
C1C C6C H6C 119.6 . . ?
C5C C6C H6C 119.6 . . ?
O1A C7A C1A 112.0(3) . . ?
O1A C7A H7A 109.2 . . ?
C1A C7A H7A 109.2 . . ?
O1A C7A H7A' 109.2 . . ?
C1A C7A H7A' 109.2 . . ?
H7A C7A H7A' 107.9 . . ?
O1B C7B C1B 113.5(3) . . ?
O1B C7B H7B' 108.9 . . ?
C1B C7B H7B' 108.9 . . ?
O1B C7B H7B 108.9 . . ?
C1B C7B H7B 108.9 . . ?
H7B' C7B H7B 107.7 . . ?
O1C C7C C1C 113.6(3) . . ?
O1C C7C H7C 108.8 . . ?
C1C C7C H7C 108.8 . . ?
O1C C7C H7C' 108.8 . . ?
C1C C7C H7C' 108.8 . . ?
H7C C7C H7C' 107.7 . . ?
C7A O1A H1A 109.5 . . ?
C7B O1B H1B 109.5 . . ?
C7C O1C H1C 109.5 . . ?

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
C6A C1A C2A C3A 0.4(5) . . . . ?
C7A C1A C2A C3A -179.6(4) . . . . ?
C6A C1A C2A Cl2A -179.1(3) . . . . ?
C7A C1A C2A Cl2A 0.9(5) . . . . ?
C6B C1B C2B C3B 0.6(6) . . . . ?
C7B C1B C2B C3B -178.0(4) . . . . ?
C6B C1B C2B Cl2B -179.7(3) . . . . ?
C7B C1B C2B Cl2B 1.7(5) . . . . ?
C6C C1C C2C C3C 0.3(6) . . . . ?
C7C C1C C2C C3C 179.1(4) . . . . ?
C6C C1C C2C Cl2C 179.6(3) . . . . ?
C7C C1C C2C Cl2C -1.7(5) . . . . ?
C1A C2A C3A C4A 0.0(6) . . . . ?
Cl2A C2A C3A C4A 179.5(3) . . . . ?
C1A C2A C3A Cl3A -179.1(3) . . . . ?
Cl2A C2A C3A Cl3A 0.4(5) . . . . ?
C1B C2B C3B C4B -0.9(6) . . . . ?
Cl2B C2B C3B C4B 179.4(3) . . . . ?
C1B C2B C3B Cl3B 178.7(3) . . . . ?
Cl2B C2B C3B Cl3B -1.0(5) . . . . ?
C1C C2C C3C C4C 0.6(6) . . . . ?
Cl2C C2C C3C C4C -178.6(3) . . . . ?
C1C C2C C3C Cl3C -178.8(3) . . . . ?
Cl2C C2C C3C Cl3C 2.0(5) . . . . ?
C2A C3A C4A C5A -0.5(6) . . . . ?
Cl3A C3A C4A C5A 178.7(3) . . . . ?
C2B C3B C4B C5B 0.1(6) . . . . ?
Cl3B C3B C4B C5B -179.5(3) . . . . ?
C2C C3C C4C C5C -0.6(6) . . . . ?
Cl3C C3C C4C C5C 178.8(3) . . . . ?
C3A C4A C5A C6A 0.5(6) . . . . ?
C3B C4B C5B C6B 1.0(6) . . . . ?
C3C C4C C5C C6C -0.3(6) . . . . ?
C4A C5A C6A C1A -0.1(6) . . . . ?
C2A C1A C6A C5A -0.4(6) . . . . ?
C7A C1A C6A C5A 179.6(4) . . . . ?
C4B C5B C6B C1B -1.3(6) . . . . ?
C2B C1B C6B C5B 0.5(6) . . . . ?
C7B C1B C6B C5B 179.1(4) . . . . ?
C2C C1C C6C C5C -1.3(6) . . . . ?
C7C C1C C6C C5C 180.0(4) . . . . ?
C4C C5C C6C C1C 1.3(6) . . . . ?
C6A C1A C7A O1A -15.8(5) . . . . ?
C2A C1A C7A O1A 164.2(3) . . . . ?
C6B C1B C7B O1B -7.5(5) . . . . ?
C2B C1B C7B O1B 171.0(3) . . . . ?
C2C C1C C7C O1C -176.4(3) . . . . ?
C6C C1C C7C O1C 2.3(5) . . . . ?

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
O1A H1A O1C 0.82 1.92 2.734(4) 171.4 1_655
O1B H1B O1A 0.82 1.93 2.737(4) 166.8 .
O1C H1C O1B 0.82 1.86 2.672(4) 168.2 .
O1A H1A O1C 0.82 1.92 2.734(4) 171.4 1_655
O1B H1B O1A 0.82 1.93 2.737(4) 166.8 .
O1C H1C O1B 0.82 1.86 2.672(4) 168.2 .

_refine_diff_density_max         0.252
_refine_diff_density_min         -0.290
_refine_diff_density_rms         0.058

####################################################################### 
# 
# 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_4iodobenzylalcohol
_database_code_depnum_ccdc_archive 'CCDC 1881165'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-07-30 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H7 I O'
_chemical_formula_sum            'C7 H7 I O'
_chemical_formula_weight         234.03

loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
I I -0.4742 1.8119 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_space_group_crystal_system      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   6.0322(3)
_cell_length_b                   16.5564(10)
_cell_length_c                   22.5967(9)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2256.8(2)
_cell_formula_units_Z            12
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    5509
_cell_measurement_theta_min      2.46
_cell_measurement_theta_max      25.48

_exptl_crystal_description       block
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      2.065
_exptl_crystal_density_method    NONE
_exptl_crystal_density_diffrn    2.066
_exptl_crystal_F_000             1320
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.150
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    4.173
_shelx_estimated_absorpt_T_min   0.489
_shelx_estimated_absorpt_T_max   0.634
_exptl_absorpt_correction_type   MULTI-SCAN
_exptl_absorpt_correction_T_min  0.4891
_exptl_absorpt_correction_T_max  0.6344
_exptl_absorpt_process_details   SADABS
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            10244
_diffrn_reflns_av_unetI/netI     0.0248
_diffrn_reflns_av_R_equivalents  0.0190
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_h_max       6
_diffrn_reflns_limit_k_min       -19
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_l_min       -26
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_theta_min         3.051
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_full        25.000
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measured_fraction_theta_full 0.996
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_Laue_measured_fraction_full 0.996
_diffrn_reflns_point_group_measured_fraction_max 0.997
_diffrn_reflns_point_group_measured_fraction_full 0.997
_reflns_number_total             3762
_reflns_number_gt                3323
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_max     0.999
_reflns_Friedel_fraction_full    0.999

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          
;
 Refined as a 2-component perfect inversion twin.
;
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0326P)²+1.8872P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   geom
_refine_ls_hydrogen_treatment    constr
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_abs_structure_details 
;
 Refined as a perfect inversion twin.
;
_refine_ls_abs_structure_Flack   0.5
_chemical_absolute_configuration rm
_refine_ls_number_reflns         3762
_refine_ls_number_parameters     260
_refine_ls_number_restraints     147
_refine_ls_R_factor_all          0.0351
_refine_ls_R_factor_gt           0.0284
_refine_ls_wR_factor_ref         0.0701
_refine_ls_wR_factor_gt          0.0663
_refine_ls_goodness_of_fit_ref   1.046
_refine_ls_restrained_S_all      1.226
_refine_ls_shift/su_max          0.002
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1C C 0.3886(7) 0.5905(2) 0.4916(2) 0.0521(18) Uani 1 1 d DG . . . .
C6C C 0.2863(5) 0.5206(3) 0.47121(19) 0.0544(17) Uani 1 1 d G . . A .
H6C H 0.1474 0.5235 0.4535 0.065 Uiso 1 1 calc R U . . .
C5C C 0.3916(7) 0.4464(2) 0.4774(2) 0.0537(18) Uani 1 1 d G . . A .
H5C H 0.3231 0.3997 0.4637 0.064 Uiso 1 1 calc R U . . .
C4C C 0.5992(7) 0.4421(2) 0.5039(2) 0.0478(16) Uani 1 1 d G . . A .
C3C C 0.7015(5) 0.5120(3) 0.52426(19) 0.0528(17) Uani 1 1 d G . . A .
H3C H 0.8403 0.5091 0.5420 0.063 Uiso 1 1 calc R U . . .
C2C C 0.5962(7) 0.5862(2) 0.5181(2) 0.0533(18) Uani 1 1 d G . . A .
H2C H 0.6646 0.6330 0.5317 0.064 Uiso 1 1 calc R U . . .
O1C O 0.349(2) 0.7127(6) 0.4339(5) 0.090(5) Uani 0.619(19) 1 d D U P A 1
C7C C 0.275(4) 0.6728(10) 0.4857(11) 0.070(10) Uani 0.619(19) 1 d D U P A 1
H7C1 H 0.1159 0.6655 0.4840 0.084 Uiso 0.619(19) 1 calc R U P A 1
H7C2 H 0.3093 0.7056 0.5201 0.084 Uiso 0.619(19) 1 calc R U P A 1
O1C' O 0.149(3) 0.6873(10) 0.4369(7) 0.077(7) Uani 0.381(19) 1 d D . P A 2
C7C' C 0.270(10) 0.671(2) 0.487(3) 0.12(3) Uani 0.381(19) 1 d D . P A 2
H7C3 H 0.1705 0.6750 0.5208 0.147 Uiso 0.381(19) 1 calc R U P A 2
H7C4 H 0.3801 0.7131 0.4915 0.147 Uiso 0.381(19) 1 calc R U P A 2
I4C I 0.76410(12) 0.33246(3) 0.51035(2) 0.07422(19) Uani 1 1 d . . . . .
C1A C 0.3661(7) 0.9020(2) 0.3238(2) 0.0533(17) Uani 1 1 d DG U . . .
C6A C 0.2700(6) 0.9750(3) 0.3077(2) 0.0573(17) Uani 1 1 d G U . B .
H6A H 0.1307 0.9758 0.2901 0.069 Uiso 1 1 calc R U . . .
C5A C 0.3822(7) 1.0470(2) 0.3179(2) 0.0525(18) Uani 1 1 d G U . B .
H5A H 0.3180 1.0959 0.3071 0.063 Uiso 1 1 calc R U . . .
C4A C 0.5905(7) 1.0460(2) 0.3442(2) 0.0501(17) Uani 1 1 d G U . B .
C3A C 0.6865(6) 0.9729(3) 0.3603(2) 0.0574(18) Uani 1 1 d G U . B .
H3A H 0.8259 0.9722 0.3779 0.069 Uiso 1 1 calc R U . . .
C2A C 0.5743(7) 0.9009(2) 0.3501(2) 0.0579(19) Uani 1 1 d G U . B .
H2A H 0.6386 0.8520 0.3609 0.069 Uiso 1 1 calc R U . . .
O1A O 0.1121(14) 0.7972(6) 0.3532(5) 0.077(4) Uani 0.606(14) 1 d D U P B 1
C7A C 0.240(5) 0.8257(12) 0.3050(9) 0.063(6) Uani 0.606(14) 1 d D U P B 1
H7A1 H 0.1438 0.8379 0.2718 0.076 Uiso 0.606(14) 1 calc R U P B 1
H7A2 H 0.3442 0.7843 0.2928 0.076 Uiso 0.606(14) 1 calc R U P B 1
O1A' O 0.350(3) 0.7637(8) 0.3450(9) 0.100(7) Uani 0.394(14) 1 d . . P B 2
C7A' C 0.258(8) 0.8219(19) 0.3153(16) 0.075(13) Uiso 0.394(14) 1 d D . P B 2
H7A3 H 0.1034 0.8261 0.3271 0.090 Uiso 0.394(14) 1 calc R U P B 2
H7A4 H 0.2609 0.8084 0.2736 0.090 Uiso 0.394(14) 1 calc R U P B 2
I4A I 0.77118(10) 1.15388(3) 0.35518(3) 0.07183(19) Uani 1 1 d . . . . .
C1B C -0.1185(7) 0.5687(2) 0.3327(2) 0.0614(19) Uani 1 1 d DG U . . .
C2B C 0.0893(7) 0.5665(2) 0.3062(2) 0.0530(18) Uani 1 1 d G U . C .
H2B H 0.1498 0.6133 0.2902 0.064 Uiso 1 1 calc R U . . .
C3B C 0.2066(6) 0.4943(2) 0.30357(19) 0.0492(16) Uani 1 1 d G U . C .
H3B H 0.3456 0.4928 0.2858 0.059 Uiso 1 1 calc R U . . .
C4B C 0.1161(7) 0.4243(2) 0.3275(2) 0.0447(15) Uani 1 1 d G U . C .
C5B C -0.0917(7) 0.4265(2) 0.3540(2) 0.0587(19) Uani 1 1 d G U . C .
H5B H -0.1522 0.3797 0.3701 0.070 Uiso 1 1 calc R U . . .
C6B C -0.2090(6) 0.4987(3) 0.3566(2) 0.0606(19) Uani 1 1 d G U . C .
H6B H -0.3480 0.5002 0.3744 0.073 Uiso 1 1 calc R U . . .
C7B C -0.237(3) 0.6530(8) 0.3262(7) 0.074(4) Uani 0.690(14) 1 d D U P C 1
H7B1 H -0.1550 0.6866 0.2985 0.088 Uiso 0.690(14) 1 calc R U P C 1
H7B2 H -0.3854 0.6455 0.3109 0.088 Uiso 0.690(14) 1 calc R U P C 1
O1B O -0.2457(16) 0.6918(5) 0.3829(4) 0.083(3) Uani 0.690(14) 1 d D . P C 1
O1B' O -0.256(3) 0.6971(8) 0.3101(7) 0.062(6) Uani 0.310(14) 1 d D . P C 2
C7B' C -0.273(5) 0.6369(12) 0.3542(12) 0.061(7) Uani 0.310(14) 1 d D U P C 2
H7B3 H -0.4247 0.6178 0.3577 0.073 Uiso 0.310(14) 1 calc R U P C 2
H7B4 H -0.2252 0.6575 0.3923 0.073 Uiso 0.310(14) 1 calc R U P C 2
I4B I 0.29614(11) 0.31749(3) 0.32613(3) 0.07157(19) Uani 1 1 d . . . . .


_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
C1C C6C 1.3900 . ?
C1C C2C 1.3900 . ?
C1C C7C' 1.513(18) . ?
C1C C7C 1.530(11) . ?
C6C C5C 1.3900 . ?
C5C C4C 1.3900 . ?
C4C C3C 1.3900 . ?
C4C I4C 2.076(3) . ?
C3C C2C 1.3900 . ?
O1C C7C 1.417(17) . ?
O1C' C7C' 1.38(6) . ?
C1A C6A 1.3900 . ?
C1A C2A 1.3900 . ?
C1A C7A' 1.49(2) . ?
C1A C7A 1.535(11) . ?
C6A C5A 1.3900 . ?
C5A C4A 1.3900 . ?
C4A C3A 1.3900 . ?
C4A I4A 2.107(3) . ?
C3A C2A 1.3900 . ?
O1A C7A 1.415(16) . ?
O1A' C7A' 1.30(5) . ?
C1B C2B 1.3900 . ?
C1B C6B 1.3900 . ?
C1B C7B' 1.544(13) . ?
C1B C7B 1.574(10) . ?
C2B C3B 1.3900 . ?
C3B C4B 1.3900 . ?
C4B C5B 1.3900 . ?
C4B I4B 2.076(3) . ?
C5B C6B 1.3900 . ?
C7B O1B 1.435(16) . ?
O1B' C7B' 1.413(17) . ?

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
C6C C1C C2C 120.0 . . ?
C6C C1C C7C' 120(3) . . ?
C2C C1C C7C' 120(3) . . ?
C6C C1C C7C 121.0(12) . . ?
C2C C1C C7C 119.0(12) . . ?
C5C C6C C1C 120.0 . . ?
C6C C5C C4C 120.0 . . ?
C5C C4C C3C 120.0 . . ?
C5C C4C I4C 120.5(2) . . ?
C3C C4C I4C 119.5(2) . . ?
C2C C3C C4C 120.0 . . ?
C3C C2C C1C 120.0 . . ?
O1C C7C C1C 110.3(11) . . ?
O1C' C7C' C1C 119(4) . . ?
C6A C1A C2A 120.0 . . ?
C6A C1A C7A' 124(2) . . ?
C2A C1A C7A' 116(2) . . ?
C6A C1A C7A 115.9(13) . . ?
C2A C1A C7A 123.8(13) . . ?
C1A C6A C5A 120.0 . . ?
C4A C5A C6A 120.0 . . ?
C5A C4A C3A 120.0 . . ?
C5A C4A I4A 120.5(2) . . ?
C3A C4A I4A 119.4(2) . . ?
C2A C3A C4A 120.0 . . ?
C3A C2A C1A 120.0 . . ?
O1A C7A C1A 109.4(11) . . ?
O1A' C7A' C1A 114(3) . . ?
C2B C1B C6B 120.0 . . ?
C2B C1B C7B' 134.4(10) . . ?
C6B C1B C7B' 104.5(9) . . ?
C2B C1B C7B 113.0(8) . . ?
C6B C1B C7B 126.7(8) . . ?
C1B C2B C3B 120.0 . . ?
C4B C3B C2B 120.0 . . ?
C3B C4B C5B 120.0 . . ?
C3B C4B I4B 119.9(2) . . ?
C5B C4B I4B 120.0(2) . . ?
C4B C5B C6B 120.0 . . ?
C5B C6B C1B 120.0 . . ?
O1B C7B C1B 109.3(10) . . ?
O1B' C7B' C1B 104.4(13) . . ?

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
C2C C1C C6C C5C 0.0 . . . . ?
C7C' C1C C6C C5C -177(2) . . . . ?
C7C C1C C6C C5C -179.5(9) . . . . ?
C1C C6C C5C C4C 0.0 . . . . ?
C6C C5C C4C C3C 0.0 . . . . ?
C6C C5C C4C I4C -177.5(3) . . . . ?
C5C C4C C3C C2C 0.0 . . . . ?
I4C C4C C3C C2C 177.5(3) . . . . ?
C4C C3C C2C C1C 0.0 . . . . ?
C6C C1C C2C C3C 0.0 . . . . ?
C7C' C1C C2C C3C 177(2) . . . . ?
C7C C1C C2C C3C 179.5(9) . . . . ?
C6C C1C C7C O1C -95.4(18) . . . . ?
C2C C1C C7C O1C 85(2) . . . . ?
C6C C1C C7C' O1C' -40(5) . . . . ?
C2C C1C C7C' O1C' 143(4) . . . . ?
C2A C1A C6A C5A 0.0 . . . . ?
C7A' C1A C6A C5A 179.3(17) . . . . ?
C7A C1A C6A C5A -174.0(8) . . . . ?
C1A C6A C5A C4A 0.0 . . . . ?
C6A C5A C4A C3A 0.0 . . . . ?
C6A C5A C4A I4A 176.2(3) . . . . ?
C5A C4A C3A C2A 0.0 . . . . ?
I4A C4A C3A C2A -176.3(3) . . . . ?
C4A C3A C2A C1A 0.0 . . . . ?
C6A C1A C2A C3A 0.0 . . . . ?
C7A' C1A C2A C3A -179.3(16) . . . . ?
C7A C1A C2A C3A 173.5(8) . . . . ?
C6A C1A C7A O1A -98.1(19) . . . . ?
C2A C1A C7A O1A 88(2) . . . . ?
C6A C1A C7A' O1A' -165(2) . . . . ?
C2A C1A C7A' O1A' 14(3) . . . . ?
C6B C1B C2B C3B 0.0 . . . . ?
C7B' C1B C2B C3B 166.0(17) . . . . ?
C7B C1B C2B C3B -174.4(7) . . . . ?
C1B C2B C3B C4B 0.0 . . . . ?
C2B C3B C4B C5B 0.0 . . . . ?
C2B C3B C4B I4B -177.9(3) . . . . ?
C3B C4B C5B C6B 0.0 . . . . ?
I4B C4B C5B C6B 177.9(3) . . . . ?
C4B C5B C6B C1B 0.0 . . . . ?
C2B C1B C6B C5B 0.0 . . . . ?
C7B' C1B C6B C5B -169.7(14) . . . . ?
C7B C1B C6B C5B 173.6(8) . . . . ?
C2B C1B C7B O1B -110.4(12) . . . . ?
C6B C1B C7B O1B 75.6(14) . . . . ?
C2B C1B C7B' O1B' 40(3) . . . . ?
C6B C1B C7B' O1B' -152.1(18) . . . . ?

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
C5B H5B I4C 0.93 3.30 3.957(4) 129.1 1_455
C7B' H7B4 O1C' 0.97 2.52 3.27(4) 133.7 .
C5B H5B I4C 0.93 3.30 3.957(4) 129.1 1_455
C7B' H7B4 O1C' 0.97 2.52 3.27(4) 133.7 .

_refine_diff_density_max         0.656
_refine_diff_density_min         -0.512
_refine_diff_density_rms         0.083
# start Validation Reply Form
_vrf_PLAT041_4iodobenzylalcohol  
;
PROBLEM: Calc. and Reported SumFormula    Strings  Differ     Please Check 
RESPONSE: Disordered hydroxy H atoms could not be modelled
;
_vrf_PLAT043_4iodobenzylalcohol  
;
PROBLEM: Calculated and Reported Mol. Weight Differ by ..       1.01 Check 
RESPONSE: Disordered hydroxy H atoms could not be modelled
;
# end Validation Reply Form

####################################################################### 
# 
# 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_24dibromobenzylalcohol
_database_code_depnum_ccdc_archive 'CCDC 1881188'
loop_
_audit_author_name
_audit_author_address
'Kana Sureshan'
;IISER Thiruvananthapuram
India
;
_audit_update_record             
;
2019-06-28 deposited with the CCDC.	2019-08-02 downloaded from the CCDC.
;

_audit_creation_method           SHELXL-2014/7
_shelx_SHELXL_version_number     2014/7
_chemical_name_systematic        ?
_chemical_name_common            ?
_chemical_melting_point          ?
_chemical_formula_moiety         'C7 H6 Br2 O'
_chemical_formula_sum            'C7 H6 Br2 O'
_chemical_formula_weight         265.94

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'
O O 0.0106 0.0060 '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'

_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 21/c'
_space_group_name_Hall           '-P 2ybc'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;

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

_cell_length_a                   4.2512(9)
_cell_length_b                   14.458(3)
_cell_length_c                   13.500(3)
_cell_angle_alpha                90
_cell_angle_beta                 97.411(8)
_cell_angle_gamma                90
_cell_volume                     822.8(3)
_cell_formula_units_Z            4
_cell_measurement_temperature    296(2)
_cell_measurement_reflns_used    2312
_cell_measurement_theta_min      3.04
_cell_measurement_theta_max      22.28

_exptl_crystal_description       needle
_exptl_crystal_colour            colourless
_exptl_crystal_density_meas      2.148
_exptl_crystal_density_method    none
_exptl_crystal_density_diffrn    2.147
_exptl_crystal_F_000             504
_exptl_transmission_factor_min   ?
_exptl_transmission_factor_max   ?
_exptl_crystal_size_max          0.200
_exptl_crystal_size_mid          0.120
_exptl_crystal_size_min          0.120
_exptl_absorpt_coefficient_mu    9.779
_shelx_estimated_absorpt_T_min   0.245
_shelx_estimated_absorpt_T_max   0.387
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_correction_T_min  0.245
_exptl_absorpt_correction_T_max  0.387
_exptl_absorpt_process_details   'SADABS (Bruker, 2016)'
_exptl_absorpt_special_details   ?
_diffrn_ambient_temperature      296(2)
_diffrn_radiation_wavelength     0.71073
_diffrn_radiation_type           MoK\a
_diffrn_source                   'sealed tube'
_diffrn_measurement_device_type  'Bruker KAPPA APEX-II CCD'
_diffrn_measurement_method       'φ and ω scans'
_diffrn_detector_area_resol_mean 0
_diffrn_reflns_number            9356
_diffrn_reflns_av_unetI/netI     0.0353
_diffrn_reflns_av_R_equivalents  0.0470
_diffrn_reflns_limit_h_min       -5
_diffrn_reflns_limit_h_max       5
_diffrn_reflns_limit_k_min       -17
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_theta_min         2.818
_diffrn_reflns_theta_max         24.995
_diffrn_reflns_theta_full        24.995
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measured_fraction_theta_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_point_group_measured_fraction_full 0.999
_reflns_number_total             1435
_reflns_number_gt                987
_reflns_threshold_expression     'I > 2σ(I)'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_max     .
_reflns_Friedel_fraction_full    .

_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;

_computing_data_collection       'APEX3 (Bruker, 2016)'
_computing_cell_refinement       'APEX3/SAINT (Bruker, 2016)'
_computing_data_reduction        'SAINT/XPREP (Bruker, 2016)'
_computing_structure_solution    'SHELXT 2014/5 (Sheldrick, 2014)'
_computing_structure_refinement  'SHELXL-2014/7 (Sheldrick, 2014)'
_computing_molecular_graphics    
'ORTEP3 (Farrugia, 1997) and Mercury (Bruno et al., 2002)'
_computing_publication_material  'SHELXL-2014 (Sheldrick, 2014)'
_refine_special_details          ?
_refine_ls_structure_factor_coef Fsqd
_refine_ls_matrix_type           full
_refine_ls_weighting_scheme      calc
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0311P)²+1.2801P] where P=(Fo²+2Fc²)/3'
_atom_sites_solution_primary     ?
_atom_sites_solution_secondary   ?
_atom_sites_solution_hydrogens   mixed
_refine_ls_hydrogen_treatment    mixed
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       .
_refine_ls_number_reflns         1435
_refine_ls_number_parameters     107
_refine_ls_number_restraints     8
_refine_ls_R_factor_all          0.0703
_refine_ls_R_factor_gt           0.0369
_refine_ls_wR_factor_ref         0.0817
_refine_ls_wR_factor_gt          0.0711
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_restrained_S_all      1.052
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000

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_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.5449(11) 0.5596(3) 0.7195(4) 0.0386(12) Uani 1 1 d . . . . .
C2 C 0.6497(12) 0.5403(3) 0.8178(4) 0.0417(12) Uani 1 1 d D . . . .
C3 C 0.8242(12) 0.6011(3) 0.8820(4) 0.0481(14) Uani 1 1 d . . . . .
H3 H 0.8875 0.5858 0.9485 0.058 Uiso 1 1 calc R U . . .
C4 C 0.9007(13) 0.6852(3) 0.8437(4) 0.0488(14) Uani 1 1 d D . . . .
C5 C 0.8170(14) 0.7067(4) 0.7455(5) 0.0593(16) Uani 1 1 d . . . . .
H5 H 0.8792 0.7627 0.7202 0.071 Uiso 1 1 calc R U . . .
C6 C 0.6383(13) 0.6444(4) 0.6840(4) 0.0563(16) Uani 1 1 d . . . . .
H6 H 0.5790 0.6596 0.6173 0.068 Uiso 1 1 calc R U . . .
C7 C 0.3434(13) 0.4928(4) 0.6543(4) 0.0476(14) Uani 1 1 d D . . . .
O1 O 0.2751(10) 0.5268(3) 0.5531(3) 0.0617(11) Uani 1 1 d D . . . .
Br2 Br 0.55213(18) 0.42376(4) 0.87173(5) 0.0753(3) Uani 1 1 d D . . . .
Br4 Br 1.12055(17) 0.77325(4) 0.93237(5) 0.0736(3) Uani 1 1 d D . . . .
H7A H 0.460(11) 0.4257(17) 0.656(4) 0.073(18) Uiso 1 1 d D . . . .
H7B H 0.108(6) 0.480(4) 0.675(4) 0.08(2) Uiso 1 1 d D . . . .
H1 H 0.44(3) 0.495(8) 0.527(6) 0.09(5) Uiso 0.5 1 d D . P A 1
H1' H 0.13(2) 0.479(6) 0.527(4) 0.11(6) Uiso 0.5 1 d D . P B 2


_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
C1 C2 1.373(7) . ?
C1 C6 1.393(7) . ?
C1 C7 1.499(7) . ?
C2 C3 1.381(7) . ?
C2 Br2 1.902(5) . ?
C3 C4 1.376(7) . ?
C3 H3 0.9300 . ?
C4 C5 1.363(8) . ?
C4 Br4 1.907(5) . ?
C5 C6 1.384(8) . ?
C5 H5 0.9300 . ?
C6 H6 0.9300 . ?
C7 O1 1.446(6) . ?
C7 H7A 1.088(5) . ?
C7 H7B 1.088(5) . ?
O1 H1 0.958(16) . ?
O1 H1' 0.956(16) . ?

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
C2 C1 C6 116.1(5) . . ?
C2 C1 C7 121.7(5) . . ?
C6 C1 C7 122.2(5) . . ?
C1 C2 C3 123.9(5) . . ?
C1 C2 Br2 119.4(4) . . ?
C3 C2 Br2 116.7(4) . . ?
C4 C3 C2 117.4(5) . . ?
C4 C3 H3 121.3 . . ?
C2 C3 H3 121.3 . . ?
C5 C4 C3 121.5(5) . . ?
C5 C4 Br4 120.2(4) . . ?
C3 C4 Br4 118.3(4) . . ?
C4 C5 C6 119.2(5) . . ?
C4 C5 H5 120.4 . . ?
C6 C5 H5 120.4 . . ?
C5 C6 C1 121.7(5) . . ?
C5 C6 H6 119.1 . . ?
C1 C6 H6 119.1 . . ?
O1 C7 C1 111.4(5) . . ?
O1 C7 H7A 111(3) . . ?
C1 C7 H7A 110(3) . . ?
O1 C7 H7B 103(3) . . ?
C1 C7 H7B 116(3) . . ?
H7A C7 H7B 106(4) . . ?
C7 O1 H1 97(4) . . ?
C7 O1 H1' 98(4) . . ?

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
C6 C1 C2 C3 3.2(8) . . . . ?
C7 C1 C2 C3 -177.1(5) . . . . ?
C6 C1 C2 Br2 -177.0(4) . . . . ?
C7 C1 C2 Br2 2.7(7) . . . . ?
C1 C2 C3 C4 -1.2(8) . . . . ?
Br2 C2 C3 C4 179.1(4) . . . . ?
C2 C3 C4 C5 -2.1(8) . . . . ?
C2 C3 C4 Br4 176.5(4) . . . . ?
C3 C4 C5 C6 3.0(9) . . . . ?
Br4 C4 C5 C6 -175.5(4) . . . . ?
C4 C5 C6 C1 -0.8(9) . . . . ?
C2 C1 C6 C5 -2.2(8) . . . . ?
C7 C1 C6 C5 178.1(5) . . . . ?
C2 C1 C7 O1 -177.5(4) . . . . ?
C6 C1 C7 O1 2.2(7) . . . . ?

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
C5 H5 Br2 0.93 3.12 3.765(5) 128.0 2_656
O1 H1 O1 0.958(16) 1.74(3) 2.649(8) 158(5) 3_666
O1 H1' O1 0.956(16) 1.92(8) 2.694(8) 136(10) 3_566

_refine_diff_density_max         0.616
_refine_diff_density_min         -0.361
_refine_diff_density_rms         0.086

