#------------------------------------------------------------------------------
#$Date: 2024-11-04 12:22:17 +0100 (Mon 04 de Nov de 2024) $
#$Revision: 295756 $
#$URL: svn://www.crystallography.net/cod/cif/1/57/30/1573018.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_1573018
loop_
_publ_author_name
'Ren, Qiqiong'
'Zhou, Guojun'
'Mao, Yilin'
'Zhang, Nan'
'Zhang, Jian'
'Zhang, Xian-Ming'
_publ_section_title
;
 Optical activity levels of metal centers controlling multi-mode emissions
 in low-dimensional hybrid metal halides for anti-counterfeiting and
 information encryption.
;
_journal_issue                   40
_journal_name_full               'Chemical science'
_journal_page_first              16536
_journal_page_last               16545
_journal_paper_doi               10.1039/d4sc05041j
_journal_volume                  15
_journal_year                    2024
_chemical_formula_moiety         'C17 H14 N P'
_chemical_formula_sum            'C17 H14 N P'
_chemical_formula_weight         263.26
_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             2023-12-22
_audit_creation_method
;
Olex2 1.5
(compiled 2023.08.24 svn.re1ec1418 for OlexSys, GUI svn.r6817)
;
_audit_update_record
;
2023-12-22 deposited with the CCDC.	2024-09-16 downloaded from the CCDC.
;
_cell_angle_alpha                90
_cell_angle_beta                 92.9880(10)
_cell_angle_gamma                90
_cell_formula_units_Z            4
_cell_length_a                   9.9066(2)
_cell_length_b                   9.8822(2)
_cell_length_c                   14.8879(2)
_cell_measurement_reflns_used    4917
_cell_measurement_temperature    298
_cell_measurement_theta_max      73.9640
_cell_measurement_theta_min      5.3320
_cell_volume                     1455.53(5)
_computing_cell_refinement       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_collection       'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_data_reduction        'CrysAlisPro 1.171.41.108a (Rigaku OD, 2021)'
_computing_molecular_graphics    'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_publication_material  'Olex2 1.5 (Dolomanov et al., 2009)'
_computing_structure_refinement  'SHELXL 2018/3 (Sheldrick, 2015)'
_computing_structure_solution    'SHELXT 2018/2 (Sheldrick, 2018)'
_diffrn_ambient_temperature      298
_diffrn_detector                 'Hybrid Pixel Array Detector'
_diffrn_detector_area_resol_mean 10.0000
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.962
_diffrn_measurement_details
;
List of Runs (angles in degrees, time in seconds):

  # Type    Start    End  Width  tₑₓₚ   ω     θ     κ     φ   Frames
#--------------------------------------------------------------------------
  1  ω    -55.00 -30.00   0.50    0.50    --    0.00 -65.00 108.00   50
  2  ω      7.00  53.00   0.50    0.50    --    0.00  65.00-115.00   92
  3  ω     46.00  71.00   0.50    1.80    --  101.00 -65.00 108.00   50
  4  ω    111.00 182.00   0.50    1.80    --  101.00  65.00-115.00  142
  5  ω    -31.00  15.00   0.50    0.50    --    0.00  82.00 120.00   92
  6  ω    -23.00  39.00   0.50    0.50    --    0.00  82.00-180.00  124
  7  ω    -38.00   6.00   0.50    0.50    --    0.00 -82.00  60.00   88
  8  ω     82.00 139.00   0.50    1.80    --  101.00  82.00-150.00  114
  9  ω     46.00 128.00   0.50    1.80    --  101.00 -19.00 -90.00  164
 10  ω     12.00 127.00   0.50    1.80    --  101.00 -77.00  90.00  230
 11  ω     15.00  40.00   0.50    1.80    --  101.00 -19.00 -90.00   50
 12  ω     13.00 120.00   0.50    1.80    --  101.00 -37.00 120.00  214
 13  ω     85.00 135.00   0.50    1.80    --  101.00  82.00 -90.00  100
 14  ω     32.00 121.00   0.50    1.80    --  101.00 -37.00 -90.00  178
;
_diffrn_measurement_device       'four-circle diffractometer'
_diffrn_measurement_device_type  'XtaLAB AFC12 (RINC): Kappa single'
_diffrn_measurement_method       'ω scans'
_diffrn_orient_matrix_type
'CrysAlisPro convention (1999,Acta A55,543-557)'
_diffrn_orient_matrix_UB_11      -0.0204880000
_diffrn_orient_matrix_UB_12      -0.1171642000
_diffrn_orient_matrix_UB_13      0.0659936000
_diffrn_orient_matrix_UB_21      -0.1535696000
_diffrn_orient_matrix_UB_22      0.0061231000
_diffrn_orient_matrix_UB_23      -0.0214433000
_diffrn_orient_matrix_UB_31      0.0143453000
_diffrn_orient_matrix_UB_32      -0.1028371000
_diffrn_orient_matrix_UB_33      -0.0769613000
_diffrn_radiation_monochromator  mirror
_diffrn_radiation_probe          x-ray
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54184
_diffrn_reflns_av_R_equivalents  0.0181
_diffrn_reflns_av_unetI/netI     0.0186
_diffrn_reflns_Laue_measured_fraction_full 0.995
_diffrn_reflns_Laue_measured_fraction_max 0.962
_diffrn_reflns_limit_h_max       11
_diffrn_reflns_limit_h_min       -12
_diffrn_reflns_limit_k_max       8
_diffrn_reflns_limit_k_min       -12
_diffrn_reflns_limit_l_max       17
_diffrn_reflns_limit_l_min       -18
_diffrn_reflns_number            9142
_diffrn_reflns_point_group_measured_fraction_full 0.995
_diffrn_reflns_point_group_measured_fraction_max 0.962
_diffrn_reflns_theta_full        67.684
_diffrn_reflns_theta_max         76.404
_diffrn_reflns_theta_min         5.375
_diffrn_source                   'Rotating-anode X-ray tube'
_diffrn_source_type              'Rigaku (Cu) X-ray Source'
_exptl_absorpt_coefficient_mu    1.536
_exptl_absorpt_correction_T_max  1.00000
_exptl_absorpt_correction_T_min  0.86436
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.41.108a (Rigaku Oxford Diffraction, 2021)
Empirical absorption correction using spherical harmonics,
implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            'clear light white'
_exptl_crystal_colour_lustre     clear
_exptl_crystal_colour_modifier   light
_exptl_crystal_colour_primary    white
_exptl_crystal_density_diffrn    1.201
_exptl_crystal_description       block
_exptl_crystal_F_000             552
_exptl_crystal_preparation       298
_exptl_crystal_size_max          0.2
_exptl_crystal_size_mid          0.2
_exptl_crystal_size_min          0.2
_refine_diff_density_max         0.224
_refine_diff_density_min         -0.173
_refine_diff_density_rms         0.026
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.047
_refine_ls_hydrogen_treatment    constr
_refine_ls_matrix_type           full
_refine_ls_number_parameters     172
_refine_ls_number_reflns         2947
_refine_ls_number_restraints     0
_refine_ls_restrained_S_all      1.047
_refine_ls_R_factor_all          0.0445
_refine_ls_R_factor_gt           0.0379
_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)+(0.0456P)²+0.2671P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.0979
_refine_ls_wR_factor_ref         0.1014
_reflns_Friedel_coverage         0.000
_reflns_number_gt                2547
_reflns_number_total             2947
_reflns_threshold_expression     'I > 2σ(I)'
_cod_data_source_file            d4sc05041j2.cif
_cod_data_source_block           rqq1_auto
_cod_database_code               1573018
_shelx_shelxl_version_number     2018/3
_chemical_oxdiff_formula         'C N P H'
_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.
;
_shelx_estimated_absorpt_t_max   0.749
_shelx_estimated_absorpt_t_min   0.749
_olex2_refinement_description
;
1. Fixed Uiso
 At 1.2 times of:
  All C(H) groups
2.a Aromatic/amide H refined with riding coordinates:
 C2(H2), C13(H13), C11(H11), C17(H17), C4(H4), C3(H3), C7(H7), C14(H14),
 C15(H15), C10(H10), C5(H5), C16(H16), C9(H9), C8(H8)
;
_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 1.168
_oxdiff_exptl_absorpt_empirical_full_min 0.882
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
P1 P 0.53071(4) 0.15503(4) 0.69994(3) 0.05594(14) Uani 1 1 d . . . . .
C1 C 0.46950(14) 0.33017(16) 0.68969(9) 0.0543(3) Uani 1 1 d . . . . .
C12 C 0.61155(14) 0.16195(14) 0.81287(10) 0.0518(3) Uani 1 1 d . . . . .
N1 N 0.36013(15) 0.35184(18) 0.73750(10) 0.0813(5) Uani 1 1 d . . . . .
C2 C 0.52303(16) 0.43065(17) 0.63807(11) 0.0621(4) Uani 1 1 d . . . . .
H2 H 0.598573 0.413549 0.605288 0.074 Uiso 1 1 calc R U . . .
C13 C 0.67643(17) 0.27556(17) 0.84853(11) 0.0659(4) Uani 1 1 d . . . . .
H13 H 0.684106 0.352532 0.813217 0.079 Uiso 1 1 calc R U . . .
C6 C 0.67117(17) 0.15538(15) 0.62516(10) 0.0567(4) Uani 1 1 d . . . . .
C11 C 0.80692(18) 0.16140(18) 0.65207(12) 0.0682(4) Uani 1 1 d . . . . .
H11 H 0.832714 0.168743 0.712838 0.082 Uiso 1 1 calc R U . . .
C17 C 0.60300(16) 0.04822(18) 0.86667(12) 0.0667(4) Uani 1 1 d . . . . .
H17 H 0.559964 -0.029014 0.843833 0.080 Uiso 1 1 calc R U . . .
C4 C 0.3534(2) 0.5791(2) 0.68466(14) 0.0910(6) Uani 1 1 d . . . . .
H4 H 0.311707 0.663437 0.684465 0.109 Uiso 1 1 calc R U . . .
C3 C 0.4635(2) 0.5566(2) 0.63553(13) 0.0781(5) Uani 1 1 d . . . . .
H3 H 0.497947 0.625381 0.600758 0.094 Uiso 1 1 calc R U . . .
C7 C 0.6372(2) 0.14275(19) 0.53425(11) 0.0763(5) Uani 1 1 d . . . . .
H7 H 0.546591 0.136559 0.514882 0.092 Uiso 1 1 calc R U . . .
C14 C 0.7296(2) 0.2754(2) 0.93573(13) 0.0839(6) Uani 1 1 d . . . . .
H14 H 0.772198 0.352392 0.959303 0.101 Uiso 1 1 calc R U . . .
C15 C 0.7197(2) 0.1615(3) 0.98819(13) 0.0891(7) Uani 1 1 d . . . . .
H15 H 0.755495 0.161734 1.047194 0.107 Uiso 1 1 calc R U . . .
C10 C 0.9047(2) 0.1565(2) 0.58867(16) 0.0898(6) Uani 1 1 d . . . . .
H10 H 0.995655 0.160262 0.607285 0.108 Uiso 1 1 calc R U . . .
C5 C 0.3059(2) 0.4751(3) 0.73406(14) 0.0977(8) Uani 1 1 d . . . . .
H5 H 0.230894 0.491181 0.767524 0.117 Uiso 1 1 calc R U . . .
C16 C 0.6577(2) 0.0484(2) 0.95383(13) 0.0839(6) Uani 1 1 d . . . . .
H16 H 0.652239 -0.028797 0.989169 0.101 Uiso 1 1 calc R U . . .
C9 C 0.8682(3) 0.1462(2) 0.49900(16) 0.0979(8) Uani 1 1 d . . . . .
H9 H 0.934044 0.143911 0.456702 0.117 Uiso 1 1 calc R U . . .
C8 C 0.7347(3) 0.1392(2) 0.47217(14) 0.0968(7) Uani 1 1 d . . . . .
H8 H 0.709512 0.131990 0.411296 0.116 Uiso 1 1 calc R U . . .
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'
P P 0.2955 0.4335 '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
C12 P1 C1 99.68(7) . . ?
C12 P1 C6 104.46(7) . . ?
C6 P1 C1 101.90(7) . . ?
N1 C1 P1 112.19(11) . . ?
N1 C1 C2 121.64(15) . . ?
C2 C1 P1 126.15(12) . . ?
C13 C12 P1 123.76(11) . . ?
C17 C12 P1 117.72(12) . . ?
C17 C12 C13 118.48(15) . . ?
C5 N1 C1 117.39(16) . . ?
C1 C2 H2 120.3 . . ?
C3 C2 C1 119.32(15) . . ?
C3 C2 H2 120.3 . . ?
C12 C13 H13 119.7 . . ?
C14 C13 C12 120.52(17) . . ?
C14 C13 H13 119.7 . . ?
C11 C6 P1 125.67(12) . . ?
C7 C6 P1 116.21(13) . . ?
C7 C6 C11 118.06(16) . . ?
C6 C11 H11 119.9 . . ?
C6 C11 C10 120.22(18) . . ?
C10 C11 H11 119.9 . . ?
C12 C17 H17 119.7 . . ?
C16 C17 C12 120.65(18) . . ?
C16 C17 H17 119.7 . . ?
C3 C4 H4 120.8 . . ?
C5 C4 H4 120.8 . . ?
C5 C4 C3 118.36(18) . . ?
C2 C3 H3 120.4 . . ?
C4 C3 C2 119.11(18) . . ?
C4 C3 H3 120.4 . . ?
C6 C7 H7 119.4 . . ?
C8 C7 C6 121.2(2) . . ?
C8 C7 H7 119.4 . . ?
C13 C14 H14 119.9 . . ?
C13 C14 C15 120.1(2) . . ?
C15 C14 H14 119.9 . . ?
C14 C15 H15 119.9 . . ?
C16 C15 C14 120.12(18) . . ?
C16 C15 H15 119.9 . . ?
C11 C10 H10 119.7 . . ?
C9 C10 C11 120.6(2) . . ?
C9 C10 H10 119.7 . . ?
N1 C5 C4 124.17(18) . . ?
N1 C5 H5 117.9 . . ?
C4 C5 H5 117.9 . . ?
C17 C16 H16 119.9 . . ?
C15 C16 C17 120.11(18) . . ?
C15 C16 H16 119.9 . . ?
C10 C9 H9 120.3 . . ?
C8 C9 C10 119.47(19) . . ?
C8 C9 H9 120.3 . . ?
C7 C8 H8 119.7 . . ?
C9 C8 C7 120.5(2) . . ?
C9 C8 H8 119.7 . . ?
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
P1 C1 1.8376(16) . ?
P1 C12 1.8255(15) . ?
P1 C6 1.8267(16) . ?
C1 N1 1.3442(19) . ?
C1 C2 1.379(2) . ?
C12 C13 1.386(2) . ?
C12 C17 1.385(2) . ?
N1 C5 1.331(3) . ?
C2 H2 0.9300 . ?
C2 C3 1.377(2) . ?
C13 H13 0.9300 . ?
C13 C14 1.375(2) . ?
C6 C11 1.384(2) . ?
C6 C7 1.383(2) . ?
C11 H11 0.9300 . ?
C11 C10 1.388(2) . ?
C17 H17 0.9300 . ?
C17 C16 1.380(3) . ?
C4 H4 0.9300 . ?
C4 C3 1.363(3) . ?
C4 C5 1.362(3) . ?
C3 H3 0.9300 . ?
C7 H7 0.9300 . ?
C7 C8 1.372(3) . ?
C14 H14 0.9300 . ?
C14 C15 1.376(3) . ?
C15 H15 0.9300 . ?
C15 C16 1.362(3) . ?
C10 H10 0.9300 . ?
C10 C9 1.368(3) . ?
C5 H5 0.9300 . ?
C16 H16 0.9300 . ?
C9 H9 0.9300 . ?
C9 C8 1.364(4) . ?
C8 H8 0.9300 . ?
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_2
_geom_torsion_site_symmetry_3
_geom_torsion_site_symmetry_4
_geom_torsion_publ_flag
P1 C1 N1 C5 -179.13(16) . . . . ?
P1 C1 C2 C3 178.33(13) . . . . ?
P1 C12 C13 C14 176.90(13) . . . . ?
P1 C12 C17 C16 -177.68(13) . . . . ?
P1 C6 C11 C10 177.88(14) . . . . ?
P1 C6 C7 C8 -178.74(15) . . . . ?
C1 P1 C12 C13 -33.88(14) . . . . ?
C1 P1 C12 C17 143.78(12) . . . . ?
C1 P1 C6 C11 102.70(15) . . . . ?
C1 P1 C6 C7 -80.18(13) . . . . ?
C1 N1 C5 C4 0.7(3) . . . . ?
C1 C2 C3 C4 0.4(3) . . . . ?
C12 P1 C1 N1 -75.39(13) . . . . ?
C12 P1 C1 C2 106.36(14) . . . . ?
C12 P1 C6 C11 -0.70(16) . . . . ?
C12 P1 C6 C7 176.42(13) . . . . ?
C12 C13 C14 C15 0.6(3) . . . . ?
C12 C17 C16 C15 0.7(3) . . . . ?
N1 C1 C2 C3 0.2(3) . . . . ?
C2 C1 N1 C5 -0.8(3) . . . . ?
C13 C12 C17 C16 0.1(2) . . . . ?
C13 C14 C15 C16 0.2(3) . . . . ?
C6 P1 C1 N1 177.46(12) . . . . ?
C6 P1 C1 C2 -0.78(16) . . . . ?
C6 P1 C12 C13 71.18(14) . . . . ?
C6 P1 C12 C17 -111.15(12) . . . . ?
C6 C11 C10 C9 0.2(3) . . . . ?
C6 C7 C8 C9 0.9(3) . . . . ?
C11 C6 C7 C8 -1.4(3) . . . . ?
C11 C10 C9 C8 -0.7(3) . . . . ?
C17 C12 C13 C14 -0.7(2) . . . . ?
C3 C4 C5 N1 -0.1(4) . . . . ?
C7 C6 C11 C10 0.8(3) . . . . ?
C14 C15 C16 C17 -0.8(3) . . . . ?
C10 C9 C8 C7 0.1(3) . . . . ?
C5 C4 C3 C2 -0.5(3) . . . . ?
