# Electronic Supplementary Material (ESI) for CrystEngComm.
# This journal is © The Royal Society of Chemistry 2018

####################################################################### 
# 
# 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_xstr0662
_database_code_depnum_ccdc_archive 'CCDC 1875323'
_audit_update_record             
;
2018-10-25 deposited with the CCDC.
2018-12-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_EXPT005_xstr0662            
;
PROBLEM: _exptl_crystal_description is missing
RESPONSE: Coulourless block
;
_vrf_PLAT089_xstr0662            
;
PROBLEM: Poor Data / Parameter Ratio (Zmax &lt; 18) ........       5.30 Note
RESPONSE: Poorly diffracting in non-centrosymmetric data set
;
# Added during the CSD deposition process: Thursday 25 October 2018 11:35 AM
# end Validation Reply Form

_audit_creation_date             2017-03-06
_audit_creation_method           
;
Olex2 1.2
(compiled Mar  2 2017 14:02:25 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        ?
_chemical_formula_moiety         '2(C18 H24 O2), C H4 O'
_chemical_formula_sum            'C37 H52 O5'
_chemical_formula_weight         576.78
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         'C18 H24 O2'
_chemical_oxdiff_usercomment     'Estradiol methanol solvate'
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      triclinic
_space_group_IT_number           1
_space_group_name_H-M_alt        'P 1'
_space_group_name_Hall           'P 1'
loop_
_space_group_symop_operation_xyz
'x, y, z'

_cell_length_a                   7.31144(16)
_cell_length_b                   9.2985(2)
_cell_length_c                   12.3778(2)
_cell_angle_alpha                89.7413(17)
_cell_angle_beta                 88.0129(17)
_cell_angle_gamma                70.786(2)
_cell_volume                     794.14(3)
_cell_formula_units_Z            1
_cell_measurement_reflns_used    11196
_cell_measurement_temperature    150(1)
_cell_measurement_theta_max      73.4360
_cell_measurement_theta_min      5.0020
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.615
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80033
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01) Empirical absorption correction using spherical harmonics, implemented in SCALE3 ABSPACK scaling algorithm.'
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.206
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_F_000             314
_exptl_crystal_recrystallization_method 'Crystalised from methanol'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0146
_diffrn_reflns_av_unetI/netI     0.0119
_diffrn_reflns_Laue_measured_fraction_full 0.993
_diffrn_reflns_Laue_measured_fraction_max 0.972
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -11
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -15
_diffrn_reflns_number            11899
_diffrn_reflns_point_group_measured_fraction_full 0.932
_diffrn_reflns_point_group_measured_fraction_max 0.900
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.595
_diffrn_reflns_theta_min         5.037
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150(1)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.993
_diffrn_measured_fraction_theta_max 0.972
_diffrn_measurement_details      
;
#__ type_ start__ end____ width___ exp.time_
  1 omega  -39.00  -14.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216  -57.0000    0.0000 25

#__ type_ start__ end____ width___ exp.time_
  2 omega  -75.00  -44.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216  -57.0000    0.0000 31

#__ type_ start__ end____ width___ exp.time_
  3 omega -116.00  -78.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216  -57.0000    0.0000 38

#__ type_ start__ end____ width___ exp.time_
  4 omega  -44.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216   38.0000  -30.0000 72

#__ type_ start__ end____ width___ exp.time_
  5 omega    3.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   87.0000    1.5008 25

#__ type_ start__ end____ width___ exp.time_
  6 omega  -54.00  -18.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216  -38.0000  150.0000 36

#__ type_ start__ end____ width___ exp.time_
  7 omega  -49.00   32.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216   38.0000  150.0000 81

#__ type_ start__ end____ width___ exp.time_
  8 omega   18.00   46.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   79.0000   93.4037 28

#__ type_ start__ end____ width___ exp.time_
  9 omega   30.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   74.0000   50.3206 27

#__ type_ start__ end____ width___ exp.time_
 10 omega   37.00   77.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   77.0000   87.8740 40

#__ type_ start__ end____ width___ exp.time_
 11 omega   55.00   86.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       86.0000   70.0000   55.8068 31

#__ type_ start__ end____ width___ exp.time_
 12 omega   78.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   61.0000   30.0000 100

#__ type_ start__ end____ width___ exp.time_
 13 omega  139.00  166.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000   60.0000 27

#__ type_ start__ end____ width___ exp.time_
 14 omega  147.00  178.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  120.0000 31

#__ type_ start__ end____ width___ exp.time_
 15 omega  127.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000    0.0000 44

#__ type_ start__ end____ width___ exp.time_
 16 omega  116.00  142.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  120.0000 26

#__ type_ start__ end____ width___ exp.time_
 17 omega  100.00  126.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000  153.7628 26

#__ type_ start__ end____ width___ exp.time_
 18 omega   74.00  169.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  150.0000 95

#__ type_ start__ end____ width___ exp.time_
 19 omega  102.00  133.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000    8.1678 31

#__ type_ start__ end____ width___ exp.time_
 20 omega  110.00  164.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000  -52.7558 54

#__ type_ start__ end____ width___ exp.time_
 21 omega  129.00  176.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000 -120.0000 47

#__ type_ start__ end____ width___ exp.time_
 22 omega  122.00  177.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000 -150.0000 55

#__ type_ start__ end____ width___ exp.time_
 23 omega   97.00  150.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   73.0000 -157.3639 53

#__ type_ start__ end____ width___ exp.time_
 24 omega   78.00  170.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000 -180.0000 92

#__ type_ start__ end____ width___ exp.time_
 25 omega   79.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   61.0000 -120.0000 32

#__ type_ start__ end____ width___ exp.time_
 26 omega   79.00  109.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  -60.0000 30

#__ type_ start__ end____ width___ exp.time_
 27 omega   74.00  123.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000 -120.0000 49

#__ type_ start__ end____ width___ exp.time_
 28 omega   74.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000 -150.0000 26

#__ type_ start__ end____ width___ exp.time_
 29 omega   74.00  148.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  -90.0000 74

#__ type_ start__ end____ width___ exp.time_
 30 omega   74.00  131.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000   60.0000 57

#__ type_ start__ end____ width___ exp.time_
 31 omega   78.00  111.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   61.0000  150.0000 33

#__ type_ start__ end____ width___ exp.time_
 32 omega   74.00  101.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  120.0000 27

#__ type_ start__ end____ width___ exp.time_
 33 omega   75.00  171.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000   90.0000 96

#__ type_ start__ end____ width___ exp.time_
 34 omega   74.00  100.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000    0.0000 26

#__ type_ start__ end____ width___ exp.time_
 35 omega   74.00  157.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614   77.0000  -30.0000 83

#__ type_ start__ end____ width___ exp.time_
 36 omega   59.00   87.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       90.0000   75.0000  -52.7558 28

#__ type_ start__ end____ width___ exp.time_
 37 omega   44.00   85.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       74.0000   77.0000  -36.3378 41

#__ type_ start__ end____ width___ exp.time_
 38 omega   39.00   66.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   74.0000  -48.7086 27

#__ type_ start__ end____ width___ exp.time_
 39 omega   35.00   64.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       66.0000   75.0000  -87.9210 29

#__ type_ start__ end____ width___ exp.time_
 40 omega   31.00   59.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000 -148.5435 28

#__ type_ start__ end____ width___ exp.time_
 41 omega   54.00   83.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       82.0000   73.0000 -157.3639 29

#__ type_ start__ end____ width___ exp.time_
 42 omega   22.00   47.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   79.0000 -112.8352 25

#__ type_ start__ end____ width___ exp.time_
 43 omega   15.00   40.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.6216   57.0000 -150.0000 25

#__ type_ start__ end____ width___ exp.time_
 44 omega    3.00   28.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       38.0000   84.0000 -110.6055 25

#__ type_ start__ end____ width___ exp.time_
 45 omega   16.00   41.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       50.0000   81.0000  -28.7088 25

#__ type_ start__ end____ width___ exp.time_
 46 omega   26.00   70.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       58.0000   76.0000    8.1678 44

#__ type_ start__ end____ width___ exp.time_
 47 omega   31.00   57.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       62.0000   75.0000  153.7628 26

#__ type_ start__ end____ width___ exp.time_
 48 omega   37.00   65.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       70.0000   77.0000  160.4528 28

#__ type_ start__ end____ width___ exp.time_
 49 omega   20.00   45.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       54.0000   81.0000  178.4157 25

#__ type_ start__ end____ width___ exp.time_
 50 omega   49.00  137.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614  -77.0000  -60.0000 88

#__ type_ start__ end____ width___ exp.time_
 51 omega   93.00  119.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614 -125.0000   60.0000 26

#__ type_ start__ end____ width___ exp.time_
 52 omega   39.00   98.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -       42.6216 -124.0000  -26.0000 59

#__ type_ start__ end____ width___ exp.time_
 53 omega   36.00  119.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614 -125.0000 -180.0000 83

#__ type_ start__ end____ width___ exp.time_
 54 omega   30.00  122.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      106.3614  -77.0000 -180.0000 92

#__ type_ start__ end____ width___ exp.time_
 55 omega -108.00  -59.00   1.0000    1.0000
omega____ theta____ kappa____ phi______ frames
    -      -42.6216  -38.0000  150.0000 49
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      0.0142673000
_diffrn_orient_matrix_UB_12      -0.0434699000
_diffrn_orient_matrix_UB_13      -0.1207034000
_diffrn_orient_matrix_UB_21      0.0567311000
_diffrn_orient_matrix_UB_22      0.1414884000
_diffrn_orient_matrix_UB_23      -0.0286337000
_diffrn_orient_matrix_UB_31      0.2154742000
_diffrn_orient_matrix_UB_32      -0.0942154000
_diffrn_orient_matrix_UB_33      0.0109955000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   microscource
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.851
_reflns_Friedel_fraction_full    0.872
_reflns_Friedel_fraction_max     0.827
_reflns_number_gt                5747
_reflns_number_total             5763
_reflns_odcompleteness_completeness 99.29
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_collection       
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_data_reduction        
'CrysAlisPro, Agilent Technologies, Version 1.171.37.35 (release 13-08-2014 CrysAlis171 .NET) (compiled Aug 13 2014,18:06:01)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.195
_refine_diff_density_min         -0.116
_refine_diff_density_rms         0.027
_refine_ls_abs_structure_details 
;
 Flack x determined using 2620 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.08(4)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.051
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     587
_refine_ls_number_reflns         5763
_refine_ls_number_restraints     3
_refine_ls_R_factor_all          0.0254
_refine_ls_R_factor_gt           0.0254
_refine_ls_restrained_S_all      1.051
_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)+(0.0610P)²+0.0240P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0739
_refine_ls_wR_factor_ref         0.0739
_refine_special_details          'Hydrogen atoms refined freely'
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O -0.59972(18) -0.36739(13) -0.13887(8) 0.0286(3) Uani 1 1 d . . . . .
O2 O -0.57270(18) -0.63167(13) -1.01057(9) 0.0303(3) Uani 1 1 d . . . . .
O5 O -0.9615(2) -0.28713(16) -0.05940(12) 0.0414(3) Uani 1 1 d . . . . .
C1 C -0.7460(2) -0.42984(18) -0.41091(12) 0.0249(3) Uani 1 1 d . . . . .
C2 C -0.7629(2) -0.38496(18) -0.30291(13) 0.0261(3) Uani 1 1 d . . . . .
C3 C -0.5957(2) -0.40253(17) -0.24687(12) 0.0233(3) Uani 1 1 d . . . . .
C4 C -0.4168(2) -0.45708(17) -0.30042(12) 0.0236(3) Uani 1 1 d . . . . .
C5 C -0.4003(2) -0.49866(16) -0.40960(12) 0.0211(3) Uani 1 1 d . . . . .
C6 C -0.2018(2) -0.54874(19) -0.46505(12) 0.0271(3) Uani 1 1 d . . . . .
C7 C -0.1910(2) -0.63794(19) -0.56945(13) 0.0269(3) Uani 1 1 d . . . . .
C8 C -0.3605(2) -0.55698(16) -0.63966(12) 0.0209(3) Uani 1 1 d . . . . .
C9 C -0.5515(2) -0.55243(17) -0.58053(11) 0.0208(3) Uani 1 1 d . . . . .
C10 C -0.5677(2) -0.48872(16) -0.46605(11) 0.0202(3) Uani 1 1 d . . . . .
C11 C -0.7280(2) -0.47473(19) -0.64931(12) 0.0261(3) Uani 1 1 d . . . . .
C12 C -0.7097(2) -0.55137(19) -0.76104(12) 0.0267(3) Uani 1 1 d . . . . .
C13 C -0.5207(2) -0.55847(16) -0.82047(11) 0.0220(3) Uani 1 1 d . . . . .
C14 C -0.3501(2) -0.63739(17) -0.74779(12) 0.0234(3) Uani 1 1 d . . . . .
C15 C -0.1700(3) -0.6669(2) -0.82380(14) 0.0346(4) Uani 1 1 d . . . . .
C16 C -0.2430(3) -0.6990(2) -0.93479(14) 0.0339(4) Uani 1 1 d . . . . .
C17 C -0.4606(2) -0.67123(17) -0.91575(12) 0.0253(3) Uani 1 1 d . . . . .
C18 C -0.5281(3) -0.39858(18) -0.85639(13) 0.0291(3) Uani 1 1 d . . . . .
C37 C -1.0390(3) -0.4085(3) -0.05391(18) 0.0437(4) Uani 1 1 d . . . . .
H1A H -0.864(3) -0.416(2) -0.4453(16) 0.025(5) Uiso 1 1 d . . . . .
H2A H -0.882(4) -0.347(3) -0.265(2) 0.038(6) Uiso 1 1 d . . . . .
H4 H -0.299(3) -0.467(3) -0.2612(18) 0.031(5) Uiso 1 1 d . . . . .
H6A H -0.173(3) -0.450(2) -0.4842(16) 0.023(4) Uiso 1 1 d . . . . .
H6B H -0.103(4) -0.606(3) -0.4140(19) 0.036(5) Uiso 1 1 d . . . . .
H7A H -0.199(3) -0.741(2) -0.5531(17) 0.027(5) Uiso 1 1 d . . . . .
H7B H -0.067(3) -0.652(3) -0.6061(18) 0.033(5) Uiso 1 1 d . . . . .
H8 H -0.362(3) -0.451(2) -0.6501(15) 0.019(4) Uiso 1 1 d . . . . .
H9 H -0.544(3) -0.660(2) -0.5740(16) 0.021(4) Uiso 1 1 d . . . . .
H11A H -0.849(3) -0.478(2) -0.6103(16) 0.024(5) Uiso 1 1 d . . . . .
H11B H -0.740(3) -0.362(2) -0.6577(16) 0.024(4) Uiso 1 1 d . . . . .
H12A H -0.819(3) -0.492(2) -0.8053(17) 0.025(5) Uiso 1 1 d . . . . .
H12B H -0.709(3) -0.662(3) -0.7522(19) 0.036(5) Uiso 1 1 d . . . . .
H14 H -0.362(3) -0.737(2) -0.7296(15) 0.019(4) Uiso 1 1 d . . . . .
H15A H -0.127(4) -0.567(3) -0.826(2) 0.046(6) Uiso 1 1 d . . . . .
H15B H -0.072(4) -0.753(3) -0.797(2) 0.054(7) Uiso 1 1 d . . . . .
H16A H -0.173(4) -0.805(3) -0.963(2) 0.047(6) Uiso 1 1 d . . . . .
H16B H -0.224(4) -0.623(3) -0.993(2) 0.052(7) Uiso 1 1 d . . . . .
H17 H -0.483(3) -0.770(3) -0.8936(19) 0.036(6) Uiso 1 1 d . . . . .
H18A H -0.548(3) -0.325(3) -0.794(2) 0.038(6) Uiso 1 1 d . . . . .
H18B H -0.635(3) -0.358(3) -0.9067(19) 0.036(5) Uiso 1 1 d . . . . .
H18C H -0.414(4) -0.397(3) -0.900(2) 0.054(7) Uiso 1 1 d . . . . .
H1 H -0.722(4) -0.332(3) -0.116(2) 0.039(6) Uiso 1 1 d . . . . .
H2 H -0.552(4) -0.559(3) -1.040(2) 0.051(7) Uiso 1 1 d . . . . .
H37A H -1.171(6) -0.371(4) -0.070(3) 0.074(9) Uiso 1 1 d . . . . .
H37B H -0.972(6) -0.487(5) -0.105(3) 0.090(11) Uiso 1 1 d . . . . .
H37C H -1.034(6) -0.452(4) 0.020(3) 0.085(11) Uiso 1 1 d . . . . .
H5 H -1.023(5) -0.219(4) -0.019(3) 0.070(9) Uiso 1 1 d . . . . .
O3 O -0.2363(2) -1.08364(15) -0.93294(10) 0.0340(3) Uani 1 1 d . . . . .
O4 O -0.5223(2) -0.93286(14) -0.05501(9) 0.0325(3) Uani 1 1 d . . . . .
C19 C -0.1793(2) -1.1353(2) -0.64337(13) 0.0306(3) Uani 1 1 d . . . . .
C20 C -0.1350(3) -1.1355(2) -0.75332(14) 0.0331(4) Uani 1 1 d . . . . .
C21 C -0.2834(2) -1.08419(17) -0.82479(12) 0.0263(3) Uani 1 1 d . . . . .
C22 C -0.4746(2) -1.03521(17) -0.78586(12) 0.0242(3) Uani 1 1 d . . . . .
C23 C -0.5193(2) -1.03489(16) -0.67522(12) 0.0215(3) Uani 1 1 d . . . . .
C24 C -0.7307(2) -0.9759(2) -0.63840(12) 0.0275(3) Uani 1 1 d . . . . .
C25 C -0.7665(2) -1.01248(19) -0.52116(12) 0.0262(3) Uani 1 1 d . . . . .
C26 C -0.6185(2) -0.97950(16) -0.44943(12) 0.0203(3) Uani 1 1 d . . . . .
C27 C -0.4156(2) -1.09062(16) -0.48032(12) 0.0219(3) Uani 1 1 d . . . . .
C28 C -0.3697(2) -1.08522(16) -0.60125(11) 0.0221(3) Uani 1 1 d . . . . .
C29 C -0.2592(2) -1.0702(2) -0.40773(12) 0.0294(3) Uani 1 1 d . . . . .
C30 C -0.3110(2) -1.07850(19) -0.28693(12) 0.0271(3) Uani 1 1 d . . . . .
C31 C -0.5105(2) -0.96471(16) -0.25694(11) 0.0218(3) Uani 1 1 d . . . . .
C32 C -0.6597(2) -0.99611(17) -0.32963(11) 0.0228(3) Uani 1 1 d . . . . .
C33 C -0.8559(3) -0.9007(2) -0.27798(14) 0.0380(4) Uani 1 1 d . . . . .
C34 C -0.8182(3) -0.9119(2) -0.15533(14) 0.0377(4) Uani 1 1 d . . . . .
C35 C -0.5972(2) -0.98747(17) -0.14578(12) 0.0262(3) Uani 1 1 d . . . . .
C36 C -0.5057(3) -0.80148(19) -0.26539(13) 0.0340(4) Uani 1 1 d . . . . .
H19 H -0.066(3) -1.172(3) -0.5930(18) 0.032(5) Uiso 1 1 d . . . . .
H20 H 0.001(4) -1.172(3) -0.780(2) 0.042(6) Uiso 1 1 d . . . . .
H22 H -0.578(3) -1.002(2) -0.8348(17) 0.023(4) Uiso 1 1 d . . . . .
H24A H -0.778(3) -0.865(3) -0.6482(18) 0.034(5) Uiso 1 1 d . . . . .
H24B H -0.801(4) -1.020(3) -0.689(2) 0.041(6) Uiso 1 1 d . . . . .
H25A H -0.745(3) -1.124(3) -0.5141(18) 0.031(5) Uiso 1 1 d . . . . .
H25B H -0.900(4) -0.957(3) -0.4976(19) 0.036(6) Uiso 1 1 d . . . . .
H26 H -0.625(3) -0.877(2) -0.4643(16) 0.020(4) Uiso 1 1 d . . . . .
H27 H -0.425(3) -1.193(2) -0.4653(16) 0.023(4) Uiso 1 1 d . . . . .
H29A H -0.130(4) -1.152(3) -0.420(2) 0.055(7) Uiso 1 1 d . . . . .
H29B H -0.241(3) -0.972(3) -0.4237(18) 0.034(5) Uiso 1 1 d . . . . .
H30A H -0.210(3) -1.068(3) -0.2406(19) 0.036(5) Uiso 1 1 d . . . . .
H30B H -0.310(3) -1.183(3) -0.2700(17) 0.028(5) Uiso 1 1 d . . . . .
H32 H -0.641(3) -1.104(2) -0.3187(16) 0.024(5) Uiso 1 1 d . . . . .
H33A H -0.893(4) -0.788(3) -0.301(2) 0.053(7) Uiso 1 1 d . . . . .
H33B H -0.962(4) -0.939(3) -0.298(2) 0.053(7) Uiso 1 1 d . . . . .
H34A H -0.890(4) -0.979(3) -0.117(2) 0.055(7) Uiso 1 1 d . . . . .
H34B H -0.863(4) -0.806(4) -0.120(3) 0.061(8) Uiso 1 1 d . . . . .
H35 H -0.567(3) -1.096(3) -0.1313(19) 0.032(5) Uiso 1 1 d . . . . .
H36A H -0.475(4) -0.777(3) -0.336(2) 0.046(6) Uiso 1 1 d . . . . .
H36B H -0.407(4) -0.791(3) -0.217(2) 0.044(6) Uiso 1 1 d . . . . .
H36C H -0.628(4) -0.731(3) -0.241(2) 0.054(7) Uiso 1 1 d . . . . .
H3 H -0.323(4) -1.040(3) -0.968(2) 0.036(6) Uiso 1 1 d . . . . .
H4A H -0.542(3) -0.842(3) -0.0587(19) 0.034(5) Uiso 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
O1 C3 1.3747(17) . ?
O2 C17 1.4316(19) . ?
O5 C37 1.420(2) . ?
C1 C2 1.391(2) . ?
C1 C10 1.392(2) . ?
C2 C3 1.388(2) . ?
C3 C4 1.383(2) . ?
C4 C5 1.397(2) . ?
C5 C6 1.511(2) . ?
C5 C10 1.407(2) . ?
C6 C7 1.524(2) . ?
C7 C8 1.521(2) . ?
C8 C9 1.5418(19) . ?
C8 C14 1.5233(19) . ?
C9 C10 1.5240(19) . ?
C9 C11 1.539(2) . ?
C11 C12 1.540(2) . ?
C12 C13 1.525(2) . ?
C13 C14 1.541(2) . ?
C13 C17 1.5347(19) . ?
C13 C18 1.534(2) . ?
C14 C15 1.540(2) . ?
C15 C16 1.556(2) . ?
C16 C17 1.535(2) . ?
O3 C21 1.3711(18) . ?
O4 C35 1.4319(18) . ?
C19 C20 1.388(2) . ?
C19 C28 1.397(2) . ?
C20 C21 1.382(2) . ?
C21 C22 1.389(2) . ?
C22 C23 1.397(2) . ?
C23 C24 1.514(2) . ?
C23 C28 1.408(2) . ?
C24 C25 1.523(2) . ?
C25 C26 1.5302(19) . ?
C26 C27 1.539(2) . ?
C26 C32 1.5202(18) . ?
C27 C28 1.5268(19) . ?
C27 C29 1.538(2) . ?
C29 C30 1.537(2) . ?
C30 C31 1.528(2) . ?
C31 C32 1.5383(19) . ?
C31 C35 1.5381(19) . ?
C31 C36 1.5327(19) . ?
C32 C33 1.535(2) . ?
C33 C34 1.549(2) . ?
C34 C35 1.544(3) . ?

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 C10 122.54(14) . . ?
C3 C2 C1 119.01(14) . . ?
O1 C3 C2 122.55(14) . . ?
O1 C3 C4 117.83(14) . . ?
C4 C3 C2 119.62(13) . . ?
C3 C4 C5 121.28(14) . . ?
C4 C5 C6 118.67(13) . . ?
C4 C5 C10 119.73(14) . . ?
C10 C5 C6 121.56(13) . . ?
C5 C6 C7 113.50(13) . . ?
C8 C7 C6 110.46(13) . . ?
C7 C8 C9 109.33(12) . . ?
C7 C8 C14 112.41(12) . . ?
C14 C8 C9 107.58(12) . . ?
C10 C9 C8 112.11(11) . . ?
C10 C9 C11 114.23(12) . . ?
C11 C9 C8 111.50(12) . . ?
C1 C10 C5 117.70(13) . . ?
C1 C10 C9 121.52(13) . . ?
C5 C10 C9 120.60(13) . . ?
C9 C11 C12 111.81(13) . . ?
C13 C12 C11 111.36(12) . . ?
C12 C13 C14 108.96(12) . . ?
C12 C13 C17 115.15(12) . . ?
C12 C13 C18 110.18(13) . . ?
C17 C13 C14 97.71(12) . . ?
C18 C13 C14 113.65(12) . . ?
C18 C13 C17 110.77(12) . . ?
C8 C14 C13 113.60(12) . . ?
C8 C14 C15 120.06(13) . . ?
C15 C14 C13 103.89(12) . . ?
C14 C15 C16 103.23(14) . . ?
C17 C16 C15 105.26(13) . . ?
O2 C17 C13 116.88(13) . . ?
O2 C17 C16 114.67(13) . . ?
C13 C17 C16 104.65(13) . . ?
C20 C19 C28 122.49(15) . . ?
C21 C20 C19 119.41(16) . . ?
O3 C21 C20 118.42(15) . . ?
O3 C21 C22 121.93(14) . . ?
C20 C21 C22 119.65(14) . . ?
C21 C22 C23 120.96(14) . . ?
C22 C23 C24 118.06(13) . . ?
C22 C23 C28 120.10(14) . . ?
C28 C23 C24 121.83(13) . . ?
C23 C24 C25 113.71(13) . . ?
C24 C25 C26 110.07(12) . . ?
C25 C26 C27 108.76(12) . . ?
C32 C26 C25 112.90(12) . . ?
C32 C26 C27 108.80(11) . . ?
C28 C27 C26 111.31(11) . . ?
C28 C27 C29 114.19(12) . . ?
C29 C27 C26 111.99(12) . . ?
C19 C28 C23 117.38(14) . . ?
C19 C28 C27 121.67(13) . . ?
C23 C28 C27 120.90(13) . . ?
C30 C29 C27 112.16(13) . . ?
C31 C30 C29 111.40(12) . . ?
C30 C31 C32 108.24(11) . . ?
C30 C31 C35 115.75(12) . . ?
C30 C31 C36 110.17(14) . . ?
C35 C31 C32 99.25(11) . . ?
C36 C31 C32 113.47(12) . . ?
C36 C31 C35 109.66(12) . . ?
C26 C32 C31 113.26(12) . . ?
C26 C32 C33 119.61(13) . . ?
C33 C32 C31 103.87(12) . . ?
C32 C33 C34 103.33(14) . . ?
C35 C34 C33 106.04(14) . . ?
O4 C35 C31 115.58(13) . . ?
O4 C35 C34 113.06(14) . . ?
C31 C35 C34 104.86(12) . . ?

_olex2_date_sample_data_collection 2016-10-25
_olex2_submission_original_sample_id XSTR0662
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_xstr0708
_database_code_depnum_ccdc_archive 'CCDC 1875326'
_audit_update_record             
;
2018-10-25 deposited with the CCDC.
2018-12-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT035_xstr0708            
;
PROBLEM: _chemical_absolute_configuration Info  Not Given     Please Do !
RESPONSE: Absolute structre from known source
;
# Added during the CSD deposition process: Thursday 25 October 2018 11:35 AM
# end Validation Reply Form

_audit_creation_date             2017-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled Mar  2 2017 14:02:25 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Beta Estradiol Propanol Solvate'
_chemical_formula_moiety         'C18 H24 O2, C3 H8 O'
_chemical_formula_sum            'C21 H32 O3'
_chemical_formula_weight         332.46
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C21H32O3
_chemical_oxdiff_usercomment     'Propanol solvate'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.58547(6)
_cell_length_b                   23.9331(3)
_cell_length_c                   12.23603(11)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1928.53(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    21844
_cell_measurement_temperature    149.98(10)
_cell_measurement_theta_max      73.5030
_cell_measurement_theta_min      4.0180
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.585
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.56810
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.145
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             728
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Crystalised from anhydrous n-Propanol'
_exptl_crystal_size_max          0.4
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0422
_diffrn_reflns_av_unetI/netI     0.0171
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.997
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       28
_diffrn_reflns_limit_k_min       -29
_diffrn_reflns_limit_l_max       15
_diffrn_reflns_limit_l_min       -14
_diffrn_reflns_number            29872
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.640
_diffrn_reflns_theta_min         3.694
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      149.98(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.997
_diffrn_measurement_details      ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.1790767000
_diffrn_orient_matrix_UB_12      -0.0300815000
_diffrn_orient_matrix_UB_13      0.0557037000
_diffrn_orient_matrix_UB_21      -0.1208395000
_diffrn_orient_matrix_UB_22      0.0024052000
_diffrn_orient_matrix_UB_23      -0.1076930000
_diffrn_orient_matrix_UB_31      0.0894946000
_diffrn_orient_matrix_UB_32      -0.0568781000
_diffrn_orient_matrix_UB_33      -0.0339852000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.719
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.990
_reflns_number_gt                3773
_reflns_number_total             3880
_reflns_odcompleteness_completeness 99.90
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.186
_refine_diff_density_min         -0.199
_refine_diff_density_rms         0.037
_refine_ls_abs_structure_details 
;
 Flack x determined using 1568 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(6)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.030
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     225
_refine_ls_number_reflns         3880
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0366
_refine_ls_R_factor_gt           0.0357
_refine_ls_restrained_S_all      1.030
_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)+(0.0650P)²+0.2740P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0975
_refine_ls_wR_factor_ref         0.0989
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C8(H8), C14(H14), C9(H9), C17(H17)
2.b Secondary CH2 refined with riding coordinates:
 C6(H6A,H6B), C11(H11A,H11B), C12(H12A,H12B), C15(H15A,H15B), C7(H7A,H7B),
 C16(H16A,H16B), C19(H19A,H19B), C20(H20A,H20B)
2.c Aromatic/amide H refined with riding coordinates:
 C4(H4), C2(H2A), C1(H1A)
2.d Idealised Me refined as rotating group:
 C21(H21A,H21B,H21C), C18(H18A,H18B,H18C)
2.e Idealised tetrahedral OH refined as rotating group:
 O2(H2), O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O -0.9373(2) -0.11819(5) -0.10877(9) 0.0312(3) Uani 1 1 d . . . . .
C8 C -0.5943(2) -0.07511(7) 0.37612(13) 0.0246(3) Uani 1 1 d . . . . .
H8 H -0.511072 -0.107855 0.358640 0.029 Uiso 1 1 calc R . . . .
O2 O -0.5904(2) -0.12814(7) 0.76931(10) 0.0413(3) Uani 1 1 d . . . . .
H2 H -0.699612 -0.128669 0.801513 0.062 Uiso 1 1 calc GR . . . .
C3 C -0.9149(3) -0.11131(7) 0.00201(13) 0.0259(3) Uani 1 1 d . . . . .
C4 C -0.7457(3) -0.08318(7) 0.03950(13) 0.0259(3) Uani 1 1 d . . . . .
H4 H -0.651899 -0.069529 -0.010629 0.031 Uiso 1 1 calc R . . . .
C5 C -0.7122(2) -0.07473(7) 0.15114(14) 0.0246(3) Uani 1 1 d . . . . .
C6 C -0.5245(3) -0.04291(8) 0.18540(14) 0.0295(4) Uani 1 1 d . . . . .
H6A H -0.513452 -0.009417 0.141154 0.035 Uiso 1 1 calc R . . . .
H6B H -0.405962 -0.065795 0.170851 0.035 Uiso 1 1 calc R . . . .
C10 C -0.8507(2) -0.09629(7) 0.22753(13) 0.0245(3) Uani 1 1 d . . . . .
C14 C -0.5780(3) -0.06365(7) 0.49772(14) 0.0269(3) Uani 1 1 d . . . . .
H14 H -0.678576 -0.034614 0.513830 0.032 Uiso 1 1 calc R . . . .
C2 C -1.0569(3) -0.13123(7) 0.07656(13) 0.0281(3) Uani 1 1 d . . . . .
H2A H -1.173500 -0.149365 0.052402 0.034 Uiso 1 1 calc R . . . .
C11 C -0.8918(3) -0.13839(8) 0.41933(13) 0.0333(4) Uani 1 1 d . . . . .
H11A H -0.821041 -0.171927 0.396258 0.040 Uiso 1 1 calc R . . . .
H11B H -1.035592 -0.144017 0.406173 0.040 Uiso 1 1 calc R . . . .
C1 C -1.0225(3) -0.12368(7) 0.18746(13) 0.0281(3) Uani 1 1 d . . . . .
H1A H -1.117334 -0.137391 0.236960 0.034 Uiso 1 1 calc R . . . .
C12 C -0.8571(3) -0.12965(9) 0.54273(14) 0.0337(4) Uani 1 1 d . . . . .
H12A H -0.945700 -0.100112 0.568643 0.040 Uiso 1 1 calc R . . . .
H12B H -0.892225 -0.163652 0.581507 0.040 Uiso 1 1 calc R . . . .
C9 C -0.8176(2) -0.08879(7) 0.35021(13) 0.0263(3) Uani 1 1 d . . . . .
H9 H -0.897896 -0.056246 0.372464 0.032 Uiso 1 1 calc R . . . .
C15 C -0.3771(3) -0.04312(8) 0.54655(15) 0.0347(4) Uani 1 1 d . . . . .
H15A H -0.359331 -0.003356 0.534505 0.042 Uiso 1 1 calc R . . . .
H15B H -0.262645 -0.062943 0.515122 0.042 Uiso 1 1 calc R . . . .
C13 C -0.6365(3) -0.11426(7) 0.56793(13) 0.0273(4) Uani 1 1 d . . . . .
C17 C -0.5999(3) -0.08890(8) 0.68147(14) 0.0326(4) Uani 1 1 d . . . . .
H17 H -0.709040 -0.062185 0.696831 0.039 Uiso 1 1 calc R . . . .
C7 C -0.5240(3) -0.02631(7) 0.30546(14) 0.0309(4) Uani 1 1 d . . . . .
H7A H -0.613720 0.005347 0.316360 0.037 Uiso 1 1 calc R . . . .
H7B H -0.388093 -0.015233 0.326988 0.037 Uiso 1 1 calc R . . . .
C16 C -0.3991(3) -0.05631(9) 0.66992(15) 0.0392(4) Uani 1 1 d . . . . .
H16A H -0.285719 -0.078723 0.695192 0.047 Uiso 1 1 calc R . . . .
H16B H -0.403728 -0.022075 0.712269 0.047 Uiso 1 1 calc R . . . .
O3 O -0.2505(2) -0.17872(6) -0.16597(14) 0.0441(4) Uani 1 1 d . . . . .
H3 H -0.357567 -0.163407 -0.182557 0.066 Uiso 1 1 calc GR . . . .
C19 C -0.2793(4) -0.23714(10) -0.1633(2) 0.0556(6) Uani 1 1 d . . . . .
H19A H -0.328963 -0.249891 -0.233621 0.067 Uiso 1 1 calc R . . . .
H19B H -0.379983 -0.246482 -0.108376 0.067 Uiso 1 1 calc R . . . .
C20 C -0.0856(5) -0.26548(10) -0.1375(2) 0.0643(7) Uani 1 1 d . . . . .
H20A H -0.111937 -0.305025 -0.127451 0.077 Uiso 1 1 calc R . . . .
H20B H -0.034395 -0.250938 -0.068809 0.077 Uiso 1 1 calc R . . . .
C21 C 0.0748(5) -0.25870(12) -0.2228(3) 0.0739(9) Uani 1 1 d . . . . .
H21A H 0.031555 -0.276510 -0.289158 0.111 Uiso 1 1 calc GR . . . .
H21B H 0.198634 -0.275587 -0.197916 0.111 Uiso 1 1 calc GR . . . .
H21C H 0.097134 -0.219662 -0.236191 0.111 Uiso 1 1 calc GR . . . .
H1 H -1.043(5) -0.1388(11) -0.122(2) 0.057(8) Uiso 1 1 d . . . . .
C18 C -0.4969(3) -0.16486(8) 0.55254(14) 0.0330(4) Uani 1 1 d . . . . .
H18A H -0.506884 -0.177975 0.478592 0.050 Uiso 1 1 calc GR . . . .
H18B H -0.537169 -0.194087 0.601701 0.050 Uiso 1 1 calc GR . . . .
H18C H -0.359202 -0.154212 0.567680 0.050 Uiso 1 1 calc GR . . . .


_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
O1 C3 1.3734(19) . ?
C8 C14 1.517(2) . ?
C8 C9 1.540(2) . ?
C8 C7 1.525(2) . ?
O2 C17 1.429(2) . ?
C3 C4 1.380(2) . ?
C3 C2 1.391(2) . ?
C4 C5 1.398(2) . ?
C5 C6 1.511(2) . ?
C5 C10 1.404(2) . ?
C6 C7 1.522(2) . ?
C10 C1 1.396(2) . ?
C10 C9 1.527(2) . ?
C14 C15 1.533(2) . ?
C14 C13 1.534(2) . ?
C2 C1 1.388(2) . ?
C11 C12 1.541(2) . ?
C11 C9 1.537(2) . ?
C12 C13 1.530(2) . ?
C15 C16 1.549(3) . ?
C13 C17 1.535(2) . ?
C13 C18 1.532(2) . ?
C17 C16 1.542(3) . ?
O3 C19 1.411(3) . ?
C19 C20 1.479(4) . ?
C20 C21 1.494(5) . ?

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
C14 C8 C9 107.93(13) . . ?
C14 C8 C7 113.35(14) . . ?
C7 C8 C9 109.63(14) . . ?
O1 C3 C4 118.22(15) . . ?
O1 C3 C2 122.30(15) . . ?
C4 C3 C2 119.48(14) . . ?
C3 C4 C5 121.51(15) . . ?
C4 C5 C6 118.22(15) . . ?
C4 C5 C10 119.64(15) . . ?
C10 C5 C6 122.13(15) . . ?
C5 C6 C7 113.64(14) . . ?
C5 C10 C9 121.21(14) . . ?
C1 C10 C5 117.70(15) . . ?
C1 C10 C9 121.07(14) . . ?
C8 C14 C15 120.09(15) . . ?
C8 C14 C13 112.88(13) . . ?
C15 C14 C13 104.57(14) . . ?
C1 C2 C3 119.13(15) . . ?
C9 C11 C12 112.76(15) . . ?
C2 C1 C10 122.49(15) . . ?
C13 C12 C11 111.77(14) . . ?
C10 C9 C8 111.34(13) . . ?
C10 C9 C11 113.86(14) . . ?
C11 C9 C8 110.77(14) . . ?
C14 C15 C16 103.51(15) . . ?
C14 C13 C17 98.93(14) . . ?
C12 C13 C14 108.39(14) . . ?
C12 C13 C17 115.24(14) . . ?
C12 C13 C18 110.77(15) . . ?
C18 C13 C14 113.87(14) . . ?
C18 C13 C17 109.25(14) . . ?
O2 C17 C13 115.32(16) . . ?
O2 C17 C16 111.34(15) . . ?
C13 C17 C16 104.57(14) . . ?
C6 C7 C8 110.29(13) . . ?
C17 C16 C15 105.83(14) . . ?
O3 C19 C20 110.1(2) . . ?
C19 C20 C21 114.3(2) . . ?

_olex2_date_sample_data_collection 2017-01-30
_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id 'Beta Estradiol Propanol Solvate ELS113'
_olex2_submission_special_instructions 'No special instructions were received'
####################################################################### 
# 
# 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_xstr0716
_database_code_depnum_ccdc_archive 'CCDC 1875327'
_audit_update_record             
;
2018-10-25 deposited with the CCDC.
2018-12-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT420_xstr0716            
;
PROBLEM: D-H Without Acceptor       O7       --H7       .     Please Check
RESPONSE: This is correct there is no acceptor.
;
# Added during the CSD deposition process: Thursday 25 October 2018 11:35 AM
# end Validation Reply Form

_audit_creation_date             2017-02-20
_audit_creation_method           
;
Olex2 1.2
(compiled 2015.01.26 svn.r3150 for OlexSys, GUI svn.r4998)
;
_chemical_name_common            ?
_chemical_name_systematic        'Beta Estradiol Anhydrate'
_chemical_formula_moiety         '2(C18 H24 O2)'
_chemical_formula_sum            'C36 H48 O4'
_chemical_formula_weight         544.74
_chemical_absolute_configuration rm
_chemical_melting_point          ?
_chemical_oxdiff_formula         C18H24O2
_chemical_oxdiff_usercomment     anhydrous?
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.41117(7)
_cell_length_b                   12.19725(13)
_cell_length_c                   37.9575(4)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     2968.23(6)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    25363
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.4790
_cell_measurement_theta_min      3.7720
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.604
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.72015
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.219
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             1184
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Sublimation at 0.04 Torr'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0520
_diffrn_reflns_av_unetI/netI     0.0222
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -7
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       47
_diffrn_reflns_limit_l_min       -47
_diffrn_reflns_number            48838
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.994
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.711
_diffrn_reflns_theta_min         3.807
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -59.00 -10.00   1.00    1.00    --  -42.62 -77.00 -60.00   49
  2  ω    -39.00 -10.00   1.00    1.00    --  -42.62 -77.00-150.00   29
  3  ω      4.00  57.00   1.00    1.00    --   42.62 -99.00-150.00   53
  4  ω     33.00 118.00   1.00    2.50    --  106.36-125.00 -30.00   85
  5  ω     75.00 102.00   1.00    2.50    --  106.36 -94.00-150.00   27
  6  ω     25.00 108.00   1.00    2.50    --  106.36 -94.00   0.00   83
  7  ω     48.00 109.00   1.00    2.50    --  106.36 -94.00  90.00   61
  8  ω     34.00 129.00   1.00    2.50    --  106.36 -61.00 120.00   95
  9  ω     81.00 139.00   1.00    2.50    --  106.36  45.00  30.00   58
 10  ω    106.00 139.00   1.00    2.50    --  106.36  77.00  60.00   33
 11  ω    129.00 156.00   1.00    2.50    --  106.36  57.00 122.50   27
 12  ω     78.00 104.00   1.00    2.50    --  106.36  56.00 147.70   26
 13  ω     76.00 130.00   1.00    2.50    --  106.36  66.00  91.10   54
 14  ω     77.00 103.00   1.00    2.50    --  106.36  61.00  60.00   26
 15  ω     77.00 103.00   1.00    2.50    --  106.36  61.00  30.00   26
 16  ω     76.00 101.00   1.00    2.50    --  106.36  69.00  -7.06   25
 17  ω     79.00 177.00   1.00    2.50    --  106.36  52.00  -7.92   98
 18  ω    138.00 164.00   1.00    2.50    --  106.36  61.00 -90.00   26
 19  ω    130.00 178.00   1.00    2.50    --  106.36  77.00-180.00   48
 20  ω     81.00 108.00   1.00    2.50    --  106.36  61.00-180.00   27
 21  ω     74.00 100.00   1.00    2.50    --  106.36  77.00-180.00   26
 22  ω     78.00 166.00   1.00    2.50    --  106.36  61.00-150.00   88
 23  ω     77.00 104.00   1.00    2.50    --  106.36  61.00 -90.00   27
 24  ω     77.00 176.00   1.00    2.50    --  106.36  60.00 -45.78   99
 25  ω     79.00 105.00   1.00    2.50    --  106.36  55.00 132.65   26
 26  ω     78.00 104.00   1.00    2.50    --  106.36  57.00 122.50   26
 27  ω     77.00 139.00   1.00    2.50    --  106.36  64.00 150.22   62
 28  ω     74.00 100.00   1.00    2.50    --  106.36  77.00  60.00   26
 29  ω     74.00 178.00   1.00    2.50    --  106.36  77.00  90.00  104
 30  ω     74.00 175.00   1.00    2.50    --  106.36  77.00 150.00  101
 31  ω     77.00 103.00   1.00    2.50    --  106.36  61.00 -30.00   26
 32  ω     77.00 156.00   1.00    2.50    --  106.36  61.00 -60.00   79
 33  ω     77.00 103.00   1.00    2.50    --  106.36  61.00-120.00   26
 34  ω     74.00 100.00   1.00    2.50    --  106.36  77.00 -90.00   26
 35  ω     74.00 178.00   1.00    2.50    --  106.36  77.00-120.00  104
 36  ω     74.00 100.00   1.00    2.50    --  106.36  77.00 -30.00   26
 37  ω     74.00 177.00   1.00    2.50    --  106.36  77.00  30.00  103
 38  ω     74.00 100.00   1.00    2.50    --  106.36  77.00-150.00   26
 39  ω     13.00  39.00   1.00    1.00    --   42.62  77.00-180.00   26
 40  ω    -68.00  28.00   1.00    1.00    --  -42.62  57.00 -30.00   96
 41  ω    -66.00 -16.00   1.00    1.00    --  -42.62 -57.00 150.00   50
 42  ω    -66.00 -10.00   1.00    1.00    --  -42.62 -77.00  90.00   56
 43  ω    -69.00 -11.00   1.00    1.00    --  -42.62 -77.00  30.00   58
 44  ω      3.00  76.00   1.00    1.00    --   42.62 -99.00  90.00   73
 45  ω   -110.00 -18.00   1.00    1.00    --  -42.62 -38.00-150.00   92
 46  ω   -117.00 -90.00   1.00    1.00    --  -42.62 -77.00-150.00   27
 47  ω   -119.00  -8.00   1.00    1.00    --  -42.62 -19.00 -60.00  111
 48  ω   -113.00 -73.00   1.00    1.00    --  -42.62 -77.00  90.00   40
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      0.0772799000
_diffrn_orient_matrix_UB_12      0.0718110000
_diffrn_orient_matrix_UB_13      0.0307349000
_diffrn_orient_matrix_UB_21      -0.1155026000
_diffrn_orient_matrix_UB_22      0.0994059000
_diffrn_orient_matrix_UB_23      -0.0157067000
_diffrn_orient_matrix_UB_31      -0.1959765000
_diffrn_orient_matrix_UB_32      -0.0302587000
_diffrn_orient_matrix_UB_33      0.0213637000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.730
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.991
_reflns_number_gt                5742
_reflns_number_total             5932
_reflns_odcompleteness_completeness 99.94
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_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    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.202
_refine_diff_density_min         -0.203
_refine_diff_density_rms         0.041
_refine_ls_abs_structure_details 
;
 Flack x determined using 2363 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   -0.07(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.073
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     417
_refine_ls_number_reflns         5932
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0397
_refine_ls_R_factor_gt           0.0384
_refine_ls_restrained_S_all      1.073
_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)+(0.0660P)²+0.3320P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1003
_refine_ls_wR_factor_ref         0.1015
_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 O(H) groups
2.a Ternary CH refined with riding coordinates:
 C9(H9), C11(H11), C35(H35)
2.b Secondary CH2 refined with riding coordinates:
 C13(H13A,H13B), C19(H19A,H19B), C23(H23A,H23B), C30(H30A,H30B), C31(H31A,
 H31B), C33(H33A,H33B), C34(H34A,H34B), C36(H36A,H36B), C38(H38A,H38B),
 C39(H39A,H39B), C40(H40A,H40B)
2.c Aromatic/amide H refined with riding coordinates:
 C6(H6), C15(H15), C16(H16), C32(H32)
2.d Idealised Me refined as rotating group:
 C37(H37A,H37B,H37C)
2.e Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2), O3(H3)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O -0.1950(2) -0.04338(11) -0.17273(4) 0.0278(3) Uani 1 1 d . . . . .
H1 H -0.296489 -0.054150 -0.160051 0.042 Uiso 1 1 calc GR . . . .
O2 O 0.1604(2) 0.83126(11) -0.16365(4) 0.0321(3) Uani 1 1 d . . . . .
H2 H 0.055540 0.869636 -0.164633 0.048 Uiso 1 1 calc GR . . . .
O3 O -0.5122(3) -0.08725(14) -0.12763(4) 0.0361(4) Uani 1 1 d . . . . .
H3 H -0.606593 -0.120123 -0.137677 0.054 Uiso 1 1 calc GR . . . .
C4 C -0.0022(3) 0.10415(16) -0.19753(5) 0.0230(4) Uani 1 1 d . . . . .
C5 C -0.3258(3) 0.14127(16) -0.16788(5) 0.0237(4) Uani 1 1 d . . . . .
C6 C -0.2927(3) 0.25272(15) -0.17320(5) 0.0226(4) Uani 1 1 d . . . . .
H6 H -0.391505 0.302290 -0.164959 0.027 Uiso 1 1 calc R . . . .
O7 O -0.2369(3) 0.26981(15) 0.13162(4) 0.0369(4) Uani 1 1 d . . . . .
C8 C 0.1483(3) 0.44173(15) -0.20315(5) 0.0208(4) Uani 1 1 d . . . . .
C9 C 0.1488(3) 0.74731(15) -0.19004(5) 0.0251(4) Uani 1 1 d . . . . .
H9 H 0.036299 0.765872 -0.206458 0.030 Uiso 1 1 calc R . . . .
C10 C -0.1159(3) 0.29283(14) -0.19054(5) 0.0206(4) Uani 1 1 d . . . . .
C11 C -0.0810(3) 0.41604(15) -0.19446(5) 0.0218(4) Uani 1 1 d . . . . .
H11 H -0.164591 0.440351 -0.214614 0.026 Uiso 1 1 calc R . . . .
C12 C -0.1754(3) 0.06736(15) -0.17918(5) 0.0229(4) Uani 1 1 d . . . . .
C13 C -0.1547(3) 0.48214(16) -0.16224(5) 0.0273(4) Uani 1 1 d . . . . .
H13A H -0.302664 0.469596 -0.158760 0.033 Uiso 1 1 calc R . . . .
H13B H -0.082225 0.455828 -0.141457 0.033 Uiso 1 1 calc R . . . .
C14 C -0.2111(3) 0.07023(16) 0.06016(5) 0.0256(4) Uani 1 1 d . . . . .
C15 C -0.1584(3) 0.13495(18) 0.08917(5) 0.0281(4) Uani 1 1 d . . . . .
H15 H -0.027548 0.127333 0.099455 0.034 Uiso 1 1 calc R . . . .
C16 C -0.4925(4) 0.22174(17) 0.08757(5) 0.0306(4) Uani 1 1 d . . . . .
H16 H -0.589579 0.269862 0.097187 0.037 Uiso 1 1 calc R . . . .
C17 C 0.0265(3) 0.21640(15) -0.20402(5) 0.0214(4) Uani 1 1 d . . . . .
C18 C 0.1670(3) 0.56505(15) -0.20895(5) 0.0221(4) Uani 1 1 d . . . . .
C19 C 0.2162(3) 0.25161(15) -0.22501(5) 0.0235(4) Uani 1 1 d . . . . .
H19A H 0.222545 0.208697 -0.246500 0.028 Uiso 1 1 calc R . . . .
H19B H 0.340613 0.235477 -0.211414 0.028 Uiso 1 1 calc R . . . .
C20 C -0.2749(3) -0.04208(16) -0.00464(5) 0.0251(4) Uani 1 1 d . . . . .
C21 C -0.4031(3) 0.08551(16) 0.04319(5) 0.0248(4) Uani 1 1 d . . . . .
C22 C -0.3493(4) -0.11259(16) -0.03523(5) 0.0275(4) Uani 1 1 d . . . . .
C23 C -0.5760(4) 0.0867(2) -0.01763(6) 0.0355(5) Uani 1 1 d . . . . .
H23A H -0.486907 0.147165 -0.024663 0.043 Uiso 1 1 calc R . . . .
H23B H -0.702571 0.117399 -0.007705 0.043 Uiso 1 1 calc R . . . .
C24 C 0.2168(3) 0.37317(16) -0.23465(5) 0.0254(4) Uani 1 1 d . . . . .
C25 C -0.4639(3) 0.01888(17) 0.01075(5) 0.0266(4) Uani 1 1 d . . . . .
C26 C 0.1098(3) 0.63118(15) -0.17577(5) 0.0223(4) Uani 1 1 d . . . . .
C27 C -0.4423(4) -0.04238(16) -0.06497(5) 0.0282(4) Uani 1 1 d . . . . .
C28 C -0.2977(4) 0.21007(16) 0.10281(5) 0.0271(4) Uani 1 1 d . . . . .
C29 C -0.2855(5) 0.0392(2) -0.08026(6) 0.0394(6) Uani 1 1 d . . . . .
C30 C 0.3539(4) 0.73802(17) -0.21097(6) 0.0324(5) Uani 1 1 d . . . . .
H30A H 0.471592 0.759634 -0.196505 0.039 Uiso 1 1 calc R . . . .
H30B H 0.349718 0.784540 -0.231690 0.039 Uiso 1 1 calc R . . . .
C31 C -0.6323(4) 0.0182(2) -0.05050(6) 0.0363(5) Uani 1 1 d . . . . .
H31A H -0.739630 -0.034536 -0.044379 0.044 Uiso 1 1 calc R . . . .
H31B H -0.688029 0.066183 -0.068582 0.044 Uiso 1 1 calc R . . . .
C32 C -0.5416(4) 0.16111(18) 0.05786(6) 0.0309(4) Uani 1 1 d . . . . .
H32 H -0.671216 0.171092 0.047327 0.037 Uiso 1 1 calc R . . . .
C33 C 0.3720(4) 0.61531(17) -0.22173(5) 0.0291(4) Uani 1 1 d . . . . .
H33A H 0.386396 0.607771 -0.247056 0.035 Uiso 1 1 calc R . . . .
H33B H 0.490522 0.580854 -0.210353 0.035 Uiso 1 1 calc R . . . .
C34 C -0.1159(3) 0.60607(15) -0.16613(6) 0.0273(4) Uani 1 1 d . . . . .
H34A H -0.207198 0.635093 -0.184259 0.033 Uiso 1 1 calc R . . . .
H34B H -0.150099 0.642381 -0.144143 0.033 Uiso 1 1 calc R . . . .
C35 C -0.4856(4) -0.13108(17) -0.09284(5) 0.0320(5) Uani 1 1 d . . . . .
H35 H -0.611787 -0.171489 -0.086203 0.038 Uiso 1 1 calc R . . . .
C36 C -0.0596(4) -0.0185(2) 0.04887(6) 0.0346(5) Uani 1 1 d . . . . .
H36A H -0.006506 -0.055503 0.069643 0.041 Uiso 1 1 calc R . . . .
H36B H 0.057614 0.015095 0.036868 0.041 Uiso 1 1 calc R . . . .
C37 C 0.2552(4) 0.61020(16) -0.14430(5) 0.0288(4) Uani 1 1 d . . . . .
H37A H 0.396970 0.623733 -0.151199 0.043 Uiso 1 1 calc GR . . . .
H37B H 0.241217 0.535444 -0.136750 0.043 Uiso 1 1 calc GR . . . .
H37C H 0.218337 0.658327 -0.125279 0.043 Uiso 1 1 calc GR . . . .
C38 C -0.1961(4) -0.18897(19) -0.05393(6) 0.0396(5) Uani 1 1 d . . . . .
H38A H -0.180777 -0.257369 -0.041151 0.048 Uiso 1 1 calc R . . . .
H38B H -0.060282 -0.154753 -0.056281 0.048 Uiso 1 1 calc R . . . .
C39 C -0.1596(4) -0.10270(18) 0.02457(6) 0.0340(5) Uani 1 1 d . . . . .
H39A H -0.256340 -0.148071 0.037745 0.041 Uiso 1 1 calc R . . . .
H39B H -0.053187 -0.149778 0.014512 0.041 Uiso 1 1 calc R . . . .
C40 C -0.2963(4) -0.20851(18) -0.09037(6) 0.0389(6) Uani 1 1 d . . . . .
H40A H -0.197167 -0.192449 -0.108972 0.047 Uiso 1 1 calc R . . . .
H40B H -0.340516 -0.284243 -0.092649 0.047 Uiso 1 1 calc R . . . .
H22 H -0.475(4) -0.161(2) -0.0272(6) 0.028(6) Uiso 1 1 d . . . . .
H20 H -0.178(4) 0.013(2) -0.0131(6) 0.024(6) Uiso 1 1 d . . . . .
H5 H -0.447(4) 0.115(2) -0.1563(6) 0.024(6) Uiso 1 1 d . . . . .
H4 H 0.097(4) 0.052(2) -0.2061(7) 0.031(6) Uiso 1 1 d . . . . .
H24A H 0.364(4) 0.396(2) -0.2423(6) 0.024(6) Uiso 1 1 d . . . . .
H8 H 0.233(4) 0.4187(18) -0.1826(6) 0.017(5) Uiso 1 1 d . . . . .
H25 H -0.560(4) -0.039(2) 0.0178(6) 0.026(6) Uiso 1 1 d . . . . .
H18 H 0.063(4) 0.5865(18) -0.2274(6) 0.019(5) Uiso 1 1 d . . . . .
H29A H -0.170(5) 0.004(2) -0.0911(7) 0.031(6) Uiso 1 1 d . . . . .
H29B H -0.225(5) 0.090(2) -0.0634(8) 0.045(8) Uiso 1 1 d . . . . .
H29C H -0.352(6) 0.081(3) -0.0991(9) 0.053(9) Uiso 1 1 d . . . . .
H24B H 0.128(5) 0.383(2) -0.2551(7) 0.040(7) Uiso 1 1 d . . . . .
H7 H -0.338(6) 0.297(3) 0.1411(9) 0.060(11) Uiso 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
O1 C12 1.378(2) . ?
O2 C9 1.434(2) . ?
O3 C35 1.435(3) . ?
C4 C12 1.386(3) . ?
C4 C17 1.403(3) . ?
C5 C6 1.390(3) . ?
C5 C12 1.388(3) . ?
C6 C10 1.399(3) . ?
O7 C28 1.371(3) . ?
C8 C11 1.539(3) . ?
C8 C18 1.525(2) . ?
C8 C24 1.524(2) . ?
C9 C26 1.537(2) . ?
C9 C30 1.540(3) . ?
C10 C11 1.527(2) . ?
C10 C17 1.401(3) . ?
C11 C13 1.539(3) . ?
C13 C34 1.539(3) . ?
C14 C15 1.396(3) . ?
C14 C21 1.402(3) . ?
C14 C36 1.516(3) . ?
C15 C28 1.380(3) . ?
C16 C28 1.384(3) . ?
C16 C32 1.385(3) . ?
C17 C19 1.516(3) . ?
C18 C26 1.540(3) . ?
C18 C33 1.529(3) . ?
C19 C24 1.527(3) . ?
C20 C22 1.522(3) . ?
C20 C25 1.537(3) . ?
C20 C39 1.524(3) . ?
C21 C25 1.526(3) . ?
C21 C32 1.396(3) . ?
C22 C27 1.537(3) . ?
C22 C38 1.528(3) . ?
C23 C25 1.537(3) . ?
C23 C31 1.545(3) . ?
C26 C34 1.524(3) . ?
C26 C37 1.537(3) . ?
C27 C29 1.529(3) . ?
C27 C31 1.527(3) . ?
C27 C35 1.538(3) . ?
C30 C33 1.556(3) . ?
C35 C40 1.541(4) . ?
C36 C39 1.522(3) . ?
C38 C40 1.544(3) . ?

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
C12 C4 C17 120.63(18) . . ?
C12 C5 C6 118.97(18) . . ?
C5 C6 C10 122.25(18) . . ?
C18 C8 C11 107.88(15) . . ?
C24 C8 C11 109.39(16) . . ?
C24 C8 C18 113.92(15) . . ?
O2 C9 C26 114.85(16) . . ?
O2 C9 C30 111.64(16) . . ?
C26 C9 C30 104.65(16) . . ?
C6 C10 C11 120.58(17) . . ?
C6 C10 C17 117.83(17) . . ?
C17 C10 C11 121.58(17) . . ?
C8 C11 C13 110.92(16) . . ?
C10 C11 C8 111.19(15) . . ?
C10 C11 C13 113.15(15) . . ?
O1 C12 C4 118.65(17) . . ?
O1 C12 C5 121.24(18) . . ?
C4 C12 C5 120.10(17) . . ?
C34 C13 C11 112.86(16) . . ?
C15 C14 C21 119.97(19) . . ?
C15 C14 C36 118.15(19) . . ?
C21 C14 C36 121.84(18) . . ?
C28 C15 C14 121.0(2) . . ?
C28 C16 C32 119.4(2) . . ?
C4 C17 C19 118.29(17) . . ?
C10 C17 C4 119.96(18) . . ?
C10 C17 C19 121.73(16) . . ?
C8 C18 C26 112.33(15) . . ?
C8 C18 C33 120.59(17) . . ?
C33 C18 C26 104.72(15) . . ?
C17 C19 C24 113.75(16) . . ?
C22 C20 C25 108.43(17) . . ?
C22 C20 C39 115.67(16) . . ?
C39 C20 C25 109.91(17) . . ?
C14 C21 C25 121.60(18) . . ?
C32 C21 C14 117.59(18) . . ?
C32 C21 C25 120.76(18) . . ?
C20 C22 C27 111.54(16) . . ?
C20 C22 C38 119.8(2) . . ?
C38 C22 C27 104.34(17) . . ?
C25 C23 C31 112.61(18) . . ?
C8 C24 C19 110.14(16) . . ?
C21 C25 C20 111.30(17) . . ?
C21 C25 C23 113.47(16) . . ?
C23 C25 C20 111.27(17) . . ?
C9 C26 C18 98.97(15) . . ?
C34 C26 C9 115.11(16) . . ?
C34 C26 C18 108.49(15) . . ?
C34 C26 C37 110.85(17) . . ?
C37 C26 C9 109.18(16) . . ?
C37 C26 C18 113.85(16) . . ?
C22 C27 C35 100.56(16) . . ?
C29 C27 C22 112.74(19) . . ?
C29 C27 C35 108.39(17) . . ?
C31 C27 C22 108.34(17) . . ?
C31 C27 C29 110.3(2) . . ?
C31 C27 C35 116.31(19) . . ?
O7 C28 C15 117.9(2) . . ?
O7 C28 C16 122.40(19) . . ?
C15 C28 C16 119.70(19) . . ?
C9 C30 C33 105.66(16) . . ?
C27 C31 C23 111.44(19) . . ?
C16 C32 C21 122.2(2) . . ?
C18 C33 C30 103.78(17) . . ?
C26 C34 C13 111.94(16) . . ?
O3 C35 C27 113.10(17) . . ?
O3 C35 C40 112.19(18) . . ?
C27 C35 C40 104.30(18) . . ?
C14 C36 C39 112.54(19) . . ?
C22 C38 C40 104.1(2) . . ?
C36 C39 C20 108.54(17) . . ?
C35 C40 C38 106.71(18) . . ?

_shelx_SHELXL_version_number     2016/6
_olex2_date_sample_data_collection 2017-02-09
_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.372
_oxdiff_exptl_absorpt_empirical_full_min 0.712
####################################################################### 
# 
# 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_xsrt0722
_database_code_depnum_ccdc_archive 'CCDC 1875324'
_audit_update_record             
;
2018-10-25 deposited with the CCDC.
2018-12-07 downloaded from the CCDC.
;
# start Validation Reply Form
_vrf_PLAT035_xsrt0722            
;
PROBLEM: _chemical_absolute_configuration Info  Not Given     Please Do !
RESPONSE: Data ambiguous. Absolute structure from known source material
;
# Added during the CSD deposition process: Thursday 25 October 2018 11:35 AM
# end Validation Reply Form

_audit_creation_date             2017-03-05
_audit_creation_method           
;
Olex2 1.2
(compiled Mar  2 2017 14:02:25 for OlexSys, GUI svn.r5324)
;
_shelx_SHELXL_version_number     2016/6
_chemical_name_common            ?
_chemical_name_systematic        'Beta Estradiol Acetontrile Solvate'
_chemical_formula_moiety         'C18 H24 O2, C2 H3 N'
_chemical_formula_sum            'C20 H27 N O2'
_chemical_formula_weight         313.42
_chemical_absolute_configuration ?
_chemical_melting_point          ?
_chemical_oxdiff_formula         C20H27NO2
_chemical_oxdiff_usercomment     'Acetonitrile solvate'
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      orthorhombic
_space_group_IT_number           19
_space_group_name_H-M_alt        'P 21 21 21'
_space_group_name_Hall           'P 2ac 2ab'
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, -y, z+1/2'
'x+1/2, -y+1/2, -z'
'-x, y+1/2, -z+1/2'

_cell_length_a                   6.98287(7)
_cell_length_b                   13.56289(14)
_cell_length_c                   18.1895(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1722.69(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    18254
_cell_measurement_temperature    160.00(10)
_cell_measurement_theta_max      73.5390
_cell_measurement_theta_min      4.0170
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.603
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.38218
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   
;
CrysAlisPro 1.171.38.43f (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_absorpt_special_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.208
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       plate
_exptl_crystal_F_000             680
_exptl_crystal_recrystallization_method 
'Anhydrous Beta Estradiol Disolved in Dry Acetontirile'
_exptl_crystal_size_max          0.5
_exptl_crystal_size_mid          0.1
_exptl_crystal_size_min          0.1
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0444
_diffrn_reflns_av_unetI/netI     0.0187
_diffrn_reflns_Laue_measured_fraction_full 0.998
_diffrn_reflns_Laue_measured_fraction_max 0.996
_diffrn_reflns_limit_h_max       8
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       16
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       22
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            25514
_diffrn_reflns_point_group_measured_fraction_full 0.998
_diffrn_reflns_point_group_measured_fraction_max 0.991
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.696
_diffrn_reflns_theta_min         4.066
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      160.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.998
_diffrn_measured_fraction_theta_max 0.996
_diffrn_measurement_details      
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -49.00 -10.00   1.00    1.00    --  -42.62 -77.00  30.00   39
  2  ω    -55.00 -11.00   1.00    1.00    --  -42.62 -77.00 -60.00   44
  3  ω    -67.00 -15.00   1.00    1.00    --  -42.62 -57.00 -30.00   52
  4  ω    -84.00 -10.00   1.00    1.00    --  -42.62 -77.00 120.00   74
  5  ω      2.00  54.00   1.00    1.00    --   42.62 -99.00 120.00   52
  6  ω     33.00 119.00   1.00    1.15    --  106.36-125.00 120.00   86
  7  ω     34.00 118.00   1.00    1.15    --  106.36-125.00 -30.00   84
  8  ω     31.00 138.00   1.00    1.15    --  106.36 -77.00 120.00  107
  9  ω     77.00 172.00   1.00    1.15    --  106.36  61.00   0.00   95
 10  ω    142.00 177.00   1.00    1.15    --  106.36  77.00 -60.00   35
 11  ω    139.00 165.00   1.00    1.15    --  106.36  77.00-120.00   26
 12  ω    126.00 178.00   1.00    1.15    --  106.36  41.00-161.75   52
 13  ω    125.00 166.00   1.00    1.15    --  106.36  77.00 -30.00   41
 14  ω     94.00 171.00   1.00    1.15    --  106.36 125.00  90.00   77
 15  ω    112.00 176.00   1.00    1.15    --  106.36  77.00 150.00   64
 16  ω     77.00 105.00   1.00    1.15    --  106.36  61.00 120.00   28
 17  ω     77.00 103.00   1.00    1.15    --  106.36  61.00 150.00   26
 18  ω     74.00 100.00   1.00    1.15    --  106.36  77.00  90.00   26
 19  ω     74.00 100.00   1.00    1.15    --  106.36  77.00  60.00   26
 20  ω     74.00 173.00   1.00    1.15    --  106.36  77.00  30.00   99
 21  ω     78.00 159.00   1.00    1.15    --  106.36  61.00 -60.00   81
 22  ω     81.00 116.00   1.00    1.15    --  106.36  45.00-150.00   35
 23  ω     81.00 107.00   1.00    1.15    --  106.36  41.00-161.75   26
 24  ω     77.00 103.00   1.00    1.15    --  106.36  61.00-150.00   26
 25  ω     77.00 104.00   1.00    1.15    --  106.36  61.00-120.00   27
 26  ω     77.00 155.00   1.00    1.15    --  106.36  61.00 -90.00   78
 27  ω     78.00 103.00   1.00    1.15    --  106.36  61.00 -30.00   25
 28  ω     75.00 101.00   1.00    1.15    --  106.36  71.00   1.00   26
 29  ω     74.00 110.00   1.00    1.15    --  106.36  77.00 -30.00   36
 30  ω     77.00 103.00   1.00    1.15    --  106.36  61.00  30.00   26
 31  ω     77.00 103.00   1.00    1.15    --  106.36  61.00  60.00   26
 32  ω     77.00 156.00   1.00    1.15    --  106.36  61.00  90.00   79
 33  ω     74.00 110.00   1.00    1.15    --  106.36  77.00 150.00   36
 34  ω     74.00 118.00   1.00    1.15    --  106.36  77.00 120.00   44
 35  ω     74.00 100.00   1.00    1.15    --  106.36  77.00 -60.00   26
 36  ω     74.00 100.00   1.00    1.15    --  106.36  77.00 -90.00   26
 37  ω     74.00 132.00   1.00    1.15    --  106.36  77.00-120.00   58
 38  ω     74.00 100.00   1.00    1.15    --  106.36  77.00-150.00   26
 39  ω     28.00  86.00   1.00    1.15    --  106.36 -94.00  30.00   58
 40  ω    -65.00  28.00   1.00    1.00    --  -42.62  57.00-120.00   93
 41  ω    -92.00  -4.00   1.00    1.00    --  -42.62 125.00 -60.00   88
 42  ω   -116.00 -30.00   1.00    1.00    --  -42.62 -38.00-120.00   86
 43  ω   -109.00 -68.00   1.00    1.00    --  -42.62 -57.00 -30.00   41
 44  ω   -114.00 -10.00   1.00    1.00    --  -42.62 -77.00-150.00  104
 45  ω   -119.00 -88.00   1.00    1.00    --  -42.62 -77.00 120.00   31
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type       
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0176894000
_diffrn_orient_matrix_UB_12      -0.1062467000
_diffrn_orient_matrix_UB_13      0.0292177000
_diffrn_orient_matrix_UB_21      -0.1459886000
_diffrn_orient_matrix_UB_22      -0.0237295000
_diffrn_orient_matrix_UB_23      -0.0609924000
_diffrn_orient_matrix_UB_31      0.1642633000
_diffrn_orient_matrix_UB_32      -0.0324626000
_diffrn_orient_matrix_UB_33      -0.0510594000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'micro-focus sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.721
_reflns_Friedel_fraction_full    0.999
_reflns_Friedel_fraction_max     0.985
_reflns_number_gt                3344
_reflns_number_total             3456
_reflns_odcompleteness_completeness 99.89
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.43f (Rigaku OD, 2015)'
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.193
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.039
_refine_ls_abs_structure_details 
;
 Flack x determined using 1389 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons, Flack and Wagner, Acta Cryst. B69 (2013) 249-259).
;
_refine_ls_abs_structure_Flack   0.09(8)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.050
_refine_ls_hydrogen_treatment    refall
_refine_ls_matrix_type           full
_refine_ls_number_parameters     316
_refine_ls_number_reflns         3456
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0369
_refine_ls_R_factor_gt           0.0358
_refine_ls_restrained_S_all      1.050
_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)+(0.0690P)²+0.1360P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0938
_refine_ls_wR_factor_ref         0.0956
_refine_special_details          ?
_olex2_refinement_description    
;
;
_atom_sites_solution_hydrogens   difmap
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O2 O -0.1122(2) -0.50996(10) -0.36792(7) 0.0294(3) Uani 1 1 d . . . . .
O1 O -1.3380(2) -0.38856(11) -0.74318(8) 0.0356(3) Uani 1 1 d . . . . .
C10 C -0.8588(3) -0.44095(12) -0.61136(9) 0.0232(3) Uani 1 1 d . . . . .
C13 C -0.3889(2) -0.51281(12) -0.45747(9) 0.0223(3) Uani 1 1 d . . . . .
C8 C -0.5920(3) -0.55635(12) -0.56926(9) 0.0227(3) Uani 1 1 d . . . . .
C7 C -0.5988(3) -0.60000(13) -0.64658(10) 0.0275(4) Uani 1 1 d . . . . .
C14 C -0.3917(2) -0.55418(12) -0.53618(9) 0.0235(3) Uani 1 1 d . . . . .
C2 C -1.1334(3) -0.34026(13) -0.64677(10) 0.0279(4) Uani 1 1 d . . . . .
C4 C -1.0789(3) -0.49589(13) -0.70582(9) 0.0255(4) Uani 1 1 d . . . . .
C1 C -0.9724(3) -0.35676(13) -0.60368(10) 0.0261(4) Uani 1 1 d . . . . .
C5 C -0.9161(2) -0.51226(12) -0.66287(9) 0.0239(3) Uani 1 1 d . . . . .
C17 C -0.1734(3) -0.52181(13) -0.44260(9) 0.0247(4) Uani 1 1 d . . . . .
C9 C -0.6673(3) -0.44934(12) -0.57106(9) 0.0238(3) Uani 1 1 d . . . . .
C12 C -0.4662(3) -0.40749(13) -0.45849(10) 0.0284(4) Uani 1 1 d . . . . .
C3 C -1.1843(3) -0.40919(13) -0.69971(9) 0.0265(4) Uani 1 1 d . . . . .
C19 C -0.1521(3) -0.25986(14) -0.28477(11) 0.0342(4) Uani 1 1 d . . . . .
C6 C -0.8050(3) -0.60698(14) -0.67335(10) 0.0292(4) Uani 1 1 d . . . . .
C11 C -0.6659(3) -0.40194(15) -0.49411(10) 0.0308(4) Uani 1 1 d . . . . .
C18 C -0.5021(3) -0.57668(15) -0.40311(10) 0.0320(4) Uani 1 1 d . . . . .
C16 C -0.1211(3) -0.62502(13) -0.47098(11) 0.0320(4) Uani 1 1 d . . . . .
C15 C -0.2714(3) -0.64886(14) -0.53095(11) 0.0316(4) Uani 1 1 d . . . . .
N1 N -0.0885(3) -0.31032(14) -0.32815(11) 0.0480(5) Uani 1 1 d . . . . .
C20 C -0.2371(3) -0.19743(17) -0.22881(12) 0.0362(4) Uani 1 1 d . . . . .
H8 H -0.674(3) -0.5957(15) -0.5376(11) 0.022(5) Uiso 1 1 d . . . . .
H17 H -0.109(3) -0.4716(15) -0.4728(11) 0.018(4) Uiso 1 1 d . . . . .
H15A H -0.349(4) -0.702(2) -0.5189(14) 0.041(6) Uiso 1 1 d . . . . .
H2 H -0.092(4) -0.451(2) -0.3602(15) 0.047(7) Uiso 1 1 d . . . . .
H18A H -0.462(4) -0.649(2) -0.4009(16) 0.053(8) Uiso 1 1 d . . . . .
H7A H -0.520(3) -0.5556(16) -0.6794(12) 0.027(5) Uiso 1 1 d . . . . .
H14 H -0.311(3) -0.5038(17) -0.5661(13) 0.032(6) Uiso 1 1 d . . . . .
H7B H -0.541(3) -0.6673(17) -0.6462(12) 0.027(5) Uiso 1 1 d . . . . .
H9 H -0.575(4) -0.4083(17) -0.6006(12) 0.030(6) Uiso 1 1 d . . . . .
H1A H -0.940(4) -0.3077(18) -0.5699(14) 0.033(6) Uiso 1 1 d . . . . .
H12A H -0.470(4) -0.3831(18) -0.4077(14) 0.036(6) Uiso 1 1 d . . . . .
H6A H -0.810(4) -0.6262(18) -0.7264(14) 0.038(6) Uiso 1 1 d . . . . .
H18B H -0.487(4) -0.553(2) -0.3561(16) 0.048(7) Uiso 1 1 d . . . . .
H6B H -0.874(4) -0.6619(19) -0.6466(14) 0.038(6) Uiso 1 1 d . . . . .
H2A H -1.214(3) -0.2818(17) -0.6425(12) 0.027(5) Uiso 1 1 d . . . . .
H4 H -1.109(4) -0.5493(18) -0.7405(13) 0.035(6) Uiso 1 1 d . . . . .
H15B H -0.212(4) -0.6664(19) -0.5797(15) 0.037(6) Uiso 1 1 d . . . . .
H18C H -0.643(4) -0.5733(18) -0.4163(14) 0.039(6) Uiso 1 1 d . . . . .
H16A H 0.002(4) -0.628(2) -0.4891(15) 0.046(7) Uiso 1 1 d . . . . .
H1 H -1.334(4) -0.427(2) -0.7799(16) 0.048(7) Uiso 1 1 d . . . . .
H11A H -0.708(4) -0.334(2) -0.4972(15) 0.042(7) Uiso 1 1 d . . . . .
H20A H -0.141(5) -0.186(2) -0.1903(19) 0.073(10) Uiso 1 1 d . . . . .
H20B H -0.341(7) -0.231(3) -0.207(2) 0.110(15) Uiso 1 1 d . . . . .
H20C H -0.281(8) -0.139(4) -0.246(3) 0.123(17) Uiso 1 1 d . . . . .
H11B H -0.764(4) -0.4317(16) -0.4620(12) 0.028(5) Uiso 1 1 d . . . . .
H16B H -0.130(4) -0.6706(19) -0.4312(15) 0.042(7) Uiso 1 1 d . . . . .
H12B H -0.376(4) -0.3621(19) -0.4888(13) 0.034(6) Uiso 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
O2 C17 1.433(2) . ?
O1 C3 1.362(2) . ?
C10 C1 1.397(2) . ?
C10 C5 1.405(2) . ?
C10 C9 1.529(2) . ?
C13 C14 1.538(2) . ?
C13 C17 1.534(2) . ?
C13 C12 1.527(2) . ?
C13 C18 1.534(2) . ?
C8 C7 1.527(2) . ?
C8 C14 1.523(2) . ?
C8 C9 1.544(2) . ?
C7 C6 1.523(3) . ?
C14 C15 1.537(2) . ?
C2 C1 1.389(3) . ?
C2 C3 1.388(3) . ?
C4 C5 1.397(2) . ?
C4 C3 1.391(3) . ?
C5 C6 1.513(2) . ?
C17 C16 1.536(2) . ?
C9 C11 1.540(2) . ?
C12 C11 1.539(3) . ?
C19 N1 1.135(3) . ?
C19 C20 1.451(3) . ?
C16 C15 1.548(3) . ?

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
C1 C10 C5 117.87(16) . . ?
C1 C10 C9 120.63(15) . . ?
C5 C10 C9 121.17(15) . . ?
C17 C13 C14 98.47(13) . . ?
C12 C13 C14 109.01(13) . . ?
C12 C13 C17 115.04(14) . . ?
C12 C13 C18 110.73(15) . . ?
C18 C13 C14 112.82(14) . . ?
C18 C13 C17 110.29(14) . . ?
C7 C8 C9 109.54(14) . . ?
C14 C8 C7 113.57(14) . . ?
C14 C8 C9 107.62(13) . . ?
C6 C7 C8 110.35(15) . . ?
C8 C14 C13 112.71(14) . . ?
C8 C14 C15 120.67(14) . . ?
C15 C14 C13 103.92(14) . . ?
C3 C2 C1 119.35(16) . . ?
C3 C4 C5 121.32(15) . . ?
C2 C1 C10 122.34(16) . . ?
C10 C5 C6 121.51(16) . . ?
C4 C5 C10 119.69(16) . . ?
C4 C5 C6 118.80(15) . . ?
O2 C17 C13 116.80(14) . . ?
O2 C17 C16 110.48(15) . . ?
C13 C17 C16 104.27(15) . . ?
C10 C9 C8 112.19(13) . . ?
C10 C9 C11 114.20(14) . . ?
C11 C9 C8 111.78(14) . . ?
C13 C12 C11 111.78(14) . . ?
O1 C3 C2 117.77(16) . . ?
O1 C3 C4 122.95(16) . . ?
C2 C3 C4 119.28(16) . . ?
N1 C19 C20 178.5(2) . . ?
C5 C6 C7 113.06(14) . . ?
C12 C11 C9 111.57(15) . . ?
C17 C16 C15 105.44(15) . . ?
C14 C15 C16 103.85(14) . . ?

_olex2_date_sample_data_collection 2017-02-20
_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id 'Beta Estradiol Acetonitrile Solvate'
_olex2_submission_special_instructions 'No special instructions were received'
_oxdiff_exptl_absorpt_empirical_details 
;
Empirical correction (ABSPACK) includes:
- Absorption correction using spherical harmonics
- Frame scaling
- Detector area scaling
;
_oxdiff_exptl_absorpt_empirical_full_max 1.807
_oxdiff_exptl_absorpt_empirical_full_min 0.496
####################################################################### 
# 
# 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_xstr0665
_database_code_depnum_ccdc_archive 'CCDC 1875325'
_audit_update_record             
;
2018-11-27 deposited with the CCDC.
2018-12-07 downloaded from the CCDC.
;
_audit_creation_date             2018-11-27
_audit_creation_method           
;
Olex2 1.2
(compiled 2018.05.29 svn.r3508 for OlexSys, GUI svn.r5506)
;
_shelxl_version_number           2013-4
_chemical_name_common            ?
_chemical_name_systematic        'Estradiol Hemihydrate'
_chemical_formula_moiety         'C18 H24 O2, H O0.5'
_chemical_formula_sum            'C18 H25 O2.50'
_chemical_formula_weight         281.38
_chemical_absolute_configuration ad
_chemical_melting_point          ?
_chemical_oxdiff_formula         C18H25O2.5
_chemical_oxdiff_usercomment     'estradiol hemihydrate'
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      orthorhombic
_space_group_IT_number           18
_space_group_name_H-M_alt        'P 2 21 21'
_space_group_name_Hall           'P 2bc 2'
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                   6.54127(8)
_cell_length_b                   12.05549(14)
_cell_length_c                   19.2527(2)
_cell_angle_alpha                90
_cell_angle_beta                 90
_cell_angle_gamma                90
_cell_volume                     1518.23(3)
_cell_formula_units_Z            4
_cell_measurement_reflns_used    4837
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      73.0760
_cell_measurement_theta_min      4.3190
_shelx_estimated_absorpt_T_max   ?
_shelx_estimated_absorpt_T_min   ?
_exptl_absorpt_coefficient_mu    0.631
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.80525
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details   ?
_exptl_crystal_colour            'clear colourless'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   .
_exptl_crystal_colour_primary    colourless
_exptl_crystal_density_diffrn    1.231
_exptl_crystal_density_meas      ?
_exptl_crystal_density_method    ?
_exptl_crystal_description       block
_exptl_crystal_F_000             612
_exptl_crystal_preparation       ?
_exptl_crystal_recrystallization_method 'Crystallized from ethanol'
_exptl_crystal_size_max          0.3
_exptl_crystal_size_mid          0.3
_exptl_crystal_size_min          0.3
_exptl_special_details           
;
 ?
;
_exptl_transmission_factor_max   ?
_exptl_transmission_factor_min   ?
_diffrn_reflns_av_R_equivalents  0.0171
_diffrn_reflns_av_unetI/netI     0.0209
_diffrn_reflns_Laue_measured_fraction_full 0.991
_diffrn_reflns_Laue_measured_fraction_max 0.970
_diffrn_reflns_limit_h_max       7
_diffrn_reflns_limit_h_min       -8
_diffrn_reflns_limit_k_max       14
_diffrn_reflns_limit_k_min       -14
_diffrn_reflns_limit_l_max       23
_diffrn_reflns_limit_l_min       -22
_diffrn_reflns_number            5285
_diffrn_reflns_point_group_measured_fraction_full 0.993
_diffrn_reflns_point_group_measured_fraction_max 0.961
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         73.543
_diffrn_reflns_theta_min         5.882
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_detector_area_resol_mean 5.2031
_diffrn_detector_type            Atlas
_diffrn_measured_fraction_theta_full 0.991
_diffrn_measured_fraction_theta_max 0.970
_diffrn_measurement_details      ?
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'SuperNova, Dual, Cu at zero, Atlas'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_UB_11      -0.0958182000
_diffrn_orient_matrix_UB_12      0.0977200000
_diffrn_orient_matrix_UB_13      -0.0400550000
_diffrn_orient_matrix_UB_21      -0.1095824000
_diffrn_orient_matrix_UB_22      0.0380217000
_diffrn_orient_matrix_UB_23      0.0667364000
_diffrn_orient_matrix_UB_31      0.1850728000
_diffrn_orient_matrix_UB_32      0.0729824000
_diffrn_orient_matrix_UB_33      0.0187394000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           CuK\a
_diffrn_radiation_wavelength     1.54184
_diffrn_source                   'sealed X-ray tube'
_diffrn_source_type              'SuperNova (Cu) X-ray Source'
_reflns_Friedel_coverage         0.698
_reflns_Friedel_fraction_full    0.996
_reflns_Friedel_fraction_max     0.948
_reflns_number_gt                2920
_reflns_number_total             2945
_reflns_odcompleteness_completeness 99.44
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     66.49
_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       ?
_computing_data_collection       ?
_computing_data_reduction        ?
_computing_molecular_graphics    'Olex2 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 (Dolomanov et al., 2009)'
_computing_structure_refinement  'ShelXL (Sheldrick, 2015)'
_computing_structure_solution    'ShelXS (Sheldrick, 2008)'
_refine_diff_density_max         0.258
_refine_diff_density_min         -0.180
_refine_diff_density_rms         0.042
_refine_ls_abs_structure_details 
;
 Flack x determined using 1199 quotients [(I+)-(I-)]/[(I+)+(I-)]
 (Parsons and Flack (2004), Acta Cryst. A60, s61).
;
_refine_ls_abs_structure_Flack   -0.04(7)
_refine_ls_extinction_coef       .
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.062
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     276
_refine_ls_number_reflns         2945
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0374
_refine_ls_R_factor_gt           0.0372
_refine_ls_restrained_S_all      1.062
_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)+(0.0727P)²+0.2025P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1007
_refine_ls_wR_factor_ref         0.1010
_refine_special_details          
;
 ?
;
_olex2_refinement_description    
;
1. Fixed Uiso
 At 1.5 times of:
  All O(H) groups
2. Others
 Fixed Uiso: H3(0.08)
 Fixed X: H3(0.583549)
 Fixed Y: H3(0.47125)
 Fixed Z: H3(0.528641)
3.a Idealised tetrahedral OH refined as rotating group:
 O1(H1), O2(H2)
;
_atom_sites_solution_hydrogens   mixed
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   ?
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
O1 O 1.1965(2) -0.42576(12) 0.58962(8) 0.0307(4) Uani 1 1 d . . . . .
H1 H 1.2815 -0.4324 0.5586 0.046 Uiso 1 1 calc GR . . . .
O2 O 0.8330(2) 0.45789(12) 0.58879(9) 0.0343(4) Uani 1 1 d . . . . .
H2 H 0.9492 0.4790 0.5798 0.051 Uiso 1 1 calc GR . . . .
C4 C 1.0026(3) -0.27931(16) 0.64144(10) 0.0218(4) Uani 1 1 d . . . . .
C8 C 0.8522(3) 0.06006(15) 0.65853(9) 0.0190(4) Uani 1 1 d . . . . .
C1 C 1.2885(3) -0.12738(16) 0.59822(10) 0.0229(4) Uani 1 1 d . . . . .
C3 C 1.1725(3) -0.31534(15) 0.60546(9) 0.0221(4) Uani 1 1 d . . . . .
C7 C 0.7807(3) -0.01229(16) 0.71848(10) 0.0239(4) Uani 1 1 d . . . . .
C14 C 0.8298(3) 0.18356(15) 0.67206(9) 0.0193(4) Uani 1 1 d . . . . .
C17 C 0.8419(3) 0.36974(16) 0.63813(10) 0.0240(4) Uani 1 1 d . . . . .
C2 C 1.3209(3) -0.23910(16) 0.58527(9) 0.0228(4) Uani 1 1 d . . . . .
C12 C 1.1131(3) 0.23218(15) 0.59199(11) 0.0230(4) Uani 1 1 d . . . . .
C9 C 1.0787(3) 0.03604(15) 0.64307(9) 0.0192(4) Uani 1 1 d . . . . .
C13 C 0.8885(3) 0.25403(14) 0.60860(9) 0.0195(4) Uani 1 1 d . . . . .
C5 C 0.9728(3) -0.16687(15) 0.65594(9) 0.0193(4) Uani 1 1 d . . . . .
C15 C 0.6238(3) 0.23100(17) 0.69619(11) 0.0261(4) Uani 1 1 d . . . . .
C10 C 1.1145(3) -0.08806(14) 0.63213(9) 0.0188(4) Uani 1 1 d . . . . .
C6 C 0.7840(3) -0.13399(16) 0.69708(10) 0.0234(4) Uani 1 1 d . . . . .
C11 C 1.1552(3) 0.10744(15) 0.58188(10) 0.0241(4) Uani 1 1 d . . . . .
C16 C 0.6393(3) 0.35608(17) 0.67808(11) 0.0298(4) Uani 1 1 d . . . . .
C18 C 0.7540(3) 0.23279(16) 0.54487(10) 0.0251(4) Uani 1 1 d . . . . .
O3 O 0.4988(3) 0.5000 0.5000 0.0336(5) Uani 1 2 d S T P . .
H3 H 0.5835 0.4712 0.5286 0.080 Uiso 1 1 d . . . . .
H9 H 1.158(4) 0.0623(19) 0.6820(13) 0.021(5) Uiso 1 1 d . . . . .
H12A H 1.191(4) 0.263(2) 0.6318(14) 0.034(6) Uiso 1 1 d . . . . .
H8 H 0.762(3) 0.0402(17) 0.6178(11) 0.011(5) Uiso 1 1 d . . . . .
H11A H 1.087(4) 0.0846(19) 0.5391(13) 0.025(6) Uiso 1 1 d . . . . .
H16A H 0.523(4) 0.381(2) 0.6499(14) 0.037(7) Uiso 1 1 d . . . . .
H12B H 1.159(4) 0.273(2) 0.5505(13) 0.030(6) Uiso 1 1 d . . . . .
H14 H 0.936(4) 0.2034(19) 0.7074(12) 0.022(6) Uiso 1 1 d . . . . .
H11B H 1.307(4) 0.096(2) 0.5771(15) 0.035(7) Uiso 1 1 d . . . . .
H17 H 0.951(4) 0.388(2) 0.6727(13) 0.027(6) Uiso 1 1 d . . . . .
H7A H 0.871(4) -0.001(2) 0.7571(14) 0.033(6) Uiso 1 1 d . . . . .
H7B H 0.639(4) 0.008(2) 0.7346(14) 0.033(7) Uiso 1 1 d . . . . .
H4 H 0.900(4) -0.336(2) 0.6562(13) 0.033(7) Uiso 1 1 d . . . . .
H1A H 1.387(5) -0.075(2) 0.5813(15) 0.039(7) Uiso 1 1 d . . . . .
H18A H 0.791(4) 0.284(2) 0.5081(15) 0.035(7) Uiso 1 1 d . . . . .
H2A H 1.436(4) -0.2627(19) 0.5595(12) 0.021(5) Uiso 1 1 d . . . . .
H16B H 0.650(5) 0.405(2) 0.7214(15) 0.040(7) Uiso 1 1 d . . . . .
H18B H 0.769(4) 0.160(2) 0.5257(13) 0.028(6) Uiso 1 1 d . . . . .
H18C H 0.618(5) 0.243(3) 0.5571(16) 0.048(8) Uiso 1 1 d . . . . .
H6A H 0.667(4) -0.152(2) 0.6686(12) 0.025(6) Uiso 1 1 d . . . . .
H15A H 0.594(4) 0.218(2) 0.7442(14) 0.031(6) Uiso 1 1 d . . . . .
H6B H 0.773(4) -0.186(2) 0.7387(13) 0.030(6) Uiso 1 1 d . . . . .
H15B H 0.510(4) 0.200(2) 0.6720(16) 0.036(7) Uiso 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
O1 H1 0.8200 . ?
O1 C3 1.375(2) . ?
O2 H2 0.8200 . ?
O2 C17 1.426(2) . ?
C4 C3 1.380(3) . ?
C4 C5 1.398(3) . ?
C4 H4 1.00(3) . ?
C8 C7 1.520(3) . ?
C8 C14 1.519(2) . ?
C8 C9 1.538(2) . ?
C8 H8 1.01(2) . ?
C1 C2 1.386(3) . ?
C1 C10 1.395(3) . ?
C1 H1A 0.96(3) . ?
C3 C2 1.392(3) . ?
C7 C6 1.524(3) . ?
C7 H7A 0.96(3) . ?
C7 H7B 1.01(3) . ?
C14 C13 1.537(2) . ?
C14 C15 1.536(3) . ?
C14 H14 1.00(2) . ?
C17 C13 1.537(2) . ?
C17 C16 1.541(3) . ?
C17 H17 1.00(3) . ?
C2 H2A 0.95(2) . ?
C12 C13 1.526(2) . ?
C12 C11 1.541(2) . ?
C12 H12A 0.99(3) . ?
C12 H12B 0.98(3) . ?
C9 C10 1.529(2) . ?
C9 C11 1.543(2) . ?
C9 H9 0.96(2) . ?
C13 C18 1.531(2) . ?
C5 C10 1.404(3) . ?
C5 C6 1.520(2) . ?
C15 C16 1.551(3) . ?
C15 H15A 0.96(3) . ?
C15 H15B 0.95(3) . ?
C6 H6A 0.96(3) . ?
C6 H6B 1.02(3) . ?
C11 H11A 0.98(2) . ?
C11 H11B 1.01(3) . ?
C16 H16A 0.98(3) . ?
C16 H16B 1.03(3) . ?
C18 H18A 0.97(3) . ?
C18 H18B 0.96(3) . ?
C18 H18C 0.92(3) . ?
O3 H3 0.8554(14) . ?

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
C3 O1 H1 109.5 . . ?
C17 O2 H2 109.5 . . ?
C3 C4 C5 121.19(17) . . ?
C3 C4 H4 117.8(16) . . ?
C5 C4 H4 121.0(16) . . ?
C7 C8 C9 109.58(15) . . ?
C7 C8 H8 105.9(12) . . ?
C14 C8 C7 113.73(15) . . ?
C14 C8 C9 108.10(15) . . ?
C14 C8 H8 108.1(12) . . ?
C9 C8 H8 111.5(12) . . ?
C2 C1 C10 122.61(17) . . ?
C2 C1 H1A 118.3(17) . . ?
C10 C1 H1A 119.0(17) . . ?
O1 C3 C4 120.53(17) . . ?
O1 C3 C2 119.87(17) . . ?
C4 C3 C2 119.60(17) . . ?
C8 C7 C6 110.04(16) . . ?
C8 C7 H7A 108.4(17) . . ?
C8 C7 H7B 112.3(15) . . ?
C6 C7 H7A 109.9(17) . . ?
C6 C7 H7B 109.1(16) . . ?
H7A C7 H7B 107(2) . . ?
C8 C14 C13 112.42(15) . . ?
C8 C14 C15 120.12(16) . . ?
C8 C14 H14 106.5(13) . . ?
C13 C14 H14 103.5(14) . . ?
C15 C14 C13 104.71(14) . . ?
C15 C14 H14 108.3(14) . . ?
O2 C17 C13 115.97(16) . . ?
O2 C17 C16 112.14(16) . . ?
O2 C17 H17 107.8(14) . . ?
C13 C17 C16 104.97(15) . . ?
C13 C17 H17 108.0(14) . . ?
C16 C17 H17 107.7(14) . . ?
C1 C2 C3 119.01(18) . . ?
C1 C2 H2A 120.6(14) . . ?
C3 C2 H2A 120.2(14) . . ?
C13 C12 C11 111.52(15) . . ?
C13 C12 H12A 105.5(16) . . ?
C13 C12 H12B 112.3(15) . . ?
C11 C12 H12A 112.0(16) . . ?
C11 C12 H12B 109.1(15) . . ?
H12A C12 H12B 106(2) . . ?
C8 C9 C11 110.80(15) . . ?
C8 C9 H9 107.7(14) . . ?
C10 C9 C8 111.00(14) . . ?
C10 C9 C11 113.02(14) . . ?
C10 C9 H9 110.2(14) . . ?
C11 C9 H9 103.7(14) . . ?
C14 C13 C17 99.09(14) . . ?
C12 C13 C14 108.16(15) . . ?
C12 C13 C17 115.16(15) . . ?
C12 C13 C18 110.88(16) . . ?
C18 C13 C14 113.62(15) . . ?
C18 C13 C17 109.52(15) . . ?
C4 C5 C10 119.94(17) . . ?
C4 C5 C6 118.05(16) . . ?
C10 C5 C6 122.01(16) . . ?
C14 C15 C16 103.70(15) . . ?
C14 C15 H15A 114.2(17) . . ?
C14 C15 H15B 113.2(17) . . ?
C16 C15 H15A 112.8(16) . . ?
C16 C15 H15B 108.5(17) . . ?
H15A C15 H15B 105(2) . . ?
C1 C10 C9 121.47(16) . . ?
C1 C10 C5 117.47(16) . . ?
C5 C10 C9 121.06(16) . . ?
C7 C6 H6A 111.0(15) . . ?
C7 C6 H6B 112.3(15) . . ?
C5 C6 C7 113.78(16) . . ?
C5 C6 H6A 106.8(14) . . ?
C5 C6 H6B 107.7(15) . . ?
H6A C6 H6B 105(2) . . ?
C12 C11 C9 112.96(15) . . ?
C12 C11 H11A 107.5(14) . . ?
C12 C11 H11B 108.9(16) . . ?
C9 C11 H11A 109.9(14) . . ?
C9 C11 H11B 108.2(16) . . ?
H11A C11 H11B 109(2) . . ?
C17 C16 C15 105.80(15) . . ?
C17 C16 H16A 111.0(16) . . ?
C17 C16 H16B 106.5(17) . . ?
C15 C16 H16A 111.9(17) . . ?
C15 C16 H16B 112.6(16) . . ?
H16A C16 H16B 109(2) . . ?
C13 C18 H18A 109.7(16) . . ?
C13 C18 H18B 113.8(15) . . ?
C13 C18 H18C 108.9(19) . . ?
H18A C18 H18B 106(2) . . ?
H18A C18 H18C 110(2) . . ?
H18B C18 H18C 108(2) . . ?

_olex2_date_sample_data_collection 2016-10-31
_olex2_exptl_crystal_mounting_method 'Nylon Loop'
_olex2_submission_original_sample_id XSTR0665
_olex2_submission_special_instructions 'No special instructions were received'
