#------------------------------------------------------------------------------
#$Date: 2025-08-19 01:52:38 +0300 (Tue, 19 Aug 2025) $
#$Revision: 301791 $
#$URL: file:///home/coder/svn-repositories/cod/cif/2/00/76/2007637.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/. The original data for this entry
# were provided by IUCr Journals, http://journals.iucr.org/.
#
# The file may be used within the scientific community so long as
# proper attribution is given to the journal article from which the
# data were obtained.
#
data_2007637
loop_
_publ_author_name
'Bes, M. Teresa'
'Usón, Isabel'
'Pelikán, Szilvia'
'Tietze, Lutz F.'
'Frank, Éva'
'Schneider, Gyula'
_publ_section_title
;
 A Hexacyclic Estrone Derivative
;
_journal_issue                   9
_journal_name_full               'Acta Crystallographica Section C'
_journal_page_first              1341
_journal_page_last               1343
_journal_paper_doi               10.1107/S0108270198002881
_journal_volume                  54
_journal_year                    1998
_chemical_formula_moiety         'C27 H33 N O2'
_chemical_formula_sum            'C27 H33 N O2'
_chemical_formula_weight         403.54
_chemical_melting_point          224
_chemical_name_systematic
;3,6'-dimethoxy-1',2'α,3'β,4'-tetrahydroquinolino[3',2':16,17]estra-1,3,5(10)-
triene
;
_space_group_IT_number           4
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_Hall  'P 2yb'
_symmetry_space_group_name_H-M   'P 1 21 1'
_audit_creation_method           SHELXL96
_cell_angle_alpha                90.00
_cell_angle_beta                 101.40(4)
_cell_angle_gamma                90.00
_cell_formula_units_Z            2
_cell_length_a                   9.847(3)
_cell_length_b                   10.242(3)
_cell_length_c                   10.866(3)
_cell_measurement_reflns_used    48
_cell_measurement_temperature    153(2)
_cell_measurement_theta_max      12.5
_cell_measurement_theta_min      10.0
_cell_volume                     1074.2(6)
_computing_cell_refinement       DIF4
_computing_data_collection       'DIF4 (Stoe & Cie, 1991a)'
_computing_data_reduction        'REDU4 (Stoe & Cie, 1991b)'
_computing_molecular_graphics    'SHELXTL-Plus (Sheldrick, 1991)'
_computing_publication_material  SHELXL96
_computing_structure_refinement  'SHELXL96 (Sheldrick, 1996)'
_computing_structure_solution    'SHELXS96 (Sheldrick, 1990)'
_diffrn_ambient_temperature      153(2)
_diffrn_measurement_device       'Siemens--Stoe AED four-circle'
_diffrn_measurement_method       '2θ/ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_source         'fine-focus sealed tube'
_diffrn_radiation_type           MoK\a
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.036
_diffrn_reflns_av_sigmaI/netI    0.014
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -11
_diffrn_reflns_limit_k_max       12
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       12
_diffrn_reflns_limit_l_min       -12
_diffrn_reflns_number            3269
_diffrn_reflns_theta_max         25.00
_diffrn_reflns_theta_min         2.11
_diffrn_standards_decay_%        <3
_diffrn_standards_interval_time  90
_diffrn_standards_number         3
_exptl_absorpt_coefficient_mu    0.077
_exptl_absorpt_correction_type   none
_exptl_crystal_colour            colourless
_exptl_crystal_density_diffrn    1.248
_exptl_crystal_density_meas      ?
_exptl_crystal_description       block
_exptl_crystal_F_000             436
_exptl_crystal_size_max          0.75
_exptl_crystal_size_mid          0.75
_exptl_crystal_size_min          0.60
_refine_diff_density_max         0.207
_refine_diff_density_min         -0.184
_refine_ls_extinction_coef       0.016(6)
_refine_ls_extinction_method     SHELXL96
_refine_ls_goodness_of_fit_all   1.016
_refine_ls_goodness_of_fit_obs   1.015
_refine_ls_hydrogen_treatment    'H atoms: riding model'
_refine_ls_matrix_type           full
_refine_ls_number_parameters     278
_refine_ls_number_reflns         3124
_refine_ls_number_restraints     2
_refine_ls_restrained_S_all      1.016
_refine_ls_restrained_S_obs      1.015
_refine_ls_R_factor_all          0.037
_refine_ls_R_factor_obs          .036
_refine_ls_shift/esd_max         0.000
_refine_ls_shift/esd_mean        0.000
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0798P)²+0.1363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.102
_refine_ls_wR_factor_obs         .101
_reflns_number_observed          1953
_reflns_number_total             2006
_reflns_observed_criterion       I>2\s(I)
_cod_data_source_file            ka1260.cif
_cod_data_source_block           ka1260
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 

The following automatic conversions were performed:

'_symmetry_cell_setting' value 'Monoclinic' changed to 'monoclinic'
according to /home/saulius/struct/CIF-dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_values 1715 2011-07-08 13:25:40Z adriana 

The following automatic conversions were performed:

'_exptl_crystal_density_meas' value 'not measured' was changed to '?'
- the value is perceived as not measured.

Automatic conversion script
Id: cif_fix_values 3008 2015-01-20 13:52:24Z robertas 

The following automatic conversions were performed:

'_refine_ls_weighting_scheme' value 'calc w =
1/[\s^2^(Fo^2^)+(0.0798P)^2^+0.1363P] where P=(Fo^2^+2Fc^2^)/3' was
changed to 'calc'. New tag '_refine_ls_weighting_details' was
created. The value of the new tag was set to 'w =
1/[\s^2^(Fo^2^)+(0.0798P)^2^+0.1363P] where P=(Fo^2^+2Fc^2^)/3'.

Automatic conversion script
Id: cif_fix_values 3143 2015-03-26 13:38:13Z robertas 
;
_cod_original_cell_volume        1074.2(5)
_cod_original_sg_symbol_H-M      'P 21'
_cod_database_code               2007637
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y+1/2, -z'
loop_
_atom_site_label
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_thermal_displace_type
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_occupancy
_atom_site_disorder_group
_atom_site_type_symbol
N1 .23347(16) -.76380(15) .30012(15) .0277(3) Uani d D 1 . N
H10 .205(2) -.732(2) .3679(15) .033 Uiso d D 1 . H
O2 -.26374(15) -.90500(16) -.01718(14) .0409(4) Uani d . 1 . O
O3 1.33009(14) -.89754(17) .75223(13) .0400(4) Uani d . 1 . O
C1 .95446(19) -.85205(18) .72565(16) .0269(4) Uani d . 1 . C
H1 .8903 -.8149 .7705 .032 Uiso calc R 1 . H
C2 1.09446(19) -.84657(19) .77905(17) .0291(4) Uani d . 1 . C
H2 1.1253 -.8081 .8593 .035 Uiso calc R 1 . H
C3 1.1889(2) -.89893(19) .71224(17) .0291(4) Uani d . 1 . C
C4 1.1405(2) -.95762(19) .59694(17) .0289(4) Uani d . 1 . C
H4 1.2053 -.9939 .5523 .035 Uiso calc R 1 . H
C5 1.00001(19) -.96492(17) .54464(16) .0252(4) Uani d . 1 . C
C6 .95696(19) -1.03296(19) .41944(17) .0303(4) Uani d . 1 . C
H6A 1.0046 -1.1184 .4235 .036 Uiso calc R 1 . H
H6B .9883 -.9801 .3541 .036 Uiso calc R 1 . H
C7 .80156(19) -1.05527(18) .38040(17) .0279(4) Uani d . 1 . C
H7A .7746 -1.1322 .4253 .033 Uiso calc R 1 . H
H7B .7776 -1.0734 .2892 .033 Uiso calc R 1 . H
C8 .72172(18) -.93533(16) .41055(15) .0229(4) Uani d . 1 . C
H8 .7566 -.8569 .3715 .027 Uiso calc R 1 . H
C9 .74874(18) -.91593(17) .55442(15) .0230(4) Uani d . 1 . C
H9 .7133 -.9962 .5900 .028 Uiso calc R 1 . H
C10 .90354(19) -.90934(17) .60952(16) .0234(4) Uani d . 1 . C
C11 .66593(18) -.80054(18) .59283(16) .0261(4) Uani d . 1 . C
H11A .6760 -.8002 .6853 .031 Uiso calc R 1 . H
H11B .7055 -.7179 .5682 .031 Uiso calc R 1 . H
C12 .51115(18) -.80595(18) .53251(16) .0252(4) Uani d . 1 . C
H12A .4676 -.8803 .5682 .030 Uiso calc R 1 . H
H12B .4656 -.7248 .5528 .030 Uiso calc R 1 . H
C13 .48833(18) -.82139(17) .38933(16) .0233(4) Uani d . 1 . C
C14 .56604(19) -.94598(17) .36297(16) .0239(4) Uani d . 1 . C
H14 .5338 -1.0167 .4138 .029 Uiso calc R 1 . H
C15 .50713(19) -.9807(2) .22429(17) .0301(4) Uani d . 1 . C
H15A .4996 -1.0765 .2126 .036 Uiso calc R 1 . H
H15B .5666 -.9451 .1687 .036 Uiso calc R 1 . H
C16 .36242(19) -.91591(19) .19666(16) .0264(4) Uani d . 1 . C
H16 .3668 -.8400 .1397 .032 Uiso calc R 1 . H
C17 .34265(18) -.86176(18) .32354(16) .0244(4) Uani d . 1 . C
H17 .3113 -.9348 .3723 .029 Uiso calc R 1 . H
C18 .5358(2) -.69819(18) .32907(17) .0280(4) Uani d . 1 . C
H18A .6304 -.6759 .3712 .042 Uiso calc R 1 . H
H18B .4735 -.6256 .3377 .042 Uiso calc R 1 . H
H18C .5339 -.7145 .2399 .042 Uiso calc R 1 . H
C16' .23626(19) -.99589(18) .14042(18) .0283(4) Uani d . 1 . C
H16A .2336 -1.0765 .1901 .034 Uiso calc R 1 . H
H16B .2408 -1.0212 .0534 .034 Uiso calc R 1 . H
C2' .10667(19) -.91530(18) .14058(16) .0253(4) Uani d . 1 . C
C3' -.0174(2) -.94972(18) .06175(17) .0277(4) Uani d . 1 . C
H3' -.0200 -1.0243 .0093 .033 Uiso calc R 1 . H
C4' -.13726(19) -.8776(2) .05801(17) .0294(4) Uani d . 1 . C
C5' -.1329(2) -.7668(2) .13368(18) .0298(4) Uani d . 1 . C
H5' -.2142 -.7163 .1316 .036 Uiso calc R 1 . H
C6' -.0104(2) -.73071(18) .21134(17) .0289(4) Uani d . 1 . C
H6' -.0079 -.6544 .2615 .035 Uiso calc R 1 . H
C1' .11047(19) -.80441(18) .21764(16) .0252(4) Uani d . 1 . C
C30 1.3842(2) -.8348(2) .86672(19) .0402(5) Uani d . 1 . C
H30A 1.3571 -.8833 .9358 .060 Uiso calc R 1 . H
H30B 1.3476 -.7457 .8648 .060 Uiso calc R 1 . H
H30C 1.4854 -.8317 .8792 .060 Uiso calc R 1 . H
C40' -.2743(2) -1.0251(2) -.0851(2) .0439(5) Uani d . 1 . C
H40A -.2498 -1.0978 -.0263 .066 Uiso calc R 1 . H
H40B -.2108 -1.0235 -.1442 .066 Uiso calc R 1 . H
H40C -.3695 -1.0365 -.1316 .066 Uiso calc R 1 . H
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0033 0.0016 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
H H 0.0000 0.0000 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
N N 0.0061 0.0033 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
O O 0.0106 0.0060 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
C1' N1 C17 114.64(15)
C4' O2 C40' 116.55(17)
C3 O3 C30 117.85(15)
C2 C1 C10 123.12(16)
C1 C2 C3 118.45(17)
O3 C3 C4 115.88(16)
O3 C3 C2 124.69(17)
C4 C3 C2 119.43(18)
C3 C4 C5 121.97(16)
C4 C5 C10 119.23(16)
C4 C5 C6 118.15(15)
C10 C5 C6 122.61(17)
C5 C6 C7 114.04(14)
C6 C7 C8 110.54(15)
C14 C8 C7 113.32(14)
C14 C8 C9 108.25(13)
C7 C8 C9 109.09(15)
C10 C9 C11 113.67(14)
C10 C9 C8 111.19(13)
C11 C9 C8 112.23(14)
C1 C10 C5 117.77(17)
C1 C10 C9 121.83(15)
C5 C10 C9 120.38(16)
C12 C11 C9 112.99(14)
C13 C12 C11 111.72(14)
C17 C13 C12 115.96(14)
C17 C13 C18 111.08(15)
C12 C13 C18 110.56(15)
C17 C13 C14 98.25(14)
C12 C13 C14 107.13(14)
C18 C13 C14 113.33(14)
C8 C14 C13 112.38(14)
C8 C14 C15 120.43(14)
C13 C14 C15 105.48(14)
C14 C15 C16 104.15(14)
C16' C16 C17 108.60(14)
C16' C16 C15 119.85(16)
C17 C16 C15 104.86(15)
N1 C17 C13 119.20(15)
N1 C17 C16 108.22(14)
C13 C17 C16 104.13(13)
C16 C16' C2' 109.15(15)
C3' C2' C1' 119.17(16)
C3' C2' C16' 119.80(16)
C1' C2' C16' 121.02(16)
C4' C3' C2' 121.47(16)
O2 C4' C3' 125.05(17)
O2 C4' C5' 115.70(17)
C3' C4' C5' 119.24(17)
C6' C5' C4' 119.94(18)
C5' C6' C1' 121.21(17)
C6' C1' C2' 118.94(17)
C6' C1' N1 118.95(16)
C2' C1' N1 122.10(16)
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
N1 C1' . 1.419(3) ?
N1 C17 . 1.456(2) ?
O2 C4' . 1.377(2) ?
O2 C40' . 1.428(3) ?
O3 C3 . 1.372(2) ?
O3 C30 . 1.408(3) ?
C1 C2 . 1.387(3) ?
C1 C10 . 1.392(3) ?
C2 C3 . 1.395(3) ?
C3 C4 . 1.387(3) ?
C4 C5 . 1.390(3) ?
C5 C10 . 1.410(2) ?
C5 C6 . 1.513(3) ?
C6 C7 . 1.522(3) ?
C7 C8 . 1.529(2) ?
C8 C14 . 1.522(3) ?
C8 C9 . 1.546(2) ?
C9 C10 . 1.525(3) ?
C9 C11 . 1.540(2) ?
C11 C12 . 1.536(3) ?
C12 C13 . 1.536(2) ?
C13 C17 . 1.528(3) ?
C13 C18 . 1.537(2) ?
C13 C14 . 1.544(2) ?
C14 C15 . 1.545(3) ?
C15 C16 . 1.547(3) ?
C16 C16' . 1.513(3) ?
C16 C17 . 1.534(2) ?
C16' C2' . 1.520(3) ?
C2' C3' . 1.392(3) ?
C2' C1' . 1.407(3) ?
C3' C4' . 1.386(3) ?
C4' C5' . 1.398(3) ?
C5' C6' . 1.379(3) ?
C6' C1' . 1.399(3) ?
loop_
_cod_related_entry_id
_cod_related_entry_database
_cod_related_entry_code
1 ChemSpider 21185823
2 PubChem 15411452
