# Electronic Supplementary Material (ESI) for ChemComm.
# This journal is © The Royal Society of Chemistry 2014

####################################################################### 
# 
# 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_ikhwla
_database_code_depnum_ccdc_archive 'CCDC 992451'
_audit_update_record             
;
2014-03-18 deposited with the CCDC.
2014-12-23 downloaded from the CCDC.
;
_audit_creation_date             2014-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C25 H26 O2'
_chemical_formula_sum            'C25 H26 O2'
_chemical_formula_weight         358.46
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C25 H26 O2'
_chemical_oxdiff_usercomment     
'IKHWLA#13171 in fomblim film on micromount for IK/HWL'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.4084(5)
_cell_length_b                   6.0932(2)
_cell_length_c                   26.1861(9)
_cell_angle_alpha                90
_cell_angle_beta                 96.043(3)
_cell_angle_gamma                90
_cell_volume                     1968.85(13)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6336
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.1240
_cell_measurement_theta_min      4.1160
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.584
_exptl_absorpt_correction_T_max  0.978
_exptl_absorpt_correction_T_min  0.895
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.209
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plank
_exptl_crystal_F_000             768
_exptl_crystal_recrystallization_method 
'crystallised by the slow evaporation of a solution of the title compound in a mixture of ethyl acetate and petroleum ether'
_exptl_crystal_size_max          0.2317
_exptl_crystal_size_mid          0.0634
_exptl_crystal_size_min          0.0447
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0295
_diffrn_reflns_av_unetI/netI     0.0243
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.975
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -14
_diffrn_reflns_limit_k_max       7
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       18
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            13954
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.975
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         75.006
_diffrn_reflns_theta_min         3.799
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.975
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0044024000
_diffrn_orient_matrix_UB_12      -0.2387176000
_diffrn_orient_matrix_UB_13      -0.0195483000
_diffrn_orient_matrix_UB_21      -0.1245064000
_diffrn_orient_matrix_UB_22      0.0137726000
_diffrn_orient_matrix_UB_23      -0.0090553000
_diffrn_orient_matrix_UB_31      0.0077585000
_diffrn_orient_matrix_UB_32      0.0821945000
_diffrn_orient_matrix_UB_33      -0.0551136000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3455
_reflns_number_total             3968
_reflns_odcompleteness_completeness 99.92
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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_collection       
;
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_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.243
_refine_diff_density_min         -0.178
_refine_diff_density_rms         0.039
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     247
_refine_ls_number_reflns         3968
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0454
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.062
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0424P)²+0.5344P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0896
_refine_ls_wR_factor_ref         0.0937
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2a,H2b), C12(H12a,H12b), C14(H14a,H14b)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C21(H21), C23(H23), C24(H24), C25(H25),
 C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C17(H17a,H17b,H17c), C18(H18a,H18b,H18c), C20(H20a,H20b,H20c)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.72147(9) 0.18107(18) 0.36092(4) 0.0193(2) Uani 1 1 d . . . . .
H1 H 0.7202 0.0309 0.3763 0.023 Uiso 1 1 calc R . . . .
C2 C 0.79197(9) 0.1767(2) 0.31531(4) 0.0227(2) Uani 1 1 d . . . . .
H2A H 0.8394 0.0456 0.3173 0.027 Uiso 1 1 calc R . . . .
H2B H 0.7457 0.1749 0.2821 0.027 Uiso 1 1 calc R . . . .
C3 C 0.85828(9) 0.38287(19) 0.32076(4) 0.0218(2) Uani 1 1 d . . . . .
C4 C 0.92350(10) 0.4727(2) 0.28608(5) 0.0271(3) Uani 1 1 d . . . . .
H4 H 0.9260 0.4085 0.2532 0.033 Uiso 1 1 calc R . . . .
C5 C 0.98487(10) 0.6576(2) 0.30031(5) 0.0301(3) Uani 1 1 d . . . . .
H5 H 1.0298 0.7199 0.2769 0.036 Uiso 1 1 calc R . . . .
C6 C 0.98131(10) 0.7524(2) 0.34834(5) 0.0288(3) Uani 1 1 d . . . . .
H6 H 1.0243 0.8779 0.3577 0.035 Uiso 1 1 calc R . . . .
C7 C 0.91488(10) 0.66405(19) 0.38287(5) 0.0239(2) Uani 1 1 d . . . . .
H7 H 0.9117 0.7291 0.4156 0.029 Uiso 1 1 calc R . . . .
C8 C 0.85362(9) 0.47972(19) 0.36852(4) 0.0201(2) Uani 1 1 d . . . . .
C9 C 0.78627(9) 0.34332(18) 0.40135(4) 0.0186(2) Uani 1 1 d . . . . .
C10 C 0.86296(10) 0.19898(18) 0.43830(4) 0.0209(2) Uani 1 1 d . . . . .
O11 O 0.95597(7) 0.17062(15) 0.43012(3) 0.0295(2) Uani 1 1 d . . . . .
C12 C 0.81602(10) 0.0927(2) 0.48307(4) 0.0265(3) Uani 1 1 d . . . . .
H12A H 0.8760 0.0355 0.5074 0.032 Uiso 1 1 calc R . . . .
H12B H 0.7706 -0.0335 0.4704 0.032 Uiso 1 1 calc R . . . .
C13 C 0.74723(11) 0.2505(2) 0.51179(4) 0.0283(3) Uani 1 1 d . . . . .
C14 C 0.65788(10) 0.3463(2) 0.47272(4) 0.0255(3) Uani 1 1 d . . . . .
H14A H 0.6121 0.2257 0.4571 0.031 Uiso 1 1 calc R . . . .
H14B H 0.6111 0.4458 0.4906 0.031 Uiso 1 1 calc R . . . .
C15 C 0.70713(9) 0.47076(19) 0.43127(4) 0.0204(2) Uani 1 1 d . . . . .
O16 O 0.68624(7) 0.66246(14) 0.42232(3) 0.02572(19) Uani 1 1 d . . . . .
C17 C 0.81775(12) 0.4375(2) 0.53599(5) 0.0367(3) Uani 1 1 d . . . . .
H17A H 0.8717 0.3778 0.5624 0.055 Uiso 1 1 calc GR . . . .
H17B H 0.7719 0.5438 0.5516 0.055 Uiso 1 1 calc GR . . . .
H17C H 0.8548 0.5104 0.5094 0.055 Uiso 1 1 calc GR . . . .
C18 C 0.69467(14) 0.1245(3) 0.55310(5) 0.0444(4) Uani 1 1 d . . . . .
H18A H 0.6483 0.0081 0.5370 0.067 Uiso 1 1 calc GR . . . .
H18B H 0.6507 0.2253 0.5715 0.067 Uiso 1 1 calc GR . . . .
H18C H 0.7512 0.0592 0.5774 0.067 Uiso 1 1 calc GR . . . .
C19 C 0.60615(9) 0.25229(18) 0.34378(4) 0.0191(2) Uani 1 1 d . . . . .
C20 C 0.58988(10) 0.46300(19) 0.31363(4) 0.0233(2) Uani 1 1 d . . . . .
H20A H 0.5133 0.4777 0.3004 0.035 Uiso 1 1 calc GR . . . .
H20B H 0.6343 0.4604 0.2848 0.035 Uiso 1 1 calc GR . . . .
H20C H 0.6114 0.5877 0.3360 0.035 Uiso 1 1 calc GR . . . .
C21 C 0.52569(9) 0.11581(18) 0.35266(4) 0.0198(2) Uani 1 1 d . . . . .
H21 H 0.5465 -0.0147 0.3709 0.024 Uiso 1 1 calc R . . . .
C22 C 0.40832(9) 0.14345(19) 0.33749(4) 0.0205(2) Uani 1 1 d . . . . .
C23 C 0.35118(10) 0.3312(2) 0.34913(4) 0.0259(3) Uani 1 1 d . . . . .
H23 H 0.3887 0.4500 0.3665 0.031 Uiso 1 1 calc R . . . .
C24 C 0.24018(11) 0.3465(2) 0.33569(5) 0.0305(3) Uani 1 1 d . . . . .
H24 H 0.2023 0.4749 0.3441 0.037 Uiso 1 1 calc R . . . .
C25 C 0.18442(10) 0.1747(2) 0.31007(5) 0.0309(3) Uani 1 1 d . . . . .
H25 H 0.1085 0.1852 0.3009 0.037 Uiso 1 1 calc R . . . .
C26 C 0.23996(10) -0.0121(2) 0.29789(5) 0.0293(3) Uani 1 1 d . . . . .
H26 H 0.2023 -0.1291 0.2799 0.035 Uiso 1 1 calc R . . . .
C27 C 0.35070(10) -0.0283(2) 0.31194(4) 0.0242(2) Uani 1 1 d . . . . .
H27 H 0.3879 -0.1582 0.3041 0.029 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 1.0000 . ?
C1 C2 1.5533(15) . ?
C1 C9 1.6017(15) . ?
C1 C19 1.5172(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5004(17) . ?
C3 C4 1.3907(17) . ?
C3 C8 1.3896(16) . ?
C4 H4 0.9500 . ?
C4 C5 1.3887(19) . ?
C5 H5 0.9500 . ?
C5 C6 1.3890(19) . ?
C6 H6 0.9500 . ?
C6 C7 1.3941(17) . ?
C7 H7 0.9500 . ?
C7 C8 1.3858(17) . ?
C8 C9 1.5097(15) . ?
C9 C10 1.5560(15) . ?
C9 C15 1.5308(15) . ?
C10 O11 1.2082(15) . ?
C10 C12 1.5090(16) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5340(18) . ?
C13 C14 1.5420(17) . ?
C13 C17 1.5325(19) . ?
C13 C18 1.5274(18) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5056(16) . ?
C15 O16 1.2140(14) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 C20 1.5097(15) . ?
C19 C21 1.3384(16) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C21 H21 0.9500 . ?
C21 C22 1.4782(16) . ?
C22 C23 1.3966(17) . ?
C22 C27 1.3973(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.3883(18) . ?
C24 H24 0.9500 . ?
C24 C25 1.388(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.385(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.3881(17) . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 109.1 . . ?
C2 C1 C9 103.57(9) . . ?
C9 C1 H1 109.1 . . ?
C19 C1 H1 109.1 . . ?
C19 C1 C2 111.56(9) . . ?
C19 C1 C9 114.28(9) . . ?
C1 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 C1 105.07(9) . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C4 C3 C2 128.19(11) . . ?
C8 C3 C2 111.52(10) . . ?
C8 C3 C4 120.19(12) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.97(11) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.77(11) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 119.9 . . ?
C5 C6 C7 120.27(12) . . ?
C7 C6 H6 119.9 . . ?
C6 C7 H7 120.6 . . ?
C8 C7 C6 118.82(11) . . ?
C8 C7 H7 120.6 . . ?
C3 C8 C9 110.89(10) . . ?
C7 C8 C3 120.97(11) . . ?
C7 C8 C9 127.78(10) . . ?
C8 C9 C1 103.47(8) . . ?
C8 C9 C10 109.04(9) . . ?
C8 C9 C15 115.82(9) . . ?
C10 C9 C1 107.08(8) . . ?
C15 C9 C1 110.30(9) . . ?
C15 C9 C10 110.59(9) . . ?
O11 C10 C9 120.24(10) . . ?
O11 C10 C12 122.03(10) . . ?
C12 C10 C9 117.70(10) . . ?
C10 C12 H12A 109.0 . . ?
C10 C12 H12B 109.0 . . ?
C10 C12 C13 113.10(10) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 C14 108.07(10) . . ?
C17 C13 C12 110.22(11) . . ?
C17 C13 C14 109.41(11) . . ?
C18 C13 C12 109.47(11) . . ?
C18 C13 C14 109.23(12) . . ?
C18 C13 C17 110.41(11) . . ?
C13 C14 H14A 109.5 . . ?
C13 C14 H14B 109.5 . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 C13 110.55(10) . . ?
C15 C14 H14A 109.5 . . ?
C15 C14 H14B 109.5 . . ?
C14 C15 C9 116.38(10) . . ?
O16 C15 C9 121.64(10) . . ?
O16 C15 C14 121.97(11) . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C20 C19 C1 117.90(10) . . ?
C21 C19 C1 117.94(10) . . ?
C21 C19 C20 123.93(10) . . ?
C19 C20 H20A 109.5 . . ?
C19 C20 H20B 109.5 . . ?
C19 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C19 C21 H21 116.0 . . ?
C19 C21 C22 127.91(10) . . ?
C22 C21 H21 116.0 . . ?
C23 C22 C21 122.90(11) . . ?
C23 C22 C27 118.16(11) . . ?
C27 C22 C21 118.90(10) . . ?
C22 C23 H23 119.6 . . ?
C24 C23 C22 120.84(12) . . ?
C24 C23 H23 119.6 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.17(12) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.75(12) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.00(12) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.5 . . ?
C26 C27 C22 121.07(12) . . ?
C26 C27 H27 119.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -170.39(11) . . . . ?
C1 C2 C3 C8 13.09(12) . . . . ?
C1 C9 C10 O11 94.80(12) . . . . ?
C1 C9 C10 C12 -83.50(11) . . . . ?
C1 C9 C15 C14 76.07(11) . . . . ?
C1 C9 C15 O16 -104.66(12) . . . . ?
C1 C19 C21 C22 -176.82(10) . . . . ?
C2 C1 C9 C8 22.51(10) . . . . ?
C2 C1 C9 C10 -92.61(10) . . . . ?
C2 C1 C9 C15 146.99(9) . . . . ?
C2 C1 C19 C20 -52.15(13) . . . . ?
C2 C1 C19 C21 122.50(11) . . . . ?
C2 C3 C4 C5 -175.20(11) . . . . ?
C2 C3 C8 C7 175.67(10) . . . . ?
C2 C3 C8 C9 2.06(13) . . . . ?
C3 C4 C5 C6 -0.15(18) . . . . ?
C3 C8 C9 C1 -15.73(12) . . . . ?
C3 C8 C9 C10 97.98(11) . . . . ?
C3 C8 C9 C15 -136.55(10) . . . . ?
C4 C3 C8 C7 -1.18(17) . . . . ?
C4 C3 C8 C9 -174.78(10) . . . . ?
C4 C5 C6 C7 -0.66(18) . . . . ?
C5 C6 C7 C8 0.56(17) . . . . ?
C6 C7 C8 C3 0.36(17) . . . . ?
C6 C7 C8 C9 172.79(11) . . . . ?
C7 C8 C9 C1 171.21(11) . . . . ?
C7 C8 C9 C10 -75.08(14) . . . . ?
C7 C8 C9 C15 50.39(15) . . . . ?
C8 C3 C4 C5 1.06(17) . . . . ?
C8 C9 C10 O11 -16.54(14) . . . . ?
C8 C9 C10 C12 165.16(10) . . . . ?
C8 C9 C15 C14 -166.87(9) . . . . ?
C8 C9 C15 O16 12.40(15) . . . . ?
C9 C1 C2 C3 -21.58(11) . . . . ?
C9 C1 C19 C20 64.92(12) . . . . ?
C9 C1 C19 C21 -120.43(11) . . . . ?
C9 C10 C12 C13 -45.86(14) . . . . ?
C10 C9 C15 C14 -42.20(13) . . . . ?
C10 C9 C15 O16 137.07(11) . . . . ?
C10 C12 C13 C14 55.90(14) . . . . ?
C10 C12 C13 C17 -63.62(13) . . . . ?
C10 C12 C13 C18 174.76(11) . . . . ?
O11 C10 C12 C13 135.86(12) . . . . ?
C12 C13 C14 C15 -60.70(13) . . . . ?
C13 C14 C15 C9 56.46(13) . . . . ?
C13 C14 C15 O16 -122.81(12) . . . . ?
C15 C9 C10 O11 -144.99(11) . . . . ?
C15 C9 C10 C12 36.71(13) . . . . ?
C17 C13 C14 C15 59.32(13) . . . . ?
C18 C13 C14 C15 -179.72(11) . . . . ?
C19 C1 C2 C3 101.81(10) . . . . ?
C19 C1 C9 C8 -99.07(10) . . . . ?
C19 C1 C9 C10 145.81(9) . . . . ?
C19 C1 C9 C15 25.42(12) . . . . ?
C19 C21 C22 C23 -52.89(16) . . . . ?
C19 C21 C22 C27 129.42(12) . . . . ?
C20 C19 C21 C22 -2.52(18) . . . . ?
C21 C22 C23 C24 -177.66(11) . . . . ?
C21 C22 C27 C26 178.60(11) . . . . ?
C22 C23 C24 C25 -0.40(18) . . . . ?
C23 C22 C27 C26 0.80(17) . . . . ?
C23 C24 C25 C26 -0.09(19) . . . . ?
C24 C25 C26 C27 0.93(18) . . . . ?
C25 C26 C27 C22 -1.29(18) . . . . ?
C27 C22 C23 C24 0.05(17) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
1 0 -17 0.0342 1.0219 0.0074 -16.9977 0.3260 0.0268 0.9453
0 3 8 0.0997 -0.0092 2.9958 8.0100 -0.8717 -0.0301 -0.1953
0 -4 0 0.1120 -0.0013 -3.9983 -0.0182 0.9548 -0.0547 -0.3276
0 4 -1 0.1197 0.0026 3.9987 -0.9813 -0.9354 0.0636 0.3828
-7 0 -6 0.0119 -6.9942 -0.0055 -5.9584 0.1486 0.9247 0.2737
8 0 4 0.0315 7.9970 0.0073 3.9538 -0.1142 -1.0314 -0.1553
-7 0 11 0.0187 -7.0158 -0.0118 11.0337 -0.1820 0.7734 -0.6635
6 0 -12 0.0336 6.0168 0.0111 -12.0277 0.2060 -0.6401 0.7105
2 0 16 0.0264 1.9802 -0.0038 15.9816 -0.3202 -0.3913 -0.8657

_nottingham_internal_archive_date 5/3/2014
_nottingham_internal_coll_client IK/HWL
_nottingham_internal_coll_date   23/01/2014
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_frame_time '20.0000, 80.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_location NOTTS
_nottingham_internal_coll_name   IKHWLA
_nottingham_internal_coll_number 13171
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_user   pczwl
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_date 29/01/2014
_nottingham_internal_process_user pczwl
_nottingham_internal_refinement_date 5/3/2014
_nottingham_internal_refinement_user pczwl
_nottingham_internal_solution_date 23/1/2014
_nottingham_internal_solution_user pczwl
_nottingham_internal_validation_date 5/3/2014
_nottingham_internal_validation_user pczwl
_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
####################################################################### 
# 
# 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_ikhwlb
_database_code_depnum_ccdc_archive 'CCDC 992452'
_audit_update_record             
;
2014-03-18 deposited with the CCDC.
2014-12-23 downloaded from the CCDC.
;

_nottingham_internal_coll_name   IKHWLB
_nottingham_internal_coll_number 13172
_nottingham_internal_coll_client IK/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_time '25.0000, 100.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   24/01/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user pczwl
_nottingham_internal_process_date 27/01/2014
_nottingham_internal_solution_user pczwl
_nottingham_internal_solution_date 24/1/2014
_nottingham_internal_refinement_user pczwl
_nottingham_internal_refinement_date 27/1/2014
_nottingham_internal_self_validation_user ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_archive_date ?
_nottingham_internal_validation_user pczwl
_nottingham_internal_validation_date 5/3/2014
_nottingham_internal_archive_date 5/3/2014

_audit_creation_date             2014-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C24 H23 Cl O2'
_chemical_formula_sum            'C24 H23 Cl O2'
_chemical_formula_weight         378.87
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C24 H23 Cl O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
Cl Cl 0.3639 0.7018 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   12.4763(3)
_cell_length_b                   6.01195(15)
_cell_length_c                   26.1383(8)
_cell_angle_alpha                90
_cell_angle_beta                 97.180(3)
_cell_angle_gamma                90
_cell_volume                     1945.18(9)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    6115
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.0780
_cell_measurement_theta_min      3.3910
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    1.855
_exptl_absorpt_correction_T_max  0.993
_exptl_absorpt_correction_T_min  0.829
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.294
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       needle
_exptl_crystal_F_000             800
_exptl_crystal_recrystallization_method 
'crystallised from a mixture of ethyl acetate and petroleum ether'
_exptl_crystal_size_max          0.9153
_exptl_crystal_size_mid          0.0591
_exptl_crystal_size_min          0.0175
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0293
_diffrn_reflns_av_unetI/netI     0.0254
_diffrn_reflns_Laue_measured_fraction_full 1.000
_diffrn_reflns_Laue_measured_fraction_max 0.980
_diffrn_reflns_limit_h_max       15
_diffrn_reflns_limit_h_min       -15
_diffrn_reflns_limit_k_max       4
_diffrn_reflns_limit_k_min       -7
_diffrn_reflns_limit_l_max       32
_diffrn_reflns_limit_l_min       -32
_diffrn_reflns_number            13248
_diffrn_reflns_point_group_measured_fraction_full 1.000
_diffrn_reflns_point_group_measured_fraction_max 0.980
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.212
_diffrn_reflns_theta_min         3.408
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3271
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 1.000
_diffrn_measured_fraction_theta_max 0.980
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.1081724000
_diffrn_orient_matrix_UB_12      -0.0771082000
_diffrn_orient_matrix_UB_13      -0.0165528000
_diffrn_orient_matrix_UB_21      0.0475897000
_diffrn_orient_matrix_UB_22      -0.0229881000
_diffrn_orient_matrix_UB_23      0.0570433000
_diffrn_orient_matrix_UB_31      -0.0390779000
_diffrn_orient_matrix_UB_32      -0.2433282000
_diffrn_orient_matrix_UB_33      -0.0002046000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3455
_reflns_number_total             3899
_reflns_odcompleteness_completeness 99.97
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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_collection       
;
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_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.288
_refine_diff_density_min         -0.352
_refine_diff_density_rms         0.044
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.036
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     246
_refine_ls_number_reflns         3899
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0385
_refine_ls_R_factor_gt           0.0331
_refine_ls_restrained_S_all      1.036
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0416P)²+0.7160P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0826
_refine_ls_wR_factor_ref         0.0865
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C1(H1)
2.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B), C12(H12A,H12B), C14(H14A,H14B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C5(H5), C6(H6), C7(H7), C21(H21), C23(H23), C24(H24), C25(H25),
 C26(H26), C27(H27)
2.d Idealised Me refined as rotating group:
 C17(H17A,H17B,H17C), C18(H18A,H18B,H18C)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.72708(10) 0.6916(2) 0.36088(5) 0.0176(3) Uani 1 1 d . . . . .
H1 H 0.7324 0.5380 0.3757 0.021 Uiso 1 1 calc R . . . .
C2 C 0.79298(11) 0.7000(2) 0.31418(5) 0.0215(3) Uani 1 1 d . . . . .
H2A H 0.8390 0.5663 0.3134 0.026 Uiso 1 1 calc R . . . .
H2B H 0.7442 0.7091 0.2813 0.026 Uiso 1 1 calc R . . . .
C3 C 0.86091(10) 0.9058(2) 0.32238(5) 0.0200(3) Uani 1 1 d . . . . .
C4 C 0.92640(11) 1.0006(2) 0.28879(6) 0.0255(3) Uani 1 1 d . . . . .
H4 H 0.9294 0.9386 0.2556 0.031 Uiso 1 1 calc R . . . .
C5 C 0.98711(11) 1.1869(3) 0.30461(6) 0.0291(3) Uani 1 1 d . . . . .
H5 H 1.0318 1.2529 0.2820 0.035 Uiso 1 1 calc R . . . .
C6 C 0.98340(11) 1.2784(2) 0.35319(6) 0.0275(3) Uani 1 1 d . . . . .
H6 H 1.0258 1.4056 0.3635 0.033 Uiso 1 1 calc R . . . .
C7 C 0.91773(10) 1.1842(2) 0.38683(6) 0.0224(3) Uani 1 1 d . . . . .
H7 H 0.9150 1.2458 0.4201 0.027 Uiso 1 1 calc R . . . .
C8 C 0.85636(10) 0.9985(2) 0.37067(5) 0.0179(3) Uani 1 1 d . . . . .
C9 C 0.78814(10) 0.8594(2) 0.40224(5) 0.0165(2) Uani 1 1 d . . . . .
C10 C 0.86382(11) 0.7181(2) 0.44162(5) 0.0190(3) Uani 1 1 d . . . . .
O11 O 0.95790(8) 0.69400(17) 0.43606(4) 0.0278(2) Uani 1 1 d . . . . .
C12 C 0.81472(12) 0.6103(2) 0.48549(5) 0.0242(3) Uani 1 1 d . . . . .
H12A H 0.8734 0.5544 0.5113 0.029 Uiso 1 1 calc R . . . .
H12B H 0.7707 0.4811 0.4720 0.029 Uiso 1 1 calc R . . . .
C13 C 0.74325(12) 0.7706(2) 0.51216(5) 0.0248(3) Uani 1 1 d . . . . .
C14 C 0.65587(11) 0.8636(2) 0.47085(5) 0.0228(3) Uani 1 1 d . . . . .
H14A H 0.6120 0.7396 0.4544 0.027 Uiso 1 1 calc R . . . .
H14B H 0.6073 0.9638 0.4873 0.027 Uiso 1 1 calc R . . . .
C15 C 0.70747(10) 0.9897(2) 0.43043(5) 0.0177(3) Uani 1 1 d . . . . .
O16 O 0.68840(8) 1.18441(15) 0.42159(4) 0.0238(2) Uani 1 1 d . . . . .
C17 C 0.81130(14) 0.9624(3) 0.53768(6) 0.0312(3) Uani 1 1 d . . . . .
H17A H 0.7639 1.0700 0.5519 0.047 Uiso 1 1 calc GR . . . .
H17B H 0.8499 1.0359 0.5119 0.047 Uiso 1 1 calc GR . . . .
H17C H 0.8636 0.9037 0.5655 0.047 Uiso 1 1 calc GR . . . .
C18 C 0.68908(16) 0.6422(3) 0.55245(7) 0.0400(4) Uani 1 1 d . . . . .
H18A H 0.6459 0.5204 0.5356 0.060 Uiso 1 1 calc GR . . . .
H18B H 0.6421 0.7427 0.5690 0.060 Uiso 1 1 calc GR . . . .
H18C H 0.7446 0.5812 0.5785 0.060 Uiso 1 1 calc GR . . . .
C19 C 0.60965(10) 0.7447(2) 0.34502(5) 0.0174(3) Uani 1 1 d . . . . .
Cl20 Cl 0.58483(2) 0.99648(5) 0.31177(2) 0.02207(10) Uani 1 1 d . . . . .
C21 C 0.52929(10) 0.6062(2) 0.35184(5) 0.0183(3) Uani 1 1 d . . . . .
H21 H 0.5503 0.4707 0.3689 0.022 Uiso 1 1 calc R . . . .
C22 C 0.41198(10) 0.6341(2) 0.33651(5) 0.0189(3) Uani 1 1 d . . . . .
C23 C 0.35635(11) 0.8256(2) 0.34788(5) 0.0236(3) Uani 1 1 d . . . . .
H23 H 0.3947 0.9467 0.3649 0.028 Uiso 1 1 calc R . . . .
C24 C 0.24487(12) 0.8407(2) 0.33450(6) 0.0269(3) Uani 1 1 d . . . . .
H24 H 0.2075 0.9711 0.3427 0.032 Uiso 1 1 calc R . . . .
C25 C 0.18838(11) 0.6657(3) 0.30926(6) 0.0265(3) Uani 1 1 d . . . . .
H25 H 0.1124 0.6761 0.3002 0.032 Uiso 1 1 calc R . . . .
C26 C 0.24299(11) 0.4757(2) 0.29733(6) 0.0258(3) Uani 1 1 d . . . . .
H26 H 0.2046 0.3568 0.2795 0.031 Uiso 1 1 calc R . . . .
C27 C 0.35385(11) 0.4588(2) 0.31151(5) 0.0213(3) Uani 1 1 d . . . . .
H27 H 0.3904 0.3264 0.3041 0.026 Uiso 1 1 calc R . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 1.0000 . ?
C1 C2 1.5555(17) . ?
C1 C9 1.6001(17) . ?
C1 C19 1.5062(17) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.4998(19) . ?
C3 C4 1.3940(19) . ?
C3 C8 1.3873(19) . ?
C4 H4 0.9500 . ?
C4 C5 1.386(2) . ?
C5 H5 0.9500 . ?
C5 C6 1.390(2) . ?
C6 H6 0.9500 . ?
C6 C7 1.3946(19) . ?
C7 H7 0.9500 . ?
C7 C8 1.3893(18) . ?
C8 C9 1.5102(17) . ?
C9 C10 1.5588(17) . ?
C9 C15 1.5347(17) . ?
C10 O11 1.2093(17) . ?
C10 C12 1.5116(18) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.5381(19) . ?
C13 C14 1.540(2) . ?
C13 C17 1.534(2) . ?
C13 C18 1.530(2) . ?
C14 H14A 0.9900 . ?
C14 H14B 0.9900 . ?
C14 C15 1.5084(18) . ?
C15 O16 1.2112(16) . ?
C17 H17A 0.9800 . ?
C17 H17B 0.9800 . ?
C17 H17C 0.9800 . ?
C18 H18A 0.9800 . ?
C18 H18B 0.9800 . ?
C18 H18C 0.9800 . ?
C19 Cl20 1.7537(12) . ?
C19 C21 1.3320(18) . ?
C21 H21 0.9500 . ?
C21 C22 1.4779(18) . ?
C22 C23 1.3955(19) . ?
C22 C27 1.3946(19) . ?
C23 H23 0.9500 . ?
C23 C24 1.394(2) . ?
C24 H24 0.9500 . ?
C24 C25 1.386(2) . ?
C25 H25 0.9500 . ?
C25 C26 1.386(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.390(2) . ?
C27 H27 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 108.5 . . ?
C2 C1 C9 104.82(10) . . ?
C9 C1 H1 108.5 . . ?
C19 C1 H1 108.5 . . ?
C19 C1 C2 111.61(11) . . ?
C19 C1 C9 114.65(10) . . ?
C1 C2 H2A 110.7 . . ?
C1 C2 H2B 110.7 . . ?
H2A C2 H2B 108.8 . . ?
C3 C2 C1 105.04(10) . . ?
C3 C2 H2A 110.7 . . ?
C3 C2 H2B 110.7 . . ?
C4 C3 C2 127.77(13) . . ?
C8 C3 C2 112.01(11) . . ?
C8 C3 C4 120.18(13) . . ?
C3 C4 H4 120.5 . . ?
C5 C4 C3 118.94(14) . . ?
C5 C4 H4 120.5 . . ?
C4 C5 H5 119.6 . . ?
C4 C5 C6 120.87(13) . . ?
C6 C5 H5 119.6 . . ?
C5 C6 H6 119.8 . . ?
C5 C6 C7 120.31(13) . . ?
C7 C6 H6 119.8 . . ?
C6 C7 H7 120.7 . . ?
C8 C7 C6 118.64(14) . . ?
C8 C7 H7 120.7 . . ?
C3 C8 C7 121.04(12) . . ?
C3 C8 C9 111.37(11) . . ?
C7 C8 C9 127.29(12) . . ?
C8 C9 C1 103.50(10) . . ?
C8 C9 C10 109.06(10) . . ?
C8 C9 C15 115.32(10) . . ?
C10 C9 C1 107.49(9) . . ?
C15 C9 C1 111.15(10) . . ?
C15 C9 C10 109.90(10) . . ?
O11 C10 C9 120.18(12) . . ?
O11 C10 C12 122.09(12) . . ?
C12 C10 C9 117.71(11) . . ?
C10 C12 H12A 109.0 . . ?
C10 C12 H12B 109.0 . . ?
C10 C12 C13 112.83(11) . . ?
H12A C12 H12B 107.8 . . ?
C13 C12 H12A 109.0 . . ?
C13 C12 H12B 109.0 . . ?
C12 C13 C14 108.01(11) . . ?
C17 C13 C12 110.33(12) . . ?
C17 C13 C14 109.70(12) . . ?
C18 C13 C12 109.07(12) . . ?
C18 C13 C14 109.32(13) . . ?
C18 C13 C17 110.37(13) . . ?
C13 C14 H14A 109.6 . . ?
C13 C14 H14B 109.6 . . ?
H14A C14 H14B 108.1 . . ?
C15 C14 C13 110.28(11) . . ?
C15 C14 H14A 109.6 . . ?
C15 C14 H14B 109.6 . . ?
C14 C15 C9 116.28(10) . . ?
O16 C15 C9 121.79(12) . . ?
O16 C15 C14 121.91(12) . . ?
C13 C17 H17A 109.5 . . ?
C13 C17 H17B 109.5 . . ?
C13 C17 H17C 109.5 . . ?
H17A C17 H17B 109.5 . . ?
H17A C17 H17C 109.5 . . ?
H17B C17 H17C 109.5 . . ?
C13 C18 H18A 109.5 . . ?
C13 C18 H18B 109.5 . . ?
C13 C18 H18C 109.5 . . ?
H18A C18 H18B 109.5 . . ?
H18A C18 H18C 109.5 . . ?
H18B C18 H18C 109.5 . . ?
C1 C19 Cl20 115.14(9) . . ?
C21 C19 C1 123.59(11) . . ?
C21 C19 Cl20 121.10(10) . . ?
C19 C21 H21 115.5 . . ?
C19 C21 C22 129.00(12) . . ?
C22 C21 H21 115.5 . . ?
C23 C22 C21 122.54(12) . . ?
C27 C22 C21 118.73(12) . . ?
C27 C22 C23 118.68(12) . . ?
C22 C23 H23 119.8 . . ?
C24 C23 C22 120.48(13) . . ?
C24 C23 H23 119.8 . . ?
C23 C24 H24 119.9 . . ?
C25 C24 C23 120.14(13) . . ?
C25 C24 H24 119.9 . . ?
C24 C25 H25 120.1 . . ?
C26 C25 C24 119.84(13) . . ?
C26 C25 H25 120.1 . . ?
C25 C26 H26 120.0 . . ?
C25 C26 C27 120.06(14) . . ?
C27 C26 H26 120.0 . . ?
C22 C27 H27 119.6 . . ?
C26 C27 C22 120.78(13) . . ?
C26 C27 H27 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 -173.05(12) . . . . ?
C1 C2 C3 C8 9.22(14) . . . . ?
C1 C9 C10 O11 95.53(14) . . . . ?
C1 C9 C10 C12 -83.10(13) . . . . ?
C1 C9 C15 C14 75.30(14) . . . . ?
C1 C9 C15 O16 -106.48(14) . . . . ?
C1 C19 C21 C22 -177.59(12) . . . . ?
C2 C1 C9 C8 17.64(12) . . . . ?
C2 C1 C9 C10 -97.69(11) . . . . ?
C2 C1 C9 C15 142.01(10) . . . . ?
C2 C1 C19 Cl20 -53.91(13) . . . . ?
C2 C1 C19 C21 121.29(13) . . . . ?
C2 C3 C4 C5 -177.04(13) . . . . ?
C2 C3 C8 C7 176.89(11) . . . . ?
C2 C3 C8 C9 2.64(15) . . . . ?
C3 C4 C5 C6 0.2(2) . . . . ?
C3 C8 C9 C1 -12.89(13) . . . . ?
C3 C8 C9 C10 101.31(12) . . . . ?
C3 C8 C9 C15 -134.50(11) . . . . ?
C4 C3 C8 C7 -1.03(19) . . . . ?
C4 C3 C8 C9 -175.29(11) . . . . ?
C4 C5 C6 C7 -0.3(2) . . . . ?
C5 C6 C7 C8 -0.2(2) . . . . ?
C6 C7 C8 C3 0.84(19) . . . . ?
C6 C7 C8 C9 174.11(12) . . . . ?
C7 C8 C9 C1 173.29(12) . . . . ?
C7 C8 C9 C10 -72.50(15) . . . . ?
C7 C8 C9 C15 51.69(17) . . . . ?
C8 C3 C4 C5 0.52(19) . . . . ?
C8 C9 C10 O11 -16.05(16) . . . . ?
C8 C9 C10 C12 165.32(11) . . . . ?
C8 C9 C15 C14 -167.32(11) . . . . ?
C8 C9 C15 O16 10.91(18) . . . . ?
C9 C1 C2 C3 -16.37(13) . . . . ?
C9 C1 C19 Cl20 65.06(13) . . . . ?
C9 C1 C19 C21 -119.74(13) . . . . ?
C9 C10 C12 C13 -46.64(16) . . . . ?
C10 C9 C15 C14 -43.57(14) . . . . ?
C10 C9 C15 O16 134.65(13) . . . . ?
C10 C12 C13 C14 56.11(15) . . . . ?
C10 C12 C13 C17 -63.78(15) . . . . ?
C10 C12 C13 C18 174.83(13) . . . . ?
O11 C10 C12 C13 134.76(14) . . . . ?
C12 C13 C14 C15 -61.03(14) . . . . ?
C13 C14 C15 C9 57.56(15) . . . . ?
C13 C14 C15 O16 -120.66(14) . . . . ?
C15 C9 C10 O11 -143.37(12) . . . . ?
C15 C9 C10 C12 38.00(14) . . . . ?
C17 C13 C14 C15 59.26(15) . . . . ?
C18 C13 C14 C15 -179.59(12) . . . . ?
C19 C1 C2 C3 108.29(12) . . . . ?
C19 C1 C9 C8 -105.08(12) . . . . ?
C19 C1 C9 C10 139.59(11) . . . . ?
C19 C1 C9 C15 19.28(14) . . . . ?
C19 C21 C22 C23 -49.8(2) . . . . ?
C19 C21 C22 C27 132.78(15) . . . . ?
Cl20 C19 C21 C22 -2.7(2) . . . . ?
C21 C22 C23 C24 -177.35(13) . . . . ?
C21 C22 C27 C26 178.65(12) . . . . ?
C22 C23 C24 C25 -0.6(2) . . . . ?
C23 C22 C27 C26 1.1(2) . . . . ?
C23 C24 C25 C26 0.0(2) . . . . ?
C24 C25 C26 C27 1.2(2) . . . . ?
C25 C26 C27 C22 -1.8(2) . . . . ?
C27 C22 C23 C24 0.1(2) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-2 0 1 0.0038 -2.0001 0.0003 1.0026 -0.2330 -0.0380 0.0779
2 0 -1 0.0138 2.0001 -0.0003 -1.0026 0.2330 0.0380 -0.0779
0 0 1 0.0295 0.0001 -0.0000 0.9995 -0.0165 0.0570 -0.0002
0 0 -1 0.0295 -0.0001 0.0000 -0.9995 0.0165 -0.0570 0.0002
-3 -4 1 0.4083 -2.9972 -3.9979 1.0069 -0.0326 0.0067 1.0897
1 2 -1 0.4579 0.9985 1.9990 -1.0024 -0.0295 -0.0556 -0.5252
-1 0 -1 0.0119 -1.0003 0.0002 -0.9979 -0.0917 -0.1045 0.0393
1 0 1 0.0219 1.0003 -0.0002 0.9979 0.0917 0.1045 -0.0393

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
####################################################################### 
# 
# 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_ikhwld
_database_code_depnum_ccdc_archive 'CCDC 992453'
_audit_update_record             
;
2014-03-18 deposited with the CCDC.
2014-12-23 downloaded from the CCDC.
;

_nottingham_internal_coll_name   IKHWLD
_nottingham_internal_coll_number 13348
_nottingham_internal_coll_client IK/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_time '120.0000, 30.0000'
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   06/03/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user pczwl
_nottingham_internal_process_date 07/03/2014
_nottingham_internal_solution_user wl
_nottingham_internal_solution_date 7/3/2014
_nottingham_internal_refinement_user wl
_nottingham_internal_refinement_date 7/3/2014
_nottingham_internal_self_validation_user ?
_nottingham_internal_self_validation_date ?
_nottingham_internal_self_archive_date ?
_nottingham_internal_validation_user wl
_nottingham_internal_validation_date 17/3/2014
_nottingham_internal_archive_date 17/3/2014

_audit_creation_date             2014-03-10
_audit_creation_method           
;
Olex2 1.2
(compiled 2014.02.28 svn.r2899 for OlexSys, GUI svn.r4781)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C28 H25 N O2'
_chemical_formula_sum            'C28 H25 N O2'
_chemical_formula_weight         407.49
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C28 H25 N O2'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0311 0.0180 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/c 1'
_space_group_name_Hall           '-P 2ybc'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y-1/2, z-1/2'

_cell_length_a                   9.89753(16)
_cell_length_b                   24.4163(4)
_cell_length_c                   9.00094(16)
_cell_angle_alpha                90
_cell_angle_beta                 93.3654(14)
_cell_angle_gamma                90
_cell_volume                     2171.43(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4570
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      73.5420
_cell_measurement_theta_min      3.6230
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.611
_exptl_absorpt_correction_T_max  0.972
_exptl_absorpt_correction_T_min  0.915
_exptl_absorpt_correction_type   gaussian
_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)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.246
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       prism
_exptl_crystal_F_000             864
_exptl_crystal_recrystallization_method 
'crystallised by the slow evaporation of a solution of the compound in a mixture of ethyl acetate and petroleum ether'
_exptl_crystal_size_max          0.1796
_exptl_crystal_size_mid          0.0711
_exptl_crystal_size_min          0.0495
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0142
_diffrn_reflns_av_unetI/netI     0.0193
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.963
_diffrn_reflns_limit_h_max       12
_diffrn_reflns_limit_h_min       -10
_diffrn_reflns_limit_k_max       17
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       10
_diffrn_reflns_limit_l_min       -11
_diffrn_reflns_number            8618
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.963
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.245
_diffrn_reflns_theta_min         3.621
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3271
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.963
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'GV1000, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0518767000
_diffrn_orient_matrix_UB_12      -0.0252582000
_diffrn_orient_matrix_UB_13      0.1427523000
_diffrn_orient_matrix_UB_21      -0.1128987000
_diffrn_orient_matrix_UB_22      -0.0297545000
_diffrn_orient_matrix_UB_23      -0.0933828000
_diffrn_orient_matrix_UB_31      0.0940541000
_diffrn_orient_matrix_UB_32      -0.0496484000
_diffrn_orient_matrix_UB_33      -0.0166569000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3753
_reflns_number_total             4262
_reflns_odcompleteness_completeness 99.70
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.97
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_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_collection       
;
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_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.245
_refine_diff_density_min         -0.169
_refine_diff_density_rms         0.038
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     284
_refine_ls_number_reflns         4262
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0428
_refine_ls_R_factor_gt           0.0367
_refine_ls_restrained_S_all      1.023
_refine_ls_shift/su_max          0.001
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0492P)²+0.6285P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0920
_refine_ls_wR_factor_ref         0.0968
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups, All C(H,H,H,H,H,H) groups
2. Others
 Sof(H31D)=Sof(H31E)=Sof(H31F)=1-FVAR(1)
 Sof(H31A)=Sof(H31B)=Sof(H31C)=FVAR(1)
3.a Ternary CH refined with riding coordinates:
 C1(H1)
3.b Secondary CH2 refined with riding coordinates:
 C2(H2A,H2B)
3.c Aromatic/amide H refined with riding coordinates:
 C5(H5), C7(H7), C12(H12), C13(H13), C14(H14), C15(H15), C22(H22), C23(H23),
 C25(H25), C26(H26), C27(H27), C28(H28), C29(H29)
3.d Idealised Me refined as rotating group:
 C20(H20A,H20B,H20C), C30(H30A,H30B,H30C), C31(H31A,H31B,H31C), C31(H31D,H31E,
 H31F)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.89811(12) 0.42470(5) 0.04244(12) 0.0219(2) Uani 1 1 d . . . . .
H1 H 0.9810 0.4481 0.0533 0.026 Uiso 1 1 calc R . . . .
C2 C 0.79355(12) 0.45609(5) -0.05993(13) 0.0241(2) Uani 1 1 d . . . . .
H2A H 0.8388 0.4778 -0.1356 0.029 Uiso 1 1 calc R . . . .
H2B H 0.7281 0.4307 -0.1108 0.029 Uiso 1 1 calc R . . . .
C3 C 0.72485(11) 0.49275(5) 0.04701(13) 0.0222(2) Uani 1 1 d . . . . .
C4 C 0.64443(12) 0.53889(5) 0.01615(14) 0.0250(3) Uani 1 1 d . . . . .
C5 C 0.58800(12) 0.56493(5) 0.13594(15) 0.0273(3) Uani 1 1 d . . . . .
H5 H 0.5311 0.5957 0.1164 0.033 Uiso 1 1 calc R . . . .
C6 C 0.61152(12) 0.54771(5) 0.28308(15) 0.0274(3) Uani 1 1 d . . . . .
C7 C 0.69337(12) 0.50190(5) 0.31175(14) 0.0237(2) Uani 1 1 d . . . . .
H7 H 0.7112 0.4892 0.4107 0.028 Uiso 1 1 calc R . . . .
C8 C 0.74817(11) 0.47526(4) 0.19318(13) 0.0211(2) Uani 1 1 d . . . . .
C9 C 0.83558(11) 0.42328(4) 0.19789(12) 0.0201(2) Uani 1 1 d . . . . .
C10 C 0.73651(11) 0.37590(4) 0.21265(13) 0.0208(2) Uani 1 1 d . . . . .
C11 C 0.72797(12) 0.35168(4) 0.36115(13) 0.0221(2) Uani 1 1 d . . . . .
C12 C 0.62901(13) 0.31201(5) 0.38309(14) 0.0276(3) Uani 1 1 d . . . . .
H12 H 0.5651 0.3031 0.3039 0.033 Uiso 1 1 calc R . . . .
C13 C 0.62312(15) 0.28565(6) 0.51809(16) 0.0374(3) Uani 1 1 d . . . . .
H13 H 0.5571 0.2582 0.5318 0.045 Uiso 1 1 calc R . . . .
C14 C 0.71553(17) 0.30003(6) 0.63349(16) 0.0420(3) Uani 1 1 d . . . . .
H14 H 0.7117 0.2823 0.7271 0.050 Uiso 1 1 calc R . . . .
C15 C 0.81293(15) 0.33963(6) 0.61515(14) 0.0342(3) Uani 1 1 d . . . . .
H15 H 0.8745 0.3491 0.6961 0.041 Uiso 1 1 calc R . . . .
C16 C 0.82122(12) 0.36586(5) 0.47792(13) 0.0233(2) Uani 1 1 d . . . . .
N17 N 0.92488(10) 0.40415(4) 0.45772(11) 0.0228(2) Uani 1 1 d . . . . .
C18 C 0.94546(11) 0.42871(4) 0.32338(13) 0.0212(2) Uani 1 1 d . . . . .
O19 O 0.66551(8) 0.36029(3) 0.10555(9) 0.0271(2) Uani 1 1 d . . . . .
C20 C 1.02648(14) 0.41396(6) 0.58016(15) 0.0334(3) Uani 1 1 d . . . . .
H20A H 1.0720 0.3795 0.6075 0.050 Uiso 1 1 calc GR . . . .
H20B H 0.9820 0.4285 0.6663 0.050 Uiso 1 1 calc GR . . . .
H20C H 1.0933 0.4405 0.5484 0.050 Uiso 1 1 calc GR . . . .
O21 O 1.04569(9) 0.45656(4) 0.30650(10) 0.0294(2) Uani 1 1 d . . . . .
C22 C 0.94168(12) 0.36999(5) -0.01321(12) 0.0230(2) Uani 1 1 d . . . . .
H22 H 0.8766 0.3414 -0.0219 0.028 Uiso 1 1 calc R . . . .
C23 C 1.06713(12) 0.35955(5) -0.05103(13) 0.0245(2) Uani 1 1 d . . . . .
H23 H 1.1306 0.3886 -0.0389 0.029 Uiso 1 1 calc R . . . .
C24 C 1.11790(12) 0.30760(5) -0.10980(13) 0.0244(2) Uani 1 1 d . . . . .
C25 C 1.04994(16) 0.25820(6) -0.10211(18) 0.0412(3) Uani 1 1 d . . . . .
H25 H 0.9664 0.2567 -0.0555 0.049 Uiso 1 1 calc R . . . .
C26 C 1.10235(17) 0.21115(6) -0.1614(2) 0.0482(4) Uani 1 1 d . . . . .
H26 H 1.0539 0.1777 -0.1553 0.058 Uiso 1 1 calc R . . . .
C27 C 1.22319(15) 0.21170(6) -0.22915(17) 0.0379(3) Uani 1 1 d . . . . .
H27 H 1.2588 0.1790 -0.2688 0.045 Uiso 1 1 calc R . . . .
C28 C 1.29129(15) 0.26025(6) -0.2383(2) 0.0460(4) Uani 1 1 d . . . . .
H28 H 1.3746 0.2614 -0.2856 0.055 Uiso 1 1 calc R . . . .
C29 C 1.23956(14) 0.30765(6) -0.17907(19) 0.0394(3) Uani 1 1 d . . . . .
H29 H 1.2884 0.3410 -0.1860 0.047 Uiso 1 1 calc R . . . .
C30 C 0.62200(13) 0.55987(5) -0.14027(15) 0.0307(3) Uani 1 1 d . . . . .
H30A H 0.5685 0.5332 -0.2000 0.046 Uiso 1 1 calc GR . . . .
H30B H 0.7096 0.5653 -0.1836 0.046 Uiso 1 1 calc GR . . . .
H30C H 0.5733 0.5948 -0.1392 0.046 Uiso 1 1 calc GR . . . .
C31 C 0.55111(15) 0.57828(6) 0.40907(18) 0.0392(3) Uani 1 1 d . . . . .
H31A H 0.5232 0.5521 0.4839 0.059 Uiso 0.54(4) 1 calc GR . P A 1
H31B H 0.4722 0.5992 0.3704 0.059 Uiso 0.54(4) 1 calc GR . P A 1
H31C H 0.6187 0.6034 0.4547 0.059 Uiso 0.54(4) 1 calc GR . P A 1
H31D H 0.5743 0.6172 0.4030 0.059 Uiso 0.46(4) 1 calc GR . P A 2
H31E H 0.5874 0.5634 0.5044 0.059 Uiso 0.46(4) 1 calc GR . P A 2
H31F H 0.4525 0.5741 0.4016 0.059 Uiso 0.46(4) 1 calc GR . P A 2


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 H1 1.0000 . ?
C1 C2 1.5477(16) . ?
C1 C9 1.5632(15) . ?
C1 C22 1.4987(15) . ?
C2 H2A 0.9900 . ?
C2 H2B 0.9900 . ?
C2 C3 1.5057(16) . ?
C3 C4 1.3978(16) . ?
C3 C8 1.3896(16) . ?
C4 C5 1.3962(18) . ?
C4 C30 1.5024(17) . ?
C5 H5 0.9500 . ?
C5 C6 1.3960(19) . ?
C6 C7 1.3964(17) . ?
C6 C31 1.5100(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.3870(16) . ?
C8 C9 1.5353(15) . ?
C9 C10 1.5274(15) . ?
C9 C18 1.5271(16) . ?
C10 C11 1.4685(16) . ?
C10 O19 1.2201(14) . ?
C11 C12 1.3998(16) . ?
C11 C16 1.4009(17) . ?
C12 H12 0.9500 . ?
C12 C13 1.3793(19) . ?
C13 H13 0.9500 . ?
C13 C14 1.388(2) . ?
C14 H14 0.9500 . ?
C14 C15 1.382(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.3980(17) . ?
C16 N17 1.4077(15) . ?
N17 C18 1.3756(15) . ?
N17 C20 1.4673(15) . ?
C18 O21 1.2194(14) . ?
C20 H20A 0.9800 . ?
C20 H20B 0.9800 . ?
C20 H20C 0.9800 . ?
C22 H22 0.9500 . ?
C22 C23 1.3312(17) . ?
C23 H23 0.9500 . ?
C23 C24 1.4739(16) . ?
C24 C25 1.3848(18) . ?
C24 C29 1.3881(18) . ?
C25 H25 0.9500 . ?
C25 C26 1.381(2) . ?
C26 H26 0.9500 . ?
C26 C27 1.374(2) . ?
C27 H27 0.9500 . ?
C27 C28 1.368(2) . ?
C28 H28 0.9500 . ?
C28 C29 1.385(2) . ?
C29 H29 0.9500 . ?
C30 H30A 0.9800 . ?
C30 H30B 0.9800 . ?
C30 H30C 0.9800 . ?
C31 H31A 0.9800 . ?
C31 H31B 0.9800 . ?
C31 H31C 0.9800 . ?
C31 H31D 0.9800 . ?
C31 H31E 0.9800 . ?
C31 H31F 0.9800 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 H1 106.9 . . ?
C2 C1 C9 104.94(9) . . ?
C9 C1 H1 106.9 . . ?
C22 C1 H1 106.9 . . ?
C22 C1 C2 115.97(10) . . ?
C22 C1 C9 114.59(9) . . ?
C1 C2 H2A 111.2 . . ?
C1 C2 H2B 111.2 . . ?
H2A C2 H2B 109.1 . . ?
C3 C2 C1 103.01(9) . . ?
C3 C2 H2A 111.2 . . ?
C3 C2 H2B 111.2 . . ?
C4 C3 C2 128.71(11) . . ?
C8 C3 C2 111.49(10) . . ?
C8 C3 C4 119.79(11) . . ?
C3 C4 C30 120.80(11) . . ?
C5 C4 C3 117.54(11) . . ?
C5 C4 C30 121.65(11) . . ?
C4 C5 H5 118.5 . . ?
C6 C5 C4 122.93(11) . . ?
C6 C5 H5 118.5 . . ?
C5 C6 C7 118.63(11) . . ?
C5 C6 C31 120.82(12) . . ?
C7 C6 C31 120.55(12) . . ?
C6 C7 H7 120.6 . . ?
C8 C7 C6 118.83(11) . . ?
C8 C7 H7 120.6 . . ?
C3 C8 C9 110.01(10) . . ?
C7 C8 C3 122.26(11) . . ?
C7 C8 C9 127.70(10) . . ?
C8 C9 C1 102.07(9) . . ?
C10 C9 C1 112.62(9) . . ?
C10 C9 C8 105.37(9) . . ?
C18 C9 C1 110.98(9) . . ?
C18 C9 C8 108.93(9) . . ?
C18 C9 C10 115.75(9) . . ?
C11 C10 C9 117.11(10) . . ?
O19 C10 C9 120.71(10) . . ?
O19 C10 C11 122.15(10) . . ?
C12 C11 C10 119.02(11) . . ?
C12 C11 C16 120.05(11) . . ?
C16 C11 C10 120.85(10) . . ?
C11 C12 H12 119.6 . . ?
C13 C12 C11 120.88(12) . . ?
C13 C12 H12 119.6 . . ?
C12 C13 H13 120.6 . . ?
C12 C13 C14 118.76(12) . . ?
C14 C13 H13 120.6 . . ?
C13 C14 H14 119.3 . . ?
C15 C14 C13 121.41(13) . . ?
C15 C14 H14 119.3 . . ?
C14 C15 H15 119.9 . . ?
C14 C15 C16 120.24(13) . . ?
C16 C15 H15 119.9 . . ?
C11 C16 N17 121.35(10) . . ?
C15 C16 C11 118.65(11) . . ?
C15 C16 N17 119.96(11) . . ?
C16 N17 C20 118.95(10) . . ?
C18 N17 C16 123.34(10) . . ?
C18 N17 C20 117.31(10) . . ?
N17 C18 C9 118.47(10) . . ?
O21 C18 C9 120.36(10) . . ?
O21 C18 N17 121.07(11) . . ?
N17 C20 H20A 109.5 . . ?
N17 C20 H20B 109.5 . . ?
N17 C20 H20C 109.5 . . ?
H20A C20 H20B 109.5 . . ?
H20A C20 H20C 109.5 . . ?
H20B C20 H20C 109.5 . . ?
C1 C22 H22 118.4 . . ?
C23 C22 C1 123.17(11) . . ?
C23 C22 H22 118.4 . . ?
C22 C23 H23 116.6 . . ?
C22 C23 C24 126.83(11) . . ?
C24 C23 H23 116.6 . . ?
C25 C24 C23 123.70(11) . . ?
C25 C24 C29 117.38(12) . . ?
C29 C24 C23 118.91(11) . . ?
C24 C25 H25 119.6 . . ?
C26 C25 C24 120.71(13) . . ?
C26 C25 H25 119.6 . . ?
C25 C26 H26 119.3 . . ?
C27 C26 C25 121.33(13) . . ?
C27 C26 H26 119.3 . . ?
C26 C27 H27 120.7 . . ?
C28 C27 C26 118.68(13) . . ?
C28 C27 H27 120.7 . . ?
C27 C28 H28 119.8 . . ?
C27 C28 C29 120.41(13) . . ?
C29 C28 H28 119.8 . . ?
C24 C29 H29 119.3 . . ?
C28 C29 C24 121.48(12) . . ?
C28 C29 H29 119.3 . . ?
C4 C30 H30A 109.5 . . ?
C4 C30 H30B 109.5 . . ?
C4 C30 H30C 109.5 . . ?
H30A C30 H30B 109.5 . . ?
H30A C30 H30C 109.5 . . ?
H30B C30 H30C 109.5 . . ?
C6 C31 H31A 109.5 . . ?
C6 C31 H31B 109.5 . . ?
C6 C31 H31C 109.5 . . ?
C6 C31 H31D 109.5 . . ?
C6 C31 H31E 109.5 . . ?
C6 C31 H31F 109.5 . . ?
H31A C31 H31B 109.5 . . ?
H31A C31 H31C 109.5 . . ?
H31B C31 H31C 109.5 . . ?
H31D C31 H31E 109.5 . . ?
H31D C31 H31F 109.5 . . ?
H31E C31 H31F 109.5 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 163.69(11) . . . . ?
C1 C2 C3 C8 -17.11(12) . . . . ?
C1 C9 C10 C11 147.80(10) . . . . ?
C1 C9 C10 O19 -34.16(14) . . . . ?
C1 C9 C18 N17 -150.26(10) . . . . ?
C1 C9 C18 O21 33.41(14) . . . . ?
C1 C22 C23 C24 -178.48(11) . . . . ?
C2 C1 C9 C8 -27.80(11) . . . . ?
C2 C1 C9 C10 84.69(11) . . . . ?
C2 C1 C9 C18 -143.73(9) . . . . ?
C2 C1 C22 C23 113.84(13) . . . . ?
C2 C3 C4 C5 177.76(11) . . . . ?
C2 C3 C4 C30 -3.18(18) . . . . ?
C2 C3 C8 C7 -178.85(10) . . . . ?
C2 C3 C8 C9 -0.80(13) . . . . ?
C3 C4 C5 C6 1.72(17) . . . . ?
C3 C8 C9 C1 18.11(11) . . . . ?
C3 C8 C9 C10 -99.70(10) . . . . ?
C3 C8 C9 C18 135.52(10) . . . . ?
C4 C3 C8 C7 0.43(17) . . . . ?
C4 C3 C8 C9 178.48(10) . . . . ?
C4 C5 C6 C7 -1.05(18) . . . . ?
C4 C5 C6 C31 178.29(11) . . . . ?
C5 C6 C7 C8 0.02(17) . . . . ?
C6 C7 C8 C3 0.27(17) . . . . ?
C6 C7 C8 C9 -177.40(10) . . . . ?
C7 C8 C9 C1 -163.98(11) . . . . ?
C7 C8 C9 C10 78.21(14) . . . . ?
C7 C8 C9 C18 -46.57(15) . . . . ?
C8 C3 C4 C5 -1.38(16) . . . . ?
C8 C3 C4 C30 177.68(10) . . . . ?
C8 C9 C10 C11 -101.75(11) . . . . ?
C8 C9 C10 O19 76.29(13) . . . . ?
C8 C9 C18 N17 98.14(11) . . . . ?
C8 C9 C18 O21 -78.19(13) . . . . ?
C9 C1 C2 C3 27.57(11) . . . . ?
C9 C1 C22 C23 -123.60(12) . . . . ?
C9 C10 C11 C12 173.57(10) . . . . ?
C9 C10 C11 C16 -9.53(15) . . . . ?
C10 C9 C18 N17 -20.31(14) . . . . ?
C10 C9 C18 O21 163.36(10) . . . . ?
C10 C11 C12 C13 175.73(11) . . . . ?
C10 C11 C16 C15 -176.82(11) . . . . ?
C10 C11 C16 N17 0.81(17) . . . . ?
C11 C12 C13 C14 1.4(2) . . . . ?
C11 C16 N17 C18 -2.35(17) . . . . ?
C11 C16 N17 C20 -174.87(11) . . . . ?
C12 C11 C16 C15 0.04(17) . . . . ?
C12 C11 C16 N17 177.67(10) . . . . ?
C12 C13 C14 C15 -0.5(2) . . . . ?
C13 C14 C15 C16 -0.7(2) . . . . ?
C14 C15 C16 C11 0.9(2) . . . . ?
C14 C15 C16 N17 -176.79(13) . . . . ?
C15 C16 N17 C18 175.25(11) . . . . ?
C15 C16 N17 C20 2.73(17) . . . . ?
C16 C11 C12 C13 -1.20(18) . . . . ?
C16 N17 C18 C9 12.52(16) . . . . ?
C16 N17 C18 O21 -171.18(11) . . . . ?
C18 C9 C10 C11 18.65(14) . . . . ?
C18 C9 C10 O19 -163.32(10) . . . . ?
O19 C10 C11 C12 -4.43(17) . . . . ?
O19 C10 C11 C16 172.47(11) . . . . ?
C20 N17 C18 C9 -174.84(10) . . . . ?
C20 N17 C18 O21 1.46(16) . . . . ?
C22 C1 C2 C3 155.09(9) . . . . ?
C22 C1 C9 C8 -156.15(9) . . . . ?
C22 C1 C9 C10 -43.66(13) . . . . ?
C22 C1 C9 C18 87.92(12) . . . . ?
C22 C23 C24 C25 -15.6(2) . . . . ?
C22 C23 C24 C29 163.43(13) . . . . ?
C23 C24 C25 C26 179.03(15) . . . . ?
C23 C24 C29 C28 -179.06(14) . . . . ?
C24 C25 C26 C27 0.3(3) . . . . ?
C25 C24 C29 C28 0.0(2) . . . . ?
C25 C26 C27 C28 -0.6(3) . . . . ?
C26 C27 C28 C29 0.6(3) . . . . ?
C27 C28 C29 C24 -0.3(3) . . . . ?
C29 C24 C25 C26 0.0(2) . . . . ?
C30 C4 C5 C6 -177.33(11) . . . . ?
C31 C6 C7 C8 -179.32(11) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
2 1 0 0.0323 2.0013 0.9951 -0.0018 -0.1292 -0.2554 0.1389
-2 -1 0 0.0323 -2.0013 -0.9951 0.0018 0.1292 0.2554 -0.1389
0 -1 0 0.0162 -0.0002 -0.9995 0.0001 0.0253 0.0298 0.0496
0 1 0 0.0332 0.0002 0.9995 -0.0001 -0.0253 -0.0298 -0.0496
1 -2 -5 0.0835 0.9970 -2.0010 -4.9986 -0.7147 0.4138 0.2764
-1 2 5 0.0835 -0.9970 2.0010 4.9986 0.7147 -0.4138 -0.2764
2 -5 0 0.0267 1.9999 -5.0020 -0.0014 0.0224 -0.0768 0.4365
-2 5 0 0.0415 -1.9999 5.0020 0.0014 -0.0224 0.0768 -0.4365
-2 5 -1 0.0577 -2.0005 5.0021 -0.9982 -0.1651 0.1702 -0.4199
-2 -5 -2 0.0628 -2.0036 -4.9930 -1.9970 -0.0550 0.5612 0.0927
4 3 -4 0.0700 4.0004 2.9899 -4.0021 -0.8544 -0.1669 0.2945
0 5 -1 0.0512 0.0006 4.9976 -1.0000 -0.2690 -0.0554 -0.2314

_olex2_computing_structure_refinement_long 'ShelXL (Sheldrick, 2008)'
####################################################################### 
# 
# 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_schwla
_database_code_depnum_ccdc_archive 'CCDC 992454'
_audit_update_record             
;
2014-03-18 deposited with the CCDC.
2014-12-23 downloaded from the CCDC.
;

_nottingham_internal_coll_name   SCHWLA
_nottingham_internal_coll_number 13133
_nottingham_internal_coll_client SC/HWL
_nottingham_internal_coll_type   custom
_nottingham_internal_coll_frame_time 1.0000
_nottingham_internal_coll_frame_width 1.0000
_nottingham_internal_coll_frame_method 'omega scans'
_nottingham_internal_coll_user   pczwl
_nottingham_internal_coll_date   07/01/2014
_nottingham_internal_coll_location NOTTS
_nottingham_internal_NCS_number  ?
_nottingham_internal_process_user pczwl
_nottingham_internal_process_date 07/01/2014
_nottingham_internal_solution_user wl
_nottingham_internal_solution_date 7/1/2014
_nottingham_internal_refinement_user wl
_nottingham_internal_refinement_date 7/1/2014
_nottingham_internal_validation_user wl
_nottingham_internal_validation_date 7/1/2014
_nottingham_internal_archive_date 29/1/2014


_audit_creation_date             2014-01-07
_audit_creation_method           
;
Olex2 1.2
(compiled 2013.11.15 svn.r2834 for OlexSys, GUI svn.r4720)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        
;
 ?
;
_chemical_formula_moiety         'C26 H20 O'
_chemical_formula_sum            'C26 H20 O'
_chemical_formula_weight         348.42
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C26 H26 O'
_chemical_oxdiff_usercomment     
'SCHWLA #13133 IN FOMBLIN FILM ON MICROMOUNT FOR SC/HWL'
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0492 0.0322 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'

_shelx_space_group_comment       
;
The symmetry employed for this shelxl refinement is uniquely defined
by the following loop, which should always be used as a source of
symmetry information in preference to the above space-group names.
They are only intended as comments.
;
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_H-M_alt        'P 1 21/n 1'
_space_group_name_Hall           '-P 2yn'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'

_cell_length_a                   9.3875(3)
_cell_length_b                   10.8930(4)
_cell_length_c                   18.5220(7)
_cell_angle_alpha                90
_cell_angle_beta                 95.417(3)
_cell_angle_gamma                90
_cell_volume                     1885.56(12)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    5106
_cell_measurement_temperature    120(2)
_cell_measurement_theta_max      74.3330
_cell_measurement_theta_min      4.7800
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.563
_exptl_absorpt_correction_T_max  1.000
_exptl_absorpt_correction_T_min  0.397
_exptl_absorpt_correction_type   gaussian
_exptl_absorpt_process_details   
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
Numerical absorption correction based on gaussian integration over
			a multifaceted crystal model
;
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             736
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 
'crystallised by the diffusion of ethyl acetate vapor into a hexane solution of the compound'
_exptl_crystal_size_max          0.4668
_exptl_crystal_size_mid          0.445
_exptl_crystal_size_min          0.141
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0185
_diffrn_reflns_av_unetI/netI     0.0191
_diffrn_reflns_Laue_measured_fraction_full 0.997
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       19
_diffrn_reflns_limit_l_min       -23
_diffrn_reflns_number            9522
_diffrn_reflns_point_group_measured_fraction_full 0.997
_diffrn_reflns_point_group_measured_fraction_max 0.972
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         74.580
_diffrn_reflns_theta_min         4.715
_diffrn_ambient_temperature      120(2)
_diffrn_detector                 'CCD area detector'
_diffrn_detector_area_resol_mean 10.3613
_diffrn_detector_type            'Agilent Diffraction Atlas detector'
_diffrn_measured_fraction_theta_full 0.997
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_device       'κ-geometry diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1529148000
_diffrn_orient_matrix_UB_12      0.0496684000
_diffrn_orient_matrix_UB_13      0.0032367000
_diffrn_orient_matrix_UB_21      0.0325822000
_diffrn_orient_matrix_UB_22      0.1059838000
_diffrn_orient_matrix_UB_23      -0.0509563000
_diffrn_orient_matrix_UB_31      -0.0521418000
_diffrn_orient_matrix_UB_32      -0.0794490000
_diffrn_orient_matrix_UB_33      -0.0661184000
_diffrn_radiation_collimation    'focusing mirrors'
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'microfocus sealed tube'
_diffrn_source_target            Cu
_diffrn_source_type              'Agilent Diffraction microfocus tube'
_reflns_Friedel_coverage         0.000
_reflns_Friedel_fraction_full    .
_reflns_Friedel_fraction_max     .
_reflns_number_gt                3329
_reflns_number_total             3751
_reflns_odcompleteness_completeness 99.69
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     67.13
_reflns_special_details          
;
 Reflections were merged by SHELXL according to the crystal
 class for the calculation of statistics and refinement.
 
 _reflns_Friedel_fraction is defined as the number of unique
 Friedel pairs measured divided by the number that would be
 possible theoretically, ignoring centric projections and
 systematic absences.
;
_reflns_threshold_expression     'I > 2σ(I)'
_computing_cell_refinement       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_collection       
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_data_reduction        
;
CrysAlisPro, Agilent Technologies,
Version 1.171.36.32 (release 02-08-2013 CrysAlis171 .NET)
(compiled Aug  2 2013,16:46:58)
;
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2008)'
_computing_structure_solution    'olex2.solve (Bourhis et al., 2013)'
_refine_diff_density_max         0.230
_refine_diff_density_min         -0.188
_refine_diff_density_rms         0.037
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.038
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     244
_refine_ls_number_reflns         3751
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0424
_refine_ls_R_factor_gt           0.0378
_refine_ls_restrained_S_all      1.038
_refine_ls_shift/su_max          0.000
_refine_ls_shift/su_mean         0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details     
'w=1/[σ²(Fo²)+(0.0529P)²+0.3497P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0968
_refine_ls_wR_factor_ref         0.1008
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
2.a Ternary CH refined with riding coordinates:
 C11(H11)
2.b Secondary CH2 refined with riding coordinates:
 C12(H12A,H12B)
2.c Aromatic/amide H refined with riding coordinates:
 C3(H3), C4(H4), C6(H6), C7(H7), C8(H8), C9(H9), C14(H14), C15(H15), C16(H16),
 C17(H17), C19(H19), C20(H20), C22(H22), C23(H23), C24(H24), C25(H25), C26(H26)
;
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     iterative
_atom_sites_solution_secondary   difmap
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
C1 C 0.67155(11) 0.62839(10) 0.36854(5) 0.0238(2) Uani 1 1 d . . . . .
C2 C 0.61305(11) 0.62098(9) 0.44325(6) 0.0266(2) Uani 1 1 d . . . . .
C3 C 0.71457(13) 0.60638(10) 0.50722(6) 0.0318(3) Uani 1 1 d . . . . .
H3 H 0.6798 0.5869 0.5524 0.038 Uiso 1 1 calc R . . . .
C4 C 0.85513(13) 0.61963(10) 0.50399(6) 0.0324(3) Uani 1 1 d . . . . .
H4 H 0.9169 0.6099 0.5473 0.039 Uiso 1 1 calc R . . . .
C5 C 0.91818(11) 0.64825(10) 0.43715(6) 0.0273(2) Uani 1 1 d . . . . .
C6 C 1.06530(12) 0.66870(11) 0.43774(7) 0.0336(3) Uani 1 1 d . . . . .
H6 H 1.1247 0.6613 0.4820 0.040 Uiso 1 1 calc R . . . .
C7 C 1.12561(12) 0.69949(11) 0.37498(7) 0.0348(3) Uani 1 1 d . . . . .
H7 H 1.2258 0.7128 0.3758 0.042 Uiso 1 1 calc R . . . .
C8 C 1.03804(12) 0.71072(10) 0.31088(7) 0.0325(3) Uani 1 1 d . . . . .
H8 H 1.0782 0.7331 0.2675 0.039 Uiso 1 1 calc R . . . .
C9 C 0.89204(11) 0.68956(10) 0.30944(6) 0.0279(2) Uani 1 1 d . . . . .
H9 H 0.8336 0.6969 0.2649 0.033 Uiso 1 1 calc R . . . .
C10 C 0.82984(11) 0.65783(9) 0.37206(5) 0.0238(2) Uani 1 1 d . . . . .
C11 C 0.64101(11) 0.49905(10) 0.32973(6) 0.0276(2) Uani 1 1 d . . . . .
H11 H 0.7097 0.4900 0.2920 0.033 Uiso 1 1 calc R . . . .
C12 C 0.48975(12) 0.51315(12) 0.29004(7) 0.0364(3) Uani 1 1 d . . . . .
H12A H 0.4809 0.4664 0.2440 0.044 Uiso 1 1 calc R . . . .
H12B H 0.4159 0.4841 0.3208 0.044 Uiso 1 1 calc R . . . .
C13 C 0.47528(11) 0.64806(12) 0.27601(6) 0.0339(3) Uani 1 1 d . . . . .
C14 C 0.37757(13) 0.71021(16) 0.22801(7) 0.0461(4) Uani 1 1 d . . . . .
H14 H 0.3088 0.6660 0.1973 0.055 Uiso 1 1 calc R . . . .
C15 C 0.38163(14) 0.83664(16) 0.22551(8) 0.0530(4) Uani 1 1 d . . . . .
H15 H 0.3159 0.8796 0.1925 0.064 Uiso 1 1 calc R . . . .
C16 C 0.48073(14) 0.90191(14) 0.27080(8) 0.0490(4) Uani 1 1 d . . . . .
H16 H 0.4809 0.9891 0.2692 0.059 Uiso 1 1 calc R . . . .
C17 C 0.57963(13) 0.84074(12) 0.31838(7) 0.0365(3) Uani 1 1 d . . . . .
H17 H 0.6480 0.8851 0.3492 0.044 Uiso 1 1 calc R . . . .
C18 C 0.57641(11) 0.71345(11) 0.31990(6) 0.0283(2) Uani 1 1 d . . . . .
C19 C 0.65559(12) 0.38787(10) 0.37723(6) 0.0296(2) Uani 1 1 d . . . . .
H19 H 0.5969 0.3829 0.4162 0.036 Uiso 1 1 calc R . . . .
C20 C 0.74498(11) 0.29555(10) 0.36868(6) 0.0278(2) Uani 1 1 d . . . . .
H20 H 0.8089 0.3052 0.3322 0.033 Uiso 1 1 calc R . . . .
C21 C 0.75510(11) 0.17985(10) 0.40992(6) 0.0288(2) Uani 1 1 d . . . . .
C22 C 0.85728(13) 0.09299(11) 0.39463(7) 0.0353(3) Uani 1 1 d . . . . .
H22 H 0.9173 0.1091 0.3572 0.042 Uiso 1 1 calc R . . . .
C23 C 0.87305(14) -0.01587(12) 0.43275(8) 0.0428(3) Uani 1 1 d . . . . .
H23 H 0.9428 -0.0740 0.4212 0.051 Uiso 1 1 calc R . . . .
C24 C 0.78723(14) -0.04021(12) 0.48774(7) 0.0429(3) Uani 1 1 d . . . . .
H24 H 0.7985 -0.1146 0.5145 0.051 Uiso 1 1 calc R . . . .
C25 C 0.68503(14) 0.04434(12) 0.50357(7) 0.0396(3) Uani 1 1 d . . . . .
H25 H 0.6258 0.0278 0.5413 0.048 Uiso 1 1 calc R . . . .
C26 C 0.66816(13) 0.15272(11) 0.46507(6) 0.0347(3) Uani 1 1 d . . . . .
H26 H 0.5966 0.2095 0.4762 0.042 Uiso 1 1 calc R . . . .
O27 O 0.48404(8) 0.62265(8) 0.44765(4) 0.0337(2) Uani 1 1 d . . . . .


_geom_special_details            
;
 All esds (except the esd in the dihedral angle between two l.s. planes)
 are estimated using the full covariance matrix.  The cell esds are taken
 into account individually in the estimation of esds in distances, angles
 and torsion angles; correlations between esds in cell parameters are only
 used when they are defined by crystal symmetry.  An approximate (isotropic)
 treatment of cell esds is used for estimating esds involving l.s. planes.
;
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
_geom_bond_publ_flag
C1 C2 1.5384(14) . ?
C1 C10 1.5156(14) . ?
C1 C11 1.5953(15) . ?
C1 C18 1.5217(14) . ?
C2 C3 1.4575(15) . ?
C2 O27 1.2216(13) . ?
C3 H3 0.9500 . ?
C3 C4 1.3343(17) . ?
C4 H4 0.9500 . ?
C4 C5 1.4555(16) . ?
C5 C6 1.3980(16) . ?
C5 C10 1.4012(14) . ?
C6 H6 0.9500 . ?
C6 C7 1.3814(18) . ?
C7 H7 0.9500 . ?
C7 C8 1.3844(17) . ?
C8 H8 0.9500 . ?
C8 C9 1.3876(15) . ?
C9 H9 0.9500 . ?
C9 C10 1.3904(15) . ?
C11 H11 1.0000 . ?
C11 C12 1.5437(15) . ?
C11 C19 1.4956(15) . ?
C12 H12A 0.9900 . ?
C12 H12B 0.9900 . ?
C12 C13 1.4963(18) . ?
C13 C14 1.3915(17) . ?
C13 C18 1.3870(16) . ?
C14 H14 0.9500 . ?
C14 C15 1.379(2) . ?
C15 H15 0.9500 . ?
C15 C16 1.388(2) . ?
C16 H16 0.9500 . ?
C16 C17 1.3885(17) . ?
C17 H17 0.9500 . ?
C17 C18 1.3873(17) . ?
C19 H19 0.9500 . ?
C19 C20 1.3288(16) . ?
C20 H20 0.9500 . ?
C20 C21 1.4722(16) . ?
C21 C22 1.3952(16) . ?
C21 C26 1.3980(16) . ?
C22 H22 0.9500 . ?
C22 C23 1.3809(18) . ?
C23 H23 0.9500 . ?
C23 C24 1.3827(19) . ?
C24 H24 0.9500 . ?
C24 C25 1.3812(18) . ?
C25 H25 0.9500 . ?
C25 C26 1.3806(17) . ?
C26 H26 0.9500 . ?

loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C2 C1 C11 107.14(8) . . ?
C10 C1 C2 113.84(8) . . ?
C10 C1 C11 109.88(8) . . ?
C10 C1 C18 114.52(8) . . ?
C18 C1 C2 108.97(8) . . ?
C18 C1 C11 101.57(8) . . ?
C3 C2 C1 118.39(9) . . ?
O27 C2 C1 119.97(10) . . ?
O27 C2 C3 121.58(10) . . ?
C2 C3 H3 119.2 . . ?
C4 C3 C2 121.68(10) . . ?
C4 C3 H3 119.2 . . ?
C3 C4 H4 118.5 . . ?
C3 C4 C5 122.99(10) . . ?
C5 C4 H4 118.5 . . ?
C6 C5 C4 120.55(10) . . ?
C6 C5 C10 119.92(10) . . ?
C10 C5 C4 119.52(10) . . ?
C5 C6 H6 119.5 . . ?
C7 C6 C5 121.01(11) . . ?
C7 C6 H6 119.5 . . ?
C6 C7 H7 120.5 . . ?
C6 C7 C8 119.06(10) . . ?
C8 C7 H7 120.5 . . ?
C7 C8 H8 119.8 . . ?
C7 C8 C9 120.48(11) . . ?
C9 C8 H8 119.8 . . ?
C8 C9 H9 119.4 . . ?
C8 C9 C10 121.14(10) . . ?
C10 C9 H9 119.4 . . ?
C5 C10 C1 121.30(9) . . ?
C9 C10 C1 120.26(9) . . ?
C9 C10 C5 118.37(10) . . ?
C1 C11 H11 107.6 . . ?
C12 C11 C1 104.17(9) . . ?
C12 C11 H11 107.6 . . ?
C19 C11 C1 116.58(8) . . ?
C19 C11 H11 107.6 . . ?
C19 C11 C12 112.94(9) . . ?
C11 C12 H12A 110.9 . . ?
C11 C12 H12B 110.9 . . ?
H12A C12 H12B 108.9 . . ?
C13 C12 C11 104.17(9) . . ?
C13 C12 H12A 110.9 . . ?
C13 C12 H12B 110.9 . . ?
C14 C13 C12 129.23(12) . . ?
C18 C13 C12 110.90(10) . . ?
C18 C13 C14 119.87(13) . . ?
C13 C14 H14 120.4 . . ?
C15 C14 C13 119.26(13) . . ?
C15 C14 H14 120.4 . . ?
C14 C15 H15 119.7 . . ?
C14 C15 C16 120.69(12) . . ?
C16 C15 H15 119.7 . . ?
C15 C16 H16 119.7 . . ?
C15 C16 C17 120.50(14) . . ?
C17 C16 H16 119.7 . . ?
C16 C17 H17 120.7 . . ?
C18 C17 C16 118.55(13) . . ?
C18 C17 H17 120.7 . . ?
C13 C18 C1 111.42(10) . . ?
C13 C18 C17 121.09(11) . . ?
C17 C18 C1 127.44(10) . . ?
C11 C19 H19 117.7 . . ?
C20 C19 C11 124.51(10) . . ?
C20 C19 H19 117.7 . . ?
C19 C20 H20 116.7 . . ?
C19 C20 C21 126.63(10) . . ?
C21 C20 H20 116.7 . . ?
C22 C21 C20 119.16(10) . . ?
C22 C21 C26 117.70(11) . . ?
C26 C21 C20 123.13(10) . . ?
C21 C22 H22 119.3 . . ?
C23 C22 C21 121.41(11) . . ?
C23 C22 H22 119.3 . . ?
C22 C23 H23 120.0 . . ?
C22 C23 C24 119.97(12) . . ?
C24 C23 H23 120.0 . . ?
C23 C24 H24 120.2 . . ?
C25 C24 C23 119.55(12) . . ?
C25 C24 H24 120.2 . . ?
C24 C25 H25 119.7 . . ?
C26 C25 C24 120.58(12) . . ?
C26 C25 H25 119.7 . . ?
C21 C26 H26 119.6 . . ?
C25 C26 C21 120.78(11) . . ?
C25 C26 H26 119.6 . . ?

loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
C1 C2 C3 C4 11.24(16) . . . . ?
C1 C11 C12 C13 26.75(11) . . . . ?
C1 C11 C19 C20 -121.03(11) . . . . ?
C2 C1 C10 C5 14.87(14) . . . . ?
C2 C1 C10 C9 -168.20(9) . . . . ?
C2 C1 C11 C12 88.21(10) . . . . ?
C2 C1 C11 C19 -36.95(11) . . . . ?
C2 C1 C18 C13 -96.45(10) . . . . ?
C2 C1 C18 C17 81.07(13) . . . . ?
C2 C3 C4 C5 -0.58(17) . . . . ?
C3 C4 C5 C6 175.97(11) . . . . ?
C3 C4 C5 C10 -2.69(17) . . . . ?
C4 C5 C6 C7 -178.07(11) . . . . ?
C4 C5 C10 C1 -5.28(15) . . . . ?
C4 C5 C10 C9 177.74(10) . . . . ?
C5 C6 C7 C8 0.36(17) . . . . ?
C6 C5 C10 C1 176.06(10) . . . . ?
C6 C5 C10 C9 -0.92(15) . . . . ?
C6 C7 C8 C9 -0.95(17) . . . . ?
C7 C8 C9 C10 0.60(17) . . . . ?
C8 C9 C10 C1 -176.67(10) . . . . ?
C8 C9 C10 C5 0.34(16) . . . . ?
C10 C1 C2 C3 -17.53(13) . . . . ?
C10 C1 C2 O27 165.25(9) . . . . ?
C10 C1 C11 C12 -147.65(9) . . . . ?
C10 C1 C11 C19 87.20(10) . . . . ?
C10 C1 C18 C13 134.76(9) . . . . ?
C10 C1 C18 C17 -47.72(14) . . . . ?
C10 C5 C6 C7 0.59(17) . . . . ?
C11 C1 C2 C3 104.16(10) . . . . ?
C11 C1 C2 O27 -73.06(12) . . . . ?
C11 C1 C10 C5 -105.29(11) . . . . ?
C11 C1 C10 C9 71.64(12) . . . . ?
C11 C1 C18 C13 16.41(10) . . . . ?
C11 C1 C18 C17 -166.07(10) . . . . ?
C11 C12 C13 C14 163.22(11) . . . . ?
C11 C12 C13 C18 -17.65(12) . . . . ?
C11 C19 C20 C21 -174.55(10) . . . . ?
C12 C11 C19 C20 118.37(12) . . . . ?
C12 C13 C14 C15 178.21(12) . . . . ?
C12 C13 C18 C1 0.31(12) . . . . ?
C12 C13 C18 C17 -177.39(10) . . . . ?
C13 C14 C15 C16 -0.73(19) . . . . ?
C14 C13 C18 C1 179.54(9) . . . . ?
C14 C13 C18 C17 1.84(16) . . . . ?
C14 C15 C16 C17 1.39(19) . . . . ?
C15 C16 C17 C18 -0.43(18) . . . . ?
C16 C17 C18 C1 -178.48(10) . . . . ?
C16 C17 C18 C13 -1.18(16) . . . . ?
C18 C1 C2 C3 -146.69(10) . . . . ?
C18 C1 C2 O27 36.08(13) . . . . ?
C18 C1 C10 C5 141.18(10) . . . . ?
C18 C1 C10 C9 -41.90(13) . . . . ?
C18 C1 C11 C12 -26.02(10) . . . . ?
C18 C1 C11 C19 -151.17(9) . . . . ?
C18 C13 C14 C15 -0.86(17) . . . . ?
C19 C11 C12 C13 154.19(9) . . . . ?
C19 C20 C21 C22 -178.95(11) . . . . ?
C19 C20 C21 C26 0.03(18) . . . . ?
C20 C21 C22 C23 178.67(11) . . . . ?
C20 C21 C26 C25 -178.01(10) . . . . ?
C21 C22 C23 C24 -0.48(19) . . . . ?
C22 C21 C26 C25 0.97(17) . . . . ?
C22 C23 C24 C25 0.7(2) . . . . ?
C23 C24 C25 C26 -0.1(2) . . . . ?
C24 C25 C26 C21 -0.77(19) . . . . ?
C26 C21 C22 C23 -0.36(17) . . . . ?
O27 C2 C3 C4 -171.58(11) . . . . ?

loop_
_exptl_crystal_face_index_h
_exptl_crystal_face_index_k
_exptl_crystal_face_index_l
_exptl_crystal_face_perp_dist
_exptl_oxdiff_crystal_face_indexfrac_h
_exptl_oxdiff_crystal_face_indexfrac_k
_exptl_oxdiff_crystal_face_indexfrac_l
_exptl_oxdiff_crystal_face_x
_exptl_oxdiff_crystal_face_y
_exptl_oxdiff_crystal_face_z
-3 -4 9 0.2145 -3.0000 -4.0000 9.0000 0.2892 -0.9803 -0.1208
-3 -6 2 0.2379 -3.0000 -6.0000 1.9999 0.1672 -0.8356 0.5009
-1 -3 -10 0.2334 -1.0000 -3.0000 -10.0001 -0.0285 0.1590 0.9517
3 5 -7 0.2134 3.0000 5.0000 -7.0000 -0.2331 0.9844 -0.0908
1 4 9 0.2180 1.0000 4.0000 9.0002 0.0749 -0.0021 -0.9650
0 2 11 0.2011 -0.0000 2.0000 11.0001 0.1349 -0.3486 -0.8862
5 -4 0 0.0803 5.0000 -4.0000 -0.0002 -0.9632 -0.2610 0.0571
-5 4 0 0.0607 -5.0000 4.0000 0.0002 0.9632 0.2610 -0.0571
6 -2 -2 0.1147 6.0000 -2.0000 -2.0002 -1.0233 0.0855 -0.0217
1 -5 -8 0.2066 1.0000 -5.0000 -8.0002 -0.4272 -0.0897 0.8741
-2 -4 -9 0.2432 -2.0000 -4.0000 -9.0001 0.0780 -0.0305 1.0172
5 -3 3 0.1006 5.0000 -3.0000 2.9999 -0.9039 -0.3079 -0.2207
-1 6 -5 0.1616 -1.0000 6.0000 -4.9999 0.4347 0.8581 -0.0940
-1 -6 -6 0.2286 -1.0000 -6.0000 -6.0002 -0.1645 -0.3627 0.9256
2 -5 7 0.1865 2.0000 -5.0000 6.9999 -0.5315 -0.8214 -0.1699
2 -1 11 0.1878 2.0000 -1.0000 11.0000 -0.3199 -0.6013 -0.7521
2 3 10 0.2045 2.0000 3.0000 10.0001 -0.1245 -0.1265 -1.0038
-5 -1 7 0.1671 -5.0000 -1.0000 7.0001 0.7376 -0.6256 -0.1227
-5 -4 0 0.2128 -5.0000 -4.0000 -0.0000 0.5659 -0.5868 0.5785
3 -1 -10 0.2511 3.0000 -1.0000 -10.0002 -0.5408 0.5013 0.5842
5 2 -6 0.1905 5.0000 2.0000 -6.0001 -0.6847 0.6806 -0.0229
3 -3 -9 0.2043 3.0000 -3.0000 -9.0002 -0.6369 0.2384 0.6770
