# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2015

####################################################################### 
# 
# 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_TCl_ACN
_database_code_depnum_ccdc_archive 'CCDC 1056149'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, C2 H3 N, Cl'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C27 H33 Cl1 N2 O3'
_chemical_formula_weight         469
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   14.9067(4)
_cell_length_b                   9.4670(3)
_cell_length_c                   18.6466(5)
_cell_angle_alpha                90
_cell_angle_beta                 108.471(2)
_cell_angle_gamma                90
_cell_volume                     2495.88(13)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
? ? ? ? ? ? ? ? ? ? ?

_cell_formula_units_Z            4

_cell_measurement_reflns_used    17157
_cell_measurement_theta_min      4.58
_cell_measurement_theta_max      75.63
_cell_measurement_temperature    180
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.2482
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1000

_exptl_absorpt_coefficient_mu    1.594
_exptl_crystal_description       block
_exptl_crystal_size_max          0.42
_exptl_crystal_size_mid          0.36
_exptl_crystal_size_min          0.19
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.754
_exptl_absorpt_correction_T_max  1
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      180
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean 8.1917
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            35012
_diffrn_reflns_theta_min         4.58
_diffrn_reflns_theta_max         75.81
_diffrn_reflns_theta_full        73.87
_diffrn_measured_fraction_theta_max 0.96
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0198
_diffrn_reflns_limit_h_min       -18
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -10
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             5017
_reflns_number_gt                4015
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0454
_refine_ls_wR_factor_gt          0.1190
_refine_ls_R_factor_all          0.0559
_refine_ls_wR_factor_ref         0.1249
_refine_ls_goodness_of_fit_ref   1.86
_refine_ls_goodness_of_fit_gt    2.00
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         5017
_refine_ls_number_parameters     301
_refine_ls_number_restraints     1
_refine_ls_number_constraints    129
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0167
_refine_ls_shift/su_mean         0.0009
_refine_diff_density_max         0.40
_refine_diff_density_min         -0.29
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
H1o3 . O3 . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.11593(3) 0.26928(4) 0.10663(2) Uani 0.03713(14) 4 1 d . . .
O1 O 0.38848(11) 0.19406(14) 0.22722(7) Uani 0.0451(5) 4 1 d . . .
O2 O 0.35263(11) 0.01979(15) 0.14196(7) Uani 0.0507(5) 4 1 d . . .
O3 O 0.31223(9) 0.37386(13) 0.11252(7) Uani 0.0370(4) 4 1 d . . .
N1 N 0.38507(10) 0.25955(14) 0.42821(7) Uani 0.0312(4) 4 1 d . . .
C1 C 0.36935(12) 0.14174(18) 0.15807(9) Uani 0.0334(5) 4 1 d . . .
C2 C 0.37078(12) 0.26245(18) 0.10243(9) Uani 0.0330(5) 4 1 d . . .
C3 C 0.33804(12) 0.20716(19) 0.02081(9) Uani 0.0353(6) 4 1 d . . .
C4 C 0.38900(16) 0.1057(3) -0.00175(12) Uani 0.0624(9) 4 1 d . . .
C5 C 0.36158(18) 0.0587(3) -0.07582(13) Uani 0.0751(10) 4 1 d . . .
C6 C 0.28292(15) 0.1115(3) -0.12838(11) Uani 0.0534(8) 4 1 d . . .
C7 C 0.23051(15) 0.2095(3) -0.10628(11) Uani 0.0535(8) 4 1 d . . .
C8 C 0.25744(13) 0.2578(2) -0.03210(10) Uani 0.0450(7) 4 1 d . . .
C9 C 0.47069(12) 0.3238(2) 0.12104(9) Uani 0.0356(6) 4 1 d . . .
C10 C 0.55082(13) 0.2501(2) 0.16274(10) Uani 0.0431(6) 4 1 d . . .
C11 C 0.64018(14) 0.3080(3) 0.17499(12) Uani 0.0537(8) 4 1 d . . .
C12 C 0.65041(16) 0.4397(3) 0.14687(12) Uani 0.0577(8) 4 1 d . . .
C13 C 0.57086(16) 0.5133(3) 0.10564(12) Uani 0.0577(8) 4 1 d . . .
C14 C 0.48143(15) 0.4558(2) 0.09232(11) Uani 0.0466(7) 4 1 d . . .
C15 C 0.37884(13) 0.10468(18) 0.28829(9) Uani 0.0369(6) 4 1 d . . .
C16 C 0.29019(12) 0.15238(18) 0.30563(9) Uani 0.0358(6) 4 1 d . . .
C17 C 0.30585(12) 0.28528(18) 0.35414(9) Uani 0.0341(5) 4 1 d . . .
C18 C 0.34594(14) 0.40843(19) 0.32061(9) Uani 0.0403(6) 4 1 d . . .
C19 C 0.45463(14) 0.39151(19) 0.35176(10) Uani 0.0410(6) 4 1 d . . .
C20 C 0.47047(12) 0.25805(19) 0.40064(9) Uani 0.0362(6) 4 1 d . . .
C21 C 0.46806(13) 0.12241(19) 0.35540(10) Uani 0.0382(6) 4 1 d . . .
C22 C 0.37477(13) 0.13152(19) 0.47357(9) Uani 0.0389(6) 4 1 d . . .
C23 C 0.30242(17) 0.1771(2) 0.51057(12) Uani 0.0542(8) 4 1 d . . .
C24 C 0.31713(19) 0.3371(3) 0.52258(12) Uani 0.0595(9) 4 1 d . . .
C25 C 0.38902(15) 0.3779(2) 0.48393(10) Uani 0.0434(6) 4 1 d . . .
N1s N 0.89683(19) 0.4168(3) 0.22408(16) Uani 0.0877(12) 4 1 d . . .
C1s C 0.94938(18) 0.3259(3) 0.24143(14) Uani 0.0612(9) 4 1 d . . .
C2s C 1.0190(2) 0.2155(4) 0.26267(19) Uani 0.0846(14) 4 1 d . . .
H1c4 H 0.44451 0.066643 0.03436 Uiso 0.0749 4 1 d . . .
H1c5 H 0.398499 -0.0122 -0.090398 Uiso 0.0902 4 1 d . . .
H1c6 H 0.264946 0.080197 -0.179958 Uiso 0.064 4 1 d . . .
H1c7 H 0.174033 0.245833 -0.142401 Uiso 0.0641 4 1 d . . .
H1c8 H 0.21949 0.327246 -0.017623 Uiso 0.054 4 1 d . . .
H1c10 H 0.544498 0.159002 0.183184 Uiso 0.0517 4 1 d . . .
H1c11 H 0.695252 0.255787 0.203252 Uiso 0.0644 4 1 d . . .
H1c12 H 0.712177 0.479764 0.155897 Uiso 0.0692 4 1 d . . .
H1c13 H 0.577445 0.605063 0.086004 Uiso 0.0692 4 1 d . . .
H1c14 H 0.426666 0.507512 0.063087 Uiso 0.0559 4 1 d . . .
H1c15 H 0.372037 0.006271 0.275267 Uiso 0.0443 4 1 d . . .
H1c16 H 0.268422 0.077474 0.33065 Uiso 0.043 4 1 d . . .
H2c16 H 0.240148 0.168556 0.259143 Uiso 0.043 4 1 d . . .
H1c17 H 0.244963 0.306507 0.35879 Uiso 0.041 4 1 d . . .
H1c18 H 0.328006 0.496111 0.338066 Uiso 0.0484 4 1 d . . .
H2c18 H 0.325432 0.400403 0.266503 Uiso 0.0484 4 1 d . . .
H1c19 H 0.479152 0.377087 0.310517 Uiso 0.0491 4 1 d . . .
H2c19 H 0.481575 0.471333 0.382888 Uiso 0.0491 4 1 d . . .
H1c20 H 0.531132 0.25851 0.439132 Uiso 0.0434 4 1 d . . .
H1c21 H 0.52237 0.119357 0.338294 Uiso 0.0458 4 1 d . . .
H2c21 H 0.47555 0.042236 0.388307 Uiso 0.0458 4 1 d . . .
H1c22 H 0.433968 0.112585 0.511878 Uiso 0.0467 4 1 d . . .
H2c22 H 0.350011 0.053989 0.439938 Uiso 0.0467 4 1 d . . .
H1c24 H 0.258573 0.385198 0.498659 Uiso 0.0714 4 1 d . . .
H2c24 H 0.342519 0.356787 0.575696 Uiso 0.0714 4 1 d . . .
H1c25 H 0.37014 0.464886 0.456932 Uiso 0.0521 4 1 d . . .
H2c25 H 0.450938 0.381232 0.520668 Uiso 0.0521 4 1 d . . .
H1c2s H 0.987976 0.126242 0.26129 Uiso 0.1015 4 1 d . . .
H2c2s H 1.054793 0.213885 0.227999 Uiso 0.1015 4 1 d . . .
H3c2s H 1.060701 0.232783 0.312899 Uiso 0.1015 4 1 d . . .
H1c23 H 0.315497 0.131142 0.558688 Uiso 0.065 4 1 d . . .
H2c23 H 0.239935 0.159242 0.476768 Uiso 0.065 4 1 d . . .
H1o3 H 0.2618(8) 0.341(2) 0.1136(12) Uiso 0.0444 4 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.325(2) ?
O1 C15 . . 1.462(2) ?
O2 C1 . . 1.199(2) ?
O3 C2 . . 1.419(2) ?
O3 H1o3 . . 0.820(16) ?
N1 C17 . . 1.5258(18) ?
N1 C20 . . 1.516(3) ?
N1 C22 . . 1.513(2) ?
N1 C25 . . 1.516(2) ?
C1 C2 . . 1.548(2) ?
C2 C3 . . 1.536(2) ?
C2 C9 . . 1.532(2) ?
C3 C4 . . 1.371(3) ?
C3 C8 . . 1.377(2) ?
C4 C5 . . 1.384(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.363(3) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.358(4) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.390(3) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.389(2) ?
C9 C14 . . 1.388(3) ?
C10 C11 . . 1.390(3) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.380(4) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.380(3) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.388(3) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.525(3) ?
C15 C21 . . 1.519(2) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.524(2) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.531(3) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.547(3) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.532(2) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.531(3) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.516(3) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.536(3) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.519(4) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?
N1s C1s . . 1.139(4) ?
C1s C2s . . 1.437(4) ?
C2s H1c2s . . 0.96 ?
C2s H2c2s . . 0.96 ?
C2s H3c2s . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 119.84(14) ?
C2 O3 H1o3 . . . 109.2(15) ?
C17 N1 C20 . . . 100.76(13) ?
C17 N1 C22 . . . 116.57(12) ?
C17 N1 C25 . . . 110.69(13) ?
C20 N1 C22 . . . 115.26(13) ?
C20 N1 C25 . . . 112.63(14) ?
C22 N1 C25 . . . 101.39(13) ?
O1 C1 O2 . . . 124.56(16) ?
O1 C1 C2 . . . 109.37(14) ?
O2 C1 C2 . . . 126.06(15) ?
O3 C2 C1 . . . 108.67(15) ?
O3 C2 C3 . . . 111.66(12) ?
O3 C2 C9 . . . 106.44(14) ?
C1 C2 C3 . . . 110.19(14) ?
C1 C2 C9 . . . 110.28(12) ?
C3 C2 C9 . . . 109.54(15) ?
C2 C3 C4 . . . 120.67(15) ?
C2 C3 C8 . . . 121.50(17) ?
C4 C3 C8 . . . 117.83(17) ?
C3 C4 C5 . . . 121.0(2) ?
C3 C4 H1c4 . . . 119.52 ?
C5 C4 H1c4 . . . 119.52 ?
C4 C5 C6 . . . 120.9(3) ?
C4 C5 H1c5 . . . 119.53 ?
C6 C5 H1c5 . . . 119.53 ?
C5 C6 C7 . . . 118.6(2) ?
C5 C6 H1c6 . . . 120.68 ?
C7 C6 H1c6 . . . 120.68 ?
C6 C7 C8 . . . 120.95(18) ?
C6 C7 H1c7 . . . 119.53 ?
C8 C7 H1c7 . . . 119.52 ?
C3 C8 C7 . . . 120.6(2) ?
C3 C8 H1c8 . . . 119.68 ?
C7 C8 H1c8 . . . 119.68 ?
C2 C9 C10 . . . 122.58(17) ?
C2 C9 C14 . . . 118.43(15) ?
C10 C9 C14 . . . 118.93(18) ?
C9 C10 C11 . . . 120.2(2) ?
C9 C10 H1c10 . . . 119.88 ?
C11 C10 H1c10 . . . 119.88 ?
C10 C11 C12 . . . 120.59(19) ?
C10 C11 H1c11 . . . 119.71 ?
C12 C11 H1c11 . . . 119.71 ?
C11 C12 C13 . . . 119.3(2) ?
C11 C12 H1c12 . . . 120.37 ?
C13 C12 H1c12 . . . 120.37 ?
C12 C13 C14 . . . 120.6(2) ?
C12 C13 H1c13 . . . 119.7 ?
C14 C13 H1c13 . . . 119.7 ?
C9 C14 C13 . . . 120.37(18) ?
C9 C14 H1c14 . . . 119.81 ?
C13 C14 H1c14 . . . 119.81 ?
O1 C15 C16 . . . 107.43(14) ?
O1 C15 C21 . . . 107.53(15) ?
O1 C15 H1c15 . . . 113.16 ?
C16 C15 C21 . . . 112.57(15) ?
C16 C15 H1c15 . . . 108.17 ?
C21 C15 H1c15 . . . 108.07 ?
C15 C16 C17 . . . 112.97(14) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 105.73 ?
N1 C17 C16 . . . 109.55(13) ?
N1 C17 C18 . . . 101.59(13) ?
N1 C17 H1c17 . . . 115.74 ?
C16 C17 C18 . . . 113.12(15) ?
C16 C17 H1c17 . . . 104.78 ?
C18 C17 H1c17 . . . 112.34 ?
C17 C18 C19 . . . 105.42(13) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.24 ?
C18 C19 C20 . . . 104.74(16) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.82 ?
N1 C20 C19 . . . 101.91(14) ?
N1 C20 C21 . . . 108.60(14) ?
N1 C20 H1c20 . . . 116.08 ?
C19 C20 C21 . . . 113.06(15) ?
C19 C20 H1c20 . . . 111.85 ?
C21 C20 H1c20 . . . 105.54 ?
C15 C21 C20 . . . 114.09(15) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 104.42 ?
N1 C22 C23 . . . 103.84(15) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 114.57 ?
C22 C23 C24 . . . 104.9(2) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 113.65 ?
C23 C24 C25 . . . 105.7(2) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 112.98 ?
N1 C25 C24 . . . 104.91(16) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 113.67 ?
N1s C1s C2s . . . 177.3(3) ?
C1s C2s H1c2s . . . 109.47 ?
C1s C2s H2c2s . . . 109.47 ?
C1s C2s H3c2s . . . 109.47 ?
H1c2s C2s H2c2s . . . 109.47 ?
H1c2s C2s H3c2s . . . 109.47 ?
H2c2s C2s H3c2s . . . 109.47 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C17 H1c17 O2 . . 2_555 0.96 2.49 3.259(2) 137.54 ?
O3 H1o3 Cl1 . . . 0.820(16) 2.242(14) 3.0579(14) 173.6(19) ?
####################################################################### 
# 
# 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_TCl_iPrOH
_database_code_depnum_ccdc_archive 'CCDC 1056151'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, C3 H8 O, Cl'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C28 H38 Cl1 N1 O4'
_chemical_formula_weight         488.1
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   9.9394(6)
_cell_length_b                   9.3964(8)
_cell_length_c                   28.5819(17)
_cell_angle_alpha                90
_cell_angle_beta                 98.318(5)
_cell_angle_gamma                90
_cell_volume                     2641.3(3)

loop_
_jana_cell_twin_matrix_id
_jana_cell_twin_volume_fraction
_jana_cell_twin_matrix_1_1
_jana_cell_twin_matrix_1_2
_jana_cell_twin_matrix_1_3
_jana_cell_twin_matrix_2_1
_jana_cell_twin_matrix_2_2
_jana_cell_twin_matrix_2_3
_jana_cell_twin_matrix_3_1
_jana_cell_twin_matrix_3_2
_jana_cell_twin_matrix_3_3
? ? ? ? ? ? ? ? ? ? ?
_cell_formula_units_Z            4

_cell_measurement_reflns_used    8197
_cell_measurement_theta_min      4.49
_cell_measurement_theta_max      77.78
_cell_measurement_temperature    180
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1048

_exptl_absorpt_coefficient_mu    1.535
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.383
_exptl_crystal_size_mid          0.182
_exptl_crystal_size_min          0.115
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.684
_exptl_absorpt_correction_T_max  0.859
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      180
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean 8.1917
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            24465
_diffrn_reflns_theta_min         4.54
_diffrn_reflns_theta_max         77.92
_diffrn_reflns_theta_full        77.92
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0433
_diffrn_reflns_av_unetI/netI     0.0339
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -36
_diffrn_reflns_limit_l_max       34
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             5573
_reflns_number_gt                4309
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0447
_refine_ls_wR_factor_gt          0.1158
_refine_ls_R_factor_all          0.0578
_refine_ls_wR_factor_ref         0.1246
_refine_ls_goodness_of_fit_ref   1.53
_refine_ls_goodness_of_fit_gt    1.62
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         5573
_refine_ls_number_parameters     321
_refine_ls_number_restraints     1
_refine_ls_number_constraints    146
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0497
_refine_ls_shift/su_mean         0.0031
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
H1o3 . O3 . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.97640(4) 0.18103(5) 0.233229(14) Uani 0.02975(12) 4 1 d . . .
O1 O 0.29676(12) 0.27527(14) 0.16323(4) Uani 0.0298(4) 4 1 d . . .
O2 O 0.13509(13) 0.44309(15) 0.15277(5) Uani 0.0382(4) 4 1 d . . .
O3 O 0.08075(13) 0.09221(14) 0.14129(5) Uani 0.0307(4) 4 1 d . . .
N1 N 0.58066(13) 0.19137(15) 0.26523(5) Uani 0.0268(4) 4 1 d . . .
C1 C 0.17570(16) 0.32678(18) 0.14464(6) Uani 0.0249(4) 4 1 d . . .
C2 C 0.09449(17) 0.21335(19) 0.11284(6) Uani 0.0263(5) 4 1 d . . .
C3 C 0.17218(17) 0.16467(20) 0.07304(6) Uani 0.0274(5) 4 1 d . . .
C4 C 0.27286(19) 0.2467(2) 0.05709(7) Uani 0.0361(6) 4 1 d . . .
C5 C 0.3369(2) 0.1992(3) 0.01978(8) Uani 0.0455(7) 4 1 d . . .
C6 C 0.3004(2) 0.0699(3) -0.00183(7) Uani 0.0460(7) 4 1 d . . .
C7 C 0.2001(2) -0.0116(3) 0.01382(7) Uani 0.0427(6) 4 1 d . . .
C8 C 0.13596(19) 0.0358(2) 0.05107(7) Uani 0.0347(5) 4 1 d . . .
C9 C -0.04364(18) 0.2744(2) 0.09120(6) Uani 0.0303(5) 4 1 d . . .
C10 C -0.0507(2) 0.3898(2) 0.06055(7) Uani 0.0389(6) 4 1 d . . .
C11 C -0.1754(2) 0.4451(3) 0.04035(8) Uani 0.0488(7) 4 1 d . . .
C12 C -0.2945(2) 0.3833(3) 0.05043(8) Uani 0.0498(7) 4 1 d . . .
C13 C -0.28907(20) 0.2684(3) 0.08050(8) Uani 0.0450(7) 4 1 d . . .
C14 C -0.16411(18) 0.2135(2) 0.10101(7) Uani 0.0366(6) 4 1 d . . .
C15 C 0.37772(16) 0.35725(18) 0.20081(6) Uani 0.0264(5) 4 1 d . . .
C16 C 0.52669(17) 0.3419(2) 0.19415(6) Uani 0.0301(5) 4 1 d . . .
C17 C 0.59222(16) 0.2028(2) 0.21314(6) Uani 0.0295(5) 4 1 d . . .
C18 C 0.51499(18) 0.0713(2) 0.19264(8) Uani 0.0395(6) 4 1 d . . .
C19 C 0.40493(18) 0.0461(2) 0.22507(8) Uani 0.0379(6) 4 1 d . . .
C20 C 0.42832(16) 0.16352(20) 0.26290(7) Uani 0.0296(5) 4 1 d . . .
C21 C 0.34948(16) 0.29974(19) 0.24848(6) Uani 0.0281(5) 4 1 d . . .
C22 C 0.63807(17) 0.3140(2) 0.29561(6) Uani 0.0303(5) 4 1 d . . .
C23 C 0.6438(2) 0.2592(3) 0.34582(7) Uani 0.0457(7) 4 1 d . . .
C24 C 0.6693(2) 0.0976(3) 0.34185(8) Uani 0.0489(7) 4 1 d . . .
C25 C 0.66250(18) 0.0685(2) 0.28920(8) Uani 0.0395(6) 4 1 d . . .
H1c4 H 0.298264 0.33639 0.071868 Uiso 0.0433 4 1 d . . .
H1c5 H 0.406606 0.255983 0.008985 Uiso 0.0546 4 1 d . . .
H1c6 H 0.344534 0.037227 -0.027558 Uiso 0.0551 4 1 d . . .
H1c7 H 0.174593 -0.101143 -0.001049 Uiso 0.0513 4 1 d . . .
H1c8 H 0.066061 -0.021132 0.061672 Uiso 0.0417 4 1 d . . .
H1c10 H 0.031719 0.432002 0.053227 Uiso 0.0466 4 1 d . . .
H1c11 H -0.178949 0.525669 0.019534 Uiso 0.0586 4 1 d . . .
H1c12 H -0.380844 0.420677 0.036413 Uiso 0.0598 4 1 d . . .
H1c13 H -0.371804 0.225884 0.08738 Uiso 0.054 4 1 d . . .
H1c14 H -0.161108 0.133439 0.121981 Uiso 0.0439 4 1 d . . .
H1c15 H 0.354899 0.45659 0.199711 Uiso 0.0317 4 1 d . . .
H1c16 H 0.577784 0.420686 0.208868 Uiso 0.0361 4 1 d . . .
H2c16 H 0.534678 0.350891 0.161204 Uiso 0.0361 4 1 d . . .
H1c17 H 0.683114 0.205118 0.205491 Uiso 0.0354 4 1 d . . .
H1c18 H 0.575654 -0.008685 0.194761 Uiso 0.0473 4 1 d . . .
H2c18 H 0.471786 0.091385 0.161082 Uiso 0.0473 4 1 d . . .
H1c19 H 0.316326 0.057182 0.207008 Uiso 0.0455 4 1 d . . .
H2c19 H 0.418802 -0.045408 0.239958 Uiso 0.0455 4 1 d . . .
H1c20 H 0.398867 0.135543 0.292089 Uiso 0.0355 4 1 d . . .
H1c21 H 0.253851 0.28216 0.247132 Uiso 0.0337 4 1 d . . .
H2c21 H 0.372265 0.370954 0.272398 Uiso 0.0337 4 1 d . . .
H1c22 H 0.576755 0.393372 0.290874 Uiso 0.0364 4 1 d . . .
H2c22 H 0.728501 0.334397 0.289431 Uiso 0.0364 4 1 d . . .
H1c23 H 0.5576 0.2745 0.356394 Uiso 0.0549 4 1 d . . .
H2c23 H 0.71929 0.302101 0.365594 Uiso 0.0549 4 1 d . . .
H1c24 H 0.758553 0.074918 0.357722 Uiso 0.0586 4 1 d . . .
H2c24 H 0.59831 0.045979 0.353872 Uiso 0.0586 4 1 d . . .
H1c25 H 0.752626 0.070243 0.280849 Uiso 0.0474 4 1 d . . .
H2c25 H 0.614803 -0.019111 0.281414 Uiso 0.0474 4 1 d . . .
H1o3 H 0.044(2) 0.117(3) 0.1639(5) Uiso 0.0369 4 1 d . . .
O1sa O 0.53050(19) 0.7237(3) 0.15864(7) Uani 0.0410(6) 4 0.869(5) d . 1 1
C2sa C 0.4179(3) 0.6859(5) 0.12395(12) Uani 0.0382(7) 4 0.869(5) d . 1 1
C3sa C 0.2893(4) 0.7586(7) 0.13279(17) Uani 0.0459(8) 4 0.869(5) d . 1 1
C4sa C 0.4596(4) 0.7268(6) 0.07691(12) Uani 0.0659(15) 4 0.869(5) d . 1 1
H1o1sa H 0.507(3) 0.711(4) 0.1871(11) Uiso 0.051(8) 4 0.869(5) d . 1 1
H1c2sa H 0.397467 0.586149 0.124857 Uiso 0.0459 4 0.869(5) d . 1 1
H1c3sa H 0.215749 0.729917 0.10911 Uiso 0.055 4 0.869(5) d . 1 1
H2c3sa H 0.269009 0.732413 0.163479 Uiso 0.055 4 0.869(5) d . 1 1
H3c3sa H 0.300919 0.85984 0.131426 Uiso 0.055 4 0.869(5) d . 1 1
H1c4sa H 0.390002 0.698506 0.051791 Uiso 0.0791 4 0.869(5) d . 1 1
H2c4sa H 0.472139 0.828009 0.075847 Uiso 0.0791 4 0.869(5) d . 1 1
H3c4sa H 0.543284 0.679897 0.073253 Uiso 0.0791 4 0.869(5) d . 1 1
O1sb O 0.516(2) 0.672(3) 0.1543(7) Uani 0.0410(6) 4 0.131(5) d . 1 2
C2sb C 0.4250(14) 0.7550(17) 0.1218(5) Uani 0.0382(7) 4 0.131(5) d . 1 2
C3sb C 0.286(2) 0.766(3) 0.1366(8) Uani 0.0459(9) 4 0.131(5) d . 1 2
C4sb C 0.422(2) 0.682(3) 0.0744(5) Uani 0.0659(14) 4 0.131(5) d . 1 2
H1o1sb H 0.513(4) 0.705(5) 0.1833(13) Uiso 0.051(8) 4 0.131(5) d . 1 2
H1c2sb H 0.455165 0.851793 0.120494 Uiso 0.0459 4 0.131(5) d . 1 2
H1c3sb H 0.228717 0.823013 0.114239 Uiso 0.055 4 0.131(5) d . 1 2
H2c3sb H 0.293929 0.808917 0.167353 Uiso 0.055 4 0.131(5) d . 1 2
H3c3sb H 0.248021 0.672326 0.137796 Uiso 0.055 4 0.131(5) d . 1 2
H1c4sb H 0.366939 0.736686 0.050471 Uiso 0.0791 4 0.131(5) d . 1 2
H2c4sb H 0.384586 0.588562 0.075857 Uiso 0.0791 4 0.131(5) d . 1 2
H3c4sb H 0.512933 0.675667 0.066889 Uiso 0.0791 4 0.131(5) d . 1 2


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.334(2) ?
O1 C15 . . 1.464(2) ?
O2 C1 . . 1.199(2) ?
O3 C2 . . 1.417(2) ?
O3 H1o3 . . 0.820(19) ?
N1 C17 . . 1.514(2) ?
N1 C20 . . 1.529(2) ?
N1 C22 . . 1.505(2) ?
N1 C25 . . 1.517(2) ?
C1 C2 . . 1.550(2) ?
C2 C3 . . 1.534(3) ?
C2 C9 . . 1.533(2) ?
C3 C4 . . 1.391(3) ?
C3 C8 . . 1.387(3) ?
C4 C5 . . 1.393(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.387(4) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.382(3) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.391(3) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.390(3) ?
C9 C14 . . 1.392(3) ?
C10 C11 . . 1.390(3) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.386(3) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.376(4) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.393(3) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.527(2) ?
C15 C21 . . 1.529(2) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.524(3) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.526(3) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.551(3) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.539(3) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.526(2) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.518(3) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.546(4) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.521(3) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?
O1sa C2sa . . 1.429(4) ?
O1sa H1o1sa . . 0.89(3) ?
C2sa C3sa . . 1.502(6) ?
C2sa C4sa . . 1.513(5) ?
C2sa H1c2sa . . 0.96 ?
C3sa H1c3sa . . 0.96 ?
C3sa H2c3sa . . 0.96 ?
C3sa H3c3sa . . 0.96 ?
C4sa H1c4sa . . 0.96 ?
C4sa H2c4sa . . 0.96 ?
C4sa H3c4sa . . 0.96 ?
O1sb C2sb . . 1.43(3) ?
O1sb H1o1sb . . 0.89(4) ?
C2sb C3sb . . 1.50(3) ?
C2sb C4sb . . 1.51(2) ?
C2sb H1c2sb . . 0.96 ?
C3sb H1c3sb . . 0.96 ?
C3sb H2c3sb . . 0.96 ?
C3sb H3c3sb . . 0.96 ?
C4sb H1c4sb . . 0.96 ?
C4sb H2c4sb . . 0.96 ?
C4sb H3c4sb . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 118.01(13) ?
C2 O3 H1o3 . . . 108.1(16) ?
C17 N1 C20 . . . 100.66(12) ?
C17 N1 C22 . . . 115.89(14) ?
C17 N1 C25 . . . 112.72(14) ?
C20 N1 C22 . . . 116.54(14) ?
C20 N1 C25 . . . 110.63(13) ?
C22 N1 C25 . . . 100.86(13) ?
O1 C1 O2 . . . 124.26(15) ?
O1 C1 C2 . . . 110.33(14) ?
O2 C1 C2 . . . 125.38(14) ?
O3 C2 C1 . . . 107.54(13) ?
O3 C2 C3 . . . 106.65(14) ?
O3 C2 C9 . . . 112.16(14) ?
C1 C2 C3 . . . 111.38(14) ?
C1 C2 C9 . . . 109.83(14) ?
C3 C2 C9 . . . 109.25(13) ?
C2 C3 C4 . . . 122.75(16) ?
C2 C3 C8 . . . 118.05(16) ?
C4 C3 C8 . . . 119.15(17) ?
C3 C4 C5 . . . 120.24(19) ?
C3 C4 H1c4 . . . 119.88 ?
C5 C4 H1c4 . . . 119.88 ?
C4 C5 C6 . . . 120.2(2) ?
C4 C5 H1c5 . . . 119.92 ?
C6 C5 H1c5 . . . 119.92 ?
C5 C6 C7 . . . 119.8(2) ?
C5 C6 H1c6 . . . 120.12 ?
C7 C6 H1c6 . . . 120.12 ?
C6 C7 C8 . . . 120.1(2) ?
C6 C7 H1c7 . . . 119.93 ?
C8 C7 H1c7 . . . 119.93 ?
C3 C8 C7 . . . 120.56(19) ?
C3 C8 H1c8 . . . 119.72 ?
C7 C8 H1c8 . . . 119.72 ?
C2 C9 C10 . . . 120.47(16) ?
C2 C9 C14 . . . 120.74(17) ?
C10 C9 C14 . . . 118.77(17) ?
C9 C10 C11 . . . 121.0(2) ?
C9 C10 H1c10 . . . 119.52 ?
C11 C10 H1c10 . . . 119.52 ?
C10 C11 C12 . . . 119.6(2) ?
C10 C11 H1c11 . . . 120.2 ?
C12 C11 H1c11 . . . 120.21 ?
C11 C12 C13 . . . 120.1(2) ?
C11 C12 H1c12 . . . 119.95 ?
C13 C12 H1c12 . . . 119.95 ?
C12 C13 C14 . . . 120.3(2) ?
C12 C13 H1c13 . . . 119.84 ?
C14 C13 H1c13 . . . 119.84 ?
C9 C14 C13 . . . 120.2(2) ?
C9 C14 H1c14 . . . 119.88 ?
C13 C14 H1c14 . . . 119.88 ?
O1 C15 C16 . . . 107.37(14) ?
O1 C15 C21 . . . 108.38(13) ?
O1 C15 H1c15 . . . 112.66 ?
C16 C15 C21 . . . 112.59(13) ?
C16 C15 H1c15 . . . 108.46 ?
C21 C15 H1c15 . . . 107.46 ?
C15 C16 C17 . . . 114.13(15) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 104.37 ?
N1 C17 C16 . . . 108.79(14) ?
N1 C17 C18 . . . 102.38(15) ?
N1 C17 H1c17 . . . 115.69 ?
C16 C17 C18 . . . 113.08(14) ?
C16 C17 H1c17 . . . 105.51 ?
C18 C17 H1c17 . . . 111.6 ?
C17 C18 C19 . . . 104.68(17) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.87 ?
C18 C19 C20 . . . 105.20(15) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.43 ?
N1 C20 C19 . . . 101.62(14) ?
N1 C20 C21 . . . 109.57(14) ?
N1 C20 H1c20 . . . 115.7 ?
C19 C20 C21 . . . 113.10(14) ?
C19 C20 H1c20 . . . 112.33 ?
C21 C20 H1c20 . . . 104.78 ?
C15 C21 C20 . . . 112.57(15) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 106.18 ?
N1 C22 C23 . . . 104.17(16) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 114.3 ?
C22 C23 C24 . . . 104.36(18) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 114.14 ?
C23 C24 C25 . . . 105.36(18) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 113.29 ?
N1 C25 C24 . . . 104.72(16) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 113.84 ?
C2sa O1sa H1o1sa . . . 108.5(19) ?
O1sa C2sa C3sa . . . 111.7(3) ?
O1sa C2sa C4sa . . . 105.4(3) ?
O1sa C2sa H1c2sa . . . 111.8 ?
C3sa C2sa C4sa . . . 112.5(4) ?
C3sa C2sa H1c2sa . . . 104.54 ?
C4sa C2sa H1c2sa . . . 111 ?
C2sa C3sa H1c3sa . . . 109.47 ?
C2sa C3sa H2c3sa . . . 109.47 ?
C2sa C3sa H3c3sa . . . 109.47 ?
H1c3sa C3sa H2c3sa . . . 109.47 ?
H1c3sa C3sa H3c3sa . . . 109.47 ?
H2c3sa C3sa H3c3sa . . . 109.47 ?
C2sa C4sa H1c4sa . . . 109.47 ?
C2sa C4sa H2c4sa . . . 109.47 ?
C2sa C4sa H3c4sa . . . 109.47 ?
H1c4sa C4sa H2c4sa . . . 109.47 ?
H1c4sa C4sa H3c4sa . . . 109.47 ?
H2c4sa C4sa H3c4sa . . . 109.47 ?
C2sb O1sb H1o1sb . . . 109(4) ?
O1sb C2sb C3sb . . . 111.7(17) ?
O1sb C2sb C4sb . . . 105.4(17) ?
O1sb C2sb H1c2sb . . . 111.8 ?
C3sb C2sb C4sb . . . 112.5(16) ?
C3sb C2sb H1c2sb . . . 104.54 ?
C4sb C2sb H1c2sb . . . 111 ?
C2sb C3sb H1c3sb . . . 109.47 ?
C2sb C3sb H2c3sb . . . 109.47 ?
C2sb C3sb H3c3sb . . . 109.47 ?
H1c3sb C3sb H2c3sb . . . 109.47 ?
H1c3sb C3sb H3c3sb . . . 109.47 ?
H2c3sb C3sb H3c3sb . . . 109.47 ?
C2sb C4sb H1c4sb . . . 109.47 ?
C2sb C4sb H2c4sb . . . 109.47 ?
C2sb C4sb H3c4sb . . . 109.47 ?
H1c4sb C4sb H2c4sb . . . 109.47 ?
H1c4sb C4sb H3c4sb . . . 109.47 ?
H2c4sb C4sb H3c4sb . . . 109.47 ?


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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C20 H1c20 O2 . . 2_545 0.96 2.45 3.307(2) 147.95 ?
C24 H2c24 O2 . . 2_545 0.96 2.50 3.379(3) 153.15 ?
O3 H1o3 Cl1 . . 1_455 0.820(19) 2.264(18) 3.0768(14) 170.8(18) ?
O1sa H1o1sa Cl1 . . 2_655 0.89(3) 2.28(3) 3.127(2) 161(3) ?
O1sb H1o1sb Cl1 . . 2_655 0.89(4) 2.38(4) 3.20(2) 154(5) ?
C3sb H3c3sb O2 . . . 0.96 2.49 3.45(3) 170.71 ?
####################################################################### 
# 
# 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_TCl_MeOH
_database_code_depnum_ccdc_archive 'CCDC 1056152'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, C H4 O, Cl '
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C26 H34 Cl1 N1 O4'
_chemical_formula_weight         460
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   13.654(2)
_cell_length_b                   9.7390(14)
_cell_length_c                   18.621(2)
_cell_angle_alpha                90
_cell_angle_beta                 106.609(12)
_cell_angle_gamma                90
_cell_volume                     2372.8(6)

loop_
_jana_cell_twin_matrix_id
_jana_cell_twin_volume_fraction
_jana_cell_twin_matrix_1_1
_jana_cell_twin_matrix_1_2
_jana_cell_twin_matrix_1_3
_jana_cell_twin_matrix_2_1
_jana_cell_twin_matrix_2_2
_jana_cell_twin_matrix_2_3
_jana_cell_twin_matrix_3_1
_jana_cell_twin_matrix_3_2
_jana_cell_twin_matrix_3_3
? ? ? ? ? ? ? ? ? ? ?
_cell_formula_units_Z            4

_cell_measurement_reflns_used    3287
_cell_measurement_theta_min      4.95
_cell_measurement_theta_max      76.63
_cell_measurement_temperature    150
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.2873
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             984

_exptl_absorpt_coefficient_mu    1.684
_exptl_crystal_description       prism
_exptl_crystal_size_max          0.805
_exptl_crystal_size_mid          0.509
_exptl_crystal_size_min          0.251
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.447
_exptl_absorpt_correction_T_max  0.714
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      150
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 8.1917
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            13045
_diffrn_reflns_theta_min         4.73
_diffrn_reflns_theta_max         78.1
_diffrn_reflns_theta_full        73.17
_diffrn_measured_fraction_theta_max 0.95
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0342
_diffrn_reflns_av_unetI/netI     0.0272
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_h_max       17
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       9
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             4800
_reflns_number_gt                3958
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0467
_refine_ls_wR_factor_gt          0.1200
_refine_ls_R_factor_all          0.0553
_refine_ls_wR_factor_ref         0.1259
_refine_ls_goodness_of_fit_ref   1.80
_refine_ls_goodness_of_fit_gt    1.91
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         4800
_refine_ls_number_parameters     302
_refine_ls_number_restraints     6
_refine_ls_number_constraints    163
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0473
_refine_ls_shift/su_mean         0.0027
_refine_diff_density_max         0.22
_refine_diff_density_min         -0.25
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
O1s . C2s . 1.45 0.001
O1s' . C2s' . 1.45 0.001
O1s . H1o1s . 0.82 0.001
O1s' . H1o1s . 0.82 0.001
O3 . H1o3 . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
C2s . O1s . H1o1s . 109.47 0.01

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.61892(3) 0.77484(5) 0.10557(2) Uani 0.03605(14) 4 1 d . . .
O1 O 0.90109(11) 0.70409(13) 0.22798(7) Uani 0.0355(4) 4 1 d . . .
O2 O 0.86820(11) 0.53662(14) 0.14164(7) Uani 0.0395(4) 4 1 d . . .
O3 O 0.83617(9) 0.88074(13) 0.11124(7) Uani 0.0328(4) 4 1 d . . .
N1 N 0.87229(10) 0.75774(14) 0.42487(7) Uani 0.0276(4) 4 1 d . . .
C1 C 0.88786(11) 0.65344(17) 0.15948(8) Uani 0.0266(4) 4 1 d . . .
C2 C 0.90202(11) 0.76997(16) 0.10647(8) Uani 0.0266(4) 4 1 d . . .
C3 C 0.87817(12) 0.71464(17) 0.02595(9) Uani 0.0296(5) 4 1 d . . .
C4 C 0.95489(14) 0.6728(2) -0.00427(10) Uani 0.0409(6) 4 1 d . . .
C5 C 0.93132(16) 0.6201(2) -0.07671(10) Uani 0.0466(7) 4 1 d . . .
C6 C 0.83126(17) 0.6095(2) -0.11973(10) Uani 0.0432(6) 4 1 d . . .
C7 C 0.75432(15) 0.6525(2) -0.09065(11) Uani 0.0449(6) 4 1 d . . .
C8 C 0.77723(14) 0.7045(2) -0.01826(10) Uani 0.0404(6) 4 1 d . . .
C9 C 1.01140(12) 0.82405(18) 0.13292(9) Uani 0.0292(5) 4 1 d . . .
C10 C 1.09148(13) 0.7427(2) 0.17364(10) Uani 0.0371(5) 4 1 d . . .
C11 C 1.19188(14) 0.7907(3) 0.19193(11) Uani 0.0456(6) 4 1 d . . .
C12 C 1.21194(14) 0.9204(3) 0.16972(11) Uani 0.0467(7) 4 1 d . . .
C13 C 1.13263(16) 1.0024(2) 0.12963(12) Uani 0.0470(7) 4 1 d . . .
C14 C 1.03250(14) 0.9546(2) 0.11081(11) Uani 0.0390(6) 4 1 d . . .
C15 C 0.88386(13) 0.61519(17) 0.28636(9) Uani 0.0312(5) 4 1 d . . .
C16 C 0.78304(12) 0.65889(18) 0.30010(8) Uani 0.0313(5) 4 1 d . . .
C17 C 0.79365(12) 0.78514(18) 0.34965(9) Uani 0.0298(5) 4 1 d . . .
C18 C 0.84091(13) 0.90785(18) 0.32039(9) Uani 0.0330(5) 4 1 d . . .
C19 C 0.95755(13) 0.89363(19) 0.35564(10) Uani 0.0346(5) 4 1 d . . .
C20 C 0.97029(12) 0.76187(18) 0.40201(9) Uani 0.0312(5) 4 1 d . . .
C21 C 0.97490(13) 0.63255(19) 0.35584(9) Uani 0.0333(5) 4 1 d . . .
C22 C 0.85676(16) 0.6306(2) 0.46626(9) Uani 0.0394(6) 4 1 d . . .
C23 C 0.7694(2) 0.6684(3) 0.49737(13) Uani 0.0587(9) 4 1 d . . .
C24 C 0.78176(19) 0.8228(3) 0.51363(12) Uani 0.0533(8) 4 1 d . . .
C25 C 0.86780(15) 0.8689(2) 0.48121(10) Uani 0.0386(6) 4 1 d . . .
O1s O 0.4579(3) 0.8185(5) 0.1941(2) Uani 0.0739(13) 4 0.757(9) d . 1 1
C2s C 0.4800(6) 0.7076(4) 0.2482(3) Uani 0.0641(17) 4 0.757(9) d . 1 1
O1s' O 0.4426(9) 0.7520(15) 0.1781(7) Uani 0.0739(13) 4 0.243(9) d . 1 2
C2s' C 0.489(2) 0.739(3) 0.2581(7) Uani 0.0641(17) 4 0.243(9) d . 1 2
H1c4 H 1.02504 0.680147 0.025032 Uiso 0.0491 4 1 d . . .
H1c5 H 0.985296 0.590945 -0.096807 Uiso 0.0559 4 1 d . . .
H1c6 H 0.815225 0.572493 -0.169525 Uiso 0.0519 4 1 d . . .
H1c7 H 0.684398 0.64654 -0.120609 Uiso 0.0538 4 1 d . . .
H1c8 H 0.722927 0.733784 0.001463 Uiso 0.0484 4 1 d . . .
H1c10 H 1.077708 0.65263 0.189362 Uiso 0.0446 4 1 d . . .
H1c11 H 1.246935 0.733615 0.219909 Uiso 0.0547 4 1 d . . .
H1c12 H 1.280987 0.953516 0.182144 Uiso 0.0561 4 1 d . . .
H1c13 H 1.14666 1.09292 0.114656 Uiso 0.0565 4 1 d . . .
H1c14 H 0.977785 1.011856 0.0825 Uiso 0.0468 4 1 d . . .
H1c15 H 0.878577 0.519887 0.272608 Uiso 0.0374 4 1 d . . .
H1c16 H 0.733108 0.676133 0.252957 Uiso 0.0376 4 1 d . . .
H2c16 H 0.756244 0.584174 0.322349 Uiso 0.0376 4 1 d . . .
H1c17 H 0.725555 0.803993 0.351835 Uiso 0.0358 4 1 d . . .
H1c18 H 0.817697 0.99153 0.337356 Uiso 0.0396 4 1 d . . .
H2c18 H 0.825188 0.902202 0.266826 Uiso 0.0396 4 1 d . . .
H1c19 H 0.990191 0.882903 0.316652 Uiso 0.0416 4 1 d . . .
H2c19 H 0.982365 0.970256 0.388188 Uiso 0.0416 4 1 d . . .
H1c20 H 1.032559 0.762493 0.442328 Uiso 0.0375 4 1 d . . .
H1c21 H 0.980971 0.552845 0.387147 Uiso 0.0399 4 1 d . . .
H2c21 H 1.03698 0.633064 0.341382 Uiso 0.0399 4 1 d . . .
H1c22 H 0.917033 0.613321 0.506859 Uiso 0.0473 4 1 d . . .
H2c22 H 0.83633 0.556049 0.43148 Uiso 0.0473 4 1 d . . .
H1c23 H 0.776275 0.619519 0.543317 Uiso 0.0704 4 1 d . . .
H2c23 H 0.705592 0.651898 0.460038 Uiso 0.0704 4 1 d . . .
H1c24 H 0.719647 0.869432 0.487986 Uiso 0.064 4 1 d . . .
H2c24 H 0.802182 0.837577 0.566828 Uiso 0.064 4 1 d . . .
H1c25 H 0.849738 0.954814 0.455615 Uiso 0.0463 4 1 d . . .
H2c25 H 0.931239 0.870891 0.520383 Uiso 0.0463 4 1 d . . .
H1o1s H 0.4779(12) 0.7976(11) 0.1580(5) Uiso 0.0886 4 1 d . . .
H1o3 H 0.7800(9) 0.847(2) 0.1080(13) Uiso 0.0394 4 1 d . . .
H1c2s H 0.436933 0.715683 0.280685 Uiso 0.0769 4 0.757(9) d . 1 1
H2c2s H 0.467471 0.62117 0.222404 Uiso 0.0769 4 0.757(9) d . 1 1
H3c2s H 0.550362 0.712468 0.277397 Uiso 0.0769 4 0.757(9) d . 1 1
H1c2s' H 0.528975 0.656333 0.268323 Uiso 0.0769 4 0.243(9) d . 1 2
H2c2s' H 0.533028 0.816703 0.275843 Uiso 0.0769 4 0.243(9) d . 1 2
H3c2s' H 0.437009 0.73611 0.283266 Uiso 0.0769 4 0.243(9) d . 1 2


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.331(2) ?
O1 C15 . . 1.460(2) ?
O2 C1 . . 1.194(2) ?
O3 C2 . . 1.423(2) ?
O3 H1o3 . . 0.820(15) ?
N1 C17 . . 1.5251(18) ?
N1 C20 . . 1.516(2) ?
N1 C22 . . 1.505(2) ?
N1 C25 . . 1.521(2) ?
C1 C2 . . 1.552(2) ?
C2 C3 . . 1.538(2) ?
C2 C9 . . 1.526(2) ?
C3 C4 . . 1.385(3) ?
C3 C8 . . 1.392(2) ?
C4 C5 . . 1.392(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.376(3) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.378(3) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.389(3) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.387(2) ?
C9 C14 . . 1.392(3) ?
C10 C11 . . 1.395(3) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.381(3) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.381(3) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.391(3) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.531(3) ?
C15 C21 . . 1.526(2) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.519(2) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.530(3) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.546(2) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.529(3) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.536(3) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.513(4) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.534(4) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.533(4) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?
O1s C2s . . 1.449(6) ?
O1s H1o1s . . 0.820(14) ?
C2s H1c2s . . 0.96 ?
C2s H2c2s . . 0.96 ?
C2s H3c2s . . 0.96 ?
O1s' C2s' . . 1.450(18) ?
O1s' H1o1s . . 0.82(2) ?
C2s' H1c2s' . . 0.96 ?
C2s' H2c2s' . . 0.96 ?
C2s' H3c2s' . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 119.15(13) ?
C2 O3 H1o3 . . . 106.7(15) ?
C17 N1 C20 . . . 100.59(12) ?
C17 N1 C22 . . . 116.67(12) ?
C17 N1 C25 . . . 110.64(12) ?
C20 N1 C22 . . . 115.49(14) ?
C20 N1 C25 . . . 112.81(13) ?
C22 N1 C25 . . . 101.11(13) ?
O1 C1 O2 . . . 125.30(16) ?
O1 C1 C2 . . . 109.34(13) ?
O2 C1 C2 . . . 125.36(15) ?
O3 C2 C1 . . . 108.59(14) ?
O3 C2 C3 . . . 111.40(11) ?
O3 C2 C9 . . . 107.19(13) ?
C1 C2 C3 . . . 109.49(13) ?
C1 C2 C9 . . . 109.59(11) ?
C3 C2 C9 . . . 110.52(14) ?
C2 C3 C4 . . . 121.69(13) ?
C2 C3 C8 . . . 119.95(16) ?
C4 C3 C8 . . . 118.35(16) ?
C3 C4 C5 . . . 120.67(16) ?
C3 C4 H1c4 . . . 119.67 ?
C5 C4 H1c4 . . . 119.67 ?
C4 C5 C6 . . . 120.5(2) ?
C4 C5 H1c5 . . . 119.74 ?
C6 C5 H1c5 . . . 119.74 ?
C5 C6 C7 . . . 119.36(18) ?
C5 C6 H1c6 . . . 120.32 ?
C7 C6 H1c6 . . . 120.32 ?
C6 C7 C8 . . . 120.44(17) ?
C6 C7 H1c7 . . . 119.78 ?
C8 C7 H1c7 . . . 119.78 ?
C3 C8 C7 . . . 120.65(19) ?
C3 C8 H1c8 . . . 119.67 ?
C7 C8 H1c8 . . . 119.67 ?
C2 C9 C10 . . . 121.66(16) ?
C2 C9 C14 . . . 119.07(14) ?
C10 C9 C14 . . . 119.09(16) ?
C9 C10 C11 . . . 120.52(19) ?
C9 C10 H1c10 . . . 119.74 ?
C11 C10 H1c10 . . . 119.74 ?
C10 C11 C12 . . . 119.91(18) ?
C10 C11 H1c11 . . . 120.04 ?
C12 C11 H1c11 . . . 120.05 ?
C11 C12 C13 . . . 119.95(19) ?
C11 C12 H1c12 . . . 120.02 ?
C13 C12 H1c12 . . . 120.02 ?
C12 C13 C14 . . . 120.3(2) ?
C12 C13 H1c13 . . . 119.83 ?
C14 C13 H1c13 . . . 119.83 ?
C9 C14 C13 . . . 120.19(17) ?
C9 C14 H1c14 . . . 119.9 ?
C13 C14 H1c14 . . . 119.9 ?
O1 C15 C16 . . . 107.67(13) ?
O1 C15 C21 . . . 107.45(14) ?
O1 C15 H1c15 . . . 112.99 ?
C16 C15 C21 . . . 112.39(14) ?
C16 C15 H1c15 . . . 108.1 ?
C21 C15 H1c15 . . . 108.31 ?
C15 C16 C17 . . . 113.10(13) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 105.58 ?
N1 C17 C16 . . . 109.64(13) ?
N1 C17 C18 . . . 101.87(12) ?
N1 C17 H1c17 . . . 115.52 ?
C16 C17 C18 . . . 113.11(14) ?
C16 C17 H1c17 . . . 104.78 ?
C18 C17 H1c17 . . . 112.19 ?
C17 C18 C19 . . . 105.48(13) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.19 ?
C18 C19 C20 . . . 104.61(14) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.93 ?
N1 C20 C19 . . . 102.34(13) ?
N1 C20 C21 . . . 108.42(13) ?
N1 C20 H1c20 . . . 115.85 ?
C19 C20 C21 . . . 112.85(14) ?
C19 C20 H1c20 . . . 111.64 ?
C21 C20 H1c20 . . . 105.91 ?
C15 C21 C20 . . . 114.31(14) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 104.16 ?
N1 C22 C23 . . . 103.77(16) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 114.63 ?
C22 C23 C24 . . . 105.0(2) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 113.56 ?
C23 C24 C25 . . . 105.2(2) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 113.42 ?
N1 C25 C24 . . . 104.50(16) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 114.03 ?
C2s O1s H1o1s . . . 109.5(9) ?
O1s C2s H1c2s . . . 109.47 ?
O1s C2s H2c2s . . . 109.47 ?
O1s C2s H3c2s . . . 109.47 ?
H1c2s C2s H2c2s . . . 109.47 ?
H1c2s C2s H3c2s . . . 109.47 ?
H2c2s C2s H3c2s . . . 109.47 ?
C2s' O1s' H1o1s . . . 111.9(17) ?
O1s' C2s' H1c2s' . . . 109.47 ?
O1s' C2s' H2c2s' . . . 109.47 ?
O1s' C2s' H3c2s' . . . 109.47 ?
H1c2s' C2s' H2c2s' . . . 109.47 ?
H1c2s' C2s' H3c2s' . . . 109.47 ?
H2c2s' C2s' H3c2s' . . . 109.47 ?


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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
O1s H1o1s Cl1 . . . 0.820(14) 2.405(16) 3.131(4) 148.0(12) ?
O1s' H1o1s Cl1 . . . 0.82(2) 2.405(16) 3.087(14) 141.1(15) ?
O3 H1o3 Cl1 . . . 0.820(15) 2.297(15) 3.1136(16) 174(2) ?
####################################################################### 
# 
# 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_TCl_MeNO2
_database_code_depnum_ccdc_archive 'CCDC 1056153'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, C H3 N O2, Cl'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C26 H33 Cl1 N2 O5'
_chemical_formula_weight         489
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   9.9289(3)
_cell_length_b                   9.4290(3)
_cell_length_c                   26.8357(10)
_cell_angle_alpha                90
_cell_angle_beta                 97.556(3)
_cell_angle_gamma                90
_cell_volume                     2490.53(14)

loop_
_jana_cell_twin_matrix_id
_jana_cell_twin_volume_fraction
_jana_cell_twin_matrix_1_1
_jana_cell_twin_matrix_1_2
_jana_cell_twin_matrix_1_3
_jana_cell_twin_matrix_2_1
_jana_cell_twin_matrix_2_2
_jana_cell_twin_matrix_2_3
_jana_cell_twin_matrix_3_1
_jana_cell_twin_matrix_3_2
_jana_cell_twin_matrix_3_3
? ? ? ? ? ? ? ? ? ? ?
_cell_formula_units_Z            4

_cell_measurement_reflns_used    9400
_cell_measurement_theta_min      4.66
_cell_measurement_theta_max      76.75
_cell_measurement_temperature    180
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.3038
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1040

_exptl_absorpt_coefficient_mu    1.681
_exptl_crystal_description       block
_exptl_crystal_size_max          0.26
_exptl_crystal_size_mid          0.17
_exptl_crystal_size_min          0.12
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.576
_exptl_absorpt_correction_T_max  1
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      180
_diffrn_source                   'Enhance (Cu) X-ray Source'
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 4.0959
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            16871
_diffrn_reflns_theta_min         4.58
_diffrn_reflns_theta_max         77.55
_diffrn_reflns_theta_full        75.97
_diffrn_measured_fraction_theta_max 0.97
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0461
_diffrn_reflns_av_unetI/netI     0.0233
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_h_max       9
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       10
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_limit_l_max       33
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             5114
_reflns_number_gt                4177
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0506
_refine_ls_wR_factor_gt          0.1305
_refine_ls_R_factor_all          0.0587
_refine_ls_wR_factor_ref         0.1368
_refine_ls_goodness_of_fit_ref   1.82
_refine_ls_goodness_of_fit_gt    1.93
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         5114
_refine_ls_number_parameters     311
_refine_ls_number_restraints     1
_refine_ls_number_constraints    129
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0361
_refine_ls_shift/su_mean         0.0073
_refine_diff_density_max         0.38
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     
'B-C type 1 Gaussian isotropic (Becker & Coppens, 1974)'
_refine_ls_extinction_coef       1200(400)
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.31 (release 14-01-2014 CrysAlis171 .NET)
(compiled Jan 14 2014,18:38:05)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
O3 . H1o3 . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.97279(5) 0.78573(5) 0.244190(17) Uani 0.03820(15) 4 1 d . . .
O1 O 0.28791(14) 0.70566(13) 0.16567(5) Uani 0.0410(4) 4 1 d . . .
O2 O 0.13163(14) 0.53627(14) 0.14795(6) Uani 0.0480(5) 4 1 d . . .
O3 O 0.07750(14) 0.88949(14) 0.14812(5) Uani 0.0376(4) 4 1 d . . .
O1s O 0.4236(3) 0.3961(3) 0.08755(11) Uani 0.1224(13) 4 1 d . . .
O2s O 0.5059(3) 0.1855(4) 0.09299(11) Uani 0.1232(14) 4 1 d . . .
N1 N 0.58318(14) 0.77835(14) 0.26844(6) Uani 0.0319(4) 4 1 d . . .
N1s N 0.4233(3) 0.2748(3) 0.10150(9) Uani 0.0718(9) 4 1 d . . .
C1 C 0.16938(18) 0.65522(18) 0.14401(6) Uani 0.0318(5) 4 1 d . . .
C2 C 0.08902(18) 0.77530(18) 0.11425(7) Uani 0.0322(5) 4 1 d . . .
C3 C -0.05107(19) 0.72160(19) 0.09099(7) Uani 0.0351(5) 4 1 d . . .
C4 C -0.0615(2) 0.6149(2) 0.05546(8) Uani 0.0494(7) 4 1 d . . .
C5 C -0.1874(2) 0.5673(3) 0.03322(9) Uani 0.0580(8) 4 1 d . . .
C6 C -0.3053(2) 0.6267(3) 0.04633(9) Uani 0.0563(8) 4 1 d . . .
C7 C -0.2957(2) 0.7330(3) 0.08117(8) Uani 0.0501(7) 4 1 d . . .
C8 C -0.1696(2) 0.7806(2) 0.10382(7) Uani 0.0406(6) 4 1 d . . .
C9 C 0.16668(18) 0.83208(20) 0.07310(6) Uani 0.0340(5) 4 1 d . . .
C10 C 0.2662(2) 0.7537(2) 0.05367(8) Uani 0.0427(6) 4 1 d . . .
C11 C 0.3320(2) 0.8086(3) 0.01520(8) Uani 0.0519(8) 4 1 d . . .
C12 C 0.2999(2) 0.9423(3) -0.00358(8) Uani 0.0546(8) 4 1 d . . .
C13 C 0.2006(2) 1.0206(3) 0.01529(8) Uani 0.0523(7) 4 1 d . . .
C14 C 0.1337(2) 0.9657(2) 0.05335(7) Uani 0.0423(6) 4 1 d . . .
C15 C 0.37254(19) 0.61855(18) 0.20227(7) Uani 0.0352(5) 4 1 d . . .
C16 C 0.35218(18) 0.67090(18) 0.25451(7) Uani 0.0350(5) 4 1 d . . .
C17 C 0.43241(17) 0.80477(18) 0.26972(7) Uani 0.0339(5) 4 1 d . . .
C18 C 0.40376(19) 0.92527(18) 0.23158(8) Uani 0.0414(6) 4 1 d . . .
C19 C 0.50732(19) 0.90539(19) 0.19394(8) Uani 0.0420(6) 4 1 d . . .
C20 C 0.58755(19) 0.77215(19) 0.21210(7) Uani 0.0361(6) 4 1 d . . .
C21 C 0.51804(19) 0.63513(19) 0.19183(7) Uani 0.0376(6) 4 1 d . . .
C22 C 0.64533(19) 0.65335(19) 0.29796(7) Uani 0.0394(6) 4 1 d . . .
C23 C 0.6589(3) 0.7030(2) 0.35202(9) Uani 0.0562(8) 4 1 d . . .
C24 C 0.6863(2) 0.8633(2) 0.34915(9) Uani 0.0587(8) 4 1 d . . .
C25 C 0.66681(19) 0.89950(20) 0.29346(8) Uani 0.0442(6) 4 1 d . . .
C1s C 0.3225(3) 0.2295(3) 0.13291(10) Uani 0.0620(9) 4 1 d . . .
H1c4 H 0.019532 0.573084 0.046005 Uiso 0.0592 4 1 d . . .
H1c5 H -0.192724 0.492877 0.008628 Uiso 0.0696 4 1 d . . .
H1c6 H -0.392594 0.593566 0.031142 Uiso 0.0676 4 1 d . . .
H1c7 H -0.376995 0.775473 0.090175 Uiso 0.0602 4 1 d . . .
H1c8 H -0.164718 0.854789 0.12849 Uiso 0.0487 4 1 d . . .
H1c10 H 0.28983 0.661095 0.066877 Uiso 0.0513 4 1 d . . .
H1c11 H 0.399814 0.753283 0.001704 Uiso 0.0622 4 1 d . . .
H1c12 H 0.346477 0.980693 -0.029699 Uiso 0.0655 4 1 d . . .
H1c13 H 0.177732 1.113429 0.002082 Uiso 0.0627 4 1 d . . .
H1c14 H 0.064165 1.020447 0.066081 Uiso 0.0508 4 1 d . . .
H1c15 H 0.349336 0.519707 0.20013 Uiso 0.0422 4 1 d . . .
H1c16 H 0.257327 0.688052 0.255661 Uiso 0.0419 4 1 d . . .
H2c16 H 0.377867 0.597563 0.278716 Uiso 0.0419 4 1 d . . .
H1c17 H 0.407553 0.828933 0.302049 Uiso 0.0407 4 1 d . . .
H1c18 H 0.419469 1.014749 0.248405 Uiso 0.0497 4 1 d . . .
H2c18 H 0.313267 0.915653 0.214267 Uiso 0.0497 4 1 d . . .
H1c19 H 0.459706 0.888948 0.160943 Uiso 0.0503 4 1 d . . .
H2c19 H 0.567553 0.985418 0.195849 Uiso 0.0503 4 1 d . . .
H1c20 H 0.676241 0.770821 0.201542 Uiso 0.0433 4 1 d . . .
H1c21 H 0.57053 0.555072 0.205231 Uiso 0.0451 4 1 d . . .
H2c21 H 0.521141 0.628853 0.156291 Uiso 0.0451 4 1 d . . .
H1c22 H 0.73389 0.634789 0.288772 Uiso 0.0473 4 1 d . . .
H2c22 H 0.583987 0.574302 0.293554 Uiso 0.0473 4 1 d . . .
H1c23 H 0.735644 0.657367 0.370955 Uiso 0.0675 4 1 d . . .
H2c23 H 0.574698 0.687761 0.36515 Uiso 0.0675 4 1 d . . .
H1c24 H 0.620968 0.914165 0.365606 Uiso 0.0704 4 1 d . . .
H2c24 H 0.778475 0.882691 0.363147 Uiso 0.0704 4 1 d . . .
H1c25 H 0.616494 0.986353 0.288177 Uiso 0.053 4 1 d . . .
H2c25 H 0.753603 0.902077 0.281388 Uiso 0.053 4 1 d . . .
H1c1s H 0.244768 0.290754 0.127358 Uiso 0.0744 4 1 d . . .
H2c1s H 0.295297 0.133813 0.124489 Uiso 0.0744 4 1 d . . .
H3c1s H 0.360953 0.233931 0.167624 Uiso 0.0744 4 1 d . . .
H1o3 H 0.048(2) 0.858(2) 0.1730(5) Uiso 0.0451 4 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.330(2) ?
O1 C15 . . 1.459(2) ?
O2 C1 . . 1.192(2) ?
O3 C2 . . 1.423(2) ?
O3 H1o3 . . 0.820(17) ?
O1s N1s . . 1.203(4) ?
O2s N1s . . 1.218(4) ?
N1 C17 . . 1.522(2) ?
N1 C20 . . 1.519(3) ?
N1 C22 . . 1.506(2) ?
N1 C25 . . 1.516(2) ?
N1s C1s . . 1.455(4) ?
C1 C2 . . 1.546(2) ?
C2 C3 . . 1.534(3) ?
C2 C9 . . 1.525(3) ?
C3 C4 . . 1.380(3) ?
C3 C8 . . 1.385(3) ?
C4 C5 . . 1.387(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.384(3) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.366(3) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.392(3) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.389(3) ?
C9 C14 . . 1.389(3) ?
C10 C11 . . 1.392(3) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.379(4) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.380(3) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.390(3) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.525(3) ?
C15 C21 . . 1.515(3) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.520(2) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.531(3) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.545(3) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.532(3) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.531(3) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.513(3) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.539(3) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.521(3) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?
C1s H1c1s . . 0.96 ?
C1s H2c1s . . 0.96 ?
C1s H3c1s . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 119.41(13) ?
C2 O3 H1o3 . . . 108.1(14) ?
C17 N1 C20 . . . 100.70(13) ?
C17 N1 C22 . . . 116.88(14) ?
C17 N1 C25 . . . 110.46(13) ?
C20 N1 C22 . . . 115.46(14) ?
C20 N1 C25 . . . 112.58(14) ?
C22 N1 C25 . . . 101.19(13) ?
O1s N1s O2s . . . 124.7(3) ?
O1s N1s C1s . . . 119.3(3) ?
O2s N1s C1s . . . 115.9(3) ?
O1 C1 O2 . . . 124.63(16) ?
O1 C1 C2 . . . 109.32(14) ?
O2 C1 C2 . . . 126.04(16) ?
O3 C2 C1 . . . 107.67(13) ?
O3 C2 C3 . . . 111.40(15) ?
O3 C2 C9 . . . 106.72(14) ?
C1 C2 C3 . . . 110.33(14) ?
C1 C2 C9 . . . 110.83(15) ?
C3 C2 C9 . . . 109.82(14) ?
C2 C3 C4 . . . 120.24(18) ?
C2 C3 C8 . . . 121.38(16) ?
C4 C3 C8 . . . 118.36(18) ?
C3 C4 C5 . . . 121.0(2) ?
C3 C4 H1c4 . . . 119.5 ?
C5 C4 H1c4 . . . 119.5 ?
C4 C5 C6 . . . 120.3(2) ?
C4 C5 H1c5 . . . 119.87 ?
C6 C5 H1c5 . . . 119.86 ?
C5 C6 C7 . . . 119.0(2) ?
C5 C6 H1c6 . . . 120.48 ?
C7 C6 H1c6 . . . 120.48 ?
C6 C7 C8 . . . 120.9(2) ?
C6 C7 H1c7 . . . 119.56 ?
C8 C7 H1c7 . . . 119.56 ?
C3 C8 C7 . . . 120.44(19) ?
C3 C8 H1c8 . . . 119.78 ?
C7 C8 H1c8 . . . 119.78 ?
C2 C9 C10 . . . 122.52(17) ?
C2 C9 C14 . . . 118.58(17) ?
C10 C9 C14 . . . 118.87(18) ?
C9 C10 C11 . . . 120.5(2) ?
C9 C10 H1c10 . . . 119.77 ?
C11 C10 H1c10 . . . 119.77 ?
C10 C11 C12 . . . 120.2(2) ?
C10 C11 H1c11 . . . 119.91 ?
C12 C11 H1c11 . . . 119.91 ?
C11 C12 C13 . . . 119.8(2) ?
C11 C12 H1c12 . . . 120.11 ?
C13 C12 H1c12 . . . 120.11 ?
C12 C13 C14 . . . 120.2(2) ?
C12 C13 H1c13 . . . 119.88 ?
C14 C13 H1c13 . . . 119.88 ?
C9 C14 C13 . . . 120.5(2) ?
C9 C14 H1c14 . . . 119.77 ?
C13 C14 H1c14 . . . 119.77 ?
O1 C15 C16 . . . 107.61(14) ?
O1 C15 C21 . . . 107.21(15) ?
O1 C15 H1c15 . . . 113.19 ?
C16 C15 C21 . . . 112.44(14) ?
C16 C15 H1c15 . . . 108.04 ?
C21 C15 H1c15 . . . 108.43 ?
C15 C16 C17 . . . 112.81(16) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 105.91 ?
N1 C17 C16 . . . 109.90(14) ?
N1 C17 C18 . . . 101.72(14) ?
N1 C17 H1c17 . . . 115.45 ?
C16 C17 C18 . . . 113.09(15) ?
C16 C17 H1c17 . . . 104.59 ?
C18 C17 H1c17 . . . 112.39 ?
C17 C18 C19 . . . 105.43(15) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.23 ?
C18 C19 C20 . . . 104.74(16) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.82 ?
N1 C20 C19 . . . 101.73(15) ?
N1 C20 C21 . . . 108.40(15) ?
N1 C20 H1c20 . . . 116.2 ?
C19 C20 C21 . . . 112.81(15) ?
C19 C20 H1c20 . . . 112.05 ?
C21 C20 H1c20 . . . 105.8 ?
C15 C21 C20 . . . 114.68(16) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 103.71 ?
N1 C22 C23 . . . 103.94(15) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 114.49 ?
C22 C23 C24 . . . 104.46(18) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 114.06 ?
C23 C24 C25 . . . 105.62(18) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 113.06 ?
N1 C25 C24 . . . 104.92(16) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 113.67 ?
N1s C1s H1c1s . . . 109.47 ?
N1s C1s H2c1s . . . 109.47 ?
N1s C1s H3c1s . . . 109.47 ?
H1c1s C1s H2c1s . . . 109.47 ?
H1c1s C1s H3c1s . . . 109.47 ?
H2c1s C1s H3c1s . . . 109.47 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C17 H1c17 O2 . . 2_555 0.96 2.43 3.228(2) 140.20 ?
O3 H1o3 Cl1 . . 1_455 0.820(17) 2.246(16) 3.0642(14) 175.7(18) ?
####################################################################### 
# 
# 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_TCl_PRN
_database_code_depnum_ccdc_archive 'CCDC 1056154'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, C3 H5 N, Cl '
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C28 H35 Cl1 N2 O3'
_chemical_formula_weight         483.1
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/n 1'
_symmetry_space_group_name_Hall  '-P 2yabc'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x+1/2,y+1/2,-z+1/2
3 -x,-y,-z
4 x+1/2,-y+1/2,z+1/2

_cell_length_a                   15.1562(7)
_cell_length_b                   9.5360(3)
_cell_length_c                   18.8677(8)
_cell_angle_alpha                90
_cell_angle_beta                 109.782(4)
_cell_angle_gamma                90
_cell_volume                     2566.02(19)

loop_
_jana_cell_twin_matrix_id
_jana_cell_twin_volume_fraction
_jana_cell_twin_matrix_1_1
_jana_cell_twin_matrix_1_2
_jana_cell_twin_matrix_1_3
_jana_cell_twin_matrix_2_1
_jana_cell_twin_matrix_2_2
_jana_cell_twin_matrix_2_3
_jana_cell_twin_matrix_3_1
_jana_cell_twin_matrix_3_2
_jana_cell_twin_matrix_3_3
? ? ? ? ? ? ? ? ? ? ?
_cell_formula_units_Z            4

_cell_measurement_reflns_used    13808
_cell_measurement_theta_min      4.58
_cell_measurement_theta_max      76.1
_cell_measurement_temperature    150
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.25
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1032

_exptl_absorpt_coefficient_mu    1.565
_exptl_crystal_description       block
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.4
_exptl_crystal_size_min          0.06
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.341
_exptl_absorpt_correction_T_max  1
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      150
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean 4.0959
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            24850
_diffrn_reflns_theta_min         4.59
_diffrn_reflns_theta_max         76.25
_diffrn_reflns_theta_full        75.83
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0318
_diffrn_reflns_av_unetI/netI     0.0194
_diffrn_reflns_limit_h_min       -19
_diffrn_reflns_limit_h_max       18
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             5239
_reflns_number_gt                4404
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0416
_refine_ls_wR_factor_gt          0.1108
_refine_ls_R_factor_all          0.0488
_refine_ls_wR_factor_ref         0.1158
_refine_ls_goodness_of_fit_ref   1.83
_refine_ls_goodness_of_fit_gt    1.92
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         5239
_refine_ls_number_parameters     317
_refine_ls_number_restraints     1
_refine_ls_number_constraints    138
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0334
_refine_ls_shift/su_mean         0.0025
_refine_diff_density_max         0.24
_refine_diff_density_min         -0.27
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.21 (release 14-08-2012 CrysAlis171 .NET)
(compiled Sep 14 2012,17:21:16)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
H1o3 . O3 . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.61743(2) 0.22822(4) 0.106595(19) Uani 0.03531(12) 4 1 d . . .
O1 O 0.89874(9) 0.30868(11) 0.22888(6) Uani 0.0403(4) 4 1 d . . .
O2 O 0.83803(10) 0.47408(12) 0.14220(6) Uani 0.0455(4) 4 1 d . . .
O3 O 0.81164(7) 0.12936(11) 0.11163(6) Uani 0.0327(3) 4 1 d . . .
N1 N 0.88853(9) 0.24039(12) 0.42585(6) Uani 0.0282(4) 4 1 d . . .
C1 C 0.86690(10) 0.35748(15) 0.15878(8) Uani 0.0295(4) 4 1 d . . .
C2 C 0.86930(10) 0.24061(14) 0.10268(8) Uani 0.0282(4) 4 1 d . . .
C3 C 0.96799(10) 0.18056(16) 0.12027(8) Uani 0.0322(4) 4 1 d . . .
C4 C 1.04856(12) 0.25174(19) 0.16240(9) Uani 0.0411(5) 4 1 d . . .
C5 C 1.13660(12) 0.1945(2) 0.17291(11) Uani 0.0537(7) 4 1 d . . .
C6 C 1.14495(13) 0.0662(3) 0.14196(11) Uani 0.0575(7) 4 1 d . . .
C7 C 1.06516(14) -0.0050(2) 0.10007(11) Uani 0.0551(7) 4 1 d . . .
C8 C 0.97701(12) 0.05199(19) 0.08888(9) Uani 0.0434(6) 4 1 d . . .
C9 C 0.83596(10) 0.29823(16) 0.02217(8) Uani 0.0309(4) 4 1 d . . .
C10 C 0.88378(11) 0.40778(19) 0.00295(9) Uani 0.0432(6) 4 1 d . . .
C11 C 0.85642(13) 0.4566(2) -0.07050(10) Uani 0.0521(7) 4 1 d . . .
C12 C 0.78139(13) 0.3964(2) -0.12598(9) Uani 0.0499(6) 4 1 d . . .
C13 C 0.73392(13) 0.2880(2) -0.10747(9) Uani 0.0510(6) 4 1 d . . .
C14 C 0.76061(12) 0.23890(19) -0.03363(9) Uani 0.0411(5) 4 1 d . . .
C15 C 0.88666(12) 0.39483(15) 0.28896(8) Uani 0.0346(5) 4 1 d . . .
C16 C 0.97393(12) 0.37578(16) 0.35791(9) Uani 0.0372(5) 4 1 d . . .
C17 C 0.97466(10) 0.24150(15) 0.40198(8) Uani 0.0328(5) 4 1 d . . .
C18 C 0.95950(12) 0.10979(16) 0.35305(9) Uani 0.0387(5) 4 1 d . . .
C19 C 0.85206(12) 0.09381(15) 0.31841(8) Uani 0.0367(5) 4 1 d . . .
C20 C 0.81135(10) 0.21560(15) 0.35029(7) Uani 0.0305(4) 4 1 d . . .
C21 C 0.79757(11) 0.34804(15) 0.30258(7) Uani 0.0337(4) 4 1 d . . .
C22 C 0.87779(12) 0.36659(15) 0.47046(8) Uani 0.0354(5) 4 1 d . . .
C23 C 0.80434(14) 0.3221(2) 0.50385(10) Uani 0.0502(7) 4 1 d . . .
C24 C 0.81648(15) 0.1625(2) 0.51422(10) Uani 0.0530(7) 4 1 d . . .
C25 C 0.89077(12) 0.12275(16) 0.48045(8) Uani 0.0393(5) 4 1 d . . .
H1c4 H 1.04356 0.340871 0.184389 Uiso 0.0494 4 1 d . . .
H1c5 H 1.191937 0.244696 0.201942 Uiso 0.0644 4 1 d . . .
H1c6 H 1.205765 0.026919 0.149523 Uiso 0.069 4 1 d . . .
H1c7 H 1.070492 -0.094398 0.078496 Uiso 0.0662 4 1 d . . .
H1c8 H 0.921923 0.001976 0.059207 Uiso 0.052 4 1 d . . .
H1c10 H 0.936255 0.450079 0.040856 Uiso 0.0518 4 1 d . . .
H1c11 H 0.889816 0.532931 -0.082982 Uiso 0.0625 4 1 d . . .
H1c12 H 0.762791 0.430075 -0.176876 Uiso 0.0598 4 1 d . . .
H1c13 H 0.681834 0.245601 -0.14568 Uiso 0.0612 4 1 d . . .
H1c14 H 0.726497 0.163324 -0.021348 Uiso 0.0493 4 1 d . . .
H1c15 H 0.879726 0.492687 0.276345 Uiso 0.0415 4 1 d . . .
H1c16 H 0.981153 0.455197 0.390663 Uiso 0.0446 4 1 d . . .
H2c16 H 1.028538 0.378396 0.34304 Uiso 0.0446 4 1 d . . .
H1c17 H 1.034115 0.240416 0.441987 Uiso 0.0393 4 1 d . . .
H1c18 H 0.985254 0.030059 0.38426 Uiso 0.0464 4 1 d . . .
H2c18 H 0.985251 0.124149 0.313607 Uiso 0.0464 4 1 d . . .
H1c19 H 0.833186 0.102608 0.264641 Uiso 0.0441 4 1 d . . .
H2c19 H 0.833404 0.006536 0.334415 Uiso 0.0441 4 1 d . . .
H1c20 H 0.750461 0.194519 0.352624 Uiso 0.0366 4 1 d . . .
H1c21 H 0.775498 0.422361 0.326568 Uiso 0.0405 4 1 d . . .
H2c21 H 0.748817 0.332712 0.255107 Uiso 0.0405 4 1 d . . .
H1c22 H 0.854588 0.444305 0.436975 Uiso 0.0424 4 1 d . . .
H2c22 H 0.935935 0.384323 0.510276 Uiso 0.0424 4 1 d . . .
H1c23 H 0.743051 0.342346 0.468817 Uiso 0.0603 4 1 d . . .
H2c23 H 0.817003 0.365878 0.552093 Uiso 0.0603 4 1 d . . .
H1c24 H 0.838537 0.140412 0.566977 Uiso 0.0635 4 1 d . . .
H2c24 H 0.75856 0.116675 0.486793 Uiso 0.0635 4 1 d . . .
H1c25 H 0.951082 0.120545 0.519415 Uiso 0.0472 4 1 d . . .
H2c25 H 0.873594 0.036216 0.453253 Uiso 0.0472 4 1 d . . .
H1o3 H 0.7584(5) 0.1577(19) 0.1051(11) Uiso 0.0393 4 1 d . . .
N1sa N 0.3843(3) 0.0578(5) 0.2165(4) Uani 0.0720(12) 4 0.754(3) d . 1 1
C2sa C 0.4178(5) 0.1657(8) 0.2270(6) Uani 0.0535(9) 4 0.754(3) d . 1 1
C3sa C 0.4617(5) 0.3040(8) 0.2386(6) Uani 0.0812(14) 4 0.754(3) d . 1 1
C4sa C 0.5593(5) 0.2995(8) 0.2886(6) Uani 0.0703(12) 4 0.754(3) d . 1 1
H1c3sa H 0.458675 0.342883 0.190917 Uiso 0.0975 4 0.754(3) d . 1 1
H2c3sa H 0.426822 0.366206 0.259168 Uiso 0.0975 4 0.754(3) d . 1 1
H1c4sa H 0.582079 0.39341 0.30117 Uiso 0.0844 4 0.754(3) d . 1 1
H2c4sa H 0.563322 0.249596 0.333744 Uiso 0.0844 4 0.754(3) d . 1 1
H3c4sa H 0.596656 0.252653 0.263646 Uiso 0.0844 4 0.754(3) d . 1 1
N1sb N 0.3828(10) 0.0455(12) 0.2203(10) Uani 0.0720(15) 4 0.246(3) d . 1 2
C2sb C 0.4339(14) 0.1256(18) 0.2562(12) Uani 0.0535(11) 4 0.246(3) d . 1 2
C3sb C 0.497(2) 0.231(3) 0.3026(17) Uani 0.0812(16) 4 0.246(3) d . 1 2
C4sb C 0.515(3) 0.346(3) 0.258(2) Uani 0.0703(14) 4 0.246(3) d . 1 2
H1c3sb H 0.471584 0.267886 0.338695 Uiso 0.0975 4 0.246(3) d . 1 2
H2c3sb H 0.555774 0.18748 0.331043 Uiso 0.0975 4 0.246(3) d . 1 2
H1c4sb H 0.564507 0.403974 0.28931 Uiso 0.0844 4 0.246(3) d . 1 2
H2c4sb H 0.533001 0.308136 0.217577 Uiso 0.0844 4 0.246(3) d . 1 2
H3c4sb H 0.45903 0.400735 0.237305 Uiso 0.0844 4 0.246(3) d . 1 2


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.3292(17) ?
O1 C15 . . 1.461(2) ?
O2 C1 . . 1.1971(18) ?
O3 C2 . . 1.4205(18) ?
O3 H1o3 . . 0.820(10) ?
N1 C17 . . 1.518(2) ?
N1 C20 . . 1.5257(15) ?
N1 C22 . . 1.5086(19) ?
N1 C25 . . 1.5156(19) ?
C1 C2 . . 1.546(2) ?
C2 C3 . . 1.529(2) ?
C2 C9 . . 1.5313(19) ?
C3 C4 . . 1.388(2) ?
C3 C8 . . 1.388(2) ?
C4 C5 . . 1.392(3) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.379(3) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.379(3) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.391(3) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.388(2) ?
C9 C14 . . 1.385(2) ?
C10 C11 . . 1.386(3) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.383(2) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.370(3) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.394(2) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.5199(19) ?
C15 C21 . . 1.524(3) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.525(2) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.529(2) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.543(2) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.531(2) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.524(2) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.514(3) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.538(3) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.517(3) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?
N1sa C2sa . . 1.134(9) ?
C2sa C3sa . . 1.460(11) ?
C3sa C4sa . . 1.461(10) ?
C3sa H1c3sa . . 0.96 ?
C3sa H2c3sa . . 0.96 ?
C4sa H1c4sa . . 0.96 ?
C4sa H2c4sa . . 0.96 ?
C4sa H3c4sa . . 0.96 ?
N1sb C2sb . . 1.13(2) ?
C2sb C3sb . . 1.46(3) ?
C3sb C4sb . . 1.46(5) ?
C3sb H1c3sb . . 0.96 ?
C3sb H2c3sb . . 0.96 ?
C4sb H1c4sb . . 0.96 ?
C4sb H2c4sb . . 0.96 ?
C4sb H3c4sb . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 118.46(11) ?
C2 O3 H1o3 . . . 110.5(12) ?
C17 N1 C20 . . . 100.84(11) ?
C17 N1 C22 . . . 115.21(11) ?
C17 N1 C25 . . . 112.52(11) ?
C20 N1 C22 . . . 116.84(11) ?
C20 N1 C25 . . . 110.75(10) ?
C22 N1 C25 . . . 101.13(11) ?
O1 C1 O2 . . . 124.25(14) ?
O1 C1 C2 . . . 110.13(11) ?
O2 C1 C2 . . . 125.58(13) ?
O3 C2 C1 . . . 107.39(13) ?
O3 C2 C3 . . . 106.89(11) ?
O3 C2 C9 . . . 112.10(10) ?
C1 C2 C3 . . . 111.67(10) ?
C1 C2 C9 . . . 110.13(11) ?
C3 C2 C9 . . . 108.65(13) ?
C2 C3 C4 . . . 123.19(14) ?
C2 C3 C8 . . . 117.93(12) ?
C4 C3 C8 . . . 118.78(15) ?
C3 C4 C5 . . . 120.32(17) ?
C3 C4 H1c4 . . . 119.84 ?
C5 C4 H1c4 . . . 119.84 ?
C4 C5 C6 . . . 120.54(17) ?
C4 C5 H1c5 . . . 119.73 ?
C6 C5 H1c5 . . . 119.73 ?
C5 C6 C7 . . . 119.41(19) ?
C5 C6 H1c6 . . . 120.3 ?
C7 C6 H1c6 . . . 120.3 ?
C6 C7 C8 . . . 120.4(2) ?
C6 C7 H1c7 . . . 119.81 ?
C8 C7 H1c7 . . . 119.81 ?
C3 C8 C7 . . . 120.57(15) ?
C3 C8 H1c8 . . . 119.72 ?
C7 C8 H1c8 . . . 119.72 ?
C2 C9 C10 . . . 120.21(12) ?
C2 C9 C14 . . . 121.18(14) ?
C10 C9 C14 . . . 118.55(14) ?
C9 C10 C11 . . . 120.55(15) ?
C9 C10 H1c10 . . . 119.72 ?
C11 C10 H1c10 . . . 119.72 ?
C10 C11 C12 . . . 120.55(19) ?
C10 C11 H1c11 . . . 119.73 ?
C12 C11 H1c11 . . . 119.73 ?
C11 C12 C13 . . . 119.24(17) ?
C11 C12 H1c12 . . . 120.38 ?
C13 C12 H1c12 . . . 120.38 ?
C12 C13 C14 . . . 120.57(15) ?
C12 C13 H1c13 . . . 119.72 ?
C14 C13 H1c13 . . . 119.71 ?
C9 C14 C13 . . . 120.54(17) ?
C9 C14 H1c14 . . . 119.73 ?
C13 C14 H1c14 . . . 119.73 ?
O1 C15 C16 . . . 107.20(13) ?
O1 C15 C21 . . . 108.49(11) ?
O1 C15 H1c15 . . . 112.72 ?
C16 C15 C21 . . . 112.62(13) ?
C16 C15 H1c15 . . . 108.59 ?
C21 C15 H1c15 . . . 107.31 ?
C15 C16 C17 . . . 114.25(13) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 104.23 ?
N1 C17 C16 . . . 108.62(12) ?
N1 C17 C18 . . . 101.81(12) ?
N1 C17 H1c17 . . . 116.05 ?
C16 C17 C18 . . . 112.87(13) ?
C16 C17 H1c17 . . . 105.63 ?
C18 C17 H1c17 . . . 112.03 ?
C17 C18 C19 . . . 104.96(13) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.63 ?
C18 C19 C20 . . . 105.46(11) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.21 ?
N1 C20 C19 . . . 101.61(11) ?
N1 C20 C21 . . . 109.40(11) ?
N1 C20 H1c20 . . . 115.75 ?
C19 C20 C21 . . . 112.93(13) ?
C19 C20 H1c20 . . . 112.38 ?
C21 C20 H1c20 . . . 105.01 ?
C15 C21 C20 . . . 112.96(12) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 105.74 ?
N1 C22 C23 . . . 104.00(13) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 114.44 ?
C22 C23 C24 . . . 104.91(17) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 113.67 ?
C23 C24 C25 . . . 105.52(17) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 113.16 ?
N1 C25 C24 . . . 104.57(13) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 113.97 ?
N1sa C2sa C3sa . . . 178.3(12) ?
C2sa C3sa C4sa . . . 112.4(6) ?
C2sa C3sa H1c3sa . . . 109.47 ?
C2sa C3sa H2c3sa . . . 109.47 ?
C4sa C3sa H1c3sa . . . 109.47 ?
C4sa C3sa H2c3sa . . . 109.47 ?
H1c3sa C3sa H2c3sa . . . 106.33 ?
C3sa C4sa H1c4sa . . . 109.47 ?
C3sa C4sa H2c4sa . . . 109.47 ?
C3sa C4sa H3c4sa . . . 109.47 ?
H1c4sa C4sa H2c4sa . . . 109.47 ?
H1c4sa C4sa H3c4sa . . . 109.47 ?
H2c4sa C4sa H3c4sa . . . 109.47 ?
N1sb C2sb C3sb . . . 178(2) ?
C2sb C3sb C4sb . . . 112(3) ?
C2sb C3sb H1c3sb . . . 109.47 ?
C2sb C3sb H2c3sb . . . 109.47 ?
C4sb C3sb H1c3sb . . . 109.47 ?
C4sb C3sb H2c3sb . . . 109.47 ?
H1c3sb C3sb H2c3sb . . . 106.33 ?
C3sb C4sb H1c4sb . . . 109.47 ?
C3sb C4sb H2c4sb . . . 109.47 ?
C3sb C4sb H3c4sb . . . 109.47 ?
H1c4sb C4sb H2c4sb . . . 109.47 ?
H1c4sb C4sb H3c4sb . . . 109.47 ?
H2c4sb C4sb H3c4sb . . . 109.47 ?


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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
? ? ? ? ? ? ? ? ? ? ?
####################################################################### 
# 
# 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_TCl_sesHyd
_database_code_depnum_ccdc_archive 'CCDC 1056155'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         '2(C25 H30 N O3), 2(Cl), 3(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C50 H66 Cl2 N2 O9'
_chemical_formula_weight         910
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ycb'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

_cell_length_a                   39.7859(5)
_cell_length_b                   6.95750(10)
_cell_length_c                   17.1898(4)
_cell_angle_alpha                90
_cell_angle_beta                 100.0985(14)
_cell_angle_gamma                90
_cell_volume                     4684.60(14)

loop_
_jana_cell_twin_matrix_id
_jana_cell_twin_volume_fraction
_jana_cell_twin_matrix_1_1
_jana_cell_twin_matrix_1_2
_jana_cell_twin_matrix_1_3
_jana_cell_twin_matrix_2_1
_jana_cell_twin_matrix_2_2
_jana_cell_twin_matrix_2_3
_jana_cell_twin_matrix_3_1
_jana_cell_twin_matrix_3_2
_jana_cell_twin_matrix_3_3
? ? ? ? ? ? ? ? ? ? ?
_cell_formula_units_Z            4

_cell_measurement_reflns_used    44577
_cell_measurement_theta_min      4.51
_cell_measurement_theta_max      77.03
_cell_measurement_temperature    180
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.2898
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             1944

_exptl_absorpt_coefficient_mu    1.722
_exptl_crystal_description       block
_exptl_crystal_size_max          0.966
_exptl_crystal_size_mid          0.654
_exptl_crystal_size_min          0.159
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            colourless
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
;
_exptl_absorpt_correction_T_min  0.355
_exptl_absorpt_correction_T_max  0.813
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      180
_diffrn_source                   ?
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'Enhance (Cu) X-ray Source'
_diffrn_radiation_wavelength     1.5418
_diffrn_radiation_monochromator  graphite
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Onyx'
_diffrn_detector                 ?
_diffrn_detector_area_resol_mean 8.1917
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            98885
_diffrn_reflns_theta_min         4.52
_diffrn_reflns_theta_max         77.32
_diffrn_reflns_theta_full        77.33
_diffrn_measured_fraction_theta_max 0.99
_diffrn_measured_fraction_theta_full 0.99
_diffrn_reflns_av_R_equivalents  0.0613
_diffrn_reflns_av_unetI/netI     0.0185
_diffrn_reflns_limit_h_min       -49
_diffrn_reflns_limit_h_max       50
_diffrn_reflns_limit_k_min       -8
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             9845
_reflns_number_gt                8540
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0457
_refine_ls_wR_factor_gt          0.1199
_refine_ls_R_factor_all          0.0511
_refine_ls_wR_factor_ref         0.1254
_refine_ls_goodness_of_fit_ref   1.91
_refine_ls_goodness_of_fit_gt    1.97
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         9845
_refine_ls_number_parameters     592
_refine_ls_number_restraints     8
_refine_ls_number_constraints    240
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0482
_refine_ls_shift/su_mean         0.0013
_refine_diff_density_max         0.42
_refine_diff_density_min         -0.37
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.34.49 (release 20-01-2011 CrysAlis171 .NET)
(compiled Jan 20 2011,15:58:25)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
O3a . H1o3a . 0.82 0.001
O3b . H1o3b . 0.82 0.001
O1w . H1o1w . 0.82 0.001
O1w . H2o1w . 0.82 0.001
O2w . H1o2w . 0.82 0.001
O2w . H2o2w . 0.82 0.001
O3w . H1o3w . 0.82 0.001
O3w . H1o3w . 0.82 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1a Cl 0.811636(9) 0.61643(5) 0.65590(2) Uani 0.03440(11) 4 1 d . . .
Cl1b Cl 0.686667(8) 0.11614(5) 0.81095(2) Uani 0.03368(11) 4 1 d . . .
O1a O 0.87261(3) 0.23167(16) 0.74306(6) Uani 0.0338(3) 4 1 d . . .
O2a O 0.87360(3) 0.19027(18) 0.61386(6) Uani 0.0402(4) 4 1 d . . .
O3a O 0.88846(3) 0.60235(16) 0.72221(7) Uani 0.0357(3) 4 1 d . . .
O1b O 0.62795(3) 0.71937(17) 0.84648(6) Uani 0.0341(3) 4 1 d . . .
O2b O 0.62755(3) 0.68548(18) 0.71633(6) Uani 0.0386(3) 4 1 d . . .
O3b O 0.61095(3) 1.08978(16) 0.81544(7) Uani 0.0357(3) 4 1 d . . .
O1w O 0.68161(3) 0.4310(2) 0.68077(8) Uani 0.0449(4) 4 1 d . . .
O2w O 0.81749(4) 0.9473(2) 0.53389(8) Uani 0.0514(4) 4 1 d . . .
O3w O 0.75274(4) 0.5074(3) 0.75451(11) Uani 0.0707(6) 4 1 d . . .
N1a N 0.81794(3) 0.03676(16) 0.88743(7) Uani 0.0238(3) 4 1 d . . .
N1b N 0.68411(3) 0.53567(16) 1.03523(7) Uani 0.0244(3) 4 1 d . . .
C1a C 0.88177(3) 0.2766(2) 0.67494(8) Uani 0.0267(4) 4 1 d . . .
C2a C 0.90532(3) 0.4552(2) 0.68756(8) Uani 0.0269(4) 4 1 d . . .
C3a C 0.93725(3) 0.4004(2) 0.74732(9) Uani 0.0322(4) 4 1 d . . .
C4a C 0.95100(4) 0.2161(3) 0.75027(11) Uani 0.0446(5) 4 1 d . . .
C5a C 0.98024(5) 0.1724(4) 0.80459(13) Uani 0.0601(7) 4 1 d . . .
C6a C 0.99577(5) 0.3104(5) 0.85544(12) Uani 0.0699(9) 4 1 d . . .
C7a C 0.98226(5) 0.4923(5) 0.85276(13) Uani 0.0688(9) 4 1 d . . .
C8a C 0.95305(4) 0.5397(3) 0.79891(11) Uani 0.0483(6) 4 1 d . . .
C9a C 0.91564(3) 0.5215(2) 0.60995(9) Uani 0.0315(4) 4 1 d . . .
C10a C 0.93392(4) 0.4009(3) 0.56805(10) Uani 0.0429(5) 4 1 d . . .
C11a C 0.94471(5) 0.4669(4) 0.50001(11) Uani 0.0597(8) 4 1 d . . .
C12a C 0.93727(6) 0.6515(4) 0.47362(12) Uani 0.0683(8) 4 1 d . . .
C13a C 0.91891(6) 0.7702(4) 0.51394(13) Uani 0.0639(7) 4 1 d . . .
C14a C 0.90807(4) 0.7069(3) 0.58232(11) Uani 0.0442(5) 4 1 d . . .
C15a C 0.85291(3) 0.0566(2) 0.74899(8) Uani 0.0275(4) 4 1 d . . .
C16a C 0.86869(3) -0.0346(2) 0.82756(8) Uani 0.0298(4) 4 1 d . . .
C17a C 0.85645(3) 0.0560(2) 0.89891(8) Uani 0.0277(4) 4 1 d . . .
C18a C 0.86124(4) 0.2742(2) 0.90461(9) Uani 0.0337(4) 4 1 d . . .
C19a C 0.82850(4) 0.3588(2) 0.85385(9) Uani 0.0336(4) 4 1 d . . .
C20a C 0.80687(3) 0.18397(19) 0.82203(8) Uani 0.0268(4) 4 1 d . . .
C21a C 0.81538(3) 0.1091(2) 0.74420(8) Uani 0.0276(4) 4 1 d . . .
C22a C 0.80458(4) -0.1647(2) 0.87209(9) Uani 0.0307(4) 4 1 d . . .
C23a C 0.76835(4) -0.1580(3) 0.88876(10) Uani 0.0396(5) 4 1 d . . .
C24a C 0.76857(4) 0.0032(3) 0.94989(10) Uani 0.0402(5) 4 1 d . . .
C25a C 0.80435(4) 0.0887(2) 0.96191(8) Uani 0.0297(4) 4 1 d . . .
C1b C 0.61886(3) 0.7675(2) 0.77113(8) Uani 0.0268(4) 4 1 d . . .
C2b C 0.59468(3) 0.9440(2) 0.76559(8) Uani 0.0271(4) 4 1 d . . .
C3b C 0.58467(3) 1.0141(2) 0.67997(9) Uani 0.0319(4) 4 1 d . . .
C4b C 0.56679(4) 0.8951(3) 0.62167(10) Uani 0.0415(5) 4 1 d . . .
C5b C 0.55650(5) 0.9647(4) 0.54517(11) Uani 0.0575(7) 4 1 d . . .
C6b C 0.56383(5) 1.1503(4) 0.52636(13) Uani 0.0646(8) 4 1 d . . .
C7b C 0.58180(5) 1.2684(4) 0.58344(14) Uani 0.0597(7) 4 1 d . . .
C8b C 0.59220(4) 1.2008(3) 0.66039(12) Uani 0.0440(5) 4 1 d . . .
C9b C 0.56282(3) 0.8838(2) 0.79836(8) Uani 0.0321(4) 4 1 d . . .
C10b C 0.54942(4) 0.6988(3) 0.78803(11) Uani 0.0441(5) 4 1 d . . .
C11b C 0.52019(5) 0.6496(4) 0.81800(13) Uani 0.0585(7) 4 1 d . . .
C12b C 0.50450(5) 0.7837(4) 0.85816(12) Uani 0.0661(9) 4 1 d . . .
C13b C 0.51761(5) 0.9669(5) 0.86870(13) Uani 0.0655(9) 4 1 d . . .
C14b C 0.54679(4) 1.0187(3) 0.83888(11) Uani 0.0477(6) 4 1 d . . .
C15b C 0.64955(3) 0.5509(2) 0.86785(8) Uani 0.0276(4) 4 1 d . . .
C16b C 0.68640(4) 0.6163(2) 0.89433(8) Uani 0.0278(4) 4 1 d . . .
C17b C 0.69333(3) 0.6898(2) 0.97957(8) Uani 0.0272(4) 4 1 d . . .
C18b C 0.66952(4) 0.8544(2) 0.99372(9) Uani 0.0345(4) 4 1 d . . .
C19b C 0.63793(4) 0.7552(2) 1.01731(9) Uani 0.0346(4) 4 1 d . . .
C20b C 0.64548(3) 0.5398(2) 1.01440(8) Uani 0.0286(4) 4 1 d . . .
C21b C 0.63467(4) 0.4493(2) 0.93284(8) Uani 0.0313(4) 4 1 d . . .
C22b C 0.70040(4) 0.3415(2) 1.03053(9) Uani 0.0339(4) 4 1 d . . .
C23b C 0.73659(5) 0.3673(3) 1.07556(11) Uani 0.0463(6) 4 1 d . . .
C24b C 0.73323(4) 0.5135(3) 1.14050(10) Uani 0.0405(5) 4 1 d . . .
C25b C 0.69669(4) 0.5886(2) 1.12141(8) Uani 0.0310(4) 4 1 d . . .
H1c4a H 0.940277 0.118772 0.714748 Uiso 0.0535 4 1 d . . .
H1c5a H 0.989578 0.044921 0.806459 Uiso 0.0722 4 1 d . . .
H1c6a H 1.015989 0.280007 0.892717 Uiso 0.0839 4 1 d . . .
H1c7a H 0.993129 0.588451 0.888626 Uiso 0.0826 4 1 d . . .
H1c8a H 0.943918 0.667611 0.797506 Uiso 0.058 4 1 d . . .
H1c10a H 0.939113 0.271876 0.586075 Uiso 0.0514 4 1 d . . .
H1c11a H 0.9574 0.383427 0.471391 Uiso 0.0716 4 1 d . . .
H1c12a H 0.944941 0.69694 0.426975 Uiso 0.0819 4 1 d . . .
H1c13a H 0.913474 0.898201 0.494943 Uiso 0.0766 4 1 d . . .
H1c14a H 0.895335 0.791464 0.610394 Uiso 0.053 4 1 d . . .
H1c15a H 0.853644 -0.032977 0.706855 Uiso 0.0331 4 1 d . . .
H1c16a H 0.893111 -0.025981 0.834392 Uiso 0.0358 4 1 d . . .
H2c16a H 0.863783 -0.169753 0.826019 Uiso 0.0358 4 1 d . . .
H1c17a H 0.869273 -0.007508 0.944165 Uiso 0.0332 4 1 d . . .
H1c18a H 0.880768 0.310196 0.882089 Uiso 0.0404 4 1 d . . .
H2c18a H 0.862605 0.314019 0.958547 Uiso 0.0404 4 1 d . . .
H1c19a H 0.816384 0.433834 0.886819 Uiso 0.0404 4 1 d . . .
H2c19a H 0.834521 0.430071 0.810489 Uiso 0.0404 4 1 d . . .
H1c20a H 0.78288 0.211992 0.810776 Uiso 0.0322 4 1 d . . .
H1c21a H 0.801443 -0.000904 0.727215 Uiso 0.0331 4 1 d . . .
H2c21a H 0.809025 0.203525 0.703563 Uiso 0.0331 4 1 d . . .
H1c22a H 0.817972 -0.251522 0.908411 Uiso 0.0369 4 1 d . . .
H2c22a H 0.804087 -0.196764 0.817582 Uiso 0.0369 4 1 d . . .
H1c23a H 0.763035 -0.278024 0.911357 Uiso 0.0476 4 1 d . . .
H2c23a H 0.752919 -0.124935 0.841223 Uiso 0.0476 4 1 d . . .
H1c24a H 0.752215 0.099735 0.929026 Uiso 0.0483 4 1 d . . .
H2c24a H 0.764422 -0.050576 0.998768 Uiso 0.0483 4 1 d . . .
H1c25a H 0.802939 0.225923 0.966056 Uiso 0.0357 4 1 d . . .
H2c25a H 0.818249 0.029037 1.006701 Uiso 0.0357 4 1 d . . .
H1c4b H 0.561567 0.765307 0.634235 Uiso 0.0498 4 1 d . . .
H1c5b H 0.544189 0.882309 0.505249 Uiso 0.069 4 1 d . . .
H1c6b H 0.55646 1.197631 0.473667 Uiso 0.0775 4 1 d . . .
H1c7b H 0.587179 1.397559 0.570207 Uiso 0.0717 4 1 d . . .
H1c8b H 0.60461 1.283886 0.699921 Uiso 0.0528 4 1 d . . .
H1c10b H 0.560358 0.604696 0.76013 Uiso 0.053 4 1 d . . .
H1c11b H 0.511022 0.521954 0.810556 Uiso 0.0702 4 1 d . . .
H1c12b H 0.484406 0.749708 0.878873 Uiso 0.0794 4 1 d . . .
H1c13b H 0.506563 1.060043 0.896843 Uiso 0.0786 4 1 d . . .
H1c14b H 0.555733 1.14678 0.846349 Uiso 0.0572 4 1 d . . .
H1c15b H 0.649903 0.463726 0.824713 Uiso 0.0332 4 1 d . . .
H1c16b H 0.691713 0.715434 0.859575 Uiso 0.0334 4 1 d . . .
H2c16b H 0.701585 0.511738 0.889036 Uiso 0.0334 4 1 d . . .
H1c17b H 0.7169 0.72752 0.988539 Uiso 0.0326 4 1 d . . .
H1c18b H 0.662683 0.924775 0.945502 Uiso 0.0414 4 1 d . . .
H2c18b H 0.680557 0.932545 1.036745 Uiso 0.0414 4 1 d . . .
H1c19b H 0.636088 0.791093 1.070325 Uiso 0.0416 4 1 d . . .
H2c19b H 0.618022 0.785241 0.978999 Uiso 0.0416 4 1 d . . .
H1c20b H 0.633308 0.468633 1.048464 Uiso 0.0343 4 1 d . . .
H1c21b H 0.610214 0.448527 0.91941 Uiso 0.0376 4 1 d . . .
H2c21b H 0.641253 0.316429 0.934804 Uiso 0.0376 4 1 d . . .
H1c22b H 0.7011 0.311454 0.976339 Uiso 0.0406 4 1 d . . .
H2c22b H 0.688691 0.248014 1.057012 Uiso 0.0406 4 1 d . . .
H1c23b H 0.750688 0.420022 1.040891 Uiso 0.0556 4 1 d . . .
H2c23b H 0.744752 0.247375 1.099291 Uiso 0.0556 4 1 d . . .
H1c24b H 0.736723 0.449941 1.190841 Uiso 0.0486 4 1 d . . .
H2c24b H 0.748876 0.617647 1.138383 Uiso 0.0486 4 1 d . . .
H1c25b H 0.682959 0.524309 1.154107 Uiso 0.0372 4 1 d . . .
H2c25b H 0.696748 0.725838 1.127064 Uiso 0.0372 4 1 d . . .
H1o2w H 0.8140(7) 0.865(3) 0.5655(12) Uiso 0.0617 4 1 d . . .
H1o1w H 0.6849(6) 0.353(3) 0.7171(10) Uiso 0.0538 4 1 d . . .
H2o2w H 0.8346(4) 1.000(3) 0.5581(14) Uiso 0.0617 4 1 d . . .
H2o1w H 0.6655(4) 0.492(3) 0.6922(14) Uiso 0.0538 4 1 d . . .
H1o3a H 0.86836(17) 0.602(3) 0.7007(12) Uiso 0.0428 4 1 d . . .
H1o3b H 0.63099(17) 1.094(3) 0.8098(13) Uiso 0.0428 4 1 d . . .
H1o3w H 0.7334(3) 0.511(5) 0.7285(17) Uiso 0.0849 4 1 d . . .
H2o3w H 0.7669(8) 0.541(5) 0.7110(19) Uiso 0.0849 4 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1a C1a . . 1.3236(18) ?
O1a C15a . . 1.4614(18) ?
O2a C1a . . 1.2039(17) ?
O3a C2a . . 1.4117(18) ?
O3a H1o3a . . 0.820(8) ?
O1b C1b . . 1.3252(17) ?
O1b C15b . . 1.4618(18) ?
O2b C1b . . 1.2028(19) ?
O3b C2b . . 1.4098(17) ?
O3b H1o3b . . 0.820(9) ?
O1w H1o1w . . 0.820(18) ?
O1w H2o1w . . 0.820(19) ?
O2w H1o2w . . 0.82(2) ?
O2w H2o2w . . 0.820(18) ?
O3w H1o3w . . 0.820(16) ?
N1a C17a . . 1.5161(17) ?
N1a C20a . . 1.5274(17) ?
N1a C22a . . 1.5058(18) ?
N1a C25a . . 1.5181(19) ?
N1b C17b . . 1.5241(18) ?
N1b C20b . . 1.5161(17) ?
N1b C22b . . 1.5064(19) ?
N1b C25b . . 1.5234(17) ?
C1a C2a . . 1.5484(19) ?
C2a C3a . . 1.5351(18) ?
C2a C9a . . 1.534(2) ?
C3a C4a . . 1.392(3) ?
C3a C8a . . 1.387(3) ?
C4a C5a . . 1.392(2) ?
C4a H1c4a . . 0.96 ?
C5a C6a . . 1.370(4) ?
C5a H1c5a . . 0.96 ?
C6a C7a . . 1.373(4) ?
C6a H1c6a . . 0.96 ?
C7a C8a . . 1.392(3) ?
C7a H1c7a . . 0.96 ?
C8a H1c8a . . 0.96 ?
C9a C10a . . 1.391(2) ?
C9a C14a . . 1.389(2) ?
C10a C11a . . 1.393(3) ?
C10a H1c10a . . 0.96 ?
C11a C12a . . 1.377(4) ?
C11a H1c11a . . 0.96 ?
C12a C13a . . 1.369(4) ?
C12a H1c12a . . 0.96 ?
C13a C14a . . 1.393(3) ?
C13a H1c13a . . 0.96 ?
C14a H1c14a . . 0.96 ?
C15a C16a . . 1.5243(19) ?
C15a C21a . . 1.5253(19) ?
C15a H1c15a . . 0.96 ?
C16a C17a . . 1.532(2) ?
C16a H1c16a . . 0.96 ?
C16a H2c16a . . 0.96 ?
C17a C18a . . 1.531(2) ?
C17a H1c17a . . 0.96 ?
C18a C19a . . 1.551(2) ?
C18a H1c18a . . 0.96 ?
C18a H2c18a . . 0.96 ?
C19a C20a . . 1.534(2) ?
C19a H1c19a . . 0.96 ?
C19a H2c19a . . 0.96 ?
C20a C21a . . 1.528(2) ?
C20a H1c20a . . 0.96 ?
C21a H1c21a . . 0.96 ?
C21a H2c21a . . 0.96 ?
C22a C23a . . 1.519(2) ?
C22a H1c22a . . 0.96 ?
C22a H2c22a . . 0.96 ?
C23a C24a . . 1.536(3) ?
C23a H1c23a . . 0.96 ?
C23a H2c23a . . 0.96 ?
C24a C25a . . 1.523(2) ?
C24a H1c24a . . 0.96 ?
C24a H2c24a . . 0.96 ?
C25a H1c25a . . 0.96 ?
C25a H2c25a . . 0.96 ?
C1b C2b . . 1.5524(19) ?
C2b C3b . . 1.535(2) ?
C2b C9b . . 1.533(2) ?
C3b C4b . . 1.395(2) ?
C3b C8b . . 1.388(3) ?
C4b C5b . . 1.394(3) ?
C4b H1c4b . . 0.96 ?
C5b C6b . . 1.375(4) ?
C5b H1c5b . . 0.96 ?
C6b C7b . . 1.379(3) ?
C6b H1c6b . . 0.96 ?
C7b C8b . . 1.397(3) ?
C7b H1c7b . . 0.96 ?
C8b H1c8b . . 0.96 ?
C9b C10b . . 1.392(3) ?
C9b C14b . . 1.389(3) ?
C10b C11b . . 1.395(3) ?
C10b H1c10b . . 0.96 ?
C11b C12b . . 1.374(4) ?
C11b H1c11b . . 0.96 ?
C12b C13b . . 1.377(4) ?
C12b H1c12b . . 0.96 ?
C13b C14b . . 1.396(3) ?
C13b H1c13b . . 0.96 ?
C14b H1c14b . . 0.96 ?
C15b C16b . . 1.5266(19) ?
C15b C21b . . 1.526(2) ?
C15b H1c15b . . 0.96 ?
C16b C17b . . 1.5306(19) ?
C16b H1c16b . . 0.96 ?
C16b H2c16b . . 0.96 ?
C17b C18b . . 1.533(2) ?
C17b H1c17b . . 0.96 ?
C18b C19b . . 1.549(2) ?
C18b H1c18b . . 0.96 ?
C18b H2c18b . . 0.96 ?
C19b C20b . . 1.532(2) ?
C19b H1c19b . . 0.96 ?
C19b H2c19b . . 0.96 ?
C20b C21b . . 1.528(2) ?
C20b H1c20b . . 0.96 ?
C21b H1c21b . . 0.96 ?
C21b H2c21b . . 0.96 ?
C22b C23b . . 1.521(2) ?
C22b H1c22b . . 0.96 ?
C22b H2c22b . . 0.96 ?
C23b C24b . . 1.533(3) ?
C23b H1c23b . . 0.96 ?
C23b H2c23b . . 0.96 ?
C24b C25b . . 1.526(2) ?
C24b H1c24b . . 0.96 ?
C24b H2c24b . . 0.96 ?
C25b H1c25b . . 0.96 ?
C25b H2c25b . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1a O1a C15a . . . 119.53(11) ?
C2a O3a H1o3a . . . 107.7(14) ?
C1b O1b C15b . . . 119.73(11) ?
C2b O3b H1o3b . . . 107.6(15) ?
H1o1w O1w H2o1w . . . 101(2) ?
H1o2w O2w H2o2w . . . 101(2) ?
C17a N1a C20a . . . 101.01(10) ?
C17a N1a C22a . . . 114.99(11) ?
C17a N1a C25a . . . 111.75(10) ?
C20a N1a C22a . . . 116.62(10) ?
C20a N1a C25a . . . 111.21(10) ?
C22a N1a C25a . . . 101.66(11) ?
C17b N1b C20b . . . 100.61(9) ?
C17b N1b C22b . . . 116.38(11) ?
C17b N1b C25b . . . 111.49(10) ?
C20b N1b C22b . . . 115.59(11) ?
C20b N1b C25b . . . 111.81(11) ?
C22b N1b C25b . . . 101.40(10) ?
O1a C1a O2a . . . 125.42(14) ?
O1a C1a C2a . . . 108.63(11) ?
O2a C1a C2a . . . 125.94(13) ?
O3a C2a C1a . . . 108.69(11) ?
O3a C2a C3a . . . 107.24(11) ?
O3a C2a C9a . . . 111.62(12) ?
C1a C2a C3a . . . 107.69(11) ?
C1a C2a C9a . . . 111.53(11) ?
C3a C2a C9a . . . 109.89(11) ?
C2a C3a C4a . . . 121.80(13) ?
C2a C3a C8a . . . 118.91(15) ?
C4a C3a C8a . . . 119.29(14) ?
C3a C4a C5a . . . 120.17(18) ?
C3a C4a H1c4a . . . 119.92 ?
C5a C4a H1c4a . . . 119.92 ?
C4a C5a C6a . . . 120.4(2) ?
C4a C5a H1c5a . . . 119.82 ?
C6a C5a H1c5a . . . 119.82 ?
C5a C6a C7a . . . 119.62(19) ?
C5a C6a H1c6a . . . 120.19 ?
C7a C6a H1c6a . . . 120.19 ?
C6a C7a C8a . . . 121.1(2) ?
C6a C7a H1c7a . . . 119.43 ?
C8a C7a H1c7a . . . 119.43 ?
C3a C8a C7a . . . 119.4(2) ?
C3a C8a H1c8a . . . 120.29 ?
C7a C8a H1c8a . . . 120.29 ?
C2a C9a C10a . . . 120.85(14) ?
C2a C9a C14a . . . 120.09(14) ?
C10a C9a C14a . . . 119.00(16) ?
C9a C10a C11a . . . 120.1(2) ?
C9a C10a H1c10a . . . 119.94 ?
C11a C10a H1c10a . . . 119.94 ?
C10a C11a C12a . . . 120.3(2) ?
C10a C11a H1c11a . . . 119.85 ?
C12a C11a H1c11a . . . 119.85 ?
C11a C12a C13a . . . 119.9(2) ?
C11a C12a H1c12a . . . 120.04 ?
C13a C12a H1c12a . . . 120.04 ?
C12a C13a C14a . . . 120.6(2) ?
C12a C13a H1c13a . . . 119.72 ?
C14a C13a H1c13a . . . 119.72 ?
C9a C14a C13a . . . 120.10(18) ?
C9a C14a H1c14a . . . 119.95 ?
C13a C14a H1c14a . . . 119.95 ?
O1a C15a C16a . . . 105.43(10) ?
O1a C15a C21a . . . 109.19(11) ?
O1a C15a H1c15a . . . 113.64 ?
C16a C15a C21a . . . 113.24(12) ?
C16a C15a H1c15a . . . 109.62 ?
C21a C15a H1c15a . . . 105.89 ?
C15a C16a C17a . . . 113.50(12) ?
C15a C16a H1c16a . . . 109.47 ?
C15a C16a H2c16a . . . 109.47 ?
C17a C16a H1c16a . . . 109.47 ?
C17a C16a H2c16a . . . 109.47 ?
H1c16a C16a H2c16a . . . 105.12 ?
N1a C17a C16a . . . 108.38(10) ?
N1a C17a C18a . . . 101.98(11) ?
N1a C17a H1c17a . . . 116.5 ?
C16a C17a C18a . . . 113.92(12) ?
C16a C17a H1c17a . . . 105.14 ?
C18a C17a H1c17a . . . 111.22 ?
C17a C18a C19a . . . 104.91(11) ?
C17a C18a H1c18a . . . 109.47 ?
C17a C18a H2c18a . . . 109.47 ?
C19a C18a H1c18a . . . 109.47 ?
C19a C18a H2c18a . . . 109.47 ?
H1c18a C18a H2c18a . . . 113.67 ?
C18a C19a C20a . . . 105.24(11) ?
C18a C19a H1c19a . . . 109.47 ?
C18a C19a H2c19a . . . 109.47 ?
C20a C19a H1c19a . . . 109.47 ?
C20a C19a H2c19a . . . 109.47 ?
H1c19a C19a H2c19a . . . 113.39 ?
N1a C20a C19a . . . 101.41(10) ?
N1a C20a C21a . . . 109.65(11) ?
N1a C20a H1c20a . . . 115.63 ?
C19a C20a C21a . . . 112.71(12) ?
C19a C20a H1c20a . . . 112.73 ?
C21a C20a H1c20a . . . 104.95 ?
C15a C21a C20a . . . 113.54(11) ?
C15a C21a H1c21a . . . 109.47 ?
C15a C21a H2c21a . . . 109.47 ?
C20a C21a H1c21a . . . 109.47 ?
C20a C21a H2c21a . . . 109.47 ?
H1c21a C21a H2c21a . . . 105.07 ?
N1a C22a C23a . . . 104.82(12) ?
N1a C22a H1c22a . . . 109.47 ?
N1a C22a H2c22a . . . 109.47 ?
C23a C22a H1c22a . . . 109.47 ?
C23a C22a H2c22a . . . 109.47 ?
H1c22a C22a H2c22a . . . 113.75 ?
C22a C23a C24a . . . 105.05(12) ?
C22a C23a H1c23a . . . 109.47 ?
C22a C23a H2c23a . . . 109.47 ?
C24a C23a H1c23a . . . 109.47 ?
C24a C23a H2c23a . . . 109.47 ?
H1c23a C23a H2c23a . . . 113.55 ?
C23a C24a C25a . . . 105.73(13) ?
C23a C24a H1c24a . . . 109.47 ?
C23a C24a H2c24a . . . 109.47 ?
C25a C24a H1c24a . . . 109.47 ?
C25a C24a H2c24a . . . 109.47 ?
H1c24a C24a H2c24a . . . 112.97 ?
N1a C25a C24a . . . 104.79(11) ?
N1a C25a H1c25a . . . 109.47 ?
N1a C25a H2c25a . . . 109.47 ?
C24a C25a H1c25a . . . 109.47 ?
C24a C25a H2c25a . . . 109.47 ?
H1c25a C25a H2c25a . . . 113.78 ?
O1b C1b O2b . . . 125.37(13) ?
O1b C1b C2b . . . 108.65(12) ?
O2b C1b C2b . . . 125.97(12) ?
O3b C2b C1b . . . 108.56(10) ?
O3b C2b C3b . . . 111.62(12) ?
O3b C2b C9b . . . 107.13(12) ?
C1b C2b C3b . . . 111.34(12) ?
C1b C2b C9b . . . 107.73(12) ?
C3b C2b C9b . . . 110.29(10) ?
C2b C3b C4b . . . 120.95(14) ?
C2b C3b C8b . . . 119.92(14) ?
C4b C3b C8b . . . 119.07(15) ?
C3b C4b C5b . . . 120.02(19) ?
C3b C4b H1c4b . . . 119.99 ?
C5b C4b H1c4b . . . 119.99 ?
C4b C5b C6b . . . 120.58(19) ?
C4b C5b H1c5b . . . 119.71 ?
C6b C5b H1c5b . . . 119.71 ?
C5b C6b C7b . . . 119.8(2) ?
C5b C6b H1c6b . . . 120.09 ?
C7b C6b H1c6b . . . 120.09 ?
C6b C7b C8b . . . 120.2(2) ?
C6b C7b H1c7b . . . 119.88 ?
C8b C7b H1c7b . . . 119.88 ?
C3b C8b C7b . . . 120.27(17) ?
C3b C8b H1c8b . . . 119.86 ?
C7b C8b H1c8b . . . 119.86 ?
C2b C9b C10b . . . 121.91(14) ?
C2b C9b C14b . . . 118.78(15) ?
C10b C9b C14b . . . 119.30(16) ?
C9b C10b C11b . . . 120.36(19) ?
C9b C10b H1c10b . . . 119.82 ?
C11b C10b H1c10b . . . 119.82 ?
C10b C11b C12b . . . 120.0(2) ?
C10b C11b H1c11b . . . 119.99 ?
C12b C11b H1c11b . . . 119.99 ?
C11b C12b C13b . . . 120.0(2) ?
C11b C12b H1c12b . . . 120.01 ?
C13b C12b H1c12b . . . 120.01 ?
C12b C13b C14b . . . 120.7(2) ?
C12b C13b H1c13b . . . 119.65 ?
C14b C13b H1c13b . . . 119.65 ?
C9b C14b C13b . . . 119.6(2) ?
C9b C14b H1c14b . . . 120.18 ?
C13b C14b H1c14b . . . 120.18 ?
O1b C15b C16b . . . 109.12(11) ?
O1b C15b C21b . . . 105.60(11) ?
O1b C15b H1c15b . . . 113.59 ?
C16b C15b C21b . . . 113.27(11) ?
C16b C15b H1c15b . . . 105.96 ?
C21b C15b H1c15b . . . 109.46 ?
C15b C16b C17b . . . 112.78(12) ?
C15b C16b H1c16b . . . 109.47 ?
C15b C16b H2c16b . . . 109.47 ?
C17b C16b H1c16b . . . 109.47 ?
C17b C16b H2c16b . . . 109.47 ?
H1c16b C16b H2c16b . . . 105.94 ?
N1b C17b C16b . . . 110.06(11) ?
N1b C17b C18b . . . 101.70(11) ?
N1b C17b H1c17b . . . 115.29 ?
C16b C17b C18b . . . 112.90(11) ?
C16b C17b H1c17b . . . 104.59 ?
C18b C17b H1c17b . . . 112.58 ?
C17b C18b C19b . . . 105.14(12) ?
C17b C18b H1c18b . . . 109.47 ?
C17b C18b H2c18b . . . 109.47 ?
C19b C18b H1c18b . . . 109.47 ?
C19b C18b H2c18b . . . 109.47 ?
H1c18b C18b H2c18b . . . 113.48 ?
C18b C19b C20b . . . 104.76(12) ?
C18b C19b H1c19b . . . 109.47 ?
C18b C19b H2c19b . . . 109.47 ?
C20b C19b H1c19b . . . 109.47 ?
C20b C19b H2c19b . . . 109.47 ?
H1c19b C19b H2c19b . . . 113.8 ?
N1b C20b C19b . . . 101.95(11) ?
N1b C20b C21b . . . 108.62(11) ?
N1b C20b H1c20b . . . 116.43 ?
C19b C20b C21b . . . 114.07(11) ?
C19b C20b H1c20b . . . 111.22 ?
C21b C20b H1c20b . . . 104.87 ?
C15b C21b C20b . . . 113.47(12) ?
C15b C21b H1c21b . . . 109.47 ?
C15b C21b H2c21b . . . 109.47 ?
C20b C21b H1c21b . . . 109.47 ?
C20b C21b H2c21b . . . 109.47 ?
H1c21b C21b H2c21b . . . 105.16 ?
N1b C22b C23b . . . 104.17(12) ?
N1b C22b H1c22b . . . 109.47 ?
N1b C22b H2c22b . . . 109.47 ?
C23b C22b H1c22b . . . 109.47 ?
C23b C22b H2c22b . . . 109.47 ?
H1c22b C22b H2c22b . . . 114.3 ?
C22b C23b C24b . . . 104.66(14) ?
C22b C23b H1c23b . . . 109.47 ?
C22b C23b H2c23b . . . 109.47 ?
C24b C23b H1c23b . . . 109.47 ?
C24b C23b H2c23b . . . 109.47 ?
H1c23b C23b H2c23b . . . 113.89 ?
C23b C24b C25b . . . 105.78(12) ?
C23b C24b H1c24b . . . 109.47 ?
C23b C24b H2c24b . . . 109.47 ?
C25b C24b H1c24b . . . 109.47 ?
C25b C24b H2c24b . . . 109.47 ?
H1c24b C24b H2c24b . . . 112.93 ?
N1b C25b C24b . . . 105.34(12) ?
N1b C25b H1c25b . . . 109.47 ?
N1b C25b H2c25b . . . 109.47 ?
C24b C25b H1c25b . . . 109.47 ?
C24b C25b H2c25b . . . 109.47 ?
H1c25b C25b H2c25b . . . 113.31 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C20a H1c20a O3w . . . 0.96 2.49 3.190(2) 129.82 ?
O2w H1o2w Cl1a . . . 0.82(2) 2.34(2) 3.1502(15) 172(2) ?
O1w H1o1w Cl1b . . . 0.820(18) 2.299(18) 3.1129(14) 172(2) ?
O2w H2o2w O2a . . 1_565 0.820(18) 2.134(19) 2.9420(18) 168(2) ?
O1w H2o1w O2b . . . 0.820(19) 2.118(19) 2.9317(19) 171(2) ?
O3a H1o3a Cl1a . . . 0.820(8) 2.255(7) 3.0706(11) 172.7(19) ?
O3b H1o3b Cl1b . . 1_565 0.820(9) 2.217(8) 3.0323(11) 172(2) ?
O3w H1o3w O1w . . . 0.820(16) 2.152(16) 2.939(2) 161(3) ?
O3w H2o3w Cl1a . . . 1.04(4) 2.22(4) 3.214(2) 160(2) ?
####################################################################### 
# 
# 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_TCl_diHyd
_database_code_depnum_ccdc_archive 'CCDC 1056156'
_audit_update_record             
;
2015-03-25 deposited with the CCDC.
2015-05-25 downloaded from the CCDC.
;
#=======================================================================

# 5. CHEMICAL DATA

_chemical_name_systematic        
; ?
;
_chemical_name_common            ?
_chemical_formula_moiety         'C25 H30 N O3, Cl, 2(H2 O)'
_chemical_formula_structural     ?
_chemical_formula_analytical     ?
_chemical_formula_iupac          ?
_chemical_formula_sum            'C25 H34 Cl1 N1 O5'
_chemical_formula_weight         464
_chemical_melting_point          ?
_chemical_compound_source        ?
_chemical_absolute_configuration .

#=======================================================================

# 6. CRYSTAL DATA

_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ycb'
_symmetry_Int_Tables_number      14

loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 x,y,z
2 -x,y+1/2,-z+1/2
3 -x,-y,-z
4 x,-y+1/2,z+1/2

_cell_length_a                   19.1988(7)
_cell_length_b                   13.1107(3)
_cell_length_c                   9.5387(3)
_cell_angle_alpha                90
_cell_angle_beta                 98.175(3)
_cell_angle_gamma                90
_cell_volume                     2376.59(13)

loop_
_twin_individual_id
_twin_individual_mass_fraction_refined
_twin_individual_twin_matrix_11
_twin_individual_twin_matrix_12
_twin_individual_twin_matrix_13
_twin_individual_twin_matrix_21
_twin_individual_twin_matrix_22
_twin_individual_twin_matrix_23
_twin_individual_twin_matrix_31
_twin_individual_twin_matrix_32
_twin_individual_twin_matrix_33
? ? ? ? ? ? ? ? ? ? ?

_cell_formula_units_Z            4

_cell_measurement_reflns_used    4758
_cell_measurement_theta_min      4.08
_cell_measurement_theta_max      67.01
_cell_measurement_temperature    120
_cell_special_details            
; ?
;

_exptl_crystal_density_diffrn    1.2968
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             992

_exptl_absorpt_coefficient_mu    1.713
_exptl_crystal_size_max          0.337
_exptl_crystal_size_mid          0.241
_exptl_crystal_size_min          0.122
_exptl_crystal_size_rad          ?
_exptl_crystal_colour            ?
_exptl_absorpt_correction_type   analytical
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
Analytical numeric absorption correction using a multifaceted crystal
			model based on expressions derived by R.C. Clark & J.S. Reid.
(Clark, R. C. & Reid, J. S. (1995). Acta Cryst. A51, 887-897)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_correction_T_min  0.705
_exptl_absorpt_correction_T_max  0.846
loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
? ? ? ?

#=======================================================================

# 7. EXPERIMENTAL DATA

_exptl_special_details           ?

_diffrn_ambient_temperature      120
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_power             ?
_diffrn_source_voltage           ?
_diffrn_source_current           ?
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_source         'X-ray tube'
_diffrn_radiation_wavelength     1.54184
_diffrn_radiation_monochromator  mirror
_diffrn_measurement_device       'four-cycle diffractometer'
_diffrn_measurement_device_type  'Xcalibur, Atlas, Gemini ultra'
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 10.3745
_diffrn_measurement_method       'ω scans'
_diffrn_measurement_specimen_support ?

_diffrn_reflns_number            9602
_diffrn_reflns_theta_min         4.1
_diffrn_reflns_theta_max         67.04
_diffrn_reflns_theta_full        66.7
_diffrn_measured_fraction_theta_max 0.98
_diffrn_measured_fraction_theta_full 0.98
_diffrn_reflns_av_R_equivalents  0.0235
_diffrn_reflns_av_unetI/netI     0.0227
_diffrn_reflns_limit_h_min       -22
_diffrn_reflns_limit_h_max       20
_diffrn_reflns_limit_k_min       -9
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_l_min       -9
_diffrn_reflns_limit_l_max       11
_diffrn_reflns_reduction_process ?

_diffrn_standards_number         ?
_diffrn_standards_interval_count ?
_diffrn_standards_interval_time  ?
_diffrn_standards_decay_%        ?
loop_
_diffrn_standard_refln_index_h
_diffrn_standard_refln_index_k
_diffrn_standard_refln_index_l
? ? ?

_diffrn_radiation_probe          X-ray

#=======================================================================

# 8. REFINEMENT DATA

_refine_special_details          
; ?
;

_reflns_number_total             4145
_reflns_number_gt                3648
_reflns_threshold_expression     I>3σ(I)

_refine_ls_structure_factor_coef Fsqd
_refine_ls_R_factor_gt           0.0362
_refine_ls_wR_factor_gt          0.0958
_refine_ls_R_factor_all          0.0409
_refine_ls_wR_factor_ref         0.0988
_refine_ls_goodness_of_fit_ref   1.56
_refine_ls_goodness_of_fit_gt    1.62
_refine_ls_restrained_S_gt       ?
_refine_ls_restrained_S_all      ?
_refine_ls_number_reflns         4145
_refine_ls_number_parameters     304
_refine_ls_number_restraints     5
_refine_ls_number_constraints    121
_refine_ls_weighting_scheme      sigma
_refine_ls_weighting_details     w=1/(σ²(I)+0.0016I²)
_refine_ls_hydrogen_treatment    mixed
_refine_ls_shift/su_max          0.0200
_refine_ls_shift/su_mean         0.0006
_refine_diff_density_max         0.26
_refine_diff_density_min         -0.17
_refine_ls_extinction_method     none
_refine_ls_extinction_coef       ?
_refine_ls_abs_structure_details ?
_refine_ls_abs_structure_Flack   ?
_refine_ls_abs_structure_Rogers  ?

loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C 0.0181 0.0091 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
H 0.0000 0.0000 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
Cl 0.3639 0.7018 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
N 0.0311 0.0180 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'
O 0.0492 0.0322 'International Tables Vol C tables 4.2.6.8 and 6.1.1.1'

_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.37.33a (release 28-03-2014 CrysAlis171 .NET)
(compiled Mar 28 2014,12:25:20)
;
_computing_structure_solution    ?
_computing_structure_refinement  ?
_computing_molecular_graphics    ?
_computing_publication_material  ?

loop_
_restr_distance_atom_site_label_1
_restr_distance_site_symmetry_1
_restr_distance_atom_site_label_2
_restr_distance_site_symmetry_2
_restr_distance_target
_restr_distance_target_weight_param
O3 . H1o3 . 0.86 0.001
O1w . H1o1w . 0.86 0.001
O1w . H2o1w . 0.86 0.001
O2w . H1o2w . 0.86 0.001
O2w . H2o2w . 0.86 0.001

loop_
_restr_angle_atom_site_label_1
_restr_angle_site_symmetry_1
_restr_angle_atom_site_label_2
_restr_angle_site_symmetry_2
_restr_angle_atom_site_label_3
_restr_angle_site_symmetry_3
_restr_angle_target
_restr_angle_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_torsion_atom_site_label_1
_restr_torsion_site_symmetry_1
_restr_torsion_atom_site_label_2
_restr_torsion_site_symmetry_2
_restr_torsion_atom_site_label_3
_restr_torsion_site_symmetry_3
_restr_torsion_atom_site_label_4
_restr_torsion_site_symmetry_4
_restr_torsion_angle_target
_restr_torsion_weight_param
? ? ? ? ? ? ? ? ? ?

loop_
_restr_equal_distance_atom_site_label_1
_restr_equal_distance_site_symmetry_1
_restr_equal_distance_atom_site_label_2
_restr_equal_distance_site_symmetry_2
_restr_equal_distance_class_class_id
_restr_equal_distance_class_target_weight_param
? ? ? ? ? ?

loop_
_restr_equal_angle_atom_site_label_1
_restr_equal_angle_site_symmetry_1
_restr_equal_angle_atom_site_label_2
_restr_equal_angle_site_symmetry_2
_restr_equal_angle_atom_site_label_3
_restr_equal_angle_site_symmetry_3
_restr_equal_angle_class_class_id
_restr_equal_angle_class_target_weight_param
? ? ? ? ? ? ? ?

loop_
_restr_equal_torsion_atom_site_label_1
_restr_equal_torsion_site_symmetry_1
_restr_equal_torsion_atom_site_label_2
_restr_equal_torsion_site_symmetry_2
_restr_equal_torsion_atom_site_label_3
_restr_equal_torsion_site_symmetry_3
_restr_equal_torsion_atom_site_label_4
_restr_equal_torsion_site_symmetry_4
_restr_equal_torsion_class_class_id
_restr_equal_torsion_class_target_weight_param
? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 9. ATOMIC COORDINATES AND DISPLACEMENT PARAMETERS

loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_adp_type
_atom_site_U_iso_or_equiv
_atom_site_site_symmetry_multiplicity
_atom_site_occupancy
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Cl1 Cl 0.92057(2) -0.27791(3) 0.60078(4) Uani 0.02927(13) 4 1 d . . .
O1 O 0.77154(5) 0.02032(8) 0.58791(10) Uani 0.0225(3) 4 1 d . . .
O2 O 0.78044(6) 0.12599(8) 0.77478(11) Uani 0.0265(3) 4 1 d . . .
O3 O 0.71501(6) -0.06587(8) 0.86141(11) Uani 0.0250(3) 4 1 d . . .
O1w O 1.01352(6) -0.33051(9) 0.89299(12) Uani 0.0312(4) 4 1 d . . .
O2w O 0.82886(8) -0.16974(14) 0.81382(14) Uani 0.0574(6) 4 1 d . . .
N1 N 0.85228(7) 0.07112(9) 0.24231(13) Uani 0.0215(4) 4 1 d . . .
C1 C 0.75102(8) 0.05794(11) 0.70535(15) Uani 0.0199(4) 4 1 d . . .
C2 C 0.68695(8) -0.00077(11) 0.74802(15) Uani 0.0213(4) 4 1 d . . .
C3 C 0.64917(8) -0.06219(12) 0.62199(15) Uani 0.0227(4) 4 1 d . . .
C4 C 0.59995(9) -0.01654(13) 0.52000(17) Uani 0.0288(5) 4 1 d . . .
C5 C 0.57100(9) -0.07041(15) 0.39979(17) Uani 0.0353(6) 4 1 d . . .
C6 C 0.59145(9) -0.17004(15) 0.38024(19) Uani 0.0366(6) 4 1 d . . .
C7 C 0.63912(9) -0.21646(13) 0.4823(2) Uani 0.0353(5) 4 1 d . . .
C8 C 0.66774(9) -0.16342(12) 0.60255(18) Uani 0.0291(5) 4 1 d . . .
C9 C 0.63798(8) 0.07430(11) 0.80784(15) Uani 0.0223(4) 4 1 d . . .
C10 C 0.62867(8) 0.17379(12) 0.75850(17) Uani 0.0272(5) 4 1 d . . .
C11 C 0.58417(9) 0.24047(13) 0.81622(18) Uani 0.0318(5) 4 1 d . . .
C12 C 0.54823(9) 0.20828(14) 0.92446(18) Uani 0.0334(5) 4 1 d . . .
C13 C 0.55641(9) 0.10907(14) 0.97274(18) Uani 0.0338(5) 4 1 d . . .
C14 C 0.60082(9) 0.04201(13) 0.91551(16) Uani 0.0277(5) 4 1 d . . .
C15 C 0.83548(8) 0.06540(11) 0.54593(15) Uani 0.0228(4) 4 1 d . . .
C16 C 0.81501(8) 0.15692(11) 0.45027(16) Uani 0.0243(4) 4 1 d . . .
C17 C 0.79296(8) 0.12966(11) 0.29456(16) Uani 0.0246(5) 4 1 d . . .
C18 C 0.73213(9) 0.05376(13) 0.26901(17) Uani 0.0296(5) 4 1 d . . .
C19 C 0.76735(9) -0.05245(13) 0.28665(17) Uani 0.0289(5) 4 1 d . . .
C20 C 0.84636(8) -0.03125(11) 0.31720(16) Uani 0.0236(4) 4 1 d . . .
C21 C 0.87282(8) -0.01860(11) 0.47499(16) Uani 0.0242(4) 4 1 d . . .
C22 C 0.84028(9) 0.05775(13) 0.08178(16) Uani 0.0318(5) 4 1 d . . .
C23 C 0.91233(10) 0.05779(13) 0.03357(18) Uani 0.0331(5) 4 1 d . . .
C24 C 0.96537(9) 0.06902(12) 0.16820(17) Uani 0.0291(5) 4 1 d . . .
C25 C 0.92313(8) 0.12294(12) 0.26826(16) Uani 0.0265(5) 4 1 d . . .
H1c4 H 0.585803 0.05271 0.532584 Uiso 0.0345 4 1 d . . .
H1c5 H 0.536813 -0.03838 0.330403 Uiso 0.0424 4 1 d . . .
H1c6 H 0.572574 -0.206601 0.296169 Uiso 0.0439 4 1 d . . .
H1c7 H 0.652579 -0.286055 0.470013 Uiso 0.0423 4 1 d . . .
H1c8 H 0.700662 -0.19673 0.673055 Uiso 0.0349 4 1 d . . .
H1c10 H 0.653311 0.196768 0.683561 Uiso 0.0327 4 1 d . . .
H1c11 H 0.578289 0.308991 0.781065 Uiso 0.0382 4 1 d . . .
H1c12 H 0.517965 0.25448 0.965423 Uiso 0.0401 4 1 d . . .
H1c13 H 0.531107 0.086184 1.046726 Uiso 0.0405 4 1 d . . .
H1c14 H 0.605987 -0.026735 0.950065 Uiso 0.0333 4 1 d . . .
H1c15 H 0.867301 0.090676 0.625052 Uiso 0.0273 4 1 d . . .
H1c16 H 0.853402 0.204459 0.458343 Uiso 0.0291 4 1 d . . .
H2c16 H 0.777712 0.193833 0.484687 Uiso 0.0291 4 1 d . . .
H1c17 H 0.780488 0.193561 0.248589 Uiso 0.0295 4 1 d . . .
H1c18 H 0.708511 0.061081 0.17385 Uiso 0.0356 4 1 d . . .
H2c18 H 0.701844 0.062769 0.339931 Uiso 0.0356 4 1 d . . .
H1c19 H 0.752461 -0.086767 0.366201 Uiso 0.0346 4 1 d . . .
H2c19 H 0.757104 -0.089862 0.199644 Uiso 0.0346 4 1 d . . .
H1c20 H 0.87367 -0.086058 0.286367 Uiso 0.0283 4 1 d . . .
H1c21 H 0.868067 -0.082117 0.522808 Uiso 0.029 4 1 d . . .
H2c21 H 0.922505 -0.005428 0.488144 Uiso 0.029 4 1 d . . .
H1c22 H 0.817543 -0.006468 0.058332 Uiso 0.0381 4 1 d . . .
H2c22 H 0.813168 0.114041 0.039032 Uiso 0.0381 4 1 d . . .
H1c23 H 0.916103 0.115284 -0.027209 Uiso 0.0398 4 1 d . . .
H2c23 H 0.919771 -0.006153 -0.011051 Uiso 0.0398 4 1 d . . .
H1c24 H 0.978869 0.002668 0.205059 Uiso 0.0349 4 1 d . . .
H2c24 H 1.003411 0.112087 0.14939 Uiso 0.0349 4 1 d . . .
H1c25 H 0.944324 0.111071 0.36422 Uiso 0.0318 4 1 d . . .
H2c25 H 0.917919 0.193555 0.242277 Uiso 0.0318 4 1 d . . .
H1o3 H 0.7494(7) -0.1005(13) 0.837(2) Uiso 0.03 4 1 d . . .
H1o1w H 0.9911(10) -0.3229(16) 0.8089(9) Uiso 0.0375 4 1 d . . .
H2o1w H 0.9874(9) -0.2992(14) 0.9454(19) Uiso 0.0375 4 1 d . . .
H1o2w H 0.8529(13) -0.187(2) 0.8933(15) Uiso 0.0689 4 1 d . . .
H2o2w H 0.8502(13) -0.197(2) 0.750(2) Uiso 0.0689 4 1 d . . .


loop_
_jana_atom_site_ADP_C_label
_jana_atom_site_ADP_C_type_symbol
_jana_atom_site_ADP_C_111
_jana_atom_site_ADP_C_112
_jana_atom_site_ADP_C_113
_jana_atom_site_ADP_C_122
_jana_atom_site_ADP_C_123
_jana_atom_site_ADP_C_133
_jana_atom_site_ADP_C_222
_jana_atom_site_ADP_C_223
_jana_atom_site_ADP_C_233
_jana_atom_site_ADP_C_333
? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_D_label
_jana_atom_site_ADP_D_type_symbol
_jana_atom_site_ADP_D_1111
_jana_atom_site_ADP_D_1112
_jana_atom_site_ADP_D_1113
_jana_atom_site_ADP_D_1122
_jana_atom_site_ADP_D_1123
_jana_atom_site_ADP_D_1133
_jana_atom_site_ADP_D_1222
_jana_atom_site_ADP_D_1223
_jana_atom_site_ADP_D_1233
_jana_atom_site_ADP_D_1333
_jana_atom_site_ADP_D_2222
_jana_atom_site_ADP_D_2223
_jana_atom_site_ADP_D_2233
_jana_atom_site_ADP_D_2333
_jana_atom_site_ADP_D_3333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_E_label
_jana_atom_site_ADP_E_type_symbol
_jana_atom_site_ADP_E_11111
_jana_atom_site_ADP_E_11112
_jana_atom_site_ADP_E_11113
_jana_atom_site_ADP_E_11122
_jana_atom_site_ADP_E_11123
_jana_atom_site_ADP_E_11133
_jana_atom_site_ADP_E_11222
_jana_atom_site_ADP_E_11223
_jana_atom_site_ADP_E_11233
_jana_atom_site_ADP_E_11333
_jana_atom_site_ADP_E_12222
_jana_atom_site_ADP_E_12223
_jana_atom_site_ADP_E_12233
_jana_atom_site_ADP_E_12333
_jana_atom_site_ADP_E_13333
_jana_atom_site_ADP_E_22222
_jana_atom_site_ADP_E_22223
_jana_atom_site_ADP_E_22233
_jana_atom_site_ADP_E_22333
_jana_atom_site_ADP_E_23333
_jana_atom_site_ADP_E_33333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?

loop_
_jana_atom_site_ADP_F_label
_jana_atom_site_ADP_F_type_symbol
_jana_atom_site_ADP_F_111111
_jana_atom_site_ADP_F_111112
_jana_atom_site_ADP_F_111113
_jana_atom_site_ADP_F_111122
_jana_atom_site_ADP_F_111123
_jana_atom_site_ADP_F_111133
_jana_atom_site_ADP_F_111222
_jana_atom_site_ADP_F_111223
_jana_atom_site_ADP_F_111233
_jana_atom_site_ADP_F_111333
_jana_atom_site_ADP_F_112222
_jana_atom_site_ADP_F_112223
_jana_atom_site_ADP_F_112233
_jana_atom_site_ADP_F_112333
_jana_atom_site_ADP_F_113333
_jana_atom_site_ADP_F_122222
_jana_atom_site_ADP_F_122223
_jana_atom_site_ADP_F_122233
_jana_atom_site_ADP_F_122333
_jana_atom_site_ADP_F_123333
_jana_atom_site_ADP_F_133333
_jana_atom_site_ADP_F_222222
_jana_atom_site_ADP_F_222223
_jana_atom_site_ADP_F_222233
_jana_atom_site_ADP_F_222333
_jana_atom_site_ADP_F_223333
_jana_atom_site_ADP_F_233333
_jana_atom_site_ADP_F_333333
? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ? ?


#=======================================================================

# 10. MOLECULAR GEOMETRY


loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_1
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
O1 C1 . . 1.3337(18) ?
O1 C15 . . 1.4684(19) ?
O2 C1 . . 1.2031(17) ?
O3 C2 . . 1.4222(17) ?
O3 H1o3 . . 0.860(15) ?
O1w H1o1w . . 0.860(10) ?
O1w H2o1w . . 0.860(19) ?
O2w H1o2w . . 0.860(17) ?
O2w H2o2w . . 0.86(2) ?
N1 C17 . . 1.515(2) ?
N1 C20 . . 1.5321(19) ?
N1 C22 . . 1.5258(19) ?
N1 C25 . . 1.509(2) ?
C1 C2 . . 1.554(2) ?
C2 C3 . . 1.540(2) ?
C2 C9 . . 1.527(2) ?
C3 C4 . . 1.391(2) ?
C3 C8 . . 1.394(2) ?
C4 C5 . . 1.393(2) ?
C4 H1c4 . . 0.96 ?
C5 C6 . . 1.384(3) ?
C5 H1c5 . . 0.96 ?
C6 C7 . . 1.379(2) ?
C6 H1c6 . . 0.96 ?
C7 C8 . . 1.386(2) ?
C7 H1c7 . . 0.96 ?
C8 H1c8 . . 0.96 ?
C9 C10 . . 1.390(2) ?
C9 C14 . . 1.397(2) ?
C10 C11 . . 1.390(2) ?
C10 H1c10 . . 0.96 ?
C11 C12 . . 1.387(3) ?
C11 H1c11 . . 0.96 ?
C12 C13 . . 1.381(3) ?
C12 H1c12 . . 0.96 ?
C13 C14 . . 1.389(2) ?
C13 H1c13 . . 0.96 ?
C14 H1c14 . . 0.96 ?
C15 C16 . . 1.525(2) ?
C15 C21 . . 1.524(2) ?
C15 H1c15 . . 0.96 ?
C16 C17 . . 1.528(2) ?
C16 H1c16 . . 0.96 ?
C16 H2c16 . . 0.96 ?
C17 C18 . . 1.527(2) ?
C17 H1c17 . . 0.96 ?
C18 C19 . . 1.547(2) ?
C18 H1c18 . . 0.96 ?
C18 H2c18 . . 0.96 ?
C19 C20 . . 1.529(2) ?
C19 H1c19 . . 0.96 ?
C19 H2c19 . . 0.96 ?
C20 C21 . . 1.528(2) ?
C20 H1c20 . . 0.96 ?
C21 H1c21 . . 0.96 ?
C21 H2c21 . . 0.96 ?
C22 C23 . . 1.519(3) ?
C22 H1c22 . . 0.96 ?
C22 H2c22 . . 0.96 ?
C23 C24 . . 1.528(2) ?
C23 H1c23 . . 0.96 ?
C23 H2c23 . . 0.96 ?
C24 C25 . . 1.513(2) ?
C24 H1c24 . . 0.96 ?
C24 H2c24 . . 0.96 ?
C25 H1c25 . . 0.96 ?
C25 H2c25 . . 0.96 ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_2
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
C1 O1 C15 . . . 116.00(11) ?
C2 O3 H1o3 . . . 109.4(12) ?
H1o1w O1w H2o1w . . . 103.4(17) ?
H1o2w O2w H2o2w . . . 106(2) ?
C17 N1 C20 . . . 100.45(11) ?
C17 N1 C22 . . . 112.02(11) ?
C17 N1 C25 . . . 114.84(11) ?
C20 N1 C22 . . . 110.90(11) ?
C20 N1 C25 . . . 116.27(11) ?
C22 N1 C25 . . . 102.72(12) ?
O1 C1 O2 . . . 124.39(14) ?
O1 C1 C2 . . . 112.10(11) ?
O2 C1 C2 . . . 123.40(13) ?
O3 C2 C1 . . . 105.55(11) ?
O3 C2 C3 . . . 111.43(11) ?
O3 C2 C9 . . . 106.82(12) ?
C1 C2 C3 . . . 110.92(12) ?
C1 C2 C9 . . . 109.33(12) ?
C3 C2 C9 . . . 112.47(12) ?
C2 C3 C4 . . . 121.23(13) ?
C2 C3 C8 . . . 120.06(13) ?
C4 C3 C8 . . . 118.54(14) ?
C3 C4 C5 . . . 120.60(16) ?
C3 C4 H1c4 . . . 119.7 ?
C5 C4 H1c4 . . . 119.7 ?
C4 C5 C6 . . . 120.11(15) ?
C4 C5 H1c5 . . . 119.95 ?
C6 C5 H1c5 . . . 119.95 ?
C5 C6 C7 . . . 119.59(16) ?
C5 C6 H1c6 . . . 120.21 ?
C7 C6 H1c6 . . . 120.21 ?
C6 C7 C8 . . . 120.52(16) ?
C6 C7 H1c7 . . . 119.74 ?
C8 C7 H1c7 . . . 119.74 ?
C3 C8 C7 . . . 120.60(14) ?
C3 C8 H1c8 . . . 119.7 ?
C7 C8 H1c8 . . . 119.7 ?
C2 C9 C10 . . . 122.34(14) ?
C2 C9 C14 . . . 119.04(13) ?
C10 C9 C14 . . . 118.62(15) ?
C9 C10 C11 . . . 120.86(15) ?
C9 C10 H1c10 . . . 119.57 ?
C11 C10 H1c10 . . . 119.57 ?
C10 C11 C12 . . . 120.18(16) ?
C10 C11 H1c11 . . . 119.91 ?
C12 C11 H1c11 . . . 119.91 ?
C11 C12 C13 . . . 119.32(17) ?
C11 C12 H1c12 . . . 120.34 ?
C13 C12 H1c12 . . . 120.34 ?
C12 C13 C14 . . . 120.79(17) ?
C12 C13 H1c13 . . . 119.6 ?
C14 C13 H1c13 . . . 119.6 ?
C9 C14 C13 . . . 120.21(15) ?
C9 C14 H1c14 . . . 119.89 ?
C13 C14 H1c14 . . . 119.89 ?
O1 C15 C16 . . . 109.00(11) ?
O1 C15 C21 . . . 107.13(11) ?
O1 C15 H1c15 . . . 112.82 ?
C16 C15 C21 . . . 113.60(12) ?
C16 C15 H1c15 . . . 106.25 ?
C21 C15 H1c15 . . . 108.15 ?
C15 C16 C17 . . . 114.20(12) ?
C15 C16 H1c16 . . . 109.47 ?
C15 C16 H2c16 . . . 109.47 ?
C17 C16 H1c16 . . . 109.47 ?
C17 C16 H2c16 . . . 109.47 ?
H1c16 C16 H2c16 . . . 104.29 ?
N1 C17 C16 . . . 108.72(11) ?
N1 C17 C18 . . . 102.17(12) ?
N1 C17 H1c17 . . . 116.24 ?
C16 C17 C18 . . . 114.04(13) ?
C16 C17 H1c17 . . . 104.86 ?
C18 C17 H1c17 . . . 111.13 ?
C17 C18 C19 . . . 104.88(13) ?
C17 C18 H1c18 . . . 109.47 ?
C17 C18 H2c18 . . . 109.47 ?
C19 C18 H1c18 . . . 109.47 ?
C19 C18 H2c18 . . . 109.47 ?
H1c18 C18 H2c18 . . . 113.7 ?
C18 C19 C20 . . . 105.28(13) ?
C18 C19 H1c19 . . . 109.47 ?
C18 C19 H2c19 . . . 109.47 ?
C20 C19 H1c19 . . . 109.47 ?
C20 C19 H2c19 . . . 109.47 ?
H1c19 C19 H2c19 . . . 113.36 ?
N1 C20 C19 . . . 101.99(11) ?
N1 C20 C21 . . . 109.15(11) ?
N1 C20 H1c20 . . . 115.66 ?
C19 C20 C21 . . . 112.91(13) ?
C19 C20 H1c20 . . . 112.07 ?
C21 C20 H1c20 . . . 105.28 ?
C15 C21 C20 . . . 113.86(12) ?
C15 C21 H1c21 . . . 109.47 ?
C15 C21 H2c21 . . . 109.47 ?
C20 C21 H1c21 . . . 109.47 ?
C20 C21 H2c21 . . . 109.47 ?
H1c21 C21 H2c21 . . . 104.7 ?
N1 C22 C23 . . . 106.85(13) ?
N1 C22 H1c22 . . . 109.47 ?
N1 C22 H2c22 . . . 109.47 ?
C23 C22 H1c22 . . . 109.47 ?
C23 C22 H2c22 . . . 109.47 ?
H1c22 C22 H2c22 . . . 111.97 ?
C22 C23 C24 . . . 105.81(14) ?
C22 C23 H1c23 . . . 109.47 ?
C22 C23 H2c23 . . . 109.47 ?
C24 C23 H1c23 . . . 109.47 ?
C24 C23 H2c23 . . . 109.47 ?
H1c23 C23 H2c23 . . . 112.9 ?
C23 C24 C25 . . . 102.84(13) ?
C23 C24 H1c24 . . . 109.47 ?
C23 C24 H2c24 . . . 109.47 ?
C25 C24 H1c24 . . . 109.47 ?
C25 C24 H2c24 . . . 109.47 ?
H1c24 C24 H2c24 . . . 115.37 ?
N1 C25 C24 . . . 103.75(12) ?
N1 C25 H1c25 . . . 109.47 ?
N1 C25 H2c25 . . . 109.47 ?
C24 C25 H1c25 . . . 109.47 ?
C24 C25 H2c25 . . . 109.47 ?
H1c25 C25 H2c25 . . . 114.64 ?

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_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion
_geom_torsion_publ_flag
? ? ? ? ? ? ? ? ? ?

loop_
_geom_hbond_atom_site_label_D
_geom_hbond_atom_site_label_H
_geom_hbond_atom_site_label_A
_geom_hbond_site_symmetry_D
_geom_hbond_site_symmetry_H
_geom_hbond_site_symmetry_A
_geom_hbond_distance_DH
_geom_hbond_distance_HA
_geom_hbond_distance_DA
_geom_hbond_angle_DHA
_geom_hbond_publ_flag
C17 H1c17 O2 . . 4_554 0.96 2.38 3.2161(18) 145.46 ?
C25 H1c25 O1w . . 2_756 0.96 2.46 3.3428(19) 152.10 ?
O3 H1o3 O2w . . . 0.860(15) 1.816(15) 2.668(2) 170.8(17) ?
O1w H1o1w Cl1 . . . 0.860(10) 2.315(12) 3.1645(12) 169.4(17) ?
O1w H2o1w Cl1 . . 4_545 0.860(19) 2.326(19) 3.1842(13) 175.8(16) ?
O2w H1o2w Cl1 . . 4_545 0.860(17) 2.255(17) 3.1134(14) 176(2) ?
O2w H2o2w Cl1 . . . 0.86(2) 2.35(2) 3.2030(17) 172(2) ?

