#------------------------------------------------------------------------------
#$Date: 2022-01-11 01:30:25 +0200 (Tue, 11 Jan 2022) $
#$Revision: 271978 $
#$URL: file:///home/coder/svn-repositories/cod/cif/7/24/41/7244173.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_7244173
loop_
_publ_author_name
'Nogueira, Bernardo Albuquerque'
'Carvalho, Maria'
'Paixão, José António'
'Eusébio, M. Ermelinda S.'
'Lopes, Susana M. M.'
'Pinho e Melo, Teresa M. V. D.'
'Fausto, Rui'
_publ_section_title
;
 Portrayal of the Color Polymorphism in the 5-Acetyl-derivative of ROY
;
_journal_name_full               CrystEngComm
_journal_paper_doi               10.1039/D1CE01601F
_journal_year                    2022
_chemical_formula_sum            'C35 H47 N5 O36 Pr3'
_chemical_formula_weight         1536.51
_space_group_IT_number           15
_space_group_name_Hall           '-C 2yc'
_space_group_name_H-M_alt        'C 1 2/c 1'
_symmetry_cell_setting           monoclinic
_symmetry_space_group_name_H-M   'C 1 2/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_audit_block_doi                 10.5517/cc72t8c
_audit_creation_method           SHELXL-97
_audit_update_record
;
2003-05-23 deposited with the CCDC.	2022-01-10 downloaded from the CCDC.
;
_cell_angle_alpha                90.00
_cell_angle_beta                 114.4870(10)
_cell_angle_gamma                90.00
_cell_formula_units_Z            4
_cell_length_a                   22.3971(6)
_cell_length_b                   13.90130(10)
_cell_length_c                   17.8650(5)
_cell_measurement_reflns_used    3781
_cell_measurement_temperature    293(2)
_cell_measurement_theta_max      25.01
_cell_measurement_theta_min      1.77
_cell_volume                     5062.0(2)
_computing_cell_refinement       'Siemens SMART & SAINT'
_computing_data_collection       'Siemens SMART'
_computing_data_reduction        'Siemens XPREP'
_computing_molecular_graphics    'Bruker SHELXTL'
_computing_publication_material  'Bruker SHELXTL'
_computing_structure_refinement  'Siemens SHELXTL'
_computing_structure_solution    'Siemens SHELXTL'
_diffrn_ambient_temperature      293(2)
_diffrn_measured_fraction_theta_full 0.992
_diffrn_measured_fraction_theta_max 0.992
_diffrn_measurement_device_type  'Siemens SMART CCD'
_diffrn_measurement_method       'phi and omega 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  0.0682
_diffrn_reflns_av_sigmaI/netI    0.0754
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -26
_diffrn_reflns_limit_k_max       13
_diffrn_reflns_limit_k_min       -16
_diffrn_reflns_limit_l_max       21
_diffrn_reflns_limit_l_min       -21
_diffrn_reflns_number            8516
_diffrn_reflns_theta_full        25.01
_diffrn_reflns_theta_max         25.01
_diffrn_reflns_theta_min         1.77
_diffrn_standards_decay_%        none
_diffrn_standards_interval_count none
_diffrn_standards_interval_time  none
_diffrn_standards_number         none
_exptl_absorpt_coefficient_mu    2.955
_exptl_absorpt_correction_T_max  1.0000
_exptl_absorpt_correction_T_min  .4728
_exptl_absorpt_correction_type   empirical
_exptl_absorpt_process_details   'SADABS (Sheldrick, 1996)'
_exptl_crystal_density_diffrn    2.016
_exptl_crystal_density_method    'not measured'
_exptl_crystal_F_000             3028
_exptl_crystal_size_max          .28
_exptl_crystal_size_mid          .10
_exptl_crystal_size_min          .06
_refine_diff_density_max         1.862
_refine_diff_density_min         -1.510
_refine_diff_density_rms         0.249
_refine_ls_extinction_coef       0.00000(4)
_refine_ls_extinction_expression Fc^*^=kFc[1+0.001xFc²λ³/sin(2θ)]^-1/4^
_refine_ls_extinction_method     SHELXL
_refine_ls_goodness_of_fit_ref   1.162
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     339
_refine_ls_number_reflns         4443
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.162
_refine_ls_R_factor_all          0.1139
_refine_ls_R_factor_gt           0.0784
_refine_ls_shift/su_max          0.030
_refine_ls_shift/su_mean         0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'calc w=1/[σ²(Fo²)+(0.0242P)²+346.7852P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1559
_refine_ls_wR_factor_ref         0.1779
_reflns_number_gt                3384
_reflns_number_total             4443
_reflns_threshold_expression     >2sigma(I)
_cod_data_source_file            d1ce01601f5.cif
_cod_data_source_block           h211207a
_cod_depositor_comments
;
The following automatic conversions were performed:

data item '_symmetry_cell_setting' value 'Monoclinic' was changed to
'monoclinic' in accordance with the
/home/data/users/saulius/crontab/automatic-downloads/rss-feeds/RSC/lib/dictionaries/cif_core.dic
dictionary named 'cif_core.dic' version 2.4.2 last updated on
2011-04-26.

Automatic conversion script
Id: cif_fix_values 7556 2019-12-06 15:28:31Z antanas 
;
_cod_original_cell_volume        5061.9(2)
_cod_original_sg_symbol_H-M      C2/c
_cod_database_code               7244173
loop_
_symmetry_equiv_pos_as_xyz
'x, y, z'
'-x, y, -z+1/2'
'x+1/2, y+1/2, z'
'-x+1/2, y+1/2, -z+1/2'
'-x, -y, -z'
'x, -y, z-1/2'
'-x+1/2, -y+1/2, -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_symmetry_multiplicity
_atom_site_calc_flag
_atom_site_refinement_flags
_atom_site_disorder_assembly
_atom_site_disorder_group
Pr1 Pr 0.5000 0.51938(8) 0.2500 0.0203(3) Uani 1 2 d S . .
Pr2 Pr 0.74399(4) 0.81425(6) 0.22532(5) 0.0238(3) Uani 1 1 d . . .
N1 N 0.4945(5) 0.4266(8) 0.1203(7) 0.022(2) Uani 1 1 d . . .
N2 N 0.6614(5) 0.8243(9) 0.0723(6) 0.023(3) Uani 1 1 d . . .
N3 N 0.5000 0.7046(12) 0.2500 0.023(4) Uani 1 2 d S . .
O1 O 0.4115(5) 0.5637(7) 0.1104(6) 0.030(2) Uani 1 1 d . . .
O2 O 0.3583(5) 0.5516(8) -0.0265(6) 0.037(3) Uani 1 1 d . . .
O3 O 0.5820(5) 0.3907(8) 0.2697(6) 0.033(2) Uani 1 1 d . . .
O4 O 0.6372(4) 0.2887(7) 0.2243(6) 0.031(2) Uani 1 1 d . . .
O5 O 0.6651(5) 0.9472(7) 0.1852(6) 0.033(2) Uani 1 1 d . . .
O6 O 0.5866(8) 1.0358(12) 0.0938(9) 0.091(6) Uani 1 1 d . . .
O7 O 0.7520(5) 0.6910(8) 0.1324(6) 0.034(2) Uani 1 1 d . . .
O8 O 0.7270(5) 0.6237(8) 0.0107(6) 0.040(3) Uani 1 1 d . . .
O9 O 0.5886(4) 0.6011(7) 0.2223(6) 0.026(2) Uani 1 1 d . . .
O10 O 0.6434(5) 0.7329(8) 0.2151(7) 0.039(3) Uani 1 1 d . . .
O11 O 0.7850(5) 0.9251(8) 0.1404(6) 0.040(3) Uani 1 1 d . . .
O12 O 0.8065(6) 0.9695(8) 0.3060(6) 0.044(3) Uani 1 1 d . . .
O13 O 0.7755(6) 0.6498(9) 0.3026(7) 0.050(3) Uani 1 1 d . . .
O14 O 0.7418(7) 0.8327(9) 0.3656(8) 0.062(4) Uani 1 1 d . . .
C1 C 0.4475(6) 0.4459(10) 0.0440(8) 0.022(3) Uani 1 1 d . . .
C2 C 0.4439(8) 0.3955(11) -0.0242(9) 0.036(4) Uani 1 1 d . . .
H2A H 0.4106 0.4084 -0.0757 0.043 Uiso 1 1 calc R . .
C3 C 0.4904(8) 0.3254(12) -0.0153(9) 0.038(4) Uani 1 1 d . . .
H3A H 0.4888 0.2918 -0.0611 0.045 Uiso 1 1 calc R . .
C4 C 0.5384(7) 0.3059(12) 0.0607(8) 0.035(4) Uani 1 1 d . . .
H4A H 0.5704 0.2595 0.0684 0.042 Uiso 1 1 calc R . .
C5 C 0.5372(6) 0.3582(11) 0.1255(8) 0.027(3) Uani 1 1 d . . .
C6 C 0.4027(7) 0.5259(10) 0.0428(7) 0.026(3) Uani 1 1 d . . .
C7 C 0.5892(6) 0.3429(11) 0.2131(9) 0.029(3) Uani 1 1 d . . .
C8 C 0.6170(7) 0.8931(11) 0.0461(9) 0.032(3) Uani 1 1 d . . .
C9 C 0.5708(7) 0.8999(13) -0.0339(10) 0.041(4) Uani 1 1 d . . .
H9A H 0.5387 0.9473 -0.0498 0.049 Uiso 1 1 calc R . .
C10 C 0.5740(8) 0.8338(12) -0.0898(10) 0.043(4) Uani 1 1 d . . .
H10A H 0.5443 0.8375 -0.1447 0.051 Uiso 1 1 calc R . .
C11 C 0.6212(8) 0.7621(12) -0.0646(9) 0.039(4) Uani 1 1 d . . .
H11A H 0.6240 0.7169 -0.1015 0.046 Uiso 1 1 calc R . .
C12 C 0.6646(7) 0.7605(10) 0.0188(8) 0.026(3) Uani 1 1 d . . .
C13 C 0.6218(8) 0.9656(13) 0.1139(11) 0.044(4) Uani 1 1 d . . .
C14 C 0.7169(7) 0.6870(11) 0.0539(8) 0.027(3) Uani 1 1 d . . .
C15 C 0.5478(6) 0.7533(10) 0.2398(8) 0.023(3) Uani 1 1 d . . .
C16 C 0.5491(8) 0.8524(12) 0.2389(10) 0.042(4) Uani 1 1 d . . .
H16A H 0.5823 0.8852 0.2310 0.050 Uiso 1 1 calc R . .
C17 C 0.5000 0.9014(19) 0.2500 0.047(6) Uani 1 2 d S . .
H17A H 0.5000 0.9683 0.2500 0.056 Uiso 1 2 calc SR . .
C18 C 0.5977(6) 0.6901(12) 0.2253(7) 0.024(3) Uani 1 1 d . . .
OW1 O 0.5918(7) 0.8993(11) -0.2526(9) 0.073(4) Uiso 1 1 d . . .
OW2 O 0.8221(8) 0.4938(12) 0.1100(10) 0.086(5) Uiso 1 1 d . . .
OW3 O 0.3169(12) 0.7006(18) 0.0692(15) 0.152(9) Uiso 1 1 d . . .
OW4 O 0.6257(17) 1.132(2) -0.025(2) 0.218(14) Uiso 1 1 d . . .
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'
Pr Pr -0.2180 2.8214 'International Tables Vol C Tables 4.2.6.8 and 6.1.1.4'
loop_
_citation_id
_citation_doi
_citation_year
1 10.1021/ic049498m 2005
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
O3 Pr1 O3 87.7(5) 2_655 . ?
O3 Pr1 O9 153.9(3) 2_655 . ?
O3 Pr1 O9 75.8(3) . . ?
O3 Pr1 O9 75.8(3) 2_655 2_655 ?
O3 Pr1 O9 153.9(3) . 2_655 ?
O9 Pr1 O9 126.1(4) . 2_655 ?
O3 Pr1 O1 123.1(3) 2_655 2_655 ?
O3 Pr1 O1 78.8(3) . 2_655 ?
O9 Pr1 O1 74.0(3) . 2_655 ?
O9 Pr1 O1 93.2(3) 2_655 2_655 ?
O3 Pr1 O1 78.8(3) 2_655 . ?
O3 Pr1 O1 123.1(3) . . ?
O9 Pr1 O1 93.2(3) . . ?
O9 Pr1 O1 74.0(3) 2_655 . ?
O1 Pr1 O1 151.9(5) 2_655 . ?
O3 Pr1 N3 136.1(2) 2_655 . ?
O3 Pr1 N3 136.1(2) . . ?
O9 Pr1 N3 63.1(2) . . ?
O9 Pr1 N3 63.1(2) 2_655 . ?
O1 Pr1 N3 75.9(2) 2_655 . ?
O1 Pr1 N3 75.9(2) . . ?
O3 Pr1 N1 61.9(3) 2_655 2_655 ?
O3 Pr1 N1 76.0(3) . 2_655 ?
O9 Pr1 N1 130.5(3) . 2_655 ?
O9 Pr1 N1 78.4(3) 2_655 2_655 ?
O1 Pr1 N1 61.1(3) 2_655 2_655 ?
O1 Pr1 N1 136.3(3) . 2_655 ?
N3 Pr1 N1 119.6(2) . 2_655 ?
O3 Pr1 N1 76.0(3) 2_655 . ?
O3 Pr1 N1 61.9(3) . . ?
O9 Pr1 N1 78.4(3) . . ?
O9 Pr1 N1 130.5(3) 2_655 . ?
O1 Pr1 N1 136.3(3) 2_655 . ?
O1 Pr1 N1 61.1(3) . . ?
N3 Pr1 N1 119.6(2) . . ?
N1 Pr1 N1 120.8(5) 2_655 . ?
O7 Pr2 O5 125.2(3) . . ?
O7 Pr2 O10 87.1(4) . . ?
O5 Pr2 O10 78.3(3) . . ?
O7 Pr2 O4 77.0(3) . 4_655 ?
O5 Pr2 O4 139.2(3) . 4_655 ?
O10 Pr2 O4 141.3(3) . 4_655 ?
O7 Pr2 O14 141.1(4) . . ?
O5 Pr2 O14 84.6(4) . . ?
O10 Pr2 O14 74.2(4) . . ?
O4 Pr2 O14 96.5(4) 4_655 . ?
O7 Pr2 O11 82.8(3) . . ?
O5 Pr2 O11 76.5(3) . . ?
O10 Pr2 O11 140.2(3) . . ?
O4 Pr2 O11 72.9(3) 4_655 . ?
O14 Pr2 O11 132.5(4) . . ?
O7 Pr2 N2 62.8(3) . . ?
O5 Pr2 N2 62.5(3) . . ?
O10 Pr2 N2 73.5(3) . . ?
O4 Pr2 N2 125.8(3) 4_655 . ?
O14 Pr2 N2 137.6(4) . . ?
O11 Pr2 N2 67.7(3) . . ?
O7 Pr2 O13 70.5(4) . . ?
O5 Pr2 O13 145.0(3) . . ?
O10 Pr2 O13 71.1(4) . . ?
O4 Pr2 O13 70.4(3) 4_655 . ?
O14 Pr2 O13 71.2(4) . . ?
O11 Pr2 O13 138.4(4) . . ?
N2 Pr2 O13 121.5(4) . . ?
O7 Pr2 O12 140.3(4) . . ?
O5 Pr2 O12 72.5(3) . . ?
O10 Pr2 O12 132.5(4) . . ?
O4 Pr2 O12 70.8(3) 4_655 . ?
O14 Pr2 O12 66.6(4) . . ?
O11 Pr2 O12 66.3(3) . . ?
N2 Pr2 O12 121.0(4) . . ?
O13 Pr2 O12 117.3(4) . . ?
C5 N1 C1 116.7(12) . . ?
C5 N1 Pr1 121.7(9) . . ?
C1 N1 Pr1 121.6(9) . . ?
C8 N2 C12 119.1(12) . . ?
C8 N2 Pr2 121.2(9) . . ?
C12 N2 Pr2 119.7(9) . . ?
C15 N3 C15 119.4(17) . 2_655 ?
C15 N3 Pr1 120.3(8) . . ?
C15 N3 Pr1 120.3(8) 2_655 . ?
C6 O1 Pr1 126.3(9) . . ?
C7 O3 Pr1 126.3(9) . . ?
C7 O4 Pr2 134.1(9) . 4_645 ?
C13 O5 Pr2 127.3(10) . . ?
C14 O7 Pr2 125.7(9) . . ?
C18 O9 Pr1 124.6(8) . . ?
C18 O10 Pr2 168.6(10) . . ?
N1 C1 C2 121.5(13) . . ?
N1 C1 C6 113.5(11) . . ?
C2 C1 C6 125.0(12) . . ?
C3 C2 C1 119.4(14) . . ?
C4 C3 C2 119.9(14) . . ?
C3 C4 C5 116.6(14) . . ?
N1 C5 C4 125.9(13) . . ?
N1 C5 C7 113.2(12) . . ?
C4 C5 C7 120.9(13) . . ?
O1 C6 O2 124.3(13) . . ?
O1 C6 C1 117.4(12) . . ?
O2 C6 C1 118.2(11) . . ?
O3 C7 O4 124.5(13) . . ?
O3 C7 C5 116.5(12) . . ?
O4 C7 C5 118.9(13) . . ?
N2 C8 C9 123.4(14) . . ?
N2 C8 C13 113.5(13) . . ?
C9 C8 C13 123.1(15) . . ?
C8 C9 C10 117.6(15) . . ?
C11 C10 C9 120.4(15) . . ?
C10 C11 C12 117.1(15) . . ?
N2 C12 C11 122.3(14) . . ?
N2 C12 C14 115.2(12) . . ?
C11 C12 C14 122.5(13) . . ?
O6 C13 O5 126.4(17) . . ?
O6 C13 C8 117.9(16) . . ?
O5 C13 C8 115.5(14) . . ?
O8 C14 O7 121.0(14) . . ?
O8 C14 C12 122.5(13) . . ?
O7 C14 C12 116.5(12) . . ?
N3 C15 C16 122.0(14) . . ?
N3 C15 C18 114.5(12) . . ?
C16 C15 C18 123.4(13) . . ?
C17 C16 C15 118.0(16) . . ?
C16 C17 C16 121(2) 2_655 . ?
O9 C18 O10 126.0(13) . . ?
O9 C18 C15 117.3(11) . . ?
O10 C18 C15 116.6(13) . . ?
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
Pr1 O3 2.482(10) 2_655 ?
Pr1 O3 2.482(10) . ?
Pr1 O9 2.508(9) . ?
Pr1 O9 2.508(9) 2_655 ?
Pr1 O1 2.535(9) 2_655 ?
Pr1 O1 2.535(9) . ?
Pr1 N3 2.575(16) . ?
Pr1 N1 2.610(12) 2_655 ?
Pr1 N1 2.610(12) . ?
Pr2 O7 2.444(10) . ?
Pr2 O5 2.450(10) . ?
Pr2 O10 2.460(10) . ?
Pr2 O4 2.455(9) 4_655 ?
Pr2 O14 2.540(11) . ?
Pr2 O11 2.585(11) . ?
Pr2 N2 2.593(11) . ?
Pr2 O13 2.612(12) . ?
Pr2 O12 2.649(11) . ?
N1 C5 1.323(17) . ?
N1 C1 1.360(16) . ?
N2 C8 1.317(19) . ?
N2 C12 1.327(17) . ?
N3 C15 1.340(16) . ?
N3 C15 1.340(15) 2_655 ?
O1 C6 1.256(15) . ?
O2 C6 1.276(16) . ?
O3 C7 1.275(17) . ?
O4 C7 1.260(16) . ?
O4 Pr2 2.455(9) 4_645 ?
O5 C13 1.267(19) . ?
O6 C13 1.21(2) . ?
O7 C14 1.293(16) . ?
O8 C14 1.251(17) . ?
O9 C18 1.251(17) . ?
O10 C18 1.259(16) . ?
C1 C2 1.38(2) . ?
C1 C6 1.491(19) . ?
C2 C3 1.39(2) . ?
C3 C4 1.37(2) . ?
C4 C5 1.377(19) . ?
C5 C7 1.530(18) . ?
C8 C9 1.38(2) . ?
C8 C13 1.55(2) . ?
C9 C10 1.38(2) . ?
C10 C11 1.39(2) . ?
C11 C12 1.40(2) . ?
C12 C14 1.48(2) . ?
C15 C16 1.38(2) . ?
C15 C18 1.527(19) . ?
C16 C17 1.38(2) . ?
C17 C16 1.38(2) 2_655 ?
