#------------------------------------------------------------------------------
#$Date: 2024-12-16 19:33:52 +0200 (Mon, 16 Dec 2024) $
#$Revision: 296876 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/15/91/7159152.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_7159152
loop_
_publ_author_name
'Laha, Banamali'
'Suresh, Alati'
'Namboothiri, Irishi N. N.'
_publ_section_title
;
 Regio- and stereoselective synthesis of functionalized
 tetrahydro-benzochromenes and hexahydrochromenochromenones via [4
 + 2] annulation of curcumins with nitrochromenes.
;
_journal_issue                   9
_journal_name_full               'Organic & biomolecular chemistry'
_journal_page_first              1872
_journal_page_last               1877
_journal_paper_doi               10.1039/d2ob02211g
_journal_volume                  21
_journal_year                    2023
_chemical_formula_moiety         '0.5(C H Cl3), C36 H31 N O5'
_chemical_formula_sum            'C36.5 H31.5 Cl1.5 N O5'
_chemical_formula_weight         617.30
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2yn'
_space_group_name_H-M_alt        'P 1 21/n 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     dual
_audit_creation_date             2022-09-05
_audit_creation_method
;
Olex2 1.3-ac4
(compiled 2019.04.23 svn.r3594 for Rigaku Oxford Diffraction, GUI svn.r5739)
;
_audit_update_record
;
2022-09-14 deposited with the CCDC.	2023-02-07 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 109.626(3)
_cell_angle_gamma                90
_cell_formula_units_Z            8
_cell_length_a                   21.0341(5)
_cell_length_b                   12.7886(2)
_cell_length_c                   26.3878(6)
_cell_measurement_reflns_used    18945
_cell_measurement_temperature    150.00(10)
_cell_measurement_theta_max      27.4970
_cell_measurement_theta_min      1.7200
_cell_volume                     6685.9(3)
_computing_cell_refinement       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_collection       'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_computing_data_reduction        'CrysAlisPro 1.171.41.93a (Rigaku OD, 2020)'
_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    'ShelXT (Sheldrick, 2015)'
_diffrn_ambient_environment      N~2~
_diffrn_ambient_temperature      150.00(10)
_diffrn_detector                 'CCD plate'
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  φ    -90.56 125.94   0.50    2.00  81.02  -9.84  31.50    --   433
  2  φ   -137.73  45.77   0.50    2.00   6.61  -9.84 -31.50    --   367
  3  ω   -100.81  15.69   0.50    2.00    --   -9.84 -59.25 -51.92  233
  4  ω   -100.81  15.69   0.50    2.00    --   -9.84 -59.25-123.92  233
  5  φ   -127.92  55.58   0.50    2.00  15.81  -9.84 -59.25    --   367
;
_diffrn_measurement_device       'abstract diffractometer'
_diffrn_measurement_device_type
'Saxi-CrysAlisPro-abstract goniometer imported SAXI images'
_diffrn_measurement_method       'ω and φ scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0064381000
_diffrn_orient_matrix_UB_12      0.0215828000
_diffrn_orient_matrix_UB_13      -0.0259993000
_diffrn_orient_matrix_UB_21      0.0138366000
_diffrn_orient_matrix_UB_22      -0.0452822000
_diffrn_orient_matrix_UB_23      -0.0078248000
_diffrn_orient_matrix_UB_31      -0.0323905000
_diffrn_orient_matrix_UB_32      -0.0236719000
_diffrn_orient_matrix_UB_33      -0.0087742000
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.0664
_diffrn_reflns_av_unetI/netI     0.0267
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       25
_diffrn_reflns_limit_h_min       -25
_diffrn_reflns_limit_k_max       15
_diffrn_reflns_limit_k_min       -15
_diffrn_reflns_limit_l_max       31
_diffrn_reflns_limit_l_min       -31
_diffrn_reflns_number            150854
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        25.000
_diffrn_reflns_theta_max         25.000
_diffrn_reflns_theta_min         1.514
_diffrn_source                   'fine-focus sealed X-ray tube'
_diffrn_source_type              'Enhance (Mo) X-ray Source'
_exptl_absorpt_coefficient_mu    0.196
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.51937
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.93a (Rigaku Oxford Diffraction, 2020)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light colourless'
_exptl_crystal_density_diffrn    1.227
_exptl_crystal_description       block
_exptl_crystal_F_000             2584
_exptl_crystal_size_max          0.23
_exptl_crystal_size_mid          0.18
_exptl_crystal_size_min          0.15
_refine_diff_density_max         0.621
_refine_diff_density_min         -0.853
_refine_diff_density_rms         0.080
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.023
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     797
_refine_ls_number_reflns         11768
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.023
_refine_ls_R_factor_all          0.0865
_refine_ls_R_factor_gt           0.0710
_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)+(0.1409P)²+6.3006P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.2077
_refine_ls_wR_factor_ref         0.2252
_reflns_Friedel_coverage         0.000
_reflns_number_gt                9161
_reflns_number_total             11768
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d2ob02211g3.cif
_cod_data_source_block           inn_bl_as_134_autored
_cod_depositor_comments
;

2024-12-16
Z value and formula fixed to values more according to usual
chemical conventions.                 miguel
;
_cod_original_formula_sum            'C73 H63 Cl3 N2 O10'
_cod_original_formula_weight         1234.60
_cod_original_formula_moiety         'C H Cl3, 2(C36 H31 N O5), 1[CHCl3]'
_cod_original_formula_units_Z            4
_cod_database_code               7159152
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         CHNO
_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.
;
_reflns_odcompleteness_completeness 91.00
_reflns_odcompleteness_iscentric 1
_reflns_odcompleteness_theta     33.73
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups, All C(H,H) groups
 At 1.5 times of:
  All C(H,H,H) groups
2.a Ternary CH refined with riding coordinates:
 C00H(H00H), C00K(H00K), C00P(H00P), C00T(H00T), C00W(H00W), C00Y(H00Y),
 C011(H011), C01E(H01I), C02G(H02P)
2.b Secondary CH2 refined with riding coordinates:
 C00I(H00A,H00B), C010(H01F,H01H), C013(H01A,H01B), C01N(H01S,H01W)
2.c Aromatic/amide H refined with riding coordinates:
 C00M(H00M), C00R(H00R), C015(H015), C01A(H01C), C01B(H01D), C01C(H01E),
 C01G(H01G), C01H(H01J), C01I(H01K), C01J(H01N), C01K(H01O), C01L(H01L),
 C01M(H01M), C01P(H01P), C01Q(H01Q), C01R(H01R), C01S(H01X), C01T(H01T),
 C01U(H01U), C01V(H01V), C01W(H01Y), C01X(H01), C01Z(H01Z), C020(H020),
 C022(H022), C023(H023), C024(H024), C025(H025), C027(H027), C028(H028),
 C029(H029), C02A(H02K), C02B(H02D), C02E(H02L)
2.d Idealised Me refined as rotating group:
 C021(H02A,H02B,H02C), C026(H02H,H02I,H02J), C02D(H02E,H02F,H02G), C02F(H02M,
 H02N,H02O)
;
_smtbx_masks_void_probe_radius   1.2
_smtbx_masks_void_truncation_radius 1.2
_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
;
_oxdiff_exptl_absorpt_empirical_full_max 1.393
_oxdiff_exptl_absorpt_empirical_full_min 0.647
loop_
_space_group_symop_operation_xyz
'x, y, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x-1/2, -y-1/2, z-1/2'
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
Cl00 Cl 0.05238(6) -0.11975(10) 0.02809(6) 0.0851(4) Uani 1 1 d . . . . .
Cl1 Cl -0.08661(7) -0.14116(12) 0.02011(7) 0.0951(5) Uani 1 1 d . . . . .
Cl2 Cl -0.02695(8) -0.28103(12) -0.03821(6) 0.0961(5) Uani 1 1 d . . . . .
O004 O 0.29586(9) 0.21447(14) 0.08226(7) 0.0263(4) Uani 1 1 d . . . . .
O005 O 0.12908(9) 0.31793(14) 0.22749(7) 0.0248(4) Uani 1 1 d . . . . .
O006 O 0.85821(9) 0.55832(14) 0.26432(7) 0.0269(4) Uani 1 1 d . . . . .
O007 O 0.71165(10) 0.44078(15) 0.42185(7) 0.0296(4) Uani 1 1 d . . . . .
O008 O 0.32217(10) 0.48830(15) 0.16970(8) 0.0331(5) Uani 1 1 d . . . . .
O009 O 0.67605(10) 0.72032(15) 0.33775(8) 0.0334(5) Uani 1 1 d . . . . .
O00A O 0.29376(10) 0.12929(16) 0.28896(8) 0.0348(5) Uani 1 1 d . . . . .
O00B O 0.32334(10) 0.39891(17) 0.23932(8) 0.0365(5) Uani 1 1 d . . . . .
O00C O 0.69395(11) 0.36796(17) 0.20895(8) 0.0397(5) Uani 1 1 d . . . . .
O00D O 0.66366(11) 0.63309(18) 0.26505(8) 0.0415(5) Uani 1 1 d . . . . .
N00E N 0.31031(10) 0.40906(17) 0.19078(9) 0.0231(5) Uani 1 1 d . . . . .
N00F N 0.68382(11) 0.64176(17) 0.31395(9) 0.0245(5) Uani 1 1 d . . . . .
C00G C 0.19483(12) 0.43571(19) 0.07631(10) 0.0193(5) Uani 1 1 d . . . . .
C00H C 0.20361(12) 0.35290(19) 0.11938(10) 0.0194(5) Uani 1 1 d . . . . .
H00H H 0.181793 0.288527 0.099593 0.023 Uiso 1 1 calc R . . . .
C00I C 0.16361(13) 0.3795(2) 0.15694(10) 0.0223(5) Uani 1 1 d . . . . .
H00A H 0.176688 0.450287 0.172018 0.027 Uiso 1 1 calc R . . . .
H00B H 0.114903 0.381176 0.135556 0.027 Uiso 1 1 calc R . . . .
C00J C 0.80865(13) 0.6658(2) 0.42423(10) 0.0223(5) Uani 1 1 d . . . . .
C00K C 0.27418(12) 0.22164(19) 0.18634(10) 0.0197(5) Uani 1 1 d . . . . .
H00K H 0.320538 0.209072 0.212445 0.024 Uiso 1 1 calc R . . . .
C00L C 0.27693(12) 0.31930(19) 0.15324(9) 0.0193(5) Uani 1 1 d . . . . .
C00M C 0.18571(13) 0.5418(2) 0.08516(10) 0.0231(5) Uani 1 1 d . . . . .
H00M H 0.188331 0.564675 0.120056 0.028 Uiso 1 1 calc R . . . .
C00N C 0.22671(13) 0.23576(19) 0.21822(10) 0.0211(5) Uani 1 1 d . . . . .
C00O C 0.17461(12) 0.3039(2) 0.20223(10) 0.0213(5) Uani 1 1 d . . . . .
C00P C 0.79620(12) 0.5861(2) 0.37918(10) 0.0212(5) Uani 1 1 d . . . . .
H00P H 0.820361 0.521386 0.396811 0.025 Uiso 1 1 calc R . . . .
C00Q C 0.81572(13) 0.5426(2) 0.29215(10) 0.0235(5) Uani 1 1 d . . . . .
C00R C 0.81808(14) 0.7723(2) 0.41716(10) 0.0254(6) Uani 1 1 d . . . . .
H00R H 0.814846 0.797513 0.382519 0.030 Uiso 1 1 calc R . . . .
C00S C 0.25528(13) 0.12872(19) 0.14812(10) 0.0222(5) Uani 1 1 d . . . . .
C00T C 0.32217(13) 0.3008(2) 0.11819(10) 0.0225(5) Uani 1 1 d . . . . .
H00T H 0.317641 0.364327 0.095159 0.027 Uiso 1 1 calc R . . . .
C00U C 0.76449(13) 0.4728(2) 0.27844(10) 0.0236(6) Uani 1 1 d . . . . .
C00V C 0.24514(13) 0.1878(2) 0.27134(10) 0.0243(6) Uani 1 1 d . . . . .
C00W C 0.72152(13) 0.4559(2) 0.31379(10) 0.0233(6) Uani 1 1 d . . . . .
H00W H 0.673994 0.443264 0.289868 0.028 Uiso 1 1 calc R . . . .
C00X C 0.26836(13) 0.1295(2) 0.09992(11) 0.0249(6) Uani 1 1 d . . . . .
C00Y C 0.68194(13) 0.5283(2) 0.38801(10) 0.0240(6) Uani 1 1 d . . . . .
H00Y H 0.688888 0.590370 0.412339 0.029 Uiso 1 1 calc R . . . .
C00Z C 0.39696(13) 0.2876(2) 0.14900(11) 0.0265(6) Uani 1 1 d . . . . .
C010 C 0.82972(13) 0.6176(2) 0.33814(10) 0.0248(6) Uani 1 1 d . . . . .
H01F H 0.813437 0.687844 0.323884 0.030 Uiso 1 1 calc R . . . .
H01H H 0.879122 0.622156 0.356568 0.030 Uiso 1 1 calc R . . . .
C011 C 0.13008(13) 0.2396(2) 0.26818(10) 0.0254(6) Uani 1 1 d . . . . .
H011 H 0.111885 0.172302 0.249662 0.030 Uiso 1 1 calc R . . . .
C012 C 0.72169(12) 0.55099(19) 0.34928(10) 0.0211(5) Uani 1 1 d . . . . .
C013 C 0.20251(13) 0.2224(2) 0.30453(10) 0.0251(6) Uani 1 1 d . . . . .
H01A H 0.220938 0.288061 0.323687 0.030 Uiso 1 1 calc R . . . .
H01B H 0.203830 0.168287 0.331715 0.030 Uiso 1 1 calc R . . . .
C014 C 0.08392(13) 0.2780(2) 0.29681(11) 0.0272(6) Uani 1 1 d . . . . .
C015 C 0.88664(14) 0.6072(2) 0.16466(11) 0.0290(6) Uani 1 1 d . . . . .
H015 H 0.846149 0.643850 0.161276 0.035 Uiso 1 1 calc R . . . .
C016 C 0.90209(13) 0.5159(2) 0.19514(10) 0.0275(6) Uani 1 1 d . . . . .
C017 C 0.16881(14) 0.5837(2) -0.00780(11) 0.0297(6) Uani 1 1 d . . . . .
C018 C 0.60613(13) 0.5151(2) 0.36230(10) 0.0263(6) Uani 1 1 d . . . . .
C019 C 0.83842(14) 0.8086(2) 0.51139(11) 0.0313(6) Uani 1 1 d . . . . .
C01A C 0.22327(13) 0.0401(2) 0.15956(12) 0.0283(6) Uani 1 1 d . . . . .
H01C H 0.213897 0.037229 0.192331 0.034 Uiso 1 1 calc R . . . .
C01B C 0.19068(14) 0.4059(2) 0.02438(10) 0.0266(6) Uani 1 1 d . . . . .
H01D H 0.196328 0.334414 0.017094 0.032 Uiso 1 1 calc R . . . .
C01C C 0.17293(14) 0.6138(2) 0.04374(11) 0.0289(6) Uani 1 1 d . . . . .
H01E H 0.166856 0.685287 0.050747 0.035 Uiso 1 1 calc R . . . .
C01D C 0.74481(13) 0.3609(2) 0.35059(11) 0.0268(6) Uani 1 1 d . . . . .
C01E C 0.85761(14) 0.4767(2) 0.22518(11) 0.0267(6) Uani 1 1 d . . . . .
H01I H 0.878027 0.411686 0.245101 0.032 Uiso 1 1 calc R . . . .
C01F C 0.73781(14) 0.3586(2) 0.40107(11) 0.0289(6) Uani 1 1 d . . . . .
C01G C 0.17840(15) 0.4790(2) -0.01692(11) 0.0326(6) Uani 1 1 d . . . . .
H01G H 0.176579 0.456889 -0.051753 0.039 Uiso 1 1 calc R . . . .
C01H C 0.83004(15) 0.7026(2) 0.51894(11) 0.0337(7) Uani 1 1 d . . . . .
H01J H 0.834147 0.677554 0.553797 0.040 Uiso 1 1 calc R . . . .
C01I C 0.81581(14) 0.6329(2) 0.47639(11) 0.0303(6) Uani 1 1 d . . . . .
H01K H 0.810770 0.560820 0.482831 0.036 Uiso 1 1 calc R . . . .
C01J C 0.83208(15) 0.8416(2) 0.45989(11) 0.0320(6) Uani 1 1 d . . . . .
H01N H 0.837485 0.913750 0.453706 0.038 Uiso 1 1 calc R . . . .
C01K C 0.92964(15) 0.6447(2) 0.13936(12) 0.0335(7) Uani 1 1 d . . . . .
H01O H 0.918034 0.706525 0.118326 0.040 Uiso 1 1 calc R . . . .
C01L C 0.25072(15) 0.0457(2) 0.06421(12) 0.0336(7) Uani 1 1 d . . . . .
H01L H 0.260293 0.047871 0.031518 0.040 Uiso 1 1 calc R . . . .
C01M C 0.09598(15) 0.3714(2) 0.32486(12) 0.0319(6) Uani 1 1 d . . . . .
H01M H 0.133660 0.412948 0.325495 0.038 Uiso 1 1 calc R . . . .
C01N C 0.78549(14) 0.4537(2) 0.19077(11) 0.0282(6) Uani 1 1 d . . . . .
H01S H 0.765598 0.516229 0.169111 0.034 Uiso 1 1 calc R . . . .
H01W H 0.784755 0.395751 0.165709 0.034 Uiso 1 1 calc R . . . .
C01O C 0.74396(14) 0.4241(2) 0.22546(11) 0.0290(6) Uani 1 1 d . . . . .
C01P C 0.42425(14) 0.1937(2) 0.17359(12) 0.0301(6) Uani 1 1 d . . . . .
H01P H 0.395461 0.135722 0.172201 0.036 Uiso 1 1 calc R . . . .
C01Q C 0.20510(15) -0.0430(2) 0.12435(13) 0.0354(7) Uani 1 1 d . . . . .
H01Q H 0.182921 -0.101922 0.132716 0.042 Uiso 1 1 calc R . . . .
C01R C 0.05353(16) 0.4050(3) 0.35214(12) 0.0374(7) Uani 1 1 d . . . . .
H01R H 0.062413 0.469390 0.371205 0.045 Uiso 1 1 calc R . . . .
C01S C 0.57662(15) 0.4241(2) 0.33567(12) 0.0331(7) Uani 1 1 d . . . . .
H01X H 0.604260 0.368553 0.331242 0.040 Uiso 1 1 calc R . . . .
C01T C 0.44027(15) 0.3708(2) 0.15171(13) 0.0371(7) Uani 1 1 d . . . . .
H01T H 0.422645 0.435230 0.134973 0.045 Uiso 1 1 calc R . . . .
C01U C 0.49327(15) 0.1843(3) 0.20011(13) 0.0372(7) Uani 1 1 d . . . . .
H01U H 0.511398 0.119841 0.216630 0.045 Uiso 1 1 calc R . . . .
C01V C 0.21932(15) -0.0405(2) 0.07649(13) 0.0375(7) Uani 1 1 d . . . . .
H01V H 0.207415 -0.098053 0.052363 0.045 Uiso 1 1 calc R . . . .
C01W C 0.56481(15) 0.5951(2) 0.36796(12) 0.0351(7) Uani 1 1 d . . . . .
H01Y H 0.584435 0.657660 0.385856 0.042 Uiso 1 1 calc R . . . .
C01X C 0.77652(14) 0.2751(2) 0.33627(13) 0.0344(7) Uani 1 1 d . . . . .
H01 H 0.781755 0.273960 0.301885 0.041 Uiso 1 1 calc R . . . .
C01Y C -0.00207(15) 0.3449(3) 0.35174(12) 0.0406(8) Uani 1 1 d . . . . .
C01Z C 0.02814(15) 0.2186(3) 0.29579(12) 0.0380(7) Uani 1 1 d . . . . .
H01Z H 0.018837 0.154694 0.276318 0.046 Uiso 1 1 calc R . . . .
C020 C 0.76102(16) 0.2745(2) 0.43610(13) 0.0405(8) Uani 1 1 d . . . . .
H020 H 0.755169 0.274238 0.470264 0.049 Uiso 1 1 calc R . . . .
C021 C 0.15287(18) 0.6630(3) -0.05322(13) 0.0456(8) Uani 1 1 d . . . . .
H02A H 0.138006 0.728598 -0.041587 0.068 Uiso 1 1 calc GR . . . .
H02B H 0.116913 0.635704 -0.084656 0.068 Uiso 1 1 calc GR . . . .
H02C H 0.193401 0.675822 -0.062728 0.068 Uiso 1 1 calc GR . . . .
C022 C 0.50647(16) 0.4146(3) 0.31549(13) 0.0410(8) Uani 1 1 d . . . . .
H022 H 0.486500 0.352418 0.297345 0.049 Uiso 1 1 calc R . . . .
C023 C 0.53534(15) 0.2672(3) 0.20260(13) 0.0407(8) Uani 1 1 d . . . . .
H023 H 0.582491 0.260225 0.220826 0.049 Uiso 1 1 calc R . . . .
C024 C 0.46614(16) 0.4946(3) 0.32173(13) 0.0436(8) Uani 1 1 d . . . . .
H024 H 0.418429 0.487402 0.308026 0.052 Uiso 1 1 calc R . . . .
C025 C 0.79232(17) 0.1921(2) 0.42094(15) 0.0454(8) Uani 1 1 d . . . . .
H025 H 0.808528 0.134868 0.444747 0.055 Uiso 1 1 calc R . . . .
C026 C 0.85450(18) 0.8847(3) 0.55797(13) 0.0460(8) Uani 1 1 d . . . . .
H02H H 0.812891 0.902890 0.564885 0.069 Uiso 1 1 calc GR . . . .
H02I H 0.874602 0.948195 0.549015 0.069 Uiso 1 1 calc GR . . . .
H02J H 0.886416 0.852373 0.590162 0.069 Uiso 1 1 calc GR . . . .
C027 C 0.49451(16) 0.5852(3) 0.34772(13) 0.0421(8) Uani 1 1 d . . . . .
H027 H 0.466578 0.640620 0.351888 0.050 Uiso 1 1 calc R . . . .
C028 C -0.01415(16) 0.2527(3) 0.32333(13) 0.0467(9) Uani 1 1 d . . . . .
H028 H -0.052059 0.211436 0.322435 0.056 Uiso 1 1 calc R . . . .
C029 C 0.80031(16) 0.1923(2) 0.37087(16) 0.0446(8) Uani 1 1 d . . . . .
H029 H 0.822178 0.135363 0.360437 0.054 Uiso 1 1 calc R . . . .
C02A C 0.96095(17) 0.4633(3) 0.19935(13) 0.0448(8) Uani 1 1 d . . . . .
H02K H 0.971717 0.399890 0.219130 0.054 Uiso 1 1 calc R . . . .
C02B C 0.50943(16) 0.3607(3) 0.17876(15) 0.0452(8) Uani 1 1 d . . . . .
H02D H 0.538624 0.418411 0.180717 0.054 Uiso 1 1 calc R . . . .
C02C C 0.98970(17) 0.5936(3) 0.14408(15) 0.0524(10) Uani 1 1 d . . . . .
C02D C -0.04740(19) 0.3817(4) 0.38214(17) 0.0637(11) Uani 1 1 d . . . . .
H02E H -0.029614 0.356716 0.419367 0.096 Uiso 1 1 calc GR . . . .
H02F H -0.093023 0.354058 0.364843 0.096 Uiso 1 1 calc GR . . . .
H02G H -0.048930 0.458342 0.381917 0.096 Uiso 1 1 calc GR . . . .
C02E C 1.0043(2) 0.5035(4) 0.17459(16) 0.0650(13) Uani 1 1 d . . . . .
H02L H 1.045417 0.467794 0.178768 0.078 Uiso 1 1 calc R . . . .
C02F C 1.0379(2) 0.6388(5) 0.1185(2) 0.0861(17) Uani 1 1 d . . . . .
H02M H 1.028971 0.607534 0.082840 0.129 Uiso 1 1 calc GR . . . .
H02N H 1.084378 0.623465 0.141124 0.129 Uiso 1 1 calc GR . . . .
H02O H 1.031486 0.714656 0.114805 0.129 Uiso 1 1 calc GR . . . .
C02G C -0.0287(2) -0.1551(4) -0.01446(18) 0.0701(12) Uani 1 1 d . . . . .
H02P H -0.042232 -0.106324 -0.045904 0.084 Uiso 1 1 calc R . . . .
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'
Cl Cl 0.1484 0.1585 '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
_geom_angle_site_symmetry_1
_geom_angle_site_symmetry_3
_geom_angle_publ_flag
C00X O004 C00T 119.50(19) . . ?
C00O O005 C011 115.71(19) . . ?
C00Q O006 C01E 115.3(2) . . ?
C01F O007 C00Y 119.6(2) . . ?
O008 N00E O00B 123.8(2) . . ?
O008 N00E C00L 116.7(2) . . ?
O00B N00E C00L 119.5(2) . . ?
O009 N00F C012 116.2(2) . . ?
O00D N00F O009 123.9(2) . . ?
O00D N00F C012 119.9(2) . . ?
C00M C00G C00H 122.7(2) . . ?
C01B C00G C00H 119.7(2) . . ?
C01B C00G C00M 117.4(2) . . ?
C00G C00H C00I 111.89(19) . . ?
C00G C00H C00L 118.0(2) . . ?
C00I C00H C00L 109.95(19) . . ?
C00O C00I C00H 113.7(2) . . ?
C00R C00J C00P 122.9(2) . . ?
C00R C00J C01I 116.8(2) . . ?
C01I C00J C00P 120.1(2) . . ?
C00N C00K C00L 112.09(19) . . ?
C00N C00K C00S 112.7(2) . . ?
C00S C00K C00L 108.02(19) . . ?
N00E C00L C00H 108.39(19) . . ?
N00E C00L C00K 109.87(19) . . ?
N00E C00L C00T 105.15(19) . . ?
C00K C00L C00H 109.31(19) . . ?
C00K C00L C00T 111.26(19) . . ?
C00T C00L C00H 112.74(19) . . ?
C01C C00M C00G 120.9(2) . . ?
C00O C00N C00K 121.3(2) . . ?
C00O C00N C00V 119.8(2) . . ?
C00V C00N C00K 118.1(2) . . ?
O005 C00O C00I 111.4(2) . . ?
O005 C00O C00N 124.5(2) . . ?
C00N C00O C00I 124.0(2) . . ?
C00J C00P C010 112.2(2) . . ?
C00J C00P C012 117.8(2) . . ?
C010 C00P C012 109.9(2) . . ?
O006 C00Q C00U 124.5(2) . . ?
O006 C00Q C010 111.1(2) . . ?
C00U C00Q C010 124.2(2) . . ?
C01J C00R C00J 121.0(2) . . ?
C00X C00S C00K 120.9(2) . . ?
C00X C00S C01A 117.4(2) . . ?
C01A C00S C00K 121.7(2) . . ?
O004 C00T C00L 109.4(2) . . ?
O004 C00T C00Z 111.6(2) . . ?
C00Z C00T C00L 115.5(2) . . ?
C00Q C00U C00W 121.0(2) . . ?
C00Q C00U C01O 119.5(2) . . ?
C01O C00U C00W 118.9(2) . . ?
O00A C00V C00N 122.7(2) . . ?
O00A C00V C013 122.7(2) . . ?
C00N C00V C013 114.5(2) . . ?
C00U C00W C012 112.6(2) . . ?
C00U C00W C01D 111.9(2) . . ?
C01D C00W C012 107.9(2) . . ?
O004 C00X C00S 123.2(2) . . ?
O004 C00X C01L 115.0(2) . . ?
C00S C00X C01L 121.6(3) . . ?
O007 C00Y C012 109.7(2) . . ?
O007 C00Y C018 111.3(2) . . ?
C018 C00Y C012 116.4(2) . . ?
C01P C00Z C00T 122.4(2) . . ?
C01T C00Z C00T 119.1(2) . . ?
C01T C00Z C01P 118.4(3) . . ?
C00Q C010 C00P 113.2(2) . . ?
O005 C011 C013 109.1(2) . . ?
O005 C011 C014 107.0(2) . . ?
C014 C011 C013 114.3(2) . . ?
N00F C012 C00P 108.49(19) . . ?
N00F C012 C00Y 104.91(19) . . ?
C00W C012 N00F 109.5(2) . . ?
C00W C012 C00P 109.4(2) . . ?
C00W C012 C00Y 111.3(2) . . ?
C00Y C012 C00P 113.1(2) . . ?
C00V C013 C011 109.9(2) . . ?
C01M C014 C011 121.3(2) . . ?
C01M C014 C01Z 118.9(3) . . ?
C01Z C014 C011 119.8(3) . . ?
C01K C015 C016 120.5(3) . . ?
C015 C016 C01E 121.3(2) . . ?
C02A C016 C015 118.9(3) . . ?
C02A C016 C01E 119.8(3) . . ?
C01C C017 C021 120.9(3) . . ?
C01G C017 C01C 118.2(2) . . ?
C01G C017 C021 120.9(3) . . ?
C01S C018 C00Y 122.8(3) . . ?
C01W C018 C00Y 118.3(2) . . ?
C01W C018 C01S 118.9(3) . . ?
C01H C019 C026 121.0(3) . . ?
C01J C019 C01H 117.5(3) . . ?
C01J C019 C026 121.5(3) . . ?
C01Q C01A C00S 121.5(3) . . ?
C01G C01B C00G 121.3(3) . . ?
C00M C01C C017 121.4(3) . . ?
C01F C01D C00W 120.7(2) . . ?
C01F C01D C01X 117.1(3) . . ?
C01X C01D C00W 122.1(3) . . ?
O006 C01E C016 106.0(2) . . ?
O006 C01E C01N 109.3(2) . . ?
C016 C01E C01N 115.2(2) . . ?
O007 C01F C01D 123.3(2) . . ?
O007 C01F C020 114.9(3) . . ?
C01D C01F C020 121.7(3) . . ?
C017 C01G C01B 120.8(2) . . ?
C01I C01H C019 121.0(3) . . ?
C01H C01I C00J 121.8(3) . . ?
C019 C01J C00R 121.8(3) . . ?
C015 C01K C02C 121.2(3) . . ?
C01V C01L C00X 119.8(3) . . ?
C014 C01M C01R 120.7(3) . . ?
C01O C01N C01E 110.6(2) . . ?
O00C C01O C00U 122.2(2) . . ?
O00C C01O C01N 122.2(2) . . ?
C00U C01O C01N 115.4(2) . . ?
C01U C01P C00Z 120.4(3) . . ?
C01A C01Q C01V 119.9(3) . . ?
C01M C01R C01Y 120.5(3) . . ?
C018 C01S C022 120.0(3) . . ?
C00Z C01T C02B 120.7(3) . . ?
C023 C01U C01P 120.4(3) . . ?
C01L C01V C01Q 119.8(3) . . ?
C018 C01W C027 121.0(3) . . ?
C029 C01X C01D 121.5(3) . . ?
C01R C01Y C02D 120.0(3) . . ?
C028 C01Y C01R 118.5(3) . . ?
C028 C01Y C02D 121.5(3) . . ?
C014 C01Z C028 120.0(3) . . ?
C025 C020 C01F 119.7(3) . . ?
C024 C022 C01S 120.3(3) . . ?
C01U C023 C02B 120.1(3) . . ?
C022 C024 C027 120.3(3) . . ?
C020 C025 C029 120.0(3) . . ?
C024 C027 C01W 119.5(3) . . ?
C01Y C028 C01Z 121.3(3) . . ?
C01X C029 C025 120.0(3) . . ?
C016 C02A C02E 119.8(3) . . ?
C023 C02B C01T 119.9(3) . . ?
C01K C02C C02F 120.4(3) . . ?
C02E C02C C01K 117.6(3) . . ?
C02E C02C C02F 122.0(3) . . ?
C02C C02E C02A 122.0(3) . . ?
Cl00 C02G Cl1 109.6(3) . . ?
Cl2 C02G Cl00 109.6(3) . . ?
Cl2 C02G Cl1 112.6(3) . . ?
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
Cl00 C02G 1.757(4) . ?
Cl1 C02G 1.759(5) . ?
Cl2 C02G 1.733(5) . ?
O004 C00T 1.439(3) . ?
O004 C00X 1.383(3) . ?
O005 C00O 1.350(3) . ?
O005 C011 1.463(3) . ?
O006 C00Q 1.349(3) . ?
O006 C01E 1.466(3) . ?
O007 C00Y 1.437(3) . ?
O007 C01F 1.382(3) . ?
O008 N00E 1.221(3) . ?
O009 N00F 1.224(3) . ?
O00A C00V 1.225(3) . ?
O00B N00E 1.224(3) . ?
O00C C01O 1.226(3) . ?
O00D N00F 1.221(3) . ?
N00E C00L 1.525(3) . ?
N00F C012 1.534(3) . ?
C00G C00H 1.519(3) . ?
C00G C00M 1.401(4) . ?
C00G C01B 1.396(4) . ?
C00H C00I 1.538(3) . ?
C00H C00L 1.561(3) . ?
C00I C00O 1.493(3) . ?
C00J C00P 1.520(3) . ?
C00J C00R 1.398(4) . ?
C00J C01I 1.398(4) . ?
C00K C00L 1.536(3) . ?
C00K C00N 1.517(3) . ?
C00K C00S 1.522(3) . ?
C00L C00T 1.552(3) . ?
C00M C01C 1.385(4) . ?
C00N C00O 1.352(4) . ?
C00N C00V 1.458(3) . ?
C00P C010 1.532(3) . ?
C00P C012 1.565(3) . ?
C00Q C00U 1.352(4) . ?
C00Q C010 1.496(4) . ?
C00R C01J 1.386(4) . ?
C00S C00X 1.389(4) . ?
C00S C01A 1.402(4) . ?
C00T C00Z 1.518(4) . ?
C00U C00W 1.516(3) . ?
C00U C01O 1.457(4) . ?
C00V C013 1.515(4) . ?
C00W C012 1.534(3) . ?
C00W C01D 1.530(4) . ?
C00X C01L 1.393(4) . ?
C00Y C012 1.550(3) . ?
C00Y C018 1.518(4) . ?
C00Z C01P 1.393(4) . ?
C00Z C01T 1.387(4) . ?
C011 C013 1.519(4) . ?
C011 C014 1.499(4) . ?
C014 C01M 1.383(4) . ?
C014 C01Z 1.391(4) . ?
C015 C016 1.393(4) . ?
C015 C01K 1.378(4) . ?
C016 C01E 1.501(4) . ?
C016 C02A 1.380(4) . ?
C017 C01C 1.388(4) . ?
C017 C01G 1.387(4) . ?
C017 C021 1.519(4) . ?
C018 C01S 1.393(4) . ?
C018 C01W 1.382(4) . ?
C019 C01H 1.391(4) . ?
C019 C01J 1.386(4) . ?
C019 C026 1.514(4) . ?
C01A C01Q 1.379(4) . ?
C01B C01G 1.392(4) . ?
C01D C01F 1.389(4) . ?
C01D C01X 1.400(4) . ?
C01E C01N 1.512(4) . ?
C01F C020 1.396(4) . ?
C01H C01I 1.385(4) . ?
C01K C02C 1.390(4) . ?
C01L C01V 1.378(4) . ?
C01M C01R 1.390(4) . ?
C01N C01O 1.511(4) . ?
C01P C01U 1.389(4) . ?
C01Q C01V 1.393(5) . ?
C01R C01Y 1.397(5) . ?
C01S C022 1.396(4) . ?
C01T C02B 1.394(4) . ?
C01U C023 1.369(5) . ?
C01W C027 1.399(4) . ?
C01X C029 1.378(5) . ?
C01Y C028 1.374(5) . ?
C01Y C02D 1.513(4) . ?
C01Z C028 1.394(5) . ?
C020 C025 1.371(5) . ?
C022 C024 1.374(5) . ?
C023 C02B 1.376(5) . ?
C024 C027 1.376(5) . ?
C025 C029 1.387(5) . ?
C02A C02E 1.387(5) . ?
C02C C02E 1.380(5) . ?
C02C C02F 1.509(5) . ?
loop_
_smtbx_masks_void_nr
_smtbx_masks_void_average_x
_smtbx_masks_void_average_y
_smtbx_masks_void_average_z
_smtbx_masks_void_volume
_smtbx_masks_void_count_electrons
_smtbx_masks_void_content
1 0.000 -0.543 0.500 365.3 117.9 ?
2 0.000 0.500 0.000 20.8 2.1 ?
3 0.500 -0.234 0.000 365.3 117.9 ?
4 0.500 0.000 0.500 20.8 2.1 ?
